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Compound Detail

CHEMBL4848094

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CC[C@@H](NC(=O)c1ccc(OC)nc1)[C@H]1CC[C@@H](c2ccnc(OC)c2C(F)F)CC1

Basic Information

ChEMBL ID CHEMBL4848094
Phase Preclinical
Structure Type MOL
InChI Key VUXXMKIAYMJEHC-RVKKMQEKSA-N
8
Targets
9
Activities
2
Assay Types
30
PK Parameters
10
Publications
0
Known Names

Molecular Properties

433.5
MW (Da)
4.91
ALogP
5
HBA
1
HBD
73.3
PSA (Ų)
0.64
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H29F2N3O3
MW 433.50
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -0.86

Activity Summary

IC50 8 meas. best 8.7
EC50 1 meas. best 5.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
IC50 8.7 8.67 2.0 2
Indoleamine 2,3-dioxygenase 1
CHEMBL1075294
IC50 7.85 7.85 14.0 1
Unchecked
CHEMBL612545
IC50 6.12 6.12 760.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.72 5.72 1890.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
EC50 5.72 5.72 1900.0 1
Cytochrome P450 2C8
CHEMBL3721
IC50 5.4 5.4 4010.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 5.02 5.02 9500.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.76 4.76 17400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3424.65 ng.hr.mL-1 Mus musculus
AUC 3988.2 ng.hr.mL-1 Mus musculus
AUC 5635.5 ng.hr.mL-1 Mus musculus
AUC 5635.5 ng.hr.mL-1 Mus musculus
AUC 520.2 ng.hr.mL-1 Mus musculus
AUC 1690.65 ng.hr.mL-1 Mus musculus
AUC 563.55 ng.hr.mL-1 Rattus norvegicus
AUC 3771.45 ng.hr.mL-1 Rattus norvegicus
AUC 997.05 ng.hr.mL-1 Canis lupus familiaris
AUC 1387.2 ng.hr.mL-1 Canis lupus familiaris
AUC 563.55 ng.hr.mL-1 Macaca fascicularis
AUC 12.57 ng.hr.mL-1 Macaca fascicularis
CL 33.0 mL.min-1.kg-1 Mus musculus
CL 15.0 mL.min-1.kg-1 Rattus norvegicus
CL 18.0 mL.min-1.kg-1 Canis lupus familiaris
CL 29.0 mL.min-1.kg-1 Macaca fascicularis
F 33.0 % Mus musculus
F 34.0 % Rattus norvegicus
F 28.0 % Canis lupus familiaris
F 4.5 % Macaca fascicularis
T1/2 5.0 hr Mus musculus
T1/2 0.5333 hr Homo sapiens
T1/2 0.1833 hr Mus musculus
T1/2 0.3333 hr Rattus norvegicus
T1/2 0.1167 hr Canis lupus familiaris
T1/2 0.05 hr Macaca fascicularis
T1/2 2.0 hr Homo sapiens
T1/2 2.0 hr Rattus norvegicus
T1/2 2.0 hr Mus musculus
T1/2 2.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
34267885 10.1021/acsmedchemlett.1c00236 ADMET 40
34267885 10.1021/acsmedchemlett.1c00236 Unchecked 10
34267885 10.1021/acsmedchemlett.1c00236 Indoleamine 2,3-dioxygenase 1 7
34267885 10.1021/acsmedchemlett.1c00236 Voltage-gated inwardly rectifying potassium channel KCNH2 2
34267885 10.1021/acsmedchemlett.1c00236 Cytochrome P450 1
34267885 10.1021/acsmedchemlett.1c00236 UDP-glucuronosyltransferases (UGTs) 1
34267885 10.1021/acsmedchemlett.1c00236 Nuclear receptor subfamily 1 group I member 2 1
34267885 10.1021/acsmedchemlett.1c00236 Cytochrome P450 2C9 1
34267885 10.1021/acsmedchemlett.1c00236 Cytochrome P450 2C8 1
34267885 10.1021/acsmedchemlett.1c00236 Cytochrome P450 2C19 1

Data from ChEMBL 36 via Core Engine