Compound Detail

CHEMBL2105728

CRENOLANIB

🧪 Phase III

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🧪 Phase III

CC1(COc2ccc3c(c2)ncn3-c2ccc3cccc(N4CCC(N)CC4)c3n2)COC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2105728
Name	CRENOLANIB
Phase	Phase III
Structure Type	MOL
InChI Key	DYNHJHQFHQTFTP-UHFFFAOYSA-N

Known Names

ARO 002 ARO-002 CP 868596 CP-868,596 CP-868596 Crenolanib

Targets

118

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

443.6

MW (Da)

3.92

ALogP

HBA

HBD

78.4

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem	-anib
USAN Year	2011

Extended Properties

Molecular Formula	C26H29N5O2
MW	443.55
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-0.99

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Platelet-derived growth factor receptor inhibitor	INHIBITOR	Platelet-derived growth factor receptor	✓	✓
Tyrosine-protein kinase receptor FLT3 inhibitor	INHIBITOR	Receptor-type tyrosine-protein kinase FLT3	✓	✓

Indications

Gastrointestinal Stromal Tumors Leukemia, Myeloid, Acute Glioblastoma Paraganglioma Diffuse Intrinsic Pontine Glioma Stomach Neoplasms

Activity Summary

Kd 79 meas. best 10.8

IC50 39 meas. best 10.22

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	10.8	9.2077	0.0	13
Unchecked CHEMBL612545	Kd	10.64	8.7725	0.0	4
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	10.22	8.775	0.1	18
MV4-11 CHEMBL613835	IC50	9.04	8.6675	0.9	4
BaF3 CHEMBL614524	IC50	8.89	8.89	1.3	2
Serine/threonine-protein kinase SIK3 CHEMBL6149	Kd	8.7	8.7	2.0	1
MOLM-13 CHEMBL3706572	IC50	8.7	8.465	2.0	4
MOLM-14 CHEMBL3706570	IC50	8.7	8.7	2.0	2
UMP-CMP kinase CHEMBL5681	Kd	8.52	8.52	3.0	1
Unchecked CHEMBL612545	IC50	8.4	8.35	4.0	2
Succinate--CoA ligase [ADP-forming] subunit beta, mitochondrial CHEMBL4105973	Kd	8.15	8.15	7.0	1
Obg-like ATPase 1 CHEMBL4105704	Kd	8.15	8.15	7.0	1
High affinity nerve growth factor receptor CHEMBL2815	Kd	8.1	8.1	8.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	8.0	8.0	10.0	1
Electron transfer flavoprotein subunit beta CHEMBL4105744	Kd	7.92	7.92	12.0	1
Serine/threonine-protein kinase 26 CHEMBL5941	Kd	7.89	7.89	13.0	1
Serine/threonine-protein kinase SIK2 CHEMBL5699	Kd	7.8	7.8	16.0	1
MAP/microtubule affinity-regulating kinase 4 CHEMBL5754	Kd	7.6	7.6	25.0	1
Adenine phosphoribosyltransferase CHEMBL4105819	Kd	7.54	7.54	29.0	1
Glycine--tRNA ligase CHEMBL4105815	Kd	7.4	7.4	40.0	1
Ribosyldihydronicotinamide dehydrogenase [quinone] CHEMBL3959	Kd	7.4	7.4	40.0	1
Dual specificity mitogen-activated protein kinase kinase 5 CHEMBL4948	Kd	7.39	7.39	41.0	1
Serine/threonine-protein kinase 24 CHEMBL5082	Kd	7.24	7.24	57.0	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	Kd	7.21	6.66	62.0	2
TRAF2 and NCK-interacting protein kinase CHEMBL4527	Kd	6.97	6.97	107.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	Kd	6.97	6.97	106.0	1
Cyclin-dependent kinase 2 CHEMBL301	Kd	6.89	6.89	128.0	1
Calcium/calmodulin-dependent protein kinase kinase 2 CHEMBL5284	Kd	6.87	6.87	135.0	1
Serine/threonine-protein kinase N1 CHEMBL3384	Kd	6.78	6.78	165.0	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Kd	6.66	6.66	220.0	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Kd	6.58	6.58	260.0	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Kd	6.55	6.55	282.0	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Kd	6.52	6.52	300.0	1
Cyclin-dependent kinase 5 CHEMBL4036	Kd	6.5	6.5	313.0	1
Mitogen-activated protein kinase kinase kinase kinase 3 CHEMBL5432	Kd	6.39	6.39	406.0	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Kd	6.34	6.34	455.0	1
Serine/threonine-protein kinase 4 CHEMBL4598	Kd	6.15	6.15	702.0	1
Serine/threonine-protein kinase 3 CHEMBL4708	Kd	6.13	6.13	743.0	1
Calcium/calmodulin-dependent protein kinase type II subunit gamma CHEMBL3829	Kd	6.12	6.12	766.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	6.09	6.09	810.0	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Kd	6.09	6.09	821.0	1
Serine/threonine-protein kinase ULK1 CHEMBL6006	Kd	6.08	6.08	839.0	1
Cyclin-dependent kinase 9 CHEMBL3116	Kd	6.0	6.0	988.0	1
Serine/threonine-protein kinase PAK 4 CHEMBL4482	Kd	6.0	6.0	1007.0	1
Cyclin-dependent kinase 3 CHEMBL4442	Kd	5.97	5.97	1066.0	1
BMP-2-inducible protein kinase CHEMBL4522	Kd	5.92	5.92	1200.0	1
Serine/threonine-protein kinase N2 CHEMBL3032	Kd	5.92	5.92	1215.0	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	Kd	5.91	5.91	1239.0	1
5'-AMP-activated protein kinase catalytic subunit alpha-1 CHEMBL4045	Kd	5.9	5.9	1247.0	1
Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014	Kd	5.88	5.88	1312.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
t1/2	-	-	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.016	nM	10.8	IC50 Kinase Assays: Table 8-10: Compounds were tested in 10-dose IC50 mode with ...	-
Unchecked	Kd	=	0.023	nM	10.64	Kinase Assay: Table 7 For most assays, kinase-tagged T7 phage strains were prepa...	-
Receptor-type tyrosine-protein kinase FLT3	IC50	=	0.06	nM	10.22	Inhibition of FLT3 D835Y mutant (unknown origin) phosphorylation in mouse BaF3 c...	32659083
Receptor-type tyrosine-protein kinase FLT3	IC50	=	0.06	nM	10.22	Inhibition of FLT3 D835Y mutant (unknown origin)	31207462
Unchecked	Kd	=	0.11	nM	9.96	Kinase Assay: Table 7 For most assays, kinase-tagged T7 phage strains were prepa...	-
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.15	nM	9.82	Binding affinity to non-auto-inhibited form of wild type human N-terminal GST-ta...	30742435
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.16	nM	9.8	Binding affinity to human FLT3 D835H mutant expressed in baculovirus expression ...	30742435
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.19	nM	9.72	IC50 Kinase Assays: Table 8-10: Compounds were tested in 10-dose IC50 mode with ...	-
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.2	nM	9.7	IC50 Kinase Assays: Table 8-10: Compounds were tested in 10-dose IC50 mode with ...	-
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.2	nM	9.7	IC50 Kinase Assays: Table 8-10: Compounds were tested in 10-dose IC50 mode with ...	-
Unchecked	Kd	=	0.26	nM	9.59	Kinase Assay: Table 7 For most assays, kinase-tagged T7 phage strains were prepa...	-
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.26	nM	9.59	Binding affinity to human FLT3 ITD mutant expressed in baculovirus expression sy...	30742435
Receptor-type tyrosine-protein kinase FLT3	IC50	=	0.29	nM	9.54	Inhibition of wild type FLT3 (unknown origin)	32659083
Receptor-type tyrosine-protein kinase FLT3	IC50	=	0.3	nM	9.52	Inhibition of FLT3 D835H mutant (unknown origin)	31207462
Receptor-type tyrosine-protein kinase FLT3	IC50	=	0.3	nM	9.52	Inhibition of FLT3 D835H mutant (unknown origin) phosphorylation in mouse BaF3 c...	32659083
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.39	nM	9.41	Kinase Assay: Table 7 For most assays, kinase-tagged T7 phage strains were prepa...	-
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.82	nM	9.09	Kinase Assay: Table 7 For most assays, kinase-tagged T7 phage strains were prepa...	-
MV4-11	IC50	=	0.92	nM	9.04	Cytotoxicity against human MV4-11 cells assessed as cell viability incubated for...	32659083
Receptor-type tyrosine-protein kinase FLT3	Kd	=	1.3	nM	8.89	Kinase Assay: Table 7 For most assays, kinase-tagged T7 phage strains were prepa...	-
Receptor-type tyrosine-protein kinase FLT3	IC50	=	1.3	nM	8.89	Inhibition of FLT3 (unknown origin)	32272419

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	U2OS	304
-	10.6019/CHEMBL5724801	Fibroblast	304
-	10.6019/CHEMBL5058577	U2OS	304
-	10.6019/CHEMBL5058577	HEK-293T	304
-	10.6019/CHEMBL5058577	Fibroblast	304
-	10.6019/CHEMBL5724801	HEK-293T	304
30742435	10.1021/acs.jmedchem.8b01714	Receptor-type tyrosine-protein kinase FLT3	11
-	10.6019/CHEMBL5058564	HEK-293T	10
26254279	10.18632/oncotarget.4214	Platelet-derived growth factor receptor	9
29191878	10.1126/science.aan4368	Unchecked	5
-	10.6019/CHEMBL5058564	U2OS	4
32659083	10.1021/acs.jmedchem.0c00696	Receptor-type tyrosine-protein kinase FLT3	4
31207462	10.1016/j.ejmech.2019.06.002	Receptor-type tyrosine-protein kinase FLT3	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
35033885	10.1016/j.bmc.2021.116596	Receptor-type tyrosine-protein kinase FLT3	3
36518702	10.1021/acsmedchemlett.2c00402	Receptor-type tyrosine-protein kinase FLT3	3
32659083	10.1021/acs.jmedchem.0c00696	MOLM-13	3
39094274	10.1016/j.ejmech.2024.116717	Receptor-type tyrosine-protein kinase FLT3	3
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
32659083	10.1021/acs.jmedchem.0c00696	MV4-11	2

Data from ChEMBL 36 via Core Engine