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Drug-Target Interaction

Drug

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PubChem ID:5472
Structure:
Synonyms:
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]-6,7-dihydro-4H-thieno[3,2-c]pyridine
53-32C
55142-85-3
AC-15204
AC1L1KFB
BB_SC-2114
BIDD:PXR0169
BPBio1_000191
BRD-K00603606-003-03-4
BRN 1216802
BSPBio_000173
C07140
C14H14ClNS
CAS-53885-35-1
CHEBI:9588
CHEMBL833
D08594
DB00208
EINECS 259-498-5
HMS2089I18
L001108
LS-152434
MLS001201825
NCGC00016872-01
NCGC00016872-02
NCGC00016872-03
NCGC00016872-04
NCGC00016872-05
NCGC00016872-06
NCGC00016872-07
NCGC00016872-09
NCGC00016872-10
NCGC00024361-04
PCR 5332
Prestwick0_000047
Prestwick1_000047
Prestwick2_000047
Prestwick3_000047
SMR000641861
SPBio_002094
STK589340
STOCK5S-54105
Thieno(3,2-c)pyridine, 4,5,6,7-tetrahydro-5-((2-chlorophenyl)methyl)-
Thieno(3,2-c)pyridine, 5-((2-chlorophenyl)methyl)-4,5,6,7-tetrahydro-
Thieno[3,2-c]pyridine, 5-[(2-chlorophenyl)methyl]-4,5,6,7-tetrahydro-
Ticlid
Ticlodix
Ticlodone
Ticlopidin-Puren (TN)
Ticlopidina
Ticlopidina [INN-Spanish]
Ticlopidine
Ticlopidine (INN)
Ticlopidine HCL
TICLOPIDINE HYDROCHLORIDE
Ticlopidine [INN:BAN]
Ticlopidinum
Ticlopidinum [INN-Latin]
UNII-OM90ZUW7M1
UNM-0000345023
ZINC19594599
ATC-Codes:
Side-Effects:
Side-EffectFrequency
headache0
pancytopenia0
pain0
gastrointestinal hemorrhage0
ecchymosis0
hepatic failure0
vomiting0
tinnitus0
diarrhea0
sepsis0
asthenia0
colitis0
hepatic necrosis0
anaphylaxis0
allergic reaction0
serum sickness0
eosinophilia0
allergic alveolitis0
hyponatremia0
peptic ulcer0
thrombocythemia0
arthrosis0
anorexia0
nausea0
dyspepsia0
nephrotic syndrome0
epistaxis0
flatulence0
purpura0
positive ana0
hematuria0
angioedema0
jaundice0
peripheral neuropathy0
erythema multiforme0
rash0
thrombocytopenia0
hepatitis0
hemorrhage0
exfoliative dermatitis0
myositis0
renal failure0
urticaria0
hemolytic anemia0
pruritus0
dizziness0
leukemia0
lupus0
stevens - johnson syndrome0
vasculitis0

Target

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Uniprot ID:CP2B6_HUMAN
Synonyms:
CYPIIB6
Cytochrome P450 2B6
P450 IIB1
EC-Numbers:1.14.14.1
Organism:Homo sapiens
Human
PDB IDs:-

Binding Affinities:

Ki: Kd:Ic 50:Ec50/Ic50:
----
----
----

References:

14563790
Potent mechanism-based inhibition of human CYP2B6 by clopidogrel and ticlopidine.. Tanja Richter; Thomas E Mürdter; Georg Heinkele; Jürgen Pleiss; Stephan Tatzel; Matthias Schwab; Michel Eichelbaum; Ulrich M Zanger (2004) The Journal of pharmacology and experimental therapeutics display abstract
The thienopyridine derivatives ticlopidine and clopidogrel are inhibitors of ADP-induced platelet aggregation. Pharmacological activity of these prodrugs depends on cytochrome P450 (P450)-dependent oxidation to the active antithrombotic agent. In this study, we investigated the interaction potential of clopidogrel and ticlopidine by using human liver microsomes and recombinantly expressed P450 isoforms. Both clopidogrel and ticlopidine inhibited CYP2B6 with highest potency and CYP2C19 with lower potency. Clopidogrel also inhibited CYP2C9, and ticlopidine also inhibited CYP1A2, with lower potency. Inhibition of CYP2B6 was time- and concentration-dependent, and as shown by dialysis experiments, it was irreversible and dependent on NADPH, suggesting a mechanism-based mode of action. Inactivation was of nonpseudo-firstorder type with maximal rates of inactivation (K(inact)) for clopidogrel and ticlopidine in microsomes (recombinant CYP2B6) of 0.35 (1.5 min(-1)) and 0.5 min(-1) (0.8 min(-1)), respectively, and half-maximal inactivator concentrations (KI) were 0.5 microM (1.1 microM) for clopidogrel and 0.2 microM (0.8 microM) for ticlopidine. Inhibition was attenuated by the presence of alternative active site ligands but not by nucleophilic trapping agents or reactive oxygen scavengers, further supporting mechanism-based action. A chemical mechanism is discussed based on the known metabolic activation of clopidogrel and on the finding that hemoprotein integrity of recombinant CYP2B6 was not affected by irreversible inhibition. These results suggest the possibility of drug interactions between thienopyridine derivates and drug substrates of CYP2B6 and CYP2C19.
15155554
Selective inhibition of CYP2B6-catalyzed bupropion hydroxylation in human liver microsomes in vitro.. Miia Turpeinen; Riina Nieminen; Tarja Juntunen; Päivi Taavitsainen; Hannu Raunio; Olavi Pelkonen (2004) Drug metabolism and disposition: the biological fate of chemicals display abstract
Some inhibitory agents against CYP2B6 have been reported, but none of these has been extensively characterized or compared with others, as to the potency and selectivity of inhibition toward CYP2B6. The goal of this work was to find a selective and potent chemical in vitro inhibitor toward CYP2B6 using bupropion hydroxylation as a model reaction. At the initial screening of more than 30 substances, ticlopidine, triethylenethiophosphoramide (thioTEPA), metyrapone, xanthate C8, and benzylisothiocyanate displayed IC(50) values of
15961986