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

General Information of Drug (ID: DR3190)
Drug Name
Flupirtine
Synonyms
Flupirtine; 56995-20-1; Flupirtine [INN:BAN]; Flupirtinum [INN-Latin]; Flupirtino [INN-Spanish]; UNII-MOH3ET196H; C15H17FN4O2; EINECS 260-503-8; MOH3ET196H; JUUFBMODXQKSTD-UHFFFAOYSA-N; ethyl N-[2-amino-6-[(4-fluorophenyl)methylamino]pyridin-3-yl]carbamate; D 9998; flupirtin maleate; ethyl 2-amino-6-(4-fluorobenzylamino)pyridin-3-ylcarbamate; Flupirtinum; Flupirtino; MLS002153180; Carbamic acid, (2-amino-6-(((4-fluorophenyl)methyl)amino)-3-pyridinyl)-, ethyl ester; NCGC00015451-03; SMR001230672; Flupirtin; Carbamic acid, [2-ami
Indication Cancer related pain [ICD11: MG30] Phase 2 [1]
Fibromyalgia [ICD11: ICD11: MG30] Phase 2 [2]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 304.32 Topological Polar Surface Area 89.3
Heavy Atom Count 22 Rotatable Bond Count 6
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
53276
ChEBI ID
CHEBI:94646
CAS Number
56995-20-1
TTD Drug ID
D0SD9V
Formula
C15H17FN4O2
Canonical SMILES
CCOC(=O)NC1=C(N=C(C=C1)NCC2=CC=C(C=C2)F)N
InChI
InChI=1S/C15H17FN4O2/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20)
InChIKey
JUUFBMODXQKSTD-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
D13223 DM016585
131698863
Hydrolysis - Hydrolysis 1 [3]
Flupirtine metabolite 14 DM017356 N. A. Unclear - Unclear 1 [3]
Flupirtine metabolite 15 DM016874
167996294
Conjugation - Glucuronidation 1 [3]
Flupirtine metabolite 16 DM016873
167996293
Conjugation - Glucuronidation 1 [3]
Flupirtine metabolite 10 DM017355 N. A. Oxidation - Oxidation 2 [3]
Flupirtine metabolite 17 DM016875
167996295
Conjugation - Glucuronidation 2 [3]
Flupirtine metabolite 18 DM016872
167996290
Conjugation - Glucuronidation 2 [3]
Flupirtine metabolite M466 DM017357 N. A. Unclear - Unclear 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008478 Flupirtine D13223 Hydrolysis - Hydrolysis NAT1 ... [3]
MR008482 Flupirtine Flupirtine metabolite 14 Unclear - Unclear POD [3]
MR008484 Flupirtine Flupirtine metabolite 15 Conjugation - Glucuronidation UGT [3]
MR008485 Flupirtine Flupirtine metabolite 16 Conjugation - Glucuronidation UGT [3]
MR008479 D13223 Flupirtine metabolite 10 Oxidation - Oxidation POD [3]
MR008480 D13223 Flupirtine metabolite 17 Conjugation - Glucuronidation UGT [3]
MR008481 D13223 Flupirtine metabolite 18 Conjugation - Glucuronidation UGT [3]
MR008483 Flupirtine metabolite 14 Flupirtine metabolite M466 Unclear - Unclear Unclear [3]
⏷ Show the Full List of 8 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
horseradish peroxidase (HRP) DMEN815 Homo sapiens Not Available Not Available [3]
N-acetyltransferase 1 (NAT1) DME0050 Homo sapiens
ARY1_HUMAN
2.3.1.5
[3]
N-acetyltransferase 2 (NAT2) DME0051 Homo sapiens
ARY2_HUMAN
2.3.1.5
[3]
peroxidase (POD) DMEN093 Bacteroides fragilis Not Available Not Available [3]
UDP-glucuronyltransferase (UGT) DMEN064 . Not Available Not Available [3]
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2598).
2 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2598).
3 Investigation of the in vitro metabolism of the analgesic flupirtine

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