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(-)-Bicuculline

PubChem CID: 185838

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Compound Synonyms (-)-Bicuculline, 19730-80-4, (+-)-Bicuculline, (6S)-6-[(5R)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one, dl-Bicuculline, 56083-00-2, CHEMBL1316579, SCHEMBL16320040, TNP00219, TNP00335, NCGC00017296-01, NCGC00017385-01, (6S)-6-[(5R)-5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one, Furo(3,4-e)-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R*,S*)-(+-)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 66.5
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC(C2CCCC3CC4CCCC4CC32)C2CCC3CCCC3C12
Np Classifier Class Isoquinoline alkaloids, Phthalide derivatives, Tetrahydroisoquinoline alkaloids
Deep Smiles CNCCcc[C@@H]6[C@H]OC=O)cc5cccc6OCO5)))))))))))))cccc6)OCO5
Heavy Atom Count 27.0
Classyfire Class Phthalide isoquinolines
Scaffold Graph Node Level OC1OC(C2NCCC3CC4OCOC4CC32)C2CCC3OCOC3C12
Isotope Atom Count 0.0
Molecular Complexity 615.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Uniprot Id P16473, P33261, P10635, P11712
Iupac Name (6S)-6-[(5R)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT210, NPT213, NPT110, NPT212
Xlogp 2.6
Gsk 4 400 Rule True
Molecular Formula C20H17NO6
Scaffold Graph Node Bond Level O=C1OC(C2NCCc3cc4c(cc32)OCO4)c2ccc3c(c21)OCO3
Prediction Swissadme 1.0
Inchi Key IYGYMKDQCDOMRE-MSOLQXFVSA-N
Silicos It Class Moderately soluble
Fcsp3 0.35
Logs -4.386
Rotatable Bond Count 1.0
Logd 2.484
Synonyms (+-)bicuculline, (-)-bicuculline
Esol Class Moderately soluble
Functional Groups CN(C)C, c1cOCO1, cC(=O)OC
Compound Name (-)-Bicuculline
Prediction Hob Swissadme 1.0
Exact Mass 367.106
Formal Charge 0.0
Monoisotopic Mass 367.106
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 367.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.024802288888889
Inchi InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m1/s1
Smiles CN1CCC2=CC3=C(C=C2[C@@H]1[C@@H]4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
Nring 6.0
Np Classifier Biosynthetic Pathway Alkaloids, Polyketides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tyrosine alkaloids, Cyclic polyketides