2-(4-chlorobenzenesulfonamido)-4,5-dimethoxy-N-[4-(thiomorpholine-4-sulfonyl)phenyl]benzamide

• ChemBase ID: 177665
• Molecular Formular: C25H26ClN3O7S3
• Molecular Mass: 612.13784
• Monoisotopic Mass: 611.06214087
• SMILES: c1(c(cc(c(c1)C(=O)Nc1ccc(cc1)S(=O)(=O)N1CCSCC1)NS(=O)(=O)c1ccc(cc1)Cl)OC)OC
• Canonical SMILES: COc1cc(C(=O)Nc2ccc(cc2)S(=O)(=O)N2CCSCC2)c(cc1OC)NS(=O)(=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C25H26ClN3O7S3/c1-35-23-15-21(22(16-24(23)36-2)28-38(31,32)19-7-3-17(26)4-8-19)25(30)27-18-5-9-20(10-6-18)39(33,34)29-11-13-37-14-12-29/h3-10,15-16,28H,11-14H2,1-2H3,(H,27,30)
• InChIKey: YFJKHTZXXMBJEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-chlorobenzenesulfonamido)-4,5-dimethoxy-N-[4-(thiomorpholine-4-sulfonyl)phenyl]benzamide
• IUPAC Traditional name: 2-(4-chlorobenzenesulfonamido)-4,5-dimethoxy-N-[4-(thiomorpholine-4-sulfonyl)phenyl]benzamide
• Synonyms: 2-[[(4-Chlorophenyl)sulfonyl]amino]-4,5-dimethoxy-N-[4-(4-thiomorpholinylsulfonyl)phenyl]benzamide; S-3448

Database IDs

• CAS Number: 254877-04-8
• PubChem SID: 164233575
• PubChem CID: 9960542

CALCULATED PROPERTIES

• Acid pKa: 7.138754
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 3.247311
• LogD (pH = 7.4): 2.8868976
• Log P: 3.2560396
• Molar Refractivity: 153.4663 cm^3
• Polarizability: 59.80891 Å^3
• Polar Surface Area: 131.11 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S080500

A new class of sGC agonists. A novel anthranilic acid derivatives activating heme-oxidized soluble guanylyl cyclase. Useful for the therapy and prophylaxis of diseases, for example of cardiovascular diseases such as hypertension, angina pectoris, cardiac

REFERENCES

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• Oelze, M., et al.: Circ. Res., 87, 999 (1991)
• Krumenacker, J., et al.: Brain Res. Bull., 62, 505 ( 2004), Witte, K., et al.: Diabetes, 53, 264