Compound Detail

CHEMBL210618

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CCOc1nc(NC(=O)Cc2cc(OC)ccc2OC)cc(N)c1C#N

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL210618
Phase	Preclinical
Structure Type	MOL
InChI Key	KQMPRSZTUSSXND-UHFFFAOYSA-N

113

Targets

600

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

356.4

MW (Da)

2.13

ALogP

HBA

HBD

119.5

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H20N4O4
MW	356.38
Aromatic Rings	2
Heavy Atoms	26
NP-Likeness	-1.30

Activity Summary

IC50 582 meas. best 10.17

Ki 17 meas. best 8.7

EC50 1 meas. best 6.04

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mitogen-activated protein kinase 10 CHEMBL2637	IC50	10.17	7.756	0.1	5
Mitogen-activated protein kinase 8 CHEMBL2276	Ki	8.7	8.7	2.0	3
c-Jun N-terminal kinase, JNK CHEMBL2096667	Ki	8.4	8.4	4.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	Ki	8.4	8.4	4.0	2
Mitogen-activated protein kinase 8 CHEMBL2276	IC50	7.35	7.35	45.0	2
Mitogen-activated protein kinase 10 CHEMBL2637	Ki	7.28	7.28	52.0	2
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	6.8	6.8	160.0	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	6.1	6.095	794.3	2
c-Jun N-terminal kinase, JNK CHEMBL2096667	EC50	6.04	6.04	920.0	1
NB7 CHEMBL2366345	IC50	5.64	5.64	2274.7	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	5.5	5.5	3162.3	1
Ribosomal protein S6 kinase (P70S6K) CHEMBL2111330	Ki	5.47	5.47	3400.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	Ki	5.33	5.315	4700.0	2
Serine/threonine-protein kinase D2 CHEMBL4900	Ki	5.3	5.2867	5011.9	3
LB2241-RCC CHEMBL2366330	IC50	5.18	5.18	6577.4	1
NCI-H1299 CHEMBL612255	IC50	4.88	4.88	13201.9	1
BV-173 CHEMBL2366145	IC50	4.85	4.85	14050.5	1
HPAF-II CHEMBL1075467	IC50	4.84	4.84	14587.3	1
RS4-11 CHEMBL2366159	IC50	4.78	4.78	16679.5	1
NCI-H1581 CHEMBL1075516	IC50	4.76	4.76	17258.8	1
EW-1 CHEMBL2366364	IC50	4.76	4.76	17188.3	1
SK-PN-DW CHEMBL2366108	IC50	4.75	4.75	17948.5	1
KP-4 CHEMBL1075482	IC50	4.72	4.72	19108.7	1
DU-145 CHEMBL613508	IC50	4.7	4.7	19874.8	1
ACHN CHEMBL614519	IC50	4.69	4.69	20621.3	1
HuO-3N1 CHEMBL1075475	IC50	4.67	4.67	21431.8	1
A 172 CHEMBL614512	IC50	4.67	4.67	21263.0	1
QIMR-WIL CHEMBL2366337	IC50	4.65	4.65	22327.4	1
NCI-H1650 CHEMBL1075518	IC50	4.64	4.64	22787.3	1
MeWo CHEMBL613300	IC50	4.63	4.63	23399.7	1
SW1088 CHEMBL614243	IC50	4.63	4.63	23164.1	1
NCI-H1355 CHEMBL2366227	IC50	4.61	4.61	24636.5	1
KYSE-70 cell line CHEMBL614012	IC50	4.57	4.57	27125.0	1
SK-LU-1 CHEMBL614913	IC50	4.57	4.57	27058.0	1
HTC-C3 CHEMBL1075472	IC50	4.56	4.56	27734.5	1
KP-N-YS CHEMBL2366065	IC50	4.56	4.56	27570.6	1
NB17 CHEMBL2366064	IC50	4.55	4.55	27911.3	1
GOTO CHEMBL2366179	IC50	4.55	4.55	27941.5	1
BEN CHEMBL1075395	IC50	4.53	4.53	29865.0	1
HMV-2 cell line CHEMBL614826	IC50	4.52	4.52	30155.3	1
SF-295 CHEMBL614908	IC50	4.49	4.49	32156.0	1
MPP-89 CHEMBL2366357	IC50	4.47	4.47	33519.9	1
LCLC-103H cell line CHEMBL614066	IC50	4.47	4.47	34222.3	1
MN-60 CHEMBL2366070	IC50	4.44	4.44	36013.9	1
BB65-RCC CHEMBL2366247	IC50	4.44	4.44	36152.8	1
BHY CHEMBL1075399	IC50	4.43	4.43	36964.5	1
CAL-72 CHEMBL1075414	IC50	4.42	4.42	37928.9	1
NY CHEMBL1075552	IC50	4.42	4.42	37759.2	1
ES3 CHEMBL2366135	IC50	4.42	4.42	38194.9	1
SK-MEL3 CHEMBL614920	IC50	4.42	4.42	37732.4	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	110.0	ng.hr.mL-1	Rattus norvegicus
AUC	4100.0	ng.hr.mL-1	Rattus norvegicus
CL	20.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	310.0	nM	Rattus norvegicus
F	2.7	%	Rattus norvegicus
T1/2	1.4	hr	Rattus norvegicus
T1/2	1.1	hr	Rattus norvegicus
Tmax	0.033	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mitogen-activated protein kinase 10	IC50	=	0.068	nM	10.17	Inhibition of human JNK3 incubated for 40 mins in presence of ATP and [gamma33P-...	36343411
Mitogen-activated protein kinase 8	Ki	=	2.0	nM	8.7	Inhibition of JNK1-mediated ATF2 phosphorylation	16759099
Mitogen-activated protein kinase 8	Ki	=	2.0	nM	8.7	Inhibition of human JNK1	18077363
Mitogen-activated protein kinase 8	Ki	=	1.995	nM	8.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
c-Jun N-terminal kinase, JNK	Ki	=	4.0	nM	8.4	Inhibition of cJun phosphorylation in HepG2 cell line	16759099
Mitogen-activated protein kinase 9	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase 9	Ki	=	4.0	nM	8.4	Inhibition of human JNK2	18077363
Mitogen-activated protein kinase 10	IC50	=	8.8	nM	8.06	Inhibition of human JNK3 in presence of ATP	37776574
Mitogen-activated protein kinase 10	IC50	=	14.15	nM	7.85	Inhibition of JNK3 (unknown origin) using ATF2 as substrate incubated for 40 min...	36395646
Mitogen-activated protein kinase 8	IC50	=	45.0	nM	7.35	Inhibition of JNK1	16854050
Mitogen-activated protein kinase 8	IC50	=	45.0	nM	7.35	Inhibition of JNK1-mediated ATF2 phosphorylation	16759099
Mitogen-activated protein kinase 10	Ki	=	52.0	nM	7.28	Inhibition of JNK3-mediated ATF2 phosphorylation	16759099
Mitogen-activated protein kinase 10	Ki	=	52.0	nM	7.28	Inhibition of human JNK3	18077363
Mitogen-activated protein kinase 9	IC50	=	160.0	nM	6.8	Inhibition of JNK2-mediated ATF2 phosphorylation	16759099
Mitogen-activated protein kinase 10	IC50	=	257.0	nM	6.59	Inhibition of human JNK3 using ATF2 as substrate by [gamma-33P]-ATP assay	30384048
Mitogen-activated protein kinase 10	IC50	=	770.0	nM	6.11	Inhibition of human JNK3 using ATF2 as substrate by [gamma-33P]-ATP assay	30530196
Cyclin-dependent kinase 2	Ki	=	794.33	nM	6.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Cyclin-dependent kinase 2	Ki	=	820.0	nM	6.09	Inhibition of CDK2	16759099
c-Jun N-terminal kinase, JNK	EC50	=	920.0	nM	6.04	Inhibition of cJun phosphorylation in HepG2 cell line	16759099
NB7	IC50	=	2274.73	nM	5.64	SANGER: Inhibition of human NB7 cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
16759099	10.1021/jm060199b	Rattus norvegicus	10
23398362	10.1042/bj20121418	cGMP-dependent protein kinase 1	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase HCK	4
23398362	10.1042/bj20121418	Protein kinase C beta type	4
23398362	10.1042/bj20121418	Serine/threonine-protein kinase mTOR	4
23398362	10.1042/bj20121418	Insulin receptor	4
23398362	10.1042/bj20121418	Cyclin-dependent kinase 5/CDK5 activator 1	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase Lck	4
23398362	10.1042/bj20121418	Insulin-like growth factor 1 receptor	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase Fyn	2
23398362	10.1042/bj20121418	Casein kinase I isoform delta	2
23398362	10.1042/bj20121418	Calcium/calmodulin-dependent protein kinase type 1D	2
23398362	10.1042/bj20121418	Casein kinase I isoform gamma-3	2
23398362	10.1042/bj20121418	Fibroblast growth factor receptor 3	2
23398362	10.1042/bj20121418	Inhibitor of nuclear factor kappa-B kinase subunit alpha	2
23398362	10.1042/bj20121418	Ephrin type-A receptor 5	2
23398362	10.1042/bj20121418	Mitogen-activated protein kinase 10	2
23398362	10.1042/bj20121418	Cyclin-dependent kinase 2/cyclin A	2
16759099	10.1021/jm060199b	c-Jun N-terminal kinase, JNK	2
23398362	10.1042/bj20121418	Death-associated protein kinase 1	2

Data from ChEMBL 36 via Core Engine