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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL878
CHEMBL878
Compound Name METOLAZONE
ChEMBL Synonyms METENIX | XURET | MYKROX | METOLAZONE | ZAROXOLYN | DIULO | SR 720-22
Max Phase 4 (Approved)
Trade Names METOLAZONE | ZAROXOLYN | DIULO | METENIX | XURET | MYKROX
Molecular Formula C16H16ClN3O3S

Additional synonyms for CHEMBL878 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1Nc2cc(Cl)c(cc2C(=O)N1c3ccccc3C)S(=O)(=O)N
Standard InChI InChI=1S/C16H16ClN3O3S/c1-9-5-3-4-6-14(9)20-10(2)19-13-8-12( ...
Download InChI
Standard InChI Key AQCHWTWZEMGIFD-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL878

Molecule Features

CHEMBL878 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Thiazide-sensitive sodium-chloride cotransporter inhibitor Thiazide-sensitive sodium-chloride cotransporter DOI DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Heart FailureD006333EFO:0003144heart failure2ClinicalTrials

Clinical Data

ClinicalTrials.gov METOLAZONE
The Cochrane Collaboration METOLAZONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL878. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.967
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.493
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.412

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.964
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.407
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.265
CHEMBL3880 Heat shock protein HSP 90-alpha Homo sapiens 0.257

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
365.8 365.0601 2.71 2 92.5 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10 - 3.16 3.16 2 24 0.86

Structural Alerts

There are no structural alerts for CHEMBL878

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03B - LOW-CEILING DIURETICS, EXCL. THIAZIDES
C03BA - Sulfonamides, plain
C03BA08 - metolazone

ChemSpider ChemSpider:AQCHWTWZEMGIFD-UHFFFAOYSA-N
DailyMed metolazone
PubChem SID: 144203737 SID: 144207075 SID: 170464665 SID: 26747536 SID: 26747537 SID: 26753589 SID: 26753590 SID: 56463247
Wikipedia Metolazone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL878



ACToR 17560-51-9
BindingDB 25899
ChEBI 64354
ChemicalBook CB4725936
DrugBank DB00524
DrugCentral 1783
eMolecules 591574
EPA CompTox Dashboard DTXSID6045167
Guide to Pharmacology 4838
Human Metabolome Database HMDB0014665
IBM Patent System 542BBEC42ED398D7CCD8CB5DCFAD2962
LINCS LSM-1680
MolPort MolPort-003-666-780
Nikkaji J3.450I
PharmGKB PA164781022
PubChem 4170
PubChem: Thomson Pharma 14926227
Selleck Metolazone(Zaroxolyn)
SureChEMBL SCHEMBL40558

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/AQCHWTWZEMGIFD-UHFFFAOYSA-N spacer
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