Compound Detail

CHEMBL275854

Enter ChEMBL ID:

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

CC(N)Cc1c[nH]c2ccc(O)cc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL275854
Phase	Preclinical
Structure Type	MOL
InChI Key	LYPCGXKCQDYTFV-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

190.2

MW (Da)

1.76

ALogP

HBA

HBD

62.0

PSA (Å²)

0.68

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C11H14N2O
MW	190.25
Aromatic Rings	2
Heavy Atoms	14
NP-Likeness	0.47

Activity Summary

Ki 18 meas. best 9.0

EC50 6 meas. best 8.74

IC50 3 meas. best 8.82

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	9.0	9.0	1.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	IC50	8.82	8.64	1.5	2
5-hydroxytryptamine receptor 2C CHEMBL324	EC50	8.74	8.74	1.8	1
5-hydroxytryptamine receptor 2A CHEMBL224	EC50	8.7	8.7	2.0	1
5-hydroxytryptamine receptor 2B CHEMBL323	EC50	8.38	8.38	4.2	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	8.18	7.85	6.6	3
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.92	7.92	12.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	7.92	7.92	12.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	7.89	7.89	13.0	2
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	7.71	7.71	19.6	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	7.38	7.1667	42.0	3
5-hydroxytryptamine receptor 2A CHEMBL322	EC50	7.24	6.99	58.0	2
5-hydroxytryptamine receptor 1B CHEMBL3459	Ki	7.07	6.535	85.0	2
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	6.9	6.48	125.0	2
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.82	6.82	150.0	1
5-hydroxytryptamine receptor 2C CHEMBL324	Ki	6.82	6.82	150.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.6	6.6	250.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	EC50	6.42	6.42	378.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	621.96	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	Ki	=	1.0	nM	9.0	In vitro inhibitory constant against [125I]DOI binding to 5-hydroxytryptamine 2A...	12954071
5-hydroxytryptamine receptor 2A	IC50	=	1.5	nM	8.82	In vitro inhibition of [125I]DOI binding to 5-hydroxytryptamine 2A receptor in r...	12954071
5-hydroxytryptamine receptor 2C	EC50	=	1.8	nM	8.74	Activity against recombinant rat 5HT2C mediated intracellular calcium mobilizati...	16392816
5-hydroxytryptamine receptor 2A	EC50	=	2.0	nM	8.7	Agonist activity at human 5-HT2A receptor expressed in CHO-K1 cells co-expressin...	29730027
5-hydroxytryptamine receptor 2A	IC50	=	3.5	nM	8.46	Inhibition of [125I]DOI binding to 5HT2A receptor in rat cerebral cortex	16392816
5-hydroxytryptamine receptor 2B	EC50	=	4.2	nM	8.38	Activity against 5HT2B receptor in longitudinal stomach fundus strips in wistar ...	16392816
5-hydroxytryptamine receptor 2C	Ki	=	6.6	nM	8.18	Inhibitory constant against cloned human 5-hydroxytryptamine 2C receptor using w...	12954071
5-hydroxytryptamine receptor 2C	Ki	=	7.0	nM	8.15	Displacement of [125I]DOI from cloned human 5HT2C receptor expressed in CHO cell...	16392816
5-hydroxytryptamine receptor 2A	Ki	=	12.0	nM	7.92	Displacement of [125I]DOI from cloned human 5HT2A receptor expressed in CHO cell...	16392816
5-hydroxytryptamine receptor 1A	Ki	=	12.0	nM	7.92	Inhibitory constant against cloned human 5-hydroxytryptamine 2A receptor using w...	12954071
5-hydroxytryptamine receptor 2B	Ki	=	13.0	nM	7.89	Inhibitory constant against cloned human 5-hydroxytryptamine 2B receptor using w...	12954071
5-hydroxytryptamine receptor 2B	Ki	=	13.0	nM	7.89	Displacement of [125I]DOI from cloned human 5HT2B receptor expressed in CHO cell...	16392816
5-hydroxytryptamine receptor 1A	IC50	=	19.6	nM	7.71	In vitro inhibitory concentration required against [3H]8-OH-DPAT binding to clon...	12954071
5-hydroxytryptamine receptor 1A	Ki	=	42.0	nM	7.38	Binding affinity was determined against 5-hydroxytryptamine 1A receptor was dete...	2299641
5-hydroxytryptamine receptor 2A	EC50	=	58.0	nM	7.24	Activity against 5HT2A mediated intracellular calcium mobilization by FLIPR in r...	16392816
5-hydroxytryptamine receptor 2C	Ki	=	60.0	nM	7.22	Evaluated for the binding affinity to porcine choroid plexus at 5-hydroxytryptam...	3543362
5-hydroxytryptamine receptor 1A	Ki	=	85.0	nM	7.07	Evaluated for the binding affinity to hippocampus striatal membranes at 5-hydrox...	3543362
5-hydroxytryptamine receptor 1B	Ki	=	85.0	nM	7.07	Binding affinity was determined against 5-hydroxytryptamine 1B receptor was dete...	2299641
5-hydroxytryptamine receptor 1A	Ki	=	89.13	nM	7.05	Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r...	8568799
Serotonin 2 (5-HT2) receptor	Ki	=	125.0	nM	6.9	Binding affinity to rat cortical membranes at 5-hydroxytryptamine 2 (5-HT2) rece...	3543362

Literature References

PubMed	DOI	Target Context	# Activities
12954071	10.1021/jm030205t	5-hydroxytryptamine receptor 2A	6
16392816	10.1021/jm050663x	5-hydroxytryptamine receptor 2A	4
16392816	10.1021/jm050663x	Serotonin 2 (5-HT2) receptor	3
16392816	10.1021/jm050663x	5-hydroxytryptamine receptor 2C	3
12954071	10.1021/jm030205t	5-hydroxytryptamine receptor 1A	3
16392816	10.1021/jm050663x	5-hydroxytryptamine receptor 2B	2
29730027	10.1016/j.bmcl.2018.04.059	5-hydroxytryptamine receptor 2A	2
2299641	10.1021/jm00164a046	5-hydroxytryptamine receptor 1A	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
2299641	10.1021/jm00164a046	5-hydroxytryptamine receptor 1E	1
2299641	10.1021/jm00164a046	5-hydroxytryptamine receptor 1D	1
2299641	10.1021/jm00164a046	5-hydroxytryptamine receptor 2C	1
2299641	10.1021/jm00164a046	5-hydroxytryptamine receptor 1B	1
3543362	10.1021/jm00384a001	5-hydroxytryptamine receptor 1A	1
8568799	10.1021/jm950410b	5-hydroxytryptamine receptor 1A	1
12954071	10.1021/jm030205t	5-hydroxytryptamine receptor 2C	1
12954071	10.1021/jm030205t	5-hydroxytryptamine receptor 2B	1
8568822	10.1021/jm950498t	5-hydroxytryptamine receptor 1B	1
3543362	10.1021/jm00384a001	Serotonin 2 (5-HT2) receptor	1
3543362	10.1021/jm00384a001	5-hydroxytryptamine receptor 2C	1

Data from ChEMBL 36 via Core Engine