2-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-sulfanylpropanamido]acetic acid

• ChemBase ID: 5825
• Molecular Formular: C13H16N2O5S
• Molecular Mass: 312.34154
• Monoisotopic Mass: 312.07799262
• SMILES: O=C(N[C@@H](CS)C(=O)NCC(=O)O)OCc1ccccc1
• Canonical SMILES: SC[C@@H](C(=O)NCC(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C13H16N2O5S/c16-11(17)6-14-12(18)10(8-21)15-13(19)20-7-9-4-2-1-3-5-9/h1-5,10,21H,6-8H2,(H,14,18)(H,15,19)(H,16,17)/t10-/m0/s1
• InChIKey: DHTSUHYTYUXMOL-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-sulfanylpropanamido]acetic acid
• IUPAC Traditional name: [(2R)-2-{[(benzyloxy)carbonyl]amino}-3-sulfanylpropanamido]acetic acid
• Synonyms: N-[(BENZYLOXY)CARBONYL]-L-CYSTEINYLGLYCINE

Database IDs

• PubChem SID: 99444670; 160969252
• PubChem CID: 15942661

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5366795
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.4292301
• LogD (pH = 7.4): -2.8380406
• Log P: 0.5271683
• Molar Refractivity: 76.7071 cm^3
• Polarizability: 30.007448 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.99
• LOG S: -3.21
• Solubility (Water): 1.94e-01 g/l

DETAILS

DrugBank - DB08199

Drug information: experimental