Compound Detail

CHEMBL3545311

BRIGATINIB

💊 Approved Drug

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💊 Approved Drug

COc1cc(N2CCC(N3CCN(C)CC3)CC2)ccc1Nc1ncc(Cl)c(Nc2ccccc2P(C)(C)=O)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3545311
Name	BRIGATINIB
Phase	Approved
Structure Type	MOL
InChI Key	AILRADAXUVEEIR-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Alunbrig Ap-26113 AP26113 Brigatinib

Targets

349

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

584.1

MW (Da)

5.09

ALogP

HBA

HBD

85.9

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2017
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

Flags

Natural Product

USAN Stem	-tinib
USAN Year	2014

Extended Properties

Molecular Formula	C29H39ClN7O2P
MW	584.11
Aromatic Rings	3
Heavy Atoms	40
NP-Likeness	-1.32

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
ALK tyrosine kinase receptor inhibitor	INHIBITOR	ALK tyrosine kinase receptor	✓	✓
Epidermal growth factor receptor erbB1 inhibitor	INHIBITOR	Epidermal growth factor receptor	✓	✓

Indications

Carcinoma, Non-Small-Cell Lung Neoplasms Carcinoma Lung Neoplasms Lymphoma, Large-Cell, Anaplastic

ATC Classification

L01ED04

brigatinib

Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS

Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 347 meas. best 10.19

EC50 2 meas. best 6.53

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
BaF3 CHEMBL614524	IC50	10.19	7.119	0.1	41
ALK tyrosine kinase receptor CHEMBL4247	IC50	9.43	8.616	0.4	20
Epidermal growth factor receptor CHEMBL203	IC50	9.15	7.7004	0.7	74
Tyrosine-protein kinase Fer CHEMBL3982	IC50	8.89	8.89	1.3	1
A-431 CHEMBL614069	IC50	8.87	6.6717	1.4	6
PC-9 CHEMBL614102	IC50	8.84	6.6655	1.5	11
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.82	7.4543	1.5	7
SR CHEMBL614300	IC50	8.72	8.59	1.9	3
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	IC50	8.72	8.72	1.9	2
HCC827 CHEMBL4296422	IC50	8.52	7.6533	3.0	3
Tyrosine-protein kinase Fes/Fps CHEMBL5455	IC50	8.46	8.46	3.5	1
Focal adhesion kinase 1 CHEMBL2695	IC50	8.41	8.41	3.9	1
Protein-tyrosine kinase 6 CHEMBL4601	IC50	8.39	8.39	4.1	1
Testis-specific serine/threonine-protein kinase 1 CHEMBL6003	IC50	8.36	8.36	4.4	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	IC50	8.25	8.22	5.6	2
Unchecked CHEMBL612545	IC50	8.25	6.7228	5.6	46
EML4-ALK CHEMBL3883330	IC50	8.05	7.3292	9.0	25
Ribosomal protein S6 kinase alpha-2 CHEMBL3906	IC50	7.89	7.89	13.0	1
Leukocyte tyrosine kinase receptor CHEMBL5627	IC50	7.85	7.85	14.0	1
Protein cereblon/EML4/ALK CHEMBL4296166	IC50	7.85	7.85	14.0	1
ROS1-SDC4 CHEMBL5303568	IC50	7.8	7.8	16.0	1
CD74-ROS1 CHEMBL4680046	IC50	7.75	7.75	18.0	1
Tyrosine-protein kinase Yes CHEMBL2073	IC50	7.72	7.72	19.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	7.66	7.4733	22.0	3
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.64	7.64	23.0	1
Protein-tyrosine kinase 2-beta CHEMBL5469	IC50	7.62	7.62	24.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	7.6	7.19	24.9	3
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	IC50	7.58	7.58	26.0	1
Receptor tyrosine-protein kinase erbB-4 CHEMBL3009	IC50	7.57	7.57	27.0	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	IC50	7.54	7.54	29.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.54	6.52	29.0	2
Serine/threonine-protein kinase Chk1 CHEMBL4630	IC50	7.52	7.52	30.0	1
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	IC50	7.52	7.52	30.0	1
NCI-H2228 CHEMBL1075536	IC50	7.51	7.375	31.2	2
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	7.39	7.14	41.0	2
Ribosomal protein S6 kinase alpha-6 CHEMBL4924	IC50	7.38	7.38	42.0	1
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	7.38	7.38	42.0	1
Insulin receptor-related protein CHEMBL5483	IC50	7.35	7.35	45.0	1
NUAK family SNF1-like kinase 1 CHEMBL5784	IC50	7.33	7.33	47.0	2
Calcium/calmodulin-dependent protein kinase type II subunit gamma CHEMBL3829	IC50	7.32	7.32	48.0	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	IC50	7.29	7.29	51.0	1
Tyrosine-protein kinase FRK CHEMBL4223	IC50	7.28	7.28	52.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	7.24	7.24	58.0	1
Hepatocyte growth factor receptor CHEMBL3717	IC50	7.16	7.16	70.0	1
Calcium/calmodulin-dependent protein kinase kinase 2 CHEMBL5284	IC50	7.09	7.09	82.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	7.08	6.9167	83.0	3
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	7.06	7.06	88.0	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	IC50	7.03	7.03	93.0	1
Serine/threonine-protein kinase D3 CHEMBL2595	IC50	7.02	7.02	95.0	1
Phosphorylase b kinase gamma catalytic chain, liver/testis isoform CHEMBL2349	IC50	6.97	6.97	108.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2268.0	ng.hr.mL-1	Rattus norvegicus
AUC	3954.0	ng.hr.mL-1	Rattus norvegicus
AUC	5772.0	ng.hr.mL-1	Mus musculus
AUC	6493.0	ng.hr.mL-1	Mus musculus
AUC	6502.0	ng.hr.mL-1	Mus musculus
AUC	6493.0	ng.hr.mL-1	Mus musculus
AUC	6502.0	ng.hr.mL-1	Mus musculus
CL	7.667	mL.min-1.kg-1	Rattus norvegicus
CL	3.1	mL.min-1.g-1	Homo sapiens
Cmax	522.16	nM	Rattus norvegicus
Cmax	766.98	nM	Mus musculus
Cmax	1587.03	nM	Mus musculus
Cmax	1587.03	nM	Mus musculus
F	52.0	%	Rattus norvegicus
Fu	0.155	-	Homo sapiens
Fu	0.343	-	Homo sapiens
T1/2	4.8	hr	Rattus norvegicus
T1/2	3.4	hr	Rattus norvegicus
T1/2	5.8	hr	Mus musculus
T1/2	2.8	hr	Mus musculus
T1/2	2.8	hr	Mus musculus
Tmax	4.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
BaF3	IC50	=	0.065	nM	10.19	Antiproliferative activity against mouse BaF3 cells harboring EGFR C797S/Del19/T...	38908104
BaF3	IC50	=	0.071	nM	10.15	Antiproliferative activity against mouse BaF3 cells harboring EGFR C797S/L858R/T...	38908104
ALK tyrosine kinase receptor	IC50	=	0.37	nM	9.43	Inhibition of human ALK using poly[Glu:Tyr] (4:1) as substrate and [gamma-33P]AT...	27144831
BaF3	IC50	=	0.492	nM	9.31	Antiproliferative activity against mouse BaF3 cells harboring EGFR 19 del/T790M/...	35446588
ALK tyrosine kinase receptor	IC50	=	0.6	nM	9.22	Inhibition of human ALK using poly (Glu, Tyr)4:1 as substrate in presence of [ga...	27780853
ALK tyrosine kinase receptor	IC50	=	0.6	nM	9.22	Inhibition of human ALK C1156Y mutant using poly (Glu, Tyr)4:1 as substrate in p...	27780853
Epidermal growth factor receptor	IC50	=	0.7	nM	9.15	Inhibition of EGFR del19/T790M mutant (unknown origin)	35413415
Epidermal growth factor receptor	IC50	=	0.82	nM	9.09	Inhibition of EGFR del18/T790M/C797S triple mutant (unknown origin) using TK as ...	35810715
Epidermal growth factor receptor	IC50	=	0.82	nM	9.09	Inhibition of EGFR Del19/T790M/C797S triple mutant (unknown origin) using TK as ...	37269687
Epidermal growth factor receptor	IC50	=	1.0	nM	9.0	Inhibition of C-terminal His-tagged/ N-terminal GST-tagged recombinant human EGF...	31718182
BaF3	IC50	=	1.0	nM	9.0	Antiproliferative activity against crizotinib resistant mouse BaF3 cells express...	35421578
Epidermal growth factor receptor	IC50	=	1.0	nM	9.0	Inhibition of C-terminal His-tagged/ N-terminal GST-tagged recombinant human EGF...	31718182
ALK tyrosine kinase receptor	IC50	=	1.2	nM	8.92	Binding affinity to ALK (unknown origin)	34138566
Tyrosine-protein kinase Fer	IC50	=	1.3	nM	8.89	Inhibition of human FER using poly (Glu, Tyr)4:1 as substrate in presence of [ga...	27780853
Epidermal growth factor receptor	IC50	=	1.3	nM	8.89	Inhibition of EGFR L858R/T790M/C797S mutant (unknown origin) using TK-substrate ...	37197473
A-431	IC50	=	1.359	nM	8.87	Antiproliferative activity against human A-431 cells harboring wild type EGFR as...	35446588
ALK tyrosine kinase receptor	IC50	=	1.4	nM	8.85	Inhibition of human ALK F1174L mutant using poly (Glu, Tyr)4:1 as substrate in p...	27780853
PC-9	IC50	=	1.454	nM	8.84	Antiproliferative activity against human osimertinib-resistant PC-9 cells harbor...	35446588
Epidermal growth factor receptor	IC50	=	1.5	nM	8.82	Inhibition of EGFR 19D/T790M/C797S mutant (unknown origin) by ELISA	32631532
Epidermal growth factor receptor	IC50	=	1.5	nM	8.82	Inhibition of EGFR L858R/T790M mutant (unknown origin) by ELISA	32631532

Literature References

PubMed	DOI	Target Context	# Activities
27780853	10.1158/1078-0432.ccr-16-0569	EML4-ALK	113
28287083	10.1038/ncomms14768	Unchecked	55
27780853	10.1158/1078-0432.ccr-16-0569	Unchecked	51
27780853	10.1158/1078-0432.ccr-16-0569	ADMET	28
28287083	10.1038/ncomms14768	Epidermal growth factor receptor	26
27780853	10.1158/1078-0432.ccr-16-0569	ALK tyrosine kinase receptor	20
27780853	10.1158/1078-0432.ccr-16-0569	Epidermal growth factor receptor	13
35421578	10.1016/j.bmcl.2022.128730	BaF3	13
28287083	10.1038/ncomms14768	PC-9	12
37839342	10.1016/j.ejmech.2023.115865	Unchecked	10
27780853	10.1158/1078-0432.ccr-16-0569	Receptor-type tyrosine-protein kinase FLT3	10
27780853	10.1158/1078-0432.ccr-16-0569	BaF3	10
-	10.6019/CHEMBL4689842	U2OS	9
34245852	10.1016/j.bmcl.2021.128253	NCI-H2228	9
-	10.6019/CHEMBL4689842	Fibroblast	9
27144831	10.1021/acs.jmedchem.6b00306	Rattus norvegicus	9
27144831	10.1021/acs.jmedchem.6b00306	NON-PROTEIN TARGET	9
37336419	10.1016/j.bmcl.2023.129381	Unchecked	8
-	10.6019/CHEMBL4689842	HEK-293T	8
35413415	10.1016/j.bmcl.2022.128729	Epidermal growth factor receptor	8

Data from ChEMBL 36 via Core Engine