Compound Detail

CHEMBL483847

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NC(=O)c1cccc(-c2cc(Nc3ccc(OC(F)(F)F)cc3)ncn2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL483847
Phase	Preclinical
Structure Type	MOL
InChI Key	WEVYNIUIFUYDGI-UHFFFAOYSA-N

164

Targets

380

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

374.3

MW (Da)

3.88

ALogP

HBA

HBD

90.1

PSA (Å²)

0.71

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H13F3N4O2
MW	374.32
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-1.49

Activity Summary

IC50 377 meas. best 8.05

EC50 2 meas. best 6.85

Kd 1 meas. best 7.04

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	8.05	6.5475	9.0	4
Bcr/Abl fusion protein CHEMBL2096618	Kd	7.04	7.04	92.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.86	6.2786	138.0	7
ADMET CHEMBL612558	IC50	6.86	6.795	138.0	2
Bcr/Abl fusion protein CHEMBL2096618	EC50	6.85	6.85	140.0	1
LAMA-84 CHEMBL2366090	IC50	6.79	6.79	162.6	1
EM-2 CHEMBL2366281	IC50	6.63	6.63	235.1	1
Bcr/Abl fusion protein CHEMBL2096618	IC50	6.57	6.57	267.0	2
K562 CHEMBL385	IC50	6.56	6.5	273.0	2
BV-173 CHEMBL2366145	IC50	6.54	6.54	285.5	1
MEG-01 CHEMBL2366084	IC50	6.3	6.3	503.4	1
NOS-1 CHEMBL2366141	IC50	6.24	6.24	570.8	1
Unchecked CHEMBL612545	EC50	6.22	6.22	600.0	1
SBC-1 CHEMBL2366327	IC50	6.0	6.0	1002.0	1
LB2241-RCC CHEMBL2366330	IC50	5.51	5.51	3054.5	1
MZ1-PC CHEMBL2366204	IC50	5.49	5.49	3208.7	1
ES6 CHEMBL2366373	IC50	5.49	5.49	3253.7	1
RL95-2 CHEMBL2366168	IC50	5.41	5.41	3927.6	1
LB1047-RCC CHEMBL2366136	IC50	5.28	5.28	5279.8	1
LS-411N CHEMBL2366189	IC50	5.22	5.22	5987.4	1
SUP-T1 CHEMBL614940	IC50	5.21	5.21	6217.3	1
YT CHEMBL2366114	IC50	5.19	5.19	6461.4	1
D-336MG CHEMBL2366113	IC50	5.12	5.12	7541.2	1
NCI-H747 CHEMBL2366087	IC50	5.09	5.09	8042.5	1
LC-2-ad CHEMBL2366260	IC50	5.08	5.08	8385.0	1
A498 CHEMBL614516	IC50	5.08	5.08	8221.9	1
TGBC1TKB CHEMBL2366089	IC50	5.07	5.07	8434.9	1
Unchecked CHEMBL612545	IC50	5.07	5.07	8460.0	1
OVCAR-4 CHEMBL614051	IC50	5.07	5.07	8580.1	1
BB49-HNC CHEMBL2366295	IC50	5.05	5.05	8935.3	1
no-10 CHEMBL2366071	IC50	5.02	5.02	9642.8	1
NCI-H720 CHEMBL2366105	IC50	4.96	4.96	10873.9	1
RL CHEMBL2366175	IC50	4.91	4.91	12455.3	1
DMS-153 CHEMBL2366167	IC50	4.9	4.9	12621.5	1
GI-1 CHEMBL2366272	IC50	4.87	4.87	13476.7	1
LB647-SCLC CHEMBL2366140	IC50	4.83	4.83	14886.6	1
dengue virus type 2 CHEMBL613966	IC50	4.82	4.82	15000.0	1
IST-MEL1 CHEMBL2366094	IC50	4.8	4.8	15777.3	1
SH-4 CHEMBL2366309	IC50	4.79	4.79	16270.0	1
BE-13 CHEMBL2366303	IC50	4.78	4.78	16559.3	1
TE-6 CHEMBL2366144	IC50	4.77	4.77	17114.2	1
ES3 CHEMBL2366135	IC50	4.76	4.76	17439.3	1
TE-10 CHEMBL2366308	IC50	4.74	4.74	18259.7	1
TE-1 CHEMBL2366092	IC50	4.73	4.73	18777.3	1
RCC10RGB CHEMBL2366191	IC50	4.73	4.73	18514.2	1
NB1 CHEMBL2366284	IC50	4.71	4.71	19312.2	1
ETK-1 CHEMBL2366116	IC50	4.68	4.68	21036.3	1
NCI-H1648 CHEMBL2366214	IC50	4.68	4.68	20921.8	1
HT-144 CHEMBL2366291	IC50	4.67	4.67	21207.5	1
LB831-BLC CHEMBL2366222	IC50	4.66	4.66	21828.3	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase ABL1	IC50	=	9.0	nM	8.05	Inhibition of recombinant human c-ABL SH3/SH2/SH1 domain (46 to 531 residues) ex...	30137981
Bcr/Abl fusion protein	Kd	=	92.0	nM	7.04	Inhibition of Bcr-Abl in mouse BA/F3 cells	20828158
ADMET	IC50	=	138.0	nM	6.86	Cytotoxic activity against mouse 32D cells transfected with p210 Bcr-abl	16415863
NON-PROTEIN TARGET	IC50	=	138.0	nM	6.86	Antiproliferation activity against mouse BA/F3 cells expressing Bcr-abl assessed...	16415863
Bcr/Abl fusion protein	EC50	=	140.0	nM	6.85	Inhibition of Bcr-Abl in mouse BA/F3 cells	20828158
LAMA-84	IC50	=	162.64	nM	6.79	SANGER: Inhibition of human LAMA-84 cell growth in a cell viability assay.	-
ADMET	IC50	=	187.0	nM	6.73	Antiproliferative activity against mouse 32D cells transfected with p210 cells e...	16415863
NON-PROTEIN TARGET	IC50	=	194.0	nM	6.71	Growth inhibition of mouse BA/F3 cells transfected with p210 Bcr-abl Y253H mutan...	16415863
EM-2	IC50	=	235.09	nM	6.63	SANGER: Inhibition of human EM-2 cell growth in a cell viability assay.	-
Bcr/Abl fusion protein	IC50	=	267.0	nM	6.57	Inhibition of wild-type BCR-ABL (unknown origin) expressed in mouse Ba/F3 cells ...	31274316
NON-PROTEIN TARGET	IC50	=	268.0	nM	6.57	Antiproliferative activity against human SUP-B15 expressing Bcr-abl assessed as ...	16415863
NON-PROTEIN TARGET	IC50	=	268.0	nM	6.57	Growth inhibition of mouse BA/F3 cells transfected with p210 Bcr-abl E255V mutan...	16415863
Bcr/Abl fusion protein	IC50	=	267.0	nM	6.57	Inhibition of Bcr-abl tyrosine phosphorylation in mouse BA/F3ells p210 Bcr-abl a...	16415863
K562	IC50	=	273.0	nM	6.56	Antiproliferative activity against human K562 expressing Bcr-abl assessed as pro...	16415863
Tyrosine-protein kinase ABL1	IC50	=	273.0	nM	6.56	Inhibition of Abl (unknown origin)	33539089
BV-173	IC50	=	285.53	nM	6.54	SANGER: Inhibition of human BV-173 cell growth in a cell viability assay.	-
K562	IC50	=	360.93	nM	6.44	SANGER: Inhibition of human K-562 cell growth in a cell viability assay.	-
MEG-01	IC50	=	503.36	nM	6.3	SANGER: Inhibition of human MEG-01 cell growth in a cell viability assay.	-
NOS-1	IC50	=	570.75	nM	6.24	SANGER: Inhibition of human NOS-1 cell growth in a cell viability assay.	-
Unchecked	EC50	=	600.0	nM	6.22	Inhibition of Bcr-Abl E225K mutant in mouse BA/F3 cells assessed as cell growth ...	20828158

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	Fibroblast	262
-	10.6019/CHEMBL4689842	HEK-293T	261
-	10.6019/CHEMBL4689842	U2OS	261
16415863	10.1038/nchembio760	NON-PROTEIN TARGET	24
16415863	10.1038/nchembio760	Tyrosine-protein kinase ABL1	13
-	10.6019/CHEMBL5058564	HEK-293T	8
-	10.6019/CHEMBL5058564	Fibroblast	8
16415863	10.1038/nchembio760	Bcr/Abl fusion protein	6
16415863	10.1038/nchembio760	BaF3	5
23398362	10.1042/bj20121418	Tyrosine-protein kinase Lck	4
23398362	10.1042/bj20121418	Cyclin-dependent kinase 5/CDK5 activator 1	4
23398362	10.1042/bj20121418	Serine/threonine-protein kinase mTOR	4
23398362	10.1042/bj20121418	cGMP-dependent protein kinase 1	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase HCK	4
23398362	10.1042/bj20121418	Insulin receptor	4
23398362	10.1042/bj20121418	Insulin-like growth factor 1 receptor	4
23398362	10.1042/bj20121418	Protein kinase C beta type	4
-	10.6019/CHEMBL5058564	U2OS	3
16415863	10.1038/nchembio760	ADMET	3
23398362	10.1042/bj20121418	Casein kinase I isoform gamma-3	2

Data from ChEMBL 36 via Core Engine