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Compound Detail

CHEMBL270995

BRIVANIB ALANINATE
🧪 Phase III
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🧪 Phase III
Cc1cc2c(F)c(Oc3ncnn4cc(OC[C@@H](C)OC(=O)[C@H](C)N)c(C)c34)ccc2[nH]1

Basic Information

ChEMBL ID CHEMBL270995
Name BRIVANIB ALANINATE
Phase Phase III
Structure Type MOL
InChI Key LTEJRLHKIYCEOX-OCCSQVGLSA-N
Active Moiety CHEMBL377300

Known Names

Alaninate de brivanib Alaninato de brivanib BMS-582664 BMS-582664-02 Brivanib alaninate Brivanib l-alanine ester
9
Targets
10
Activities
2
Assay Types
0
PK Parameters
20
Publications
6
Known Names
6
Indications
2
Mechanisms

Molecular Properties

441.5
MW (Da)
3.42
ALogP
8
HBA
2
HBD
116.8
PSA (Ų)
0.42
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Prodrug
USAN Stem -anib
USAN Year 2005

Extended Properties

Molecular Formula C22H24FN5O4
MW 441.46
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -0.89

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Fibroblast growth factor receptor inhibitor INHIBITOR Fibroblast growth factor receptor
Vascular endothelial growth factor receptor inhibitor INHIBITOR Vascular endothelial growth factor receptor

Indications

Colorectal Neoplasms Carcinoma, Renal Cell Uterine Cervical Neoplasms Carcinoma, Hepatocellular Neoplasms Neoplasms

Activity Summary

Kd 8 meas. best 8.52
IC50 2 meas. best 5.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NUAK family SNF1-like kinase 2
CHEMBL5698
Kd 8.52 8.52 3.0 1
Epithelial discoidin domain-containing receptor 1
CHEMBL5319
Kd 5.98 5.98 1039.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
Kd 5.72 5.72 1892.0 1
Fibroblast growth factor receptor 1
CHEMBL3650
Kd 5.41 5.41 3896.0 1
SARS-CoV-2
CHEMBL4303835
IC50 5.19 5.19 6500.0 2
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
Kd 5.13 5.13 7483.0 1
Serine/threonine-protein kinase 10
CHEMBL3981
Kd 5.07 5.07 8443.0 1
STE20-like serine/threonine-protein kinase
CHEMBL4202
Kd 5.02 5.02 9488.0 1
Mitogen-activated protein kinase kinase kinase kinase 4
CHEMBL6166
Kd 4.34 4.34 46183.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NUAK family SNF1-like kinase 2 Kd = 3.0 nM 8.52 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Epithelial discoidin domain-containing receptor 1 Kd = 1039.0 nM 5.98 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Platelet-derived growth factor receptor beta Kd = 1892.0 nM 5.72 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Fibroblast growth factor receptor 1 Kd = 3896.0 nM 5.41 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
SARS-CoV-2 IC50 = 6500.0 nM 5.19 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
SARS-CoV-2 IC50 = 6500.0 nM 5.19 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
Proto-oncogene tyrosine-protein kinase receptor Ret Kd = 7483.0 nM 5.13 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Serine/threonine-protein kinase 10 Kd = 8443.0 nM 5.07 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
STE20-like serine/threonine-protein kinase Kd = 9488.0 nM 5.02 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Mitogen-activated protein kinase kinase kinase kinase 4 Kd = 46183.0 nM 4.34 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
- 10.6019/CHEMBL3301361 No relevant target 2
- 10.6019/CHEMBL4495565 Vero C1008 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 ADMET 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
18288793 10.1021/jm7013309 Liver 2
29191878 10.1126/science.aan4368 Very long-chain specific acyl-CoA dehydrogenase, mitochondrial 1
29191878 10.1126/science.aan4368 Peroxisomal acyl-coenzyme A oxidase 1 1
29191878 10.1126/science.aan4368 Acyl-CoA dehydrogenase family member 10 1
29191878 10.1126/science.aan4368 Long-chain-fatty-acid--CoA ligase 5 1
29191878 10.1126/science.aan4368 Actin-related protein 2 1
29191878 10.1126/science.aan4368 Actin-related protein 3 1
29191878 10.1126/science.aan4368 Activin receptor type-1 1
29191878 10.1126/science.aan4368 Activin receptor type-1B 1
29191878 10.1126/science.aan4368 Tyrosine-protein kinase ABL2 1
38157838 10.1016/j.bmc.2023.117561 Unchecked 1
29191878 10.1126/science.aan4368 Atypical kinase COQ8A, mitochondrial 1
29191878 10.1126/science.aan4368 Uncharacterized aarF domain-containing protein kinase 5 1

Data from ChEMBL 36 via Core Engine