(2S)-5-(carbamoylamino)-2-acetamidopentanoic acid

• ChemBase ID: 2109
• Molecular Formular: C8H15N3O4
• Molecular Mass: 217.2224
• Monoisotopic Mass: 217.10625598
• SMILES: CC(=O)N[C@@H](CCCNC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)NCCC[C@@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C8H15N3O4/c1-5(12)11-6(7(13)14)3-2-4-10-8(9)15/h6H,2-4H2,1H3,(H,11,12)(H,13,14)(H3,9,10,15)/t6-/m0/s1
• InChIKey: WMQMIOYQXNRROC-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-(carbamoylamino)-2-acetamidopentanoic acid
• IUPAC Traditional name: N-acetyl-L-citrulline
• Synonyms: (S)-2-Acetamido-5-ureidopentanoic acid; N-Acetyl-L-Citrulline

Database IDs

• CAS Number: 33965-42-3
• MDL Number: MFCD12407169
• PubChem SID: 160965563; 46506512
• PubChem CID: 656979

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.872733
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -3.4830217
• LogD (pH = 7.4): -5.0784984
• Log P: -1.851033
• Molar Refractivity: 50.7728 cm^3
• Polarizability: 19.733175 Å^3
• Polar Surface Area: 121.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.96
• LOG S: -1.78
• Solubility (Water): 3.57e+00 g/l

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

DrugBank - DB02368

Drug information: experimental