Compound Detail

CHEMBL5184381

Enter ChEMBL ID:

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

COC(=O)Nc1cc(-c2cnc(OC[C@@](C)(N)CC(C)C)c(C)c2)ccn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5184381
Phase	Preclinical
Structure Type	MOL
InChI Key	FFTUIKFDUYMWTI-FQEVSTJZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

372.5

MW (Da)

3.77

ALogP

HBA

HBD

99.4

PSA (Å²)

0.77

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H28N4O3
MW	372.47
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-0.73

Activity Summary

IC50 13 meas. best 9.05

Ki 1 meas. best 9.68

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
AP2-associated protein kinase 1 CHEMBL5169154	Ki	9.68	9.68	0.2	1
AP2-associated protein kinase 1 CHEMBL3830	IC50	9.05	8.76	0.9	2
BMP-2-inducible protein kinase CHEMBL4522	IC50	8.0	8.0	10.0	1
Nuclear receptor subfamily 2 group C member 2/TGF-beta-activated kinase 1 and MAP3K7-binding protein 1 CHEMBL3885612	IC50	6.75	6.75	180.0	1
Cyclin-G-associated kinase CHEMBL4355	IC50	6.36	6.36	440.0	1
Rho-associated protein kinase 2 CHEMBL2973	IC50	5.89	5.89	1300.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	5.89	5.89	1300.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	IC50	5.75	5.75	1800.0	1
Acetylcholine receptor subunit alpha CHEMBL4808	IC50	5.66	5.66	2200.0	1
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL2492	IC50	5.35	5.35	4500.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.3	5.3	5000.0	1
Unchecked CHEMBL612545	IC50	4.94	4.695	11500.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
F	77.0	%	Rattus norvegicus
Fu	0.115	-	Homo sapiens
Fu	0.105	-	Rattus norvegicus
Fu	0.049	-	Mus musculus
T1/2	7.55	hr	Rattus norvegicus
T1/2	2.0	hr	Homo sapiens
T1/2	0.7	hr	Rattus norvegicus
T1/2	0.9	hr	Mus musculus
T1/2	1.283	hr	Macaca fascicularis
T1/2	2.0	hr	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
AP2-associated protein kinase 1	Ki	=	0.21	nM	9.68	Displacement of 3H-LP-927443 from AAK1 in C57BL6 mouse brain homogenate assessed...	35261239
AP2-associated protein kinase 1	IC50	=	0.9	nM	9.05	Inhibition of bacterially expressed GST-Xa-tagged human AAK1 using 5-FAM-labelle...	35261239
AP2-associated protein kinase 1	IC50	=	3.4	nM	8.47	Inhibition of full length human AAK1 expressed in HEK293F cells assessed as supp...	35261239
BMP-2-inducible protein kinase	IC50	=	10.0	nM	8.0	Inhibition of BIKE (unknown origin)	35261239
Nuclear receptor subfamily 2 group C member 2/TGF-beta-activated kinase 1 and MAP3K7-binding protein 1	IC50	=	180.0	nM	6.75	Inhibition of TAK/TAB (unknown origin)	35261239
Cyclin-G-associated kinase	IC50	=	440.0	nM	6.36	Inhibition of GAK (unknown origin)	35261239
MAP kinase-interacting serine/threonine-protein kinase 2	IC50	=	1300.0	nM	5.89	Inhibition of MNK2 (unknown origin)	35261239
Rho-associated protein kinase 2	IC50	=	1300.0	nM	5.89	Inhibition of ROCK2 (unknown origin)	35261239
Homeodomain-interacting protein kinase 4	IC50	=	1800.0	nM	5.75	Inhibition of HIPK4 (unknown origin)	35261239
Acetylcholine receptor subunit alpha	IC50	=	2200.0	nM	5.66	Inhibition of nicotinic acetylcholine receptor alpha 1 (unknown origin)	35261239
Neuronal acetylcholine receptor subunit alpha-7	IC50	=	4500.0	nM	5.35	Inhibition of nicotinic acetylcholine receptor alpha 7 (unknown origin)	35261239
Sodium-dependent noradrenaline transporter	IC50	=	5000.0	nM	5.3	Inhibition of NET (unknown origin)	35261239
Unchecked	IC50	=	11500.0	nM	4.94	Inhibition of sodium channel voltage-sensing domain (unknown origin)	35261239
Unchecked	IC50	=	35300.0	nM	4.45	Inhibition of calcium channel (unknown origin)	35261239

Literature References

PubMed	DOI	Target Context	# Activities
35261239	10.1021/acs.jmedchem.1c02132	ADMET	24
35261239	10.1021/acs.jmedchem.1c02132	Cytochrome P450 3A4	6
35261239	10.1021/acs.jmedchem.1c02132	AP2-associated protein kinase 1	3
35261239	10.1021/acs.jmedchem.1c02132	Unchecked	2
35261239	10.1021/acs.jmedchem.1c02132	Cytochrome P450 1A2	1
35261239	10.1021/acs.jmedchem.1c02132	Cytochrome P450 2C19	1
35261239	10.1021/acs.jmedchem.1c02132	Cytochrome P450 2C9	1
35261239	10.1021/acs.jmedchem.1c02132	Cytochrome P450 2D6	1
35261239	10.1021/acs.jmedchem.1c02132	Cytochrome P450 2B6	1
35261239	10.1021/acs.jmedchem.1c02132	Rattus norvegicus	1
35261239	10.1021/acs.jmedchem.1c02132	Sodium-dependent noradrenaline transporter	1
35261239	10.1021/acs.jmedchem.1c02132	Acetylcholine receptor subunit alpha	1
35261239	10.1021/acs.jmedchem.1c02132	Neuronal acetylcholine receptor subunit alpha-7	1
35261239	10.1021/acs.jmedchem.1c02132	BMP-2-inducible protein kinase	1
35261239	10.1021/acs.jmedchem.1c02132	Cyclin-G-associated kinase	1
35261239	10.1021/acs.jmedchem.1c02132	MAP kinase-interacting serine/threonine-protein kinase 2	1
35261239	10.1021/acs.jmedchem.1c02132	Homeodomain-interacting protein kinase 4	1
35261239	10.1021/acs.jmedchem.1c02132	Rho-associated protein kinase 2	1
35261239	10.1021/acs.jmedchem.1c02132	Nuclear receptor subfamily 2 group C member 2/TGF-beta-activated kinase 1 and MAP3K7-binding protein 1	1

Data from ChEMBL 36 via Core Engine