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Compound Detail

CHEMBL441472

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CC(C)(C)c1ccc(NC(=O)N2CCN(c3ncccc3Cl)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL441472
Phase Preclinical
Structure Type MOL
InChI Key ROGUAPYLUCHQGK-UHFFFAOYSA-N
7
Targets
47
Activities
3
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

372.9
MW (Da)
4.39
ALogP
3
HBA
1
HBD
48.5
PSA (Ų)
0.85
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H25ClN4O
MW 372.90
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -2.03

Activity Summary

IC50 43 meas. best 9.82
Ki 3 meas. best 8.6
EC50 1 meas. best 5.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Transient receptor potential cation channel subfamily V member 1
CHEMBL4794
 IC50 9.82 8.2139 0.1 23
Transient receptor potential cation channel subfamily V member 1
CHEMBL5102
 IC50 9.4 8.6275 0.4 12
Transient receptor potential cation channel subfamily V member 1
CHEMBL4794
 Ki 8.6 8.3167 2.5 3
Transient receptor potential cation channel subfamily M member 8
CHEMBL3108632
 IC50 6.46 6.415 350.0 4
Transient receptor potential cation channel subfamily M member 8
CHEMBL1075319
 IC50 6.32 6.21 475.0 2
Transient receptor potential cation channel subfamily M member 8
CHEMBL5011
 IC50 6.32 6.32 475.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 6.0 6.0 1000.0 1
Transient receptor potential cation channel subfamily A member 1
CHEMBL6007
 EC50 5.35 5.35 4500.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 76.67 mL.min-1.kg-1 Rattus norvegicus
CL 76.67 mL.min-1.kg-1 Rattus norvegicus
Cmax 2992.76 nM Rattus norvegicus
F 15.1 % Rattus norvegicus
F 15.0 % Rattus norvegicus
F 10.0 % Rattus norvegicus
T1/2 0.9 hr Rattus norvegicus
T1/2 0.9 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus
Vd 5.8 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.15 nM 9.82 Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as ... 24484240
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.18 nM 9.74 Antagonist activity against human TRPV1 expressed in T-REx HEK cells assessed as... 25052206
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.4 nM 9.4 Antagonist activity against capsaicin-induced 45calcium ion uptake in CHO cells ... 16759115
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.5 nM 9.3 Antagonist activity against acid-induced 45calcium ion uptake in CHO cells expre... 16759115
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.5 nM 9.3 Antagonist activity at rat TRPV1 expressed in CHO cells assessed as blockade of ... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.6 nM 9.22 Antagonist activity at human TRPV1 expressed in HEK293 cells assessed as blockad... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.6 nM 9.22 Antagonist activity at rat TRPV1 expressed in HEK293 cells assessed as blockade ... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.6 nM 9.22 Antagonist activity at human TRPV1 expressed in CHO cells assessed as blockade o... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.7 nM 9.15 Antagonist activity at rat TRPV1 expressed in CHO cells assessed as blockade of ... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 0.7 nM 9.15 Antagonist activity at human TRPV1 expressed in CHO cells assessed as blockade o... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 1.83 nM 8.74 Antagonist activity at recombinant human TRPV1 expressed in CHO cells assessed a... 28284871
Transient receptor potential cation channel subfamily V member 1 IC50 = 1.9 nM 8.72 Antagonist activity at rat TRPV1 expressed in HEK293 cells assessed as blockade ... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 2.12 nM 8.67 Antagonist activity at rat TRPV1 receptor expressed in HEK293T cells assessed as... 23796768
Transient receptor potential cation channel subfamily V member 1 Ki = 2.5 nM 8.6 Antagonist activity at human TRPV1 expressed in HEK cells assessed as inhibition... 33385210
Transient receptor potential cation channel subfamily V member 1 Ki = 4.32 nM 8.37 Displacement of [3H]RTX from human TRPV1 expressed in CHO cell membranes after 4... 28892388
Transient receptor potential cation channel subfamily V member 1 IC50 = 4.8 nM 8.32 Vanilloid receptor subtype 1 antagonist activity based on its ability to block l... 14505681
Transient receptor potential cation channel subfamily V member 1 IC50 = 4.86 nM 8.31 Antagonist activity at rat TRPV1 receptor expressed in HEK293T cells assessed as... 23796768
Transient receptor potential cation channel subfamily V member 1 IC50 = 5.0 nM 8.3 Antagonist activity at human recombinant TRPV1 expressed in human 1321N1 cells a... 18722778
Transient receptor potential cation channel subfamily V member 1 IC50 = 5.0 nM 8.3 Antagonist activity at human TRPV1 expressed in HEK293 cells assessed as blockad... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 6.0 nM 8.22 Antagonist activity at rat TRPV1 assessed as inhibition of pH-induced increase i... 37713804

Literature References

PubMed DOI Target Context # Activities
31202991 10.1016/j.ejmech.2019.06.007 Mus musculus 8
17489570 10.1021/jm060637e Transient receptor potential cation channel subfamily V member 1 8
- 10.6019/CHEMBL5303304 HEK-293T 8
14505681 10.1016/s0960-894x(03)00759-5 Rattus norvegicus 6
24484240 10.1021/np400885u Transient receptor potential cation channel subfamily V member 1 5
24484240 10.1021/np400885u Transient receptor potential cation channel subfamily M member 8 5
25052206 10.1021/np500235b Transient receptor potential cation channel subfamily M member 8 5
36008373 10.1021/acs.jmedchem.2c00469 Transient receptor potential cation channel subfamily V member 1 4
15482915 10.1016/j.bmcl.2004.09.010 ADMET 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL5303304 Fibroblast 4
26795113 10.1016/j.bmc.2016.01.009 Mus musculus 4
23796768 10.1016/j.ejmech.2013.05.001 Transient receptor potential cation channel subfamily V member 1 4
25052206 10.1021/np500235b Transient receptor potential cation channel subfamily A member 1 3
32217416 10.1016/j.ejmech.2020.112236 Rattus norvegicus 3
25052206 10.1021/np500235b Transient receptor potential cation channel subfamily V member 1 3
37713804 10.1016/j.ejmech.2023.115806 Transient receptor potential cation channel subfamily V member 1 3
26847872 10.1021/acs.jmedchem.5b01914 Transient receptor potential cation channel subfamily M member 8 3
- 10.6019/CHEMBL5303304 U2OS 3
38776567 10.1016/j.bmc.2024.117750 Transient receptor potential cation channel subfamily V member 1 3

Data from ChEMBL 36 via Core Engine