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Compound Detail

CHEMBL5565861

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O=S(=O)(Cc1ccccc1)Nc1c(F)cc(Oc2ncccc2-c2ccnc(N[C@@H]3CNC[C@@H](F)C3)n2)c(F)c1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5565861
Phase Preclinical
Structure Type MOL
InChI Key RBOAUACOQMQNBF-ROUUACIJSA-N
1
Targets
6
Activities
1
Assay Types
9
PK Parameters
4
Publications
0
Known Names

Molecular Properties

588.6
MW (Da)
4.80
ALogP
8
HBA
3
HBD
118.1
PSA (Ų)
0.19
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H24F4N6O3S
MW 588.59
Aromatic Rings 4
Heavy Atoms 41
NP-Likeness -1.23

Activity Summary

IC50 6 meas. best 9.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase/endoribonuclease IRE1
CHEMBL1163101
 IC50 9.57 8.1883 0.3 6

Pharmacokinetic Data

Parameter Value Units Species
AUC 909000.0 ng.hr.mL-1 Rattus norvegicus
AUC 170000.0 ng.hr.mL-1 Rattus norvegicus
CL 33.9 mL.min-1.kg-1 Mus musculus
CL 50.0 mL.min-1.kg-1 Mus musculus
CL 76.0 mL.min-1.kg-1 Mus musculus
Cmax 104.0 ug.mL-1 Rattus norvegicus
Cmax 28.9 ug.mL-1 Rattus norvegicus
F 149.0 % Mus musculus
T1/2 0.55 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase/endoribonuclease IRE1 IC50 = 0.27 nM 9.57 Inhibition of His-tagged IRE1alpha (G547 to L977 residues) (unknown origin) expr... 38748820
Serine/threonine-protein kinase/endoribonuclease IRE1 IC50 = 4.0 nM 8.4 Inhibition of IRE1alpha RNase activity (unknown origin) using XBP1 as substrate ... 38748820
Serine/threonine-protein kinase/endoribonuclease IRE1 IC50 = 4.3 nM 8.37 Inhibition of IRE1alpha RNase activity (Q470 to L977 residues) (unknown origin) ... 38748820
Serine/threonine-protein kinase/endoribonuclease IRE1 IC50 = 8.0 nM 8.1 Inhibition of IRE1alpha in human KMS-11 cells assessed as reduction in XBP1 spli... 38748820
Serine/threonine-protein kinase/endoribonuclease IRE1 IC50 = 32.0 nM 7.5 Inhibition of IRE1alpha RNase activity (unknown origin) using XBP1 as substrate ... 38748820
Serine/threonine-protein kinase/endoribonuclease IRE1 IC50 = 64.0 nM 7.19 Inhibition of IRE1alpha in human KMS-11 cells assessed as reduction in XBP1 spli... 38748820

Literature References

PubMed DOI Target Context # Activities
38748820 10.1021/acs.jmedchem.3c02425 ADMET 18
38748820 10.1021/acs.jmedchem.3c02425 Serine/threonine-protein kinase/endoribonuclease IRE1 8
38748820 10.1021/acs.jmedchem.3c02425 Unchecked 3
38748820 10.1021/acs.jmedchem.3c02425 No relevant target 1

Data from ChEMBL 36 via Core Engine