data_69U # _chem_comp.id 69U _chem_comp.name "4,4'-(5-{[(4-hydroxyphenyl)methyl]amino}-1H-pyrazole-3,4-diyl)diphenol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H19 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-22 _chem_comp.pdbx_modified_date 2016-04-01 _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 373.405 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 69U _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 5IBI _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 69U C1 C1 C 0 1 N N N -7.486 16.424 2.805 2.832 1.933 -0.046 C1 69U 1 69U C5 C2 C 0 1 Y N N -5.458 13.439 0.500 6.525 -0.214 0.055 C5 69U 2 69U C6 C3 C 0 1 Y N N -4.753 14.536 0.984 5.931 0.091 -1.162 C6 69U 3 69U C7 C4 C 0 1 Y N N -5.412 15.505 1.730 4.738 0.785 -1.191 C7 69U 4 69U C10 C5 C 0 1 Y N N -9.496 15.693 4.096 0.407 1.452 -0.042 C10 69U 5 69U C16 C6 C 0 1 Y N N -13.681 17.624 4.261 -3.681 0.016 -0.733 C16 69U 6 69U C17 C7 C 0 1 Y N N -15.048 17.882 4.237 -5.012 -0.346 -0.731 C17 69U 7 69U C18 C8 C 0 1 Y N N -15.952 16.843 4.038 -5.946 0.443 -0.074 C18 69U 8 69U C19 C9 C 0 1 Y N N -15.498 15.546 3.860 -5.545 1.598 0.583 C19 69U 9 69U C20 C10 C 0 1 Y N N -14.135 15.290 3.890 -4.216 1.965 0.586 C20 69U 10 69U C21 C11 C 0 1 Y N N -10.273 17.917 2.887 -0.799 -0.802 0.027 C21 69U 11 69U C22 C12 C 0 1 Y N N -9.831 19.064 3.536 -1.348 -1.439 1.139 C22 69U 12 69U C23 C13 C 0 1 Y N N -9.556 20.215 2.803 -1.403 -2.817 1.184 C23 69U 13 69U C24 C14 C 0 1 Y N N -9.697 20.214 1.420 -0.913 -3.568 0.125 C24 69U 14 69U C26 C15 C 0 1 Y N N -10.387 17.910 1.501 -0.313 -1.559 -1.038 C26 69U 15 69U C2 C16 C 0 1 Y N N -6.770 15.371 1.998 4.134 1.176 -0.010 C2 69U 16 69U C3 C17 C 0 1 Y N N -7.476 14.277 1.513 4.724 0.874 1.203 C3 69U 17 69U C14 C18 C 0 1 Y N N -10.530 16.661 3.652 -0.738 0.679 -0.025 C14 69U 18 69U C4 C19 C 0 1 Y N N -6.817 13.309 0.765 5.918 0.180 1.238 C4 69U 19 69U O8 O1 O 0 1 N N N -4.816 12.488 -0.235 7.697 -0.902 0.087 O8 69U 20 69U N9 N1 N 0 1 N N N -8.153 15.818 3.942 1.715 0.985 -0.017 N9 69U 21 69U N11 N2 N 0 1 Y N N -9.992 14.650 4.753 0.018 2.752 -0.092 N11 69U 22 69U N12 N3 N 0 1 Y N N -11.387 14.830 4.762 -1.381 2.794 -0.108 N12 69U 23 69U C13 C20 C 0 1 Y N N -11.776 15.970 4.124 -1.844 1.564 -0.068 C13 69U 24 69U C15 C21 C 0 1 Y N N -13.223 16.325 4.064 -3.274 1.173 -0.069 C15 69U 25 69U C25 C22 C 0 1 Y N N -10.114 19.060 0.768 -0.365 -2.936 -0.983 C25 69U 26 69U O27 O2 O 0 1 N N N -17.288 17.086 4.018 -7.257 0.083 -0.075 O27 69U 27 69U O28 O3 O 0 1 N N N -9.428 21.339 0.702 -0.969 -4.925 0.174 O28 69U 28 69U H1 H1 H 0 1 N N N -6.756 17.165 3.164 2.771 2.592 0.820 H1 69U 29 69U H2 H2 H 0 1 N N N -8.233 16.923 2.170 2.781 2.527 -0.958 H2 69U 30 69U H3 H3 H 0 1 N N N -3.697 14.634 0.781 6.402 -0.214 -2.084 H3 69U 31 69U H4 H4 H 0 1 N N N -4.870 16.362 2.102 4.275 1.023 -2.138 H4 69U 32 69U H5 H5 H 0 1 N N N -12.980 18.427 4.432 -2.954 -0.598 -1.244 H5 69U 33 69U H6 H6 H 0 1 N N N -15.408 18.891 4.373 -5.327 -1.244 -1.242 H6 69U 34 69U H7 H7 H 0 1 N N N -16.200 14.741 3.699 -6.275 2.211 1.090 H7 69U 35 69U H8 H8 H 0 1 N N N -13.779 14.277 3.777 -3.904 2.864 1.097 H8 69U 36 69U H9 H9 H 0 1 N N N -9.701 19.062 4.608 -1.730 -0.855 1.963 H9 69U 37 69U H10 H10 H 0 1 N N N -9.232 21.112 3.310 -1.828 -3.312 2.045 H10 69U 38 69U H11 H11 H 0 1 N N N -10.689 17.007 0.991 0.113 -1.068 -1.900 H11 69U 39 69U H12 H12 H 0 1 N N N -8.532 14.179 1.716 4.251 1.181 2.124 H12 69U 40 69U H13 H13 H 0 1 N N N -7.361 12.455 0.389 6.378 -0.056 2.186 H13 69U 41 69U H14 H14 H 0 1 N N N -3.900 12.722 -0.325 7.588 -1.862 0.119 H14 69U 42 69U H15 H15 H 0 1 N N N -7.794 14.886 3.993 1.889 0.032 0.019 H15 69U 43 69U H16 H16 H 0 1 N N N -9.479 13.893 5.158 0.609 3.521 -0.114 H16 69U 44 69U H17 H17 H 0 1 N N N -10.226 19.056 -0.306 0.016 -3.524 -1.805 H17 69U 45 69U H18 H18 H 0 1 N N N -17.444 18.013 4.152 -7.509 -0.486 0.665 H18 69U 46 69U H19 H19 H 0 1 N N N -9.157 22.034 1.291 -1.781 -5.299 -0.195 H19 69U 47 # 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 69U O8 C5 SING N N 1 69U C5 C4 DOUB Y N 2 69U C5 C6 SING Y N 3 69U O28 C24 SING N N 4 69U C4 C3 SING Y N 5 69U C25 C24 DOUB Y N 6 69U C25 C26 SING Y N 7 69U C6 C7 DOUB Y N 8 69U C24 C23 SING Y N 9 69U C26 C21 DOUB Y N 10 69U C3 C2 DOUB Y N 11 69U C7 C2 SING Y N 12 69U C2 C1 SING N N 13 69U C23 C22 DOUB Y N 14 69U C1 N9 SING N N 15 69U C21 C22 SING Y N 16 69U C21 C14 SING N N 17 69U C14 C10 DOUB Y N 18 69U C14 C13 SING Y N 19 69U C19 C20 DOUB Y N 20 69U C19 C18 SING Y N 21 69U C20 C15 SING Y N 22 69U N9 C10 SING N N 23 69U O27 C18 SING N N 24 69U C18 C17 DOUB Y N 25 69U C15 C13 SING N N 26 69U C15 C16 DOUB Y N 27 69U C10 N11 SING Y N 28 69U C13 N12 DOUB Y N 29 69U C17 C16 SING Y N 30 69U N11 N12 SING Y N 31 69U C1 H1 SING N N 32 69U C1 H2 SING N N 33 69U C6 H3 SING N N 34 69U C7 H4 SING N N 35 69U C16 H5 SING N N 36 69U C17 H6 SING N N 37 69U C19 H7 SING N N 38 69U C20 H8 SING N N 39 69U C22 H9 SING N N 40 69U C23 H10 SING N N 41 69U C26 H11 SING N N 42 69U C3 H12 SING N N 43 69U C4 H13 SING N N 44 69U O8 H14 SING N N 45 69U N9 H15 SING N N 46 69U N11 H16 SING N N 47 69U C25 H17 SING N N 48 69U O27 H18 SING N N 49 69U O28 H19 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 69U SMILES ACDLabs 12.01 "C(Nc1nnc(c1c2ccc(cc2)O)c3ccc(cc3)O)c4ccc(cc4)O" 69U InChI InChI 1.03 "InChI=1S/C22H19N3O3/c26-17-7-1-14(2-8-17)13-23-22-20(15-3-9-18(27)10-4-15)21(24-25-22)16-5-11-19(28)12-6-16/h1-12,26-28H,13H2,(H2,23,24,25)" 69U InChIKey InChI 1.03 YRRFETZFOOWFGO-UHFFFAOYSA-N 69U SMILES_CANONICAL CACTVS 3.385 "Oc1ccc(CNc2[nH]nc(c3ccc(O)cc3)c2c4ccc(O)cc4)cc1" 69U SMILES CACTVS 3.385 "Oc1ccc(CNc2[nH]nc(c3ccc(O)cc3)c2c4ccc(O)cc4)cc1" 69U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1CNc2c(c(n[nH]2)c3ccc(cc3)O)c4ccc(cc4)O)O" 69U SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1CNc2c(c(n[nH]2)c3ccc(cc3)O)c4ccc(cc4)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 69U "SYSTEMATIC NAME" ACDLabs 12.01 "4,4'-(5-{[(4-hydroxyphenyl)methyl]amino}-1H-pyrazole-3,4-diyl)diphenol" 69U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[[[3,4-bis(4-hydroxyphenyl)-1~{H}-pyrazol-5-yl]amino]methyl]phenol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 69U "Create component" 2016-02-22 EBI 69U "Initial release" 2016-04-06 RCSB #