data_QFD # _chem_comp.id QFD _chem_comp.name "(3S,6S)-3-{[4-(hydroxymethoxy)phenyl]methyl}-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-10-21 _chem_comp.pdbx_modified_date 2020-04-24 _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 356.373 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QFD _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 6UPI _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 QFD C13 C1 C 0 1 Y N N -6.642 18.262 4.850 4.730 1.438 -0.735 C13 QFD 1 QFD C15 C2 C 0 1 N N N -7.914 17.488 0.450 -0.942 2.025 0.581 C15 QFD 2 QFD C20 C3 C 0 1 Y N N -10.902 18.325 3.177 -3.597 -0.895 -0.176 C20 QFD 3 QFD C21 C4 C 0 1 Y N N -10.684 16.988 3.485 -3.891 0.000 -1.188 C21 QFD 4 QFD C22 C5 C 0 1 Y N N -11.756 16.154 3.764 -5.195 0.157 -1.615 C22 QFD 5 QFD C26 C6 C 0 1 Y N N -12.197 18.819 3.148 -4.606 -1.635 0.411 C26 QFD 6 QFD C02 C7 C 0 1 N N N -8.668 20.320 0.800 -0.502 -0.345 1.951 C02 QFD 7 QFD C04 C8 C 0 1 N N S -6.901 18.617 0.216 0.468 1.532 0.704 C04 QFD 8 QFD C05 C9 C 0 1 N N N -5.701 18.406 1.151 0.971 1.103 -0.676 C05 QFD 9 QFD C06 C10 C 0 1 Y N N -6.003 18.813 2.593 2.437 0.764 -0.594 C06 QFD 10 QFD C07 C11 C 0 1 Y N N -5.883 20.143 2.957 2.831 -0.529 -0.303 C07 QFD 11 QFD C08 C12 C 0 1 Y N N -6.148 20.532 4.257 4.175 -0.844 -0.232 C08 QFD 12 QFD C09 C13 C 0 1 Y N N -6.528 19.599 5.208 5.128 0.142 -0.443 C09 QFD 13 QFD C11 C14 C 0 1 N N N -6.051 21.170 6.877 6.787 -1.518 -0.059 C11 QFD 14 QFD C14 C15 C 0 1 Y N N -6.376 17.871 3.542 3.385 1.746 -0.809 C14 QFD 15 QFD C18 C16 C 0 1 N N S -9.570 19.186 1.306 -1.878 -0.083 1.418 C18 QFD 16 QFD C19 C17 C 0 1 N N N -9.731 19.257 2.850 -2.172 -1.068 0.284 C19 QFD 17 QFD C23 C18 C 0 1 Y N N -13.049 16.652 3.732 -6.210 -0.584 -1.028 C23 QFD 18 QFD C25 C19 C 0 1 Y N N -13.272 17.986 3.425 -5.912 -1.482 -0.013 C25 QFD 19 QFD N03 N1 N 0 1 N N N -7.356 20.007 0.256 0.556 0.400 1.617 N03 QFD 20 QFD N17 N2 N 0 1 N N N -9.222 17.806 0.984 -2.000 1.277 0.911 N17 QFD 21 QFD O01 O1 O 0 1 N N N -9.051 21.441 0.831 -0.342 -1.271 2.718 O01 QFD 22 QFD O10 O2 O 0 1 N N N -6.787 20.029 6.517 6.450 -0.163 -0.363 O10 QFD 23 QFD O12 O3 O 0 1 N N N -6.802 22.123 7.584 6.571 -2.333 -1.213 O12 QFD 24 QFD O16 O4 O 0 1 N N N -7.627 16.363 0.204 -1.131 3.150 0.170 O16 QFD 25 QFD O24 O5 O 0 1 N N N -14.133 15.810 4.010 -7.494 -0.431 -1.446 O24 QFD 26 QFD H1 H1 H 0 1 N N N -6.936 17.528 5.585 5.471 2.207 -0.899 H1 QFD 27 QFD H2 H2 H 0 1 N N N -9.677 16.597 3.507 -3.100 0.577 -1.645 H2 QFD 28 QFD H3 H3 H 0 1 N N N -11.583 15.116 4.006 -5.424 0.857 -2.405 H3 QFD 29 QFD H4 H4 H 0 1 N N N -12.370 19.858 2.909 -4.374 -2.333 1.201 H4 QFD 30 QFD H5 H5 H 0 1 N N N -6.511 18.452 -0.799 1.098 2.340 1.076 H5 QFD 31 QFD H6 H6 H 0 1 N N N -5.425 17.341 1.136 0.414 0.227 -1.010 H6 QFD 32 QFD H7 H7 H 0 1 N N N -4.857 19.009 0.784 0.826 1.918 -1.385 H7 QFD 33 QFD H8 H8 H 0 1 N N N -5.582 20.878 2.225 2.088 -1.295 -0.135 H8 QFD 34 QFD H9 H9 H 0 1 N N N -6.058 21.572 4.533 4.482 -1.854 -0.005 H9 QFD 35 QFD H10 H10 H 0 1 N N N -5.207 20.855 7.508 7.835 -1.574 0.235 H10 QFD 36 QFD H11 H11 H 0 1 N N N -5.667 21.640 5.960 6.160 -1.873 0.759 H11 QFD 37 QFD H12 H12 H 0 1 N N N -6.460 16.831 3.264 3.075 2.756 -1.036 H12 QFD 38 QFD H13 H13 H 0 1 N N N -10.569 19.375 0.886 -2.605 -0.232 2.216 H13 QFD 39 QFD H14 H14 H 0 1 N N N -8.813 18.913 3.349 -2.028 -2.088 0.642 H14 QFD 40 QFD H15 H15 H 0 1 N N N -9.957 20.286 3.167 -1.495 -0.876 -0.549 H15 QFD 41 QFD H16 H16 H 0 1 N N N -14.279 18.375 3.402 -6.701 -2.061 0.445 H16 QFD 42 QFD H17 H17 H 0 1 N N N -6.768 20.738 -0.089 1.419 0.177 1.998 H17 QFD 43 QFD H18 H18 H 0 1 N N N -9.890 17.077 1.133 -2.886 1.657 0.809 H18 QFD 44 QFD H19 H19 H 0 1 N N N -6.251 22.867 7.797 6.780 -3.267 -1.079 H19 QFD 45 QFD H20 H20 H 0 1 N N N -13.815 14.935 4.199 -7.747 -1.024 -2.167 H20 QFD 46 # # 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 QFD O16 C15 DOUB N N 1 QFD C04 N03 SING N N 2 QFD C04 C15 SING N N 3 QFD C04 C05 SING N N 4 QFD N03 C02 SING N N 5 QFD C15 N17 SING N N 6 QFD C02 O01 DOUB N N 7 QFD C02 C18 SING N N 8 QFD N17 C18 SING N N 9 QFD C05 C06 SING N N 10 QFD C18 C19 SING N N 11 QFD C06 C07 DOUB Y N 12 QFD C06 C14 SING Y N 13 QFD C19 C20 SING N N 14 QFD C07 C08 SING Y N 15 QFD C26 C20 DOUB Y N 16 QFD C26 C25 SING Y N 17 QFD C20 C21 SING Y N 18 QFD C25 C23 DOUB Y N 19 QFD C21 C22 DOUB Y N 20 QFD C14 C13 DOUB Y N 21 QFD C23 C22 SING Y N 22 QFD C23 O24 SING N N 23 QFD C08 C09 DOUB Y N 24 QFD C13 C09 SING Y N 25 QFD C09 O10 SING N N 26 QFD O10 C11 SING N N 27 QFD C11 O12 SING N N 28 QFD C13 H1 SING N N 29 QFD C21 H2 SING N N 30 QFD C22 H3 SING N N 31 QFD C26 H4 SING N N 32 QFD C04 H5 SING N N 33 QFD C05 H6 SING N N 34 QFD C05 H7 SING N N 35 QFD C07 H8 SING N N 36 QFD C08 H9 SING N N 37 QFD C11 H10 SING N N 38 QFD C11 H11 SING N N 39 QFD C14 H12 SING N N 40 QFD C18 H13 SING N N 41 QFD C19 H14 SING N N 42 QFD C19 H15 SING N N 43 QFD C25 H16 SING N N 44 QFD N03 H17 SING N N 45 QFD N17 H18 SING N N 46 QFD O12 H19 SING N N 47 QFD O24 H20 SING N N 48 # # 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 QFD SMILES ACDLabs 12.01 "c3c(ccc(CC1C(NC(C(=O)N1)Cc2ccc(O)cc2)=O)c3)OCO" QFD InChI InChI 1.03 "InChI=1S/C19H20N2O5/c22-11-26-15-7-3-13(4-8-15)10-17-19(25)20-16(18(24)21-17)9-12-1-5-14(23)6-2-12/h1-8,16-17,22-23H,9-11H2,(H,20,25)(H,21,24)/t16-,17-/m0/s1" QFD InChIKey InChI 1.03 XYLVFIWANSQWOX-IRXDYDNUSA-N QFD SMILES_CANONICAL CACTVS 3.385 "OCOc1ccc(C[C@@H]2NC(=O)[C@H](Cc3ccc(O)cc3)NC2=O)cc1" QFD SMILES CACTVS 3.385 "OCOc1ccc(C[CH]2NC(=O)[CH](Cc3ccc(O)cc3)NC2=O)cc1" QFD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C[C@H]2C(=O)N[C@H](C(=O)N2)Cc3ccc(cc3)OCO)O" QFD SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CC2C(=O)NC(C(=O)N2)Cc3ccc(cc3)OCO)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 QFD "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,6S)-3-{[4-(hydroxymethoxy)phenyl]methyl}-6-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione" QFD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S},6~{S})-3-[[4-(hydroxymethyloxy)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 QFD "Create component" 2019-10-21 RCSB QFD "Initial release" 2020-04-29 RCSB ##