data_062 # _chem_comp.id 062 _chem_comp.name "3-AZA-9-HYDROXY-9-FLUORENYLCARBONYL-L-PROLYL-2-AMINOMETHYL-5-CHLOROBENZYLAMIDE, N-OXIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 Cl N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-05-26 _chem_comp.pdbx_modified_date 2011-06-04 _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 492.954 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 062 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1ZRB _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 062 N1 N1 N 1 1 Y N N 21.697 -15.284 24.650 -4.862 1.453 2.416 N1 062 1 062 C2 C2 C 0 1 Y N N 21.532 -16.318 23.691 -4.908 0.158 2.174 C2 062 2 062 C3 C3 C 0 1 Y N N 20.195 -16.478 23.192 -4.326 -0.366 1.021 C3 062 3 062 C4 C4 C 0 1 Y N N 19.209 -15.580 23.691 -3.700 0.509 0.132 C4 062 4 062 C5 C5 C 0 1 Y N N 19.394 -14.558 24.702 -3.672 1.856 0.427 C5 062 5 062 C6 C6 C 0 1 Y N N 20.730 -14.429 25.222 -4.272 2.300 1.593 C6 062 6 062 C10 C10 C 0 1 Y N N 19.544 -17.374 22.224 -4.228 -1.751 0.500 C10 062 7 062 C11 C11 C 0 1 Y N N 18.141 -17.004 22.173 -3.539 -1.743 -0.710 C11 062 8 062 C12 C12 C 0 1 N N R 17.885 -15.779 23.008 -3.165 -0.312 -1.012 C12 062 9 062 C13 C13 C 0 1 Y N N 20.005 -18.470 21.307 -4.692 -2.963 1.014 C13 062 10 062 C14 C14 C 0 1 Y N N 19.003 -19.076 20.407 -4.466 -4.136 0.325 C14 062 11 062 C15 C15 C 0 1 Y N N 17.578 -18.666 20.352 -3.781 -4.118 -0.877 C15 062 12 062 C16 C16 C 0 1 Y N N 17.155 -17.603 21.272 -3.319 -2.920 -1.393 C16 062 13 062 O21 O21 O 0 1 N N N 16.968 -16.054 24.021 -3.766 0.106 -2.240 O21 062 14 062 C22 C22 C 0 1 N N N 17.468 -14.488 22.219 -1.667 -0.173 -1.095 C22 062 15 062 N23 N23 N 0 1 N N N 18.165 -14.000 21.153 -1.122 0.856 -1.774 N23 062 16 062 C24 C24 C 0 1 N N S 17.573 -12.815 20.456 0.315 1.180 -1.838 C24 062 17 062 C25 C25 C 0 1 N N N 18.275 -12.782 19.093 0.368 2.693 -2.167 C25 062 18 062 C26 C26 C 0 1 N N N 19.640 -13.126 19.653 -0.831 2.843 -3.140 C26 062 19 062 C27 C27 C 0 1 N N N 19.476 -14.342 20.541 -1.863 1.845 -2.573 C27 062 20 062 C34 C34 C 0 1 N N N 16.052 -12.782 20.295 0.974 0.909 -0.510 C34 062 21 062 N36 N36 N 0 1 N N N 15.455 -11.590 20.494 2.292 0.636 -0.455 N36 062 22 062 C37 C37 C 0 1 N N N 14.011 -11.466 20.223 2.933 0.372 0.836 C37 062 23 062 C38 C38 C 0 1 Y N N 13.164 -11.415 21.463 4.399 0.097 0.623 C38 062 24 062 C41 C41 C 0 1 Y N N 13.176 -10.186 22.189 4.863 -1.205 0.610 C41 062 25 062 C42 C42 C 0 1 Y N N 12.268 -10.107 23.310 6.209 -1.458 0.414 C42 062 26 062 C43 C43 C 0 1 Y N N 11.373 -11.180 23.685 7.089 -0.407 0.227 C43 062 27 062 C44 C44 C 0 1 Y N N 11.386 -12.427 22.955 6.623 0.894 0.235 C44 062 28 062 C45 C45 C 0 1 Y N N 12.303 -12.501 21.847 5.278 1.146 0.430 C45 062 29 062 CL1 CL1 CL 0 0 N N N 12.283 -8.650 24.306 6.794 -3.092 0.405 CL1 062 30 062 C53 C53 C 0 1 N N N 12.276 -13.769 21.011 4.770 2.565 0.438 C53 062 31 062 N54 N54 N 0 1 N N N 13.225 -14.773 21.490 4.590 3.012 1.826 N54 062 32 062 O60 O60 O -1 1 N N N 22.883 -14.935 24.998 -5.463 1.952 3.598 O60 062 33 062 O63 O63 O 0 1 N N N 16.462 -13.890 22.594 -0.952 -0.987 -0.551 O63 062 34 062 O64 O64 O 0 1 N N N 15.432 -13.801 20.002 0.317 0.936 0.510 O64 062 35 062 H2 H2 H 0 1 N N N 22.375 -16.947 23.360 -5.400 -0.501 2.874 H2 062 36 062 H5 H5 H 0 1 N N N 18.568 -13.917 25.054 -3.192 2.554 -0.243 H5 062 37 062 H6 H6 H 0 1 N N N 20.998 -13.712 26.016 -4.258 3.354 1.831 H6 062 38 062 H13 H13 H 0 1 N N N 21.050 -18.820 21.294 -5.228 -2.982 1.952 H13 062 39 062 H14 H14 H 0 1 N N N 19.339 -19.883 19.735 -4.826 -5.073 0.724 H14 062 40 062 H15 H15 H 0 1 N N N 16.861 -19.132 19.655 -3.607 -5.039 -1.413 H15 062 41 062 H16 H16 H 0 1 N N N 16.107 -17.258 21.286 -2.784 -2.908 -2.332 H16 062 42 062 H21 H21 H 0 1 N N N 16.131 -16.179 23.589 -3.743 1.072 -2.248 H21 062 43 062 H24 H24 H 0 1 N N N 17.742 -11.914 21.091 0.799 0.603 -2.626 H24 062 44 062 H251 1H25 H 0 0 N N N 17.866 -13.422 18.276 0.220 3.293 -1.269 H251 062 45 062 H252 2H25 H 0 0 N N N 18.178 -11.858 18.475 1.306 2.953 -2.659 H252 062 46 062 H261 1H26 H 0 0 N N N 20.411 -13.267 18.860 -1.223 3.859 -3.115 H261 062 47 062 H262 2H26 H 0 0 N N N 20.123 -12.268 20.176 -0.542 2.564 -4.153 H262 062 48 062 H271 1H27 H 0 0 N N N 20.311 -14.554 21.247 -2.579 2.371 -1.942 H271 062 49 062 H272 2H27 H 0 0 N N N 19.543 -15.334 20.038 -2.383 1.345 -3.390 H272 062 50 062 H36 H36 H 0 1 N N N 16.054 -10.834 20.826 2.817 0.614 -1.270 H36 062 51 062 H371 1H37 H 0 0 N N N 13.807 -10.584 19.571 2.465 -0.495 1.303 H371 062 52 062 H372 2H37 H 0 0 N N N 13.666 -12.282 19.545 2.817 1.241 1.484 H372 062 53 062 H41 H41 H 0 1 N N N 13.841 -9.354 21.903 4.176 -2.025 0.756 H41 062 54 062 H43 H43 H 0 1 N N N 10.677 -11.046 24.531 8.140 -0.603 0.074 H43 062 55 062 H44 H44 H 0 1 N N N 10.733 -13.273 23.227 7.310 1.715 0.088 H44 062 56 062 H531 1H53 H 0 0 N N N 11.244 -14.188 20.949 3.816 2.613 -0.086 H531 062 57 062 H532 2H53 H 0 0 N N N 12.441 -13.542 19.931 5.492 3.212 -0.061 H532 062 58 062 H541 1H54 H 0 0 N N N 13.206 -15.624 20.928 4.251 3.961 1.783 H541 062 59 062 H542 2H54 H 0 0 N N N 13.073 -14.980 22.477 3.843 2.455 2.215 H542 062 60 # 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 062 N1 C2 DOUB Y N 1 062 N1 C6 SING Y N 2 062 N1 O60 SING N N 3 062 C2 C3 SING Y N 4 062 C2 H2 SING N N 5 062 C3 C4 DOUB Y N 6 062 C3 C10 SING Y N 7 062 C4 C5 SING Y N 8 062 C4 C12 SING N N 9 062 C5 C6 DOUB Y N 10 062 C5 H5 SING N N 11 062 C6 H6 SING N N 12 062 C10 C11 DOUB Y N 13 062 C10 C13 SING Y N 14 062 C11 C12 SING N N 15 062 C11 C16 SING Y N 16 062 C12 O21 SING N N 17 062 C12 C22 SING N N 18 062 C13 C14 DOUB Y N 19 062 C13 H13 SING N N 20 062 C14 C15 SING Y N 21 062 C14 H14 SING N N 22 062 C15 C16 DOUB Y N 23 062 C15 H15 SING N N 24 062 C16 H16 SING N N 25 062 O21 H21 SING N N 26 062 C22 N23 SING N N 27 062 C22 O63 DOUB N N 28 062 N23 C24 SING N N 29 062 N23 C27 SING N N 30 062 C24 C25 SING N N 31 062 C24 C34 SING N N 32 062 C24 H24 SING N N 33 062 C25 C26 SING N N 34 062 C25 H251 SING N N 35 062 C25 H252 SING N N 36 062 C26 C27 SING N N 37 062 C26 H261 SING N N 38 062 C26 H262 SING N N 39 062 C27 H271 SING N N 40 062 C27 H272 SING N N 41 062 C34 N36 SING N N 42 062 C34 O64 DOUB N N 43 062 N36 C37 SING N N 44 062 N36 H36 SING N N 45 062 C37 C38 SING N N 46 062 C37 H371 SING N N 47 062 C37 H372 SING N N 48 062 C38 C41 DOUB Y N 49 062 C38 C45 SING Y N 50 062 C41 C42 SING Y N 51 062 C41 H41 SING N N 52 062 C42 C43 DOUB Y N 53 062 C42 CL1 SING N N 54 062 C43 C44 SING Y N 55 062 C43 H43 SING N N 56 062 C44 C45 DOUB Y N 57 062 C44 H44 SING N N 58 062 C45 C53 SING N N 59 062 C53 N54 SING N N 60 062 C53 H531 SING N N 61 062 C53 H532 SING N N 62 062 N54 H541 SING N N 63 062 N54 H542 SING N N 64 # 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 062 SMILES ACDLabs 10.04 "O=C(NCc1cc(Cl)ccc1CN)C5N(C(=O)C4(O)c2ccccc2c3c[n+]([O-])ccc34)CCC5" 062 SMILES_CANONICAL CACTVS 3.341 "NCc1ccc(Cl)cc1CNC(=O)[C@@H]2CCCN2C(=O)[C@@]3(O)c4ccccc4c5c[n+]([O-])ccc35" 062 SMILES CACTVS 3.341 "NCc1ccc(Cl)cc1CNC(=O)[CH]2CCCN2C(=O)[C]3(O)c4ccccc4c5c[n+]([O-])ccc35" 062 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)-c3c[n+](ccc3[C@]2(C(=O)N4CCC[C@H]4C(=O)NCc5cc(ccc5CN)Cl)O)[O-]" 062 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)-c3c[n+](ccc3C2(C(=O)N4CCCC4C(=O)NCc5cc(ccc5CN)Cl)O)[O-]" 062 InChI InChI 1.03 "InChI=1S/C26H25ClN4O4/c27-18-8-7-16(13-28)17(12-18)14-29-24(32)23-6-3-10-31(23)25(33)26(34)21-5-2-1-4-19(21)20-15-30(35)11-9-22(20)26/h1-2,4-5,7-9,11-12,15,23,34H,3,6,10,13-14,28H2,(H,29,32)/t23-,26+/m0/s1" 062 InChIKey InChI 1.03 GVACNUIKZUGUGU-JYFHCDHNSA-N # 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 062 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[2-(aminomethyl)-5-chlorobenzyl]-1-{[(5R)-5-hydroxy-2-oxido-5H-indeno[1,2-c]pyridin-5-yl]carbonyl}-L-prolinamide" 062 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N-[[2-(aminomethyl)-5-chloro-phenyl]methyl]-1-[(5R)-5-hydroxy-2-oxido-indeno[3,2-c]pyridin-2-ium-5-yl]carbonyl-pyrrolidine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 062 "Create component" 2005-05-26 RCSB 062 "Modify aromatic_flag" 2011-06-04 RCSB 062 "Modify descriptor" 2011-06-04 RCSB #