Local view for "http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugs/DB02745"
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drugbank:description |
"
58-96-8
experimental
Hidetoshi Yoshioka, Eiji Kojima, Shuji Ishida, Hiroyuki Yoshioka, Kunichika Murakami, "2',3'-dideoxy-4-thio-uridine derivatives, process for their preparation and antivirus agents using them." U.S. Patent US4954485, issued June, 1970.
This compound belongs to the pyrimidine nucleosides and analogues. These are compounds comprising a pyrimidine base attached to a sugar.
Pyrimidine Nucleosides and Analogues
Organic Compounds
Organooxygen Compounds
Carbohydrates and Carbohydrate Conjugates
Glycosyl Compounds
Pentoses
Pyrimidones
Hydropyrimidines
Tetrahydrofurans
Oxolanes
Secondary Alcohols
1,2-Diols
Primary Alcohols
Ethers
Polyamines
pentose monosaccharide
pyrimidone
hydropyrimidine
monosaccharide
pyrimidine
oxolane
tetrahydrofuran
secondary alcohol
1,2-diol
ether
primary alcohol
polyamine
alcohol
organonitrogen compound
amine
logP
-1.8
ALOGPS
logS
-0.26
ALOGPS
Water Solubility
1.35e+02 g/l
ALOGPS
logP
-2.4
ChemAxon
IUPAC Name
1-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
ChemAxon
Traditional IUPAC Name
uridine
ChemAxon
Molecular Weight
244.2014
ChemAxon
Monoisotopic Weight
244.069536126
ChemAxon
SMILES
OC[C@@H]1O[C@H]([C@H](O)[C@H]1O)N1C=CC(=O)NC1=O
ChemAxon
Molecular Formula
C9H12N2O6
ChemAxon
InChI
InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7+,8+/m0/s1
ChemAxon
InChIKey
InChIKey=DRTQHJPVMGBUCF-ZAKLUEHWSA-N
ChemAxon
Polar Surface Area (PSA)
119.33
ChemAxon
Refractivity
52.57
ChemAxon
Polarizability
21.75
ChemAxon
Rotatable Bond Count
2
ChemAxon
H Bond Acceptor Count
6
ChemAxon
H Bond Donor Count
4
ChemAxon
pKa (strongest acidic)
9.7
ChemAxon
pKa (strongest basic)
-3
ChemAxon
Physiological Charge
0
ChemAxon
Number of Rings
2
ChemAxon
Bioavailability
1
ChemAxon
Rule of Five
true
ChemAxon
Melting Point
165 °C
PhysProp
logP
-1.98
HANSCH,C ET AL. (1995)
ChEBI
16704
PubChem Compound
453551
PubChem Substance
46507015
KEGG Compound
C00299
PharmGKB
PA130230921
PDB
URI
Wikipedia
Uridine
SMP00219
UMP Synthase Deiciency (Orotic Aciduria)
DB00130
L-Glutamine
DB01373
Calcium
DB01592
Iron
DB01593
Zinc
DB02431
Cytidine-5'-Triphosphate
DB02745
Uridine
DB02957
Orotidine-5'-Monophosphate
DB03107
Beta-Alanine
DB03247
Riboflavin Monophosphate
DB03419
Uracil
DB03435
Uridine-5'-Diphosphate
DB03685
Uridine-5'-Monophosphate
DB04485
Deoxythymidine
P27708
Q02127
A8K5J1
Q8WVQ1
Q5EBM0
O75414
Q9UIJ7
Q9BY32
P17812
P49902
Q9Y2T3
O95045
Q12882
Q14117
Q9UBR1
P31350
Q7LG56
Q9NWZ5
P32320
P19971
P32321
P04183
P04818
P33316
SMP00172
Beta Ureidopropionase Deficiency
DB00130
L-Glutamine
DB01373
Calcium
DB01592
Iron
DB01593
Zinc
DB02431
Cytidine-5'-Triphosphate
DB02745
Uridine
DB02957
Orotidine-5'-Monophosphate
DB03107
Beta-Alanine
DB03247
Riboflavin Monophosphate
DB03419
Uracil
DB03435
Uridine-5'-Diphosphate
DB03685
Uridine-5'-Monophosphate
DB04485
Deoxythymidine
P27708
Q02127
A8K5J1
Q8WVQ1
Q5EBM0
O75414
Q9UIJ7
Q9BY32
P17812
P49902
Q9Y2T3
O95045
Q12882
Q14117
Q9UBR1
P31350
Q7LG56
Q9NWZ5
P32320
P19971
P32321
P04183
P04818
P33316
SMP00178
Dihydropyrimidinase Deficiency
DB00130
L-Glutamine
DB01373
Calcium
DB01592
Iron
DB01593
Zinc
DB02431
Cytidine-5'-Triphosphate
DB02745
Uridine
DB02957
Orotidine-5'-Monophosphate
DB03107
Beta-Alanine
DB03247
Riboflavin Monophosphate
DB03419
Uracil
DB03435
Uridine-5'-Diphosphate
DB03685
Uridine-5'-Monophosphate
DB04485
Deoxythymidine
P27708
Q02127
A8K5J1
Q8WVQ1
Q5EBM0
O75414
Q9UIJ7
Q9BY32
P17812
P49902
Q9Y2T3
O95045
Q12882
Q14117
Q9UBR1
P31350
Q7LG56
Q9NWZ5
P32320
P19971
P32321
P04183
P04818
P33316
SMP00202
MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy)
DB00130
L-Glutamine
DB01373
Calcium
DB01592
Iron
DB01593
Zinc
DB02431
Cytidine-5'-Triphosphate
DB02745
Uridine
DB02957
Orotidine-5'-Monophosphate
DB03107
Beta-Alanine
DB03247
Riboflavin Monophosphate
DB03419
Uracil
DB03435
Uridine-5'-Diphosphate
DB03685
Uridine-5'-Monophosphate
DB04485
Deoxythymidine
P27708
Q02127
A8K5J1
Q8WVQ1
Q5EBM0
O75414
Q9UIJ7
Q9BY32
P17812
P49902
Q9Y2T3
O95045
Q12882
Q14117
Q9UBR1
P31350
Q7LG56
Q9NWZ5
P32320
P19971
P32321
P04183
P04818
P33316
SMP00046
Pyrimidine Metabolism
DB00130
L-Glutamine
DB01373
Calcium
DB01592
Iron
DB01593
Zinc
DB02431
Cytidine-5'-Triphosphate
DB02745
Uridine
DB02957
Orotidine-5'-Monophosphate
DB03107
Beta-Alanine
DB03247
Riboflavin Monophosphate
DB03419
Uracil
DB03435
Uridine-5'-Diphosphate
DB03685
Uridine-5'-Monophosphate
DB04485
Deoxythymidine
P27708
Q02127
A8K5J1
Q8WVQ1
Q5EBM0
O75414
Q9UIJ7
Q9BY32
P17812
P49902
Q9Y2T3
O95045
Q12882
Q14117
Q9UBR1
P31350
Q7LG56
Q9NWZ5
P32320
P19971
P32321
P04183
P04818
P33316
BE0004434
U6 snRNA-associated Sm-like protein LSm6
Human
# Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17139284
# Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17016423
# Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/10592235
unknown
U6 snRNA-associated Sm-like protein LSm6
LSM6
Human
UniProtKB
P62312
UniProt Accession
LSM6_HUMAN
BE0002061
Nucleoside-specific channel-forming protein tsx
Escherichia coli (strain K12)
# Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17139284
# Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17016423
unknown
Nucleoside-specific channel-forming protein tsx
Cell wall/membrane/envelope biogenesis
Constitutes the receptor for colicin K and phage T6, and functions as substrate-specific channel for nucleosides and deoxynucleosides
tsx
Cell outer membrane; multi-pass membrane protein
None
4.93
33589.0
Escherichia coli (strain K12)
GenBank Gene Database
M57685
UniProtKB
P0A927
UniProt Accession
TSX_ECOLI
>Nucleoside-specific channel-forming protein tsx precursor
MKKTLLAAGAVLALSSSFTVNAAENDKPQYLSDWWHQSVNVVGSYHTRFGPQIRNDTYLE
YEAFAKKDWFDFYGYADAPVFFGGNSDAKGIWNHGSPLFMEIEPRFSIDKLTNTDLSFGP
FKEWYFANNYIYDMGRNKDGRQSTWYMGLGTDIDTGLPMSLSMNVYAKYQWQNYGAANEN
EWDGYRFKIKYFVPITDLWGGQLSYIGFTNFDWGSDLGDDSGNAINGIKTRTNNSIASSH
ILALNYDHWHYSVVARYWHDGGQWNDDAELNFGNGNFNVRSTGWGGYLVVGYNF
PF03502
Channel_Tsx
component
outer membrane
component
outer membrane (sensu Gram-negative Bacteria)
component
cell
component
membrane
function
transporter activity
function
nucleobase, nucleoside, nucleotide and nucleic acid transporter activity
function
nucleoside transporter activity
BE0001204
Equilibrative nucleoside transporter 1
Human
# Marce S, Molina-Arcas M, Villamor N, Casado FJ, Campo E, Pastor-Anglada M, Colomer D: Expression of human equilibrative nucleoside transporter 1 (hENT1) and its correlation with gemcitabine uptake and cytotoxicity in mantle cell lymphoma. Haematologica. 2006 Jul;91(7):895-902. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/16818276
unknown
Equilibrative nucleoside transporter 1
Involved in nucleoside transmembrane transporter activity
Mediates both influx and efflux of nucleosides across the membrane (equilibrative transporter). It is sensitive (ES) to low concentrations of the inhibitor nitrobenzylmercaptopurine riboside (NBMPR) and is sodium-independent. It has a higher affinity for adenosine. Inhibited by dipyridamole and dilazep (anticancer chemotherapeutics drugs)
SLC29A1
6p21.2-p21.1
Membrane; multi-pass membrane protein
13-29
83-107
112-130
139-157
175-199
207-227
292-311
324-342
360-378
394-413
432-452
8.39
50220.0
Human
HUGO Gene Nomenclature Committee (HGNC)
HGNC:11003
GenAtlas
SLC29A1
GeneCards
SLC29A1
GenBank Gene Database
U81375
GenBank Protein Database
1845345
UniProtKB
Q99808
UniProt Accession
S29A1_HUMAN
Equilibrative NBMPR-sensitive nucleoside transporter
Equilibrative nitrobenzylmercaptopurine riboside-sensitive nucleoside transporter
Nucleoside transporter, es-type
Solute carrier family 29 member 1
>Equilibrative nucleoside transporter 1
MTTSHQPQDRYKAVWLIFFMLGLGTLLPWNFFMTATQYFTNRLDMSQNVSLVTAELSKDA
QASAAPAAPLPERNSLSAIFNNVMTLCAMLPLLLFTYLNSFLHQRIPQSVRILGSLVAIL
LVFLITAILVKVQLDALPFFVITMIKIVLINSFGAILQGSLFGLAGLLPASYTAPIMSGQ
GLAGFFASVAMICAIASGSELSESAFGYFITACAVIILTIICYLGLPRLEFYRYYQQLKL
EGPGEQETKLDLISKGEEPRAGKEESGVSVSNSQPTNESHSIKAILKNISVLAFSVCFIF
TITIGMFPAVTVEVKSSIAGSSTWERYFIPVSCFLTFNIFDWLGRSLTAVFMWPGKDSRW
LPSLVLARLVFVPLLLLCNIKPRRYLTVVFEHDAWFIFFMAAFAFSNGYLASLCMCFGPK
KVKPAEAETAGAIMAFFLCLGLALGAVFSFLFRAIV
>1371 bp
ATGACAACCAGTCACCAGCCTCAGGACAGATACAAAGCTGTCTGGCTTATCTTCTTCATG
CTGGGTCTGGGAACGCTGCTCCCGTGGAATTTTTTCATGACGGCCACTCAGTATTTCACA
AACCGCCTGGACATGTCCCAGAATGTGTCCTTGGTCACTGCTGAACTGAGCAAGGACGCC
CAGGCGTCAGCCGCCCCTGCAGCACCCTTGCCTGAGCGGAACTCTCTCAGTGCCATCTTC
AACAATGTCATGACCCTATGTGCCATGCTGCCCCTGCTGTTATTCACCTACCTCAACTCC
TTCCTGCATCAGAGGATCCCCCAGTCCGTACGGATCCTGGGCAGCCTGGTGGCCATCCTG
CTGGTGTTTCTGATCACTGCCATCCTGGTGAAGGTGCAGCTGGATGCTCTGCCCTTCTTT
GTCATCACCATGATCAAGATCGTGCTCATTAATTCATTTGGTGCCATCCTGCAGGGCAGC
CTGTTTGGTCTGGCTGGCCTTCTGCCTGCCAGCTACACGGCCCCCATCATGAGTGGCCAG
GGCCTAGCAGGCTTCTTTGCCTCCGTGGCCATGATCTGCGCTATTGCCAGTGGCTCGGAA
CTATCAGAAAGTGCCTTCGGCTACTTTATCACAGCCTGTGCTGTTATCATTTTGACCATC
ATCTGTTACCTGGGCCTGCCCCGCCTGGAATTCTACCGCTACTACCAGCAGCTCAAGCTT
GAAGGACCCGGGGAGCAGGAGACCAAGTTGGACCTCATTAGCAAAGGAGAGGAGCCAAGA
GCAGGCAAAGAGGAATCTGGAGTTTCAGTCTCCAACTCTCAGCCCACCAATGAAAGCCAC
TCTATCAAAGCCATCCTGAAAAATATCTCAGTCCTGGCTTTCTCTGTCTGCTTCATCTTC
ACTATCACCATTGGGATGTTTCCAGCCGTGACTGTTGAGGTCAAGTCCAGCATCGCAGGC
AGCAGCACCTGGGAACGTTACTTCATTCCTGTGTCCTGTTTCTTGACTTTCAATATCTTT
GACTGGTTGGGCCGGAGCCTCACAGCTGTATTCATGTGGCCTGGGAAGGACAGCCGCTGG
CTGCCAAGCCTGGTGCTGGCCCGGCTGGTGTTTGTGCCACTGCTGCTGCTGTGCAACATT
AAGCCCCGCCGCTACCTGACTGTGGTCTTCGAGCACGATGCCTGGTTCATCTTCTTCATG
GCTGCCTTTGCCTTCTCCAACGGCTACCTCGCCAGCCTCTGCATGTGCTTCGGGCCCAAG
AAAGTGAAGCCAGCTGAGGCAGAGACCGCAGGAGCCATCATGGCCTTCTTCCTGTGTCTG
GGTCTGGCACTGGGGGCTGTTTTCTCCTTCCTGTTCCGGGCAATTGTGTGA
PF01733
Nucleoside_tran
component
cell
component
membrane
function
transporter activity
function
nucleobase, nucleoside, nucleotide and nucleic acid transporter activity
function
nucleoside transporter activity
process
transport
process
physiological process
process
cellular physiological process
"
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"Uridine"
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All properties reside in the graph file:///home/swish/src/ClioPatria/guidelines3/drugbank_small.nt
The resource appears as object in 13 triples