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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1963683
CHEMBL1963683
Compound Name TAFLUPROST
ChEMBL Synonyms MK-2452 | TAFLUPROST | AFP-168 | SAFLUTAN | ZIOPTAN
Max Phase 4 (Approved)
Trade Names SAFLUTAN | ZIOPTAN
Molecular Formula C25H34F2O5

Additional synonyms for CHEMBL1963683 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F ...
Download SMILES
Standard InChI InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23( ...
Download InChI
Standard InChI Key WSNODXPBBALQOF-VEJSHDCNSA-N

Sources

  • British National Formulary
  • Orange Book
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1963683

Molecule Features

CHEMBL1963683 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Prostanoid FP receptor agonist Prostanoid FP receptor FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Glaucoma, Open-AngleD005902EFO:0004190open-angle glaucoma4DailyMed
Ocular HypertensionD009798EFO:1001069ocular hypertension4DailyMed
GlaucomaD005901EFO:0000516glaucoma4ATC
ClinicalTrials

Clinical Data

ClinicalTrials.gov TAFLUPROST
The Cochrane Collaboration TAFLUPROST

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1963683. 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
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 0.982

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.976
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 0.860
CHEMBL4427 Prostanoid DP receptor Homo sapiens 0.556
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 0.488

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
452.5 452.2374 4.68 12 75.99 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 3.83 3.83 1 32 0.27

Structural Alerts

There are 6 structural alerts for CHEMBL1963683. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01EE - Prostaglandin analogues 1)
S01EE05 - tafluprost

ChemSpider ChemSpider:WSNODXPBBALQOF-VEJSHDCNSA-N
DailyMed tafluprost
Wikipedia Tafluprost

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1963683



ACToR 209860-87-7
ChEBI 66899
ChemicalBook CB3401660
DrugBank DB08819
DrugCentral 4229
FDA SRS 1O6WQ6T7G3
Guide to Pharmacology 7451
Human Metabolome Database HMDB0015704
MolPort MolPort-020-006-049
Nikkaji J1.975.790K
PubChem 9868491
PubChem: Drugs of the Future 22395198
PubChem: Thomson Pharma 14833400 16479496
SureChEMBL SCHEMBL1286148
ZINC ZINC000013912394

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