data_H89 # _chem_comp.id H89 _chem_comp.name "6-[4-(benzyloxy)phenyl]-1-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H20 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-30 _chem_comp.pdbx_modified_date 2012-09-28 _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 436.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H89 _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 3U16 _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 H89 C1 C1 C 0 1 Y N N -4.819 -3.703 -8.671 -2.793 -4.127 -1.238 C1 H89 1 H89 C2 C2 C 0 1 Y N N -4.356 -3.449 -7.365 -2.714 -3.223 -0.195 C2 H89 2 H89 C3 C3 C 0 1 Y N N -5.215 -3.540 -6.261 -3.868 -2.891 0.500 C3 H89 3 H89 C4 C4 C 0 1 Y N N -6.547 -3.892 -6.515 -5.062 -3.483 0.117 C4 H89 4 H89 C5 C5 C 0 1 Y N N -6.956 -4.147 -7.841 -5.063 -4.378 -0.936 C5 H89 5 H89 N6 N6 N 0 1 Y N N -6.102 -4.047 -8.888 -3.947 -4.666 -1.578 N6 H89 6 H89 C7 C7 C 0 1 N N N -4.737 -3.244 -4.833 -3.824 -1.911 1.643 C7 H89 7 H89 N8 N8 N 0 1 Y N N -5.953 -3.161 -4.022 -4.042 -0.555 1.133 N8 H89 8 H89 C9 C9 C 0 1 Y N N -6.679 -4.104 -3.427 -3.068 0.308 0.702 C9 H89 9 H89 C10 C10 C 0 1 Y N N -7.742 -3.431 -2.874 -3.730 1.487 0.303 C10 H89 10 H89 C11 C11 C 0 1 Y N N -7.640 -2.022 -3.128 -5.109 1.280 0.515 C11 H89 11 H89 N12 N12 N 0 1 Y N N -6.504 -1.889 -3.857 -5.281 0.081 0.995 N12 H89 12 H89 N13 N13 N 0 1 Y N N -6.535 -5.440 -3.339 -1.749 0.219 0.612 N13 H89 13 H89 C14 C14 C 0 1 Y N N -7.441 -6.163 -2.673 -1.011 1.215 0.152 C14 H89 14 H89 C15 C15 C 0 1 Y N N -8.538 -5.552 -2.066 -1.588 2.419 -0.265 C15 H89 15 H89 C16 C16 C 0 1 Y N N -8.689 -4.171 -2.167 -2.968 2.571 -0.193 C16 H89 16 H89 C18 C18 C 0 1 N N N -9.862 -3.486 -1.518 -3.620 3.826 -0.623 C18 H89 17 H89 O19 O19 O 0 1 N N N -9.981 -2.248 -1.610 -4.827 3.938 -0.554 O19 H89 18 H89 O20 O20 O 0 1 N N N -10.702 -4.165 -0.902 -2.874 4.845 -1.093 O20 H89 19 H89 C21 C21 C 0 1 Y N N -7.239 -7.626 -2.623 0.461 1.052 0.076 C21 H89 20 H89 C22 C22 C 0 1 Y N N -6.211 -8.194 -3.369 1.255 2.094 -0.401 C22 H89 21 H89 C23 C23 C 0 1 Y N N -6.031 -9.573 -3.343 2.624 1.939 -0.470 C23 H89 22 H89 C24 C24 C 0 1 Y N N -6.880 -10.365 -2.569 3.211 0.748 -0.065 C24 H89 23 H89 C25 C25 C 0 1 Y N N -7.904 -9.783 -1.822 2.422 -0.292 0.410 C25 H89 24 H89 C26 C26 C 0 1 Y N N -8.085 -8.409 -1.852 1.054 -0.141 0.488 C26 H89 25 H89 O27 O27 O 0 1 N N N -6.719 -11.728 -2.519 4.559 0.599 -0.135 O27 H89 26 H89 C28 C28 C 0 1 Y N N -6.564 -13.158 -0.592 6.596 -0.634 0.149 C28 H89 27 H89 C29 C29 C 0 1 Y N N -5.813 -12.636 0.456 7.388 -0.196 1.193 C29 H89 28 H89 C30 C30 C 0 1 Y N N -5.000 -13.487 1.204 8.764 -0.184 1.059 C30 H89 29 H89 C31 C31 C 0 1 Y N N -4.930 -14.849 0.896 9.347 -0.610 -0.120 C31 H89 30 H89 C32 C32 C 0 1 Y N N -5.671 -15.377 -0.161 8.554 -1.049 -1.164 C32 H89 31 H89 C33 C33 C 0 1 Y N N -6.493 -14.522 -0.894 7.179 -1.061 -1.030 C33 H89 32 H89 C34 C34 C 0 1 N N N -7.456 -12.251 -1.408 5.096 -0.653 0.298 C34 H89 33 H89 H1 H1 H 0 1 N N N -4.138 -3.621 -9.506 -1.899 -4.390 -1.784 H1 H89 34 H89 H2 H2 H 0 1 N N N -3.321 -3.180 -7.212 -1.767 -2.782 0.076 H2 H89 35 H89 H4 H4 H 0 1 N N N -7.255 -3.968 -5.703 -5.979 -3.248 0.636 H4 H89 36 H89 H5 H5 H 0 1 N N N -7.981 -4.431 -8.027 -5.989 -4.843 -1.240 H5 H89 37 H89 H7 H7 H 0 1 N N N -4.078 -4.045 -4.468 -4.604 -2.158 2.363 H7 H89 38 H89 H7A H7A H 0 1 N N N -4.178 -2.298 -4.796 -2.850 -1.964 2.130 H7A H89 39 H89 H11 H11 H 0 1 N N N -8.316 -1.242 -2.810 -5.892 1.995 0.310 H11 H89 40 H89 H15 H15 H 0 1 N N N -9.262 -6.143 -1.524 -0.969 3.221 -0.638 H15 H89 41 H89 HO20 HO20 H 0 0 N N N -11.379 -3.595 -0.556 -3.345 5.646 -1.362 HO20 H89 42 H89 H22 H22 H 0 1 N N N -5.559 -7.570 -3.963 0.799 3.021 -0.717 H22 H89 43 H89 H23 H23 H 0 1 N N N -5.239 -10.028 -3.919 3.240 2.746 -0.840 H23 H89 44 H89 H25 H25 H 0 1 N N N -8.555 -10.402 -1.221 2.881 -1.218 0.723 H25 H89 45 H89 H26 H26 H 0 1 N N N -8.879 -7.952 -1.279 0.441 -0.948 0.862 H26 H89 46 H89 H29 H29 H 0 1 N N N -5.859 -11.582 0.688 6.933 0.137 2.114 H29 H89 47 H89 H30 H30 H 0 1 N N N -4.421 -13.092 2.026 9.383 0.159 1.874 H30 H89 48 H89 H31 H31 H 0 1 N N N -4.296 -15.498 1.482 10.422 -0.601 -0.225 H31 H89 49 H89 H32 H32 H 0 1 N N N -5.609 -16.427 -0.407 9.010 -1.382 -2.085 H32 H89 50 H89 H33 H33 H 0 1 N N N -7.083 -14.919 -1.707 6.559 -1.403 -1.846 H33 H89 51 H89 H34 H34 H 0 1 N N N -7.808 -11.421 -0.778 4.837 -0.818 1.344 H34 H89 52 H89 H34A H34A H 0 0 N N N -8.320 -12.823 -1.778 4.681 -1.457 -0.311 H34A H89 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 H89 N6 C1 DOUB Y N 1 H89 C1 C2 SING Y N 2 H89 C1 H1 SING N N 3 H89 C2 C3 DOUB Y N 4 H89 C2 H2 SING N N 5 H89 C4 C3 SING Y N 6 H89 C3 C7 SING N N 7 H89 C5 C4 DOUB Y N 8 H89 C4 H4 SING N N 9 H89 N6 C5 SING Y N 10 H89 C5 H5 SING N N 11 H89 C7 N8 SING N N 12 H89 C7 H7 SING N N 13 H89 C7 H7A SING N N 14 H89 N8 N12 SING Y N 15 H89 N8 C9 SING Y N 16 H89 C9 N13 SING Y N 17 H89 C9 C10 DOUB Y N 18 H89 C11 C10 SING Y N 19 H89 C10 C16 SING Y N 20 H89 N12 C11 DOUB Y N 21 H89 C11 H11 SING N N 22 H89 N13 C14 DOUB Y N 23 H89 C14 C21 SING N N 24 H89 C14 C15 SING Y N 25 H89 C16 C15 DOUB Y N 26 H89 C15 H15 SING N N 27 H89 C16 C18 SING N N 28 H89 O19 C18 DOUB N N 29 H89 C18 O20 SING N N 30 H89 O20 HO20 SING N N 31 H89 C22 C21 DOUB Y N 32 H89 C21 C26 SING Y N 33 H89 C22 C23 SING Y N 34 H89 C22 H22 SING N N 35 H89 C23 C24 DOUB Y N 36 H89 C23 H23 SING N N 37 H89 C24 O27 SING N N 38 H89 C24 C25 SING Y N 39 H89 C26 C25 DOUB Y N 40 H89 C25 H25 SING N N 41 H89 C26 H26 SING N N 42 H89 O27 C34 SING N N 43 H89 C34 C28 SING N N 44 H89 C33 C28 DOUB Y N 45 H89 C28 C29 SING Y N 46 H89 C29 C30 DOUB Y N 47 H89 C29 H29 SING N N 48 H89 C31 C30 SING Y N 49 H89 C30 H30 SING N N 50 H89 C32 C31 DOUB Y N 51 H89 C31 H31 SING N N 52 H89 C33 C32 SING Y N 53 H89 C32 H32 SING N N 54 H89 C33 H33 SING N N 55 H89 C34 H34 SING N N 56 H89 C34 H34A SING N N 57 # 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 H89 SMILES ACDLabs 12.01 "O=C(O)c1cc(nc2c1cnn2Cc3ccncc3)c5ccc(OCc4ccccc4)cc5" H89 InChI InChI 1.03 "InChI=1S/C26H20N4O3/c31-26(32)22-14-24(20-6-8-21(9-7-20)33-17-19-4-2-1-3-5-19)29-25-23(22)15-28-30(25)16-18-10-12-27-13-11-18/h1-15H,16-17H2,(H,31,32)" H89 InChIKey InChI 1.03 LEKPQTJLNDALBT-UHFFFAOYSA-N H89 SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1cc(nc2n(Cc3ccncc3)ncc12)c4ccc(OCc5ccccc5)cc4" H89 SMILES CACTVS 3.370 "OC(=O)c1cc(nc2n(Cc3ccncc3)ncc12)c4ccc(OCc5ccccc5)cc4" H89 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)COc2ccc(cc2)c3cc(c4cnn(c4n3)Cc5ccncc5)C(=O)O" H89 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)COc2ccc(cc2)c3cc(c4cnn(c4n3)Cc5ccncc5)C(=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 H89 "SYSTEMATIC NAME" ACDLabs 12.01 "6-[4-(benzyloxy)phenyl]-1-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid" H89 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-(4-phenylmethoxyphenyl)-1-(pyridin-4-ylmethyl)pyrazolo[3,4-b]pyridine-4-carboxylic 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 H89 "Create component" 2011-09-30 RCSB H89 "Initial release" 2012-09-28 RCSB #