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Identification
NameBiopterin
Accession NumberDB03886  (EXPT00708)
TypeSmall Molecule
GroupsExperimental
Description

A natural product that has been considered as a growth factor for some insects. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 237.2153
Monoisotopic: 237.086189243
Chemical FormulaC9H11N5O3
InChI KeyLHQIJBMDNUYRAM-AWFVSMACSA-N
InChI
InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m1/s1
IUPAC Name
2-amino-6-[(1S,2R)-1,2-dihydroxypropyl]-3,4-dihydropteridin-4-one
SMILES
C[C@@H](O)[C@@H](O)C1=CN=C2N=C(N)NC(=O)C2=N1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassPteridines and Derivatives
SubclassPterins and Derivatives
Direct parentPterins and Derivatives
Alternative parentsPyrimidones; Pyrazines; Primary Aromatic Amines; Secondary Alcohols; 1,2-Diols; Polyamines
Substituentspyrimidone; primary aromatic amine; pyrazine; pyrimidine; secondary alcohol; 1,2-diol; polyamine; amine; primary amine; alcohol; organonitrogen compound
Classification descriptionThis compound belongs to the pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moeity, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9951
Blood Brain Barrier + 0.7679
Caco-2 permeable - 0.5874
P-glycoprotein substrate Substrate 0.5568
P-glycoprotein inhibitor I Non-inhibitor 0.9432
P-glycoprotein inhibitor II Non-inhibitor 0.9919
Renal organic cation transporter Non-inhibitor 0.9405
CYP450 2C9 substrate Non-substrate 0.7904
CYP450 2D6 substrate Non-substrate 0.7902
CYP450 3A4 substrate Non-substrate 0.6253
CYP450 1A2 substrate Non-inhibitor 0.864
CYP450 2C9 substrate Non-inhibitor 0.8396
CYP450 2D6 substrate Non-inhibitor 0.9058
CYP450 2C19 substrate Non-inhibitor 0.7536
CYP450 3A4 substrate Non-inhibitor 0.9226
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9576
Ames test Non AMES toxic 0.6053
Carcinogenicity Non-carcinogens 0.9307
Biodegradation Not ready biodegradable 0.9912
Rat acute toxicity 2.4048 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9895
hERG inhibition (predictor II) Non-inhibitor 0.9031
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.71ALOGPS
logP-1.1ALOGPS
logP-1.7ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)9.99ChemAxon
pKa (Strongest Basic)1.05ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area133.72 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity58.57 m3·mol-1ChemAxon
Polarizability22.41 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Hayashi Uchino, Masaaki Azuma, Takehisa Ohashi, Kiyoshi Watanabe, “Sulfate of 5,6,7,8-tetrahydro-L-erythro-biopterin and process for preparing the same.” U.S. Patent US4649197, issued November, 1952.

US4649197
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC06313
PubChem Compound444475
PubChem Substance46505723
ChEBI15373
ChEMBL
HETBIO
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Sepiapterin reductase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Sepiapterin reductase P35270 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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. 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

2. 6-pyruvoyl tetrahydrobiopterin synthase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
6-pyruvoyl tetrahydrobiopterin synthase Q03393 Details

References:

  1. 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

3. Dihydrofolate reductase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Dihydrofolate reductase P00374 Details

References:

  1. 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

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:22