data_ZLK # _chem_comp.id ZLK _chem_comp.name zafirlukast _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H33 N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-12 _chem_comp.pdbx_modified_date 2019-10-25 _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 575.675 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZLK _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 6RZ5 _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 ZLK C11 C1 C 0 1 Y N N 15.266 5.140 -13.077 3.446 2.205 -0.045 C11 ZLK 1 ZLK C01 C2 C 0 1 N N N 13.040 8.856 -11.732 -1.685 4.851 -1.430 C01 ZLK 2 ZLK C03 C3 C 0 1 Y N N 12.771 7.884 -13.993 -0.705 2.702 -1.160 C03 ZLK 3 ZLK C04 C4 C 0 1 Y N N 12.760 6.761 -14.913 0.339 1.799 -1.307 C04 ZLK 4 ZLK C05 C5 C 0 1 N N N 13.070 5.299 -14.453 1.620 2.234 -1.971 C05 ZLK 5 ZLK C06 C6 C 0 1 Y N N 14.567 5.155 -14.309 2.518 2.886 -0.951 C06 ZLK 6 ZLK C07 C7 C 0 1 Y N N 15.486 4.989 -15.340 2.618 4.201 -0.701 C07 ZLK 7 ZLK C09 C8 C 0 1 N N N 17.958 4.662 -15.532 3.901 5.732 0.825 C09 ZLK 8 ZLK C10 C9 C 0 1 Y N N 16.606 4.944 -13.398 4.055 3.215 0.720 C10 ZLK 9 ZLK C12 C10 C 0 1 Y N N 14.856 5.269 -11.714 3.786 0.867 0.167 C12 ZLK 10 ZLK C13 C11 C 0 1 Y N N 15.821 5.234 -10.720 4.728 0.547 1.126 C13 ZLK 11 ZLK C15 C12 C 0 1 N N N 14.260 5.860 -8.716 5.069 -1.667 0.318 C15 ZLK 12 ZLK C18 C13 C 0 1 N N N 13.290 6.642 -6.651 5.279 -3.857 -0.609 C18 ZLK 13 ZLK C19 C14 C 0 1 N N N 11.981 5.699 -6.243 6.229 -5.045 -0.379 C19 ZLK 14 ZLK C20 C15 C 0 1 N N N 12.337 5.099 -5.058 5.361 -6.320 -0.434 C20 ZLK 15 ZLK C21 C16 C 0 1 N N N 13.343 6.126 -4.345 4.125 -5.902 -1.269 C21 ZLK 16 ZLK C22 C17 C 0 1 N N N 13.838 7.134 -5.492 3.867 -4.451 -0.795 C22 ZLK 17 ZLK C23 C18 C 0 1 Y N N 17.187 5.012 -11.034 5.334 1.552 1.878 C23 ZLK 18 ZLK C24 C19 C 0 1 Y N N 17.585 4.871 -12.366 4.995 2.872 1.686 C24 ZLK 19 ZLK C25 C20 C 0 1 Y N N 12.415 6.911 -16.286 0.207 0.502 -0.846 C25 ZLK 20 ZLK C26 C21 C 0 1 Y N N 12.057 8.212 -16.756 -0.962 0.096 -0.237 C26 ZLK 21 ZLK C27 C22 C 0 1 Y N N 12.102 9.320 -15.862 -2.018 0.997 -0.085 C27 ZLK 22 ZLK C28 C23 C 0 1 Y N N 12.431 9.169 -14.503 -1.882 2.307 -0.545 C28 ZLK 23 ZLK C29 C24 C 0 1 N N N 11.655 10.728 -16.365 -3.273 0.567 0.567 C29 ZLK 24 ZLK C35 C25 C 0 1 Y N N 9.566 12.633 -18.244 -6.021 -1.171 0.323 C35 ZLK 25 ZLK C36 C26 C 0 1 Y N N 8.996 13.698 -17.531 -7.122 -0.339 0.410 C36 ZLK 26 ZLK C37 C27 C 0 1 Y N N 7.600 13.787 -17.449 -8.041 -0.299 -0.622 C37 ZLK 27 ZLK C38 C28 C 0 1 Y N N 6.795 12.817 -18.050 -7.860 -1.092 -1.740 C38 ZLK 28 ZLK C39 C29 C 0 1 Y N N 7.358 11.756 -18.754 -6.759 -1.924 -1.827 C39 ZLK 29 ZLK C40 C30 C 0 1 Y N N 8.769 11.666 -18.859 -5.840 -1.963 -0.795 C40 ZLK 30 ZLK C41 C31 C 0 1 N N N 9.387 10.469 -19.661 -4.640 -2.870 -0.890 C41 ZLK 31 ZLK N08 N1 N 0 1 Y N N 16.700 4.856 -14.774 3.534 4.418 0.292 N08 ZLK 32 ZLK N14 N2 N 0 1 N N N 15.470 5.286 -9.311 5.074 -0.794 1.344 N14 ZLK 33 ZLK N31 N3 N 0 1 N N N 11.876 11.044 -17.756 -3.400 -0.698 1.015 N31 ZLK 34 ZLK O02 O1 O 0 1 N N N 13.099 7.746 -12.628 -0.571 3.976 -1.615 O02 ZLK 35 ZLK O16 O2 O 0 1 N N N 13.401 6.335 -9.389 4.857 -1.275 -0.813 O16 ZLK 36 ZLK O17 O3 O 0 1 N N N 14.202 5.785 -7.302 5.299 -2.974 0.544 O17 ZLK 37 ZLK O30 O4 O 0 1 N N N 11.105 11.486 -15.657 -4.190 1.353 0.698 O30 ZLK 38 ZLK O33 O5 O 0 1 N N N 11.815 12.689 -19.731 -5.255 -0.232 2.575 O33 ZLK 39 ZLK O34 O6 O 0 1 N N N 12.056 13.619 -17.662 -4.671 -2.586 1.970 O34 ZLK 40 ZLK S32 S1 S 0 1 N N N 11.361 12.542 -18.355 -4.846 -1.216 1.635 S32 ZLK 41 ZLK H1 H1 H 0 1 N N N 13.334 8.530 -10.723 -1.446 5.834 -1.837 H1 ZLK 42 ZLK H2 H2 H 0 1 N N N 13.727 9.643 -12.077 -2.555 4.446 -1.947 H2 ZLK 43 ZLK H3 H3 H 0 1 N N N 12.014 9.251 -11.705 -1.903 4.942 -0.366 H3 ZLK 44 ZLK H4 H4 H 0 1 N N N 12.583 5.102 -13.487 2.123 1.365 -2.395 H4 ZLK 45 ZLK H5 H5 H 0 1 N N N 12.698 4.586 -15.204 1.394 2.946 -2.765 H5 ZLK 46 ZLK H6 H6 H 0 1 N N N 15.266 4.970 -16.397 2.061 4.973 -1.211 H6 ZLK 47 ZLK H7 H7 H 0 1 N N N 18.801 4.583 -14.830 3.248 5.980 1.662 H7 ZLK 48 ZLK H8 H8 H 0 1 N N N 17.889 3.740 -16.127 4.936 5.709 1.167 H8 ZLK 49 ZLK H9 H9 H 0 1 N N N 18.118 5.520 -16.202 3.793 6.485 0.044 H9 ZLK 50 ZLK H10 H10 H 0 1 N N N 13.813 5.392 -11.463 3.317 0.088 -0.415 H10 ZLK 51 ZLK H11 H11 H 0 1 N N N 12.941 7.443 -7.319 5.575 -3.309 -1.503 H11 ZLK 52 ZLK H12 H12 H 0 1 N N N 11.083 6.320 -6.109 6.986 -5.075 -1.163 H12 ZLK 53 ZLK H13 H13 H 0 1 N N N 11.791 4.943 -7.019 6.705 -4.960 0.597 H13 ZLK 54 ZLK H14 H14 H 0 1 N N N 11.450 4.931 -4.430 5.901 -7.127 -0.929 H14 ZLK 55 ZLK H15 H15 H 0 1 N N N 12.839 4.139 -5.248 5.061 -6.620 0.570 H15 ZLK 56 ZLK H16 H16 H 0 1 N N N 14.200 5.585 -3.916 4.353 -5.926 -2.335 H16 ZLK 57 ZLK H17 H17 H 0 1 N N N 12.823 6.679 -3.549 3.273 -6.543 -1.043 H17 ZLK 58 ZLK H18 H18 H 0 1 N N N 14.936 7.141 -5.555 3.325 -4.449 0.151 H18 ZLK 59 ZLK H19 H19 H 0 1 N N N 13.476 8.154 -5.294 3.316 -3.894 -1.553 H19 ZLK 60 ZLK H20 H20 H 0 1 N N N 17.920 4.952 -10.243 6.069 1.291 2.626 H20 ZLK 61 ZLK H21 H21 H 0 1 N N N 18.624 4.708 -12.611 5.468 3.642 2.277 H21 ZLK 62 ZLK H22 H22 H 0 1 N N N 12.424 6.063 -16.955 1.023 -0.196 -0.963 H22 ZLK 63 ZLK H23 H23 H 0 1 N N N 11.754 8.354 -17.783 -1.062 -0.918 0.121 H23 ZLK 64 ZLK H24 H24 H 0 1 N N N 12.426 10.027 -13.847 -2.695 3.009 -0.430 H24 ZLK 65 ZLK H25 H25 H 0 1 N N N 9.622 14.437 -17.053 -7.263 0.280 1.283 H25 ZLK 66 ZLK H26 H26 H 0 1 N N N 7.144 14.610 -16.918 -8.901 0.350 -0.554 H26 ZLK 67 ZLK H27 H27 H 0 1 N N N 5.721 12.891 -17.968 -8.578 -1.061 -2.546 H27 ZLK 68 ZLK H28 H28 H 0 1 N N N 6.727 11.010 -19.215 -6.618 -2.543 -2.700 H28 ZLK 69 ZLK H29 H29 H 0 1 N N N 9.506 10.757 -20.716 -3.787 -2.306 -1.268 H29 ZLK 70 ZLK H30 H30 H 0 1 N N N 10.369 10.212 -19.238 -4.404 -3.265 0.098 H30 ZLK 71 ZLK H31 H31 H 0 1 N N N 8.719 9.598 -19.592 -4.860 -3.694 -1.568 H31 ZLK 72 ZLK H32 H32 H 0 1 N N N 16.129 4.884 -8.675 5.317 -1.094 2.235 H32 ZLK 73 ZLK H33 H33 H 0 1 N N N 12.328 10.386 -18.359 -2.644 -1.305 0.975 H33 ZLK 74 # # 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 ZLK O33 S32 DOUB N N 1 ZLK C41 C40 SING N N 2 ZLK C40 C39 DOUB Y N 3 ZLK C40 C35 SING Y N 4 ZLK C39 C38 SING Y N 5 ZLK S32 C35 SING N N 6 ZLK S32 N31 SING N N 7 ZLK S32 O34 DOUB N N 8 ZLK C35 C36 DOUB Y N 9 ZLK C38 C37 DOUB Y N 10 ZLK N31 C29 SING N N 11 ZLK C36 C37 SING Y N 12 ZLK C26 C25 DOUB Y N 13 ZLK C26 C27 SING Y N 14 ZLK C29 C27 SING N N 15 ZLK C29 O30 DOUB N N 16 ZLK C25 C04 SING Y N 17 ZLK C27 C28 DOUB Y N 18 ZLK C09 N08 SING N N 19 ZLK C07 N08 SING Y N 20 ZLK C07 C06 DOUB Y N 21 ZLK C04 C05 SING N N 22 ZLK C04 C03 DOUB Y N 23 ZLK N08 C10 SING Y N 24 ZLK C28 C03 SING Y N 25 ZLK C05 C06 SING N N 26 ZLK C06 C11 SING Y N 27 ZLK C03 O02 SING N N 28 ZLK C10 C11 DOUB Y N 29 ZLK C10 C24 SING Y N 30 ZLK C11 C12 SING Y N 31 ZLK O02 C01 SING N N 32 ZLK C24 C23 DOUB Y N 33 ZLK C12 C13 DOUB Y N 34 ZLK C23 C13 SING Y N 35 ZLK C13 N14 SING N N 36 ZLK O16 C15 DOUB N N 37 ZLK N14 C15 SING N N 38 ZLK C15 O17 SING N N 39 ZLK O17 C18 SING N N 40 ZLK C18 C19 SING N N 41 ZLK C18 C22 SING N N 42 ZLK C19 C20 SING N N 43 ZLK C22 C21 SING N N 44 ZLK C20 C21 SING N N 45 ZLK C01 H1 SING N N 46 ZLK C01 H2 SING N N 47 ZLK C01 H3 SING N N 48 ZLK C05 H4 SING N N 49 ZLK C05 H5 SING N N 50 ZLK C07 H6 SING N N 51 ZLK C09 H7 SING N N 52 ZLK C09 H8 SING N N 53 ZLK C09 H9 SING N N 54 ZLK C12 H10 SING N N 55 ZLK C18 H11 SING N N 56 ZLK C19 H12 SING N N 57 ZLK C19 H13 SING N N 58 ZLK C20 H14 SING N N 59 ZLK C20 H15 SING N N 60 ZLK C21 H16 SING N N 61 ZLK C21 H17 SING N N 62 ZLK C22 H18 SING N N 63 ZLK C22 H19 SING N N 64 ZLK C23 H20 SING N N 65 ZLK C24 H21 SING N N 66 ZLK C25 H22 SING N N 67 ZLK C26 H23 SING N N 68 ZLK C28 H24 SING N N 69 ZLK C36 H25 SING N N 70 ZLK C37 H26 SING N N 71 ZLK C38 H27 SING N N 72 ZLK C39 H28 SING N N 73 ZLK C41 H29 SING N N 74 ZLK C41 H30 SING N N 75 ZLK C41 H31 SING N N 76 ZLK N14 H32 SING N N 77 ZLK N31 H33 SING N N 78 # # 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 ZLK InChI InChI 1.03 "InChI=1S/C31H33N3O6S/c1-20-8-4-7-11-29(20)41(37,38)33-30(35)22-13-12-21(28(17-22)39-3)16-23-19-34(2)27-15-14-24(18-26(23)27)32-31(36)40-25-9-5-6-10-25/h4,7-8,11-15,17-19,25H,5-6,9-10,16H2,1-3H3,(H,32,36)(H,33,35)" ZLK InChIKey InChI 1.03 YEEZWCHGZNKEEK-UHFFFAOYSA-N ZLK SMILES_CANONICAL CACTVS 3.385 "COc1cc(ccc1Cc2cn(C)c3ccc(NC(=O)OC4CCCC4)cc23)C(=O)N[S](=O)(=O)c5ccccc5C" ZLK SMILES CACTVS 3.385 "COc1cc(ccc1Cc2cn(C)c3ccc(NC(=O)OC4CCCC4)cc23)C(=O)N[S](=O)(=O)c5ccccc5C" ZLK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccccc1S(=O)(=O)NC(=O)c2ccc(c(c2)OC)Cc3cn(c4c3cc(cc4)NC(=O)OC5CCCC5)C" ZLK SMILES "OpenEye OEToolkits" 2.0.7 "Cc1ccccc1S(=O)(=O)NC(=O)c2ccc(c(c2)OC)Cc3cn(c4c3cc(cc4)NC(=O)OC5CCCC5)C" # _pdbx_chem_comp_identifier.comp_id ZLK _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "cyclopentyl ~{N}-[3-[[2-methoxy-4-[(2-methylphenyl)sulfonylcarbamoyl]phenyl]methyl]-1-methyl-indol-5-yl]carbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZLK "Create component" 2019-06-12 EBI ZLK "Initial release" 2019-10-30 RCSB ##