Compound Detail

CHEMBL585951

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Fc1cc(-c2cc[nH]/c(=N/c3ccc(-n4cnc(N5CCOCC5)n4)cc3)n2)cc(N2CCOCC2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL585951
Phase	Preclinical
Structure Type	MOL
InChI Key	AHMHIFXJPSHHPH-UHFFFAOYSA-N

664

Targets

676

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

502.6

MW (Da)

2.70

ALogP

HBA

HBD

96.7

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H27FN8O2
MW	502.55
Aromatic Rings	4
Heavy Atoms	37
NP-Likeness	-1.54

Activity Summary

IC50 676 meas. best 9.09

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	9.09	8.18	0.8	2
Mitogen-activated protein kinase 10 CHEMBL4092	IC50	7.27	7.27	54.0	1
SK-UT-1 CHEMBL2366316	IC50	7.21	7.21	61.6	1
CAL-27 CHEMBL1075408	IC50	7.18	7.18	66.0	1
RXF 393 CHEMBL614886	IC50	7.17	7.17	66.9	1
TE-9 CHEMBL2366147	IC50	7.16	7.16	69.2	1
LB771-HNC CHEMBL2366099	IC50	7.11	7.11	77.7	1
ACN CHEMBL2366195	IC50	7.1	7.1	78.6	1
CGTH-W-1 CHEMBL2366300	IC50	7.08	7.08	82.5	1
PANC-08-13 CHEMBL1075558	IC50	7.05	7.05	90.0	1
IGROV-1 CHEMBL613984	IC50	7.01	7.01	97.7	1
Mitogen-activated protein kinase 8 CHEMBL2276	IC50	7.0	7.0	99.0	2
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	7.0	7.0	99.0	1
HT-3 CHEMBL1075470	IC50	6.99	6.99	101.9	1
PA-1 CHEMBL614949	IC50	6.99	6.99	102.4	1
DMS-273 CHEMBL614034	IC50	6.98	6.98	104.9	1
LOUCY CHEMBL2366252	IC50	6.95	6.95	111.6	1
8-MG-BA CHEMBL2366115	IC50	6.93	6.93	116.4	1
RKO CHEMBL614879	IC50	6.93	6.93	117.5	1
SW982 CHEMBL2366238	IC50	6.92	6.92	121.0	1
SIG-M5 CHEMBL2366251	IC50	6.91	6.91	124.1	1
BB30-HNC CHEMBL2366271	IC50	6.91	6.91	122.4	1
SR CHEMBL614300	IC50	6.91	6.91	122.1	1
MC-IXC CHEMBL1075495	IC50	6.9	6.9	126.7	1
GCIY CHEMBL2366234	IC50	6.89	6.89	129.4	1
ES8 CHEMBL2366069	IC50	6.87	6.87	134.7	1
LCLC-103H cell line CHEMBL614066	IC50	6.87	6.87	134.6	1
BFTC-905 CHEMBL1075396	IC50	6.85	6.85	141.2	1
NCI-H650 CHEMBL1075543	IC50	6.85	6.85	141.0	1
HT-144 CHEMBL2366291	IC50	6.83	6.83	146.6	1
Mitogen-activated protein kinase 10 CHEMBL2637	IC50	6.83	6.83	148.0	2
COLO 205 CHEMBL614561	IC50	6.82	6.82	151.5	1
HMV-2 cell line CHEMBL614826	IC50	6.82	6.82	150.8	1
SK-MES-1 CHEMBL614923	IC50	6.82	6.82	152.7	1
KS-1 CHEMBL2366228	IC50	6.8	6.8	159.1	1
LCLC-97TM1 CHEMBL1075489	IC50	6.79	6.79	163.3	1
IGR-1 CHEMBL1075479	IC50	6.78	6.78	164.4	1
HCT-116 CHEMBL394	IC50	6.78	6.78	164.5	1
A204 CHEMBL614514	IC50	6.78	6.78	164.5	1
NCI-H2030 CHEMBL1075530	IC50	6.77	6.77	169.0	1
GI-1 CHEMBL2366272	IC50	6.77	6.77	171.1	1
A498 CHEMBL614516	IC50	6.77	6.77	170.7	1
MFE-296 CHEMBL1075503	IC50	6.76	6.76	174.5	1
UMC-11 CHEMBL1075606	IC50	6.75	6.75	179.0	1
OVCAR-5 CHEMBL614214	IC50	6.74	6.74	181.3	1
MEL-HO CHEMBL1075500	IC50	6.72	6.72	190.3	1
ST486 CHEMBL2366293	IC50	6.72	6.72	189.7	1
MZ1-PC CHEMBL2366204	IC50	6.71	6.71	194.7	1
SCC-25 CHEMBL614901	IC50	6.71	6.71	195.8	1
LS-411N CHEMBL2366189	IC50	6.7	6.7	198.5	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	703.57	ng.hr.mL-1	Rattus norvegicus
CL	20.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	300.0	nM	Rattus norvegicus
F	45.0	%	Rattus norvegicus
T1/2	2.4	hr	Rattus norvegicus
Vd	2.5	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	0.81	nM	9.09	Inhibition of streptozotocin-induced H2O2 production in rat INS1(823/13) cells t...	19947601
Unchecked	IC50	=	54.0	nM	7.27	Inhibition of c-jun phosphorylation in rat INS-1 cells	19947601
Mitogen-activated protein kinase 10	IC50	=	54.0	nM	7.27	Inhibition of JNK3-mediated c-jun phosphorylation in rat INS1 cells	25415535
SK-UT-1	IC50	=	61.59	nM	7.21	SANGER: Inhibition of human SK-UT-1 cell growth in a cell viability assay.	-
CAL-27	IC50	=	66.0	nM	7.18	SANGER: Inhibition of human CAL-27 cell growth in a cell viability assay.	-
RXF 393	IC50	=	66.87	nM	7.17	SANGER: Inhibition of human RXF393 cell growth in a cell viability assay.	-
TE-9	IC50	=	69.16	nM	7.16	SANGER: Inhibition of human TE-9 cell growth in a cell viability assay.	-
LB771-HNC	IC50	=	77.73	nM	7.11	SANGER: Inhibition of human LB771-HNC cell growth in a cell viability assay.	-
ACN	IC50	=	78.63	nM	7.1	SANGER: Inhibition of human ACN cell growth in a cell viability assay.	-
CGTH-W-1	IC50	=	82.46	nM	7.08	SANGER: Inhibition of human CGTH-W-1 cell growth in a cell viability assay.	-
PANC-08-13	IC50	=	89.99	nM	7.05	SANGER: Inhibition of human PANC-08-13 cell growth in a cell viability assay.	-
IGROV-1	IC50	=	97.74	nM	7.01	SANGER: Inhibition of human IGROV-1 cell growth in a cell viability assay.	-
Mitogen-activated protein kinase 8	IC50	=	99.0	nM	7.0	Inhibition of JNK1 by time resolved fluorescence assay	19947601
Mitogen-activated protein kinase 9	IC50	=	99.0	nM	7.0	Inhibition of JNK2 (unknown origin) by time-resolved fluorescence assay	25415535
Mitogen-activated protein kinase 8	IC50	=	99.0	nM	7.0	Inhibition of JNK1 (unknown origin) by time-resolved fluorescence assay	25415535
PA-1	IC50	=	102.36	nM	6.99	SANGER: Inhibition of human PA-1 cell growth in a cell viability assay.	-
HT-3	IC50	=	101.92	nM	6.99	SANGER: Inhibition of human HT-3 cell growth in a cell viability assay.	-
DMS-273	IC50	=	104.89	nM	6.98	SANGER: Inhibition of human DMS-273 cell growth in a cell viability assay.	-
LOUCY	IC50	=	111.57	nM	6.95	SANGER: Inhibition of human LOUCY cell growth in a cell viability assay.	-
8-MG-BA	IC50	=	116.37	nM	6.93	SANGER: Inhibition of human 8-MG-BA cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
19947601	10.1021/jm901351f	Rattus norvegicus	6
19947601	10.1021/jm901351f	Unchecked	5
19947601	10.1021/jm901351f	Plasma	5
25415535	10.1021/jm501212r	Mitogen-activated protein kinase 10	2
19947601	10.1021/jm901351f	ADMET	2
19947601	10.1021/jm901351f	Liver microsomes	2
19947601	10.1021/jm901351f	Mus musculus	1
30108900	10.1039/C7MD00510E	Serine/threonine-protein kinase Nek11	1
19947601	10.1021/jm901351f	Mitogen-activated protein kinase kinase kinase 3	1
19947601	10.1021/jm901351f	Mitogen-activated protein kinase kinase kinase 2	1
19947601	10.1021/jm901351f	Mitogen-activated protein kinase kinase kinase 1	1
19947601	10.1021/jm901351f	Mitogen-activated protein kinase kinase kinase 11	1
19947601	10.1021/jm901351f	Mitogen-activated protein kinase kinase kinase 10	1
19947601	10.1021/jm901351f	Mitogen-activated protein kinase kinase kinase 9	1
19947601	10.1021/jm901351f	Brain	1
19947601	10.1021/jm901351f	Mitogen-activated protein kinase 8	1
19947601	10.1021/jm901351f	Cytochrome P450 1A2	1
19947601	10.1021/jm901351f	Cytochrome P450 3A4	1
19947601	10.1021/jm901351f	Cytochrome P450 2D6	1
19947601	10.1021/jm901351f	Cytochrome P450 2C9	1

Data from ChEMBL 36 via Core Engine