methyl (1S,2R,10S,11S,14S,15S)-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.02,7.011,15]heptadeca-3,7-diene-14-carboxylate

• ChemBase ID: 175990
• Molecular Formular: C20H27NO3
• Molecular Mass: 329.43328
• Monoisotopic Mass: 329.19909373
• SMILES: C1=CC(=O)NC2=CC[C@@H]3[C@@H]([C@@]12C)CC[C@]1([C@H]3CC[C@@H]1C(=O)OC)C
• Canonical SMILES: COC(=O)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)C=CC(=O)N2
• InChI: InChI=1S/C20H27NO3/c1-19-10-8-14-12(13(19)5-6-15(19)18(23)24-3)4-7-16-20(14,2)11-9-17(22)21-16/h7,9,11-15H,4-6,8,10H2,1-3H3,(H,21,22)/t12-,13-,14-,15+,19-,20+/m0/s1
• InChIKey: XYNDKRYDMNQQME-IOKXVFATSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,2R,10S,11S,14S,15S)-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,7-diene-14-carboxylate
• IUPAC Traditional name: methyl (1S,2R,10S,11S,14S,15S)-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,7-diene-14-carboxylate
• Synonyms: [4aR-(4aα,4bβ,6aα,7α,9aβ,9bα)]-2,4a,4b,5,6,6a,7,8,9,9a,9b,10-Dodecahydro-4a,6a-dimethyl-3-oxo-1H-indeno[5,4-f]quinoline-7-carboxylic Acid Methyl Ester; 3-Oxo-4-aza-5α-αndrost-1,5-diene-17β-carboxylic Acid Methyl Ester

Database IDs

• PubChem SID: 164231900
• PubChem CID: 10042225

CALCULATED PROPERTIES

• Acid pKa: 13.205864
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.4164565
• LogD (pH = 7.4): 2.4164557
• Log P: 2.4164565
• Molar Refractivity: 93.934 cm^3
• Polarizability: 36.142265 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - O847270

Used in the preparation of Finasteride (F342000) impurity.