Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3233842

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
N#C[C@@H]1CC(F)(F)CN1C(=O)CNC(=O)c1ccnc2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3233842
Phase Preclinical
Structure Type MOL
InChI Key PUOOCZVRHBHJRS-NSHDSACASA-N
7
Targets
19
Activities
1
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

344.3
MW (Da)
1.72
ALogP
4
HBA
1
HBD
86.1
PSA (Ų)
0.92
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H14F2N4O2
MW 344.32
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.07

Activity Summary

IC50 19 meas. best 9.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prolyl endopeptidase FAP
CHEMBL4683
 IC50 9.37 8.2683 0.4 6
Prolyl endopeptidase FAP
CHEMBL5769
 IC50 8.49 8.49 3.2 2
Unchecked
CHEMBL612545
 IC50 6.51 6.51 310.0 1
Prolyl endopeptidase
CHEMBL3202
 IC50 5.75 5.75 1800.0 3
Dipeptidyl peptidase 8
CHEMBL4657
 IC50 5.33 5.33 4700.0 1
Presequence protease, mitochondrial
CHEMBL3124731
 IC50 5.26 5.26 5500.0 2
Dipeptidyl peptidase 9
CHEMBL4793
 IC50 5.26 5.08 5500.0 4

Pharmacokinetic Data

Parameter Value Units Species
AUC 23400.0 ng.hr.mL-1 Rattus norvegicus
AUC 76700.0 ng.hr.mL-1 Rattus norvegicus
CL 1.55 ml/min Rattus norvegicus
CL 2.83 ml/min Rattus norvegicus
Cmax 34270.45 nM Rattus norvegicus
Cmax 42402.42 nM Rattus norvegicus
F 74.0 % Rattus norvegicus
T1/2 1.74 hr Rattus norvegicus
T1/2 3.4 hr Rattus norvegicus
Tmax 0.33 hr Rattus norvegicus
Vd 0.34 l Rattus norvegicus
Vd 0.43 l Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prolyl endopeptidase FAP IC50 = 0.43 nM 9.37 Inhibition of C-terminal His-tagged recombinant human FAP extracellular domain (... 38656144
Prolyl endopeptidase FAP IC50 = 2.3 nM 8.64 Inhibition of SF-tagged FAP (unknown origin) expressed in Drosophila S2 cells us... 34371463
Prolyl endopeptidase FAP IC50 = 3.2 nM 8.49 Inhibition of recombinant mouse FAP purified from HEK293 cell supernatant using ... 24617858
Prolyl endopeptidase FAP IC50 = 3.2 nM 8.49 Enzymatic Assay: Enzyme activities were determined kinetically in a final volume... -
Prolyl endopeptidase FAP IC50 = 3.3 nM 8.48 Binding affinity to FAP (unknown origin) -
Prolyl endopeptidase FAP IC50 = 3.3 nM 8.48 Inhibition of FAP (unknown origin) using AMC substrate by fluorometric assay 33571650
Prolyl endopeptidase FAP IC50 = 41.62 nM 7.38 Inhibition of FAP in human U87MG cells using Suc-Gly-Pro-AMC as substrate measur... 32527554
Prolyl endopeptidase FAP IC50 = 55.0 nM 7.26 Inhibition of FAP in human U87MG cells using Suc-Gly-Pro-AMC as substrate by flu... 32527554
Unchecked IC50 = 310.0 nM 6.51 Inhibition of PREP (unknown origin) using fluorogenic substrate by spectrometric... 34371463
Prolyl endopeptidase IC50 = 1800.0 nM 5.75 Binding affinity to PREP (unknown origin) -
Prolyl endopeptidase IC50 = 1800.0 nM 5.75 Inhibition of human recombinant PREP expressed in Escherichia coli BL21 (DE3) ce... 38656144
Prolyl endopeptidase IC50 = 1800.0 nM 5.75 Inhibition of PREP (unknown origin) using AMC substrate by fluorometric assay 33571650
Dipeptidyl peptidase 8 IC50 = 4700.0 nM 5.33 Inhibition of DPP8 (unknown origin) 38656144
Presequence protease, mitochondrial IC50 = 5500.0 nM 5.26 PREP Enzymatic Activity Assay: PREP enzymatic activity assay. To assay baseline ... -
Dipeptidyl peptidase 9 IC50 = 5500.0 nM 5.26 DPP9 Enzymatic Activity Assay: DPP9 enzymatic activity assay. To assay baseline ... -
Dipeptidyl peptidase 9 IC50 = 5500.0 nM 5.26 DPP9 Enzymatic Activity Assay: DPP9 enzymatic activity assay. To assay baseline ... -
Presequence protease, mitochondrial IC50 = 5500.0 nM 5.26 PREP Enzymatic Activity Assay: PREP enzymatic activity assay. To assay baseline ... -
Dipeptidyl peptidase 9 IC50 = 12500.0 nM 4.9 Binding affinity to DPP9 (unknown origin) -
Dipeptidyl peptidase 9 IC50 = 12500.0 nM 4.9 Inhibition of DPP9 (unknown origin) using AMC substrate by fluorometric assay 33571650

Literature References

PubMed DOI Target Context # Activities
24617858 10.1021/jm500031w Rattus norvegicus 15
32527554 10.1016/j.bmcl.2020.127253 Prolyl endopeptidase FAP 5
24617858 10.1021/jm500031w Plasma 3
24617858 10.1021/jm500031w No relevant target 2
24617858 10.1021/jm500031w Prolyl endopeptidase FAP 2
24617858 10.1021/jm500031w Unchecked 2
24617858 10.1021/jm500031w Prolyl endopeptidase 1
24617858 10.1021/jm500031w MRC5 1
24617858 10.1021/jm500031w Dipeptidyl peptidase 4 1
24617858 10.1021/jm500031w Dipeptidyl peptidase 2 1
24617858 10.1021/jm500031w Liver microsome 1
- 10.1039/C4MD00167B Prolyl endopeptidase FAP 1
- 10.1039/C4MD00167B Dipeptidyl peptidase 4 1
- 10.1039/C4MD00167B Prolyl endopeptidase 1
- 10.1039/C4MD00167B Dipeptidyl peptidase 9 1
- 10.1039/C4MD00167B Dipeptidyl peptidase 2 1
24617858 10.1021/jm500031w Liver 1
32527554 10.1016/j.bmcl.2020.127253 Dipeptidyl peptidase 4 1
33571650 10.1016/j.bmcl.2021.127846 Prolyl endopeptidase FAP 1
33571650 10.1016/j.bmcl.2021.127846 Dipeptidyl peptidase 4 1

Data from ChEMBL 36 via Core Engine