4-Nitrophenyl-β-D-mannopyranoside   Click here for help

GtoPdb Ligand ID: 12453

Synonyms: (4-nitrophenyl) D-manno-hexopyranoside | 4-Nitrophenyl beta-D-mannopyranoside | 4-nitrophenyl d-mannopyranoside | paranitrophenyl mannopyranoside
PDB Ligand
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 4
Topological polar surface area 142.52
Molecular weight 301.25
XLogP -0.35
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C1=C(C=CC(=C1)O[C@H]2[C@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)[N+](=O)[O-]
Isomeric SMILES OC[C@H]1O[C@@H](OC2=CC=C(C=C2)[N+]([O-])=O)[C@@H](O)[C@@H](O)[C@@H]1O
InChI InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11+,12-/m1/s1
InChI Key IFBHRQDFSNCLOZ-LDMBFOFVSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TAS2R16 Hs Agonist Agonist 3.2 pEC50 - 1
pEC50 3.2 (EC50 6.5x10-4 M) [1]