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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H17N2O14P3
Molecular Weight 482.1687
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THYMIDINE TRIPHOSPHATE

SMILES

Cc1cn([C@@]2([H])C[C@@]([H])([C@@]([H])(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)O)c(=O)nc1O

InChI

InChIKey=NHVNXKFIZYSCEB-XLPZGREQSA-N
InChI=1S/C10H17N2O14P3/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(24-8)4-23-28(19,20)26-29(21,22)25-27(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H17N2O14P3
Molecular Weight 482.1687
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P04585
Gene ID: 155348.0
Gene Symbol: gag-pol
Target Organism: Human immunodeficiency virus type 1 group M subtype B (isolate HXB2)|||(HIV-1)
0.061 µM [Ki]
PubMed

PubMed

TitleDatePubMed
Human serum thymidine triphosphate nucleotidohydrolase: purification and properties of a new enzyme.
1982 Dec 21
Separation of deoxythymidine-5'-triphosphatase from unspecific hydrolases. A recommended micromethod in the diagnostic evaluation of human carcinoma.
1984 Jul-Oct
Inhibition of HIV reverse transcriptase by 2',3'-dideoxynucleoside triphosphates.
1987 Dec 15
Reverse transcriptases from human immunodeficiency virus type 1 (HIV-1), HIV-2, and simian immunodeficiency virus (SIVMAC) are susceptible to inhibition by foscarnet and 3'-azido-3'-deoxythymidine triphosphate.
1988 Nov
Human immunodeficiency virus reverse transcriptase. Substrate and inhibitor kinetics with thymidine 5'-triphosphate and 3'-azido-3'-deoxythymidine 5'-triphosphate.
1990 Nov 25
Beta-L-thymidine 5'-triphosphate analogs as DNA polymerase substrates.
1992 Dec 15
HIV-1 reverse transcriptase inhibition by a dipyridodiazepinone derivative: BI-RG-587.
1992 Mar 17
Purification and characterization of two different thymidine-5'-triphosphosphate-hydrolysing enzymes in human serum.
1992 May
Lack of synergy in the inhibition of HIV-1 reverse transcriptase by combinations of the 5'-triphosphates of various anti-HIV nucleoside analogs.
1993 Dec
RNA-stimulated NTPase activity associated with yellow fever virus NS3 protein expressed in bacteria.
1993 Feb
Chiral discrimination of enantiomeric 2'-deoxythymidine 5'-triphosphate by HIV-1 reverse transcriptase and eukaryotic DNA polymerases.
1994 Apr 29
Inhibition of human immunodeficiency virus type 1 integrase by 3'-azido-3'-deoxythymidylate.
1994 Jun 21
Inhibition of human immunodeficiency virus type 1 reverse transcriptase by the 5'-triphosphate beta enantiomers of cytidine analogs.
1994 Oct
Enzymatic characterization of human immunodeficiency virus type 1 reverse transcriptase resistant to multiple 2',3'-dideoxynucleoside 5'-triphosphates.
1995 Oct 6
Comparative enzymatic study of HIV-1 reverse transcriptase resistant to 2',3'-dideoxynucleotide analogs using the single-nucleotide incorporation assay.
1997 Feb 4
Human immunodeficiency virus type 1 reverse transcriptase expressing the K70E mutation exhibits a decrease in specific activity and processivity.
1998 Aug
Structural determinants of HIV-1 reverse transcriptase stereoselectivity towards (beta)-L-deoxy- and dideoxy-pyrimidine nucleoside triphosphates: molecular basis for the combination of L-dideoxynucleoside analogs with non-nucleoside inhibitors in anti HIV chemotherapy.
1999 Apr-May
A mechanism of AZT resistance: an increase in nucleotide-dependent primer unblocking by mutant HIV-1 reverse transcriptase.
1999 Jul
Characterization and mutational analysis of the helicase and NTPase activities of hepatitis C virus full-length NS3 protein.
1999 Mar
Mechanism of inhibition of the human immunodeficiency virus type 1 reverse transcriptase by d4TTP: an equivalent incorporation efficiency relative to the natural substrate dTTP.
2000 Jan
Structural basis for activation of alpha-boranophosphate nucleotide analogues targeting drug-resistant reverse transcriptase.
2000 Jul 17
Inhibition of the initiation of HIV-1 reverse transcription by 3'-azido-3'-deoxythymidine. Comparison with elongation.
2000 Sep 1
The valine-to-threonine 75 substitution in human immunodeficiency virus type 1 reverse transcriptase and its relation with stavudine resistance.
2001 Apr 27
Assessment of the effect of phosphorylated metabolites of anti-human immunodeficiency virus and anti-hepatitis B virus pyrimidine analogs on the behavior of human deoxycytidylate deaminase.
2003 Jan
Introduction of the alpha-P-borano-group into deoxynucleoside triphosphates increases their selectivity to HIV-1 reverse transcriptase relative to DNA polymerases.
2003 Mar
Nevirapine resistance mutation at codon 181 of the HIV-1 reverse transcriptase confers stavudine resistance by increasing nucleotide substrate discrimination and phosphorolytic activity.
2003 May 2
Dioxolane guanosine 5'-triphosphate, an alternative substrate inhibitor of wild-type and mutant HIV-1 reverse transcriptase. Steady state and pre-steady state kinetic analyses.
2003 May 23
Antibodies to guanosine triphosphate misidentified as anti-double-stranded DNA antibodies in a patient with antinuclear antibody-negative lupus, due to buckling of insolubilized assay DNA.
2004 May
Borano-nucleotides: new analogues to circumvent HIV-1 RT-mediated nucleoside drug-resistance.
2005
Synthesis of 2',3'-dideoxynucleoside 5'-alpha-P-borano-beta,gamma-(difluoromethylene)triphosphates and their inhibition of HIV-1 reverse transcriptase.
2005 Apr 7
Mechanistic insights into the suppression of drug resistance by human immunodeficiency virus type 1 reverse transcriptase using alpha-boranophosphate nucleoside analogs.
2005 Feb 4
Drug resistance mutations in the nucleotide binding pocket of human immunodeficiency virus type 1 reverse transcriptase differentially affect the phosphorolysis-dependent primer unblocking activity in the presence of stavudine and zidovudine and its inhibition by efavirenz.
2005 Jan
Highly selective action of triphosphate metabolite of 4'-ethynyl D4T: a novel anti-HIV compound against HIV-1 RT.
2007 Mar
Hepatitis C virus helicase/NTPase: an efficient expression system and new inhibitors.
2008 Jun
Structural studies of nucleoside analog and feedback inhibitor binding to Drosophila melanogaster multisubstrate deoxyribonucleoside kinase.
2008 May
Theoretical basis for reducing time-lines to the determination of positive Mycobacterium tuberculosis cultures using thymidylate kinase (TMK) assays.
2009 Mar 18
Impact of novel human immunodeficiency virus type 1 reverse transcriptase mutations P119S and T165A on 4'-ethynylthymidine analog resistance profile.
2009 Nov
Balancing antiviral potency and host toxicity: identifying a nucleotide inhibitor with an optimal kinetic phenotype for HIV-1 reverse transcriptase.
2012 Jul
Effects of substitutions at the 4' and 2 positions on the bioactivity of 4'-ethynyl-2-fluoro-2'-deoxyadenosine.
2013 Dec
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 07:24:52 UTC 2021
Edited
by admin
on Sat Jun 26 07:24:52 UTC 2021
Record UNII
QOP4K539MU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THYMIDINE TRIPHOSPHATE
Systematic Name English
DTTP
Common Name English
THYMIDINE 5'-TRIPHOSPHATE
Systematic Name English
2'-DEOXYTHYMIDINE TRIPHOSPHATE
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
206-669-7
Created by admin on Sat Jun 26 07:24:52 UTC 2021 , Edited by admin on Sat Jun 26 07:24:52 UTC 2021
PRIMARY
EPA CompTox
365-08-2
Created by admin on Sat Jun 26 07:24:52 UTC 2021 , Edited by admin on Sat Jun 26 07:24:52 UTC 2021
PRIMARY
PUBCHEM
64968
Created by admin on Sat Jun 26 07:24:52 UTC 2021 , Edited by admin on Sat Jun 26 07:24:52 UTC 2021
PRIMARY
EVMPD
SUB48077
Created by admin on Sat Jun 26 07:24:52 UTC 2021 , Edited by admin on Sat Jun 26 07:24:52 UTC 2021
PRIMARY
FDA UNII
QOP4K539MU
Created by admin on Sat Jun 26 07:24:52 UTC 2021 , Edited by admin on Sat Jun 26 07:24:52 UTC 2021
PRIMARY
DRUG BANK
DB02452
Created by admin on Sat Jun 26 07:24:52 UTC 2021 , Edited by admin on Sat Jun 26 07:24:52 UTC 2021
PRIMARY
WIKIPEDIA
THYMIDINE TRIPHOSPHATE
Created by admin on Sat Jun 26 07:24:52 UTC 2021 , Edited by admin on Sat Jun 26 07:24:52 UTC 2021
PRIMARY
CAS
365-08-2
Created by admin on Sat Jun 26 07:24:52 UTC 2021 , Edited by admin on Sat Jun 26 07:24:52 UTC 2021
PRIMARY