data_6IR # _chem_comp.id 6IR _chem_comp.name "5-[(3~{a}~{S},4~{S},6~{a}~{R})-2-oxidanylidene-1,3,3~{a},4,6,6~{a}-hexahydrothieno[3,4-d]imidazol-4-yl]-~{N}-[4-(2-azanylethylsulfamoyl)phenyl]pentanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H27 N5 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-24 _chem_comp.pdbx_modified_date 2017-12-29 _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 441.568 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6IR _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 6ESU _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 6IR C1 C1 C 0 1 N N N 15.274 29.542 -8.214 7.146 -2.264 0.266 C1 6IR 1 6IR N1 N1 N 0 1 N N N 16.343 29.763 -7.240 8.224 -1.645 -0.236 N1 6IR 2 6IR O1 O1 O 0 1 N N N 13.957 29.583 -7.871 6.900 -3.437 0.063 O1 6IR 3 6IR S1 S1 S 0 1 N N N 17.754 26.953 -8.514 6.377 0.904 -1.319 S1 6IR 4 6IR C2 C2 C 0 1 N N R 17.644 29.629 -7.963 8.217 -0.240 0.201 C2 6IR 5 6IR N2 N2 N 0 1 N N N 15.721 29.371 -9.556 6.367 -1.473 1.017 N2 6IR 6 6IR O2 O2 O 0 1 N N N 19.435 26.330 -14.873 -0.510 0.456 0.633 O2 6IR 7 6IR S2 S2 S 0 1 N N N 25.687 26.059 -16.890 -6.886 0.254 0.227 S2 6IR 8 6IR C3 C3 C 0 1 N N N 18.399 28.332 -7.475 8.180 0.676 -1.038 C3 6IR 9 6IR N3 N3 N 0 1 N N N 20.640 24.384 -14.262 -1.351 2.336 -0.193 N3 6IR 10 6IR O3 O3 O 0 1 N N N 26.232 27.177 -16.189 -7.078 -0.106 1.588 O3 6IR 11 6IR C4 C4 C 0 1 N N S 17.210 29.437 -9.491 6.948 -0.122 1.054 C4 6IR 12 6IR N4 N4 N 0 1 N N N 25.223 26.649 -18.351 -6.945 -1.155 -0.642 N4 6IR 13 6IR O4 O4 O 0 1 N N N 26.571 24.935 -17.041 -7.717 1.181 -0.457 O4 6IR 14 6IR C5 C5 C 0 1 N N S 17.917 28.086 -9.905 5.933 0.882 0.473 C5 6IR 15 6IR N5 N5 N 0 1 N N N 26.881 25.719 -20.066 -5.873 -4.729 -0.502 N5 6IR 16 6IR C6 C6 C 0 1 N N N 17.224 27.318 -11.092 4.500 0.389 0.683 C6 6IR 17 6IR C7 C7 C 0 1 N N N 18.167 26.384 -11.818 3.517 1.461 0.210 C7 6IR 18 6IR C8 C8 C 0 1 N N N 17.317 25.620 -12.911 2.084 0.967 0.420 C8 6IR 19 6IR C9 C9 C 0 1 N N N 18.147 24.609 -13.713 1.100 2.039 -0.053 C9 6IR 20 6IR C10 C10 C 0 1 N N N 19.418 25.089 -14.314 -0.311 1.553 0.154 C10 6IR 21 6IR C11 C11 C 0 1 Y N N 21.835 24.840 -14.819 -2.659 1.848 -0.092 C11 6IR 22 6IR C12 C12 C 0 1 Y N N 22.596 23.919 -15.599 -3.616 2.222 -1.026 C12 6IR 23 6IR C13 C13 C 0 1 Y N N 23.821 24.279 -16.175 -4.904 1.734 -0.926 C13 6IR 24 6IR C14 C14 C 0 1 Y N N 22.346 26.134 -14.699 -3.001 0.984 0.941 C14 6IR 25 6IR C15 C15 C 0 1 Y N N 23.551 26.499 -15.346 -4.292 0.504 1.038 C15 6IR 26 6IR C16 C16 C 0 1 Y N N 24.312 25.584 -16.088 -5.241 0.874 0.103 C16 6IR 27 6IR C27 C17 C 0 1 N N N 24.607 25.649 -19.270 -6.159 -2.314 -0.212 C27 6IR 28 6IR C28 C18 C 0 1 N N N 25.626 24.961 -20.172 -6.661 -3.567 -0.933 C28 6IR 29 6IR H1 H1 H 0 1 N N N 16.225 29.967 -6.268 8.899 -2.057 -0.796 H1 6IR 30 6IR H2 H2 H 0 1 N N N 18.278 30.521 -7.848 9.102 -0.027 0.801 H2 6IR 31 6IR H3 H3 H 0 1 N N N 15.156 29.235 -10.370 5.549 -1.746 1.461 H3 6IR 32 6IR H4 H4 H 0 1 N N N 18.187 28.142 -6.412 8.646 0.188 -1.893 H4 6IR 33 6IR H5 H5 H 0 1 N N N 19.484 28.444 -7.618 8.662 1.631 -0.827 H5 6IR 34 6IR H6 H6 H 0 1 N N N 20.650 23.500 -13.795 -1.194 3.238 -0.513 H6 6IR 35 6IR H7 H7 H 0 1 N N N 17.600 30.268 -10.097 7.210 0.149 2.076 H7 6IR 36 6IR H8 H8 H 0 1 N N N 26.030 27.029 -18.803 -7.500 -1.213 -1.435 H8 6IR 37 6IR H9 H9 H 0 1 N N N 18.988 28.243 -10.103 6.071 1.870 0.913 H9 6IR 38 6IR H10 H10 H 0 1 N N N 27.577 25.296 -20.647 -6.186 -5.570 -0.964 H10 6IR 39 6IR H11 H11 H 0 1 N N N 26.727 26.661 -20.363 -4.888 -4.576 -0.657 H11 6IR 40 6IR H13 H13 H 0 1 N N N 16.839 28.056 -11.811 4.344 -0.526 0.111 H13 6IR 41 6IR H14 H14 H 0 1 N N N 16.388 26.728 -10.688 4.337 0.188 1.742 H14 6IR 42 6IR H15 H15 H 0 1 N N N 18.605 25.665 -11.110 3.673 2.375 0.781 H15 6IR 43 6IR H16 H16 H 0 1 N N N 18.971 26.960 -12.300 3.680 1.662 -0.849 H16 6IR 44 6IR H17 H17 H 0 1 N N N 16.895 26.359 -13.608 1.927 0.052 -0.152 H17 6IR 45 6IR H18 H18 H 0 1 N N N 16.500 25.083 -12.408 1.921 0.766 1.479 H18 6IR 46 6IR H19 H19 H 0 1 N N N 17.514 24.239 -14.533 1.257 2.954 0.518 H19 6IR 47 6IR H20 H20 H 0 1 N N N 18.395 23.777 -13.038 1.264 2.240 -1.112 H20 6IR 48 6IR H21 H21 H 0 1 N N N 22.218 22.919 -15.749 -3.353 2.894 -1.829 H21 6IR 49 6IR H22 H22 H 0 1 N N N 24.399 23.531 -16.698 -5.649 2.025 -1.652 H22 6IR 50 6IR H23 H23 H 0 1 N N N 21.816 26.865 -14.106 -2.258 0.687 1.666 H23 6IR 51 6IR H24 H24 H 0 1 N N N 23.897 27.519 -15.265 -4.559 -0.168 1.840 H24 6IR 52 6IR H25 H25 H 0 1 N N N 23.869 26.163 -19.903 -5.109 -2.152 -0.455 H25 6IR 53 6IR H26 H26 H 0 1 N N N 24.100 24.882 -18.665 -6.267 -2.447 0.865 H26 6IR 54 6IR H27 H27 H 0 1 N N N 25.271 24.964 -21.213 -6.554 -3.434 -2.009 H27 6IR 55 6IR H28 H28 H 0 1 N N N 25.783 23.924 -19.841 -7.712 -3.730 -0.690 H28 6IR 56 # 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 6IR C28 N5 SING N N 1 6IR C28 C27 SING N N 2 6IR C27 N4 SING N N 3 6IR N4 S2 SING N N 4 6IR O4 S2 DOUB N N 5 6IR S2 O3 DOUB N N 6 6IR S2 C16 SING N N 7 6IR C13 C16 DOUB Y N 8 6IR C13 C12 SING Y N 9 6IR C16 C15 SING Y N 10 6IR C12 C11 DOUB Y N 11 6IR C15 C14 DOUB Y N 12 6IR O2 C10 DOUB N N 13 6IR C11 C14 SING Y N 14 6IR C11 N3 SING N N 15 6IR C10 N3 SING N N 16 6IR C10 C9 SING N N 17 6IR C9 C8 SING N N 18 6IR C8 C7 SING N N 19 6IR C7 C6 SING N N 20 6IR C6 C5 SING N N 21 6IR C5 C4 SING N N 22 6IR C5 S1 SING N N 23 6IR N2 C4 SING N N 24 6IR N2 C1 SING N N 25 6IR C4 C2 SING N N 26 6IR S1 C3 SING N N 27 6IR C1 O1 DOUB N N 28 6IR C1 N1 SING N N 29 6IR C2 C3 SING N N 30 6IR C2 N1 SING N N 31 6IR N1 H1 SING N N 32 6IR C2 H2 SING N N 33 6IR N2 H3 SING N N 34 6IR C3 H4 SING N N 35 6IR C3 H5 SING N N 36 6IR N3 H6 SING N N 37 6IR C4 H7 SING N N 38 6IR N4 H8 SING N N 39 6IR C5 H9 SING N N 40 6IR N5 H10 SING N N 41 6IR N5 H11 SING N N 42 6IR C6 H13 SING N N 43 6IR C6 H14 SING N N 44 6IR C7 H15 SING N N 45 6IR C7 H16 SING N N 46 6IR C8 H17 SING N N 47 6IR C8 H18 SING N N 48 6IR C9 H19 SING N N 49 6IR C9 H20 SING N N 50 6IR C12 H21 SING N N 51 6IR C13 H22 SING N N 52 6IR C14 H23 SING N N 53 6IR C15 H24 SING N N 54 6IR C27 H25 SING N N 55 6IR C27 H26 SING N N 56 6IR C28 H27 SING N N 57 6IR C28 H28 SING N N 58 # 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 6IR InChI InChI 1.03 "InChI=1S/C18H27N5O4S2/c19-9-10-20-29(26,27)13-7-5-12(6-8-13)21-16(24)4-2-1-3-15-17-14(11-28-15)22-18(25)23-17/h5-8,14-15,17,20H,1-4,9-11,19H2,(H,21,24)(H2,22,23,25)/t14-,15-,17-/m0/s1" 6IR InChIKey InChI 1.03 ZDLCBMIPYXADBN-ZOBUZTSGSA-N 6IR SMILES_CANONICAL CACTVS 3.385 "NCCN[S](=O)(=O)c1ccc(NC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)cc1" 6IR SMILES CACTVS 3.385 "NCCN[S](=O)(=O)c1ccc(NC(=O)CCCC[CH]2SC[CH]3NC(=O)N[CH]23)cc1" 6IR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1NC(=O)CCCC[C@H]2[C@@H]3[C@H](CS2)NC(=O)N3)S(=O)(=O)NCCN" 6IR SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1NC(=O)CCCCC2C3C(CS2)NC(=O)N3)S(=O)(=O)NCCN" # 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 6IR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[(3~{a}~{S},4~{S},6~{a}~{R})-2-oxidanylidene-1,3,3~{a},4,6,6~{a}-hexahydrothieno[3,4-d]imidazol-4-yl]-~{N}-[4-(2-azanylethylsulfamoyl)phenyl]pentanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6IR "Create component" 2017-10-24 EBI 6IR "Initial release" 2018-01-03 RCSB #