(2S,4S,5R)-2-(2-methylpropyl)-5-(thiophen-2-yl)-1-[4-(trifluoromethyl)benzoyl]pyrrolidine-2,4-dicarboxylic acid

• ChemBase ID: 4852
• Molecular Formular: C22H22F3NO5S
• Molecular Mass: 469.4739896
• Monoisotopic Mass: 469.11707847
• SMILES: FC(F)(F)c1ccc(cc1)C(=O)N1[C@@](C(=O)O)(CC(C)C)C[C@H](C(=O)O)[C@@H]1c1sccc1
• Canonical SMILES: CC(C[C@]1(C[C@@H]([C@@H](N1C(=O)c1ccc(cc1)C(F)(F)F)c1cccs1)C(=O)O)C(=O)O)C
• InChI: InChI=1S/C22H22F3NO5S/c1-12(2)10-21(20(30)31)11-15(19(28)29)17(16-4-3-9-32-16)26(21)18(27)13-5-7-14(8-6-13)22(23,24)25/h3-9,12,15,17H,10-11H2,1-2H3,(H,28,29)(H,30,31)/t15-,17+,21-/m0/s1
• InChIKey: ZNCZVHCYBGHCHA-XPIZARPCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,5R)-2-(2-methylpropyl)-5-(thiophen-2-yl)-1-[4-(trifluoromethyl)benzoyl]pyrrolidine-2,4-dicarboxylic acid
• IUPAC Traditional name: (2S,4S,5R)-2-(2-methylpropyl)-5-(thiophen-2-yl)-1-[4-(trifluoromethyl)benzoyl]pyrrolidine-2,4-dicarboxylic acid
• Synonyms: (2S,4S,5R)-2-ISOBUTYL-5-(2-THIENYL)-1-[4-(TRIFLUOROMETHYL)BENZOYL]PYRROLIDINE-2,4-DICARBOXYLIC ACID

Database IDs

• PubChem SID: 160968284; 99443671
• PubChem CID: 5275422

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0991273
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.7928267
• LogD (pH = 7.4): -0.7144378
• Log P: 5.0074735
• Molar Refractivity: 109.9199 cm^3
• Polarizability: 41.432106 Å^3
• Polar Surface Area: 94.91 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.51
• LOG S: -5.17
• Solubility (Water): 3.17e-03 g/l

DETAILS

DrugBank - DB07200

Drug information: experimental