data_33C # _chem_comp.id 33C _chem_comp.name "4-[(3aR,4R,7S,7aS)-1,3-dioxooctahydro-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 H21 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-06-06 _chem_comp.pdbx_modified_date 2020-06-27 _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 411.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 33C _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 4TKF _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 33C CAF C1 C 0 1 Y N N 19.726 33.186 -0.308 7.275 -2.327 -0.361 CAF 33C 1 33C CAH C2 C 0 1 Y N N 20.532 34.329 -0.205 5.921 -2.637 -0.258 CAH 33C 2 33C CAI C3 C 0 1 Y N N 16.829 36.899 1.375 4.758 1.883 0.430 CAI 33C 3 33C CAJ C4 C 0 1 Y N N 20.479 40.455 0.668 -0.326 1.497 -0.540 CAJ 33C 4 33C CAD C5 C 0 1 N N N 24.419 43.925 -0.809 -5.648 1.319 -0.743 CAD 33C 5 33C CAE C6 C 0 1 N N N 25.207 42.841 -0.826 -5.627 1.306 0.802 CAE 33C 6 33C CAL C7 C 0 1 Y N N 21.621 41.245 0.672 -1.647 1.108 -0.525 CAL 33C 7 33C CAN C8 C 0 1 Y N N 18.374 33.253 0.035 7.688 -1.031 -0.242 CAN 33C 8 33C CAS C9 C 0 1 N N N 18.798 38.977 1.859 2.077 1.048 -0.067 CAS 33C 9 33C CAO C10 C 0 1 Y N N 16.512 34.573 0.841 7.065 1.313 0.116 CAO 33C 10 33C CAP C11 C 0 1 N N N 26.443 44.560 0.165 -7.456 -0.064 0.042 CAP 33C 11 33C CAW C12 C 0 1 Y N N 22.306 41.473 1.857 -2.000 -0.142 -0.028 CAW 33C 12 33C CAV C13 C 0 1 Y N N 19.992 39.938 1.858 0.660 0.634 -0.054 CAV 33C 13 33C CBB C14 C 0 1 N N S 26.274 43.050 0.267 -6.395 0.007 1.196 CBB 33C 14 33C CBA C15 C 0 1 N N R 24.966 44.859 0.301 -6.426 0.027 -1.138 CBA 33C 15 33C CAZ C16 C 0 1 Y N N 18.699 35.595 0.554 5.354 -0.426 0.078 CAZ 33C 16 33C CAY C17 C 0 1 Y N N 17.854 34.474 0.470 6.714 -0.041 -0.016 CAY 33C 17 33C CAU C18 C 0 1 N N N 24.654 41.820 1.780 -4.022 -0.746 1.118 CAU 33C 18 33C CAX C19 C 0 1 Y N N 18.183 36.812 1.025 4.374 0.566 0.305 CAX 33C 19 33C NAQ N1 N 0 1 Y N N 20.011 35.483 0.220 5.016 -1.712 -0.048 NAQ 33C 20 33C CAG C20 C 0 1 Y N N 15.992 35.795 1.285 6.098 2.247 0.333 CAG 33C 21 33C NAR N2 N 0 1 N N N 19.015 37.858 1.152 3.027 0.214 0.403 NAR 33C 22 33C OAA O1 O 0 1 N N N 17.790 39.222 2.505 2.388 2.140 -0.501 OAA 33C 23 33C CAK C21 C 0 1 Y N N 20.663 40.189 3.043 0.301 -0.621 0.446 CAK 33C 24 33C CAM C22 C 0 1 Y N N 21.826 40.949 3.048 -1.022 -1.003 0.457 CAM 33C 25 33C NBC N3 N 0 1 N N N 23.385 42.258 1.834 -3.342 -0.533 -0.014 NBC 33C 26 33C CAT C23 C 0 1 N N N 23.316 43.590 1.776 -4.051 -0.724 -1.133 CAT 33C 27 33C OAB O2 O 0 1 N N N 22.262 44.236 1.785 -3.630 -0.587 -2.261 OAB 33C 28 33C CBD C24 C 0 1 N N R 24.714 44.214 1.684 -5.459 -1.139 -0.771 CBD 33C 29 33C CBE C25 C 0 1 N N S 25.635 42.984 1.674 -5.440 -1.153 0.784 CBE 33C 30 33C OAC O3 O 0 1 N N N 25.009 40.641 1.794 -3.572 -0.631 2.238 OAC 33C 31 33C H1 H1 H 0 1 N N N 20.151 32.255 -0.652 7.998 -3.112 -0.530 H1 33C 32 33C H2 H2 H 0 1 N N N 21.578 34.276 -0.470 5.608 -3.666 -0.354 H2 33C 33 33C H3 H3 H 0 1 N N N 16.430 37.841 1.721 4.010 2.642 0.603 H3 33C 34 33C H4 H4 H 0 1 N N N 19.971 40.244 -0.261 -0.052 2.466 -0.930 H4 33C 35 33C H5 H5 H 0 1 N N N 24.454 44.434 -1.784 -6.170 2.204 -1.109 H5 33C 36 33C H6 H6 H 0 1 N N N 23.382 43.636 -0.584 -4.633 1.288 -1.139 H6 33C 37 33C H7 H7 H 0 1 N N N 24.615 41.939 -0.610 -4.601 1.266 1.168 H7 33C 38 33C H8 H8 H 0 1 N N N 25.688 42.738 -1.810 -6.138 2.184 1.197 H8 33C 39 33C H9 H9 H 0 1 N N N 21.977 41.683 -0.249 -2.409 1.774 -0.900 H9 33C 40 33C H10 H10 H 0 1 N N N 17.744 32.379 -0.035 8.734 -0.772 -0.318 H10 33C 41 33C H11 H11 H 0 1 N N N 15.873 33.704 0.785 8.100 1.612 0.046 H11 33C 42 33C H12 H12 H 0 1 N N N 27.045 44.982 0.983 -7.996 -1.011 0.042 H12 33C 43 33C H13 H13 H 0 1 N N N 26.860 44.882 -0.801 -8.135 0.788 0.058 H13 33C 44 33C H14 H14 H 0 1 N N N 27.194 42.460 0.143 -6.787 -0.023 2.212 H14 33C 45 33C H15 H15 H 0 1 N N N 24.677 45.917 0.213 -6.845 0.012 -2.144 H15 33C 46 33C H16 H16 H 0 1 N N N 14.950 35.878 1.555 6.376 3.286 0.434 H16 33C 47 33C H17 H17 H 0 1 N N N 19.888 37.796 0.669 2.774 -0.630 0.808 H17 33C 48 33C H18 H18 H 0 1 N N N 20.279 39.791 3.971 1.061 -1.290 0.822 H18 33C 49 33C H19 H19 H 0 1 N N N 22.353 41.131 3.973 -1.300 -1.972 0.843 H19 33C 50 33C H20 H20 H 0 1 N N N 24.930 44.900 2.516 -5.751 -2.090 -1.216 H20 33C 51 33C H21 H21 H 0 1 N N N 26.380 42.998 2.483 -5.730 -2.114 1.209 H21 33C 52 # # 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 33C CAE CAD SING N N 1 33C CAE CBB SING N N 2 33C CAD CBA SING N N 3 33C CAF CAH DOUB Y N 4 33C CAF CAN SING Y N 5 33C CAH NAQ SING Y N 6 33C CAN CAY DOUB Y N 7 33C CAP CBB SING N N 8 33C CAP CBA SING N N 9 33C NAQ CAZ DOUB Y N 10 33C CBB CBE SING N N 11 33C CBA CBD SING N N 12 33C CAY CAZ SING Y N 13 33C CAY CAO SING Y N 14 33C CAZ CAX SING Y N 15 33C CAJ CAL DOUB Y N 16 33C CAJ CAV SING Y N 17 33C CAL CAW SING Y N 18 33C CAO CAG DOUB Y N 19 33C CAX NAR SING N N 20 33C CAX CAI DOUB Y N 21 33C NAR CAS SING N N 22 33C CAG CAI SING Y N 23 33C CBE CBD SING N N 24 33C CBE CAU SING N N 25 33C CBD CAT SING N N 26 33C CAT OAB DOUB N N 27 33C CAT NBC SING N N 28 33C CAU OAC DOUB N N 29 33C CAU NBC SING N N 30 33C NBC CAW SING N N 31 33C CAW CAM DOUB Y N 32 33C CAV CAS SING N N 33 33C CAV CAK DOUB Y N 34 33C CAS OAA DOUB N N 35 33C CAK CAM SING Y N 36 33C CAF H1 SING N N 37 33C CAH H2 SING N N 38 33C CAI H3 SING N N 39 33C CAJ H4 SING N N 40 33C CAD H5 SING N N 41 33C CAD H6 SING N N 42 33C CAE H7 SING N N 43 33C CAE H8 SING N N 44 33C CAL H9 SING N N 45 33C CAN H10 SING N N 46 33C CAO H11 SING N N 47 33C CAP H12 SING N N 48 33C CAP H13 SING N N 49 33C CBB H14 SING N N 50 33C CBA H15 SING N N 51 33C CAG H16 SING N N 52 33C NAR H17 SING N N 53 33C CAK H18 SING N N 54 33C CAM H19 SING N N 55 33C CBD H20 SING N N 56 33C CBE H21 SING N N 57 # # 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 33C SMILES ACDLabs 12.01 "O=C(Nc2c1ncccc1ccc2)c3ccc(cc3)N5C(=O)C6C4CC(CC4)C6C5=O" 33C InChI InChI 1.03 "InChI=1S/C25H21N3O3/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/h1-5,8-12,16-17,20-21H,6-7,13H2,(H,27,29)/t16-,17+,20-,21+" 33C InChIKey InChI 1.03 LFGACFGWTJMDPZ-ALFLXDJESA-N 33C SMILES_CANONICAL CACTVS 3.385 "O=C(Nc1cccc2cccnc12)c3ccc(cc3)N4C(=O)[C@@H]5[C@@H]6CC[C@@H](C6)[C@@H]5C4=O" 33C SMILES CACTVS 3.385 "O=C(Nc1cccc2cccnc12)c3ccc(cc3)N4C(=O)[CH]5[CH]6CC[CH](C6)[CH]5C4=O" 33C SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2cccnc2c(c1)NC(=O)c3ccc(cc3)N4C(=O)[C@@H]5[C@@H]6CC[C@@H](C6)[C@@H]5C4=O" 33C SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2cccnc2c(c1)NC(=O)c3ccc(cc3)N4C(=O)C5C6CCC(C6)C5C4=O" # _pdbx_chem_comp_identifier.comp_id 33C _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,4R,7S,7aS)-1,3-dioxooctahydro-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 33C "Create component" 2014-06-06 RCSB 33C "Modify descriptor" 2014-09-05 RCSB 33C "Initial release" 2014-11-05 RCSB 33C "Other modification" 2020-06-27 RCSB ##