data_5FO # _chem_comp.id 5FO _chem_comp.name "6-ethyl-5-fluoro-2-{5-[(4-methylpiperazin-1-yl)sulfonyl]-2-propoxyphenyl}pyrimidin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 F N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-06 _chem_comp.pdbx_modified_date 2011-08-19 _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 438.516 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5FO _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 3SHY _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 5FO CAA CAA C 0 1 N N N -49.506 19.057 42.213 3.613 5.449 -0.566 CAA 5FO 1 5FO CAB CAB C 0 1 N N N -45.074 13.796 37.184 5.399 -0.142 -2.023 CAB 5FO 2 5FO CAC CAC C 0 1 N N N -45.396 10.564 41.879 -4.366 -0.475 -3.967 CAC 5FO 3 5FO OAD OAD O 0 1 N N N -46.167 18.947 38.675 2.543 -4.068 0.515 OAD 5FO 4 5FO OAE OAE O 0 1 N N N -42.874 13.966 45.972 -2.985 -1.365 2.231 OAE 5FO 5 5FO OAF OAF O 0 1 N N N -41.807 14.136 43.793 -3.937 0.946 2.270 OAF 5FO 6 5FO FAG FAG F 0 1 N N N -45.016 17.241 36.823 4.995 -3.111 -0.182 FAG 5FO 7 5FO CAH CAH C 0 1 Y N N -45.468 14.991 44.768 -1.504 1.917 1.015 CAH 5FO 8 5FO CAI CAI C 0 1 Y N N -46.483 15.806 44.277 -0.277 2.443 0.663 CAI 5FO 9 5FO CAJ CAJ C 0 1 Y N N -44.405 15.074 42.632 -0.595 -0.300 0.978 CAJ 5FO 10 5FO CAK CAK C 0 1 N N N -49.823 17.563 42.315 3.524 3.929 -0.414 CAK 5FO 11 5FO CAL CAL C 0 1 N N N -43.965 14.677 37.776 5.352 -0.345 -0.508 CAL 5FO 12 5FO CAM CAM C 0 1 N N N -48.748 16.815 43.114 2.098 3.537 -0.024 CAM 5FO 13 5FO CAN CAN C 0 1 N N N -43.146 10.255 42.539 -3.593 -1.504 -1.916 CAN 5FO 14 5FO CAO CAO C 0 1 N N N -44.813 10.114 44.247 -4.516 0.738 -1.878 CAO 5FO 15 5FO CAP CAP C 0 1 N N N -42.967 11.755 42.810 -3.948 -1.729 -0.442 CAP 5FO 16 5FO CAQ CAQ C 0 1 N N N -44.658 11.615 44.526 -4.909 0.605 -0.402 CAQ 5FO 17 5FO NAR NAR N 0 1 N N N -44.731 15.454 39.953 2.968 -0.180 0.076 NAR 5FO 18 5FO NAS NAS N 0 1 N N N -45.843 17.469 40.354 1.630 -2.030 0.569 NAS 5FO 19 5FO OAT OAT O 0 1 N N N -47.459 17.037 42.465 2.015 2.118 0.118 OAT 5FO 20 5FO CAU CAU C 0 1 Y N N -44.389 14.681 43.951 -1.662 0.550 1.172 CAU 5FO 21 5FO CAV CAV C 0 1 Y N N -46.452 16.264 42.961 0.808 1.602 0.464 CAV 5FO 22 5FO CAW CAW C 0 1 N N N -44.625 15.745 38.646 4.030 -0.959 -0.124 CAW 5FO 23 5FO CAX CAX C 0 1 N N N -45.123 16.953 38.149 3.923 -2.312 0.019 CAX 5FO 24 5FO CAY CAY C 0 1 Y N N -45.353 15.958 42.164 0.653 0.219 0.621 CAY 5FO 25 5FO CAZ CAZ C 0 1 N N N -45.237 16.323 40.830 1.799 -0.685 0.412 CAZ 5FO 26 5FO CBA CBA C 0 1 N N N -45.714 17.853 39.031 2.675 -2.863 0.379 CBA 5FO 27 5FO NBB NBB N 0 1 N N N -44.518 9.836 42.820 -4.568 -0.584 -2.516 NBB 5FO 28 5FO NBC NBC N 0 1 N N N -43.273 12.051 44.225 -4.055 -0.419 0.218 NBC 5FO 29 5FO SBD SBD S 0 1 N N N -43.053 13.686 44.502 -3.235 -0.105 1.622 SBD 5FO 30 5FO HAA HAA H 0 1 N N N -50.295 19.561 41.635 2.921 5.777 -1.342 HAA 5FO 31 5FO HAAA HAAA H 0 0 N N N -49.457 19.491 43.223 3.351 5.924 0.379 HAAA 5FO 32 5FO HAAB HAAB H 0 0 N N N -48.538 19.193 41.708 4.629 5.727 -0.844 HAAB 5FO 33 5FO HAB HAB H 0 1 N N N -44.625 13.016 36.551 5.286 -1.105 -2.523 HAB 5FO 34 5FO HABA HABA H 0 0 N N N -45.642 13.324 37.999 4.588 0.521 -2.326 HABA 5FO 35 5FO HABB HABB H 0 0 N N N -45.750 14.416 36.577 6.354 0.302 -2.301 HABB 5FO 36 5FO HAC HAC H 0 1 N N N -46.443 10.277 42.057 -4.485 -1.458 -4.425 HAC 5FO 37 5FO HACA HACA H 0 0 N N N -45.282 11.647 42.034 -5.101 0.212 -4.386 HACA 5FO 38 5FO HACB HACB H 0 0 N N N -45.117 10.310 40.846 -3.363 -0.101 -4.168 HACB 5FO 39 5FO HAH HAH H 0 1 N N N -45.519 14.603 45.775 -2.345 2.576 1.174 HAH 5FO 40 5FO HAI HAI H 0 1 N N N -47.303 16.086 44.922 -0.162 3.510 0.542 HAI 5FO 41 5FO HAJ HAJ H 0 1 N N N -43.662 14.683 41.952 -0.722 -1.365 1.102 HAJ 5FO 42 5FO HAK HAK H 0 1 N N N -50.792 17.440 42.821 3.786 3.453 -1.359 HAK 5FO 43 5FO HAKA HAKA H 0 0 N N N -49.870 17.140 41.301 4.216 3.600 0.362 HAKA 5FO 44 5FO HAL HAL H 0 1 N N N -43.284 14.065 38.385 6.162 -1.008 -0.205 HAL 5FO 45 5FO HALA HALA H 0 0 N N N -43.391 15.153 36.967 5.464 0.617 -0.009 HALA 5FO 46 5FO HAM HAM H 0 1 N N N -48.717 17.194 44.146 1.836 4.013 0.921 HAM 5FO 47 5FO HAMA HAMA H 0 0 N N N -48.977 15.739 43.133 1.406 3.866 -0.800 HAMA 5FO 48 5FO HAN HAN H 0 1 N N N -42.919 10.052 41.482 -2.594 -1.073 -1.988 HAN 5FO 49 5FO HANA HANA H 0 0 N N N -42.459 9.689 43.186 -3.618 -2.456 -2.446 HANA 5FO 50 5FO HAO HAO H 0 1 N N N -44.112 9.551 44.881 -5.210 1.412 -2.379 HAO 5FO 51 5FO HAOA HAOA H 0 0 N N N -45.844 9.805 44.473 -3.505 1.138 -1.950 HAOA 5FO 52 5FO HAP HAP H 0 1 N N N -41.927 12.042 42.595 -4.901 -2.254 -0.371 HAP 5FO 53 5FO HAPA HAPA H 0 0 N N N -43.649 12.326 42.163 -3.166 -2.318 0.037 HAPA 5FO 54 5FO HAQ HAQ H 0 1 N N N -45.360 12.176 43.892 -4.762 1.560 0.103 HAQ 5FO 55 5FO HAQA HAQA H 0 0 N N N -44.877 11.811 45.586 -5.954 0.305 -0.327 HAQA 5FO 56 5FO HNAS HNAS H 0 0 N N N -46.385 18.032 40.977 0.763 -2.386 0.817 HNAS 5FO 57 # 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 5FO CAA CAK SING N N 1 5FO CAB CAL SING N N 2 5FO CAC NBB SING N N 3 5FO OAD CBA DOUB N N 4 5FO OAE SBD DOUB N N 5 5FO OAF SBD DOUB N N 6 5FO FAG CAX SING N N 7 5FO CAH CAI DOUB Y N 8 5FO CAH CAU SING Y N 9 5FO CAI CAV SING Y N 10 5FO CAJ CAU DOUB Y N 11 5FO CAJ CAY SING Y N 12 5FO CAK CAM SING N N 13 5FO CAL CAW SING N N 14 5FO CAM OAT SING N N 15 5FO CAN CAP SING N N 16 5FO CAN NBB SING N N 17 5FO CAO CAQ SING N N 18 5FO CAO NBB SING N N 19 5FO CAP NBC SING N N 20 5FO CAQ NBC SING N N 21 5FO NAR CAW SING N N 22 5FO NAR CAZ DOUB N N 23 5FO NAS CAZ SING N N 24 5FO NAS CBA SING N N 25 5FO OAT CAV SING N N 26 5FO CAU SBD SING N N 27 5FO CAV CAY DOUB Y N 28 5FO CAW CAX DOUB N N 29 5FO CAX CBA SING N N 30 5FO CAY CAZ SING N N 31 5FO NBC SBD SING N N 32 5FO CAA HAA SING N N 33 5FO CAA HAAA SING N N 34 5FO CAA HAAB SING N N 35 5FO CAB HAB SING N N 36 5FO CAB HABA SING N N 37 5FO CAB HABB SING N N 38 5FO CAC HAC SING N N 39 5FO CAC HACA SING N N 40 5FO CAC HACB SING N N 41 5FO CAH HAH SING N N 42 5FO CAI HAI SING N N 43 5FO CAJ HAJ SING N N 44 5FO CAK HAK SING N N 45 5FO CAK HAKA SING N N 46 5FO CAL HAL SING N N 47 5FO CAL HALA SING N N 48 5FO CAM HAM SING N N 49 5FO CAM HAMA SING N N 50 5FO CAN HAN SING N N 51 5FO CAN HANA SING N N 52 5FO CAO HAO SING N N 53 5FO CAO HAOA SING N N 54 5FO CAP HAP SING N N 55 5FO CAP HAPA SING N N 56 5FO CAQ HAQ SING N N 57 5FO CAQ HAQA SING N N 58 5FO NAS HNAS SING N N 59 # 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 5FO SMILES ACDLabs 12.01 "O=S(=O)(c2cc(C1=NC(=C(F)C(=O)N1)CC)c(OCCC)cc2)N3CCN(C)CC3" 5FO InChI InChI 1.03 "InChI=1S/C20H27FN4O4S/c1-4-12-29-17-7-6-14(30(27,28)25-10-8-24(3)9-11-25)13-15(17)19-22-16(5-2)18(21)20(26)23-19/h6-7,13H,4-5,8-12H2,1-3H3,(H,22,23,26)" 5FO InChIKey InChI 1.03 MMOIQVJIHPNAIU-UHFFFAOYSA-N 5FO SMILES_CANONICAL CACTVS 3.370 "CCCOc1ccc(cc1C2=NC(=C(F)C(=O)N2)CC)[S](=O)(=O)N3CCN(C)CC3" 5FO SMILES CACTVS 3.370 "CCCOc1ccc(cc1C2=NC(=C(F)C(=O)N2)CC)[S](=O)(=O)N3CCN(C)CC3" 5FO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CCCOc1ccc(cc1C2=NC(=C(C(=O)N2)F)CC)S(=O)(=O)N3CCN(CC3)C" 5FO SMILES "OpenEye OEToolkits" 1.7.2 "CCCOc1ccc(cc1C2=NC(=C(C(=O)N2)F)CC)S(=O)(=O)N3CCN(CC3)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 5FO "SYSTEMATIC NAME" ACDLabs 12.01 "6-ethyl-5-fluoro-2-{5-[(4-methylpiperazin-1-yl)sulfonyl]-2-propoxyphenyl}pyrimidin-4(3H)-one" 5FO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "4-ethyl-5-fluoranyl-2-[5-(4-methylpiperazin-1-yl)sulfonyl-2-propoxy-phenyl]-1H-pyrimidin-6-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5FO "Create component" 2011-07-06 PDBJ #