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Compound Detail

CHEMBL1083390

INTEPIRDINE
🧪 Phase III
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🧪 Phase III
O=S(=O)(c1ccccc1)c1cnc2c(N3CCNCC3)cccc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1083390
Name INTEPIRDINE
Phase Phase III
Structure Type MOL
InChI Key JJZFWROHYSMCMU-UHFFFAOYSA-N

Known Names

GSK-742457 GSK742457 Intepirdina Intepirdine RVT-101 Sb-742457
6
Targets
29
Activities
2
Assay Types
7
PK Parameters
20
Publications
6
Known Names
2
Indications
1
Mechanisms

Molecular Properties

353.4
MW (Da)
2.48
ALogP
5
HBA
1
HBD
62.3
PSA (Ų)
0.78
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -pirdine
USAN Year 2016

Extended Properties

Molecular Formula C19H19N3O2S
MW 353.45
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.33

Mechanism of Action

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

Indications

Alzheimer Disease Dementia

Activity Summary

Ki 25 meas. best 9.78
IC50 4 meas. best 8.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 9.78 9.3413 0.2 15
5-hydroxytryptamine receptor 6
CHEMBL3372
 Ki 9.63 9.63 0.2 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 IC50 8.55 8.165 2.8 4
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.6 7.59 25.1 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.58 6.2733 26.0 3
D(2) dopamine receptor
CHEMBL217
 Ki 6.0 6.0 997.0 2
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 4.85 4.85 14230.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 41.0 mL.min-1.kg-1 Rattus norvegicus
CL 6.6 mL.min-1.g-1 Rattus norvegicus
F 24.0 % Rattus norvegicus
F 76.0 % Rattus norvegicus
T1/2 0.7 hr Rattus norvegicus
t1/2 - - Rattus norvegicus
Vd 5.7 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 6 Ki = 0.166 nM 9.78 Displacement of [3H]LSD from human 5-HT6 receptor expressed in human HeLa cells ... 24878269
5-hydroxytryptamine receptor 6 Ki = 0.17 nM 9.77 Displacement of [3H]LSD from human 5-HT6 receptor expressed in human HeLa cells ... 24878269
5-hydroxytryptamine receptor 6 Ki = 0.17 nM 9.77 Binding affinity to 5-HT6 receptor (unknown origin) 38190615
5-hydroxytryptamine receptor 6 Ki = 0.23 nM 9.64 Antagonist activity at 5-HT6 receptor (unknown origin) 23787290
5-hydroxytryptamine receptor 6 Ki = 0.23 nM 9.64 Antagonist activity at 5-HT6 receptor (unknown origin) 28212021
5-hydroxytryptamine receptor 6 Ki = 0.234 nM 9.63 Binding affinity to 5HT6 receptor 20560595
5-hydroxytryptamine receptor 6 Ki = 0.234 nM 9.63 Displacement of [3H]Lu AE60157 from rat brain 5-HT6 receptor 27326337
5-hydroxytryptamine receptor 6 Ki = 0.25 nM 9.6 Antagonist activity at human recombinant 5HT6 receptor expressed in CHO cells 24850589
5-hydroxytryptamine receptor 6 Ki = 0.25 nM 9.6 Binding affinity to 5-HT6R (unknown origin) assessed as inhibition constant 34311086
5-hydroxytryptamine receptor 6 Ki = 0.28 nM 9.55 Binding affinity to 5HT6R (unknown origin) 29291439
5-hydroxytryptamine receptor 6 Ki = 1.3 nM 8.89 Displacement of [3H]-LSD from human 5-HT6 receptor extracted from HEK293 cell me... 38936149
5-hydroxytryptamine receptor 6 Ki = 1.4 nM 8.85 Displacement of [3H]-LSD from human 5HT6R expressed in HEK293 cell membranes aft... 29291439
5-hydroxytryptamine receptor 6 Ki = 1.4 nM 8.85 Displacement of [3H]LSD from human 5-HT6R expressed in HEK293 cell membranes aft... 29853337
5-hydroxytryptamine receptor 6 Ki = 1.4 nM 8.85 Displacement of [3H]-LSD from human 5HT6R expressed in HEK293 cell membranes inc... 33439019
5-hydroxytryptamine receptor 6 Ki = 1.4 nM 8.85 Displacement of [3H]-LSD from human 5HT6 receptor expressed in HEK293 cell membr... 34467765
5-hydroxytryptamine receptor 6 Ki = 1.4 nM 8.85 Displacement of [3H]-LSD from human 5HT-6 receptor expressed in HEK293 cell memb... 37797083
5-hydroxytryptamine receptor 6 IC50 = 2.8 nM 8.55 Inverse agonist activity at 5HT6R (unknown origin) expressed in 1321N1 cells co-... 33439019
5-hydroxytryptamine receptor 6 IC50 = 2.8 nM 8.55 Antagonist activity at 5-HT6 receptor (unknown origin) expressed in NG108-15 cel... 34467765
5-hydroxytryptamine receptor 6 IC50 = 2.8 nM 8.55 Antagonist activity at 5HT6R (unknown origin) transfected in NG108-15 cells co-t... 29291439
5-hydroxytryptamine receptor 2A Ki = 25.1 nM 7.6 Displacement of [3H]-ketanserin from human 5-HT2A receptor extracted from CHO-K1... 38936149

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058577 HEK-293T 304
- 10.6019/CHEMBL5724801 HEK-293T 304
- 10.6019/CHEMBL5724801 U2OS 304
- 10.6019/CHEMBL5724801 Fibroblast 304
- 10.6019/CHEMBL5058577 Fibroblast 304
- 10.6019/CHEMBL5058577 U2OS 304
37797083 10.1021/acs.jmedchem.3c01482 Rattus norvegicus 17
- 10.6019/CHEMBL5058564 Fibroblast 9
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5058564 U2OS 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
27326337 10.1021/acsmedchemlett.6b00056 Rattus norvegicus 5

Data from ChEMBL 36 via Core Engine