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 AR-100 | Iclaprim | Ro-482622 | AR-100.001 | Iclaprim Mesylate
Max Phase 0
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

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

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

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

Alternate Forms of Compound in ChEMBL


CHEMBL134561

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
CHEMBL202 Dihydrofolate reductase Homo sapiens 1.000
CHEMBL5441 Dihydrofolate reductase Escherichia coli 1.000
CHEMBL1681620 Dihydrofolate reductase Staphylococcus aureus 1.000
CHEMBL3963 Dihydrofolate reductase Plasmodium berghei str. ANKA 1.000
CHEMBL3565 Dihydrofolate reductase Neisseria gonorrhoeae 1.000
CHEMBL2627 Dihydrofolate reductase type 1 Escherichia coli 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL5457 Dihydrofolate reductase Mycobacterium avium 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
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL4824 P2X purinoceptor 3 Rattus norvegicus 0.998
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.976
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.936
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.871
CHEMBL4564 Dihydrofolate reductase Mus musculus 0.613



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL5441 Dihydrofolate reductase Escherichia coli 1.000
CHEMBL1681620 Dihydrofolate reductase Staphylococcus aureus 1.000
CHEMBL3963 Dihydrofolate reductase Plasmodium berghei str. ANKA 1.000
CHEMBL3565 Dihydrofolate reductase Neisseria gonorrhoeae 1.000
CHEMBL2627 Dihydrofolate reductase type 1 Escherichia coli 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 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
CHEMBL2329 Dihydrofolate reductase Candida albicans 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL4824 P2X purinoceptor 3 Rattus norvegicus 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.934
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.922
CHEMBL5255 Toll-like receptor 4 Homo sapiens 0.912
CHEMBL6014 Testis-specific serine/threonine-protein kinase 2 Homo sapiens 0.682
CHEMBL4564 Dihydrofolate reductase Mus musculus 0.592

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

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
BindinDB 18070
eMolecules 29936156
IBM Patent System D3301C3D971CB624B33B7F351585A48D
IBM Patents EP2164869A2 WO2010024870A1 US20100166772 US20070193577 US20090069357 EP1806157A2 US20100249122 EP2194966A1 WO2008059367A1 EP1954244A1 WO1997020839A1 WO2008021089A2 WO2008056151A1 WO2007054693A1 US20100226943 WO2010097119A1 WO2009106211A1 EP2030644A1 US20090247575 US20070116729 WO2007109684A2 WO2008117079A1 EP2063882A2 EP2086542A1 EP2254574A1 WO2008142384A1 EP2242526A2 US20090005722 WO2009102976A2 EP2062608A2 US20070181133 WO2009105445A1 US20070202051 US20090137950 WO2010066714A1 WO2010107794A2 US20080015354 WO2009120885A2 US20100316576 WO2005014586A1 US20090137622 US20100016333 US20090253722 US20080125408 US20100093691 EP0866791B1 WO2009146929A1 EP1149834A1 EP0866791A1 US20070296099 US20080161409 WO2009029132A2 US20080000798 EP2262536A2 WO2007061529A1 EP2012937A2 US20080035141 EP1656369A1 US5773446 EP2182950A1 WO2005014587A1 EP1820493A2 US20080221324 US20100256001 US20080187487 WO2008079460A2 US20100305065 WO2009027095A1 WO2010113151A1 WO2009124586A1 EP1945211A1 US20080260863
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