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Compound Detail

CHEMBL300780

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O=C(NCCCCN1CCN(c2cccc(Cl)c2Cl)CC1)c1ccc2c(c1)Cc1ccccc1-2

Basic Information

ChEMBL ID CHEMBL300780
Phase Preclinical
Structure Type MOL
InChI Key YJPWVCIGSHWNON-UHFFFAOYSA-N
12
Targets
38
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

494.5
MW (Da)
5.90
ALogP
3
HBA
1
HBD
35.6
PSA (Ų)
0.33
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C28H29Cl2N3O
MW 494.47
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.28

Activity Summary

Ki 31 meas. best 9.63
IC50 6 meas. best 8.3
Kd 1 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
Ki 9.63 8.83 0.2 9
D(3) dopamine receptor
CHEMBL3138
Ki 8.96 8.9233 1.1 3
Unchecked
CHEMBL612545
Ki 8.85 7.755 1.4 2
D(3) dopamine receptor
CHEMBL234
Kd 8.7 8.7 2.0 1
D(3) dopamine receptor
CHEMBL234
IC50 8.3 7.9933 5.0 3
CHO-hD3
CHEMBL614557
IC50 8.3 8.3 5.0 1
D(2) dopamine receptor
CHEMBL217
Ki 7.26 6.8538 54.7 8
D(2) dopamine receptor
CHEMBL339
Ki 6.66 6.2467 217.0 3
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
Ki 6.65 6.65 223.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 6.39 6.39 411.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
Ki 6.19 6.19 642.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.17 6.17 679.0 1
D(2) dopamine receptor
CHEMBL217
IC50 5.89 5.89 1280.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 5.69 5.69 2040.0 1
D(4) dopamine receptor
CHEMBL219
Ki 5.43 5.43 3670.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 0.233 nM 9.63 Displacement of [3H]N-methylspiperone from human dopamine D3 receptor expressed ... 25826710
D(3) dopamine receptor Ki = 1.1 nM 8.96 Binding affinity towards rat Dopamine receptor D3 in Sf9 cells expressing in rec... 12798330
D(3) dopamine receptor Ki = 1.1 nM 8.96 Inhibition of [125I]IABN binding to rat Dopamine D3 receptor expressed in HEK 29... 15916415
D(3) dopamine receptor Ki = 1.4 nM 8.85 Binding affinity at dopamine receptor D3 on Sf9 cells by [125I]IABN displacement... 14684327
D(3) dopamine receptor Ki = 1.4 nM 8.85 Compound was evaluated for binding affinity against human Dopamine receptor D3 t... 9873609
Unchecked Ki = 1.4 nM 8.85 Inhibition of [3H]YM-09151-2 binding to primate Dopamine D3 receptor expressed i... 15916415
D(3) dopamine receptor Ki = 1.4 nM 8.85 Displacement of [125I]ABN from human dopamine D3 receptor expressed in HEK293 ce... 23618707
D(3) dopamine receptor Ki = 1.7 nM 8.77 Displacement of [3H]spiroperidol from cloned human dopamine receptor D3 in CHO c... 16335915
D(3) dopamine receptor Ki = 2.0 nM 8.7 Displacement of [125I]-IABN from human dopamine D3 receptor expressed in HEK293 ... 21495689
D(3) dopamine receptor Ki = 2.0 nM 8.7 Displacement of [125I]IABN from human dopamine D3 receptor expressed in HEK293 c... 17672446
D(3) dopamine receptor Ki = 2.0 nM 8.7 Inhibition of [125I]IABN binding to human Dopamine D3 receptor expressed in HEK ... 15916415
D(3) dopamine receptor Ki = 2.0 nM 8.7 Binding affinity for human dopamine D3 receptor 15689168
D(3) dopamine receptor Kd = 1.995 nM 8.7 Intrinsic activity against dopamine receptor D3 by Eu-GTP binding assay 16335915
D(3) dopamine receptor Ki = 2.7 nM 8.57 Inhibition of [3H]YM-09151-2 binding to human Dopamine D3 receptor expressed in ... 15916415
D(3) dopamine receptor IC50 = 5.0 nM 8.3 Antagonist activity against 100 nM quinpirole-stimulated mitogenesis in CHO cell... 15916415
CHO-hD3 IC50 = 5.0 nM 8.3 Compound was tested for stimulation of mitogenesis in CHO.hD3 cells in a dose de... 9873609
D(3) dopamine receptor IC50 = 14.4 nM 7.84 Antagonist activity at human dopamine D3 receptor expressed in HEK293 cells by m... 17672446
D(3) dopamine receptor IC50 = 14.4 nM 7.84 Mitogenic stimulation or antagonism of 30 nM quinpirole-stimulated mitogenesis i... 15916415
D(2) dopamine receptor Ki = 54.7 nM 7.26 Displacement of [3H]N-methylspiperone from human dopamine D2 receptor expressed ... 25826710
D(2) dopamine receptor Ki = 112.0 nM 6.95 Binding affinity for human dopamine D2 receptor 15689168

Literature References

PubMed DOI Target Context # Activities
15916415 10.1021/jm040190e Unchecked 6
15916415 10.1021/jm040190e D(3) dopamine receptor 5
15916415 10.1021/jm040190e D(2) dopamine receptor 4
17672446 10.1021/jm0704200 Unchecked 3
16335915 10.1021/jm050729o D(3) dopamine receptor 3
22871578 10.1016/j.bmcl.2012.07.003 Unchecked 2
15689168 10.1021/jm049465g Dopamine receptors; D2 & D3 2
17672446 10.1021/jm0704200 D(3) dopamine receptor 2
15689168 10.1021/jm049465g D(3) dopamine receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
17672446 10.1021/jm0704200 D(2) dopamine receptor 2
15689168 10.1021/jm049465g D(2) dopamine receptor 2
9873609 10.1016/s0960-894x(98)00469-7 CHO-hD3 1
12798330 10.1016/s0960-894x(03)00389-5 Dopamine receptor D2 and D3 1
12798330 10.1016/s0960-894x(03)00389-5 D(2) dopamine receptor 1
12798330 10.1016/s0960-894x(03)00389-5 D(3) dopamine receptor 1
9873609 10.1016/s0960-894x(98)00469-7 D(1B) dopamine receptor 1
9873609 10.1016/s0960-894x(98)00469-7 D(3) dopamine receptor 1
9873609 10.1016/s0960-894x(98)00469-7 D(2) dopamine receptor 1
14684327 10.1016/j.bmcl.2003.09.083 Dopamine receptor D2 and D3 1

Data from ChEMBL 36 via Core Engine