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

CHEMBL235743

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
C[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(N)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL235743
Phase Preclinical
Structure Type BOTH
InChI Key RJEUERNNQHNSKG-CCKFTAQKSA-N
9
Targets
38
Activities
3
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

455.5
MW (Da)
-0.90
ALogP
6
HBA
6
HBD
176.6
PSA (Ų)
0.26
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H29N5O5
MW 455.52
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -0.15

Activity Summary

IC50 15 meas. best 8.24
Ki 13 meas. best 9.1
EC50 10 meas. best 7.98

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL270
 Ki 9.1 8.6633 0.8 6
Mu-type opioid receptor
CHEMBL270
 IC50 8.24 8.23 5.8 4
Mu-type opioid receptor
CHEMBL270
 EC50 7.98 7.71 10.5 5
Mu-type opioid receptor
CHEMBL4354
 IC50 7.33 7.33 47.0 2
Mu-opioid receptor
CHEMBL5430
 IC50 7.33 7.33 47.0 1
Delta-type opioid receptor
CHEMBL269
 Ki 6.97 6.195 107.0 2
Delta-type opioid receptor
CHEMBL3222
 IC50 6.92 6.92 120.0 3
Kappa-type opioid receptor
CHEMBL3952
 Ki 6.76 6.76 173.0 1
Delta-type opioid receptor
CHEMBL236
 EC50 6.72 6.72 190.0 4
Unchecked
CHEMBL612545
 EC50 6.72 6.72 191.0 1
Kappa-type opioid receptor
CHEMBL237
 IC50 6.65 6.65 223.9 1
Delta-type opioid receptor
CHEMBL236
 Ki 6.52 6.52 300.0 4
Delta-type opioid receptor
CHEMBL236
 IC50 6.14 6.13 724.4 4

Pharmacokinetic Data

Parameter Value Units Species
T1/2 4.377 hr Mus musculus
T1/2 4.329 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor Ki = 0.8 nM 9.1 Displacement of [3H]DAMGO from MOR in Wistar rat brain membranes after 60 mins b... 31220675
Mu-type opioid receptor Ki = 2.11 nM 8.68 Displacement of [3H]DAMGO from mu-opioid receptor in Wistar rat brain membrane a... 28377055
Mu-type opioid receptor Ki = 2.8 nM 8.55 Displacement of [3H]-DAMGO from rat mu opioid receptor expressed in mouse HN9.10... 34798381
Mu-type opioid receptor Ki = 2.8 nM 8.55 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 ... 21128594
Mu-type opioid receptor Ki = 2.8 nM 8.55 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 ... 20547453
Mu-type opioid receptor Ki = 2.8 nM 8.55 Displacement of [3H]DAMGO from rat mu-opioid receptor transfected in HN9.10 cell... 17927164
Mu-type opioid receptor IC50 = 5.754 nM 8.24 Displacement of [3H]-DAMGO from rat mu opioid receptor expressed in mouse HN9.10... 34798381
Mu-type opioid receptor IC50 = 5.754 nM 8.24 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 ... 21128594
Mu-type opioid receptor IC50 = 5.754 nM 8.24 Displacement of [3H]DAMGO from rat mu-opioid receptor transfected in HN9.10 cell... 17927164
Mu-type opioid receptor IC50 = 6.31 nM 8.2 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 ... 20547453
Mu-type opioid receptor EC50 = 10.47 nM 7.98 Agonist activity at rat mu-opioid receptor expressed in CHO cells after 90 mins ... 17927164
Mu-type opioid receptor EC50 = 10.47 nM 7.98 Agonist activity at rat mu opioid receptor expressed in CHO cells assessed as st... 21128594
Mu-type opioid receptor EC50 = 13.0 nM 7.89 Agonist activity at rat mu opioid receptor expressed in CHO cells assessed as st... 21128594
Mu-type opioid receptor EC50 = 13.0 nM 7.89 Agonist activity at rat mu-opioid receptor expressed in CHO cells after 90 mins ... 17927164
Mu-opioid receptor IC50 = 47.0 nM 7.33 Agonist activity at guinea pig mu-opioid receptor by GPI assay 17927164
Mu-type opioid receptor IC50 = 47.0 nM 7.33 Agonist activity at mu opioid receptor in guinea pig ileum assessed as inhibitio... 20547453
Mu-type opioid receptor IC50 = 47.0 nM 7.33 Agonist activity at mu opioid receptor in guinea pig ileum assessed as inhibitio... 21128594
Delta-type opioid receptor Ki = 107.0 nM 6.97 Displacement of [3H]Ile5,6-deltorphin-2 from DOR in Wistar rat brain membranes a... 31220675
Delta-type opioid receptor IC50 = 120.0 nM 6.92 Agonist activity at delta opioid receptor in mouse vas deferens assessed as inhi... 21128594
Delta-type opioid receptor IC50 = 120.0 nM 6.92 Agonist activity at delta opioid receptor in mouse vas deferens assessed as inhi... 20547453

Literature References

PubMed DOI Target Context # Activities
17927164 10.1021/jm061465o Delta-type opioid receptor 6
21128594 10.1021/jm100982d Delta-type opioid receptor 6
21128594 10.1021/jm100982d Mu-type opioid receptor 6
17927164 10.1021/jm061465o Mu-type opioid receptor 5
31220675 10.1016/j.ejmech.2019.05.037 Unchecked 4
20547453 10.1016/j.bmcl.2010.05.078 Delta-type opioid receptor 3
20547453 10.1016/j.bmcl.2010.05.078 Mu-type opioid receptor 3
31220675 10.1016/j.ejmech.2019.05.037 Rattus norvegicus 3
31220675 10.1016/j.ejmech.2019.05.037 Mu-type opioid receptor 3
34798381 10.1016/j.bmc.2021.116509 Delta-type opioid receptor 2
34798381 10.1016/j.bmc.2021.116509 Mu-type opioid receptor 2
31220675 10.1016/j.ejmech.2019.05.037 Cannabinoid receptor 2
28377055 10.1016/j.bmcl.2017.03.067 Mus musculus 2
28377055 10.1016/j.bmcl.2017.03.067 Mu-type opioid receptor 1
28377055 10.1016/j.bmcl.2017.03.067 Brain 1
28377055 10.1016/j.bmcl.2017.03.067 Delta-type opioid receptor 1
31220675 10.1016/j.ejmech.2019.05.037 Delta-type opioid receptor 1
34798381 10.1016/j.bmc.2021.116509 Kappa-type opioid receptor 1
28377055 10.1016/j.bmcl.2017.03.067 Unchecked 1
28377055 10.1016/j.bmcl.2017.03.067 Plasma 1

Data from ChEMBL 36 via Core Engine