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(4bR,5S,11bS)-1,2-dimethoxy-12-methyl-13-methylidene-4b,5,6,11b-tetrahydro-[1,3]benzodioxolo[5,6-c]phenanthridin-5-ol

PubChem CID: 101670978

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 60.4
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C3CC4CCCC4CC3CCC2C2CCCCC12
Np Classifier Class Isoquinoline alkaloids
Deep Smiles COccOC))cccc6C=C)NC)[C@H][C@@H]6[C@@H]O)Ccc6ccOCOc5c9
Heavy Atom Count 28.0
Classyfire Class Benzophenanthridine alkaloids
Scaffold Graph Node Level CC1NC2C3CC4OCOC4CC3CCC2C2CCCCC12
Classyfire Subclass Hexahydrobenzophenanthridine alkaloids
Isotope Atom Count 0.0
Molecular Complexity 614.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (4bR,5S,11bS)-1,2-dimethoxy-12-methyl-13-methylidene-4b,5,6,11b-tetrahydro-[1,3]benzodioxolo[5,6-c]phenanthridin-5-ol
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 3.1
Gsk 4 400 Rule True
Molecular Formula C22H23NO5
Scaffold Graph Node Bond Level C=C1NC2c3cc4c(cc3CCC2c2ccccc21)OCO4
Inchi Key WLOSIJXUIVRNQV-ONGXBYRLSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 2.0
Synonyms alpha-homochelidonine
Esol Class Moderately soluble
Functional Groups CO, c1cOCO1, cC(=C)N(C)C, cOC
Compound Name (4bR,5S,11bS)-1,2-dimethoxy-12-methyl-13-methylidene-4b,5,6,11b-tetrahydro-[1,3]benzodioxolo[5,6-c]phenanthridin-5-ol
Exact Mass 381.158
Formal Charge 0.0
Monoisotopic Mass 381.158
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 381.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C22H23NO5/c1-11-19-13(5-6-16(25-3)22(19)26-4)20-15(24)7-12-8-17-18(28-10-27-17)9-14(12)21(20)23(11)2/h5-6,8-9,15,20-21,24H,1,7,10H2,2-4H3/t15-,20-,21+/m0/s1
Smiles CN1[C@H]2[C@H]([C@H](CC3=CC4=C(C=C23)OCO4)O)C5=C(C1=C)C(=C(C=C5)OC)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tyrosine alkaloids