data_B93 # _chem_comp.id B93 _chem_comp.name "(3S)-3-({[(5S)-2-{2-[(1H-benzimidazol-5-ylcarbonyl)amino]ethyl}-7-(cyclohexylmethyl)-1,3-dioxo-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazin-5-yl]carbonyl}amino)-4-oxopentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H35 N7 O7" _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 593.631 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B93 _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 3KJN _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 B93 C1 C1 C 0 1 N N N -11.917 36.542 37.459 4.496 -4.509 2.885 C1 B93 1 B93 C2 C2 C 0 1 N N N -10.546 36.414 36.877 4.583 -3.433 1.833 C2 B93 2 B93 O3 O3 O 0 1 N N N -10.337 36.786 35.732 5.116 -2.380 2.089 O3 B93 3 B93 C4 C4 C 0 1 N N S -9.443 35.827 37.726 4.006 -3.671 0.462 C4 B93 4 B93 C5 C5 C 0 1 N N N -8.536 34.985 36.846 4.925 -4.609 -0.323 C5 B93 5 B93 C6 C6 C 0 1 N N N -7.195 34.901 37.517 4.288 -4.946 -1.647 C6 B93 6 B93 O7 O7 O 0 1 N N N -6.757 35.699 38.329 4.919 -5.760 -2.507 O7 B93 7 B93 O8 O8 O 0 1 N N N -6.503 33.822 37.107 3.209 -4.483 -1.933 O8 B93 8 B93 N9 N9 N 0 1 N N N -10.081 34.993 38.727 3.889 -2.395 -0.248 N9 B93 9 B93 C10 C10 C 0 1 N N N -10.083 35.360 40.054 2.802 -1.620 -0.066 C10 B93 10 B93 O11 O11 O 0 1 N N N -9.528 36.351 40.511 1.920 -1.978 0.685 O11 B93 11 B93 C12 C12 C 0 1 N N S -10.862 34.383 40.894 2.683 -0.307 -0.796 C12 B93 12 B93 C13 C13 C 0 1 N N N -12.308 34.750 40.812 3.809 0.614 -0.384 C13 B93 13 B93 C14 C14 C 0 1 N N N -12.988 35.362 41.789 3.729 1.388 0.666 C14 B93 14 B93 C15 C15 C 0 1 N N N -14.444 35.658 41.607 4.899 2.276 1.004 C15 B93 15 B93 C16 C16 C 0 1 N N N -14.861 37.111 41.523 4.673 3.666 0.406 C16 B93 16 B93 C17 C17 C 0 1 N N N -14.059 37.903 40.507 5.798 4.602 0.853 C17 B93 17 B93 C18 C18 C 0 1 N N N -14.527 39.344 40.489 5.572 5.992 0.255 C18 B93 18 B93 C19 C19 C 0 1 N N N -16.002 39.407 40.127 5.566 5.896 -1.272 C19 B93 19 B93 C20 C20 C 0 1 N N N -16.827 38.596 41.106 4.441 4.959 -1.719 C20 B93 20 B93 C21 C21 C 0 1 N N N -16.336 37.165 41.161 4.667 3.569 -1.121 C21 B93 21 B93 C22 C22 C 0 1 N N N -12.334 35.727 43.083 2.506 1.424 1.553 C22 B93 22 B93 N23 N23 N 0 1 N N N -10.893 35.648 42.943 1.336 1.188 0.701 N23 B93 23 B93 N24 N24 N 0 1 N N N -10.432 34.524 42.274 1.422 0.350 -0.437 N24 B93 24 B93 C25 C25 C 0 1 N N N -9.162 34.240 42.712 0.217 0.329 -1.003 C25 B93 25 B93 O26 O26 O 0 1 N N N -8.342 33.502 42.187 -0.091 -0.287 -2.004 O26 B93 26 B93 N27 N27 N 0 1 N N N -8.974 35.042 43.809 -0.606 1.112 -0.270 N27 B93 27 B93 C28 C28 C 0 1 N N N -7.668 35.253 44.396 -2.021 1.357 -0.557 C28 B93 28 B93 C29 C29 C 0 1 N N N -7.553 34.531 45.723 -2.875 0.305 0.154 C29 B93 29 B93 N30 N30 N 0 1 N N N -7.599 33.093 45.565 -4.291 0.549 -0.133 N30 B93 30 B93 C31 C31 C 0 1 N N N -7.691 32.269 46.672 -5.234 -0.258 0.391 C31 B93 31 B93 O32 O32 O 0 1 N N N -7.864 32.646 47.825 -4.910 -1.190 1.101 O32 B93 32 B93 C33 C33 C 0 1 Y N N -7.546 30.832 46.379 -6.661 -0.012 0.102 C33 B93 33 B93 C34 C34 C 0 1 Y N N -7.975 30.354 45.160 -7.032 1.059 -0.722 C34 B93 34 B93 C35 C35 C 0 1 Y N N -7.869 29.024 44.809 -8.347 1.298 -0.996 C35 B93 35 B93 C36 C36 C 0 1 Y N N -7.303 28.223 45.774 -9.332 0.477 -0.459 C36 B93 36 B93 N37 N37 N 0 1 Y N N -7.042 26.883 45.782 -10.707 0.455 -0.543 N37 B93 37 B93 C38 C38 C 0 1 Y N N -6.470 26.570 46.979 -11.144 -0.595 0.205 C38 B93 38 B93 N39 N39 N 0 1 Y N N -6.354 27.640 47.736 -10.133 -1.215 0.740 N39 B93 39 B93 C40 C40 C 0 1 Y N N -6.868 28.677 47.002 -8.977 -0.603 0.370 C40 B93 40 B93 C41 C41 C 0 1 Y N N -6.979 30.019 47.339 -7.633 -0.847 0.644 C41 B93 41 B93 C42 C42 C 0 1 N N N -10.033 35.896 43.990 0.083 1.633 0.769 C42 B93 42 B93 O43 O43 O 0 1 N N N -10.184 36.707 44.895 -0.364 2.379 1.618 O43 B93 43 B93 H1 H1 H 0 1 N N N -12.592 36.988 36.714 3.986 -5.379 2.473 H1 B93 44 B93 H1A H1A H 0 1 N N N -12.289 35.546 37.742 5.501 -4.792 3.200 H1A B93 45 B93 H1B H1B H 0 1 N N N -11.878 37.186 38.350 3.939 -4.133 3.743 H1B B93 46 B93 H4 H4 H 0 1 N N N -8.837 36.611 38.204 3.019 -4.125 0.557 H4 B93 47 B93 H5 H5 H 0 1 N N N -8.960 33.977 36.723 5.883 -4.119 -0.495 H5 B93 48 B93 H5A H5A H 0 1 N N N -8.433 35.452 35.855 5.083 -5.525 0.248 H5A B93 49 B93 HO7 HO7 H 0 1 N N N -5.887 35.430 38.600 4.471 -5.946 -3.344 HO7 B93 50 B93 HN9 HN9 H 0 1 N N N -10.525 34.141 38.450 4.595 -2.108 -0.848 HN9 B93 51 B93 H12 H12 H 0 1 N N N -10.702 33.353 40.543 2.718 -0.477 -1.872 H12 B93 52 B93 H13 H13 H 0 1 N N N -12.840 34.505 39.904 4.710 0.634 -0.978 H13 B93 53 B93 H15 H15 H 0 1 N N N -14.750 35.184 40.663 4.992 2.357 2.087 H15 B93 54 B93 H15A H15A H 0 0 N N N -14.967 35.226 42.473 5.812 1.847 0.592 H15A B93 55 B93 H16 H16 H 0 1 N N N -14.669 37.573 42.503 3.716 4.058 0.749 H16 B93 56 B93 H17 H17 H 0 1 N N N -12.994 37.870 40.779 5.802 4.671 1.941 H17 B93 57 B93 H17A H17A H 0 0 N N N -14.200 37.462 39.509 6.755 4.210 0.510 H17A B93 58 B93 H18 H18 H 0 1 N N N -14.378 39.787 41.485 4.615 6.384 0.599 H18 B93 59 B93 H18A H18A H 0 0 N N N -13.945 39.906 39.743 6.373 6.659 0.574 H18A B93 60 B93 H19 H19 H 0 1 N N N -16.335 40.455 40.157 5.405 6.886 -1.698 H19 B93 61 B93 H19A H19A H 0 0 N N N -16.142 39.000 39.115 6.523 5.503 -1.615 H19A B93 62 B93 H20 H20 H 0 1 N N N -16.741 39.044 42.107 3.484 5.352 -1.375 H20 B93 63 B93 H20A H20A H 0 0 N N N -17.878 38.603 40.783 4.437 4.891 -2.807 H20A B93 64 B93 H21 H21 H 0 1 N N N -16.480 36.699 40.175 5.624 3.177 -1.464 H21 B93 65 B93 H21A H21A H 0 0 N N N -16.912 36.618 41.922 3.866 2.902 -1.439 H21A B93 66 B93 H22 H22 H 0 1 N N N -12.618 36.753 43.359 2.575 0.643 2.311 H22 B93 67 B93 H22A H22A H 0 0 N N N -12.663 35.030 43.868 2.425 2.399 2.033 H22A B93 68 B93 H28 H28 H 0 1 N N N -6.899 34.868 43.710 -2.298 2.350 -0.201 H28 B93 69 B93 H28A H28A H 0 0 N N N -7.518 36.330 44.559 -2.190 1.296 -1.632 H28A B93 70 B93 H29 H29 H 0 1 N N N -6.594 34.803 46.189 -2.598 -0.688 -0.202 H29 B93 71 B93 H29A H29A H 0 0 N N N -8.391 34.841 46.365 -2.706 0.366 1.229 H29A B93 72 B93 HN30 HN30 H 0 0 N N N -7.564 32.693 44.649 -4.549 1.293 -0.700 HN30 B93 73 B93 H34 H34 H 0 1 N N N -8.410 31.046 44.454 -6.271 1.701 -1.142 H34 B93 74 B93 H35 H35 H 0 1 N N N -8.203 28.643 43.855 -8.623 2.126 -1.631 H35 B93 75 B93 H38 H38 H 0 1 N N N -6.155 25.578 47.267 -12.179 -0.873 0.336 H38 B93 76 B93 H41 H41 H 0 1 N N N -6.643 30.402 48.291 -7.348 -1.676 1.275 H41 B93 77 B93 HN37 HN37 H 0 0 N N N -7.237 26.243 45.039 -11.262 1.074 -1.043 HN37 B93 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 B93 C2 C1 SING N N 1 B93 C1 H1 SING N N 2 B93 C1 H1A SING N N 3 B93 C1 H1B SING N N 4 B93 O3 C2 DOUB N N 5 B93 C2 C4 SING N N 6 B93 C5 C4 SING N N 7 B93 C4 N9 SING N N 8 B93 C4 H4 SING N N 9 B93 C5 C6 SING N N 10 B93 C5 H5 SING N N 11 B93 C5 H5A SING N N 12 B93 O8 C6 DOUB N N 13 B93 C6 O7 SING N N 14 B93 O7 HO7 SING N N 15 B93 N9 C10 SING N N 16 B93 N9 HN9 SING N N 17 B93 C10 O11 DOUB N N 18 B93 C10 C12 SING N N 19 B93 C13 C12 SING N N 20 B93 C12 N24 SING N N 21 B93 C12 H12 SING N N 22 B93 C13 C14 DOUB N N 23 B93 C13 H13 SING N N 24 B93 C15 C14 SING N N 25 B93 C14 C22 SING N N 26 B93 C16 C15 SING N N 27 B93 C15 H15 SING N N 28 B93 C15 H15A SING N N 29 B93 C17 C16 SING N N 30 B93 C21 C16 SING N N 31 B93 C16 H16 SING N N 32 B93 C18 C17 SING N N 33 B93 C17 H17 SING N N 34 B93 C17 H17A SING N N 35 B93 C19 C18 SING N N 36 B93 C18 H18 SING N N 37 B93 C18 H18A SING N N 38 B93 C19 C20 SING N N 39 B93 C19 H19 SING N N 40 B93 C19 H19A SING N N 41 B93 C20 C21 SING N N 42 B93 C20 H20 SING N N 43 B93 C20 H20A SING N N 44 B93 C21 H21 SING N N 45 B93 C21 H21A SING N N 46 B93 N23 C22 SING N N 47 B93 C22 H22 SING N N 48 B93 C22 H22A SING N N 49 B93 N24 N23 SING N N 50 B93 N23 C42 SING N N 51 B93 N24 C25 SING N N 52 B93 O26 C25 DOUB N N 53 B93 C25 N27 SING N N 54 B93 N27 C42 SING N N 55 B93 N27 C28 SING N N 56 B93 C28 C29 SING N N 57 B93 C28 H28 SING N N 58 B93 C28 H28A SING N N 59 B93 N30 C29 SING N N 60 B93 C29 H29 SING N N 61 B93 C29 H29A SING N N 62 B93 N30 C31 SING N N 63 B93 N30 HN30 SING N N 64 B93 C33 C31 SING N N 65 B93 C31 O32 DOUB N N 66 B93 C34 C33 DOUB Y N 67 B93 C33 C41 SING Y N 68 B93 C35 C34 SING Y N 69 B93 C34 H34 SING N N 70 B93 C35 C36 DOUB Y N 71 B93 C35 H35 SING N N 72 B93 C36 N37 SING Y N 73 B93 C36 C40 SING Y N 74 B93 N37 C38 SING Y N 75 B93 C38 N39 DOUB Y N 76 B93 C38 H38 SING N N 77 B93 C40 N39 SING Y N 78 B93 C40 C41 DOUB Y N 79 B93 C41 H41 SING N N 80 B93 C42 O43 DOUB N N 81 B93 N37 HN37 SING N N 82 # 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 B93 SMILES_CANONICAL CACTVS 3.352 "CC(=O)[C@H](CC(O)=O)NC(=O)[C@@H]1C=C(CC2CCCCC2)CN3N1C(=O)N(CCNC(=O)c4ccc5[nH]cnc5c4)C3=O" B93 SMILES CACTVS 3.352 "CC(=O)[CH](CC(O)=O)NC(=O)[CH]1C=C(CC2CCCCC2)CN3N1C(=O)N(CCNC(=O)c4ccc5[nH]cnc5c4)C3=O" B93 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]1C=C(CN2N1C(=O)N(C2=O)CCNC(=O)c3ccc4c(c3)nc[nH]4)CC5CCCCC5" B93 SMILES "OpenEye OEToolkits" 1.7.0 "CC(=O)C(CC(=O)O)NC(=O)C1C=C(CN2N1C(=O)N(C2=O)CCNC(=O)c3ccc4c(c3)nc[nH]4)CC5CCCCC5" B93 InChI InChI 1.03 "InChI=1S/C29H35N7O7/c1-17(37)22(14-25(38)39)33-27(41)24-12-19(11-18-5-3-2-4-6-18)15-35-28(42)34(29(43)36(24)35)10-9-30-26(40)20-7-8-21-23(13-20)32-16-31-21/h7-8,12-13,16,18,22,24H,2-6,9-11,14-15H2,1H3,(H,30,40)(H,31,32)(H,33,41)(H,38,39)/t22-,24-/m0/s1" B93 InChIKey InChI 1.03 CSBIJWXSABAIKK-UPVQGACJSA-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 B93 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(3S)-3-[[(8S)-2-[2-(1H-benzimidazol-5-ylcarbonylamino)ethyl]-6-(cyclohexylmethyl)-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazin-8-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 B93 "Create component" 2009-11-05 RCSB B93 "Modify aromatic_flag" 2011-06-04 RCSB B93 "Modify descriptor" 2011-06-04 RCSB #