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 2024-07-30 _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.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 N N N 24.831 23.470 35.794 5.544 -1.258 -0.972 O81 AXI 1 AXI C80 C80 C 0 1 N N N N N N 25.499 22.806 36.610 5.974 -0.233 -0.477 C80 AXI 2 AXI N82 N82 N 0 1 N N N N N N 26.415 21.916 36.184 7.302 -0.010 -0.438 N82 AXI 3 AXI C88 C88 C 0 1 N N N N N N 26.782 21.727 34.783 8.228 -1.002 -0.989 C88 AXI 4 AXI C23 C23 C 0 1 Y N N N N N 25.292 23.032 38.066 5.041 0.767 0.072 C23 AXI 5 AXI C22 C22 C 0 1 Y N N N N N 26.456 22.997 38.889 5.530 1.946 0.641 C22 AXI 6 AXI C21 C21 C 0 1 Y N N N N N 26.409 23.200 40.291 4.654 2.877 1.153 C21 AXI 7 AXI C20 C20 C 0 1 Y N N N N N 25.156 23.462 40.885 3.287 2.652 1.108 C20 AXI 8 AXI C18 C18 C 0 1 Y N N N N N 24.018 23.298 38.674 3.656 0.545 0.023 C18 AXI 9 AXI C19 C19 C 0 1 Y N N N N N 23.982 23.492 40.094 2.788 1.494 0.550 C19 AXI 10 AXI S24 S24 S 0 1 N N N N N N 22.510 23.347 37.788 3.021 -0.933 -0.698 S24 AXI 11 AXI C07 C07 C 0 1 Y N N N N N 21.489 24.548 38.526 1.293 -0.823 -0.370 C07 AXI 12 AXI C08 C08 C 0 1 Y N N N N N 20.123 24.259 38.796 0.437 -0.290 -1.336 C08 AXI 13 AXI C09 C09 C 0 1 Y N N N N N 19.257 25.239 39.392 -0.903 -0.198 -1.098 C09 AXI 14 AXI C12 C12 C 0 1 Y N N N N N 22.020 25.832 38.865 0.794 -1.271 0.840 C12 AXI 15 AXI C11 C11 C 0 1 Y N N N N N 21.178 26.775 39.450 -0.572 -1.184 1.096 C11 AXI 16 AXI N15 N15 N 0 1 Y N N N N N 21.430 28.076 39.855 -1.356 -1.530 2.167 N15 AXI 17 AXI N14 N14 N 0 1 Y N N N N N 20.339 28.597 40.306 -2.690 -1.216 1.886 N14 AXI 18 AXI C13 C13 C 0 1 Y N N N N N 19.371 27.755 40.274 -2.781 -0.687 0.686 C13 AXI 19 AXI C10 C10 C 0 1 Y N N N N N 19.844 26.504 39.711 -1.426 -0.640 0.119 C10 AXI 20 AXI C16 C16 C 0 1 N N N N N N 18.018 28.134 40.713 -4.015 -0.227 0.030 C16 AXI 21 AXI C17 C17 C 0 1 N N N N N N 16.885 27.325 40.808 -5.194 -0.329 0.668 C17 AXI 22 AXI C02 C02 C 0 1 Y N N N N N 15.547 27.825 41.273 -6.429 0.131 0.011 C02 AXI 23 AXI N03 N03 N 0 1 Y N N N N N 14.576 26.890 41.337 -6.372 0.648 -1.213 N03 AXI 24 AXI C04 C04 C 0 1 Y N N N N N 13.319 27.223 41.745 -7.454 1.071 -1.834 C04 AXI 25 AXI C05 C05 C 0 1 Y N N N N N 13.002 28.545 42.103 -8.696 0.993 -1.231 C05 AXI 26 AXI C06 C06 C 0 1 Y N N N N N 14.004 29.530 42.041 -8.802 0.460 0.048 C06 AXI 27 AXI C01 C01 C 0 1 Y N N N N N 15.312 29.179 41.616 -7.653 0.017 0.676 C01 AXI 28 AXI H82 H82 H 0 1 N N N N N N 26.872 21.349 36.869 7.645 0.807 -0.043 H82 AXI 29 AXI H881 H881 H 0 0 N N N N N N 27.550 20.943 34.707 8.104 -1.948 -0.462 H881 AXI 30 AXI H882 H882 H 0 0 N N N N N N 25.893 21.427 34.209 8.017 -1.146 -2.049 H882 AXI 31 AXI H883 H883 H 0 0 N N N N N N 27.179 22.669 34.378 9.253 -0.650 -0.868 H883 AXI 32 AXI H22 H22 H 0 1 N N N N N N 27.413 22.808 38.425 6.595 2.127 0.679 H22 AXI 33 AXI H21 H21 H 0 1 N N N N N N 27.308 23.155 40.888 5.034 3.788 1.593 H21 AXI 34 AXI H20 H20 H 0 1 N N N N N N 25.092 23.641 41.948 2.608 3.389 1.512 H20 AXI 35 AXI H19 H19 H 0 1 N N N N N N 23.031 23.666 40.575 1.721 1.326 0.520 H19 AXI 36 AXI H08 H08 H 0 1 N N N N N N 19.729 23.284 38.548 0.839 0.052 -2.278 H08 AXI 37 AXI H12 H12 H 0 1 N N N N N N 23.056 26.066 38.671 1.459 -1.686 1.582 H12 AXI 38 AXI H09 H09 H 0 1 N N N N N N 18.216 25.031 39.589 -1.558 0.216 -1.850 H09 AXI 39 AXI H16 H16 H 0 1 N N N N N N 17.886 29.168 40.997 -3.973 0.193 -0.964 H16 AXI 40 AXI H17 H17 H 0 1 N N N N N N 16.975 26.285 40.533 -5.235 -0.750 1.661 H17 AXI 41 AXI H01 H01 H 0 1 N N N N N N 16.099 29.917 41.556 -7.700 -0.406 1.668 H01 AXI 42 AXI H04 H04 H 0 1 N N N N N N 12.556 26.461 41.794 -7.370 1.485 -2.828 H04 AXI 43 AXI H05 H05 H 0 1 N N N N N N 12.002 28.801 42.421 -9.576 1.344 -1.749 H05 AXI 44 AXI H06 H06 H 0 1 N N N N N N 13.779 30.550 42.316 -9.761 0.390 0.538 H06 AXI 45 AXI H1 H1 H 0 1 N N N N N N 22.316 28.537 39.806 -1.036 -1.930 2.991 H1 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 SING Y N 18 AXI C11 C10 DOUB Y N 19 AXI N15 N14 SING Y N 20 AXI N14 C13 DOUB Y N 21 AXI C13 C10 SING 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 C16 H16 SING N N 43 AXI C17 H17 SING N N 44 AXI C01 H01 SING N N 45 AXI C04 H04 SING N N 46 AXI C05 H05 SING N N 47 AXI C06 H06 SING N N 48 AXI N15 H1 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 1.06 "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 1.06 RITAVMQDGBJQJZ-FMIVXFBMSA-N AXI SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1ccccc1Sc2ccc3c([nH]nc3\C=C\c4ccccn4)c2" AXI SMILES CACTVS 3.385 "CNC(=O)c1ccccc1Sc2ccc3c([nH]nc3C=Cc4ccccn4)c2" AXI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CNC(=O)c1ccccc1Sc2ccc3c(c2)[nH]nc3/C=C/c4ccccn4" AXI SMILES "OpenEye OEToolkits" 2.0.7 "CNC(=O)c1ccccc1Sc2ccc3c(c2)[nH]nc3C=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" 2.0.7 "~{N}-methyl-2-[[3-[(~{E})-2-pyridin-2-ylethenyl]-1~{H}-indazol-6-yl]sulfanyl]benzamide" # _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 ? # 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 AXI "Other modification" 2024-07-30 PDBE #