Structure

InChI Key ZZUFCTLCJUWOSV-UHFFFAOYSA-N
Smile NS(=O)(=O)c1cc(C(=O)O)c(NCc2ccco2)cc1Cl
InChI
InChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)

Physicochemical Descriptors

Property Name Value
Molecular Formula C12H11ClN2O5S
Molecular Weight 330.75
AlogP 1.89
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 5.0
Polar Surface Area 122.63
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 21.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) 2.03 - EXP
Henry's Law Constant 3.94E-16 atm-m3/mole EST
Atmospheric OH Rate Constant 1.12E-10 cm3/molecule-sec EST
Melting Point 295 deg C EXP
Water Solubility 73.1 mg/L EXP
Vapor Pressure 3.23E-10 mm Hg EST

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Sodium-(potassium)-chloride cotransporter 2 inhibitor DOI DailyMed Wikipedia Wikipedia
Primary Target
Kidney-specific Na-K-Cl symporter

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Heart Failure 4 D006333 ClinicalTrials
Lung Diseases 3 D008171 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Renal Insufficiency 3 D051437 ClinicalTrials
Warts 3 D014860 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Atherosclerosis 3 D050197 ClinicalTrials
Tachypnea 3 D059246 ClinicalTrials
Hypercholesterolemia 3 D006937 ClinicalTrials
Pre-Eclampsia 3 D011225 ClinicalTrials
Pulmonary Embolism 3 D011655 ClinicalTrials
Bronchiolitis 3 D001988 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
Essential Hypertension 3 D000075222 ClinicalTrials
Kidney Diseases 3 D007674 ClinicalTrials
Renal Insufficiency, Chronic 2 D051436 ClinicalTrials
Keratosis, Actinic 2 D055623 ClinicalTrials
Acute Kidney Injury 2 D058186 ClinicalTrials
Bronchopulmonary Dysplasia 2 D001997 ClinicalTrials
Hypertension, Pregnancy-Induced 2 D046110 ClinicalTrials
Acute Lung Injury 2 D055371 ClinicalTrials
Nasal Polyps 2 D009298 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Dyspnea 1 D004417 ClinicalTrials
Diabetes Mellitus 1 D003920 ClinicalTrials
Leukemia 1 D007938 ClinicalTrials
Schizophrenia 1 D012559 ClinicalTrials
Edema 1 D004487 ClinicalTrials
Leukemia, Myeloid, Acute 1 D015470 ClinicalTrials
Premature Birth 0 D047928 ClinicalTrials

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
Cardiac disorders
10.96
General disorders and administration site conditions
10.77
Metabolism and nutrition disorders
10.76
Nervous system disorders
8.07
Renal and urinary disorders
7.38
Vascular disorders
7.36
Investigations
6.98
Respiratory, thoracic and mediastinal disorders
6.12
Injury, poisoning and procedural complications
4.92
Gastrointestinal disorders
4.74
Skin and subcutaneous tissue disorders
4.07
Psychiatric disorders
3.52
Musculoskeletal and connective tissue disorders
3.22
Infections and infestations
2.47

Cross References

Resources Reference
CAS NUMBER 54-31-9
ChEBI 47426
ChEMBL CHEMBL35
DrugBank DB00695
DrugCentral 1258
EPA CompTox DTXSID6020648
FDA SRS 7LXU5N7ZO5
Human Metabolome Database HMDB0001933
Guide to Pharmacology 4839
KEGG C07017
PDB FUN
PharmGKB PA449719
PubChem 3440
SureChEMBL SCHEMBL9811
ZINC ZINC000000035804