Compound Detail

CHEMBL81728

Enter ChEMBL ID:

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

O=C(NCCN1CCN(c2cccc3c2OCCO3)CC1)c1ccc(F)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL81728
Phase	Preclinical
Structure Type	MOL
InChI Key	GTEYGWXMYSXCRZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

385.4

MW (Da)

2.15

ALogP

HBA

HBD

54.0

PSA (Å²)

0.85

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H24FN3O3
MW	385.44
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	-1.57

Activity Summary

Ki 9 meas. best 10.0

EC50 3 meas. best 9.11

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	10.0	10.0	0.1	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	9.53	9.5233	0.3	3
5-hydroxytryptamine receptor 1A CHEMBL214	EC50	9.11	9.0667	0.8	3
D(4) dopamine receptor CHEMBL219	Ki	8.4	8.4	4.0	1
D(2) dopamine receptor CHEMBL339	Ki	7.85	7.85	14.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	7.6	7.6	25.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	7.4	7.4	40.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	7.34	7.34	46.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1A	Ki	=	0.1	nM	10.0	Binding affinity to human 5-HT1A receptor expressed in CHO cells assessed as inh...	35939391
5-hydroxytryptamine receptor 1A	Ki	=	0.2951	nM	9.53	Inhibition of [3H]8-OH-DPAT binding to 5-hydroxytryptamine 1A receptor of rat fr...	9873561
5-hydroxytryptamine receptor 1A	Ki	=	0.3	nM	9.52	Binding affinity was evaluated by determining in vitro displacement of [3H]8-OH-...	9022796
5-hydroxytryptamine receptor 1A	Ki	=	0.3	nM	9.52	Binding affinity to displace [3H]2-(di-N-propylamino)-8-hydroxy-tetralin from 5-...	8064803
5-hydroxytryptamine receptor 1A	EC50	=	0.78	nM	9.11	In vitro potency at human 5-hydroxytryptamine 1A receptor in inhibiting forskoli...	9022796
5-hydroxytryptamine receptor 1A	EC50	=	0.8511	nM	9.07	Compound was tested for its potency against human 5-hydroxytryptamine 1A recepto...	9873561
5-hydroxytryptamine receptor 1A	EC50	=	0.955	nM	9.02	Potency against human 5-hydroxytryptamine 1A receptor expressed in CHO cells (ex...	9873561
D(4) dopamine receptor	Ki	=	4.0	nM	8.4	Binding affinity to human D4 receptor expressed in CHO cells assessed as inhibit...	35939391
D(2) dopamine receptor	Ki	=	14.0	nM	7.85	In vitro displacement of [3H]spiperone from Dopamine receptor D2 binding site in...	9022796
5-hydroxytryptamine receptor 1D	Ki	=	25.0	nM	7.6	Binding affinity to human 5-HT1D receptor expressed in CHO cells assessed as inh...	35939391
Alpha-1A adrenergic receptor	Ki	=	40.0	nM	7.4	Binding affinity to human alpha 1A adrenergic receptor expressed in CHO cells as...	35939391
5-hydroxytryptamine receptor 2B	Ki	=	46.0	nM	7.34	Binding affinity to human 5-HT2B receptor expressed in CHO cells assessed as inh...	35939391

Literature References

PubMed	DOI	Target Context	# Activities
9873561	10.1016/s0960-894x(98)00406-5	5-hydroxytryptamine receptor 1A	7
9022796	10.1021/jm960496o	5-hydroxytryptamine receptor 1A	2
9022796	10.1021/jm960496o	D(2) dopamine receptor	1
8064803	10.1021/jm00043a015	5-hydroxytryptamine receptor 1A	1
35939391	10.1021/acs.jmedchem.2c00633	5-hydroxytryptamine receptor 1A	1
35939391	10.1021/acs.jmedchem.2c00633	D(4) dopamine receptor	1
35939391	10.1021/acs.jmedchem.2c00633	5-hydroxytryptamine receptor 2B	1
35939391	10.1021/acs.jmedchem.2c00633	5-hydroxytryptamine receptor 1D	1
35939391	10.1021/acs.jmedchem.2c00633	Alpha-1A adrenergic receptor	1

Data from ChEMBL 36 via Core Engine