data_AWX # _chem_comp.id AWX _chem_comp.name "N-({4-[4-amino-3-(3,5-dimethyl-1-benzofuran-2-yl)-7-oxo-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-2-yl]phenyl}methyl)prop-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-12-04 _chem_comp.pdbx_modified_date 2019-10-18 _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 454.481 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AWX _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 6IUO _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 AWX C1 C1 C 0 1 N N N -27.668 -1.087 21.487 -8.963 1.122 -1.250 C1 AWX 1 AWX C2 C2 C 0 1 N N N -27.557 -2.097 20.374 -7.651 1.337 -1.203 C2 AWX 2 AWX C3 C3 C 0 1 N N N -26.727 -1.518 19.245 -6.808 0.540 -0.298 C3 AWX 3 AWX O4 O1 O 0 1 N N N -25.514 -1.384 19.390 -7.310 -0.315 0.406 O4 AWX 4 AWX N5 N1 N 0 1 N N N -27.392 -1.161 18.140 -5.479 0.758 -0.250 N5 AWX 5 AWX C6 C4 C 0 1 N N N -26.722 -0.607 16.969 -4.639 -0.036 0.651 C6 AWX 6 AWX C7 C5 C 0 1 Y N N -26.576 0.912 16.993 -3.203 0.401 0.514 C7 AWX 7 AWX C8 C6 C 0 1 Y N N -26.599 1.660 18.173 -2.710 1.413 1.319 C8 AWX 8 AWX C9 C7 C 0 1 Y N N -26.472 3.023 18.143 -1.395 1.815 1.196 C9 AWX 9 AWX C10 C8 C 0 1 Y N N -26.273 3.720 16.983 -0.567 1.204 0.263 C10 AWX 10 AWX C11 C9 C 0 1 Y N N -26.249 2.967 15.795 -1.066 0.189 -0.543 C11 AWX 11 AWX C12 C10 C 0 1 Y N N -26.403 1.583 15.779 -2.380 -0.213 -0.412 C12 AWX 12 AWX N13 N2 N 0 1 Y N N -26.171 5.035 16.855 0.766 1.610 0.136 N13 AWX 13 AWX C14 C11 C 0 1 Y N N -25.066 5.755 16.809 1.834 0.773 -0.018 C14 AWX 14 AWX C15 C12 C 0 1 Y N N -25.384 7.126 16.528 2.971 1.566 -0.107 C15 AWX 15 AWX C16 C13 C 0 1 Y N N -26.828 7.041 16.312 2.517 2.959 0.005 C16 AWX 16 AWX N17 N3 N 0 1 Y N N -27.281 5.790 16.447 1.211 2.938 0.140 N17 AWX 17 AWX C18 C14 C 0 1 N N N -27.448 8.280 15.992 3.542 4.012 -0.061 C18 AWX 18 AWX N19 N4 N 0 1 N N N -26.773 9.419 15.873 4.834 3.654 -0.209 N19 AWX 19 AWX N20 N5 N 0 1 N N N -25.383 9.522 16.063 5.238 2.324 -0.303 N20 AWX 20 AWX C21 C15 C 0 1 N N N -24.729 8.402 16.392 4.405 1.319 -0.275 C21 AWX 21 AWX O22 O2 O 0 1 N N N -28.627 8.238 15.770 3.230 5.187 0.016 O22 AWX 22 AWX N23 N6 N 0 1 N N N -23.336 8.471 16.568 4.881 0.015 -0.373 N23 AWX 23 AWX C24 C16 C 0 1 Y N N -23.733 5.342 17.167 1.790 -0.693 -0.078 C24 AWX 24 AWX C25 C17 C 0 1 Y N N -22.744 4.640 16.314 1.223 -1.498 0.860 C25 AWX 25 AWX C26 C18 C 0 1 Y N N -21.569 4.479 17.227 1.413 -2.869 0.386 C26 AWX 26 AWX C27 C19 C 0 1 Y N N -22.043 5.148 18.469 2.102 -2.758 -0.836 C27 AWX 27 AWX O28 O3 O 0 1 Y N N -23.285 5.643 18.409 2.299 -1.445 -1.075 O28 AWX 28 AWX C29 C20 C 0 1 N N N -22.749 4.140 14.905 0.538 -1.065 2.130 C29 AWX 29 AWX C30 C21 C 0 1 Y N N -20.288 3.940 17.175 1.068 -4.127 0.883 C30 AWX 30 AWX C31 C22 C 0 1 Y N N -19.496 4.047 18.325 1.401 -5.249 0.177 C31 AWX 31 AWX C32 C23 C 0 1 Y N N -19.947 4.652 19.483 2.079 -5.146 -1.028 C32 AWX 32 AWX C33 C24 C 0 1 Y N N -21.207 5.204 19.563 2.430 -3.911 -1.536 C33 AWX 33 AWX C34 C25 C 0 1 N N N -18.115 3.502 18.372 1.029 -6.608 0.712 C34 AWX 34 AWX H1 H1 H 0 1 N N N -27.189 -0.124 21.392 -9.582 1.707 -1.914 H1 AWX 35 AWX H2 H2 H 0 1 N N N -28.227 -1.326 22.380 -9.408 0.360 -0.628 H2 AWX 36 AWX H4 H4 H 0 1 N N N -28.000 -3.082 20.380 -7.205 2.096 -1.828 H4 AWX 37 AWX H6 H6 H 0 1 N N N -28.385 -1.278 18.116 -5.078 1.439 -0.812 H6 AWX 38 AWX H7 H7 H 0 1 N N N -27.302 -0.884 16.076 -4.968 0.114 1.680 H7 AWX 39 AWX H8 H8 H 0 1 N N N -25.717 -1.049 16.905 -4.724 -1.091 0.392 H8 AWX 40 AWX H9 H9 H 0 1 N N N -26.718 1.157 19.121 -3.354 1.888 2.044 H9 AWX 41 AWX H10 H10 H 0 1 N N N -26.531 3.570 19.073 -1.010 2.605 1.824 H10 AWX 42 AWX H11 H11 H 0 1 N N N -26.105 3.483 14.857 -0.424 -0.289 -1.270 H11 AWX 43 AWX H12 H12 H 0 1 N N N -26.389 1.039 14.846 -2.768 -1.003 -1.038 H12 AWX 44 AWX H13 H13 H 0 1 N N N -27.281 10.247 15.636 5.508 4.350 -0.253 H13 AWX 45 AWX H14 H14 H 0 1 N N N -22.859 9.342 16.447 5.820 -0.145 -0.554 H14 AWX 46 AWX H15 H15 H 0 1 N N N -22.822 7.649 16.814 4.273 -0.732 -0.261 H15 AWX 47 AWX H16 H16 H 0 1 N N N -22.377 4.929 14.234 -0.538 -1.003 1.961 H16 AWX 48 AWX H17 H17 H 0 1 N N N -22.099 3.256 14.827 0.740 -1.790 2.918 H17 AWX 49 AWX H18 H18 H 0 1 N N N -23.775 3.867 14.617 0.914 -0.087 2.431 H18 AWX 50 AWX H19 H19 H 0 1 N N N -19.918 3.458 16.282 0.540 -4.213 1.822 H19 AWX 51 AWX H20 H20 H 0 1 N N N -19.297 4.693 20.345 2.337 -6.041 -1.575 H20 AWX 52 AWX H21 H21 H 0 1 N N N -21.537 5.677 20.476 2.958 -3.843 -2.475 H21 AWX 53 AWX H22 H22 H 0 1 N N N -17.404 4.276 18.049 0.043 -6.887 0.341 H22 AWX 54 AWX H23 H23 H 0 1 N N N -17.878 3.193 19.401 1.763 -7.343 0.381 H23 AWX 55 AWX H24 H24 H 0 1 N N N -18.041 2.633 17.701 1.012 -6.578 1.802 H24 AWX 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 AWX C29 C25 SING N N 1 AWX O22 C18 DOUB N N 2 AWX C12 C11 DOUB Y N 3 AWX C12 C7 SING Y N 4 AWX C11 C10 SING Y N 5 AWX N19 C18 SING N N 6 AWX N19 N20 SING N N 7 AWX C18 C16 SING N N 8 AWX N20 C21 DOUB N N 9 AWX C16 N17 DOUB Y N 10 AWX C16 C15 SING Y N 11 AWX C25 C24 DOUB Y N 12 AWX C25 C26 SING Y N 13 AWX C21 C15 SING N N 14 AWX C21 N23 SING N N 15 AWX N17 N13 SING Y N 16 AWX C15 C14 DOUB Y N 17 AWX C14 N13 SING Y N 18 AWX C14 C24 SING N N 19 AWX N13 C10 SING N N 20 AWX C6 C7 SING N N 21 AWX C6 N5 SING N N 22 AWX C10 C9 DOUB Y N 23 AWX C7 C8 DOUB Y N 24 AWX C24 O28 SING Y N 25 AWX C30 C26 DOUB Y N 26 AWX C30 C31 SING Y N 27 AWX C26 C27 SING Y N 28 AWX N5 C3 SING N N 29 AWX C9 C8 SING Y N 30 AWX C31 C34 SING N N 31 AWX C31 C32 DOUB Y N 32 AWX O28 C27 SING Y N 33 AWX C27 C33 DOUB Y N 34 AWX C3 O4 DOUB N N 35 AWX C3 C2 SING N N 36 AWX C32 C33 SING Y N 37 AWX C2 C1 DOUB N N 38 AWX C1 H1 SING N N 39 AWX C1 H2 SING N N 40 AWX C2 H4 SING N N 41 AWX N5 H6 SING N N 42 AWX C6 H7 SING N N 43 AWX C6 H8 SING N N 44 AWX C8 H9 SING N N 45 AWX C9 H10 SING N N 46 AWX C11 H11 SING N N 47 AWX C12 H12 SING N N 48 AWX N19 H13 SING N N 49 AWX N23 H14 SING N N 50 AWX N23 H15 SING N N 51 AWX C29 H16 SING N N 52 AWX C29 H17 SING N N 53 AWX C29 H18 SING N N 54 AWX C30 H19 SING N N 55 AWX C32 H20 SING N N 56 AWX C33 H21 SING N N 57 AWX C34 H22 SING N N 58 AWX C34 H23 SING N N 59 AWX C34 H24 SING N N 60 # # 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 AWX SMILES ACDLabs 12.01 "C=[C@H]C(=O)NCc1ccc(cc1)n4c(c2oc3c(c2C)cc(C)cc3)c5c(n4)C(NN=C5N)=O" AWX InChI InChI 1.03 "InChI=1S/C25H22N6O3/c1-4-19(32)27-12-15-6-8-16(9-7-15)31-22(20-21(30-31)25(33)29-28-24(20)26)23-14(3)17-11-13(2)5-10-18(17)34-23/h4-11H,1,12H2,2-3H3,(H2,26,28)(H,27,32)(H,29,33)" AWX InChIKey InChI 1.03 GXIHBWCRCZNSHX-UHFFFAOYSA-N AWX SMILES_CANONICAL CACTVS 3.385 "Cc1ccc2oc(c(C)c2c1)c3n(nc4C(=O)NN=C(N)c34)c5ccc(CNC(=O)C=C)cc5" AWX SMILES CACTVS 3.385 "Cc1ccc2oc(c(C)c2c1)c3n(nc4C(=O)NN=C(N)c34)c5ccc(CNC(=O)C=C)cc5" AWX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc2c(c1)c(c(o2)c3c4c(nn3c5ccc(cc5)CNC(=O)C=C)C(=O)NN=C4N)C" AWX SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc2c(c1)c(c(o2)c3c4c(nn3c5ccc(cc5)CNC(=O)C=C)C(=O)NN=C4N)C" # # 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 AWX "SYSTEMATIC NAME" ACDLabs 12.01 "N-({4-[4-amino-3-(3,5-dimethyl-1-benzofuran-2-yl)-7-oxo-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-2-yl]phenyl}methyl)prop-2-enamide" AWX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[[4-[4-azanyl-3-(3,5-dimethyl-1-benzofuran-2-yl)-7-oxidanylidene-6~{H}-pyrazolo[3,4-d]pyridazin-2-yl]phenyl]methyl]prop-2-enamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AWX "Create component" 2018-12-04 RCSB AWX "Initial release" 2019-10-23 RCSB ##