DrugBank: Uracil (DB03419)

targets (7)

Identification

Name

Uracil

Accession Number

DB03419 (EXPT03201)

Type

small molecule

Groups

experimental

Description

Not Available

Structure

Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure

Synonyms

Not Available

Salts

Not Available

Brand names

Not Available

Brand mixtures

Not Available

Categories

Not Available

CAS number

66-22-8

Weight

Average: 112.0868
Monoisotopic: 112.027277382

Chemical Formula

C₄H₄N₂O₂

InChI Key

InChIKey=ISAKRJDGNUQOIC-UHFFFAOYSA-N

InChI

InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

Plain Text

IUPAC Name

1,2,3,4-tetrahydropyrimidine-2,4-dione

SMILES

O=C1NC=CC(=O)N1

Plain Text

Mass Spec

Not Available

Taxonomy

Kingdom

Not Available

Classes

Not Available

Substructures

Not Available

Pharmacology

Indication

Not Available

Pharmacodynamics

Not Available

Mechanism of action

Not Available

Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism

Not Available

Route of elimination

Not Available

Half life

Not Available

Clearance

Not Available

Toxicity

Not Available

Affected organisms

Not Available

Pathways

Not Available

Pharmacoeconomics

Manufacturers

Not Available

Packagers

Not Available

Dosage forms

Not Available

Prices

Not Available

Patents

Not Available

Properties

State

solid

Experimental Properties

Property	Value	Source
melting point	338 °C	PhysProp
water solubility	3600 mg/L (at 25 °C)	YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP	-1.07	HANSCH,C ET AL. (1995)
logS	-1.48	ADME Research, USCD
Caco2 permeability	-5.37	ADME Research, USCD
pKa	9.45	MERCK INDEX (1996)

Predicted Properties

Property	Value	Source
water solubility	2.65e+01 g/l	ALOGPS
logP	-1.2	ALOGPS
logP	-0.86	ChemAxon
logS	-0.63	ALOGPS
pKa (strongest acidic)	9.77	ChemAxon
pKa (strongest basic)	-5.5	ChemAxon
physiological charge	0	ChemAxon
hydrogen acceptor count	2	ChemAxon
hydrogen donor count	2	ChemAxon
polar surface area	58.2	ChemAxon
rotatable bond count	0	ChemAxon
refractivity	25.97	ChemAxon
polarizability	9.37	ChemAxon

References

Synthesis Reference

Not Available

General Reference

Not Available

External Links

Resource	Link
KEGG Drug	D00027
KEGG Compound	C00106
PubChem Compound	1174
PubChem Substance	46504697
ChEBI	17568
ChEMBL	17568
HET	URA

ATC Codes

Not Available

AHFS Codes

Not Available

PDB Entries

1WS3

FDA label

Not Available

MSDS

Not Available

Interactions

Drug Interactions

Not Available

Food Interactions

Not Available

Targets
1. Ribosomal small subunit pseudouridine synthase A Pharmacological action: unknown Responsible for synthesis of pseudouridine from uracil- 516 in 16S ribosomal RNA Organism class: bacterial UniProt ID: P0AA43 Gene: rsuA Protein Sequence: FASTA SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed 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 2. Uracil-DNA glycosylase Pharmacological action: unknown Excises uracil residues from the DNA which can arise as a result of misincorporation of dUMP residues by DNA polymerase or due to deamination of cytosine Organism class: viral UniProt ID: P10186 Gene: UL2 Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed 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 3. Uracil-DNA glycosylase Pharmacological action: unknown Excises uracil residues from the DNA which can arise as a result of misincorporation of dUMP residues by DNA polymerase or due to deamination of cytosine Organism class: bacterial UniProt ID: Q8X444 Gene: ung Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed 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 4. Dihydropyrimidine dehydrogenase [NADP+] Pharmacological action: unknown Involved in pyrimidine base degradation. Catalyzes the reduction of uracil and thymine. Also involved the degradation of the chemotherapeutic drug 5-fluorouracil Organism class: human UniProt ID: Q12882 Gene: DPYD Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed 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 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 5. Uridine-cytidine kinase-like 1 Pharmacological action: unknown Organism class: human UniProt ID: Q9NWZ5 Gene: UCKL1 SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed 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 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 6. Uracil-DNA glycosylase Pharmacological action: unknown Organism class: bacterial UniProt ID: Q7WYV4 Gene: udg Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report 7. Pyrimidine-nucleoside phosphorylase Pharmacological action: unknown A pyrimidine nucleoside + phosphate = a pyrimidine base + alpha-D-ribose 1-phosphate Organism class: bacterial UniProt ID: P77836 Gene: pdp Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report

Targets

1. Ribosomal small subunit pseudouridine synthase A

Pharmacological action: unknown

Responsible for synthesis of pseudouridine from uracil- 516 in 16S ribosomal RNA

Organism class: bacterial
UniProt ID: P0AA43 Link_out

Gene: rsuA
Protein Sequence: FASTA
SNPs: SNPJam Report Link_out

References:

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
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

2. Uracil-DNA glycosylase

Pharmacological action: unknown

Excises uracil residues from the DNA which can arise as a result of misincorporation of dUMP residues by DNA polymerase or due to deamination of cytosine

Organism class: viral
UniProt ID: P10186 Link_out

Gene: UL2
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
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

3. Uracil-DNA glycosylase

Pharmacological action: unknown

Excises uracil residues from the DNA which can arise as a result of misincorporation of dUMP residues by DNA polymerase or due to deamination of cytosine

Organism class: bacterial
UniProt ID: Q8X444 Link_out

Gene: ung
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
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

4. Dihydropyrimidine dehydrogenase [NADP+]

Pharmacological action: unknown

Involved in pyrimidine base degradation. Catalyzes the reduction of uracil and thymine. Also involved the degradation of the chemotherapeutic drug 5-fluorouracil

Organism class: human
UniProt ID: Q12882 Link_out

Gene: DPYD Link_out

Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
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
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

5. Uridine-cytidine kinase-like 1

Pharmacological action: unknown
Organism class: human
UniProt ID: Q9NWZ5 Link_out

Gene: UCKL1
SNPs: SNPJam Report Link_out

References:

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
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
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

6. Uracil-DNA glycosylase

Pharmacological action: unknown
Organism class: bacterial
UniProt ID: Q7WYV4 Link_out

Gene: udg
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

7. Pyrimidine-nucleoside phosphorylase

Pharmacological action: unknown

A pyrimidine nucleoside + phosphate = a pyrimidine base + alpha-D-ribose 1-phosphate

Organism class: bacterial
UniProt ID: P77836 Link_out

Gene: pdp
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

Comments

Drug created on June 13, 2005 07:24 / Updated on February 08, 2013 16:22