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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL344159
CHEMBL344159
Compound Name TOLVAPTAN
ChEMBL Synonyms OPC-41061 | SAMSCA | TOLVAPTAN | JINARC
Max Phase 4 (Approved)
Trade Names JINARC | SAMSCA
Molecular Formula C26H25ClN2O3

Additional synonyms for CHEMBL344159 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1ccccc1C(=O)Nc2ccc(C(=O)N3CCCC(O)c4cc(Cl)ccc34)c(C)c2
Standard InChI InChI=1S/C26H25ClN2O3/c1-16-6-3-4-7-20(16)25(31)28-19-10-11- ...
Download InChI
Standard InChI Key GYHCTFXIZSNGJT-UHFFFAOYSA-N

Sources

  • British National Formulary
  • 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


CHEMBL344159

Molecule Features

CHEMBL344159 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Vasopressin V2 receptor antagonist Vasopressin V2 receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
CarcinomaD002277EFO:0000313carcinoma2ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
Edema, CardiacD004489EFO:1001771cardiac edema3ClinicalTrials
Inappropriate ADH SyndromeD007177EFO:1000982inappropriate ADH syndrome3ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease2ClinicalTrials
Heart FailureD006333EFO:0000373congestive heart failure3ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease2ClinicalTrials
Kidney CalculiD007669EFO:0004253nephrolithiasis1ClinicalTrials
Liver CirrhosisD008103EFO:0001422cirrhosis of liver3ClinicalTrials
HyponatremiaD007010HP:0002902Hyponatremia4ClinicalTrials
DailyMed
Polycystic Kidney, Autosomal DominantD016891EFO:1001496Autosomal dominant polycystic kidney disease3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC

Clinical Data

ClinicalTrials.gov TOLVAPTAN
The Cochrane Collaboration TOLVAPTAN

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 CHEMBL344159. 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
CHEMBL1790 Vasopressin V2 receptor Homo sapiens 1.000
CHEMBL3766 Vasopressin V2 receptor Rattus norvegicus 1.000
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 1.000
CHEMBL1889 Vasopressin V1a receptor Homo sapiens 1.000

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1790 Vasopressin V2 receptor Homo sapiens 1.000
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 1.000
CHEMBL3766 Vasopressin V2 receptor Rattus norvegicus 1.000
CHEMBL1889 Vasopressin V1a receptor Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
449 448.1554 5.68 3 69.64 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 1 5 2 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13 - 4.12 4.12 3 32 0.54

Structural Alerts

There are no structural alerts for CHEMBL344159

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03X - OTHER DIURETICS
C03XA - Vasopressin antagonists
C03XA01 - tolvaptan

ChemSpider ChemSpider:GYHCTFXIZSNGJT-UHFFFAOYSA-N
DailyMed tolvaptan
PubChem SID: 124894207 SID: 144206807
Wikipedia Tolvaptan

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL344159



ACToR 150683-30-0
BindingDB 35723
ChEBI 32246
ChemicalBook CB41454279
DrugCentral 4110
eMolecules 31231879
EPA CompTox Dashboard DTXSID3048780
Guide to Pharmacology 2226
IBM Patent System 2B1054E58A134E2D8BD0079624E831E5
LINCS LSM-45837
Nikkaji J1.047.795F
PubChem 216237
PubChem: Drugs of the Future 12015154
PubChem: Thomson Pharma 14833208
Selleck tolvaptan-opc-41061
SureChEMBL SCHEMBL242421

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