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Compound Detail

CHEMBL5574976

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COc1ncc(Cl)cc1S(=O)(=O)Nc1ccc(F)c(-c2ccc3c(-c4ncc[nH]4)n[nH]c3c2F)c1F

Basic Information

ChEMBL ID CHEMBL5574976
Phase Preclinical
Structure Type MOL
InChI Key GTWIXNVMRVUZIO-UHFFFAOYSA-N
3
Targets
4
Activities
2
Assay Types
8
PK Parameters
5
Publications
0
Known Names

Molecular Properties

534.9
MW (Da)
4.90
ALogP
6
HBA
3
HBD
125.7
PSA (Ų)
0.28
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H14ClF3N6O3S
MW 534.91
Aromatic Rings 5
Heavy Atoms 36
NP-Likeness -1.56

Activity Summary

EC50 2 meas. best 7.34
IC50 2 meas. best 8.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
eIF-2-alpha kinase GCN2
CHEMBL5358
IC50 8.21 8.21 6.1 1
eIF-2-alpha kinase GCN2
CHEMBL5358
EC50 7.34 7.34 46.0 1
Eukaryotic translation initiation factor 2-alpha kinase 3
CHEMBL6030
EC50 5.85 5.85 1400.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.92 4.92 12000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2200000.0 ng.hr.mL-1 Rattus norvegicus
CL 0.37 mL.min-1.kg-1 Rattus norvegicus
CL 740.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 620.0 nM Rattus norvegicus
F 1.5 % Rattus norvegicus
Fu 0.04 - Homo sapiens
Fu 0.001 - Rattus norvegicus
T1/2 3.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
38530741 10.1021/acs.jmedchem.3c02384 ADMET 17
38530741 10.1021/acs.jmedchem.3c02384 eIF-2-alpha kinase GCN2 3
38530741 10.1021/acs.jmedchem.3c02384 Eukaryotic translation initiation factor 2-alpha kinase 3 2
38530741 10.1021/acs.jmedchem.3c02384 Cytochrome P450 3A4 1
38530741 10.1021/acs.jmedchem.3c02384 HEK293 1

Data from ChEMBL 36 via Core Engine