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Compound Detail

CHEMBL391997

CAPSAZEPINE
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Oc1cc2c(cc1O)CN(C(=S)NCCc1ccc(Cl)cc1)CCC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL391997
Name CAPSAZEPINE
Phase Preclinical
Structure Type MOL
InChI Key DRCMAZOSEIMCHM-UHFFFAOYSA-N
9
Targets
57
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

376.9
MW (Da)
3.62
ALogP
3
HBA
3
HBD
55.7
PSA (Ų)
0.56
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C19H21ClN2O2S
MW 376.91
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.83

Activity Summary

IC50 43 meas. best 8.52
Ki 13 meas. best 6.92
EC50 1 meas. best 5.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Transient receptor potential cation channel subfamily V member 1
CHEMBL4794
 IC50 8.52 7.3011 3.0 18
Transient receptor potential cation channel subfamily V member 1
CHEMBL5102
 IC50 8.4 6.958 4.0 5
Transient receptor potential cation channel subfamily V member 1
CHEMBL4794
 Ki 6.92 6.92 120.0 2
Rattus norvegicus
CHEMBL376
 IC50 6.38 6.2733 420.0 3
Transient receptor potential cation channel subfamily V member 1
CHEMBL5102
 Ki 6.28 6.07 520.0 11
Vanilloid receptor
CHEMBL2096684
 IC50 6.23 6.225 590.0 2
Transient receptor potential cation channel subfamily V member 1
CHEMBL4794
 EC50 5.6 5.6 2511.9 1
Plasmodium falciparum
CHEMBL364
 IC50 5.4 5.1143 3981.1 7
Transient receptor potential cation channel subfamily M member 8
CHEMBL1075319
 IC50 4.75 4.75 18000.0 1
HeLa
CHEMBL399
 IC50 4.52 4.52 30000.0 1
Transient receptor potential cation channel subfamily M member 8
CHEMBL3108632
 IC50 4.3 4.3 50000.0 2
DU-145
CHEMBL613508
 IC50 4.27 4.27 54000.0 1

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 = 3.0 nM 8.52 In vitro inhibition of anandamide activated human TRPV1 receptor in [Ca2+] influ... 15771431
Transient receptor potential cation channel subfamily V member 1 IC50 = 3.0 nM 8.52 In vitro inhibition of PMA-activated human TRPV1 receptor in [Ca2+] influx assay 15771431
Transient receptor potential cation channel subfamily V member 1 IC50 = 3.0 nM 8.52 In vitro inhibition of anandamide activated human TRPV1 receptor in [Ca2+] influ... 15771431
Transient receptor potential cation channel subfamily V member 1 IC50 = 4.0 nM 8.4 In vitro inhibition of anandamide activated human TRPV1 receptor in [Ca2+] influ... 15771431
Transient receptor potential cation channel subfamily V member 1 IC50 = 4.0 nM 8.4 In vitro inhibition of acid activated rat TRPV1 receptor in [Ca2+] influx assay 15771431
Transient receptor potential cation channel subfamily V member 1 IC50 = 5.0 nM 8.3 In vitro inhibition of PMA-activated human TRPV1 receptor in [Ca2+] influx assay 15771431
Transient receptor potential cation channel subfamily V member 1 IC50 = 39.0 nM 7.41 Antagonist activity at human TRPV1 expressed in CHO cells assessed as blockade o... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 53.0 nM 7.28 Antagonist activity at human TRPV1 expressed in CHO cells assessed as blockade o... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 56.2 nM 7.25 Inhibition of 100 nM capsaicin effect on intracellular [Ca2+] concentration in H... 16000002
Transient receptor potential cation channel subfamily V member 1 IC50 = 58.0 nM 7.24 Vanilloid receptor subtype 1 antagonist activity based on its ability to block c... 14505681
Transient receptor potential cation channel subfamily V member 1 IC50 = 68.0 nM 7.17 Antagonist activity against human TRPV1 expressed in T-REx HEK cells assessed as... 25052206
Transient receptor potential cation channel subfamily V member 1 IC50 = 69.0 nM 7.16 Antagonist activity at human TRPV1 expressed in CHO cells assessed as blockade o... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 74.0 nM 7.13 Inhibition of human transient receptor potential vanilloid 1 receptor (n=5) 15771431
Transient receptor potential cation channel subfamily V member 1 IC50 = 100.0 nM 7.0 Antagonistic activity towards human vanilloid receptor subtype 1 expressed in HE... 15149643
Transient receptor potential cation channel subfamily V member 1 IC50 = 100.0 nM 7.0 Functional antagonistic activity against human vanilloid receptor subtype 1 in H... 14698197
Transient receptor potential cation channel subfamily V member 1 Ki = 120.0 nM 6.92 Binding affinity towards human vanilloid receptor subtype 1 expressed in HEK293 ... 15149643
Transient receptor potential cation channel subfamily V member 1 Ki = 120.0 nM 6.92 Binding affinity towards cloned human vanilloid receptor subtype 1 in HEK293 cel... 14698197
Transient receptor potential cation channel subfamily V member 1 IC50 = 150.0 nM 6.82 Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as ... 24484240
Transient receptor potential cation channel subfamily V member 1 IC50 = 220.0 nM 6.66 Antagonist activity at rat TRPV1 expressed in CHO cells assessed as blockade of ... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 320.0 nM 6.5 Antagonist activity at human TRPV1 expressed in CHO cells assessed as blockade o... 17489570

Literature References

PubMed DOI Target Context # Activities
15771431 10.1021/jm0495071 Transient receptor potential cation channel subfamily V member 1 8
17489570 10.1021/jm060637e Transient receptor potential cation channel subfamily V member 1 8
- 10.6019/CHEMBL5303304 U2OS 8
- 10.6019/CHEMBL5303304 HEK-293T 7
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.6019/CHEMBL5303304 Fibroblast 6
24484240 10.1021/np400885u Transient receptor potential cation channel subfamily M member 8 5
24484240 10.1021/np400885u Transient receptor potential cation channel subfamily V member 1 5
25052206 10.1021/np500235b Transient receptor potential cation channel subfamily M member 8 5
24055075 10.1016/j.bmc.2013.08.031 Rattus norvegicus 4
25052206 10.1021/np500235b Transient receptor potential cation channel subfamily V member 1 3
17489570 10.1021/jm060637e Cavia porcellus 3
18072720 10.1021/jm701049p Transient receptor potential cation channel subfamily V member 1 3
12825950 10.1021/jm030089u Transient receptor potential cation channel subfamily V member 1 3
25052206 10.1021/np500235b Transient receptor potential cation channel subfamily A member 1 3
16005215 10.1016/j.bmcl.2005.06.009 Transient receptor potential cation channel subfamily V member 1 3
15993063 10.1016/j.bmcl.2005.06.006 Transient receptor potential cation channel subfamily V member 1 3
17035013 10.1016/j.bmcl.2006.09.059 Transient receptor potential cation channel subfamily V member 1 3
12699752 10.1016/s0960-894x(03)00178-1 Vanilloid receptor 2
15149643 10.1016/s0960-894x(04)00533-5 Transient receptor potential cation channel subfamily V member 1 2

Data from ChEMBL 36 via Core Engine