(2S)-2-amino-5-(carbamoylamino)pentanethioic S-acid

• ChemBase ID: 105911
• Molecular Formular: C6H13N3O2S
• Molecular Mass: 191.25132
• Monoisotopic Mass: 191.07284767
• SMILES: N[C@@H](CCCNC(=O)N)C(=O)S
• Canonical SMILES: NC(=O)NCCC[C@@H](C(=O)S)N
• InChI: InChI=1S/C6H13N3O2S/c7-4(5(10)12)2-1-3-9-6(8)11/h4H,1-3,7H2,(H,10,12)(H3,8,9,11)/t4-/m0/s1
• InChIKey: VFTIJOHMEIZFTN-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-(carbamoylamino)pentanethioic S-acid
• IUPAC Traditional name: (2S)-2-amino-5-(carbamoylamino)pentanethioic S-acid
• Synonyms: L-THIOCITRULLINE

Database IDs

• CAS Number: 156719-37-8
• PubChem SID: 162087280
• PubChem CID: 53230022

CALCULATED PROPERTIES

• Acid pKa: -1.1290642
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -1.1325079
• LogD (pH = 7.4): -1.1358968
• Log P: -1.1324689
• Molar Refractivity: 47.7428 cm^3
• Polarizability: 18.885393 Å^3
• Polar Surface Area: 98.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C

Product Information

• Purity: ≥97%

DETAILS

MP Biomedicals - 02195065

Purity: >97%
Potent and stereo-specific heme-binding inhibitor of brain, endothelial, and inducible smooth muscle isoforms of nitric oxide synthase.

REFERENCES

• Narayanan, K. and Griffith, O.W., J. Med. Chem. , 37 : 855, (1994).