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19-epi-Ajmalicine

PubChem CID: 179460

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Compound Synonyms Mayumbine, 19-epi-Ajmalicine, 25532-45-0, CHEBI:801, CHEMBL2079609, methyl (1S,15R,16R,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate, 19-Epiajmalicine, 16,17-Didehydro-19beta-methyl-18-oxayohimban-16-carboxylic acid methyl ester, methyl (1S,15R,16R,20S)-16-methyl-17-oxa-3,13-diazapentacyclo(11.8.0.02,10.04,9.015,20)henicosa-2(10),4,6,8,18-pentaene-19-carboxylate, C11683, (+)-19-Epiajmalicine, (+)-19-epi-Ajmalicine, 19-epi-Ajmalicine, SCHEMBL17088321, DTXSID501316603, BDBM50407151, AKOS032948538, FS-9662, Q27105363
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 C1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1
Np Classifier Class Corynanthe type, Yohimbine-like alkaloids
Deep Smiles COC=O)C=CO[C@@H][C@@H][C@@H]6C[C@@H]NC6)CCcc6[nH]cc5cccc6))))))))))))))))C
Heavy Atom Count 26.0
Classyfire Class Yohimbine alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C2CCN2CC3COCCC3CC12
Isotope Atom Count 0.0
Molecular Complexity 606.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name methyl (1S,15R,16R,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.7
Gsk 4 400 Rule True
Molecular Formula C21H24N2O3
Scaffold Graph Node Bond Level C1=CC2CC3c4[nH]c5ccccc5c4CCN3CC2CO1
Inchi Key GRTOGORTSDXSFK-XIEZEKGWSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 2.0
Synonyms 19-epiajmalicine
Esol Class Soluble
Functional Groups CN(C)C, COC(=O)C(C)=COC, c[nH]c
Compound Name 19-epi-Ajmalicine
Exact Mass 352.179
Formal Charge 0.0
Monoisotopic Mass 352.179
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 352.4
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
Inchi InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15+,16-,19+/m1/s1
Smiles C[C@@H]1[C@H]2CN3CCC4=C([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)NC5=CC=CC=C45
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075