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Compound Detail

CHEMBL5201983

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[2H]c1c([2H])c([2H])c([C@@H]2C[C@@H](N3CCNC(C)(C)C3)c3cc(Cl)ccc32)c([2H])c1[2H]

Basic Information

ChEMBL ID CHEMBL5201983
Phase Preclinical
Structure Type MOL
InChI Key FBCSWIXKXHSYBN-LSQWYULJSA-N
Parent Compound CHEMBL5222597
Active Moiety CHEMBL5222597
20
Targets
20
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

340.9
MW (Da)
4.60
ALogP
2
HBA
1
HBD
15.3
PSA (Ų)
0.86
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H25ClN2
MW 345.93
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 0.16

Activity Summary

Ki 20 meas. best 9.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 9.41 9.41 0.4 1
D(1B) dopamine receptor
CHEMBL1850
Ki 9.17 9.17 0.7 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 9.14 9.14 0.7 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 9.08 9.08 0.8 1
D(1A) dopamine receptor
CHEMBL2056
Ki 9.0 9.0 1.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 8.96 8.96 1.1 1
Histamine H1 receptor
CHEMBL231
Ki 8.18 8.18 6.6 1
D(2) dopamine receptor
CHEMBL217
Ki 7.96 7.96 11.0 1
D(4) dopamine receptor
CHEMBL219
Ki 7.96 7.96 11.0 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 7.96 7.96 11.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 7.96 7.96 11.0 1
Alpha-1A adrenergic receptor
CHEMBL229
Ki 7.89 7.89 13.0 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 7.46 7.46 35.0 1
D(3) dopamine receptor
CHEMBL234
Ki 7.23 7.23 59.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.8 6.8 160.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 6.38 6.38 420.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 6.31 6.31 490.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 6.29 6.29 510.0 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
Ki 6.18 6.18 660.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 5.6 5.6 2500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2B Ki = 0.39 nM 9.41 Displacement of [125I](+/-)DOI from recombinant human 5-HT2B receptor measured a... 35809818
D(1B) dopamine receptor Ki = 0.67 nM 9.17 Displacement of [3H]SCH 23390 from recombinant human D5 receptor measured after ... 35809818
5-hydroxytryptamine receptor 6 Ki = 0.73 nM 9.14 Displacement of [3H]LSD from recombinant human 5-HT6 receptor measured after 120... 35809818
5-hydroxytryptamine receptor 2A Ki = 0.84 nM 9.08 Displacement of [125I](+/-)DOI from recombinant human 5-HT2A receptor measured a... 35809818
D(1A) dopamine receptor Ki = 1.0 nM 9.0 Displacement of [3H]SCH 23390 from recombinant human D1 receptor measured after ... 35809818
5-hydroxytryptamine receptor 2C Ki = 1.1 nM 8.96 Displacement of [125I](+/-)DOI from recombinant human 5-HT2C receptor measured a... 35809818
Histamine H1 receptor Ki = 6.6 nM 8.18 Displacement of [3H]pyrilamine from recombinant human H1 receptor measured after... 35809818
Alpha-1B adrenergic receptor Ki = 11.0 nM 7.96 Displacement of [3H]prazosin from recombinant human alpha1B receptor measured af... 35809818
D(4) dopamine receptor Ki = 11.0 nM 7.96 Displacement of [3H]methyl-spiperone from recombinant human D4.4 receptor measur... 35809818
D(2) dopamine receptor Ki = 11.0 nM 7.96 Displacement of [3H]7-OH-DPAT from recombinant human D2S receptor measured after... 35809818
5-hydroxytryptamine receptor 7 Ki = 11.0 nM 7.96 Displacement of [3H]LSD from recombinant human 5-HT7 receptor measured after 120... 35809818
Alpha-1A adrenergic receptor Ki = 13.0 nM 7.89 Displacement of [3H]prazosin from recombinant human alpha1A receptor measured af... 35809818
Alpha-1D adrenergic receptor Ki = 35.0 nM 7.46 Displacement of [3H]prazosin from recombinant human alpha1D receptor measured af... 35809818
D(3) dopamine receptor Ki = 59.0 nM 7.23 Displacement of [3H]methyl-spiperone from recombinant human D3 receptor measured... 35809818
Alpha-2C adrenergic receptor Ki = 160.0 nM 6.8 Displacement of [3H]RX 821002 from recombinant human alpha2C receptor measured a... 35809818
5-hydroxytryptamine receptor 1A Ki = 420.0 nM 6.38 Displacement of [3H]8-OH-DPAT from recombinant human 5-HT1A receptor measured af... 35809818
Alpha-2B adrenergic receptor Ki = 490.0 nM 6.31 Displacement of [3H]RX 821002 from recombinant human alpha2B receptor measured a... 35809818
Sodium-dependent dopamine transporter Ki = 510.0 nM 6.29 Displacement of [3H]BTCP from recombinant human DAT measured after 120 mins by s... 35809818
5-hydroxytryptamine receptor 1B Ki = 660.0 nM 6.18 Displacement of [125I]CYP from rat brain 5HT1B receptor measured after 120 mins ... 35809818
Alpha-2A adrenergic receptor Ki = 2500.0 nM 5.6 Displacement of [3H]RX 821002 from recombinant human alpha2A receptor measured a... 35809818

Literature References

PubMed DOI Target Context # Activities
35809818 10.1016/j.bmcl.2022.128879 D(4) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 Histamine H1 receptor 1
35809818 10.1016/j.bmcl.2022.128879 Sodium-dependent dopamine transporter 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-2C adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-2B adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-2A adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-1D adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-1B adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-1A adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 D(1B) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 1A 1
35809818 10.1016/j.bmcl.2022.128879 D(3) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 D(2) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 D(1A) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 7 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 6 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 2C 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 2B 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 2A 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 1B 1

Data from ChEMBL 36 via Core Engine