(2R)-5-carbamimidamido-2-(3-carboxypropanamido)pentanoic acid

• ChemBase ID: 2233
• Molecular Formular: C10H18N4O5
• Molecular Mass: 274.27372
• Monoisotopic Mass: 274.1277197
• SMILES: NC(=N)NCCC[C@@H](NC(=O)CCC(=O)O)C(=O)O
• Canonical SMILES: NC(=N)NCCC[C@H](C(=O)O)NC(=O)CCC(=O)O
• InChI: InChI=1S/C10H18N4O5/c11-10(12)13-5-1-2-6(9(18)19)14-7(15)3-4-8(16)17/h6H,1-5H2,(H,14,15)(H,16,17)(H,18,19)(H4,11,12,13)/t6-/m1/s1
• InChIKey: UMOXFSXIFQOWTD-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-5-carbamimidamido-2-(3-carboxypropanamido)pentanoic acid
• IUPAC Traditional name: @N~2~-succinylarginine
• Synonyms: N~2~-Succinylarginine

Database IDs

• PubChem SID: 46507643; 160965686
• PubChem CID: 17754183

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2834015
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.9316497
• LogD (pH = 7.4): -6.6073604
• Log P: -3.7862058
• Molar Refractivity: 74.2602 cm^3
• Polarizability: 24.654247 Å^3
• Polar Surface Area: 165.6 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.53
• LOG S: -2.83
• Solubility (Water): 4.10e-01 g/l

DETAILS

DrugBank - DB02501

Drug information: experimental