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

General Information of Drug (ID: DR0965)
Drug Name
Lisuride
Synonyms
LISURIDE; Lisurida; Lisurida [INN-Spanish]; Lisuride (INN); Lisuride (S)(-); Lisuride [INN]; Lisuridum; Lisuridum [INN-Latin]; Lysurid; Lysuride; Methylergol Carbamide; lisuride maleate; 1,1-diethyl-3-[(8alpha)-6-methyl-9,10-didehydroergolin-8-yl]urea; 18016-80-3; 3-(9,10-Didehydro-6-methylergolin-8alpha-yl)-1,1-diethylurea; C20H26N4O; CHEBI:51164; CHEMBL157138; E0QN3D755O; EINECS 241-925-1; N'-((8alpha)-9,10-Didehydro-6-methylergolin-8-yl)-N,N-diethylurea; UNII-E0QN3D755O
Indication Parkinsonism [ICD11: 8A00] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 338.4 Topological Polar Surface Area 51.4
Heavy Atom Count 25 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
28864
PubChem SID
7979782 ; 8170644 ; 10321508 ; 11466134 ; 11467254 ; 11485767 ; 14827074 ; 16304643 ; 34671274 ; 46505557 ; 47216935 ; 47440423 ; 47515485 ; 47810926 ; 47885573 ; 48416176 ; 49698348 ; 50060231 ; 56464344 ; 57309764 ; 57310710 ; 76836308 ; 92125058 ; 96024822 ; 103408740 ; 103914001 ; 103952701 ; 104303892 ; 124749968 ; 124893624 ; 127339697 ; 127339698 ; 127339699 ; 127339700 ; 127339701 ; 127529620 ; 134337569 ; 134340181 ; 134340461 ; 135269077 ; 135650525 ; 137001465 ; 137225007 ; 142950042 ; 160963934 ; 163304387 ; 164761611 ; 179150133 ; 224890570 ; 226428258
ChEBI ID
ChEBI:51164
CAS Number
18016-80-3
TTD Drug ID
D0X7KB
Formula
C20H26N4O
Canonical SMILES
CCN(CC)C(=O)NC1CN(C2CC3=CNC4=CC=CC(=C34)C2=C1)C
InChI
1S/C20H26N4O/c1-4-24(5-2)20(25)22-14-10-16-15-7-6-8-17-19(15)13(11-21-17)9-18(16)23(3)12-14/h6-8,10-11,14,18,21H,4-5,9,12H2,1-3H3,(H,22,25)/t14-,18+/m0/s1
InChIKey
BKRGVLQUQGGVSM-KBXCAEBGSA-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
Lisuride Metabolite L1 DM003295 N. A. Unclear 1 [3]
Lisuride Metabolite L10 DM003293 N. A. Unclear 1 [3]
Lisuride Metabolite L2 DM003290 N. A. Oxidation - N-dealkylation 1 [3]
Lisuride Metabolite L5 DM003296 N. A. Unclear 1 [3]
Lisuride Metabolite L6 DM003297 N. A. Oxidation - N-dealkylation 1 [3]
Lisuride Metabolite L7 DM003298 N. A. Oxidation - N-dealkylation 1 [3]
Lisuride Metabolite L8 DM003299 N. A. Unclear 1 [3]
Lisuride Metabolite L9 DM003300 N. A. Unclear 1 [3]
Lisuride Metabolite L11 DM003294 N. A. Unclear 2 [3]
Lisuride Metabolite L3 DM003291 N. A. Oxidation - N-dealkylation 2 [3]
Lisuride Metabolite L4 DM003292 N. A. Oxidation - N-dealkylation 2 [3]
⏷ Show the Full List of 11  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003725 Lisuride Lisuride Metabolite L2 Oxidation - N-dealkylation Unclear [3]
MR003728 Lisuride Lisuride Metabolite L10 Unclear Unclear [3]
MR003730 Lisuride Lisuride Metabolite L1 Unclear Unclear [3]
MR003731 Lisuride Lisuride Metabolite L5 Unclear Unclear [3]
MR003732 Lisuride Lisuride Metabolite L6 Oxidation - N-dealkylation Unclear [3]
MR003733 Lisuride Lisuride Metabolite L7 Oxidation - N-dealkylation Unclear [3]
MR003734 Lisuride Lisuride Metabolite L8 Unclear Unclear [3]
MR003735 Lisuride Lisuride Metabolite L9 Unclear Unclear [3]
MR003729 Lisuride Metabolite L10 Lisuride Metabolite L11 Unclear Unclear [3]
MR003726 Lisuride Metabolite L2 Lisuride Metabolite L3 Oxidation - N-dealkylation Unclear [3]
MR003727 Lisuride Metabolite L2 Lisuride Metabolite L4 Oxidation - N-dealkylation Unclear [3]
⏷ Show the Full List of 11 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 ClinicalTrials.gov (NCT00408915) Continuous Application of Lisuride in Parkinson's Disease by Subcutaneous Infusion.
2 Stable expression of human cytochrome P450 3A4 in V79 cells and its application for metabolic profiling of ergot derivatives. Eur J Pharmacol. 1995 Oct 6;293(3):183-90.
3 The pharmacokinetics and biotransformation of 14C-lisuride hydrogen maleate in rhesus monkey and in man

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