data_ZBD # _chem_comp.id ZBD _chem_comp.name "4-{3-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl]-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl}-N-[(2R)-4-hydroxybutan-2-yl]-N-methylbutanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H29 F6 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-09 _chem_comp.pdbx_modified_date 2015-04-17 _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 597.570 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZBD _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 4YMQ _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 ZBD N1 N1 N 0 1 N N N -6.751 28.872 15.942 0.603 3.032 -0.308 N1 ZBD 1 ZBD C7 C1 C 0 1 N N N -8.210 28.997 15.852 2.003 3.261 -0.676 C7 ZBD 2 ZBD C8 C2 C 0 1 Y N N -8.848 27.643 15.684 2.757 1.958 -0.618 C8 ZBD 3 ZBD C10 C3 C 0 1 Y N N -9.806 25.661 16.618 3.531 -0.040 -1.686 C10 ZBD 4 ZBD C13 C4 C 0 1 Y N N -9.069 27.147 14.414 3.366 1.564 0.559 C13 ZBD 5 ZBD C15 C5 C 0 1 N N N -10.288 22.817 16.269 6.352 -1.465 -0.064 C15 ZBD 6 ZBD C24 C6 C 0 1 Y N N -5.964 29.006 17.104 0.053 2.997 0.990 C24 ZBD 7 ZBD C26 C7 C 0 1 Y N N -3.737 28.910 18.006 -1.958 2.703 2.272 C26 ZBD 8 ZBD C28 C8 C 0 1 Y N N -5.575 29.374 19.462 0.107 3.119 3.400 C28 ZBD 9 ZBD O31 O1 O 0 1 N N N -5.628 29.644 13.833 -0.486 1.495 -1.941 O31 ZBD 10 ZBD S5 S1 S 0 1 N N N -5.666 28.532 14.720 -0.683 2.764 -1.333 S5 ZBD 11 ZBD O30 O2 O 0 1 N N N -5.899 27.192 14.292 -0.910 3.969 -2.053 O30 ZBD 12 ZBD C25 C9 C 0 1 Y N N -4.604 28.832 16.908 -1.310 2.759 1.033 C25 ZBD 13 ZBD N6 N2 N 0 1 N N N -4.235 28.551 15.578 -1.920 2.602 -0.229 N6 ZBD 14 ZBD C32 C10 C 0 1 N N N -2.886 28.318 15.059 -3.336 2.347 -0.508 C32 ZBD 15 ZBD C33 C11 C 0 1 N N N -2.765 26.830 14.723 -3.610 0.844 -0.418 C33 ZBD 16 ZBD C34 C12 C 0 1 N N N -1.410 26.574 14.072 -5.088 0.577 -0.710 C34 ZBD 17 ZBD C2 C13 C 0 1 N N N -0.965 25.153 14.336 -5.358 -0.903 -0.620 C2 ZBD 18 ZBD N4 N3 N 0 1 N N N 0.106 24.941 15.122 -6.601 -1.375 -0.841 N4 ZBD 19 ZBD C39 C14 C 0 1 N N N 0.794 26.099 15.694 -7.689 -0.450 -1.167 C39 ZBD 20 ZBD C37 C15 C 0 1 N N R 0.561 23.564 15.374 -6.863 -2.814 -0.754 C37 ZBD 21 ZBD C40 C16 C 0 1 N N N -0.063 23.057 16.674 -7.386 -3.319 -2.101 C40 ZBD 22 ZBD C35 C17 C 0 1 N N N 2.103 23.460 15.341 -7.910 -3.077 0.330 C35 ZBD 23 ZBD C38 C18 C 0 1 N N N 2.790 23.616 16.706 -7.339 -2.687 1.695 C38 ZBD 24 ZBD O36 O3 O 0 1 N N N 3.403 24.904 16.834 -8.316 -2.932 2.708 O36 ZBD 25 ZBD O3 O4 O 0 1 N N N -1.555 24.208 13.846 -4.457 -1.668 -0.350 O3 ZBD 26 ZBD C27 C19 C 0 1 Y N N -4.222 29.169 19.273 -1.255 2.882 3.443 C27 ZBD 27 ZBD C29 C20 C 0 1 Y N N -6.440 29.277 18.391 0.756 3.177 2.186 C29 ZBD 28 ZBD C12 C21 C 0 1 Y N N -9.657 25.904 14.249 4.059 0.369 0.613 C12 ZBD 29 ZBD C11 C22 C 0 1 Y N N -10.037 25.155 15.350 4.141 -0.433 -0.510 C11 ZBD 30 ZBD C9 C23 C 0 1 Y N N -9.217 26.902 16.791 2.835 1.153 -1.739 C9 ZBD 31 ZBD C14 C24 C 0 1 N N N -10.670 23.793 15.141 4.897 -1.736 -0.451 C14 ZBD 32 ZBD O17 O5 O 0 1 N N N -10.157 23.267 13.916 4.854 -2.369 -1.731 O17 ZBD 33 ZBD C16 C25 C 0 1 N N N -12.205 23.905 15.039 4.253 -2.651 0.592 C16 ZBD 34 ZBD F20 F1 F 0 1 N N N -12.815 23.541 16.239 2.923 -2.899 0.239 F20 ZBD 35 ZBD F19 F2 F 0 1 N N N -12.668 23.058 14.026 4.954 -3.861 0.647 F19 ZBD 36 ZBD F18 F3 F 0 1 N N N -12.587 25.211 14.722 4.295 -2.031 1.846 F18 ZBD 37 ZBD F21 F4 F 0 1 N N N -10.952 23.125 17.461 7.080 -2.658 -0.125 F21 ZBD 38 ZBD F22 F5 F 0 1 N N N -10.659 21.530 15.875 6.905 -0.535 -0.951 F22 ZBD 39 ZBD F23 F6 F 0 1 N N N -8.912 22.828 16.506 6.401 -0.955 1.237 F23 ZBD 40 ZBD H1 H1 H 0 1 N N N -8.466 29.627 14.988 2.051 3.663 -1.688 H1 ZBD 41 ZBD H2 H2 H 0 1 N N N -8.590 29.464 16.772 2.450 3.971 0.019 H2 ZBD 42 ZBD H3 H3 H 0 1 N N N -10.089 25.080 17.483 3.592 -0.669 -2.562 H3 ZBD 43 ZBD H4 H4 H 0 1 N N N -8.783 27.728 13.550 3.302 2.191 1.436 H4 ZBD 44 ZBD H5 H5 H 0 1 N N N -2.677 28.766 17.860 -3.021 2.518 2.311 H5 ZBD 45 ZBD H6 H6 H 0 1 N N N -5.955 29.610 20.445 0.660 3.259 4.317 H6 ZBD 46 ZBD H7 H7 H 0 1 N N N -2.140 28.592 15.820 -3.951 2.873 0.222 H7 ZBD 47 ZBD H8 H8 H 0 1 N N N -2.724 28.921 14.153 -3.578 2.701 -1.510 H8 ZBD 48 ZBD H9 H9 H 0 1 N N N -3.568 26.543 14.028 -2.994 0.318 -1.148 H9 ZBD 49 ZBD H10 H10 H 0 1 N N N -2.849 26.236 15.645 -3.368 0.490 0.584 H10 ZBD 50 ZBD H11 H11 H 0 1 N N N -0.668 27.271 14.490 -5.703 1.103 0.020 H11 ZBD 51 ZBD H12 H12 H 0 1 N N N -1.492 26.734 12.987 -5.330 0.931 -1.712 H12 ZBD 52 ZBD H13 H13 H 0 1 N N N 1.641 25.757 16.307 -7.743 -0.320 -2.248 H13 ZBD 53 ZBD H14 H14 H 0 1 N N N 1.165 26.743 14.883 -8.632 -0.856 -0.802 H14 ZBD 54 ZBD H15 H15 H 0 1 N N N 0.093 26.668 16.323 -7.501 0.513 -0.695 H15 ZBD 55 ZBD H16 H16 H 0 1 N N N 0.179 22.929 14.561 -5.941 -3.337 -0.504 H16 ZBD 56 ZBD H17 H17 H 0 1 N N N 0.274 22.028 16.866 -7.582 -4.389 -2.036 H17 ZBD 57 ZBD H18 H18 H 0 1 N N N 0.246 23.706 17.507 -8.309 -2.796 -2.352 H18 ZBD 58 ZBD H19 H19 H 0 1 N N N -1.159 23.073 16.585 -6.641 -3.132 -2.874 H19 ZBD 59 ZBD H20 H20 H 0 1 N N N 2.371 22.474 14.934 -8.801 -2.484 0.126 H20 ZBD 60 ZBD H21 H21 H 0 1 N N N 2.485 24.247 14.674 -8.171 -4.135 0.335 H21 ZBD 61 ZBD H22 H22 H 0 1 N N N 2.039 23.495 17.501 -6.447 -3.280 1.899 H22 ZBD 62 ZBD H23 H23 H 0 1 N N N 3.562 22.839 16.810 -7.078 -1.629 1.691 H23 ZBD 63 ZBD H24 H24 H 0 1 N N N 3.819 24.974 17.685 -8.022 -2.708 3.601 H24 ZBD 64 ZBD H25 H25 H 0 1 N N N -3.545 29.211 20.114 -1.766 2.837 4.393 H25 ZBD 65 ZBD H26 H26 H 0 1 N N N -7.500 29.412 18.549 1.819 3.362 2.158 H26 ZBD 66 ZBD H27 H27 H 0 1 N N N -9.820 25.516 13.254 4.536 0.062 1.532 H27 ZBD 67 ZBD H28 H28 H 0 1 N N N -9.047 27.289 17.785 2.355 1.458 -2.657 H28 ZBD 68 ZBD H29 H29 H 0 1 N N N -9.211 23.196 13.973 3.960 -2.571 -2.041 H29 ZBD 69 # 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 ZBD O31 S5 DOUB N N 1 ZBD O3 C2 DOUB N N 2 ZBD O17 C14 SING N N 3 ZBD F19 C16 SING N N 4 ZBD C34 C2 SING N N 5 ZBD C34 C33 SING N N 6 ZBD C12 C13 DOUB Y N 7 ZBD C12 C11 SING Y N 8 ZBD O30 S5 DOUB N N 9 ZBD C2 N4 SING N N 10 ZBD C13 C8 SING Y N 11 ZBD S5 N6 SING N N 12 ZBD S5 N1 SING N N 13 ZBD F18 C16 SING N N 14 ZBD C33 C32 SING N N 15 ZBD C16 C14 SING N N 16 ZBD C16 F20 SING N N 17 ZBD C32 N6 SING N N 18 ZBD N4 C37 SING N N 19 ZBD N4 C39 SING N N 20 ZBD C14 C11 SING N N 21 ZBD C14 C15 SING N N 22 ZBD C35 C37 SING N N 23 ZBD C35 C38 SING N N 24 ZBD C11 C10 DOUB Y N 25 ZBD C37 C40 SING N N 26 ZBD N6 C25 SING N N 27 ZBD C8 C7 SING N N 28 ZBD C8 C9 DOUB Y N 29 ZBD C7 N1 SING N N 30 ZBD F22 C15 SING N N 31 ZBD N1 C24 SING N N 32 ZBD C15 F23 SING N N 33 ZBD C15 F21 SING N N 34 ZBD C10 C9 SING Y N 35 ZBD C38 O36 SING N N 36 ZBD C25 C24 DOUB Y N 37 ZBD C25 C26 SING Y N 38 ZBD C24 C29 SING Y N 39 ZBD C26 C27 DOUB Y N 40 ZBD C29 C28 DOUB Y N 41 ZBD C27 C28 SING Y N 42 ZBD C7 H1 SING N N 43 ZBD C7 H2 SING N N 44 ZBD C10 H3 SING N N 45 ZBD C13 H4 SING N N 46 ZBD C26 H5 SING N N 47 ZBD C28 H6 SING N N 48 ZBD C32 H7 SING N N 49 ZBD C32 H8 SING N N 50 ZBD C33 H9 SING N N 51 ZBD C33 H10 SING N N 52 ZBD C34 H11 SING N N 53 ZBD C34 H12 SING N N 54 ZBD C39 H13 SING N N 55 ZBD C39 H14 SING N N 56 ZBD C39 H15 SING N N 57 ZBD C37 H16 SING N N 58 ZBD C40 H17 SING N N 59 ZBD C40 H18 SING N N 60 ZBD C40 H19 SING N N 61 ZBD C35 H20 SING N N 62 ZBD C35 H21 SING N N 63 ZBD C38 H22 SING N N 64 ZBD C38 H23 SING N N 65 ZBD O36 H24 SING N N 66 ZBD C27 H25 SING N N 67 ZBD C29 H26 SING N N 68 ZBD C12 H27 SING N N 69 ZBD C9 H28 SING N N 70 ZBD O17 H29 SING N N 71 # 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 ZBD SMILES ACDLabs 12.01 "N2(c1ccccc1N(S2(=O)=O)CCCC(N(C(C)CCO)C)=O)Cc3ccc(cc3)C(C(F)(F)F)(O)C(F)(F)F" ZBD InChI InChI 1.03 "InChI=1S/C25H29F6N3O5S/c1-17(13-15-35)32(2)22(36)8-5-14-33-20-6-3-4-7-21(20)34(40(33,38)39)16-18-9-11-19(12-10-18)23(37,24(26,27)28)25(29,30)31/h3-4,6-7,9-12,17,35,37H,5,8,13-16H2,1-2H3/t17-/m1/s1" ZBD InChIKey InChI 1.03 SULHDXFOLGGHOR-QGZVFWFLSA-N ZBD SMILES_CANONICAL CACTVS 3.385 "C[C@H](CCO)N(C)C(=O)CCCN1c2ccccc2N(Cc3ccc(cc3)C(O)(C(F)(F)F)C(F)(F)F)[S]1(=O)=O" ZBD SMILES CACTVS 3.385 "C[CH](CCO)N(C)C(=O)CCCN1c2ccccc2N(Cc3ccc(cc3)C(O)(C(F)(F)F)C(F)(F)F)[S]1(=O)=O" ZBD SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H](CCO)N(C)C(=O)CCCN1c2ccccc2N(S1(=O)=O)Cc3ccc(cc3)C(C(F)(F)F)(C(F)(F)F)O" ZBD SMILES "OpenEye OEToolkits" 1.9.2 "CC(CCO)N(C)C(=O)CCCN1c2ccccc2N(S1(=O)=O)Cc3ccc(cc3)C(C(F)(F)F)(C(F)(F)F)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 ZBD "SYSTEMATIC NAME" ACDLabs 12.01 "4-{3-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl]-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl}-N-[(2R)-4-hydroxybutan-2-yl]-N-methylbutanamide" ZBD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[3-[[4-[1,1,1,3,3,3-hexakis(fluoranyl)-2-oxidanyl-propan-2-yl]phenyl]methyl]-2,2-bis(oxidanylidene)-2$l^{6},1,3-benzothiadiazol-1-yl]-N-methyl-N-[(2R)-4-oxidanylbutan-2-yl]butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZBD "Create component" 2015-03-09 RCSB ZBD "Initial release" 2015-04-22 RCSB #