N-[4-(4-nitrophenylphospho)butanoyl]-L-alanine

Identification

Name
N-[4-(4-nitrophenylphospho)butanoyl]-L-alanine
Accession Number
DB08411
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • N-[4-(4-nitrophenylphospho)butyryl]-L-alanine
  • p-nitrophenyl phosphonobutanoyl L-alanine
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 360.2564
Monoisotopic: 360.072252042
Chemical Formula
C13H17N2O8P
InChI Key
KBXXIYHMPQZHCH-VIFPVBQESA-N
InChI
InChI=1S/C13H17N2O8P/c1-9(13(17)18)14-12(16)3-2-8-24(21,22)23-11-6-4-10(5-7-11)15(19)20/h4-7,9H,2-3,8H2,1H3,(H,14,16)(H,17,18)(H,21,22)/t9-/m0/s1
IUPAC Name
(2S)-2-{4-[hydroxy(4-nitrophenoxy)phosphoryl]butanamido}propanoic acid
SMILES
[H][C@@](C)(NC(=O)CCC[P@](O)(=O)OC1=CC=C(C=C1)[N+]([O-])=O)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UIg gamma-1 chain C regionNot AvailableHumans
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
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

References

General References
Not Available
External Links
PubChem Compound
5496653
PubChem Substance
99444882
ChemSpider
4593437
ChEBI
59565
ZINC
ZINC000006486903
PDBe Ligand
PDE
PDB Entries
1kn4

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 Solubility0.108 mg/mLALOGPS
logP0.44ALOGPS
logP0.46ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)1.81ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area158.75 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity81.72 m3·mol-1ChemAxon
Polarizability32.07 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.926
Blood Brain Barrier+0.7287
Caco-2 permeable-0.6278
P-glycoprotein substrateNon-substrate0.5499
P-glycoprotein inhibitor INon-inhibitor0.8725
P-glycoprotein inhibitor IINon-inhibitor0.954
Renal organic cation transporterNon-inhibitor0.9385
CYP450 2C9 substrateNon-substrate0.7217
CYP450 2D6 substrateNon-substrate0.8143
CYP450 3A4 substrateSubstrate0.583
CYP450 1A2 substrateNon-inhibitor0.7326
CYP450 2C9 inhibitorNon-inhibitor0.6253
CYP450 2D6 inhibitorNon-inhibitor0.8596
CYP450 2C19 inhibitorNon-inhibitor0.6167
CYP450 3A4 inhibitorNon-inhibitor0.8731
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7251
Ames testNon AMES toxic0.5788
CarcinogenicityNon-carcinogens0.8283
BiodegradationNot ready biodegradable0.6182
Rat acute toxicity2.7333 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7617
hERG inhibition (predictor II)Non-inhibitor0.7644
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 n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
N-acyl-L-alpha-amino acids
Alternative Parents
Alanine and derivatives / Nitrobenzenes / Phenoxy compounds / Nitroaromatic compounds / Phosphonic acid esters / N-acyl amines / Organic phosphonic acids / Secondary carboxylic acid amides / Propargyl-type 1,3-dipolar organic compounds / Carboxylic acids
show 9 more
Substituents
N-acyl-l-alpha-amino acid / Alanine or derivatives / Nitrobenzene / Phenoxy compound / Nitroaromatic compound / Monocyclic benzene moiety / Fatty amide / N-acyl-amine / Fatty acyl / Phosphonic acid ester
show 24 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
D-alanine derivative, N-[4-(4-nitrophenylphospho)butanoyl]alanine (CHEBI:45002)

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Immunoglobulin receptor binding
Specific Function
Not Available
Gene Name
IGHG1
Uniprot ID
P01857
Uniprot Name
Ig gamma-1 chain C region
Molecular Weight
36105.695 Da
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:10592235]

Drug created on September 15, 2010 15:31 / Updated on March 01, 2020 20:17

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