NP-MRD: Showing NP-Card for Alpha-ergocryptinine (NP0004257)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 01:46:35 UTC

Updated at

2021-07-15 16:48:41 UTC

NP-MRD ID

NP0004257

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alpha-ergocryptinine

Provided By

NPAtlas

Description

(4S,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0²,⁶]Dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]Hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid belongs to the class of organic compounds known as ergopeptines. These are ergoline derivatives that contain a tripeptide structure attached to the basic ergoline ring in the same location as the amide group of the lysergic acid derivatives. Alpha-ergocryptinine is found in Claviceps, Claviceps grohii, Claviceps purpurea and Claviceps zizaniae. Alpha-ergocryptinine was first documented in 2002 (PMID: 12141870). Based on a literature review very few articles have been published on (4S,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0²,⁶]Dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]Hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652307012117513D          

 83 89  0  0  0  0            999 V2000
   -3.2811   -1.5860    3.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0463   -0.1357    3.1274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5999    0.0887    2.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0047    0.3715    2.1333 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1149   -0.2705    0.8074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2303    0.4577    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4102   -0.0070    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9527    1.6244   -0.6425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6716    2.9025   -0.7492 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8888    3.7029   -1.7534 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4782    3.1432   -1.5576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7836    1.6637   -1.4823 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6148    0.8773   -0.9340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7709    1.8223   -0.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    0.3379   -2.0117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -0.9084   -1.6499 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0016   -0.8450   -1.6170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.7867   -1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103   -2.9101   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3865   -1.4709   -1.2951 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6254   -0.2584   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -0.0853    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    1.1197    0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702    2.2562    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    3.3332    1.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857    3.2460    2.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4762    2.1005    2.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5457    1.7013    3.2893 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8443    0.4381    2.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9287    0.0084    1.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906    1.0778    1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7156   -1.2218    1.1666 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9595   -0.9746   -0.1063 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6035   -2.2083   -0.7815 N   0  0  2  0  0  0  0  0  0  0  0  0
    4.8958   -2.0668   -2.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2247   -2.5679   -0.6593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0468   -1.9050   -2.5475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7408   -1.6717   -4.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920   -3.3494   -2.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9186   -1.1700   -0.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -2.0576    0.5111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9612   -0.1927   -0.0583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3088   -1.7242    3.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -2.3032    2.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -1.8146    4.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2847    0.4188    4.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   -0.8873    2.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.6026    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195    0.7195    3.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0252    0.4971    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7168    1.4555    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4922   -1.3127    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6746    3.4693    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7029    2.6618   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2036    3.4539   -2.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    4.7666   -1.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8169    3.4185   -2.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0738    3.5021   -0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141    1.2984   -2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219    1.5178   -0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091    0.0930   -1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.3389   -2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935    0.4377   -0.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4605    2.2670    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    4.2133    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9457    4.0877    3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0551    2.2547    3.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6477   -0.1857    3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0759   -1.9069    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6583   -1.7484    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854   -0.4037   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.6649   -2.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9256   -2.4039   -2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -1.0069   -2.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283   -2.7263    0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0643   -3.4761   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.7028   -2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0461   -0.6322   -4.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.8885   -4.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826   -2.3468   -4.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7911   -3.8713   -2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0336   -3.8325   -2.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9916   -3.5807   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 16 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 16 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42  5  1  0  0  0  0
 12  8  1  0  0  0  0
 42 13  1  0  0  0  0
 36 20  1  0  0  0  0
 33 22  1  0  0  0  0
 31 23  1  0  0  0  0
 31 27  2  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  1 45  1  0  0  0  0
  2 46  1  1  0  0  0
  3 47  1  0  0  0  0
  3 48  1  0  0  0  0
  3 49  1  0  0  0  0
  4 50  1  0  0  0  0
  4 51  1  0  0  0  0
  5 52  1  1  0  0  0
  9 53  1  0  0  0  0
  9 54  1  0  0  0  0
 10 55  1  0  0  0  0
 10 56  1  0  0  0  0
 11 57  1  0  0  0  0
 11 58  1  0  0  0  0
 12 59  1  6  0  0  0
 14 60  1  0  0  0  0
 17 61  1  0  0  0  0
 20 62  1  6  0  0  0
 21 63  1  0  0  0  0
 24 64  1  0  0  0  0
 25 65  1  0  0  0  0
 26 66  1  0  0  0  0
 28 67  1  0  0  0  0
 29 68  1  0  0  0  0
 32 69  1  0  0  0  0
 32 70  1  0  0  0  0
 33 71  1  6  0  0  0
 35 72  1  0  0  0  0
 35 73  1  0  0  0  0
 35 74  1  0  0  0  0
 36 75  1  0  0  0  0
 36 76  1  0  0  0  0
 37 77  1  6  0  0  0
 38 78  1  0  0  0  0
 38 79  1  0  0  0  0
 38 80  1  0  0  0  0
 39 81  1  0  0  0  0
 39 82  1  0  0  0  0
 39 83  1  0  0  0  0
M  END

     RDKit          3D

 83 89  0  0  0  0  0  0  0  0999 V2000
   -3.2811   -1.5860    3.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0463   -0.1357    3.1274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5999    0.0887    2.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0047    0.3715    2.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1149   -0.2705    0.8074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2303    0.4577    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4102   -0.0070    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9527    1.6244   -0.6425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6716    2.9025   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8888    3.7029   -1.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4782    3.1432   -1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7836    1.6637   -1.4823 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6148    0.8773   -0.9340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7709    1.8223   -0.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    0.3379   -2.0117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -0.9084   -1.6499 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0016   -0.8450   -1.6170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.7867   -1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103   -2.9101   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3865   -1.4709   -1.2951 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6254   -0.2584   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -0.0853    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    1.1197    0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702    2.2562    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    3.3332    1.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857    3.2460    2.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4762    2.1005    2.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5457    1.7013    3.2893 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8443    0.4381    2.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9287    0.0084    1.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906    1.0778    1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7156   -1.2218    1.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9595   -0.9746   -0.1063 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6035   -2.2083   -0.7815 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8958   -2.0668   -2.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2247   -2.5679   -0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468   -1.9050   -2.5475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7408   -1.6717   -4.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920   -3.3494   -2.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9186   -1.1700   -0.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -2.0576    0.5111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9612   -0.1927   -0.0583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3088   -1.7242    3.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -2.3032    2.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -1.8146    4.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2847    0.4188    4.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   -0.8873    2.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.6026    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195    0.7195    3.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0252    0.4971    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7168    1.4555    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4922   -1.3127    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6746    3.4693    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7029    2.6618   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2036    3.4539   -2.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    4.7666   -1.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8169    3.4185   -2.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0738    3.5021   -0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141    1.2984   -2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219    1.5178   -0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091    0.0930   -1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.3389   -2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935    0.4377   -0.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4605    2.2670    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    4.2133    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9457    4.0877    3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0551    2.2547    3.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6477   -0.1857    3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0759   -1.9069    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6583   -1.7484    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854   -0.4037   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.6649   -2.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9256   -2.4039   -2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -1.0069   -2.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283   -2.7263    0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0643   -3.4761   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.7028   -2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0461   -0.6322   -4.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.8885   -4.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826   -2.3468   -4.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7911   -3.8713   -2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0336   -3.8325   -2.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9916   -3.5807   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 16 37  1  0
 37 38  1  0
 37 39  1  0
 16 40  1  0
 40 41  2  0
 40 42  1  0
 42  5  1  0
 12  8  1  0
 42 13  1  0
 36 20  1  0
 33 22  1  0
 31 23  1  0
 31 27  2  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  1
  3 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  1
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  6
 14 60  1  0
 17 61  1  0
 20 62  1  6
 21 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 28 67  1  0
 29 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  6
 35 72  1  0
 35 73  1  0
 35 74  1  0
 36 75  1  0
 36 76  1  0
 37 77  1  6
 38 78  1  0
 38 79  1  0
 38 80  1  0
 39 81  1  0
 39 82  1  0
 39 83  1  0
M  END


  Mrv1652307012117513D          

 83 89  0  0  0  0            999 V2000
   -3.2811   -1.5860    3.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0463   -0.1357    3.1274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5999    0.0887    2.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0047    0.3715    2.1333 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1149   -0.2705    0.8074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2303    0.4577    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4102   -0.0070    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9527    1.6244   -0.6425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6716    2.9025   -0.7492 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8888    3.7029   -1.7534 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4782    3.1432   -1.5576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7836    1.6637   -1.4823 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6148    0.8773   -0.9340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7709    1.8223   -0.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    0.3379   -2.0117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -0.9084   -1.6499 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0016   -0.8450   -1.6170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.7867   -1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103   -2.9101   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3865   -1.4709   -1.2951 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6254   -0.2584   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -0.0853    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    1.1197    0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702    2.2562    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    3.3332    1.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857    3.2460    2.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4762    2.1005    2.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5457    1.7013    3.2893 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8443    0.4381    2.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9287    0.0084    1.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906    1.0778    1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7156   -1.2218    1.1666 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9595   -0.9746   -0.1063 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6035   -2.2083   -0.7815 N   0  0  2  0  0  0  0  0  0  0  0  0
    4.8958   -2.0668   -2.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2247   -2.5679   -0.6593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0468   -1.9050   -2.5475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7408   -1.6717   -4.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920   -3.3494   -2.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9186   -1.1700   -0.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -2.0576    0.5111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9612   -0.1927   -0.0583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3088   -1.7242    3.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -2.3032    2.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -1.8146    4.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2847    0.4188    4.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   -0.8873    2.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.6026    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195    0.7195    3.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0252    0.4971    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7168    1.4555    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4922   -1.3127    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6746    3.4693    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7029    2.6618   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2036    3.4539   -2.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    4.7666   -1.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8169    3.4185   -2.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0738    3.5021   -0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141    1.2984   -2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219    1.5178   -0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091    0.0930   -1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.3389   -2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935    0.4377   -0.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4605    2.2670    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    4.2133    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9457    4.0877    3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0551    2.2547    3.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6477   -0.1857    3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0759   -1.9069    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6583   -1.7484    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854   -0.4037   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.6649   -2.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9256   -2.4039   -2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -1.0069   -2.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283   -2.7263    0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0643   -3.4761   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.7028   -2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0461   -0.6322   -4.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.8885   -4.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826   -2.3468   -4.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7911   -3.8713   -2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0336   -3.8325   -2.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9916   -3.5807   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 16 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 16 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42  5  1  0  0  0  0
 12  8  1  0  0  0  0
 42 13  1  0  0  0  0
 36 20  1  0  0  0  0
 33 22  1  0  0  0  0
 31 23  1  0  0  0  0
 31 27  2  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  1 45  1  0  0  0  0
  2 46  1  1  0  0  0
  3 47  1  0  0  0  0
  3 48  1  0  0  0  0
  3 49  1  0  0  0  0
  4 50  1  0  0  0  0
  4 51  1  0  0  0  0
  5 52  1  1  0  0  0
  9 53  1  0  0  0  0
  9 54  1  0  0  0  0
 10 55  1  0  0  0  0
 10 56  1  0  0  0  0
 11 57  1  0  0  0  0
 11 58  1  0  0  0  0
 12 59  1  6  0  0  0
 14 60  1  0  0  0  0
 17 61  1  0  0  0  0
 20 62  1  6  0  0  0
 21 63  1  0  0  0  0
 24 64  1  0  0  0  0
 25 65  1  0  0  0  0
 26 66  1  0  0  0  0
 28 67  1  0  0  0  0
 29 68  1  0  0  0  0
 32 69  1  0  0  0  0
 32 70  1  0  0  0  0
 33 71  1  6  0  0  0
 35 72  1  0  0  0  0
 35 73  1  0  0  0  0
 35 74  1  0  0  0  0
 36 75  1  0  0  0  0
 36 76  1  0  0  0  0
 37 77  1  6  0  0  0
 38 78  1  0  0  0  0
 38 79  1  0  0  0  0
 38 80  1  0  0  0  0
 39 81  1  0  0  0  0
 39 82  1  0  0  0  0
 39 83  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004257

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]12O[C@@](N([H])C(=O)[C@@]3([H])C([H])=C4C5=C([H])C([H])=C([H])C6=C5C(=C([H])N6[H])C([H])([H])[C@@]4([H])N(C([H])([H])[H])C3([H])[H])(C(=O)N1[C@]([H])(C(=O)N1C([H])([H])C([H])([H])C([H])([H])[C@@]21[H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H41N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-20/h6,8-9,13,15,17-18,20,24-26,33,41H,7,10-12,14,16H2,1-5H3,(H,34,38)/t20-,24+,25-,26-,31+,32-/m0/s1

> <INCHI_KEY>
YDOTUXAWKBPQJW-JJANYQHSSA-N

> <FORMULA>
C32H41N5O5

> <MOLECULAR_WEIGHT>
575.71

> <EXACT_MASS>
575.31076944

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
62.795154769391026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
3.311811306739158

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.711893609776439

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.6959932809536

> <JCHEM_PKA_STRONGEST_BASIC>
7.780497513320139

> <JCHEM_POLAR_SURFACE_AREA>
118.21

> <JCHEM_REFRACTIVITY>
158.10760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-isopropyl-7-(2-methylpropyl)-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 83 89  0  0  0  0  0  0  0  0999 V2000
   -3.2811   -1.5860    3.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0463   -0.1357    3.1274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5999    0.0887    2.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0047    0.3715    2.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1149   -0.2705    0.8074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2303    0.4577    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4102   -0.0070    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9527    1.6244   -0.6425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6716    2.9025   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8888    3.7029   -1.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4782    3.1432   -1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7836    1.6637   -1.4823 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6148    0.8773   -0.9340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7709    1.8223   -0.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    0.3379   -2.0117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -0.9084   -1.6499 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0016   -0.8450   -1.6170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.7867   -1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103   -2.9101   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3865   -1.4709   -1.2951 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6254   -0.2584   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -0.0853    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    1.1197    0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702    2.2562    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    3.3332    1.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857    3.2460    2.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4762    2.1005    2.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5457    1.7013    3.2893 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8443    0.4381    2.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9287    0.0084    1.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906    1.0778    1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7156   -1.2218    1.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9595   -0.9746   -0.1063 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6035   -2.2083   -0.7815 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8958   -2.0668   -2.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2247   -2.5679   -0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468   -1.9050   -2.5475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7408   -1.6717   -4.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920   -3.3494   -2.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9186   -1.1700   -0.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -2.0576    0.5111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9612   -0.1927   -0.0583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3088   -1.7242    3.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -2.3032    2.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -1.8146    4.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2847    0.4188    4.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   -0.8873    2.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.6026    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195    0.7195    3.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0252    0.4971    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7168    1.4555    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4922   -1.3127    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6746    3.4693    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7029    2.6618   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2036    3.4539   -2.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    4.7666   -1.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8169    3.4185   -2.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0738    3.5021   -0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141    1.2984   -2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219    1.5178   -0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091    0.0930   -1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.3389   -2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935    0.4377   -0.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4605    2.2670    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    4.2133    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9457    4.0877    3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0551    2.2547    3.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6477   -0.1857    3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0759   -1.9069    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6583   -1.7484    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854   -0.4037   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.6649   -2.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9256   -2.4039   -2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -1.0069   -2.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283   -2.7263    0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0643   -3.4761   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.7028   -2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0461   -0.6322   -4.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.8885   -4.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826   -2.3468   -4.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7911   -3.8713   -2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0336   -3.8325   -2.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9916   -3.5807   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 16 37  1  0
 37 38  1  0
 37 39  1  0
 16 40  1  0
 40 41  2  0
 40 42  1  0
 42  5  1  0
 12  8  1  0
 42 13  1  0
 36 20  1  0
 33 22  1  0
 31 23  1  0
 31 27  2  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  1
  3 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  1
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  6
 14 60  1  0
 17 61  1  0
 20 62  1  6
 21 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 28 67  1  0
 29 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  6
 35 72  1  0
 35 73  1  0
 35 74  1  0
 36 75  1  0
 36 76  1  0
 37 77  1  6
 38 78  1  0
 38 79  1  0
 38 80  1  0
 39 81  1  0
 39 82  1  0
 39 83  1  0
M  END

HEADER    PROTEIN                                 01-JUL-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-JUL-21         0                                  
HETATM    1  C   UNK     0      -3.281  -1.586   3.516  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.046  -0.136   3.127  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.600   0.089   2.897  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.005   0.372   2.133  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.115  -0.271   0.807  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.230   0.458   0.092  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.410  -0.007   0.173  0.00  0.00           O+0
HETATM    8  N   UNK     0      -4.953   1.624  -0.643  0.00  0.00           N+0
HETATM    9  C   UNK     0      -5.672   2.902  -0.749  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.889   3.703  -1.753  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.478   3.143  -1.558  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.784   1.664  -1.482  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.615   0.877  -0.934  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.771   1.822  -0.348  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.920   0.338  -2.012  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.420  -0.908  -1.650  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.002  -0.845  -1.617  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.941  -1.787  -1.226  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.610  -2.910  -0.810  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.386  -1.471  -1.295  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.625  -0.258  -0.464  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.799  -0.085   0.047  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.034   1.120   0.873  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.270   2.256   0.791  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.614   3.333   1.618  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.686   3.246   2.482  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.476   2.100   2.581  0.00  0.00           C+0
HETATM   28  N   UNK     0       6.546   1.701   3.289  0.00  0.00           N+0
HETATM   29  C   UNK     0       6.844   0.438   2.917  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.929   0.008   1.929  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.091   1.078   1.746  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.716  -1.222   1.167  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.960  -0.975  -0.106  0.00  0.00           C+0
HETATM   34  N   UNK     0       4.604  -2.208  -0.782  0.00  0.00           N+0
HETATM   35  C   UNK     0       4.896  -2.067  -2.196  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.225  -2.568  -0.659  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.047  -1.905  -2.547  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.741  -1.672  -4.013  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.892  -3.349  -2.212  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.919  -1.170  -0.259  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.485  -2.058   0.511  0.00  0.00           O+0
HETATM   42  N   UNK     0      -2.961  -0.193  -0.058  0.00  0.00           N+0
HETATM   43  H   UNK     0      -4.309  -1.724   3.936  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.069  -2.303   2.703  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.578  -1.815   4.342  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.285   0.419   4.115  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.030  -0.887   2.939  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.428   0.603   1.956  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.119   0.720   3.707  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.025   0.497   2.622  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.717   1.456   1.937  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.492  -1.313   0.941  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.675   3.469   0.200  0.00  0.00           H+0
HETATM   54  H   UNK     0      -6.703   2.662  -1.114  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.204   3.454  -2.769  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.938   4.767  -1.499  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.817   3.418  -2.383  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.074   3.502  -0.588  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.014   1.298  -2.522  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.822   1.518  -0.336  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.409   0.093  -1.956  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.715  -1.339  -2.334  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.794   0.438  -0.320  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.461   2.267   0.110  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.002   4.213   1.538  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.946   4.088   3.121  0.00  0.00           H+0
HETATM   67  H   UNK     0       7.055   2.255   3.994  0.00  0.00           H+0
HETATM   68  H   UNK     0       7.648  -0.186   3.289  0.00  0.00           H+0
HETATM   69  H   UNK     0       5.076  -1.907   1.800  0.00  0.00           H+0
HETATM   70  H   UNK     0       6.658  -1.748   0.910  0.00  0.00           H+0
HETATM   71  H   UNK     0       5.685  -0.404  -0.767  0.00  0.00           H+0
HETATM   72  H   UNK     0       4.221  -2.665  -2.824  0.00  0.00           H+0
HETATM   73  H   UNK     0       5.926  -2.404  -2.423  0.00  0.00           H+0
HETATM   74  H   UNK     0       4.805  -1.007  -2.525  0.00  0.00           H+0
HETATM   75  H   UNK     0       2.928  -2.726   0.383  0.00  0.00           H+0
HETATM   76  H   UNK     0       3.064  -3.476  -1.271  0.00  0.00           H+0
HETATM   77  H   UNK     0      -3.169  -1.703  -2.478  0.00  0.00           H+0
HETATM   78  H   UNK     0      -2.046  -0.632  -4.290  0.00  0.00           H+0
HETATM   79  H   UNK     0      -0.700  -1.889  -4.281  0.00  0.00           H+0
HETATM   80  H   UNK     0      -2.383  -2.347  -4.616  0.00  0.00           H+0
HETATM   81  H   UNK     0      -2.791  -3.871  -2.688  0.00  0.00           H+0
HETATM   82  H   UNK     0      -1.034  -3.833  -2.730  0.00  0.00           H+0
HETATM   83  H   UNK     0      -1.992  -3.581  -1.152  0.00  0.00           H+0
CONECT    1    2   43   44   45                                             
CONECT    2    1    3    4   46                                             
CONECT    3    2   47   48   49                                             
CONECT    4    2    5   50   51                                             
CONECT    5    4    6   42   52                                             
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12                                                  
CONECT    9    8   10   53   54                                             
CONECT   10    9   11   55   56                                             
CONECT   11   10   12   57   58                                             
CONECT   12   11   13    8   59                                             
CONECT   13   12   14   15   42                                             
CONECT   14   13   60                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17   37   40                                             
CONECT   17   16   18   61                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   36   62                                             
CONECT   21   20   22   63                                                  
CONECT   22   21   23   33                                                  
CONECT   23   22   24   31                                                  
CONECT   24   23   25   64                                                  
CONECT   25   24   26   65                                                  
CONECT   26   25   27   66                                                  
CONECT   27   26   28   31                                                  
CONECT   28   27   29   67                                                  
CONECT   29   28   30   68                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30   23   27                                                  
CONECT   32   30   33   69   70                                             
CONECT   33   32   34   22   71                                             
CONECT   34   33   35   36                                                  
CONECT   35   34   72   73   74                                             
CONECT   36   34   20   75   76                                             
CONECT   37   16   38   39   77                                             
CONECT   38   37   78   79   80                                             
CONECT   39   37   81   82   83                                             
CONECT   40   16   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40    5   13                                                  
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    1                                                            
CONECT   46    2                                                            
CONECT   47    3                                                            
CONECT   48    3                                                            
CONECT   49    3                                                            
CONECT   50    4                                                            
CONECT   51    4                                                            
CONECT   52    5                                                            
CONECT   53    9                                                            
CONECT   54    9                                                            
CONECT   55   10                                                            
CONECT   56   10                                                            
CONECT   57   11                                                            
CONECT   58   11                                                            
CONECT   59   12                                                            
CONECT   60   14                                                            
CONECT   61   17                                                            
CONECT   62   20                                                            
CONECT   63   21                                                            
CONECT   64   24                                                            
CONECT   65   25                                                            
CONECT   66   26                                                            
CONECT   67   28                                                            
CONECT   68   29                                                            
CONECT   69   32                                                            
CONECT   70   32                                                            
CONECT   71   33                                                            
CONECT   72   35                                                            
CONECT   73   35                                                            
CONECT   74   35                                                            
CONECT   75   36                                                            
CONECT   76   36                                                            
CONECT   77   37                                                            
CONECT   78   38                                                            
CONECT   79   38                                                            
CONECT   80   38                                                            
CONECT   81   39                                                            
CONECT   82   39                                                            
CONECT   83   39                                                            
MASTER        0    0    0    0    0    0    0    0   83    0  178    0
END

RDKit          3D

83 89  0  0  0  0  0  0  0  0999 V2000
   -3.2811   -1.5860    3.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0463   -0.1357    3.1274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5999    0.0887    2.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0047    0.3715    2.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1149   -0.2705    0.8074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2303    0.4577    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4102   -0.0070    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9527    1.6244   -0.6425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6716    2.9025   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8888    3.7029   -1.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4782    3.1432   -1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7836    1.6637   -1.4823 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6148    0.8773   -0.9340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7709    1.8223   -0.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    0.3379   -2.0117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -0.9084   -1.6499 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0016   -0.8450   -1.6170 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9409   -1.7867   -1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103   -2.9101   -0.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3865   -1.4709   -1.2951 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6254   -0.2584   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -0.0853    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    1.1197    0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702    2.2562    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    3.3332    1.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857    3.2460    2.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4762    2.1005    2.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5457    1.7013    3.2893 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8443    0.4381    2.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9287    0.0084    1.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906    1.0778    1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7156   -1.2218    1.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9595   -0.9746   -0.1063 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6035   -2.2083   -0.7815 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8958   -2.0668   -2.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2247   -2.5679   -0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468   -1.9050   -2.5475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7408   -1.6717   -4.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920   -3.3494   -2.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9186   -1.1700   -0.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -2.0576    0.5111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9612   -0.1927   -0.0583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3088   -1.7242    3.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -2.3032    2.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -1.8146    4.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2847    0.4188    4.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   -0.8873    2.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.6026    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195    0.7195    3.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0252    0.4971    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7168    1.4555    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4922   -1.3127    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6746    3.4693    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7029    2.6618   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2036    3.4539   -2.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    4.7666   -1.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8169    3.4185   -2.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0738    3.5021   -0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141    1.2984   -2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219    1.5178   -0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091    0.0930   -1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.3389   -2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935    0.4377   -0.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4605    2.2670    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    4.2133    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9457    4.0877    3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0551    2.2547    3.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6477   -0.1857    3.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0759   -1.9069    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6583   -1.7484    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854   -0.4037   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -2.6649   -2.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9256   -2.4039   -2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -1.0069   -2.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283   -2.7263    0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0643   -3.4761   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.7028   -2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0461   -0.6322   -4.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -1.8885   -4.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3826   -2.3468   -4.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7911   -3.8713   -2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0336   -3.8325   -2.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9916   -3.5807   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 16 37  1  0
 37 38  1  0
 37 39  1  0
 16 40  1  0
 40 41  2  0
 40 42  1  0
 42  5  1  0
 12  8  1  0
 42 13  1  0
 36 20  1  0
 33 22  1  0
 31 23  1  0
 31 27  2  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  1
  3 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  1
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  6
 14 60  1  0
 17 61  1  0
 20 62  1  6
 21 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 28 67  1  0
 29 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  6
 35 72  1  0
 35 73  1  0
 35 74  1  0
 36 75  1  0
 36 76  1  0
 37 77  1  6
 38 78  1  0
 38 79  1  0
 38 80  1  0
 39 81  1  0
 39 82  1  0
 39 83  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(4S,7R)-N-[(1S,2S,4R,7S)-2-Hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0,]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0,.0,]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidate	Generator

Chemical Formula

C₃₂H₄₁N₅O₅

Average Mass

575.7100 Da

Monoisotopic Mass

575.31077 Da

IUPAC Name

(4S,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide

Traditional Name

(4S,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-isopropyl-7-(2-methylpropyl)-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide

CAS Registry Number

Not Available

SMILES

CC(C)C[C@@H]1N2C(=O)[C@](NC(=O)[C@@H]3CN(C)[C@@H]4CC5=CNC6=CC=CC(=C56)C4=C3)(O[C@@]2(O)[C@@H]2CCCN2C1=O)C(C)C

InChI Identifier

InChI=1S/C32H41N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-20/h6,8-9,13,15,17-18,20,24-26,33,41H,7,10-12,14,16H2,1-5H3,(H,34,38)/t20-,24+,25-,26-,31+,32-/m0/s1

InChI Key

YDOTUXAWKBPQJW-JJANYQHSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Claviceps	NPAtlas	12141870
Claviceps grohii	Fungi	KNApSAcK
Claviceps purpurea	Fungi	KNApSAcK
Claviceps zizaniae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergopeptines. These are ergoline derivatives that contain a tripeptide structure attached to the basic ergoline ring in the same location as the amide group of the lysergic acid derivatives.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Lysergic acids and derivatives

Direct Parent

Ergopeptines

Alternative Parents

Substituents

Hybrid peptide
Ergopeptine
Alpha-dipeptide
Lysergic acid amide
Indoloquinoline
Benzoquinoline
Quinoline-3-carboxamide
N-acyl-alpha amino acid or derivatives
Pyrroloquinoline
Quinoline
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Isoindole or derivatives
Aralkylamine
N-alkylpiperazine
1,4-diazinane
Benzenoid
Oxazolidinone
Piperazine
Pyrrolidine
Pyrrole
Heteroaromatic compound
Tertiary carboxylic acid amide
Oxazolidine
Carboxamide group
Amino acid or derivatives
Lactam
Tertiary aliphatic amine
Tertiary amine
Orthocarboxylic acid derivative
Secondary carboxylic acid amide
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Azacycle
Alkanolamine
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.29	ALOGPS
logP	3.31	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.7	ChemAxon
pKa (Strongest Basic)	7.78	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	118.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	158.11 m³·mol⁻¹	ChemAxon
Polarizability	62.8 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA000647

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9050795

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kantorova M, Kolinska R, Pazoutova S, Honzatko A, Havlicek V, Flieger M: Ergot alkaloids produced by submerged cultures of Claviceps zizaniae. J Nat Prod. 2002 Jul;65(7):1039-40. doi: 10.1021/np010639w. [PubMed:12141870 ]

Showing NP-Card for Alpha-ergocryptinine (NP0004257)

MOL for NP0004257 (Alpha-ergocryptinine)

3D MOL for NP0004257 (Alpha-ergocryptinine)

3D SDF for NP0004257 (Alpha-ergocryptinine)

3D-SDF for NP0004257 (Alpha-ergocryptinine)

PDB for NP0004257 (Alpha-ergocryptinine)

3D PDB for NP0004257 (Alpha-ergocryptinine)

SMILES for NP0004257 (Alpha-ergocryptinine)

INCHI for NP0004257 (Alpha-ergocryptinine)

Structure for NP0004257 (Alpha-ergocryptinine)

3D Structure for NP0004257 (Alpha-ergocryptinine)