data_QO1 # _chem_comp.id QO1 _chem_comp.name "4-[(2S,3R)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-1-(4-{3-[(methylsulfonyl)amino]prop-1-yn-1-yl}phenyl)-4-oxoazetidin-2-yl]phenyl beta-D-glucopyranosiduronic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H35 F N2 O11 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-11-26 _chem_comp.pdbx_modified_date 2020-06-26 _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 698.712 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QO1 _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 6V3H _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 QO1 C01 C1 C 0 1 Y N N 181.099 115.409 138.625 9.849 -2.976 -1.241 C01 QO1 1 QO1 C02 C2 C 0 1 Y N N 182.304 114.771 138.451 8.903 -3.981 -1.359 C02 QO1 2 QO1 C03 C3 C 0 1 Y N N 182.863 114.746 137.187 7.764 -3.952 -0.578 C03 QO1 3 QO1 C04 C4 C 0 1 Y N N 180.444 116.017 137.575 9.651 -1.943 -0.341 C04 QO1 4 QO1 C05 C5 C 0 1 Y N N 181.013 115.987 136.308 8.510 -1.916 0.439 C05 QO1 5 QO1 C06 C6 C 0 1 Y N N 182.235 115.344 136.096 7.567 -2.920 0.321 C06 QO1 6 QO1 C07 C7 C 0 1 N N S 182.875 115.306 134.717 6.324 -2.888 1.172 C07 QO1 7 QO1 C08 C8 C 0 1 N N N 182.879 116.751 134.208 5.265 -2.015 0.496 C08 QO1 8 QO1 C09 C9 C 0 1 N N N 184.009 116.983 133.160 3.962 -2.083 1.295 C09 QO1 9 QO1 C10 C10 C 0 1 N N R 185.150 116.122 133.408 2.904 -1.209 0.619 C10 QO1 10 QO1 C11 C11 C 0 1 N N S 186.144 116.758 134.113 1.589 -1.110 1.409 C11 QO1 11 QO1 C12 C12 C 0 1 Y N N 186.694 115.888 135.410 1.090 0.302 1.581 C12 QO1 12 QO1 C13 C13 C 0 1 Y N N 186.360 116.226 136.734 1.309 0.971 2.770 C13 QO1 13 QO1 C14 C14 C 0 1 Y N N 186.823 115.494 137.837 0.853 2.266 2.930 C14 QO1 14 QO1 C15 C15 C 0 1 Y N N 187.525 114.767 135.251 0.420 0.928 0.546 C15 QO1 15 QO1 C16 C16 C 0 1 Y N N 187.989 114.036 136.352 -0.037 2.223 0.700 C16 QO1 16 QO1 C17 C17 C 0 1 Y N N 187.645 114.389 137.650 0.176 2.894 1.895 C17 QO1 17 QO1 C18 C18 C 0 1 N N S 187.814 113.973 140.027 -0.963 4.751 0.943 C18 QO1 18 QO1 C19 C19 C 0 1 N N R 187.797 112.707 140.880 -1.499 6.128 1.344 C19 QO1 19 QO1 C20 C20 C 0 1 N N S 187.498 113.077 142.326 -2.183 6.773 0.134 C20 QO1 20 QO1 C21 C21 C 0 1 N N S 188.515 114.098 142.826 -1.182 6.852 -1.023 C21 QO1 21 QO1 C22 C22 C 0 1 N N S 188.533 115.288 141.875 -0.659 5.447 -1.332 C22 QO1 22 QO1 C23 C23 C 0 1 N N N 189.648 116.210 142.349 0.371 5.525 -2.430 C23 QO1 23 QO1 C24 C24 C 0 1 N N N 186.072 115.993 131.989 2.105 -1.934 -0.445 C24 QO1 24 QO1 C25 C25 C 0 1 Y N N 188.323 117.222 132.949 -0.349 -2.247 0.046 C25 QO1 25 QO1 C26 C26 C 0 1 Y N N 189.208 116.545 132.130 -0.660 -2.918 -1.131 C26 QO1 26 QO1 C27 C27 C 0 1 Y N N 190.521 116.970 132.000 -1.951 -3.340 -1.364 C27 QO1 27 QO1 C28 C28 C 0 1 Y N N 190.949 118.077 132.713 -2.947 -3.093 -0.417 C28 QO1 28 QO1 C29 C29 C 0 1 Y N N 190.074 118.750 133.556 -2.631 -2.420 0.764 C29 QO1 29 QO1 C30 C30 C 0 1 Y N N 188.755 118.323 133.675 -1.338 -2.000 0.992 C30 QO1 30 QO1 C31 C31 C 0 1 N N N 192.404 118.538 132.585 -4.289 -3.530 -0.657 C31 QO1 31 QO1 C32 C32 C 0 1 N N N 193.529 118.913 132.476 -5.390 -3.888 -0.854 C32 QO1 32 QO1 C33 C33 C 0 1 N N N 194.960 119.437 132.299 -6.770 -4.336 -1.100 C33 QO1 33 QO1 C34 C34 C 0 1 N N N 195.909 116.795 131.037 -9.658 -5.750 -0.362 C34 QO1 34 QO1 F01 F1 F 0 1 N N N 180.545 115.440 139.866 10.966 -3.007 -2.000 F01 QO1 35 QO1 N01 N1 N 0 1 N N N 186.940 116.736 133.073 0.963 -1.826 0.283 N01 QO1 36 QO1 N02 N2 N 0 1 N N N 195.238 119.585 130.871 -7.616 -3.959 0.035 N02 QO1 37 QO1 O01 O1 O 0 1 N N N 188.167 113.589 138.718 -0.274 4.167 2.050 O01 QO1 38 QO1 O02 O2 O 0 1 N N N 188.161 114.539 144.108 -1.831 7.386 -2.179 O02 QO1 39 QO1 O03 O3 O 0 1 N N N 187.589 111.921 143.104 -2.622 8.089 0.478 O03 QO1 40 QO1 O04 O4 O 0 1 N N N 186.798 111.843 140.429 -2.444 5.983 2.405 O04 QO1 41 QO1 O05 O5 O 0 1 N N N 188.784 114.840 140.557 -0.062 4.893 -0.157 O05 QO1 42 QO1 O06 O6 O 0 1 N N N 190.787 116.157 141.808 1.520 5.229 -2.202 O06 QO1 43 QO1 O07 O7 O 0 1 N N N 189.427 117.016 143.296 0.011 5.923 -3.660 O07 QO1 44 QO1 O08 O8 O 0 1 N N N 194.617 117.906 128.951 -9.527 -3.254 -1.297 O08 QO1 45 QO1 O09 O9 O 0 1 N N N 196.822 118.456 129.097 -9.741 -3.553 1.150 O09 QO1 46 QO1 O10 O10 O 0 1 N N N 186.049 115.603 130.869 2.377 -2.419 -1.523 O10 QO1 47 QO1 O11 O11 O 0 1 N N N 182.125 114.495 133.879 6.639 -2.347 2.456 O11 QO1 48 QO1 S01 S1 S 0 1 N N N 195.651 118.212 129.936 -9.265 -3.996 -0.113 S01 QO1 49 QO1 H1 H1 H 0 1 N N N 182.803 114.299 139.284 9.057 -4.788 -2.061 H1 QO1 50 QO1 H2 H2 H 0 1 N N N 183.811 114.250 137.041 7.026 -4.735 -0.669 H2 QO1 51 QO1 H3 H3 H 0 1 N N N 179.498 116.512 137.736 10.388 -1.159 -0.249 H3 QO1 52 QO1 H4 H4 H 0 1 N N N 180.507 116.464 135.481 8.356 -1.110 1.141 H4 QO1 53 QO1 H5 H5 H 0 1 N N N 183.911 114.947 134.803 5.938 -3.901 1.289 H5 QO1 54 QO1 H6 H6 H 0 1 N N N 181.907 116.968 133.740 5.615 -0.983 0.459 H6 QO1 55 QO1 H7 H7 H 0 1 N N N 183.036 117.430 135.059 5.089 -2.375 -0.518 H7 QO1 56 QO1 H8 H8 H 0 1 N N N 183.614 116.772 132.156 3.612 -3.114 1.332 H8 QO1 57 QO1 H9 H9 H 0 1 N N N 184.335 118.032 133.212 4.138 -1.722 2.308 H9 QO1 58 QO1 H10 H10 H 0 1 N N N 184.880 115.122 133.777 3.294 -0.244 0.294 H10 QO1 59 QO1 H12 H12 H 0 1 N N N 185.861 117.766 134.449 1.594 -1.674 2.341 H12 QO1 60 QO1 H13 H13 H 0 1 N N N 185.723 117.081 136.908 1.836 0.482 3.576 H13 QO1 61 QO1 H14 H14 H 0 1 N N N 186.540 115.790 138.836 1.023 2.788 3.860 H14 QO1 62 QO1 H15 H15 H 0 1 N N N 187.813 114.461 134.256 0.254 0.405 -0.384 H15 QO1 63 QO1 H16 H16 H 0 1 N N N 188.627 113.180 136.188 -0.560 2.711 -0.108 H16 QO1 64 QO1 H17 H17 H 0 1 N N N 186.817 114.437 140.046 -1.794 4.108 0.652 H17 QO1 65 QO1 H18 H18 H 0 1 N N N 188.785 112.226 140.828 -0.673 6.758 1.673 H18 QO1 66 QO1 H19 H19 H 0 1 N N N 186.490 113.513 142.386 -3.039 6.168 -0.165 H19 QO1 67 QO1 H20 H20 H 0 1 N N N 189.512 113.633 142.836 -0.350 7.497 -0.741 H20 QO1 68 QO1 H21 H21 H 0 1 N N N 187.571 115.818 141.934 -1.486 4.814 -1.653 H21 QO1 69 QO1 H23 H23 H 0 1 N N N 188.872 115.675 131.585 0.110 -3.108 -1.863 H23 QO1 70 QO1 H24 H24 H 0 1 N N N 191.203 116.443 131.349 -2.193 -3.860 -2.279 H24 QO1 71 QO1 H25 H25 H 0 1 N N N 190.417 119.605 134.119 -3.399 -2.227 1.498 H25 QO1 72 QO1 H26 H26 H 0 1 N N N 188.072 118.845 134.328 -1.092 -1.479 1.905 H26 QO1 73 QO1 H27 H27 H 0 1 N N N 195.060 120.412 132.798 -7.148 -3.866 -2.008 H27 QO1 74 QO1 H28 H28 H 0 1 N N N 195.671 118.724 132.742 -6.784 -5.420 -1.220 H28 QO1 75 QO1 H29 H29 H 0 1 N N N 196.175 115.910 130.440 -9.314 -6.325 0.498 H29 QO1 76 QO1 H30 H30 H 0 1 N N N 196.724 117.021 131.740 -10.736 -5.869 -0.470 H30 QO1 77 QO1 H31 H31 H 0 1 N N N 194.985 116.594 131.599 -9.160 -6.110 -1.262 H31 QO1 78 QO1 H32 H32 H 0 1 N N N 194.419 119.981 130.456 -7.211 -3.688 0.873 H32 QO1 79 QO1 H33 H33 H 0 1 N N N 188.799 115.174 144.412 -1.255 7.464 -2.952 H33 QO1 80 QO1 H34 H34 H 0 1 N N N 187.405 112.134 144.011 -3.254 8.114 1.210 H34 QO1 81 QO1 H35 H35 H 0 1 N N N 186.793 111.058 140.964 -2.079 5.576 3.203 H35 QO1 82 QO1 H36 H36 H 0 1 N N N 190.217 117.510 143.483 0.706 5.957 -4.331 H36 QO1 83 QO1 H37 H37 H 0 1 N N N 182.526 114.472 133.018 6.989 -1.446 2.428 H37 QO1 84 # # 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 QO1 C01 C02 DOUB Y N 1 QO1 C01 C04 SING Y N 2 QO1 C01 F01 SING N N 3 QO1 C02 C03 SING Y N 4 QO1 C03 C06 DOUB Y N 5 QO1 C04 C05 DOUB Y N 6 QO1 C05 C06 SING Y N 7 QO1 C06 C07 SING N N 8 QO1 C07 C08 SING N N 9 QO1 C07 O11 SING N N 10 QO1 C08 C09 SING N N 11 QO1 C09 C10 SING N N 12 QO1 C10 C11 SING N N 13 QO1 C11 C12 SING N N 14 QO1 C11 N01 SING N N 15 QO1 C12 C13 DOUB Y N 16 QO1 C12 C15 SING Y N 17 QO1 C13 C14 SING Y N 18 QO1 C14 C17 DOUB Y N 19 QO1 C15 C16 DOUB Y N 20 QO1 C16 C17 SING Y N 21 QO1 C17 O01 SING N N 22 QO1 C18 C19 SING N N 23 QO1 C18 O01 SING N N 24 QO1 C18 O05 SING N N 25 QO1 C19 C20 SING N N 26 QO1 C19 O04 SING N N 27 QO1 C20 C21 SING N N 28 QO1 C20 O03 SING N N 29 QO1 C21 C22 SING N N 30 QO1 C21 O02 SING N N 31 QO1 C22 C23 SING N N 32 QO1 C22 O05 SING N N 33 QO1 C23 O06 DOUB N N 34 QO1 C23 O07 SING N N 35 QO1 C24 N01 SING N N 36 QO1 C24 O10 DOUB N N 37 QO1 C25 C26 DOUB Y N 38 QO1 C25 C30 SING Y N 39 QO1 C25 N01 SING N N 40 QO1 C26 C27 SING Y N 41 QO1 C27 C28 DOUB Y N 42 QO1 C28 C29 SING Y N 43 QO1 C28 C31 SING N N 44 QO1 C29 C30 DOUB Y N 45 QO1 C31 C32 TRIP N N 46 QO1 C32 C33 SING N N 47 QO1 C33 N02 SING N N 48 QO1 C34 S01 SING N N 49 QO1 N02 S01 SING N N 50 QO1 O08 S01 DOUB N N 51 QO1 O09 S01 DOUB N N 52 QO1 C02 H1 SING N N 53 QO1 C03 H2 SING N N 54 QO1 C04 H3 SING N N 55 QO1 C05 H4 SING N N 56 QO1 C07 H5 SING N N 57 QO1 C08 H6 SING N N 58 QO1 C08 H7 SING N N 59 QO1 C09 H8 SING N N 60 QO1 C09 H9 SING N N 61 QO1 C10 H10 SING N N 62 QO1 C11 H12 SING N N 63 QO1 C13 H13 SING N N 64 QO1 C14 H14 SING N N 65 QO1 C15 H15 SING N N 66 QO1 C16 H16 SING N N 67 QO1 C18 H17 SING N N 68 QO1 C19 H18 SING N N 69 QO1 C20 H19 SING N N 70 QO1 C21 H20 SING N N 71 QO1 C22 H21 SING N N 72 QO1 C26 H23 SING N N 73 QO1 C27 H24 SING N N 74 QO1 C29 H25 SING N N 75 QO1 C30 H26 SING N N 76 QO1 C33 H27 SING N N 77 QO1 C33 H28 SING N N 78 QO1 C34 H29 SING N N 79 QO1 C34 H30 SING N N 80 QO1 C34 H31 SING N N 81 QO1 N02 H32 SING N N 82 QO1 O02 H33 SING N N 83 QO1 O03 H34 SING N N 84 QO1 O04 H35 SING N N 85 QO1 O07 H36 SING N N 86 QO1 O11 H37 SING N N 87 QO1 C10 C24 SING N N 88 # # 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 QO1 SMILES ACDLabs 12.01 "c1(ccc(cc1)C(CCC4C(c2ccc(cc2)OC3C(C(C(C(C(=O)O)O3)O)O)O)N(C4=O)c5ccc(cc5)C#CCNS(C)(=O)=O)O)F" QO1 InChI InChI 1.03 "InChI=1S/C34H35FN2O11S/c1-49(45,46)36-18-2-3-19-4-12-23(13-5-19)37-27(25(32(37)42)16-17-26(38)20-6-10-22(35)11-7-20)21-8-14-24(15-9-21)47-34-30(41)28(39)29(40)31(48-34)33(43)44/h4-15,25-31,34,36,38-41H,16-18H2,1H3,(H,43,44)/t25-,26+,27-,28+,29+,30-,31+,34-/m1/s1" QO1 InChIKey InChI 1.03 DWURZHBEXYXPMW-WHTAKPIKSA-N QO1 SMILES_CANONICAL CACTVS 3.385 "C[S](=O)(=O)NCC#Cc1ccc(cc1)N2[C@@H]([C@@H](CC[C@H](O)c3ccc(F)cc3)C2=O)c4ccc(O[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O)C(O)=O)cc4" QO1 SMILES CACTVS 3.385 "C[S](=O)(=O)NCC#Cc1ccc(cc1)N2[CH]([CH](CC[CH](O)c3ccc(F)cc3)C2=O)c4ccc(O[CH]5O[CH]([CH](O)[CH](O)[CH]5O)C(O)=O)cc4" QO1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CS(=O)(=O)NCC#Cc1ccc(cc1)N2[C@@H](C(C2=O)CC[C@@H](c3ccc(cc3)F)O)c4ccc(cc4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O" QO1 SMILES "OpenEye OEToolkits" 2.0.7 "CS(=O)(=O)NCC#Cc1ccc(cc1)N2C(C(C2=O)CCC(c3ccc(cc3)F)O)c4ccc(cc4)OC5C(C(C(C(O5)C(=O)O)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 QO1 "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(2S,3R)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-1-(4-{3-[(methylsulfonyl)amino]prop-1-yn-1-yl}phenyl)-4-oxoazetidin-2-yl]phenyl beta-D-glucopyranosiduronic acid" QO1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[4-[(2~{S})-3-[(3~{S})-3-(4-fluorophenyl)-3-oxidanyl-propyl]-1-[4-[3-(methylsulfonylamino)prop-1-ynyl]phenyl]-4-oxidanylidene-azetidin-2-yl]phenoxy]-3,4,5-tris(oxidanyl)oxane-2-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QO1 "Create component" 2019-11-26 RCSB QO1 "Initial release" 2020-07-01 RCSB ##