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Azatoxin

PubChem CID: 125383

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Compound Synonyms Azatoxin, 129564-92-7, NSC 640737-M, (5R-cis)-5,6,11,11a-Tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-1H,3H-oxazolo(3',4':1,6)pyrido(3,4-b)indol-3-one, 1H,3H-Oxazolo(3',4':1,6)pyrido(3,4-b)indol-3-one, 5,6,11,11a-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R-cis)-, 1H,6H-3-One-5,4,11,11a-tetrahydro-5-(3,5-dimethoxy-4-hydroxyphenyl)oxazolo(3',4'-1,6)pyrido(3,4-b)indole, NSC-640737, NSC 640737, BT2674SA3S, CHEMBL275569, SCHEMBL18793659, DTXSID40926432, (10R,15S)-10-(4-hydroxy-3,5-dimethoxyphenyl)-13-oxa-8,11-diazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2,4,6-tetraen-12-one, (5R,11aS)-5,6,11,11a-Tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-1H,3H-oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one, 1H,3H-Oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one, 5,6,11,11a-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R,11aS)-, 5-(4-Hydroxy-3,5-dimethoxyphenyl)-5,6,11,11a-tetrahydro-1H,3H-[1,3]oxazolo[3',4':1,6]pyrido[3,4-b]indol-3-one
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 84.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CC3C4CCCCC4CC3C(C3CCCCC3)C12
Np Classifier Class Carboline alkaloids
Deep Smiles COcccccc6O))OC))))[C@H]NC=O)OC[C@@H]5Ccc9[nH]cc5cccc6
Heavy Atom Count 28.0
Classyfire Class Indoles and derivatives
Scaffold Graph Node Level OC1OCC2CC3C4CCCCC4NC3C(C3CCCCC3)N21
Classyfire Subclass Pyridoindoles
Isotope Atom Count 0.0
Molecular Complexity 589.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (10R,15S)-10-(4-hydroxy-3,5-dimethoxyphenyl)-13-oxa-8,11-diazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2,4,6-tetraen-12-one
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 2.9
Gsk 4 400 Rule True
Molecular Formula C21H20N2O5
Scaffold Graph Node Bond Level O=C1OCC2Cc3c([nH]c4ccccc34)C(c3ccccc3)N12
Inchi Key MIXLRUYCYZPSOQ-HXPMCKFVSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 3.0
Synonyms azatoxin
Esol Class Moderately soluble
Functional Groups CN1CCOC1=O, cO, cOC, c[nH]c
Compound Name Azatoxin
Exact Mass 380.137
Formal Charge 0.0
Monoisotopic Mass 380.137
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 380.4
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
Inchi InChI=1S/C21H20N2O5/c1-26-16-7-11(8-17(27-2)20(16)24)19-18-14(9-12-10-28-21(25)23(12)19)13-5-3-4-6-15(13)22-18/h3-8,12,19,22,24H,9-10H2,1-2H3/t12-,19+/m0/s1
Smiles COC1=CC(=CC(=C1O)OC)[C@@H]2C3=C(C[C@@H]4N2C(=O)OC4)C5=CC=CC=C5N3
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 Sinopodophyllum Hexandrum (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075