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

General Information of Drug (ID: DR3545)
Drug Name
Guanfacine
Synonyms
GUANFACINE; Tenex; Guanfacinum [INN-Latin]; Guanfacina [INN-Spanish]; Estulic; Intuniv; N-amidino-2-(2,6-dichlorophenyl)acetamide; CHEBI:5558; INJOMKTZOLKMBF-UHFFFAOYSA-N; SPD 503; C9H9Cl2N3O; N-carbamimidoyl-2-(2,6-dichlorophenyl)acetamide; N-(diaminomethylidene)-2-(2,6-dichlorophenyl)acetamide; Guanfacine Monohydrochloride; NCGC00015469-05; Lon798; Guanfacine (INN); Estulic (TN); Tenex (Salt/Mix); Estulic (Salt/Mix); Tocris-1030; Prestwick1_000339; Prestwick3_000339; Prestwick2_000339; Prestwick0_000339; Lopac-G-1043
Indication Hepatocellular carcinoma [ICD11: 2C12] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 246.09 Topological Polar Surface Area 81.5
Heavy Atom Count 15 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
3519
ChEBI ID
CHEBI:5558
CAS Number
29110-47-2
Formula
C9H9Cl2N3O
Canonical SMILES
C1=CC(=C(C(=C1)Cl)CC(=O)N=C(N)N)Cl
InChI
InChI=1S/C9H9Cl2N3O/c10-6-2-1-3-7(11)5(6)4-8(15)14-9(12)13/h1-3H,4H2,(H4,12,13,14,15)
InChIKey
INJOMKTZOLKMBF-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
3-hydroxyguanfacine DM004711
132831
Oxidation - Oxidation 1 [3]
Guanfacine dihydro-diol DM004714 N. A. Multi-steps Reaction - Epoxidation; hydratuon 1 [3]
Guanfacine Metabolite M1 DM018524 N. A. Multi-steps Reaction - Epoxidation; hydration 1 [3]
Guanfacine Metabolite M4,5,7,8 DM018523 N. A. Conjugation - Glucuronidation 1 [3]
Guanfacine Metabolite M4,M5,M7,M8 DM019039 N. A. Conjugation - Glucuronidation 1 [3]
Guanfacine Metabolite M6 DM018522 N. A. Oxidation - Oxidation 1 [3]
HydroxyGuanfacine DM019040 N. A. Unclear - Unclear 1 [3]
Glucuronide of hydroxy-Guanfacine DM019037 N. A. Conjugation - Glucuronidation 2 [3]
Guanfacine Metabolite M2 DM018520 N. A. Conjugation - Glucuronidation 2 [3]
Guanfacine Metabolite M3 DM018521 N. A. Conjugation - Sulfation 2 [3]
Sulfate of hydroxy-Guanfacine DM019038 N. A. Conjugation - Sulfation 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
MR010578 Guanfacine 3-Hydroxyguanfacine Oxidation - Oxidation CYP3A4 [3]
MR010581 Guanfacine Guanfacine Metabolite M6 Oxidation - Oxidation CYP3A4 [3]
MR010584 Guanfacine Guanfacine Metabolite M4,5,7,8 Conjugation - Glucuronidation Unclear [3]
MR010585 Guanfacine Guanfacine Metabolite M1 Multi-steps Reaction - Epoxidation; hydration Unclear [3]
MR011446 Guanfacine Guanfacine Metabolite M4,M5,M7,M8 Conjugation - Glucuronidation Unclear [3]
MR011447 Guanfacine Guanfacine dihydro-diol Multi-steps Reaction - Epoxidation; hydratuon Unclear [3]
MR011448 Guanfacine HydroxyGuanfacine Unclear - Unclear Unclear [3]
MR010579 3-Hydroxyguanfacine Guanfacine Metabolite M2 Conjugation - Glucuronidation Unclear [3]
MR010580 3-Hydroxyguanfacine Guanfacine Metabolite M3 Conjugation - Sulfation Unclear [3]
MR011444 3-hydroxyGuanfacine Glucuronide of hydroxy-Guanfacine Conjugation - Glucuronidation Unclear [3]
MR011445 3-hydroxyGuanfacine Sulfate of hydroxy-Guanfacine Conjugation - Sulfation Unclear [3]
MR010582 Guanfacine Metabolite M6 Guanfacine Metabolite M2 Conjugation - Glucuronidation Unclear [3]
MR010583 Guanfacine Metabolite M6 Guanfacine Metabolite M3 Conjugation - Sulfation Unclear [3]
⏷ Show the Full List of 13 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
References
1 ClinicalTrials.gov (NCT03258476) Guanfacine Extended Release and Mindfulness Skills Therapy
2 Characterisation of seven medications approved for attention-deficit/hyperactivity disorder using in?vitro models of hepatic metabolism
3 Metabolite profiling of guanfacine in plasma and urine of healthy Japanese subjects after oral administration of guanfacine extended-release tablets

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