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methyl (1S,10S,12S,13E)-13-ethylidene-4-hydroxy-18-(hydroxymethyl)-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2(7),3,5,8-tetraene-18-carboxylate

PubChem CID: 21627987

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 82.4
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCC34CC1CC2C3CC1CCCCC14
Np Classifier Class Corynanthe type
Deep Smiles COC=O)CCO))[C@H]C[C@H]C=Ncc[C@@]95CCN9C/C/%13=C/C))))))))ccO)cc6
Heavy Atom Count 27.0
Classyfire Class Corynanthean-type alkaloids
Scaffold Graph Node Level CC1CN2CCC34CC1CC2C3NC1CCCCC14
Isotope Atom Count 0.0
Molecular Complexity 734.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name methyl (1S,10S,12S,13E)-13-ethylidene-4-hydroxy-18-(hydroxymethyl)-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2(7),3,5,8-tetraene-18-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.5
Gsk 4 400 Rule True
Molecular Formula C21H24N2O4
Scaffold Graph Node Bond Level C=C1CN2CCC34CC1CC2C3=Nc1ccccc14
Inchi Key CPAUEKXFXGFLCO-ZQSVSWEOSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms 10-hydroxy desacetyl-akuammiline, 10-hydroxy-deacetylakuammiline, 10-hydroxy-desacetyl-akuammiline
Esol Class Soluble
Functional Groups C/C=C(/C)C, CN(C)C, CO, COC(C)=O, cN=C(C)C, cO
Compound Name methyl (1S,10S,12S,13E)-13-ethylidene-4-hydroxy-18-(hydroxymethyl)-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2(7),3,5,8-tetraene-18-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 4.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H24N2O4/c1-3-12-10-23-7-6-20-15-8-13(25)4-5-16(15)22-18(20)17(23)9-14(12)21(20,11-24)19(26)27-2/h3-5,8,14,17,24-25H,6-7,9-11H2,1-2H3/b12-3-/t14-,17-,20+,21?/m0/s1
Smiles C/C=C\1/CN2CC[C@@]34C5=C(C=CC(=C5)O)N=C3[C@@H]2C[C@@H]1C4(CO)C(=O)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
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