(1R,2S,7S,10R,11R,14R,15R)-N-[2,5-bis(trifluoromethyl)phenyl]-3-chloro-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.02,7.011,15]heptadecane-14-carboxamide

• ChemBase ID: 164223
• Molecular Formular: C27H31ClF6N2O2
• Molecular Mass: 564.9906592
• Monoisotopic Mass: 564.19782524
• SMILES: C1C(=O)N[C@@H]2[C@@](C1Cl)([C@H]1[C@H](CC2)[C@@H]2[C@@](CC1)([C@@H](CC2)C(=O)Nc1cc(ccc1C(F)(F)F)C(F)(F)F)C)C
• Canonical SMILES: O=C1CC(Cl)[C@@]2([C@@H](N1)CC[C@H]1[C@H]2CC[C@@]2([C@@H]1CC[C@H]2C(=O)Nc1cc(ccc1C(F)(F)F)C(F)(F)F)C)C
• InChI: InChI=1S/C27H31ClF6N2O2/c1-24-10-9-16-14(4-8-21-25(16,2)20(28)12-22(37)36-21)15(24)6-7-18(24)23(38)35-19-11-13(26(29,30)31)3-5-17(19)27(32,33)34/h3,5,11,14-16,18,20-21H,4,6-10,12H2,1-2H3,(H,35,38)(H,36,37)/t14-,15-,16-,18+,20?,21+,24-,25-/m1/s1
• InChIKey: MKZGQDFQXQLWNU-PHHREDDHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,7S,10R,11R,14R,15R)-N-[2,5-bis(trifluoromethyl)phenyl]-3-chloro-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-14-carboxamide
• IUPAC Traditional name: (1R,2S,7S,10R,11R,14R,15R)-N-[2,5-bis(trifluoromethyl)phenyl]-3-chloro-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-14-carboxamide
• Synonyms: (4aR,4bS,6aS,7S,9aS,9bS,11aR)-N-[2,5-Bis(trifluoromethyl)phenyl]-4-chlorohexadecahydro-4a,6a-dimethyl-2-oxo-1H-indeno[5,4-f]quinoline-7-carboxamide; Dutasteride Chloro Impurity; 1-Chloro Dihydro Dutasteride

Database IDs

• CAS Number: 1365545-42-1
• PubChem SID: 162258358
• PubChem CID: 71314720

CALCULATED PROPERTIES

• Acid pKa: 12.439376
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 6.074682
• LogD (pH = 7.4): 6.074679
• Log P: 6.0746827
• Molar Refractivity: 131.2154 cm^3
• Polarizability: 49.018208 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C365475

1-Chloro Dihydro Dutasteride is a 3-oxo-4-aza-5α-androstene-17β-carboxylic acid derivative and an impurity of Dutasteride (D735000).