(2R,5S,15S)-14-(1H-1,3-benzodiazol-1-yl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-7,13-dien-5-ol

• ChemBase ID: 312745
• Molecular Formular: C26H32N2O
• Molecular Mass: 388.54508
• Monoisotopic Mass: 388.25146365
• SMILES: [C@]12(C(C3C(CC1)[C@@]1(C(=CC3)C[C@H](CC1)O)C)CC=C2n1c2c(nc1)cccc2)C
• Canonical SMILES: O[C@H]1CC[C@]2(C(=CCC3C2CC[C@]2(C3CC=C2n2cnc3c2cccc3)C)C1)C
• InChI: InChI=1S/C26H32N2O/c1-25-13-11-18(29)15-17(25)7-8-19-20-9-10-24(26(20,2)14-12-21(19)25)28-16-27-22-5-3-4-6-23(22)28/h3-7,10,16,18-21,29H,8-9,11-15H2,1-2H3/t18-,19?,20?,21?,25-,26-/m0/s1
• InChIKey: PAFKTGFSEFKSQG-BLYLLKCRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5S,15S)-14-(1H-1,3-benzodiazol-1-yl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,13-dien-5-ol
• IUPAC Traditional name: (2R,5S,15S)-14-(1,3-benzodiazol-1-yl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,13-dien-5-ol
• Synonyms: VN124-1; Galeterone (TOK-001)

Database IDs

• CAS Number: 851983-85-2

CALCULATED PROPERTIES

• Acid pKa: 18.20429
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.282513
• LogD (pH = 7.4): 4.464574
• Log P: 4.467678
• Molar Refractivity: 118.5785 cm^3
• Polarizability: 46.999325 Å^3
• Polar Surface Area: 38.05 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Androgen Receptor, P450

Product Information

• Salt Data: Free Base