data_KEB # _chem_comp.id KEB _chem_comp.name "(3~{S},6~{S})-3-[(3,5-dimethyl-4-oxidanyl-phenyl)methyl]-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-05-15 _chem_comp.pdbx_modified_date 2020-04-17 _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 354.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KEB _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 6RQ5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 KEB C01 C1 C 0 1 N N N -7.200 15.468 4.703 -4.515 2.692 -0.976 C01 KEB 1 KEB C02 C2 C 0 1 Y N N -6.808 16.857 4.206 -4.214 1.231 -0.762 C02 KEB 2 KEB C03 C3 C 0 1 Y N N -6.497 17.071 2.854 -2.904 0.801 -0.672 C03 KEB 3 KEB C04 C4 C 0 1 Y N N -6.163 18.340 2.347 -2.627 -0.539 -0.475 C04 KEB 4 KEB C05 C5 C 0 1 N N N -5.832 18.495 0.879 -1.198 -1.005 -0.378 C05 KEB 5 KEB C06 C6 C 0 1 N N S -7.123 18.701 0.145 -0.745 -0.960 1.083 C06 KEB 6 KEB C08 C7 C 0 1 N N N -8.755 20.283 0.705 0.384 1.149 1.628 C08 KEB 7 KEB C10 C8 C 0 1 N N S -9.634 19.131 1.231 1.734 0.603 1.273 C10 KEB 8 KEB C11 C9 C 0 1 N N N -9.659 19.197 2.779 2.124 1.096 -0.122 C11 KEB 9 KEB C12 C10 C 0 1 Y N N -10.765 18.270 3.146 3.530 0.654 -0.437 C12 KEB 10 KEB C13 C11 C 0 1 Y N N -12.020 18.829 3.394 4.599 1.462 -0.099 C13 KEB 11 KEB C14 C12 C 0 1 Y N N -13.096 18.020 3.748 5.889 1.059 -0.387 C14 KEB 12 KEB C15 C13 C 0 1 Y N N -12.904 16.631 3.892 6.110 -0.158 -1.016 C15 KEB 13 KEB C17 C14 C 0 1 Y N N -11.630 16.080 3.682 5.035 -0.967 -1.353 C17 KEB 14 KEB C18 C15 C 0 1 Y N N -10.561 16.911 3.327 3.747 -0.562 -1.058 C18 KEB 15 KEB C20 C16 C 0 1 N N N -8.133 17.561 0.308 0.615 -1.579 1.195 C20 KEB 16 KEB C22 C17 C 0 1 Y N N -6.065 19.406 3.245 -3.660 -1.452 -0.368 C22 KEB 17 KEB C23 C18 C 0 1 Y N N -6.342 19.248 4.619 -4.971 -1.027 -0.456 C23 KEB 18 KEB C24 C19 C 0 1 N N N -6.263 20.407 5.597 -6.096 -2.023 -0.339 C24 KEB 19 KEB C25 C20 C 0 1 Y N N -6.704 17.968 5.085 -5.252 0.318 -0.648 C25 KEB 20 KEB N07 N1 N 0 1 N N N -7.591 20.027 0.203 -0.735 0.424 1.536 N07 KEB 21 KEB N19 N2 N 0 1 N N N -9.305 17.764 0.790 1.735 -0.854 1.281 N19 KEB 22 KEB O09 O1 O 0 1 N N N -9.210 21.542 0.759 0.304 2.296 2.014 O09 KEB 23 KEB O16 O2 O 0 1 N N N -13.921 15.783 4.223 7.378 -0.557 -1.301 O16 KEB 24 KEB O21 O3 O 0 1 N N N -7.782 16.332 -0.086 0.704 -2.789 1.207 O21 KEB 25 KEB O26 O4 O 0 1 N N N -6.978 17.798 6.420 -6.542 0.739 -0.729 O26 KEB 26 KEB H1 H1 H 0 1 N N N -6.297 14.917 5.003 -4.605 3.190 -0.011 H1 KEB 27 KEB H2 H2 H 0 1 N N N -7.874 15.565 5.567 -3.707 3.150 -1.547 H2 KEB 28 KEB H3 H3 H 0 1 N N N -7.712 14.922 3.897 -5.451 2.794 -1.525 H3 KEB 29 KEB H4 H4 H 0 1 N N N -6.515 16.229 2.177 -2.096 1.513 -0.756 H4 KEB 30 KEB H5 H5 H 0 1 N N N -5.330 17.588 0.509 -1.123 -2.027 -0.750 H5 KEB 31 KEB H6 H6 H 0 1 N N N -5.174 19.364 0.732 -0.561 -0.353 -0.976 H6 KEB 32 KEB H7 H7 H 0 1 N N N -6.817 18.589 -0.906 -1.448 -1.530 1.691 H7 KEB 33 KEB H8 H8 H 0 1 N N N -10.660 19.344 0.895 2.466 0.963 1.996 H8 KEB 34 KEB H9 H9 H 0 1 N N N -8.703 18.856 3.203 1.438 0.679 -0.859 H9 KEB 35 KEB H10 H10 H 0 1 N N N -9.871 20.219 3.126 2.070 2.184 -0.150 H10 KEB 36 KEB H11 H11 H 0 1 N N N -12.157 19.897 3.311 4.427 2.409 0.390 H11 KEB 37 KEB H12 H12 H 0 1 N N N -14.072 18.454 3.911 6.724 1.691 -0.124 H12 KEB 38 KEB H13 H13 H 0 1 N N N -11.475 15.017 3.794 5.204 -1.915 -1.843 H13 KEB 39 KEB H14 H14 H 0 1 N N N -9.575 16.492 3.194 2.911 -1.194 -1.317 H14 KEB 40 KEB H15 H15 H 0 1 N N N -5.769 20.377 2.877 -3.441 -2.499 -0.214 H15 KEB 41 KEB H16 H16 H 0 1 N N N -7.242 20.905 5.657 -6.390 -2.118 0.707 H16 KEB 42 KEB H17 H17 H 0 1 N N N -5.983 20.029 6.591 -6.949 -1.679 -0.925 H17 KEB 43 KEB H18 H18 H 0 1 N N N -5.506 21.127 5.252 -5.765 -2.991 -0.713 H18 KEB 44 KEB H19 H19 H 0 1 N N N -7.022 20.773 -0.145 -1.577 0.838 1.782 H19 KEB 45 KEB H20 H20 H 0 1 N N N -9.971 17.021 0.864 2.584 -1.317 1.352 H20 KEB 46 KEB H21 H21 H 0 1 N N N -14.723 16.279 4.336 7.797 -1.069 -0.596 H21 KEB 47 KEB H22 H22 H 0 1 N N N -6.866 18.625 6.875 -6.900 0.736 -1.628 H22 KEB 48 # # 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 KEB O21 C20 DOUB N N 1 KEB C06 N07 SING N N 2 KEB C06 C20 SING N N 3 KEB C06 C05 SING N N 4 KEB N07 C08 SING N N 5 KEB C20 N19 SING N N 6 KEB C08 O09 DOUB N N 7 KEB C08 C10 SING N N 8 KEB N19 C10 SING N N 9 KEB C05 C04 SING N N 10 KEB C10 C11 SING N N 11 KEB C04 C03 DOUB Y N 12 KEB C04 C22 SING Y N 13 KEB C11 C12 SING N N 14 KEB C03 C02 SING Y N 15 KEB C12 C18 DOUB Y N 16 KEB C12 C13 SING Y N 17 KEB C22 C23 DOUB Y N 18 KEB C18 C17 SING Y N 19 KEB C13 C14 DOUB Y N 20 KEB C17 C15 DOUB Y N 21 KEB C14 C15 SING Y N 22 KEB C15 O16 SING N N 23 KEB C02 C01 SING N N 24 KEB C02 C25 DOUB Y N 25 KEB C23 C25 SING Y N 26 KEB C23 C24 SING N N 27 KEB C25 O26 SING N N 28 KEB C01 H1 SING N N 29 KEB C01 H2 SING N N 30 KEB C01 H3 SING N N 31 KEB C03 H4 SING N N 32 KEB C05 H5 SING N N 33 KEB C05 H6 SING N N 34 KEB C06 H7 SING N N 35 KEB C10 H8 SING N N 36 KEB C11 H9 SING N N 37 KEB C11 H10 SING N N 38 KEB C13 H11 SING N N 39 KEB C14 H12 SING N N 40 KEB C17 H13 SING N N 41 KEB C18 H14 SING N N 42 KEB C22 H15 SING N N 43 KEB C24 H16 SING N N 44 KEB C24 H17 SING N N 45 KEB C24 H18 SING N N 46 KEB N07 H19 SING N N 47 KEB N19 H20 SING N N 48 KEB O16 H21 SING N N 49 KEB O26 H22 SING N N 50 # # 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 KEB InChI InChI 1.03 "InChI=1S/C20H22N2O4/c1-11-7-14(8-12(2)18(11)24)10-17-20(26)21-16(19(25)22-17)9-13-3-5-15(23)6-4-13/h3-8,16-17,23-24H,9-10H2,1-2H3,(H,21,26)(H,22,25)/t16-,17-/m0/s1" KEB InChIKey InChI 1.03 UCEYENNEMBTPOB-IRXDYDNUSA-N KEB SMILES_CANONICAL CACTVS 3.385 "Cc1cc(C[C@@H]2NC(=O)[C@H](Cc3ccc(O)cc3)NC2=O)cc(C)c1O" KEB SMILES CACTVS 3.385 "Cc1cc(C[CH]2NC(=O)[CH](Cc3ccc(O)cc3)NC2=O)cc(C)c1O" KEB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1O)C)C[C@H]2C(=O)N[C@H](C(=O)N2)Cc3ccc(cc3)O" KEB SMILES "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1O)C)CC2C(=O)NC(C(=O)N2)Cc3ccc(cc3)O" # _pdbx_chem_comp_identifier.comp_id KEB _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(3~{S},6~{S})-3-[(3,5-dimethyl-4-oxidanyl-phenyl)methyl]-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KEB "Create component" 2019-05-15 PDBE KEB "Initial release" 2020-04-22 RCSB ##