data_74X # _chem_comp.id 74X _chem_comp.name ;1-[4-chloranyl-3-(trifluoromethyl)phenyl]-3-[[(2R,3S)-5-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-3-oxidanyl-oxol an-2-yl]methyl]thiourea ; _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 Cl F3 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(THIO)UREA-ALPHA-DEOXYTHYMIDINE DERIVATIVE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-24 _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 478.873 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 74X _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 2YOG _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 74X OAC OAC O 0 1 N N N 12.479 3.475 29.972 6.932 -1.430 1.120 OAC 74X 1 74X CAZ CAZ C 0 1 N N N 13.661 3.753 29.885 6.592 -0.303 0.817 CAZ 74X 2 74X NAR NAR N 0 1 N N N 14.408 3.289 28.823 7.521 0.667 0.721 NAR 74X 3 74X CAY CAY C 0 1 N N N 15.739 3.593 28.726 7.161 1.922 0.387 CAY 74X 4 74X OAB OAB O 0 1 N N N 16.375 3.146 27.763 8.001 2.800 0.300 OAB 74X 5 74X CAU CAU C 0 1 N N N 16.329 4.424 29.721 5.798 2.211 0.138 CAU 74X 6 74X CAA CAA C 0 1 N N N 17.783 4.823 29.667 5.369 3.606 -0.237 CAA 74X 7 74X CAM CAM C 0 1 N N N 15.589 4.867 30.783 4.887 1.220 0.242 CAM 74X 8 74X NBD NBD N 0 1 N N N 14.241 4.530 30.868 5.294 -0.042 0.579 NBD 74X 9 74X CBC CBC C 0 1 N N S 13.400 4.963 32.000 4.306 -1.119 0.686 CBC 74X 10 74X OAS OAS O 0 1 N N N 14.244 5.231 33.141 3.005 -0.619 0.357 OAS 74X 11 74X CAO CAO C 0 1 N N N 12.483 6.128 31.712 4.643 -2.241 -0.320 CAO 74X 12 74X CBA CBA C 0 1 N N S 13.290 7.238 32.335 3.237 -2.661 -0.828 CBA 74X 13 74X OAD OAD O 0 1 N N N 14.283 7.683 31.384 3.305 -3.183 -2.157 OAD 74X 14 74X CBB CBB C 0 1 N N R 13.959 6.567 33.561 2.496 -1.300 -0.801 CBB 74X 15 74X CAN CAN C 0 1 N N N 13.083 6.554 34.872 0.988 -1.520 -0.668 CAN 74X 16 74X NAP NAP N 0 1 N N N 13.112 7.953 35.308 0.302 -0.226 -0.695 NAP 74X 17 74X CAT CAT C 0 1 N N N 12.157 8.841 35.000 -1.041 -0.172 -0.592 CAT 74X 18 74X SAE SAE S 0 1 N N N 10.622 8.374 34.339 -1.945 -1.617 -0.429 SAE 74X 19 74X NAQ NAQ N 0 1 N N N 12.367 10.104 35.369 -1.672 1.018 -0.618 NAQ 74X 20 74X CAV CAV C 0 1 Y N N 11.547 11.117 35.083 -3.071 1.069 -0.600 CAV 74X 21 74X CAL CAL C 0 1 Y N N 12.001 11.999 34.103 -3.785 0.277 0.290 CAL 74X 22 74X CAJ CAJ C 0 1 Y N N 10.326 11.351 35.706 -3.747 1.916 -1.469 CAJ 74X 23 74X CAK CAK C 0 1 Y N N 9.571 12.469 35.319 -5.127 1.965 -1.449 CAK 74X 24 74X CAW CAW C 0 1 Y N N 10.044 13.340 34.331 -5.836 1.171 -0.565 CAW 74X 25 74X CLA CLA CL 0 0 N N N 9.077 14.714 33.926 -7.571 1.235 -0.542 CLA 74X 26 74X CAX CAX C 0 1 Y N N 11.270 13.115 33.700 -5.165 0.330 0.305 CAX 74X 27 74X CBE CBE C 0 1 N N N 11.828 14.075 32.607 -5.940 -0.529 1.271 CBE 74X 28 74X FAG FAG F 0 1 N N N 10.983 14.264 31.619 -5.050 -1.286 2.039 FAG 74X 29 74X FAH FAH F 0 1 N N N 12.014 15.268 33.115 -6.704 0.287 2.111 FAH 74X 30 74X FAF FAF F 0 1 N N N 12.977 13.627 32.113 -6.785 -1.385 0.557 FAF 74X 31 74X HAR HAR H 0 1 N N N 13.974 2.727 28.119 8.454 0.461 0.893 HAR 74X 32 74X HAA1 HAA1 H 0 0 N N N 18.021 5.462 30.530 6.242 4.259 -0.269 HAA1 74X 33 74X HAA2 HAA2 H 0 0 N N N 18.412 3.921 29.695 4.893 3.589 -1.217 HAA2 74X 34 74X HAA3 HAA3 H 0 0 N N N 17.977 5.377 28.737 4.662 3.981 0.503 HAA3 74X 35 74X HAM HAM H 0 1 N N N 16.047 5.474 31.550 3.842 1.421 0.056 HAM 74X 36 74X HBC HBC H 0 1 N N N 12.753 4.113 32.263 4.304 -1.518 1.700 HBC 74X 37 74X HAO1 HAO1 H 0 0 N N N 12.340 6.281 30.632 5.253 -1.858 -1.138 HAO1 74X 38 74X HAO2 HAO2 H 0 0 N N N 11.504 6.010 32.198 5.140 -3.073 0.179 HAO2 74X 39 74X HBB HBB H 0 1 N N N 14.895 7.101 33.781 2.718 -0.730 -1.703 HBB 74X 40 74X HBA HBA H 0 1 N N N 12.638 8.062 32.660 2.772 -3.376 -0.150 HBA 74X 41 74X HAD HAD H 0 1 N N N 14.798 8.383 31.767 3.850 -3.977 -2.240 HAD 74X 42 74X HAN1 HAN1 H 0 0 N N N 12.054 6.229 34.656 0.636 -2.135 -1.495 HAN1 74X 43 74X HAN2 HAN2 H 0 0 N N N 13.523 5.894 35.634 0.776 -2.023 0.276 HAN2 74X 44 74X HAP HAP H 0 1 N N N 13.884 8.261 35.864 0.814 0.593 -0.788 HAP 74X 45 74X HAQ HAQ H 0 1 N N N 13.193 10.306 35.895 -1.157 1.840 -0.649 HAQ 74X 46 74X HAL HAL H 0 1 N N N 12.957 11.810 33.638 -3.261 -0.379 0.969 HAL 74X 47 74X HAJ HAJ H 0 1 N N N 9.965 10.684 36.475 -3.194 2.536 -2.159 HAJ 74X 48 74X HAK HAK H 0 1 N N N 8.617 12.659 35.788 -5.653 2.623 -2.124 HAK 74X 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 74X OAC CAZ DOUB N N 1 74X CAZ NAR SING N N 2 74X CAZ NBD SING N N 3 74X NAR CAY SING N N 4 74X CAY OAB DOUB N N 5 74X CAY CAU SING N N 6 74X CAU CAA SING N N 7 74X CAU CAM DOUB N N 8 74X CAM NBD SING N N 9 74X NBD CBC SING N N 10 74X CBC OAS SING N N 11 74X CBC CAO SING N N 12 74X OAS CBB SING N N 13 74X CAO CBA SING N N 14 74X CBA OAD SING N N 15 74X CBA CBB SING N N 16 74X CBB CAN SING N N 17 74X CAN NAP SING N N 18 74X NAP CAT SING N N 19 74X CAT SAE DOUB N N 20 74X CAT NAQ SING N N 21 74X NAQ CAV SING N N 22 74X CAV CAL SING Y N 23 74X CAV CAJ DOUB Y N 24 74X CAL CAX DOUB Y N 25 74X CAJ CAK SING Y N 26 74X CAK CAW DOUB Y N 27 74X CAW CLA SING N N 28 74X CAW CAX SING Y N 29 74X CAX CBE SING N N 30 74X CBE FAG SING N N 31 74X CBE FAH SING N N 32 74X CBE FAF SING N N 33 74X NAR HAR SING N N 34 74X CAA HAA1 SING N N 35 74X CAA HAA2 SING N N 36 74X CAA HAA3 SING N N 37 74X CAM HAM SING N N 38 74X CBC HBC SING N N 39 74X CAO HAO1 SING N N 40 74X CAO HAO2 SING N N 41 74X CBB HBB SING N N 42 74X CBA HBA SING N N 43 74X OAD HAD SING N N 44 74X CAN HAN1 SING N N 45 74X CAN HAN2 SING N N 46 74X NAP HAP SING N N 47 74X NAQ HAQ SING N N 48 74X CAL HAL SING N N 49 74X CAJ HAJ SING N N 50 74X CAK HAK SING N N 51 # # 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 74X SMILES ACDLabs 12.01 "FC(F)(F)c1cc(ccc1Cl)NC(=S)NCC3OC(N2C(=O)NC(=O)C(=C2)C)CC3O" 74X InChI InChI 1.03 "InChI=1S/C18H18ClF3N4O4S/c1-8-7-26(17(29)25-15(8)28)14-5-12(27)13(30-14)6-23-16(31)24-9-2-3-11(19)10(4-9)18(20,21)22/h2-4,7,12-14,27H,5-6H2,1H3,(H2,23,24,31)(H,25,28,29)/t12-,13+,14-/m0/s1" 74X InChIKey InChI 1.03 IJDGQXGQAWBJEG-MJBXVCDLSA-N 74X SMILES_CANONICAL CACTVS 3.385 "CC1=CN([C@@H]2C[C@H](O)[C@@H](CNC(=S)Nc3ccc(Cl)c(c3)C(F)(F)F)O2)C(=O)NC1=O" 74X SMILES CACTVS 3.385 "CC1=CN([CH]2C[CH](O)[CH](CNC(=S)Nc3ccc(Cl)c(c3)C(F)(F)F)O2)C(=O)NC1=O" 74X SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC1=CN(C(=O)NC1=O)[C@@H]2C[C@@H]([C@H](O2)CNC(=S)Nc3ccc(c(c3)C(F)(F)F)Cl)O" 74X SMILES "OpenEye OEToolkits" 1.9.2 "CC1=CN(C(=O)NC1=O)C2CC(C(O2)CNC(=S)Nc3ccc(c(c3)C(F)(F)F)Cl)O" # # 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 74X "SYSTEMATIC NAME" ACDLabs 12.01 "5'-({[4-chloro-3-(trifluoromethyl)phenyl]carbamothioyl}amino)-2',5'-dideoxy-3,4-dihydrothymidine" 74X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[4-chloranyl-3-(trifluoromethyl)phenyl]-3-[[(2R,3S,5S)-5-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-3-oxidanyl-oxolan-2-yl]methyl]thiourea" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 74X "Create component" 2012-10-24 EBI 74X "Initial release" 2013-07-24 RCSB 74X "Modify descriptor" 2014-09-05 RCSB 74X "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 74X _pdbx_chem_comp_synonyms.name "(THIO)UREA-ALPHA-DEOXYTHYMIDINE DERIVATIVE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##