Compound Detail

CHEMBL1240703

CGP-52421

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CO[C@@H]1[C@H](N(C)C(=O)c2ccccc2)C[C@H]2O[C@]1(C)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)N[C@H]4O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1240703
Name	CGP-52421
Phase	Preclinical
Structure Type	MOL
InChI Key	ZZSBPGIGIUFJRA-AKIDMACVSA-N

Targets

113

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

586.6

MW (Da)

5.40

ALogP

HBA

HBD

98.0

PSA (Å²)

0.29

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C35H30N4O5
MW	586.65
Aromatic Rings	6
Heavy Atoms	44
NP-Likeness	0.78

Activity Summary

Kd 109 meas. best 8.19

IC50 4 meas. best 7.19

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	8.19	7.665	6.5	6
Mast/stem cell growth factor receptor Kit CHEMBL1936	Kd	8.04	6.705	9.1	6
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	Kd	7.82	7.82	15.0	1
Poly [ADP-ribose] polymerase tankyrase-2 CHEMBL6154	Kd	7.82	7.82	15.0	1
Mitogen-activated protein kinase kinase kinase 9 CHEMBL2872	Kd	7.82	7.82	15.0	1
eIF-2-alpha kinase GCN2 CHEMBL5358	Kd	7.8	7.8	16.0	1
Epidermal growth factor receptor CHEMBL203	Kd	7.46	6.38	35.0	5
Tyrosine-protein kinase JAK3 CHEMBL2148	Kd	7.43	7.43	37.0	1
Unchecked CHEMBL612545	Kd	7.37	6.3733	43.0	6
Serine/threonine-protein kinase N1 CHEMBL3384	Kd	7.24	7.24	57.0	1
Tyrosine-protein kinase SYK CHEMBL2599	Kd	7.19	7.19	64.0	1
MV4-11 CHEMBL613835	IC50	7.19	7.19	64.0	1
Serine/threonine-protein kinase SIK1 CHEMBL6082	Kd	7.18	7.18	66.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	Kd	7.17	7.17	68.0	1
Serine/threonine-protein kinase SIK2 CHEMBL5699	Kd	7.05	7.05	90.0	1
NUAK family SNF1-like kinase 1 CHEMBL5784	Kd	6.96	6.96	110.0	1
Serine/threonine-protein kinase 3 CHEMBL4708	Kd	6.89	6.89	130.0	1
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	6.89	6.89	130.0	1
Tyrosine-protein kinase Fgr CHEMBL4454	Kd	6.85	6.85	140.0	1
Serine/threonine-protein kinase TBK1 CHEMBL5408	Kd	6.82	6.82	150.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.8	6.63	160.0	2
Serine/threonine-protein kinase SIK3 CHEMBL6149	Kd	6.64	6.64	230.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	6.64	6.2075	230.0	4
Mitogen-activated protein kinase kinase kinase 11 CHEMBL2708	Kd	6.57	6.57	270.0	1
Inhibitor of nuclear factor kappa-B kinase subunit epsilon CHEMBL3529	Kd	6.5	6.5	320.0	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Kd	6.4	6.4	400.0	1
Cyclin-G-associated kinase CHEMBL4355	Kd	6.37	6.37	430.0	1
NUAK family SNF1-like kinase 2 CHEMBL5698	Kd	6.36	6.36	440.0	1
Tyrosine-protein kinase Lck CHEMBL258	Kd	6.34	6.34	460.0	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Kd	6.31	6.31	490.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Kd	6.29	6.29	510.0	1
A-375 CHEMBL613859	IC50	6.28	6.28	530.0	1
Rhodopsin kinase GRK7 CHEMBL1075133	Kd	6.26	6.26	550.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Kd	6.25	6.25	560.0	1
Tyrosine-protein kinase ZAP-70 CHEMBL2803	Kd	6.24	6.24	580.0	1
Non-receptor tyrosine-protein kinase TNK1 CHEMBL5334	Kd	6.24	6.24	570.0	1
Tyrosine-protein kinase Blk CHEMBL2250	Kd	6.22	6.22	600.0	1
Calcium/calmodulin-dependent protein kinase type II subunit alpha CHEMBL4147	Kd	6.16	6.16	690.0	1
Mitogen-activated protein kinase kinase kinase 7 CHEMBL5776	Kd	6.14	6.14	720.0	1
Calcium/calmodulin-dependent protein kinase kinase 1 CHEMBL5256	Kd	6.12	6.12	760.0	1
Serine/threonine-protein kinase 4 CHEMBL4598	Kd	6.12	6.12	760.0	1
Aurora kinase C CHEMBL3935	Kd	6.1	6.1	800.0	1
Calcium/calmodulin-dependent protein kinase kinase 2 CHEMBL5284	Kd	6.1	6.1	790.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	6.07	6.07	850.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	Kd	6.05	6.05	900.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	Kd	6.03	6.03	940.0	1
AP2-associated protein kinase 1 CHEMBL3830	Kd	6.02	6.02	960.0	1
Tyrosine-protein kinase HCK CHEMBL3234	Kd	6.02	6.02	960.0	1
Mitogen-activated protein kinase kinase kinase 2 CHEMBL5914	Kd	6.02	6.02	950.0	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Kd	6.0	6.0	1000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	4927.86	ng.hr.mL-1	Mus musculus
Cmax	2300.0	nM	Mus musculus
Tmax	0.67	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor-type tyrosine-protein kinase FLT3	Kd	=	6.5	nM	8.19	Binding affinity to FLT3 D835H mutant	19654408
Receptor-type tyrosine-protein kinase FLT3	Kd	=	7.9	nM	8.1	Binding affinity to FLT3 D835Y mutant	19654408
Mast/stem cell growth factor receptor Kit	Kd	=	9.1	nM	8.04	Binding affinity to KIT D816V mutant	19654408
Mitogen-activated protein kinase kinase kinase 9	Kd	=	15.0	nM	7.82	Binding affinity to MLK1	19654408
3-phosphoinositide-dependent protein kinase 1	Kd	=	15.0	nM	7.82	Binding affinity to PDPK1	19654408
Poly [ADP-ribose] polymerase tankyrase-2	Kd	=	15.0	nM	7.82	Binding affinity to TNK2	19654408
eIF-2-alpha kinase GCN2	Kd	=	16.0	nM	7.8	Binding affinity to GCN2 Kin.Dom.2, S808G mutant	19654408
Receptor-type tyrosine-protein kinase FLT3	Kd	=	19.0	nM	7.72	Binding affinity to FLT3 K663Q mutant	19654408
Receptor-type tyrosine-protein kinase FLT3	Kd	=	23.0	nM	7.64	Binding affinity to FLT3 N841I mutant	19654408
Epidermal growth factor receptor	Kd	=	35.0	nM	7.46	Binding affinity to EGFR L858R,T790M mutant	19654408
Tyrosine-protein kinase JAK3	Kd	=	37.0	nM	7.43	Binding affinity to JH1 catalytic domain of JAK3	19654408
Unchecked	Kd	=	43.0	nM	7.37	Binding affinity to FLT3 ITD mutant	19654408
Serine/threonine-protein kinase N1	Kd	=	57.0	nM	7.24	Binding affinity to PKN1	19654408
MV4-11	IC50	=	64.0	nM	7.19	Cytotoxicity against human MV4-11 cells after 72 hrs by cell titer-blue assay	19654408
Tyrosine-protein kinase SYK	Kd	=	64.0	nM	7.19	Binding affinity to SYK	19654408
Serine/threonine-protein kinase SIK1	Kd	=	66.0	nM	7.18	Binding affinity to SIK	19654408
Receptor-type tyrosine-protein kinase FLT3	Kd	=	68.0	nM	7.17	Binding affinity to FLT3	19654408
Receptor-type tyrosine-protein kinase FLT3	Kd	=	68.0	nM	7.17	Binding affinity to FLT3 catalytic domain by KinomeScan kinase binding assay	19654408
Platelet-derived growth factor receptor beta	Kd	=	68.0	nM	7.17	Binding affinity to PDGFRB	19654408
Serine/threonine-protein kinase SIK2	Kd	=	90.0	nM	7.05	Binding affinity to SIK2	19654408

Literature References

PubMed	DOI	Target Context	# Activities
19654408	10.1182/blood-2009-05-222034	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	9
19654408	10.1182/blood-2009-05-222034	Tyrosine-protein kinase ABL1	9
19654408	10.1182/blood-2009-05-222034	Receptor-type tyrosine-protein kinase FLT3	8
19654408	10.1182/blood-2009-05-222034	Mast/stem cell growth factor receptor Kit	6
19654408	10.1182/blood-2009-05-222034	Unchecked	6
19654408	10.1182/blood-2009-05-222034	Epidermal growth factor receptor	6
19654408	10.1182/blood-2009-05-222034	Proto-oncogene tyrosine-protein kinase receptor Ret	4
19654408	10.1182/blood-2009-05-222034	Mus musculus	3
19654408	10.1182/blood-2009-05-222034	Hepatocyte growth factor receptor	3
19654408	10.1182/blood-2009-05-222034	Serine/threonine-protein kinase TAO1	2
19654408	10.1182/blood-2009-05-222034	Myosin light chain kinase, smooth muscle	2
19654408	10.1182/blood-2009-05-222034	Calcium/calmodulin-dependent protein kinase type II subunit gamma	2
19654408	10.1182/blood-2009-05-222034	Fibroblast growth factor receptor 3	2
19654408	10.1182/blood-2009-05-222034	Ribosomal protein S6 kinase alpha-1	2
19654408	10.1182/blood-2009-05-222034	Tyrosine-protein kinase JAK1	2
19654408	10.1182/blood-2009-05-222034	Ribosomal protein S6 kinase alpha-4	2
19654408	10.1182/blood-2009-05-222034	Ribosomal protein S6 kinase alpha-5	2
19654408	10.1182/blood-2009-05-222034	Ribosomal protein S6 kinase alpha-2	2
19654408	10.1182/blood-2009-05-222034	Serine/threonine-protein kinase B-raf	2
19654408	10.1182/blood-2009-05-222034	Ribosomal protein S6 kinase alpha-6	2

Data from ChEMBL 36 via Core Engine