data_3QL # _chem_comp.id 3QL _chem_comp.name "N-[(1R,2S,3R,4R,5R)-2-[(2S,3R,4R,5S,6R)-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-yl]oxy-3-oxidanyl-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H26 N2 O10" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-08 _chem_comp.pdbx_modified_date 2015-07-02 _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 406.385 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3QL _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 4WLK _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 3QL O7A O1 O 0 1 N N N -30.977 29.191 3.946 -0.528 2.401 0.504 O7A 3QL 1 3QL C7A C1 C 0 1 N N N -29.825 29.073 3.566 -0.090 2.691 -0.589 C7A 3QL 2 3QL C8A C2 C 0 1 N N N -29.502 28.527 2.205 -0.854 3.638 -1.479 C8A 3QL 3 3QL N2A N1 N 0 1 N N N -28.777 29.415 4.314 1.082 2.173 -1.005 N2A 3QL 4 3QL C2A C3 C 0 1 N N R -28.870 29.966 5.651 1.827 1.257 -0.138 C2A 3QL 5 3QL C3A C4 C 0 1 N N R -28.425 31.419 5.611 3.313 1.295 -0.509 C3A 3QL 6 3QL O3A O2 O 0 1 N N N -29.334 32.180 4.808 3.832 2.604 -0.269 O3A 3QL 7 3QL C4A C5 C 0 1 N N S -28.364 32.005 7.013 4.069 0.278 0.351 C4A 3QL 8 3QL O4A O3 O 0 1 N N N -27.814 33.324 6.932 5.444 0.253 -0.038 O4A 3QL 9 3QL C5A C6 C 0 1 N N R -27.513 31.112 7.914 3.454 -1.109 0.146 C5A 3QL 10 3QL C6A C7 C 0 1 N N N -27.496 31.611 9.355 4.165 -2.121 1.047 C6A 3QL 11 3QL O6A O4 O 0 1 N N N -26.845 30.647 10.191 3.672 -3.434 0.771 O6A 3QL 12 3QL O5A O5 O 0 1 N N N -28.026 29.779 7.902 2.065 -1.067 0.479 O5A 3QL 13 3QL C1A C8 C 0 1 N N S -27.984 29.182 6.607 1.299 -0.168 -0.324 C1A 3QL 14 3QL O1A O6 O 0 1 N N N -28.428 27.829 6.702 -0.072 -0.224 0.074 O1A 3QL 15 3QL C4B C9 C 0 1 N N S -27.423 26.985 7.263 -0.697 -1.487 -0.166 C4B 3QL 16 3QL C3B C10 C 0 1 N N R -27.918 26.319 8.542 -1.792 -1.727 0.879 C3B 3QL 17 3QL O3B O7 O 0 1 N N N -27.953 27.279 9.601 -2.292 -3.059 0.748 O3B 3QL 18 3QL C5B C11 C 0 1 N N R -27.014 25.923 6.253 -1.343 -1.486 -1.561 C5B 3QL 19 3QL O5B O8 O 0 1 N N N -27.597 24.698 6.662 -2.239 -0.348 -1.617 O5B 3QL 20 3QL C1B C12 C 0 1 N N R -26.729 24.285 7.710 -3.361 -0.787 -0.820 C1B 3QL 21 3QL O1B O9 O 0 1 N N N -25.412 24.540 7.227 -3.578 -2.166 -1.171 O1B 3QL 22 3QL C6B C13 C 0 1 N N N -25.523 25.615 6.293 -2.317 -2.686 -1.629 C6B 3QL 23 3QL C2B C14 C 0 1 N N R -26.990 25.167 8.923 -2.933 -0.728 0.655 C2B 3QL 24 3QL N2B N2 N 0 1 N N N -27.560 24.398 10.017 -2.472 0.624 0.978 N2B 3QL 25 3QL C7B C15 C 0 1 N N N -27.040 24.399 11.247 -3.360 1.569 1.347 C7B 3QL 26 3QL O7B O10 O 0 1 N N N -26.047 25.041 11.554 -4.541 1.299 1.411 O7B 3QL 27 3QL C8B C16 C 0 1 N N N -27.766 23.548 12.249 -2.886 2.960 1.680 C8B 3QL 28 3QL H1 H1 H 0 1 N N N -30.435 28.281 1.677 -0.534 4.661 -1.280 H1 3QL 29 3QL H2 H2 H 0 1 N N N -28.944 29.281 1.631 -0.658 3.393 -2.523 H2 3QL 30 3QL H3 H3 H 0 1 N N N -28.890 27.619 2.310 -1.921 3.546 -1.277 H3 3QL 31 3QL H4 H4 H 0 1 N N N -27.865 29.283 3.927 1.432 2.405 -1.879 H4 3QL 32 3QL H5 H5 H 0 1 N N N -29.910 29.919 6.006 1.703 1.558 0.902 H5 3QL 33 3QL H6 H6 H 0 1 N N N -27.418 31.463 5.171 3.432 1.042 -1.563 H6 3QL 34 3QL H7 H7 H 0 1 N N N -29.053 33.087 4.785 4.770 2.701 -0.482 H7 3QL 35 3QL H8 H8 H 0 1 N N N -29.384 32.048 7.423 3.991 0.559 1.401 H8 3QL 36 3QL H9 H9 H 0 1 N N N -27.770 33.703 7.802 5.984 -0.371 0.467 H9 3QL 37 3QL H10 H10 H 0 1 N N N -26.481 31.116 7.532 3.569 -1.407 -0.897 H10 3QL 38 3QL H11 H11 H 0 1 N N N -26.952 32.566 9.405 5.238 -2.088 0.854 H11 3QL 39 3QL H12 H12 H 0 1 N N N -28.529 31.759 9.703 3.976 -1.873 2.091 H12 3QL 40 3QL H13 H13 H 0 1 N N N -26.836 30.960 11.088 4.079 -4.127 1.307 H13 3QL 41 3QL H14 H14 H 0 1 N N N -26.954 29.206 6.223 1.385 -0.453 -1.372 H14 3QL 42 3QL H15 H15 H 0 1 N N N -26.535 27.586 7.510 0.048 -2.280 -0.105 H15 3QL 43 3QL H16 H16 H 0 1 N N N -28.926 25.916 8.364 -1.378 -1.589 1.878 H16 3QL 44 3QL H17 H17 H 0 1 N N N -28.262 26.862 10.397 -2.990 -3.281 1.380 H17 3QL 45 3QL H18 H18 H 0 1 N N N -27.323 26.213 5.238 -0.606 -1.496 -2.364 H18 3QL 46 3QL H19 H19 H 0 1 N N N -26.872 23.225 7.968 -4.243 -0.173 -1.002 H19 3QL 47 3QL H20 H20 H 0 1 N N N -25.161 25.308 5.300 -2.405 -3.045 -2.655 H20 3QL 48 3QL H21 H21 H 0 1 N N N -24.953 26.491 6.637 -1.977 -3.487 -0.974 H21 3QL 49 3QL H22 H22 H 0 1 N N N -26.030 25.595 9.248 -3.778 -0.990 1.291 H22 3QL 50 3QL H23 H23 H 0 1 N N N -28.375 23.846 9.841 -1.528 0.840 0.927 H23 3QL 51 3QL H24 H24 H 0 1 N N N -27.262 23.619 13.224 -2.888 3.570 0.777 H24 3QL 52 3QL H25 H25 H 0 1 N N N -28.804 23.900 12.346 -3.552 3.404 2.420 H25 3QL 53 3QL H26 H26 H 0 1 N N N -27.764 22.501 11.911 -1.875 2.912 2.084 H26 3QL 54 # 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 3QL C8A C7A SING N N 1 3QL C7A O7A DOUB N N 2 3QL C7A N2A SING N N 3 3QL N2A C2A SING N N 4 3QL O3A C3A SING N N 5 3QL C3A C2A SING N N 6 3QL C3A C4A SING N N 7 3QL C2A C1A SING N N 8 3QL C5B C6B SING N N 9 3QL C5B O5B SING N N 10 3QL C5B C4B SING N N 11 3QL C6B O1B SING N N 12 3QL C1A O1A SING N N 13 3QL C1A O5A SING N N 14 3QL O5B C1B SING N N 15 3QL O1A C4B SING N N 16 3QL O4A C4A SING N N 17 3QL C4A C5A SING N N 18 3QL O1B C1B SING N N 19 3QL C4B C3B SING N N 20 3QL C1B C2B SING N N 21 3QL O5A C5A SING N N 22 3QL C5A C6A SING N N 23 3QL C3B C2B SING N N 24 3QL C3B O3B SING N N 25 3QL C2B N2B SING N N 26 3QL C6A O6A SING N N 27 3QL N2B C7B SING N N 28 3QL C7B O7B DOUB N N 29 3QL C7B C8B SING N N 30 3QL C8A H1 SING N N 31 3QL C8A H2 SING N N 32 3QL C8A H3 SING N N 33 3QL N2A H4 SING N N 34 3QL C2A H5 SING N N 35 3QL C3A H6 SING N N 36 3QL O3A H7 SING N N 37 3QL C4A H8 SING N N 38 3QL O4A H9 SING N N 39 3QL C5A H10 SING N N 40 3QL C6A H11 SING N N 41 3QL C6A H12 SING N N 42 3QL O6A H13 SING N N 43 3QL C1A H14 SING N N 44 3QL C4B H15 SING N N 45 3QL C3B H16 SING N N 46 3QL O3B H17 SING N N 47 3QL C5B H18 SING N N 48 3QL C1B H19 SING N N 49 3QL C6B H20 SING N N 50 3QL C6B H21 SING N N 51 3QL C2B H22 SING N N 52 3QL N2B H23 SING N N 53 3QL C8B H24 SING N N 54 3QL C8B H25 SING N N 55 3QL C8B H26 SING N N 56 # 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 3QL SMILES ACDLabs 12.01 "O=C(NC3C(O)C(O)C(OC3OC1C(O)C(NC(=O)C)C2OC1CO2)CO)C" 3QL InChI InChI 1.03 "InChI=1S/C16H26N2O10/c1-5(20)17-9-12(23)11(22)7(3-19)26-16(9)28-14-8-4-25-15(27-8)10(13(14)24)18-6(2)21/h7-16,19,22-24H,3-4H2,1-2H3,(H,17,20)(H,18,21)/t7-,8-,9-,10-,11-,12-,13-,14-,15-,16+/m1/s1" 3QL InChIKey InChI 1.03 UVQRTGABPMLDOA-KSKNGZLJSA-N 3QL SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H]3CO[C@@H]1O3" 3QL SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2NC(C)=O)[CH]3CO[CH]1O3" 3QL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)N[C@@H]1[C@H]([C@@H]([C@H]2CO[C@@H]1O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)NC(=O)C)O" 3QL SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)NC1C(C(C2COC1O2)OC3C(C(C(C(O3)CO)O)O)NC(=O)C)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 3QL "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1R,2S,3R,4R,5R)-2-{[(2S,3R,4R,5S,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-3-hydroxy-6,8-dioxabicyclo[3.2.1]oct-4-yl]acetamide (non-preferred name)" 3QL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(1R,2S,3R,4R,5R)-2-[(2S,3R,4R,5S,6R)-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-yl]oxy-3-oxidanyl-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3QL "Create component" 2014-10-08 EBI 3QL "Initial release" 2015-07-07 RCSB #