Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1329)
Drug Name
Praziquantel
Synonyms
Praziquantel (Biltricide); Praziquantelum [INN-Latin]; Pyquiton; praziquantel; Azinox; Biliricide; Biltricide; Cutter Tape Tabs; Droncit; Embay 8440; FSVJFNAIGNNGKK-UHFFFAOYSA-N; 2-(cyclohexylcarbonyl)-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquinolin-4-one; 2-cyclohexanecarbonyl-1H,2H,3H,4H,6H,7H,11bH-piperazino[2,1-a]isoquinolin-4-one; 4H-Pyrazino[2,1-a]isoquinolin-4-one, 2-(cyclohexylcarbonyl)-1,2,3,6,7,11b-hexahydro-; 55268-74-1; BRN 0761557; CCRIS 4114; Cesol; EINECS 259-559-6; MFCD00058531; MLS000038419; SMR000037139
Indication Schistosomiasis [ICD11: 1F86] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 312.4 Topological Polar Surface Area 40.6
Heavy Atom Count 23 Rotatable Bond Count 1
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
4891
PubChem SID
9571 ; 603043 ; 855582 ; 858012 ; 4500852 ; 7847537 ; 7980375 ; 8149489 ; 8153009 ; 10321427 ; 10589244 ; 11335305 ; 11360544 ; 11364013 ; 11366575 ; 11369137 ; 11371799 ; 11374102 ; 11377299 ; 11461516 ; 11466288 ; 11467408 ; 11485031 ; 11486035 ; 11489104 ; 11490366 ; 11492297 ; 11494933 ; 12015327 ; 15272465 ; 17405467 ; 22389787 ; 24278635 ; 24870350 ; 26611882 ; 26680161 ; 26747203 ; 26747204 ; 29223969 ; 46507082 ; 47217033 ; 47291354 ; 47589213 ; 47662536 ; 48035386 ; 48185224 ; 48259483 ; 48259484 ; 48334763 ; 48414364
ChEBI ID
CHEBI:91583
CAS Number
55268-74-1
TTD Drug ID
D0L9ZR
Formula
C19H24N2O2
Canonical SMILES
C1CCC(CC1)C(=O)N2CC3C4=CC=CC=C4CCN3C(=O)C2
InChI
1S/C19H24N2O2/c22-18-13-20(19(23)15-7-2-1-3-8-15)12-17-16-9-5-4-6-14(16)10-11-21(17)18/h4-6,9,15,17H,1-3,7-8,10-13H2
InChIKey
FSVJFNAIGNNGKK-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
10-hydroxypraziquantel DM002913
57330650
Oxidation - Hydroxylation 1 [5] , [3] , [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002112 Praziquantel 10-hydroxypraziquantel Oxidation - Hydroxylation CYP1A2 ... [5], [3], [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Cytochrome P450 3A43 (CYP3A43) DME0022 Homo sapiens
CP343_HUMAN
1.14.14.1
[4]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[4]
Cytochrome P450 3A7 (CYP3A7) DME0015 Homo sapiens
CP3A7_HUMAN
1.14.14.1
[4]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
⏷ Show the Full List of 6  DME(s)
References
1 Praziquantel was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Identification of human cytochrome P(450)s that metabolise anti-parasitic drugs and predictions of in vivo drug hepatic clearance from in vitro data. Eur J Clin Pharmacol. 2003 Sep;59(5-6):429-42.
3 Biotransformation of praziquantel by human cytochrome p450 3A4 (CYP 3A4). Acta Pol Pharm. 2006 Sep-Oct;63(5):381-5.
4 Rifampin markedly decreases plasma concentrations of praziquantel in healthy volunteers. Clin Pharmacol Ther. 2002 Nov;72(5):505-13.
5 In vitro and in vivo human metabolism and pharmacokinetics of S- and R-praziquantel Pharmacol Res Perspect. 2020 Aug;8(4):e00618. doi: 10.1002/prp2.618.

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