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(13S,16S,18S)-18-methoxy-15-methyl-5,7,12-trioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraen-13-ol

PubChem CID: 201459

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Compound Synonyms CHEMBL1720510, Tazettine, MLS002473204, HMS2225B08, BDBM50607889, NCGC00247496-01, SMR001397293
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 C1CC2CC3CCC4CCC5CCCCC54C3CC2C1
Np Classifier Class Amarylidaceae alkaloids
Deep Smiles CO[C@@H]C=CC[C@H]C6)NC)C[C@@]5O)OCcc9ccOCOc5c9
Heavy Atom Count 24.0
Classyfire Class Amaryllidaceae alkaloids
Scaffold Graph Node Level C1CCC23C(C1)NCC2OCC1CC2OCOC2CC13
Classyfire Subclass Tazettine-type amaryllidaceae alkaloids
Isotope Atom Count 0.0
Molecular Complexity 556.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (13S,16S,18S)-18-methoxy-15-methyl-5,7,12-trioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraen-13-ol
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 1.0
Gsk 4 400 Rule True
Molecular Formula C18H21NO5
Scaffold Graph Node Bond Level C1=CC23c4cc5c(cc4COC2CNC3CC1)OCO5
Inchi Key YLWAQARRNQVEHD-UQVYVYFOSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
Synonyms tazetine, tazettin, tazettine
Esol Class Soluble
Functional Groups CC=CC, CN(C)C, COC, CO[C@@](C)(C)O, c1cOCO1
Compound Name (13S,16S,18S)-18-methoxy-15-methyl-5,7,12-trioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraen-13-ol
Exact Mass 331.142
Formal Charge 0.0
Monoisotopic Mass 331.142
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 331.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C18H21NO5/c1-19-9-18(20)17(4-3-12(21-2)6-16(17)19)13-7-15-14(22-10-23-15)5-11(13)8-24-18/h3-5,7,12,16,20H,6,8-10H2,1-2H3/t12-,16+,17?,18-/m1/s1
Smiles CN1C[C@@]2(C3([C@@H]1C[C@@H](C=C3)OC)C4=CC5=C(C=C4CO2)OCO5)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tyrosine alkaloids

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