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Gelsemine, 1-methoxy-

PubChem CID: 5491636

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Compound Synonyms Gelsevirine, 38990-03-3, Gelsemine, 1-methoxy-, (1R,5S,6S,7S,8S)-2-ethenyl-1'-methoxy-4-methylspiro[9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane-7,3'-indole]-2'-one, DTXSID70959834, 1ST169511, D85052, Spiro(3,5,8-ethanylylidene-1H-pyrano(3,4-c)pyridine-10,3'-(3H)indol)-2'(1'H)-one, 5-ethenyl-3,4,4a,5,6,7,8,8a-octahydro-1'-methoxy-7-methyl-, (3R,3'S,4aR,5S,8S,8aS,9S)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 42.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CCCCC2C12C1CCC3C(C1)C1CCC3C12
Np Classifier Class Corynanthe type
Deep Smiles CONcccccc6[C@]C9=O))[C@H]OCC[C@@H][C@H]7C[C@@H]5C9))C=C))CN5C
Heavy Atom Count 26.0
Classyfire Class Gelsemium alkaloids
Scaffold Graph Node Level OC1NC2CCCCC2C12C1CC3C(CO1)C1NCC3C12
Isotope Atom Count 0.0
Molecular Complexity 682.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (1R,5S,6S,7S,8S)-2-ethenyl-1'-methoxy-4-methylspiro[9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane-7,3'-indole]-2'-one
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.0
Gsk 4 400 Rule True
Molecular Formula C21H24N2O3
Scaffold Graph Node Bond Level O=C1Nc2ccccc2C12C1CC3C(CO1)C1NCC3C12
Inchi Key SSSCMFCWHWCCEH-LGUFPRDESA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms 1-meo-gelsemine
Esol Class Very soluble
Functional Groups C=CC, CN(C)C, COC, cN(OC)C(C)=O
Compound Name Gelsemine, 1-methoxy-
Exact Mass 352.179
Formal Charge 0.0
Monoisotopic Mass 352.179
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 352.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H24N2O3/c1-4-20-11-22(2)17-12-10-26-16(9-14(12)20)21(18(17)20)13-7-5-6-8-15(13)23(25-3)19(21)24/h4-8,12,14,16-18H,1,9-11H2,2-3H3/t12?,14-,16+,17-,18+,20?,21+/m1/s1
Smiles CN1CC2([C@@H]3C[C@H]4[C@]5([C@H]2[C@H]1C3CO4)C6=CC=CC=C6N(C5=O)OC)C=C
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids