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

CHEMBL44698

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
COCC(COC)Nc1nc(C)nc2c(-c3ccc(Cl)cc3Cl)c(C)nn12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL44698
Phase Preclinical
Structure Type MOL
InChI Key MDWRPTOUDPFXKK-UHFFFAOYSA-N
3
Targets
13
Activities
2
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

410.3
MW (Da)
3.79
ALogP
7
HBA
1
HBD
73.6
PSA (Ų)
0.64
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H21Cl2N5O2
MW 410.31
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.41

Activity Summary

IC50 8 meas. best 8.92
Ki 5 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Corticotropin-releasing factor receptor 1
CHEMBL4649
 IC50 8.92 8.74 1.2 3
Corticotropin-releasing factor receptor 1
CHEMBL1800
 Ki 8.77 8.75 1.7 5
Unchecked
CHEMBL612545
 IC50 7.42 7.42 38.0 1
Corticotropin-releasing factor receptor 1
CHEMBL1800
 IC50 7.4 7.3225 39.8 4

Pharmacokinetic Data

Parameter Value Units Species
AUC 2267.78 ng.hr.mL-1 Rattus norvegicus
AUC 2533.66 ng.hr.mL-1 Rattus norvegicus
AUC 763.59 ng.hr.mL-1 Rattus norvegicus
AUC 928.53 ng.hr.mL-1 Rattus norvegicus
AUC 933.46 ng.hr.mL-1 Canis lupus familiaris
AUC 1102.91 ng.hr.mL-1 Canis lupus familiaris
AUC 192.44 ng.hr.mL-1 Canis lupus familiaris
AUC 227.72 ng.hr.mL-1 Canis lupus familiaris
CL 2.0 kg-1 hr-1 Rattus norvegicus
Cmax 317.0 nM Rattus norvegicus
Cmax 240.0 - Canis lupus familiaris
Cmax 317.0 nM Rattus norvegicus
Cmax 240.0 nM Canis lupus familiaris
F 36.7 % Rattus norvegicus
F 49.7 % Canis lupus familiaris
F 36.7 % Rattus norvegicus
F 50.0 % Canis lupus familiaris
F 37.0 % Rattus norvegicus
F 50.0 % Canis lupus familiaris
F 50.0 % Macaca mulatta
T1/2 12.3 hr Rattus norvegicus
T1/2 16.5 hr Rattus norvegicus
T1/2 34.5 hr Canis lupus familiaris
T1/2 33.4 hr Canis lupus familiaris
T1/2 16.5 hr -
T1/2 16.5 hr Rattus norvegicus
T1/2 33.0 hr Canis lupus familiaris
T1/2 16.0 hr Rattus norvegicus
Tmax 0.44 hr Rattus norvegicus
Tmax 0.88 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Corticotropin-releasing factor receptor 1 IC50 = 1.2 nM 8.92 Displacement of [125I]ovine-CRF from CRF1 receptor in rat frontal cortex by rapi... 19552436
Corticotropin-releasing factor receptor 1 IC50 = 1.2 nM 8.92 Displacement of [125I]Tyr-ovine-CRF from CRF1 receptor in rat frontal cortex hom... 27020524
Corticotropin-releasing factor receptor 1 Ki = 1.7 nM 8.77 Displacement of [125I]-tyrosine-ovine-CRF from human Corticotropin releasing fac... 10669572
Corticotropin-releasing factor receptor 1 Ki = 1.7 nM 8.77 Compound was tested for the binding affinity to human corticotropin releasing fa... 10794681
Corticotropin-releasing factor receptor 1 Ki = 1.7 nM 8.77 Binding affinity to human CRF1 receptor assessed as inhibition constant 34147747
Corticotropin-releasing factor receptor 1 Ki = 1.8 nM 8.74 Compound was tested for the binding affinity to human corticotropin releasing fa... 10794681
Corticotropin-releasing factor receptor 1 Ki = 2.0 nM 8.7 Antagonist activity at human CRF-1 receptor 21618986
Corticotropin-releasing factor receptor 1 IC50 = 4.2 nM 8.38 Displacement of [125I]Tyr0-ovine CRF from CRF1 receptor in rat cortical membrane... 19361210
Unchecked IC50 = 38.02 nM 7.42 Displacement of [125I]o-CRF from recombinant human CRF receptors expressed in Ch... 15946843
Corticotropin-releasing factor receptor 1 IC50 = 39.81 nM 7.4 Displacement of [125I]CRF from human recombinant CRF1 receptor expressed in CHO ... 17629700
Corticotropin-releasing factor receptor 1 IC50 = 39.81 nM 7.4 Displacement of [125I]sauvagine from human recombinant CRF1 receptor expressed i... 18989952
Corticotropin-releasing factor receptor 1 IC50 = 39.81 nM 7.4 Displacement of [125I]sauvagine from human recombinant CRF1 receptor expressed i... 18975927
Corticotropin-releasing factor receptor 1 IC50 = 82.0 nM 7.09 Inhibition of corticotropin releasing factor receptor mediated increase in adeny... 10794681

Literature References

PubMed DOI Target Context # Activities
10669572 10.1021/jm9904351 Rattus norvegicus 19
10669572 10.1021/jm9904351 Canis familiaris 12
19361209 10.1021/jm900025h No relevant target 4
34147747 10.1016/j.ejmech.2021.113537 ADMET 3
10794681 10.1021/jm990590f ADMET 3
10794681 10.1021/jm990590f Corticotropin-releasing factor receptor 1 3
10794681 10.1021/jm990590f Rattus norvegicus 2
19954247 10.1021/jm900716v Rattus norvegicus 2
19552436 10.1021/jm900302q Rattus norvegicus 2
19361210 10.1021/jm9000242 Rattus norvegicus 2
19361209 10.1021/jm900025h Rattus norvegicus 2
16078829 10.1021/jm050384+ ADMET 2
10794681 10.1021/jm990590f Canis familiaris 2
18975927 10.1021/jm800743q Corticotropin-releasing factor receptor 1 1
18989952 10.1021/jm800744m Corticotropin-releasing factor receptor 1 1
17629700 10.1016/j.bmcl.2007.06.077 Corticotropin-releasing factor receptor 1 1
19361210 10.1021/jm9000242 Corticotropin-releasing factor receptor 1 1
19552436 10.1021/jm900302q Corticotropin-releasing factor receptor 1 1
15946843 10.1016/j.bmcl.2005.05.040 Unchecked 1
21618986 10.1021/jm200365y Corticotropin-releasing factor receptor 1 1

Data from ChEMBL 36 via Core Engine