NAV

(4S)-4-(2-NAPHTHYLMETHYL)-D-GLUTAMIC ACID

Identification

Generic Name
(4S)-4-(2-NAPHTHYLMETHYL)-D-GLUTAMIC ACID
DrugBank Accession Number
DB08272
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 287.3105
Monoisotopic: 287.115758037
Chemical Formula
C16H17NO4
Synonyms
Not Available
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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
UGlutamate racemaseNot AvailableStreptococcus pyogenes serotype M1
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 naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Not Available
Direct Parent
Naphthalenes
Alternative Parents
D-alpha-amino acids / Medium-chain fatty acids / Branched fatty acids / Aralkylamines / Amino fatty acids / Dicarboxylic acids and derivatives / Amino acids / Carboxylic acids / Organopnictogen compounds / Organic oxides
show 3 more
Substituents
Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Amino fatty acid / Aralkylamine / Aromatic homopolycyclic compound / Branched fatty acid / Carbonyl group
show 17 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
YDWIUFASTTZKNI-UONOGXRCSA-N
InChI
InChI=1S/C16H17NO4/c17-14(16(20)21)9-13(15(18)19)8-10-5-6-11-3-1-2-4-12(11)7-10/h1-7,13-14H,8-9,17H2,(H,18,19)(H,20,21)/t13-,14+/m0/s1
IUPAC Name
(2R,4S)-2-amino-4-[(naphthalen-2-yl)methyl]pentanedioic acid
SMILES
[H][C@@](N)(C[C@]([H])(CC1=CC2=CC=CC=C2C=C1)C(O)=O)C(O)=O

References

General References
Not Available
PubChem Compound
9817372
PubChem Substance
99444743
ChemSpider
7993122
BindingDB
50118891
ChEMBL
CHEMBL435982
ZINC
ZINC000013491561
PDBe Ligand
NHL
PDB Entries
2ohv

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 Solubility0.0901 mg/mLALOGPS
logP-0.55ALOGPS
logP-0.14Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)2.19Chemaxon
pKa (Strongest Basic)9.53Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area100.62 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity77.01 m3·mol-1Chemaxon
Polarizability30 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8976
Blood Brain Barrier+0.548
Caco-2 permeable-0.6844
P-glycoprotein substrateSubstrate0.507
P-glycoprotein inhibitor INon-inhibitor0.9811
P-glycoprotein inhibitor IINon-inhibitor0.9732
Renal organic cation transporterNon-inhibitor0.9152
CYP450 2C9 substrateNon-substrate0.8146
CYP450 2D6 substrateNon-substrate0.8672
CYP450 3A4 substrateNon-substrate0.724
CYP450 1A2 substrateNon-inhibitor0.6987
CYP450 2C9 inhibitorNon-inhibitor0.9661
CYP450 2D6 inhibitorNon-inhibitor0.8902
CYP450 2C19 inhibitorNon-inhibitor0.9602
CYP450 3A4 inhibitorNon-inhibitor0.9297
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9823
Ames testNon AMES toxic0.8519
CarcinogenicityNon-carcinogens0.9077
BiodegradationNot ready biodegradable0.7891
Rat acute toxicity1.8397 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9851
hERG inhibition (predictor II)Non-inhibitor0.9201
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-MSsplash10-0006-9780000000-6e9d816820dab855e697
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-002n-0390000000-c20b1dc625202b652c9e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0090000000-805539f4e6e1c4ac048a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004m-0970000000-0207e9494c301e5cab24
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00vj-3790000000-458276a9a61a041a70b3
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zfr-0900000000-24001424aee73c351d93
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uxs-1900000000-e42148b657580dfbe3e5
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]-165.04262
predicted
DeepCCS 1.0 (2019)
[M+H]+167.40059
predicted
DeepCCS 1.0 (2019)
[M+Na]+174.0114
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glutamate racemase
Kind
Protein
Organism
Streptococcus pyogenes serotype M1
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
murI
Uniprot ID
Q9A1B7
Uniprot Name
Glutamate racemase
Molecular Weight
29015.825 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 21:30 / Updated at June 12, 2020 16:52