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Compound Detail

CHEMBL2408045

SAPITINIB
🧪 Phase II
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🧪 Phase II
CNC(=O)CN1CCC(Oc2cc3c(Nc4cccc(Cl)c4F)ncnc3cc2OC)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2408045
Name SAPITINIB
Phase Phase II
Structure Type MOL
InChI Key DFJSJLGUIXFDJP-UHFFFAOYSA-N

Known Names

Azd-8931 AZD8931 Sapitinib
17
Targets
28
Activities
2
Assay Types
7
PK Parameters
20
Publications
3
Known Names
6
Indications
3
Mechanisms

Molecular Properties

473.9
MW (Da)
3.76
ALogP
7
HBA
2
HBD
88.6
PSA (Ų)
0.54
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -tinib

Extended Properties

Molecular Formula C23H25ClFN5O3
MW 473.94
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.41

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Receptor protein-tyrosine kinase erbB-2 inhibitor INHIBITOR Receptor tyrosine-protein kinase erbB-2 ✓ ✓
Receptor tyrosine-protein kinase erbB-3 inhibitor INHIBITOR Receptor tyrosine-protein kinase erbB-3 ✓ ✓
Epidermal growth factor receptor erbB1 inhibitor INHIBITOR Epidermal growth factor receptor ✓ ✓

Indications

Breast Neoplasms Breast Neoplasms Carcinoma, Non-Small-Cell Lung Colorectal Neoplasms Neoplasms Neoplasms

Activity Summary

IC50 14 meas. best 8.52
Kd 14 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Epidermal growth factor receptor
CHEMBL203
 Kd 9.0 9.0 1.0 1
Receptor tyrosine-protein kinase erbB-2
CHEMBL1824
 IC50 8.52 7.992 3.0 5
Epidermal growth factor receptor
CHEMBL203
 IC50 8.4 8.208 4.0 5
Receptor tyrosine-protein kinase erbB-3
CHEMBL5838
 IC50 8.4 8.4 4.0 2
Ephrin type-A receptor 1
CHEMBL5810
 Kd 7.82 7.82 15.0 1
Cyclin-G-associated kinase
CHEMBL4355
 Kd 6.75 6.75 176.0 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
 Kd 6.41 6.41 390.0 1
Unchecked
CHEMBL612545
 IC50 6.38 5.81 420.0 2
Ephrin type-B receptor 4
CHEMBL5147
 Kd 6.25 6.25 556.0 1
Receptor-interacting serine/threonine-protein kinase 2
CHEMBL5014
 Kd 6.12 6.12 751.0 1
Ephrin type-A receptor 5
CHEMBL3987
 Kd 6.08 6.08 835.0 1
Receptor-interacting serine/threonine-protein kinase 3
CHEMBL1795199
 Kd 5.93 5.93 1171.0 1
Adenosine kinase
CHEMBL3589
 Kd 5.85 5.85 1404.0 1
Protein-tyrosine kinase 6
CHEMBL4601
 Kd 5.66 5.66 2202.0 1
Ephrin type-B receptor 2
CHEMBL3290
 Kd 5.64 5.64 2282.0 1
Tyrosine-protein kinase Lyn
CHEMBL3905
 Kd 5.61 5.61 2479.0 1
Ephrin type-A receptor 4
CHEMBL3988
 Kd 5.13 5.13 7399.0 1
Ephrin type-A receptor 2
CHEMBL2068
 Kd 5.09 5.09 8198.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 31280.04 ng.hr.mL-1 Mus musculus
CL 1.1 mL.min-1.kg-1 Canis lupus familiaris
CL 13.0 mL.min-1.kg-1 Rattus norvegicus
F 89.0 % Canis lupus familiaris
F 38.0 % Rattus norvegicus
Fu 0.072 - Rattus norvegicus
Fu 0.067 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Epidermal growth factor receptor Kd = 1.0 nM 9.0 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Receptor tyrosine-protein kinase erbB-2 IC50 = 3.0 nM 8.52 Inhibition of human HER2 expressed in baculovirus/Sf21 system by ELISA 30878832
Receptor tyrosine-protein kinase erbB-2 IC50 = 3.0 nM 8.52 Inhibition of heregulin-stimulated HER2 phosphorylation in human MCF7 cells 24900741
Epidermal growth factor receptor IC50 = 4.0 nM 8.4 Inhibition of EGF-stimulated EGFR phosphorylation in human KB cells 24900741
Epidermal growth factor receptor IC50 = 4.0 nM 8.4 Inhibition of human EFGR expressed in baculovirus/Sf21 system by ELISA 30878832
Receptor tyrosine-protein kinase erbB-3 IC50 = 4.0 nM 8.4 Inhibition of human HER3 expressed in baculovirus/Sf21 system by ELISA 30878832
Epidermal growth factor receptor IC50 = 4.0 nM 8.4 Inhibition of EGFR in human A431 cells assessed as reduction in EGF-stimulated E... 30973735
Receptor tyrosine-protein kinase erbB-3 IC50 = 4.0 nM 8.4 Inhibition of heregulin-stimulated HER3 phosphorylation in human MCF7 cells 24900741
Epidermal growth factor receptor IC50 = 12.0 nM 7.92 Inhibition of human EGFR kinase domain expressed in baculovirus/Sf21 system by E... 24900741
Epidermal growth factor receptor IC50 = 12.0 nM 7.92 Inhibition of human EGFR expressed in baculovirus/Sf21 system in presence of ATP... 27769671
Receptor tyrosine-protein kinase erbB-2 IC50 = 14.0 nM 7.85 Inhibition of human HER2 kinase domain expressed in baculovirus/Sf21 system by E... 24900741
Receptor tyrosine-protein kinase erbB-2 IC50 = 14.0 nM 7.85 Inhibition of human HER2 expressed in baculovirus/Sf21 system in presence of ATP... 27769671
Ephrin type-A receptor 1 Kd = 15.0 nM 7.82 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Receptor tyrosine-protein kinase erbB-2 IC50 = 60.0 nM 7.22 Inhibition of full-length HER2 phosphorylation transfected in in human MCF-7 cl.... 24900741
Cyclin-G-associated kinase Kd = 176.0 nM 6.75 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Proto-oncogene tyrosine-protein kinase receptor Ret Kd = 390.0 nM 6.41 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Unchecked IC50 = 420.0 nM 6.38 Antiproliferative activity against human UCH1 cells measured after 72 hrs by ala... 30973735
Ephrin type-B receptor 4 Kd = 556.0 nM 6.25 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Receptor-interacting serine/threonine-protein kinase 2 Kd = 751.0 nM 6.12 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Ephrin type-A receptor 5 Kd = 835.0 nM 6.08 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878

Literature References

PubMed DOI Target Context # Activities
29191878 10.1126/science.aan4368 Unchecked 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
24900741 10.1021/ml400146c Unchecked 4
24900741 10.1021/ml400146c Canis familiaris 3
24900741 10.1021/ml400146c Rattus norvegicus 3
24900741 10.1021/ml400146c Receptor tyrosine-protein kinase erbB-2 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
30973735 10.1021/acs.jmedchem.9b00350 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
24900741 10.1021/ml400146c No relevant target 2
24900741 10.1021/ml400146c Plasma 2
24900741 10.1021/ml400146c Epidermal growth factor receptor 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
24900741 10.1021/ml400146c Cytochrome P450 2C19 1
38157838 10.1016/j.bmc.2023.117561 Unchecked 1
24900741 10.1021/ml400146c Cytochrome P450 1A2 1
24900741 10.1021/ml400146c Cytochrome P450 2C9 1
24900741 10.1021/ml400146c Cytochrome P450 3A4 1
24900741 10.1021/ml400146c Caco-2 1
24900741 10.1021/ml400146c Hepatocyte 1

Data from ChEMBL 36 via Core Engine