data_0WP # _chem_comp.id 0WP _chem_comp.name "3-{[3-(2-cyanopropan-2-yl)benzoyl]amino}-2,6-difluoro-N-(3-methoxy-2H-pyrazolo[3,4-b]pyridin-5-yl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H20 F2 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-27 _chem_comp.pdbx_modified_date 2012-11-09 _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 490.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0WP _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 4G9C _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 0WP C1 C1 C 0 1 N N N 40.468 -26.508 -2.931 -2.549 0.886 -0.391 C1 0WP 1 0WP C2 C2 C 0 1 Y N N 41.171 -25.237 -3.168 -1.145 1.317 -0.534 C2 0WP 2 0WP O3 O3 O 0 1 N N N 41.049 -27.582 -3.094 -3.161 0.478 -1.359 O3 0WP 3 0WP C4 C4 C 0 1 Y N N 41.622 -24.887 -4.432 -0.107 0.394 -0.373 C4 0WP 4 0WP C5 C5 C 0 1 Y N N 42.290 -23.664 -4.640 1.211 0.809 -0.510 C5 0WP 5 0WP C6 C6 C 0 1 Y N N 42.500 -22.797 -3.566 1.495 2.136 -0.805 C6 0WP 6 0WP C7 C7 C 0 1 Y N N 42.046 -23.152 -2.291 0.471 3.050 -0.965 C7 0WP 7 0WP C8 C8 C 0 1 Y N N 41.377 -24.380 -2.099 -0.846 2.650 -0.837 C8 0WP 8 0WP F9 F9 F 0 1 N N N 40.931 -24.729 -0.867 -1.844 3.546 -1.000 F9 0WP 9 0WP F10 F10 F 0 1 N N N 41.415 -25.726 -5.466 -0.385 -0.896 -0.086 F10 0WP 10 0WP N11 N11 N 0 1 N N N 42.736 -23.305 -5.941 2.255 -0.111 -0.349 N11 0WP 11 0WP N12 N12 N 0 1 N N N 39.189 -26.377 -2.531 -3.151 0.940 0.813 N12 0WP 12 0WP C13 C13 C 0 1 N N N 42.075 -23.464 -7.106 3.497 0.323 -0.059 C13 0WP 13 0WP C14 C14 C 0 1 Y N N 42.680 -23.043 -8.150 4.623 -0.635 -0.014 C14 0WP 14 0WP O15 O15 O 0 1 N N N 40.954 -23.960 -7.208 3.693 1.502 0.164 O15 0WP 15 0WP C16 C16 C 0 1 Y N N 44.050 -22.771 -8.243 4.402 -1.989 -0.270 C16 0WP 16 0WP C17 C17 C 0 1 Y N N 44.586 -22.302 -9.467 5.456 -2.877 -0.226 C17 0WP 17 0WP C18 C18 C 0 1 Y N N 43.736 -22.115 -10.580 6.731 -2.428 0.072 C18 0WP 18 0WP C19 C19 C 0 1 Y N N 42.364 -22.395 -10.462 6.957 -1.087 0.327 C19 0WP 19 0WP C20 C20 C 0 1 Y N N 41.850 -22.855 -9.252 5.912 -0.188 0.280 C20 0WP 20 0WP C21 C21 C 0 1 N N N 41.426 -22.198 -11.654 8.348 -0.608 0.651 C21 0WP 21 0WP C22 C22 C 0 1 N N N 41.186 -23.528 -12.395 8.356 0.034 2.040 C22 0WP 22 0WP C23 C23 C 0 1 N N N 40.079 -21.631 -11.186 9.314 -1.794 0.632 C23 0WP 23 0WP C24 C24 C 0 1 Y N N 38.243 -27.388 -2.218 -4.511 0.623 0.932 C24 0WP 24 0WP C25 C25 C 0 1 Y N N 38.635 -28.726 -2.010 -5.045 -0.376 0.163 C25 0WP 25 0WP C26 C26 C 0 1 Y N N 37.630 -29.649 -1.703 -6.416 -0.665 0.311 C26 0WP 26 0WP C27 C27 C 0 1 Y N N 36.339 -29.222 -1.619 -7.200 0.119 1.279 C27 0WP 27 0WP N28 N28 N 0 1 Y N N 35.892 -27.957 -1.806 -6.587 1.080 1.989 N28 0WP 28 0WP C29 C29 C 0 1 Y N N 36.877 -27.068 -2.104 -5.311 1.327 1.838 C29 0WP 29 0WP C30 C30 C 0 1 Y N N 37.647 -31.010 -1.443 -7.296 -1.573 -0.266 C30 0WP 30 0WP N31 N31 N 0 1 Y N N 36.433 -31.477 -1.197 -8.503 -1.375 0.285 N31 0WP 31 0WP N32 N32 N 0 1 Y N N 35.630 -30.372 -1.306 -8.436 -0.343 1.226 N32 0WP 32 0WP C33 C33 C 0 1 N N N 42.008 -21.240 -12.603 8.770 0.385 -0.350 C33 0WP 33 0WP N34 N34 N 0 1 N N N 42.464 -20.484 -13.348 9.096 1.151 -1.123 N34 0WP 34 0WP O35 O35 O 0 1 N N N 38.755 -31.795 -1.437 -6.991 -2.491 -1.215 O35 0WP 35 0WP C36 C36 C 0 1 N N N 38.586 -33.182 -1.153 -8.053 -3.330 -1.673 C36 0WP 36 0WP H1 H1 H 0 1 N N N 43.010 -21.857 -3.719 2.522 2.455 -0.910 H1 0WP 37 0WP H2 H2 H 0 1 N N N 42.207 -22.487 -1.455 0.700 4.081 -1.194 H2 0WP 38 0WP H3 H3 H 0 1 N N N 43.643 -22.887 -5.999 2.083 -1.061 -0.446 H3 0WP 39 0WP H4 H4 H 0 1 N N N 38.860 -25.437 -2.442 -2.642 1.197 1.599 H4 0WP 40 0WP H5 H5 H 0 1 N N N 44.693 -22.918 -7.388 3.407 -2.341 -0.502 H5 0WP 41 0WP H6 H6 H 0 1 N N N 45.641 -22.088 -9.549 5.287 -3.925 -0.424 H6 0WP 42 0WP H7 H7 H 0 1 N N N 44.139 -21.759 -11.517 7.552 -3.128 0.111 H7 0WP 43 0WP H8 H8 H 0 1 N N N 40.795 -23.068 -9.167 6.089 0.859 0.479 H8 0WP 44 0WP H9 H9 H 0 1 N N N 40.749 -24.261 -11.701 9.362 0.381 2.274 H9 0WP 45 0WP H10 H10 H 0 1 N N N 40.495 -23.361 -13.234 7.668 0.880 2.053 H10 0WP 46 0WP H11 H11 H 0 1 N N N 42.143 -23.911 -12.779 8.043 -0.701 2.782 H11 0WP 47 0WP H12 H12 H 0 1 N N N 39.616 -22.327 -10.472 9.308 -2.251 -0.357 H12 0WP 48 0WP H13 H13 H 0 1 N N N 40.240 -20.659 -10.698 10.320 -1.447 0.867 H13 0WP 49 0WP H14 H14 H 0 1 N N N 39.415 -21.500 -12.053 9.001 -2.529 1.374 H14 0WP 50 0WP H15 H15 H 0 1 N N N 39.670 -29.026 -2.085 -4.434 -0.927 -0.536 H15 0WP 51 0WP H16 H16 H 0 1 N N N 36.590 -26.039 -2.265 -4.859 2.107 2.433 H16 0WP 52 0WP H17 H17 H 0 1 N N N 36.165 -32.416 -0.982 -9.305 -1.875 0.064 H17 0WP 53 0WP H18 H18 H 0 1 N N N 39.564 -33.685 -1.184 -7.674 -4.017 -2.429 H18 0WP 54 0WP H19 H19 H 0 1 N N N 38.144 -33.300 -0.153 -8.455 -3.898 -0.833 H19 0WP 55 0WP H20 H20 H 0 1 N N N 37.919 -33.631 -1.904 -8.842 -2.714 -2.104 H20 0WP 56 # 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 0WP N34 C33 TRIP N N 1 0WP C33 C21 SING N N 2 0WP C22 C21 SING N N 3 0WP C21 C23 SING N N 4 0WP C21 C19 SING N N 5 0WP C18 C19 DOUB Y N 6 0WP C18 C17 SING Y N 7 0WP C19 C20 SING Y N 8 0WP C17 C16 DOUB Y N 9 0WP C20 C14 DOUB Y N 10 0WP C16 C14 SING Y N 11 0WP C14 C13 SING N N 12 0WP O15 C13 DOUB N N 13 0WP C13 N11 SING N N 14 0WP N11 C5 SING N N 15 0WP F10 C4 SING N N 16 0WP C5 C4 DOUB Y N 17 0WP C5 C6 SING Y N 18 0WP C4 C2 SING Y N 19 0WP C6 C7 DOUB Y N 20 0WP C2 C1 SING N N 21 0WP C2 C8 DOUB Y N 22 0WP O3 C1 DOUB N N 23 0WP C1 N12 SING N N 24 0WP N12 C24 SING N N 25 0WP C7 C8 SING Y N 26 0WP C24 C29 SING Y N 27 0WP C24 C25 DOUB Y N 28 0WP C29 N28 DOUB Y N 29 0WP C8 F9 SING N N 30 0WP C25 C26 SING Y N 31 0WP N28 C27 SING Y N 32 0WP C26 C27 SING Y N 33 0WP C26 C30 DOUB Y N 34 0WP C27 N32 DOUB Y N 35 0WP C30 O35 SING N N 36 0WP C30 N31 SING Y N 37 0WP O35 C36 SING N N 38 0WP N32 N31 SING Y N 39 0WP C6 H1 SING N N 40 0WP C7 H2 SING N N 41 0WP N11 H3 SING N N 42 0WP N12 H4 SING N N 43 0WP C16 H5 SING N N 44 0WP C17 H6 SING N N 45 0WP C18 H7 SING N N 46 0WP C20 H8 SING N N 47 0WP C22 H9 SING N N 48 0WP C22 H10 SING N N 49 0WP C22 H11 SING N N 50 0WP C23 H12 SING N N 51 0WP C23 H13 SING N N 52 0WP C23 H14 SING N N 53 0WP C25 H15 SING N N 54 0WP C29 H16 SING N N 55 0WP N31 H17 SING N N 56 0WP C36 H18 SING N N 57 0WP C36 H19 SING N N 58 0WP C36 H20 SING N N 59 # 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 0WP SMILES ACDLabs 12.01 "N#CC(c1cccc(c1)C(=O)Nc2ccc(F)c(c2F)C(=O)Nc3cc4c(OC)nnc4nc3)(C)C" 0WP InChI InChI 1.03 "InChI=1S/C25H20F2N6O3/c1-25(2,12-28)14-6-4-5-13(9-14)22(34)31-18-8-7-17(26)19(20(18)27)23(35)30-15-10-16-21(29-11-15)32-33-24(16)36-3/h4-11H,1-3H3,(H,30,35)(H,31,34)(H,29,32,33)" 0WP InChIKey InChI 1.03 BCTNUFBSYWOHHJ-UHFFFAOYSA-N 0WP SMILES_CANONICAL CACTVS 3.370 "COc1[nH]nc2ncc(NC(=O)c3c(F)ccc(NC(=O)c4cccc(c4)C(C)(C)C#N)c3F)cc12" 0WP SMILES CACTVS 3.370 "COc1[nH]nc2ncc(NC(=O)c3c(F)ccc(NC(=O)c4cccc(c4)C(C)(C)C#N)c3F)cc12" 0WP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C#N)c1cccc(c1)C(=O)Nc2ccc(c(c2F)C(=O)Nc3cc4c([nH]nc4nc3)OC)F" 0WP SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C#N)c1cccc(c1)C(=O)Nc2ccc(c(c2F)C(=O)Nc3cc4c([nH]nc4nc3)OC)F" # 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 0WP "SYSTEMATIC NAME" ACDLabs 12.01 "3-{[3-(2-cyanopropan-2-yl)benzoyl]amino}-2,6-difluoro-N-(3-methoxy-2H-pyrazolo[3,4-b]pyridin-5-yl)benzamide" 0WP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[[3-(2-cyanopropan-2-yl)phenyl]carbonylamino]-2,6-bis(fluoranyl)-N-(3-methoxy-2H-pyrazolo[3,4-b]pyridin-5-yl)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 0WP "Create component" 2012-07-27 RCSB 0WP "Initial release" 2012-11-09 RCSB #