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Compound Detail

CHEMBL3233843

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COc1ccc2nccc(C(=O)NCC(=O)N3CC(F)(F)C[C@H]3C#N)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3233843
Phase Preclinical
Structure Type MOL
InChI Key WVYNDXWJAOOXTA-NSHDSACASA-N
5
Targets
8
Activities
1
Assay Types
12
PK Parameters
11
Publications
0
Known Names

Molecular Properties

374.4
MW (Da)
1.73
ALogP
5
HBA
1
HBD
95.3
PSA (Ų)
0.88
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H16F2N4O3
MW 374.35
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.98

Activity Summary

IC50 8 meas. best 8.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prolyl endopeptidase FAP
CHEMBL5769
 IC50 8.07 8.07 8.5 2
Prolyl endopeptidase
CHEMBL3202
 IC50 5.08 5.08 8300.0 2
Dipeptidyl peptidase 4
CHEMBL284
 IC50 4.72 4.72 19000.0 2
Dipeptidyl peptidase 9
CHEMBL4793
 IC50 4.64 4.64 23000.0 1
Unchecked
CHEMBL612545
 IC50 4.57 4.57 27200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 11100.0 ng.hr.mL-1 Rattus norvegicus
AUC 39390.0 ng.hr.mL-1 Rattus norvegicus
CL 6.5 ml/min Rattus norvegicus
CL 8.2 ml/min Rattus norvegicus
Cmax 22706.02 nM Rattus norvegicus
Cmax 39268.06 nM Rattus norvegicus
F 79.0 % Rattus norvegicus
T1/2 1.22 hr Rattus norvegicus
T1/2 1.4 hr Rattus norvegicus
Tmax 0.75 hr Rattus norvegicus
Vd 0.77 l Rattus norvegicus
Vd 0.86 l Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prolyl endopeptidase FAP IC50 = 8.5 nM 8.07 Inhibition of recombinant mouse FAP purified from HEK293 cell supernatant using ... 24617858
Prolyl endopeptidase FAP IC50 = 8.5 nM 8.07 Enzymatic Assay: Enzyme activities were determined kinetically in a final volume... -
Prolyl endopeptidase IC50 = 8300.0 nM 5.08 Inhibition of recombinant human PREP purified from Escherichia coli using Z-Gly-... 24617858
Prolyl endopeptidase IC50 = 8300.0 nM 5.08 Enzymatic Assay: Enzyme activities were determined kinetically in a final volume... -
Dipeptidyl peptidase 4 IC50 = 19000.0 nM 4.72 Inhibition of DPP4 purified from human seminal plasma using Gly-Pro-p-nitroanili... 24617858
Dipeptidyl peptidase 4 IC50 = 19000.0 nM 4.72 Enzymatic Assay: Enzyme activities were determined kinetically in a final volume... -
Dipeptidyl peptidase 9 IC50 = 23000.0 nM 4.64 Enzymatic Assay: Enzyme activities were determined kinetically in a final volume... -
Unchecked IC50 = 27200.0 nM 4.57 Inhibition of DPP9 purified from bovine testes using Ala-Pro-p-nitroanilide as s... 24617858

Literature References

PubMed DOI Target Context # Activities
24617858 10.1021/jm500031w Rattus norvegicus 17
24617858 10.1021/jm500031w Plasma 3
24617858 10.1021/jm500031w Prolyl endopeptidase FAP 2
24617858 10.1021/jm500031w No relevant target 2
24617858 10.1021/jm500031w Unchecked 2
24617858 10.1021/jm500031w Liver 1
24617858 10.1021/jm500031w Liver microsome 1
24617858 10.1021/jm500031w Prolyl endopeptidase 1
24617858 10.1021/jm500031w Dipeptidyl peptidase 4 1
24617858 10.1021/jm500031w MRC5 1
24617858 10.1021/jm500031w Dipeptidyl peptidase 2 1

Data from ChEMBL 36 via Core Engine