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Compound Detail

CHEMBL2172368

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O=C(O)C1CCN(c2cc3cccnc3c(-c3cccc(F)c3)n2)CC1

Basic Information

ChEMBL ID CHEMBL2172368
Phase Preclinical
Structure Type MOL
InChI Key XCXUHQBEIHEAHQ-UHFFFAOYSA-N
4
Targets
5
Activities
1
Assay Types
6
PK Parameters
9
Publications
0
Known Names

Molecular Properties

351.4
MW (Da)
3.74
ALogP
4
HBA
1
HBD
66.3
PSA (Ų)
0.78
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 C20H18FN3O2
MW 351.38
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.45

Activity Summary

IC50 5 meas. best 7.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
IC50 7.29 7.29 51.0 2
3',5'-cyclic-AMP phosphodiesterase 4A
CHEMBL254
IC50 6.23 6.23 587.0 1
Phosphodiesterase 4
CHEMBL2093863
IC50 6.11 6.11 769.0 1
3',5'-cyclic-AMP phosphodiesterase 4B
CHEMBL275
IC50 5.88 5.88 1333.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 22955.66 ng.hr.mL-1 Rattus norvegicus
CL 2.07 mL.min-1.kg-1 Rattus norvegicus
Cmax 4820.0 nM Rattus norvegicus
F 69.6 % Rattus norvegicus
T1/2 16.65 hr Rattus norvegicus
Tmax 2.883 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26288344 10.1021/acs.jmedchem.5b00902 Rattus norvegicus 7
26288344 10.1021/acs.jmedchem.5b00902 No relevant target 2
22889281 10.1021/jm300459a ADMET 1
22889281 10.1021/jm300459a No relevant target 1
22889281 10.1021/jm300459a Phosphodiesterase 4 1
22889281 10.1021/jm300459a 3',5'-cyclic-AMP phosphodiesterase 4D 1
22889281 10.1021/jm300459a 3',5'-cyclic-AMP phosphodiesterase 4B 1
22889281 10.1021/jm300459a 3',5'-cyclic-AMP phosphodiesterase 4A 1
26288344 10.1021/acs.jmedchem.5b00902 3',5'-cyclic-AMP phosphodiesterase 4D 1

Data from ChEMBL 36 via Core Engine