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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL55
CHEMBL55
Compound Name PENTAMIDINE
ChEMBL Synonyms PENTAMIDINE ISETHIONATE | NEBUPENT | PENTACARINAT [AS ISETHIONATE] | GNF-Pf-3680 | PENTAM | PENTAMIDINE ISETIONATE | MB 800 [AS ISETHIONATE] | RP-2512 | MB-800 | RP 2512 [AS ISETHIONATE) | Pentamidine | Pentamidine diisethionate | PENTAM 300 [AS ISETHIONATE] | NEBUPENT [AS ISETHIONATE]
Max Phase 4 (Approved)
Trade Names PENTACARINAT [AS ISETHIONATE] | PENTAM | NEBUPENT [AS ISETHIONATE] | PENTAM 300 [AS ISETHIONATE] | NEBUPENT | PENTAMIDINE ISETHIONATE
Molecular Formula C19H24N4O2

Additional synonyms for CHEMBL55 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NC(=N)c1ccc(OCCCCCOc2ccc(cc2)C(=N)N)cc1
Standard InChI InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-1 ...
Download InChI
Standard InChI Key XDRYMKDFEDOLFX-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • GSK Malaria Screening
  • MMV Pathogen Box
  • Novartis Malaria Screening
  • 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


CHEMBL55

Molecule Features

CHEMBL55 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:Y Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA DailyMed PubMed
Kinetoplast DNA inhibitor Kinetoplast DNA DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
CARCINOMA, HEPATOCELLULARD006528EFO:0000182HEPATOCELLULAR CARCINOMA1ClinicalTrials
MELANOMAD008545EFO:0000389CUTANEOUS MELANOMA2ClinicalTrials
TRYPANOSOMIASISD014352DOID:10113TRYPANOSOMIASIS4ClinicalTrials
ATC
LEISHMANIASISD007896EFO:0005044LEISHMANIASIS4ATC
COLORECTAL NEOPLASMSD015179EFO:0000365COLORECTAL ADENOCARCINOMA1ClinicalTrials
INFECTIOND007239EFO:0000544INFECTION3ClinicalTrials
PANCREATIC NEOPLASMSD010190EFO:0002618PANCREATIC CARCINOMA1ClinicalTrials

Clinical Data

ClinicalTrials.gov PENTAMIDINE
The Cochrane Collaboration PENTAMIDINE

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 CHEMBL55. 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
CHEMBL3018 Matriptase Homo sapiens 1.000
CHEMBL209 Trypsin I Homo sapiens 1.000
CHEMBL3286 Urokinase-type plasminogen activator Homo sapiens 1.000
CHEMBL204 Thrombin Homo sapiens 1.000
CHEMBL1801 Plasminogen Homo sapiens 1.000
CHEMBL3991 Coagulation factor VII Homo sapiens 1.000
CHEMBL244 Coagulation factor X Homo sapiens 0.993
CHEMBL3769 Trypsin I Bos taurus 0.992
CHEMBL3656 Coagulation factor X Bos taurus 0.974
CHEMBL4618 Leukotriene A4 hydrolase Homo sapiens 0.970
CHEMBL5076 Histamine H3 receptor Cavia porcellus 0.947
CHEMBL1741195 Enteropeptidase Homo sapiens 0.909
CHEMBL3318 Tyrosinase Agaricus bisporus 0.594
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.574
CHEMBL264 Histamine H3 receptor Homo sapiens 0.374
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 0.306
CHEMBL2617 Tryptase beta-1 Homo sapiens 0.230



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL209 Trypsin I Homo sapiens 1.000
CHEMBL3243909 Glandular kallikrein Sus scrofa 1.000
CHEMBL3018 Matriptase Homo sapiens 1.000
CHEMBL204 Thrombin Homo sapiens 1.000
CHEMBL3286 Urokinase-type plasminogen activator Homo sapiens 1.000
CHEMBL1801 Plasminogen Homo sapiens 1.000
CHEMBL3769 Trypsin I Bos taurus 1.000
CHEMBL3991 Coagulation factor VII Homo sapiens 0.999
CHEMBL3656 Coagulation factor X Bos taurus 0.999
CHEMBL244 Coagulation factor X Homo sapiens 0.999
CHEMBL4471 Thrombin Bos taurus 0.998
CHEMBL1873 Tissue-type plasminogen activator Homo sapiens 0.995
CHEMBL4618 Leukotriene A4 hydrolase Homo sapiens 0.979
CHEMBL5076 Histamine H3 receptor Cavia porcellus 0.907
CHEMBL1741195 Enteropeptidase Homo sapiens 0.887
CHEMBL2617 Tryptase beta-1 Homo sapiens 0.714
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.591
CHEMBL2319 Kallikrein 1 Homo sapiens 0.498
CHEMBL4472 Trypsin II Bos taurus 0.467
CHEMBL4444 Vitamin K-dependent protein C Homo sapiens 0.466

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
340.4 340.1899 2.66 10 118.2 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 4 0 6 6 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 12.5 2.85 -.15 2 25 0.3

Structural Alerts

There are 8 structural alerts for CHEMBL55. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01C - AGENTS AGAINST LEISHMANIASIS AND TRYPANOSOMIASIS
P01CX - Other agents against leishmaniasis and trypanosomiasis
P01CX01 - pentamidine isethionate

ChemSpider ChemSpider:XDRYMKDFEDOLFX-UHFFFAOYSA-N
DailyMed pentamidine isethionate
PubChem SID: 50123735 SID: 50123736 SID: 75273
Wikipedia Pentamidine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL55



ACToR 100-33-4
Atlas pentamidine
BindingDB 45440
Brenda 2216 40234 77153
ChEBI 45081
DrugBank DB00738
DrugCentral 2090
eMolecules 1012733
EPA CompTox Dashboard DTXSID7023431
FDA SRS 673LC5J4LQ
Human Metabolome Database HMDB0014876
IBM Patent System E2C80AC1889EC4B2E0213AE6696C930B
KEGG Ligand C07420
LINCS LSM-4540
Mcule MCULE-8512828218
MolPort MolPort-001-792-506
Nikkaji J5.512C
PDBe PNT
PharmGKB PA450850
PubChem 4735
PubChem: Thomson Pharma 14802371
SureChEMBL SCHEMBL3329
ZINC ZINC000001530775

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