data_80L # _chem_comp.id 80L _chem_comp.name "3-[[4-chloranyl-2-nitro-5-[(2-oxidanylidene-1,3-dihydrobenzimidazol-5-yl)amino]phenyl]amino]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H14 Cl N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-(4-chloro-2-nitro-5-((2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)amino)phenyl)-beta-alanine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-09 _chem_comp.pdbx_modified_date 2021-03-13 _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 391.766 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 80L _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 5X9P _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 80L C4 C1 C 0 1 Y N N 38.958 -7.300 -11.274 -1.029 0.272 -0.205 C4 80L 1 80L C5 C2 C 0 1 Y N N 36.790 -8.238 -9.861 -3.740 0.728 0.175 C5 80L 2 80L C6 C3 C 0 1 Y N N 40.916 -7.391 -16.076 3.482 2.013 -0.357 C6 80L 3 80L C7 C4 C 0 1 Y N N 40.603 -8.697 -15.861 2.673 1.266 0.501 C7 80L 4 80L C8 C5 C 0 1 Y N N 39.060 -8.080 -14.205 0.742 2.434 -0.314 C8 80L 5 80L C10 C6 C 0 1 Y N N 38.014 -8.102 -11.904 -1.515 1.571 -0.159 C10 80L 6 80L C13 C7 C 0 1 N N N 42.165 -8.658 -17.490 4.777 0.610 0.780 C13 80L 7 80L C15 C8 C 0 1 N N N 40.590 -4.394 -10.762 0.284 -3.858 -0.283 C15 80L 8 80L C1 C9 C 0 1 Y N N 40.314 -6.380 -15.364 2.915 2.967 -1.189 C1 80L 9 80L C2 C10 C 0 1 Y N N 39.371 -6.744 -14.422 1.551 3.177 -1.167 C2 80L 10 80L C3 C11 C 0 1 Y N N 39.676 -9.074 -14.930 1.303 1.478 0.520 C3 80L 11 80L C9 C12 C 0 1 Y N N 38.838 -6.943 -9.940 -1.902 -0.798 -0.066 C9 80L 12 80L C11 C13 C 0 1 Y N N 37.733 -7.431 -9.258 -3.258 -0.567 0.123 C11 80L 13 80L C12 C14 C 0 1 Y N N 36.935 -8.570 -11.184 -2.876 1.796 0.026 C12 80L 14 80L C14 C15 C 0 1 N N N 41.769 -4.122 -11.644 1.764 -4.108 -0.417 C14 80L 15 80L C16 C16 C 0 1 N N N 40.959 -5.585 -9.912 0.023 -2.351 -0.250 C16 80L 16 80L N17 N1 N 0 1 N N N 41.880 -7.366 -17.082 4.792 1.577 -0.156 N17 80L 17 80L N18 N2 N 0 1 N N N 41.362 -9.471 -16.721 3.514 0.404 1.200 N18 80L 18 80L N19 N3 N 0 1 N N N 38.110 -8.456 -13.258 -0.640 2.651 -0.297 N19 80L 19 80L N20 N4 N 0 1 N N N 39.776 -6.117 -9.269 -1.416 -2.107 -0.119 N20 80L 20 80L N21 N5 N 1 1 N N N 37.468 -7.107 -7.870 -4.187 -1.708 0.283 N21 80L 21 80L O22 O1 O 0 1 N N N 38.392 -6.753 -7.117 -5.102 -1.641 1.085 O22 80L 22 80L O23 O2 O 0 1 N N N 42.959 -9.023 -18.345 5.757 0.015 1.189 O23 80L 23 80L O24 O3 O 0 1 N N N 41.865 -4.458 -12.817 2.531 -3.176 -0.481 O24 80L 24 80L O25 O4 O -1 1 N N N 36.271 -7.130 -7.553 -4.037 -2.714 -0.386 O25 80L 25 80L O26 O5 O 0 1 N N N 42.727 -3.457 -10.954 2.231 -5.365 -0.468 O26 80L 26 80L CL1 CL1 CL 0 0 N N N 35.680 -9.563 -11.836 -3.486 3.420 0.083 CL1 80L 27 80L H1 H1 H 0 1 N N N 39.808 -6.945 -11.839 0.026 0.095 -0.352 H1 80L 28 80L H2 H2 H 0 1 N N N 35.946 -8.605 -9.296 -4.795 0.905 0.322 H2 80L 29 80L H3 H3 H 0 1 N N N 40.382 -3.522 -10.125 -0.237 -4.298 -1.132 H3 80L 30 80L H4 H4 H 0 1 N N N 39.703 -4.622 -11.372 -0.078 -4.310 0.641 H4 80L 31 80L H5 H5 H 0 1 N N N 40.568 -5.344 -15.534 3.541 3.546 -1.852 H5 80L 32 80L H6 H6 H 0 1 N N N 38.869 -5.980 -13.847 1.110 3.920 -1.816 H6 80L 33 80L H7 H7 H 0 1 N N N 39.436 -10.115 -14.769 0.674 0.901 1.182 H7 80L 34 80L H8 H8 H 0 1 N N N 41.409 -6.362 -10.548 0.544 -1.910 0.600 H8 80L 35 80L H9 H9 H 0 1 N N N 41.683 -5.275 -9.144 0.385 -1.898 -1.173 H9 80L 36 80L H10 H10 H 0 1 N N N 42.302 -6.539 -17.453 5.578 1.910 -0.616 H10 80L 37 80L H11 H11 H 0 1 N N N 41.332 -10.469 -16.776 3.237 -0.240 1.870 H11 80L 38 80L H12 H12 H 0 1 N N N 37.392 -9.067 -13.592 -0.991 3.552 -0.382 H12 80L 39 80L H13 H13 H 0 1 N N N 39.261 -5.325 -8.941 -2.032 -2.855 -0.068 H13 80L 40 80L H14 H14 H 0 1 N N N 43.473 -3.297 -11.521 3.188 -5.476 -0.554 H14 80L 41 # # 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 80L O23 C13 DOUB N N 1 80L C13 N17 SING N N 2 80L C13 N18 SING N N 3 80L N17 C6 SING N N 4 80L N18 C7 SING N N 5 80L C6 C7 DOUB Y N 6 80L C6 C1 SING Y N 7 80L C7 C3 SING Y N 8 80L C1 C2 DOUB Y N 9 80L C3 C8 DOUB Y N 10 80L C2 C8 SING Y N 11 80L C8 N19 SING N N 12 80L N19 C10 SING N N 13 80L O24 C14 DOUB N N 14 80L C10 C4 DOUB Y N 15 80L C10 C12 SING Y N 16 80L CL1 C12 SING N N 17 80L C14 O26 SING N N 18 80L C14 C15 SING N N 19 80L C4 C9 SING Y N 20 80L C12 C5 DOUB Y N 21 80L C15 C16 SING N N 22 80L C9 N20 SING N N 23 80L C9 C11 DOUB Y N 24 80L C16 N20 SING N N 25 80L C5 C11 SING Y N 26 80L C11 N21 SING N N 27 80L N21 O25 SING N N 28 80L N21 O22 DOUB N N 29 80L C4 H1 SING N N 30 80L C5 H2 SING N N 31 80L C15 H3 SING N N 32 80L C15 H4 SING N N 33 80L C1 H5 SING N N 34 80L C2 H6 SING N N 35 80L C3 H7 SING N N 36 80L C16 H8 SING N N 37 80L C16 H9 SING N N 38 80L N17 H10 SING N N 39 80L N18 H11 SING N N 40 80L N19 H12 SING N N 41 80L N20 H13 SING N N 42 80L O26 H14 SING N N 43 # # 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 80L InChI InChI 1.03 "InChI=1S/C16H14ClN5O5/c17-9-6-14(22(26)27)13(18-4-3-15(23)24)7-11(9)19-8-1-2-10-12(5-8)21-16(25)20-10/h1-2,5-7,18-19H,3-4H2,(H,23,24)(H2,20,21,25)" 80L InChIKey InChI 1.03 KHVDBPVTFXQMEB-UHFFFAOYSA-N 80L SMILES_CANONICAL CACTVS 3.385 "OC(=O)CCNc1cc(Nc2ccc3NC(=O)Nc3c2)c(Cl)cc1[N+]([O-])=O" 80L SMILES CACTVS 3.385 "OC(=O)CCNc1cc(Nc2ccc3NC(=O)Nc3c2)c(Cl)cc1[N+]([O-])=O" 80L SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1Nc3cc(c(cc3Cl)[N+](=O)[O-])NCCC(=O)O)NC(=O)N2" 80L SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1Nc3cc(c(cc3Cl)[N+](=O)[O-])NCCC(=O)O)NC(=O)N2" # _pdbx_chem_comp_identifier.comp_id 80L _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "3-[[4-chloranyl-2-nitro-5-[(2-oxidanylidene-1,3-dihydrobenzimidazol-5-yl)amino]phenyl]amino]propanoic 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 80L "Create component" 2017-03-09 RCSB 80L "Initial release" 2017-08-16 RCSB 80L "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 80L _pdbx_chem_comp_synonyms.name "N-(4-chloro-2-nitro-5-((2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)amino)phenyl)-beta-alanine" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##