1-(4-methylbenzenesulfonyl)-1H-1,3-benzodiazol-2-amine

• ChemBase ID: 175546
• Molecular Formular: C14H13N3O2S
• Molecular Mass: 287.33692
• Monoisotopic Mass: 287.07284767
• SMILES: c1ccc2c(c1)nc(n2S(=O)(=O)c1ccc(cc1)C)N
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)n1c(N)nc2c1cccc2
• InChI: InChI=1S/C14H13N3O2S/c1-10-6-8-11(9-7-10)20(18,19)17-13-5-3-2-4-12(13)16-14(17)15/h2-9H,1H3,(H2,15,16)
• InChIKey: SRFABRWQVPCPRG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-methylbenzenesulfonyl)-1H-1,3-benzodiazol-2-amine
• IUPAC Traditional name: 1-(4-methylbenzenesulfonyl)-1,3-benzodiazol-2-amine
• Synonyms: 1-[(4-Methylphenyl)sulfonyl]-1H-benzimidazol-2-amine; Noditinib-1; ML130

Database IDs

• CAS Number: 799264-47-4
• PubChem SID: 164231456
• PubChem CID: 1088438

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.354469
• LogD (pH = 7.4): 2.5542994
• Log P: 2.5576234
• Molar Refractivity: 77.2037 cm^3
• Polarizability: 31.259542 Å^3
• Polar Surface Area: 77.98 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: NOD1

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - N634200

Noditinib-1 is a potent and selective inhibitor of NOD1-induced NF-κB activation. Mutations in NOD proteins have been associated with various inflammatory diseases and Noditinib-1 shows promise as a potential therapeutic agent.

REFERENCES

• Khan, P.M. et al.: ACS Med. Chem. Lett., 2, 780 (2011)