Compound Detail

CHEMBL4442855

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Oc1ccc(-c2ccc(CNCCc3c[nH]c4ncc(F)cc34)o2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4442855
Phase	Preclinical
Structure Type	MOL
InChI Key	VTRMFVAGEAFJTR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

351.4

MW (Da)

4.00

ALogP

HBA

HBD

74.1

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

Ki 5 meas. best 7.6

IC50 4 meas. best 5.29

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	7.6	7.6	25.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	7.5	7.5	32.0	1
D(2) dopamine receptor CHEMBL217	Ki	6.3	6.3	505.0	1
HepG2 CHEMBL395	IC50	5.29	5.25	5140.0	2
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	5.21	5.21	6204.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.11	5.11	7800.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	5.08	5.08	8400.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	4.86	4.86	13750.0	1

Parameter	Value	Units	Species
CL	102.6	mL.min-1.g-1	Rattus norvegicus
T1/2	0.2333	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 6	Ki	=	25.0	nM	7.6	Displacement of [3H]-LSD from human 5-HT6R expressed in HEK293 cells after 1 hr ...	31734022
5-hydroxytryptamine receptor 2A	Ki	=	32.0	nM	7.5	Binding affinity to human 5-HT2AR expressed in HEK293 cells by competitive bindi...	31734022
D(2) dopamine receptor	Ki	=	505.0	nM	6.3	Displacement of [3H]-raclopride from human D2R expressed in HEK293 cells after 1...	31734022
HepG2	IC50	=	5140.0	nM	5.29	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability a...	31734022
HepG2	IC50	=	6200.0	nM	5.21	Cytotoxicity against human HepG2 cells after 24 hrs by ToxiLight bioassay	31734022
5-hydroxytryptamine receptor 1A	Ki	=	6204.0	nM	5.21	Displacement of [3H]-8-OH-DPAT from human 5-HT1A receptor expressed in HEK293 ce...	31734022
Cytochrome P450 3A4	IC50	=	7800.0	nM	5.11	Inhibition of human CYP3A4 preincubated for 5 mins followed by NADPH addition an...	31734022
Cytochrome P450 2D6	IC50	=	8400.0	nM	5.08	Inhibition of human CYP2D6 preincubated for 5 mins followed by NADPH addition an...	31734022
5-hydroxytryptamine receptor 7	Ki	=	13750.0	nM	4.86	Displacement of [3H]-CT from human 5-HT7 receptor expressed in HEK293 cells afte...	31734022

PubMed	DOI	Target Context	# Activities
31734022	10.1016/j.ejmech.2019.111857	ADMET	4
31734022	10.1016/j.ejmech.2019.111857	5-hydroxytryptamine receptor 2A	3
31734022	10.1016/j.ejmech.2019.111857	5-hydroxytryptamine receptor 6	2
31734022	10.1016/j.ejmech.2019.111857	HepG2	2
31734022	10.1016/j.ejmech.2019.111857	ATP-dependent translocase ABCB1	2
31734022	10.1016/j.ejmech.2019.111857	Rattus norvegicus	1
31734022	10.1016/j.ejmech.2019.111857	Cytochrome P450 2D6	1
31734022	10.1016/j.ejmech.2019.111857	Cytochrome P450 3A4	1
31734022	10.1016/j.ejmech.2019.111857	Voltage-gated inwardly rectifying potassium channel KCNH2	1
31734022	10.1016/j.ejmech.2019.111857	5-hydroxytryptamine receptor 2C	1
31734022	10.1016/j.ejmech.2019.111857	Muscarinic acetylcholine receptor M1	1
31734022	10.1016/j.ejmech.2019.111857	Histamine H1 receptor	1
31734022	10.1016/j.ejmech.2019.111857	Alpha-1A adrenergic receptor	1
31734022	10.1016/j.ejmech.2019.111857	5-hydroxytryptamine receptor 2B	1
31734022	10.1016/j.ejmech.2019.111857	D(2) dopamine receptor	1
31734022	10.1016/j.ejmech.2019.111857	5-hydroxytryptamine receptor 7	1
31734022	10.1016/j.ejmech.2019.111857	5-hydroxytryptamine receptor 1A	1

Data from ChEMBL 36 via Core Engine