data_89R
#

_chem_comp.id                                   89R
_chem_comp.name                                 "fluorinated heme"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C34 H33 F3 Fe N4 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-05-23
_chem_comp.pdbx_modified_date                   2017-08-11
_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                       674.490
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    89R
_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  Y
_chem_comp.pdbx_model_coordinates_db_code       5XL0
_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
89R  C1   C1   C   0  1  N  N  N  29.648  13.096  15.157  ?  ?  ?  C1   89R   1  
89R  C2   C2   C   0  1  N  N  N  26.300  10.041  17.016  ?  ?  ?  C2   89R   2  
89R  C15  C3   C   0  1  N  N  N  27.590  10.602  16.584  ?  ?  ?  C15  89R   3  
89R  C14  C4   C   0  1  N  N  N  28.887   9.978  16.705  ?  ?  ?  C14  89R   4  
89R  C7   C5   C   0  1  N  N  N  28.984  14.252  14.801  ?  ?  ?  C7   89R   5  
89R  C12  C6   C   0  1  N  N  N  29.063  11.980  15.737  ?  ?  ?  C12  89R   6  
89R  C10  C7   C   0  1  N  N  N  29.378  18.640  14.686  ?  ?  ?  C10  89R   7  
89R  C3   C8   C   0  1  N  N  N  22.827  13.011  15.490  ?  ?  ?  C3   89R   8  
89R  C13  C9   C   0  1  N  N  N  29.823  10.835  16.165  ?  ?  ?  C13  89R   9  
89R  C11  C10  C   0  1  N  N  N  28.495  18.731  15.930  ?  ?  ?  C11  89R  10  
89R  C6   C11  C   0  1  N  N  N  29.654  15.428  14.292  ?  ?  ?  C6   89R  11  
89R  C8   C12  C   0  1  N  N  N  31.137  15.573  14.082  ?  ?  ?  C8   89R  12  
89R  C5   C13  C   0  1  N  N  N  28.669  16.348  14.049  ?  ?  ?  C5   89R  13  
89R  C9   C14  C   0  1  N  N  N  28.848  17.755  13.533  ?  ?  ?  C9   89R  14  
89R  C4   C15  C   0  1  N  N  N  27.412  15.724  14.403  ?  ?  ?  C4   89R  15  
89R  O2   O1   O   0  1  N  N  N  22.301  19.699  11.749  ?  ?  ?  O2   89R  16  
89R  O3   O2   O   0  1  N  N  N  23.753  18.909  10.305  ?  ?  ?  O3   89R  17  
89R  O1   O3   O   0  1  N  N  N  28.927  18.315  17.036  ?  ?  ?  O1   89R  18  
89R  N    N1   N   0  1  N  N  N  27.622  14.453  14.863  ?  ?  ?  N    89R  19  
89R  C    C16  C   0  1  N  N  N  26.159  16.321  14.281  ?  ?  ?  C    89R  20  
89R  O    O4   O   0  1  N  N  N  27.360  19.250  15.858  ?  ?  ?  O    89R  21  
89R  C16  C17  C   0  1  Y  N  N  25.071  10.574  16.705  ?  ?  ?  C16  89R  22  
89R  C17  C18  C   0  1  Y  N  N  23.829   9.872  16.934  ?  ?  ?  C17  89R  23  
89R  C18  C19  C   0  1  Y  N  N  22.837  10.702  16.495  ?  ?  ?  C18  89R  24  
89R  C19  C20  C   0  1  Y  N  N  23.489  11.908  16.013  ?  ?  ?  C19  89R  25  
89R  C20  C21  C   0  1  N  N  N  23.414  14.187  15.042  ?  ?  ?  C20  89R  26  
89R  C21  C22  C   0  1  N  N  N  22.687  15.332  14.525  ?  ?  ?  C21  89R  27  
89R  C22  C23  C   0  1  N  N  N  23.625  16.268  14.163  ?  ?  ?  C22  89R  28  
89R  C23  C24  C   0  1  N  N  N  24.931  15.689  14.466  ?  ?  ?  C23  89R  29  
89R  C24  C25  C   0  1  N  N  N  21.196  15.441  14.415  ?  ?  ?  C24  89R  30  
89R  C25  C26  C   0  1  N  N  N  23.332  17.617  13.551  ?  ?  ?  C25  89R  31  
89R  C26  C27  C   0  1  N  N  N  23.074  17.446  12.047  ?  ?  ?  C26  89R  32  
89R  C27  C28  C   0  1  N  N  N  23.038  18.778  11.322  ?  ?  ?  C27  89R  33  
89R  C28  C29  C   0  1  N  N  N  23.684   8.500  17.541  ?  ?  ?  C28  89R  34  
89R  C29  C30  C   0  1  N  N  N  23.208   7.533  16.474  ?  ?  ?  C29  89R  35  
89R  C30  C31  C   0  1  N  N  N  31.312  10.658  15.990  ?  ?  ?  C30  89R  36  
89R  C31  C32  C   0  1  N  N  N  32.175  11.296  17.054  ?  ?  ?  C31  89R  37  
89R  C32  C33  C   0  1  N  N  N  21.361  10.426  16.512  ?  ?  ?  C32  89R  38  
89R  C33  C34  C   0  1  N  N  N  29.175   8.620  17.246  ?  ?  ?  C33  89R  39  
89R  F    F1   F   0  1  N  N  N  30.434   8.558  17.722  ?  ?  ?  F    89R  40  
89R  F1   F2   F   0  1  N  N  N  28.281   8.227  18.177  ?  ?  ?  F1   89R  41  
89R  F2   F3   F   0  1  N  N  N  29.119   7.766  16.216  ?  ?  ?  F2   89R  42  
89R  N1   N2   N   0  1  N  N  N  27.722  11.835  16.006  ?  ?  ?  N1   89R  43  
89R  N2   N3   N   0  1  Y  N  N  24.842  11.811  16.154  ?  ?  ?  N2   89R  44  
89R  N3   N4   N   0  1  N  N  N  24.762  14.429  14.994  ?  ?  ?  N3   89R  45  
89R  FE   FE1  FE  0  0  N  N  N  26.227  13.156  15.569  ?  ?  ?  FE   89R  46  
89R  H1   H1   H   0  1  N  N  N  30.711  13.057  14.969  ?  ?  ?  H1   89R  47  
89R  H2   H2   H   0  1  N  N  N  26.320   9.146  17.621  ?  ?  ?  H2   89R  48  
89R  H3   H3   H   0  1  N  N  N  30.354  18.238  14.996  ?  ?  ?  H3   89R  49  
89R  H4   H4   H   0  1  N  N  N  29.510  19.659  14.293  ?  ?  ?  H4   89R  50  
89R  H5   H5   H   0  1  N  N  N  21.751  12.948  15.425  ?  ?  ?  H5   89R  51  
89R  H6   H6   H   0  1  N  N  N  31.643  14.642  14.379  ?  ?  ?  H6   89R  52  
89R  H7   H7   H   0  1  N  N  N  31.339  15.777  13.020  ?  ?  ?  H7   89R  53  
89R  H8   H8   H   0  1  N  N  N  31.514  16.406  14.693  ?  ?  ?  H8   89R  54  
89R  H9   H9   H   0  1  N  N  N  29.570  17.756  12.703  ?  ?  ?  H9   89R  55  
89R  H10  H10  H   0  1  N  N  N  27.882  18.146  13.180  ?  ?  ?  H10  89R  56  
89R  H11  H11  H   0  1  N  N  N  22.387  20.460  11.187  ?  ?  ?  H11  89R  57  
89R  H12  H12  H   0  1  N  N  N  28.275  18.469  17.709  ?  ?  ?  H12  89R  58  
89R  H13  H13  H   0  1  N  N  N  26.138  17.369  14.019  ?  ?  ?  H13  89R  59  
89R  H14  H14  H   0  1  N  N  N  20.732  14.518  14.792  ?  ?  ?  H14  89R  60  
89R  H15  H15  H   0  1  N  N  N  20.846  16.297  15.011  ?  ?  ?  H15  89R  61  
89R  H16  H16  H   0  1  N  N  N  20.916  15.589  13.362  ?  ?  ?  H16  89R  62  
89R  H17  H17  H   0  1  N  N  N  24.193  18.284  13.703  ?  ?  ?  H17  89R  63  
89R  H18  H18  H   0  1  N  N  N  22.442  18.052  14.029  ?  ?  ?  H18  89R  64  
89R  H19  H19  H   0  1  N  N  N  22.108  16.940  11.908  ?  ?  ?  H19  89R  65  
89R  H20  H20  H   0  1  N  N  N  23.877  16.829  11.617  ?  ?  ?  H20  89R  66  
89R  H21  H21  H   0  1  N  N  N  22.950   8.535  18.360  ?  ?  ?  H21  89R  67  
89R  H22  H22  H   0  1  N  N  N  24.656   8.166  17.933  ?  ?  ?  H22  89R  68  
89R  H23  H23  H   0  1  N  N  N  23.100   6.529  16.910  ?  ?  ?  H23  89R  69  
89R  H24  H24  H   0  1  N  N  N  22.237   7.869  16.082  ?  ?  ?  H24  89R  70  
89R  H25  H25  H   0  1  N  N  N  23.942   7.500  15.655  ?  ?  ?  H25  89R  71  
89R  H26  H26  H   0  1  N  N  N  31.526   9.579  15.983  ?  ?  ?  H26  89R  72  
89R  H27  H27  H   0  1  N  N  N  31.593  11.094  15.020  ?  ?  ?  H27  89R  73  
89R  H28  H28  H   0  1  N  N  N  33.235  11.106  16.829  ?  ?  ?  H28  89R  74  
89R  H29  H29  H   0  1  N  N  N  31.992  12.381  17.072  ?  ?  ?  H29  89R  75  
89R  H30  H30  H   0  1  N  N  N  31.926  10.866  18.035  ?  ?  ?  H30  89R  76  
89R  H31  H31  H   0  1  N  N  N  21.067   9.941  15.569  ?  ?  ?  H31  89R  77  
89R  H32  H32  H   0  1  N  N  N  21.122   9.762  17.356  ?  ?  ?  H32  89R  78  
89R  H33  H33  H   0  1  N  N  N  20.812  11.373  16.624  ?  ?  ?  H33  89R  79  
#   #
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
89R  O3   C27  DOUB  N  N   1  
89R  C27  O2   SING  N  N   2  
89R  C27  C26  SING  N  N   3  
89R  C26  C25  SING  N  N   4  
89R  C9   C5   SING  N  N   5  
89R  C9   C10  SING  N  N   6  
89R  C25  C22  SING  N  N   7  
89R  C5   C6   DOUB  N  N   8  
89R  C5   C4   SING  N  N   9  
89R  C8   C6   SING  N  N  10  
89R  C22  C23  SING  N  N  11  
89R  C22  C21  DOUB  N  N  12  
89R  C    C4   DOUB  N  N  13  
89R  C    C23  SING  N  N  14  
89R  C6   C7   SING  N  N  15  
89R  C4   N    SING  N  N  16  
89R  C24  C21  SING  N  N  17  
89R  C23  N3   DOUB  N  N  18  
89R  C21  C20  SING  N  N  19  
89R  C10  C11  SING  N  N  20  
89R  C7   N    SING  N  N  21  
89R  C7   C1   DOUB  N  N  22  
89R  N    FE   SING  N  N  23  
89R  N3   C20  SING  N  N  24  
89R  N3   FE   SING  N  N  25  
89R  C20  C3   DOUB  N  N  26  
89R  C1   C12  SING  N  N  27  
89R  C3   C19  SING  N  N  28  
89R  FE   N1   SING  N  N  29  
89R  FE   N2   SING  N  N  30  
89R  C12  N1   DOUB  N  N  31  
89R  C12  C13  SING  N  N  32  
89R  O    C11  DOUB  N  N  33  
89R  C11  O1   SING  N  N  34  
89R  C30  C13  SING  N  N  35  
89R  C30  C31  SING  N  N  36  
89R  N1   C15  SING  N  N  37  
89R  C19  N2   SING  Y  N  38  
89R  C19  C18  DOUB  Y  N  39  
89R  N2   C16  SING  Y  N  40  
89R  C13  C14  DOUB  N  N  41  
89R  F2   C33  SING  N  N  42  
89R  C29  C28  SING  N  N  43  
89R  C18  C32  SING  N  N  44  
89R  C18  C17  SING  Y  N  45  
89R  C15  C14  SING  N  N  46  
89R  C15  C2   DOUB  N  N  47  
89R  C14  C33  SING  N  N  48  
89R  C16  C17  DOUB  Y  N  49  
89R  C16  C2   SING  N  N  50  
89R  C17  C28  SING  N  N  51  
89R  C33  F    SING  N  N  52  
89R  C33  F1   SING  N  N  53  
89R  C1   H1   SING  N  N  54  
89R  C2   H2   SING  N  N  55  
89R  C10  H3   SING  N  N  56  
89R  C10  H4   SING  N  N  57  
89R  C3   H5   SING  N  N  58  
89R  C8   H6   SING  N  N  59  
89R  C8   H7   SING  N  N  60  
89R  C8   H8   SING  N  N  61  
89R  C9   H9   SING  N  N  62  
89R  C9   H10  SING  N  N  63  
89R  O2   H11  SING  N  N  64  
89R  O1   H12  SING  N  N  65  
89R  C    H13  SING  N  N  66  
89R  C24  H14  SING  N  N  67  
89R  C24  H15  SING  N  N  68  
89R  C24  H16  SING  N  N  69  
89R  C25  H17  SING  N  N  70  
89R  C25  H18  SING  N  N  71  
89R  C26  H19  SING  N  N  72  
89R  C26  H20  SING  N  N  73  
89R  C28  H21  SING  N  N  74  
89R  C28  H22  SING  N  N  75  
89R  C29  H23  SING  N  N  76  
89R  C29  H24  SING  N  N  77  
89R  C29  H25  SING  N  N  78  
89R  C30  H26  SING  N  N  79  
89R  C30  H27  SING  N  N  80  
89R  C31  H28  SING  N  N  81  
89R  C31  H29  SING  N  N  82  
89R  C31  H30  SING  N  N  83  
89R  C32  H31  SING  N  N  84  
89R  C32  H32  SING  N  N  85  
89R  C32  H33  SING  N  N  86  
#   #
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
89R  InChI             InChI                 1.03   "InChI=1S/C34H35F3N4O4.Fe/c1-6-19-16(3)23-12-24-17(4)21(8-10-31(42)43)28(39-24)14-29-22(9-11-32(44)45)18(5)25(40-29)13-27-20(7-2)33(34(35,36)37)30(41-27)15-26(19)38-23;/h12-15H,6-11H2,1-5H3,(H4,38,39,40,41,42,43,44,45);/q;+2/p-2/b23-12-,24-12-,25-13-,26-15-,27-13-,28-14-,29-14-,30-15-;"  
89R  InChIKey          InChI                 1.03   CNPAYGPAEWLGQO-MZUFGXIUSA-L  
89R  SMILES_CANONICAL  CACTVS                3.385  "CCc1c(C)c2C=C3N=C(C=C4[N@@]5[Fe]n2c1C=C6N=C(C=C5C(=C4CCC(O)=O)C)C(=C6C(F)(F)F)CC)C(=C3C)CCC(O)=O"  
89R  SMILES            CACTVS                3.385  "CCc1c(C)c2C=C3N=C(C=C4[N]5[Fe]n2c1C=C6N=C(C=C5C(=C4CCC(O)=O)C)C(=C6C(F)(F)F)CC)C(=C3C)CCC(O)=O"  
89R  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CCc1c(c2n3c1C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8CCC(=O)O)C)C(=C(C7=C2)C)CCC(=O)O)CC)C(F)(F)F)C"  
89R  SMILES            "OpenEye OEToolkits"  2.0.6  "CCc1c(c2n3c1C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8CCC(=O)O)C)C(=C(C7=C2)C)CCC(=O)O)CC)C(F)(F)F)C"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
89R  "Create component"  2017-05-23  RCSB  
89R  "Initial release"   2017-08-16  RCSB  
##
