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Compound Detail

CHEMBL219182

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Cc1cccc(C(=O)NCN2CCC(c3cccc[n+]3[O-])CC2)c1

Basic Information

ChEMBL ID CHEMBL219182
Phase Preclinical
Structure Type MOL
InChI Key PUMMPCXNEPHBNN-UHFFFAOYSA-N
3
Targets
4
Activities
2
Assay Types
18
PK Parameters
16
Publications
0
Known Names

Molecular Properties

325.4
MW (Da)
2.20
ALogP
3
HBA
1
HBD
59.3
PSA (Ų)
0.69
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 C19H23N3O2
MW 325.41
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -1.19

Activity Summary

EC50 3 meas. best 7.05
Ki 1 meas. best 5.84

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(4) dopamine receptor
CHEMBL219
EC50 7.05 7.05 89.0 1
D(4) dopamine receptor
CHEMBL3361
EC50 7.03 7.03 93.0 1
Unchecked
CHEMBL612545
EC50 6.8 6.8 160.0 1
D(4) dopamine receptor
CHEMBL219
Ki 5.84 5.84 1445.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1138.0 ng.hr.mL-1 Rattus norvegicus
AUC 922.0 ng.hr.mL-1 Rattus norvegicus
AUC 4275.0 ng.hr.mL-1 Canis lupus familiaris
AUC 2280.0 ng.hr.mL-1 Macaca mulatta
CL 12.33 mL.min-1.kg-1 Rattus norvegicus
CL 3.333 mL.min-1.kg-1 Canis lupus familiaris
Cmax 1428.97 nM Rattus norvegicus
Cmax 1281.46 nM Rattus norvegicus
Cmax 4357.58 nM Canis lupus familiaris
Cmax 2028.21 nM Macaca mulatta
F 84.0 % Rattus norvegicus
F 68.0 % Rattus norvegicus
F 85.0 % Canis lupus familiaris
F 91.0 % Macaca mulatta
T1/2 1.2 hr Rattus norvegicus
T1/2 1.8 hr Rattus norvegicus
T1/2 2.1 hr Canis lupus familiaris
T1/2 2.0 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17149874 10.1021/jm060662k Rattus norvegicus 10
17149874 10.1021/jm060662k D(4) dopamine receptor 6
17149874 10.1021/jm060662k D(2) dopamine receptor 5
17149874 10.1021/jm060662k Canis familiaris 5
17149874 10.1021/jm060662k Rhesus monkey 4
17149874 10.1021/jm060662k Unchecked 2
17149874 10.1021/jm060662k Mustela putorius furo 2
17149874 10.1021/jm060662k Voltage-gated inwardly rectifying potassium channel KCNH2 2
17149874 10.1021/jm060662k NON-PROTEIN TARGET 2
17149874 10.1021/jm060662k D(3) dopamine receptor 1
17149874 10.1021/jm060662k Phosphodiesterase 1 1
17149874 10.1021/jm060662k cGMP-dependent 3',5'-cyclic phosphodiesterase 1
17149874 10.1021/jm060662k Phosphodiesterase 3 1
17149874 10.1021/jm060662k Phosphodiesterase 4 1
17149874 10.1021/jm060662k cGMP-specific 3',5'-cyclic phosphodiesterase 1
17149874 10.1021/jm060662k Phosphodiesterase 6 1

Data from ChEMBL 36 via Core Engine