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Compound Detail

CHEMBL214268

PHA-543613
Phase I
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Phase I
O=C(N[C@H]1CN2CCC1CC2)c1cc2ccoc2cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL214268
Name PHA-543613
Phase Phase I
Structure Type MOL
InChI Key IPKZCLGGYKRDES-ZDUSSCGKSA-N

Known Names

J3.179.420J Pha-00543613 PHA-543,613 Pha-543613
5
Targets
8
Activities
2
Assay Types
13
PK Parameters
20
Publications
4
Known Names
1
Mechanisms

Molecular Properties

271.3
MW (Da)
1.65
ALogP
4
HBA
1
HBD
58.4
PSA (Ų)
0.90
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Extended Properties

Molecular Formula C15H17N3O2
MW 271.32
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.26

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Neuronal acetylcholine receptor protein alpha-7 subunit agonist AGONIST Neuronal acetylcholine receptor subunit alpha-7 ✓ ✓

Activity Summary

Ki 6 meas. best 8.15
EC50 2 meas. best 7.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 Ki 8.15 8.15 7.0 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL4980
 Ki 8.06 8.055 8.8 2
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 EC50 7.19 7.19 65.0 1
Unchecked
CHEMBL612545
 EC50 7.19 7.19 65.0 1
Serotonin 3 (5-HT3) receptor
CHEMBL2094132
 Ki 6.29 6.245 511.0 2
5-hydroxytryptamine receptor 3A
CHEMBL2411
 Ki 6.2 6.2 630.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 33.3 mL.min-1.kg-1 Rattus norvegicus
CL 50.0 mL.min-1.kg-1 Rattus norvegicus
CL 38.9 mL.min-1.kg-1 Rattus norvegicus
CL 5.3 mL.min-1.kg-1 Homo sapiens
CL 33.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 3800.0 nM Canis lupus familiaris
F 65.0 % Rattus norvegicus
F 63.0 % Rattus norvegicus
F 65.0 % Rattus norvegicus
T1/2 0.6667 hr Rattus norvegicus
T1/2 2.0 hr Homo sapiens
T1/2 2.0 hr Homo sapiens
T1/2 0.6 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor subunit alpha-7 Ki = 7.0 nM 8.15 Displacement of [3H]MLA from alpha-7 nACh receptor in human IMR32 cells 18490160
Neuronal acetylcholine receptor subunit alpha-7 Ki = 8.8 nM 8.06 Displacement of [3H]MLA from alpha-7 nAChR in Sprague-Dawley rat brain homogenat... 16821801
Neuronal acetylcholine receptor subunit alpha-7 Ki = 9.0 nM 8.05 Displacement of [3H]MLA from alpha-7 nACh receptor in rat brain 18490160
Unchecked EC50 = 65.0 nM 7.19 Activity at alpha7-5HT3 chimera expressed in SHEP1 cells by FLIPR assay 16821801
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 65.0 nM 7.19 Agonist activity at alpha7-5HT3 chimera expressed in human SH-EP1 cells by FLIPR... 18490160
Serotonin 3 (5-HT3) receptor Ki = 511.0 nM 6.29 Binding affinity to 5HT3 receptor 16821801
Serotonin 3 (5-HT3) receptor Ki = 628.0 nM 6.2 Activity at 5HT3 receptor expressed in SHEP1 cells by FLIPR assay 16821801
5-hydroxytryptamine receptor 3A Ki = 630.0 nM 6.2 Binding affinity to rat 5HT3 receptor 18490160

Literature References

PubMed DOI Target Context # Activities
16821801 10.1021/jm0602413 Rattus norvegicus 13
16821801 10.1021/jm0602413 Unchecked 11
16821801 10.1021/jm0602413 Liver microsomes 5
18490160 10.1016/j.bmcl.2008.04.070 Rattus norvegicus 5
16821801 10.1021/jm0602413 Neuronal acetylcholine receptor subunit alpha-7 4
16821801 10.1021/jm0602413 Serotonin 3 (5-HT3) receptor 3
18490160 10.1016/j.bmcl.2008.04.070 Neuronal acetylcholine receptor subunit alpha-7 3
18490160 10.1016/j.bmcl.2008.04.070 Liver microsomes 3
18490160 10.1016/j.bmcl.2008.04.070 Nucleic Acid 2
16821801 10.1021/jm0602413 Voltage-gated inwardly rectifying potassium channel KCNH2 2
16821801 10.1021/jm0602413 Cathepsin G 1
16821801 10.1021/jm0602413 Nitric oxide synthase, inducible 1
16821801 10.1021/jm0602413 Phosphodiesterase 1 1
16821801 10.1021/jm0602413 Angiotensin-converting enzyme 1
16821801 10.1021/jm0602413 Endothelin-converting enzyme 1 1
16821801 10.1021/jm0602413 Cathepsin B 1
16821801 10.1021/jm0602413 Soluble guanylate cyclase 1
16821801 10.1021/jm0602413 Protein kinase C (PKC) 1
16821801 10.1021/jm0602413 Amine oxidase [flavin-containing] A 1
16821801 10.1021/jm0602413 Tyrosine 3-monooxygenase 1

Data from ChEMBL 36 via Core Engine