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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1377
CHEMBL1377
Compound Name CHLOROGUANIDE
ChEMBL Synonyms Proguanil chloride | PALUDRINE | PROGUANIL HYDROCHLORIDE | 336U50 | CHLOROGUANIDE HYDROCHLORIDE | PROGUANIL | GWAH7673A
Max Phase 4 (Approved)
Trade Names PALUDRINE
Molecular Formula C11H16ClN5

Additional synonyms for CHEMBL1377 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)NC(=N)NC(=N)Nc1ccc(Cl)cc1
Standard InChI InChI=1S/C11H16ClN5/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4 ...
Download InChI
Standard InChI Key SSOLNOMRVKKSON-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Manually Added Drugs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1377

Molecule Features

CHEMBL1377 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
MalariaD008288EFO:0001068malaria2ClinicalTrials
ClinicalTrials
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia1ClinicalTrials
Malaria, FalciparumD016778EFO:0007444Plasmodium falciparum malaria3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov CHLOROGUANIDE
The Cochrane Collaboration CHLOROGUANIDE

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 CHEMBL1377. 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
CHEMBL244 Coagulation factor X Homo sapiens 0.948
CHEMBL2820 Coagulation factor XI Homo sapiens 0.940

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL244 Coagulation factor X Homo sapiens 0.889
CHEMBL2820 Coagulation factor XI Homo sapiens 0.838
CHEMBL4187 Sodium channel protein type II alpha subunit Homo sapiens 0.645
CHEMBL1741203 Scavenger receptor class B member 1 Mus musculus 0.238

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
253.7 253.1094 2.21 2 83.79 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 11.14 2.48 1.13 1 17 0.41

Structural Alerts

There are 5 structural alerts for CHEMBL1377. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01B - ANTIMALARIALS
P01BB - Biguanides
P01BB51 - proguanil, combinations

P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01B - ANTIMALARIALS
P01BB - Biguanides
P01BB01 - proguanil

ChemSpider ChemSpider:SSOLNOMRVKKSON-UHFFFAOYSA-N
DailyMed proguanil hydrochloride
PubChem SID: 11112433 SID: 174006624
Wikipedia Proguanil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1377



ACToR 500-92-5 46920-30-3
ChEBI 8455
DrugBank DB01131
DrugCentral 2282
EPA CompTox Dashboard DTXSID3022794
FDA SRS S61K3P7B2V
Guide to Pharmacology 9676
Human Metabolome Database HMDB0015263
IBM Patent System F3BE28661B905FFD0090962F40197BFB
KEGG Ligand C07631
LINCS LSM-2618
MolPort MolPort-027-720-649
Nikkaji J9.398J
PharmGKB PA451124
PubChem 5353897 4923 6178111
PubChem: Thomson Pharma 14823534
SureChEMBL SCHEMBL16894670 SCHEMBL45726 SCHEMBL17300525
ZINC ZINC000095452610

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