Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL514874

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccccc1N1CCN(CCN(C(=O)C2CCCCC2)c2ccccn2)CC1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL514874
Phase Preclinical
Structure Type MOL
InChI Key HORQTONVLZMNKK-UHFFFAOYSA-N
Parent Compound CHEMBL31354
Active Moiety CHEMBL31354
5
Targets
8
Activities
2
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

422.6
MW (Da)
3.83
ALogP
5
HBA
0
HBD
48.9
PSA (Ų)
0.68
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 C25H35ClN4O2
MW 459.03
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.58

Activity Summary

Ki 6 meas. best 9.6
IC50 2 meas. best 8.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 9.6 9.54 0.2 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 8.68 8.495 2.1 2
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 8.34 8.34 4.6 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 7.73 7.73 18.6 1
D(4) dopamine receptor
CHEMBL219
 Ki 7.28 7.28 52.0 1
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.18 7.18 66.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 0.25 nM 9.6 Displacement of [3H]8-OH-DPAT from human cloned 5-HT1A receptor expressed in CHO... 22738628
5-hydroxytryptamine receptor 1A Ki = 0.3311 nM 9.48 Displacement of [3H]-OH-DPAT from human recombinant 5HT1A receptor expressed in ... 22145629
5-hydroxytryptamine receptor 1A IC50 = 2.1 nM 8.68 Antagonist activity at human recombinant 5-HT1A receptor assessed as inhibition ... 24805037
Alpha-1D adrenergic receptor Ki = 4.571 nM 8.34 Displacement of [3H]prazosin from human recombinant Alpha-1D adrenoceptor expres... 22145629
5-hydroxytryptamine receptor 1A IC50 = 4.9 nM 8.31 Antagonist activity against human recombinant 5-HT1A receptor expressed in CHOK1... 25557493
Alpha-1A adrenergic receptor Ki = 18.62 nM 7.73 Displacement of [3H]prazosin from human recombinant alpha1A adrenoceptor express... 22145629
D(4) dopamine receptor Ki = 52.0 nM 7.28 Displacement of [3H]-YM-09151-2 from human cloned D4 receptor expressed in Sf9 c... 22738628
Alpha-1B adrenergic receptor Ki = 66.07 nM 7.18 Displacement of [3H]prazosin from human recombinant alpha1B adrenoceptor express... 22145629

Literature References

PubMed DOI Target Context # Activities
23524160 10.1016/j.ejmech.2013.02.033 Mus musculus 4
25435254 10.1016/j.bmc.2014.11.008 Mus musculus 4
22738628 10.1016/j.bmcl.2012.05.119 D(4) dopamine receptor 3
22738628 10.1016/j.bmcl.2012.05.119 5-hydroxytryptamine receptor 1A 3
22145629 10.1021/jm200421e 5-hydroxytryptamine receptor 1A 2
22145629 10.1021/jm200421e Alpha-1A adrenergic receptor 1
22145629 10.1021/jm200421e Alpha-1B adrenergic receptor 1
22145629 10.1021/jm200421e Alpha-1D adrenergic receptor 1
22738628 10.1016/j.bmcl.2012.05.119 No relevant target 1
22738628 10.1016/j.bmcl.2012.05.119 Unchecked 1
24805037 10.1021/jm401895u 5-hydroxytryptamine receptor 1A 1
25557493 10.1016/j.ejmech.2014.12.045 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine