NP-MRD: Showing NP-Card for (4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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 (NP0287077)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 15:57:53 UTC

Updated at

2022-09-09 15:57:53 UTC

NP-MRD ID

NP0287077

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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

Description

DTXSID10951231 belongs to the class of organic compounds known as ergotamines, dihydroergotamines, and derivatives. These are organic compounds containing an ergotamine moiety, which is structurally characterized by a benzyl substituent attached to the piperazine ring of the ergopeptine backbone. (4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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 is found in Scolochloa festucacea. Based on a literature review very few articles have been published on DTXSID10951231.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092217572D          

 44 51  0  0  1  0            999 V2000
    6.5784   -0.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7579   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070   -1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070   -2.7299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9606   -2.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8201   -3.2820    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6405   -3.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9761   -3.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3630   -4.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6485   -4.0889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8639   -4.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6924   -5.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -3.7918    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4662   -4.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947   -4.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9078   -5.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362   -6.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -6.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3385   -5.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5100   -5.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  6  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  7  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 10 18  2  0  0  0  0
 14 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  7 23  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 27 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 34 42  1  0  0  0  0
 25 42  1  0  0  0  0
 42 43  1  0  0  0  0
  3 43  1  0  0  0  0
 43 44  2  0  0  0  0
M  END

     RDKit          3D

 81 88  0  0  0  0  0  0  0  0999 V2000
   -0.8503    4.0623   -2.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585    2.8196   -2.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    1.6829   -1.6858 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1565    1.2909   -2.0697 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0459    1.0503   -1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7014    1.1776    0.1559 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192    0.6437   -1.5996 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378   -0.7394   -1.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4439   -0.9296   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6482   -2.3091    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7035   -3.3202    0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0523   -4.5715    0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2524   -4.7999    1.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1948   -3.7864    1.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4079   -3.6524    2.0589 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7868   -2.3490    1.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8056   -1.6372    1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8275   -2.5676    0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6344   -0.2233    0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1722    0.1286    0.6310 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9850    1.4296    0.1280 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0315    2.5190    1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659    1.6012   -1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2080    2.0324   -0.3682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3492    1.5941    0.1962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0941    0.9746    1.4181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3589    2.6688    0.4482 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3414    3.1461    1.9117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6450    3.9558    1.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5168    3.3393    0.8249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7430    2.2087    0.3949 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0893    0.9105   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2378    0.6035   -0.3270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9999   -0.1597   -0.0404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5015   -1.4300   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5578   -2.5618   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2357   -3.2843    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3943   -4.3708    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8474   -4.7695   -0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1444   -4.0824   -1.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0061   -2.9781   -1.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129    0.5308   -0.6635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1657    0.6081   -1.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2763   -0.0689   -2.8813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    4.0938   -1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1295    4.1216   -3.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4834    4.9939   -2.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228    3.0306   -2.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6353    2.3953   -3.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3655    1.4333    0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4599    0.5977   -2.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -1.5804   -1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8022   -3.0814   -0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3339   -5.3916    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884   -5.7781    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9152   -4.4244    2.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7120   -1.9503    2.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    0.4442    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1675   -0.0756   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7498    0.1023    1.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2139    3.2521    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0413    2.2067    2.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9806    3.0992    0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3185    1.5722   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0561    2.6423   -1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7087    0.0547    1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2143    3.5965   -0.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5176    2.2905    2.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4654    3.7509    2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331    3.9163    2.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3679    4.9791    1.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6177    4.0368   -0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5194    3.0775    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7058   -0.3041    1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0644   -1.3434   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3278   -1.7699    0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6952   -2.9284    1.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -4.9079    1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1739   -5.6402   -0.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7162   -4.3957   -2.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2123   -2.5037   -2.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 24  1  0
 24 25  1  0
 25 26  1  1
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 34 42  1  0
 42 43  1  0
 43 44  2  0
  3  4  1  6
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7 23  1  0
 23 21  1  0
 21 22  1  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10 18  2  0
 10  9  1  0
  9  8  2  0
 43  3  1  0
  8  7  1  0
 42 25  1  0
  9 20  1  0
 31 27  1  0
 41 36  1  0
 18 17  1  0
 18 14  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
 26 66  1  0
 27 67  1  6
 28 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
 34 74  1  1
 35 75  1  0
 35 76  1  0
 37 77  1  0
 38 78  1  0
 39 79  1  0
 40 80  1  0
 41 81  1  0
  6 50  1  0
  7 51  1  6
 23 64  1  0
 23 65  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 20 60  1  1
 19 58  1  0
 19 59  1  0
 16 57  1  0
 15 56  1  0
 13 55  1  0
 12 54  1  0
 11 53  1  0
  8 52  1  0
M  END


  Mrv1652309092217572D          

 44 51  0  0  1  0            999 V2000
    6.5784   -0.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7579   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070   -1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070   -2.7299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9606   -2.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8201   -3.2820    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6405   -3.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9761   -3.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3630   -4.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6485   -4.0889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8639   -4.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6924   -5.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -3.7918    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4662   -4.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947   -4.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9078   -5.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362   -6.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516   -6.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3385   -5.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5100   -5.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  6  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  7  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 10 18  2  0  0  0  0
 14 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  7 23  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 27 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 34 42  1  0  0  0  0
 25 42  1  0  0  0  0
 42 43  1  0  0  0  0
  3 43  1  0  0  0  0
 43 44  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0287077

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@]1(O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@@H](CC3=CC=CC=C3)N2C1=O)N=C(O)[C@H]1CN(C)[C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H37N5O5/c1-3-33(36-30(40)22-16-24-23-11-7-12-25-29(23)21(18-35-25)17-26(24)37(2)19-22)32(42)39-27(15-20-9-5-4-6-10-20)31(41)38-14-8-13-28(38)34(39,43)44-33/h4-7,9-12,16,18,22,26-28,35,43H,3,8,13-15,17,19H2,1-2H3,(H,36,40)/t22-,26-,27-,28+,33-,34+/m1/s1

> <INCHI_KEY>
BOLCFGMGGWCOOE-UQNXEMKDSA-N

> <FORMULA>
C34H37N5O5

> <MOLECULAR_WEIGHT>
595.7

> <EXACT_MASS>
595.279469311

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
64.67925119976505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,7R)-N-[(1S,2S,4R,7R)-7-benzyl-4-ethyl-2-hydroxy-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(16),2,9,12,14-pentaene-4-carboximidic acid

> <JCHEM_LOGP>
1.545918040511426

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.71837540010086

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.385048731351544

> <JCHEM_PKA_STRONGEST_BASIC>
8.084257167075014

> <JCHEM_POLAR_SURFACE_AREA>
121.70000000000002

> <JCHEM_REFRACTIVITY>
165.1582999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4R,7R)-N-[(1S,2S,4R,7R)-7-benzyl-4-ethyl-2-hydroxy-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(16),2,9,12,14-pentaene-4-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      12.280  -1.512   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.748  -1.673   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.122  -3.080   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       8.788  -2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.122   0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.787  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.944  -2.537   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.479  -3.013   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.335  -1.982   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       6.121   2.310   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.586  -3.556   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.586  -5.096   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.993  -4.470   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.731  -6.126   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.262  -5.965   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.889  -7.372   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.744  -8.403   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      12.411  -7.633   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      10.946  -8.109   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.626  -9.615   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.802  -7.078   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.337  -7.554   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.017  -9.060   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.161 -10.091   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.841 -11.597   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.376 -12.073   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.232 -11.043   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.552  -9.536   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      10.122  -5.572   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0       9.217  -4.326   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       7.677  -4.326   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24   43                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   10   14                                                  
CONECT   19   17   20                                                       
CONECT   20   19    9   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    7                                                       
CONECT   24    3   25                                                       
CONECT   25   24   26   27   42                                             
CONECT   26   25                                                            
CONECT   27   25   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   27   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   42                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
CONECT   42   34   25   43                                                  
CONECT   43   42    3   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₃₇N₅O₅

Average Mass

595.7000 Da

Monoisotopic Mass

595.27947 Da

IUPAC Name

(4R,7R)-N-[(1S,2S,4R,7R)-7-benzyl-4-ethyl-2-hydroxy-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(16),2,9,12,14-pentaene-4-carboximidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@]1(O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@@H](CC3=CC=CC=C3)N2C1=O)N=C(O)[C@H]1CN(C)[C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1

InChI Identifier

InChI=1S/C34H37N5O5/c1-3-33(36-30(40)22-16-24-23-11-7-12-25-29(23)21(18-35-25)17-26(24)37(2)19-22)32(42)39-27(15-20-9-5-4-6-10-20)31(41)38-14-8-13-28(38)34(39,43)44-33/h4-7,9-12,16,18,22,26-28,35,43H,3,8,13-15,17,19H2,1-2H3,(H,36,40)/t22-,26-,27-,28+,33-,34+/m1/s1

InChI Key

BOLCFGMGGWCOOE-UQNXEMKDSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Scolochloa festucacea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergotamines, dihydroergotamines, and derivatives. These are organic compounds containing an ergotamine moiety, which is structurally characterized by a benzyl substituent attached to the piperazine ring of the ergopeptine backbone.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Lysergic acids and derivatives

Direct Parent

Ergotamines, dihydroergotamines, and derivatives

Alternative Parents

Substituents

Ergotamine
Hybrid peptide
Alpha-dipeptide
Lysergic acid amide
Indoloquinoline
Benzoquinoline
Quinoline-3-carboxamide
Pyrroloquinoline
N-acyl-alpha amino acid or derivatives
3-alkylindole
Quinoline
Alpha-amino acid or derivatives
Isoindole or derivatives
Indole or derivatives
Indole
Aralkylamine
N-alkylpiperazine
Benzenoid
Piperazine
Oxazolidinone
1,4-diazinane
Monocyclic benzene moiety
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Oxazolidine
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Orthocarboxylic acid derivative
Lactam
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	1.55	ChemAxon
pKa (Strongest Acidic)	4.39	ChemAxon
pKa (Strongest Basic)	8.08	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.7 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	165.16 m³·mol⁻¹	ChemAxon
Polarizability	64.68 Å³	ChemAxon
Number of Rings	8	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

141169

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160657

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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 (NP0287077)

MOL for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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)

3D MOL for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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)

3D SDF for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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)

3D-SDF for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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)

PDB for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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)

3D PDB for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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)

SMILES for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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)

INCHI for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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 for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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)

3D Structure for NP0287077 ((4r,7r)-n-[(1s,2s,4r,7r)-7-benzyl-4-ethyl-2-hydroxy-5,8-dioxo-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)