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Compound Detail

CHEMBL976

PRAZIQUANTEL
💊 Approved Drug
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💊 Approved Drug
O=C(C1CCCCC1)N1CC(=O)N2CCc3ccccc3C2C1

Basic Information

ChEMBL ID CHEMBL976
Name PRAZIQUANTEL
Phase Approved
Structure Type MOL
InChI Key FSVJFNAIGNNGKK-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Biltricide Cesol Cestocur Cisticid Cysticide EMBAY 8440 EMBAY-8440 NSC-757285 Prazicuantel Praziquantel Praziquantel component of broadline Praziquantel component of profender +1 more
6
Targets
31
Activities
2
Assay Types
7
PK Parameters
20
Publications
13
Known Names
7
Indications
2
Mechanisms

Molecular Properties

312.4
MW (Da)
2.53
ALogP
2
HBA
0
HBD
40.6
PSA (Ų)
0.80
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1982
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -antel
USAN Year 1978

Extended Properties

Molecular Formula C19H24N2O2
MW 312.41
Aromatic Rings 1
Heavy Atoms 23
NP-Likeness -0.81

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Voltage-activated calcium channel beta 1 subunit blocker BLOCKER Voltage-activated calcium channel beta 1 subunit
Voltage-activated calcium channel beta 2 subunit blocker BLOCKER Voltage-activated calcium channel beta 2 subunit

Indications

Helminthiasis Infections Opisthorchiasis Schistosomiasis Cysticercosis Schistosomiasis haematobia Schistosomiasis mansoni

ATC Classification

P02BA01
praziquantel
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTHELMINTICS

Activity Summary

EC50 21 meas. best 7.07
IC50 10 meas. best 7.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Schistosoma mansoni
CHEMBL612893
IC50 7.11 6.59 77.0 3
Schistosoma haematobium
CHEMBL4296598
EC50 7.07 7.07 84.4 1
Unchecked
CHEMBL612545
EC50 7.0 6.7033 100.0 3
Schistosoma mansoni
CHEMBL612893
EC50 6.97 6.37 106.9 15
Schistosoma japonicum
CHEMBL612644
EC50 6.79 6.79 161.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.0 4.95 10000.0 2
Bile salt export pump
CHEMBL6020
IC50 4.22 4.1333 60270.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 15739.22 ng.hr.mL-1 Homo sapiens
CL 17.38 uL.min-1.(10^6cells)-1 Homo sapiens
CL 52.0 mL.min-1.g-1 Homo sapiens
CL 790.0 mL.min-1.g-1 Mus musculus
Cmax 3200.92 nM Homo sapiens
T1/2 1.5 hr Homo sapiens
Tmax 3.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Schistosoma mansoni IC50 = 77.0 nM 7.11 Antischistosomal activity against Schistosoma mansoni Liberian adult worms asses... 35031451
Schistosoma haematobium EC50 = 84.4 nM 7.07 Concentration required to kill 50% of 84 day old worms 5 days after drug treatme... 34280206
Unchecked EC50 = 100.0 nM 7.0 Activation of Echinococcus granulosus in TRPM binding site of PZQ expressed in H... 37970586
Schistosoma mansoni IC50 = 100.0 nM 7.0 Antischistosomal activity against adult Schistosoma mansoni schistosomes incubat... 23013253
Schistosoma mansoni EC50 = 106.9 nM 6.97 Antischistosomal activity against adult stage of Schistosoma mansoni assessed as... 34536671
Schistosoma mansoni EC50 = 110.0 nM 6.96 Antischistosomal activity against adult male Schistosoma mansoni BH derived from... -
Schistosoma mansoni EC50 = 120.0 nM 6.92 Antischistosomal activity against adult male Schistosoma mansoni BH derived from... -
Unchecked EC50 = 120.0 nM 6.92 Activation of Mesocestoides corti in TRPM binding site of PZQ expressed in HEK29... 37970586
Schistosoma mansoni EC50 = 130.0 nM 6.89 Antischistosomal activity against adult female Schistosoma mansoni BH derived fr... -
Schistosoma mansoni EC50 = 130.0 nM 6.89 Antischistosomal activity against adult male Schistosoma mansoni BH derived from... -
Schistosoma japonicum EC50 = 161.0 nM 6.79 Concentration required to kill 50% of 42 day old worms 5 days after drug treatme... 34280206
Schistosoma mansoni EC50 = 220.0 nM 6.66 Antischistosomal activity against adult male Schistosoma mansoni BH assessed as ... 27396732
Schistosoma mansoni EC50 = 300.0 nM 6.52 Antischistosomal activity against adult female Schistosoma mansoni BH derived fr... -
Schistosoma mansoni EC50 = 300.0 nM 6.52 Concentration required to kill 50% of 42 day old worms 5 days after drug treatme... 34280206
Schistosoma mansoni EC50 = 640.0 nM 6.19 Antischistosomal activity against adult female Schistosoma mansoni BH assessed a... 27396732
Unchecked EC50 = 650.0 nM 6.19 Activation of Schistosoma mansoni in TRPM binding site of PZQ expressed in HEK29... 37970586
Schistosoma mansoni EC50 = 660.0 nM 6.18 Antischistosomal activity against adult female Schistosoma mansoni BH derived fr... -
Schistosoma mansoni EC50 = 880.0 nM 6.06 Antischistosomal activity against Schistosoma mansoni Puerto-Rican schistosomula... 34536671
Schistosoma mansoni EC50 = 1140.0 nM 5.94 Antischistosomal activity against Schistosoma mansoni Puerto-Rican schistosomula... 34536671
Schistosoma mansoni EC50 = 1600.0 nM 5.8 Anthelmintic activity against sexually mature Schistosoma mansoni PR-1 adult wor... 24775301

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
30108926 10.1039/C7MD00590C Schistosoma japonicum 20
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22264473 10.1016/j.bmcl.2011.12.133 Schistosoma japonicum 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20303754 10.1016/j.bmcl.2010.03.001 Schistosoma mansoni 7
19704122 10.1128/aac.00840-09 Schistosoma mansoni 7
- 10.1039/C5MD00596E Schistosoma mansoni 6
34536671 10.1016/j.ejmech.2021.113823 Schistosoma mansoni 6
19596887 10.1128/aac.00640-09 Schistosoma mansoni 6
37970586 10.1021/acsmedchemlett.3c00350 Unchecked 5
28495384 10.1016/j.bmc.2017.04.031 Schistosoma mansoni 4
23707253 10.1016/j.bmcl.2013.04.085 Schistosoma japonicum 4
37970586 10.1021/acsmedchemlett.3c00350 Echinococcus multilocularis 4
25016371 10.1016/j.ejmech.2014.07.007 Schistosoma mansoni 4
28495384 10.1016/j.bmc.2017.04.031 ADMET 4
28495384 10.1016/j.bmc.2017.04.031 Homo sapiens 4
20014752 10.1021/tx900326k Hepatotoxicity 3

Data from ChEMBL 36 via Core Engine