data_69S # _chem_comp.id 69S _chem_comp.name "3'-amino-5-[5-amino-3-(4-hydroxyphenyl)-1H-pyrazol-4-yl][1,1'-biphenyl]-2-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 N4 O2" _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 358.393 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 69S _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 5IBG _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 69S C2 C1 C 0 1 Y N N 12.694 -16.968 4.134 -3.164 0.169 -0.422 C2 69S 1 69S C3 C2 C 0 1 Y N N 12.813 -18.350 4.181 -2.238 1.161 -0.742 C3 69S 2 69S C4 C3 C 0 1 Y N N 14.066 -18.938 4.259 -2.620 2.487 -0.734 C4 69S 3 69S C5 C4 C 0 1 Y N N 15.203 -18.147 4.300 -3.925 2.833 -0.408 C5 69S 4 69S C6 C5 C 0 1 Y N N 15.087 -16.769 4.265 -4.849 1.847 -0.090 C6 69S 5 69S C7 C6 C 0 1 Y N N 13.834 -16.184 4.187 -4.473 0.520 -0.096 C7 69S 6 69S C20 C7 C 0 1 Y N N 8.811 -18.919 4.341 0.796 -0.904 0.027 C20 69S 7 69S C21 C8 C 0 1 Y N N 7.514 -20.788 5.150 3.143 -0.075 -0.067 C21 69S 8 69S C24 C9 C 0 1 Y N N 5.898 -21.865 7.112 5.605 0.111 -1.331 C24 69S 9 69S C25 C10 C 0 1 Y N N 5.432 -20.818 6.336 5.007 -1.124 -1.163 C25 69S 10 69S C9 C11 C 0 1 Y N N 11.350 -16.272 4.085 -2.758 -1.257 -0.435 C9 69S 11 69S C10 C12 C 0 1 Y N N 10.077 -16.783 3.761 -1.535 -1.779 0.056 C10 69S 12 69S C11 C13 C 0 1 Y N N 9.172 -15.764 3.897 -1.562 -3.145 -0.148 C11 69S 13 69S C15 C14 C 0 1 Y N N 9.702 -18.196 3.373 -0.433 -1.003 0.673 C15 69S 14 69S C16 C15 C 0 1 Y N N 10.110 -18.816 2.242 -0.627 -0.372 1.903 C16 69S 15 69S C17 C16 C 0 1 Y N N 9.662 -20.242 1.975 0.397 0.350 2.480 C17 69S 16 69S C19 C17 C 0 1 Y N N 8.405 -20.172 4.104 1.829 -0.180 0.613 C19 69S 17 69S C22 C18 C 0 1 Y N N 7.979 -21.830 5.926 3.745 1.170 -0.235 C22 69S 18 69S C23 C19 C 0 1 Y N N 7.170 -22.374 6.903 4.976 1.260 -0.867 C23 69S 19 69S N1 N1 N 0 1 N N N 7.667 -23.446 7.691 5.584 2.507 -1.037 N1 69S 20 69S O27 O1 O 0 1 N N N 8.436 -22.208 2.613 2.629 1.166 2.416 O27 69S 21 69S O8 O2 O 0 1 N N N 16.478 -18.738 4.377 -4.298 4.139 -0.401 O8 69S 22 69S N12 N2 N 0 1 Y N N 9.859 -14.621 4.290 -2.748 -3.445 -0.738 N12 69S 23 69S N13 N3 N 0 1 Y N N 11.195 -14.950 4.407 -3.472 -2.258 -0.899 N13 69S 24 69S N14 N4 N 0 1 N N N 7.768 -15.840 3.666 -0.560 -4.047 0.187 N14 69S 25 69S C18 C20 C 0 1 Y N N 8.857 -20.887 2.852 1.624 0.454 1.843 C18 69S 26 69S C26 C21 C 0 1 Y N N 6.248 -20.271 5.359 3.781 -1.222 -0.536 C26 69S 27 69S H1 H1 H 0 1 N N N 11.928 -18.968 4.157 -1.223 0.893 -0.995 H1 69S 28 69S H2 H2 H 0 1 N N N 14.156 -20.014 4.288 -1.904 3.256 -0.982 H2 69S 29 69S H3 H3 H 0 1 N N N 15.972 -16.151 4.298 -5.863 2.119 0.164 H3 69S 30 69S H4 H4 H 0 1 N N N 13.745 -15.108 4.167 -5.192 -0.247 0.152 H4 69S 31 69S H5 H5 H 0 1 N N N 8.492 -18.420 5.244 0.948 -1.391 -0.925 H5 69S 32 69S H6 H6 H 0 1 N N N 5.269 -22.286 7.882 6.564 0.183 -1.822 H6 69S 33 69S H7 H7 H 0 1 N N N 4.437 -20.429 6.491 5.499 -2.014 -1.525 H7 69S 34 69S H8 H8 H 0 1 N N N 10.747 -18.303 1.537 -1.581 -0.450 2.403 H8 69S 35 69S H9 H9 H 0 1 N N N 9.988 -20.746 1.077 0.242 0.837 3.432 H9 69S 36 69S H10 H10 H 0 1 N N N 8.974 -22.219 5.769 3.254 2.062 0.126 H10 69S 37 69S H11 H11 H 0 1 N N N 6.969 -23.728 8.349 5.145 3.309 -0.713 H11 69S 38 69S H12 H12 H 0 1 N N N 7.896 -24.217 7.097 6.445 2.570 -1.479 H12 69S 39 69S H13 H13 H 0 1 N N N 7.881 -22.498 3.327 3.198 0.645 2.999 H13 69S 40 69S H14 H14 H 0 1 N N N 17.142 -18.059 4.396 -4.634 4.457 -1.250 H14 69S 41 69S H15 H15 H 0 1 N N N 9.457 -13.721 4.458 -3.044 -4.331 -0.999 H15 69S 42 69S H16 H16 H 0 1 N N N 7.352 -14.948 3.842 0.255 -3.731 0.608 H16 69S 43 69S H17 H17 H 0 1 N N N 7.600 -16.105 2.716 -0.675 -4.992 0.001 H17 69S 44 69S H18 H18 H 0 1 N N N 5.896 -19.443 4.762 3.316 -2.189 -0.407 H18 69S 45 # 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 69S C17 C16 DOUB Y N 1 69S C17 C18 SING Y N 2 69S C16 C15 SING Y N 3 69S O27 C18 SING N N 4 69S C18 C19 DOUB Y N 5 69S C15 C10 SING N N 6 69S C15 C20 DOUB Y N 7 69S N14 C11 SING N N 8 69S C10 C11 DOUB Y N 9 69S C10 C9 SING Y N 10 69S C11 N12 SING Y N 11 69S C9 C2 SING N N 12 69S C9 N13 DOUB Y N 13 69S C19 C20 SING Y N 14 69S C19 C21 SING N N 15 69S C2 C3 DOUB Y N 16 69S C2 C7 SING Y N 17 69S C3 C4 SING Y N 18 69S C7 C6 DOUB Y N 19 69S C4 C5 DOUB Y N 20 69S C6 C5 SING Y N 21 69S N12 N13 SING Y N 22 69S C5 O8 SING N N 23 69S C21 C26 DOUB Y N 24 69S C21 C22 SING Y N 25 69S C26 C25 SING Y N 26 69S C22 C23 DOUB Y N 27 69S C25 C24 DOUB Y N 28 69S C23 C24 SING Y N 29 69S C23 N1 SING N N 30 69S C3 H1 SING N N 31 69S C4 H2 SING N N 32 69S C6 H3 SING N N 33 69S C7 H4 SING N N 34 69S C20 H5 SING N N 35 69S C24 H6 SING N N 36 69S C25 H7 SING N N 37 69S C16 H8 SING N N 38 69S C17 H9 SING N N 39 69S C22 H10 SING N N 40 69S N1 H11 SING N N 41 69S N1 H12 SING N N 42 69S O27 H13 SING N N 43 69S O8 H14 SING N N 44 69S N12 H15 SING N N 45 69S N14 H16 SING N N 46 69S N14 H17 SING N N 47 69S C26 H18 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 69S SMILES ACDLabs 12.01 "c1(ccc(O)cc1)c2nnc(c2c4cc(c3cccc(c3)N)c(cc4)O)N" 69S InChI InChI 1.03 "InChI=1S/C21H18N4O2/c22-15-3-1-2-13(10-15)17-11-14(6-9-18(17)27)19-20(24-25-21(19)23)12-4-7-16(26)8-5-12/h1-11,26-27H,22H2,(H3,23,24,25)" 69S InChIKey InChI 1.03 YIPHDXIYQIAWDD-UHFFFAOYSA-N 69S SMILES_CANONICAL CACTVS 3.385 "Nc1cccc(c1)c2cc(ccc2O)c3c(N)[nH]nc3c4ccc(O)cc4" 69S SMILES CACTVS 3.385 "Nc1cccc(c1)c2cc(ccc2O)c3c(N)[nH]nc3c4ccc(O)cc4" 69S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)N)c2cc(ccc2O)c3c(n[nH]c3N)c4ccc(cc4)O" 69S SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)N)c2cc(ccc2O)c3c(n[nH]c3N)c4ccc(cc4)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 69S "SYSTEMATIC NAME" ACDLabs 12.01 "3'-amino-5-[5-amino-3-(4-hydroxyphenyl)-1H-pyrazol-4-yl][1,1'-biphenyl]-2-ol" 69S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-(3-aminophenyl)-4-[5-azanyl-3-(4-hydroxyphenyl)-1~{H}-pyrazol-4-yl]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 69S "Create component" 2016-02-22 EBI 69S "Initial release" 2016-04-06 RCSB #