Compound Detail

CHEMBL25800

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Cn1cc(CCN)c2c3c(ccc21)OCCC3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL25800
Phase	Preclinical
Structure Type	MOL
InChI Key	CCGPJPFGXFZHAJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

230.3

MW (Da)

2.00

ALogP

HBA

HBD

40.2

PSA (Å²)

0.86

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H18N2O
MW	230.31
Aromatic Rings	2
Heavy Atoms	17
NP-Likeness	-0.14

Activity Summary

IC50 7 meas. best 8.55

Ki 3 meas. best 8.96

EC50 1 meas. best 6.67

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	8.96	8.96	1.1	1
5-hydroxytryptamine receptor 2A CHEMBL322	IC50	8.55	8.55	2.8	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	8.09	8.09	8.2	1
Serotonin 2 (5-HT2) receptor CHEMBL2093870	IC50	7.85	6.975	14.0	2
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	7.0	7.0	100.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	EC50	6.67	6.67	213.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	5.58	5.58	2630.3	1
5-hydroxytryptamine receptor 1D CHEMBL1983	IC50	5.38	5.38	4200.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	5.28	5.28	5300.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	5.08	5.08	8410.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	Ki	=	1.1	nM	8.96	In vitro inhibitory constant against [125I]DOI binding to 5-hydroxytryptamine 2A...	12954071
5-hydroxytryptamine receptor 2A	IC50	=	2.8	nM	8.55	In vitro inhibition of [125I]DOI binding to 5-hydroxytryptamine 2A receptor in r...	12954071
5-hydroxytryptamine receptor 2A	Ki	=	8.2	nM	8.09	Inhibitory constant determined against cloned human 5-hydroxytryptamine 2A recep...	12954071
Serotonin 2 (5-HT2) receptor	IC50	=	14.0	nM	7.85	Compound was evaluated for binding affinity towards 5-hydroxytryptamine 2 recept...	1433172
5-hydroxytryptamine receptor 2C	IC50	=	100.0	nM	7.0	Compound was evaluated for binding affinity towards 5-hydroxytryptamine 1C recep...	1433172
5-hydroxytryptamine receptor 2A	EC50	=	213.0	nM	6.67	In vitro relative agonist activity against 5-hydroxytryptamine 2A using PI assay...	12954071
Serotonin 2 (5-HT2) receptor	IC50	=	800.0	nM	6.1	Compound was evaluated for binding affinity towards 5-hydroxytryptamine 2 recept...	1433172
5-hydroxytryptamine receptor 1A	Ki	=	2630.27	nM	5.58	Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r...	8568799
5-hydroxytryptamine receptor 1D	IC50	=	4200.0	nM	5.38	Compound was evaluated for binding affinity towards 5-hydroxytryptamine 1D recep...	1433172
5-hydroxytryptamine receptor 1A	IC50	=	5300.0	nM	5.28	Compound was evaluated for binding affinity towards 5-hydroxytryptamine 1A recep...	1433172
5-hydroxytryptamine receptor 1A	IC50	=	8410.0	nM	5.08	In vitro inhibitory concentration required against [3H]8-OH-DPAT binding to clon...	12954071

Literature References

PubMed	DOI	Target Context	# Activities
12954071	10.1021/jm030205t	5-hydroxytryptamine receptor 2A	7
12954071	10.1021/jm030205t	5-hydroxytryptamine receptor 1A	2
1433172	10.1021/jm00098a005	Serotonin 2 (5-HT2) receptor	2
8568799	10.1021/jm950410b	5-hydroxytryptamine receptor 1A	1
1433172	10.1021/jm00098a005	5-hydroxytryptamine receptor 1A	1
1433172	10.1021/jm00098a005	5-hydroxytryptamine receptor 1D	1
1433172	10.1021/jm00098a005	5-hydroxytryptamine receptor 2C	1

Data from ChEMBL 36 via Core Engine