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Compound Detail

CHEMBL494947

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Clc1cccc(COc2cncc(N3CCNCC3)n2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL494947
Phase Preclinical
Structure Type MOL
InChI Key PCWGGOVOEWHPMG-UHFFFAOYSA-N
3
Targets
15
Activities
2
Assay Types
4
PK Parameters
10
Publications
0
Known Names

Molecular Properties

304.8
MW (Da)
2.12
ALogP
5
HBA
1
HBD
50.3
PSA (Ų)
0.94
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H17ClN4O
MW 304.78
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -1.71

Activity Summary

EC50 10 meas. best 9.96
Ki 5 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
 EC50 9.96 8.716 0.1 5
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 9.0 8.3533 1.0 3
5-hydroxytryptamine receptor 2B
CHEMBL1833
 EC50 7.18 7.18 65.3 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 EC50 7.12 6.9875 75.9 4
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.09 7.09 81.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.06667 hr Rattus norvegicus
T1/2 0.1333 hr Homo sapiens
T1/2 1.5 hr Homo sapiens
T1/2 0.6667 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2C EC50 = 0.11 nM 9.96 Agonist activity at 5HT2C receptor (unknown origin) relative to control 25633969
5-hydroxytryptamine receptor 2C Ki = 1.0 nM 9.0 Binding affinity to 5-HT2C receptor 19464901
5-hydroxytryptamine receptor 2C EC50 = 1.905 nM 8.72 Agonist activity at human 5HT2C receptor expressed in HEK293 cells assessed as i... 23301527
5-hydroxytryptamine receptor 2C EC50 = 1.9 nM 8.72 Agonist activity at human 5HT2C receptor expressed in HEK293 cells assessed as i... 23301527
5-hydroxytryptamine receptor 2C EC50 = 8.128 nM 8.09 Agonist activity at human 5HT2C receptor expressed in HEK293 cells assessed as a... 23301527
5-hydroxytryptamine receptor 2C EC50 = 8.1 nM 8.09 Agonist activity at human 5HT2C receptor expressed in HEK293 cells assessed as a... 23301527
5-hydroxytryptamine receptor 2C Ki = 9.333 nM 8.03 Displacement of [3H]mesulergine from human 5HT2C receptor expressed in tsA201 ce... 23301527
5-hydroxytryptamine receptor 2C Ki = 9.3 nM 8.03 Displacement of [3H]mesulergine from human 5HT2C receptor expressed in tsA201 ce... 23301527
5-hydroxytryptamine receptor 2B EC50 = 65.3 nM 7.18 Agonist activity at 5HT2B receptor (unknown origin) relative to control 25633969
5-hydroxytryptamine receptor 2A EC50 = 75.86 nM 7.12 Agonist activity at human 5HT2A receptor expressed in HEK293 cells assessed as i... 23301527
5-hydroxytryptamine receptor 2A EC50 = 76.0 nM 7.12 Agonist activity at human 5HT2A receptor expressed in HEK293 cells assessed as i... 23301527
5-hydroxytryptamine receptor 2A Ki = 81.28 nM 7.09 Displacement of [3H]ketanserin from human 5HT2A receptor expressed in tsA201 cel... 23301527
5-hydroxytryptamine receptor 2A Ki = 81.0 nM 7.09 Displacement of [3H]ketanserin from human 5HT2A receptor expressed in tsA201 cel... 23301527
5-hydroxytryptamine receptor 2A EC50 = 138.04 nM 6.86 Agonist activity at human 5HT2A receptor expressed in HEK293 cells assessed as a... 23301527
5-hydroxytryptamine receptor 2A EC50 = 140.0 nM 6.85 Agonist activity at human 5HT2A receptor expressed in HEK293 cells assessed as a... 23301527

Literature References

PubMed DOI Target Context # Activities
23301527 10.1021/jm301656h 5-hydroxytryptamine receptor 2C 8
23301527 10.1021/jm301656h 5-hydroxytryptamine receptor 2A 8
19246199 10.1016/j.bmcl.2009.02.032 Liver microsomes 3
19246199 10.1016/j.bmcl.2009.02.032 Salmonella typhimurium 2
25633969 10.1021/jm5019274 5-hydroxytryptamine receptor 2C 2
25633969 10.1021/jm5019274 5-hydroxytryptamine receptor 2B 2
19246199 10.1016/j.bmcl.2009.02.032 ADMET 1
19246199 10.1016/j.bmcl.2009.02.032 Cytochrome P450 3A4 1
19464901 10.1016/j.bmc.2009.05.003 5-hydroxytryptamine receptor 2C 1
25633969 10.1021/jm5019274 Unchecked 1

Data from ChEMBL 36 via Core Engine