data_LEV # _chem_comp.id LEV _chem_comp.name "4-{3-chloro-4-[(cyclopropylcarbamoyl)amino]phenoxy}-7-methoxyquinoline-6-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C21 H19 Cl N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms lenvatinib _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-26 _chem_comp.pdbx_modified_date 2020-06-17 _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 426.853 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LEV _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 3WZD _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 LEV C1 C1 C 0 1 N N N 0.769 -10.041 23.209 7.646 1.724 0.850 C1 LEV 1 LEV O2 O2 O 0 1 N N N 0.271 -8.845 22.580 7.040 0.452 0.615 O2 LEV 2 LEV C3 C3 C 0 1 Y N N 0.489 -8.678 21.244 5.695 0.435 0.437 C3 LEV 3 LEV C4 C4 C 0 1 Y N N 1.323 -9.503 20.504 4.992 1.603 0.488 C4 LEV 4 LEV C5 C5 C 0 1 Y N N 1.505 -9.299 19.133 3.600 1.596 0.305 C5 LEV 5 LEV N6 N6 N 0 1 Y N N 2.328 -10.104 18.427 2.899 2.734 0.353 N6 LEV 6 LEV C7 C7 C 0 1 Y N N 2.518 -9.871 17.151 1.597 2.751 0.185 C7 LEV 7 LEV C8 C8 C 0 1 Y N N 1.867 -8.881 16.430 0.873 1.590 -0.052 C8 LEV 8 LEV C9 C9 C 0 1 Y N N 1.015 -8.024 17.074 1.530 0.373 -0.115 C9 LEV 9 LEV C10 C10 C 0 1 Y N N 0.813 -8.232 18.473 2.934 0.367 0.067 C10 LEV 10 LEV C11 C11 C 0 1 Y N N -0.013 -7.391 19.228 3.664 -0.825 0.015 C11 LEV 11 LEV C12 C12 C 0 1 Y N N -0.186 -7.597 20.601 5.039 -0.791 0.195 C12 LEV 12 LEV C13 C13 C 0 1 N N N -1.008 -6.611 21.351 5.817 -2.043 0.142 C13 LEV 13 LEV O14 O14 O 0 1 N N N -1.246 -5.520 20.827 7.023 -2.016 0.299 O14 LEV 14 LEV N15 N15 N 0 1 N N N -1.375 -6.778 22.640 5.193 -3.216 -0.081 N15 LEV 15 LEV O16 O16 O 0 1 N N N 0.307 -7.039 16.470 0.851 -0.776 -0.345 O16 LEV 16 LEV C17 C17 C 0 1 Y N N 0.551 -6.683 15.175 -0.506 -0.714 -0.411 C17 LEV 17 LEV C18 C18 C 0 1 Y N N 0.059 -7.423 14.103 -1.121 -0.196 -1.541 C18 LEV 18 LEV C19 C19 C 0 1 Y N N 0.296 -6.979 12.812 -2.500 -0.132 -1.609 C19 LEV 19 LEV C20 C20 C 0 1 Y N N 1.026 -5.840 12.565 -3.269 -0.586 -0.545 C20 LEV 20 LEV C21 C21 C 0 1 Y N N 1.440 -5.065 13.659 -2.652 -1.104 0.586 C21 LEV 21 LEV C22 C22 C 0 1 Y N N 1.221 -5.506 14.943 -1.274 -1.172 0.650 C22 LEV 22 LEV N23 N23 N 0 1 N N N 1.204 -5.367 11.256 -4.668 -0.521 -0.612 N23 LEV 23 LEV C24 C24 C 0 1 N N N 2.267 -4.634 10.811 -5.385 -0.273 0.502 C24 LEV 24 LEV O25 O25 O 0 1 N N N 3.256 -4.440 11.505 -4.826 -0.183 1.578 O25 LEV 25 LEV N26 N26 N 0 1 N N N 2.134 -4.154 9.557 -6.723 -0.125 0.423 N26 LEV 26 LEV C27 C27 C 0 1 N N N 3.078 -3.250 8.920 -7.503 0.144 1.633 C27 LEV 27 LEV C28 C28 C 0 1 N N N 4.392 -3.792 8.441 -8.844 0.861 1.464 C28 LEV 28 LEV C29 C29 C 0 1 N N N 3.307 -3.425 7.431 -8.811 -0.628 1.817 C29 LEV 29 LEV CL CL CL 0 0 N N N -0.295 -7.913 11.462 -3.271 0.516 -3.023 CL LEV 30 LEV H1 H1 H 0 1 N N N 0.515 -10.026 24.279 7.455 2.381 0.002 H1 LEV 31 LEV H2 H2 H 0 1 N N N 0.311 -10.922 22.735 7.225 2.166 1.753 H2 LEV 32 LEV H3 H3 H 0 1 N N N 1.862 -10.089 23.093 8.722 1.596 0.976 H3 LEV 33 LEV H4 H4 H 0 1 N N N 1.839 -10.315 20.994 5.508 2.534 0.670 H4 LEV 34 LEV H5 H5 H 0 1 N N N 3.229 -10.492 16.626 1.074 3.695 0.233 H5 LEV 35 LEV H6 H6 H 0 1 N N N 2.031 -8.787 15.367 -0.198 1.636 -0.185 H6 LEV 36 LEV H7 H7 H 0 1 N N N -0.524 -6.572 18.744 3.161 -1.763 -0.165 H7 LEV 37 LEV H8 H8 H 0 1 N N N -1.822 -6.032 23.133 4.231 -3.237 -0.207 H8 LEV 38 LEV H9 H9 H 0 1 N N N -1.200 -7.648 23.101 5.705 -4.039 -0.116 H9 LEV 39 LEV H10 H10 H 0 1 N N N -0.500 -8.331 14.275 -0.523 0.157 -2.368 H10 LEV 40 LEV H11 H11 H 0 1 N N N 1.933 -4.118 13.492 -3.249 -1.457 1.414 H11 LEV 41 LEV H12 H12 H 0 1 N N N 1.579 -4.921 15.777 -0.794 -1.575 1.529 H12 LEV 42 LEV H13 H13 H 0 1 N N N 0.490 -5.586 10.591 -5.119 -0.655 -1.460 H13 LEV 43 LEV H14 H14 H 0 1 N N N 1.333 -4.439 9.031 -7.169 -0.197 -0.436 H14 LEV 44 LEV H15 H15 H 0 1 N N N 3.091 -2.212 9.283 -6.921 0.369 2.527 H15 LEV 45 LEV H16 H16 H 0 1 N N N 4.647 -4.848 8.614 -9.144 1.557 2.247 H16 LEV 46 LEV H17 H17 H 0 1 N N N 5.301 -3.178 8.519 -9.146 1.133 0.453 H17 LEV 47 LEV H18 H18 H 0 1 N N N 3.430 -2.544 6.784 -9.091 -1.337 1.038 H18 LEV 48 LEV H19 H19 H 0 1 N N N 2.776 -4.215 6.879 -9.089 -0.911 2.832 H19 LEV 49 # # 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 LEV C29 C28 SING N N 1 LEV C29 C27 SING N N 2 LEV C28 C27 SING N N 3 LEV C27 N26 SING N N 4 LEV N26 C24 SING N N 5 LEV C24 N23 SING N N 6 LEV C24 O25 DOUB N N 7 LEV N23 C20 SING N N 8 LEV CL C19 SING N N 9 LEV C20 C19 DOUB Y N 10 LEV C20 C21 SING Y N 11 LEV C19 C18 SING Y N 12 LEV C21 C22 DOUB Y N 13 LEV C18 C17 DOUB Y N 14 LEV C22 C17 SING Y N 15 LEV C17 O16 SING N N 16 LEV C8 C9 DOUB Y N 17 LEV C8 C7 SING Y N 18 LEV O16 C9 SING N N 19 LEV C9 C10 SING Y N 20 LEV C7 N6 DOUB Y N 21 LEV N6 C5 SING Y N 22 LEV C10 C5 DOUB Y N 23 LEV C10 C11 SING Y N 24 LEV C5 C4 SING Y N 25 LEV C11 C12 DOUB Y N 26 LEV C4 C3 DOUB Y N 27 LEV C12 C3 SING Y N 28 LEV C12 C13 SING N N 29 LEV O14 C13 DOUB N N 30 LEV C3 O2 SING N N 31 LEV C13 N15 SING N N 32 LEV O2 C1 SING N N 33 LEV C1 H1 SING N N 34 LEV C1 H2 SING N N 35 LEV C1 H3 SING N N 36 LEV C4 H4 SING N N 37 LEV C7 H5 SING N N 38 LEV C8 H6 SING N N 39 LEV C11 H7 SING N N 40 LEV N15 H8 SING N N 41 LEV N15 H9 SING N N 42 LEV C18 H10 SING N N 43 LEV C21 H11 SING N N 44 LEV C22 H12 SING N N 45 LEV N23 H13 SING N N 46 LEV N26 H14 SING N N 47 LEV C27 H15 SING N N 48 LEV C28 H16 SING N N 49 LEV C28 H17 SING N N 50 LEV C29 H18 SING N N 51 LEV C29 H19 SING N N 52 # # 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 LEV SMILES ACDLabs 12.01 "COc2cc1nccc(c1cc2C(N)=O)Oc3cc(c(cc3)NC(=O)NC4CC4)Cl" LEV InChI InChI 1.03 "InChI=1S/C21H19ClN4O4/c1-29-19-10-17-13(9-14(19)20(23)27)18(6-7-24-17)30-12-4-5-16(15(22)8-12)26-21(28)25-11-2-3-11/h4-11H,2-3H2,1H3,(H2,23,27)(H2,25,26,28)" LEV InChIKey InChI 1.03 WOSKHXYHFSIKNG-UHFFFAOYSA-N LEV SMILES_CANONICAL CACTVS 3.385 "COc1cc2nccc(Oc3ccc(NC(=O)NC4CC4)c(Cl)c3)c2cc1C(N)=O" LEV SMILES CACTVS 3.385 "COc1cc2nccc(Oc3ccc(NC(=O)NC4CC4)c(Cl)c3)c2cc1C(N)=O" LEV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc2c(cc1C(=O)N)c(ccn2)Oc3ccc(c(c3)Cl)NC(=O)NC4CC4" LEV SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc2c(cc1C(=O)N)c(ccn2)Oc3ccc(c(c3)Cl)NC(=O)NC4CC4" # # 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 LEV "SYSTEMATIC NAME" ACDLabs 12.01 "4-{3-chloro-4-[(cyclopropylcarbamoyl)amino]phenoxy}-7-methoxyquinoline-6-carboxamide" LEV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[3-chloranyl-4-(cyclopropylcarbamoylamino)phenoxy]-7-methoxy-quinoline-6-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LEV "Create component" 2014-09-26 PDBJ LEV "Modify synonyms" 2015-05-18 PDBJ LEV "Initial release" 2015-05-27 RCSB LEV "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LEV _pdbx_chem_comp_synonyms.name lenvatinib _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##