Sitaxentan sodiumProduct ingredient for Sitaxentan

Name
Sitaxentan sodium
Drug Entry
Sitaxentan

Sitaxentan was marketed under the trade name Thelin for the treatment of pulmonary arterial hypertension (PAH) by Encysive Pharmaceuticals until Pfizer purchased Encysive in February 2008. In 2010, Pfizer voluntarily removed sitaxentan from the market over concerns of hepatotoxicity.

Accession Number
DBSALT001120
Structure
Synonyms
Sitaxsentan sodium
UNII
6V9JH46E20
CAS Number
210421-74-2
Weight
Average: 476.88
Monoisotopic: 475.9879505
Chemical Formula
C18H14ClN2NaO6S2
InChI Key
MDTNUYUCUYPIHE-UHFFFAOYSA-N
InChI
InChI=1S/C18H14ClN2O6S2.Na/c1-9-5-13-14(26-8-25-13)7-11(9)6-12(22)17-15(3-4-28-17)29(23,24)21-18-16(19)10(2)20-27-18;/h3-5,7H,6,8H2,1-2H3;/q-1;+1
IUPAC Name
sodium 1-(3-{[(4-chloro-3-methyl-1,2-oxazol-5-yl)azanidyl]sulfonyl}thiophen-2-yl)-2-(6-methyl-2H-1,3-benzodioxol-5-yl)ethan-1-one
SMILES
[Na+].CC1=NOC([N-]S(=O)(=O)C2=C(SC=C2)C(=O)CC2=C(C)C=C3OCOC3=C2)=C1Cl
ChemSpider
5293530
ChEMBL
CHEMBL2105740
Predicted Properties
PropertyValueSource
Water Solubility0.0293 mg/mLALOGPS
logP3.25ALOGPS
logP3.09Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)6.89Chemaxon
pKa (Strongest Basic)0.75Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area104.93 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity105 m3·mol-1Chemaxon
Polarizability42.55 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon