data_0YS # _chem_comp.id 0YS _chem_comp.name "(5R)-2-[(1S,2R)-2-amino-2-carboxy-1-hydroxyethyl]-5-{(2S)-2-carboxy-2-[(3,5-dichloro-4-hydroxybenzoyl)amino]ethyl}-L-proline" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 Cl2 N3 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(-)-kaitocephalin" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-17 _chem_comp.pdbx_modified_date 2021-03-01 _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 494.280 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0YS _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 4GXS _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 0YS O7 O7 O 0 1 N N N -27.790 30.428 -11.765 -0.437 4.476 0.011 O7 0YS 1 0YS C17 C17 C 0 1 N N N -26.655 30.524 -11.443 0.680 4.061 0.210 C17 0YS 2 0YS O8 O8 O 0 1 N N N -26.337 31.366 -10.346 1.666 4.914 0.527 O8 0YS 3 0YS C9 C9 C 0 1 N N S -25.685 29.396 -11.824 0.964 2.584 0.110 C9 0YS 4 0YS N1 N1 N 0 1 N N N -25.975 28.902 -13.212 -0.268 1.872 -0.239 N1 0YS 5 0YS C10 C10 C 0 1 N N N -25.241 27.706 -13.645 -1.133 1.508 0.728 C10 0YS 6 0YS C11 C11 C 0 1 Y N N -25.365 26.977 -15.009 -2.374 0.791 0.376 C11 0YS 7 0YS C16 C16 C 0 1 Y N N -24.916 27.508 -16.278 -2.651 0.483 -0.959 C16 0YS 8 0YS C15 C15 C 0 1 Y N N -24.997 26.650 -17.451 -3.808 -0.192 -1.283 C15 0YS 9 0YS CL1 CL1 CL 0 0 N N N -24.495 27.158 -19.099 -4.152 -0.575 -2.941 CL1 0YS 10 0YS C14 C14 C 0 1 Y N N -25.520 25.255 -17.356 -4.700 -0.566 -0.284 C14 0YS 11 0YS O6 O6 O 0 1 N N N -25.544 24.433 -18.495 -5.838 -1.231 -0.607 O6 0YS 12 0YS C13 C13 C 0 1 Y N N -25.962 24.739 -16.092 -4.427 -0.262 1.045 C13 0YS 13 0YS CL CL CL 0 0 N N N -26.648 23.072 -15.982 -5.544 -0.733 2.288 CL 0YS 14 0YS C12 C12 C 0 1 Y N N -25.877 25.576 -14.934 -3.273 0.413 1.377 C12 0YS 15 0YS O5 O5 O 0 1 N N N -24.580 27.177 -12.816 -0.892 1.771 1.890 O5 0YS 16 0YS C8 C8 C 0 1 N N N -24.187 29.858 -11.675 2.018 2.340 -0.971 C8 0YS 17 0YS C7 C7 C 0 1 N N R -23.823 31.149 -12.501 2.398 0.858 -0.988 C7 0YS 18 0YS C6 C6 C 0 1 N N N -22.722 32.093 -12.047 3.371 0.557 -2.156 C6 0YS 19 0YS C5 C5 C 0 1 N N N -22.129 32.655 -13.333 4.107 -0.714 -1.673 C5 0YS 20 0YS N2 N2 N 0 1 N N N -23.569 30.960 -13.976 3.193 0.507 0.216 N2 0YS 21 0YS C3 C3 C 0 1 N N R -22.368 31.653 -14.342 3.949 -0.713 -0.141 C3 0YS 22 0YS C4 C4 C 0 1 N N N -21.301 30.712 -14.548 5.305 -0.688 0.516 C4 0YS 23 0YS O4 O4 O 0 1 N N N -21.548 29.555 -14.433 5.944 0.479 0.690 O4 0YS 24 0YS O3 O3 O 0 1 N N N -20.071 31.093 -15.140 5.817 -1.718 0.884 O3 0YS 25 0YS C2 C2 C 0 1 N N S -22.662 32.367 -15.709 3.173 -1.955 0.304 C2 0YS 26 0YS O2 O2 O 0 1 N N N -22.848 31.485 -16.787 3.146 -2.013 1.732 O2 0YS 27 0YS C C C 0 1 N N R -23.771 33.452 -15.654 1.742 -1.881 -0.231 C 0YS 28 0YS N N N 0 1 N N N -23.466 34.478 -16.639 1.761 -1.977 -1.696 N 0YS 29 0YS C1 C1 C 0 1 N N N -25.153 32.826 -15.952 0.934 -3.019 0.337 C1 0YS 30 0YS O O O 0 1 N N N -25.622 31.962 -15.267 0.438 -2.935 1.582 O 0YS 31 0YS O1 O1 O 0 1 N N N -25.935 33.394 -16.963 0.733 -4.008 -0.328 O1 0YS 32 0YS H1 H1 H 0 1 N N N -27.133 31.757 -10.005 1.434 5.851 0.584 H1 0YS 33 0YS H2 H2 H 0 1 N N N -25.844 28.564 -11.122 1.335 2.220 1.068 H2 0YS 34 0YS H3 H3 H 0 1 N N N -26.632 29.362 -13.809 -0.460 1.663 -1.166 H3 0YS 35 0YS H4 H4 H 0 1 N N N -24.531 28.514 -16.353 -1.959 0.774 -1.735 H4 0YS 36 0YS H5 H5 H 0 1 N N N -25.903 23.584 -18.266 -5.744 -2.193 -0.611 H5 0YS 37 0YS H6 H6 H 0 1 N N N -26.192 25.183 -13.979 -3.060 0.646 2.410 H6 0YS 38 0YS H7 H7 H 0 1 N N N -23.538 29.037 -12.014 1.614 2.623 -1.943 H7 0YS 39 0YS H8 H8 H 0 1 N N N -23.994 30.063 -10.612 2.903 2.940 -0.758 H8 0YS 40 0YS H9 H9 H 0 1 N N N -24.739 31.757 -12.456 1.507 0.235 -1.059 H9 0YS 41 0YS H10 H10 H 0 1 N N N -21.957 31.548 -11.475 2.821 0.357 -3.075 H10 0YS 42 0YS H11 H11 H 0 1 N N N -23.137 32.901 -11.427 4.071 1.380 -2.297 H11 0YS 43 0YS H12 H12 H 0 1 N N N -21.050 32.830 -13.214 3.645 -1.605 -2.100 H12 0YS 44 0YS H13 H13 H 0 1 N N N -22.625 33.599 -13.604 5.161 -0.668 -1.946 H13 0YS 45 0YS H14 H14 H 0 1 N N N -24.339 31.328 -14.497 2.593 0.342 1.010 H14 0YS 46 0YS H16 H16 H 0 1 N N N -20.829 29.041 -14.782 6.812 0.445 1.116 H16 0YS 47 0YS H17 H17 H 0 1 N N N -21.740 32.926 -15.928 3.662 -2.848 -0.087 H17 0YS 48 0YS H18 H18 H 0 1 N N N -22.154 30.837 -16.790 2.713 -1.256 2.148 H18 0YS 49 0YS H19 H19 H 0 1 N N N -23.789 33.890 -14.645 1.292 -0.933 0.065 H19 0YS 50 0YS H20 H20 H 0 1 N N N -22.571 34.877 -16.439 2.057 -2.895 -1.995 H20 0YS 51 0YS H21 H21 H 0 1 N N N -23.452 34.070 -17.552 0.860 -1.743 -2.086 H21 0YS 52 0YS H23 H23 H 0 1 N N N -26.515 31.790 -15.541 -0.074 -3.690 1.902 H23 0YS 53 # # 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 0YS CL1 C15 SING N N 1 0YS O6 C14 SING N N 2 0YS C15 C14 DOUB Y N 3 0YS C15 C16 SING Y N 4 0YS C14 C13 SING Y N 5 0YS O1 C1 DOUB N N 6 0YS O2 C2 SING N N 7 0YS N C SING N N 8 0YS C16 C11 DOUB Y N 9 0YS C13 CL SING N N 10 0YS C13 C12 DOUB Y N 11 0YS C1 C SING N N 12 0YS C1 O SING N N 13 0YS C2 C SING N N 14 0YS C2 C3 SING N N 15 0YS O3 C4 DOUB N N 16 0YS C11 C12 SING Y N 17 0YS C11 C10 SING N N 18 0YS C4 O4 SING N N 19 0YS C4 C3 SING N N 20 0YS C3 N2 SING N N 21 0YS C3 C5 SING N N 22 0YS N2 C7 SING N N 23 0YS C10 N1 SING N N 24 0YS C10 O5 DOUB N N 25 0YS C5 C6 SING N N 26 0YS N1 C9 SING N N 27 0YS C7 C6 SING N N 28 0YS C7 C8 SING N N 29 0YS C9 C8 SING N N 30 0YS C9 C17 SING N N 31 0YS O7 C17 DOUB N N 32 0YS C17 O8 SING N N 33 0YS O8 H1 SING N N 34 0YS C9 H2 SING N N 35 0YS N1 H3 SING N N 36 0YS C16 H4 SING N N 37 0YS O6 H5 SING N N 38 0YS C12 H6 SING N N 39 0YS C8 H7 SING N N 40 0YS C8 H8 SING N N 41 0YS C7 H9 SING N N 42 0YS C6 H10 SING N N 43 0YS C6 H11 SING N N 44 0YS C5 H12 SING N N 45 0YS C5 H13 SING N N 46 0YS N2 H14 SING N N 47 0YS O4 H16 SING N N 48 0YS C2 H17 SING N N 49 0YS O2 H18 SING N N 50 0YS C H19 SING N N 51 0YS N H20 SING N N 52 0YS N H21 SING N N 53 0YS O H23 SING N N 54 # # 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 0YS SMILES ACDLabs 12.01 "O=C(O)C(N)C(O)C2(C(=O)O)NC(CC(NC(=O)c1cc(Cl)c(O)c(Cl)c1)C(=O)O)CC2" 0YS InChI InChI 1.03 "InChI=1S/C18H21Cl2N3O9/c19-8-3-6(4-9(20)12(8)24)14(26)22-10(15(27)28)5-7-1-2-18(23-7,17(31)32)13(25)11(21)16(29)30/h3-4,7,10-11,13,23-25H,1-2,5,21H2,(H,22,26)(H,27,28)(H,29,30)(H,31,32)/t7-,10+,11-,13+,18-/m1/s1" 0YS InChIKey InChI 1.03 AJQRDRIPQOAJCM-BWOKQULHSA-N 0YS SMILES_CANONICAL CACTVS 3.370 "N[C@H]([C@H](O)[C@]1(CC[C@H](C[C@H](NC(=O)c2cc(Cl)c(O)c(Cl)c2)C(O)=O)N1)C(O)=O)C(O)=O" 0YS SMILES CACTVS 3.370 "N[CH]([CH](O)[C]1(CC[CH](C[CH](NC(=O)c2cc(Cl)c(O)c(Cl)c2)C(O)=O)N1)C(O)=O)C(O)=O" 0YS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c(cc(c(c1Cl)O)Cl)C(=O)N[C@@H](C[C@H]2CC[C@@](N2)([C@H]([C@H](C(=O)O)N)O)C(=O)O)C(=O)O" 0YS SMILES "OpenEye OEToolkits" 1.7.6 "c1c(cc(c(c1Cl)O)Cl)C(=O)NC(CC2CCC(N2)(C(C(C(=O)O)N)O)C(=O)O)C(=O)O" # # 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 0YS "SYSTEMATIC NAME" ACDLabs 12.01 "(5R)-2-[(1S,2R)-2-amino-2-carboxy-1-hydroxyethyl]-5-{(2S)-2-carboxy-2-[(3,5-dichloro-4-hydroxybenzoyl)amino]ethyl}-L-proline" 0YS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,5R)-2-[(1S,2R)-2-azanyl-1,3-bis(oxidanyl)-3-oxidanylidene-propyl]-5-[(2S)-2-[[3,5-bis(chloranyl)-4-oxidanyl-phenyl]carbonylamino]-3-oxidanyl-3-oxidanylidene-propyl]pyrrolidine-2-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 0YS "Create component" 2012-09-17 RCSB 0YS "Initial release" 2012-10-12 RCSB 0YS "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0YS _pdbx_chem_comp_synonyms.name "(-)-kaitocephalin" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##