(4S)-4-{[4-(2,5-dioxopyrrolidin-1-yl)phenyl]amino}-4-hydroxybutanoic acid

• ChemBase ID: 5995
• Molecular Formular: C14H16N2O5
• Molecular Mass: 292.28724
• Monoisotopic Mass: 292.10592162
• SMILES: c1(ccc(cc1)N[C@H](CCC(=O)O)O)N1C(=O)CCC1=O
• Canonical SMILES: O[C@H](Nc1ccc(cc1)N1C(=O)CCC1=O)CCC(=O)O
• InChI: InChI=1S/C14H16N2O5/c17-11(5-8-14(20)21)15-9-1-3-10(4-2-9)16-12(18)6-7-13(16)19/h1-4,11,15,17H,5-8H2,(H,20,21)/t11-/m0/s1
• InChIKey: SUETUOGYOWOLNJ-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[4-(2,5-dioxopyrrolidin-1-yl)phenyl]amino}-4-hydroxybutanoic acid
• IUPAC Traditional name: (4S)-4-{[4-(2,5-dioxopyrrolidin-1-yl)phenyl]amino}-4-hydroxybutanoic acid
• Synonyms: 4-[4-(2,5-DIOXO-PYRROLIDIN-1-YL)-PHENYLAMINO]-4-HYDROXY-BUTYRIC ACID

Database IDs

• PubChem SID: 99444849; 160969420
• PubChem CID: 46937145

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.2122126
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.5354617
• LogD (pH = 7.4): -3.2534375
• Log P: -0.22832708
• Molar Refractivity: 73.8288 cm^3
• Polarizability: 27.984531 Å^3
• Polar Surface Area: 106.94 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.55
• LOG S: -2.16
• Solubility (Water): 2.03e+00 g/l

DETAILS

DrugBank - DB08378

Drug information: experimental