(1R,2R)-2-[4-isocyano-3-(trifluoromethyl)phenyl]cyclohexan-1-ol

• ChemBase ID: 176425
• Molecular Formular: C14H14F3NO
• Molecular Mass: 269.2622696
• Monoisotopic Mass: 269.10274873
• SMILES: c1(c(ccc(c1)[C@@H]1[C@@H](CCCC1)O)[N+]#[C-])C(F)(F)F
• Canonical SMILES: [C-]#[N+]c1ccc(cc1C(F)(F)F)[C@H]1CCCC[C@H]1O
• InChI: InChI=1S/C14H14F3NO/c1-18-12-7-6-9(8-11(12)14(15,16)17)10-4-2-3-5-13(10)19/h6-8,10,13,19H,2-5H2/t10-,13-/m1/s1
• InChIKey: KVUVGIUKPBFXPZ-ZWNOBZJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R)-2-[4-isocyano-3-(trifluoromethyl)phenyl]cyclohexan-1-ol
• IUPAC Traditional name: (1R,2R)-2-[4-isocyano-3-(trifluoromethyl)phenyl]cyclohexan-1-ol
• Synonyms: rel-(-)-4-[(1R,2R)-2-Hydroxycyclohexyl]-2-(trifluoromethyl)benzonitrile; PF-998425

Database IDs

• CAS Number: 1076225-27-8
• PubChem SID: 164232335
• PubChem CID: 71751555

CALCULATED PROPERTIES

• Acid pKa: 14.707231
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.3836224
• LogD (pH = 7.4): 1.3836224
• Log P: 1.3836224
• Molar Refractivity: 73.6972 cm^3
• Polarizability: 24.444391 Å^3
• Polar Surface Area: 24.59 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P294060

PF-998425 is a novel, nonsteroidal androgen receptor antagonist for sebum control and treatment of androgenetic alopecia.

REFERENCES

• Koch, H., et al.: Drugs Today, 20, 561 (1984)
• Bernard, E., et al.: J. Pharm. Sci., 86, 573 (1984)
• Singh, S., et al.: Curr. Med. Chem., 2000, 7, 211 (1984)
• Hu, L., et al.: Bioorg. Med. Chem. Lett., 2007, 17, 5693 (1984)