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Compound Detail

CHEMBL2103778

CILANSETRON
🧪 Phase II
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🧪 Phase II
Cc1nccn1C[C@H]1CCc2c(c3cccc4c3n2CCC4)C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2103778
Name CILANSETRON
Phase Phase II
Structure Type MOL
InChI Key NCNFDKWULDWJDS-OAHLLOKOSA-N

Known Names

Cilansetron KC-9946
10
Targets
12
Activities
2
Assay Types
0
PK Parameters
20
Publications
2
Known Names
1
Indications
1
Mechanisms

Molecular Properties

319.4
MW (Da)
3.54
ALogP
4
HBA
0
HBD
39.8
PSA (Ų)
0.72
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -setron
USAN Year 2005

Extended Properties

Molecular Formula C20H21N3O
MW 319.41
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.63

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serotonin 3 (5-HT3) receptor antagonist ANTAGONIST Serotonin 3 (5-HT3) receptor ✓ ✓

Indications

Digestive System Diseases

ATC Classification

A03AE03
cilansetron
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS

Activity Summary

Ki 10 meas. best 9.72
Kd 2 meas. best 9.94

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rattus norvegicus
CHEMBL376
 Kd 9.94 8.87 0.1 2
Serotonin 3 (5-HT3) receptor
CHEMBL2094116
 Ki 9.72 7.485 0.2 2
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 Ki 6.47 6.47 340.0 1
Muscarinic acetylcholine receptor M1
CHEMBL276
 Ki 6.04 6.04 910.0 1
5-hydroxytryptamine receptor 4
CHEMBL4317
 Ki 6.02 6.02 960.0 1
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 5.31 5.31 4900.0 1
Voltage-gated L-type calcium channel
CHEMBL2095177
 Ki 5.27 5.27 5400.0 1
Histamine H1 receptor
CHEMBL4701
 Ki 5.19 5.19 6500.0 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 5.11 5.11 7800.0 1
Mu-type opioid receptor
CHEMBL270
 Ki 5.07 5.07 8500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Rattus norvegicus Kd = 0.1148 nM 9.94 The pA2 is the negative logarithm of the molar concentration of an antagonist wh... 8246239
Serotonin 3 (5-HT3) receptor Ki = 0.19 nM 9.72 The binding affinity was measured on 5-hydroxytryptamine 3 receptor using [3H]GR... 8246239
Rattus norvegicus Kd = 15.85 nM 7.8 The pA2 is the negative logarithm of the molar concentration of an antagonist wh... 8246239
Sigma non-opioid intracellular receptor 1 Ki = 340.0 nM 6.47 The binding affinity was measured on sigma receptor using [3H]- (+)-3-PPP as rad... 8246239
Muscarinic acetylcholine receptor M1 Ki = 910.0 nM 6.04 The binding affinity was measured on muscarine M1 receptor using [3H]- pirenzepi... 8246239
5-hydroxytryptamine receptor 4 Ki = 960.0 nM 6.02 The binding affinity was measured on 5-hydroxytryptamine 4 receptor using [3H]- ... 8246239
5-hydroxytryptamine receptor 2C Ki = 4900.0 nM 5.31 The binding affinity was measured on 5-hydroxytryptamine 1C receptor using [3H]-... 8246239
Voltage-gated L-type calcium channel Ki = 5400.0 nM 5.27 Inhibition of [3H]D-888 binding to L-type calcium channel verapamil site of rat ... 8246239
Serotonin 3 (5-HT3) receptor Ki = 5600.0 nM 5.25 Displacement of [3H]GR-65630 binding to 5-hydroxytryptamine 3 receptor in rat br... 8246239
Histamine H1 receptor Ki = 6500.0 nM 5.19 The binding affinity was measured on histamine H1 receptor using [3H]- mepyramin... 8246239
Serotonin 2 (5-HT2) receptor Ki = 7800.0 nM 5.11 The binding affinity was measured on 5-hydroxytryptamine 2 receptor using [3H]- ... 8246239
Mu-type opioid receptor Ki = 8500.0 nM 5.07 The binding affinity was measured on mu-opiate receptor using [3H]- naloxone as ... 8246239

Literature References

PubMed DOI Target Context # Activities
8246239 10.1021/jm00075a026 Rattus norvegicus 4
8246239 10.1021/jm00075a026 Unchecked 4
8246239 10.1021/jm00075a026 GABA-A receptor; anion channel 2
8246239 10.1021/jm00075a026 Voltage-gated L-type calcium channel 2
8246239 10.1021/jm00075a026 Serotonin 3 (5-HT3) receptor 2
8246239 10.1021/jm00075a026 5-hydroxytryptamine receptor 1D 1
8246239 10.1021/jm00075a026 Muscarinic acetylcholine receptor M1 1
8246239 10.1021/jm00075a026 Histamine H3 receptor 1
8246239 10.1021/jm00075a026 5-hydroxytryptamine receptor 5B 1
8246239 10.1021/jm00075a026 Serotonin (5-HT) receptor 1
8246239 10.1021/jm00075a026 5-hydroxytryptamine receptor 4 1
8246239 10.1021/jm00075a026 Serotonin 2 (5-HT2) receptor 1
8246239 10.1021/jm00075a026 5-hydroxytryptamine receptor 2C 1
8246239 10.1021/jm00075a026 5-hydroxytryptamine receptor 1B 1
8246239 10.1021/jm00075a026 5-hydroxytryptamine receptor 1A 1
8246239 10.1021/jm00075a026 D(3) dopamine receptor 1
8246239 10.1021/jm00075a026 D(2) dopamine receptor 1
8246239 10.1021/jm00075a026 D(1A) dopamine receptor 1
8246239 10.1021/jm00075a026 Adrenergic receptor beta 1
8246239 10.1021/jm00075a026 Nischarin 1

Data from ChEMBL 36 via Core Engine