NAV

O-(N-acetyl-alpha-D-galactosaminyl)-L-serine

Identification

Generic Name
O-(N-acetyl-alpha-D-galactosaminyl)-L-serine
DrugBank Accession Number
DB02397
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 308.2851
Monoisotopic: 308.121965626
Chemical Formula
C11H20N2O8
Synonyms
  • Tn Antigen
  • α-D-GalNAc-Ser
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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 glycosyl-amino acids. These are compounds consisting of saccharide linked through a glycosyl linkage (O-, N-, or S-) to an amino acid.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Glycosyl-amino acids
Alternative Parents
Fatty acyl glycosides of mono- and disaccharides / N-acyl-alpha-hexosamines / Hexoses / O-glycosyl compounds / L-alpha-amino acids / Sugar acids and derivatives / Oxanes / Acetamides / Secondary carboxylic acid amides / Secondary alcohols
show 11 more
Substituents
Acetal / Acetamide / Alcohol / Aliphatic heteromonocyclic compound / Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Carbonyl group / Carboxamide group
show 28 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
non-proteinogenic L-alpha-amino acid, L-serine derivative (CHEBI:53608)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
67262-86-6
InChI Key
REDMNGDGDYFZRE-WKWISIMFSA-N
InChI
InChI=1S/C11H20N2O8/c1-4(15)13-7-9(17)8(16)6(2-14)21-11(7)20-3-5(12)10(18)19/h5-9,11,14,16-17H,2-3,12H2,1H3,(H,13,15)(H,18,19)/t5-,6+,7+,8-,9+,11-/m0/s1
IUPAC Name
(2S)-2-amino-3-{[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propanoic acid
SMILES
CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@H](N)C(O)=O

References

General References
Not Available
PubChem Compound
447272
PubChem Substance
46508292
ChemSpider
394416
ChEBI
53608
ChEMBL
CHEMBL1236347
ZINC
ZINC000005883995
PDB Entries
1n47 / 2d3s / 4u36 / 4xtp / 5kd8 / 5kdu / 5kdx

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 Solubility82.0 mg/mLALOGPS
logP-3.2ALOGPS
logP-5.9Chemaxon
logS-0.58ALOGPS
pKa (Strongest Acidic)1.8Chemaxon
pKa (Strongest Basic)8.82Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area171.57 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity65.56 m3·mol-1Chemaxon
Polarizability28.89 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9429
Blood Brain Barrier-0.9788
Caco-2 permeable-0.8466
P-glycoprotein substrateNon-substrate0.5132
P-glycoprotein inhibitor INon-inhibitor0.8805
P-glycoprotein inhibitor IINon-inhibitor0.9523
Renal organic cation transporterNon-inhibitor0.9459
CYP450 2C9 substrateNon-substrate0.7868
CYP450 2D6 substrateNon-substrate0.8577
CYP450 3A4 substrateNon-substrate0.6108
CYP450 1A2 substrateNon-inhibitor0.9661
CYP450 2C9 inhibitorNon-inhibitor0.9515
CYP450 2D6 inhibitorNon-inhibitor0.9567
CYP450 2C19 inhibitorNon-inhibitor0.9394
CYP450 3A4 inhibitorNon-inhibitor0.9799
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9732
Ames testNon AMES toxic0.7368
CarcinogenicityNon-carcinogens0.9566
BiodegradationReady biodegradable0.8003
Rat acute toxicity1.7739 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9933
hERG inhibition (predictor II)Non-inhibitor0.9358
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-MSsplash10-0k96-9370000000-83dd371fb180e07df027
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pbl-0595000000-906e56935d7d181b368b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0291000000-313d51dc54db2c3e7ec1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-059x-2691000000-4b33c3908a4d10daa223
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01b9-1590000000-3edd524380a7e5f45b8d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0016-9840000000-a2544550f4a4e54141e1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0pvi-9840000000-ca696e6eef66465f41e8
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]-169.65779
predicted
DeepCCS 1.0 (2019)
[M+H]+171.5532
predicted
DeepCCS 1.0 (2019)
[M+Na]+177.33147
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:16