2-[(5-chlorothiophen-2-yl)formamido]acetic acid

• ChemBase ID: 164668
• Molecular Formular: C7H6ClNO3S
• Molecular Mass: 219.64544
• Monoisotopic Mass: 218.97569174
• SMILES: c1cc(sc1Cl)C(=O)NCC(=O)O
• Canonical SMILES: OC(=O)CNC(=O)c1ccc(s1)Cl
• InChI: InChI=1S/C7H6ClNO3S/c8-5-2-1-4(13-5)7(12)9-3-6(10)11/h1-2H,3H2,(H,9,12)(H,10,11)
• InChIKey: HACZPPBLNKXGCR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(5-chlorothiophen-2-yl)formamido]acetic acid
• IUPAC Traditional name: [(5-chlorothiophen-2-yl)formamido]acetic acid
• Synonyms: N-[(5-Chloro-2-thienyl)carbonyl]glycine

Database IDs

• CAS Number: 873009-45-1
• PubChem SID: 162258803
• PubChem CID: 43239030

CALCULATED PROPERTIES

• Acid pKa: 3.1956847
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.0728785
• LogD (pH = 7.4): -2.2377317
• Log P: 1.2084675
• Molar Refractivity: 46.9723 cm^3
• Polarizability: 18.23532 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C411800

A metabolite of Rivaroxaban (R538000).

REFERENCES

• Brickner, S., et al.: J. Med. Chem., 39, 673 (1996)
• Sato, K., et al.: Eur. J. Pharmacol., 347, 231 (1996)
• Chang, P., et al.: IDrugs, 7, 50 (1996)
• Weinz, C., et al.: Drug Metab. Dispos., 37, 1056 (2009)