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 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 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 # 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 B92 C1 C1 C 0 1 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 16.759 -1.103 12.995 4.103 1.001 -2.925 C2 B92 2 B92 O3 O3 O 0 1 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 17.888 -1.277 12.016 4.687 1.441 -1.607 C4 B92 4 B92 C5 C5 C 0 1 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 18.705 -0.119 9.950 6.776 2.128 -0.461 C6 B92 6 B92 O7 O7 O 0 1 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 19.810 0.023 10.720 8.098 2.328 -0.347 O8 B92 8 B92 N9 N9 N 0 1 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 19.103 -3.409 12.249 3.190 0.507 0.073 C10 B92 10 B92 O11 O11 O 0 1 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 19.183 -4.887 11.826 2.864 -0.514 1.133 C12 B92 12 B92 C13 C13 C 0 1 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 19.391 -6.208 13.925 2.176 -2.897 1.031 C14 B92 14 B92 C15 C15 C 0 1 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 19.322 -6.630 16.360 1.045 -5.027 0.384 C16 B92 16 B92 C17 C17 C 0 1 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 21.181 -5.301 15.373 0.107 -3.681 2.250 C18 B92 18 B92 C19 C19 C 0 1 N N S 20.857 -5.944 14.048 1.274 -2.709 2.217 C19 B92 19 B92 N20 N20 N 0 1 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 20.620 -5.000 11.765 1.518 -0.272 1.658 N21 B92 21 B92 C22 C22 C 0 1 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 21.055 -4.166 9.658 1.112 1.945 1.398 O23 B92 23 B92 N24 N24 N 0 1 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 23.907 -4.529 10.441 -1.488 1.434 2.627 C25 B92 25 B92 C26 C26 C 0 1 N N S 24.633 -5.814 10.078 -2.432 1.506 1.425 C26 B92 26 B92 C27 C27 C 0 1 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 26.832 -6.618 9.169 -4.518 2.556 0.537 C28 B92 28 B92 C29 C29 C 0 1 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 27.343 -6.048 6.847 -5.833 3.849 2.004 O30 B92 30 B92 O31 O31 O 0 1 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 23.694 -6.753 9.493 -2.891 0.158 1.083 N32 B92 32 B92 C33 C33 C 0 1 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 23.489 -8.117 11.340 -3.276 0.750 -1.021 O34 B92 34 B92 C35 C35 C 0 1 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 22.976 -8.786 7.822 -4.156 -1.549 -1.981 C36 B92 36 B92 C37 C37 C 0 1 Y 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 22.305 -8.036 5.661 -3.573 -1.915 -4.274 C38 B92 38 B92 C39 C39 C 0 1 Y 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 24.451 -9.035 5.954 -5.812 -1.301 -3.691 C40 B92 40 B92 C41 C41 C 0 1 Y 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 22.719 -5.307 12.481 -0.408 -0.824 2.596 C42 B92 42 B92 O43 O43 O 0 1 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 15.531 -1.997 14.486 3.023 2.486 -4.012 H1 B92 44 B92 H1A H1A H 0 1 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 17.220 -2.607 14.429 4.070 1.449 -5.011 H1B B92 46 B92 H4 H4 H 0 1 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 16.909 -1.249 10.113 6.638 0.589 -1.934 H5 B92 48 B92 H5A H5A H 0 1 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 20.532 0.332 10.185 8.417 2.688 0.492 HO8 B92 50 B92 HN9 HN9 H 0 1 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 18.641 -5.185 10.916 3.593 -0.455 1.941 H12 B92 52 B92 H13 H13 H 0 1 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 17.711 -6.973 14.979 2.678 -4.099 -0.658 H15 B92 54 B92 H15A H15A H 0 0 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 18.819 -5.692 16.638 0.314 -4.528 -0.253 H16 B92 56 B92 H16A H16A H 0 0 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 21.135 -6.082 17.376 -0.339 -5.749 1.872 H17 B92 58 B92 H17A H17A H 0 0 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 20.592 -4.387 15.539 -0.672 -3.321 1.578 H18 B92 60 B92 H18A H18A H 0 0 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 21.432 -6.879 14.117 1.860 -2.832 3.128 H19 B92 62 B92 H25 H25 H 0 1 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 24.575 -3.901 11.048 -1.077 2.424 2.826 H25A B92 64 B92 H26 H26 H 0 1 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 25.405 -5.416 8.118 -4.214 1.905 2.568 H27 B92 66 B92 H27A H27A H 0 0 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 27.587 -6.382 9.933 -3.941 3.033 -0.255 H28 B92 68 B92 H28A H28A H 0 0 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 28.794 -7.860 6.984 -7.363 4.264 0.212 HO31 B92 70 B92 HN32 HN32 H 0 0 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 23.056 -9.942 9.585 -2.963 -2.220 -0.344 H35 B92 72 B92 H35A H35A H 0 0 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 21.088 -7.889 7.408 -2.200 -2.100 -2.646 H37 B92 74 B92 H38 H38 H 0 1 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 23.716 -8.307 4.085 -5.151 -1.657 -5.693 H39 B92 76 B92 H40 H40 H 0 1 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 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 # 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 B92 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(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 #