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Compound Detail

CHEMBL5170784

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COc1ccc(C2NCCc3c2[nH]c2ccc(Cl)cc32)c(O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5170784
Phase Preclinical
Structure Type MOL
InChI Key POCNIPUWZPJPSF-UHFFFAOYSA-N
14
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

328.8
MW (Da)
3.77
ALogP
3
HBA
3
HBD
57.3
PSA (Ų)
0.67
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H17ClN2O2
MW 328.80
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness 0.29

Activity Summary

Ki 14 meas. best 8.34
EC50 6 meas. best 8.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2B
CHEMBL1833
 EC50 8.51 8.505 3.1 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 8.34 8.34 4.5 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 8.1 8.1 8.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 EC50 8.08 8.08 8.3 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 EC50 8.05 8.05 8.9 2
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 7.5 7.5 31.5 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.45 7.45 35.9 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 7.32 7.32 47.7 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.1 7.1 79.9 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 6.79 6.79 164.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
 Ki 6.75 6.75 177.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.65 6.65 225.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 6.21 6.21 609.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 5.99 5.99 1032.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 5.9 5.9 1246.0 1
5-hydroxytryptamine receptor 1E
CHEMBL2182
 Ki 5.76 5.76 1750.0 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
 Ki 5.55 5.55 2790.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2B EC50 = 3.1 nM 8.51 Agonist activity at human 5HT2B receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2B EC50 = 3.162 nM 8.5 Agonist activity at human 5HT2B receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2B Ki = 4.53 nM 8.34 Binding affinity to 5HT2B receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 7 Ki = 7.98 nM 8.1 Binding affinity to 5HT7 receptor (unknown origin) assessed as inhibition consta... 35450369
5-hydroxytryptamine receptor 2A EC50 = 8.3 nM 8.08 Agonist activity at human 5HT2A receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2A EC50 = 8.318 nM 8.08 Agonist activity at human 5HT2A receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2C EC50 = 8.9 nM 8.05 Agonist activity at human 5HT2C receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2C EC50 = 8.913 nM 8.05 Agonist activity at human 5HT2C receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 1D Ki = 31.5 nM 7.5 Binding affinity to 5HT1D receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 2C Ki = 35.9 nM 7.45 Binding affinity to 5HT2C receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 6 Ki = 47.7 nM 7.32 Binding affinity to 5HT6 receptor (unknown origin) assessed as inhibition consta... 35450369
5-hydroxytryptamine receptor 1A Ki = 79.9 nM 7.1 Binding affinity to 5HT1A receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 1B Ki = 164.0 nM 6.79 Binding affinity to 5HT1B receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 5A Ki = 177.0 nM 6.75 Binding affinity to 5HT5A receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 2A Ki = 225.0 nM 6.65 Binding affinity to 5HT2A receptor (unknown origin) assessed as inhibition const... 35450369
D(4) dopamine receptor Ki = 609.0 nM 6.21 Binding affinity to D4 receptor (unknown origin) assessed as inhibition constant 35450369
Sigma non-opioid intracellular receptor 1 Ki = 1032.0 nM 5.99 Binding affinity to sigma 1 receptor (unknown origin) assessed as inhibition con... 35450369
D(3) dopamine receptor Ki = 1246.0 nM 5.9 Binding affinity to D3 receptor (unknown origin) assessed as inhibition constant 35450369
5-hydroxytryptamine receptor 1E Ki = 1750.0 nM 5.76 Binding affinity to 5HT1E receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 3A Ki = 2790.0 nM 5.55 Binding affinity to 5HT3 receptor (unknown origin) assessed as inhibition consta... 35450369

Literature References

PubMed DOI Target Context # Activities
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 2C 4
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 2A 4
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 2B 4
35450369 10.1021/acsmedchemlett.1c00694 Sodium-dependent serotonin transporter 2
35450369 10.1021/acsmedchemlett.1c00694 GABA-A receptor; anion channel 1
35450369 10.1021/acsmedchemlett.1c00694 Alpha-1A adrenergic receptor 1
35450369 10.1021/acsmedchemlett.1c00694 Sigma intracellular receptor 2 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 1A 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 1B 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 1D 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 1E 1
35450369 10.1021/acsmedchemlett.1c00694 Sigma non-opioid intracellular receptor 1 1
35450369 10.1021/acsmedchemlett.1c00694 D(4) dopamine receptor 1
35450369 10.1021/acsmedchemlett.1c00694 D(3) dopamine receptor 1
35450369 10.1021/acsmedchemlett.1c00694 Beta-1 adrenergic receptor 1
35450369 10.1021/acsmedchemlett.1c00694 Alpha-2C adrenergic receptor 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 7 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 6 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 5A 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 3A 1

Data from ChEMBL 36 via Core Engine