NAV

4-Iodo-D-phenylalanine

Identification

Generic Name
4-Iodo-D-phenylalanine
DrugBank Accession Number
DB04713
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 291.0857
Monoisotopic: 290.975621989
Chemical Formula
C9H10INO2
Synonyms
  • D-p-Iodophenylalanine
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAminopeptidase SNot AvailableStreptomyces griseus
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

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 phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Phenylalanine and derivatives
Alternative Parents
Phenylpropanoic acids / D-alpha-amino acids / Amphetamines and derivatives / Iodobenzenes / Aralkylamines / Aryl iodides / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds
show 5 more
Substituents
3-phenylpropanoic-acid / Alpha-amino acid / Amine / Amino acid / Amphetamine or derivatives / Aralkylamine / Aromatic homomonocyclic compound / Aryl halide / Aryl iodide / Benzenoid
show 19 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
62561-75-5
InChI Key
PZNQZSRPDOEBMS-MRVPVSSYSA-N
InChI
InChI=1S/C9H10INO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m1/s1
IUPAC Name
(2R)-2-amino-3-(4-iodophenyl)propanoic acid
SMILES
[H][C@@](N)(CC1=CC=C(I)C=C1)C(O)=O

References

General References
Not Available
PubChem Compound
2733279
PubChem Substance
46506344
ChemSpider
2015082
ChEBI
43422
ZINC
ZINC000003679925
PDBe Ligand
IOY
PDB Entries
1xbu / 5f1w

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
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.274 mg/mLALOGPS
logP-1.2ALOGPS
logP-0.26Chemaxon
logS-3ALOGPS
pKa (Strongest Acidic)1.27Chemaxon
pKa (Strongest Basic)9.44Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area63.32 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity58.48 m3·mol-1Chemaxon
Polarizability22.87 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8826
Blood Brain Barrier+0.7755
Caco-2 permeable+0.754
P-glycoprotein substrateNon-substrate0.7267
P-glycoprotein inhibitor INon-inhibitor0.9823
P-glycoprotein inhibitor IINon-inhibitor0.9948
Renal organic cation transporterNon-inhibitor0.9241
CYP450 2C9 substrateNon-substrate0.8673
CYP450 2D6 substrateNon-substrate0.8564
CYP450 3A4 substrateNon-substrate0.7979
CYP450 1A2 substrateNon-inhibitor0.7201
CYP450 2C9 inhibitorNon-inhibitor0.9301
CYP450 2D6 inhibitorNon-inhibitor0.9324
CYP450 2C19 inhibitorNon-inhibitor0.9607
CYP450 3A4 inhibitorNon-inhibitor0.9026
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.985
Ames testNon AMES toxic0.9175
CarcinogenicityNon-carcinogens0.8452
BiodegradationNot ready biodegradable0.9325
Rat acute toxicity2.4980 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.978
hERG inhibition (predictor II)Non-inhibitor0.9543
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-MSsplash10-014m-4290000000-09c1ee63e87838e8691e
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-002b-0090000000-fa25e4efdcba35e88cbe
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0079-2090000000-6293711a6f5e5d7026e9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00b9-5960000000-4d7f84325806abf6f792
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0390000000-fce4fca181a1ad345b9a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-1960000000-ed10aeaa58733373c8ee
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0900000000-dc4c844703f4e8b92476
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-152.97343
predicted
DeepCCS 1.0 (2019)
[M+H]+155.33145
predicted
DeepCCS 1.0 (2019)
[M+Na]+161.42513
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Aminopeptidase S
Kind
Protein
Organism
Streptomyces griseus
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
An exopeptidase specific for larger hydrophobic amino acids (especially leucine), no cleavage occurs if the next residue is proline (PubMed:8444149).
Gene Name
Not Available
Uniprot ID
P80561
Uniprot Name
Aminopeptidase S
Molecular Weight
45939.31 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. [Article]

Drug created at September 11, 2007 17:49 / Updated at June 12, 2020 16:52