Compound Detail

CHEMBL1255588

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CC(C)(C)[C@@]1(O)CCN2C[C@@H]3c4ccccc4CCc4cccc(c43)[C@H]2C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1255588
Phase	Preclinical
Structure Type	MOL
InChI Key	ZZJYIKPMDIWRSN-TZBSWOFLSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

361.5

MW (Da)

4.84

ALogP

HBA

HBD

23.5

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H31NO
MW	361.53
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	0.95

Activity Summary

Ki 27 meas. best 9.7

IC50 23 meas. best 9.3

EC50 4 meas. best 6.12

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dopamine receptor CHEMBL2093868	Ki	9.7	9.7	0.2	1
D(2) dopamine receptor CHEMBL339	Ki	9.52	8.9483	0.3	6
D(2) dopamine receptor CHEMBL217	Ki	9.43	9.035	0.4	6
Rattus norvegicus CHEMBL376	Ki	9.4	8.576	0.4	5
D(3) dopamine receptor CHEMBL234	Ki	9.37	8.8033	0.4	3
Unchecked CHEMBL612545	IC50	9.3	8.3467	0.5	3
D(3) dopamine receptor CHEMBL234	IC50	8.92	8.455	1.2	4
D(2) dopamine receptor CHEMBL217	IC50	8.85	8.2267	1.4	6
D(1A) dopamine receptor CHEMBL265	Ki	8.74	8.74	1.8	1
Dopamine receptor CHEMBL2093868	IC50	8.7	8.295	2.0	2
D(1A) dopamine receptor CHEMBL2056	Ki	8.55	8.55	2.8	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	8.53	8.53	3.0	1
D(2) dopamine receptor CHEMBL339	IC50	7.92	7.92	12.0	1
Rattus norvegicus CHEMBL376	IC50	7.88	6.2475	13.2	4
Dopamine receptor CHEMBL2096905	IC50	7.3	7.3	50.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	7.28	7.28	52.5	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.2	7.2	63.1	1
D(4) dopamine receptor CHEMBL219	Ki	6.73	6.73	185.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.12	5.6775	751.0	4
Muscarinic acetylcholine receptor CHEMBL1907609	Ki	5.28	5.28	5200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dopamine receptor	Ki	=	0.2	nM	9.7	Displacement of [3H]- spiperone radioligand binding at the dopamine binding site...	6134835
D(2) dopamine receptor	Ki	=	0.3	nM	9.52	Binding affinity was tested on Dopamine receptor D2 using radioligand [3H]spirop...	8863803
D(2) dopamine receptor	Ki	=	0.37	nM	9.43	Displacement of [3H]spiperone from human D2 receptor transfected in HEK cells	24779610
Rattus norvegicus	Ki	=	0.4	nM	9.4	Inhibition constant on radiolabeled [125 I] FIDA2 binding to rat striatal membra...	8093734
D(3) dopamine receptor	Ki	=	0.43	nM	9.37	Binding affinity to human dopamine D3 receptor by radioligand displacement assay	23466604
Unchecked	IC50	=	0.5	nM	9.3	Displacement of [3H]-haloperidol from dopamine receptor in calf caudate nucleus ...	34721
D(2) dopamine receptor	Ki	=	0.5	nM	9.3	Displacement of [3H]methyl-spiperone from human dopamine D2s receptor	21726069
D(2) dopamine receptor	Ki	=	0.5	nM	9.3	Displacement of [3H]spiperone from dopamine D2 receptor in rat striatum tissue a...	21816515
D(2) dopamine receptor	Ki	=	0.6	nM	9.22	Potency was measured by the displacement of [3H]spiperone binding to human D2 do...	-
D(2) dopamine receptor	Ki	=	0.74	nM	9.13	Binding affinity to human dopamine D2S receptor by radioligand displacement assa...	23466604
D(2) dopamine receptor	Ki	=	0.851	nM	9.07	Inhibitory constant against binding of [125I]- IBZM to rat striatal membrane	2966245
Rattus norvegicus	Ki	=	1.05	nM	8.98	Inhibition constant on radiolabeled [125 I] FIDA1 binding to rat striatal membra...	8093734
D(3) dopamine receptor	IC50	=	1.2	nM	8.92	Binding affinity to human dopamine D3 receptor by radioligand displacement assay	23582449
D(2) dopamine receptor	Ki	=	1.19	nM	8.92	Competitive binding assay against Dopamine receptor D2 in rat striatal membranes...	2136916
D(3) dopamine receptor	Ki	=	1.4	nM	8.85	Displacement of radiolabeled (+)butaclamol from human dopamine D3 receptor	18983139
D(2) dopamine receptor	IC50	=	1.4	nM	8.85	Binding affinity to human dopamine D2S receptor by radioligand displacement assa...	23582449
D(1A) dopamine receptor	Ki	=	1.8	nM	8.74	Binding affinity against Dopamine receptor D1 rat striatal receptor using [3H]SC...	10821720
Unchecked	IC50	=	1.8	nM	8.74	Displacement of [3H]-spiroperidol from dopamine receptor in calf caudate nucleus...	34721
D(3) dopamine receptor	IC50	=	1.9	nM	8.72	Binding affinity to human dopamine D3 receptor by radioligand displacement assay	23466604
Dopamine receptor	IC50	=	2.0	nM	8.7	Concentration inhibiting the specific binding of [3H]spiroperidol by 50%	6198519

Literature References

PubMed	DOI	Target Context	# Activities
34721	10.1021/jm00190a009	Mus musculus	10
17417631	10.1038/nchembio873	NON-PROTEIN TARGET	5
571917	10.1021/jm00193a004	Rattus norvegicus	4
3746815	10.1021/jm00159a017	Rattus norvegicus	4
6105220	10.1021/jm00182a025	Rattus norvegicus	3
34721	10.1021/jm00190a009	Unchecked	3
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
18983139	10.1021/jm8007618	D(2) dopamine receptor	2
23466604	10.1016/j.ejmech.2013.01.044	D(3) dopamine receptor	2
23466604	10.1016/j.ejmech.2013.01.044	D(2) dopamine receptor	2
8093734	10.1021/jm00054a005	Rattus norvegicus	2
18983139	10.1021/jm8007618	D(3) dopamine receptor	2
26227779	10.1016/j.bmcl.2015.07.030	5-hydroxytryptamine receptor 2A	2
6737423	10.1021/jm00372a019	Dopamine receptor	2
6198519	10.1021/jm00368a011	Rattus norvegicus	2
2892932	10.1021/jm00397a006	Rattus norvegicus	2
17417631	10.1038/nchembio873	Unchecked	2
2136916	10.1021/jm00163a029	D(2) dopamine receptor	1
3156993	10.1021/jm00382a002	D(2) dopamine receptor	1
33882273	10.1016/j.bmcl.2021.128047	D(1A) dopamine receptor	1

Data from ChEMBL 36 via Core Engine