(4R)-3-[(2S,3R)-2-hydroxy-3-[(3-hydroxy-2-methylphenyl)formamido]-4-phenylbutanoyl]-5,5-dimethyl-N-[(2-methylphenyl)methyl]-1,3-thiazolidine-4-carboxamide

• ChemBase ID: 2394
• Molecular Formular: C32H37N3O5S
• Molecular Mass: 575.71828
• Monoisotopic Mass: 575.2453923
• SMILES: Cc1ccccc1CNC(=O)[C@H]1N(CSC1(C)C)C(=O)[C@@H](O)[C@@H](Cc1ccccc1)NC(=O)c1cccc(O)c1C
• Canonical SMILES: O[C@H](C(=O)N1CSC([C@H]1C(=O)NCc1ccccc1C)(C)C)[C@H](NC(=O)c1cccc(c1C)O)Cc1ccccc1
• InChI: InChI=1S/C32H37N3O5S/c1-20-11-8-9-14-23(20)18-33-30(39)28-32(3,4)41-19-35(28)31(40)27(37)25(17-22-12-6-5-7-13-22)34-29(38)24-15-10-16-26(36)21(24)2/h5-16,25,27-28,36-37H,17-19H2,1-4H3,(H,33,39)(H,34,38)/t25-,27+,28-/m1/s1
• InChIKey: CUFQBQOBLVLKRF-FPNNDXFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-3-[(2S,3R)-2-hydroxy-3-[(3-hydroxy-2-methylphenyl)formamido]-4-phenylbutanoyl]-5,5-dimethyl-N-[(2-methylphenyl)methyl]-1,3-thiazolidine-4-carboxamide
• IUPAC Traditional name: (4R)-3-[(2S,3R)-2-hydroxy-3-[(3-hydroxy-2-methylphenyl)formamido]-4-phenylbutanoyl]-5,5-dimethyl-N-[(2-methylphenyl)methyl]-1,3-thiazolidine-4-carboxamide
• Synonyms: Je-2147, Ag1776, Kni-764

Database IDs

• CAS Number: 186538-00-1
• PubChem SID: 46505450; 160965845
• PubChem CID: 17754052

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.282049
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 4.226767
• LogD (pH = 7.4): 4.221212
• Log P: 4.226839
• Molar Refractivity: 161.3356 cm^3
• Polarizability: 62.120274 Å^3
• Polar Surface Area: 118.97 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.64
• LOG S: -5.45
• Solubility (Water): 2.05e-03 g/l

DETAILS

DrugBank - DB02668

Drug information: experimental