data_J73 # _chem_comp.id J73 _chem_comp.name "METHANOL TRIAZOL ETHYL PHENYL 1O-ALPHA-D-MANNOPYRANOSIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H23 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-26 _chem_comp.pdbx_modified_date 2014-09-05 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 381.380 _chem_comp.one_letter_code ? _chem_comp.three_letter_code J73 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4AVJ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal J73 O42 O42 O 0 1 N N N -27.683 -40.617 14.332 8.329 1.423 -1.635 O42 J73 1 J73 C41 C41 C 0 1 N N N -27.432 -39.898 13.253 8.477 0.701 -0.410 C41 J73 2 J73 C39 C39 C 0 1 Y N N -27.581 -40.541 11.907 7.118 0.310 0.110 C39 J73 3 J73 N38 N38 N 0 1 Y N N -26.784 -41.507 11.379 6.856 -0.373 1.230 N38 J73 4 J73 N37 N37 N 0 1 Y N N -27.266 -41.832 10.099 5.583 -0.516 1.342 N37 J73 5 J73 C40 C40 C 0 1 Y N N -28.577 -40.262 10.947 5.922 0.586 -0.461 C40 J73 6 J73 N36 N36 N 0 1 Y N N -28.373 -41.054 9.852 4.984 0.042 0.349 N36 J73 7 J73 C35 C35 C 0 1 N N N -29.195 -41.067 8.651 3.536 0.085 0.133 C35 J73 8 J73 C34 C34 C 0 1 N N N -30.538 -40.354 8.713 2.974 -1.338 0.155 C34 J73 9 J73 C16 C16 C 0 1 Y N N -30.672 -39.143 7.871 1.485 -1.294 -0.066 C16 J73 10 J73 C17 C17 C 0 1 Y N N -31.912 -38.528 7.631 0.975 -1.360 -1.350 C17 J73 11 J73 C18 C18 C 0 1 Y N N -32.004 -37.385 6.835 -0.390 -1.320 -1.556 C18 J73 12 J73 C13 C13 C 0 1 Y N N -30.830 -36.831 6.269 -1.251 -1.213 -0.473 C13 J73 13 J73 C14 C14 C 0 1 Y N N -29.576 -37.497 6.495 -0.737 -1.147 0.814 C14 J73 14 J73 C15 C15 C 0 1 Y N N -29.490 -38.599 7.274 0.629 -1.194 1.015 C15 J73 15 J73 O1 O1 O 0 1 N N N -30.830 -35.748 5.431 -2.594 -1.173 -0.673 O1 J73 16 J73 C1 C1 C 0 1 N N R -31.159 -34.431 5.902 -3.420 -1.062 0.488 C1 J73 17 J73 C2 C2 C 0 1 N N S -30.866 -33.574 4.685 -4.884 -1.282 0.097 C2 J73 18 J73 O2 O2 O 0 1 N N N -31.468 -32.310 4.998 -5.704 -1.224 1.266 O2 J73 19 J73 C3 C3 C 0 1 N N S -29.380 -33.456 4.471 -5.311 -0.185 -0.883 C3 J73 20 J73 O3 O3 O 0 1 N N N -29.060 -32.627 3.321 -6.697 -0.339 -1.197 O3 J73 21 J73 C4 C4 C 0 1 N N S -28.710 -33.000 5.629 -5.082 1.183 -0.235 C4 J73 22 J73 O4 O4 O 0 1 N N N -27.317 -32.938 5.396 -5.409 2.215 -1.167 O4 J73 23 J73 C5 C5 C 0 1 N N R -28.999 -33.868 6.826 -3.610 1.307 0.170 C5 J73 24 J73 O5 O5 O 0 1 N N N -30.452 -34.042 7.059 -3.270 0.240 1.057 O5 J73 25 J73 C6 C6 C 0 1 N N N -28.376 -33.349 8.093 -3.386 2.647 0.873 C6 J73 26 J73 O6 O6 O 0 1 N N N -28.719 -32.076 8.475 -1.993 2.814 1.146 O6 J73 27 J73 H42 H42 H 0 1 N N N -27.548 -40.084 15.107 9.166 1.707 -2.027 H42 J73 28 J73 H411 H411 H 0 0 N N N -28.111 -39.033 13.275 9.071 -0.196 -0.587 H411 J73 29 J73 H412 H412 H 0 0 N N N -26.392 -39.549 13.331 8.980 1.331 0.324 H412 J73 30 J73 H40 H40 H 0 1 N N N -29.372 -39.540 11.059 5.752 1.129 -1.378 H40 J73 31 J73 H351 H351 H 0 0 N N N -28.610 -40.599 7.846 3.068 0.672 0.924 H351 J73 32 J73 H352 H352 H 0 0 N N N -29.392 -42.119 8.397 3.325 0.544 -0.833 H352 J73 33 J73 H341 H341 H 0 0 N N N -31.313 -41.069 8.399 3.442 -1.926 -0.636 H341 J73 34 J73 H342 H342 H 0 0 N N N -30.714 -40.058 9.758 3.185 -1.797 1.121 H342 J73 35 J73 H17 H17 H 0 1 N N N -32.807 -38.945 8.069 1.646 -1.443 -2.193 H17 J73 36 J73 H15 H15 H 0 1 N N N -28.532 -39.067 7.445 1.029 -1.147 2.017 H15 J73 37 J73 H18 H18 H 0 1 N N N -32.964 -36.926 6.652 -0.787 -1.372 -2.559 H18 J73 38 J73 H14 H14 H 0 1 N N N -28.681 -37.108 6.032 -1.405 -1.064 1.659 H14 J73 39 J73 H1 H1 H 0 1 N N N -32.240 -34.381 6.100 -3.122 -1.815 1.219 H1 J73 40 J73 H2 H2 H 0 1 N N N -31.336 -34.021 3.796 -4.992 -2.257 -0.376 H2 J73 41 J73 HA HA H 0 1 N N N -31.329 -31.706 4.278 -5.485 -1.888 1.933 HA J73 42 J73 H3 H3 H 0 1 N N N -29.014 -34.470 4.252 -4.720 -0.261 -1.796 H3 J73 43 J73 HB HB H 0 1 N N N -28.117 -32.577 3.219 -6.916 -1.188 -1.606 HB J73 44 J73 H4 H4 H 0 1 N N N -29.070 -31.987 5.864 -5.713 1.277 0.650 H4 J73 45 J73 HC HC H 0 1 N N N -26.878 -32.631 6.180 -6.327 2.194 -1.471 HC J73 46 J73 H5 H5 H 0 1 N N N -28.569 -34.861 6.627 -2.983 1.253 -0.720 H5 J73 47 J73 H61C H61C H 0 0 N N N -28.663 -34.030 8.908 -3.729 3.457 0.230 H61C J73 48 J73 H62C H62C H 0 0 N N N -27.284 -33.374 7.962 -3.944 2.664 1.809 H62C J73 49 J73 H6 H6 H 0 1 N N N -28.270 -31.855 9.282 -1.776 3.644 1.592 H6 J73 50 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal J73 O42 C41 SING N N 1 J73 C41 C39 SING N N 2 J73 C39 N38 SING Y N 3 J73 C39 C40 DOUB Y N 4 J73 N38 N37 DOUB Y N 5 J73 N37 N36 SING Y N 6 J73 C40 N36 SING Y N 7 J73 N36 C35 SING N N 8 J73 C35 C34 SING N N 9 J73 C34 C16 SING N N 10 J73 C16 C17 SING Y N 11 J73 C16 C15 DOUB Y N 12 J73 C17 C18 DOUB Y N 13 J73 C18 C13 SING Y N 14 J73 C13 C14 DOUB Y N 15 J73 C13 O1 SING N N 16 J73 C14 C15 SING Y N 17 J73 O1 C1 SING N N 18 J73 C1 C2 SING N N 19 J73 C1 O5 SING N N 20 J73 C2 O2 SING N N 21 J73 C2 C3 SING N N 22 J73 C3 O3 SING N N 23 J73 C3 C4 SING N N 24 J73 C4 O4 SING N N 25 J73 C4 C5 SING N N 26 J73 C5 O5 SING N N 27 J73 C5 C6 SING N N 28 J73 C6 O6 SING N N 29 J73 O42 H42 SING N N 30 J73 C41 H411 SING N N 31 J73 C41 H412 SING N N 32 J73 C40 H40 SING N N 33 J73 C35 H351 SING N N 34 J73 C35 H352 SING N N 35 J73 C34 H341 SING N N 36 J73 C34 H342 SING N N 37 J73 C17 H17 SING N N 38 J73 C15 H15 SING N N 39 J73 C18 H18 SING N N 40 J73 C14 H14 SING N N 41 J73 C1 H1 SING N N 42 J73 C2 H2 SING N N 43 J73 O2 HA SING N N 44 J73 C3 H3 SING N N 45 J73 O3 HB SING N N 46 J73 C4 H4 SING N N 47 J73 O4 HC SING N N 48 J73 C5 H5 SING N N 49 J73 C6 H61C SING N N 50 J73 C6 H62C SING N N 51 J73 O6 H6 SING N N 52 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor J73 SMILES ACDLabs 12.01 "O(c1ccc(cc1)CCn2nnc(c2)CO)C3OC(C(O)C(O)C3O)CO" J73 InChI InChI 1.03 "InChI=1S/C17H23N3O7/c21-8-11-7-20(19-18-11)6-5-10-1-3-12(4-2-10)26-17-16(25)15(24)14(23)13(9-22)27-17/h1-4,7,13-17,21-25H,5-6,8-9H2/t13-,14-,15+,16+,17+/m1/s1" J73 InChIKey InChI 1.03 BCFCTVRYNLVCND-NRKLIOEPSA-N J73 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H](Oc2ccc(CCn3cc(CO)nn3)cc2)[C@@H](O)[C@@H](O)[C@@H]1O" J73 SMILES CACTVS 3.385 "OC[CH]1O[CH](Oc2ccc(CCn3cc(CO)nn3)cc2)[CH](O)[CH](O)[CH]1O" J73 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CCn2cc(nn2)CO)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" J73 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CCn2cc(nn2)CO)OC3C(C(C(C(O3)CO)O)O)O" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier J73 "SYSTEMATIC NAME" ACDLabs 12.01 "4-{2-[4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl]ethyl}phenyl alpha-D-mannopyranoside" J73 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,3S,4S,5S,6R)-2-(hydroxymethyl)-6-[4-[2-[4-(hydroxymethyl)-1,2,3-triazol-1-yl]ethyl]phenoxy]oxane-3,4,5-triol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site J73 "Create component" 2012-05-26 EBI J73 "Modify descriptor" 2014-09-05 RCSB #