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Compound Detail

CHEMBL594717

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Cc1ccc(F)cc1CO[C@H]1CCc2ccc(N3CCNC[C@H]3C)nc21

Basic Information

ChEMBL ID CHEMBL594717
Phase Preclinical
Structure Type MOL
InChI Key ZAZVLBZIEZHJFV-BEFAXECRSA-N
5
Targets
10
Activities
3
Assay Types
24
PK Parameters
10
Publications
0
Known Names

Molecular Properties

355.5
MW (Da)
3.53
ALogP
4
HBA
1
HBD
37.4
PSA (Ų)
0.91
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 C21H26FN3O
MW 355.46
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.80

Activity Summary

IC50 4 meas. best 8.72
EC50 3 meas. best 8.47
Ki 3 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 8.82 8.82 1.5 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 8.72 8.72 1.9 1
5-hydroxytryptamine receptor 2C
CHEMBL225
EC50 8.47 8.47 3.4 1
5-hydroxytryptamine receptor 2A
CHEMBL322
Ki 8.36 8.36 4.4 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 8.11 8.11 7.7 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 7.55 7.55 28.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 7.34 7.34 46.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
EC50 6.25 6.25 566.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
EC50 6.2 6.2 630.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.41 5.41 3900.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 9.0 mL.min-1.kg-1 Homo sapiens
CL 9.0 mL.min-1.kg-1 Rattus norvegicus
CL 1500.0 mL.min-1.kg-1 Rattus norvegicus
CL 400.0 mL.min-1.kg-1 Rattus norvegicus
CL 90.0 mL.min-1.kg-1 Rattus norvegicus
CL 59.0 mL.min-1.kg-1 Canis lupus familiaris
CL 41.0 mL.min-1.kg-1 Canis lupus familiaris
CL 34.0 mL.min-1.kg-1 Canis lupus familiaris
CL 350.0 mL.min-1.kg-1 Macaca mulatta
CL 43.0 mL.min-1.kg-1 Macaca mulatta
CL 8.6 mL.min-1.kg-1 Macaca mulatta
CL 20.0 mL.min-1.kg-1 Homo sapiens
CL 5.1 mL.min-1.kg-1 Homo sapiens
CL 3.4 mL.min-1.kg-1 Rattus norvegicus
CL 0.5 mL.min-1.kg-1 Rattus norvegicus
Fu 7.4 nM Rattus norvegicus
T1/2 0.03667 hr Rattus norvegicus
T1/2 0.07833 hr Rattus norvegicus
T1/2 0.4 hr Canis lupus familiaris
T1/2 1.067 hr Canis lupus familiaris
T1/2 0.2 hr Macaca mulatta
T1/2 0.8833 hr Macaca mulatta
T1/2 0.7333 hr Homo sapiens
T1/2 2.833 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19914063 10.1016/j.bmcl.2009.10.112 ADMET 15
19914063 10.1016/j.bmcl.2009.10.112 5-hydroxytryptamine receptor 2C 7
19914063 10.1016/j.bmcl.2009.10.112 5-hydroxytryptamine receptor 2A 5
19914063 10.1016/j.bmcl.2009.10.112 5-hydroxytryptamine receptor 2B 5
19914063 10.1016/j.bmcl.2009.10.112 Hepatocyte 4
19914063 10.1016/j.bmcl.2009.10.112 Rattus norvegicus 3
19914063 10.1016/j.bmcl.2009.10.112 Liver microsomes 2
19914063 10.1016/j.bmcl.2009.10.112 Canis familiaris 1
19914063 10.1016/j.bmcl.2009.10.112 Rhesus monkey 1
19914063 10.1016/j.bmcl.2009.10.112 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine