5-{[(4-nitrophenyl)methyl](phosphonomethyl)amino}pentanoic acid

• ChemBase ID: 4980
• Molecular Formular: C13H19N2O7P
• Molecular Mass: 346.272921
• Monoisotopic Mass: 346.09298759
• SMILES: c1cc(ccc1[N+](=O)[O-])CN(CP(=O)(O)O)CCCCC(=O)O
• Canonical SMILES: OC(=O)CCCCN(CP(=O)(O)O)Cc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C13H19N2O7P/c16-13(17)3-1-2-8-14(10-23(20,21)22)9-11-4-6-12(7-5-11)15(18)19/h4-7H,1-3,8-10H2,(H,16,17)(H2,20,21,22)
• InChIKey: RWVBLRUMXIXUAR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[(4-nitrophenyl)methyl](phosphonomethyl)amino}pentanoic acid
• IUPAC Traditional name: 5-{[(4-nitrophenyl)methyl](phosphonomethyl)amino}pentanoic acid
• Synonyms: 1-[N-4'-NITROBENZYL-N-4'-CARBOXYBUTYLAMINO]METHYLPHOSPHONIC ACID

Database IDs

• PubChem SID: 99443800; 160968412
• PubChem CID: 445651

CALCULATED PROPERTIES

JChem

• Acid pKa: -0.8051077
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.7206348
• LogD (pH = 7.4): -4.226066
• Log P: -0.3839265
• Molar Refractivity: 82.6421 cm^3
• Polarizability: 31.526844 Å^3
• Polar Surface Area: 143.89 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.66
• LOG S: -3.0
• Solubility (Water): 3.43e-01 g/l

DETAILS

DrugBank - DB07329

Drug information: experimental