(3R)-3-phenyl-3-({4-[4-(pyridin-4-yl)phenyl]thiophen-2-yl}formamido)propanoic acid

• ChemBase ID: 3051
• Molecular Formular: C25H20N2O3S
• Molecular Mass: 428.5029
• Monoisotopic Mass: 428.11946351
• SMILES: s1c(cc(c1)c1ccc(cc1)c1ccncc1)C(=O)N[C@H](CC(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)C[C@H](c1ccccc1)NC(=O)c1scc(c1)c1ccc(cc1)c1ccncc1
• InChI: InChI=1S/C25H20N2O3S/c28-24(29)15-22(20-4-2-1-3-5-20)27-25(30)23-14-21(16-31-23)18-8-6-17(7-9-18)19-10-12-26-13-11-19/h1-14,16,22H,15H2,(H,27,30)(H,28,29)/t22-/m1/s1
• InChIKey: VMTJQZUZINLEKC-JOCHJYFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-phenyl-3-({4-[4-(pyridin-4-yl)phenyl]thiophen-2-yl}formamido)propanoic acid
• IUPAC Traditional name: (3R)-3-phenyl-3-({4-[4-(pyridin-4-yl)phenyl]thiophen-2-yl}formamido)propanoic acid
• Synonyms: 3-phenyl-3-({[4-(4-pyridin-4-ylphenyl)thien-2-yl]carbonyl}amino)propanoic acid; PF-00356231

Database IDs

• PubChem SID: 160966497; 46504539
• PubChem CID: 448942

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.4631915
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.5269997
• LogD (pH = 7.4): 1.860558
• Log P: 3.7641969
• Molar Refractivity: 120.1053 cm^3
• Polarizability: 48.466946 Å^3
• Polar Surface Area: 79.29 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.44
• LOG S: -5.94
• Solubility (Water): 4.88e-04 g/l

DETAILS

DrugBank - DB03367

Drug information: experimental