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Compound Detail

CHEMBL3039504

NINTEDANIB ESYLATE
💊 Approved Drug
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💊 Approved Drug
CCS(=O)(=O)O.COC(=O)c1ccc2c(c1)NC(=O)/C2=C(\Nc1ccc(N(C)C(=O)CN2CCN(C)CC2)cc1)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3039504
Name NINTEDANIB ESYLATE
Phase Approved
Structure Type MOL
InChI Key MMMVNAGRWOJNMW-FJBFXRHMSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL502835
Active Moiety CHEMBL502835

Known Names

Nintedanib accord Nintedanib esilate Nintedanib esylate Nintedanib ethanesulfonate Ofev Vargatef
10
Targets
10
Activities
1
Assay Types
30
PK Parameters
16
Publications
6
Known Names
4
Indications
3
Mechanisms

Molecular Properties

539.6
MW (Da)
3.62
ALogP
7
HBA
2
HBD
94.2
PSA (Ų)
0.35
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2014
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

First in Class
USAN Stem -anib
USAN Year 2012

Extended Properties

Molecular Formula C33H39N5O7S
MW 649.77
Aromatic Rings 3
Heavy Atoms 40
NP-Likeness -1.13

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Platelet-derived growth factor receptor inhibitor INHIBITOR Platelet-derived growth factor receptor ✓ ✓
Vascular endothelial growth factor receptor inhibitor INHIBITOR Vascular endothelial growth factor receptor ✓ ✓
Fibroblast growth factor receptor inhibitor INHIBITOR Fibroblast growth factor receptor ✓ ✓

Indications

Carcinoma, Non-Small-Cell Lung Idiopathic Pulmonary Fibrosis Lung Diseases, Interstitial Scleroderma, Systemic

Activity Summary

IC50 10 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vascular endothelial growth factor receptor 3
CHEMBL1955
 IC50 7.89 7.89 13.0 1
Vascular endothelial growth factor receptor 2
CHEMBL3337
 IC50 7.89 7.89 13.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 7.68 7.68 21.0 1
Vascular endothelial growth factor receptor 1
CHEMBL1868
 IC50 7.47 7.47 34.0 1
Fibroblast growth factor receptor 2
CHEMBL4142
 IC50 7.43 7.43 37.0 1
Platelet-derived growth factor receptor alpha
CHEMBL2007
 IC50 7.23 7.23 59.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
 IC50 7.19 7.19 65.0 1
Fibroblast growth factor receptor 1
CHEMBL3650
 IC50 7.16 7.16 69.0 1
Fibroblast growth factor receptor 3
CHEMBL2742
 IC50 6.97 6.97 108.0 1
Fibroblast growth factor receptor 4
CHEMBL3973
 IC50 6.21 6.21 610.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2720.0 ng.hr.mL-1 Mus musculus
AUC 375.0 ng.hr.mL-1 Rattus norvegicus
AUC 181.0 ng.hr.mL-1 Rattus norvegicus
AUC 2390.0 ng.hr.mL-1 Macaca fascicularis
AUC 2260.0 ng.hr.mL-1 Macaca fascicularis
AUC 4440.0 ng.hr.mL-1 Macaca mulatta
AUC 2830.0 ng.hr.mL-1 Macaca mulatta
CL - - Mus musculus
CL - - Rattus norvegicus
CL 202.0 mL.min-1.kg-1 Rattus norvegicus
CL - - Macaca fascicularis
CL 37.5 mL.min-1.kg-1 Macaca fascicularis
CL - - Macaca mulatta
CL 30.2 mL.min-1.kg-1 Macaca mulatta
Cmax 1013.64 nM Mus musculus
Cmax 194.57 nM Rattus norvegicus
Cmax 229.78 nM Rattus norvegicus
Cmax 324.29 nM Macaca fascicularis
Cmax 2409.01 nM Macaca fascicularis
Cmax 576.31 nM Macaca mulatta
Cmax 2019.87 nM Macaca mulatta
F - % Mus musculus
F 11.9 % Rattus norvegicus
F 13.2 % Macaca fascicularis
F 23.8 % Macaca mulatta
MRT 5.19 hr Mus musculus
MRT - - Rattus norvegicus
MRT 41.2 hr Rattus norvegicus
MRT - - Macaca fascicularis
MRT 3.82 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vascular endothelial growth factor receptor 2 IC50 = 13.0 nM 7.89 Inhibition of mouse VEGFR2 25474320
Vascular endothelial growth factor receptor 3 IC50 = 13.0 nM 7.89 Inhibition of human VEGFR3 25474320
Vascular endothelial growth factor receptor 2 IC50 = 21.0 nM 7.68 Inhibition of human VEGFR2 25474320
Vascular endothelial growth factor receptor 1 IC50 = 34.0 nM 7.47 Inhibition of human VEGFR1 25474320
Fibroblast growth factor receptor 2 IC50 = 37.0 nM 7.43 Inhibition of human FGFR2 25474320
Platelet-derived growth factor receptor alpha IC50 = 59.0 nM 7.23 Inhibition of human PDGFRalpha 25474320
Platelet-derived growth factor receptor beta IC50 = 65.0 nM 7.19 Inhibition of human PDGFRbeta 25474320
Fibroblast growth factor receptor 1 IC50 = 69.0 nM 7.16 Inhibition of human FGFR1 25474320
Fibroblast growth factor receptor 3 IC50 = 108.0 nM 6.97 Inhibition of human FGFR3 25474320
Fibroblast growth factor receptor 4 IC50 = 610.0 nM 6.21 Inhibition of human FGFR4 25474320

Literature References

PubMed DOI Target Context # Activities
25474320 10.1021/jm501562a Rattus norvegicus 13
25474320 10.1021/jm501562a Cynomolgus monkey 13
25474320 10.1021/jm501562a Rhesus monkey 13
25474320 10.1021/jm501562a Mus musculus 7
25474320 10.1021/jm501562a ADMET 3
25474320 10.1021/jm501562a Vascular endothelial growth factor receptor 2 2
25474320 10.1021/jm501562a Homo sapiens 2
25474320 10.1021/jm501562a NON-PROTEIN TARGET 2
25474320 10.1021/jm501562a Vascular endothelial growth factor receptor 1 1
25474320 10.1021/jm501562a Vascular endothelial growth factor receptor 3 1
25474320 10.1021/jm501562a Fibroblast growth factor receptor 1 1
25474320 10.1021/jm501562a Fibroblast growth factor receptor 2 1
25474320 10.1021/jm501562a Fibroblast growth factor receptor 3 1
25474320 10.1021/jm501562a Fibroblast growth factor receptor 4 1
25474320 10.1021/jm501562a Platelet-derived growth factor receptor alpha 1
25474320 10.1021/jm501562a Platelet-derived growth factor receptor beta 1

Data from ChEMBL 36 via Core Engine