data_HES
# 
_chem_comp.id                                    HES 
_chem_comp.name                                  "ZINC SUBSTITUTED HEME C" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H34 N4 O4 Zn" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-07-22 
_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                        628.067 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HES 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "not provided" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        1M60 
_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 
HES ZN   ZN    ZN 0 0 N N N 0.977  -3.312 2.118  ? ? ? ZN   HES 1  
HES CHA  CHA   C  0 1 N N N 1.645  -4.029 -1.179 ? ? ? CHA  HES 2  
HES CHB  CHB   C  0 1 N N N -0.247 -0.235 1.143  ? ? ? CHB  HES 3  
HES CHC  CHC   C  0 1 N N N -0.064 -2.798 5.268  ? ? ? CHC  HES 4  
HES CHD  CHD   C  0 1 N N N 2.539  -6.229 3.056  ? ? ? CHD  HES 5  
HES NA   "N A" N  0 1 Y N N 0.741  -2.308 0.332  ? ? ? NA   HES 6  
HES C1A  C1A   C  0 1 Y N N 1.058  -2.827 -0.886 ? ? ? C1A  HES 7  
HES C2A  C2A   C  0 1 Y N N 0.642  -1.885 -1.897 ? ? ? C2A  HES 8  
HES C3A  C3A   C  0 1 Y N N 0.175  -0.775 -1.242 ? ? ? C3A  HES 9  
HES C4A  C4A   C  0 1 Y N N 0.207  -1.079 0.171  ? ? ? C4A  HES 10 
HES CMA  CMA   C  0 1 N N N -0.354 0.481  -1.895 ? ? ? CMA  HES 11 
HES CAA  CAA   C  0 1 N N N 0.538  -2.159 -3.378 ? ? ? CAA  HES 12 
HES CBA  CBA   C  0 1 N N N 1.843  -2.007 -4.164 ? ? ? CBA  HES 13 
HES CGA  CGA   C  0 1 N N N 1.628  -2.384 -5.633 ? ? ? CGA  HES 14 
HES O1A  O1A   O  0 1 N N N 0.951  -3.405 -5.878 ? ? ? O1A  HES 15 
HES O2A  O2A   O  0 1 N N N 2.080  -1.622 -6.517 ? ? ? O2A  HES 16 
HES NB   "N B" N  0 1 Y N N 0.036  -1.793 3.021  ? ? ? NB   HES 17 
HES C1B  C1B   C  0 1 Y N N -0.316 -0.614 2.462  ? ? ? C1B  HES 18 
HES C2B  C2B   C  0 1 Y N N -0.801 0.250  3.509  ? ? ? C2B  HES 19 
HES C3B  C3B   C  0 1 Y N N -0.834 -0.496 4.667  ? ? ? C3B  HES 20 
HES C4B  C4B   C  0 1 Y N N -0.267 -1.789 4.344  ? ? ? C4B  HES 21 
HES CMB  CMB   C  0 1 N N N -1.130 1.719  3.356  ? ? ? CMB  HES 22 
HES CAB  CAB   C  0 1 N N N -1.360 -0.040 6.016  ? ? ? CAB  HES 23 
HES CBB  CBB   C  0 1 N N N -2.769 0.552  5.928  ? ? ? CBB  HES 24 
HES NC   "N C" N  0 1 Y N N 1.149  -4.365 3.817  ? ? ? NC   HES 25 
HES C1C  C1C   C  0 1 Y N N 0.611  -3.963 4.989  ? ? ? C1C  HES 26 
HES C2C  C2C   C  0 1 Y N N 0.952  -4.932 6.001  ? ? ? C2C  HES 27 
HES C3C  C3C   C  0 1 Y N N 1.729  -5.892 5.394  ? ? ? C3C  HES 28 
HES C4C  C4C   C  0 1 Y N N 1.839  -5.516 3.998  ? ? ? C4C  HES 29 
HES CMC  CMC   C  0 1 N N N 0.684  -4.775 7.481  ? ? ? CMC  HES 30 
HES CAC  CAC   C  0 1 N N N 2.455  -7.031 6.090  ? ? ? CAC  HES 31 
HES CBC  CBC   C  0 1 N N N 1.536  -8.126 6.651  ? ? ? CBC  HES 32 
HES ND   "N D" N  0 1 Y N N 1.940  -4.817 1.144  ? ? ? ND   HES 33 
HES C1D  C1D   C  0 1 Y N N 2.517  -5.893 1.728  ? ? ? C1D  HES 34 
HES C2D  C2D   C  0 1 Y N N 3.109  -6.697 0.686  ? ? ? C2D  HES 35 
HES C3D  C3D   C  0 1 Y N N 2.754  -6.142 -0.516 ? ? ? C3D  HES 36 
HES C4D  C4D   C  0 1 Y N N 2.073  -4.906 -0.216 ? ? ? C4D  HES 37 
HES CMD  CMD   C  0 1 N N N 3.926  -7.949 0.838  ? ? ? CMD  HES 38 
HES CAD  CAD   C  0 1 N N N 2.969  -6.787 -1.872 ? ? ? CAD  HES 39 
HES CBD  CBD   C  0 1 N N N 4.401  -6.685 -2.415 ? ? ? CBD  HES 40 
HES CGD  CGD   C  0 1 N N N 4.752  -7.902 -3.279 ? ? ? CGD  HES 41 
HES O1D  O1D   O  0 1 N N N 5.349  -8.865 -2.745 ? ? ? O1D  HES 42 
HES O2D  O2D   O  0 1 N N N 4.387  -7.954 -4.473 ? ? ? O2D  HES 43 
HES HHA  HHA   H  0 1 N N N 1.777  -4.299 -2.216 ? ? ? HHA  HES 44 
HES HHB  HHB   H  0 1 N N N -0.561 0.761  0.867  ? ? ? HHB  HES 45 
HES HHC  HHC   H  0 1 N N N -0.458 -2.663 6.265  ? ? ? HHC  HES 46 
HES HHD  HHD   H  0 1 N N N 3.124  -7.080 3.371  ? ? ? HHD  HES 47 
HES HMA1 1HMA  H  0 0 N N N -1.324 0.267  -2.368 ? ? ? HMA1 HES 48 
HES HMA2 2HMA  H  0 0 N N N 0.359  0.825  -2.659 ? ? ? HMA2 HES 49 
HES HMA3 3HMA  H  0 0 N N N -0.483 1.264  -1.134 ? ? ? HMA3 HES 50 
HES HAA1 1HAA  H  0 0 N N N -0.154 -1.406 -3.782 ? ? ? HAA1 HES 51 
HES HAA2 2HAA  H  0 0 N N N 0.195  -3.197 -3.501 ? ? ? HAA2 HES 52 
HES HBA1 1HBA  H  0 0 N N N 2.601  -2.676 -3.731 ? ? ? HBA1 HES 53 
HES HBA2 2HBA  H  0 0 N N N 2.180  -0.962 -4.105 ? ? ? HBA2 HES 54 
HES H2A  H2A   H  0 1 N N N 1.827  -1.945 -7.374 ? ? ? H2A  HES 55 
HES HMB1 1HMB  H  0 0 N N N -2.087 1.827  2.824  ? ? ? HMB1 HES 56 
HES HMB2 2HMB  H  0 0 N N N -0.333 2.215  2.783  ? ? ? HMB2 HES 57 
HES HMB3 3HMB  H  0 0 N N N -1.210 2.183  4.350  ? ? ? HMB3 HES 58 
HES HAB  HAB   H  0 1 N N N -0.802 -0.124 6.937  ? ? ? HAB  HES 59 
HES HBB1 1HBB  H  0 0 N N N -3.421 -0.135 5.368  ? ? ? HBB1 HES 60 
HES HBB2 2HBB  H  0 0 N N N -2.727 1.522  5.411  ? ? ? HBB2 HES 61 
HES HBB3 3HBB  H  0 0 N N N -3.172 0.694  6.942  ? ? ? HBB3 HES 62 
HES HMC1 1HMC  H  0 0 N N N 0.092  -5.630 7.839  ? ? ? HMC1 HES 63 
HES HMC2 2HMC  H  0 0 N N N 0.125  -3.844 7.656  ? ? ? HMC2 HES 64 
HES HMC3 3HMC  H  0 0 N N N 1.639  -4.737 8.025  ? ? ? HMC3 HES 65 
HES HAC  HAC   H  0 1 N N N 3.530  -7.068 6.183  ? ? ? HAC  HES 66 
HES HBC1 1HBC  H  0 0 N N N 0.597  -7.672 7.001  ? ? ? HBC1 HES 67 
HES HBC2 2HBC  H  0 0 N N N 2.036  -8.629 7.492  ? ? ? HBC2 HES 68 
HES HBC3 3HBC  H  0 0 N N N 1.316  -8.861 5.862  ? ? ? HBC3 HES 69 
HES HMD1 1HMD  H  0 0 N N N 3.371  -8.677 1.449  ? ? ? HMD1 HES 70 
HES HMD2 2HMD  H  0 0 N N N 4.879  -7.707 1.331  ? ? ? HMD2 HES 71 
HES HMD3 3HMD  H  0 0 N N N 4.126  -8.380 -0.154 ? ? ? HMD3 HES 72 
HES HAD1 1HAD  H  0 0 N N N 2.327  -6.244 -2.581 ? ? ? HAD1 HES 73 
HES HAD2 2HAD  H  0 0 N N N 2.722  -7.855 -1.778 ? ? ? HAD2 HES 74 
HES HBD1 1HBD  H  0 0 N N N 5.096  -6.648 -1.564 ? ? ? HBD1 HES 75 
HES HBD2 2HBD  H  0 0 N N N 4.486  -5.776 -3.028 ? ? ? HBD2 HES 76 
HES H2D  H2D   H  0 1 N N N 4.635  -8.793 -4.844 ? ? ? H2D  HES 77 
# 
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 
HES ZN  NA   SING N N 1  
HES ZN  NB   SING N N 2  
HES ZN  NC   SING N N 3  
HES ZN  ND   SING N N 4  
HES CHA C1A  DOUB N N 5  
HES CHA C4D  SING N N 6  
HES CHA HHA  SING N N 7  
HES CHB C4A  DOUB N N 8  
HES CHB C1B  SING N N 9  
HES CHB HHB  SING N N 10 
HES CHC C4B  DOUB N N 11 
HES CHC C1C  SING N N 12 
HES CHC HHC  SING N N 13 
HES CHD C4C  DOUB N N 14 
HES CHD C1D  SING N N 15 
HES CHD HHD  SING N N 16 
HES NA  C1A  SING Y N 17 
HES NA  C4A  SING Y N 18 
HES C1A C2A  SING Y N 19 
HES C2A C3A  DOUB Y N 20 
HES C2A CAA  SING N N 21 
HES C3A C4A  SING Y N 22 
HES C3A CMA  SING N N 23 
HES CMA HMA1 SING N N 24 
HES CMA HMA2 SING N N 25 
HES CMA HMA3 SING N N 26 
HES CAA CBA  SING N N 27 
HES CAA HAA1 SING N N 28 
HES CAA HAA2 SING N N 29 
HES CBA CGA  SING N N 30 
HES CBA HBA1 SING N N 31 
HES CBA HBA2 SING N N 32 
HES CGA O1A  DOUB N N 33 
HES CGA O2A  SING N N 34 
HES O2A H2A  SING N N 35 
HES NB  C1B  SING Y N 36 
HES NB  C4B  SING Y N 37 
HES C1B C2B  DOUB Y N 38 
HES C2B C3B  SING Y N 39 
HES C2B CMB  SING N N 40 
HES C3B C4B  SING Y N 41 
HES C3B CAB  DOUB N E 42 
HES CMB HMB1 SING N N 43 
HES CMB HMB2 SING N N 44 
HES CMB HMB3 SING N N 45 
HES CAB CBB  SING N N 46 
HES CAB HAB  SING N N 47 
HES CBB HBB1 SING N N 48 
HES CBB HBB2 SING N N 49 
HES CBB HBB3 SING N N 50 
HES NC  C1C  SING Y N 51 
HES NC  C4C  SING Y N 52 
HES C1C C2C  DOUB Y N 53 
HES C2C C3C  SING Y N 54 
HES C2C CMC  SING N N 55 
HES C3C C4C  SING Y N 56 
HES C3C CAC  DOUB N E 57 
HES CMC HMC1 SING N N 58 
HES CMC HMC2 SING N N 59 
HES CMC HMC3 SING N N 60 
HES CAC CBC  SING N N 61 
HES CAC HAC  SING N N 62 
HES CBC HBC1 SING N N 63 
HES CBC HBC2 SING N N 64 
HES CBC HBC3 SING N N 65 
HES ND  C1D  SING Y N 66 
HES ND  C4D  SING Y N 67 
HES C1D C2D  DOUB Y N 68 
HES C2D C3D  SING Y N 69 
HES C2D CMD  SING N N 70 
HES C3D C4D  DOUB Y N 71 
HES C3D CAD  SING N N 72 
HES CMD HMD1 SING N N 73 
HES CMD HMD2 SING N N 74 
HES CMD HMD3 SING N N 75 
HES CAD CBD  SING N N 76 
HES CAD HAD1 SING N N 77 
HES CAD HAD2 SING N N 78 
HES CBD CGD  SING N N 79 
HES CBD HBD1 SING N N 80 
HES CBD HBD2 SING N N 81 
HES CGD O1D  DOUB N N 82 
HES CGD O2D  SING N N 83 
HES O2D H2D  SING N N 84 
# 
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 
HES InChI            InChI                1.02b 
;InChI=1/C34H34N4O4.Zn/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,9-12H2,1-6H3,(H,39,40)(H,41,42);/q-4;+4/b21-7+,22-8?,26-13-,29-14-,30-15-,31-16-;/f/h39,41H;/rC34H34N4O4Zn/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31-16-32-24(10-12-34(41)42)20(6)28-15-30-22(8-2)18(4)27-14-29(21)35(25)43(36(27)30,37(26)31)38(28)32/h7-8,13-16H,9-12H2,1-6H3,(H,39,40)(H,41,42)/b21-7+,22-8?/f/h39,41H
;
HES InChIKey         InChI                1.02b OSHBEULYPOLYCE-LGNRLJIYDU 
HES SMILES_CANONICAL CACTVS               3.341 C\C=C1/C(=C2C=C3N4C(=Cc5n6c(C=C7N8C(=C(C)\C7=C/C)C=C1N2[Zn]468)c(C)c5CCC(O)=O)C(=C3C)CCC(O)=O)C 
HES SMILES           CACTVS               3.341 CC=C1C(=C2C=C3N4C(=Cc5n6c(C=C7N8C(=C(C)C7=CC)C=C1N2[Zn]468)c(C)c5CCC(O)=O)C(=C3C)CCC(O)=O)C 
HES SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC=C1C(=C2C=C3C(=CC)C(=C4N3[Zn]56N2C1=Cc7n5c(c(c7C)CCC(=O)O)C=C8N6C(=C4)C(=C8CCC(=O)O)C)C)C 
HES SMILES           "OpenEye OEToolkits" 1.5.0 CC=C1C(=C2C=C3C(=CC)C(=C4N3[Zn]56N2C1=Cc7n5c(c(c7C)CCC(=O)O)C=C8N6C(=C4)C(=C8CCC(=O)O)C)C)C 
# 
