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Compound Detail

CHEMBL5091825

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OCCOCc1cn(CCNc2nonc2/C(=N/O)Nc2ccc(F)c(Br)c2)nn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5091825
Phase Preclinical
Structure Type MOL
InChI Key LFOXSTPPEXOYIT-UHFFFAOYSA-N
4
Targets
9
Activities
1
Assay Types
28
PK Parameters
20
Publications
0
Known Names

Molecular Properties

485.3
MW (Da)
1.43
ALogP
11
HBA
4
HBD
155.7
PSA (Ų)
0.11
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H18BrFN8O4
MW 485.27
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -2.09

Activity Summary

IC50 9 meas. best 8.67

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 IC50 8.67 8.11 2.2 4
Indoleamine 2,3-dioxygenase 2
CHEMBL3627587
 IC50 6.84 6.84 144.0 2
HCT-116
CHEMBL394
 IC50 4.25 4.25 56130.0 1
CT26
CHEMBL613866
 IC50 4.21 4.21 61960.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3053.0 ng.hr.mL-1 Rattus norvegicus
AUC 3040.0 ng.hr.mL-1 Rattus norvegicus
AUC 3640.0 ng.hr.mL-1 Rattus norvegicus
AUC 3950.0 ng.hr.mL-1 Rattus norvegicus
CL 27.5 mL.min-1.kg-1 Rattus norvegicus
CL 30.1 mL.min-1.g-1 Homo sapiens
CL 36.0 mL.min-1.g-1 Macaca mulatta
CL 245.0 mL.min-1.g-1 Canis lupus familiaris
CL 65.3 mL.min-1.g-1 Rattus norvegicus
CL 32.2 mL.min-1.g-1 Mus musculus
CL 27.5 mL.min-1.kg-1 Rattus norvegicus
Cmax 2149.32 nM Rattus norvegicus
F 12.0 % Rattus norvegicus
F 12.9 % Rattus norvegicus
Fu 0.0411 - Homo sapiens
Fu 0.0763 - Macaca mulatta
Fu 0.0498 - Canis lupus familiaris
Fu 0.0672 - Rattus norvegicus
Fu 0.0968 - Mus musculus
T1/2 0.61 hr Rattus norvegicus
T1/2 1.9 hr Rattus norvegicus
T1/2 0.7683 hr Homo sapiens
T1/2 0.6433 hr Macaca mulatta
T1/2 0.09433 hr Canis lupus familiaris
T1/2 0.3533 hr Rattus norvegicus
T1/2 0.72 hr Mus musculus
Tmax 1.3 hr Rattus norvegicus
Vd 0.88 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Indoleamine 2,3-dioxygenase 1 IC50 = 2.16 nM 8.67 Inhibition of IDO1 in IFNgamma-stimulated human HeLa cells assessed as reduction... 34854662
Indoleamine 2,3-dioxygenase 1 IC50 = 2.16 nM 8.67 Inhibition of IDO1 in human HeLa cells 35696861
Indoleamine 2,3-dioxygenase 1 IC50 = 28.0 nM 7.55 Inhibition of IDO1 (unknown origin) assessed as reduction in kynurenine formatio... 34854662
Indoleamine 2,3-dioxygenase 1 IC50 = 28.0 nM 7.55 Inhibition of human IDO1 35952367
Indoleamine 2,3-dioxygenase 2 IC50 = 144.0 nM 6.84 Inhibition of IDO2 (unknown origin) assessed as reduction in kynurenine formatio... 34854662
Indoleamine 2,3-dioxygenase 2 IC50 = 144.0 nM 6.84 Inhibition of human IDO2 35952367
HCT-116 IC50 = 56130.0 nM 4.25 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 34854662
CT26 IC50 = 61960.0 nM 4.21 Cytotoxicity against mouse CT26 cells assessed as reduction in cell viability by... 34854662

Literature References

PubMed DOI Target Context # Activities
34854662 10.1021/acs.jmedchem.1c01305 ADMET 41
34854662 10.1021/acs.jmedchem.1c01305 HCT-116 17
34854662 10.1021/acs.jmedchem.1c01305 Unchecked 12
34854662 10.1021/acs.jmedchem.1c01305 Indoleamine 2,3-dioxygenase 1 4
35696861 10.1016/j.ejmech.2022.114524 ADMET 3
34854662 10.1021/acs.jmedchem.1c01305 Rattus norvegicus 3
34854662 10.1021/acs.jmedchem.1c01305 Mus musculus 2
34854662 10.1021/acs.jmedchem.1c01305 Cyclin-dependent kinase 5/CDK5 activator 1 2
34854662 10.1021/acs.jmedchem.1c01305 Tyrosine-protein kinase Lyn 2
34854662 10.1021/acs.jmedchem.1c01305 Protein kinase C beta type 2
34854662 10.1021/acs.jmedchem.1c01305 CT26 2
34854662 10.1021/acs.jmedchem.1c01305 cGMP-dependent protein kinase 1 2
34854662 10.1021/acs.jmedchem.1c01305 Voltage-gated inwardly rectifying potassium channel KCNH2 1
34854662 10.1021/acs.jmedchem.1c01305 Aryl hydrocarbon receptor 1
34854662 10.1021/acs.jmedchem.1c01305 Tyrosine-protein kinase ABL1 1
34854662 10.1021/acs.jmedchem.1c01305 Tyrosine-protein kinase ABL2 1
35952367 10.1021/acs.jmedchem.2c00263 Indoleamine 2,3-dioxygenase 2 1
34854662 10.1021/acs.jmedchem.1c01305 RAC-gamma serine/threonine-protein kinase 1
34854662 10.1021/acs.jmedchem.1c01305 ALK tyrosine kinase receptor 1
34854662 10.1021/acs.jmedchem.1c01305 Indoleamine 2,3-dioxygenase 2 1

Data from ChEMBL 36 via Core Engine