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Compound Detail

CHEMBL178654

HKI-357
Phase I
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Phase I
CCOc1cc2ncc(C#N)c(Nc3ccc(OCc4cccc(F)c4)c(Cl)c3)c2cc1NC(=O)/C=C/CN(C)C

Basic Information

ChEMBL ID CHEMBL178654
Name HKI-357
Phase Phase I
Structure Type MOL
InChI Key NERXPXBELDBEPZ-RMKNXTFCSA-N

Known Names

Hki-357
5
Targets
15
Activities
1
Assay Types
0
PK Parameters
20
Publications
1
Known Names

Molecular Properties

574.1
MW (Da)
6.68
ALogP
7
HBA
2
HBD
99.5
PSA (Ų)
0.19
QED
2
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Extended Properties

Molecular Formula C31H29ClFN5O3
MW 574.06
Aromatic Rings 4
Heavy Atoms 41
NP-Likeness -1.59

Activity Summary

IC50 15 meas. best 8.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Receptor tyrosine-protein kinase erbB-2
CHEMBL1824
IC50 8.6 7.2283 2.5 6
Epidermal growth factor receptor
CHEMBL203
IC50 8.6 7.3917 2.5 6
SK-BR-3
CHEMBL613834
IC50 8.6 8.6 2.5 1
A-431
CHEMBL614069
IC50 6.92 6.92 120.0 1
SW-620
CHEMBL612262
IC50 6.29 6.29 511.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SK-BR-3 IC50 = 2.5 nM 8.6 Inhibition of human SKBr3 cell proliferation 15715478
Epidermal growth factor receptor IC50 = 2.5 nM 8.6 Affinity Phenotypic Cellular interaction: (Cell proliferation (Sulforhodamine B ... -
Receptor tyrosine-protein kinase erbB-2 IC50 = 2.5 nM 8.6 Affinity Phenotypic Cellular interaction: (Cell proliferation (Sulforhodamine B ... -
Epidermal growth factor receptor IC50 = 25.0 nM 7.6 Affinity Phenotypic Cellular interaction: (Sulforhodamine B assay (cell prolifer... -
Receptor tyrosine-protein kinase erbB-2 IC50 = 25.0 nM 7.6 Affinity Phenotypic Cellular interaction: (Sulforhodamine B assay (cell prolifer... -
Receptor tyrosine-protein kinase erbB-2 IC50 = 33.0 nM 7.48 Inhibition of human epidermal growth factor receptor-2 (HER-2) autophosphorylati... 15715478
Receptor tyrosine-protein kinase erbB-2 IC50 = 33.0 nM 7.48 Affinity Biochemical interaction: (DELFIA/Time-Resolved Fluorometry Enzyme Assay... -
Epidermal growth factor receptor IC50 = 34.0 nM 7.47 Inhibition of human epidermal growth factor receptor (EGFR) autophosphorylation 15715478
Epidermal growth factor receptor IC50 = 34.0 nM 7.47 Affinity Biochemical interaction: (DELFIA/Time-Resolved Fluorometry Enzyme Assay... -
A-431 IC50 = 120.0 nM 6.92 Inhibition of human A431 cell proliferation 15715478
Epidermal growth factor receptor IC50 = 120.0 nM 6.92 Affinity Phenotypic Cellular interaction: (Cell proliferation (Sulforhodamine B ... -
Receptor tyrosine-protein kinase erbB-2 IC50 = 120.0 nM 6.92 Affinity Phenotypic Cellular interaction: (Cell proliferation (Sulforhodamine B ... -
SW-620 IC50 = 511.0 nM 6.29 Inhibition of human SW620 cell proliferation 15715478
Epidermal growth factor receptor IC50 = 511.0 nM 6.29 Affinity Phenotypic Cellular interaction: (Cell proliferation (Sulforhodamine B ... -
Receptor tyrosine-protein kinase erbB-2 IC50 = 5100.0 nM 5.29 Affinity Phenotypic Cellular interaction: (Cell proliferation (Sulforhodamine B ... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 262
- 10.6019/CHEMBL4689842 Fibroblast 261
- 10.6019/CHEMBL4689842 U2OS 261
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
15715478 10.1021/jm040159c Mus musculus 7
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.6019/CHEMBL5444388 Receptor tyrosine-protein kinase erbB-2 4
- 10.6019/CHEMBL5444388 Epidermal growth factor receptor 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
15715478 10.1021/jm040159c SW-620 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
15715478 10.1021/jm040159c SK-BR-3 1
15715478 10.1021/jm040159c Epidermal growth factor receptor 1
15715478 10.1021/jm040159c Receptor tyrosine-protein kinase erbB-2 1
- 10.6019/CHEMBL5060014 Tyrosine-protein kinase ABL1 1
- 10.6019/CHEMBL5060014 Aurora kinase A 1
- 10.6019/CHEMBL5060014 Bromodomain-containing protein 4 1
- 10.6019/CHEMBL5060014 Cyclin-dependent kinase 2 1

Data from ChEMBL 36 via Core Engine