3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide

• ChemBase ID: 5067
• Molecular Formular: C18H13ClF4N2O3
• Molecular Mass: 416.7540328
• Monoisotopic Mass: 416.05508285
• SMILES: c1c(F)c(Cl)ccc1OCC(O)(C)C(=O)Nc1cc(c(cc1)C#N)C(F)(F)F
• Canonical SMILES: N#Cc1ccc(cc1C(F)(F)F)NC(=O)C(COc1ccc(c(c1)F)Cl)(O)C
• InChI: InChI=1S/C18H13ClF4N2O3/c1-17(27,9-28-12-4-5-14(19)15(20)7-12)16(26)25-11-3-2-10(8-24)13(6-11)18(21,22)23/h2-7,27H,9H2,1H3,(H,25,26)/t17-/m0/s1
• InChIKey: SSFVOEAXHZGTRJ-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide; (2S)-3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide
• IUPAC Traditional name: 3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide; (2S)-3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide
• Synonyms: S-23 (drug); (2S)-3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide

Database IDs

• PubChem SID: 160968498; 99443890
• PubChem CID: 24892822
• Wikipedia Title: S-23_(drug)

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.946097
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.163171
• LogD (pH = 7.4): 4.163159
• Log P: 4.1631713
• Molar Refractivity: 94.3505 cm^3
• Polarizability: 34.57352 Å^3
• Polar Surface Area: 82.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.68
• LOG S: -4.99
• Solubility (Water): 4.26e-03 g/l

PROPERTIES

Pharmacology Properties

• Legal Status: Investigational new drug

DETAILS

DrugBank - DB07419

Drug information: experimental