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Compound Detail

CHEMBL195789

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CC(C)(C)c1ccc(/C=C/C(=O)Nc2ccc3c(c2)OCCO3)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL195789
Phase Preclinical
Structure Type MOL
InChI Key GZTFUVZVLYUPRG-IZZDOVSWSA-N
4
Targets
15
Activities
1
Assay Types
15
PK Parameters
13
Publications
0
Known Names

Molecular Properties

337.4
MW (Da)
4.41
ALogP
3
HBA
1
HBD
47.6
PSA (Ų)
0.84
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 C21H23NO3
MW 337.42
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.00

Activity Summary

IC50 15 meas. best 7.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Transient receptor potential cation channel subfamily V member 1
CHEMBL4794
 IC50 7.77 6.7733 17.0 6
Unchecked
CHEMBL612545
 IC50 7.64 7.2425 23.0 4
Transient receptor potential cation channel subfamily V member 1
CHEMBL5102
 IC50 7.1 6.79 79.0 4
SARS-CoV-2
CHEMBL4303835
 IC50 4.83 4.83 14970.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 680.0 ng.hr.mL-1 Rattus norvegicus
AUC 24.0 ng.hr.mL-1 Rattus norvegicus
AUC 680.0 ng.hr.mL-1 Rattus norvegicus
AUC 24.0 ng.hr.mL-1 Rattus norvegicus
CL 73.33 mL.min-1.kg-1 Rattus norvegicus
CL 73.33 mL.min-1.kg-1 Rattus norvegicus
Cmax 74.09 nM Rattus norvegicus
Cmax 74.09 nM Rattus norvegicus
F 3.0 % Rattus norvegicus
F 3.0 % Rattus norvegicus
F 3.0 % Rattus norvegicus
T1/2 1.1 hr Rattus norvegicus
T1/2 1.1 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus
Tmax 0.5 hr 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 = 17.0 nM 7.77 Inhibition of capsaicin-induced calcium uptake by transient receptor potential v... 15634002
Unchecked IC50 = 23.0 nM 7.64 Inhibition of rat human chimera TRPV1 channel expressed in CHO cells 17948977
Transient receptor potential cation channel subfamily V member 1 IC50 = 25.0 nM 7.6 Antagonist activity at human TRPV1 expressed in CHO cells assessed as blockade o... 17489570
Unchecked IC50 = 25.7 nM 7.59 Inhibition of rat human chimera TRPV1 channel expressed in CHO cells 17948977
Transient receptor potential cation channel subfamily V member 1 IC50 = 79.0 nM 7.1 Antagonist activity at rat TRPV1 expressed in CHO cells assessed as inhibition o... 17585749
Transient receptor potential cation channel subfamily V member 1 IC50 = 86.0 nM 7.07 Antagonist activity at rat TRPV1 expressed in CHO cells assessed as blockade of ... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 93.0 nM 7.03 Antagonist activity at human TRPV1 expressed in CHO cells assessed as blockade o... 17489570
Unchecked IC50 = 136.0 nM 6.87 Inhibition of rat human chimera TRPV1 channel expressed in CHO cells 17948977
Unchecked IC50 = 134.9 nM 6.87 Inhibition of rat human chimera TRPV1 channel expressed in CHO cells 17948977
Transient receptor potential cation channel subfamily V member 1 IC50 = 150.0 nM 6.82 Inhibition of pH-induced calcium uptake by transient receptor potential vanilloi... 15634002
Transient receptor potential cation channel subfamily V member 1 IC50 = 294.0 nM 6.53 Antagonist activity at rat TRPV1 expressed in CHO cells assessed as blockade of ... 17489570
Transient receptor potential cation channel subfamily V member 1 IC50 = 350.0 nM 6.46 Antagonist activity at rat TRPV1 expressed in CHO cells assessed as inhibition o... 17585749
Transient receptor potential cation channel subfamily V member 1 IC50 = 1200.0 nM 5.92 Inhibition of capsaicin-induced calcium uptake by transient receptor potential v... 15634002
Transient receptor potential cation channel subfamily V member 1 IC50 = 3200.0 nM 5.5 Inhibition of pH-induced calcium uptake by transient receptor potential vanilloi... 15634002
SARS-CoV-2 IC50 = 14970.0 nM 4.83 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -

Literature References

PubMed DOI Target Context # Activities
15634002 10.1021/jm049485i ADMET 8
17585749 10.1021/jm070189q Rattus norvegicus 8
15634002 10.1021/jm049485i Transient receptor potential cation channel subfamily V member 1 4
17948977 10.1021/jm070261k Unchecked 4
17489570 10.1021/jm060637e Transient receptor potential cation channel subfamily V member 1 4
17585749 10.1021/jm070189q Transient receptor potential cation channel subfamily V member 1 3
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
17489570 10.1021/jm060637e Rattus norvegicus 1
- 10.21203/rs.3.rs-23951/v1 Caco-2 1
- 10.21203/rs.3.rs-23951/v1 ADMET 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine