Compound Detail

CHEMBL274866

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FC(F)(F)c1cccc(N2CCNCC2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL274866
Phase	Preclinical
Structure Type	MOL
InChI Key	KKIMDKMETPPURN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

230.2

MW (Da)

2.12

ALogP

HBA

HBD

15.3

PSA (Å²)

0.79

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C11H13F3N2
MW	230.23
Aromatic Rings	1
Heavy Atoms	16
NP-Likeness	-1.62

Activity Summary

Ki 19 meas. best 8.65

IC50 6 meas. best 7.57

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1B CHEMBL3459	Ki	8.65	7.41	2.2	4
Serotonin 1 (5-HT1) receptor CHEMBL2095159	Ki	7.7	7.7	19.8	2
Unchecked CHEMBL612545	Ki	7.7	7.7	20.0	1
5-hydroxytryptamine receptor 1B CHEMBL3459	IC50	7.57	7.43	27.0	2
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	7.51	7.0367	31.1	3
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	7.09	6.616	80.6	5
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	6.82	6.82	150.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	6.54	6.54	290.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.47	6.47	337.0	1
D(2) dopamine receptor CHEMBL339	Ki	6.28	6.28	530.0	1
Serotonin 2 (5-HT2) receptor CHEMBL2093870	IC50	6.24	6.24	570.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	IC50	6.21	6.21	610.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	5.87	5.87	1340.0	1
Serotonin 3 (5-HT3) receptor CHEMBL2094132	Ki	5.86	5.86	1390.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1B	Ki	=	2.25	nM	8.65	Binding affinity in radioreceptor binding assay by using [3H]5-HT radioligand ag...	2565400
Serotonin 1 (5-HT1) receptor	Ki	=	19.8	nM	7.7	Binding affinity in radioreceptor binding assay by using [3H]5-HT radioligand ag...	2565400
Serotonin 1 (5-HT1) receptor	Ki	=	20.0	nM	7.7	Evaluated for binding affinity towards rat cortical membranes at 5-hydroxytrypta...	3543362
Unchecked	Ki	=	20.0	nM	7.7	Displacement of [3H]spiperone from 5-hydroxytryptamine 1 receptor of rat cortex	3701781
5-hydroxytryptamine receptor 1B	IC50	=	27.0	nM	7.57	Inhibitory activity against 5-hydroxytryptamine 1B receptor of rat cortex using ...	2374139
5-hydroxytryptamine receptor 1B	Ki	=	30.0	nM	7.52	Binding affinity (Ki) to rat cortical membranes at 5-HT1B binding site by using ...	3543362
Serotonin 2 (5-HT2) receptor	Ki	=	31.1	nM	7.51	Binding affinity in radioreceptor binding assay by using [3H]5-HT radioligand ag...	2565400
5-hydroxytryptamine receptor 1B	IC50	=	51.0	nM	7.29	Concentration necessary to achieve half maximal inhibition of [125I]- Iodocyanop...	2537429
5-hydroxytryptamine receptor 1A	Ki	=	80.6	nM	7.09	Binding affinity in radioreceptor binding assay by using [3H]5-HT radioligand ag...	2565400
5-hydroxytryptamine receptor 1B	Ki	=	116.0	nM	6.94	Intrinsic affinity towards serotonin receptor from rat frontal cortex by displac...	4009617
5-hydroxytryptamine receptor 2C	IC50	=	150.0	nM	6.82	Compound was evaluated for its inhibitory activity against 5-hydroxytryptamine 1...	2374139
Serotonin 2 (5-HT2) receptor	Ki	=	160.0	nM	6.8	Binding affinity to 5-hydroxytryptamine 2 receptor in rat frontal cortical membr...	3543362
Serotonin 2 (5-HT2) receptor	Ki	=	160.0	nM	6.8	Displacement of [3H]ketanserin from 5-hydroxytryptamine 2 receptor of rat cortex	3701781
5-hydroxytryptamine receptor 1A	Ki	=	175.0	nM	6.76	Evaluated for binding affinity towards 5-hydroxytryptamine 1A receptor in rat br...	3172131
5-hydroxytryptamine receptor 1A	Ki	=	175.0	nM	6.76	Binding affinity towards rat 5-hydroxytryptamine 1A receptor using [3H]8-OH-DPAT...	8893838
5-hydroxytryptamine receptor 1A	Ki	=	173.78	nM	6.76	Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r...	8568799
5-hydroxytryptamine receptor 1A	IC50	=	290.0	nM	6.54	Displacement of [3H]8-OH-DPAT from rat cortex 5-hydroxytryptamine 1A receptor	2374139
5-hydroxytryptamine receptor 1B	Ki	=	298.0	nM	6.53	Intrinsic affinity towards serotonin receptor from rat frontal cortex by displac...	4009617
Adrenergic receptor alpha-1	Ki	=	337.0	nM	6.47	Binding affinity against rat Alpha-1 adrenergic receptor.	2565400
D(2) dopamine receptor	Ki	=	530.0	nM	6.28	Binding affinity in radioreceptor binding assay by using [3H]5-HT radioligand ag...	2565400

Literature References

PubMed	DOI	Target Context	# Activities
3701781	10.1021/jm00155a008	Rattus norvegicus	8
3783595	10.1021/jm00161a038	Rattus norvegicus	3
3543362	10.1021/jm00384a001	Serotonin 2 (5-HT2) receptor	3
4009617	10.1021/jm00145a017	5-hydroxytryptamine receptor 1B	2
2565400	10.1021/jm00125a020	Rattus norvegicus	2
3172131	10.1021/jm00118a018	5-hydroxytryptamine receptor 1A	2
2374139	10.1021/jm00170a007	Serotonin 2 (5-HT2) receptor	1
2565400	10.1021/jm00125a020	D(2) dopamine receptor	1
2565400	10.1021/jm00125a020	D(1A) dopamine receptor	1
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	1
1662725	10.1021/jm00116a003	Sigma non-opioid intracellular receptor 1	1
3701781	10.1021/jm00155a008	Serotonin 2 (5-HT2) receptor	1
3701781	10.1021/jm00155a008	Unchecked	1
2374139	10.1021/jm00170a007	5-hydroxytryptamine receptor 1D	1
2374139	10.1021/jm00170a007	5-hydroxytryptamine receptor 2C	1
2374139	10.1021/jm00170a007	5-hydroxytryptamine receptor 1B	1
2374139	10.1021/jm00170a007	5-hydroxytryptamine receptor 1A	1
3543362	10.1021/jm00384a001	5-hydroxytryptamine receptor 2C	1
3543362	10.1021/jm00384a001	5-hydroxytryptamine receptor 1B	1
3543362	10.1021/jm00384a001	5-hydroxytryptamine receptor 1A	1

Data from ChEMBL 36 via Core Engine