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Compound Detail

CHEMBL4072722

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COc1ccccc1CNC[C@H]1C[C@@H]1c1cc(F)ccc1OC.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4072722
Phase Preclinical
Structure Type MOL
InChI Key KNTRIIJGIFKPED-XMZRARIVSA-N
Parent Compound CHEMBL4117953
Active Moiety CHEMBL4117953
4
Targets
10
Activities
3
Assay Types
2
PK Parameters
11
Publications
0
Known Names

Molecular Properties

315.4
MW (Da)
3.74
ALogP
3
HBA
1
HBD
30.5
PSA (Ų)
0.84
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H23ClFNO2
MW 351.85
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.45

Activity Summary

EC50 6 meas. best 7.63
Ki 3 meas. best 7.11
IC50 1 meas. best 5.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
 EC50 7.63 7.3925 23.5 4
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.11 7.11 78.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 EC50 6.86 6.86 138.0 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 6.39 6.39 411.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.31 6.31 492.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.85 5.85 1400.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.7167 hr Homo sapiens
T1/2 0.13 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2C EC50 = 23.5 nM 7.63 Agonist activity at human 5-HT2C-INI receptor isoform expressed in Flp-IN HEK293... 28657744
5-hydroxytryptamine receptor 2C EC50 = 23.99 nM 7.62 Agonist activity at human 5-HT2C-INI receptor isoform expressed in Flp-IN HEK293... 28657744
5-hydroxytryptamine receptor 2C EC50 = 69.18 nM 7.16 Agonist activity at tTA containing TEV cleavage site-fused 5-HT2C-INI receptor i... 28657744
5-hydroxytryptamine receptor 2C EC50 = 70.0 nM 7.16 Agonist activity at tTA containing TEV cleavage site-fused 5-HT2C-INI receptor i... 28657744
5-hydroxytryptamine receptor 2C Ki = 78.0 nM 7.11 Displacement of [3H]-mesulergine from human 5-HT2C receptor expressed in Flp-IN ... 28657744
5-hydroxytryptamine receptor 2A EC50 = 138.04 nM 6.86 Agonist activity at human 5-HT2A receptor expressed in Flp-IN HEK293 cells asses... 28657744
5-hydroxytryptamine receptor 2A EC50 = 139.0 nM 6.86 Agonist activity at human 5-HT2A receptor expressed in Flp-IN HEK293 cells asses... 28657744
5-hydroxytryptamine receptor 2B Ki = 411.0 nM 6.39 Displacement of [3H]-LSD from human 5-HT2B receptor expressed in HEKT cells afte... 28657744
5-hydroxytryptamine receptor 2A Ki = 492.0 nM 6.31 Displacement of [3H]-ketanserin from human 5-HT2A receptor expressed in HEKT cel... 28657744
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 1400.0 nM 5.85 Inhibition of human ERG expressed in CHO cells by automated patch-clamp assay 28657744

Literature References

PubMed DOI Target Context # Activities
28657744 10.1021/acs.jmedchem.7b00584 5-hydroxytryptamine receptor 2C 9
28657744 10.1021/acs.jmedchem.7b00584 5-hydroxytryptamine receptor 2A 4
28657744 10.1021/acs.jmedchem.7b00584 Mus musculus 4
28657744 10.1021/acs.jmedchem.7b00584 5-hydroxytryptamine receptor 2B 2
28657744 10.1021/acs.jmedchem.7b00584 Plasma 2
28657744 10.1021/acs.jmedchem.7b00584 ADMET 2
28657744 10.1021/acs.jmedchem.7b00584 Cytochrome P450 1A2 1
28657744 10.1021/acs.jmedchem.7b00584 Cytochrome P450 2C9 1
28657744 10.1021/acs.jmedchem.7b00584 Cytochrome P450 2D6 1
28657744 10.1021/acs.jmedchem.7b00584 Cytochrome P450 3A4 1
28657744 10.1021/acs.jmedchem.7b00584 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine