data_FPD # _chem_comp.id FPD _chem_comp.name "5A-(3-FORMYLPHENYLSULFANYL)-DIHYDROBICYCLOMYCIN" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H24 N2 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-10-21 _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 440.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FPD _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 1XPU _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 FPD O4 O4 O 0 1 N N N 34.251 -3.968 44.920 -0.070 -0.931 2.127 O4 FPD 1 FPD C11 C11 C 0 1 N N N 35.274 -4.638 44.857 -0.813 -0.966 1.169 C11 FPD 2 FPD N2 N2 N 0 1 N N N 35.604 -5.291 43.754 -1.973 -0.266 1.142 N2 FPD 3 FPD C5 C5 C 0 1 N N S 36.854 -6.007 43.555 -2.880 -0.379 0.006 C5 FPD 4 FPD C6 C6 C 0 1 N N N 37.751 -6.172 44.766 -2.853 -1.780 -0.562 C6 FPD 5 FPD O6 O6 O 0 1 N N N 38.802 -6.787 44.696 -3.867 -2.347 -0.908 O6 FPD 6 FPD N1 N1 N 0 1 N N N 37.418 -5.519 45.867 -1.646 -2.360 -0.695 N1 FPD 7 FPD C10 C10 C 0 1 N N R 36.272 -4.650 45.983 -0.490 -1.797 -0.058 C10 FPD 8 FPD O7 O7 O 0 1 N N N 35.641 -4.824 47.256 0.279 -2.905 0.416 O7 FPD 9 FPD C4 C4 C 0 1 N N S 36.569 -7.345 42.836 -4.299 -0.099 0.503 C4 FPD 10 FPD O3 O3 O 0 1 N N N 35.366 -7.245 42.075 -4.341 -0.229 1.925 O3 FPD 11 FPD C1 C1 C 0 1 N N S 37.707 -7.901 41.958 -4.707 1.322 0.109 C1 FPD 12 FPD C3 C3 C 0 1 N N N 37.177 -8.385 40.615 -3.690 2.318 0.670 C3 FPD 13 FPD O2 O2 O 0 1 N N N 38.700 -6.905 41.698 -4.743 1.430 -1.316 O2 FPD 14 FPD C2 C2 C 0 1 N N N 38.396 -9.064 42.664 -6.092 1.632 0.679 C2 FPD 15 FPD O1 O1 O 0 1 N N N 37.458 -10.072 43.025 -6.473 2.960 0.311 O1 FPD 16 FPD O5 O5 O 0 1 N N N 37.612 -5.037 42.810 -2.601 0.511 -1.020 O5 FPD 17 FPD C7 C7 C 0 1 N N N 37.388 -3.655 43.219 -1.592 0.148 -1.926 C7 FPD 18 FPD C8 C8 C 0 1 N N N 37.939 -3.222 44.608 -0.218 0.385 -1.286 C8 FPD 19 FPD C9 C9 C 0 1 N N R 36.997 -3.289 45.855 0.444 -0.996 -0.964 C9 FPD 20 FPD C12 C12 C 0 1 N N N 36.102 -2.040 45.916 1.780 -0.771 -0.251 C12 FPD 21 FPD S1 S1 S 0 1 N N N 35.169 -1.977 47.413 2.937 0.050 -1.381 S1 FPD 22 FPD C C C 0 1 Y N N 35.676 -0.481 48.022 4.347 0.180 -0.333 C FPD 23 FPD C54 C54 C 0 1 Y N N 37.022 -0.120 47.974 5.512 0.763 -0.808 C54 FPD 24 FPD C53 C53 C 0 1 Y N N 37.432 1.109 48.481 6.626 0.868 0.029 C53 FPD 25 FPD C13 C13 C 0 1 N N N 38.864 1.479 48.416 7.866 1.489 -0.464 C13 FPD 26 FPD O8 O8 O 0 1 N N N 39.379 1.727 47.339 8.832 1.575 0.263 O8 FPD 27 FPD C52 C52 C 0 1 Y N N 36.496 1.979 49.043 6.560 0.375 1.337 C52 FPD 28 FPD C51 C51 C 0 1 Y N N 35.149 1.622 49.095 5.397 -0.207 1.796 C51 FPD 29 FPD C50 C50 C 0 1 Y N N 34.741 0.388 48.586 4.294 -0.306 0.969 C50 FPD 30 FPD HN2 HN2 H 0 1 N N N 34.877 -5.241 43.040 -2.201 0.315 1.885 HN2 FPD 31 FPD HN1 HN1 H 0 1 N N N 38.058 -5.689 46.643 -1.565 -3.178 -1.209 HN1 FPD 32 FPD HO7 HO7 H 0 1 N N N 36.271 -4.832 47.967 -0.276 -3.380 1.049 HO7 FPD 33 FPD H4 H4 H 0 1 N N N 36.466 -8.088 43.661 -4.989 -0.812 0.053 H4 FPD 34 FPD HO3 HO3 H 0 1 N N N 35.191 -8.068 41.633 -3.809 0.493 2.288 HO3 FPD 35 FPD H31 1H3 H 0 1 N N N 36.604 -7.587 40.088 -3.929 3.321 0.314 H31 FPD 36 FPD H32 2H3 H 0 1 N N N 38.000 -8.787 39.980 -3.728 2.301 1.759 H32 FPD 37 FPD H33 3H3 H 0 1 N N N 36.356 -9.128 40.742 -2.689 2.043 0.337 H33 FPD 38 FPD HO2 HO2 H 0 1 N N N 39.402 -7.248 41.157 -5.394 0.787 -1.628 HO2 FPD 39 FPD H21 1H2 H 0 1 N N N 38.987 -8.718 43.544 -6.817 0.923 0.279 H21 FPD 40 FPD H22 2H2 H 0 1 N N N 39.230 -9.480 42.052 -6.065 1.550 1.765 H22 FPD 41 FPD HO1 HO1 H 0 1 N N N 37.887 -10.796 43.465 -7.349 3.114 0.689 HO1 FPD 42 FPD H71 1H7 H 0 1 N N N 36.298 -3.426 43.166 -1.678 0.747 -2.833 H71 FPD 43 FPD H72 2H7 H 0 1 N N N 37.784 -2.969 42.434 -1.698 -0.907 -2.177 H72 FPD 44 FPD H81 1H8 H 0 1 N N N 38.350 -2.189 44.524 -0.339 0.955 -0.364 H81 FPD 45 FPD H82 2H8 H 0 1 N N N 38.863 -3.807 44.825 0.416 0.940 -1.978 H82 FPD 46 FPD H9 H9 H 0 1 N N N 37.614 -3.255 46.783 0.613 -1.544 -1.890 H9 FPD 47 FPD H121 1H12 H 0 0 N N N 35.440 -1.970 45.021 1.623 -0.145 0.626 H121 FPD 48 FPD H122 2H12 H 0 0 N N N 36.695 -1.107 45.767 2.193 -1.732 0.057 H122 FPD 49 FPD H54 H54 H 0 1 N N N 37.764 -0.808 47.534 5.556 1.141 -1.819 H54 FPD 50 FPD H13 H13 H 0 1 N N N 39.602 1.577 49.230 7.915 1.869 -1.474 H13 FPD 51 FPD H52 H52 H 0 1 N N N 36.822 2.952 49.447 7.419 0.451 1.987 H52 FPD 52 FPD H51 H51 H 0 1 N N N 34.410 2.312 49.536 5.347 -0.586 2.806 H51 FPD 53 FPD H50 H50 H 0 1 N N N 33.677 0.099 48.630 3.386 -0.763 1.335 H50 FPD 54 # 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 FPD O4 C11 DOUB N N 1 FPD C11 N2 SING N N 2 FPD C11 C10 SING N N 3 FPD N2 C5 SING N N 4 FPD N2 HN2 SING N N 5 FPD C5 C6 SING N N 6 FPD C5 C4 SING N N 7 FPD C5 O5 SING N N 8 FPD C6 O6 DOUB N N 9 FPD C6 N1 SING N N 10 FPD N1 C10 SING N N 11 FPD N1 HN1 SING N N 12 FPD C10 O7 SING N N 13 FPD C10 C9 SING N N 14 FPD O7 HO7 SING N N 15 FPD C4 O3 SING N N 16 FPD C4 C1 SING N N 17 FPD C4 H4 SING N N 18 FPD O3 HO3 SING N N 19 FPD C1 C3 SING N N 20 FPD C1 O2 SING N N 21 FPD C1 C2 SING N N 22 FPD C3 H31 SING N N 23 FPD C3 H32 SING N N 24 FPD C3 H33 SING N N 25 FPD O2 HO2 SING N N 26 FPD C2 O1 SING N N 27 FPD C2 H21 SING N N 28 FPD C2 H22 SING N N 29 FPD O1 HO1 SING N N 30 FPD O5 C7 SING N N 31 FPD C7 C8 SING N N 32 FPD C7 H71 SING N N 33 FPD C7 H72 SING N N 34 FPD C8 C9 SING N N 35 FPD C8 H81 SING N N 36 FPD C8 H82 SING N N 37 FPD C9 C12 SING N N 38 FPD C9 H9 SING N N 39 FPD C12 S1 SING N N 40 FPD C12 H121 SING N N 41 FPD C12 H122 SING N N 42 FPD S1 C SING N N 43 FPD C C54 DOUB Y N 44 FPD C C50 SING Y N 45 FPD C54 C53 SING Y N 46 FPD C54 H54 SING N N 47 FPD C53 C13 SING N N 48 FPD C53 C52 DOUB Y N 49 FPD C13 O8 DOUB N N 50 FPD C13 H13 SING N N 51 FPD C52 C51 SING Y N 52 FPD C52 H52 SING N N 53 FPD C51 C50 DOUB Y N 54 FPD C51 H51 SING N N 55 FPD C50 H50 SING N N 56 # 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 FPD SMILES ACDLabs 10.04 "O=Cc3cc(SCC1C2(O)NC(=O)C(OCC1)(NC2=O)C(O)C(O)(C)CO)ccc3" FPD SMILES_CANONICAL CACTVS 3.341 "C[C@](O)(CO)[C@H](O)[C@@]12NC(=O)[C@@](O)(NC1=O)[C@@H](CCO2)CSc3cccc(C=O)c3" FPD SMILES CACTVS 3.341 "C[C](O)(CO)[CH](O)[C]12NC(=O)[C](O)(NC1=O)[CH](CCO2)CSc3cccc(C=O)c3" FPD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@](CO)([C@@H]([C@@]12C(=O)N[C@@]([C@@H](CCO1)CSc3cccc(c3)C=O)(C(=O)N2)O)O)O" FPD SMILES "OpenEye OEToolkits" 1.5.0 "CC(CO)(C(C12C(=O)NC(C(CCO1)CSc3cccc(c3)C=O)(C(=O)N2)O)O)O" FPD InChI InChI 1.03 "InChI=1S/C19H24N2O8S/c1-17(27,10-23)14(24)19-16(26)20-18(28,15(25)21-19)12(5-6-29-19)9-30-13-4-2-3-11(7-13)8-22/h2-4,7-8,12,14,23-24,27-28H,5-6,9-10H2,1H3,(H,20,26)(H,21,25)/t12-,14-,17-,18+,19-/m0/s1" FPD InChIKey InChI 1.03 LVFCJUVYCSPOOY-KRJMWWHISA-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 FPD "SYSTEMATIC NAME" ACDLabs 10.04 "3-[({(1S,5R,6R)-6-hydroxy-8,10-dioxo-1-[(1S,2S)-1,2,3-trihydroxy-2-methylpropyl]-2-oxa-7,9-diazabicyclo[4.2.2]dec-5-yl}methyl)sulfanyl]benzaldehyde" FPD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[(1S,5R,6R)-6-hydroxy-8,10-dioxo-1-[(1S,2S)-1,2,3-trihydroxy-2-methyl-propyl]-2-oxa-7,9-diazabicyclo[4.2.2]decan-5-yl]methylsulfanyl]benzaldehyde" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FPD "Create component" 2004-10-21 RCSB FPD "Modify descriptor" 2011-06-04 RCSB #