2-[(3S)-N-amino-3-(dibenzylcarbamoyl)-3-hydroxypropanamido]acetic acid

• ChemBase ID: 5854
• Molecular Formular: C20H23N3O5
• Molecular Mass: 385.41372
• Monoisotopic Mass: 385.16377085
• SMILES: C(=O)(N(N)CC(=O)O)C[C@H](O)C(=O)N(Cc1ccccc1)Cc1ccccc1
• Canonical SMILES: O[C@H](C(=O)N(Cc1ccccc1)Cc1ccccc1)CC(=O)N(CC(=O)O)N
• InChI: InChI=1S/C20H23N3O5/c21-23(14-19(26)27)18(25)11-17(24)20(28)22(12-15-7-3-1-4-8-15)13-16-9-5-2-6-10-16/h1-10,17,24H,11-14,21H2,(H,26,27)/t17-/m0/s1
• InChIKey: JGMMFVVACJREFE-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3S)-N-amino-3-(dibenzylcarbamoyl)-3-hydroxypropanamido]acetic acid
• IUPAC Traditional name: [(3S)-N-amino-3-(dibenzylcarbamoyl)-3-hydroxypropanamido]acetic acid
• Synonyms: [N-(3-DIBENZYLCARBAMOYL-OXIRANECARBONYL)-HYDRAZINO]-ACETIC ACID

Database IDs

• PubChem SID: 99444700; 160969281
• PubChem CID: 46937133

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7520154
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.3535976
• LogD (pH = 7.4): -2.7795684
• Log P: 0.055267602
• Molar Refractivity: 103.0036 cm^3
• Polarizability: 39.6609 Å^3
• Polar Surface Area: 124.17 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.35
• LOG S: -4.12
• Solubility (Water): 2.91e-02 g/l

DETAILS

DrugBank - DB08229

Drug information: experimental