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

CHEMBL4467777

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](Cc1ccsc1)NC(=O)NC[C@H](Cc1ccc(O)cc1)N(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4467777
Phase Preclinical
Structure Type MOL
InChI Key MEDBIJOVZJEMBI-YOEHRIQHSA-N
3
Targets
18
Activities
3
Assay Types
1
PK Parameters
10
Publications
0
Known Names

Molecular Properties

361.5
MW (Da)
2.86
ALogP
4
HBA
3
HBD
64.6
PSA (Ų)
0.68
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C19H27N3O2S
MW 361.51
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.63

Activity Summary

EC50 10 meas. best 8.6
Ki 6 meas. best 8.96
IC50 2 meas. best 6.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
 Ki 8.96 8.45 1.1 3
Mu-type opioid receptor
CHEMBL233
 EC50 8.6 7.918 2.5 10
Kappa-type opioid receptor
CHEMBL237
 Ki 7.75 7.545 18.0 2
Delta-type opioid receptor
CHEMBL236
 IC50 6.96 6.96 108.4 1
Kappa-type opioid receptor
CHEMBL237
 IC50 6.57 6.57 269.8 1
Delta-type opioid receptor
CHEMBL236
 Ki 6.0 6.0 1000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.6 mL.min-1.kg-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor Ki = 1.1 nM 8.96 Displacement of [3H]-Diprenorphine from mu opioid receptor (unknown origin) expr... 29939744
Mu-type opioid receptor Ki = 1.1 nM 8.96 Inhibition of mu opioid receptor (unknown origin) assessed as reduction in intra... 31550662
Mu-type opioid receptor EC50 = 2.5 nM 8.6 Agonist activity at human MOR expressed in HEK293T cells assessed as inhibition ... 33479684
Mu-type opioid receptor EC50 = 2.85 nM 8.54 Agonist activity at human MOR expressed in CHO-K1 cells assessed as decrease in ... 38810170
Mu-type opioid receptor EC50 = 4.6 nM 8.34 Agonist activity at Gi/o coupled human mu opioid receptor expressed in HEK293T c... 29939744
Mu-type opioid receptor EC50 = 4.6 nM 8.34 Inhibition of mu opioid receptor (unknown origin) assessed as reduction in intra... 31550662
Mu-type opioid receptor EC50 = 10.0 nM 8.0 Agonist activity at mu opioid receptor (unknown origin) assessed as increase in ... 34802839
Mu-type opioid receptor EC50 = 13.0 nM 7.89 Agonist activity at human mu opioid receptor stably transfected in CHO cells by ... 37414346
Kappa-type opioid receptor Ki = 18.0 nM 7.75 Radioligand Binding Assay: Each compound was initially tested at 20 μM and was i... -
Mu-type opioid receptor EC50 = 21.5 nM 7.67 Agonist activity at mu opioid receptor (unknown origin) assessed as beta arresti... 34802839
Mu-type opioid receptor Ki = 37.0 nM 7.43 Radioligand Binding Assay: Each compound was initially tested at 20 μM and was i... -
Kappa-type opioid receptor Ki = 46.0 nM 7.34 Radioligand Binding Assay: Each compound was initially tested at 20 μM and was i... -
Mu-type opioid receptor EC50 = 52.41 nM 7.28 Inhibition of mu opioid receptor (unknown origin) expressed in HEK293 cells asse... 31550662
Mu-type opioid receptor EC50 = 52.41 nM 7.28 Inhibition of mu opioid receptor (unknown origin) expressed in HEK293 cells asse... 31550662
Mu-type opioid receptor EC50 = 57.1 nM 7.24 Agonist activity at human MOR expressed in CHOK1 cells assessed as induction of ... 33479684
Delta-type opioid receptor IC50 = 108.4 nM 6.96 Agonist activity at human DOR expressed in CHO-K1 cells assessed as decrease in ... 38810170
Kappa-type opioid receptor IC50 = 269.78 nM 6.57 Antagonist activity at human KOR expressed in CHO-K1 cells assessed as cAMP leve... 38810170
Delta-type opioid receptor Ki = 1000.0 nM 6.0 Radioligand Binding Assay: Each compound was initially tested at 20 μM and was i... -

Literature References

PubMed DOI Target Context # Activities
33479684 10.1039/d0md00104j Mu-type opioid receptor 8
38810170 10.1021/acs.jmedchem.4c00333 Mu-type opioid receptor 6
31550662 10.1016/j.ejmech.2019.111701 Mu-type opioid receptor 5
34802839 10.1016/j.ejmech.2021.113986 Mu-type opioid receptor 4
38810170 10.1021/acs.jmedchem.4c00333 Kappa-type opioid receptor 4
29939744 10.1021/acs.jmedchem.8b00435 Mu-type opioid receptor 3
38810170 10.1021/acs.jmedchem.4c00333 Delta-type opioid receptor 2
34802839 10.1016/j.ejmech.2021.113986 ADMET 1
37414346 10.1016/j.bmcl.2023.129405 Mu-type opioid receptor 1
38810170 10.1021/acs.jmedchem.4c00333 Nociceptin receptor 1

Data from ChEMBL 36 via Core Engine