LEC

4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside

Created:	2008-11-07
Last modified:	2020-07-17

Find Related PDB Entry
3 entries where LEC is found as a standalone ligand1 entries where LEC is found in a branched oligosaccharide

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	42
Chiral Atom Count	5
Bond Count	43
Aromatic Bond Count	6

2D diagram of LEC

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside
Synonyms	N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]ethanamide; 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucoside; 4-nitrophenyl 2-acetamido-2-deoxy-D-glucoside; 4-nitrophenyl 2-acetamido-2-deoxy-glucoside
Systematic Name (OpenEye OEToolkits)	N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]ethanamide
Formula	C₁₄ H₁₈ N₂ O₈
Molecular Weight	342.301
Type	D-SACCHARIDE

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	[O-][N+](=O)c2ccc(OC1OC(C(O)C(O)C1NC(=O)C)CO)cc2
SMILES	CACTVS	3.341	CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1Oc2ccc(cc2)[N+]([O-])=O
SMILES	OpenEye OEToolkits	1.5.0	CC(=O)NC1C(C(C(OC1Oc2ccc(cc2)[N+](=O)[O-])CO)O)O
Canonical SMILES	CACTVS	3.341	CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1Oc2ccc(cc2)[N+]([O-])=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1Oc2ccc(cc2)[N+](=O)[O-])CO)O)O
InChI	InChI	1.03	InChI=1S/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-8(3-5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12-,13-,14-/m1/s1
InChIKey	InChI	1.03	OMRLTNCLYHKQCK-DHGKCCLASA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB18294
Name	AVR-48
Groups	investigational
Synonyms	4-nitrophenyl-n-acetyl-beta-d-glucosaminide AVR-48 .beta.-d-glucopyranoside, 4-nitrophenyl 2-(acetylamino)-2-deoxy- N-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)tetrahydro-2H-pyran-3-yl)acetamide 4-nitrophenyl 2-acetamido-2-deoxy-beta-d-glucopyranoside N-((2s,3r,4r,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)tetrahydro-2h-pyran-3-yl) acetamide
CAS number	3459-18-5

Related Resource References

Resource Name	Reference
PubChem	102416
ChEMBL	CHEMBL595014
ChEBI	CHEBI:90343

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.