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Compound Detail

CHEMBL38576

ICI-199,441
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CN(C(=O)Cc1ccc(Cl)c(Cl)c1)[C@H](CN1CCCC1)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL38576
Name ICI-199,441
Phase Preclinical
Structure Type MOL
InChI Key AEJOEPSMZCEYJN-HXUWFJFHSA-N
11
Targets
29
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

391.3
MW (Da)
4.83
ALogP
2
HBA
0
HBD
23.6
PSA (Ų)
0.70
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C21H24Cl2N2O
MW 391.34
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.15

Activity Summary

IC50 15 meas. best 9.7
Ki 11 meas. best 10.4
EC50 3 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Kappa-type opioid receptor
CHEMBL237
 Ki 10.4 10.35 0.0 4
Cavia porcellus
CHEMBL369
 IC50 9.7 9.6133 0.2 3
Kappa-type opioid receptor
CHEMBL3952
 IC50 9.57 8.6775 0.3 4
Kappa-type opioid receptor
CHEMBL237
 EC50 9.52 9.48 0.3 3
Unchecked
CHEMBL612545
 Ki 9.0 8.425 1.0 2
Mus musculus
CHEMBL375
 IC50 8.8 8.6667 1.6 3
Kappa-type opioid receptor
CHEMBL4329
 IC50 8.6 8.6 2.5 1
Unchecked
CHEMBL612545
 IC50 7.96 7.96 11.0 1
Delta-type opioid receptor
CHEMBL236
 Ki 7.62 7.62 24.0 2
Cytochrome P450 2D6
CHEMBL289
 IC50 7.58 7.58 26.0 1
Mu-type opioid receptor
CHEMBL233
 Ki 7.28 7.28 53.0 2
Mu-type opioid receptor
CHEMBL4354
 IC50 6.82 6.82 150.0 1
Delta-type opioid receptor
CHEMBL236
 IC50 6.22 6.22 600.0 1
Urotensin-2 receptor
CHEMBL3764
 Ki 5.4 5.4 4000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ke 17.8 nM Mus musculus
Ke 0.05 nM Cavia porcellus
Ke 0.05 nM Cavia porcellus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Kappa-type opioid receptor Ki = 0.04 nM 10.4 Inhibitory constant against human Opioid receptor kappa using [3H]diprenorphine ... 15863335
Kappa-type opioid receptor Ki = 0.043 nM 10.37 In vitro binding affinity for human kappa opioid receptor was determined by usin... 15713370
Kappa-type opioid receptor Ki = 0.044 nM 10.36 Displacement of [3H]diprenorphine from human kappa opioid receptor expressed in ... 18487043
Kappa-type opioid receptor Ki = 0.054 nM 10.27 In vitro binding affinity towards Opioid receptor kappa 1 by displacement of bou... 11086731
Cavia porcellus IC50 = 0.199 nM 9.7 Compound was evaluated for In vivo antagonist activity towards guinea pig ileum(... 8201586
Kappa-type opioid receptor IC50 = 0.27 nM 9.57 Inhibitory activity against Opioid receptor kappa 1 in electrically stimulated g... 8648612
Cavia porcellus IC50 = 0.27 nM 9.57 Tested for agonist potency by conducting tests on electrically stimulated guinea... 7799399
Cavia porcellus IC50 = 0.27 nM 9.57 Compound was tested for their agoinst potencies on the electrically stimulated G... 8893842
Kappa-type opioid receptor EC50 = 0.3 nM 9.52 Agonist activity at human kappa opioid receptor transfected in CHO cells by [35S... 18487043
Kappa-type opioid receptor EC50 = 0.3 nM 9.52 Agonist activity assessed by ability to stimulate [35S]GTP gammaS binding to opi... 15863335
Kappa-type opioid receptor EC50 = 0.4 nM 9.4 Agonist activity at kappa opioid receptor 18524591
Unchecked Ki = 1.0 nM 9.0 Displacement of [3H]diprenorphine from human kappa/mu opioid chimera 4 receptor 18487043
Kappa-type opioid receptor IC50 = 1.5 nM 8.82 Tested for inhibitory concentration against [3H]U-69593 binding at sites of kapp... 8071934
Mus musculus IC50 = 1.6 nM 8.8 Compound was evaluated for In vivo antagonist activity towards Mouse vas deferen... 8201586
Mus musculus IC50 = 2.5 nM 8.6 Tested for agonist potency by conducting tests on mouse vas deferens preparation 7799399
Mus musculus IC50 = 2.5 nM 8.6 Compound was tested for its agoinst potencies on the electrically stimulated mou... 8893842
Kappa-type opioid receptor IC50 = 2.5 nM 8.6 Inhibitory activity against Opioid receptor kappa 1 in electrically stimulated m... 8648612
Kappa-type opioid receptor IC50 = 6.9 nM 8.16 Binding affinity against opioid receptor kappa, in guinea pig brain membrane, us... 1659636
Kappa-type opioid receptor IC50 = 6.9 nM 8.16 Compound was evaluated for the Opioid receptor kappa 1 affinity using guinea pig... 1846918
Unchecked IC50 = 11.0 nM 7.96 Tested for inhibitory concentration against [3H]bremazocine binding to total sit... 8071934

Literature References

PubMed DOI Target Context # Activities
7799399 10.1021/jm00052a008 Cavia porcellus 7
8071934 10.1021/jm00044a006 Kappa-type opioid receptor 4
1846918 10.1021/jm00105a027 Mus musculus 3
1659636 10.1021/jm00115a001 Kappa-type opioid receptor 3
8893842 10.1021/jm960459x Mus musculus 3
24936231 10.1021/ml1001294 Mus musculus 3
11086731 10.1016/s0960-894x(00)00519-9 Rattus norvegicus 3
8201586 10.1021/jm00037a001 Mus musculus 2
8201586 10.1021/jm00037a001 Kappa-type opioid receptor 2
18487043 10.1016/j.bmcl.2007.11.116 Unchecked 2
7799399 10.1021/jm00052a008 Mus musculus 2
15863335 10.1016/j.bmcl.2005.03.020 Kappa-type opioid receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
15713370 10.1016/j.bmcl.2005.01.038 Opioid receptors; mu & kappa 2
18487043 10.1016/j.bmcl.2007.11.116 Kappa-type opioid receptor 2
8648612 10.1021/jm950813b Cavia porcellus 2
8648612 10.1021/jm950813b Kappa-type opioid receptor 2
1659636 10.1021/jm00115a001 Mus musculus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
11086731 10.1016/s0960-894x(00)00519-9 Opioid receptors; delta & kappa 1

Data from ChEMBL 36 via Core Engine