(2S,4S,5R)-1-(4-tert-butylbenzoyl)-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)pyrrolidine-2,4-dicarboxylic acid

• ChemBase ID: 4851
• Molecular Formular: C24H30N2O5S
• Molecular Mass: 458.5704
• Monoisotopic Mass: 458.18754307
• SMILES: O=C(O)[C@@H]1[C@H](c2nccs2)N([C@](C1)(CC(C)C)C(=O)O)C(=O)c1ccc(cc1)C(C)(C)C
• Canonical SMILES: CC(C[C@]1(C[C@@H]([C@@H](N1C(=O)c1ccc(cc1)C(C)(C)C)c1nccs1)C(=O)O)C(=O)O)C
• InChI: InChI=1S/C24H30N2O5S/c1-14(2)12-24(22(30)31)13-17(21(28)29)18(19-25-10-11-32-19)26(24)20(27)15-6-8-16(9-7-15)23(3,4)5/h6-11,14,17-18H,12-13H2,1-5H3,(H,28,29)(H,30,31)/t17-,18+,24-/m0/s1
• InChIKey: SWYJAQWTBADJTB-RHGYRFJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,5R)-1-(4-tert-butylbenzoyl)-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)pyrrolidine-2,4-dicarboxylic acid
• IUPAC Traditional name: (2S,4S,5R)-1-(4-tert-butylbenzoyl)-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)pyrrolidine-2,4-dicarboxylic acid
• Synonyms: (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID

Database IDs

• PubChem SID: 99443670; 160968283
• PubChem CID: 15991559

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6122177
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.6008213
• LogD (pH = 7.4): -1.6365129
• Log P: 4.4831114
• Molar Refractivity: 120.3327 cm^3
• Polarizability: 46.59667 Å^3
• Polar Surface Area: 107.8 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.82
• LOG S: -5.12
• Solubility (Water): 3.45e-03 g/l

DETAILS

DrugBank - DB07199

Drug information: experimental