data_SKT
# 
_chem_comp.id                                    SKT 
_chem_comp.name                                  "(3~{R},4~{R},5~{R})-5-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-3,4-bis(oxidanyl)cyclohexene-1-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H16 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-12-14 
_chem_comp.pdbx_modified_date                    2016-02-19 
_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                        320.294 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SKT 
_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        5FAL 
_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 
SKT C01 C1  C 0 1 N N N -10.289 7.566  -24.226 4.090  -0.728 0.269  C01 SKT 1  
SKT C02 C2  C 0 1 N N N -11.025 6.754  -24.985 4.779  0.377  0.077  C02 SKT 2  
SKT C03 C3  C 0 1 N N R -11.693 5.566  -24.427 4.168  1.748  0.056  C03 SKT 3  
SKT C04 C4  C 0 1 N N R -11.975 5.766  -22.930 2.778  1.715  0.695  C04 SKT 4  
SKT C05 C5  C 0 1 N N R -10.613 6.045  -22.294 1.980  0.567  0.065  C05 SKT 5  
SKT C06 C6  C 0 1 N N N -10.044 7.373  -22.789 2.608  -0.758 0.501  C06 SKT 6  
SKT C07 C7  C 0 1 N N N -9.614  8.797  -24.800 4.815  -2.007 0.250  C07 SKT 7  
SKT O08 O1  O 0 1 N N N -9.807  9.006  -26.042 6.016  -2.022 0.065  O08 SKT 8  
SKT O09 O2  O 0 1 N N N -8.933  9.498  -23.995 4.147  -3.162 0.437  O09 SKT 9  
SKT O10 O3  O 0 1 N N N -10.852 4.468  -24.647 4.056  2.197  -1.296 O10 SKT 10 
SKT O11 O4  O 0 1 N N N -12.674 4.676  -22.377 2.109  2.954  0.454  O11 SKT 11 
SKT O12 O5  O 0 1 N N N -10.755 6.188  -20.861 0.623  0.624  0.510  O12 SKT 12 
SKT C13 C8  C 0 1 N N N -10.612 5.081  -20.080 -0.320 0.159  -0.336 C13 SKT 13 
SKT C14 C9  C 0 1 N N N -11.296 5.151  -18.777 -1.686 0.186  0.042  C14 SKT 14 
SKT C15 C10 C 0 1 N N N -11.116 4.147  -17.899 -2.630 -0.280 -0.805 C15 SKT 15 
SKT C16 C11 C 0 1 Y N N -11.766 4.039  -16.613 -4.046 -0.252 -0.414 C16 SKT 16 
SKT O17 O6  O 0 1 N N N -9.977  4.111  -20.508 0.003  -0.283 -1.422 O17 SKT 17 
SKT C18 C12 C 0 1 Y N N -11.813 2.776  -16.017 -5.027 -0.734 -1.290 C18 SKT 18 
SKT C19 C13 C 0 1 Y N N -12.448 2.591  -14.807 -6.352 -0.706 -0.918 C19 SKT 19 
SKT C20 C14 C 0 1 Y N N -13.043 3.682  -14.175 -6.718 -0.200 0.324  C20 SKT 20 
SKT C21 C15 C 0 1 Y N N -13.019 4.951  -14.768 -5.748 0.280  1.197  C21 SKT 21 
SKT C22 C16 C 0 1 Y N N -12.394 5.116  -15.989 -4.420 0.251  0.838  C22 SKT 22 
SKT O23 O7  O 0 1 N N N -13.688 3.553  -12.962 -8.026 -0.174 0.685  O23 SKT 23 
SKT H6  H1  H 0 1 N N N -11.134 6.973  -26.037 5.845  0.293  -0.074 H6  SKT 24 
SKT H5  H2  H 0 1 N N N -12.653 5.417  -24.942 4.804  2.436  0.612  H5  SKT 25 
SKT H4  H3  H 0 1 N N N -12.584 6.676  -22.826 2.872  1.553  1.769  H4  SKT 26 
SKT H3  H4  H 0 1 N N N -9.916  5.229  -22.538 2.012  0.651  -1.021 H3  SKT 27 
SKT H1  H5  H 0 1 N N N -8.959  7.386  -22.607 2.169  -1.573 -0.075 H1  SKT 28 
SKT H2  H6  H 0 1 N N N -10.519 8.194  -22.233 2.411  -0.920 1.561  H2  SKT 29 
SKT H7  H7  H 0 1 N N N -8.563  10.241 -24.457 4.666  -3.978 0.416  H7  SKT 30 
SKT H8  H8  H 0 1 N N N -11.257 3.683  -24.297 4.902  2.253  -1.763 H8  SKT 31 
SKT H9  H9  H 0 1 N N N -12.830 4.835  -21.453 2.568  3.726  0.813  H9  SKT 32 
SKT H10 H10 H 0 1 N N N -11.929 5.991  -18.531 -1.972 0.579  1.006  H10 SKT 33 
SKT H11 H11 H 0 1 N N N -10.431 3.360  -18.178 -2.344 -0.673 -1.769 H11 SKT 34 
SKT H12 H12 H 0 1 N N N -11.347 1.935  -16.509 -4.743 -1.128 -2.255 H12 SKT 35 
SKT H13 H13 H 0 1 N N N -12.484 1.611  -14.354 -7.109 -1.077 -1.593 H13 SKT 36 
SKT H14 H14 H 0 1 N N N -13.484 5.792  -14.276 -6.038 0.673  2.161  H14 SKT 37 
SKT H15 H15 H 0 1 N N N -12.392 6.086  -16.463 -3.667 0.620  1.519  H15 SKT 38 
SKT H16 H16 H 0 1 N N N -14.027 4.398  -12.692 -8.324 -0.972 1.142  H16 SKT 39 
# 
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 
SKT O08 C07 DOUB N N 1  
SKT C02 C03 SING N N 2  
SKT C02 C01 DOUB N N 3  
SKT C07 C01 SING N N 4  
SKT C07 O09 SING N N 5  
SKT O10 C03 SING N N 6  
SKT C03 C04 SING N N 7  
SKT C01 C06 SING N N 8  
SKT C04 O11 SING N N 9  
SKT C04 C05 SING N N 10 
SKT C06 C05 SING N N 11 
SKT C05 O12 SING N N 12 
SKT O12 C13 SING N N 13 
SKT O17 C13 DOUB N N 14 
SKT C13 C14 SING N N 15 
SKT C14 C15 DOUB N E 16 
SKT C15 C16 SING N N 17 
SKT C16 C18 DOUB Y N 18 
SKT C16 C22 SING Y N 19 
SKT C18 C19 SING Y N 20 
SKT C22 C21 DOUB Y N 21 
SKT C19 C20 DOUB Y N 22 
SKT C21 C20 SING Y N 23 
SKT C20 O23 SING N N 24 
SKT C02 H6  SING N N 25 
SKT C03 H5  SING N N 26 
SKT C04 H4  SING N N 27 
SKT C05 H3  SING N N 28 
SKT C06 H1  SING N N 29 
SKT C06 H2  SING N N 30 
SKT O09 H7  SING N N 31 
SKT O10 H8  SING N N 32 
SKT O11 H9  SING N N 33 
SKT C14 H10 SING N N 34 
SKT C15 H11 SING N N 35 
SKT C18 H12 SING N N 36 
SKT C19 H13 SING N N 37 
SKT C21 H14 SING N N 38 
SKT C22 H15 SING N N 39 
SKT O23 H16 SING N N 40 
# 
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 
SKT InChI            InChI                1.03  "InChI=1S/C16H16O7/c17-11-4-1-9(2-5-11)3-6-14(19)23-13-8-10(16(21)22)7-12(18)15(13)20/h1-7,12-13,15,17-18,20H,8H2,(H,21,22)/b6-3+/t12-,13-,15-/m1/s1" 
SKT InChIKey         InChI                1.03  GVECSFFLZYNEBO-PDXJTRCTSA-N                                                                                                                           
SKT SMILES_CANONICAL CACTVS               3.385 "O[C@@H]1C=C(C[C@@H](OC(=O)\C=C\c2ccc(O)cc2)[C@@H]1O)C(O)=O"                                                                                          
SKT SMILES           CACTVS               3.385 "O[CH]1C=C(C[CH](OC(=O)C=Cc2ccc(O)cc2)[CH]1O)C(O)=O"                                                                                                  
SKT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1/C=C/C(=O)O[C@@H]2CC(=C[C@H]([C@H]2O)O)C(=O)O)O"                                                                                            
SKT SMILES           "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1C=CC(=O)OC2CC(=CC(C2O)O)C(=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 
SKT "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(3~{R},4~{R},5~{R})-5-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-3,4-bis(oxidanyl)cyclohexene-1-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
SKT "Create component" 2015-12-14 RCSB 
SKT "Initial release"  2016-02-24 RCSB 
# 
