THYMIDINE TRIPHOSPHATE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C10H17N2O14P3
Molecular Weight	482.1683
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)C(=O)NC1=O

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	482.1683
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Gag-Pol polyprotein 6 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) Sources: https://www.ncbi.nlm.nih.gov/pubmed/15801860	Interacts 323		0.061 µM [Ki]

PubMed

Title	Date	PubMed
Human serum thymidine triphosphate nucleotidohydrolase: purification and properties of a new enzyme.	1982 Dec 21	6297538
Inhibition of HIV reverse transcriptase by 2',3'-dideoxynucleoside triphosphates.	1987 Dec 15	2446633
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	2472774
Human immunodeficiency virus reverse transcriptase. Substrate and inhibitor kinetics with thymidine 5'-triphosphate and 3'-azido-3'-deoxythymidine 5'-triphosphate.	1990 Nov 25	1700787
Beta-L-thymidine 5'-triphosphate analogs as DNA polymerase substrates.	1992 Dec 15	1281153
RNA-stimulated NTPase activity associated with yellow fever virus NS3 protein expressed in bacteria.	1993 Feb	8380474
Inhibition of human immunodeficiency virus type 1 integrase by 3'-azido-3'-deoxythymidylate.	1994 Jun 21	8016063
Enzymatic characterization of human immunodeficiency virus type 1 reverse transcriptase resistant to multiple 2',3'-dideoxynucleoside 5'-triphosphates.	1995 Oct 6	7559526
Comparative enzymatic study of HIV-1 reverse transcriptase resistant to 2',3'-dideoxynucleotide analogs using the single-nucleotide incorporation assay.	1997 Feb 4	9033399
Human immunodeficiency virus type 1 reverse transcriptase expressing the K70E mutation exhibits a decrease in specific activity and processivity.	1998 Aug	9687570
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	10432681
Structural basis for activation of alpha-boranophosphate nucleotide analogues targeting drug-resistant reverse transcriptase.	2000 Jul 17	10899107
Inhibition of the initiation of HIV-1 reverse transcription by 3'-azido-3'-deoxythymidine. Comparison with elongation.	2000 Sep 1	10864929
The valine-to-threonine 75 substitution in human immunodeficiency virus type 1 reverse transcriptase and its relation with stavudine resistance.	2001 Apr 27	11134027
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	12601008
Synthesis of 2',3'-dideoxynucleoside 5'-alpha-P-borano-beta,gamma-(difluoromethylene)triphosphates and their inhibition of HIV-1 reverse transcriptase.	2005 Apr 7	15801860
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	15616314
Hepatitis C virus helicase/NTPase: an efficient expression system and new inhibitors.	2008 Jun	18620531
Theoretical basis for reducing time-lines to the determination of positive Mycobacterium tuberculosis cultures using thymidylate kinase (TMK) assays.	2009 Mar 18	19296833
Impact of novel human immunodeficiency virus type 1 reverse transcriptase mutations P119S and T165A on 4'-ethynylthymidine analog resistance profile.	2009 Nov	19704131
Balancing antiviral potency and host toxicity: identifying a nucleotide inhibitor with an optimal kinetic phenotype for HIV-1 reverse transcriptase.	2012 Jul	22513406

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:47:24 UTC 2023` Edited by `admin` on `Fri Dec 15 19:47:24 UTC 2023`
Record UNII	QOP4K539MU
Record Status	`Validated (UNII)`
Record Version

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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