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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1380
CHEMBL1380
Compound Name ABACAVIR
ChEMBL Synonyms ABACAVIR SULFATE | Epzicom | ABACAVIR SUCCINATE | ZIAGEN | 1592U89 | ABACAVIR
Max Phase 4 (Approved)
Trade Names ABACAVIR SULFATE | ZIAGEN
Molecular Formula C14H18N6O

Additional synonyms for CHEMBL1380 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1nc(NC2CC2)c3ncn([C@@H]4C[C@H](CO)C=C4)c3n1
Standard InChI InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7- ...
Download InChI
Standard InChI Key MCGSCOLBFJQGHM-SCZZXKLOSA-N

Sources

  • British National Formulary
  • 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


CHEMBL1380

Molecule Features

CHEMBL1380 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
LipodystrophyD008060EFO:1000727lipodystrophy2ClinicalTrials
PsoriasisD011565EFO:0000676psoriasis1ClinicalTrials
Hepatitis CD006526EFO:0003047hepatitis C infection1ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection4ClinicalTrials
ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Acquired Immunodeficiency SyndromeD000163EFO:0000765AIDS3ClinicalTrials
HIV InfectionsD015658EFO:0000180HIV-1 infection3ClinicalTrials
Sarcoma, KaposiD012514EFO:0000558Kaposi's sarcoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov ABACAVIR
The Cochrane Collaboration ABACAVIR

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 CHEMBL1380. 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
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL226 Adenosine A1 receptor Homo sapiens 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL251 Adenosine A2a receptor Homo sapiens 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 1.000
CHEMBL4975 Adenosine A1 receptor Bos taurus 0.999
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.998
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 0.997
CHEMBL3712907 Transmembrane domain-containing protein TMIGD3 Homo sapiens 0.993
CHEMBL5314 Tyrosine-protein kinase receptor TYRO3 Homo sapiens 0.966
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 0.874
CHEMBL1075269 Adenosine A3 receptor Mus musculus 0.828
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 0.379
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 0.337



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL226 Adenosine A1 receptor Homo sapiens 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL251 Adenosine A2a receptor Homo sapiens 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 0.999
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 0.999
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.999
CHEMBL3712907 Transmembrane domain-containing protein TMIGD3 Homo sapiens 0.999
CHEMBL4975 Adenosine A1 receptor Bos taurus 0.997
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 0.990
CHEMBL1075269 Adenosine A3 receptor Mus musculus 0.957
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 0.933
CHEMBL5314 Tyrosine-protein kinase receptor TYRO3 Homo sapiens 0.902
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 0.784
CHEMBL4101 cAMP-dependent protein kinase alpha-catalytic subunit Homo sapiens 0.459
CHEMBL255 Adenosine A2b receptor Homo sapiens 0.282
CHEMBL4338 Purine nucleoside phosphorylase Homo sapiens 0.213

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
286.3 286.1542 1.09 4 101.88 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 3 0 7 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 4.86 1.16 1.16 2 21 0.73

Structural Alerts

There are 2 structural alerts for CHEMBL1380. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AF - Nucleoside and nucleotide reverse transcriptase inhibitors
J05AF06 - abacavir

ChemSpider ChemSpider:MCGSCOLBFJQGHM-SCZZXKLOSA-N
DailyMed abacavir sulfate
PubChem SID: 26757979
Wikipedia Abacavir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1380



BindingDB 50366816
ChEBI 421707
ChemicalBook CB5698138
DrugBank DB01048
DrugCentral 34
eMolecules 30512521
FDA SRS WR2TIP26VS
Human Metabolome Database HMDB0015182
IBM Patent System F5D699627E67EE8B47EAF7ADD614BAE6
KEGG Ligand C07624
LINCS LSM-43340
MolPort MolPort-006-069-118
Nikkaji J825.172J
PDBe 1KX
PharmGKB PA448004
PubChem 441300
PubChem: Thomson Pharma 14775540 14799909
SureChEMBL SCHEMBL38632
ZINC ZINC000002015928

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