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Compound Detail

CHEMBL590078

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Cc1cccc2c1C(=O)NC1CNCCN21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL590078
Phase Preclinical
Structure Type MOL
InChI Key RGCZEETYNQZRTH-UHFFFAOYSA-N
3
Targets
8
Activities
2
Assay Types
12
PK Parameters
11
Publications
0
Known Names

Molecular Properties

217.3
MW (Da)
0.47
ALogP
3
HBA
2
HBD
44.4
PSA (Ų)
0.66
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H15N3O
MW 217.27
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness -0.10

Activity Summary

Ki 6 meas. best 8.07
EC50 2 meas. best 7.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 8.07 7.38 8.6 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 EC50 7.35 6.675 45.0 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.05 6.365 89.0 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.64 5.995 229.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 268.76 ng.hr.mL-1 Rattus norvegicus
AUC 225.96 ng.hr.mL-1 Rattus norvegicus
AUC 250.73 ng.hr.mL-1 Rattus norvegicus
AUC 509.28 ng.hr.mL-1 Rattus norvegicus
CL 27.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 5376.0 nM Rattus norvegicus
Cmax 293.0 nM Rattus norvegicus
F 49.0 % Rattus norvegicus
T1/2 0.9 hr Rattus norvegicus
T1/2 2.5 hr Rattus norvegicus
Tmax 1.0 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2B Ki = 8.6 nM 8.07 Displacement of [125I]LSD from human recombinant 5HT2B receptor expressed in HEK... 20022752
5-hydroxytryptamine receptor 2C EC50 = 45.0 nM 7.35 Agonist activity at human recombinant 5HT2C receptor expressed in HEK293E cells ... 20022752
5-hydroxytryptamine receptor 2C Ki = 89.0 nM 7.05 Displacement of [125I]DOI from human recombinant 5HT2C receptor expressed in HEK... 20022752
5-hydroxytryptamine receptor 2B Ki = 206.0 nM 6.69 Displacement of [125I]LSD from human recombinant 5HT2B receptor expressed in HEK... 20022752
5-hydroxytryptamine receptor 2A Ki = 229.0 nM 6.64 Displacement of [125I]DOI from human recombinant 5HT2A receptor expressed in HEK... 20022752
5-hydroxytryptamine receptor 2C EC50 = 989.0 nM 6.0 Agonist activity at human recombinant 5HT2C receptor expressed in HEK293E cells ... 20022752
5-hydroxytryptamine receptor 2C Ki = 2076.0 nM 5.68 Displacement of [125I]DOI from human recombinant 5HT2C receptor expressed in HEK... 20022752
5-hydroxytryptamine receptor 2A Ki = 4482.0 nM 5.35 Displacement of [125I]DOI from human recombinant 5HT2A receptor expressed in HEK... 20022752

Literature References

PubMed DOI Target Context # Activities
20022752 10.1016/j.bmcl.2009.12.014 Rattus norvegicus 20
20022752 10.1016/j.bmcl.2009.12.014 5-hydroxytryptamine receptor 2C 6
20022752 10.1016/j.bmcl.2009.12.014 5-hydroxytryptamine receptor 2A 5
20022752 10.1016/j.bmcl.2009.12.014 5-hydroxytryptamine receptor 2B 5
20022752 10.1016/j.bmcl.2009.12.014 Cytochrome P450 3A4 2
20022752 10.1016/j.bmcl.2009.12.014 Cytochrome P450 2D6 2
20022752 10.1016/j.bmcl.2009.12.014 Cytochrome P450 2C19 2
20022752 10.1016/j.bmcl.2009.12.014 Cytochrome P450 2C9 2
20022752 10.1016/j.bmcl.2009.12.014 Cytochrome P450 1A2 2
20022752 10.1016/j.bmcl.2009.12.014 Brain 2
20022752 10.1016/j.bmcl.2009.12.014 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine