Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(9S)-3-formyl-5-ethyl-1,2,3,6,7,8,9,10-octahydro-9-(methoxycarbonyl)azacycloundecino[5,4-b]indol-9-yl]-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12R,19alpha)-
PubChem CID: 11953924
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| Compound Synonyms | Catharine, 1355-31-3, C09129, methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(2S,6Z)-6-ethyl-8-formyl-2-methoxycarbonyl-4-oxo-8,18-diazatricyclo[9.7.0.012,17]octadeca-1(11),6,12,14,16-pentaen-2-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate, Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-((9S)-3-formyl-5-ethyl-1,2,3,6,7,8,9,10-octahydro-9-(methoxycarbonyl)azacycloundecino(5,4-b)indol-9-yl)-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12R,19alpha)-, Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(9S)-3-formyl-5-ethyl-1,2,3,6,7,8,9,10-octahydro-9-(methoxycarbonyl)azacycloundecino[5,4-b]indol-9-yl]-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12R,19alpha)-, CHEBI:3470, CHEMBL5420771, DTXSID801098030, Q27106095, Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(9S)-3-formyl-5-ethyl-1,2,3,6,7,8,9,10-octahydro-9-(methoxycarbonyl)azacycloundecino[5,4-b]indol-9-yl]-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2I(2),3I(2),4I(2),5I+/-,12R,19I+/-)- |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 168.0 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC1CCCCCCC2C3CCCCC3CC2C(C2CCC3CC4CCC5CCCC6CCC4(C3C2)C56)C1 |
| Np Classifier Class | Aspidosperma type |
| Deep Smiles | O=CNCCccccccc6[nH]c9[C@@]CC=O)C/C=C%18)/CC))))))C=O)OC)))cccccc6OC))))N[C@@H][C@]5CCN[C@H]5[C@@]CC))C=CC6)))[C@H][C@]9O)C=O)OC))))OC=O)C)))))))))))C |
| Heavy Atom Count | 60.0 |
| Classyfire Class | Plumeran-type alkaloids |
| Scaffold Graph Node Level | OC1CCCNCCC2C3CCCCC3NC2C(C2CCC3NC4CCC5CCCN6CCC4(C3C2)C56)C1 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 1790.0 |
| Database Name | imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 7.0 |
| Iupac Name | methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(2S,6Z)-6-ethyl-8-formyl-2-methoxycarbonyl-4-oxo-8,18-diazatricyclo[9.7.0.012,17]octadeca-1(11),6,12,14,16-pentaen-2-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate |
| Veber Rule | False |
| Classyfire Superclass | Alkaloids and derivatives |
| Xlogp | 2.8 |
| Gsk 4 400 Rule | False |
| Molecular Formula | C46H54N4O10 |
| Scaffold Graph Node Bond Level | O=C1CC=CNCCc2c([nH]c3ccccc23)C(c2ccc3c(c2)C24CCN5CC=CC(CCC2N3)C54)C1 |
| Inchi Key | KLFYPJRLOIHTCM-CIJHUGPSSA-N |
| Silicos It Class | Poorly soluble |
| Rotatable Bond Count | 10.0 |
| Synonyms | catharine |
| Esol Class | Poorly soluble |
| Functional Groups | C/C(C)=CN(C)C=O, CC(=O)OC, CC(C)=O, CC=CC, CN(C)C, CO, COC(C)=O, cN(C)C, cOC, c[nH]c |
| Compound Name | Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(9S)-3-formyl-5-ethyl-1,2,3,6,7,8,9,10-octahydro-9-(methoxycarbonyl)azacycloundecino[5,4-b]indol-9-yl]-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12R,19alpha)- |
| Exact Mass | 822.384 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 822.384 |
| Hydrogen Bond Acceptor Count | 12.0 |
| Molecular Weight | 822.9 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 7.0 |
| Total Bond Stereocenter Count | 1.0 |
| Lipinski Rule Of 5 | False |
| Inchi | InChI=1S/C46H54N4O10/c1-8-28-21-29(53)24-45(41(54)58-6,37-31(15-19-49(25-28)26-51)30-13-10-11-14-34(30)47-37)33-22-32-35(23-36(33)57-5)48(4)39-44(32)17-20-50-18-12-16-43(9-2,38(44)50)40(60-27(3)52)46(39,56)42(55)59-7/h10-14,16,22-23,25-26,38-40,47,56H,8-9,15,17-21,24H2,1-7H3/b28-25-/t38-,39+,40+,43+,44+,45-,46-/m0/s1 |
| Smiles | CC/C/1=C/N(CCC2=C([C@](CC(=O)C1)(C3=C(C=C4C(=C3)[C@]56CCN7[C@H]5[C@@](C=CC7)([C@H]([C@@]([C@@H]6N4C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC8=CC=CC=C28)C=O |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 1.0 |
| Egan Rule | False |
| Np Classifier Superclass | Tryptophan alkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075