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Compound Detail

CHEMBL1289403

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COc1ccc2c(c1)CCN(CCCCc1ccccc1)CC2O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1289403
Phase Preclinical
Structure Type MOL
InChI Key NXWYICVCGHHJOR-UHFFFAOYSA-N
5
Targets
17
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

325.4
MW (Da)
3.61
ALogP
3
HBA
1
HBD
32.7
PSA (Ų)
0.82
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H27NO2
MW 325.45
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.06

Activity Summary

Ki 16 meas. best 8.27
IC50 1 meas. best 6.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate receptor ionotropic, NMDA 2B
CHEMBL1904
 Ki 8.27 7.21 5.4 2
Glutamate NMDA receptor; GRIN1/GRIN2B
CHEMBL1907603
 Ki 8.27 7.21 5.4 2
Unchecked
CHEMBL612545
 Ki 8.0 6.586 10.0 5
Sigma intracellular receptor 2
CHEMBL4105864
 Ki 7.02 6.64 96.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 6.74 6.728 182.0 5
Glutamate NMDA receptor; GRIN1/GRIN2B
CHEMBL1907603
 IC50 6.44 6.44 360.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate NMDA receptor; GRIN1/GRIN2B Ki = 5.4 nM 8.27 Displacement of [3H]ifenprodil from human recombinant NR1-1a/NR2B receptor expre... 20965739
Glutamate receptor ionotropic, NMDA 2B Ki = 5.4 nM 8.27 Displacement of [3H]ifenprodil from human GluN2B expressed in mouse L(tk-) cells... 25458498
Unchecked Ki = 10.0 nM 8.0 Displacement of [3H]-(+)-MK 801 from NMDA receptor phencyclidine binding site in... 20965739
Sigma intracellular receptor 2 Ki = 96.0 nM 7.02 Displacement of [3H]-Di-o-tolylguanidine from sigma-2 receptor in rat liver memb... 31255496
Sigma non-opioid intracellular receptor 1 Ki = 182.0 nM 6.74 Displacement of [3H]-(+)-pentazocine from sigma1 receptor in guinea pig brain co... 31129453
Sigma non-opioid intracellular receptor 1 Ki = 182.0 nM 6.74 Displacement of [3H](+)-Pentazocine from sigma 1 receptor in guinea pig brain me... 28797770
Sigma non-opioid intracellular receptor 1 Ki = 182.0 nM 6.74 Displacement of [3H](+)-pentazocine from sigma1 receptor in guinea pig brain mem... 25458498
Sigma non-opioid intracellular receptor 1 Ki = 182.0 nM 6.74 Displacement of [3H](+)-pentazocine from sigma1 receptor guinea pig brain after ... 20965739
Sigma non-opioid intracellular receptor 1 Ki = 211.0 nM 6.68 Displacement of [3H]-(+)pentazocine from sigma-1 receptor in guinea pig brain me... 31255496
Glutamate NMDA receptor; GRIN1/GRIN2B IC50 = 360.0 nM 6.44 Antagonist activity at human recombinant NR1-1a/NR2B receptor expressed in mouse... 20965739
Unchecked Ki = 554.0 nM 6.26 Displacement of [3H]di-o-tolylguanidine from sigma2 receptor rat liver membranes... 20965739
Unchecked Ki = 554.0 nM 6.26 Displacement of [3H]DTG from sigma2 receptor in rat liver membranes after 180 mi... 25458498
Unchecked Ki = 554.0 nM 6.26 Displacement of [3H]-di-o-tolylguanidine from sigma 2 receptor in rat liver memb... 28797770
Sigma intracellular receptor 2 Ki = 554.0 nM 6.26 Displacement of [3H]-di-o-tolylguanidine from sigma2 receptor in rat liver membr... 31129453
Glutamate NMDA receptor; GRIN1/GRIN2B Ki = 706.0 nM 6.15 Displacement of [3H]ifenprodil from human NR1-1a/NR2B receptor expressed in Mous... 28797770
Glutamate receptor ionotropic, NMDA 2B Ki = 706.0 nM 6.15 Displacement of [3H]ifenprodil from human GluN2B expressed in mouse L(tk-) cell ... 31255496
Unchecked Ki = 706.0 nM 6.15 Displacement of [3H] ifenprodil from GluN2B/GluN1a (unknown origin) expressed in... 31129453

Literature References

PubMed DOI Target Context # Activities
20965739 10.1016/j.bmc.2010.09.026 Glutamate NMDA receptor; GRIN1/GRIN2B 2
31129453 10.1016/j.ejmech.2019.05.034 Unchecked 2
28797770 10.1016/j.bmc.2017.07.059 Unchecked 2
25458498 10.1016/j.bmc.2014.10.004 Unchecked 2
20965739 10.1016/j.bmc.2010.09.026 Unchecked 2
25458498 10.1016/j.bmc.2014.10.004 Sigma non-opioid intracellular receptor 1 1
20965739 10.1016/j.bmc.2010.09.026 Sigma non-opioid intracellular receptor 1 1
25458498 10.1016/j.bmc.2014.10.004 Glutamate receptor ionotropic, NMDA 2B 1
28797770 10.1016/j.bmc.2017.07.059 Glutamate NMDA receptor; GRIN1/GRIN2B 1
28797770 10.1016/j.bmc.2017.07.059 Sigma non-opioid intracellular receptor 1 1
31255496 10.1016/j.bmc.2019.06.035 Glutamate receptor ionotropic, NMDA 2B 1
31255496 10.1016/j.bmc.2019.06.035 Unchecked 1
31255496 10.1016/j.bmc.2019.06.035 Sigma non-opioid intracellular receptor 1 1
31255496 10.1016/j.bmc.2019.06.035 Sigma intracellular receptor 2 1
20965739 10.1016/j.bmc.2010.09.026 Glutamate NMDA receptor; GRIN1/GRIN2A 1
31129453 10.1016/j.ejmech.2019.05.034 Sigma non-opioid intracellular receptor 1 1
31129453 10.1016/j.ejmech.2019.05.034 Sigma intracellular receptor 2 1

Data from ChEMBL 36 via Core Engine