2-(4-{[(4-nitrophenyl)methyl]carbamoyl}butanamido)acetic acid

• ChemBase ID: 6026
• Molecular Formular: C14H17N3O6
• Molecular Mass: 323.30128
• Monoisotopic Mass: 323.11173528
• SMILES: c1(ccc(cc1)[N+](=O)[O-])CNC(=O)CCCC(=O)NCC(=O)O
• Canonical SMILES: O=C(NCc1ccc(cc1)[N+](=O)[O-])CCCC(=O)NCC(=O)O
• InChI: InChI=1S/C14H17N3O6/c18-12(2-1-3-13(19)16-9-14(20)21)15-8-10-4-6-11(7-5-10)17(22)23/h4-7H,1-3,8-9H2,(H,15,18)(H,16,19)(H,20,21)
• InChIKey: UCFVFUIGNWHAJJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{[(4-nitrophenyl)methyl]carbamoyl}butanamido)acetic acid
• IUPAC Traditional name: (4-{[(4-nitrophenyl)methyl]carbamoyl}butanamido)acetic acid
• Synonyms: PARA-NITROBENZYL GLUTARYL GLYCINIC ACID

Database IDs

• PubChem SID: 99444881; 160969451
• PubChem CID: 449243

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.653036
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.8221921
• LogD (pH = 7.4): -3.301801
• Log P: 0.021993216
• Molar Refractivity: 79.5977 cm^3
• Polarizability: 30.037415 Å^3
• Polar Surface Area: 141.32 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.09
• LOG S: -3.6
• Solubility (Water): 8.18e-02 g/l

DETAILS

DrugBank - DB08410

Drug information: experimental