NP-MRD: Showing NP-Card for (2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid (NP0303150)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 17:15:10 UTC

Updated at

2022-09-10 17:15:10 UTC

NP-MRD ID

NP0303150

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid

Description

(2S,3R)-2-(dimethylamino)-N-[(3R,4R,7R,10Z)-7-ethyl-5,8-dihydroxy-3-(propan-2-yl)-2-oxa-6,9-diazabicyclo[10.2.2]Hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. (2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid is found in Melochia corchorifolia. Based on a literature review very few articles have been published on (2S,3R)-2-(dimethylamino)-N-[(3R,4R,7R,10Z)-7-ethyl-5,8-dihydroxy-3-(propan-2-yl)-2-oxa-6,9-diazabicyclo[10.2.2]Hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102219152D          

 35 36  0  0  1  0            999 V2000
    1.2537    6.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0165    6.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2136    7.0198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1570    6.2737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8110    5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4562    5.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    5.5751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6240    4.7501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095    4.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    4.7501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095    3.5126    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6240    3.1001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3385    3.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    2.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3385    1.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095    1.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    3.1001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5194    3.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    2.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    5.7607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7892    5.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6107    4.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128    4.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233    6.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3875    7.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8036    7.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3825    8.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5457    8.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1623    7.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5563    7.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    9.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9295    9.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    8.6424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161    7.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0170    8.0740    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  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 11 17  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  7 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
 20 24  1  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  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  2  0  0  0  0
 33 32  1  4  0  0  0
 33 34  2  0  0  0  0
  3 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

     RDKit          3D

 75 76  0  0  0  0  0  0  0  0999 V2000
    2.9290    2.9050    1.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1182    2.9099    0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258    1.4216   -0.0660 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1957    0.7451    0.3150 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618    0.1087    1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5025    0.1008    2.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383   -0.8162    0.5583 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9450   -0.1678    0.6828 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5806    0.4305   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813    0.5214   -1.5453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9189    1.0885   -0.0540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9087    0.6129   -1.0921 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0993    1.3208   -0.8528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2604   -0.8447   -0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2534   -1.1381   -2.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9670   -1.2009    0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527    2.4842   -0.2188 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9003    3.1499    0.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8777    3.0097   -1.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4447   -2.1054    1.3395 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9280   -2.6884    1.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830   -4.0083    2.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7558   -1.7594    2.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3745   -2.9234    0.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413   -2.3822    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7130   -2.1318    0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7988   -1.5832   -0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7857   -1.2687   -1.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953   -1.5386   -2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -2.0853   -1.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9336   -0.5647   -2.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9286    0.8100   -2.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6937    1.4452   -2.1224 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5840    1.4223   -1.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3467    1.3950   -2.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447    2.0463    2.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8512    2.8141    2.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3781    3.8173    2.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275    3.4942    0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2140    3.3080   -0.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3066    1.1982    0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636    0.6756    2.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562   -0.9864   -0.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1474    0.4196   -1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2823    0.7847    0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732    0.8083   -2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565    1.5036    0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3683   -1.4822   -1.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2082   -0.6437   -1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4302   -2.2127   -2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8455   -0.7599   -3.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9235   -0.3869    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418   -2.1207    0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0288   -1.4368    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8506    3.0861    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1573    4.2337    0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0454    2.7566    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6376    4.0927   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1219    2.5099   -2.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8391    2.9060   -2.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -1.9117    2.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4725   -2.8460    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2277   -3.8490    3.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6315   -4.8577    1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9138   -4.1686    2.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5971   -1.2954    1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0997   -1.0047    2.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1616   -2.3683    3.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9333   -2.3342    1.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6005   -1.4850    0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -1.3953   -3.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6753   -2.2495   -2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8200   -0.8993   -2.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8927    1.3366   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687    2.2276   -2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 11 17  1  0
 17 18  1  0
 17 19  1  0
  7 20  1  0
 20 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 28 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 34  3  1  0
 30 25  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  1
  6 42  1  0
  7 43  1  6
 10 44  1  0
 11 45  1  1
 12 46  1  6
 13 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  1
 26 69  1  0
 27 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 35 75  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
M  END


  Mrv1652309102219152D          

 35 36  0  0  1  0            999 V2000
    1.2537    6.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0165    6.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2136    7.0198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1570    6.2737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8110    5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4562    5.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    5.5751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6240    4.7501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095    4.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    4.7501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095    3.5126    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6240    3.1001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3385    3.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    2.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3385    1.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095    1.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    3.1001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5194    3.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951    2.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441    5.7607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7892    5.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6107    4.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128    4.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233    6.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3875    7.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8036    7.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3825    8.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5457    8.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1623    7.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5563    7.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    9.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9295    9.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    8.6424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161    7.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0170    8.0740    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  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 11 17  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  7 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
 20 24  1  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  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  2  0  0  0  0
 33 32  1  4  0  0  0
 33 34  2  0  0  0  0
  3 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303150

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1N=C(O)[C@H](N=C(O)[C@H]([C@H](O)C(C)C)N(C)C)[C@H](OC2=CC=C(C=C2)\C=C/N=C1O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C26H40N4O5/c1-8-19-24(32)27-14-13-17-9-11-18(12-10-17)35-23(16(4)5)20(25(33)28-19)29-26(34)21(30(6)7)22(31)15(2)3/h9-16,19-23,31H,8H2,1-7H3,(H,27,32)(H,28,33)(H,29,34)/b14-13-/t19-,20-,21+,22-,23-/m1/s1

> <INCHI_KEY>
YTKIUQMMCNEDNK-SDSHPZQUSA-N

> <FORMULA>
C26H40N4O5

> <MOLECULAR_WEIGHT>
488.629

> <EXACT_MASS>
488.299870404

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
52.39425081154087

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R)-2-(dimethylamino)-N-[(3R,4R,7R,10Z)-7-ethyl-5,8-dihydroxy-3-(propan-2-yl)-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid

> <JCHEM_LOGP>
-3.4270617808745425

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
-4.415203661700901

> <JCHEM_PKA_STRONGEST_ACIDIC>
-8.5085065372724

> <JCHEM_PKA_STRONGEST_BASIC>
15.092612176524545

> <JCHEM_POLAR_SURFACE_AREA>
130.47

> <JCHEM_REFRACTIVITY>
135.5482

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R)-2-(dimethylamino)-N-[(3R,4R,7R,10Z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       2.340  11.275   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.897  12.750   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.399  13.104   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.293  11.711   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.514  10.750   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.852   9.360   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.031  10.407   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -3.031   8.867   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.698   8.097   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.364   8.867   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.698   6.557   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.031   5.787   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.365   6.557   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.031   4.247   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.365   3.477   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.698   3.477   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -0.364   5.787   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.970   6.557   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.364   4.247   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.562  10.753   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.207   9.355   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.740   9.213   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.317   8.097   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.830  11.698   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.323  13.241   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.100  14.614   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.314  15.947   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.752  16.081   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.036  14.723   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.772  13.374   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.334  16.861   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.735  16.976   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      -0.357  16.132   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       0.403  14.701   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.898  15.071   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   34                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    7   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   28   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33    3   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R)-2-(Dimethylamino)-N-[(3R,4R,7R,10Z)-7-ethyl-5,8-dihydroxy-3-(propan-2-yl)-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidate	Generator

Chemical Formula

C₂₆H₄₀N₄O₅

Average Mass

488.6290 Da

Monoisotopic Mass

488.29987 Da

IUPAC Name

(2S,3R)-2-(dimethylamino)-N-[(3R,4R,7R,10Z)-7-ethyl-5,8-dihydroxy-3-(propan-2-yl)-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid

Traditional Name

(2S,3R)-2-(dimethylamino)-N-[(3R,4R,7R,10Z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid

CAS Registry Number

Not Available

SMILES

CC[C@H]1N=C(O)[C@H](N=C(O)[C@H]([C@H](O)C(C)C)N(C)C)[C@H](OC2=CC=C(C=C2)\C=C/N=C1O)C(C)C

InChI Identifier

InChI=1S/C26H40N4O5/c1-8-19-24(32)27-14-13-17-9-11-18(12-10-17)35-23(16(4)5)20(25(33)28-19)29-26(34)21(30(6)7)22(31)15(2)3/h9-16,19-23,31H,8H2,1-7H3,(H,27,32)(H,28,33)(H,29,34)/b14-13-/t19-,20-,21+,22-,23-/m1/s1

InChI Key

YTKIUQMMCNEDNK-SDSHPZQUSA-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
Melochia corchorifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Alkyl aryl ether
Benzenoid
Cyclic carboximidic acid
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Azacycle
Organoheterocyclic compound
Carboximidic acid
Carboximidic acid derivative
Ether
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Amine
Organopnictogen 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	-3.4	ChemAxon
pKa (Strongest Acidic)	-8.5	ChemAxon
pKa (Strongest Basic)	15.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.47 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	135.55 m³·mol⁻¹	ChemAxon
Polarizability	52.39 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163186071

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid (NP0303150)

MOL for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D MOL for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D SDF for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D-SDF for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

PDB for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D PDB for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

SMILES for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

INCHI for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

Structure for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)

3D Structure for NP0303150 ((2s,3r)-2-(dimethylamino)-n-[(3r,4r,7r,10z)-7-ethyl-5,8-dihydroxy-3-isopropyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),5,8,10,12,15-hexaen-4-yl]-3-hydroxy-4-methylpentanimidic acid)