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Compound Detail

CHEMBL4644729

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C[C@@H](Nc1nc2c(cnn2C(C)(C)C)c(=O)n1Cc1ccc(F)cc1)c1ccc(Cl)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4644729
Phase Preclinical
Structure Type MOL
InChI Key BOOYHBPHFVNWNH-OAHLLOKOSA-N
9
Targets
10
Activities
1
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

453.9
MW (Da)
5.36
ALogP
6
HBA
1
HBD
64.7
PSA (Ų)
0.44
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25ClFN5O
MW 453.95
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -1.83

Activity Summary

IC50 10 meas. best 8.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B
CHEMBL4425
 IC50 8.54 8.54 2.9 1
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C
CHEMBL4619
 IC50 8.54 8.54 2.9 2
Unchecked
CHEMBL612545
 IC50 8.54 8.54 2.9 1
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL1827
 IC50 6.43 6.43 370.0 1
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
 IC50 6.16 6.16 699.0 1
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A
CHEMBL4409
 IC50 5.75 5.75 1772.0 1
High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A
CHEMBL4640
 IC50 5.69 5.69 2022.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.18 5.18 6600.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.96 4.96 11000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1931.0 ng.hr.mL-1 Rattus norvegicus
AUC 1305.0 ng.hr.mL-1 Rattus norvegicus
AUC 2096.0 ng.hr.mL-1 Rattus norvegicus
AUC 1325.0 ng.hr.mL-1 Rattus norvegicus
Cmax 372.29 nM Rattus norvegicus
F 34.0 % Rattus norvegicus
Fu 0.001 - Homo sapiens
T1/2 0.2633 hr Rattus norvegicus
T1/2 0.2617 hr Homo sapiens
T1/2 5.5 hr Rattus norvegicus
T1/2 3.7 hr Rattus norvegicus
T1/2 0.2633 hr Rattus norvegicus
Tmax 4.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C IC50 = 2.9 nM 8.54 Inhibition of PDE1C2 (147 to 531 residues) (unknown origin) using [3H]-cGMP subs... 32603117
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B IC50 = 2.9 nM 8.54 Inhibition of PDE1B (146 to 506 residues) (unknown origin) using [3H]-cGMP subst... 32603117
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C IC50 = 2.9 nM 8.54 Inhibition of PDE1C (unknown origin) 33412421
Unchecked IC50 = 2.9 nM 8.54 Inhibition of PDE1 (unknown origin) 38000211
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 370.0 nM 6.43 Inhibition of PDE5A1 (535 to 860 residues) (unknown origin) using [3H]-cGMP subs... 32603117
3',5'-cyclic-AMP phosphodiesterase 4D IC50 = 699.0 nM 6.16 Inhibition of PDE4D2 (86 to 413 residues) (unknown origin) using [3H]-cAMP subst... 32603117
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A IC50 = 1772.0 nM 5.75 Inhibition of PDE10A (449 to 770 residues) (unknown origin) using [3H]-cAMP subs... 32603117
High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A IC50 = 2022.0 nM 5.69 Inhibition of PDE8A1 (480 to 820 residues) (unknown origin) using [3H]-cAMP subs... 32603117
Cytochrome P450 2C9 IC50 = 6600.0 nM 5.18 Inhibition of human CYP2C9 32603117
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 11000.0 nM 4.96 Inhibition of human ERG 32603117

Literature References

PubMed DOI Target Context # Activities
32603117 10.1021/acs.jmedchem.0c00711 ADMET 15
32603117 10.1021/acs.jmedchem.0c00711 Unchecked 13
32603117 10.1021/acs.jmedchem.0c00711 Rattus norvegicus 10
32603117 10.1021/acs.jmedchem.0c00711 Cytochrome P450 3A4 2
32603117 10.1021/acs.jmedchem.0c00711 No relevant target 2
32603117 10.1021/acs.jmedchem.0c00711 High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
38000211 10.1016/j.ejmech.2023.115967 High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 1
32603117 10.1021/acs.jmedchem.0c00711 Voltage-gated inwardly rectifying potassium channel KCNH2 1
32603117 10.1021/acs.jmedchem.0c00711 Cytochrome P450 2C9 1
32603117 10.1021/acs.jmedchem.0c00711 Cytochrome P450 2D6 1
32603117 10.1021/acs.jmedchem.0c00711 Cytochrome P450 1A2 1
32603117 10.1021/acs.jmedchem.0c00711 cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A 1
32603117 10.1021/acs.jmedchem.0c00711 Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C 1
32603117 10.1021/acs.jmedchem.0c00711 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A 1
32603117 10.1021/acs.jmedchem.0c00711 High affinity 3',5'-cyclic-AMP phosphodiesterase 7A 1
32603117 10.1021/acs.jmedchem.0c00711 Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha' 1
32603117 10.1021/acs.jmedchem.0c00711 cGMP-specific 3',5'-cyclic phosphodiesterase 1
32603117 10.1021/acs.jmedchem.0c00711 3',5'-cyclic-AMP phosphodiesterase 4D 1
32603117 10.1021/acs.jmedchem.0c00711 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 1
32603117 10.1021/acs.jmedchem.0c00711 cGMP-dependent 3',5'-cyclic phosphodiesterase 1

Data from ChEMBL 36 via Core Engine