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Compound Detail

CHEMBL1289626

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Oc1ccc2c(c1)CCN(CCCCc1ccccc1)CC2O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1289626
Phase Preclinical
Structure Type MOL
InChI Key KKLZGWQBNXJWGZ-UHFFFAOYSA-N
6
Targets
15
Activities
2
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

311.4
MW (Da)
3.31
ALogP
3
HBA
2
HBD
43.7
PSA (Ų)
0.83
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H25NO2
MW 311.43
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.26

Activity Summary

Ki 13 meas. best 7.85
IC50 2 meas. best 7.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate NMDA receptor; GRIN1/GRIN2B
CHEMBL1907603
 Ki 7.85 7.5933 14.0 3
Unchecked
CHEMBL612545
 Ki 7.85 6.73 14.0 4
Glutamate NMDA receptor; GRIN1/GRIN2B
CHEMBL1907603
 IC50 7.73 7.73 18.5 1
Glutamate receptor ionotropic, NMDA 2B
CHEMBL1904
 Ki 7.08 7.08 84.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 6.72 6.715 190.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 6.71 6.71 194.0 3
Metabotropic glutamate receptor 5
CHEMBL3227
 IC50 6.25 6.25 560.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.4667 hr Mus musculus
T1/2 0.05 hr Rattus norvegicus
T1/2 0.35 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate NMDA receptor; GRIN1/GRIN2B Ki = 14.0 nM 7.85 Displacement of [3H]ifenprodil from human recombinant NR1-1a/NR2B receptor expre... 20965739
Glutamate NMDA receptor; GRIN1/GRIN2B Ki = 14.0 nM 7.85 Displacement of [3H]ifenprodil from recombinant human GluN1a/GluN2B expressed in... 26750254
Unchecked Ki = 14.0 nM 7.85 Displacement of [3H]-ifenprodil from recombinant human GluN1a/GluN2B expressed i... 29254894
Glutamate NMDA receptor; GRIN1/GRIN2B IC50 = 18.5 nM 7.73 Antagonist activity at human recombinant NR1-1a/NR2B receptor expressed in mouse... 20965739
Unchecked Ki = 57.0 nM 7.24 Displacement of [3H]-di-o-tolylguanidine from sigma 2 receptor in rat liver memb... 28797770
Glutamate NMDA receptor; GRIN1/GRIN2B Ki = 84.0 nM 7.08 Displacement of [3H]ifenprodil from human NR1-1a/NR2B receptor expressed in Mous... 28797770
Unchecked Ki = 84.0 nM 7.08 Displacement of [3H] ifenprodil from GluN2B/GluN1a (unknown origin) expressed in... 31129453
Glutamate receptor ionotropic, NMDA 2B Ki = 84.0 nM 7.08 Displacement of [3H]ifenprodil from human GluN2B expressed in mouse L(tk-) cell ... 32070917
Sigma non-opioid intracellular receptor 1 Ki = 190.0 nM 6.72 Binding affinity to Sigma 1 receptor (unknown origin) 32070917
Sigma non-opioid intracellular receptor 1 Ki = 194.0 nM 6.71 Displacement of [3H](+)-pentazocine from sigma1 receptor guinea pig brain after ... 20965739
Sigma non-opioid intracellular receptor 1 Ki = 194.0 nM 6.71 Binding affinity to sigma-1 receptor (unknown origin) by radioligand displacemen... 26750254
Sigma non-opioid intracellular receptor 1 Ki = 194.0 nM 6.71 Displacement of [3H](+)-Pentazocine from sigma 1 receptor in guinea pig brain me... 28797770
Sigma non-opioid intracellular receptor 1 Ki = 194.0 nM 6.71 Displacement of [3H]-(+)-Pentazocine from sigma 1 receptor in guinea pig brain c... 29254894
Metabotropic glutamate receptor 5 IC50 = 560.0 nM 6.25 Displacement of [3H]-Quisqulic acid from mGlu5 receptor at 1 to 3 uM 20965739
Unchecked Ki = 18000.0 nM 4.75 Displacement of [3H]di-o-tolylguanidine from sigma2 receptor rat liver membranes... 20965739

Literature References

PubMed DOI Target Context # Activities
20965739 10.1016/j.bmc.2010.09.026 Unchecked 38
20965739 10.1016/j.bmc.2010.09.026 Mus musculus 6
31129453 10.1016/j.ejmech.2019.05.034 Unchecked 3
20965739 10.1016/j.bmc.2010.09.026 Platelet-activating factor receptor 2
20965739 10.1016/j.bmc.2010.09.026 Sigma non-opioid intracellular receptor 1 2
29254894 10.1016/j.bmc.2017.12.010 Unchecked 2
20965739 10.1016/j.bmc.2010.09.026 Insulin receptor 2
26750254 10.1016/j.bmcl.2015.12.067 Unchecked 2
20965739 10.1016/j.bmc.2010.09.026 Liver microsomes 2
20965739 10.1016/j.bmc.2010.09.026 Glutamate NMDA receptor; GRIN1/GRIN2B 2
20965739 10.1016/j.bmc.2010.09.026 D(1A) dopamine receptor 2
28797770 10.1016/j.bmc.2017.07.059 Unchecked 2
20965739 10.1016/j.bmc.2010.09.026 B2 bradykinin receptor 1
20965739 10.1016/j.bmc.2010.09.026 Endothelin-1 receptor 1
20965739 10.1016/j.bmc.2010.09.026 D(2) dopamine receptor 1
20965739 10.1016/j.bmc.2010.09.026 Alpha-2A adrenergic receptor 1
20965739 10.1016/j.bmc.2010.09.026 Alpha-1D adrenergic receptor 1
20965739 10.1016/j.bmc.2010.09.026 Alpha-1B adrenergic receptor 1
20965739 10.1016/j.bmc.2010.09.026 Alpha-1A adrenergic receptor 1
32070917 10.1016/j.ejmech.2020.112138 Sigma intracellular receptor 2 1

Data from ChEMBL 36 via Core Engine