2-amino-5-phosphonopentanoic acid hydrochloride

• ChemBase ID: 176688
• Molecular Formular: C5H13ClNO5P
• Molecular Mass: 233.587181
• Monoisotopic Mass: 233.02198683
• SMILES: C(CCC(N)C(=O)O)P(=O)(O)O.Cl
• Canonical SMILES: OC(=O)C(CCCP(=O)(O)O)N.Cl
• InChI: InChI=1S/C5H12NO5P.ClH/c6-4(5(7)8)2-1-3-12(9,10)11;/h4H,1-3,6H2,(H,7,8)(H2,9,10,11);1H
• InChIKey: CYOLQDPGUQFTOD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-phosphonopentanoic acid hydrochloride
• IUPAC Traditional name: 5-phosphono-DL-norvaline hydrochloride
• Synonyms: 5-Phosphono-DL-norvaline Hydrochloride; (+/-)-2-Amino-5-phosphonopentanoic Acid Hydrochloride; (+/-)-2-Amino-5-phosphonovaleric Acid Hydrochloride; 2-APV Hydrochloride; 2-Amino-5-phosphonovaleric Acid Hydrochloride; AP 5 Hydrochloride; DL-2-Amino-5-phosphonopentanoic Acid Hydrochloride; DL-2-Amino-5-phosphonovaleric Acid Hydrochloride; rac 5-Phosphono Norvaline Hydrochloride

Database IDs

• CAS Number: 95306-96-0
• PubChem SID: 164232598
• PubChem CID: 13580574

CALCULATED PROPERTIES

• Acid pKa: 1.6680644
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.8741164
• LogD (pH = 7.4): -6.5600853
• Log P: -3.2310975
• Molar Refractivity: 40.5915 cm^3
• Polarizability: 16.462873 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid

Safety Information

• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - P358500

Anticonvulsant; potent and selective NMDA receptor antagonist.

REFERENCES

• Matoba, K., et al.: Chem. Pharm. Bull., 32, 3918 (1984)