data_H28 # _chem_comp.id H28 _chem_comp.name "(3~{S},3'~{R},3'~{a}~{S},6'~{a}~{R})-6-chloranyl-3'-(3-chloranyl-2-fluoranyl-phenyl)-1'-(cyclopropylmethyl)spiro[1~{H}-indole-3,2'-3~{a},6~{a}-dihydro-3~{H}-pyrrolo[3,4-b]pyrrole]-2,4'-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H18 Cl2 F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-07 _chem_comp.pdbx_modified_date 2018-12-14 _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 458.312 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H28 _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 6I3S _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 H28 C4 C1 C 0 1 Y N N -3.984 8.874 -1.303 1.892 -2.804 2.155 C4 H28 1 H28 C5 C2 C 0 1 Y N N -5.284 9.306 -1.029 0.786 -2.351 1.461 C5 H28 2 H28 C6 C3 C 0 1 Y N N -5.708 10.572 -1.475 0.947 -1.670 0.269 C6 H28 3 H28 C7 C4 C 0 1 N N R -7.105 11.157 -1.243 -0.259 -1.177 -0.487 C7 H28 4 H28 C15 C5 C 0 1 N N R -9.246 10.727 -0.135 -2.696 -1.310 -0.192 C15 H28 5 H28 C20 C6 C 0 1 N N N -10.785 14.301 2.467 -5.603 0.463 1.010 C20 H28 6 H28 C21 C7 C 0 1 N N N -10.541 14.633 0.983 -5.425 1.981 0.943 C21 H28 7 H28 C22 C8 C 0 1 N N S -7.224 11.920 0.099 -0.833 0.089 0.170 C22 H28 8 H28 C26 C9 C 0 1 Y N N -5.622 13.219 1.189 0.405 1.911 0.861 C26 H28 9 H28 C28 C10 C 0 1 Y N N -4.959 15.478 0.691 1.337 3.665 -0.494 C28 H28 10 H28 CL1 CL1 CL 0 0 N N N -2.445 11.983 -3.372 4.922 -1.600 -0.152 CL1 H28 11 H28 C2 C11 C 0 1 Y N N -3.508 10.918 -2.478 3.327 -1.886 0.472 C2 H28 12 H28 C3 C12 C 0 1 Y N N -3.112 9.670 -2.024 3.162 -2.572 1.661 C3 H28 13 H28 C9 C13 C 0 1 N N S -8.259 10.138 -1.185 -1.426 -2.184 -0.372 C9 H28 14 H28 C11 C14 C 0 1 N N N -9.034 10.035 -2.498 -1.659 -2.830 -1.721 C11 H28 15 H28 O12 O1 O 0 1 N N N -8.592 9.626 -3.564 -0.898 -3.592 -2.280 O12 H28 16 H28 N13 N1 N 0 1 N N N -10.311 10.419 -2.336 -2.842 -2.422 -2.198 N13 H28 17 H28 C14 C15 C 0 1 N N N -10.567 10.863 -0.961 -3.488 -1.599 -1.449 C14 H28 18 H28 N17 N2 N 0 1 N N N -8.694 12.054 0.233 -2.253 0.102 -0.218 N17 H28 19 H28 C18 C16 C 0 1 N N N -9.160 12.530 1.569 -3.045 0.920 0.711 C18 H28 20 H28 C19 C17 C 0 1 N N N -10.537 13.190 1.462 -4.470 1.064 0.175 C19 H28 21 H28 C23 C18 C 0 1 N N N -6.602 11.167 1.276 -0.658 0.064 1.662 C23 H28 22 H28 O24 O2 O 0 1 N N N -6.878 10.046 1.633 -1.088 -0.773 2.428 O24 H28 23 H28 N25 N3 N 0 1 N N N -5.686 11.979 1.838 0.069 1.151 1.984 N25 H28 24 H28 C27 C19 C 0 1 Y N N -4.836 14.339 1.477 1.135 3.092 0.745 C27 H28 25 H28 CL9 CL2 CL 0 0 N N N -4.022 16.885 0.996 2.249 5.136 -0.627 CL9 H28 26 H28 C30 C20 C 0 1 Y N N -5.869 15.515 -0.352 0.816 3.072 -1.631 C30 H28 27 H28 C31 C21 C 0 1 Y N N -6.673 14.425 -0.645 0.090 1.899 -1.525 C31 H28 28 H28 C32 C22 C 0 1 Y N N -6.537 13.262 0.126 -0.114 1.324 -0.290 C32 H28 29 H28 C33 C23 C 0 1 Y N N -4.798 11.363 -2.193 2.218 -1.441 -0.230 C33 H28 30 H28 F34 F1 F 0 1 N N N -5.141 12.582 -2.657 2.378 -0.771 -1.392 F34 H28 31 H28 H1 H1 H 0 1 N N N -3.656 7.908 -0.948 1.764 -3.336 3.086 H1 H28 32 H28 H2 H2 H 0 1 N N N -5.961 8.671 -0.477 -0.206 -2.530 1.850 H2 H28 33 H28 H3 H3 H 0 1 N N N -7.318 11.867 -2.056 -0.009 -0.993 -1.532 H3 H28 34 H28 H4 H4 H 0 1 N N N -9.372 10.059 0.729 -3.244 -1.555 0.719 H4 H28 35 H28 H5 H5 H 0 1 N N N -10.020 14.545 3.219 -5.332 -0.034 1.941 H5 H28 36 H28 H6 H6 H 0 1 N N N -11.785 14.435 2.904 -6.449 0.032 0.475 H6 H28 37 H28 H7 H7 H 0 1 N N N -9.601 15.114 0.673 -6.153 2.548 0.363 H7 H28 38 H28 H8 H8 H 0 1 N N N -11.367 15.004 0.358 -5.037 2.483 1.829 H8 H28 39 H28 H9 H9 H 0 1 N N N -2.114 9.316 -2.235 4.026 -2.919 2.209 H9 H28 40 H28 H10 H10 H 0 1 N N N -7.894 9.151 -0.863 -1.286 -2.904 0.434 H10 H28 41 H28 H11 H11 H 0 1 N N N -11.512 11.224 -0.582 -4.454 -1.177 -1.683 H11 H28 42 H28 H13 H13 H 0 1 N N N -9.224 11.673 2.255 -3.071 0.438 1.688 H13 H28 43 H28 H14 H14 H 0 1 N N N -8.439 13.262 1.962 -2.591 1.906 0.804 H14 H28 44 H28 H15 H15 H 0 1 N N N -11.388 12.553 1.180 -4.571 1.028 -0.910 H15 H28 45 H28 H16 H16 H 0 1 N N N -5.120 11.727 2.623 0.330 1.380 2.890 H16 H28 46 H28 H17 H17 H 0 1 N N N -4.140 14.319 2.303 1.543 3.560 1.628 H17 H28 47 H28 H18 H18 H 0 1 N N N -5.954 16.411 -0.949 0.976 3.524 -2.599 H18 H28 48 H28 H19 H19 H 0 1 N N N -7.390 14.471 -1.451 -0.317 1.435 -2.411 H19 H28 49 # 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 H28 O12 C11 DOUB N N 1 H28 CL1 C2 SING N N 2 H28 F34 C33 SING N N 3 H28 C11 N13 SING N N 4 H28 C11 C9 SING N N 5 H28 C2 C33 DOUB Y N 6 H28 C2 C3 SING Y N 7 H28 N13 C14 DOUB N N 8 H28 C33 C6 SING Y N 9 H28 C3 C4 DOUB Y N 10 H28 C6 C7 SING N N 11 H28 C6 C5 DOUB Y N 12 H28 C4 C5 SING Y N 13 H28 C7 C9 SING N N 14 H28 C7 C22 SING N N 15 H28 C9 C15 SING N N 16 H28 C14 C15 SING N N 17 H28 C31 C30 DOUB Y N 18 H28 C31 C32 SING Y N 19 H28 C30 C28 SING Y N 20 H28 C15 N17 SING N N 21 H28 C22 C32 SING N N 22 H28 C22 N17 SING N N 23 H28 C22 C23 SING N N 24 H28 C32 C26 DOUB Y N 25 H28 N17 C18 SING N N 26 H28 C28 CL9 SING N N 27 H28 C28 C27 DOUB Y N 28 H28 C21 C19 SING N N 29 H28 C21 C20 SING N N 30 H28 C26 C27 SING Y N 31 H28 C26 N25 SING N N 32 H28 C23 O24 DOUB N N 33 H28 C23 N25 SING N N 34 H28 C19 C18 SING N N 35 H28 C19 C20 SING N N 36 H28 C4 H1 SING N N 37 H28 C5 H2 SING N N 38 H28 C7 H3 SING N N 39 H28 C15 H4 SING N N 40 H28 C20 H5 SING N N 41 H28 C20 H6 SING N N 42 H28 C21 H7 SING N N 43 H28 C21 H8 SING N N 44 H28 C3 H9 SING N N 45 H28 C9 H10 SING N N 46 H28 C14 H11 SING N N 47 H28 C18 H13 SING N N 48 H28 C18 H14 SING N N 49 H28 C19 H15 SING N N 50 H28 N25 H16 SING N N 51 H28 C27 H17 SING N N 52 H28 C30 H18 SING N N 53 H28 C31 H19 SING N N 54 # 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 H28 InChI InChI 1.03 "InChI=1S/C23H18Cl2FN3O2/c24-12-6-7-14-16(8-12)28-22(31)23(14)19(13-2-1-3-15(25)20(13)26)18-17(9-27-21(18)30)29(23)10-11-4-5-11/h1-3,6-9,11,17-19H,4-5,10H2,(H,28,31)/t17-,18+,19-,23+/m0/s1" H28 InChIKey InChI 1.03 ZWMAKFAKGSTVDL-QPXQOZNCSA-N H28 SMILES_CANONICAL CACTVS 3.385 "Fc1c(Cl)cccc1[C@H]2[C@H]3[C@H](C=NC3=O)N(CC4CC4)[C@@]25C(=O)Nc6cc(Cl)ccc56" H28 SMILES CACTVS 3.385 "Fc1c(Cl)cccc1[CH]2[CH]3[CH](C=NC3=O)N(CC4CC4)[C]25C(=O)Nc6cc(Cl)ccc56" H28 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(c(c(c1)Cl)F)[C@H]2[C@H]3[C@H](C=NC3=O)N([C@]24c5ccc(cc5NC4=O)Cl)CC6CC6" H28 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(c(c(c1)Cl)F)C2C3C(C=NC3=O)N(C24c5ccc(cc5NC4=O)Cl)CC6CC6" # 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 H28 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{S},3'~{R},3'~{a}~{S},6'~{a}~{R})-6-chloranyl-3'-(3-chloranyl-2-fluoranyl-phenyl)-1'-(cyclopropylmethyl)spiro[1~{H}-indole-3,2'-3~{a},6~{a}-dihydro-3~{H}-pyrrolo[3,4-b]pyrrole]-2,4'-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H28 "Create component" 2018-11-07 EBI H28 "Initial release" 2018-12-19 RCSB #