(11R,14S,15S)-N-tert-butyl-5-hydroxy-15-methyl-6-azatetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2,4,6,8-pentaene-14-carboxamide

• ChemBase ID: 165626
• Molecular Formular: C22H28N2O2
• Molecular Mass: 352.46992
• Monoisotopic Mass: 352.21507815
• SMILES: c1cc(nc2c1c1c(cc2)[C@H]2[C@](CC1)([C@H](CC2)C(=O)NC(C)(C)C)C)O
• Canonical SMILES: O=C([C@H]1CC[C@@H]2[C@]1(C)CCc1c2ccc2c1ccc(n2)O)NC(C)(C)C
• InChI: InChI=1S/C22H28N2O2/c1-21(2,3)24-20(26)17-8-7-16-14-5-9-18-15(6-10-19(25)23-18)13(14)11-12-22(16,17)4/h5-6,9-10,16-17H,7-8,11-12H2,1-4H3,(H,23,25)(H,24,26)/t16-,17+,22-/m0/s1
• InChIKey: ZZACIUDIGSNSRB-JKSBSHDWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (11R,14S,15S)-N-tert-butyl-5-hydroxy-15-methyl-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8-pentaene-14-carboxamide
• IUPAC Traditional name: (11R,14S,15S)-N-tert-butyl-5-hydroxy-15-methyl-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8-pentaene-14-carboxamide
• Synonyms: 5,6,7,8,9-Dehydro-10-desmethyl Finasteride

Database IDs

• PubChem SID: 162259759
• PubChem CID: 71315307

CALCULATED PROPERTIES

• Acid pKa: 11.899753
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.422192
• LogD (pH = 7.4): 4.422396
• Log P: 4.4224124
• Molar Refractivity: 102.8914 cm^3
• Polarizability: 41.176796 Å^3
• Polar Surface Area: 62.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229510

An impurity of Finasteride (F342000).