ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL747
CHEMBL747
Compound Name CYCLOGUANIL
ChEMBL Synonyms CHLOROGUANIDE TRIAZINE PAMOATE | CYCLOGUANIL EMBONATE | Cycloguanil | Malarone | CYCLOGUANIL PAMOATE | PAM-MR-807-23A | GNF-Pf-2519 | CN-14,329-23A | CI-501
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

Sources

  • GSK Malaria Screening
  • Manually Added Drugs
  • Novartis Malaria Screening
  • PubChem BioAssays
  • Scientific Literature
  • St Jude Leishmania Screening
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL747

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:Unknown

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov CYCLOGUANIL
The Cochrane Collaboration CYCLOGUANIL

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
CHEMBL2575 Dihydrofolate reductase Gallus gallus 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 1.000
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL1075051 Dihydrofolate reductase Bos taurus 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 0.999
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.679



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2575 Dihydrofolate reductase Gallus gallus 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL4614 Dihydrofolate reductase Leishmania major 1.000
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL1075051 Dihydrofolate reductase Bos taurus 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 0.998
CHEMBL4822 Beta-secretase 1 Homo sapiens 0.583
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.496

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
251.7 251.0938 0.98 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 0.78

Structural Alerts

There are no structural alerts for CHEMBL747

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
BindingDB 18792
Brenda 154528 2516 155220
ChEBI 135029
DrugCentral 754
EPA CompTox Dashboard DTXSID9022867
FDA SRS 26RM326WVN
Human Metabolome Database HMDB0060974
IBM Patent System BFEA2A907492B3FC8138F172EFBF376E
Mcule MCULE-4591882669
Nikkaji J6.306A
PDBe 1CY
PubChem 9049
PubChem: Thomson Pharma 14823479
SureChEMBL SCHEMBL140230
ZINC ZINC000000001233

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