data_2FH
# 
_chem_comp.id                                    2FH 
_chem_comp.name                                  2-PHENYLHEME 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C40 H36 Fe N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    2 
_chem_comp.pdbx_initial_date                     2004-02-11 
_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                        692.583 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2FH 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1S13 
_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 
2FH FE   FE    FE 0 0 N N R 23.386 23.453 12.741 1.575  0.108  -0.008 FE   2FH 1  
2FH CHA  CHA   C  0 1 N N N 20.708 25.262 14.187 -1.563 0.167  -0.398 CHA  2FH 2  
2FH CHB  CHB   C  0 1 N N N 22.381 24.429 9.603  1.708  2.829  -1.615 CHB  2FH 3  
2FH CHC  CHC   C  0 1 N N N 26.128 21.950 11.400 4.730  -0.120 0.094  CHC  2FH 4  
2FH CHD  CHD   C  0 1 N N N 24.423 22.309 15.797 1.467  -2.733 1.374  CHD  2FH 5  
2FH NA   "N A" N  1 1 N N N 21.853 24.546 12.043 0.409  1.530  -0.043 NA   2FH 6  
2FH C1A  C1A   C  0 1 N N N 20.833 25.211 12.734 -0.927 1.391  -0.056 C1A  2FH 7  
2FH C2A  C2A   C  0 1 N N N 19.925 25.860 11.752 -1.399 2.697  0.200  C2A  2FH 8  
2FH C3A  C3A   C  0 1 N N N 20.398 25.592 10.498 -0.389 3.555  -0.184 C3A  2FH 9  
2FH C4A  C4A   C  0 1 N N N 21.584 24.806 10.679 0.683  2.694  -0.663 C4A  2FH 10 
2FH CAA  CAA   C  0 1 N N N ?      ?      ?      -2.738 3.077  0.777  CAA  2FH 11 
2FH CBA  CBA   C  0 1 N N N ?      ?      ?      -2.674 3.007  2.304  CBA  2FH 12 
2FH CGA  CGA   C  0 1 N N N ?      ?      ?      -4.043 3.272  2.876  CGA  2FH 13 
2FH O1A  O1A   O  0 1 N N N ?      ?      ?      -4.973 3.494  2.139  O1A  2FH 14 
2FH O2A  O2A   O  0 1 N N N ?      ?      ?      -4.227 3.261  4.206  O2A  2FH 15 
2FH CMA  CMA   C  0 1 N N N ?      ?      ?      -0.394 5.061  -0.121 CMA  2FH 16 
2FH NB   "N B" N  0 1 N N N 24.096 23.241 10.890 2.867  0.738  -1.184 NB   2FH 17 
2FH C1B  C1B   C  0 1 N N N 23.560 23.705 9.694  2.726  1.915  -1.901 C1B  2FH 18 
2FH C2B  C2B   C  0 1 N N N 24.382 23.332 8.554  3.802  1.860  -2.779 C2B  2FH 19 
2FH C3B  C3B   C  0 1 N N N 25.428 22.639 9.064  4.717  0.905  -2.293 C3B  2FH 20 
2FH C4B  C4B   C  0 1 N N N 25.254 22.580 10.510 4.205  0.425  -1.072 C4B  2FH 21 
2FH CMB  CMB   C  0 1 N N N 24.133 23.652 7.065  3.962  2.680  -4.033 CMB  2FH 22 
2FH CAB  CAB   C  0 1 N N N 26.467 22.087 8.324  5.974  0.487  -2.940 CAB  2FH 23 
2FH CBB  CBB   C  0 1 N N N 26.286 20.762 7.765  6.745  -0.430 -2.365 CBB  2FH 24 
2FH NC   "N C" N  1 1 N N N 24.947 22.399 13.405 2.673  -0.640 1.266  NC   2FH 25 
2FH C1C  C1C   C  0 1 N N N 26.021 21.870 12.670 4.015  -0.523 1.246  C1C  2FH 26 
2FH C2C  C2C   C  0 1 N N N 26.973 21.167 13.529 4.424  -1.015 2.503  C2C  2FH 27 
2FH C3C  C3C   C  0 1 N N N 26.468 21.253 14.789 3.395  -1.845 2.949  C3C  2FH 28 
2FH C4C  C4C   C  0 1 N N N 25.225 22.015 14.705 2.401  -1.808 1.867  C4C  2FH 29 
2FH CMC  CMC   C  0 1 N N N 28.280 20.452 13.129 5.714  -0.708 3.219  CMC  2FH 30 
2FH CAC  CAC   C  0 1 N N N 27.033 20.712 15.953 3.321  -2.590 4.218  CAC  2FH 31 
2FH CBC  CBC   C  0 1 N N N 26.780 19.356 16.395 2.259  -3.341 4.486  CBC  2FH 32 
2FH ND   "N D" N  0 1 Y N N 22.658 23.550 14.633 0.373  -1.287 -0.229 ND   2FH 33 
2FH C1D  C1D   C  0 1 Y N N 23.246 23.006 15.784 0.537  -2.532 0.352  C1D  2FH 34 
2FH C2D  C2D   C  0 1 Y N N 22.482 23.260 16.967 -0.428 -3.272 -0.322 C2D  2FH 35 
2FH C3D  C3D   C  0 1 Y N N 21.399 23.923 16.573 -1.349 -2.387 -0.863 C3D  2FH 36 
2FH C4D  C4D   C  0 1 Y N N 21.486 24.157 15.117 -0.962 -1.098 -0.528 C4D  2FH 37 
2FH CMD  CMD   C  0 1 N N N 22.818 22.823 18.397 -0.466 -4.773 -0.444 CMD  2FH 38 
2FH CAD  CAD   C  0 1 N N N 20.637 24.897 17.495 -2.563 -2.763 -1.674 CAD  2FH 39 
2FH CBD  CBD   C  0 1 N N N 19.420 24.239 18.129 -3.757 -2.967 -0.740 CBD  2FH 40 
2FH CGD  CGD   C  0 1 N N N 18.406 25.212 18.676 -4.971 -3.342 -1.551 CGD  2FH 41 
2FH O1D  O1D   O  0 1 N N N 18.740 25.994 19.594 -6.143 -3.572 -0.939 O1D  2FH 42 
2FH O2D  O2D   O  0 1 N N N 17.260 25.185 18.188 -4.888 -3.437 -2.753 O2D  2FH 43 
2FH CG   CG    C  0 1 Y N N 19.821 26.431 14.718 -3.017 0.231  -0.644 CG   2FH 44 
2FH CD1  CD1   C  0 1 Y N N 18.426 26.231 14.954 -3.909 0.290  0.430  CD1  2FH 45 
2FH CD2  CD2   C  0 1 Y N N 20.382 27.711 14.981 -3.508 0.238  -1.953 CD2  2FH 46 
2FH CE1  CE1   C  0 1 Y N N 17.616 27.284 15.441 -5.266 0.349  0.192  CE1  2FH 47 
2FH CE2  CE2   C  0 1 Y N N 19.568 28.767 15.467 -4.867 0.297  -2.175 CE2  2FH 48 
2FH CZ   CZ    C  0 1 Y N N 18.185 28.551 15.697 -5.745 0.350  -1.106 CZ   2FH 49 
2FH HHB  HHB   H  0 1 N N N 22.055 24.724 8.617  1.709  3.743  -2.191 HHB  2FH 50 
2FH HHC  HHC   H  0 1 N N N 26.994 21.476 10.963 5.801  -0.250 0.123  HHC  2FH 51 
2FH HHD  HHD   H  0 1 N N N 24.763 21.951 16.757 1.468  -3.709 1.836  HHD  2FH 52 
2FH HAA1 HAA1  H  0 0 N N N ?      ?      ?      -2.991 4.092  0.470  HAA1 2FH 53 
2FH HAA2 HAA2  H  0 0 N N N ?      ?      ?      -3.499 2.387  0.412  HAA2 2FH 54 
2FH HBA1 HBA1  H  0 0 N N N ?      ?      ?      -2.339 2.015  2.608  HBA1 2FH 55 
2FH HBA2 HBA2  H  0 0 N N N ?      ?      ?      -1.974 3.756  2.673  HBA2 2FH 56 
2FH H1A  H1A   H  0 1 N N N ?      ?      ?      -5.123 3.437  4.526  H1A  2FH 57 
2FH HMA1 HMA1  H  0 0 N N N ?      ?      ?      -0.002 5.386  0.842  HMA1 2FH 58 
2FH HMA2 HMA2  H  0 0 N N N ?      ?      ?      0.230  5.460  -0.921 HMA2 2FH 59 
2FH HMA3 HMA3  H  0 0 N N N ?      ?      ?      -1.414 5.426  -0.240 HMA3 2FH 60 
2FH HMB1 HMB1  H  0 0 N N N 24.074 24.742 6.929  4.478  3.611  -3.795 HMB1 2FH 61 
2FH HMB2 HMB2  H  0 0 N N N 24.960 23.251 6.461  4.544  2.118  -4.763 HMB2 2FH 62 
2FH HMB3 HMB3  H  0 0 N N N 23.187 23.191 6.744  2.980  2.906  -4.448 HMB3 2FH 63 
2FH HAB  HAB   H  0 1 N N N 27.387 22.632 8.169  6.269  0.927  -3.881 HAB  2FH 64 
2FH HBB1 HBB1  H  0 0 N N N 27.186 20.500 7.228  7.666  -0.736 -2.839 HBB1 2FH 65 
2FH HBB2 HBB2  H  0 0 N N N 25.405 20.145 7.867  6.450  -0.869 -1.423 HBB2 2FH 66 
2FH HMC1 HMC1  H  0 0 N N N 28.288 20.282 12.042 5.578  0.169  3.852  HMC1 2FH 67 
2FH HMC2 HMC2  H  0 0 N N N 29.140 21.078 13.408 6.000  -1.560 3.835  HMC2 2FH 68 
2FH HMC3 HMC3  H  0 0 N N N 28.344 19.486 13.652 6.498  -0.510 2.487  HMC3 2FH 69 
2FH HAC  HAC   H  0 1 N N N 27.686 21.334 16.547 4.131  -2.525 4.930  HAC  2FH 70 
2FH HBC1 HBC1  H  0 0 N N N 27.326 19.182 17.310 2.204  -3.887 5.417  HBC1 2FH 71 
2FH HBC2 HBC2  H  0 0 N N N 26.149 18.638 15.893 1.449  -3.406 3.775  HBC2 2FH 72 
2FH HMD1 HMD1  H  0 0 N N N 22.899 21.727 18.437 -1.034 -5.191 0.387  HMD1 2FH 73 
2FH HMD2 HMD2  H  0 0 N N N 23.775 23.272 18.702 -0.942 -5.049 -1.385 HMD2 2FH 74 
2FH HMD3 HMD3  H  0 0 N N N 22.022 23.157 19.079 0.551  -5.165 -0.422 HMD3 2FH 75 
2FH HAD1 HAD1  H  0 0 N N N 21.315 25.229 18.295 -2.787 -1.965 -2.382 HAD1 2FH 76 
2FH HAD2 HAD2  H  0 0 N N N 20.291 25.746 16.887 -2.365 -3.686 -2.218 HAD2 2FH 77 
2FH HBD1 HBD1  H  0 0 N N N 18.924 23.631 17.358 -3.533 -3.765 -0.032 HBD1 2FH 78 
2FH HBD2 HBD2  H  0 0 N N N 19.785 23.647 18.981 -3.955 -2.043 -0.196 HBD2 2FH 79 
2FH H1D  H1D   H  0 1 N N N 17.997 26.534 19.836 -6.893 -3.809 -1.501 H1D  2FH 80 
2FH HD1  HD1   H  0 1 N N N 17.985 25.265 14.758 -3.536 0.289  1.443  HD1  2FH 81 
2FH HD2  HD2   H  0 1 N N N 21.435 27.881 14.810 -2.824 0.197  -2.788 HD2  2FH 82 
2FH HE1  HE1   H  0 1 N N N 16.563 27.119 15.617 -5.957 0.395  1.021  HE1  2FH 83 
2FH HE2  HE2   H  0 1 N N N 20.002 29.736 15.662 -5.248 0.303  -3.186 HE2  2FH 84 
2FH HZ   HZ    H  0 1 N N N 17.567 29.355 16.068 -6.809 0.397  -1.286 HZ   2FH 85 
# 
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 
2FH FE  NA   SING N N 1  
2FH FE  NB   SING N N 2  
2FH FE  NC   SING N N 3  
2FH FE  ND   SING N N 4  
2FH CHA C1A  DOUB N N 5  
2FH CHA C4D  SING N N 6  
2FH CHA CG   SING N N 7  
2FH CHB C4A  SING N N 8  
2FH CHB C1B  DOUB N N 9  
2FH CHB HHB  SING N N 10 
2FH CHC C4B  DOUB N N 11 
2FH CHC C1C  SING N N 12 
2FH CHC HHC  SING N N 13 
2FH CHD C4C  DOUB N N 14 
2FH CHD C1D  SING N N 15 
2FH CHD HHD  SING N N 16 
2FH NA  C1A  SING N N 17 
2FH NA  C4A  DOUB N N 18 
2FH C1A C2A  SING N N 19 
2FH C2A C3A  DOUB N N 20 
2FH C2A CAA  SING N N 21 
2FH C3A C4A  SING N N 22 
2FH C3A CMA  SING N N 23 
2FH CAA CBA  SING N N 24 
2FH CAA HAA1 SING N N 25 
2FH CAA HAA2 SING N N 26 
2FH CBA CGA  SING N N 27 
2FH CBA HBA1 SING N N 28 
2FH CBA HBA2 SING N N 29 
2FH CGA O1A  DOUB N N 30 
2FH CGA O2A  SING N N 31 
2FH O2A H1A  SING N N 32 
2FH CMA HMA1 SING N N 33 
2FH CMA HMA2 SING N N 34 
2FH CMA HMA3 SING N N 35 
2FH NB  C1B  SING N N 36 
2FH NB  C4B  SING N N 37 
2FH C1B C2B  SING N N 38 
2FH C2B C3B  DOUB N N 39 
2FH C2B CMB  SING N N 40 
2FH C3B C4B  SING N N 41 
2FH C3B CAB  SING N N 42 
2FH CMB HMB1 SING N N 43 
2FH CMB HMB2 SING N N 44 
2FH CMB HMB3 SING N N 45 
2FH CAB CBB  DOUB N N 46 
2FH CAB HAB  SING N N 47 
2FH CBB HBB1 SING N N 48 
2FH CBB HBB2 SING N N 49 
2FH NC  C1C  DOUB N N 50 
2FH NC  C4C  SING N N 51 
2FH C1C C2C  SING N N 52 
2FH C2C C3C  DOUB N N 53 
2FH C2C CMC  SING N N 54 
2FH C3C C4C  SING N N 55 
2FH C3C CAC  SING N N 56 
2FH CMC HMC1 SING N N 57 
2FH CMC HMC2 SING N N 58 
2FH CMC HMC3 SING N N 59 
2FH CAC CBC  DOUB N N 60 
2FH CAC HAC  SING N N 61 
2FH CBC HBC1 SING N N 62 
2FH CBC HBC2 SING N N 63 
2FH ND  C1D  SING Y N 64 
2FH ND  C4D  SING Y N 65 
2FH C1D C2D  DOUB Y N 66 
2FH C2D C3D  SING Y N 67 
2FH C2D CMD  SING N N 68 
2FH C3D C4D  DOUB Y N 69 
2FH C3D CAD  SING N N 70 
2FH CMD HMD1 SING N N 71 
2FH CMD HMD2 SING N N 72 
2FH CMD HMD3 SING N N 73 
2FH CAD CBD  SING N N 74 
2FH CAD HAD1 SING N N 75 
2FH CAD HAD2 SING N N 76 
2FH CBD CGD  SING N N 77 
2FH CBD HBD1 SING N N 78 
2FH CBD HBD2 SING N N 79 
2FH CGD O1D  SING N N 80 
2FH CGD O2D  DOUB N N 81 
2FH O1D H1D  SING N N 82 
2FH CG  CD1  DOUB Y N 83 
2FH CG  CD2  SING Y N 84 
2FH CD1 CE1  SING Y N 85 
2FH CD1 HD1  SING N N 86 
2FH CD2 CE2  DOUB Y N 87 
2FH CD2 HD2  SING N N 88 
2FH CE1 CZ   DOUB Y N 89 
2FH CE1 HE1  SING N N 90 
2FH CE2 CZ   SING Y N 91 
2FH CE2 HE2  SING N N 92 
2FH CZ  HZ   SING N N 93 
# 
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 
2FH SMILES           ACDLabs              10.04 O=C(O)CCC=1C=8[N+]4=C(C=1C)C=C5C(=C(\C=C)C6=CC9=[N+]3C(=Cc2c(c(c(n2[Fe]34N56)C=8c7ccccc7)CCC(=O)O)C)C(\C=C)=C9C)C 
2FH InChI            InChI                1.02b 
;InChI=1/C40H38N4O4.Fe/c1-7-26-21(3)30-18-32-23(5)28(14-16-36(45)46)39(43-32)38(25-12-10-9-11-13-25)40-29(15-17-37(47)48)24(6)33(44-40)20-35-27(8-2)22(4)31(42-35)19-34(26)41-30;/h7-13,18-20H,1-2,14-17H2,3-6H3,(H4,41,42,43,44,45,46,47,48);/q;+4/p-2/b30-18-,31-19-,32-18-,33-20-,34-19-,35-20-,39-38-,40-38-;/fC40H36N4O4.Fe/h45,47H;/q-2;m/rC40H34FeN4O4/c1-7-26-21(3)30-18-32-23(5)28(14-16-36(46)47)39-38(25-12-10-9-11-13-25)40-29(15-17-37(48)49)24(6)33-20-35-27(8-2)22(4)31-19-34(26)42(30)41(43(31)35,44(32)39)45(33)40/h7-13,18-20H,1-2,14-17H2,3-6H3/p+2/fC40H36FeN4O4/h46,48H/q+2
;
2FH InChIKey         InChI                1.02b RHCCVTLDOSIQDM-IKCSWLNYDF 
2FH SMILES_CANONICAL CACTVS               3.341 Cc1c(CCC(O)=O)c2n3c1C=C4C(=C(C)C5=[N+]4[Fe@@]36N7C(=CC8=[N+]6C(=C2c9ccccc9)C(=C8C)CCC(O)=O)C(=C(C=C)C7=C5)C)C=C 
2FH SMILES           CACTVS               3.341 Cc1c(CCC(O)=O)c2n3c1C=C4C(=C(C)C5=[N+]4[Fe]36N7C(=CC8=[N+]6C(=C2c9ccccc9)C(=C8C)CCC(O)=O)C(=C(C=C)C7=C5)C)C=C 
2FH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c2cc3[n+]4c(cc5c(c(c6n5[Fe]47n2c(c1CCC(=O)O)c(c8[n+]7c(c6)C(=C8CCC(=O)O)C)c9ccccc9)C)C=C)C(=C3C=C)C 
2FH SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c2cc3[n+]4c(cc5c(c(c6n5[Fe]47n2c(c1CCC(=O)O)c(c8[n+]7c(c6)C(=C8CCC(=O)O)C)c9ccccc9)C)C=C)C(=C3C=C)C 
# 
_pdbx_chem_comp_identifier.comp_id           2FH 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "[3,3'-(7,12-diethenyl-3,8,13,17-tetramethyl-20-phenylporphyrin-2,18-diyl-kappa~4~N~21~,N~22~,N~23~,N~24~)dipropanoato(2-)]iron(2+)" 
# 
