N-(5'-Phosphopyridoxyl)-D-Alanine

Identification

Name
N-(5'-Phosphopyridoxyl)-D-Alanine
Accession Number
DB01993  (EXPT02531)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 320.2356
Monoisotopic: 320.07733742
Chemical Formula
C11H17N2O7P
InChI Key
WACJCHFWJNNBPR-SSDOTTSWSA-N
InChI
InChI=1S/C11H17N2O7P/c1-6-10(14)9(4-13-7(2)11(15)16)8(3-12-6)5-20-21(17,18)19/h3,7,13-14H,4-5H2,1-2H3,(H,15,16)(H2,17,18,19)/t7-/m1/s1
IUPAC Name
(2R)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]propanoic acid
SMILES
C[[email protected]@H](NCC1=C(O)C(C)=NC=C1COP(O)(O)=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAlanine racemaseNot AvailableGeobacillus stearothermophilus
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
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
446862
PubChem Substance
46505701
ChemSpider
394107
ChEBI
44743
HET
PDD
PDB Entries
1l6g / 2bmk / 2zpu / 2zr8 / 3daa

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 Solubility1.48 mg/mLALOGPS
logP-1.7ALOGPS
logP-4.2ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)1.03ChemAxon
pKa (Strongest Basic)9.86ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area149.21 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity71.99 m3·mol-1ChemAxon
Polarizability28.92 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9868
Blood Brain Barrier-0.7645
Caco-2 permeable-0.6694
P-glycoprotein substrateSubstrate0.6849
P-glycoprotein inhibitor INon-inhibitor0.9108
P-glycoprotein inhibitor IINon-inhibitor0.968
Renal organic cation transporterNon-inhibitor0.9081
CYP450 2C9 substrateNon-substrate0.7294
CYP450 2D6 substrateNon-substrate0.7888
CYP450 3A4 substrateNon-substrate0.6235
CYP450 1A2 substrateNon-inhibitor0.8007
CYP450 2C9 inhibitorNon-inhibitor0.8457
CYP450 2D6 inhibitorNon-inhibitor0.8547
CYP450 2C19 inhibitorNon-inhibitor0.7895
CYP450 3A4 inhibitorNon-inhibitor0.9097
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.931
Ames testNon AMES toxic0.6835
CarcinogenicityNon-carcinogens0.8853
BiodegradationNot ready biodegradable0.9293
Rat acute toxicity2.1957 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.872
hERG inhibition (predictor II)Non-inhibitor0.5691
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/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 pyridoxamine 5'-phosphates. These are heterocyclic aromatic compounds containing a pyridoxamine that carries a phosphate group at the 5'-position.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Pyridoxamines
Direct Parent
Pyridoxamine 5'-phosphates
Alternative Parents
Alanine and derivatives / D-alpha-amino acids / Aralkylamines / Monoalkyl phosphates / Methylpyridines / Hydroxypyridines / Heteroaromatic compounds / Amino acids / Dialkylamines / Monocarboxylic acids and derivatives
show 6 more
Substituents
Pyridoxamine 5'-phosphate / Alanine or derivatives / Alpha-amino acid / Alpha-amino acid or derivatives / D-alpha-amino acid / Monoalkyl phosphate / Aralkylamine / Methylpyridine / Hydroxypyridine / Organic phosphoric acid derivative
show 21 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
monohydroxypyridine, D-alpha-amino acid, D-alanine derivative, phosphate monoester (CHEBI:44743)

Targets

Kind
Protein
Organism
Geobacillus stearothermophilus
Pharmacological action
Unknown
General Function
Pyridoxal phosphate binding
Specific Function
Catalyzes the interconversion of L-alanine and D-alanine. Also weakly active on serine.
Gene Name
alr
Uniprot ID
P10724
Uniprot Name
Alanine racemase
Molecular Weight
43592.715 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 December 01, 2017 14:51