Compound Detail

CHEMBL124069

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Fc1cc2c(c(OCCNCCCc3c[nH]c4ccc(F)cc34)c1)OCCC2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL124069
Phase	Preclinical
Structure Type	MOL
InChI Key	REHCIQBRDJQQIG-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

386.4

MW (Da)

4.37

ALogP

HBA

HBD

46.3

PSA (Å²)

0.57

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H24F2N2O2
MW	386.44
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-0.62

Activity Summary

Ki 9 meas. best 9.33

IC50 3 meas. best 8.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium-dependent serotonin transporter CHEMBL228	Ki	9.33	9.31	0.5	3
Sodium-dependent serotonin transporter CHEMBL313	Ki	9.33	9.33	0.5	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	8.15	8.15	7.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.58	7.5625	26.6	4
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	7.31	7.115	49.0	2
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	7.0	7.0	100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium-dependent serotonin transporter	Ki	=	0.47	nM	9.33	Binding affinity against serotonin transporter in rat cortical tissues using rad...	15239661
Sodium-dependent serotonin transporter	Ki	=	0.47	nM	9.33	Inhibition of serotonin reuptake in SERT (unknown origin)	29291438
Sodium-dependent serotonin transporter	Ki	=	0.5	nM	9.3	Inhibition constant against serotonin transporter	16220969
Sodium-dependent serotonin transporter	Ki	=	0.5	nM	9.3	Inhibition of 5HT transporter (unknown origin)	31344615
Sodium-dependent serotonin transporter	IC50	=	7.0	nM	8.15	Inhibition concentration against [3H]5-HT uptake by human serotonin transporter ...	15239661
5-hydroxytryptamine receptor 1A	Ki	=	26.6	nM	7.58	Binding affinity against human 5-hydroxytryptamine 1A receptor in CHO cells labe...	15239661
5-hydroxytryptamine receptor 1A	Ki	=	26.6	nM	7.58	Binding affinity to 5-HT1A receptor (unknown origin)	29291438
5-hydroxytryptamine receptor 1A	Ki	=	27.0	nM	7.57	Inhibition constant against 5-hydroxytryptamine 1A receptor	16220969
5-hydroxytryptamine receptor 1A	Ki	=	30.0	nM	7.52	Agonist activity at 5HT1A receptor (unknown origin)	31344615
5-hydroxytryptamine receptor 1A	IC50	=	49.0	nM	7.31	Inhibition concentration against 5-hydroxytryptamine 1A receptor using cAMP as r...	15239661
Adrenergic receptor alpha-1	Ki	=	100.0	nM	7.0	Binding affinity against rat cortical alpha-1 adrenergic receptor labeled with [...	15239661
5-hydroxytryptamine receptor 1A	IC50	=	121.0	nM	6.92	Inhibition concentration against binding of radioligand [35S]GTP-gamma-S in CHO ...	15239661

Literature References

PubMed	DOI	Target Context	# Activities
15239661	10.1021/jm0304010	5-hydroxytryptamine receptor 1A	5
15239661	10.1021/jm0304010	Sodium-dependent serotonin transporter	2
15239661	10.1021/jm0304010	Adrenergic receptor alpha-1	2
16220969	10.1021/jm058225d	Sodium-dependent serotonin transporter	1
16220969	10.1021/jm058225d	5-hydroxytryptamine receptor 1A	1
16220969	10.1021/jm058225d	Adrenergic receptor alpha-1	1
29291438	10.1016/j.ejmech.2017.12.063	5-hydroxytryptamine receptor 1A	1
29291438	10.1016/j.ejmech.2017.12.063	Sodium-dependent serotonin transporter	1
31344615	10.1016/j.ejmech.2019.07.019	5-hydroxytryptamine receptor 1A	1
31344615	10.1016/j.ejmech.2019.07.019	Sodium-dependent serotonin transporter	1

Data from ChEMBL 36 via Core Engine