DrugBank: Guanine (DB02377)

targets (5)

Identification

Name

Guanine

Accession Number

DB02377 (EXPT01672)

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

73-40-5

Weight

Average: 150.1182
Monoisotopic: 150.041584775

Chemical Formula

C₅H₄N₅O

InChI Key

InChIKey=IOJBSLDWMHFRAL-UHFFFAOYSA-N

InChI

InChI=1S/C5H4N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H3,6,8,9,10,11)

Plain Text

IUPAC Name

2-aminopurin-6-one

SMILES

NC1=Nc2ncnc2C(=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	360 dec °C	PhysProp
water solubility	2080 mg/L (at 37 °C)	YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP	-0.91	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
water solubility	2.53e+00 g/l	ALOGPS
logP	-0.97	ALOGPS
logP	-1.2	ChemAxon
logS	-1.8	ALOGPS
pKa (strongest acidic)	6.91	ChemAxon
pKa (strongest basic)	-2.9	ChemAxon
physiological charge	-1	ChemAxon
hydrogen acceptor count	5	ChemAxon
hydrogen donor count	2	ChemAxon
polar surface area	97.55	ChemAxon
rotatable bond count	0	ChemAxon
refractivity	37.24	ChemAxon
polarizability	12.97	ChemAxon

References

Synthesis Reference

Not Available

General Reference

Not Available

External Links

Resource	Link
KEGG Compound	C00242
PubChem Compound	764
PubChem Substance	46507057
ChemSpider	440297
ChEBI	16235
ChEMBL	16235
Therapeutic Targets Database	DNC000709
HET	GUN
RxList	http://www.rxlist.com/cgi/generic/thioguanine.htm
Wikipedia	http://en.wikipedia.org/wiki/Guanine

ATC Codes

Not Available

AHFS Codes

Not Available

PDB Entries

1IT7

FDA label

Not Available

MSDS

Not Available

Interactions

Drug Interactions

Not Available

Food Interactions

Not Available

Targets
1. Purine nucleoside phosphorylase Pharmacological action: unknown Organism class: bacterial UniProt ID: Q9X1T2 Gene: TM_1596 Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report 2. Purine nucleoside phosphorylase Pharmacological action: unknown Organism class: human UniProt ID: P00491 Gene: NP 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. Xanthosine phosphorylase Pharmacological action: unknown The nucleoside phosphorylases catalyze the phosphorolytic breakdown of the N-glycosidic bond in the nucleoside molecule, with the formation of the corresponding free bases and pentose-1-phosphate. This protein can degrade all purine nucleosides except adenosine and deoxyadenosine Organism class: bacterial UniProt ID: P45563 Gene: xapA 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. Xanthine phosphoribosyltransferase Pharmacological action: unknown Acts on guanine, xanthine and to a lesser extent hypoxanthine Organism class: bacterial UniProt ID: P0A9M5 Gene: gpt 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 5. GTP cyclohydrolase I Pharmacological action: unknown Actions: inhibitor Isoform GCH-1 is the functional enzyme, the potential function of the enzymatically inactive isoforms remains unknown Organism class: human UniProt ID: P30793 Gene: GCH1 Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed

Targets

1. Purine nucleoside phosphorylase

Pharmacological action: unknown
Organism class: bacterial
UniProt ID: Q9X1T2 Link_out

Gene: TM_1596
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

2. Purine nucleoside phosphorylase

Pharmacological action: unknown
Organism class: human
UniProt ID: P00491 Link_out

Gene: NP

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. Xanthosine phosphorylase

Pharmacological action: unknown

The nucleoside phosphorylases catalyze the phosphorolytic breakdown of the N-glycosidic bond in the nucleoside molecule, with the formation of the corresponding free bases and pentose-1-phosphate. This protein can degrade all purine nucleosides except adenosine and deoxyadenosine

Organism class: bacterial
UniProt ID: P45563 Link_out

Gene: xapA
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. Xanthine phosphoribosyltransferase

Pharmacological action: unknown

Acts on guanine, xanthine and to a lesser extent hypoxanthine

Organism class: bacterial
UniProt ID: P0A9M5 Link_out

Gene: gpt
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

5. GTP cyclohydrolase I

Pharmacological action: unknown
Actions: inhibitor

Isoform GCH-1 is the functional enzyme, the potential function of the enzymatically inactive isoforms remains unknown

Organism class: human
UniProt ID: P30793 Link_out

Gene: GCH1 Link_out

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

References:

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed

Comments

Drug created on June 13, 2005 07:24 / Updated on February 08, 2013 16:21