NAV

N-{[6-(PENTYLOXY)NAPHTHALEN-2-YL]SULFONYL}-D-GLUTAMIC ACID

Identification

Generic Name
N-{[6-(PENTYLOXY)NAPHTHALEN-2-YL]SULFONYL}-D-GLUTAMIC ACID
DrugBank Accession Number
DB08107
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 423.48
Monoisotopic: 423.135172849
Chemical Formula
C20H25NO7S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UUDP-N-acetylmuramoylalanine--D-glutamate ligaseNot AvailableEscherichia coli (strain K12)
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 glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid 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
Glutamic acid and derivatives
Alternative Parents
2-naphthalene sulfonic acids and derivatives / 2-naphthalene sulfonamides / Alkyl aryl ethers / Organosulfonamides / Dicarboxylic acids and derivatives / Aminosulfonyl compounds / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides
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Substituents
2-naphthalene sulfonamide / 2-naphthalene sulfonic acid or derivatives / Alkyl aryl ether / Aminosulfonyl compound / Aromatic homopolycyclic compound / Benzenoid / Carbonyl group / Carboxylic acid / Dicarboxylic acid or derivatives / Ether
show 16 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
LIGACKDHLKEZFH-GOSISDBHSA-N
InChI
InChI=1S/C20H25NO7S/c1-2-3-4-11-28-16-7-5-15-13-17(8-6-14(15)12-16)29(26,27)21-18(20(24)25)9-10-19(22)23/h5-8,12-13,18,21H,2-4,9-11H2,1H3,(H,22,23)(H,24,25)/t18-/m1/s1
IUPAC Name
(2R)-2-[6-(pentyloxy)naphthalene-2-sulfonamido]pentanedioic acid
SMILES
[H][C@](CCC(O)=O)(NS(=O)(=O)C1=CC2=C(C=C1)C=C(OCCCCC)C=C2)C(O)=O

References

General References
Not Available
PubChem Compound
24755470
PubChem Substance
99444578
ChemSpider
24717166
BindingDB
26445
ChEMBL
CHEMBL517944
ZINC
ZINC000016052547
PDBe Ligand
LK3
PDB Entries
2uuo

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 Solubility0.00847 mg/mLALOGPS
logP1.52ALOGPS
logP3.1Chemaxon
logS-4.7ALOGPS
pKa (Strongest Acidic)2.97Chemaxon
pKa (Strongest Basic)-4.8Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area130 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity105.87 m3·mol-1Chemaxon
Polarizability44.12 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.995
Blood Brain Barrier+0.6765
Caco-2 permeable-0.6459
P-glycoprotein substrateSubstrate0.6599
P-glycoprotein inhibitor INon-inhibitor0.8276
P-glycoprotein inhibitor IINon-inhibitor0.9616
Renal organic cation transporterNon-inhibitor0.8645
CYP450 2C9 substrateNon-substrate0.6173
CYP450 2D6 substrateNon-substrate0.7732
CYP450 3A4 substrateSubstrate0.5934
CYP450 1A2 substrateNon-inhibitor0.5957
CYP450 2C9 inhibitorNon-inhibitor0.5923
CYP450 2D6 inhibitorNon-inhibitor0.9012
CYP450 2C19 inhibitorNon-inhibitor0.5341
CYP450 3A4 inhibitorInhibitor0.6364
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5433
Ames testNon AMES toxic0.642
CarcinogenicityNon-carcinogens0.8214
BiodegradationNot ready biodegradable0.9779
Rat acute toxicity2.3014 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8983
hERG inhibition (predictor II)Non-inhibitor0.5057
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0mb9-2297800000-c9076f2baabc07db4fef
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fk9-0024900000-009d388e3b3eaf6c9346
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0bt9-7972100000-34eee784158e5259880b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a6r-0195000000-c6a70195fd97d11011ea
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0096000000-e558d5f06ae86cfa77fb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4l-9540000000-2ca73c40bea8546736b9
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]-191.6808
predicted
DeepCCS 1.0 (2019)
[M+H]+194.07637
predicted
DeepCCS 1.0 (2019)
[M+Na]+200.3223
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. UDP-N-acetylmuramoylalanine--D-glutamate ligase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Udp-n-acetylmuramoylalanine-d-glutamate ligase activity
Specific Function
Cell wall formation. Catalyzes the addition of glutamate to the nucleotide precursor UDP-N-acetylmuramoyl-L-alanine (UMA).
Gene Name
murD
Uniprot ID
P14900
Uniprot Name
UDP-N-acetylmuramoylalanine--D-glutamate ligase
Molecular Weight
46973.185 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 21:28 / Updated at June 12, 2020 16:52