5-(cyanosulfanyl)-2-nitrobenzoic acid

• ChemBase ID: 175531
• Molecular Formular: C8H4N2O4S
• Molecular Mass: 225.18601484
• Monoisotopic Mass: 224.99253246
• SMILES: c1cc(c(cc1S[13C]#N)C(=O)O)[N+](=O)[O-]
• Canonical SMILES: N#[13C]Sc1ccc(c(c1)C(=O)O)[N+](=O)[O-]
• InChI: InChI=1S/C8H4N2O4S/c9-4-15-5-1-2-7(10(13)14)6(3-5)8(11)12/h1-3H,(H,11,12)/i4+1
• InChIKey: NQUNIMFHIWQQGJ-AZXPZELESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(cyanosulfanyl)-2-nitrobenzoic acid
• IUPAC Traditional name: 5-(cyanosulfanyl)-2-nitrobenzoic acid
• Synonyms: NTCB-13C; 2-Nitro-5-(thiocyanato-13C)benzoic Acid Potassium Salt

Database IDs

• PubChem SID: 164231441
• PubChem CID: 71751147

CALCULATED PROPERTIES

• Acid pKa: 2.1307614
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.2729481
• LogD (pH = 7.4): -1.6534214
• Log P: 1.8682127
• Molar Refractivity: 54.5043 cm^3
• Polarizability: 19.451265 Å^3
• Polar Surface Area: 106.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N565302

Labelled Nitro-thiocyanobenzoic acid (NTCB) reactivity of cysteines β100 and β110 in porcine luteinizing hormone.

REFERENCES

• Xing, Y., et al.: J. Biol. Chem., 279, 35437 (2004)
• Fan, Q., et al.: Nature, 433, 269 (2004)