2-{2-[(1Z)-3-(dimethylamino)prop-1-en-1-yl]-4-fluorobenzenesulfonamido}-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid

• ChemBase ID: 4974
• Molecular Formular: C22H25FN2O4S
• Molecular Mass: 432.5083032
• Monoisotopic Mass: 432.15190651
• SMILES: C1Cc2c(CC1)c(c(cc2)NS(=O)(=O)c1c(cc(cc1)F)/C=C\CN(C)C)C(=O)O
• Canonical SMILES: CN(C/C=C\c1cc(F)ccc1S(=O)(=O)Nc1ccc2c(c1C(=O)O)CCCC2)C
• InChI: InChI=1S/C22H25FN2O4S/c1-25(2)13-5-7-16-14-17(23)10-12-20(16)30(28,29)24-19-11-9-15-6-3-4-8-18(15)21(19)22(26)27/h5,7,9-12,14,24H,3-4,6,8,13H2,1-2H3,(H,26,27)/b7-5-
• InChIKey: CTZLIARLNXSXGL-ALCCZGGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(1Z)-3-(dimethylamino)prop-1-en-1-yl]-4-fluorobenzenesulfonamido}-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: 2-{2-[(1Z)-3-(dimethylamino)prop-1-en-1-yl]-4-fluorobenzenesulfonamido}-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid
• Synonyms: 2-[({2-[(1Z)-3-(DIMETHYLAMINO)PROP-1-ENYL]-4-FLUOROPHENYL}SULFONYL)AMINO]-5,6,7,8-TETRAHYDRONAPHTHALENE-1-CARBOXYLIC ACID

Database IDs

• PubChem SID: 160968406; 99443794
• PubChem CID: 6102686

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0698643
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.5375066
• LogD (pH = 7.4): 1.3974386
• Log P: 1.5414549
• Molar Refractivity: 116.7063 cm^3
• Polarizability: 44.25299 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.54
• LOG S: -4.98
• Solubility (Water): 4.56e-03 g/l

DETAILS

DrugBank - DB07323

Drug information: experimental