NAV

methyl L-phenylalaninate

Identification

Generic Name
methyl L-phenylalaninate
DrugBank Accession Number
DB06838
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 179.2157
Monoisotopic: 179.094628665
Chemical Formula
C10H13NO2
Synonyms
  • (S)-phenylalanine methyl ester
  • Methyl 3-phenyl-L-alaninate
  • Phenylalanine methyl ester
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UFimbrial proteinNot AvailableNeisseria gonorrhoeae
UProthrombinNot 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

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
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
Alpha amino acid esters / Amphetamines and derivatives / Fatty acid esters / Aralkylamines / Methyl esters / Monocarboxylic acids and derivatives / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
Alpha-amino acid ester / Amine / Amphetamine or derivatives / Aralkylamine / Aromatic homomonocyclic compound / Benzenoid / Carbonyl group / Carboxylic acid ester / Fatty acid ester / Fatty acyl
show 13 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
alpha-amino acid ester, L-phenylalanine derivative (CHEBI:49339)
Affected organisms
Not Available

Chemical Identifiers

UNII
10AT497I17
CAS number
2577-90-4
InChI Key
VSDUZFOSJDMAFZ-VIFPVBQESA-N
InChI
InChI=1S/C10H13NO2/c1-13-10(12)9(11)7-8-5-3-2-4-6-8/h2-6,9H,7,11H2,1H3/t9-/m0/s1
IUPAC Name
methyl (2S)-2-amino-3-phenylpropanoate
SMILES
COC(=O)[C@@H](N)CC1=CC=CC=C1

References

General References
Not Available
PubChem Compound
736234
PubChem Substance
99443309
ChemSpider
643364
ChEBI
49339
ChEMBL
CHEMBL51969
ZINC
ZINC000019419113
PDBe Ligand
0A9
PDB Entries
3qgo / 3qh5 / 4y38 / 6sc3 / 8gvd / 8gvy

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 Solubility3.11 mg/mLALOGPS
logP0.8ALOGPS
logP1.22Chemaxon
logS-1.8ALOGPS
pKa (Strongest Basic)6.97Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area52.32 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity49.89 m3·mol-1Chemaxon
Polarizability19.38 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9936
Blood Brain Barrier+0.9263
Caco-2 permeable+0.7665
P-glycoprotein substrateNon-substrate0.7454
P-glycoprotein inhibitor INon-inhibitor0.9504
P-glycoprotein inhibitor IINon-inhibitor0.9606
Renal organic cation transporterNon-inhibitor0.8382
CYP450 2C9 substrateNon-substrate0.8077
CYP450 2D6 substrateNon-substrate0.6824
CYP450 3A4 substrateNon-substrate0.7313
CYP450 1A2 substrateNon-inhibitor0.5898
CYP450 2C9 inhibitorNon-inhibitor0.9806
CYP450 2D6 inhibitorNon-inhibitor0.9182
CYP450 2C19 inhibitorNon-inhibitor0.9656
CYP450 3A4 inhibitorNon-inhibitor0.9546
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9075
Ames testNon AMES toxic0.9493
CarcinogenicityNon-carcinogens0.8018
BiodegradationReady biodegradable0.5863
Rat acute toxicity2.2152 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9662
hERG inhibition (predictor II)Non-inhibitor0.9467
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-MSsplash10-00di-5900000000-927eb09593e037c69942
GC-MS Spectrum - EI-BGC-MSsplash10-0079-9300000000-de217e7b5ba4a358f934
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ukc-2900000000-a566c56b5f375759f1dc
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-002b-0900000000-7d9f4de37e424bdc633b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0900000000-f723ff3e41b17c2ff8f9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f97-4900000000-050d864d90964da5cdd6
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pdi-7900000000-c1f2c8eebf474c4d9c7a
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f6x-9700000000-b9640362d31fce14a2cb
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]-146.1944959
predicted
DarkChem Lite v0.1.0
[M-H]-134.2689
predicted
DeepCCS 1.0 (2019)
[M+H]+146.3631959
predicted
DarkChem Lite v0.1.0
[M+H]+136.6645
predicted
DeepCCS 1.0 (2019)
[M+Na]+146.5890959
predicted
DarkChem Lite v0.1.0
[M+Na]+142.95676
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Fimbrial protein
Kind
Protein
Organism
Neisseria gonorrhoeae
Pharmacological action
Unknown
General Function
Not Available
Specific Function
This protein is the predominant Neisseria surface antigen, which allows adhesion of the bacterium to various host cells.
Gene Name
pilE1
Uniprot ID
P02974
Uniprot Name
Fimbrial protein
Molecular Weight
17944.29 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]
Details2. Prothrombin
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Thrombospondin receptor activity
Specific Function
Thrombin, which cleaves bonds after Arg and Lys, converts fibrinogen to fibrin and activates factors V, VII, VIII, XIII, and, in complex with thrombomodulin, protein C. Functions in blood homeostas...
Gene Name
F2
Uniprot ID
P00734
Uniprot Name
Prothrombin
Molecular Weight
70036.295 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 15, 2010 21:17 / Updated at June 12, 2020 16:52