SITAXENTAN

Search structure
Synonyms:
Status: Approved (2006) Withdrawn (2010)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C02KX03
UNII: J9QH779MEM

Structure
InChI Key PHWXUGHIIBDVKD-UHFFFAOYSA-N
Smile Cc1cc2c(cc1CC(=O)c1sccc1S(=O)(=O)Nc1onc(C)c1Cl)OCO2
InChI
InChI=1S/C18H15ClN2O6S2/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/h3-5,7,21H,6,8H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H15ClN2O6S2
Molecular Weight 454.91
AlogP 3.96
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 107.73
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 29.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Endothelin receptor, ET-A/ET-B antagonist PubMed PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Endothelin receptor
- 1-1 - 0 -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 12600 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 28400 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hypertension 4 D006973 ClinicalTrials
Hypertension, Pulmonary 3 D006976 ClinicalTrials
Hypertension, Pulmonary 3 D006976 ClinicalTrials
Asthma 2 D001249 ClinicalTrials
Heart Failure, Diastolic 2 D054144 ClinicalTrials
Renal Insufficiency, Chronic 2 D051436 ClinicalTrials
Proteinuria 2 D011507 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 184036-34-8
ChEBI 135736
ChEMBL CHEMBL282724
DrugBank DB06268
DrugCentral 3548
EPA CompTox DTXSID0057673
FDA SRS J9QH779MEM
Human Metabolome Database HMDB0015629
Guide to Pharmacology 3950
PharmGKB PA165958361
PubChem 216235
SureChEMBL SCHEMBL803344
ZINC ZINC000001481831
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