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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL180022
CHEMBL180022
Compound Name NERATINIB
ChEMBL Synonyms WAY-179272 | NERATINIB | HKI-272 | NERLYNX | NERATINIB MALEATE | CDP-820
Max Phase 4 (Approved)
Trade Names NERLYNX
Molecular Formula C30H29ClN6O3

Additional synonyms for CHEMBL180022 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOc1cc2ncc(C#N)c(Nc3ccc(OCc4ccccn4)c(Cl)c3)c2cc1NC(=O)\C=C\ ...
Download SMILES
Standard InChI InChI=1S/C30H29ClN6O3/c1-4-39-28-16-25-23(15-26(28)36-29(38) ...
Download InChI
Standard InChI Key JWNPDZNEKVCWMY-VQHVLOKHSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL180022

Molecule Features

CHEMBL180022 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Epidermal growth factor receptor inhibitor Epidermal growth factor receptor FDA
Epidermal growth factor receptor erbB1 inhibitor Epidermal growth factor receptor erbB1 PubMed PubMed
Receptor protein-tyrosine kinase erbB-2 inhibitor Receptor protein-tyrosine kinase erbB-2 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma1ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm3ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma4FDA
ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
CarcinomaD002277EFO:0000313carcinoma1ClinicalTrials

Clinical Data

ClinicalTrials.gov NERATINIB
The Cochrane Collaboration NERATINIB

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 CHEMBL180022. 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
CHEMBL203 Epidermal growth factor receptor erbB1 Homo sapiens 1.000
CHEMBL1824 Receptor protein-tyrosine kinase erbB-2 Homo sapiens 1.000
CHEMBL3009 Receptor protein-tyrosine kinase erbB-4 Homo sapiens 1.000
CHEMBL3905 Tyrosine-protein kinase Lyn Homo sapiens 1.000
CHEMBL2250 Tyrosine-protein kinase BLK Homo sapiens 1.000
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 1.000
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 1.000
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 1.000
CHEMBL4355 Serine/threonine-protein kinase GAK Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 1.000
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 1.000
CHEMBL3587 Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens 1.000
CHEMBL5358 Eukaryotic translation initiation factor 2-alpha kinase 4 Homo sapiens 1.000
CHEMBL4899 Mitogen-activated protein kinase kinase kinase 8 Homo sapiens 1.000
CHEMBL3835 Serine/threonine-protein kinase NEK2 Homo sapiens 0.998
CHEMBL6166 Mitogen-activated protein kinase kinase kinase kinase 4 Homo sapiens 0.997
CHEMBL4525 Serine/threonine-protein kinase 17A Homo sapiens 0.990
CHEMBL2073 Tyrosine-protein kinase YES Homo sapiens 0.980
CHEMBL258 Tyrosine-protein kinase LCK Homo sapiens 0.963



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL203 Epidermal growth factor receptor erbB1 Homo sapiens 1.000
CHEMBL1824 Receptor protein-tyrosine kinase erbB-2 Homo sapiens 1.000
CHEMBL3009 Receptor protein-tyrosine kinase erbB-4 Homo sapiens 1.000
CHEMBL3905 Tyrosine-protein kinase Lyn Homo sapiens 1.000
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 1.000
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 1.000
CHEMBL2250 Tyrosine-protein kinase BLK Homo sapiens 1.000
CHEMBL4367 Tyrosine-protein kinase TXK Homo sapiens 1.000
CHEMBL3886 Mixed lineage kinase 7 Homo sapiens 1.000
CHEMBL4852 Mitogen-activated protein kinase kinase kinase kinase 5 Homo sapiens 1.000
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 1.000
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 1.000
CHEMBL4454 Tyrosine-protein kinase FGR Homo sapiens 1.000
CHEMBL5274 Tyrosine-protein kinase receptor Tie-1 Homo sapiens 1.000
CHEMBL5699 Serine/threonine-protein kinase SIK2 Homo sapiens 1.000
CHEMBL2634 Tyrosine-protein kinase CSK Homo sapiens 1.000
CHEMBL1075167 Homeodomain-interacting protein kinase 4 Homo sapiens 1.000
CHEMBL5749 Mitogen-activated protein kinase kinase kinase kinase 1 Homo sapiens 1.000
CHEMBL5698 NUAK family SNF1-like kinase 2 Homo sapiens 1.000
CHEMBL4355 Serine/threonine-protein kinase GAK Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
557.1 556.199 5.93 11 112.4 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 2 2 9 2 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.37 8.01 2.05 1.47 4 40 0.22

Structural Alerts

There are 4 structural alerts for CHEMBL180022. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:JWNPDZNEKVCWMY-VQHVLOKHSA-N
DailyMed neratinib maleate
PubChem SID: 124950160
Wikipedia Neratinib

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL180022



ACToR 698387-09-6
BindingDB 50161957
Brenda 213554
ChemicalBook CB2855051
DrugBank DB11828
DrugCentral 5252
eMolecules 24195283
EPA CompTox Dashboard DTXSID70220132
FDA SRS JJH94R3PWB
Guide to Pharmacology 5686
IBM Patent System E006CDA8034FA79F4733592577584FB8
LINCS LSM-42778
MolPort MolPort-006-069-389
Nikkaji J2.688.659G
PubChem 9915743
PubChem: Drugs of the Future 123055351
PubChem: Thomson Pharma 14886227
Selleck Neratinib(HKI-272)
SureChEMBL SCHEMBL571762
ZINC ZINC000003916214

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