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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL361497
CHEMBL361497
Compound Name ARTESUNATE
ChEMBL Synonyms ARSUMAX | ARTESUNATE | Sodium Aresunate | Sodium Artesunate
Max Phase 4 (Approved)
Trade Names ARSUMAX
Molecular Formula C19H28O8

Additional synonyms for CHEMBL361497 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H]1CC[C@H]2[C@@H](C)[C@H](OC(=O)CCC(=O)O)O[C@@H]3O[C@@] ...
Download SMILES
Standard InChI InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21 ...
Download InChI
Standard InChI Key FIHJKUPKCHIPAT-AHIGJZGOSA-N

Sources

  • Manually Added Drugs
  • Open Source Malaria Screening
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL361497

Molecule Features

CHEMBL361497 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Unknown

Mechanism of Action

Mechanism of Action ChEMBL Target References
Unknown Not Available

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
SchistosomiasisD012552EFO:1001475schistosomiasis3ClinicalTrials
Schistosomiasis haematobiaD012553EFO:0007530urinary schistosomiasis2ClinicalTrials
MalariaD008288EFO:0001068malaria3ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
Malaria, FalciparumD016778EFO:0007444Plasmodium falciparum malaria3ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma1ClinicalTrials
Cytomegalovirus InfectionsD003586EFO:0001062cytomegalovirus infection3ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma1ClinicalTrials
Malaria, VivaxD016780EFO:0007445Plasmodium vivax malaria3ClinicalTrials

Clinical Data

ClinicalTrials.gov ARTESUNATE
The Cochrane Collaboration ARTESUNATE

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 CHEMBL361497. 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
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.965
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 0.950
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.889
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.735
CHEMBL3262 Lanosterol synthase Rattus norvegicus 0.268

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5800 Falcipain 2 Plasmodium falciparum 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 0.998
CHEMBL4370 UDP-glucuronosyltransferase 2B7 Homo sapiens 0.937
CHEMBL3985 Voltage-dependent calcium channel alpha2delta subunit Sus scrofa 0.932
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 0.818

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
384.4 384.1784 2.6 4 100.52 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 1 0 8 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.28 - 3.29 .26 0 27 0.58

Structural Alerts

There are 9 structural alerts for CHEMBL361497. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01B - ANTIMALARIALS
P01BE - Artemisinin and derivatives, plain
P01BE03 - artesunate

ChemSpider ChemSpider:FIHJKUPKCHIPAT-AHIGJZGOSA-N

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL361497



ChEBI 63918
DrugBank DB09274
DrugCentral 247
eMolecules 1935656 29933844 31224737
FDA SRS 60W3249T9M
Human Metabolome Database HMDB0240267
Mcule MCULE-7041587395
MolPort MolPort-006-392-384
Nikkaji J258.545F
PubChem 6917864
PubChem: Drugs of the Future 12013392
PubChem: Thomson Pharma 16514266
SureChEMBL SCHEMBL14552891
ZINC ZINC000014096305

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