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                    2008-10-14 
_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                        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 N 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 InChI            InChI                1.02b 
InChI=1/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/f/h29H 
062 InChIKey         InChI                1.02b GVACNUIKZUGUGU-OCERDYBVDX 
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-] 
# 
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 
# 
