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

General Information of Drug (ID: DR1592)
Drug Name
Ticlopidine
Synonyms
Ticlopidina; Ticlopidina [INN-Spanish]; PCR 5332; PHWBOXQYWZNQIN-UHFFFAOYSA-N; Ticlid; Ticlopidine [INN:BAN]; Ticlopidinum; Ticlopidinum [INN-Latin]; ticlopidine; 5-((2-Chlorophenyl)methyl)-4,5,6,7-tetrahydrothieno(3,2-c)pyridine; 5-(2-Chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine; 5-[(2-chlorophenyl)methyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridine; 5-[(2-chlorophenyl)methyl]-4H,5H,6H,7H-thieno[3,2-c]pyridine; 55142-85-3; BRN 1216802; C14H14ClNS; CHEBI:9588; EINECS 259-498-5; UNII-OM90ZUW7M1; OM90ZUW7M1
Indication Cerebral stroke [ICD11: 8B11] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 263.8 Topological Polar Surface Area 31.5
Heavy Atom Count 17 Rotatable Bond Count 2
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
5472
PubChem SID
9349 ; 5650061 ; 7980793 ; 8153361 ; 10526772 ; 11112786 ; 11466075 ; 11467195 ; 11485830 ; 15197138 ; 26751617 ; 29224517 ; 46504438 ; 47291227 ; 47440368 ; 47589090 ; 48110545 ; 48416628 ; 49698319 ; 50053360 ; 50085878 ; 50100522 ; 50139240 ; 50661300 ; 57288855 ; 57322795 ; 61110231 ; 85209800 ; 85787491 ; 90945105 ; 92308854 ; 92714062 ; 93167187 ; 93625532 ; 96025278 ; 99309316 ; 103219164 ; 104171328 ; 104309332 ; 117785149 ; 124882622 ; 124882623 ; 124882624 ; 124882625 ; 124882626 ; 124882627 ; 125203923 ; 126629679 ; 126666024 ; 128918298
ChEBI ID
ChEBI:9588
CAS Number
55142-85-3
TTD Drug ID
D05LBU
Formula
C14H14ClNS
Canonical SMILES
C1CN(CC2=C1SC=C2)CC3=CC=CC=C3Cl
InChI
1S/C14H14ClNS/c15-13-4-2-1-3-11(13)9-16-7-5-14-12(10-16)6-8-17-14/h1-4,6,8H,5,7,9-10H2
InChIKey
PHWBOXQYWZNQIN-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
2-Chloroticlopidine DM004644
12570090
Unclear 1 [2]
2-Oxoticlopidine DM004637
134227
Unclear 1 [2]
7-Hydroxyticlopidine DM004648
12337017
Unclear 1 [4]
Dehydrogenated ticlopidine DM004645
348282822
Oxidation - Dehydrogenation 1 [2]
Di-Hydroxyticlopidine DM004647 N. A. Unclear 1 [2]
Thienodihydropyridinium DM004639
71314787
Oxidation - Dehydrogenation 1 [2]
Ticlopidine N-oxide DM004646 N. A. Oxidation - N-oxidation 1 [2]
Ticlopidine S-oxide DM004642 N. A. Unclear 1 [2]
Active metabolite of Ticlopidine DM004638 N. A. Unclear 2 [2]
Thienopyridinium DM004641 N. A. Unclear 2 [2]
Ticlopidine lactam analog (M8) DM004640 N. A. Unclear 2 [2]
Ticlopidine S-oxide dimer DM004643 N. A. Unclear 2 [2]
⏷ Show the Full List of 12  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004982 Ticlopidine 2-Oxoticlopidine Unclear CYP3A4 ... [2]
MR004984 Ticlopidine Thienodihydropyridinium Oxidation - Dehydrogenation MPO ... [2]
MR004987 Ticlopidine Ticlopidine S-oxide Unclear CYP3A4 ... [2]
MR004989 Ticlopidine 2-Chloroticlopidine Unclear MPO [2]
MR004990 Ticlopidine Dehydrogenated ticlopidine Oxidation - Dehydrogenation MPO [2]
MR004991 Ticlopidine Ticlopidine N-oxide Oxidation - N-oxidation MPO [2]
MR004992 Ticlopidine Di-Hydroxyticlopidine Unclear CYP2C19 [2]
MR004993 Ticlopidine 7-Hydroxyticlopidine Unclear CYP3A4 ... [4]
MR004983 2-Oxoticlopidine Active metabolite of Ticlopidine Unclear Unclear [2]
MR004985 Thienodihydropyridinium Ticlopidine lactam analog (M8) Unclear CYP3A4 [2]
MR004986 Thienodihydropyridinium Thienopyridinium Unclear MPO ... [2]
MR004988 Ticlopidine S-oxide Ticlopidine S-oxide dimer Unclear Unclear [2]
⏷ Show the Full List of 12 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
Myeloperoxidase (MPO) DME0096 Homo sapiens
PERM_HUMAN
1.11.2.2
[2]
References
1 Ticlopidine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675.
3 Effect of health foods on cytochrome P450-mediated drug metabolism. J Pharm Health Care Sci. 2017 May 10;3:14.
4 DrugBank(Pharmacology-Metabolism):Ticlopidine

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