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Compound Detail

CHEMBL3341861

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O=C(Nc1ccc(Cl)cc1)Nc1cccc(-c2cccc(N3CCCC3)n2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3341861
Phase Preclinical
Structure Type MOL
InChI Key HDAYFSFWIPRJSO-UHFFFAOYSA-N
5
Targets
26
Activities
2
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

392.9
MW (Da)
5.65
ALogP
3
HBA
2
HBD
57.3
PSA (Ų)
0.60
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H21ClN4O
MW 392.89
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.92

Activity Summary

IC50 22 meas. best 8.83
EC50 4 meas. best 8.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL218
 IC50 8.83 7.1421 1.5 14
Cannabinoid receptor 1
CHEMBL218
 EC50 8.42 7.23 3.8 4
Cannabinoid receptor 1
CHEMBL3571
 IC50 7.38 7.38 42.0 1
Cannabinoid receptor 2
CHEMBL5373
 IC50 7.05 7.05 89.0 1
Cannabinoid receptor 1
CHEMBL3037
 IC50 6.94 6.768 115.0 5
Fatty-acid amide hydrolase 1
CHEMBL2243
 IC50 5.68 5.68 2100.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 113.7 mL.min-1.g-1 Rattus norvegicus
CL 113.7 mL.min-1.g-1 Rattus norvegicus
T1/2 0.2167 hr Rattus norvegicus
T1/2 0.2167 hr Rattus norvegicus
T1/2 0.2233 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 1 IC50 = 1.47 nM 8.83 Inverse agonist activity at human CB1 receptor expressed in HEK293 cell membrane... 31596583
Cannabinoid receptor 1 EC50 = 3.84 nM 8.42 Negative allosteric modulator activity at human CB1R expressed in CHO-K1 cells a... 26529344
Cannabinoid receptor 1 IC50 = 31.62 nM 7.5 Allosteric antagonist activity at human CB1 receptor expressed in CHO-RD-HGA16 c... 34015703
Cannabinoid receptor 1 IC50 = 32.5 nM 7.49 Antagonist activity at human CB1 receptor stably expressed in RD-HGA16 cells ass... 25162172
Cannabinoid receptor 1 IC50 = 33.0 nM 7.48 Allosteric modulation of human CB1 receptor expressed in CHO cells co-expressing... 28792219
Cannabinoid receptor 1 IC50 = 33.0 nM 7.48 Allosteric modulation of CB1 receptor (unknown origin) assessed as inhibition of... 30613319
Cannabinoid receptor 1 IC50 = 33.0 nM 7.48 Allosteric antagonist activity at human CB1 receptor by Ca2+ assay 31596583
Cannabinoid receptor 1 IC50 = 33.0 nM 7.48 Allosteric modulator activity at human CB1 receptor expressed in CHO-RD-HGA16 ce... 31596583
Cannabinoid receptor 1 IC50 = 42.0 nM 7.38 Allosteric modulation of CB1 receptor in rat cerebellar membranes assessed as in... 28792219
Cannabinoid receptor 1 IC50 = 50.0 nM 7.3 Allosteric modulation of CB1 receptor in HEK293 cell membranes assessed as inhib... 28792219
Cannabinoid receptor 1 EC50 = 70.8 nM 7.15 Negative allosteric modulator activity at human CB1R expressed in CHO-K1 cells a... 26529344
Cannabinoid receptor 2 IC50 = 89.0 nM 7.05 Allosteric modulation of CB1 receptor in CD-1 mouse cerebellar membranes assesse... 28792219
Cannabinoid receptor 1 IC50 = 100.0 nM 7.0 Allosteric antagonist activity at human CB1 receptor expressed in HEK293 cell me... 34015703
Cannabinoid receptor 1 IC50 = 102.0 nM 6.99 Allosteric modulation of CB1 receptor (unknown origin) assessed as inhibition of... 30613319
Cannabinoid receptor 1 IC50 = 115.0 nM 6.94 Allosteric antagonist activity at mouse CB1 receptor by GTPgammaS assay 31596583
Cannabinoid receptor 1 IC50 = 123.0 nM 6.91 Allosteric modulator activity at CB1 receptor in mouse cerebellar membranes asse... 31596583
Cannabinoid receptor 1 IC50 = 123.03 nM 6.91 Allosteric modulator activity at CB1 receptor in mouse cerebellar membranes asse... 31596583
Cannabinoid receptor 1 EC50 = 167.0 nM 6.78 Displacement of [3H]CP55,940 from human CB1 receptor expressed in HEK293 cells a... 25162172
Cannabinoid receptor 1 IC50 = 230.0 nM 6.64 Negative allosteric modulation of human CB1 receptor expressed in HEK293 cells a... 29079014
Cannabinoid receptor 1 EC50 = 270.0 nM 6.57 Positive allosteric modulation of human CB1 receptor expressed in CHO-K1 cell me... 29079014

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 346
- 10.6019/CHEMBL4689842 Fibroblast 346
- 10.6019/CHEMBL4689842 U2OS 343
- 10.6019/CHEMBL5724696 U2OS 24
31596583 10.1021/acs.jmedchem.9b01161 Cannabinoid receptor 1 15
- 10.6019/CHEMBL5724696 TERT-RPE1 12
31596583 10.1021/acs.jmedchem.9b01161 ADMET 6
25162172 10.1021/jm501042u Cannabinoid receptor 1 6
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5

Data from ChEMBL 36 via Core Engine