Compound Detail

CHEMBL222301

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COC(=O)C1(c2ccc(C)cc2)CC1CN1CCC(O)(c2ccccc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL222301
Phase	Preclinical
Structure Type	MOL
InChI Key	BDSYECBSUUOPCT-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

379.5

MW (Da)

3.41

ALogP

HBA

HBD

49.8

PSA (Å²)

0.81

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

Ki 11 meas. best 8.82

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sigma non-opioid intracellular receptor 1 CHEMBL4153	Ki	8.82	8.78	1.5	2
Unchecked CHEMBL612545	Ki	7.68	7.485	20.8	2
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.22	6.22	605.0	1
D(2) dopamine receptor CHEMBL339	Ki	5.89	5.89	1285.0	1
Histamine H1 receptor CHEMBL4701	Ki	5.85	5.85	1422.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	5.5	5.5	3149.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.36	5.36	4357.0	1
D(3) dopamine receptor CHEMBL3138	Ki	5.31	5.31	4900.0	1
Adrenergic receptor alpha-2 CHEMBL2093864	Ki	5.03	5.03	9414.0	1

Parameter	Value	Units	Species
AUC	337.9	-	Chlorocebus sabaeus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sigma non-opioid intracellular receptor 1	Ki	=	1.5	nM	8.82	Displacement of [3H](+)-pentazocine from guinea pig brain sigma 1 receptor	17328523
Sigma non-opioid intracellular receptor 1	Ki	=	1.8	nM	8.74	Displacement of [3H](+)-pentazocine from guinea pig sigma1 opioid receptor by li...	20684615
Unchecked	Ki	=	20.8	nM	7.68	Displacement of [3H]-DTG from sigma2 opioid receptor by liquid scintillation cou...	20684615
Unchecked	Ki	=	50.8	nM	7.29	Displacement of [3H]DTG rom guinea pig brain sigma 2 receptor	17328523
Adrenergic receptor alpha-1	Ki	=	605.0	nM	6.22	Displacement of [3H]prazosin from rat cortex adrenergic alpha-1 receptor	17328523
D(2) dopamine receptor	Ki	=	1285.0	nM	5.89	Displacement of [3H]spiperone from rat striatum dopamine D2 receptor	17328523
Histamine H1 receptor	Ki	=	1422.0	nM	5.85	Displacement of [3H]pyrilamine from rat cortex histamine H1 receptor	17328523
5-hydroxytryptamine receptor 2A	Ki	=	3149.0	nM	5.5	Displacement of [3H]ketanserin from rat cortex 5HT2A receptor	17328523
5-hydroxytryptamine receptor 2C	Ki	=	4357.0	nM	5.36	Displacement of [3H]mesulergine from guinea pig cortex 5HT2C receptor	17328523
D(3) dopamine receptor	Ki	=	4900.0	nM	5.31	Displacement of [3H]7OH-DPAT from rat olfactory tubercle dopamine D3 receptor	17328523
Adrenergic receptor alpha-2	Ki	=	9414.0	nM	5.03	Displacement of 3H]RX821002 from rat cortex adrenergic alpha-2 receptor	17328523

PubMed	DOI	Target Context	# Activities
17328523	10.1021/jm0611197	Unchecked	7
32353859	10.1038/s41586-020-2286-9	SARS-CoV-2	3
32353859	10.1038/s41586-020-2286-9	Vero C1008	2
20684615	10.1021/jm100116p	Astrocyte	2
17328523	10.1021/jm0611197	Adrenergic receptor alpha-2	1
17328523	10.1021/jm0611197	Sigma non-opioid intracellular receptor 1	1
20684615	10.1021/jm100116p	Molecular identity unknown	1
17328523	10.1021/jm0611197	Sodium-dependent serotonin transporter	1
17328523	10.1021/jm0611197	Sodium-dependent dopamine transporter	1
17328523	10.1021/jm0611197	Glutamate NMDA receptor	1
17328523	10.1021/jm0611197	Histamine H1 receptor	1
17328523	10.1021/jm0611197	Muscarinic acetylcholine receptor	1
17328523	10.1021/jm0611197	D(1A) dopamine receptor	1
17328523	10.1021/jm0611197	Adrenergic receptor alpha-1	1
17328523	10.1021/jm0611197	5-hydroxytryptamine receptor 6	1
17328523	10.1021/jm0611197	5-hydroxytryptamine receptor 4	1
17328523	10.1021/jm0611197	5-hydroxytryptamine receptor 3A	1
17328523	10.1021/jm0611197	5-hydroxytryptamine receptor 2C	1
17328523	10.1021/jm0611197	5-hydroxytryptamine receptor 2A	1
17328523	10.1021/jm0611197	D(3) dopamine receptor	1

Data from ChEMBL 36 via Core Engine