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Vindolicine

PubChem CID: 159614

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Compound Synonyms Vindolicine, 1362-14-7, methyl 11-acetyloxy-4-[(11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraen-4-yl)methyl]-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate, Aspidospermidine-3-carboxylic acid, 15,15'-methylenebis(4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, dimethyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)-(2'beta,3'beta,4'beta,5'alpha,12'beta,19'alpha)-, methyl 11-acetyloxy-4-((11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2(7),3,5,13-tetraen-4-yl)methyl)-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2(7),3,5,13-tetraene-10-carboxylate, STK375008, AKOS005447562, dimethyl 15,15'-methanediylbis[4-(acetyloxy)-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate], methyl 11-(acetyloxy)-4-{[11-(acetyloxy)-12-ethyl-10-hydroxy-5-methoxy-10-(methoxycarbonyl)-8-methyl-8,16-diazapentacyclo[10.6.1.0(1),?.0(2),?.0(1)?,(1)?]nonadeca-2(7),3,5,13-tetraen-4-yl]methyl}-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0(1),?.0(2),?.0(1)?,(1)?]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 177.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCC3CC4CCC(CC5CCC6CC7CCC8CCCC9CCC7(C6C5)C89)CC4C34CCC(C1)C24
Np Classifier Class Aspidosperma type, Aspidosperma-Iboga hybrid type (Vinca alkaloids)
Deep Smiles COC=O)CO)COC=O)C)))CCC))C=CCNC6CC%10NC)cc5cccc6)OC)))Ccccccc6OC))))NCC5CCNC5CCC))C=CC6)))CC9O)C=O)OC))))OC=O)C)))))))))))C)))))))))))))CC5
Heavy Atom Count 67.0
Classyfire Class Plumeran-type alkaloids
Scaffold Graph Node Level C1CC2CCC3NC4CCC(CC5CCC6NC7CCC8CCCN9CCC7(C6C5)C89)CC4C34CCN(C1)C24
Isotope Atom Count 0.0
Molecular Complexity 1950.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name methyl 11-acetyloxy-4-[(11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraen-4-yl)methyl]-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
Veber Rule False
Classyfire Superclass Alkaloids and derivatives
Xlogp 4.7
Gsk 4 400 Rule False
Molecular Formula C51H64N4O12
Scaffold Graph Node Bond Level C1=CC2CCC3Nc4ccc(Cc5ccc6c(c5)C57CCN8CC=CC(CCC5N6)C87)cc4C34CCN(C1)C24
Inchi Key GTYHMLPTHUKXMG-UHFFFAOYSA-N
Silicos It Class Poorly soluble
Rotatable Bond Count 14.0
Synonyms vindolicine
Esol Class Poorly soluble
Functional Groups CC=CC, CN(C)C, CO, COC(C)=O, cN(C)C, cOC
Compound Name Vindolicine
Exact Mass 924.452
Formal Charge 0.0
Monoisotopic Mass 924.452
Hydrogen Bond Acceptor Count 16.0
Molecular Weight 925.1
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C51H64N4O12/c1-11-46-15-13-19-54-21-17-48(38(46)54)32-24-30(36(62-7)26-34(32)52(5)40(48)50(60,44(58)64-9)42(46)66-28(3)56)23-31-25-33-35(27-37(31)63-8)53(6)41-49(33)18-22-55-20-14-16-47(12-2,39(49)55)43(67-29(4)57)51(41,61)45(59)65-10/h13-16,24-27,38-43,60-61H,11-12,17-23H2,1-10H3
Smiles CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=C(C(=C5)OC)CC6=CC7=C(C=C6OC)N(C8C79CCN1C9C(C=CC1)(C(C8(C(=O)OC)O)OC(=O)C)CC)C)C
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/25665941