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Voacangine

PubChem CID: 73255

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Compound Synonyms Voacangine, (-)-Voacangine, Carbomethoxyibogaine, 510-22-5, 9SY76D3YUK, CHEMBL182120, CHEBI:141966, methyl (1S,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate, 12-Methoxyibogamine-18-carboxylic acid methyl ester, methyl (6xi)-12-methoxy-2alpha-ibogamine-18-carboxylate, 10-METHOXYCORONARIDINE, Ibogamine-18-carboxylic acid, 12-methoxy-, methyl ester, methyl ethyl(methoxy)[?]carboxylate, methyl (1S,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo(13.3.1.02,10.04,9.013,18)nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate, Methyl 12-methoxyibogamine-18-carboxylate, UNII-9SY76D3YUK, DTXSID50965276, MMAYTCMMKJYIAM-RUGRQLENSA-N, BDBM50329104, FS-7615, 12-Methoxyibogamine-18-carboxylate methyl ester, Methyl (1S)-3,13-diaza-17-ethyl-7-methoxypentacyclo[13.3.1.0<2,10>.0<4,9>.0<13,18>]nonadeca-2(10),4,6,8-tetraenecarboxylate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 54.6
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1C2CCC2CC3CCC2C1C3
Np Classifier Class Iboga type
Deep Smiles CC[C@H]C[C@@H]CN[C@@H]6[C@]C6)C=O)OC)))c[nH]ccc5CC%10)))cccc6))OC
Heavy Atom Count 27.0
Classyfire Class Ibogan-type alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C2CCN2CC3CCC2C1C3
Isotope Atom Count 0.0
Molecular Complexity 598.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id O42275, O75762, Q8R4D5, Q8NER1, n.a.
Iupac Name methyl (1S,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT472, NPT346
Xlogp 3.5
Gsk 4 400 Rule True
Molecular Formula C22H28N2O3
Scaffold Graph Node Bond Level c1ccc2c3c([nH]c2c1)C1CC2CCC1N(CC3)C2
Prediction Swissadme 1.0
Inchi Key MMAYTCMMKJYIAM-RUGRQLENSA-N
Silicos It Class Moderately soluble
Fcsp3 0.5909090909090909
Logs -3.627
Rotatable Bond Count 4.0
Logd 3.986
Synonyms voacangine
Esol Class Soluble
Functional Groups CN(C)C, COC(C)=O, cOC, c[nH]c
Compound Name Voacangine
Prediction Hob Swissadme 1.0
Exact Mass 368.21
Formal Charge 0.0
Monoisotopic Mass 368.21
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 368.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.318524066666667
Inchi InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
Smiles CC[C@H]1C[C@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=C4C=C(C=C5)OC)C(=O)OC
Nring 6.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids