14-(2-chloroacetyl)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one

• ChemBase ID: 119789
• Molecular Formular: C22H28ClFO4
• Molecular Mass: 410.9067232
• Monoisotopic Mass: 410.16601528
• SMILES: C12(C(C3C(C4(C(=CC(=O)C=C4)CC3)C)(C(C2)O)F)CC(C1(C(=O)CCl)O)C)C
• Canonical SMILES: ClCC(=O)C1(O)C(C)CC2C1(C)CC(O)C1(C2CCC2=CC(=O)C=CC12C)F
• InChI: InChI=1S/C22H28ClFO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-17,26,28H,4-5,8,10-11H2,1-3H3
• InChIKey: FCSHDIVRCWTZOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14-(2-chloroacetyl)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC Traditional name: clobetasol
• Synonyms: 17-(2-chloroacetyl)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one

Database IDs

• PubChem SID: 162108002
• PubChem CID: 4630419

CALCULATED PROPERTIES

• Acid pKa: 12.468411
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.0361614
• LogD (pH = 7.4): 3.0361578
• Log P: 3.0361614
• Molar Refractivity: 105.5439 cm^3
• Polarizability: 40.834015 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true