data_AXI # _chem_comp.id AXI _chem_comp.name AXITINIB _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H18 N4 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-METHYL-2-(3-((E)-2-PYRIDIN-2-YL-VINYL)-1H-INDAZOL-6-YLSULFANYL)-BENZAMIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-24 _chem_comp.pdbx_modified_date 2021-03-01 _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 386.470 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AXI _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 4AG8 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 AXI O81 O81 O 0 1 N N N 24.831 23.470 35.794 5.520 -1.272 -0.959 O81 AXI 1 AXI C80 C80 C 0 1 N N N 25.499 22.806 36.610 5.951 -0.241 -0.480 C80 AXI 2 AXI N82 N82 N 0 1 N N N 26.415 21.916 36.184 7.280 -0.015 -0.453 N82 AXI 3 AXI C88 C88 C 0 1 N N N 26.782 21.727 34.783 8.204 -1.012 -0.999 C88 AXI 4 AXI C23 C23 C 0 1 Y N N 25.292 23.032 38.066 5.021 0.765 0.064 C23 AXI 5 AXI C22 C22 C 0 1 Y N N 26.456 22.997 38.889 5.512 1.952 0.615 C22 AXI 6 AXI C21 C21 C 0 1 Y N N 26.409 23.200 40.291 4.638 2.888 1.122 C21 AXI 7 AXI C20 C20 C 0 1 Y N N 25.156 23.462 40.885 3.270 2.659 1.089 C20 AXI 8 AXI C18 C18 C 0 1 Y N N 24.018 23.298 38.674 3.635 0.540 0.026 C18 AXI 9 AXI C19 C19 C 0 1 Y N N 23.982 23.492 40.094 2.770 1.493 0.549 C19 AXI 10 AXI S24 S24 S 0 1 N N N 22.510 23.347 37.788 2.999 -0.947 -0.672 S24 AXI 11 AXI C07 C07 C 0 1 Y N N 21.489 24.548 38.526 1.273 -0.837 -0.333 C07 AXI 12 AXI C08 C08 C 0 1 Y N N 20.123 24.259 38.796 0.416 -0.312 -1.310 C08 AXI 13 AXI C09 C09 C 0 1 Y N N 19.257 25.239 39.392 -0.921 -0.206 -1.099 C09 AXI 14 AXI C12 C12 C 0 1 Y N N 22.020 25.832 38.865 0.802 -1.269 0.873 C12 AXI 15 AXI C11 C11 C 0 1 Y N N 21.178 26.775 39.450 -0.579 -1.184 1.150 C11 AXI 16 AXI N15 N15 N 0 1 Y N N 21.430 28.076 39.855 -1.333 -1.506 2.189 N15 AXI 17 AXI N14 N14 N 0 1 Y N N 20.339 28.597 40.306 -2.668 -1.196 1.909 N14 AXI 18 AXI C13 C13 C 0 1 Y N N 19.371 27.755 40.274 -2.763 -0.664 0.662 C13 AXI 19 AXI C10 C10 C 0 1 Y N N 19.844 26.504 39.711 -1.469 -0.628 0.123 C10 AXI 20 AXI C16 C16 C 0 1 N N N 18.018 28.134 40.713 -3.952 -0.227 0.023 C16 AXI 21 AXI C17 C17 C 0 1 N N N 16.885 27.325 40.808 -5.137 -0.321 0.664 C17 AXI 22 AXI C02 C02 C 0 1 Y N N 15.547 27.825 41.273 -6.369 0.132 0.002 C02 AXI 23 AXI N03 N03 N 0 1 Y N N 14.576 26.890 41.337 -6.311 0.635 -1.229 N03 AXI 24 AXI C04 C04 C 0 1 Y N N 13.319 27.223 41.745 -7.393 1.051 -1.855 C04 AXI 25 AXI C05 C05 C 0 1 Y N N 13.002 28.545 42.103 -8.635 0.980 -1.251 C05 AXI 26 AXI C06 C06 C 0 1 Y N N 14.004 29.530 42.041 -8.742 0.463 0.034 C06 AXI 27 AXI C01 C01 C 0 1 Y N N 15.312 29.179 41.616 -7.595 0.027 0.668 C01 AXI 28 AXI H82 H82 H 0 1 N N N 26.872 21.349 36.869 7.624 0.808 -0.071 H82 AXI 29 AXI H881 H881 H 0 0 N N N 27.550 20.943 34.707 7.985 -1.169 -2.055 H881 AXI 30 AXI H882 H882 H 0 0 N N N 25.893 21.427 34.209 9.228 -0.656 -0.889 H882 AXI 31 AXI H883 H883 H 0 0 N N N 27.179 22.669 34.378 8.085 -1.951 -0.459 H883 AXI 32 AXI H22 H22 H 0 1 N N N 27.413 22.808 38.425 6.576 2.135 0.643 H22 AXI 33 AXI H21 H21 H 0 1 N N N 27.308 23.155 40.888 5.019 3.804 1.547 H21 AXI 34 AXI H20 H20 H 0 1 N N N 25.092 23.641 41.948 2.593 3.399 1.490 H20 AXI 35 AXI H19 H19 H 0 1 N N N 23.031 23.666 40.575 1.703 1.323 0.529 H19 AXI 36 AXI H08 H08 H 0 1 N N N 19.729 23.284 38.548 0.829 0.015 -2.253 H08 AXI 37 AXI H12 H12 H 0 1 N N N 23.056 26.066 38.671 1.480 -1.674 1.609 H12 AXI 38 AXI H09 H09 H 0 1 N N N 18.216 25.031 39.589 -1.560 0.203 -1.868 H09 AXI 39 AXI H14 H14 H 0 1 N N N 20.258 29.537 40.638 -3.413 -1.339 2.514 H14 AXI 40 AXI H16 H16 H 0 1 N N N 17.886 29.168 40.997 -3.909 0.182 -0.976 H16 AXI 41 AXI H17 H17 H 0 1 N N N 16.975 26.285 40.533 -5.179 -0.729 1.663 H17 AXI 42 AXI H01 H01 H 0 1 N N N 16.099 29.917 41.556 -7.643 -0.385 1.666 H01 AXI 43 AXI H04 H04 H 0 1 N N N 12.556 26.461 41.794 -7.308 1.453 -2.853 H04 AXI 44 AXI H05 H05 H 0 1 N N N 12.002 28.801 42.421 -9.515 1.325 -1.774 H05 AXI 45 AXI H06 H06 H 0 1 N N N 13.779 30.550 42.316 -9.703 0.399 0.524 H06 AXI 46 # # 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 AXI O81 C80 DOUB N N 1 AXI C80 N82 SING N N 2 AXI C80 C23 SING N N 3 AXI N82 C88 SING N N 4 AXI C23 C22 SING Y N 5 AXI C23 C18 DOUB Y N 6 AXI C22 C21 DOUB Y N 7 AXI C21 C20 SING Y N 8 AXI C20 C19 DOUB Y N 9 AXI C18 C19 SING Y N 10 AXI C18 S24 SING N N 11 AXI S24 C07 SING N N 12 AXI C07 C08 SING Y N 13 AXI C07 C12 DOUB Y N 14 AXI C08 C09 DOUB Y N 15 AXI C09 C10 SING Y N 16 AXI C12 C11 SING Y N 17 AXI C11 N15 DOUB Y N 18 AXI C11 C10 SING Y N 19 AXI N15 N14 SING Y N 20 AXI N14 C13 SING Y N 21 AXI C13 C10 DOUB Y N 22 AXI C13 C16 SING N N 23 AXI C16 C17 DOUB N E 24 AXI C17 C02 SING N N 25 AXI C02 N03 DOUB Y N 26 AXI C02 C01 SING Y N 27 AXI N03 C04 SING Y N 28 AXI C04 C05 DOUB Y N 29 AXI C05 C06 SING Y N 30 AXI C06 C01 DOUB Y N 31 AXI N82 H82 SING N N 32 AXI C88 H881 SING N N 33 AXI C88 H882 SING N N 34 AXI C88 H883 SING N N 35 AXI C22 H22 SING N N 36 AXI C21 H21 SING N N 37 AXI C20 H20 SING N N 38 AXI C19 H19 SING N N 39 AXI C08 H08 SING N N 40 AXI C12 H12 SING N N 41 AXI C09 H09 SING N N 42 AXI N14 H14 SING N N 43 AXI C16 H16 SING N N 44 AXI C17 H17 SING N N 45 AXI C01 H01 SING N N 46 AXI C04 H04 SING N N 47 AXI C05 H05 SING N N 48 AXI C06 H06 SING N N 49 # # 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 AXI SMILES ACDLabs 12.01 "O=C(NC)c4ccccc4Sc2ccc3c(\C=C\c1ncccc1)nnc3c2" AXI InChI InChI 1.03 "InChI=1S/C22H18N4OS/c1-23-22(27)18-7-2-3-8-21(18)28-16-10-11-17-19(25-26-20(17)14-16)12-9-15-6-4-5-13-24-15/h2-14H,1H3,(H,23,27)(H,25,26)/b12-9+" AXI InChIKey InChI 1.03 RITAVMQDGBJQJZ-FMIVXFBMSA-N AXI SMILES_CANONICAL CACTVS 3.370 "CNC(=O)c1ccccc1Sc2ccc3c([nH]nc3c2)\C=C\c4ccccn4" AXI SMILES CACTVS 3.370 "CNC(=O)c1ccccc1Sc2ccc3c([nH]nc3c2)C=Cc4ccccn4" AXI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CNC(=O)c1ccccc1Sc2ccc3c(c2)n[nH]c3/C=C/c4ccccn4" AXI SMILES "OpenEye OEToolkits" 1.7.6 "CNC(=O)c1ccccc1Sc2ccc3c(c2)n[nH]c3C=Cc4ccccn4" # # 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 AXI "SYSTEMATIC NAME" ACDLabs 12.01 "N-methyl-2-({3-[(E)-2-pyridin-2-ylethenyl]-2H-indazol-6-yl}sulfanyl)benzamide" AXI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-methyl-2-[[3-[(E)-2-pyridin-2-ylethenyl]-2H-indazol-6-yl]sulfanyl]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 AXI "Create component" 2012-01-24 EBI AXI "Initial release" 2012-09-21 RCSB AXI "Other modification" 2014-04-29 EBI AXI "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AXI _pdbx_chem_comp_synonyms.name "N-METHYL-2-(3-((E)-2-PYRIDIN-2-YL-VINYL)-1H-INDAZOL-6-YLSULFANYL)-BENZAMIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##