ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL134561
CHEMBL134561
Compound Name ICLAPRIM
ChEMBL Synonyms Ro-482622 | AR-100.001 | ICLAPRIM | ICLAPRIM MESYLATE | AR-100
Max Phase 3
Trade Names
Molecular Formula C19H22N4O3

Additional synonyms for CHEMBL134561 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc(Cc2cnc(N)nc2N)c3C=CC(Oc3c1OC)C4CC4
Standard InChI InChI=1S/C19H22N4O3/c1-24-15-8-11(7-12-9-22-19(21)23-18(12)2 ...
Download InChI
Standard InChI Key HWJPWWYTGBZDEG-UHFFFAOYSA-N

Sources

  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL134561

Molecule Features

CHEMBL134561 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
INFECTIOND007239EFO:0000544INFECTION3ClinicalTrials

Clinical Data

ClinicalTrials.gov ICLAPRIM
The Cochrane Collaboration ICLAPRIM

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 CHEMBL134561. 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
CHEMBL1681620 Dihydrofolate reductase Staphylococcus aureus 1.000
CHEMBL5457 Dihydrofolate reductase Mycobacterium avium 1.000
CHEMBL5441 Dihydrofolate reductase Escherichia coli 1.000
CHEMBL3963 Dihydrofolate reductase Plasmodium berghei str. ANKA 1.000
CHEMBL3565 Dihydrofolate reductase Neisseria gonorrhoeae 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 1.000
CHEMBL2627 Dihydrofolate reductase type 1 Escherichia coli 1.000
CHEMBL2425 Dihydrofolate reductase Toxoplasma gondii 1.000
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 1.000
CHEMBL2329 Dihydrofolate reductase Candida albicans 1.000
CHEMBL2363 Dihydrofolate reductase Rattus norvegicus 1.000
CHEMBL2531 P2X purinoceptor 2 Homo sapiens 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL4824 P2X purinoceptor 3 Rattus norvegicus 0.999
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.948
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.935
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.345



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL1681620 Dihydrofolate reductase Staphylococcus aureus 1.000
CHEMBL5441 Dihydrofolate reductase Escherichia coli 1.000
CHEMBL3963 Dihydrofolate reductase Plasmodium berghei str. ANKA 1.000
CHEMBL3565 Dihydrofolate reductase Neisseria gonorrhoeae 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL2627 Dihydrofolate reductase type 1 Escherichia coli 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 1.000
CHEMBL2425 Dihydrofolate reductase Toxoplasma gondii 1.000
CHEMBL5457 Dihydrofolate reductase Mycobacterium avium 1.000
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 1.000
CHEMBL2363 Dihydrofolate reductase Rattus norvegicus 1.000
CHEMBL2531 P2X purinoceptor 2 Homo sapiens 1.000
CHEMBL2329 Dihydrofolate reductase Candida albicans 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL4824 P2X purinoceptor 3 Rattus norvegicus 1.000
CHEMBL5255 Toll-like receptor 4 Homo sapiens 0.952
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.886
CHEMBL6014 Testis-specific serine/threonine-protein kinase 2 Homo sapiens 0.681
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.466

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
354.4 354.1692 2.61 5 105.51 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 2 0 7 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.93 1.18 1.05 2 26 0.85

Structural Alerts

There are 1 structural alerts for CHEMBL134561. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01E - SULFONAMIDES AND TRIMETHOPRIM
J01EA - Trimethoprim and derivatives
J01EA03 - iclaprim

ChemSpider ChemSpider:HWJPWWYTGBZDEG-UHFFFAOYSA-N
Wikipedia Iclaprim

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL134561



ACToR 220629-90-3 192314-93-5
BindingDB 18070
Brenda 39746
ChEBI 131751
DrugCentral 4573
eMolecules 29936156
IBM Patent System D3301C3D971CB624B33B7F351585A48D
Nikkaji J1.180.368G
PubChem 213043
PubChem: Drugs of the Future 12015142
PubChem: Thomson Pharma 14827948
SureChEMBL SCHEMBL379386

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