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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1323
CHEMBL1323
Compound Name DARUNAVIR
ChEMBL Synonyms Darunavir ethanolate | MC-114 | PREZISTA | DARUNAVIR | UIC-940T | TMC 114
Max Phase 4 (Approved)
Trade Names PREZISTA
Molecular Formula C27H37N3O7S

Additional synonyms for CHEMBL1323 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@H]3OCC[C ...
Download SMILES
Standard InChI InChI=1S/C27H37N3O7S/c1-18(2)15-30(38(33,34)21-10-8-20(28)9- ...
Download InChI
Standard InChI Key CJBJHOAVZSMMDJ-HEXNFIEUSA-N

Sources

  • British National Formulary
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL1323

Molecule Features

CHEMBL1323 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Human immunodeficiency virus type 1 protease inhibitor Human immunodeficiency virus type 1 protease DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Amyotrophic Lateral SclerosisD000690EFO:0000253amyotrophic lateral sclerosis1ClinicalTrials
HIV InfectionsD015658EFO:0000180HIV-1 infection3ClinicalTrials
Hepatitis CD006526EFO:0003047hepatitis C infection1ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
Acquired Immunodeficiency SyndromeD000163EFO:0000765AIDS3ClinicalTrials
Insulin ResistanceD007333EFO:0002614insulin resistance1ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
ClinicalTrials

Clinical Data

ClinicalTrials.gov DARUNAVIR
The Cochrane Collaboration DARUNAVIR

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 CHEMBL1323. 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
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 1.000
CHEMBL2366517 Protease Human immunodeficiency virus 1 1.000
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.397
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.356

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 1.000
CHEMBL2366517 Protease Human immunodeficiency virus 1 1.000
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.662

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
547.7 547.2352 2.38 11 140.42 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 3 1 10 4 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.43 1.75 3.21 3.21 2 38 0.36

Structural Alerts

There are 7 structural alerts for CHEMBL1323. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AE - Protease inhibitors
J05AE10 - darunavir

ChemSpider ChemSpider:CJBJHOAVZSMMDJ-HEXNFIEUSA-N
DailyMed darunavir ethanolate
PubChem SID: 144206187
Wikipedia Darunavir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1323



ACToR 206361-99-1 618109-00-5
BindingDB 8125
Brenda 164284 164283 23670 1901
ChEBI 367163
ChemicalBook CB51176244
DrugBank DB01264
DrugCentral 4143
eMolecules 35833368 36557635
EPA CompTox Dashboard DTXSID0046779
FDA SRS YO603Y8113
Human Metabolome Database HMDB0015393
IBM Patent System E7659B947667B3090BA7ED25930D615C
LINCS LSM-45520
MolPort MolPort-003-846-141
Nikkaji J2.037.394F
PDBe 017
PharmGKB PA163522472
PubChem 213039
PubChem: Drugs of the Future 12015589
PubChem: Thomson Pharma 14788134
SureChEMBL SCHEMBL118546
ZINC ZINC000003955219

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