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Compound Detail

CHEMBL3764088

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O=C(Cn1ncccc1=O)Nc1ccc(C[C@@H]2CC[C@H]([C@H](O)c3ccccc3)N2)cc1

Basic Information

ChEMBL ID CHEMBL3764088
Phase Preclinical
Structure Type MOL
InChI Key URLFNGRPGJRFPI-YZUZCNPQSA-N
5
Targets
7
Activities
2
Assay Types
19
PK Parameters
20
Publications
0
Known Names

Molecular Properties

418.5
MW (Da)
2.28
ALogP
6
HBA
3
HBD
96.2
PSA (Ų)
0.55
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H26N4O3
MW 418.50
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.81

Activity Summary

EC50 6 meas. best 8.46
IC50 1 meas. best 5.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-3 adrenergic receptor
CHEMBL3124732
EC50 8.46 8.46 3.5 1
Beta-3 adrenergic receptor
CHEMBL246
EC50 8.32 8.275 4.8 2
Beta-3 adrenergic receptor
CHEMBL4400
EC50 7.33 7.33 47.0 1
Beta-3 adrenergic receptor
CHEMBL4031
EC50 6.21 6.09 615.0 2
Sodium-dependent serotonin transporter
CHEMBL228
IC50 5.36 5.36 4400.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 40.0 mL.min-1.kg-1 Rattus norvegicus
CL 7.4 mL.min-1.kg-1 Canis lupus familiaris
CL 21.0 mL.min-1.kg-1 Macaca mulatta
CL 148.0 mL.min-1.kg-1 Rattus norvegicus
CL 15.0 mL.min-1.kg-1 Canis lupus familiaris
CL 33.0 mL.min-1.kg-1 Macaca mulatta
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL 15.0 mL.min-1.kg-1 Rattus norvegicus
CL 11.0 mL.min-1.kg-1 Canis lupus familiaris
CL 10.0 mL.min-1.kg-1 Macaca mulatta
F 14.0 % Rattus norvegicus
F 18.0 % Canis lupus familiaris
F 46.0 % Macaca mulatta
Fu 0.27 - Rattus norvegicus
Fu 0.51 - Canis lupus familiaris
Fu 0.63 - Macaca mulatta
T1/2 5.0 hr Rattus norvegicus
T1/2 8.0 hr Canis lupus familiaris
T1/2 9.0 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26709102 10.1021/acs.jmedchem.5b01372 Beta-3 adrenergic receptor 13
26709102 10.1021/acs.jmedchem.5b01372 Rattus norvegicus 8
26709102 10.1021/acs.jmedchem.5b01372 Unchecked 6
26709102 10.1021/acs.jmedchem.5b01372 Rhesus monkey 6
26709102 10.1021/acs.jmedchem.5b01372 Canis familiaris 6
26709102 10.1021/acs.jmedchem.5b01372 Plasma 4
26709102 10.1021/acs.jmedchem.5b01372 Liver microsome 3
26709102 10.1021/acs.jmedchem.5b01372 NON-PROTEIN TARGET 3
26709102 10.1021/acs.jmedchem.5b01372 Sodium-dependent serotonin transporter 1
26709102 10.1021/acs.jmedchem.5b01372 UDP-glucuronosyltransferase 2B9 1
26709102 10.1021/acs.jmedchem.5b01372 ADMET 1
26709102 10.1021/acs.jmedchem.5b01372 HepG2 1
26709102 10.1021/acs.jmedchem.5b01372 No relevant target 1
26709102 10.1021/acs.jmedchem.5b01372 Sodium channel protein type 5 subunit alpha 1
26709102 10.1021/acs.jmedchem.5b01372 Voltage-dependent L-type calcium channel subunit alpha-1C 1
26709102 10.1021/acs.jmedchem.5b01372 Voltage-gated inwardly rectifying potassium channel KCNH2 1
26709102 10.1021/acs.jmedchem.5b01372 Cytochrome P450 3A4 1
26709102 10.1021/acs.jmedchem.5b01372 Cytochrome P450 2D6 1
26709102 10.1021/acs.jmedchem.5b01372 Cytochrome P450 2C9 1
26709102 10.1021/acs.jmedchem.5b01372 Beta-2 adrenergic receptor 1

Data from ChEMBL 36 via Core Engine