data_66L # _chem_comp.id 66L _chem_comp.name "N-[3-fluoro-4-({7-[2-(morpholin-4-yl)ethoxy]-1,6-naphthyridin-4-yl}oxy)phenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H29 F2 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-04 _chem_comp.pdbx_modified_date 2017-01-26 _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 589.589 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 66L _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 5HTI _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 66L CAS C1 C 0 1 N N N 8.490 -28.266 -29.957 -11.227 1.062 -0.253 CAS 66L 1 66L CAP C2 C 0 1 N N N 7.404 -28.713 -28.972 -11.914 -0.079 -1.008 CAP 66L 2 66L OBB O1 O 0 1 N N N 6.624 -29.752 -29.536 -12.037 -1.211 -0.142 OBB 66L 3 66L CAQ C3 C 0 1 N N N 6.220 -29.469 -30.865 -10.787 -1.689 0.362 CAQ 66L 4 66L CAT C4 C 0 1 N N N 7.401 -28.958 -31.696 -10.089 -0.564 1.131 CAT 66L 5 66L NBP N1 N 0 1 N N N 7.990 -27.931 -31.121 -9.924 0.598 0.246 NBP 66L 6 66L CAU C5 C 0 1 N N N 8.946 -27.482 -31.910 -9.206 1.683 0.930 CAU 66L 7 66L CAR C6 C 0 1 N N N 9.600 -26.210 -31.316 -7.735 1.296 1.094 CAR 66L 8 66L OBC O2 O 0 1 N N N 8.566 -25.244 -31.211 -7.110 1.245 -0.190 OBC 66L 9 66L CBK C7 C 0 1 Y N N 9.054 -23.911 -31.169 -5.794 0.914 -0.222 CBK 66L 10 66L CAO C8 C 0 1 Y N N 10.404 -23.613 -31.032 -5.146 0.851 -1.436 CAO 66L 11 66L NAX N2 N 0 1 Y N N 8.134 -22.955 -31.262 -5.161 0.663 0.920 NAX 66L 12 66L CAM C9 C 0 1 Y N N 8.468 -21.654 -31.247 -3.889 0.337 0.965 CAM 66L 13 66L CBO C10 C 0 1 Y N N 9.816 -21.293 -31.106 -3.146 0.242 -0.217 CBO 66L 14 66L CBN C11 C 0 1 Y N N 10.811 -22.264 -30.997 -3.784 0.507 -1.457 CBN 66L 15 66L NAY N3 N 0 1 Y N N 12.095 -21.888 -30.844 -3.094 0.428 -2.596 NAY 66L 16 66L CAE C12 C 0 1 Y N N 12.448 -20.587 -30.791 -1.820 0.106 -2.605 CAE 66L 17 66L CAF C13 C 0 1 Y N N 11.498 -19.572 -30.912 -1.125 -0.169 -1.436 CAF 66L 18 66L CBM C14 C 0 1 Y N N 10.161 -19.949 -31.068 -1.777 -0.105 -0.215 CBM 66L 19 66L OBD O3 O 0 1 N N N 9.082 -19.051 -31.211 -1.122 -0.363 0.942 OBD 66L 20 66L CBL C15 C 0 1 Y N N 9.283 -17.741 -30.719 0.218 -0.586 0.882 CBL 66L 21 66L CBJ C16 C 0 1 Y N N 9.342 -16.665 -31.597 1.100 0.487 0.845 CBJ 66L 22 66L FAD F1 F 0 1 N N N 9.248 -16.898 -32.924 0.627 1.752 0.869 FAD 66L 23 66L CAN C17 C 0 1 Y N N 9.520 -15.363 -31.116 2.462 0.260 0.783 CAN 66L 24 66L CAL C18 C 0 1 Y N N 9.368 -17.544 -29.341 0.704 -1.884 0.863 CAL 66L 25 66L CAK C19 C 0 1 Y N N 9.543 -16.251 -28.855 2.065 -2.112 0.801 CAK 66L 26 66L CBI C20 C 0 1 Y N N 9.615 -15.163 -29.718 2.948 -1.041 0.758 CBI 66L 27 66L NBA N4 N 0 1 N N N 9.811 -13.876 -29.107 4.328 -1.273 0.695 NBA 66L 28 66L CBF C21 C 0 1 N N N 9.681 -12.596 -29.719 4.812 -2.248 -0.099 CBF 66L 29 66L OAB O4 O 0 1 N N N 9.362 -12.477 -30.904 4.060 -2.880 -0.811 OAB 66L 30 66L CBQ C22 C 0 1 N N N 9.929 -11.292 -28.944 6.288 -2.553 -0.104 CBQ 66L 31 66L CAV C23 C 0 1 N N N 8.990 -10.311 -29.358 6.731 -3.889 -0.704 CAV 66L 32 66L CAW C24 C 0 1 N N N 10.513 -10.320 -29.796 6.780 -3.677 0.811 CAW 66L 33 66L CBE C25 C 0 1 N N N 10.275 -11.715 -27.523 7.196 -1.367 -0.299 CBE 66L 34 66L OAA O5 O 0 1 N N N 10.339 -12.843 -27.048 7.985 -1.353 -1.220 OAA 66L 35 66L NAZ N5 N 0 1 N N N 10.558 -10.587 -26.709 7.131 -0.322 0.549 NAZ 66L 36 66L CBH C26 C 0 1 Y N N 10.874 -10.743 -25.325 7.919 0.814 0.322 CBH 66L 37 66L CAI C27 C 0 1 Y N N 11.922 -11.564 -24.910 8.542 1.452 1.387 CAI 66L 38 66L CAG C28 C 0 1 Y N N 12.159 -11.678 -23.527 9.319 2.571 1.161 CAG 66L 39 66L CBG C29 C 0 1 Y N N 11.343 -10.989 -22.648 9.476 3.057 -0.126 CBG 66L 40 66L FAC F2 F 0 1 N N N 11.566 -11.102 -21.326 10.237 4.152 -0.345 FAC 66L 41 66L CAH C30 C 0 1 Y N N 10.300 -10.188 -23.077 8.856 2.423 -1.189 CAH 66L 42 66L CAJ C31 C 0 1 Y N N 10.061 -10.060 -24.438 8.083 1.300 -0.968 CAJ 66L 43 66L H1 H1 H 0 1 N N N 9.201 -29.093 -30.101 -11.079 1.907 -0.926 H1 66L 44 66L H2 H2 H 0 1 N N N 9.017 -27.398 -29.534 -11.850 1.370 0.586 H2 66L 45 66L H3 H3 H 0 1 N N N 7.879 -29.077 -28.049 -12.904 0.242 -1.331 H3 66L 46 66L H4 H4 H 0 1 N N N 6.753 -27.858 -28.737 -11.317 -0.350 -1.879 H4 66L 47 66L H5 H5 H 0 1 N N N 5.433 -28.701 -30.847 -10.963 -2.532 1.031 H5 66L 48 66L H6 H6 H 0 1 N N N 5.826 -30.387 -31.325 -10.158 -2.008 -0.468 H6 66L 49 66L H7 H7 H 0 1 N N N 7.034 -28.650 -32.686 -10.694 -0.282 1.993 H7 66L 50 66L H8 H8 H 0 1 N N N 8.134 -29.770 -31.812 -9.111 -0.906 1.469 H8 66L 51 66L H10 H10 H 0 1 N N N 8.517 -27.241 -32.894 -9.278 2.595 0.338 H10 66L 52 66L H11 H11 H 0 1 N N N 9.714 -28.261 -32.025 -9.649 1.850 1.911 H11 66L 53 66L H12 H12 H 0 1 N N N 10.022 -26.426 -30.323 -7.231 2.037 1.714 H12 66L 54 66L H13 H13 H 0 1 N N N 10.396 -25.845 -31.981 -7.667 0.318 1.570 H13 66L 55 66L H14 H14 H 0 1 N N N 11.133 -24.406 -30.953 -5.675 1.062 -2.354 H14 66L 56 66L H15 H15 H 0 1 N N N 7.707 -20.894 -31.342 -3.416 0.143 1.917 H15 66L 57 66L H16 H16 H 0 1 N N N 13.487 -20.326 -30.652 -1.299 0.053 -3.550 H16 66L 58 66L H17 H17 H 0 1 N N N 11.786 -18.531 -30.886 -0.078 -0.431 -1.477 H17 66L 59 66L H18 H18 H 0 1 N N N 9.584 -14.528 -31.798 3.149 1.093 0.754 H18 66L 60 66L H19 H19 H 0 1 N N N 9.299 -18.381 -28.662 0.018 -2.718 0.896 H19 66L 61 66L H20 H20 H 0 1 N N N 9.624 -16.090 -27.790 2.443 -3.124 0.787 H20 66L 62 66L H21 H21 H 0 1 N N N 10.068 -13.880 -28.141 4.935 -0.731 1.223 H21 66L 63 66L H22 H22 H 0 1 N N N 8.615 -9.559 -28.648 5.955 -4.547 -1.096 H22 66L 64 66L H23 H23 H 0 1 N N N 8.198 -10.562 -30.079 7.680 -3.910 -1.240 H23 66L 65 66L H24 H24 H 0 1 N N N 10.798 -10.577 -30.827 7.760 -3.558 1.271 H24 66L 66 66L H25 H25 H 0 1 N N N 11.216 -9.574 -29.396 6.036 -4.195 1.416 H25 66L 67 66L H26 H26 H 0 1 N N N 10.536 -9.671 -27.110 6.540 -0.356 1.316 H26 66L 68 66L H27 H27 H 0 1 N N N 12.532 -12.095 -25.626 8.419 1.073 2.390 H27 66L 69 66L H28 H28 H 0 1 N N N 12.966 -12.294 -23.158 9.803 3.068 1.988 H28 66L 70 66L H29 H29 H 0 1 N N N 9.679 -9.669 -22.362 8.980 2.804 -2.192 H29 66L 71 66L H30 H30 H 0 1 N N N 9.255 -9.438 -24.798 7.602 0.803 -1.798 H30 66L 72 # 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 66L FAD CBJ SING N N 1 66L CAU CAR SING N N 2 66L CAU NBP SING N N 3 66L CAT NBP SING N N 4 66L CAT CAQ SING N N 5 66L CBJ CAN DOUB Y N 6 66L CBJ CBL SING Y N 7 66L CAR OBC SING N N 8 66L NAX CAM DOUB Y N 9 66L NAX CBK SING Y N 10 66L CAM CBO SING Y N 11 66L OBC CBK SING N N 12 66L OBD CBM SING N N 13 66L OBD CBL SING N N 14 66L CBK CAO DOUB Y N 15 66L NBP CAS SING N N 16 66L CAN CBI SING Y N 17 66L CBO CBM DOUB Y N 18 66L CBO CBN SING Y N 19 66L CBM CAF SING Y N 20 66L CAO CBN SING Y N 21 66L CBN NAY DOUB Y N 22 66L CAF CAE DOUB Y N 23 66L OAB CBF DOUB N N 24 66L CAQ OBB SING N N 25 66L NAY CAE SING Y N 26 66L CBL CAL DOUB Y N 27 66L CAS CAP SING N N 28 66L CAW CAV SING N N 29 66L CAW CBQ SING N N 30 66L CBF NBA SING N N 31 66L CBF CBQ SING N N 32 66L CBI NBA SING N N 33 66L CBI CAK DOUB Y N 34 66L OBB CAP SING N N 35 66L CAV CBQ SING N N 36 66L CAL CAK SING Y N 37 66L CBQ CBE SING N N 38 66L CBE OAA DOUB N N 39 66L CBE NAZ SING N N 40 66L NAZ CBH SING N N 41 66L CBH CAI DOUB Y N 42 66L CBH CAJ SING Y N 43 66L CAI CAG SING Y N 44 66L CAJ CAH DOUB Y N 45 66L CAG CBG DOUB Y N 46 66L CAH CBG SING Y N 47 66L CBG FAC SING N N 48 66L CAS H1 SING N N 49 66L CAS H2 SING N N 50 66L CAP H3 SING N N 51 66L CAP H4 SING N N 52 66L CAQ H5 SING N N 53 66L CAQ H6 SING N N 54 66L CAT H7 SING N N 55 66L CAT H8 SING N N 56 66L CAU H10 SING N N 57 66L CAU H11 SING N N 58 66L CAR H12 SING N N 59 66L CAR H13 SING N N 60 66L CAO H14 SING N N 61 66L CAM H15 SING N N 62 66L CAE H16 SING N N 63 66L CAF H17 SING N N 64 66L CAN H18 SING N N 65 66L CAL H19 SING N N 66 66L CAK H20 SING N N 67 66L NBA H21 SING N N 68 66L CAV H22 SING N N 69 66L CAV H23 SING N N 70 66L CAW H24 SING N N 71 66L CAW H25 SING N N 72 66L NAZ H26 SING N N 73 66L CAI H27 SING N N 74 66L CAG H28 SING N N 75 66L CAH H29 SING N N 76 66L CAJ H30 SING N N 77 # 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 66L SMILES ACDLabs 12.01 "C1COCCN1CCOc2cc3c(cn2)c(ccn3)Oc4ccc(cc4F)NC(C6(C(=O)Nc5ccc(F)cc5)CC6)=O" 66L InChI InChI 1.03 "InChI=1S/C31H29F2N5O5/c32-20-1-3-21(4-2-20)36-29(39)31(8-9-31)30(40)37-22-5-6-27(24(33)17-22)43-26-7-10-34-25-18-28(35-19-23(25)26)42-16-13-38-11-14-41-15-12-38/h1-7,10,17-19H,8-9,11-16H2,(H,36,39)(H,37,40)" 66L InChIKey InChI 1.03 GGMOWJSRHCAARI-UHFFFAOYSA-N 66L SMILES_CANONICAL CACTVS 3.385 "Fc1ccc(NC(=O)C2(CC2)C(=O)Nc3ccc(Oc4ccnc5cc(OCCN6CCOCC6)ncc45)c(F)c3)cc1" 66L SMILES CACTVS 3.385 "Fc1ccc(NC(=O)C2(CC2)C(=O)Nc3ccc(Oc4ccnc5cc(OCCN6CCOCC6)ncc45)c(F)c3)cc1" 66L SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1NC(=O)C2(CC2)C(=O)Nc3ccc(c(c3)F)Oc4ccnc5c4cnc(c5)OCCN6CCOCC6)F" 66L SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1NC(=O)C2(CC2)C(=O)Nc3ccc(c(c3)F)Oc4ccnc5c4cnc(c5)OCCN6CCOCC6)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 66L "SYSTEMATIC NAME" ACDLabs 12.01 "N-[3-fluoro-4-({7-[2-(morpholin-4-yl)ethoxy]-1,6-naphthyridin-4-yl}oxy)phenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide" 66L "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}1'-[3-fluoranyl-4-[[7-(2-morpholin-4-ylethoxy)-1,6-naphthyridin-4-yl]oxy]phenyl]-~{N}1-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 66L "Create component" 2016-02-04 RCSB 66L "Initial release" 2017-02-01 RCSB #