2-[2-(carboxymethyl)-1,3,3-trioxo-1H,2H-3$l^{6},2-naphtho[1,2-d][1$l^{6},2]thiazole-4-carbonyloxy]acetic acid

• ChemBase ID: 5628
• Molecular Formular: C16H11NO9S
• Molecular Mass: 393.32484
• Monoisotopic Mass: 393.01545194
• SMILES: c12ccccc1c1C(=O)N(CC(=O)O)S(=O)(=O)c1c(C(=O)OCC(=O)O)c2
• Canonical SMILES: OC(=O)COC(=O)c1cc2ccccc2c2c1S(=O)(=O)N(C2=O)CC(=O)O
• InChI: InChI=1S/C16H11NO9S/c18-11(19)6-17-15(22)13-9-4-2-1-3-8(9)5-10(14(13)27(17,24)25)16(23)26-7-12(20)21/h1-5H,6-7H2,(H,18,19)(H,20,21)
• InChIKey: IXLBOIRSEDMRPI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(carboxymethyl)-1,3,3-trioxo-1H,2H-3$l^{6},2-naphtho[1,2-d][1$l^{6},2]thiazole-4-carbonyloxy]acetic acid
• IUPAC Traditional name: [2-(carboxymethyl)-1,3,3-trioxo-3$l^{6},2-naphtho[1,2-d][1$l^{6},2]thiazole-4-carbonyloxy]acetic acid
• Synonyms: {4-[(CARBOXYMETHOXY)CARBONYL]-3,3-DIOXIDO-1-OXONAPHTHO[1,2-D]ISOTHIAZOL-2(1H)-YL}ACETIC ACID

Database IDs

• PubChem SID: 160969055; 99444470
• PubChem CID: 11494891

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.4998167
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -4.658329
• LogD (pH = 7.4): -6.36646
• Log P: 0.6214099
• Molar Refractivity: 87.9357 cm^3
• Polarizability: 35.31486 Å^3
• Polar Surface Area: 155.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.69
• LOG S: -3.63
• Solubility (Water): 9.25e-02 g/l

DETAILS

DrugBank - DB07999

Drug information: experimental