data_EHS # _chem_comp.id EHS _chem_comp.name "2S-2-[(2,3-DIHYDROXYPHENYL)CARBONYLAMINO]-3-[(2S)-2-[(2,3-DIHYDROXYPHENYL)CARBONYLAMINO]-3-HYDROXY-PROPANOYL]OXY-PROPANOIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 N2 O11" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-24 _chem_comp.pdbx_modified_date 2016-05-20 _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 464.380 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EHS _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 5ADW _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 EHS O11 O11 O 0 1 N N N 15.936 43.272 30.824 -1.837 3.991 -0.743 O11 EHS 1 EHS C7 C7 C 0 1 N N N 17.029 43.860 31.013 -2.404 2.775 -0.706 C7 EHS 2 EHS O9 O9 O 0 1 N N N 17.254 44.927 30.425 -2.816 2.270 -1.724 O9 EHS 3 EHS C22 C22 C 0 1 N N S 18.108 43.307 31.925 -2.527 2.040 0.603 C22 EHS 4 EHS N23 N23 N 0 1 N N N 17.863 41.957 32.407 -3.175 0.746 0.378 N23 EHS 5 EHS C25 C25 C 0 1 N N N 17.931 41.525 33.684 -4.520 0.661 0.353 C25 EHS 6 EHS C27 C27 C 0 1 Y N N 17.839 39.997 33.897 -5.174 -0.642 0.125 C27 EHS 7 EHS C32 C32 C 0 1 Y N N 17.387 39.122 32.879 -6.570 -0.734 0.098 C32 EHS 8 EHS O37 O37 O 0 1 N N N 16.947 39.558 31.656 -7.331 0.376 0.281 O37 EHS 9 EHS C31 C31 C 0 1 Y N N 17.339 37.746 33.037 -7.175 -1.968 -0.116 C31 EHS 10 EHS O36 O36 O 0 1 N N N 16.915 37.010 31.967 -8.532 -2.065 -0.144 O36 EHS 11 EHS C30 C30 C 0 1 Y N N 17.748 37.169 34.254 -6.396 -3.098 -0.302 C30 EHS 12 EHS C29 C29 C 0 1 Y N N 18.181 38.015 35.290 -5.015 -3.007 -0.275 C29 EHS 13 EHS C28 C28 C 0 1 Y N N 18.245 39.409 35.108 -4.401 -1.790 -0.069 C28 EHS 14 EHS O26 O26 O 0 1 N N N 18.157 42.326 34.606 -5.195 1.659 0.517 O26 EHS 15 EHS C21 C21 C 0 1 N N N 19.439 43.225 31.171 -1.134 1.816 1.195 C21 EHS 16 EHS O19 O19 O 0 1 N N N 19.504 42.040 30.367 -0.299 1.133 0.223 O19 EHS 17 EHS C18 C18 C 0 1 N N N 20.550 41.833 29.347 0.963 0.859 0.589 C18 EHS 18 EHS O20 O20 O 0 1 N N N 21.696 42.103 29.605 1.357 1.180 1.685 O20 EHS 19 EHS C12 C12 C 0 1 N N S 20.272 41.287 27.967 1.888 0.151 -0.367 C12 EHS 20 EHS C14 C14 C 0 1 N N N 19.569 42.386 27.178 1.302 -1.216 -0.725 C14 EHS 21 EHS O15 O15 O 0 1 N N N 18.295 41.931 26.710 1.048 -1.954 0.472 O15 EHS 22 EHS N11 N11 N 0 1 N N N 19.528 40.018 28.066 3.198 -0.028 0.263 N11 EHS 23 EHS C9 C9 C 0 1 N N N 19.837 38.875 27.404 4.301 -0.157 -0.500 C9 EHS 24 EHS O10 O10 O 0 1 N N N 20.770 38.797 26.624 4.209 -0.124 -1.712 O10 EHS 25 EHS C6 C6 C 0 1 Y N N 18.965 37.644 27.574 5.621 -0.338 0.135 C6 EHS 26 EHS C1 C1 C 0 1 Y N N 17.953 37.671 28.552 6.769 -0.472 -0.654 C1 EHS 27 EHS O8 O8 O 0 1 N N N 17.799 38.775 29.380 6.675 -0.435 -2.008 O8 EHS 28 EHS C5 C5 C 0 1 Y N N 19.128 36.518 26.731 5.731 -0.371 1.528 C5 EHS 29 EHS C4 C4 C 0 1 Y N N 18.296 35.415 26.919 6.965 -0.540 2.118 C4 EHS 30 EHS C3 C3 C 0 1 Y N N 17.299 35.456 27.929 8.100 -0.678 1.337 C3 EHS 31 EHS C2 C2 C 0 1 Y N N 17.114 36.586 28.714 8.008 -0.642 -0.044 C2 EHS 32 EHS O7 O7 O 0 1 N N N 16.186 36.663 29.723 9.128 -0.774 -0.804 O7 EHS 33 EHS H11 H11 H 0 1 N N N 15.408 43.772 30.213 -1.781 4.424 -1.606 H11 EHS 34 EHS H22 H22 H 0 1 N N N 18.231 43.988 32.780 -3.126 2.631 1.297 H22 EHS 35 EHS H23 H23 H 0 1 N N N 17.618 41.275 31.718 -2.637 -0.050 0.247 H23 EHS 36 EHS H211 H211 H 0 0 N N N 19.538 44.106 30.521 -0.687 2.778 1.445 H211 EHS 37 EHS H212 H212 H 0 0 N N N 20.264 43.211 31.899 -1.215 1.208 2.096 H212 EHS 38 EHS H28 H28 H 0 1 N N N 18.611 40.035 35.909 -3.323 -1.725 -0.054 H28 EHS 39 EHS H36 H36 H 0 1 N N N 16.924 36.087 32.193 -8.916 -1.945 -1.023 H36 EHS 40 EHS H30 H30 H 0 1 N N N 17.730 36.098 34.389 -6.869 -4.055 -0.469 H30 EHS 41 EHS H29 H29 H 0 1 N N N 18.469 37.589 36.240 -4.415 -3.893 -0.420 H29 EHS 42 EHS H12 H12 H 0 1 N N N 21.238 41.087 27.479 1.999 0.747 -1.273 H12 EHS 43 EHS H141 H141 H 0 0 N N N 19.424 43.262 27.828 0.370 -1.080 -1.274 H141 EHS 44 EHS H142 H142 H 0 0 N N N 20.192 42.668 26.316 2.012 -1.764 -1.345 H142 EHS 45 EHS HA HA H 0 1 N N N 18.731 39.998 28.670 3.271 -0.055 1.230 HA EHS 46 EHS H15 H15 H 0 1 N N N 17.870 42.626 26.221 0.674 -2.833 0.320 H15 EHS 47 EHS H5 H5 H 0 1 N N N 19.882 36.514 25.958 4.849 -0.264 2.142 H5 EHS 48 EHS H8 H8 H 0 1 N N N 17.074 38.626 29.976 6.760 0.451 -2.384 H8 EHS 49 EHS H4 H4 H 0 1 N N N 18.409 34.536 26.301 7.047 -0.564 3.194 H4 EHS 50 EHS H3 H3 H 0 1 N N N 16.672 34.591 28.090 9.063 -0.809 1.808 H3 EHS 51 EHS H7 H7 H 0 1 N N N 15.669 35.866 29.740 9.565 0.064 -1.009 H7 EHS 52 EHS H37 H37 H 0 1 N N N 16.692 38.812 31.126 -7.544 0.845 -0.538 H37 EHS 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 EHS O11 C7 SING N N 1 EHS C7 O9 DOUB N N 2 EHS C7 C22 SING N N 3 EHS C22 N23 SING N N 4 EHS C22 C21 SING N N 5 EHS N23 C25 SING N N 6 EHS C25 C27 SING N N 7 EHS C25 O26 DOUB N N 8 EHS C27 C32 SING Y N 9 EHS C27 C28 DOUB Y N 10 EHS C32 O37 SING N N 11 EHS C32 C31 DOUB Y N 12 EHS C31 O36 SING N N 13 EHS C31 C30 SING Y N 14 EHS C30 C29 DOUB Y N 15 EHS C29 C28 SING Y N 16 EHS C21 O19 SING N N 17 EHS O19 C18 SING N N 18 EHS C18 O20 DOUB N N 19 EHS C18 C12 SING N N 20 EHS C12 C14 SING N N 21 EHS C12 N11 SING N N 22 EHS C14 O15 SING N N 23 EHS N11 C9 SING N N 24 EHS C9 O10 DOUB N N 25 EHS C9 C6 SING N N 26 EHS C6 C1 SING Y N 27 EHS C6 C5 DOUB Y N 28 EHS C1 O8 SING N N 29 EHS C1 C2 DOUB Y N 30 EHS C5 C4 SING Y N 31 EHS C4 C3 DOUB Y N 32 EHS C3 C2 SING Y N 33 EHS C2 O7 SING N N 34 EHS O37 H37 SING N N 35 EHS O11 H11 SING N N 36 EHS C22 H22 SING N N 37 EHS N23 H23 SING N N 38 EHS C21 H211 SING N N 39 EHS C21 H212 SING N N 40 EHS C28 H28 SING N N 41 EHS O36 H36 SING N N 42 EHS C30 H30 SING N N 43 EHS C29 H29 SING N N 44 EHS C12 H12 SING N N 45 EHS C14 H141 SING N N 46 EHS C14 H142 SING N N 47 EHS N11 HA SING N N 48 EHS O15 H15 SING N N 49 EHS C5 H5 SING N N 50 EHS O8 H8 SING N N 51 EHS C4 H4 SING N N 52 EHS C3 H3 SING N N 53 EHS O7 H7 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 EHS InChI InChI 1.03 "InChI=1S/C20H20N2O11/c23-7-11(21-17(28)9-3-1-5-13(24)15(9)26)20(32)33-8-12(19(30)31)22-18(29)10-4-2-6-14(25)16(10)27/h1-6,11-12,23-27H,7-8H2,(H,21,28)(H,22,29)(H,30,31)/t11-,12-/m0/s1" EHS InChIKey InChI 1.03 KLXJDVFEFZPIMN-RYUDHWBXSA-N EHS SMILES_CANONICAL CACTVS 3.385 "OC[C@H](NC(=O)c1cccc(O)c1O)C(=O)OC[C@H](NC(=O)c2cccc(O)c2O)C(O)=O" EHS SMILES CACTVS 3.385 "OC[CH](NC(=O)c1cccc(O)c1O)C(=O)OC[CH](NC(=O)c2cccc(O)c2O)C(O)=O" EHS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(c(c1)O)O)C(=O)N[C@@H](CO)C(=O)OC[C@@H](C(=O)O)NC(=O)c2cccc(c2O)O" EHS SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(c(c1)O)O)C(=O)NC(CO)C(=O)OCC(C(=O)O)NC(=O)c2cccc(c2O)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 EHS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[2,3-bis(oxidanyl)phenyl]carbonylamino]-3-[(2S)-2-[[2,3-bis(oxidanyl)phenyl]carbonylamino]-3-oxidanyl-propanoyl]oxy-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 EHS "Create component" 2015-08-24 EBI EHS "Initial release" 2016-05-25 RCSB #