Compound Detail

CHEMBL46683

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O=C(c1ccc(F)cc1)C1CCN(CCn2c(=O)[nH]c3cc(O)ccc3c2=O)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL46683
Phase	Preclinical
Structure Type	MOL
InChI Key	KUQJDAMRVKQSPB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

411.4

MW (Da)

2.13

ALogP

HBA

HBD

95.4

PSA (Å²)

0.63

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H22FN3O4
MW	411.43
Aromatic Rings	3
Heavy Atoms	30
NP-Likeness	-1.04

Activity Summary

IC50 7 meas. best 9.25

Ki 7 meas. best 9.77

Kd 2 meas. best 9.46

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	9.77	9.77	0.2	1
Unchecked CHEMBL612545	Kd	9.46	9.075	0.3	2
Unchecked CHEMBL612545	Ki	9.44	9.045	0.4	2
Serotonin 2 (5-HT2) receptor CHEMBL2093870	IC50	9.25	9.25	0.6	1
Histamine H1 receptor CHEMBL4701	Ki	8.91	8.91	1.2	1
Unchecked CHEMBL612545	IC50	8.86	8.605	1.4	2
Histamine H1 receptor CHEMBL4701	IC50	8.65	8.65	2.2	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	8.26	8.26	5.5	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	7.82	7.82	15.1	1
D(2) dopamine receptor CHEMBL339	Ki	6.79	6.79	164.0	1
D(2) dopamine receptor CHEMBL339	IC50	6.38	6.38	416.9	1
Serotonin 1 (5-HT1) receptor CHEMBL2095159	Ki	5.36	5.36	4416.0	1
Serotonin 1 (5-HT1) receptor CHEMBL2095159	IC50	5.25	5.25	5623.4	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.13	hr	-
T1/2	0.2067	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serotonin 2 (5-HT2) receptor	Ki	=	0.17	nM	9.77	Evaluated for binding activity against [3H]ketanserin as radioligand for 5-hydro...	3746815
Unchecked	Kd	=	0.35	nM	9.46	Binding affinity for membrane-bound 5-HT-S2 receptor	3746815
Unchecked	Ki	=	0.36	nM	9.44	Compound was evaluated at membrane-bound receptor (M+L+P fraction) from rat fron...	3746815
Serotonin 2 (5-HT2) receptor	IC50	=	0.5623	nM	9.25	Evaluated for binding activity against [3H]ketanserin as radioligand for 5-hydro...	3746815
Histamine H1 receptor	Ki	=	1.22	nM	8.91	Compound was evaluated for binding activity against [3H]pyrilamine as radioligan...	3746815
Unchecked	IC50	=	1.38	nM	8.86	Compound was evaluated at membrane-bound receptor (M+L+P fraction) from rat fron...	3746815
Unchecked	Kd	=	2.03	nM	8.69	Binding affinity for detergent solubilized 5-HT-S2 receptor	3746815
Histamine H1 receptor	IC50	=	2.239	nM	8.65	Compound was evaluated for binding activity against [3H]pyrilamine as radioligan...	3746815
Unchecked	Ki	=	2.23	nM	8.65	Compound was evaluated at solubilized receptor (CHAPS/salt-solubilized preparati...	3746815
Unchecked	IC50	=	4.467	nM	8.35	Compound was evaluated at solubilized receptor (CHAPS/salt-solubilized preparati...	3746815
Adrenergic receptor alpha-1	Ki	=	5.49	nM	8.26	Compound was evaluated for binding activity against [3H]-WB- 4101 as radioligand...	3746815
Adrenergic receptor alpha-1	IC50	=	15.14	nM	7.82	Compound was evaluated for binding activity against [3H]-WB- 4101 as radioligand...	3746815
D(2) dopamine receptor	Ki	=	164.0	nM	6.79	Compound was evaluated for binding activity against [3H]haloperidol as radioliga...	3746815
D(2) dopamine receptor	IC50	=	416.87	nM	6.38	Compound was evaluated for binding activity against [3H]haloperidol as radioliga...	3746815
Serotonin 1 (5-HT1) receptor	Ki	=	4416.0	nM	5.36	Compound was evaluated for binding activity against [3H]5-HT as radioligand for ...	3746815
Serotonin 1 (5-HT1) receptor	IC50	=	5623.41	nM	5.25	Compound was evaluated for binding activity against [3H]-5-HT as radioligand for...	3746815

Literature References

PubMed	DOI	Target Context	# Activities
3746815	10.1021/jm00159a017	Unchecked	15
3746815	10.1021/jm00159a017	Serotonin 2 (5-HT2) receptor	2
3746815	10.1021/jm00159a017	Serotonin 1 (5-HT1) receptor	2
3746815	10.1021/jm00159a017	Histamine H1 receptor	2
3746815	10.1021/jm00159a017	Adrenergic receptor alpha-1	2
3746815	10.1021/jm00159a017	D(2) dopamine receptor	2
3746815	10.1021/jm00159a017	ADMET	2
3746815	10.1021/jm00159a017	Adrenergic receptor alpha-2	1
3746815	10.1021/jm00159a017	Adrenergic receptor beta	1
3746815	10.1021/jm00159a017	Opioid receptor	1
3746815	10.1021/jm00159a017	Muscarinic acetylcholine receptor	1
3746815	10.1021/jm00159a017	Rattus norvegicus	1
3746815	10.1021/jm00159a017	No relevant target	1

Data from ChEMBL 36 via Core Engine