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Compound Detail

CHEMBL3597637

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COc1c(Cl)cccc1N1CCN(CCCCNC(=O)c2cnc3ccccc3c2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3597637
Phase Preclinical
Structure Type MOL
InChI Key AENWLGXTORARIE-UHFFFAOYSA-N
5
Targets
10
Activities
3
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

453.0
MW (Da)
4.23
ALogP
5
HBA
1
HBD
57.7
PSA (Ų)
0.52
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H29ClN4O2
MW 452.99
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.54

Activity Summary

Ki 5 meas. best 8.77
EC50 3 meas. best 7.8
IC50 2 meas. best 7.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 8.77 8.77 1.7 1
D(3) dopamine receptor
CHEMBL234
 Ki 8.7 8.7 2.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.85 7.85 14.0 1
D(3) dopamine receptor
CHEMBL234
 EC50 7.8 7.8 16.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.68 7.68 21.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 EC50 7.37 7.37 43.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.37 7.37 43.1 1
D(3) dopamine receptor
CHEMBL234
 IC50 7.23 7.23 59.0 1
D(2) dopamine receptor
CHEMBL217
 IC50 7.2 7.2 63.0 1
D(2) dopamine receptor
CHEMBL217
 EC50 5.0 5.0 10000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 1.7 nM 8.77 Displacement of [125I]DOI from 5HT2A receptor (unknown origin) 26203768
D(3) dopamine receptor Ki = 1.99 nM 8.7 Displacement of [3H]-N-methylspiperone from human dopamine D3 receptor (unknown ... 26203768
5-hydroxytryptamine receptor 2C Ki = 14.0 nM 7.85 Displacement of [125I]DOI from 5HT2C receptor (unknown origin) 26203768
D(3) dopamine receptor EC50 = 16.0 nM 7.8 Agonist activity at human dopamine D3 receptor expressed in CHO cells assessed a... 26203768
5-hydroxytryptamine receptor 1A Ki = 21.0 nM 7.68 Displacement of [3H]-8-OH-DPAT from 5HT1A receptor (unknown origin) 26203768
5-hydroxytryptamine receptor 1A EC50 = 43.0 nM 7.37 Agonist activity at 5HT1A receptor (unknown origin) by [35S]GTPgammaS binding as... 26203768
D(2) dopamine receptor Ki = 43.1 nM 7.37 Displacement of [3H]-N-methylspiperone from human dopamine D2 receptor (unknown ... 26203768
D(3) dopamine receptor IC50 = 59.0 nM 7.23 Antagonist activity at human dopamine D3 receptor expressed in CHO cells assesse... 26203768
D(2) dopamine receptor IC50 = 63.0 nM 7.2 Antagonist activity at human dopamine D2 receptor expressed in CHO cells assesse... 26203768
D(2) dopamine receptor EC50 = 10000.0 nM 5.0 Agonist activity at human dopamine D2 receptor expressed in CHO cells assessed a... 26203768

Literature References

PubMed DOI Target Context # Activities
26203768 10.1021/acs.jmedchem.5b00776 D(2) dopamine receptor 4
26203768 10.1021/acs.jmedchem.5b00776 D(3) dopamine receptor 4
26203768 10.1021/acs.jmedchem.5b00776 5-hydroxytryptamine receptor 1A 3
26203768 10.1021/acs.jmedchem.5b00776 Unchecked 1
26203768 10.1021/acs.jmedchem.5b00776 5-hydroxytryptamine receptor 2A 1
26203768 10.1021/acs.jmedchem.5b00776 5-hydroxytryptamine receptor 2C 1

Data from ChEMBL 36 via Core Engine