Compound Detail

CHEMBL3659991

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

CC1CN(c2ccc3nc(-c4n[nH]c5ccc(NC(=O)C6CC6(F)F)cc45)[nH]c3c2)CCO1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3659991
Phase	Preclinical
Structure Type	MOL
InChI Key	ZBBDKEHQTOTGRO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

452.5

MW (Da)

3.93

ALogP

HBA

HBD

98.9

PSA (Å²)

0.44

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H22F2N6O2
MW	452.47
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-1.58

Activity Summary

IC50 69 meas. best 7.7

EC50 1 meas. best 7.12

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
AN3-CA CHEMBL1075392	IC50	7.7	7.7	20.0	1
DMS-114 CHEMBL614642	IC50	7.37	7.37	43.2	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	EC50	7.12	7.12	76.7	1
Kasumi 1 CHEMBL613988	IC50	7.06	7.06	87.8	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	IC50	7.05	6.9775	90.0	4
MFE-296 CHEMBL1075503	IC50	7.01	7.01	98.0	1
KG-1 CHEMBL612264	IC50	6.77	6.77	171.0	1
HEL CHEMBL613888	IC50	6.66	6.66	217.0	1
SK-ES1 CHEMBL613970	IC50	6.55	6.55	280.0	1
CCRF-HSB-2 CHEMBL614541	IC50	6.51	6.51	306.0	1
Unchecked CHEMBL612545	IC50	6.48	5.7842	328.0	12
Jurkat CHEMBL397	IC50	6.42	6.42	385.0	1
BXPC-3 CHEMBL614530	IC50	6.37	6.37	430.0	1
SAOS-2 CHEMBL614894	IC50	6.31	6.31	494.0	1
MIA PaCa-2 CHEMBL614725	IC50	6.27	6.27	534.0	1
HCT-116 CHEMBL394	IC50	6.16	6.16	692.0	1
RL95-2 CHEMBL2366168	IC50	6.16	6.14	700.0	2
Ramos CHEMBL614629	IC50	6.13	6.13	734.0	1
CAKI-1 CHEMBL614067	IC50	6.08	6.08	837.0	1
MDA-MB-468 CHEMBL614335	IC50	6.04	6.04	904.0	1
K562 CHEMBL385	IC50	6.03	6.03	944.0	1
MG-63 CHEMBL614347	IC50	6.03	6.03	939.0	1
Hs-578T CHEMBL614645	IC50	6.02	6.02	947.0	1
RT-4 CHEMBL614884	IC50	6.0	6.0	1010.0	1
HeLa CHEMBL399	IC50	5.87	5.87	1360.0	1
HuP-T4 CHEMBL1075478	IC50	5.84	5.84	1450.0	1
SK-OV-3 CHEMBL614925	IC50	5.81	5.81	1540.0	1
WI-38 CHEMBL614391	IC50	5.77	5.77	1700.0	1
OVCAR-8 CHEMBL612555	IC50	5.61	5.61	2440.0	1
T98G CHEMBL614775	IC50	5.58	5.58	2630.0	1
U-87 MG CHEMBL614247	IC50	5.57	5.57	2700.0	1
BT-549 CHEMBL614072	IC50	5.52	5.52	3020.0	1
HEK293 CHEMBL614818	IC50	5.5	5.5	3200.0	1
SK-MEL-5 CHEMBL614922	IC50	5.49	5.49	3240.0	1
MDA-MB-231 CHEMBL400	IC50	5.45	5.45	3540.0	1
HPAC CHEMBL612595	IC50	5.44	5.44	3600.0	1
DLD-1 CHEMBL614285	IC50	5.44	5.44	3660.0	1
Hs 766 CHEMBL612597	IC50	5.43	5.43	3720.0	1
MDA-MB-435 CHEMBL614697	IC50	5.43	5.43	3710.0	1
SW480 CHEMBL612544	IC50	5.43	5.43	3700.0	1
AGS CHEMBL613860	IC50	5.42	5.42	3830.0	1
PC-3 CHEMBL390	IC50	5.4	5.4	4000.0	1
T-24 CHEMBL614774	IC50	5.33	5.33	4700.0	1
HEC-1-A CHEMBL4296424	IC50	5.29	5.29	5090.0	1
OVCAR-3 CHEMBL614213	IC50	5.26	5.26	5550.0	1
HT-29 CHEMBL384	IC50	5.21	5.21	6210.0	1
PSN1 CHEMBL614241	IC50	5.15	5.15	7120.0	1
NCI-H441 CHEMBL1075542	IC50	5.05	5.05	8930.0	1
NCI-H1666 CHEMBL1075520	IC50	5.05	5.05	8890.0	1
A549 CHEMBL392	IC50	5.02	5.02	9560.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
AN3-CA	IC50	=	20.0	nM	7.7	Antiproliferative activity against human AN3CA cells harboring PTEN/PIK3R1 doubl...	29150397
DMS-114	IC50	=	43.2	nM	7.37	Antiproliferative activity against human DMS114 cells	29150397
3-phosphoinositide-dependent protein kinase 1	EC50	=	76.7	nM	7.12	Inhibition of PDK1 mediated PI3K/Akt/mTOR pathway activation in human AN3CA cell...	29150397
Kasumi 1	IC50	=	87.8	nM	7.06	Antiproliferative activity against human Kasumi-1 cells	29150397
3-phosphoinositide-dependent protein kinase 1	IC50	=	90.0	nM	7.05	Inhibition of PDK1 (unknown origin) after 1 hr in presence of Ser/Thr-07 by fluo...	29150397
3-phosphoinositide-dependent protein kinase 1	IC50	=	94.0	nM	7.03	Binding Assay: The secondary assay was a time resolved-FRET LanthaScreen Kinase ...	-
3-phosphoinositide-dependent protein kinase 1	IC50	=	94.0	nM	7.03	Inhibition of PDK1 (unknown origin) by TR-FRET assay	29150397
MFE-296	IC50	=	98.0	nM	7.01	Antiproliferative activity against human MFE296 cells	29150397
3-phosphoinositide-dependent protein kinase 1	IC50	=	159.0	nM	6.8	Activity Assay: The primary assay for compound inhibitory activity was the ATP d...	-
KG-1	IC50	=	171.0	nM	6.77	Antiproliferative activity against human KG1 cells	29150397
HEL	IC50	=	217.0	nM	6.66	Antiproliferative activity against HEL cells	29150397
SK-ES1	IC50	=	280.0	nM	6.55	Antiproliferative activity against human SK-ES-1 cells	29150397
CCRF-HSB-2	IC50	=	306.0	nM	6.51	Antiproliferative activity against human HSB2 cells	29150397
Unchecked	IC50	=	328.0	nM	6.48	Antiproliferative activity against human TC71 cells	29150397
Jurkat	IC50	=	385.0	nM	6.42	Antiproliferative activity against human Jurkat cells	29150397
BXPC-3	IC50	=	430.0	nM	6.37	Antiproliferative activity against human BxPC3 cells	29150397
Unchecked	IC50	=	451.0	nM	6.35	Antiproliferative activity against human Sup15 cells	29150397
SAOS-2	IC50	=	494.0	nM	6.31	Antiproliferative activity against human Saos2 cells	29150397
MIA PaCa-2	IC50	=	534.0	nM	6.27	Antiproliferative activity against human MIAPaCa2 cells	29150397
Unchecked	IC50	=	662.0	nM	6.18	Antiproliferative activity against human Granta22 cells	29150397

Literature References

PubMed	DOI	Target Context	# Activities
29150397	10.1016/j.bmcl.2017.10.041	3-phosphoinositide-dependent protein kinase 1	66
29150397	10.1016/j.bmcl.2017.10.041	Unchecked	13
29150397	10.1016/j.bmcl.2017.10.041	AN3-CA	4
29150397	10.1016/j.bmcl.2017.10.041	Hs-578T	4
29150397	10.1016/j.bmcl.2017.10.041	Mus musculus	3
29150397	10.1016/j.bmcl.2017.10.041	MV4-11	2
29150397	10.1016/j.bmcl.2017.10.041	KATO III stomach cancer cell line	2
29150397	10.1016/j.bmcl.2017.10.041	RL95-2	2
29150397	10.1016/j.bmcl.2017.10.041	Kasumi 1	1
29150397	10.1016/j.bmcl.2017.10.041	MFE-296	1
29150397	10.1016/j.bmcl.2017.10.041	DMS-114	1
29150397	10.1016/j.bmcl.2017.10.041	SK-ES1	1
29150397	10.1016/j.bmcl.2017.10.041	HEL	1
29150397	10.1016/j.bmcl.2017.10.041	KG-1	1
29150397	10.1016/j.bmcl.2017.10.041	CCRF-HSB-2	1
29150397	10.1016/j.bmcl.2017.10.041	Jurkat	1
29150397	10.1016/j.bmcl.2017.10.041	SAOS-2	1
29150397	10.1016/j.bmcl.2017.10.041	CAKI-1	1
29150397	10.1016/j.bmcl.2017.10.041	Ramos	1
29150397	10.1016/j.bmcl.2017.10.041	MG-63	1

Data from ChEMBL 36 via Core Engine