data_LHJ # _chem_comp.id LHJ _chem_comp.name "N-cyclopropyl-3-[1-(2,4-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H20 F2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-29 _chem_comp.pdbx_modified_date 2011-06-04 _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 434.438 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LHJ _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 3LHJ _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 LHJ N1 N1 N 0 1 N N N -0.971 10.979 29.903 -1.523 0.002 0.571 N1 LHJ 1 LHJ N3 N3 N 0 1 Y N N 0.060 8.718 29.287 -3.424 -0.767 -0.862 N3 LHJ 2 LHJ C4 C4 C 0 1 N N N -3.148 11.241 28.831 0.591 -0.969 -0.022 C4 LHJ 3 LHJ C5 C5 C 0 1 N N N -3.007 9.988 28.239 -0.002 -1.681 -1.046 C5 LHJ 4 LHJ C6 C6 C 0 1 Y N N -1.496 8.034 28.050 -2.290 -2.117 -2.189 C6 LHJ 5 LHJ C7 C7 C 0 1 N N N 0.084 11.539 30.786 -2.319 0.889 1.424 C7 LHJ 6 LHJ C8 C8 C 0 1 Y N N -4.299 11.979 28.562 2.047 -1.093 0.227 C8 LHJ 7 LHJ C10 C10 C 0 1 Y N N 2.327 9.321 29.308 -4.868 1.175 -0.822 C10 LHJ 8 LHJ C13 C13 C 0 1 Y N N 2.638 8.022 31.748 -6.299 0.069 1.278 C13 LHJ 9 LHJ C15 C15 C 0 1 Y N N -4.233 12.924 27.542 2.908 -0.065 -0.145 C15 LHJ 10 LHJ C17 C17 C 0 1 Y N N -6.535 13.526 27.908 4.773 -1.344 0.701 C17 LHJ 11 LHJ C20 C20 C 0 1 N N N -5.605 10.766 30.385 1.624 -3.350 1.248 C20 LHJ 12 LHJ C21 C21 C 0 1 N N N -5.204 14.720 26.087 5.198 0.898 -0.300 C21 LHJ 13 LHJ C22 C22 C 0 1 N N N -6.290 16.503 24.806 7.434 1.853 -0.458 C22 LHJ 14 LHJ C24 C24 C 0 1 N N N -7.608 16.673 24.055 8.893 1.479 -0.727 C24 LHJ 15 LHJ C23 C23 C 0 1 N N N -6.428 15.980 23.376 8.522 2.251 0.541 C23 LHJ 16 LHJ N4 N4 N 0 1 N N N -6.275 15.472 25.858 6.521 0.775 -0.069 N4 LHJ 17 LHJ O2 O2 O 0 1 N N N -4.154 14.808 25.451 4.764 1.901 -0.830 O2 LHJ 18 LHJ C16 C16 C 0 1 Y N N -5.340 13.699 27.213 4.276 -0.190 0.093 C16 LHJ 19 LHJ C18 C18 C 0 1 Y N N -6.610 12.577 28.929 3.912 -2.358 1.072 C18 LHJ 20 LHJ C19 C19 C 0 1 Y N N -5.497 11.800 29.258 2.556 -2.239 0.839 C19 LHJ 21 LHJ C3 C3 C 0 1 N N N -2.134 11.744 29.657 -0.200 -0.118 0.789 C3 LHJ 22 LHJ O1 O1 O 0 1 N N N -2.253 12.854 30.176 0.322 0.512 1.692 O1 LHJ 23 LHJ C2 C2 C 0 1 Y N N -0.846 9.700 29.295 -2.136 -0.697 -0.434 C2 LHJ 24 LHJ C1 C1 C 0 1 Y N N -1.868 9.229 28.477 -1.391 -1.547 -1.256 C1 LHJ 25 LHJ N2 N2 N 0 1 Y N N -0.302 7.779 28.578 -3.482 -1.653 -1.943 N2 LHJ 26 LHJ C9 C9 C 0 1 Y N N 1.234 8.696 29.911 -4.510 -0.069 -0.313 C9 LHJ 27 LHJ C14 C14 C 0 1 Y N N 1.388 8.037 31.131 -5.230 -0.619 0.739 C14 LHJ 28 LHJ C12 C12 C 0 1 Y N N 3.721 8.658 31.143 -6.655 1.308 0.771 C12 LHJ 29 LHJ F2 F2 F 0 1 N N N 4.923 8.642 31.736 -7.701 1.979 1.300 F2 LHJ 30 LHJ C11 C11 C 0 1 Y N N 3.574 9.311 29.926 -5.939 1.860 -0.278 C11 LHJ 31 LHJ F1 F1 F 0 1 N N N 2.175 9.953 28.128 -4.166 1.715 -1.842 F1 LHJ 32 LHJ H5 H5 H 0 1 N N N -3.784 9.606 27.594 0.588 -2.334 -1.673 H5 LHJ 33 LHJ H6 H6 H 0 1 N N N -2.058 7.385 27.394 -2.032 -2.817 -2.970 H6 LHJ 34 LHJ H7 H7 H 0 1 N N N -0.224 12.533 31.141 -1.666 1.379 2.147 H7 LHJ 35 LHJ H7A H7A H 0 1 N N N 0.233 10.872 31.648 -2.809 1.642 0.807 H7A LHJ 36 LHJ H7B H7B H 0 1 N N N 1.025 11.626 30.223 -3.072 0.305 1.952 H7B LHJ 37 LHJ H13 H13 H 0 1 N N N 2.767 7.518 32.694 -6.859 -0.359 2.096 H13 LHJ 38 LHJ H15 H15 H 0 1 N N N -3.309 13.057 26.999 2.518 0.825 -0.616 H15 LHJ 39 LHJ H17 H17 H 0 1 N N N -7.399 14.123 27.658 5.833 -1.442 0.886 H17 LHJ 40 LHJ H20 H20 H 0 1 N N N -5.336 11.237 31.342 1.519 -4.058 0.425 H20 LHJ 41 LHJ H20A H20A H 0 0 N N N -6.637 10.389 30.439 2.030 -3.864 2.119 H20A LHJ 42 LHJ H20B H20B H 0 0 N N N -4.920 9.930 30.182 0.647 -2.933 1.495 H20B LHJ 43 LHJ H22 H22 H 0 1 N N N -5.600 17.183 25.327 6.997 2.644 -1.067 H22 LHJ 44 LHJ H24 H24 H 0 1 N N N -8.620 16.309 24.286 9.173 0.431 -0.615 H24 LHJ 45 LHJ H24A H24A H 0 0 N N N -8.167 17.579 23.778 9.415 2.024 -1.514 H24A LHJ 46 LHJ H23 H23 H 0 1 N N N -5.874 16.232 22.460 8.801 3.304 0.589 H23 LHJ 47 LHJ H23A H23A H 0 0 N N N -6.327 14.964 22.967 8.558 1.711 1.488 H23A LHJ 48 LHJ HN4 HN4 H 0 1 N N N -7.094 15.334 26.415 6.867 -0.026 0.354 HN4 LHJ 49 LHJ H18 H18 H 0 1 N N N -7.536 12.443 29.469 4.301 -3.247 1.546 H18 LHJ 50 LHJ H14 H14 H 0 1 N N N 0.546 7.543 31.593 -4.953 -1.584 1.136 H14 LHJ 51 LHJ H11 H11 H 0 1 N N N 4.417 9.805 29.465 -6.218 2.826 -0.673 H11 LHJ 52 # 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 LHJ C2 N1 SING N N 1 LHJ C3 N1 SING N N 2 LHJ N1 C7 SING N N 3 LHJ N2 N3 SING Y N 4 LHJ N3 C2 SING Y N 5 LHJ N3 C9 SING Y N 6 LHJ C5 C4 DOUB N N 7 LHJ C8 C4 SING N N 8 LHJ C4 C3 SING N N 9 LHJ C5 C1 SING N N 10 LHJ C5 H5 SING N N 11 LHJ C6 C1 SING Y N 12 LHJ C6 N2 DOUB Y N 13 LHJ C6 H6 SING N N 14 LHJ C7 H7 SING N N 15 LHJ C7 H7A SING N N 16 LHJ C7 H7B SING N N 17 LHJ C15 C8 DOUB Y N 18 LHJ C8 C19 SING Y N 19 LHJ F1 C10 SING N N 20 LHJ C10 C9 DOUB Y N 21 LHJ C10 C11 SING Y N 22 LHJ C14 C13 DOUB Y N 23 LHJ C12 C13 SING Y N 24 LHJ C13 H13 SING N N 25 LHJ C16 C15 SING Y N 26 LHJ C15 H15 SING N N 27 LHJ C16 C17 DOUB Y N 28 LHJ C17 C18 SING Y N 29 LHJ C17 H17 SING N N 30 LHJ C19 C20 SING N N 31 LHJ C20 H20 SING N N 32 LHJ C20 H20A SING N N 33 LHJ C20 H20B SING N N 34 LHJ O2 C21 DOUB N N 35 LHJ N4 C21 SING N N 36 LHJ C21 C16 SING N N 37 LHJ C23 C22 SING N N 38 LHJ C24 C22 SING N N 39 LHJ C22 N4 SING N N 40 LHJ C22 H22 SING N N 41 LHJ C23 C24 SING N N 42 LHJ C24 H24 SING N N 43 LHJ C24 H24A SING N N 44 LHJ C23 H23 SING N N 45 LHJ C23 H23A SING N N 46 LHJ N4 HN4 SING N N 47 LHJ C18 C19 DOUB Y N 48 LHJ C18 H18 SING N N 49 LHJ C3 O1 DOUB N N 50 LHJ C1 C2 DOUB Y N 51 LHJ C9 C14 SING Y N 52 LHJ C14 H14 SING N N 53 LHJ C11 C12 DOUB Y N 54 LHJ C12 F2 SING N N 55 LHJ C11 H11 SING N N 56 # 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 LHJ SMILES_CANONICAL CACTVS 3.352 "CN1C(=O)C(=Cc2cnn(c3ccc(F)cc3F)c12)c4cc(ccc4C)C(=O)NC5CC5" LHJ SMILES CACTVS 3.352 "CN1C(=O)C(=Cc2cnn(c3ccc(F)cc3F)c12)c4cc(ccc4C)C(=O)NC5CC5" LHJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1C2=Cc3cnn(c3N(C2=O)C)c4ccc(cc4F)F)C(=O)NC5CC5" LHJ SMILES "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1C2=Cc3cnn(c3N(C2=O)C)c4ccc(cc4F)F)C(=O)NC5CC5" LHJ InChI InChI 1.03 "InChI=1S/C24H20F2N4O2/c1-13-3-4-14(22(31)28-17-6-7-17)9-18(13)19-10-15-12-27-30(23(15)29(2)24(19)32)21-8-5-16(25)11-20(21)26/h3-5,8-12,17H,6-7H2,1-2H3,(H,28,31)" LHJ InChIKey InChI 1.03 XQRUWZMHPKNIDA-UHFFFAOYSA-N # 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 LHJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-cyclopropyl-3-[1-(2,4-difluorophenyl)-7-methyl-6-oxo-pyrazolo[3,4-b]pyridin-5-yl]-4-methyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LHJ "Create component" 2010-01-29 RCSB LHJ "Modify aromatic_flag" 2011-06-04 RCSB LHJ "Modify descriptor" 2011-06-04 RCSB #