(3S)-3-[(2R)-6-[(8-hydroxyquinolin-2-yl)formamido]-2-(thiophen-2-yl)hexanamido]-4-oxobutanoic acid

• ChemBase ID: 5546
• Molecular Formular: C24H25N3O6S
• Molecular Mass: 483.5368
• Monoisotopic Mass: 483.14640654
• SMILES: O=C[C@H](CC(=O)O)NC(=O)[C@H](c1sccc1)CCCCNC(=O)c1nc2c(cc1)cccc2O
• Canonical SMILES: O=C[C@@H](NC(=O)[C@H](c1cccs1)CCCCNC(=O)c1ccc2c(n1)c(O)ccc2)CC(=O)O
• InChI: InChI=1S/C24H25N3O6S/c28-14-16(13-21(30)31)26-23(32)17(20-8-4-12-34-20)6-1-2-11-25-24(33)18-10-9-15-5-3-7-19(29)22(15)27-18/h3-5,7-10,12,14,16-17,29H,1-2,6,11,13H2,(H,25,33)(H,26,32)(H,30,31)/t16-,17-/m0/s1
• InChIKey: QXMPYGCWDMKRMF-IRXDYDNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-[(2R)-6-[(8-hydroxyquinolin-2-yl)formamido]-2-(thiophen-2-yl)hexanamido]-4-oxobutanoic acid
• IUPAC Traditional name: (3S)-3-[(2R)-6-[(8-hydroxyquinolin-2-yl)formamido]-2-(thiophen-2-yl)hexanamido]-4-oxobutanoic acid
• Synonyms: 3-{6-[(8-HYDROXY-QUINOLINE-2-CARBONYL)-AMINO]-2-THIOPHEN-2-YL-HEXANOYLAMINO}-4-OXO-BUTYRI ACID

Database IDs

• PubChem SID: 160968974; 99444387
• PubChem CID: 5288581

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.646239
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.5231712
• LogD (pH = 7.4): -0.26109216
• Log P: 2.4330208
• Molar Refractivity: 124.2711 cm^3
• Polarizability: 48.90298 Å^3
• Polar Surface Area: 145.69 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.39
• LOG S: -5.06
• Solubility (Water): 4.18e-03 g/l

DETAILS

DrugBank - DB07916

Drug information: experimental