data_H5S # _chem_comp.id H5S _chem_comp.name "(5S)-5-tert-butyl-1-(4-fluoro-3-methylbenzyl)-4-hydroxy-3-[8-(methylsulfonyl)-1,1-dioxido-6,7,8,9-tetrahydroisothiazolo[4,5-h]isoquinolin-3-yl]-1,5-dihydro-2H-pyrrol-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 F N3 O6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-04-29 _chem_comp.pdbx_modified_date 2011-06-04 _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 575.672 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H5S _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 3H5S _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 H5S C1 C1 C 0 1 N N S 32.749 -7.823 10.510 3.637 -1.608 -0.537 C1 H5S 1 H5S C3 C3 C 0 1 N N N 33.126 -9.272 12.259 2.224 -0.706 1.003 C3 H5S 2 H5S C4 C4 C 0 1 N N N 32.778 -7.974 12.862 1.409 -1.433 0.026 C4 H5S 3 H5S C5 C5 C 0 1 N N N 32.609 -7.084 11.821 2.224 -1.987 -0.914 C5 H5S 4 H5S C6 C6 C 0 1 N N N 33.618 -10.304 10.044 4.641 -0.205 1.426 C6 H5S 5 H5S C7 C7 C 0 1 Y N N 35.082 -9.960 9.712 5.032 1.100 0.782 C7 H5S 6 H5S C8 C8 C 0 1 Y N N 35.593 -10.099 8.415 4.434 2.277 1.189 C8 H5S 7 H5S C9 C9 C 0 1 Y N N 36.926 -9.783 8.120 4.792 3.475 0.599 C9 H5S 8 H5S C10 C10 C 0 1 Y N N 37.779 -9.293 9.109 5.751 3.495 -0.399 C10 H5S 9 H5S O13 O13 O 0 1 N N N 32.297 -5.791 11.923 1.845 -2.727 -1.971 O13 H5S 10 H5S N2 N2 N 0 1 N N N 33.161 -9.197 10.905 3.527 -0.802 0.684 N2 H5S 11 H5S C11 C11 C 0 1 Y N N 37.288 -9.143 10.411 6.350 2.314 -0.806 C11 H5S 12 H5S C12 C12 C 0 1 Y N N 35.960 -9.479 10.689 5.994 1.119 -0.211 C12 H5S 13 H5S O14 O14 O 0 1 N N N 33.434 -10.271 12.874 1.785 -0.103 1.964 O14 H5S 14 H5S C15 C15 C 0 1 N N N 32.687 -7.640 14.320 -0.062 -1.546 0.056 C15 H5S 15 H5S S16 S16 S 0 1 N N N 31.963 -6.384 16.277 -2.279 -2.386 0.321 S16 H5S 16 H5S N17 N17 N 0 1 N N N 32.110 -6.520 14.622 -0.631 -2.655 0.417 N17 H5S 17 H5S C18 C18 C 0 1 Y N N 32.644 -7.961 16.693 -2.271 -0.702 -0.227 C18 H5S 18 H5S C19 C19 C 0 1 Y N N 33.039 -8.528 15.467 -0.909 -0.401 -0.319 C19 H5S 19 H5S C20 C20 C 0 1 Y N N 33.679 -9.783 15.571 -0.562 0.892 -0.738 C20 H5S 20 H5S C21 C21 C 0 1 Y N N 33.881 -10.416 16.792 -1.545 1.806 -1.033 C21 H5S 21 H5S O22 O22 O 0 1 N N N 32.835 -5.353 16.736 -2.783 -3.185 -0.741 O22 H5S 22 H5S O23 O23 O 0 1 N N N 30.581 -6.324 16.630 -2.794 -2.401 1.645 O23 H5S 23 H5S C24 C24 C 0 1 N N N 31.324 -7.779 9.821 4.466 -2.865 -0.266 C24 H5S 24 H5S C25 C25 C 0 1 N N N 30.170 -8.131 10.780 4.375 -3.805 -1.469 C25 H5S 25 H5S C26 C26 C 0 1 N N N 30.987 -6.365 9.297 5.926 -2.473 -0.034 C26 H5S 26 H5S C27 C27 C 0 1 N N N 31.220 -8.759 8.640 3.925 -3.574 0.977 C27 H5S 27 H5S F28 F28 F 0 1 N N N 39.070 -8.973 8.814 6.102 4.665 -0.977 F28 H5S 28 H5S C29 C29 C 0 1 N N N 37.445 -9.968 6.711 4.139 4.759 1.043 C29 H5S 29 H5S C30 C30 C 0 1 Y N N 32.848 -8.575 17.895 -3.251 0.209 -0.527 C30 H5S 30 H5S C31 C31 C 0 1 Y N N 33.459 -9.812 17.970 -2.893 1.482 -0.927 C31 H5S 31 H5S C32 C32 C 0 1 N N N 33.675 -10.529 19.289 -3.901 2.555 -1.242 C32 H5S 32 H5S C33 C33 C 0 1 N N N 32.633 -10.094 20.313 -5.266 1.944 -1.556 C33 H5S 33 H5S N34 N34 N 0 1 N N N 32.552 -8.614 20.357 -5.569 0.951 -0.513 N34 H5S 34 H5S C35 C35 C 0 1 N N N 32.364 -7.837 19.113 -4.693 -0.222 -0.423 C35 H5S 35 H5S S36 S36 S 0 1 N N N 32.510 -7.764 21.773 -6.849 1.150 0.519 S36 H5S 36 H5S O37 O37 O 0 1 N N N 33.175 -8.600 22.726 -6.478 0.422 1.681 O37 H5S 37 H5S O38 O38 O 0 1 N N N 32.898 -6.473 21.420 -7.045 2.556 0.566 O38 H5S 38 H5S C39 C39 C 0 1 N N N 30.715 -7.845 22.118 -8.238 0.342 -0.322 C39 H5S 39 H5S H1 H1 H 0 1 N N N 33.479 -7.408 9.799 4.094 -1.021 -1.334 H1 H5S 40 H5S H6 H6 H 0 1 N N N 33.010 -10.372 9.130 5.492 -0.886 1.413 H6 H5S 41 H5S H6A H6A H 0 1 N N N 33.524 -11.281 10.540 4.336 -0.025 2.457 H6A H5S 42 H5S H8 H8 H 0 1 N N N 34.947 -10.457 7.627 3.685 2.262 1.968 H8 H5S 43 H5S HO13 HO13 H 0 0 N N N 32.223 -5.554 12.840 0.894 -2.822 -2.122 HO13 H5S 44 H5S H11 H11 H 0 1 N N N 37.930 -8.770 11.195 7.098 2.328 -1.585 H11 H5S 45 H5S H12 H12 H 0 1 N N N 35.597 -9.362 11.699 6.464 0.199 -0.525 H12 H5S 46 H5S H20 H20 H 0 1 N N N 34.024 -10.268 14.670 0.477 1.169 -0.829 H20 H5S 47 H5S H21 H21 H 0 1 N N N 34.367 -11.380 16.825 -1.264 2.798 -1.354 H21 H5S 48 H5S H25 H25 H 0 1 N N N 30.558 -8.215 11.806 4.760 -3.300 -2.355 H25 H5S 49 H5S H25A H25A H 0 0 N N N 29.406 -7.340 10.740 4.965 -4.701 -1.276 H25A H5S 50 H5S H25B H25B H 0 0 N N N 29.722 -9.089 10.478 3.334 -4.085 -1.635 H25B H5S 51 H5S H26 H26 H 0 1 N N N 30.907 -5.669 10.145 6.070 -2.209 1.014 H26 H5S 52 H5S H26A H26A H 0 0 N N N 31.784 -6.026 8.618 6.573 -3.313 -0.289 H26A H5S 53 H5S H26B H26B H 0 0 N N N 30.030 -6.394 8.755 6.177 -1.618 -0.662 H26B H5S 54 H5S H27 H27 H 0 1 N N N 31.195 -8.195 7.696 2.884 -3.853 0.812 H27 H5S 55 H5S H27A H27A H 0 0 N N N 32.091 -9.430 8.643 4.515 -4.470 1.171 H27A H5S 56 H5S H27B H27B H 0 0 N N N 30.299 -9.353 8.736 3.990 -2.904 1.835 H27B H5S 57 H5S H29 H29 H 0 1 N N N 36.598 -10.013 6.011 4.715 5.197 1.857 H29 H5S 58 H5S H29A H29A H 0 0 N N N 38.095 -9.121 6.446 4.104 5.456 0.206 H29A H5S 59 H5S H29B H29B H 0 0 N N N 38.019 -10.904 6.652 3.125 4.551 1.385 H29B H5S 60 H5S H32 H32 H 0 1 N N N 33.590 -11.614 19.127 -3.996 3.221 -0.385 H32 H5S 61 H5S H32A H32A H 0 0 N N N 34.675 -10.277 19.671 -3.558 3.127 -2.104 H32A H5S 62 H5S H33 H33 H 0 1 N N N 31.652 -10.503 20.030 -6.028 2.724 -1.556 H33 H5S 63 H5S H33A H33A H 0 0 N N N 32.923 -10.470 21.305 -5.236 1.458 -2.531 H33A H5S 64 H5S H35 H35 H 0 1 N N N 32.930 -6.898 19.200 -4.925 -0.910 -1.236 H35 H5S 65 H5S H35A H35A H 0 0 N N N 31.286 -7.655 18.990 -4.854 -0.722 0.532 H35A H5S 66 H5S H39 H39 H 0 1 N N N 30.550 -7.861 23.206 -8.004 -0.711 -0.482 H39 H5S 67 H5S H39A H39A H 0 0 N N N 30.219 -6.964 21.685 -9.134 0.425 0.293 H39A H5S 68 H5S H39B H39B H 0 0 N N N 30.297 -8.759 21.670 -8.412 0.825 -1.284 H39B H5S 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 H5S C1 C5 SING N N 1 H5S C1 N2 SING N N 2 H5S C1 C24 SING N N 3 H5S C3 C4 SING N N 4 H5S C3 N2 SING N N 5 H5S C3 O14 DOUB N N 6 H5S C4 C5 DOUB N N 7 H5S C4 C15 SING N N 8 H5S C5 O13 SING N N 9 H5S C6 C7 SING N N 10 H5S C6 N2 SING N N 11 H5S C7 C8 DOUB Y N 12 H5S C7 C12 SING Y N 13 H5S C8 C9 SING Y N 14 H5S C9 C10 DOUB Y N 15 H5S C9 C29 SING N N 16 H5S C10 C11 SING Y N 17 H5S C10 F28 SING N N 18 H5S C11 C12 DOUB Y N 19 H5S C15 N17 DOUB N N 20 H5S C15 C19 SING N N 21 H5S S16 N17 SING N N 22 H5S S16 C18 SING N N 23 H5S S16 O22 DOUB N N 24 H5S S16 O23 DOUB N N 25 H5S C18 C19 DOUB Y N 26 H5S C18 C30 SING Y N 27 H5S C19 C20 SING Y N 28 H5S C20 C21 DOUB Y N 29 H5S C21 C31 SING Y N 30 H5S C24 C25 SING N N 31 H5S C24 C26 SING N N 32 H5S C24 C27 SING N N 33 H5S C30 C31 DOUB Y N 34 H5S C30 C35 SING N N 35 H5S C31 C32 SING N N 36 H5S C32 C33 SING N N 37 H5S C33 N34 SING N N 38 H5S N34 C35 SING N N 39 H5S N34 S36 SING N N 40 H5S S36 O37 DOUB N N 41 H5S S36 O38 DOUB N N 42 H5S S36 C39 SING N N 43 H5S C1 H1 SING N N 44 H5S C6 H6 SING N N 45 H5S C6 H6A SING N N 46 H5S C8 H8 SING N N 47 H5S O13 HO13 SING N N 48 H5S C11 H11 SING N N 49 H5S C12 H12 SING N N 50 H5S C20 H20 SING N N 51 H5S C21 H21 SING N N 52 H5S C25 H25 SING N N 53 H5S C25 H25A SING N N 54 H5S C25 H25B SING N N 55 H5S C26 H26 SING N N 56 H5S C26 H26A SING N N 57 H5S C26 H26B SING N N 58 H5S C27 H27 SING N N 59 H5S C27 H27A SING N N 60 H5S C27 H27B SING N N 61 H5S C29 H29 SING N N 62 H5S C29 H29A SING N N 63 H5S C29 H29B SING N N 64 H5S C32 H32 SING N N 65 H5S C32 H32A SING N N 66 H5S C33 H33 SING N N 67 H5S C33 H33A SING N N 68 H5S C35 H35 SING N N 69 H5S C35 H35A SING N N 70 H5S C39 H39 SING N N 71 H5S C39 H39A SING N N 72 H5S C39 H39B SING N N 73 # 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 H5S SMILES ACDLabs 10.04 "Fc1ccc(cc1C)CN5C(=O)C(C3=NS(=O)(=O)c2c4c(ccc23)CCN(C4)S(=O)(=O)C)=C(O)C5C(C)(C)C" H5S SMILES_CANONICAL CACTVS 3.341 "Cc1cc(CN2[C@H](C(=C(C2=O)C3=N[S](=O)(=O)c4c5CN(CCc5ccc34)[S](C)(=O)=O)O)C(C)(C)C)ccc1F" H5S SMILES CACTVS 3.341 "Cc1cc(CN2[CH](C(=C(C2=O)C3=N[S](=O)(=O)c4c5CN(CCc5ccc34)[S](C)(=O)=O)O)C(C)(C)C)ccc1F" H5S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(ccc1F)CN2[C@H](C(=C(C2=O)C3=NS(=O)(=O)c4c3ccc5c4CN(CC5)S(=O)(=O)C)O)C(C)(C)C" H5S SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(ccc1F)CN2C(C(=C(C2=O)C3=NS(=O)(=O)c4c3ccc5c4CN(CC5)S(=O)(=O)C)O)C(C)(C)C" H5S InChI InChI 1.03 "InChI=1S/C27H30FN3O6S2/c1-15-12-16(6-9-20(15)28)13-31-25(27(2,3)4)23(32)21(26(31)33)22-18-8-7-17-10-11-30(38(5,34)35)14-19(17)24(18)39(36,37)29-22/h6-9,12,25,32H,10-11,13-14H2,1-5H3/t25-/m1/s1" H5S InChIKey InChI 1.03 YRWZNTIWOPXYQZ-RUZDIDTESA-N # 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 H5S "SYSTEMATIC NAME" ACDLabs 10.04 "(5S)-5-tert-butyl-1-(4-fluoro-3-methylbenzyl)-4-hydroxy-3-[8-(methylsulfonyl)-1,1-dioxido-6,7,8,9-tetrahydroisothiazolo[4,5-h]isoquinolin-3-yl]-1,5-dihydro-2H-pyrrol-2-one" H5S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5S)-5-tert-butyl-1-[(4-fluoro-3-methyl-phenyl)methyl]-4-hydroxy-3-(8-methylsulfonyl-1,1-dioxo-7,9-dihydro-6H-[1,2]thiazolo[4,5-h]isoquinolin-3-yl)-5H-pyrrol-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H5S "Create component" 2009-04-29 RCSB H5S "Modify aromatic_flag" 2011-06-04 RCSB H5S "Modify descriptor" 2011-06-04 RCSB #