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Compound Detail

CHEMBL4849329

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Cn1cnc2ncn(Cc3nc([C@@H]4CO[C@@H](c5ccc(Cl)cc5)C4)no3)c(=O)c21

Basic Information

ChEMBL ID CHEMBL4849329
Phase Preclinical
Structure Type MOL
InChI Key UGLQOTZNBCEHHB-GXTWGEPZSA-N
4
Targets
16
Activities
2
Assay Types
10
PK Parameters
16
Publications
0
Known Names

Molecular Properties

412.8
MW (Da)
2.46
ALogP
9
HBA
0
HBD
100.9
PSA (Ų)
0.51
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H17ClN6O3
MW 412.84
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -1.18

Activity Summary

IC50 15 meas. best 9.06
EC50 1 meas. best 7.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Transient receptor potential cation channel subfamily A member 1
CHEMBL6007
IC50 9.06 8.4382 0.9 11
Unchecked
CHEMBL612545
IC50 9.05 8.4433 0.9 3
Transient receptor potential cation channel subfamily A member 1
CHEMBL5160
IC50 8.13 8.13 7.4 1
Rattus norvegicus
CHEMBL376
EC50 7.28 7.28 53.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 17.0 mL.min-1.kg-1 Rattus norvegicus
CL 89.0 mL.min-1.kg-1 Rattus norvegicus
CL 5.0 mL.min-1.kg-1 Homo sapiens
CL 14.0 mL.min-1.kg-1 Rattus norvegicus
CL 17.0 mL.min-1.kg-1 Rattus norvegicus
CL 29.0 mL.min-1.kg-1 Rattus norvegicus
CL 6.2 mL.min-1.kg-1 Homo sapiens
F 90.0 % Rattus norvegicus
T1/2 1.6 hr Rattus norvegicus
T1/2 1.6 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 A member 1 IC50 = 0.88 nM 9.06 FLIPR Assay (90 minutes): The IC50 (effective concentration) of compounds on the... -
Unchecked IC50 = 0.9 nM 9.05 Antagonist activity at human TRPA1 expressed in CHO cells assessed as cinnamalde... 33749283
Transient receptor potential cation channel subfamily A member 1 IC50 = 1.2 nM 8.92 Antagonist activity at human TRPA1 expressed in CHO cells measured by calcium ba... 34413952
Transient receptor potential cation channel subfamily A member 1 IC50 = 1.2 nM 8.92 FLIPR Assay (90 minutes): The IC50 (effective concentration) of compounds on the... -
Transient receptor potential cation channel subfamily A member 1 IC50 = 2.2 nM 8.66 FLIPR Assay (90 minutes): The IC50 (effective concentration) of compounds on the... -
Transient receptor potential cation channel subfamily A member 1 IC50 = 3.1 nM 8.51 FLIPR Assay (90 minutes): The IC50 (effective concentration) of compounds on the... -
Transient receptor potential cation channel subfamily A member 1 IC50 = 3.69 nM 8.43 FLIPR Assay (15 minutes): The IC50 (effective concentration) of compounds on the... -
Transient receptor potential cation channel subfamily A member 1 IC50 = 4.3 nM 8.37 FLIPR Assay (90 minutes): The IC50 (effective concentration) of compounds on the... -
Transient receptor potential cation channel subfamily A member 1 IC50 = 4.71 nM 8.33 FLIPR Assay (15 minutes): The IC50 (effective concentration) of compounds on the... -
Unchecked IC50 = 7.1 nM 8.15 Inhibition of guinea pig TRPA1 33749283
Transient receptor potential cation channel subfamily A member 1 IC50 = 7.4 nM 8.13 Antagonist activity at rat TRPA1 34413952
Unchecked IC50 = 7.4 nM 8.13 Antagonist activity at rat TRPA1 expressed in CHO cells assessed as cinnamaldehy... 33749283
Transient receptor potential cation channel subfamily A member 1 IC50 = 7.43 nM 8.13 FLIPR Assay (15 minutes): The IC50 (effective concentration) of compounds on the... -
Transient receptor potential cation channel subfamily A member 1 IC50 = 17.6 nM 7.75 FLIPR Assay (15 minutes): The IC50 (effective concentration) of compounds on the... -
Transient receptor potential cation channel subfamily A member 1 IC50 = 18.3 nM 7.74 FLIPR Assay (15 minutes): The IC50 (effective concentration) of compounds on the... -
Rattus norvegicus EC50 = 53.0 nM 7.28 Antinociceptive activity against AITC-induced rat pain model assessed as nocifen... 33749283

Literature References

PubMed DOI Target Context # Activities
33749283 10.1021/acs.jmedchem.0c02023 ADMET 12
34413952 10.1021/acsmedchemlett.1c00305 ADMET 9
33749283 10.1021/acs.jmedchem.0c02023 Transient receptor potential cation channel subfamily A member 1 4
34413952 10.1021/acsmedchemlett.1c00305 Transient receptor potential cation channel subfamily A member 1 3
33749283 10.1021/acs.jmedchem.0c02023 Unchecked 3
34413952 10.1021/acsmedchemlett.1c00305 No relevant target 2
33749283 10.1021/acs.jmedchem.0c02023 No relevant target 2
33749283 10.1021/acs.jmedchem.0c02023 Rattus norvegicus 1
33749283 10.1021/acs.jmedchem.0c02023 Transient receptor potential cation channel subfamily M member 8 1
33749283 10.1021/acs.jmedchem.0c02023 Short transient receptor potential channel 6 1
33749283 10.1021/acs.jmedchem.0c02023 Voltage-gated inwardly rectifying potassium channel KCNH2 1
33749283 10.1021/acs.jmedchem.0c02023 Sodium channel protein type 5 subunit alpha 1
33749283 10.1021/acs.jmedchem.0c02023 Voltage-dependent L-type calcium channel subunit alpha-1C 1
33749283 10.1021/acs.jmedchem.0c02023 Cavia porcellus 1
33749283 10.1021/acs.jmedchem.0c02023 Cytochrome P450 3A4 1
33749283 10.1021/acs.jmedchem.0c02023 Cytochrome P450 2D6 1

Data from ChEMBL 36 via Core Engine