(2R)-2-{3-[(4S)-4-amino-4-carboxybutyl]carbamimidamido}butanedioic acid

• ChemBase ID: 2016
• Molecular Formular: C10H18N4O6
• Molecular Mass: 290.27312
• Monoisotopic Mass: 290.12263432
• SMILES: N[C@@H](CCCNC(=N)N[C@H](CC(=O)O)C(=O)O)C(=O)O
• Canonical SMILES: N=C(N[C@@H](C(=O)O)CC(=O)O)NCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C10H18N4O6/c11-5(8(17)18)2-1-3-13-10(12)14-6(9(19)20)4-7(15)16/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H3,12,13,14)/t5-,6+/m0/s1
• InChIKey: KDZOASGQNOPSCU-NTSWFWBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{3-[(4S)-4-amino-4-carboxybutyl]carbamimidamido}butanedioic acid
• IUPAC Traditional name: @argininosuccinate
• Synonyms: Argininosuccinate

Database IDs

• PubChem SID: 160965471; 46504554
• PubChem CID: 448718

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1364393
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -6.251288
• LogD (pH = 7.4): -7.988196
• Log P: -5.797999
• Molar Refractivity: 75.3116 cm^3
• Polarizability: 25.549032 Å^3
• Polar Surface Area: 185.83 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -3.25
• LOG S: -2.8
• Solubility (Water): 4.56e-01 g/l

DETAILS

DrugBank - DB02267

• Drug Groups: experimental
• External Links: Wikipedia