data_B94 # _chem_comp.id B94 _chem_comp.name "(3S)-3-({[(5S,8R)-2-(3-carboxypropyl)-8-(2-{[(4-chlorophenyl)acetyl]amino}ethyl)-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 "C26 H30 Cl 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 591.997 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B94 _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 3KJQ _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 B94 C1 C1 C 0 1 N N N -3.000 -16.713 -14.441 8.262 -0.661 -0.224 C1 B94 1 B94 C2 C2 C 0 1 N N N -2.717 -15.504 -13.689 6.929 -1.259 -0.594 C2 B94 2 B94 O3 O3 O 0 1 N N N -1.672 -14.921 -13.960 6.562 -1.251 -1.745 O3 B94 3 B94 C4 C4 C 0 1 N N S -3.643 -14.987 -12.666 6.053 -1.867 0.471 C4 B94 4 B94 C5 C5 C 0 1 N N N -4.998 -14.538 -13.310 6.623 -3.224 0.887 C5 B94 5 B94 C6 C6 C 0 1 N N N -6.023 -14.131 -12.368 5.820 -3.776 2.036 C6 B94 6 B94 O7 O7 O 0 1 N N N -6.492 -14.942 -11.576 6.141 -4.965 2.570 O7 B94 7 B94 O8 O8 O 0 1 N N N -6.445 -12.983 -12.350 4.886 -3.148 2.477 O8 B94 8 B94 N9 N9 N 0 1 N N N -3.040 -13.934 -11.948 4.698 -2.047 -0.055 N9 B94 9 B94 C10 C10 C 0 1 N N N -3.321 -13.514 -10.745 3.818 -1.027 -0.015 C10 B94 10 B94 O11 O11 O 0 1 N N N -4.045 -14.155 -9.993 4.148 0.040 0.458 O11 B94 11 B94 C12 C12 C 0 1 N N S -2.749 -12.259 -10.261 2.424 -1.213 -0.556 C12 B94 12 B94 C13 C13 C 0 1 N N N -3.117 -11.163 -11.158 2.484 -1.528 -2.033 C13 B94 13 B94 C14 C14 C 0 1 N N N -2.212 -10.351 -11.730 1.510 -1.232 -2.851 C14 B94 14 B94 C15 C15 C 0 1 N N R -0.778 -10.438 -11.456 0.242 -0.552 -2.386 C15 B94 15 B94 C16 C16 C 0 1 N N N -0.281 -9.124 -10.769 -0.758 -1.599 -1.892 C16 B94 16 B94 N29 N29 N 0 1 N N N -0.440 -11.590 -10.652 0.603 0.349 -1.287 N29 B94 17 B94 N30 N30 N 0 1 N N N -1.317 -12.376 -10.094 1.660 0.029 -0.401 N30 B94 18 B94 C31 C31 C 0 1 N N N -0.654 -13.264 -9.324 1.750 1.024 0.480 C31 B94 19 B94 O32 O32 O 0 1 N N N -1.180 -14.144 -8.602 2.547 1.096 1.395 O32 B94 20 B94 N33 N33 N 0 1 N N N 0.667 -13.041 -9.445 0.802 1.939 0.180 N33 B94 21 B94 C34 C34 C 0 1 N N N 1.722 -13.735 -8.764 0.567 3.187 0.911 C34 B94 22 B94 C35 C35 C 0 1 N N N 1.977 -13.112 -7.366 1.418 4.303 0.300 C35 B94 23 B94 C36 C36 C 0 1 N N N 3.047 -13.886 -6.551 1.172 5.606 1.063 C36 B94 24 B94 C37 C37 C 0 1 N N N 3.319 -13.257 -5.273 2.010 6.705 0.462 C37 B94 25 B94 O38 O38 O 0 1 N N N 2.806 -13.675 -4.245 2.729 6.470 -0.480 O38 B94 26 B94 O39 O39 O 0 1 N N N 4.060 -12.285 -5.188 1.957 7.945 0.973 O39 B94 27 B94 C40 C40 C 0 1 N N N 0.795 -12.006 -10.295 0.105 1.522 -0.899 C40 B94 28 B94 O41 O41 O 0 1 N N N 1.880 -11.496 -10.660 -0.816 2.114 -1.425 O41 B94 29 B94 C18 C18 C 0 1 N N N -0.880 -8.877 -9.355 -2.081 -0.915 -1.541 C18 B94 30 B94 N5 N5 N 0 1 N N N -0.232 -7.806 -8.741 -3.039 -1.917 -1.068 N5 B94 31 B94 C19 C19 C 0 1 N N N -0.689 -7.112 -7.745 -4.280 -1.542 -0.699 C19 B94 32 B94 C20 C20 C 0 1 N N N -1.941 -6.366 -7.811 -5.265 -2.573 -0.213 C20 B94 33 B94 O9 O9 O 0 1 N N N 0.016 -7.042 -6.748 -4.603 -0.375 -0.759 O9 B94 34 B94 C21 C21 C 0 1 Y N N -2.044 -5.314 -8.873 -6.568 -1.899 0.133 C21 B94 35 B94 C22 C22 C 0 1 Y N N -0.960 -4.900 -9.692 -7.548 -1.754 -0.831 C22 B94 36 B94 C23 C23 C 0 1 Y N N -1.126 -3.912 -10.679 -8.743 -1.136 -0.514 C23 B94 37 B94 C24 C24 C 0 1 Y N N -2.379 -3.300 -10.858 -8.958 -0.662 0.768 C24 B94 38 B94 C25 C25 C 0 1 Y N N -3.461 -3.680 -10.044 -7.977 -0.808 1.732 C25 B94 39 B94 C26 C26 C 0 1 Y N N -3.293 -4.678 -9.066 -6.785 -1.431 1.416 C26 B94 40 B94 CL1 CL1 CL 0 0 N N N -2.583 -2.106 -12.041 -10.459 0.115 1.167 CL1 B94 41 B94 H1 H1 H 0 1 N N N -2.185 -16.900 -15.156 8.891 -1.428 0.229 H1 B94 42 B94 H1A H1A H 0 1 N N N -3.083 -17.564 -13.749 8.748 -0.274 -1.119 H1A B94 43 B94 H1B H1B H 0 1 N N N -3.947 -16.591 -14.988 8.110 0.150 0.488 H1B B94 44 B94 H4 H4 H 0 1 N N N -3.870 -15.798 -11.958 6.022 -1.205 1.337 H4 B94 45 B94 H5 H5 H 0 1 N N N -4.787 -13.679 -13.964 6.573 -3.914 0.044 H5 B94 46 B94 H5A H5A H 0 1 N N N -5.392 -15.390 -13.884 7.662 -3.103 1.195 H5A B94 47 B94 HO7 HO7 H 0 1 N N N -7.152 -14.517 -11.041 5.596 -5.278 3.306 HO7 B94 48 B94 HN9 HN9 H 0 1 N N N -2.305 -13.448 -12.420 4.434 -2.901 -0.433 HN9 B94 49 B94 H12 H12 H 0 1 N N N -3.165 -12.031 -9.269 1.925 -2.023 -0.024 H12 B94 50 B94 H13 H13 H 0 1 N N N -4.163 -10.999 -11.370 3.365 -2.014 -2.426 H13 B94 51 B94 H14 H14 H 0 1 N N N -2.559 -9.600 -12.424 1.613 -1.483 -3.896 H14 B94 52 B94 H15 H15 H 0 1 N N N -0.266 -10.560 -12.422 -0.193 0.020 -3.205 H15 B94 53 B94 H16 H16 H 0 1 N N N 0.812 -9.188 -10.667 -0.928 -2.337 -2.675 H16 B94 54 B94 H16A H16A H 0 0 N N N -0.568 -8.278 -11.410 -0.359 -2.094 -1.007 H16A B94 55 B94 H34 H34 H 0 1 N N N 1.436 -14.790 -8.640 -0.487 3.455 0.843 H34 B94 56 B94 H34A H34A H 0 0 N N N 2.643 -13.664 -9.362 0.841 3.052 1.957 H34A B94 57 B94 H35 H35 H 0 1 N N N 2.327 -12.078 -7.505 2.472 4.035 0.368 H35 B94 58 B94 H35A H35A H 0 0 N N N 1.033 -13.127 -6.802 1.144 4.437 -0.746 H35A B94 59 B94 H36 H36 H 0 1 N N N 2.679 -14.907 -6.369 0.118 5.874 0.995 H36 B94 60 B94 H36A H36A H 0 0 N N N 3.979 -13.914 -7.134 1.446 5.472 2.110 H36A B94 61 B94 HO39 HO39 H 0 0 N N N 4.113 -12.005 -4.282 2.512 8.617 0.554 HO39 B94 62 B94 H22 H22 H 0 1 N N N -1.951 -8.647 -9.450 -1.911 -0.176 -0.757 H22 B94 63 B94 H23 H23 H 0 1 N N N -0.748 -9.781 -8.742 -2.480 -0.419 -2.426 H23 B94 64 B94 H24 H24 H 0 1 N N N 0.665 -7.550 -9.101 -2.780 -2.851 -1.020 H24 B94 65 B94 H25 H25 H 0 1 N N N -2.743 -7.095 -7.999 -5.435 -3.312 -0.996 H25 B94 66 B94 H26 H26 H 0 1 N N N -2.069 -5.861 -6.842 -4.866 -3.068 0.673 H26 B94 67 B94 H27 H27 H 0 1 N N N 0.011 -5.353 -9.554 -7.380 -2.123 -1.832 H27 B94 68 B94 H28 H28 H 0 1 N N N -0.291 -3.623 -11.300 -9.509 -1.022 -1.267 H28 B94 69 B94 H29 H29 H 0 1 N N N -4.423 -3.205 -10.170 -8.144 -0.439 2.734 H29 B94 70 B94 H30 H30 H 0 1 N N N -4.134 -4.964 -8.451 -6.020 -1.549 2.170 H30 B94 71 # 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 B94 C2 C1 SING N N 1 B94 C2 C4 SING N N 2 B94 O3 C2 DOUB N N 3 B94 C4 N9 SING N N 4 B94 C5 C4 SING N N 5 B94 C5 C6 SING N N 6 B94 C6 O7 SING N N 7 B94 O8 C6 DOUB N N 8 B94 N9 C10 SING N N 9 B94 C10 O11 DOUB N N 10 B94 C10 C12 SING N N 11 B94 C12 N30 SING N N 12 B94 C13 C12 SING N N 13 B94 C13 C14 DOUB N N 14 B94 C14 C15 SING N N 15 B94 C15 N29 SING N N 16 B94 C15 C16 SING N N 17 B94 N29 C40 SING N N 18 B94 N30 N29 SING N N 19 B94 N30 C31 SING N N 20 B94 C31 N33 SING N N 21 B94 O32 C31 DOUB N N 22 B94 N33 C40 SING N N 23 B94 N33 C34 SING N N 24 B94 C35 C34 SING N N 25 B94 C35 C36 SING N N 26 B94 C36 C37 SING N N 27 B94 C37 O39 SING N N 28 B94 O38 C37 DOUB N N 29 B94 C40 O41 DOUB N N 30 B94 C16 C18 SING N N 31 B94 C18 N5 SING N N 32 B94 N5 C19 SING N N 33 B94 C19 C20 SING N N 34 B94 C19 O9 DOUB N N 35 B94 C20 C21 SING N N 36 B94 C21 C22 DOUB Y N 37 B94 C21 C26 SING Y N 38 B94 C22 C23 SING Y N 39 B94 C23 C24 DOUB Y N 40 B94 C24 C25 SING Y N 41 B94 C25 C26 DOUB Y N 42 B94 C24 CL1 SING N N 43 B94 C1 H1 SING N N 44 B94 C1 H1A SING N N 45 B94 C1 H1B SING N N 46 B94 C4 H4 SING N N 47 B94 C5 H5 SING N N 48 B94 C5 H5A SING N N 49 B94 O7 HO7 SING N N 50 B94 N9 HN9 SING N N 51 B94 C12 H12 SING N N 52 B94 C13 H13 SING N N 53 B94 C14 H14 SING N N 54 B94 C15 H15 SING N N 55 B94 C16 H16 SING N N 56 B94 C16 H16A SING N N 57 B94 C34 H34 SING N N 58 B94 C34 H34A SING N N 59 B94 C35 H35 SING N N 60 B94 C35 H35A SING N N 61 B94 C36 H36 SING N N 62 B94 C36 H36A SING N N 63 B94 O39 HO39 SING N N 64 B94 C18 H22 SING N N 65 B94 C18 H23 SING N N 66 B94 N5 H24 SING N N 67 B94 C20 H25 SING N N 68 B94 C20 H26 SING N N 69 B94 C22 H27 SING N N 70 B94 C23 H28 SING N N 71 B94 C25 H29 SING N N 72 B94 C26 H30 SING N N 73 # 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 B94 SMILES_CANONICAL CACTVS 3.352 "CC(=O)[C@H](CC(O)=O)NC(=O)[C@@H]1C=C[C@@H](CCNC(=O)Cc2ccc(Cl)cc2)N3N1C(=O)N(CCCC(O)=O)C3=O" B94 SMILES CACTVS 3.352 "CC(=O)[CH](CC(O)=O)NC(=O)[CH]1C=C[CH](CCNC(=O)Cc2ccc(Cl)cc2)N3N1C(=O)N(CCCC(O)=O)C3=O" B94 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]1C=C[C@H](N2N1C(=O)N(C2=O)CCCC(=O)O)CCNC(=O)Cc3ccc(cc3)Cl" B94 SMILES "OpenEye OEToolkits" 1.7.0 "CC(=O)C(CC(=O)O)NC(=O)C1C=CC(N2N1C(=O)N(C2=O)CCCC(=O)O)CCNC(=O)Cc3ccc(cc3)Cl" B94 InChI InChI 1.03 "InChI=1S/C26H30ClN5O9/c1-15(33)19(14-23(37)38)29-24(39)20-9-8-18(10-11-28-21(34)13-16-4-6-17(27)7-5-16)31-25(40)30(26(41)32(20)31)12-2-3-22(35)36/h4-9,18-20H,2-3,10-14H2,1H3,(H,28,34)(H,29,39)(H,35,36)(H,37,38)/t18-,19-,20-/m0/s1" B94 InChIKey InChI 1.03 FCUBCMCZKNHBIS-UFYCRDLUSA-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 B94 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(3S)-3-[[(5R,8S)-5-[2-[2-(4-chlorophenyl)ethanoylamino]ethyl]-2-(4-hydroxy-4-oxo-butyl)-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 B94 "Create component" 2009-11-05 RCSB B94 "Modify aromatic_flag" 2011-06-04 RCSB B94 "Modify descriptor" 2011-06-04 RCSB #