data_LOR # _chem_comp.id LOR _chem_comp.name "LORACABEF (Open form)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H18 Cl N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(3S,6R)-6-[(1S)-1-{[(2R)-2-amino-2-phenylacetyl]amino}-2-oxoethyl]-3-chloro-3,4,5,6-tetrahydropyridine-2-carboxylic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-08-11 _chem_comp.pdbx_modified_date 2020-06-17 _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 351.785 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LOR _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 1FCN _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 LOR CL CL CL 0 0 N N N 82.778 8.906 27.380 4.965 -0.918 -0.243 CL LOR 1 LOR C1 C1 C 0 1 N N N 77.984 4.291 29.258 -0.098 3.656 -0.056 C1 LOR 2 LOR O1 O1 O 0 1 N N N 78.693 3.580 28.537 -1.007 4.096 -0.718 O1 LOR 3 LOR C2 C2 C 0 1 N N S 78.605 5.433 30.028 -0.008 2.175 0.211 C2 LOR 4 LOR N2 N2 N 0 1 N N N 79.708 4.874 30.882 -1.135 1.494 -0.431 N2 LOR 5 LOR C3 C3 C 0 1 N N R 79.130 6.454 29.014 1.306 1.634 -0.357 C3 LOR 6 LOR C4 C4 C 0 1 N N N 79.611 7.656 29.781 2.479 2.256 0.402 C4 LOR 7 LOR C5 C5 C 0 1 N N N 80.259 8.679 28.894 3.762 1.516 0.002 C5 LOR 8 LOR C6 C6 C 0 1 N N S 81.468 7.984 27.921 3.658 0.074 0.505 C6 LOR 9 LOR C7 C7 C 0 1 N N N 81.293 6.481 27.561 2.322 -0.501 0.135 C7 LOR 10 LOR C8 C8 C 0 1 N N N 82.224 5.727 26.728 2.162 -1.973 0.200 C8 LOR 11 LOR N8 N8 N 0 1 N N N 80.121 5.831 28.101 1.325 0.183 -0.226 N8 LOR 12 LOR C21 C21 C 0 1 N N N 79.922 5.280 32.161 -2.319 1.405 0.205 C21 LOR 13 LOR O21 O21 O 0 1 N N N 79.004 5.810 32.847 -2.453 1.889 1.309 O21 LOR 14 LOR C22 C22 C 0 1 N N R 81.333 5.114 32.778 -3.479 0.705 -0.456 C22 LOR 15 LOR N22 N22 N 0 1 N N N 81.338 5.546 34.097 -4.734 1.137 0.173 N22 LOR 16 LOR C23 C23 C 0 1 Y N N 82.341 5.886 31.972 -3.323 -0.785 -0.294 C23 LOR 17 LOR C24 C24 C 0 1 Y N N 83.113 5.217 30.937 -3.684 -1.393 0.894 C24 LOR 18 LOR C25 C25 C 0 1 Y N N 84.039 5.941 30.178 -3.541 -2.760 1.042 C25 LOR 19 LOR C26 C26 C 0 1 Y N N 84.234 7.374 30.422 -3.037 -3.519 0.002 C26 LOR 20 LOR C27 C27 C 0 1 Y N N 83.461 8.033 31.457 -2.677 -2.911 -1.186 C27 LOR 21 LOR C28 C28 C 0 1 Y N N 82.516 7.282 32.228 -2.825 -1.545 -1.336 C28 LOR 22 LOR O81 O81 O 0 1 N N N 81.674 4.996 25.861 3.095 -2.671 0.543 O81 LOR 23 LOR O82 O82 O 0 1 N N N 83.755 5.857 26.945 0.982 -2.537 -0.122 O82 LOR 24 LOR H1 H1 H 0 1 N N N 76.925 4.097 29.337 0.653 4.323 0.342 H1 LOR 25 LOR H2 H2 H 0 1 N N N 77.880 5.935 30.685 -0.040 1.997 1.285 H2 LOR 26 LOR HN2 HN2 H 0 1 N N N 80.309 4.175 30.493 -1.028 1.107 -1.314 HN2 LOR 27 LOR H3 H3 H 0 1 N N N 78.341 6.806 28.333 1.378 1.900 -1.412 H3 LOR 28 LOR H4 H4 H 0 1 N N N 78.747 8.122 30.278 2.566 3.311 0.142 H4 LOR 29 LOR H4A H4A H 0 1 N N N 80.348 7.323 30.526 2.316 2.155 1.475 H4A LOR 30 LOR H5 H5 H 0 1 N N N 79.491 9.121 28.243 3.866 1.521 -1.084 H5 LOR 31 LOR H5A H5A H 0 1 N N N 80.715 9.457 29.524 4.625 2.004 0.455 H5A LOR 32 LOR H6 H6 H 0 1 N N N 82.454 8.233 27.501 3.769 0.060 1.589 H6 LOR 33 LOR H22 H22 H 0 1 N N N 81.604 4.048 32.760 -3.498 0.955 -1.516 H22 LOR 34 LOR HN22 HN22 H 0 0 N N N 82.254 5.433 34.482 -5.531 0.730 -0.295 HN22 LOR 35 LOR HN2A HN2A H 0 0 N N N 81.078 6.511 34.132 -4.741 0.915 1.157 HN2A LOR 36 LOR H24 H24 H 0 1 N N N 82.972 4.162 30.754 -4.078 -0.801 1.706 H24 LOR 37 LOR H25 H25 H 0 1 N N N 84.612 5.443 29.410 -3.822 -3.235 1.970 H25 LOR 38 LOR H26 H26 H 0 1 N N N 84.947 7.934 29.836 -2.925 -4.587 0.118 H26 LOR 39 LOR H27 H27 H 0 1 N N N 83.598 9.088 31.646 -2.283 -3.504 -1.998 H27 LOR 40 LOR H28 H28 H 0 1 N N N 81.938 7.768 33.000 -2.547 -1.071 -2.266 H28 LOR 41 LOR HO82 HO82 H 0 0 N N N 84.212 5.301 26.324 0.926 -3.501 -0.065 HO82 LOR 42 # # 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 LOR CL C6 SING N N 1 LOR O1 C1 DOUB N N 2 LOR C1 C2 SING N N 3 LOR C1 H1 SING N N 4 LOR C3 C2 SING N N 5 LOR C2 N2 SING N N 6 LOR C2 H2 SING N N 7 LOR N2 C21 SING N N 8 LOR N2 HN2 SING N N 9 LOR N8 C3 SING N N 10 LOR C3 C4 SING N N 11 LOR C3 H3 SING N N 12 LOR C5 C4 SING N N 13 LOR C4 H4 SING N N 14 LOR C4 H4A SING N N 15 LOR C6 C5 SING N N 16 LOR C5 H5 SING N N 17 LOR C5 H5A SING N N 18 LOR C7 C6 SING N N 19 LOR C6 H6 SING N N 20 LOR C8 C7 SING N N 21 LOR C7 N8 DOUB N N 22 LOR O81 C8 DOUB N N 23 LOR C8 O82 SING N N 24 LOR C21 C22 SING N N 25 LOR C21 O21 DOUB N N 26 LOR C23 C22 SING N N 27 LOR C22 N22 SING N N 28 LOR C22 H22 SING N N 29 LOR N22 HN22 SING N N 30 LOR N22 HN2A SING N N 31 LOR C24 C23 DOUB Y N 32 LOR C23 C28 SING Y N 33 LOR C25 C24 SING Y N 34 LOR C24 H24 SING N N 35 LOR C25 C26 DOUB Y N 36 LOR C25 H25 SING N N 37 LOR C26 C27 SING Y N 38 LOR C26 H26 SING N N 39 LOR C27 C28 DOUB Y N 40 LOR C27 H27 SING N N 41 LOR C28 H28 SING N N 42 LOR O82 HO82 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 LOR SMILES ACDLabs 12.01 "O=C(O)C2=NC(C(NC(=O)C(c1ccccc1)N)C=O)CCC2Cl" LOR InChI InChI 1.03 "InChI=1S/C16H18ClN3O4/c17-10-6-7-11(19-14(10)16(23)24)12(8-21)20-15(22)13(18)9-4-2-1-3-5-9/h1-5,8,10-13H,6-7,18H2,(H,20,22)(H,23,24)/t10-,11+,12+,13+/m0/s1" LOR InChIKey InChI 1.03 DRTWKGBDHBOYMS-UMSGYPCISA-N LOR SMILES_CANONICAL CACTVS 3.370 "N[C@@H](C(=O)N[C@H](C=O)[C@H]1CC[C@H](Cl)C(=N1)C(O)=O)c2ccccc2" LOR SMILES CACTVS 3.370 "N[CH](C(=O)N[CH](C=O)[CH]1CC[CH](Cl)C(=N1)C(O)=O)c2ccccc2" LOR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)[C@H](C(=O)N[C@H](C=O)[C@H]2CCC(C(=N2)C(=O)O)Cl)N" LOR SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C(C(=O)NC(C=O)C2CCC(C(=N2)C(=O)O)Cl)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 LOR "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,6R)-6-[(1S)-1-{[(2R)-2-amino-2-phenylacetyl]amino}-2-oxoethyl]-3-chloro-3,4,5,6-tetrahydropyridine-2-carboxylic acid" LOR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2R)-2-[(1S)-1-[[(2R)-2-azanyl-2-phenyl-ethanoyl]amino]-2-oxidanylidene-ethyl]-5-chloranyl-2,3,4,5-tetrahydropyridine-6-carboxylic 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 LOR "Create component" 2000-08-11 RCSB LOR "Modify descriptor" 2011-06-04 RCSB LOR "Other modification" 2011-08-17 RCSB LOR "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LOR _pdbx_chem_comp_synonyms.name "(3S,6R)-6-[(1S)-1-{[(2R)-2-amino-2-phenylacetyl]amino}-2-oxoethyl]-3-chloro-3,4,5,6-tetrahydropyridine-2-carboxylic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##