Compound Detail

CHEMBL553

ERLOTINIB

💊 Approved Drug

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💊 Approved Drug

C#Cc1cccc(Nc2ncnc3cc(OCCOC)c(OCCOC)cc23)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL553
Name	ERLOTINIB
Phase	Approved
Structure Type	MOL
InChI Key	AAKJLRGGTJKAMG-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

CP-358,774 CP-358774 CP-35877401 Erlotinib R-1415 RG-1415 Ro-508231

357

Targets

1,368

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

393.4

MW (Da)

3.41

ALogP

HBA

HBD

74.7

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2004
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

Flags

Natural Product

USAN Stem	-tinib
USAN Year	2001

Extended Properties

Molecular Formula	C22H23N3O4
MW	393.44
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-1.22

Indications

Biliary Tract Neoplasms Carcinoma, Hepatocellular Carcinoma, Large Cell Carcinoma, Non-Small-Cell Lung Carcinoma, Squamous Cell Carcinoma, Squamous Cell Colorectal Neoplasms Head and Neck Neoplasms Lung Neoplasms Lung Neoplasms Mouth Neoplasms Neoplasm Metastasis Neoplasms Neoplasms Pancreatic Neoplasms Pancreatic Neoplasms Pancreatic Neoplasms Adenocarcinoma, Bronchiolo-Alveolar Adenomatous Polyposis Coli Breast Neoplasms

ATC Classification

L01EB02

erlotinib

Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS

Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 1,032 meas. best 10.54

Kd 270 meas. best 9.46

Ki 39 meas. best 10.0

EC50 27 meas. best 7.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Epidermal growth factor receptor CHEMBL203	IC50	10.54	7.5891	0.0	177
Epidermal growth factor receptor CHEMBL203	Ki	10.0	8.5493	0.1	14
Epidermal growth factor receptor CHEMBL203	Kd	9.46	8.7564	0.3	28
MCF7 CHEMBL387	IC50	8.92	6.344	1.2	35
NON-PROTEIN TARGET CHEMBL3879801	IC50	8.7	5.5692	2.0	72
Cyclin-G-associated kinase CHEMBL4355	Kd	8.51	8.1336	3.1	14
A549 CHEMBL392	IC50	8.1	5.5841	8.0	49
Receptor tyrosine-protein kinase erbB-3 CHEMBL5838	IC50	8.0	8.0	10.0	1
Unchecked CHEMBL612545	IC50	7.9	5.8933	12.5	39
BaF3 CHEMBL614524	EC50	7.8	7.8	16.0	1
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	7.72	7.148	19.0	5
Epidermal growth factor receptor CHEMBL3608	IC50	7.71	7.71	19.3	1
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	Ki	7.7	7.7	19.9	1
HT-29 CHEMBL384	IC50	7.7	6.548	20.0	10
PC-3 CHEMBL390	IC50	7.7	5.88	20.0	8
NCI-H460 CHEMBL396	IC50	7.7	5.4192	20.0	13
HCC827 CHEMBL4296422	IC50	7.7	7.7	20.0	1
PANC-1 CHEMBL614139	IC50	7.7	6.64	20.0	7
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	7.6	7.6	25.0	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	7.58	6.9875	26.0	4
Chorioallantoic membrane CHEMBL2367390	IC50	7.54	5.5325	29.1	4
MIA PaCa-2 CHEMBL614725	IC50	7.52	6.784	30.0	5
NCI-H292 CHEMBL614733	EC50	7.51	7.51	31.0	1
Cyclin-G-associated kinase CHEMBL4355	IC50	7.42	6.73	38.0	2
NCI-H1648 CHEMBL2366214	IC50	7.4	7.4	40.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.3	6.3975	50.1	4
MDA-MB-231 CHEMBL400	IC50	7.3	5.42	50.0	13
STE20-like serine/threonine-protein kinase CHEMBL4202	Ki	7.3	7.3	50.1	1
TE-12 CHEMBL2366278	IC50	7.26	7.26	54.4	1
A-431 CHEMBL614069	IC50	7.26	5.8729	55.0	17
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	7.24	6.4987	58.0	31
Serine/threonine-protein kinase B-raf CHEMBL2331061	IC50	7.22	7.22	60.0	1
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	7.22	7.22	60.0	2
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	7.19	6.4214	64.0	36
BaF3 CHEMBL614524	IC50	7.15	6.6133	71.0	3
HepG2 CHEMBL395	IC50	7.1	5.7118	80.0	22
ECC12 CHEMBL2366180	IC50	7.09	7.09	80.5	1
Dual specificity mitogen-activated protein kinase kinase 5 CHEMBL4948	Kd	7.02	6.215	96.0	2
DiFi CHEMBL6066739	IC50	7.0	7.0	100.0	2
B16-F10 CHEMBL612656	IC50	7.0	6.96	100.0	2
PC-9 CHEMBL614102	IC50	7.0	6.0325	100.0	4
KYSE-520 cell line CHEMBL612701	IC50	6.99	6.99	102.0	1
Mitotic checkpoint serine/threonine-protein kinase BUB1 CHEMBL1772932	Kd	6.95	6.95	113.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	6.89	6.329	130.0	10
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	6.89	5.595	130.0	2
HCT-116 CHEMBL394	IC50	6.85	5.1542	140.0	12
BB30-HNC CHEMBL2366271	IC50	6.83	6.83	147.7	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	6.8	6.8	158.5	1
HUVEC CHEMBL613979	IC50	6.78	6.78	165.2	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	EC50	6.77	6.77	170.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1050.48	ng.hr.mL-1	Mus musculus
AUC	12314.67	ng.hr.mL-1	Mus musculus
AUC	20336.91	ng.hr.mL-1	Mus musculus
AUC	1698.87	ng.hr.mL-1	Mus musculus
CL	7.41	uL.min-1.(10^6cells)-1	Homo sapiens
CL	9.77	uL.min-1.(10^6cells)-1	Rattus norvegicus
CL	18.62	mL.min-1.g-1	Homo sapiens
CL	43.8	mL.min-1.g-1	Homo sapiens
Fu	0.045	-	Rattus norvegicus
Fu	0.029	-	Rattus norvegicus
Fu	0.117	-	Not specified
T1/2	0.5333	hr	Homo sapiens
T1/2	0.5283	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Epidermal growth factor receptor	IC50	=	0.029	nM	10.54	Inhibition of wild type EGFR (unknown origin) using TK-substrate preincubated wi...	37197473
Epidermal growth factor receptor	IC50	=	0.059	nM	10.23	Inhibition of EGFR L858R/C797S mutant (unknown origin) using TK-substrate preinc...	37197473
Epidermal growth factor receptor	Ki	=	0.1	nM	10.0	Inhibition of EGFR deletion (746 to 750 residues) mutant (unknown origin)	26639762
Epidermal growth factor receptor	IC50	=	0.1	nM	10.0	Inhibition of EGFR Leu858Arg mutant by HTRF assay	20222733
Epidermal growth factor receptor	Ki	=	0.1	nM	10.0	Inhibition of wild type EGFR (unknown origin)	26639762
Epidermal growth factor receptor	Ki	=	0.1	nM	10.0	Inhibition of recombinant human N-terminal GST-tagged EGFR catalytic domain (669...	26819674
Epidermal growth factor receptor	Ki	=	0.1	nM	10.0	Inhibition of wild-type EGFR (unknown origin) by high-throughput biochemical scr...	25383627
Epidermal growth factor receptor	Ki	=	0.1	nM	10.0	Inhibition of EGFR T790M/L858R mutant (unknown origin) by high-throughput bioche...	25383627
Epidermal growth factor receptor	IC50	=	0.109	nM	9.96	Inhibition of EGFR L858R mutant (unknown origin) by kinomescan analysis	37499291
Epidermal growth factor receptor	IC50	=	0.2	nM	9.7	Inhibition of wild type EGFR by HTRF assay	20222733
Epidermal growth factor receptor	Ki	=	0.3	nM	9.52	Inhibition of EGFR L858R mutant (unknown origin)	26639762
Epidermal growth factor receptor	Ki	=	0.3	nM	9.52	Inhibition of EGFR T790M/del746 to 750 mutant (unknown origin) by high-throughpu...	25383627
Epidermal growth factor receptor	Kd	=	0.35	nM	9.46	Binding constant for EGFR(L747-T751del,Sins) kinase domain	18183025
Epidermal growth factor receptor	Kd	=	0.35	nM	9.46	Binding constant for EGFR(L747-T751del,Sins) kinase domain	22037378
Epidermal growth factor receptor	IC50	=	0.4	nM	9.4	Inhibition of recombinant human GST-tagged EGFR cytoplasmic domain (668 to 1210 ...	27235841
Epidermal growth factor receptor	IC50	=	0.4	nM	9.4	Inhibition of EGFR (unknown origin)	37191268
Epidermal growth factor receptor	IC50	=	0.4	nM	9.4	Inhibition of human EGFR using poly[Glu:Tyr] (4:1) as substrate in presence of [...	27614407
Epidermal growth factor receptor	IC50	=	0.4	nM	9.4	Inhibition of EGFR	18077425
Epidermal growth factor receptor	Kd	=	0.47	nM	9.33	Binding constant for EGFR(L747-S752del, P753S) kinase domain	22037378
Epidermal growth factor receptor	Kd	=	0.47	nM	9.33	Binding constant for EGFR(L747-S752del, P753S) kinase domain	18183025

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	430
-	10.6019/CHEMBL4689842	Fibroblast	429
-	10.6019/CHEMBL4689842	U2OS	428
-	10.6019/CHEMBL3885881	Rattus norvegicus	408
18077425	10.1073/pnas.0707498104	NON-PROTEIN TARGET	259
9354447	-	DiFi	28
22169601	10.1016/j.bmc.2011.11.023	NON-PROTEIN TARGET	28
29374157	10.1038/s41419-017-0120-6	PC-9/ER	26
38244939	10.1016/j.bmcl.2024.129619	A549	18
18408761	10.1038/onc.2008.109	Epidermal growth factor receptor	17
9354447	-	Unchecked	16
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
18077425	10.1073/pnas.0707498104	COLO	14
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
9354447	-	Epidermal growth factor receptor	11
33062157	10.1021/acsmedchemlett.9b00599	Unchecked	11
18183025	10.1038/nbt1358	Epidermal growth factor receptor	10
39047611	10.1016/j.ejmech.2024.116698	A549	10
22037378	10.1038/nbt.1990	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10

Data from ChEMBL 36 via Core Engine