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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/f/h20-21H 
FPD InChIKey         InChI                1.02b LVFCJUVYCSPOOY-JIENBWTQDM 
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 
# 
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 
# 
