4-Amino-5-Hydroxymethyl-2-Methylpyrimidine

Identification

Name
4-Amino-5-Hydroxymethyl-2-Methylpyrimidine
Accession Number
DB02022
Description
Not Available
Type
Small Molecule
Groups
Experimental
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Structure
Thumb
Weight
Average: 139.1552
Monoisotopic: 139.074561925
Chemical Formula
C6H9N3O
Synonyms
Not Available

Pharmacology

Indication
Not Available
Contraindications & Blackbox Warnings
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Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UThiaminase-2Not AvailableBacillus subtilis (strain 168)
UHydroxymethylpyrimidine/phosphomethylpyrimidine kinaseNot AvailableSalmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
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
Adverse Effects
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Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as hydropyrimidines. These are compounds containing a hydrogenated pyrimidine ring (i.e. containing less than the maximum number of double bonds.).
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazines
Sub Class
Pyrimidines and pyrimidine derivatives
Direct Parent
Hydropyrimidines
Alternative Parents
Imidolactams / Heteroaromatic compounds / Azacyclic compounds / Primary alcohols / Organopnictogen compounds / Organonitrogen compounds / Hydrocarbon derivatives / Aromatic alcohols
Substituents
Alcohol / Aromatic alcohol / Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Imidolactam / Organic nitrogen compound / Organic oxygen compound
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aminopyrimidine, aromatic primary alcohol (CHEBI:16892) / a small molecule (HMP)

Chemical Identifiers

UNII
G62V17J09J
CAS number
73-67-6
InChI Key
VUTBELPREDJDDH-UHFFFAOYSA-N
InChI
InChI=1S/C6H9N3O/c1-4-8-2-5(3-10)6(7)9-4/h2,10H,3H2,1H3,(H2,7,8,9)
IUPAC Name
(4-amino-2-methylpyrimidin-5-yl)methanol
SMILES
CC1=NC=C(CO)C(N)=N1

References

General References
Not Available
KEGG Compound
C01279
PubChem Compound
777
PubChem Substance
46508420
ChemSpider
756
ChEBI
16892
ZINC
ZINC000000895559
PDBe Ligand
HMH
PDB Entries
1jxi / 1to9 / 1yak / 2f2g / 2gm8 / 2q4x / 3epm

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)198 °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility12.0 mg/mLALOGPS
logP-0.26ALOGPS
logP-0.36ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)14.41ChemAxon
pKa (Strongest Basic)6.17ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area72.03 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.18 m3·mol-1ChemAxon
Polarizability14.2 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9357
Blood Brain Barrier+0.9337
Caco-2 permeable-0.5088
P-glycoprotein substrateNon-substrate0.7661
P-glycoprotein inhibitor INon-inhibitor0.9727
P-glycoprotein inhibitor IINon-inhibitor0.9668
Renal organic cation transporterNon-inhibitor0.8806
CYP450 2C9 substrateNon-substrate0.7949
CYP450 2D6 substrateNon-substrate0.8522
CYP450 3A4 substrateNon-substrate0.8292
CYP450 1A2 substrateNon-inhibitor0.534
CYP450 2C9 inhibitorNon-inhibitor0.9712
CYP450 2D6 inhibitorNon-inhibitor0.886
CYP450 2C19 inhibitorNon-inhibitor0.8974
CYP450 3A4 inhibitorNon-inhibitor0.9189
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9559
Ames testAMES toxic0.6092
CarcinogenicityNon-carcinogens0.8749
BiodegradationNot ready biodegradable0.8727
Rat acute toxicity2.2154 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.961
hERG inhibition (predictor II)Non-inhibitor0.9113
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-006x-0900000000-1464721132642f06c763
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-1900000000-ffcb98d194c46375afed
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-007k-9200000000-146c29035e7732b4a386
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0900000000-a6fee6edf0aa915e501a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4r-4900000000-7fb22624813fc7a88208
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-fd0e2a1b16eb26493e89

Targets

Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
Unknown
General Function
Thiaminase activity
Specific Function
Catalyzes an amino-pyrimidine hydrolysis reaction at the C5' of the pyrimidine moiety of thiamine compounds, a reaction that is part of a thiamine salvage pathway. Thus, catalyzes the conversion of...
Gene Name
tenA
Uniprot ID
P25052
Uniprot Name
Aminopyrimidine aminohydrolase
Molecular Weight
27416.405 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]
Kind
Protein
Organism
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
Pharmacological action
Unknown
General Function
Phosphomethylpyrimidine kinase activity
Specific Function
Catalyzes the phosphorylation of hydroxymethylpyrimidine phosphate (HMP-P) to HMP-PP, and of HMP to HMP-P.
Gene Name
thiD
Uniprot ID
P55882
Uniprot Name
Hydroxymethylpyrimidine/phosphomethylpyrimidine kinase
Molecular Weight
28543.305 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]

Drug created on June 13, 2005 07:24 / Updated on June 12, 2020 10:52

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