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Compound Detail

CHEMBL1189679

PALONOSETRON
💊 Approved Drug
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💊 Approved Drug
O=C1c2cccc3c2[C@H](CCC3)CN1[C@@H]1CN2CCC1CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1189679
Name PALONOSETRON
Phase Approved
Structure Type MOL
InChI Key CPZBLNMUGSZIPR-NVXWUHKLSA-N
Therapeutic ✓ Yes

Known Names

(-)-palonosetron NSC-743769 Palonosetron Palonosetron, (3as, 3s)-
7
Targets
41
Activities
3
Assay Types
5
PK Parameters
20
Publications
4
Known Names
14
Indications

Molecular Properties

296.4
MW (Da)
2.66
ALogP
2
HBA
0
HBD
23.6
PSA (Ų)
0.80
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2003
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Stem -setron
USAN Year 1995

Extended Properties

Molecular Formula C19H24N2O
MW 296.41
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 0.12

Indications

Nausea Nausea Neoplasms Neoplasms Postoperative Nausea and Vomiting Postoperative Nausea and Vomiting Strabismus Brain Neoplasms Breast Neoplasms Glioma Multiple Myeloma Stomach Neoplasms Melanoma Vomiting

ATC Classification

A04AA05
palonosetron
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIEMETICS AND ANTINAUSEANTS
A04AA55
palonosetron, combinations
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIEMETICS AND ANTINAUSEANTS

Activity Summary

IC50 22 meas. best 9.47
Kd 17 meas. best 9.85
Ki 2 meas. best 10.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 3A
CHEMBL1899
 Ki 10.5 10.5 0.0 1
Unchecked
CHEMBL612545
 Ki 10.5 10.5 0.0 1
5-hydroxytryptamine receptor 3B
CHEMBL3895
 Kd 9.85 9.604 0.1 5
Serotonin 3 (5-HT3) receptor
CHEMBL2111332
 Kd 9.74 9.74 0.2 1
Unchecked
CHEMBL612545
 Kd 9.68 9.68 0.2 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
 Kd 9.66 9.426 0.2 10
Unchecked
CHEMBL612545
 IC50 9.47 9.2471 0.3 7
5-hydroxytryptamine receptor 3A
CHEMBL1899
 IC50 9.08 8.68 0.8 9
Serotonin 3 (5-HT3) receptor
CHEMBL2111332
 IC50 9.06 9.06 0.9 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.7 5.55 1995.3 2
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 4.7 4.7 19952.6 1
Voltage-gated potassium channel, IKs; KCNQ1(Kv7.1)/KCNE1(MinK)
CHEMBL2221347
 IC50 4.3 4.3 50118.7 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.6 mL.min-1.kg-1 Homo sapiens
Fu 0.38 - Homo sapiens
MRT 40.0 hr Homo sapiens
T1/2 38.0 hr -
T1/2 39.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.03162 nM 10.5 Displacement of [3H]-quipazine from 5-HT3 receptor in mouse/rat NG108-15 cells 24128813
5-hydroxytryptamine receptor 3A Ki = 0.03162 nM 10.5 Binding affinity to 5HT3A receptor 20724042
5-hydroxytryptamine receptor 3B Kd = 0.14 nM 9.85 Binding affinity to human 5-HT3B receptor H73A mutant after 24 hrs by liquid sci... 24128813
5-hydroxytryptamine receptor 3B Kd = 0.18 nM 9.74 Binding affinity to human 5-HT3B receptor Y143A mutant after 24 hrs by liquid sc... 24128813
Serotonin 3 (5-HT3) receptor Kd = 0.18 nM 9.74 Binding affinity to human wild type 5-HT3A/5-HT3B receptor expressed in HEK293 c... 24128813
Unchecked Kd = 0.21 nM 9.68 Binding affinity to human 5-HT3B receptor E170A mutant after 24 hrs by liquid sc... 24128813
5-hydroxytryptamine receptor 3A Kd = 0.22 nM 9.66 Binding affinity to human 5-HT3A receptor S163T mutant after 24 hrs by liquid sc... 24128813
5-hydroxytryptamine receptor 3B Kd = 0.23 nM 9.64 Binding affinity to human 5-HT3B receptor I183A mutant after 24 hrs by liquid sc... 24128813
5-hydroxytryptamine receptor 3A Kd = 0.25 nM 9.6 Binding affinity to human 5-HT3A receptor Y73F mutant after 24 hrs by liquid sci... 24128813
5-hydroxytryptamine receptor 3A Kd = 0.26 nM 9.59 Binding affinity to human 5-HT3A receptor F130Y mutant after 24 hrs by liquid sc... 24128813
5-hydroxytryptamine receptor 3A Kd = 0.3 nM 9.52 Binding affinity to human 5-HT3A receptor D165A mutant after 24 hrs by liquid sc... 24128813
5-hydroxytryptamine receptor 3A Kd = 0.3 nM 9.52 Binding affinity to human 5-HT3A receptor S163A mutant after 24 hrs by liquid sc... 24128813
5-hydroxytryptamine receptor 3A Kd = 0.32 nM 9.49 Binding affinity to human wild type 5-HT3A receptor expressed in HEK293 cells af... 24128813
5-hydroxytryptamine receptor 3B Kd = 0.34 nM 9.47 Binding affinity to human 5-HT3B receptor W90C mutant after 24 hrs by liquid sci... 24128813
Unchecked IC50 = 0.34 nM 9.47 Antagonist activity at human 5-HT3B receptor I183A mutant assessed as inhibition... 24128813
Unchecked IC50 = 0.36 nM 9.44 Antagonist activity at human 5-HT3B receptor E170A mutant assessed as inhibition... 24128813
5-hydroxytryptamine receptor 3A Kd = 0.36 nM 9.44 Binding affinity to human 5-HT3A receptor D165K mutant after 24 hrs by liquid sc... 24128813
Unchecked IC50 = 0.37 nM 9.43 Antagonist activity at human 5-HT3B receptor W90C mutant assessed as inhibition ... 24128813
Unchecked IC50 = 0.38 nM 9.42 Antagonist activity at human 5-HT3B receptor Y143A mutant assessed as inhibition... 24128813
5-hydroxytryptamine receptor 3B Kd = 0.48 nM 9.32 Binding affinity to human 5-HT3B receptor F130A mutant after 24 hrs by liquid sc... 24128813

Literature References

PubMed DOI Target Context # Activities
24128813 10.1016/j.bmc.2013.09.028 5-hydroxytryptamine receptor 3A 23
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
24128813 10.1016/j.bmc.2013.09.028 Unchecked 12
24128813 10.1016/j.bmc.2013.09.028 5-hydroxytryptamine receptor 3B 5
18426954 10.1124/dmd.108.020479 ADMET 4
25087753 10.1016/j.vascn.2014.07.002 Voltage-gated inwardly rectifying potassium channel KCNH2 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
24128813 10.1016/j.bmc.2013.09.028 Serotonin 3 (5-HT3) receptor 2
21146988 10.1016/j.bmcl.2010.11.080 5-hydroxytryptamine receptor 3A 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
25087753 10.1016/j.vascn.2014.07.002 Sodium channel protein type 5 subunit alpha 1
25087753 10.1016/j.vascn.2014.07.002 Voltage-dependent L-type calcium channel subunit alpha-1C 1

Data from ChEMBL 36 via Core Engine