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Compound Detail

CHEMBL109390

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Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N1Cc2ccccc2C[C@H]1C(=O)NCc1nc2ccccc2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL109390
Phase Preclinical
Structure Type MOL
InChI Key XRZTZWCPHAJWJQ-OZXSUGGESA-N
6
Targets
26
Activities
4
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

497.6
MW (Da)
3.03
ALogP
5
HBA
4
HBD
124.3
PSA (Ų)
0.33
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 C29H31N5O3
MW 497.60
Aromatic Rings 4
Heavy Atoms 37
NP-Likeness -0.68

Activity Summary

Ki 12 meas. best 10.46
IC50 10 meas. best 10.46
EC50 2 meas. best 9.9
Kd 2 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Delta-type opioid receptor
CHEMBL269
 Ki 10.46 10.46 0.0 6
Delta-type opioid receptor
CHEMBL3222
 IC50 10.46 9.482 0.0 5
Delta-type opioid receptor
CHEMBL3222
 EC50 9.9 9.9 0.1 1
Mu-opioid receptor
CHEMBL5430
 IC50 9.89 9.89 0.1 1
Mus musculus
CHEMBL375
 Kd 9.7 8.575 0.2 2
Mu-type opioid receptor
CHEMBL270
 Ki 9.3 9.3 0.5 6
Mu-type opioid receptor
CHEMBL4354
 EC50 7.57 7.57 26.9 1
Mu-type opioid receptor
CHEMBL4354
 IC50 7.57 7.45 26.9 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Delta-type opioid receptor Ki = 0.035 nM 10.46 Displacement of [3H]deltorphin 2 from delta opioid receptor in Sprague-Dawley ra... 20637637
Delta-type opioid receptor IC50 = 0.035 nM 10.46 In vitro inhibitory activity against electrically evoked contractions of in mous... 12459023
Delta-type opioid receptor IC50 = 0.035 nM 10.46 Functional bioactivity against delta opioid receptor in mouse vas deferens 16366592
Delta-type opioid receptor Ki = 0.035 nM 10.46 Displacement of [3H]deltorphin2 from delta opioid receptor in Sprague-Dawley rat... 18680274
Delta-type opioid receptor Ki = 0.035 nM 10.46 Binding affinity to delta opioid receptor in Sprague-Dawley rat brain membrane 18178091
Delta-type opioid receptor Ki = 0.035 nM 10.46 Displacement of [3H]deltorphin II from rat delta opioid receptor in brain P2 syn... 16366592
Delta-type opioid receptor Ki = 0.035 nM 10.46 Inhibition of [3H]DPDPE binding to Opioid receptor delta 1 of rat brain P2 synap... 12459023
Delta-type opioid receptor Ki = 0.035 nM 10.46 Binding affinity at Opioid receptor delta 1 using rat brain receptor (P2 synapto... 11806723
Delta-type opioid receptor EC50 = 0.1259 nM 9.9 Negative logarithm of the molar concentration required to produce 50% of the max... 11806723
Delta-type opioid receptor IC50 = 0.13 nM 9.89 Agonist activity at delta opioid receptor in mouse vas deference 20637637
Mu-opioid receptor IC50 = 0.13 nM 9.89 Agonist activity at mu opioid receptor in Hartley guinea pig ileum myenteric ple... 18680274
Mus musculus Kd = 0.1995 nM 9.7 Delta or Mu antagonist activity tested in mouse vas deferens (MVD) along with N,... 11806723
Mu-type opioid receptor Ki = 0.5 nM 9.3 Binding affinity to mu opioid receptor in Sprague-Dawley rat brain membrane 18178091
Mu-type opioid receptor Ki = 0.5 nM 9.3 Displacement of [3H]DAMGO from rat mu opioid receptor in brain P2 synaptosomes 16366592
Mu-type opioid receptor Ki = 0.5 nM 9.3 Inhibition of [3H]DAGO binding to Opioid receptor mu 1 of rat brain P2 synaptoso... 12459023
Mu-type opioid receptor Ki = 0.5 nM 9.3 Binding affinity for rat brain P2 synaptosome Opioid receptor mu 1 11806723
Mu-type opioid receptor Ki = 0.5 nM 9.3 Displacement of [3H]DAMGO from mu opioid receptor in Sprague-Dawley rat brain P2... 18680274
Mu-type opioid receptor Ki = 0.5 nM 9.3 Displacement of [3H]DAMGO from mu opioid receptor in Sprague-Dawley rat brain P2... 20637637
Delta-type opioid receptor IC50 = 0.94 nM 9.03 Agonist activity at delta opioid receptor assessed as inhibition of electrically... 18178091
Mu-type opioid receptor EC50 = 26.92 nM 7.57 Negative logarithm of the molar concentration of an agonist to produce 50% of th... 11806723

Literature References

PubMed DOI Target Context # Activities
11806723 10.1021/jm010449i Mu-type opioid receptor 2
20637637 10.1016/j.bmc.2010.06.073 Mu-type opioid receptor 2
20637637 10.1016/j.bmc.2010.06.073 Delta-type opioid receptor 2
18680274 10.1021/jm800587e Delta-type opioid receptor 2
18178091 10.1016/j.bmc.2007.12.032 Mu-type opioid receptor 2
18178091 10.1016/j.bmc.2007.12.032 Delta-type opioid receptor 2
16366592 10.1021/jm058259l Mu-type opioid receptor 2
16366592 10.1021/jm058259l Delta-type opioid receptor 2
12459023 10.1021/jm020336e Mu-type opioid receptor 2
12459023 10.1021/jm020336e Delta-type opioid receptor 2
11806723 10.1021/jm010449i Mus musculus 2
11806723 10.1021/jm010449i Delta-type opioid receptor 2
16366592 10.1021/jm058259l Opioid receptors; mu & delta 1
12459023 10.1021/jm020336e Unchecked 1
18178091 10.1016/j.bmc.2007.12.032 Unchecked 1
18680274 10.1021/jm800587e Mu-type opioid receptor 1
18680274 10.1021/jm800587e Mu-opioid receptor 1
18680274 10.1021/jm800587e Unchecked 1
20637637 10.1016/j.bmc.2010.06.073 Unchecked 1

Data from ChEMBL 36 via Core Engine