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methyl (1R,9S,10R,12S,13S,20S)-9-hydroxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.110,13.01,9.02,7.017,20]henicosa-2,4,6,14-tetraene-10-carboxylate

PubChem CID: 3032566

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Compound Synonyms Vincoline, 11034-66-5, DTXSID60911603, Q15427937, Methyl 2-hydroxy-6,7-didehydro-3,20-epoxyaspidospermidine-3-carboxylate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 71.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1C3CCC4(CCCC5CCC21C54)C3
Np Classifier Class Aspidosperma type
Deep Smiles COC=O)[C@@]O[C@H][C@@]C5)C=CCN[C@@H]6[C@@][C@@]%11O)Ncc5cccc6))))))))CC5)))))))))C
Heavy Atom Count 27.0
Classyfire Class Indoles and derivatives
Scaffold Graph Node Level C1CCC2C(C1)NC1C3CC4(CCCN5CCC21C54)CO3
Classyfire Subclass Carbazoles
Isotope Atom Count 0.0
Molecular Complexity 742.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name methyl (1R,9S,10R,12S,13S,20S)-9-hydroxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.110,13.01,9.02,7.017,20]henicosa-2,4,6,14-tetraene-10-carboxylate
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 2.3
Gsk 4 400 Rule True
Molecular Formula C21H24N2O4
Scaffold Graph Node Bond Level C1=CC23COC(C2)C2Nc4ccccc4C24CCN(C1)C34
Inchi Key YOQNZWXFGROKGY-KVKBDHCBSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms vincoline
Esol Class Soluble
Functional Groups CC=CC, CN(C)C, COC, COC(C)=O, cN[C@](C)(C)O
Compound Name methyl (1R,9S,10R,12S,13S,20S)-9-hydroxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.110,13.01,9.02,7.017,20]henicosa-2,4,6,14-tetraene-10-carboxylate
Exact Mass 368.174
Formal Charge 0.0
Monoisotopic Mass 368.174
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 368.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H24N2O4/c1-13-18-8-5-10-23-11-9-19(16(18)23)14-6-3-4-7-15(14)22-21(19,25)20(12-18,27-13)17(24)26-2/h3-8,13,16,22,25H,9-12H2,1-2H3/t13-,16-,18-,19+,20-,21-/m0/s1
Smiles C[C@H]1[C@]23C[C@@](O1)([C@]4([C@@]5([C@H]2N(CC5)CC=C3)C6=CC=CC=C6N4)O)C(=O)OC
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