data_IWR # _chem_comp.id IWR _chem_comp.name "4-[(3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl]-N-(quinolin-8-yl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H19 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-[(1R,2S,6R,7S)-3,5-dioxo-4-azatricyclo[5.2.1.0{2,6}]dec-8-en-4-yl]-N-(quinolin-8-yl)benzamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-03 _chem_comp.pdbx_modified_date 2021-03-13 _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 409.437 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IWR _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 3UA9 _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 IWR CAF CAF C 0 1 Y N N -1.446 -40.915 25.127 5.299 -0.456 -0.085 CAF IWR 1 IWR NAG NAG N 0 1 Y N N -2.656 -40.661 25.701 4.919 -1.730 -0.206 NAG IWR 2 IWR CAH CAH C 0 1 Y N N -2.763 -40.137 26.915 5.784 -2.711 -0.116 CAH IWR 3 IWR CAI CAI C 0 1 Y N N -1.614 -39.819 27.650 7.138 -2.475 0.109 CAI IWR 4 IWR CAJ CAJ C 0 1 Y N N -0.359 -40.070 27.098 7.594 -1.194 0.243 CAJ IWR 5 IWR CAA CAA C 0 1 Y N N -0.271 -40.621 25.822 6.661 -0.144 0.145 CAA IWR 6 IWR CAB CAB C 0 1 Y N N 0.977 -40.896 25.248 7.057 1.198 0.271 CAB IWR 7 IWR CAC CAC C 0 1 Y N N 1.041 -41.453 23.969 6.131 2.191 0.172 CAC IWR 8 IWR CAD CAD C 0 1 Y N N -0.134 -41.735 23.273 4.788 1.899 -0.053 CAD IWR 9 IWR CAE CAE C 0 1 Y N N -1.386 -41.472 23.845 4.362 0.596 -0.188 CAE IWR 10 IWR NAK NAK N 0 1 N N N -2.566 -41.729 23.228 3.013 0.318 -0.414 NAK IWR 11 IWR CAL CAL C 0 1 N N N -2.727 -42.474 22.108 2.062 1.088 0.151 CAL IWR 12 IWR OAM OAM O 0 1 N N N -1.839 -43.113 21.555 2.378 2.073 0.790 OAM IWR 13 IWR CAN CAN C 0 1 Y N N -4.174 -42.651 21.678 0.637 0.737 -0.007 CAN IWR 14 IWR CAS CAS C 0 1 Y N N -5.050 -41.581 21.671 -0.350 1.534 0.577 CAS IWR 15 IWR CAO CAO C 0 1 Y N N -6.374 -41.770 21.303 -1.678 1.203 0.427 CAO IWR 16 IWR CAR CAR C 0 1 Y N N -4.640 -43.909 21.344 0.272 -0.392 -0.747 CAR IWR 17 IWR CAQ CAQ C 0 1 Y N N -5.962 -44.097 20.965 -1.058 -0.716 -0.892 CAQ IWR 18 IWR CAP CAP C 0 1 Y N N -6.840 -43.025 20.935 -2.038 0.077 -0.305 CAP IWR 19 IWR NAT NAT N 0 1 N N N -8.122 -43.225 20.611 -3.387 -0.256 -0.455 NAT IWR 20 IWR CAW CAW C 0 1 N N N -8.640 -43.279 19.388 -4.252 0.514 -1.126 CAW IWR 21 IWR OBE OBE O 0 1 N N N -8.014 -43.088 18.367 -3.979 1.562 -1.670 OBE IWR 22 IWR CAV CAV C 0 1 N N R -10.136 -43.601 19.399 -5.621 -0.127 -1.100 CAV IWR 23 IWR CBB CBB C 0 1 N N S -11.002 -42.420 18.946 -6.544 0.728 -0.176 CBB IWR 24 IWR CBC CBC C 0 1 N N N -12.202 -42.630 19.837 -7.441 -0.400 0.454 CBC IWR 25 IWR CBA CBA C 0 1 N N N -10.480 -41.082 19.492 -5.659 1.064 1.031 CBA IWR 26 IWR CAZ CAZ C 0 1 N N N -10.717 -41.206 20.991 -5.465 -0.040 1.725 CAZ IWR 27 IWR CAY CAY C 0 1 N N R -11.417 -42.566 21.129 -6.207 -1.187 1.028 CAY IWR 28 IWR CAU CAU C 0 1 N N S -10.442 -43.723 20.890 -5.391 -1.430 -0.280 CAU IWR 29 IWR CAX CAX C 0 1 N N N -9.076 -43.461 21.526 -3.918 -1.373 0.056 CAX IWR 30 IWR OBD OBD O 0 1 N N N -8.908 -43.507 22.743 -3.312 -2.208 0.692 OBD IWR 31 IWR H1 H1 H 0 1 N N N -3.740 -39.955 27.338 5.438 -3.729 -0.219 H1 IWR 32 IWR H2 H2 H 0 1 N N N -1.700 -39.384 28.635 7.827 -3.303 0.179 H2 IWR 33 IWR H3 H3 H 0 1 N N N 0.537 -39.839 27.655 8.640 -0.992 0.418 H3 IWR 34 IWR H4 H4 H 0 1 N N N 1.885 -40.678 25.792 8.094 1.441 0.447 H4 IWR 35 IWR H5 H5 H 0 1 N N N 2.000 -41.665 23.519 6.442 3.221 0.270 H5 IWR 36 IWR H6 H6 H 0 1 N N N -0.079 -42.161 22.282 4.074 2.705 -0.132 H6 IWR 37 IWR H7 H7 H 0 1 N N N -3.389 -41.334 23.635 2.760 -0.431 -0.977 H7 IWR 38 IWR H8 H8 H 0 1 N N N -4.703 -40.598 21.952 -0.072 2.409 1.146 H8 IWR 39 IWR H9 H9 H 0 1 N N N -7.052 -40.929 21.303 -2.442 1.819 0.879 H9 IWR 40 IWR H10 H10 H 0 1 N N N -3.969 -44.754 21.378 1.032 -1.008 -1.204 H10 IWR 41 IWR H11 H11 H 0 1 N N N -6.308 -45.083 20.692 -1.341 -1.588 -1.464 H11 IWR 42 IWR H12 H12 H 0 1 N N N -10.340 -44.467 18.752 -6.032 -0.305 -2.094 H12 IWR 43 IWR H13 H13 H 0 1 N N N -11.099 -42.386 17.851 -7.055 1.567 -0.648 H13 IWR 44 IWR H14 H14 H 0 1 N N N -12.986 -41.865 19.738 -8.097 -0.022 1.238 H14 IWR 45 IWR H15 H15 H 0 1 N N N -12.736 -43.577 19.671 -7.985 -0.969 -0.299 H15 IWR 46 IWR H17 H17 H 0 1 N N N -10.050 -40.255 18.946 -5.262 2.039 1.271 H17 IWR 47 IWR H18 H18 H 0 1 N N N -10.456 -40.506 21.770 -4.882 -0.122 2.630 H18 IWR 48 IWR H20 H20 H 0 1 N N N -11.924 -42.644 22.102 -6.428 -2.061 1.641 H20 IWR 49 IWR H21 H21 H 0 1 N N N -10.869 -44.664 21.268 -5.686 -2.336 -0.810 H21 IWR 50 # # 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 IWR OBE CAW DOUB N N 1 IWR CBB CAV SING N N 2 IWR CBB CBA SING N N 3 IWR CBB CBC SING N N 4 IWR CAW CAV SING N N 5 IWR CAW NAT SING N N 6 IWR CAV CAU SING N N 7 IWR CBA CAZ DOUB N N 8 IWR CBC CAY SING N N 9 IWR NAT CAP SING N N 10 IWR NAT CAX SING N N 11 IWR CAU CAY SING N N 12 IWR CAU CAX SING N N 13 IWR CAP CAQ DOUB Y N 14 IWR CAP CAO SING Y N 15 IWR CAQ CAR SING Y N 16 IWR CAZ CAY SING N N 17 IWR CAO CAS DOUB Y N 18 IWR CAR CAN DOUB Y N 19 IWR CAX OBD DOUB N N 20 IWR OAM CAL DOUB N N 21 IWR CAS CAN SING Y N 22 IWR CAN CAL SING N N 23 IWR CAL NAK SING N N 24 IWR NAK CAE SING N N 25 IWR CAD CAE DOUB Y N 26 IWR CAD CAC SING Y N 27 IWR CAE CAF SING Y N 28 IWR CAC CAB DOUB Y N 29 IWR CAF NAG DOUB Y N 30 IWR CAF CAA SING Y N 31 IWR CAB CAA SING Y N 32 IWR NAG CAH SING Y N 33 IWR CAA CAJ DOUB Y N 34 IWR CAH CAI DOUB Y N 35 IWR CAJ CAI SING Y N 36 IWR CAH H1 SING N N 37 IWR CAI H2 SING N N 38 IWR CAJ H3 SING N N 39 IWR CAB H4 SING N N 40 IWR CAC H5 SING N N 41 IWR CAD H6 SING N N 42 IWR NAK H7 SING N N 43 IWR CAS H8 SING N N 44 IWR CAO H9 SING N N 45 IWR CAR H10 SING N N 46 IWR CAQ H11 SING N N 47 IWR CAV H12 SING N N 48 IWR CBB H13 SING N N 49 IWR CBC H14 SING N N 50 IWR CBC H15 SING N N 51 IWR CBA H17 SING N N 52 IWR CAZ H18 SING N N 53 IWR CAY H20 SING N N 54 IWR CAU H21 SING N N 55 # # 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 IWR SMILES ACDLabs 12.01 "O=C(Nc2c1ncccc1ccc2)c3ccc(cc3)N5C(=O)C6C4C=CC(C4)C6C5=O" IWR InChI InChI 1.03 "InChI=1S/C25H19N3O3/c29-23(27-19-5-1-3-14-4-2-12-26-22(14)19)15-8-10-18(11-9-15)28-24(30)20-16-6-7-17(13-16)21(20)25(28)31/h1-12,16-17,20-21H,13H2,(H,27,29)/t16-,17+,20-,21+" IWR InChIKey InChI 1.03 ZGSXEXBYLJIOGF-ALFLXDJESA-N IWR SMILES_CANONICAL CACTVS 3.370 "O=C(Nc1cccc2cccnc12)c3ccc(cc3)N4C(=O)[C@@H]5[C@H]6C[C@H](C=C6)[C@@H]5C4=O" IWR SMILES CACTVS 3.370 "O=C(Nc1cccc2cccnc12)c3ccc(cc3)N4C(=O)[CH]5[CH]6C[CH](C=C6)[CH]5C4=O" IWR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1cc2cccnc2c(c1)NC(=O)c3ccc(cc3)N4C(=O)[C@H]5[C@@H]6C[C@H]([C@H]5C4=O)C=C6" IWR SMILES "OpenEye OEToolkits" 1.7.2 "c1cc2cccnc2c(c1)NC(=O)c3ccc(cc3)N4C(=O)C5C6CC(C5C4=O)C=C6" # _pdbx_chem_comp_identifier.comp_id IWR _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 12.01 _pdbx_chem_comp_identifier.identifier "4-[(3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl]-N-(quinolin-8-yl)benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IWR "Create component" 2011-11-03 RCSB IWR "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id IWR _pdbx_chem_comp_synonyms.name "4-[(1R,2S,6R,7S)-3,5-dioxo-4-azatricyclo[5.2.1.0{2,6}]dec-8-en-4-yl]-N-(quinolin-8-yl)benzamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##