2-{6-chloro-4-hydroxy-2-methyl-1,1-dioxo-2H-1λ6,5,2-thieno[2,3-e][1λ6,2]thiazine-3-amido}-1,3-thiazole-5-carboxylic acid

• ChemBase ID: 166647
• Molecular Formular: C12H8ClN3O6S3
• Molecular Mass: 421.85642
• Monoisotopic Mass: 420.92637567
• SMILES: c12c(S(=O)(=O)N(C(=C1O)C(=O)Nc1ncc(s1)C(=O)O)C)cc(s2)Cl
• Canonical SMILES: Clc1sc2c(c1)S(=O)(=O)N(C(=C2O)C(=O)Nc1ncc(s1)C(=O)O)C
• InChI: InChI=1S/C12H8ClN3O6S3/c1-16-7(10(18)15-12-14-3-4(23-12)11(19)20)8(17)9-5(25(16,21)22)2-6(13)24-9/h2-3,17H,1H3,(H,19,20)(H,14,15,18)
• InChIKey: XOETXHYETDLBFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{6-chloro-4-hydroxy-2-methyl-1,1-dioxo-2H-1λ^6,5,2-thieno[2,3-e][1λ^6,2]thiazine-3-amido}-1,3-thiazole-5-carboxylic acid
• IUPAC Traditional name: 2-{6-chloro-4-hydroxy-2-methyl-1,1-dioxo-1λ^6,5,2-thieno[2,3-e][1λ^6,2]thiazine-3-amido}-1,3-thiazole-5-carboxylic acid
• Synonyms: 6-Chloro-4-hydroxy-2-methyl-N-(5-carboxy-2-thiazolyl)-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-Dioxide; MTB-2; 2-[[(6-Chloro-4-hydroxy-2-methyl-1,1-dioxido-2H-thieno[2,3-e]-1,2-thiazin-3-yl)carbonyl]amino]-5-thiazolecarboxylic Acid; N-Des(2-pyridinyl)-N-(5-carboxy-2-thiazolyl) Lornoxicam

Database IDs

• PubChem SID: 162260780
• PubChem CID: 71315812

CALCULATED PROPERTIES

• Acid pKa: 1.7181715
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -3.624206
• LogD (pH = 7.4): -4.8454103
• Log P: 1.4276649
• Molar Refractivity: 91.4635 cm^3
• Polarizability: 34.779114 Å^3
• Polar Surface Area: 136.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D297075

Lornoxicam (L470000) derivative.