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Compound Detail

CHEMBL4786690

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C[C@@H](NC(=O)c1ccc(Cl)cc1)[C@H]1CC[C@@H](c2ccnc3ccc(F)cc32)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4786690
Phase Preclinical
Structure Type MOL
InChI Key AOJCHFNHRLPISK-ZACQAIPSSA-N
6
Targets
12
Activities
1
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

410.9
MW (Da)
6.12
ALogP
2
HBA
1
HBD
42.0
PSA (Ų)
0.56
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H24ClFN2O
MW 410.92
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.05

Activity Summary

IC50 12 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Indoleamine 2,3-dioxygenase 1
CHEMBL1075294
 IC50 8.7 8.7 2.0 2
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 IC50 8.7 8.3333 2.0 3
Cytochrome P450 2C9
CHEMBL3397
 IC50 6.13 6.13 740.0 2
Cytochrome P450 2C8
CHEMBL3721
 IC50 5.86 5.86 1390.0 2
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.47 5.47 3370.0 2
Acetylcholine receptor subunit alpha
CHEMBL4808
 IC50 4.91 4.91 12300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 25066.12 ng.hr.mL-1 Mus musculus
AUC 8670.41 ng.hr.mL-1 Mus musculus
AUC 3944.83 ng.hr.mL-1 Mus musculus
AUC 2917.53 ng.hr.mL-1 Macaca fascicularis
AUC 1397.13 ng.hr.mL-1 Macaca fascicularis
AUC 3575.0 ng.hr.mL-1 Canis lupus familiaris
AUC 7150.01 ng.hr.mL-1 Canis lupus familiaris
AUC 2301.15 ng.hr.mL-1 Rattus norvegicus
AUC 11587.94 ng.hr.mL-1 Rattus norvegicus
AUC 5177.59 ng.hr.mL-1 Mus musculus
AUC 283.53 ng.hr.mL-1 Mus musculus
CL 12.0 mL.min-1.kg-1 Macaca fascicularis
CL 5.1 mL.min-1.kg-1 Canis lupus familiaris
CL 3.7 mL.min-1.kg-1 Rattus norvegicus
CL 30.0 mL.min-1.kg-1 Mus musculus
F 42.0 % Macaca fascicularis
F 39.0 % Canis lupus familiaris
F 127.0 % Rattus norvegicus
F 152.0 % Mus musculus
Fu 0.002 - Mus musculus
Fu 0.003 - Homo sapiens
T1/2 0.03333 hr Macaca fascicularis
T1/2 0.3167 hr Canis lupus familiaris
T1/2 2.0 hr Macaca fascicularis
T1/2 0.55 hr Canis lupus familiaris
T1/2 1.55 hr Rattus norvegicus
T1/2 2.0 hr Mus musculus
T1/2 2.0 hr Homo sapiens
T1/2 0.03333 hr Macaca fascicularis
T1/2 0.1667 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Indoleamine 2,3-dioxygenase 1 IC50 = 2.0 nM 8.7 Inhibition of IDO1 in IFNgamma-stimulated mouse M109 cells preincubated for 2 hr... 33603977
Indoleamine 2,3-dioxygenase 1 IC50 = 2.0 nM 8.7 Inhibition of IDO1 in IFNgamma-stimulated human HeLa cells preincubated for 2 hr... 33603977
Indoleamine 2,3-dioxygenase 1 IC50 = 2.0 nM 8.7 Inhibition of IDO1 in IFNgamma-stimulated human HeLa cells preincubated for 2 hr... 34267885
Indoleamine 2,3-dioxygenase 1 IC50 = 2.0 nM 8.7 Inhibition of IDO1 in IFNgamma-stimulated mouse M109 cells preincubated for 2 hr... 34267885
Indoleamine 2,3-dioxygenase 1 IC50 = 25.0 nM 7.6 Inhibition of IDO1 in IFNgamma/LPS-stimulated human whole blood preincubated for... 33603977
Cytochrome P450 2C9 IC50 = 740.0 nM 6.13 Inhibition of human CYP2C9 33603977
Cytochrome P450 2C9 IC50 = 740.0 nM 6.13 Inhibition of human CYP2C9 34267885
Cytochrome P450 2C8 IC50 = 1390.0 nM 5.86 Inhibition of human CYP2C8 33603977
Cytochrome P450 2C8 IC50 = 1390.0 nM 5.86 Inhibition of human CYP2C8 34267885
Cytochrome P450 2C19 IC50 = 3370.0 nM 5.47 Inhibition of human CYP2C19 33603977
Cytochrome P450 2C19 IC50 = 3370.0 nM 5.47 Inhibition of human CYP2C19 34267885
Acetylcholine receptor subunit alpha IC50 = 12300.0 nM 4.91 Inhibition of alpha1 nAChR (unknown origin) 33603977

Literature References

PubMed DOI Target Context # Activities
33603977 10.1021/acsmedchemlett.0c00668 ADMET 35
33603977 10.1021/acsmedchemlett.0c00668 Unchecked 10
33603977 10.1021/acsmedchemlett.0c00668 Indoleamine 2,3-dioxygenase 1 6
34267885 10.1021/acsmedchemlett.1c00236 Unchecked 4
34267885 10.1021/acsmedchemlett.1c00236 ADMET 4
33603977 10.1021/acsmedchemlett.0c00668 Neuronal acetylcholine receptor subunit alpha-7 2
33603977 10.1021/acsmedchemlett.0c00668 Cytochrome P450 2
34267885 10.1021/acsmedchemlett.1c00236 Indoleamine 2,3-dioxygenase 1 2
34752953 10.1016/j.ejmech.2021.113967 Indoleamine 2,3-dioxygenase 1 1
33603977 10.1021/acsmedchemlett.0c00668 Acetylcholine receptor subunit alpha 1
34267885 10.1021/acsmedchemlett.1c00236 Voltage-gated inwardly rectifying potassium channel KCNH2 1
34267885 10.1021/acsmedchemlett.1c00236 Cytochrome P450 2C19 1
34267885 10.1021/acsmedchemlett.1c00236 Cytochrome P450 2C8 1
34267885 10.1021/acsmedchemlett.1c00236 Cytochrome P450 2C9 1
34267885 10.1021/acsmedchemlett.1c00236 Cytochrome P450 1
33603977 10.1021/acsmedchemlett.0c00668 UDP-glucuronosyltransferases (UGTs) 1
33603977 10.1021/acsmedchemlett.0c00668 Cytochrome P450 2C9 1
33603977 10.1021/acsmedchemlett.0c00668 Cytochrome P450 2C8 1
33603977 10.1021/acsmedchemlett.0c00668 Cytochrome P450 2C19 1
33603977 10.1021/acsmedchemlett.0c00668 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine