Compound Detail

CHEMBL3542344

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CCNCCNC(=O)c1c(C)[nH]c(/C=C2\C(=O)Nc3ccc(F)cc32)c1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3542344
Phase	Preclinical
Structure Type	MOL
InChI Key	LIZNIAKSBJKPQC-GDNBJRDFSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

370.4

MW (Da)

2.60

ALogP

HBA

HBD

86.0

PSA (Å²)

0.47

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

EC50 4 meas. best 4.92

IC50 4 meas. best 7.21

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5'-AMP-activated protein kinase catalytic subunit alpha-2 CHEMBL2116	IC50	7.21	7.21	61.4	1
5'-AMP-activated protein kinase catalytic subunit alpha-1 CHEMBL4045	IC50	6.75	6.75	180.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.3	6.3	505.0	1
Serine/threonine-protein kinase tousled-like 2 CHEMBL5404	IC50	5.52	5.52	3000.0	1
K562 CHEMBL385	EC50	4.92	4.8725	11880.0	4

Parameter	Value	Units	Species
AUC	6724.0	ng.hr.mL-1	Rattus norvegicus
AUC	37225.0	ng.hr.mL-1	Rattus norvegicus
AUC	68854.0	ng.hr.mL-1	Rattus norvegicus
AUC	592.6	ng.hr.mL-1	Homo sapiens
AUC	1272.0	ng.hr.mL-1	Macaca fascicularis
AUC	1383.0	ng.hr.mL-1	Macaca fascicularis
Cmax	1214.8	nM	Rattus norvegicus
Cmax	3811.79	nM	Rattus norvegicus
Cmax	12312.72	nM	Rattus norvegicus
Cmax	16.74	nM	Homo sapiens
Cmax	145.78	nM	Macaca fascicularis
Cmax	180.87	nM	Macaca fascicularis
T1/2	8.4	hr	Rattus norvegicus
T1/2	9.0	hr	Rattus norvegicus
T1/2	7.1	hr	Rattus norvegicus
T1/2	93.2	hr	Homo sapiens
T1/2	19.0	hr	Macaca fascicularis
T1/2	19.0	hr	Macaca fascicularis
Tmax	3.0	hr	Rattus norvegicus
Tmax	7.0	hr	Rattus norvegicus
Tmax	6.0	hr	Rattus norvegicus
Tmax	6.7	hr	Homo sapiens
Tmax	7.0	hr	Macaca fascicularis
Tmax	8.0	hr	Macaca fascicularis

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5'-AMP-activated protein kinase catalytic subunit alpha-2	IC50	=	61.4	nM	7.21	Inhibition of recombinant human His6-tagged AMPK alpha2 using ULight CRBtide as ...	32334266
5'-AMP-activated protein kinase catalytic subunit alpha-1	IC50	=	180.0	nM	6.75	Inhibition of recombinant human His6-tagged AMPK alpha1 using ULight CRBtide as ...	32334266
Vascular endothelial growth factor receptor 2	IC50	=	505.0	nM	6.3	Inhibition of tracer 236 binding to recombinant human N-terminal GST-tagged full...	32334266
Serine/threonine-protein kinase tousled-like 2	IC50	=	3000.0	nM	5.52	Inhibition of TLK2 (unknown origin)	38636130
K562	EC50	=	11880.0	nM	4.92	Cytotoxicity against human K562 cells assessed as reduction in cell viability in...	32334266
K562	EC50	=	12890.0	nM	4.89	Cytotoxicity against human K562 cells assessed as reduction in cell viability in...	32334266
K562	EC50	=	13590.0	nM	4.87	Cytotoxicity against human K562 cells assessed as reduction in cell viability in...	32334266
K562	EC50	=	15480.0	nM	4.81	Cytotoxicity against human K562 cells assessed as reduction in cell viability in...	32334266

PubMed	DOI	Target Context	# Activities
22180047	10.1124/dmd.111.042853	Rattus norvegicus	12
22180047	10.1124/dmd.111.042853	ADMET	10
22180047	10.1124/dmd.111.042853	Cynomolgus monkey	8
-	10.6019/CHEMBL5303304	HEK-293T	8
-	10.6019/CHEMBL5303304	U2OS	5
-	10.6019/CHEMBL5303304	Fibroblast	5
22180047	10.1124/dmd.111.042853	Homo sapiens	4
32334266	10.1016/j.ejmech.2020.112316	K562	4
22180047	10.1124/dmd.111.042853	No relevant target	1
32334266	10.1016/j.ejmech.2020.112316	5'-AMP-activated protein kinase catalytic subunit alpha-1	1
32334266	10.1016/j.ejmech.2020.112316	5'-AMP-activated protein kinase catalytic subunit alpha-2	1
32334266	10.1016/j.ejmech.2020.112316	Vascular endothelial growth factor receptor 2	1
38636130	10.1016/j.ejmech.2024.116357	Serine/threonine-protein kinase tousled-like 2	1

Data from ChEMBL 36 via Core Engine