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Compound Detail

CHEMBL5204071

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

Basic Information

ChEMBL ID CHEMBL5204071
Phase Preclinical
Structure Type MOL
InChI Key BLLYZWFUXWXJGP-UHFFFAOYSA-N
12
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

312.3
MW (Da)
3.26
ALogP
3
HBA
3
HBD
57.3
PSA (Ų)
0.68
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H17FN2O2
MW 312.34
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness 0.18

Activity Summary

Ki 12 meas. best 8.36
EC50 6 meas. best 8.99

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
 EC50 8.99 8.99 1.0 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 EC50 8.89 8.885 1.3 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 EC50 8.5 8.495 3.2 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 8.36 8.36 4.4 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 7.59 7.59 25.4 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.3 7.3 49.8 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 7.16 7.16 68.8 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 7.15 7.15 70.8 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.03 7.03 94.4 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 6.96 6.96 110.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
 Ki 6.64 6.64 229.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.6 6.6 250.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 6.44 6.44 362.0 1
5-hydroxytryptamine receptor 1E
CHEMBL2182
 Ki 5.85 5.85 1409.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 5.74 5.74 1841.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2C EC50 = 1.023 nM 8.99 Agonist activity at human 5HT2C receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2C EC50 = 1.02 nM 8.99 Agonist activity at human 5HT2C receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2B EC50 = 1.3 nM 8.89 Agonist activity at human 5HT2B receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2B EC50 = 1.318 nM 8.88 Agonist activity at human 5HT2B receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2A EC50 = 3.162 nM 8.5 Agonist activity at human 5HT2A receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2A EC50 = 3.2 nM 8.49 Agonist activity at human 5HT2A receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2B Ki = 4.42 nM 8.36 Binding affinity to 5HT2B receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 7 Ki = 25.4 nM 7.59 Binding affinity to 5HT7 receptor (unknown origin) assessed as inhibition consta... 35450369
5-hydroxytryptamine receptor 2C Ki = 49.8 nM 7.3 Binding affinity to 5HT2C receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 6 Ki = 68.8 nM 7.16 Binding affinity to 5HT6 receptor (unknown origin) assessed as inhibition consta... 35450369
5-hydroxytryptamine receptor 1B Ki = 70.8 nM 7.15 Binding affinity to 5HT1B receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 1A Ki = 94.4 nM 7.03 Binding affinity to 5HT1A receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 1D Ki = 110.0 nM 6.96 Binding affinity to 5HT1D receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 5A Ki = 229.0 nM 6.64 Binding affinity to 5HT5A receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 2A Ki = 250.0 nM 6.6 Binding affinity to 5HT2A receptor (unknown origin) assessed as inhibition const... 35450369
D(4) dopamine receptor Ki = 362.0 nM 6.44 Binding affinity to D4 receptor (unknown origin) assessed as inhibition constant 35450369
5-hydroxytryptamine receptor 1E Ki = 1409.0 nM 5.85 Binding affinity to 5HT1E receptor (unknown origin) assessed as inhibition const... 35450369
Sodium-dependent serotonin transporter Ki = 1841.0 nM 5.74 Binding affinity to SERT 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 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 Sodium-dependent serotonin transporter 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