3-{[(R)-carboxy(phenyl)methyl]carbamoyl}propanoic acid

• ChemBase ID: 2990
• Molecular Formular: C12H13NO5
• Molecular Mass: 251.23532
• Monoisotopic Mass: 251.07937252
• SMILES: O=C(O)CCC(=O)N[C@@H](C(=O)O)c1ccccc1
• Canonical SMILES: O=C(N[C@H](c1ccccc1)C(=O)O)CCC(=O)O
• InChI: InChI=1S/C12H13NO5/c14-9(6-7-10(15)16)13-11(12(17)18)8-4-2-1-3-5-8/h1-5,11H,6-7H2,(H,13,14)(H,15,16)(H,17,18)/t11-/m1/s1
• InChIKey: GQFHIYFXQQEWME-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(R)-carboxy(phenyl)methyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(R)-carboxy(phenyl)methyl]carbamoyl}propanoic acid
• Synonyms: N-Succinyl Phenylglycine

Database IDs

• PubChem SID: 160966437; 46507456
• PubChem CID: 448582

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.4589932
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.8236961
• LogD (pH = 7.4): -5.9538045
• Log P: 0.4326632
• Molar Refractivity: 60.6984 cm^3
• Polarizability: 23.72402 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.41
• LOG S: -2.32
• Solubility (Water): 1.19e+00 g/l

DETAILS

DrugBank - DB03299

Drug information: experimental