data_2IW # _chem_comp.id 2IW _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-(4-methylquinolin-8-yl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H21 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms IWR-2 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-06 _chem_comp.pdbx_modified_date 2021-03-01 _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 423.463 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2IW _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 4DVI _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 2IW C1 C1 C 0 1 N N R -4.041 44.603 26.727 -5.872 -0.974 -0.831 C1 2IW 1 2IW N1 N1 N 0 1 N N N -6.005 43.307 26.917 -3.702 -0.524 -0.114 N1 2IW 2 2IW O1 O1 O 0 1 N N N -3.912 42.187 26.860 -4.119 -0.209 -2.318 O1 2IW 3 2IW C2 C2 C 0 1 N N S -3.363 45.116 28.073 -6.825 0.259 -0.917 C2 2IW 4 2IW N2 N2 N 0 1 Y N N -13.029 40.025 29.346 4.804 -1.645 -0.245 N2 2IW 5 2IW O2 O2 O 0 1 N N N -7.607 45.012 27.053 -3.803 -0.984 2.102 O2 2IW 6 2IW C3 C3 C 0 1 N N S -5.268 45.544 26.841 -5.762 -1.243 0.700 C3 2IW 7 2IW N3 N3 N 0 1 N N N -10.521 39.058 28.052 2.682 0.130 0.216 N3 2IW 8 2IW O3 O3 O 0 1 N N N -9.186 37.805 26.653 2.058 2.069 -0.670 O3 2IW 9 2IW C4 C4 C 0 1 N N N -4.625 43.188 26.846 -4.478 -0.523 -1.204 C4 2IW 10 2IW C5 C5 C 0 1 N N N -6.460 44.602 26.950 -4.320 -0.911 1.008 C5 2IW 11 2IW C6 C6 C 0 1 N N R -5.139 46.467 28.166 -6.665 -0.136 1.330 C6 2IW 12 2IW C7 C7 C 0 1 N N N -4.139 44.538 29.259 -6.022 1.399 -0.280 C7 2IW 13 2IW C8 C8 C 0 1 N N N -3.614 46.588 28.172 -7.815 -0.062 0.261 C8 2IW 14 2IW C9 C9 C 0 1 N N N -5.140 45.463 29.362 -5.929 1.172 1.014 C9 2IW 15 2IW C10 C10 C 0 1 Y N N -11.565 38.174 28.246 4.012 0.546 0.299 C10 2IW 16 2IW C11 C11 C 0 1 N N N -9.405 38.861 27.258 1.738 0.979 -0.236 C11 2IW 17 2IW C12 C12 C 0 1 Y N N -15.313 39.599 30.157 7.112 -2.127 -0.394 C12 2IW 18 2IW C13 C13 C 0 1 Y N N -15.194 38.220 29.720 7.443 -0.838 -0.086 C13 2IW 19 2IW C14 C14 C 0 1 Y N N -13.977 37.704 29.070 6.400 0.078 0.151 C14 2IW 20 2IW C15 C15 C 0 1 Y N N -12.808 38.670 28.881 5.060 -0.371 0.061 C15 2IW 21 2IW C16 C16 C 0 1 Y N N -14.191 40.510 29.965 5.772 -2.501 -0.466 C16 2IW 22 2IW C17 C17 C 0 1 Y N N -13.768 36.330 28.629 6.666 1.419 0.474 C17 2IW 23 2IW C18 C18 C 0 1 Y N N -12.534 35.855 28.014 5.635 2.280 0.698 C18 2IW 24 2IW C19 C19 C 0 1 Y N N -11.440 36.771 27.831 4.313 1.853 0.613 C19 2IW 25 2IW C20 C20 C 0 1 N N N -16.385 37.371 29.934 8.885 -0.408 -0.001 C20 2IW 26 2IW C21 C21 C 0 1 Y N N -7.991 40.572 28.409 -0.665 1.464 -0.673 C21 2IW 27 2IW C22 C22 C 0 1 Y N N -7.131 41.717 28.290 -1.991 1.094 -0.642 C22 2IW 28 2IW C23 C23 C 0 1 Y N N -6.820 42.235 26.970 -2.355 -0.152 -0.145 C23 2IW 29 2IW C24 C24 C 0 1 Y N N -7.327 41.675 25.738 -1.382 -1.030 0.322 C24 2IW 30 2IW C25 C25 C 0 1 Y N N -8.192 40.526 25.848 -0.054 -0.666 0.294 C25 2IW 31 2IW C26 C26 C 0 1 Y N N -8.498 40.015 27.179 0.316 0.586 -0.205 C26 2IW 32 2IW H1 H1 H 0 1 N N N -3.424 44.769 25.831 -6.226 -1.834 -1.399 H1 2IW 33 2IW H2 H2 H 0 1 N N N -2.294 44.861 28.108 -7.261 0.463 -1.895 H2 2IW 34 2IW H3 H3 H 0 1 N N N -5.350 46.183 25.950 -6.042 -2.257 0.984 H3 2IW 35 2IW HN3 HN3 H 0 1 N N N -10.578 39.931 28.536 2.437 -0.769 0.484 HN3 2IW 36 2IW H6 H6 H 0 1 N N N -5.760 47.373 28.227 -6.970 -0.294 2.365 H6 2IW 37 2IW H7 H7 H 0 1 N N N -3.950 43.652 29.847 -5.602 2.246 -0.804 H7 2IW 38 2IW H8 H8 H 0 1 N N N -3.223 47.028 29.101 -8.513 0.753 0.454 H8 2IW 39 2IW H8A H8A H 0 1 N N N -3.225 47.148 27.309 -8.325 -1.016 0.130 H8A 2IW 40 2IW H9 H9 H 0 1 N N N -5.849 45.496 30.176 -5.422 1.800 1.732 H9 2IW 41 2IW H12 H12 H 0 1 N N N -16.224 39.947 30.620 7.888 -2.854 -0.581 H12 2IW 42 2IW H16 H16 H 0 1 N N N -14.253 41.537 30.293 5.525 -3.524 -0.711 H16 2IW 43 2IW H17 H17 H 0 1 N N N -14.573 35.623 28.766 7.686 1.766 0.544 H17 2IW 44 2IW H18 H18 H 0 1 N N N -12.442 34.826 27.699 5.847 3.310 0.946 H18 2IW 45 2IW H19 H19 H 0 1 N N N -10.520 36.424 27.385 3.513 2.555 0.794 H19 2IW 46 2IW H20 H20 H 0 1 N N N -17.045 37.436 29.056 9.219 -0.062 -0.979 H20 2IW 47 2IW H20A H20A H 0 0 N N N -16.070 36.327 30.079 8.981 0.402 0.723 H20A 2IW 48 2IW H20B H20B H 0 0 N N N -16.927 37.718 30.826 9.498 -1.252 0.315 H20B 2IW 49 2IW H21 H21 H 0 1 N N N -8.245 40.150 29.370 -0.382 2.431 -1.063 H21 2IW 50 2IW H22 H22 H 0 1 N N N -6.721 42.187 29.172 -2.749 1.773 -1.004 H22 2IW 51 2IW H24 H24 H 0 1 N N N -7.070 42.098 24.778 -1.668 -1.997 0.707 H24 2IW 52 2IW H25 H25 H 0 1 N N N -8.603 40.056 24.967 0.701 -1.348 0.657 H25 2IW 53 # # 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 2IW C1 C2 SING N N 1 2IW C1 C3 SING N N 2 2IW C1 C4 SING N N 3 2IW N1 C4 SING N N 4 2IW N1 C5 SING N N 5 2IW N1 C23 SING N N 6 2IW O1 C4 DOUB N N 7 2IW C2 C7 SING N N 8 2IW C2 C8 SING N N 9 2IW N2 C15 DOUB Y N 10 2IW N2 C16 SING Y N 11 2IW O2 C5 DOUB N N 12 2IW C3 C5 SING N N 13 2IW C3 C6 SING N N 14 2IW N3 C10 SING N N 15 2IW N3 C11 SING N N 16 2IW O3 C11 DOUB N N 17 2IW C6 C8 SING N N 18 2IW C6 C9 SING N N 19 2IW C7 C9 DOUB N N 20 2IW C10 C15 SING Y N 21 2IW C10 C19 DOUB Y N 22 2IW C11 C26 SING N N 23 2IW C12 C13 SING Y N 24 2IW C12 C16 DOUB Y N 25 2IW C13 C14 DOUB Y N 26 2IW C13 C20 SING N N 27 2IW C14 C15 SING Y N 28 2IW C14 C17 SING Y N 29 2IW C17 C18 DOUB Y N 30 2IW C18 C19 SING Y N 31 2IW C21 C22 DOUB Y N 32 2IW C21 C26 SING Y N 33 2IW C22 C23 SING Y N 34 2IW C23 C24 DOUB Y N 35 2IW C24 C25 SING Y N 36 2IW C25 C26 DOUB Y N 37 2IW C1 H1 SING N N 38 2IW C2 H2 SING N N 39 2IW C3 H3 SING N N 40 2IW N3 HN3 SING N N 41 2IW C6 H6 SING N N 42 2IW C7 H7 SING N N 43 2IW C8 H8 SING N N 44 2IW C8 H8A SING N N 45 2IW C9 H9 SING N N 46 2IW C12 H12 SING N N 47 2IW C16 H16 SING N N 48 2IW C17 H17 SING N N 49 2IW C18 H18 SING N N 50 2IW C19 H19 SING N N 51 2IW C20 H20 SING N N 52 2IW C20 H20A SING N N 53 2IW C20 H20B SING N N 54 2IW C21 H21 SING N N 55 2IW C22 H22 SING N N 56 2IW C24 H24 SING N N 57 2IW C25 H25 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 2IW SMILES ACDLabs 12.01 "O=C(Nc2c1nccc(c1ccc2)C)c3ccc(cc3)N5C(=O)C6C4C=CC(C4)C6C5=O" 2IW InChI InChI 1.03 "InChI=1S/C26H21N3O3/c1-14-11-12-27-23-19(14)3-2-4-20(23)28-24(30)15-7-9-18(10-8-15)29-25(31)21-16-5-6-17(13-16)22(21)26(29)32/h2-12,16-17,21-22H,13H2,1H3,(H,28,30)/t16-,17+,21-,22+" 2IW InChIKey InChI 1.03 BLPUCTSDPCUHQQ-NEAWWFDSSA-N 2IW SMILES_CANONICAL CACTVS 3.370 "Cc1ccnc2c(NC(=O)c3ccc(cc3)N4C(=O)[C@@H]5[C@H]6C[C@H](C=C6)[C@@H]5C4=O)cccc12" 2IW SMILES CACTVS 3.370 "Cc1ccnc2c(NC(=O)c3ccc(cc3)N4C(=O)[CH]5[CH]6C[CH](C=C6)[CH]5C4=O)cccc12" 2IW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccnc2c1cccc2NC(=O)c3ccc(cc3)N4C(=O)[C@H]5[C@@H]6C[C@H]([C@H]5C4=O)C=C6" 2IW SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccnc2c1cccc2NC(=O)c3ccc(cc3)N4C(=O)C5C6CC(C5C4=O)C=C6" # _pdbx_chem_comp_identifier.comp_id 2IW _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-(4-methylquinolin-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 2IW "Create component" 2012-03-06 RCSB 2IW "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2IW _pdbx_chem_comp_synonyms.name IWR-2 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##