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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL747
CHEMBL747
Compound Name CYCLOGUANIL
ChEMBL Synonyms CI-501 | Malarone | Cycloguanil | GNF-Pf-2519 | CN-14329-23A | PAM-MR-807-23A | Chloroguanide Triazine Pamoate | Cycloguanil Embonate | Cycloguanil Pamoate
Max Phase 4 (Approved)
Trade Names
Molecular Formula C11H14ClN5

Additional synonyms for CHEMBL747 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1(C)N=C(N)N=C(N)N1c2ccc(Cl)cc2
Standard InChI InChI=1S/C11H14ClN5/c1-11(2)16-9(13)15-10(14)17(11)8-5-3-7(1 ...
Download InChI
Standard InChI Key QMNFFXRFOJIOKZ-UHFFFAOYSA-N

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dihydrofolate reductase inhibitor Dihydrofolate reductase PubMed

Molecule Features

CHEMBL747 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

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 no structural alerts for CHEMBL747

Alternate Forms of Compound in ChEMBL


CHEMBL747

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 CHEMBL747. 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
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 1.000
CHEMBL2575 Dihydrofolate reductase Gallus gallus 1.000
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 0.999
CHEMBL1075051 Dihydrofolate reductase Bos taurus 0.999
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.860



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 1.000
CHEMBL2575 Dihydrofolate reductase Gallus gallus 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL1075051 Dihydrofolate reductase Bos taurus 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 0.999
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.718

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
251.7 251.0938 1.62 1 80 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 5 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.27 .95 -.69 1 17 0.79

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01B - ANTIMALARIALS
P01BB - Biguanides
P01BB02 - cycloguanil embonate

ChemSpider ChemSpider:QMNFFXRFOJIOKZ-UHFFFAOYSA-N
Wikipedia Cycloguanil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL747



ACToR 516-21-2
BindinDB 18792
FDA SRS 26RM326WVN
Human Metabolome Database HMDB60974
IBM Patent System BFEA2A907492B3FC8138F172EFBF376E
IBM Patents WO2010024870A1 US6331289 EP1137386B8 US6372712 US5446070 US5719197 US6737237 US20040082549 EP2117513A2 WO2009015286A2 US20100226943 US20100160402 WO2000018769A2 US20060094736 US20060078604 EP2063905A2 EP0458887A1 US7253177 EP2266625A2 WO2009048957A1 US6443898 US7122198 US20080284599 US6693217 US20030092667 EP2259799A1 US5236966 EP1807033A2 US20070265236 EP0490250A2 EP1972630A1 US6921531 US20100028370 EP0414730B1 EP1137386B1 WO2006094799A2 EP1947091A1 WO2009118327A1 EP1303596B1 EP1554572A2 EP0740528B1 US6680308 WO2001039749A2 EP0660714B1 US20080113945 US5474784 EP1967515A1 WO2009126274A2 EP2246329A1 US20040141922 US5853752 WO2007147772A1 US5342624 WO2003009815A2 US20100222425 WO1996040108A1 EP0726761B1 EP1079859A1 US5585112 US7078015 EP2266622A2 US20040115258 EP1021204B1 WO2001087286A2 EP1021204A2 EP1687312B1 WO2008127381A2 WO2008022345A2 EP0878190A1 EP0504290B1 WO2010135427A2 WO1999052938A2 US6527759 US4882166 US20050163716 EP2147679A2 WO2009103128A1 US6024976 US6200600 EP1554572B1 US20030003055 WO1994012164A1 WO1993017671A1 US20090281024 US20090099220 US4814182 EP0634927B1 US20080213179 EP0691992B1 US20050281772 US20080021073 WO2010065925A1 EP0740528A1 US7790905 EP1534823A2 US20030039613 US20030130205 EP1807118A2 EP1229793A1 US20060264458
Nikkaji J6.306A
PDBe 1CY
PubChem 9049
PubChem: Thomson Pharma 14823479
SureChEMBL SCHEMBL140230

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