(2S)-2-amino-3-[(E)-[amino(hydroxyamino)methylidene]amino]propanoic acid

• ChemBase ID: 2231
• Molecular Formular: C4H10N4O3
• Molecular Mass: 162.1472
• Monoisotopic Mass: 162.0752902
• SMILES: N[C@@H](C/N=C(\N)/NO)C(=O)O
• Canonical SMILES: ON/C(=N/C[C@@H](C(=O)O)N)/N
• InChI: InChI=1S/C4H10N4O3/c5-2(3(9)10)1-7-4(6)8-11/h2,11H,1,5H2,(H,9,10)(H3,6,7,8)/t2-/m0/s1
• InChIKey: RPHCSGPGZUWMRV-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[(E)-[amino(hydroxyamino)methylidene]amino]propanoic acid
• IUPAC Traditional name: dinor-N(ω)-hydroxy-L-arginine
• Synonyms: Dinor-N(Omega)-Hydroxy-L-Arginine

Database IDs

• PubChem SID: 46506971; 160965684
• PubChem CID: 657087

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8223131
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -5.0646787
• LogD (pH = 7.4): -3.81321
• Log P: -3.737745
• Molar Refractivity: 46.3777 cm^3
• Polarizability: 13.980073 Å^3
• Polar Surface Area: 133.96 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.77
• LOG S: -1.14
• Solubility (Water): 1.17e+01 g/l

DETAILS

DrugBank - DB02499

Drug information: experimental