Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3286580

IDALOPIRDINE
🧪 Phase III
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase III
Fc1ccc2c(CCNCc3cccc(OCC(F)(F)C(F)F)c3)c[nH]c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3286580
Name IDALOPIRDINE
Phase Phase III
Structure Type MOL
InChI Key YBAWYTYNMZWMMJ-UHFFFAOYSA-N

Known Names

Idalopirdina Idalopirdine LU AE-58054 Lu AE58054 LU-AE-58054 Lu-ae58054 LY-483518 LY483518 SGS-518 SGS518
7
Targets
20
Activities
2
Assay Types
4
PK Parameters
20
Publications
10
Known Names
3
Indications
1
Mechanisms

Molecular Properties

398.4
MW (Da)
4.92
ALogP
2
HBA
2
HBD
37.0
PSA (Ų)
0.40
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -pirdine
USAN Year 2014

Extended Properties

Molecular Formula C20H19F5N2O
MW 398.38
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.25

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serotonin 6 (5-HT6) receptor antagonist ANTAGONIST 5-hydroxytryptamine receptor 6 ✓ ✓

Indications

Alzheimer Disease Cognitive Dysfunction Schizophrenia

Activity Summary

Ki 18 meas. best 9.08
IC50 2 meas. best 7.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 9.08 8.9391 0.8 11
5-hydroxytryptamine receptor 6
CHEMBL3372
 Ki 9.08 9.08 0.8 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 IC50 7.58 6.79 26.0 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 6.6 6.6 250.0 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.1 6.1 791.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 5.92 5.92 1215.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 5.41 5.41 3936.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 5.06 5.06 8635.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 99.3 mL.min-1.g-1 Rattus norvegicus
CL 99.3 mL.min-1.g-1 Rattus norvegicus
T1/2 0.2333 hr Rattus norvegicus
t1/2 - - Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 6 Ki = 0.83 nM 9.08 Displacement of [3H]LSD from human 5-HT6 receptor expressed in hamster BHK cells... 24878269
5-hydroxytryptamine receptor 6 Ki = 0.8318 nM 9.08 Displacement of [3H]LSD from human 5-HT6 receptor expressed in hamster BHK cells... 24878269
5-hydroxytryptamine receptor 6 Ki = 0.83 nM 9.08 Antagonist activity at human recombinant 5HT6 receptor expressed in CHO cells 24850589
5-hydroxytryptamine receptor 6 Ki = 0.83 nM 9.08 Antagonist activity at 5-HT6 receptor (unknown origin) 28212021
5-hydroxytryptamine receptor 6 Ki = 0.83 nM 9.08 Binding affinity to 5HT6R (unknown origin) 29291439
5-hydroxytryptamine receptor 6 Ki = 0.83 nM 9.08 Displacement of [3H]Lu AE60157 from rat brain 5-HT6 receptor 27326337
5-hydroxytryptamine receptor 6 Ki = 0.83 nM 9.08 Displacement of [3H]-LSD from human 5HT6 receptor expressed in CHO cells assesse... 35926324
5-hydroxytryptamine receptor 6 Ki = 0.83 nM 9.08 Displacement of [3H]-LSD from human 5HT6R expressed in CHO cell membranes incuba... 35839536
5-hydroxytryptamine receptor 6 Ki = 0.83 nM 9.08 Binding affinity to 5-HT6R (unknown origin) assessed as inhibition constant 34311086
5-hydroxytryptamine receptor 6 Ki = 0.83 nM 9.08 Antagonist activity at 5-HT6 receptor (unknown origin) 37003157
5-hydroxytryptamine receptor 6 Ki = 3.54 nM 8.45 Displacement of [3H]-LSD from human 5-HT6R expressed in HEK293 cells after 1 hr ... 31734022
5-hydroxytryptamine receptor 6 Ki = 6.9 nM 8.16 Displacement of [3H]-LSD from human 5HT6 receptor expressed in HEK293 cell membr... 33310288
5-hydroxytryptamine receptor 6 IC50 = 26.0 nM 7.58 Antagonist activity at recombinant human 5HT6R expressed in CHO cells assessed a... 35839536
5-hydroxytryptamine receptor 2C Ki = 250.0 nM 6.6 Displacement of [3H]5-HT from 5-HT2C receptor (unknown origin) expressed in hams... 24878269
5-hydroxytryptamine receptor 2C Ki = 251.19 nM 6.6 Displacement of [3H]5-HT from 5-HT2C receptor (unknown origin) expressed in hams... 24878269
5-hydroxytryptamine receptor 2A Ki = 791.0 nM 6.1 Binding affinity to human 5-HT2AR expressed in HEK293 cells by competitive bindi... 31734022
5-hydroxytryptamine receptor 6 IC50 = 1000.0 nM 6.0 Antagonist activity at human 5HT6 receptor expressed in COS-7 cells assessed as ... 33310288
D(2) dopamine receptor Ki = 1215.0 nM 5.92 Displacement of [3H]-raclopride from human D2R expressed in HEK293 cells after 1... 31734022
5-hydroxytryptamine receptor 1A Ki = 3936.0 nM 5.41 Displacement of [3H]-8-OH-DPAT from human 5-HT1A receptor expressed in HEK293 ce... 31734022
5-hydroxytryptamine receptor 7 Ki = 8635.0 nM 5.06 Displacement of [3H]-CT from human 5-HT7 receptor expressed in HEK293 cells afte... 31734022

Literature References

PubMed DOI Target Context # Activities
33310288 10.1016/j.ejmech.2020.113059 5-hydroxytryptamine receptor 6 5
35839536 10.1016/j.bmc.2022.116917 5-hydroxytryptamine receptor 6 3
24878269 10.1021/jm5003759 5-hydroxytryptamine receptor 6 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
33310288 10.1016/j.ejmech.2020.113059 Acetylcholinesterase 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
31229883 10.1016/j.ejmech.2019.06.001 ADMET 2
31734022 10.1016/j.ejmech.2019.111857 ADMET 2
24878269 10.1021/jm5003759 5-hydroxytryptamine receptor 2C 2
31734022 10.1016/j.ejmech.2019.111857 5-hydroxytryptamine receptor 1A 1
31734022 10.1016/j.ejmech.2019.111857 5-hydroxytryptamine receptor 7 1
31734022 10.1016/j.ejmech.2019.111857 D(2) dopamine receptor 1
31734022 10.1016/j.ejmech.2019.111857 5-hydroxytryptamine receptor 2A 1
31734022 10.1016/j.ejmech.2019.111857 Rattus norvegicus 1
31734022 10.1016/j.ejmech.2019.111857 5-hydroxytryptamine receptor 6 1
27326337 10.1021/acsmedchemlett.6b00056 5-hydroxytryptamine receptor 6 1
37003157 10.1016/j.bmc.2023.117256 5-hydroxytryptamine receptor 6 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
29291439 10.1016/j.ejmech.2017.12.053 5-hydroxytryptamine receptor 6 1
28212021 10.1021/acs.jmedchem.6b01662 5-hydroxytryptamine receptor 6 1

Data from ChEMBL 36 via Core Engine