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

CHEMBL1627

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
CNC(=O)C(CCN1CCC(O)(c2ccc(Cl)cc2)CC1)(c1ccccc1)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1627
Phase Preclinical
Structure Type MOL
InChI Key ZMOPTLXEYOVARP-UHFFFAOYSA-N
14
Targets
14
Activities
2
Assay Types
16
PK Parameters
20
Publications
0
Known Names

Molecular Properties

463.0
MW (Da)
4.75
ALogP
3
HBA
2
HBD
52.6
PSA (Ų)
0.53
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 C28H31ClN2O2
MW 463.02
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.37

Activity Summary

Ki 12 meas. best 9.22
IC50 2 meas. best 6.61

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
 Ki 9.22 9.22 0.6 1
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 Ki 9.1 9.1 0.8 1
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 9.0 9.0 1.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 8.96 8.96 1.1 1
Histamine H2 receptor
CHEMBL1941
 Ki 8.77 8.77 1.7 1
Unchecked
CHEMBL612545
 Ki 8.72 8.72 1.9 1
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 8.62 8.62 2.4 1
Histamine H1 receptor
CHEMBL231
 Ki 8.38 8.38 4.2 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 8.21 8.21 6.2 1
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 8.15 8.15 7.0 1
Histamine H3 receptor
CHEMBL264
 Ki 8.03 8.03 9.3 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 8.0 8.0 9.9 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 6.61 6.61 245.0 1
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 6.32 6.32 483.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 427.0 ng.hr.mL-1 Rattus norvegicus
AUC 635.0 ng.hr.mL-1 Rattus norvegicus
AUC 3658.0 ng.Eq/ml Rattus norvegicus
AUC 3256.0 ng.hr.mL-1 Rattus norvegicus
AUC 1875.0 ng.hr.mL-1 Rattus norvegicus
Cmax 235.41 nM Rattus norvegicus
Cmax 323.96 nM Rattus norvegicus
Cmax 416.83 nM Rattus norvegicus
Cmax 341.24 nM Rattus norvegicus
T1/2 24.0 hr Rattus norvegicus
T1/2 14.0 hr Rattus norvegicus
T1/2 13.0 hr Rattus norvegicus
Tmax 10.0 hr Rattus norvegicus
Tmax 1.4 hr Rattus norvegicus
Tmax 2.2 hr Rattus norvegicus
Tmax 1.6 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor Ki = 0.6 nM 9.22 Displacement of [3H]DAMGO from mu opioid receptor 18783208
Sigma non-opioid intracellular receptor 1 Ki = 0.8 nM 9.1 Displacement of [3H]Pentazocine from rat sigma 1 receptor in rat PC12 cells 18783208
Alpha-2A adrenergic receptor Ki = 1.0 nM 9.0 Displacement of [125I]HEAT from adrenergic alpha2A receptor 18783208
D(4) dopamine receptor Ki = 1.1 nM 8.96 Displacement of [3H]N-methylspiperone from dopamine D4 receptor 18783208
Histamine H2 receptor Ki = 1.7 nM 8.77 Displacement of [3H]tiotidine from human histamine H2 receptor 18783208
Unchecked Ki = 1.9 nM 8.72 Displacement of [3H]DTG from rat sigma 2 receptor in rat PC12 cells 18783208
Alpha-2C adrenergic receptor Ki = 2.4 nM 8.62 Displacement of [125I]HEAT from adrenergic Alpha-2C receptor 18783208
Histamine H1 receptor Ki = 4.2 nM 8.38 Displacement of [3H]pyrilamine from human histamine H1 receptor 18783208
Sodium-dependent serotonin transporter Ki = 6.2 nM 8.21 Displacement of [3H]citalopram from human SERT 18783208
Alpha-2B adrenergic receptor Ki = 7.0 nM 8.15 Displacement of [125I]HEAT from adrenergic alpha2B receptor 18783208
Histamine H3 receptor Ki = 9.3 nM 8.03 Displacement of [3H]alpha-methylhistamine from human histamine H3 receptor 18783208
Alpha-1A adrenergic receptor Ki = 9.9 nM 8.0 Displacement of [125I]HEAT from adrenergic alpha1A receptor 18783208
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 245.0 nM 6.61 Inhibition of human ERG expressed in HEK293 cells at holding potential of -80 mV... 29274816
Sodium channel protein type 5 subunit alpha IC50 = 483.0 nM 6.32 Inhibition of human Nav1.5 channel expressed in HEK293 cells at holding potentia... 29274816

Literature References

PubMed DOI Target Context # Activities
22711747 10.1124/dmd.112.046508 Rattus norvegicus 20
29274816 10.1016/j.bmcl.2017.12.020 ADMET 3
18783208 10.1021/jm800510m Alpha-1A adrenergic receptor 2
18783208 10.1021/jm800510m Unchecked 2
18783208 10.1021/jm800510m Alpha-2A adrenergic receptor 2
18783208 10.1021/jm800510m Sigma non-opioid intracellular receptor 1 2
18783208 10.1021/jm800510m Sodium-dependent serotonin transporter 2
18783208 10.1021/jm800510m Alpha-2C adrenergic receptor 2
18783208 10.1021/jm800510m Histamine H2 receptor 2
18783208 10.1021/jm800510m Mu-type opioid receptor 2
29274816 10.1016/j.bmcl.2017.12.020 Voltage-gated inwardly rectifying potassium channel KCNH2 2
18783208 10.1021/jm800510m D(4) dopamine receptor 2
29274816 10.1016/j.bmcl.2017.12.020 Voltage-gated potassium channel subunit Kv7.1/Misshapen-like kinase 1 2
18783208 10.1021/jm800510m Histamine H1 receptor 2
18783208 10.1021/jm800510m Histamine H3 receptor 2
18783208 10.1021/jm800510m Alpha-2B adrenergic receptor 2
18783208 10.1021/jm800510m D(1A) dopamine receptor 1
18783208 10.1021/jm800510m D(2) dopamine receptor 1
18783208 10.1021/jm800510m 5-hydroxytryptamine receptor 1E 1
18783208 10.1021/jm800510m 5-hydroxytryptamine receptor 1D 1

Data from ChEMBL 36 via Core Engine