6-chloro-4-hydroxy-N-[5-(hydroxymethyl)-1,3-thiazol-2-yl]-2-methyl-1,1-dioxo-2H-1λ6,5,2-thieno[2,3-e][1λ6,2]thiazine-3-carboxamide

• ChemBase ID: 166648
• Molecular Formular: C12H10ClN3O5S3
• Molecular Mass: 407.8729
• Monoisotopic Mass: 406.94711112
• SMILES: c12c(S(=O)(=O)N(C(=C1O)C(=O)Nc1ncc(s1)CO)C)cc(s2)Cl
• Canonical SMILES: OCc1cnc(s1)NC(=O)C1=C(O)c2sc(cc2S(=O)(=O)N1C)Cl
• InChI: InChI=1S/C12H10ClN3O5S3/c1-16-8(11(19)15-12-14-3-5(4-17)22-12)9(18)10-6(24(16,20)21)2-7(13)23-10/h2-3,17-18H,4H2,1H3,(H,14,15,19)
• InChIKey: VRXFUTPTMPVOHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-4-hydroxy-N-[5-(hydroxymethyl)-1,3-thiazol-2-yl]-2-methyl-1,1-dioxo-2H-1λ^6,5,2-thieno[2,3-e][1λ^6,2]thiazine-3-carboxamide
• IUPAC Traditional name: 6-chloro-4-hydroxy-N-[5-(hydroxymethyl)-1,3-thiazol-2-yl]-2-methyl-1,1-dioxo-1λ^6,5,2-thieno[2,3-e][1λ^6,2]thiazine-3-carboxamide
• Synonyms: 6-Chloro-4-hydroxy-2-methyl-N-(5-hydroxymethyl-2-thiazolyl)-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-Dioxide; MTB-1; N-Des(2-pyridinyl)-N-(5-hydroxymethyl-2-thiazolyl) Lornoxicam

Database IDs

• PubChem SID: 162260781
• PubChem CID: 71315813

CALCULATED PROPERTIES

• Acid pKa: 1.9090997
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.7578179
• LogD (pH = 7.4): -1.826099
• Log P: 1.0027323
• Molar Refractivity: 91.0232 cm^3
• Polarizability: 34.758984 Å^3
• Polar Surface Area: 119.83 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D297080

Lornoxicam (L470000) derivative.