Compound Detail

CHEMBL56564

TROPISETRON

🧪 Phase III

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🧪 Phase III

CN1[C@@H]2CC[C@H]1C[C@@H](OC(=O)c1c[nH]c3ccccc13)C2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL56564
Name	TROPISETRON
Phase	Phase III
Structure Type	MOL
InChI Key	ZNRGQMMCGHDTEI-ITGUQSILSA-N
Therapeutic	✓ Yes

Known Names

ICS-205-930 Navoban Novaban NSC-759842 SDZ-ICS-930 Tropisetron Tropisetron (as hydrochloride) Tropisetron hcl Tropisetron hydrochloride Tropisetron monohydrochloride

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

284.4

MW (Da)

2.95

ALogP

HBA

HBD

45.3

PSA (Å²)

0.86

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Stem

-setron; trop-

Extended Properties

Molecular Formula	C17H20N2O2
MW	284.36
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	0.37

Mechanism of Action

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

Indications

Nausea Nausea Pain

ATC Classification

A04AA03

tropisetron

Level 1: ALIMENTARY TRACT AND METABOLISM

Level 2: ANTIEMETICS AND ANTINAUSEANTS

Activity Summary

Ki 35 meas. best 9.22

IC50 13 meas. best 8.9

Kd 8 meas. best 10.6

EC50 4 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serotonin 3 (5-HT3) receptor CHEMBL2094132	Kd	10.6	9.36	0.0	5
Serotonin 3 (5-HT3) receptor CHEMBL2094116	Ki	9.22	8.7775	0.6	12
Serotonin 3 (5-HT3) receptor CHEMBL2094116	IC50	8.9	8.725	1.3	4
Unchecked CHEMBL612545	Ki	8.82	6.8233	1.5	3
5-hydroxytryptamine receptor 3A CHEMBL1899	Ki	8.57	8.4925	2.7	4
Serotonin 3 receptor (5HT3) CHEMBL2111333	Ki	8.42	8.42	3.8	1
Serotonin 3 (5-HT3) receptor CHEMBL2094132	Ki	8.28	7.88	5.3	2
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	8.28	8.28	5.3	1
Unchecked CHEMBL612545	IC50	8.17	6.5467	6.8	3
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL3365	Ki	8.16	8.16	6.9	1
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL2492	Ki	8.16	8.16	6.9	2
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL4980	EC50	8.0	6.945	10.0	2
5-hydroxytryptamine receptor 3A CHEMBL3666	Kd	7.52	7.52	30.2	1
5-hydroxytryptamine receptor 4 CHEMBL5017	Ki	7.27	7.085	54.0	2
5-hydroxytryptamine receptor 4 CHEMBL4317	Ki	7.2	7.2	63.0	1
5-hydroxytryptamine receptor 4 CHEMBL1875	Ki	6.7	6.7	199.5	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.59	6.59	259.0	1
5-hydroxytryptamine receptor 4 CHEMBL5017	IC50	6.49	5.995	324.0	2
Sodium-dependent serotonin transporter CHEMBL228	IC50	6.31	6.31	488.0	1
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL2492	EC50	5.89	5.89	1300.0	2
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	IC50	5.75	5.75	1800.0	1
5-hydroxytryptamine receptor 4 CHEMBL5017	Kd	5.7	5.7	1995.3	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	5.61	5.61	2479.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	IC50	5.46	5.46	3450.0	1
Neuronal acetylcholine receptor subunit alpha-3 CHEMBL3068	Ki	4.8	4.8	16000.0	1
Acetylcholine receptor; alpha1/beta1/delta/gamma CHEMBL1907588	Ki	4.57	4.57	27000.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	Ki	4.26	4.26	55000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	22.0	mL.min-1.g-1	Homo sapiens
CL	26.0	mL.min-1.kg-1	Homo sapiens
F	60.0	%	Homo sapiens
Fu	0.053	-	Homo sapiens
Fu	0.064	-	Macaca fascicularis
Fu	0.047	-	Canis lupus familiaris
Fu	0.048	-	Cavia porcellus
Fu	0.059	-	Mus musculus
Fu	0.045	-	Rattus norvegicus
Fu	0.056	-	Rattus norvegicus
MRT	6.3	hr	Homo sapiens
T1/2	5.6	hr	Homo sapiens
T1/2	5.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serotonin 3 (5-HT3) receptor	Kd	=	0.02512	nM	10.6	Evaluated for the antagonistic activity against Serotonin 5-hydroxytryptamine 3 ...	-
Serotonin 3 (5-HT3) receptor	Kd	=	0.0631	nM	10.2	Antagonistic activity against Serotonin 5-hydroxytryptamine 3 receptor in isolat...	-
Serotonin 3 (5-HT3) receptor	Kd	=	0.0631	nM	10.2	Binding affinity to 5-hydroxytryptamine 3 receptor of neuronal in the afferent r...	2342053
Serotonin 3 (5-HT3) receptor	Ki	=	0.6026	nM	9.22	Binding affinity to 5-hydroxytryptamine 3 receptor using [3H]quipazine as radiol...	2342053
Serotonin 3 (5-HT3) receptor	IC50	=	1.259	nM	8.9	Compound was evaluated for the displacement of [3H]Q-ICS-205-930 from 5-HT3 reco...	1552497
Serotonin 3 (5-HT3) receptor	Ki	=	1.28	nM	8.89	In vitro displacement of [3H]-LY 278584 from rat cerebral cortex 5-hydroxytrypta...	-
Serotonin 3 (5-HT3) receptor	Ki	=	1.288	nM	8.89	pKi value for inhibition of [3H]LY-278584 binding to 5-hydroxytryptamine 3 recep...	2258903
Serotonin 3 (5-HT3) receptor	Ki	=	1.28	nM	8.89	Inhibitory activity against 5-hydroxytryptamine 3 receptor in rat cortical membr...	2258903
Serotonin 3 (5-HT3) receptor	IC50	=	1.4	nM	8.85	Inhibition of 5-HT (1 ug/mL) induced depolarization in rat vagus nerve (5-hydrox...	-
Unchecked	Ki	=	1.519	nM	8.82	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT3 radioligand binding (ligand: [...	-
Serotonin 3 (5-HT3) receptor	Ki	=	1.55	nM	8.81	Binding affinity towards rat 5-hydroxytryptamine 3 receptor was evaluated	11755351
Serotonin 3 (5-HT3) receptor	Ki	=	1.57	nM	8.8	In vitro affinity for 5-hydroxytryptamine 3 (5-HT3) receptor by displacement of ...	9341912
Serotonin 3 (5-HT3) receptor	Ki	=	1.585	nM	8.8	In vitro by displacement of [3H]LY-278584 from 5-hydroxytryptamine 3 receptor on...	9046349
Serotonin 3 (5-HT3) receptor	Ki	=	1.71	nM	8.77	Concentration that inhibits the binding of radioligand, [3H]-ICS 205930, to 5-hy...	1695682
Serotonin 3 (5-HT3) receptor	Ki	=	1.995	nM	8.7	Binding affinity against 5-hydroxytryptamine 3 (5-HT3) receptor in rat brain cor...	8410977
Serotonin 3 (5-HT3) receptor	IC50	=	2.3	nM	8.64	Binding affinity was evaluated in vitro by displacement of [3H]zacopride radioli...	-
5-hydroxytryptamine receptor 3A	Ki	=	2.7	nM	8.57	Binding affinity towards 5-hydroxytryptamine 3 receptor by displacement of [3H]2...	2213824
5-hydroxytryptamine receptor 3A	Ki	=	2.7	nM	8.57	In vitro binding affinity for the 5-hydroxytryptamine 3 receptor was determined ...	2145434
Serotonin 3 (5-HT3) receptor	Ki	=	2.7	nM	8.57	In vitro displacement of [3H]ICS-205-930 from 5-hydroxytryptamine 3 receptor in ...	2296012
5-hydroxytryptamine receptor 3A	Ki	=	2.818	nM	8.55	Binding affinity at 5HT3 receptor	19261477

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	270
-	10.5281/zenodo.13943903	ADMET	89
1732548	10.1021/jm00080a016	Serotonin 3 (5-HT3) receptor	15
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
21474681	10.1124/dmd.111.038778	Brain	5
2342053	10.1021/jm00168a011	Serotonin 3 (5-HT3) receptor	5
9341912	10.1021/jm970060o	Serotonin 3 (5-HT3) receptor	4
-	10.6019/CHEMBL4651402	SARS-CoV-2	4
19425598	10.1021/jm900018b	5-hydroxytryptamine receptor 3A	4
18426954	10.1124/dmd.108.020479	ADMET	4
11212100	10.1016/s0960-894x(00)00670-3	Neuronal acetylcholine receptor subunit alpha-7	3
37468498	10.1038/s41467-023-40064-9	Nuclear receptor subfamily 1 group I member 2	3
-	10.1016/S0960-894X(01)80182-7	Serotonin 3 (5-HT3) receptor	3
21919481	10.1021/jm2007672	Neuronal acetylcholine receptor subunit alpha-7	3
-	10.1016/S0960-894X(00)80170-5	Serotonin 3 (5-HT3) receptor	3
3625701	10.1021/jm00392a001	Serotonin 3 (5-HT3) receptor	3
-	10.1016/S0960-894X(00)80170-5	5-hydroxytryptamine receptor 4	2
2258903	10.1021/jm00174a013	Serotonin 3 (5-HT3) receptor	2
15050614	10.1016/j.bmcl.2003.09.104	Neuronal acetylcholine receptor; alpha4/beta2	2

Data from ChEMBL 36 via Core Engine