(2R)-3-[(benzylcarbamoyl)amino]-2-hydroxypropanoic acid

• ChemBase ID: 5635
• Molecular Formular: C11H14N2O4
• Molecular Mass: 238.23986
• Monoisotopic Mass: 238.09535694
• SMILES: O=C([C@H](O)CNC(=O)NCc1ccccc1)O
• Canonical SMILES: O[C@@H](C(=O)O)CNC(=O)NCc1ccccc1
• InChI: InChI=1S/C11H14N2O4/c14-9(10(15)16)7-13-11(17)12-6-8-4-2-1-3-5-8/h1-5,9,14H,6-7H2,(H,15,16)(H2,12,13,17)/t9-/m1/s1
• InChIKey: KGFDIRSBGRVEFZ-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-[(benzylcarbamoyl)amino]-2-hydroxypropanoic acid
• IUPAC Traditional name: (2R)-3-[(benzylcarbamoyl)amino]-2-hydroxypropanoic acid
• Synonyms: (2R)-3-{[(BENZYLAMINO)CARBONYL]AMINO}-2-HYDROXYPROPANOIC ACID

Database IDs

• PubChem SID: 99444478; 160969062
• PubChem CID: 24820112

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6653614
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.024438
• LogD (pH = 7.4): -3.5112696
• Log P: -0.19217102
• Molar Refractivity: 59.6708 cm^3
• Polarizability: 23.09363 Å^3
• Polar Surface Area: 98.66 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.25
• LOG S: -2.34
• Solubility (Water): 1.08e+00 g/l

DETAILS

DrugBank - DB08007

Drug information: experimental