data_B92
# 
_chem_comp.id                                    B92 
_chem_comp.name                                  "(3S)-3-({[(5S,10aS)-2-{(2S)-4-carboxy-2-[(phenylacetyl)amino]butyl}-1,3-dioxo-2,3,5,7,8,9,10,10a-octahydro-1H-[1,2,4]triazolo[1,2-a]cinnolin-5-yl]carbonyl}amino)-4-oxopentanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H35 N5 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-11-05 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        597.616 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B92 
_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        3KJF 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
B92 C1   C1   C 0 1 N N N N N N 16.362 -2.279 13.823 3.988  1.981  -4.064 C1   B92 1  
B92 C2   C2   C 0 1 N N N N N N 16.759 -1.103 12.995 4.103  1.001  -2.925 C2   B92 2  
B92 O3   O3   O 0 1 N N N N N N 16.161 -0.043 13.138 3.728  -0.138 -3.069 O3   B92 3  
B92 C4   C4   C 0 1 N N S N N N 17.888 -1.277 12.016 4.687  1.441  -1.607 C4   B92 4  
B92 C5   C5   C 0 1 N N N N N N 17.501 -0.561 10.735 6.205  1.571  -1.740 C5   B92 5  
B92 C6   C6   C 0 1 N N N N N N 18.705 -0.119 9.950  6.776  2.128  -0.461 C6   B92 6  
B92 O7   O7   O 0 1 N N N N N N 18.717 0.134  8.752  6.043  2.394  0.461  O7   B92 7  
B92 O8   O8   O 0 1 N N N N N N 19.810 0.023  10.720 8.098  2.328  -0.347 O8   B92 8  
B92 N9   N9   N 0 1 N N N N N N 18.024 -2.701 11.784 4.369  0.449  -0.577 N9   B92 9  
B92 C10  C10  C 0 1 N N N N N N 19.103 -3.409 12.249 3.190  0.507  0.073  C10  B92 10 
B92 O11  O11  O 0 1 N N N N N N 19.933 -2.835 12.942 2.392  1.379  -0.195 O11  B92 11 
B92 C12  C12  C 0 1 N N S N N N 19.183 -4.887 11.826 2.864  -0.514 1.133  C12  B92 12 
B92 C13  C13  C 0 1 N N N N N N 18.645 -5.720 12.928 2.875  -1.898 0.532  C13  B92 13 
B92 C14  C14  C 0 1 N N N N N N 19.391 -6.208 13.925 2.176  -2.897 1.031  C14  B92 14 
B92 C15  C15  C 0 1 N N N N N N 18.807 -7.066 14.998 2.354  -4.243 0.373  C15  B92 15 
B92 C16  C16  C 0 1 N N N N N N 19.322 -6.630 16.360 1.045  -5.027 0.384  C16  B92 16 
B92 C17  C17  C 0 1 N N N N N N 20.822 -6.392 16.368 0.522  -5.083 1.822  C17  B92 17 
B92 C18  C18  C 0 1 N N N N N N 21.181 -5.301 15.373 0.107  -3.681 2.250  C18  B92 18 
B92 C19  C19  C 0 1 N N S N N N 20.857 -5.944 14.048 1.274  -2.709 2.217  C19  B92 19 
B92 N20  N20  N 0 1 N N N N N N 21.400 -5.388 12.829 0.752  -1.338 2.190  N20  B92 20 
B92 N21  N21  N 0 1 N N N N N N 20.620 -5.000 11.765 1.518  -0.272 1.658  N21  B92 21 
B92 C22  C22  C 0 1 N N N N N N 21.424 -4.601 10.736 0.782  0.833  1.760  C22  B92 22 
B92 O23  O23  O 0 1 N N N N N N 21.055 -4.166 9.658  1.112  1.945  1.398  O23  B92 23 
B92 N24  N24  N 0 1 N N N N N N 22.708 -4.806 11.198 -0.396 0.502  2.334  N24  B92 24 
B92 C25  C25  C 0 1 N N N N N N 23.907 -4.529 10.441 -1.488 1.434  2.627  C25  B92 25 
B92 C26  C26  C 0 1 N N S N N N 24.633 -5.814 10.078 -2.432 1.506  1.425  C26  B92 26 
B92 C27  C27  C 0 1 N N N N N N 25.793 -5.513 9.143  -3.637 2.382  1.776  C27  B92 27 
B92 C28  C28  C 0 1 N N N N N N 26.832 -6.618 9.169  -4.518 2.556  0.537  C28  B92 28 
B92 C29  C29  C 0 1 N N N N N N 27.512 -6.748 7.834  -5.705 3.418  0.882  C29  B92 29 
B92 O30  O30  O 0 1 N N N N N N 27.343 -6.048 6.847  -5.833 3.849  2.004  O30  B92 30 
B92 O31  O31  O 0 1 N N N N N N 28.379 -7.791 7.836  -6.620 3.708  -0.056 O31  B92 31 
B92 N32  N32  N 0 1 N N N N N N 23.694 -6.753 9.493  -2.891 0.158  1.083  N32  B92 32 
B92 C33  C33  C 0 1 N N N N N N 23.329 -7.912 10.144 -3.293 -0.118 -0.174 C33  B92 33 
B92 O34  O34  O 0 1 N N N N N N 23.489 -8.117 11.340 -3.276 0.750  -1.021 O34  B92 34 
B92 C35  C35  C 0 1 N N N N N N 22.682 -8.956 9.273  -3.765 -1.505 -0.526 C35  B92 35 
B92 C36  C36  C 0 1 Y N N N N N 22.976 -8.786 7.822  -4.156 -1.549 -1.981 C36  B92 36 
B92 C37  C37  C 0 1 Y N N N N N 22.036 -8.208 7.002  -3.215 -1.876 -2.939 C37  B92 37 
B92 C38  C38  C 0 1 Y N N N N N 22.305 -8.036 5.661  -3.573 -1.915 -4.274 C38  B92 38 
B92 C39  C39  C 0 1 Y N N N N N 23.509 -8.446 5.136  -4.872 -1.627 -4.650 C39  B92 39 
B92 C40  C40  C 0 1 Y N N N N N 24.451 -9.035 5.954  -5.812 -1.301 -3.691 C40  B92 40 
B92 C41  C41  C 0 1 Y N N N N N 24.180 -9.201 7.296  -5.456 -1.267 -2.356 C41  B92 41 
B92 C42  C42  C 0 1 N N N N N N 22.719 -5.307 12.481 -0.408 -0.824 2.596  C42  B92 42 
B92 O43  O43  O 0 1 N N N N N N 23.687 -5.603 13.171 -1.319 -1.440 3.114  O43  B92 43 
B92 H1   H1   H 0 1 N N N N N N 15.531 -1.997 14.486 3.023  2.486  -4.012 H1   B92 44 
B92 H1A  H1A  H 0 1 N N N N N N 16.043 -3.100 13.164 4.787  2.719  -3.990 H1A  B92 45 
B92 H1B  H1B  H 0 1 N N N N N N 17.220 -2.607 14.429 4.070  1.449  -5.011 H1B  B92 46 
B92 H4   H4   H 0 1 N N N N N N 18.839 -0.865 12.385 4.263  2.405  -1.327 H4   B92 47 
B92 H5   H5   H 0 1 N N N N N N 16.909 -1.249 10.113 6.638  0.589  -1.934 H5   B92 48 
B92 H5A  H5A  H 0 1 N N N N N N 16.906 0.327  10.995 6.442  2.241  -2.566 H5A  B92 49 
B92 HO8  HO8  H 0 1 N N N N N N 20.532 0.332  10.185 8.417  2.688  0.492  HO8  B92 50 
B92 HN9  HN9  H 0 1 N N N N N N 17.312 -3.180 11.271 5.008  -0.249 -0.363 HN9  B92 51 
B92 H12  H12  H 0 1 N N N N N N 18.641 -5.185 10.916 3.593  -0.455 1.941  H12  B92 52 
B92 H13  H13  H 0 1 N N N N N N 17.589 -5.946 12.926 3.481  -2.078 -0.343 H13  B92 53 
B92 H15  H15  H 0 1 N N N N N N 17.711 -6.973 14.979 2.678  -4.099 -0.658 H15  B92 54 
B92 H15A H15A H 0 0 N N N N N N 19.094 -8.113 14.821 3.115  -4.808 0.912  H15A B92 55 
B92 H16  H16  H 0 1 N N N N N N 18.819 -5.692 16.638 0.314  -4.528 -0.253 H16  B92 56 
B92 H16A H16A H 0 0 N N N N N N 19.091 -7.421 17.089 1.221  -6.039 0.019  H16A B92 57 
B92 H17  H17  H 0 1 N N N N N N 21.135 -6.082 17.376 -0.339 -5.749 1.872  H17  B92 58 
B92 H17A H17A H 0 0 N N N N N N 21.339 -7.322 16.090 1.307  -5.451 2.482  H17A B92 59 
B92 H18  H18  H 0 1 N N N N N N 20.592 -4.387 15.539 -0.672 -3.321 1.578  H18  B92 60 
B92 H18A H18A H 0 0 N N N N N N 22.242 -5.018 15.442 -0.290 -3.722 3.264  H18A B92 61 
B92 H19  H19  H 0 1 N N N N N N 21.432 -6.879 14.117 1.860  -2.832 3.128  H19  B92 62 
B92 H25  H25  H 0 1 N N N N N N 23.631 -4.001 9.516  -2.038 1.086  3.501  H25  B92 63 
B92 H25A H25A H 0 0 N N N N N N 24.575 -3.901 11.048 -1.077 2.424  2.826  H25A B92 64 
B92 H26  H26  H 0 1 N N N N N N 25.053 -6.275 10.984 -1.905 1.938  0.574  H26  B92 65 
B92 H27  H27  H 0 1 N N N N N N 25.405 -5.416 8.118  -4.214 1.905  2.568  H27  B92 66 
B92 H27A H27A H 0 0 N N N N N N 26.268 -4.573 9.460  -3.291 3.358  2.116  H27A B92 67 
B92 H28  H28  H 0 1 N N N N N N 27.587 -6.382 9.933  -3.941 3.033  -0.255 H28  B92 68 
B92 H28A H28A H 0 0 N N N N N N 26.336 -7.569 9.412  -4.864 1.580  0.197  H28A B92 69 
B92 HO31 HO31 H 0 0 N N N N N N 28.794 -7.860 6.984  -7.363 4.264  0.212  HO31 B92 70 
B92 HN32 HN32 H 0 0 N N N N N N 23.302 -6.554 8.595  -2.905 -0.536 1.760  HN32 B92 71 
B92 H35  H35  H 0 1 N N N N N N 23.056 -9.942 9.585  -2.963 -2.220 -0.344 H35  B92 72 
B92 H35A H35A H 0 0 N N N N N N 21.593 -8.890 9.412  -4.628 -1.763 0.089  H35A B92 73 
B92 H37  H37  H 0 1 N N N N N N 21.088 -7.889 7.408  -2.200 -2.100 -2.646 H37  B92 74 
B92 H38  H38  H 0 1 N N N N N N 21.567 -7.577 5.019  -2.838 -2.170 -5.023 H38  B92 75 
B92 H39  H39  H 0 1 N N N N N N 23.716 -8.307 4.085  -5.151 -1.657 -5.693 H39  B92 76 
B92 H40  H40  H 0 1 N N N N N N 25.395 -9.364 5.546  -6.827 -1.076 -3.985 H40  B92 77 
B92 H41  H41  H 0 1 N N N N N N 24.917 -9.659 7.939  -6.191 -1.012 -1.607 H41  B92 78 
# 
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 
B92 C2  C1   SING N N 1  
B92 C1  H1   SING N N 2  
B92 C1  H1A  SING N N 3  
B92 C1  H1B  SING N N 4  
B92 C4  C2   SING N N 5  
B92 C2  O3   DOUB N N 6  
B92 C5  C4   SING N N 7  
B92 N9  C4   SING N N 8  
B92 C4  H4   SING N N 9  
B92 C6  C5   SING N N 10 
B92 C5  H5   SING N N 11 
B92 C5  H5A  SING N N 12 
B92 O7  C6   DOUB N N 13 
B92 C6  O8   SING N N 14 
B92 O8  HO8  SING N N 15 
B92 N9  C10  SING N N 16 
B92 N9  HN9  SING N N 17 
B92 C12 C10  SING N N 18 
B92 C10 O11  DOUB N N 19 
B92 N21 C12  SING N N 20 
B92 C12 C13  SING N N 21 
B92 C12 H12  SING N N 22 
B92 C13 C14  DOUB N N 23 
B92 C13 H13  SING N N 24 
B92 C14 C19  SING N N 25 
B92 C14 C15  SING N N 26 
B92 C15 C16  SING N N 27 
B92 C15 H15  SING N N 28 
B92 C15 H15A SING N N 29 
B92 C16 C17  SING N N 30 
B92 C16 H16  SING N N 31 
B92 C16 H16A SING N N 32 
B92 C18 C17  SING N N 33 
B92 C17 H17  SING N N 34 
B92 C17 H17A SING N N 35 
B92 C19 C18  SING N N 36 
B92 C18 H18  SING N N 37 
B92 C18 H18A SING N N 38 
B92 N20 C19  SING N N 39 
B92 C19 H19  SING N N 40 
B92 N21 N20  SING N N 41 
B92 C42 N20  SING N N 42 
B92 C22 N21  SING N N 43 
B92 O23 C22  DOUB N N 44 
B92 C22 N24  SING N N 45 
B92 C25 N24  SING N N 46 
B92 N24 C42  SING N N 47 
B92 C26 C25  SING N N 48 
B92 C25 H25  SING N N 49 
B92 C25 H25A SING N N 50 
B92 C27 C26  SING N N 51 
B92 N32 C26  SING N N 52 
B92 C26 H26  SING N N 53 
B92 C27 C28  SING N N 54 
B92 C27 H27  SING N N 55 
B92 C27 H27A SING N N 56 
B92 C29 C28  SING N N 57 
B92 C28 H28  SING N N 58 
B92 C28 H28A SING N N 59 
B92 O30 C29  DOUB N N 60 
B92 C29 O31  SING N N 61 
B92 O31 HO31 SING N N 62 
B92 N32 C33  SING N N 63 
B92 N32 HN32 SING N N 64 
B92 C35 C33  SING N N 65 
B92 C33 O34  DOUB N N 66 
B92 C36 C35  SING N N 67 
B92 C35 H35  SING N N 68 
B92 C35 H35A SING N N 69 
B92 C37 C36  DOUB Y N 70 
B92 C41 C36  SING Y N 71 
B92 C38 C37  SING Y N 72 
B92 C37 H37  SING N N 73 
B92 C39 C38  DOUB Y N 74 
B92 C38 H38  SING N N 75 
B92 C39 C40  SING Y N 76 
B92 C39 H39  SING N N 77 
B92 C40 C41  DOUB Y N 78 
B92 C40 H40  SING N N 79 
B92 C41 H41  SING N N 80 
B92 C42 O43  DOUB N N 81 
# 
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 
B92 SMILES_CANONICAL CACTVS               3.352 "CC(=O)[C@H](CC(O)=O)NC(=O)[C@@H]1C=C2CCCC[C@@H]2N3N1C(=O)N(C[C@H](CCC(O)=O)NC(=O)Cc4ccccc4)C3=O"                                                                                                                                                              
B92 SMILES           CACTVS               3.352 "CC(=O)[CH](CC(O)=O)NC(=O)[CH]1C=C2CCCC[CH]2N3N1C(=O)N(C[CH](CCC(O)=O)NC(=O)Cc4ccccc4)C3=O"                                                                                                                                                                    
B92 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]1C=C2CCCC[C@@H]2N3N1C(=O)N(C3=O)C[C@H](CCC(=O)O)NC(=O)Cc4ccccc4"                                                                                                                                                              
B92 SMILES           "OpenEye OEToolkits" 1.7.0 "CC(=O)C(CC(=O)O)NC(=O)C1C=C2CCCCC2N3N1C(=O)N(C3=O)CC(CCC(=O)O)NC(=O)Cc4ccccc4"                                                                                                                                                                                
B92 InChI            InChI                1.03  "InChI=1S/C29H35N5O9/c1-17(35)21(15-26(39)40)31-27(41)23-14-19-9-5-6-10-22(19)33-28(42)32(29(43)34(23)33)16-20(11-12-25(37)38)30-24(36)13-18-7-3-2-4-8-18/h2-4,7-8,14,20-23H,5-6,9-13,15-16H2,1H3,(H,30,36)(H,31,41)(H,37,38)(H,39,40)/t20-,21-,22-,23-/m0/s1" 
B92 InChIKey         InChI                1.03  BGEXQSKGWCDSIQ-MLCQCVOFSA-N                                                                                                                                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           B92 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.6.1 
_pdbx_chem_comp_identifier.identifier        "(3S)-3-[[(5S,10aS)-2-[(2S)-5-hydroxy-5-oxo-2-(2-phenylethanoylamino)pentyl]-1,3-dioxo-5,7,8,9,10,10a-hexahydro-[1,2,4]triazolo[1,2-a]cinnolin-5-yl]carbonylamino]-4-oxo-pentanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
B92 "Create component"     2009-11-05 RCSB 
B92 "Modify aromatic_flag" 2011-06-04 RCSB 
B92 "Modify descriptor"    2011-06-04 RCSB 
B92 "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            B92 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C1 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
