(2S)-1-[(2S)-2-{[(benzyloxy)carbonyl]amino}propanoyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 3660
• Molecular Formular: C16H20N2O5
• Molecular Mass: 320.3404
• Monoisotopic Mass: 320.13722175
• SMILES: C(=O)(O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)OCc1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)OCc1ccccc1
• InChI: InChI=1S/C16H20N2O5/c1-11(14(19)18-9-5-8-13(18)15(20)21)17-16(22)23-10-12-6-3-2-4-7-12/h2-4,6-7,11,13H,5,8-10H2,1H3,(H,17,22)(H,20,21)/t11-,13-/m0/s1
• InChIKey: RSSOZTMMMIWOJB-AAEUAGOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-{[(benzyloxy)carbonyl]amino}propanoyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(2S)-2-{[(benzyloxy)carbonyl]amino}propanoyl]pyrrolidine-2-carboxylic acid
• Synonyms: Z-Ala Prolinal

Database IDs

• PubChem SID: 160967098; 46508805
• PubChem CID: 5388928

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6270094
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.54924953
• LogD (pH = 7.4): -2.0133767
• Log P: 1.3200461
• Molar Refractivity: 81.1638 cm^3
• Polarizability: 31.716167 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.97
• LOG S: -2.55
• Solubility (Water): 8.97e-01 g/l

DETAILS

DrugBank - DB04033

Drug information: experimental