(2S,4S)-4-(ethylamino)-2-methyl-1,1-dioxo-2H,3H,4H-1$l^{6},7-thieno[2,3-b][1$l^{6}]thiopyran-6-sulfonamide

• ChemBase ID: 4079
• Molecular Formular: C10H16N2O4S3
• Molecular Mass: 324.44004
• Monoisotopic Mass: 324.02722
• SMILES: s1c(cc2[C@H](C[C@@H](S(=O)(=O)c12)C)NCC)S(=O)(=O)N
• Canonical SMILES: CCN[C@H]1C[C@H](C)S(=O)(=O)c2c1cc(s2)S(=O)(=O)N
• InChI: InChI=1S/C10H16N2O4S3/c1-3-12-8-4-6(2)18(13,14)10-7(8)5-9(17-10)19(11,15)16/h5-6,8,12H,3-4H2,1-2H3,(H2,11,15,16)/t6-,8-/m0/s1
• InChIKey: IAVUPMFITXYVAF-XPUUQOCRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-4-(ethylamino)-2-methyl-1,1-dioxo-2H,3H,4H-1$l^{6},7-thieno[2,3-b][1$l^{6}]thiopyran-6-sulfonamide
• IUPAC Traditional name: dorzolamide
• Synonyms: (4s-Trans)-4-(Ethylamino)-5,6-Dihydro-6-Methyl-4h-Thieno(2,3-B)Thiopyran-2-Sulfonamide-7,7-Dioxide

Database IDs

• PubChem SID: 162103346
• PubChem CID: 5284549

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.1842785
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.5705113
• LogD (pH = 7.4): -0.15743962
• Log P: -0.15111351
• Molar Refractivity: 72.4611 cm^3
• Polarizability: 30.45586 Å^3
• Polar Surface Area: 106.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.5
• LOG S: -2.67
• Solubility (Water): 6.99e-01 g/l

DETAILS

DrugBank - DB04507

Drug information: experimental