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

General Information of Drug (ID: DR0792)
Drug Name
GTS-21
Synonyms
DMBX-A; DMBX-anabaseine; DMXB-A; DMXB-Anabaseine; LS-173500; SB16826; SCHEMBL2561893; (E)-3-((2,4-Dimethoxyphenyl)methylene)-3,4,5,6-tetrahydro-2,3'-bipyridine dihydrochloride; 2,3'-Bipyridine, 3-((2,4-dimethoxyphenyl)methylene)-3,4,5,6-tetrahydro-, dihydrochloride, (E)-; 3-(2,4-Dimethoxybenzylidene)anabaseine dihydrochloride; AC1O5PJQ; AN-16572; BC654014; CS-5486; DMXB; DMXBA; GTS 21 dihydrochloride; GTS-21 (dihydrochloride); GTS-21, >=97% (HPLC); Gts 21; Gts-21; HY-14564A; SCHEMBL12274790
Indication Schizophrenia [ICD11: 6A20] Phase 2 [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 381.3 Topological Polar Surface Area 43.7
Heavy Atom Count 25 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
6438361
PubChem SID
11968045 ; 26683766 ; 43031369 ; 50064513 ; 57368016 ; 78386875 ; 114555929 ; 126671486 ; 134223068 ; 134340067 ; 135076467 ; 152343602 ; 175427027 ; 179294197 ; 223660378 ; 228661872 ; 237364327
CAS Number
156223-05-1
TTD Drug ID
D0ZC3C
Formula
C19H22Cl2N2O2
Canonical SMILES
COC1=CC(=C(C=C1)C=C2CCCN=C2C3=CN=CC=C3)OC.Cl.Cl
InChI
1S/C19H20N2O2.2ClH/c1-22-17-8-7-14(18(12-17)23-2)11-15-5-4-10-21-19(15)16-6-3-9-20-13-16;;/h3,6-9,11-13H,4-5,10H2,1-2H3;2*1H/b15-11+;;
InChIKey
BXKYFUGAAFLYJL-BXGYHSFXSA-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
2-OH-GTS-21 DM005463 N. A. Oxidation - O-demethylation 1 [2]
4-OH-GTS-21 DM005461
135508231
Oxidation - O-demethylation 1 [2]
2-OH-GTS-21 glucuronide DM006884 N. A. Conjugation - Glucuronidation 2 [2]
2-OH-GTS-21-Glucuronide DM005464
100938386
Conjugation - Glucuronidation 2 [2]
4-OH-GTS-21 glucuronide DM006885 N. A. Conjugation - Glucuronidation 2 [2]
4-OH-GTS-21-Glucuronide DM005462
100938385
Conjugation - Glucuronidation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005812 GTS-21 4-OH-GTS-21 Oxidation - O-demethylation CYP1A2 ... [2]
MR005814 GTS-21 2-OH-GTS-21 Oxidation - O-demethylation CYP1A2 ... [2]
MR005815 2-OH-GTS-21 2-OH-GTS-21-Glucuronide Conjugation - Glucuronidation Unclear [2]
MR007482 2-OH-GTS-21 2-OH-GTS-21 glucuronide Conjugation - Glucuronidation Unclear [2]
MR005813 4-OH-GTS-21 4-OH-GTS-21-Glucuronide Conjugation - Glucuronidation Unclear [2]
MR007483 4-OH-GTS-21 4-OH-GTS-21 glucuronide Conjugation - Glucuronidation Unclear [2]
⏷ Show the Full List of 6 MR(s)
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 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A (CYP3A) DMEN065 . Not Available Not Available [2]
References
1 ClinicalTrials.gov (NCT02432066) Effects of GTS-21 on Smoking Behavior and Neurocognitive Functions.
2 Metabolism and disposition of GTS-21, a novel drug for Alzheimer's disease. Xenobiotica. 1999 Jul;29(7):747-62.

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