Compound Detail

CHEMBL493054

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C[C@H]([C@H](O)c1ccc(O)cc1)N1CCC(Cc2ccccc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL493054
Phase	Preclinical
Structure Type	MOL
InChI Key	UYNVMODNBIQBMV-IERDGZPVSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

325.4

MW (Da)

3.77

ALogP

HBA

HBD

43.7

PSA (Å²)

0.88

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C21H27NO2
MW	325.45
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	0.06

Activity Summary

Ki 13 meas. best 9.1

IC50 1 meas. best 6.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate receptor ionotropic, NMDA 2B CHEMBL3442	Ki	9.1	9.1	0.8	1
Glutamate receptor ionotropic, NMDA 2B CHEMBL1904	Ki	8.24	8.24	5.8	1
Sigma intracellular receptor 2 CHEMBL4105864	Ki	8.24	7.8767	5.8	3
Unchecked CHEMBL612545	Ki	8.24	8.24	5.8	1
Sigma non-opioid intracellular receptor 1 CHEMBL4153	Ki	7.02	7.0167	96.0	3
Glutamate receptor ionotropic, NMDA 2B CHEMBL1904	IC50	6.66	6.66	218.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.47	6.47	338.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.43	6.43	370.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.15	6.15	708.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.26	5.26	5500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate receptor ionotropic, NMDA 2B	Ki	=	0.8	nM	9.1	Displacement of [3H]ifenprodil from GluN2B in mouse LTK cells assessed as inhibi...	36946301
Glutamate receptor ionotropic, NMDA 2B	Ki	=	5.8	nM	8.24	Displacement of [3H]-unlike-ifenprodil from recombinant human GluN2B expressed i...	33426889
Unchecked	Ki	=	5.8	nM	8.24	Displacement of [3H]ifenprodil from recombinant human GluN1A/GluN2B expressed in...	35468513
Sigma intracellular receptor 2	Ki	=	5.8	nM	8.24	Displacement of [3H]di-o-tolylguanidine from rat liver membrane sigma 2 receptor...	36946301
Sigma intracellular receptor 2	Ki	=	6.5	nM	8.19	Displacement of [3H]-DTG from sigma 2 receptor in rat liver membrane measured af...	35468513
Sigma intracellular receptor 2	Ki	=	63.0	nM	7.2	Displacement of [3H](+)-[3H]di-o-tolylguanidine from sigma2 receptor in rat live...	33426889
Sigma non-opioid intracellular receptor 1	Ki	=	96.0	nM	7.02	Displacement of [3H](+)-pentazocine from sigma1 receptor in guinea pig brain mem...	33426889
Sigma non-opioid intracellular receptor 1	Ki	=	96.0	nM	7.02	Displacement of [3H]-(+)-pentazocine from sigma1 receptor in guinea pig brain co...	35468513
Sigma non-opioid intracellular receptor 1	Ki	=	98.0	nM	7.01	Displacement of [3H]-(+)-pentazocine from guinea pig brain membrane sigma 1 rece...	36946301
Glutamate receptor ionotropic, NMDA 2B	IC50	=	218.0	nM	6.66	Antagonist activity at human GluN2B expressed in Xenopus laevis oocytes assessed...	33426889
5-hydroxytryptamine receptor 2A	Ki	=	338.0	nM	6.47	Displacement of [3H]ketanserin from human 5-HT2A receptor expressed in CHO-K1 ce...	33426889
Alpha-1A adrenergic receptor	Ki	=	370.0	nM	6.43	Displacement of [3H]prazosin from alpha-1A adrenergic receptor (unknown origin)	33426889
5-hydroxytryptamine receptor 2B	Ki	=	708.0	nM	6.15	Binding affinity to 5-HT2B receptor (unknown origin) incubated for 1 hr by radio...	33426889
Alpha-2A adrenergic receptor	Ki	=	5500.0	nM	5.26	Displacement of [3H]RX821002 from alpha-2A adrenergic receptor (unknown origin)	33426889

Literature References

PubMed	DOI	Target Context	# Activities
33426889	10.1021/acs.jmedchem.0c01912	Glutamate receptor ionotropic, NMDA 2B	3
33426889	10.1021/acs.jmedchem.0c01912	Unchecked	2
33426889	10.1021/acs.jmedchem.0c01912	5-hydroxytryptamine receptor 2C	1
36946301	10.1021/acs.jmedchem.2c02081	Glutamate receptor ionotropic, NMDA 2B	1
36946301	10.1021/acs.jmedchem.2c02081	Sigma intracellular receptor 2	1
36946301	10.1021/acs.jmedchem.2c02081	Sigma non-opioid intracellular receptor 1	1
35468513	10.1016/j.ejmech.2022.114359	Sigma intracellular receptor 2	1
35468513	10.1016/j.ejmech.2022.114359	Sigma non-opioid intracellular receptor 1	1
35468513	10.1016/j.ejmech.2022.114359	Unchecked	1
33426889	10.1021/acs.jmedchem.0c01912	5-hydroxytryptamine receptor 7	1
33426889	10.1021/acs.jmedchem.0c01912	5-hydroxytryptamine receptor 6	1
33426889	10.1021/acs.jmedchem.0c01912	5-hydroxytryptamine receptor 2B	1
33426889	10.1021/acs.jmedchem.0c01912	5-hydroxytryptamine receptor 2A	1
33426889	10.1021/acs.jmedchem.0c01912	5-hydroxytryptamine receptor 1A	1
33426889	10.1021/acs.jmedchem.0c01912	Sigma intracellular receptor 2	1
33426889	10.1021/acs.jmedchem.0c01912	Sigma non-opioid intracellular receptor 1	1
33426889	10.1021/acs.jmedchem.0c01912	Alpha-2A adrenergic receptor	1
33426889	10.1021/acs.jmedchem.0c01912	Alpha-1A adrenergic receptor	1

Data from ChEMBL 36 via Core Engine