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Compound Detail

CHEMBL1567

SUNITINIB MALATE
💊 Approved Drug
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💊 Approved Drug
CCN(CC)CCNC(=O)c1c(C)[nH]c(/C=C2\C(=O)Nc3ccc(F)cc32)c1C.O=C(O)C[C@H](O)C(=O)O

Basic Information

ChEMBL ID CHEMBL1567
Name SUNITINIB MALATE
Phase Approved
Structure Type MOL
InChI Key LBWFXVZLPYTWQI-IPOVEDGCSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL535
Active Moiety CHEMBL535

Known Names

PHA-290940AD SU-010398 SU-011248 L-MALATE SALT SU010398 SU011248 L-MALATE SALT Sunitinib l-malate Sunitinib malate Sutent
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
7
Publications
8
Known Names
20
Indications
6
Mechanisms

Molecular Properties

398.5
MW (Da)
3.33
ALogP
3
HBA
3
HBD
77.2
PSA (Ų)
0.63
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2006
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning
USAN Stem -tinib

Extended Properties

Molecular Formula C26H33FN4O7
MW 532.57
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -1.21

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Macrophage colony stimulating factor receptor inhibitor INHIBITOR Macrophage colony-stimulating factor 1 receptor
Stem cell growth factor receptor inhibitor INHIBITOR Mast/stem cell growth factor receptor Kit
Tyrosine-protein kinase receptor FLT3 inhibitor INHIBITOR Receptor-type tyrosine-protein kinase FLT3
Platelet-derived growth factor receptor inhibitor INHIBITOR Platelet-derived growth factor receptor
Vascular endothelial growth factor receptor inhibitor INHIBITOR Vascular endothelial growth factor receptor
Tyrosine-protein kinase receptor RET inhibitor INHIBITOR Proto-oncogene tyrosine-protein kinase receptor Ret

Indications

Carcinoma, Renal Cell Carcinoma, Renal Cell Carcinoma, Renal Cell Gastrointestinal Stromal Tumors Neuroendocrine Tumors Breast Neoplasms Breast Neoplasms Carcinoma, Hepatocellular Carcinoma, Islet Cell Carcinoma, Non-Small-Cell Lung Kidney Neoplasms Kidney Neoplasms Pancreatic Neoplasms Adenocarcinoma, Follicular Adenoma, Islet Cell Astrocytoma Astrocytoma Breast Neoplasms, Male Carcinoma, Medullary Carcinoma, Ovarian Epithelial

Drug Warnings

Black Box Warning
hepatotoxicity
Country: United States
Black Box Warning
hematological toxicity
Country: United States

Activity Summary

IC50 4 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Platelet-derived growth factor receptor beta
CHEMBL1913
IC50 8.7 8.7 2.0 1
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
IC50 7.92 7.92 12.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
IC50 7.1 7.1 80.0 1
ACHN
CHEMBL614519
IC50 5.7 5.7 2000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
24894557 10.1016/j.bmcl.2014.05.005 Chorioallantoic membrane 2
18694641 10.1016/j.bmcl.2008.07.093 Macrophage colony-stimulating factor 1 receptor 1
18694641 10.1016/j.bmcl.2008.07.093 NIH3T3 1
25124114 10.1016/j.bmcl.2014.07.066 ACHN 1
37944387 10.1016/j.ejmech.2023.115928 Vascular endothelial growth factor receptor 2 1
37944387 10.1016/j.ejmech.2023.115928 Platelet-derived growth factor receptor beta 1
38157838 10.1016/j.bmc.2023.117561 Unchecked 1

Data from ChEMBL 36 via Core Engine