data_3FC # _chem_comp.id 3FC _chem_comp.name "(1R)-2,2-DIMETHYL-1-({5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2-YL}METHYL)PROPYL (1S)-1-{OXO[(2-OXO-1,3-OXAZOLIDIN-3-YL)AMINO]ACETYL}PENTYLCARBAMATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H32 F3 N5 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-03-14 _chem_comp.pdbx_modified_date 2011-06-04 _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 583.557 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3FC _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1YT7 _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 3FC C1 C1 C 0 1 N N N 19.330 52.507 199.517 0.507 -0.183 4.344 C1 3FC 1 3FC C2 C2 C 0 1 N N N 18.539 53.824 199.529 -0.247 0.676 3.328 C2 3FC 2 3FC C3 C3 C 0 1 N N N 17.443 53.764 200.593 -0.936 -0.230 2.306 C3 3FC 3 3FC C4 C4 C 0 1 N N N 17.269 55.164 201.214 -1.691 0.629 1.289 C4 3FC 4 3FC C5 C5 C 0 1 N N S 16.393 55.090 202.480 -2.380 -0.277 0.267 C5 3FC 5 3FC N6 N6 N 0 1 N N N 16.473 53.771 203.011 -1.367 -0.996 -0.509 N6 3FC 6 3FC C7 C7 C 0 1 N N N 17.331 53.468 204.022 -0.845 -2.145 -0.036 C7 3FC 7 3FC O8 O8 O 0 1 N N N 18.168 54.293 204.409 -1.214 -2.584 1.035 O8 3FC 8 3FC O9 O9 O 0 1 N N N 17.246 52.273 204.587 0.087 -2.806 -0.749 O9 3FC 9 3FC C10 C10 C 0 1 N N R 17.978 52.141 205.794 0.649 -4.043 -0.239 C10 3FC 10 3FC C11 C11 C 0 1 N N N 18.808 50.859 205.680 2.085 -4.198 -0.745 C11 3FC 11 3FC C12 C12 C 0 1 Y N N 19.941 51.082 204.719 2.942 -3.102 -0.167 C12 3FC 12 3FC N13 N13 N 0 1 Y N N 19.853 50.859 203.370 3.601 -3.152 0.957 N13 3FC 13 3FC N14 N14 N 0 1 Y N N 20.963 51.140 202.865 4.227 -2.042 1.139 N14 3FC 14 3FC C15 C15 C 0 1 Y N N 21.793 51.512 203.870 3.980 -1.237 0.133 C15 3FC 15 3FC O16 O16 O 0 1 Y N N 21.198 51.547 205.137 3.161 -1.893 -0.713 O16 3FC 16 3FC C17 C17 C 0 1 Y N N 23.175 51.820 203.689 4.503 0.135 -0.041 C17 3FC 17 3FC C18 C18 C 0 1 Y N N 23.963 52.102 204.821 5.347 0.691 0.921 C18 3FC 18 3FC C19 C19 C 0 1 Y N N 25.309 52.331 204.687 5.832 1.971 0.753 C19 3FC 19 3FC C20 C20 C 0 1 Y N N 25.902 52.299 203.439 5.483 2.705 -0.367 C20 3FC 20 3FC C21 C21 C 0 1 Y N N 25.129 52.036 202.288 4.647 2.160 -1.325 C21 3FC 21 3FC C22 C22 C 0 1 Y N N 23.759 51.800 202.412 4.160 0.878 -1.172 C22 3FC 22 3FC C23 C23 C 0 1 N N N 27.372 52.549 203.319 6.016 4.103 -0.544 C23 3FC 23 3FC F24 F24 F 0 1 N N N 27.693 52.826 202.022 7.228 4.056 -1.239 F24 3FC 24 3FC F25 F25 F 0 1 N N N 28.043 51.444 203.723 5.093 4.866 -1.268 F25 3FC 25 3FC F26 F26 F 0 1 N N N 27.718 53.595 204.110 6.220 4.686 0.711 F26 3FC 26 3FC C27 C27 C 0 1 N N N 16.985 51.976 206.983 -0.193 -5.225 -0.724 C27 3FC 27 3FC C28 C28 C 0 1 N N N 16.037 50.792 206.684 -0.192 -5.257 -2.254 C28 3FC 28 3FC C29 C29 C 0 1 N N N 16.167 53.257 207.176 0.400 -6.528 -0.187 C29 3FC 29 3FC C30 C30 C 0 1 N N N 17.752 51.684 208.269 -1.629 -5.070 -0.218 C30 3FC 30 3FC C33 C33 C 0 1 N N N 14.650 56.543 201.144 -4.518 1.124 -0.186 C33 3FC 31 3FC O34 O34 O 0 1 N N N 15.212 57.621 201.303 -4.895 0.907 0.947 O34 3FC 32 3FC N35 N35 N 0 1 N N N 13.739 56.381 200.135 -5.271 1.873 -1.015 N35 3FC 33 3FC N36 N36 N 0 1 N N N 13.766 57.092 199.092 -6.490 2.402 -0.569 N36 3FC 34 3FC C37 C37 C 0 1 N N N 14.841 57.089 198.180 -6.732 3.808 -0.210 C37 3FC 35 3FC C38 C38 C 0 1 N N N 14.277 58.065 197.074 -8.216 3.831 0.204 C38 3FC 36 3FC O39 O39 O 0 1 N N N 12.954 58.462 197.585 -8.650 2.450 0.036 O39 3FC 37 3FC C40 C40 C 0 1 N N N 12.790 57.832 198.742 -7.626 1.711 -0.405 C40 3FC 38 3FC O41 O41 O 0 1 N N N 11.778 57.951 199.426 -7.716 0.521 -0.630 O41 3FC 39 3FC C31 C31 C 0 1 N N N 14.977 55.335 202.059 -3.222 0.561 -0.660 C31 3FC 40 3FC O32 O32 O 0 1 N N N 14.055 54.355 202.224 -2.847 0.777 -1.788 O32 3FC 41 3FC H11 1H1 H 0 1 N N N 20.129 52.550 198.740 0.998 0.463 5.073 H11 3FC 42 3FC H12 2H1 H 0 1 N N N 19.737 52.254 200.523 -0.195 -0.840 4.857 H12 3FC 43 3FC H13 3H1 H 0 1 N N N 18.665 51.621 199.384 1.256 -0.783 3.828 H13 3FC 44 3FC H21A 1H2 H 0 0 N N N 19.203 54.709 199.662 -0.996 1.277 3.844 H21A 3FC 45 3FC H22A 2H2 H 0 0 N N N 18.131 54.076 198.522 0.455 1.334 2.815 H22A 3FC 46 3FC H31 1H3 H 0 1 N N N 16.485 53.354 200.193 -0.187 -0.830 1.789 H31 3FC 47 3FC H32 2H3 H 0 1 N N N 17.639 52.980 201.361 -1.639 -0.887 2.818 H32 3FC 48 3FC H41 1H4 H 0 1 N N N 18.250 55.651 201.417 -2.440 1.230 1.806 H41 3FC 49 3FC H42 2H4 H 0 1 N N N 16.868 55.897 200.475 -0.988 1.287 0.777 H42 3FC 50 3FC H5 H5 H 0 1 N N N 16.727 55.834 203.239 -3.015 -0.994 0.787 H5 3FC 51 3FC HN6 HN6 H 0 1 N N N 15.892 53.012 202.652 -1.072 -0.645 -1.364 HN6 3FC 52 3FC H10 H10 H 0 1 N N N 18.621 53.035 205.965 0.649 -4.020 0.851 H10 3FC 53 3FC H111 1H11 H 0 0 N N N 19.162 50.496 206.673 2.476 -5.167 -0.436 H111 3FC 54 3FC H112 2H11 H 0 0 N N N 18.185 49.976 205.401 2.095 -4.132 -1.833 H112 3FC 55 3FC H18 H18 H 0 1 N N N 23.518 52.144 205.829 5.620 0.119 1.797 H18 3FC 56 3FC H19 H19 H 0 1 N N N 25.915 52.541 205.584 6.484 2.403 1.498 H19 3FC 57 3FC H21 H21 H 0 1 N N N 25.596 52.014 201.289 4.378 2.737 -2.197 H21 3FC 58 3FC H22 H22 H 0 1 N N N 23.147 51.601 201.515 3.507 0.454 -1.921 H22 3FC 59 3FC H281 1H28 H 0 0 N N N 15.326 50.673 207.535 0.830 -5.367 -2.615 H281 3FC 60 3FC H282 2H28 H 0 0 N N N 15.513 50.902 205.705 -0.792 -6.098 -2.600 H282 3FC 61 3FC H283 3H28 H 0 0 N N N 16.590 49.850 206.458 -0.615 -4.328 -2.637 H283 3FC 62 3FC H291 1H29 H 0 0 N N N 15.456 53.138 208.027 0.399 -6.506 0.903 H291 3FC 63 3FC H292 2H29 H 0 0 N N N 16.820 54.152 207.301 -0.200 -7.370 -0.533 H292 3FC 64 3FC H293 3H29 H 0 0 N N N 15.645 53.562 206.238 1.422 -6.639 -0.547 H293 3FC 65 3FC H301 1H30 H 0 0 N N N 17.041 51.565 209.120 -2.051 -4.141 -0.601 H301 3FC 66 3FC H302 2H30 H 0 0 N N N 18.425 50.801 208.162 -2.228 -5.912 -0.564 H302 3FC 67 3FC H303 3H30 H 0 0 N N N 18.527 52.457 208.477 -1.629 -5.047 0.872 H303 3FC 68 3FC H35 H35 H 0 1 N N N 12.992 55.686 200.162 -4.970 2.047 -1.920 H35 3FC 69 3FC H371 1H37 H 0 0 N N N 15.835 57.361 198.603 -6.097 4.105 0.625 H371 3FC 70 3FC H372 2H37 H 0 0 N N N 15.166 56.085 197.819 -6.563 4.457 -1.069 H372 3FC 71 3FC H381 1H38 H 0 0 N N N 14.949 58.920 196.832 -8.318 4.140 1.244 H381 3FC 72 3FC H382 2H38 H 0 0 N N N 14.259 57.631 196.047 -8.784 4.493 -0.450 H382 3FC 73 # 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 3FC C1 C2 SING N N 1 3FC C1 H11 SING N N 2 3FC C1 H12 SING N N 3 3FC C1 H13 SING N N 4 3FC C2 C3 SING N N 5 3FC C2 H21A SING N N 6 3FC C2 H22A SING N N 7 3FC C3 C4 SING N N 8 3FC C3 H31 SING N N 9 3FC C3 H32 SING N N 10 3FC C4 C5 SING N N 11 3FC C4 H41 SING N N 12 3FC C4 H42 SING N N 13 3FC C5 N6 SING N N 14 3FC C5 C31 SING N N 15 3FC C5 H5 SING N N 16 3FC N6 C7 SING N N 17 3FC N6 HN6 SING N N 18 3FC C7 O8 DOUB N N 19 3FC C7 O9 SING N N 20 3FC O9 C10 SING N N 21 3FC C10 C11 SING N N 22 3FC C10 C27 SING N N 23 3FC C10 H10 SING N N 24 3FC C11 C12 SING N N 25 3FC C11 H111 SING N N 26 3FC C11 H112 SING N N 27 3FC C12 N13 DOUB Y N 28 3FC C12 O16 SING Y N 29 3FC N13 N14 SING Y N 30 3FC N14 C15 DOUB Y N 31 3FC C15 O16 SING Y N 32 3FC C15 C17 SING Y N 33 3FC C17 C18 DOUB Y N 34 3FC C17 C22 SING Y N 35 3FC C18 C19 SING Y N 36 3FC C18 H18 SING N N 37 3FC C19 C20 DOUB Y N 38 3FC C19 H19 SING N N 39 3FC C20 C21 SING Y N 40 3FC C20 C23 SING N N 41 3FC C21 C22 DOUB Y N 42 3FC C21 H21 SING N N 43 3FC C22 H22 SING N N 44 3FC C23 F24 SING N N 45 3FC C23 F25 SING N N 46 3FC C23 F26 SING N N 47 3FC C27 C28 SING N N 48 3FC C27 C29 SING N N 49 3FC C27 C30 SING N N 50 3FC C28 H281 SING N N 51 3FC C28 H282 SING N N 52 3FC C28 H283 SING N N 53 3FC C29 H291 SING N N 54 3FC C29 H292 SING N N 55 3FC C29 H293 SING N N 56 3FC C30 H301 SING N N 57 3FC C30 H302 SING N N 58 3FC C30 H303 SING N N 59 3FC C33 O34 DOUB N N 60 3FC C33 N35 SING N N 61 3FC C33 C31 SING N N 62 3FC N35 N36 SING N N 63 3FC N35 H35 SING N N 64 3FC N36 C37 SING N N 65 3FC N36 C40 SING N N 66 3FC C37 C38 SING N N 67 3FC C37 H371 SING N N 68 3FC C37 H372 SING N N 69 3FC C38 O39 SING N N 70 3FC C38 H381 SING N N 71 3FC C38 H382 SING N N 72 3FC O39 C40 SING N N 73 3FC C40 O41 DOUB N N 74 3FC C31 O32 DOUB N N 75 # 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 3FC SMILES ACDLabs 10.04 "O=C3OCCN3NC(=O)C(=O)C(NC(=O)OC(Cc1nnc(o1)c2ccc(cc2)C(F)(F)F)C(C)(C)C)CCCC" 3FC SMILES_CANONICAL CACTVS 3.341 "CCCC[C@H](NC(=O)O[C@H](Cc1oc(nn1)c2ccc(cc2)C(F)(F)F)C(C)(C)C)C(=O)C(=O)NN3CCOC3=O" 3FC SMILES CACTVS 3.341 "CCCC[CH](NC(=O)O[CH](Cc1oc(nn1)c2ccc(cc2)C(F)(F)F)C(C)(C)C)C(=O)C(=O)NN3CCOC3=O" 3FC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCC[C@@H](C(=O)C(=O)NN1CCOC1=O)NC(=O)O[C@H](Cc2nnc(o2)c3ccc(cc3)C(F)(F)F)C(C)(C)C" 3FC SMILES "OpenEye OEToolkits" 1.5.0 "CCCCC(C(=O)C(=O)NN1CCOC1=O)NC(=O)OC(Cc2nnc(o2)c3ccc(cc3)C(F)(F)F)C(C)(C)C" 3FC InChI InChI 1.03 "InChI=1S/C26H32F3N5O7/c1-5-6-7-17(20(35)21(36)33-34-12-13-39-24(34)38)30-23(37)40-18(25(2,3)4)14-19-31-32-22(41-19)15-8-10-16(11-9-15)26(27,28)29/h8-11,17-18H,5-7,12-14H2,1-4H3,(H,30,37)(H,33,36)/t17-,18+/m0/s1" 3FC InChIKey InChI 1.03 IXXKXSFSQVTOKQ-ZWKOTPCHSA-N # 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 3FC "SYSTEMATIC NAME" ACDLabs 10.04 "(1R)-2,2-dimethyl-1-({5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl}methyl)propyl [(1S)-1-{oxo[(2-oxo-1,3-oxazolidin-3-yl)amino]acetyl}pentyl]carbamate" 3FC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R)-3,3-dimethyl-1-[5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl]butan-2-yl] N-[(3S)-1,2-dioxo-1-[(2-oxo-1,3-oxazolidin-3-yl)amino]heptan-3-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3FC "Create component" 2005-03-14 RCSB 3FC "Modify aromatic_flag" 2011-06-04 RCSB 3FC "Modify descriptor" 2011-06-04 RCSB #