Compound Detail

CHEMBL1940252

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CC(=O)N1CC[C@@H](Nc2cncc(C(=O)c3cn(C(C)C)c4ncnc(N)c34)n2)[C@H]1c1ccc(F)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1940252
Phase	Preclinical
Structure Type	MOL
InChI Key	PLZWVXKEQYGKTJ-AUSIDOKSSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

502.6

MW (Da)

3.53

ALogP

HBA

HBD

131.9

PSA (Å²)

0.38

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	-0.75

Activity Summary

IC50 7 meas. best 7.16

Ki 5 meas. best 8.85

EC50 2 meas. best 5.72

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	Ki	8.85	8.85	1.4	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	IC50	7.16	7.02	70.0	3
Glycogen synthase kinase-3 beta CHEMBL262	IC50	6.47	6.47	340.0	1
RAC-alpha serine/threonine-protein kinase CHEMBL4282	Ki	6.44	6.44	360.0	1
Aurora kinase A CHEMBL4722	IC50	6.34	6.34	460.0	1
Serine/threonine-protein kinase MARK1 CHEMBL5940	IC50	6.23	6.23	590.0	1
High affinity nerve growth factor receptor CHEMBL2815	IC50	6.21	6.21	620.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL2499	Ki	5.89	5.89	1300.0	1
NCI-H460 CHEMBL396	EC50	5.72	5.72	1900.0	1
A549 CHEMBL392	EC50	5.66	5.66	2200.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	Ki	5.58	5.58	2600.0	1
Unchecked CHEMBL612545	Ki	5.0	5.0	10000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	120.0	mL.min-1.g-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
3-phosphoinositide-dependent protein kinase 1	Ki	=	1.4	nM	8.85	Inhibition of recombinant human His-tagged PDK1 catalytic domain using Ac-Sox-PK...	22040023
3-phosphoinositide-dependent protein kinase 1	IC50	=	70.0	nM	7.16	Inhibition of PDK1-mediated AKT1 phosphorylation at T308 in human SKOV3 cells af...	22040023
3-phosphoinositide-dependent protein kinase 1	IC50	=	80.0	nM	7.1	Inhibition of PDK1-mediated AKT1 phosphorylation at T308 in human A549 cells aft...	22040023
3-phosphoinositide-dependent protein kinase 1	IC50	=	160.0	nM	6.8	Inhibition of PDK1-mediated AKT1 phosphorylation at T308 in human H460 cells aft...	22040023
Glycogen synthase kinase-3 beta	IC50	=	340.0	nM	6.47	Inhibition of GSK3-beta	22040023
RAC-alpha serine/threonine-protein kinase	Ki	=	360.0	nM	6.44	Inhibition of His-tagged AKT1 using 5FAM-GRPRTSSFAEGCONH2 as substrate by fluore...	22040023
Aurora kinase A	IC50	=	460.0	nM	6.34	Inhibition of Aurora A	22040023
Serine/threonine-protein kinase MARK1	IC50	=	590.0	nM	6.23	Inhibition of MARK1	22040023
High affinity nerve growth factor receptor	IC50	=	620.0	nM	6.21	Inhibition of TrkA	22040023
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	Ki	=	1300.0	nM	5.89	Inhibition of mouse PI3Kalpha after 30 mins by fluorescence polarization assay	22040023
NCI-H460	EC50	=	1900.0	nM	5.72	Antiproliferative activity against human H460 cells after 72 hrs by resazurin re...	22040023
A549	EC50	=	2200.0	nM	5.66	Antiproliferative activity against human A549 cells after 72 hrs by resazurin re...	22040023
Serine/threonine-protein kinase mTOR	Ki	=	2600.0	nM	5.58	Inhibition of GST-tagged mTOR assessed as phosphorylation at Thr46 in GFP-4E-BP1...	22040023
Unchecked	Ki	=	10000.0	nM	5.0	Inhibition of recombinant GST-tagged P70S6K using 5FAM-KRSRTRTDSYSAGQ-COOH as su...	22040023

Literature References

PubMed	DOI	Target Context	# Activities
22040023	10.1021/jm201019k	Unchecked	12
22040023	10.1021/jm201019k	3-phosphoinositide-dependent protein kinase 1	4
22040023	10.1021/jm201019k	Glycogen synthase kinase-3 beta	2
22040023	10.1021/jm201019k	High affinity nerve growth factor receptor	2
22040023	10.1021/jm201019k	Aurora kinase A	2
22040023	10.1021/jm201019k	Serine/threonine-protein kinase MARK1	2
22040023	10.1021/jm201019k	RAC-alpha serine/threonine-protein kinase	2
22040023	10.1021/jm201019k	Serine/threonine-protein kinase TAO2	1
22040023	10.1021/jm201019k	cAMP-dependent protein kinase catalytic subunit alpha	1
22040023	10.1021/jm201019k	Serine/threonine-protein kinase Chk2	1
22040023	10.1021/jm201019k	NCI-H460	1
22040023	10.1021/jm201019k	A549	1
22040023	10.1021/jm201019k	Serine/threonine-protein kinase mTOR	1
22040023	10.1021/jm201019k	Liver microsomes	1
22040023	10.1021/jm201019k	ADMET	1
22040023	10.1021/jm201019k	No relevant target	1
22040023	10.1021/jm201019k	Cytochrome P450 3A4	1
22040023	10.1021/jm201019k	Cytochrome P450 2D6	1
22040023	10.1021/jm201019k	Cytochrome P450 2C9	1
22040023	10.1021/jm201019k	Cytochrome P450 1A2	1

Data from ChEMBL 36 via Core Engine