2-Amino-5-Bromo-6-Phenylpyrimidin-4-Ol

Identification

Name
2-Amino-5-Bromo-6-Phenylpyrimidin-4-Ol
Accession Number
DB04168  (EXPT00347)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
J57CTF25XJ
CAS number
Not Available
Weight
Average: 266.094
Monoisotopic: 264.98507454
Chemical Formula
C10H8BrN3O
InChI Key
CIUUIPMOFZIWIZ-UHFFFAOYSA-N
InChI
InChI=1S/C10H8BrN3O/c11-7-8(6-4-2-1-3-5-6)13-10(12)14-9(7)15/h1-5H,(H3,12,13,14,15)
IUPAC Name
2-amino-5-bromo-6-phenylpyrimidin-4-ol
SMILES
NC1=NC(=C(Br)C(O)=N1)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDihydroneopterin aldolaseNot AvailableStaphylococcus aureus
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C13127
PubChem Compound
65457
PubChem Substance
46505808
BindingDB
50449125
ChEBI
31307
ChEMBL
CHEMBL37387
HET
977
PDB Entries
1rsi

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.56 mg/mLALOGPS
logP2.51ALOGPS
logP2.99ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)10.96ChemAxon
pKa (Strongest Basic)1.49ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area72.03 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity62.05 m3·mol-1ChemAxon
Polarizability22.22 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9708
Blood Brain Barrier+0.8514
Caco-2 permeable-0.5275
P-glycoprotein substrateNon-substrate0.8111
P-glycoprotein inhibitor INon-inhibitor0.8917
P-glycoprotein inhibitor IINon-inhibitor0.9392
Renal organic cation transporterNon-inhibitor0.8764
CYP450 2C9 substrateNon-substrate0.8398
CYP450 2D6 substrateNon-substrate0.8854
CYP450 3A4 substrateNon-substrate0.6608
CYP450 1A2 substrateInhibitor0.8202
CYP450 2C9 inhibitorNon-inhibitor0.6352
CYP450 2D6 inhibitorNon-inhibitor0.8915
CYP450 2C19 inhibitorNon-inhibitor0.7358
CYP450 3A4 inhibitorNon-inhibitor0.7597
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6968
Ames testNon AMES toxic0.7969
CarcinogenicityNon-carcinogens0.8974
BiodegradationNot ready biodegradable1.0
Rat acute toxicity1.9512 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9794
hERG inhibition (predictor II)Non-inhibitor0.7509
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazines
Sub Class
Pyrimidines and pyrimidine derivatives
Direct Parent
Phenylpyrimidines
Alternative Parents
Pyrimidones / Halopyrimidines / Aminopyrimidines and derivatives / Hydropyrimidines / Benzene and substituted derivatives / Aryl bromides / Vinylogous amides / Heteroaromatic compounds / Azacyclic compounds / Primary amines
show 5 more
Substituents
4-phenylpyrimidine / 5-phenylpyrimidine / Aminopyrimidine / Halopyrimidine / Pyrimidone / Benzenoid / Aryl bromide / Aryl halide / Monocyclic benzene moiety / Hydropyrimidine
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
pyrimidines (CHEBI:31307)

Targets

Kind
Protein
Organism
Staphylococcus aureus
Pharmacological action
Unknown
General Function
Isomerase activity
Specific Function
Catalyzes the conversion of 7,8-dihydroneopterin to 6-hydroxymethyl-7,8-dihydropterin. Can also catalyze the epimerization of carbon 2' of dihydroneopterin to dihydromonapterin.
Gene Name
folB
Uniprot ID
P56740
Uniprot Name
Dihydroneopterin aldolase
Molecular Weight
13750.58 Da
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:17139284]
  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:17016423]
  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:10592235]

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:51