(2S)-2-amino-5-[(E)-(C-sulfanylcarbonimidoyl)amino]pentanoic acid

• ChemBase ID: 3587
• Molecular Formular: C6H13N3O2S
• Molecular Mass: 191.25132
• Monoisotopic Mass: 191.07284767
• SMILES: N[C@@H](CCC/N=C(\N)/S)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CCC/N=C(/S)\N)N
• InChI: InChI=1S/C6H13N3O2S/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1
• InChIKey: BKGWACHYAMTLAF-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-[(E)-(C-sulfanylcarbonimidoyl)amino]pentanoic acid
• IUPAC Traditional name: L-thiocitrulline
• Synonyms: L-Thiocitrulline

Database IDs

• PubChem SID: 160967025; 46505566
• PubChem CID: 2733514

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5863895
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.5254483
• LogD (pH = 7.4): -4.392709
• Log P: -4.534727
• Molar Refractivity: 48.0998 cm^3
• Polarizability: 18.826422 Å^3
• Polar Surface Area: 101.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.08
• LOG S: -1.98
• Solubility (Water): 2.00e+00 g/l

DETAILS

DrugBank - DB03953

Drug information: experimental