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Vocamine

PubChem CID: 11953931

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Compound Synonyms VOACAMINE, Voacanginine, Vocamine, 3371-85-5, Methyl 12-methoxy-13-(17-methoxy-17-oxovobasan-3alpha-yl)ibogamine-18-carboxylate, CHEBI:10014, Methyl-12-methoxy-13-(17-methoxy-17-oxovobasan-3alpha-yl)ibogamine-18-carboxylate, methyl (1S,15S,17S,18S)-17-ethyl-6-[(1R,12R,14R,15E)-15-ethylidene-18-(methoxycarbonyl)-17-methyl-10,17-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8-tetraen-12-yl]-7-methoxy-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene-1-carboxylate, methyl (1S,15S,17S,18S)-17-ethyl-6-[(1R,12R,14R,15E)-15-ethylidene-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate, DB04877, DA-59035, C09252
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 99.9
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CC1CC(C1CCC3C(C1)CC1C3CCC3CC4CCC3C1C4)C1CC3CCCCC3C1C2
Np Classifier Class Iboga type
Deep Smiles COC=O)C[C@H]C[C@H]ccc[nH]ccc5cc9OC)))))CCN[C@@H][C@]7C[C@H]C[C@@H]6CC))))C6)))C=O)OC))))))))))))))ccC[C@H]8NC/C/%10=C/C))))C))))cccccc6[nH]9
Heavy Atom Count 52.0
Classyfire Class Ibogan-type alkaloids
Scaffold Graph Node Level CC1CNC2CC1CC(C1CCC3C(C1)NC1C3CCN3CC4CCC3C1C4)C1NC3CCCCC3C1C2
Isotope Atom Count 0.0
Molecular Complexity 1410.0
Database Name hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 7.0
Uniprot Id P08183
Iupac Name methyl (1S,15S,17S,18S)-17-ethyl-6-[(1R,12R,14R,15E)-15-ethylidene-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
Class Ibogan-type alkaloids
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 6.1
Superclass Alkaloids and derivatives
Gsk 4 400 Rule False
Molecular Formula C43H52N4O5
Scaffold Graph Node Bond Level C=C1CNC2Cc3c([nH]c4ccccc34)C(c3ccc4c5c([nH]c4c3)C3CC4CCC3N(CC5)C4)CC1C2
Inchi Key VCMIRXRRQJNZJT-XRMSBCOFSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
State Solid
Synonyms Methyl-12-methoxy-13-(17-methoxy-17-oxovobasan-3alpha-yl)ibogamine-18-carboxylate, Methyl-12-methoxy-13-(17-methoxy-17-oxovobasan-3a-yl)ibogamine-18-carboxylate, Methyl-12-methoxy-13-(17-methoxy-17-oxovobasan-3a-yl)ibogamine-18-carboxylic acid, Methyl-12-methoxy-13-(17-methoxy-17-oxovobasan-3alpha-yl)ibogamine-18-carboxylic acid, Methyl-12-methoxy-13-(17-methoxy-17-oxovobasan-3α-yl)ibogamine-18-carboxylate, Methyl-12-methoxy-13-(17-methoxy-17-oxovobasan-3α-yl)ibogamine-18-carboxylic acid, Voacanginine, Vocamine, voacamine
Esol Class Moderately soluble
Functional Groups C/C=C(/C)C, CN(C)C, COC(C)=O, cOC, c[nH]c
Compound Name Vocamine
Kingdom Organic compounds
Exact Mass 704.394
Formal Charge 0.0
Monoisotopic Mass 704.394
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 704.9
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Inchi InChI=1S/C43H52N4O5/c1-7-24-15-23-20-43(42(49)52-6)39-27(13-14-47(21-23)40(24)43)29-19-36(50-4)30(17-34(29)45-39)31-16-28-25(8-2)22-46(3)35(37(28)41(48)51-5)18-32-26-11-9-10-12-33(26)44-38(31)32/h8-12,17,19,23-24,28,31,35,37,40,44-45H,7,13-16,18,20-22H2,1-6H3/b25-8-/t23-,24-,28-,31+,35+,37?,40-,43+/m0/s1
Smiles CC[C@H]1C[C@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=CC(=C(C=C45)OC)[C@H]6C[C@@H]\7C([C@@H](CC8=C6NC9=CC=CC=C89)N(C/C7=C/C)C)C(=O)OC)C(=O)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Taxonomy Direct Parent Ibogan-type alkaloids
Np Classifier Superclass Tryptophan alkaloids