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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL2017974
CHEMBL2017974
Compound Name BUPARLISIB
ChEMBL Synonyms BKM120-NX | BKM-120 | BUPARLISIB | BKM120-AAA | NVP-BKM120 | BUPARLISIB HYDROCHLORIDE
Max Phase 3
Trade Names
Molecular Formula C18H21F3N6O2

Additional synonyms for CHEMBL2017974 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1cc(c(cn1)c2cc(nc(n2)N3CCOCC3)N4CCOCC4)C(F)(F)F
Standard InChI InChI=1S/C18H21F3N6O2/c19-18(20,21)13-9-15(22)23-11-12(13)14 ...
Download InChI
Standard InChI Key CWHUFRVAEUJCEF-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • Clinical Candidates
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL2017974

Molecule Features

CHEMBL2017974 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Mechanism of Action

Mechanism of Action ChEMBL Target References
PI3-kinase class I inhibitor PI3-kinase class I PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Thyroid NeoplasmsD013964EFO:0002892thyroid carcinoma2ClinicalTrials
Uterine Cervical NeoplasmsD002583EFO:0001061cervical carcinoma2ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme2ClinicalTrials
Liver DiseasesD008107EFO:0001421liver disease1ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0004284upper aerodigestive tract neoplasm2ClinicalTrials
LeukemiaD007938EFO:0000565leukemia1ClinicalTrials
Lymphoma, Large B-Cell, DiffuseD016403EFO:0000403diffuse large B-cell lymphoma1ClinicalTrials
Endometrial NeoplasmsD016889EFO:0004230endometrial neoplasm2ClinicalTrials
Esophageal NeoplasmsD004938EFO:0002916esophageal carcinoma2ClinicalTrials
Gastrointestinal Stromal TumorsD046152Orphanet:44890Gastrointestinal stromal tumor1ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Lymphoma, Mantle-CellD020522EFO:1001469Mantle cell lymphoma2ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000181head and neck squamous cell carcinoma2ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma1ClinicalTrials
Small Cell Lung CarcinomaD055752EFO:0000702small cell lung carcinoma1ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm3ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma1ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
Primary MyelofibrosisD055728EFO:0002430primary myelofibrosis1ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
ThymomaD013945EFO:1000581Thymoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov BUPARLISIB
The Cochrane Collaboration BUPARLISIB

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 CHEMBL2017974. 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
CHEMBL1908389 Mitogen-activated protein kinase kinase kinase 12 Homo sapiens 1.000
CHEMBL4005 PI3-kinase p110-alpha subunit Homo sapiens 1.000
CHEMBL3145 PI3-kinase p110-beta subunit Homo sapiens 1.000
CHEMBL1906 Serine/threonine-protein kinase RAF Homo sapiens 1.000
CHEMBL1075104 Leucine-rich repeat serine/threonine-protein kinase 2 Homo sapiens 0.999
CHEMBL3130 PI3-kinase p110-delta subunit Homo sapiens 0.999
CHEMBL5145 Serine/threonine-protein kinase B-raf Homo sapiens 0.997
CHEMBL2499 PI3-kinase p110-alpha subunit Mus musculus 0.996
CHEMBL2842 Serine/threonine-protein kinase mTOR Homo sapiens 0.985
CHEMBL4282 Serine/threonine-protein kinase AKT Homo sapiens 0.948
CHEMBL2384 Adenosine kinase Rattus norvegicus 0.688
CHEMBL5024 Serine-protein kinase ATR Homo sapiens 0.516



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1908389 Mitogen-activated protein kinase kinase kinase 12 Homo sapiens 1.000
CHEMBL4005 PI3-kinase p110-alpha subunit Homo sapiens 1.000
CHEMBL3145 PI3-kinase p110-beta subunit Homo sapiens 1.000
CHEMBL3130 PI3-kinase p110-delta subunit Homo sapiens 1.000
CHEMBL1075104 Leucine-rich repeat serine/threonine-protein kinase 2 Homo sapiens 1.000
CHEMBL2842 Serine/threonine-protein kinase mTOR Homo sapiens 1.000
CHEMBL1906 Serine/threonine-protein kinase RAF Homo sapiens 0.999
CHEMBL5145 Serine/threonine-protein kinase B-raf Homo sapiens 0.999
CHEMBL2499 PI3-kinase p110-alpha subunit Mus musculus 0.999
CHEMBL1075165 Phosphatidylinositol 3-kinase catalytic subunit type 3 Homo sapiens 0.996
CHEMBL3267 PI3-kinase p110-gamma subunit Homo sapiens 0.980
CHEMBL4282 Serine/threonine-protein kinase AKT Homo sapiens 0.936
CHEMBL2384 Adenosine kinase Rattus norvegicus 0.722
CHEMBL5024 Serine-protein kinase ATR Homo sapiens 0.360
CHEMBL5554 Phosphatidylinositol-4-phosphate 3-kinase C2 domain-containing beta polypeptide Homo sapiens 0.330
CHEMBL3835 Serine/threonine-protein kinase NEK2 Homo sapiens 0.317

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
410.4 410.1678 1.81 3 89.63 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 1 0 8 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 5.94 2.07 2.06 2 29 0.82

Structural Alerts

There are 1 structural alerts for CHEMBL2017974. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:CWHUFRVAEUJCEF-UHFFFAOYSA-N
PubChem SID: 137275918

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL2017974



BindingDB 50380363
ChEBI 71954
ChemicalBook CB82509983
DrugBank DB11666
eMolecules 36000448
EPA CompTox Dashboard DTXSID50241486
FDA SRS 0ZM2Z182GD
Guide to Pharmacology 7878
IBM Patent System B02830343B87A5AA5BAE5A7342352029
LINCS LSM-1148
MolPort MolPort-023-293-494
Nikkaji J3.281.564B
PDBe SD5
PubChem 16654980
PubChem: Thomson Pharma 26514721
Selleck BKM-120
SureChEMBL SCHEMBL146956
ZINC ZINC000043154039

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