data_HEM
#

_chem_comp.id                                   HEM
_chem_comp.name                                 "PROTOPORPHYRIN IX CONTAINING FE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C34 H32 Fe N4 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        HEME
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-07-08
_chem_comp.pdbx_modified_date                   2020-06-17
_chem_comp.pdbx_ambiguous_flag                  Y
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        MHM
_chem_comp.formula_weight                       616.487
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HEM
_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       3IA3
_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
HEM  CHA   CHA   C   0  1  N  N  N   2.748  -19.531  39.896  -2.161  -0.125   0.490  CHA   HEM   1  
HEM  CHB   CHB   C   0  1  N  N  N   3.258  -17.744  35.477   1.458  -3.419   0.306  CHB   HEM   2  
HEM  CHC   CHC   C   0  1  N  N  N   1.703  -21.900  33.637   4.701   0.169  -0.069  CHC   HEM   3  
HEM  CHD   CHD   C   0  1  N  N  N   1.149  -23.677  38.059   1.075   3.460   0.018  CHD   HEM   4  
HEM  C1A   C1A   C   0  1  Y  N  N   3.031  -18.673  38.872  -1.436  -1.305   0.380  C1A   HEM   5  
HEM  C2A   C2A   C   0  1  Y  N  N   3.578  -17.325  39.013  -2.015  -2.587   0.320  C2A   HEM   6  
HEM  C3A   C3A   C   0  1  Y  N  N   3.705  -16.820  37.785  -1.009  -3.500   0.270  C3A   HEM   7  
HEM  C4A   C4A   C   0  1  Y  N  N   3.256  -17.863  36.862   0.216  -2.803   0.298  C4A   HEM   8  
HEM  CMA   CMA   C   0  1  N  N  N   4.227  -15.469  37.393  -1.175  -4.996   0.197  CMA   HEM   9  
HEM  CAA   CAA   C   0  1  N  N  N   3.945  -16.670  40.296  -3.490  -2.893   0.314  CAA   HEM  10  
HEM  CBA   CBA   C   0  1  N  N  N   5.391  -17.138  40.581  -3.998  -2.926  -1.129  CBA   HEM  11  
HEM  CGA   CGA   C   0  1  N  N  N   6.095  -16.663  41.825  -5.473  -3.232  -1.136  CGA   HEM  12  
HEM  O1A   O1A   O   0  1  N  N  N   7.098  -15.928  41.683  -6.059  -3.405  -0.094  O1A   HEM  13  
HEM  O2A   O2A   O   0  1  N  N  N   5.657  -17.040  42.940  -6.137  -3.311  -2.300  O2A   HEM  14  
HEM  C1B   C1B   C   0  1  N  N  N   2.888  -18.698  34.579   2.664  -2.707   0.308  C1B   HEM  15  
HEM  C2B   C2B   C   0  1  N  N  N   2.933  -18.535  33.146   3.937  -3.328   0.418  C2B   HEM  16  
HEM  C3B   C3B   C   0  1  N  N  N   2.499  -19.716  32.632   4.874  -2.341   0.314  C3B   HEM  17  
HEM  C4B   C4B   C   0  1  N  N  N   2.187  -20.580  33.743   4.117  -1.079   0.139  C4B   HEM  18  
HEM  CMB   CMB   C   0  1  N  N  N   3.391  -17.290  32.422   4.203  -4.798   0.613  CMB   HEM  19  
HEM  CAB   CAB   C   0  1  N  N  N   2.345  -20.140  31.217   6.339  -2.497   0.365  CAB   HEM  20  
HEM  CBB   CBB   C   0  1  N  N  N   1.755  -19.492  30.233   6.935  -3.419  -0.385  CBB   HEM  21  
HEM  C1C   C1C   C   0  1  Y  N  N   1.395  -22.786  34.659   3.964   1.345  -0.174  C1C   HEM  22  
HEM  C2C   C2C   C   0  1  Y  N  N   0.854  -24.130  34.500   4.531   2.601  -0.445  C2C   HEM  23  
HEM  C3C   C3C   C   0  1  Y  N  N   0.689  -24.626  35.757   3.510   3.536  -0.437  C3C   HEM  24  
HEM  C4C   C4C   C   0  1  Y  N  N   1.139  -23.583  36.674   2.304   2.846  -0.139  C4C   HEM  25  
HEM  CMC   CMC   C   0  1  N  N  N   0.550  -24.782  33.175   5.991   2.880  -0.697  CMC   HEM  26  
HEM  CAC   CAC   C   0  1  N  N  N   0.164  -25.943  36.196   3.649   4.981  -0.692  CAC   HEM  27  
HEM  CBC   CBC   C   0  1  N  N  N   0.498  -27.158  35.750   4.201   5.407  -1.823  CBC   HEM  28  
HEM  C1D   C1D   C   0  1  N  N  N   1.550  -22.718  38.980  -0.102   2.753   0.298  C1D   HEM  29  
HEM  C2D   C2D   C   0  1  N  N  N   1.513  -22.879  40.415  -1.382   3.388   0.641  C2D   HEM  30  
HEM  C3D   C3D   C   0  1  N  N  N   1.951  -21.691  40.929  -2.283   2.389   0.774  C3D   HEM  31  
HEM  C4D   C4D   C   0  1  N  N  N   2.277  -20.826  39.811  -1.561   1.137   0.511  C4D   HEM  32  
HEM  CMD   CMD   C   0  1  N  N  N   1.055  -24.094  41.156  -1.639   4.863   0.811  CMD   HEM  33  
HEM  CAD   CAD   C   0  1  N  N  N   2.048  -21.326  42.352  -3.741   2.532   1.123  CAD   HEM  34  
HEM  CBD   CBD   C   0  1  N  N  N   0.741  -20.498  42.530  -4.573   2.563  -0.160  CBD   HEM  35  
HEM  CGD   CGD   C   0  1  N  N  N   0.578  -19.987  43.892  -6.032   2.706   0.189  CGD   HEM  36  
HEM  O1D   O1D   O   0  1  N  N  N   1.387  -19.103  44.303  -6.372   2.776   1.347  O1D   HEM  37  
HEM  O2D   O2D   O   0  1  N  N  N  -0.401  -20.468  44.537  -6.954   2.755  -0.785  O2D   HEM  38  
HEM  NA    NA    N   0  1  Y  N  N   2.863  -18.969  37.554  -0.068  -1.456   0.321  NA    HEM  39  
HEM  NB    NB    N   0  1  N  N  N   2.439  -19.944  34.911   2.820  -1.386   0.207  NB    HEM  40  
HEM  NC    NC    N   0  1  Y  N  N   1.537  -22.509  35.976   2.604   1.506  -0.033  NC    HEM  41  
HEM  ND    ND    N   0  1  N  N  N   2.008  -21.465  38.663  -0.276   1.431   0.298  ND    HEM  42  
HEM  FE    FE    FE  0  0  N  N  N   2.196  -20.749  36.814   1.010   0.157  -0.060  FE    HEM  43  
HEM  HHB   HHB   H   0  1  N  N  N   3.587  -16.798  35.072   1.498  -4.508   0.309  HHB   HEM  44  
HEM  HHC   HHC   H   0  1  N  N  N   1.553  -22.268  32.633   5.786   0.229  -0.153  HHC   HEM  45  
HEM  HHD   HHD   H   0  1  N  N  N   0.802  -24.613  38.472   1.018   4.543  -0.083  HHD   HEM  46  
HEM  HMA   HMA   H   0  1  N  N  N   5.316  -15.524  37.249  -1.220  -5.306  -0.847  HMA   HEM  47  
HEM  HMAA  HMAA  H   0  0  N  N  N   3.749  -15.149  36.455  -0.328  -5.480   0.683  HMAA  HEM  48  
HEM  HMAB  HMAB  H   0  0  N  N  N   3.998  -14.743  38.187  -2.097  -5.285   0.702  HMAB  HEM  49  
HEM  HAA   HAA   H   0  1  N  N  N   3.905  -15.575  40.197  -3.662  -3.862   0.782  HAA   HEM  50  
HEM  HAAA  HAAA  H   0  0  N  N  N   3.268  -16.991  41.102  -4.024  -2.121   0.869  HAAA  HEM  51  
HEM  HBA   HBA   H   0  1  N  N  N   5.368  -18.237  40.627  -3.825  -1.956  -1.597  HBA   HEM  52  
HEM  HBAA  HBAA  H   0  0  N  N  N   6.004  -16.819  39.725  -3.464  -3.697  -1.684  HBAA  HEM  53  
HEM  HMB   HMB   H   0  1  N  N  N   3.319  -17.449  31.336   3.256  -5.336   0.660  HMB   HEM  54  
HEM  HMBA  HMBA  H   0  0  N  N  N   2.753  -16.442  32.711   4.794  -5.175  -0.222  HMBA  HEM  55  
HEM  HMBB  HMBB  H   0  0  N  N  N   4.435  -17.072  32.692   4.752  -4.948   1.543  HMBB  HEM  56  
HEM  HAB   HAB   H   0  1  N  N  N   2.770  -21.100  30.963   6.927  -1.863   1.011  HAB   HEM  57  
HEM  HBB   HBB   H   0  1  N  N  N   1.719  -19.927  29.245   7.994  -3.600  -0.277  HBB   HEM  58  
HEM  HBBA  HBBA  H   0  0  N  N  N   1.308  -18.526  30.414   6.360  -3.987  -1.102  HBBA  HEM  59  
HEM  HMC   HMC   H   0  1  N  N  N   0.153  -25.793  33.346   6.554   1.949  -0.639  HMC   HEM  60  
HEM  HMCA  HMCA  H   0  0  N  N  N  -0.196  -24.182  32.634   6.110   3.316  -1.689  HMCA  HEM  61  
HEM  HMCB  HMCB  H   0  0  N  N  N   1.472  -24.846  32.578   6.362   3.578   0.053  HMCB  HEM  62  
HEM  HAC   HAC   H   0  1  N  N  N  -0.583  -25.916  36.975   3.303   5.694   0.042  HAC   HEM  63  
HEM  HBC   HBC   H   0  1  N  N  N   0.027  -28.035  36.169   4.614   4.696  -2.523  HBC   HEM  64  
HEM  HBCA  HBCA  H   0  0  N  N  N   1.239  -27.263  34.971   4.235   6.464  -2.043  HBCA  HEM  65  
HEM  HMD   HMD   H   0  1  N  N  N   1.142  -23.919  42.238  -0.715   5.415   0.639  HMD   HEM  66  
HEM  HMDA  HMDA  H   0  0  N  N  N   0.006  -24.304  40.902  -2.394   5.185   0.094  HMDA  HEM  67  
HEM  HMDB  HMDB  H   0  0  N  N  N   1.680  -24.954  40.872  -1.994   5.055   1.824  HMDB  HEM  68  
HEM  HAD   HAD   H   0  1  N  N  N   2.055  -22.216  42.999  -4.052   1.687   1.738  HAD   HEM  69  
HEM  HADA  HADA  H   0  0  N  N  N   2.943  -20.719  42.554  -3.893   3.459   1.677  HADA  HEM  70  
HEM  HBD   HBD   H   0  1  N  N  N   0.767  -19.646  41.835  -4.262   3.408  -0.775  HBD   HEM  71  
HEM  HBDA  HBDA  H   0  0  N  N  N  -0.119  -21.141  42.290  -4.421   1.636  -0.714  HBDA  HEM  72  
HEM  H2A   H2A   H   0  1  N  N  N   6.201  -16.682  43.632  -7.082  -3.510  -2.254  H2A   HEM  73  
HEM  H2D   H2D   H   0  1  N  N  N  -0.445  -20.063  45.395  -7.877   2.847  -0.512  H2D   HEM  74  
HEM  HHA   HHA   H   0  1  N  N  N   2.913  -19.150  40.893  -3.246  -0.188   0.567  HHA   HEM  75  
#   #
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
HEM  CHA  C1A   SING  N  N   1  
HEM  CHA  C4D   DOUB  N  N   2  
HEM  CHA  HHA   SING  N  N   3  
HEM  CHB  C4A   SING  N  N   4  
HEM  CHB  C1B   DOUB  N  N   5  
HEM  CHB  HHB   SING  N  N   6  
HEM  CHC  C4B   SING  N  N   7  
HEM  CHC  C1C   DOUB  N  N   8  
HEM  CHC  HHC   SING  N  N   9  
HEM  CHD  C4C   DOUB  N  N  10  
HEM  CHD  C1D   SING  N  N  11  
HEM  CHD  HHD   SING  N  N  12  
HEM  C1A  C2A   DOUB  Y  N  13  
HEM  C1A  NA    SING  Y  N  14  
HEM  C2A  C3A   SING  Y  N  15  
HEM  C2A  CAA   SING  N  N  16  
HEM  C3A  C4A   DOUB  Y  N  17  
HEM  C3A  CMA   SING  N  N  18  
HEM  C4A  NA    SING  Y  N  19  
HEM  CMA  HMA   SING  N  N  20  
HEM  CMA  HMAA  SING  N  N  21  
HEM  CMA  HMAB  SING  N  N  22  
HEM  CAA  CBA   SING  N  N  23  
HEM  CAA  HAA   SING  N  N  24  
HEM  CAA  HAAA  SING  N  N  25  
HEM  CBA  CGA   SING  N  N  26  
HEM  CBA  HBA   SING  N  N  27  
HEM  CBA  HBAA  SING  N  N  28  
HEM  CGA  O1A   DOUB  N  N  29  
HEM  CGA  O2A   SING  N  N  30  
HEM  C1B  C2B   SING  N  N  31  
HEM  C1B  NB    SING  N  N  32  
HEM  C2B  C3B   DOUB  N  N  33  
HEM  C2B  CMB   SING  N  N  34  
HEM  C3B  C4B   SING  N  N  35  
HEM  C3B  CAB   SING  N  N  36  
HEM  C4B  NB    DOUB  N  N  37  
HEM  CMB  HMB   SING  N  N  38  
HEM  CMB  HMBA  SING  N  N  39  
HEM  CMB  HMBB  SING  N  N  40  
HEM  CAB  CBB   DOUB  N  N  41  
HEM  CAB  HAB   SING  N  N  42  
HEM  CBB  HBB   SING  N  N  43  
HEM  CBB  HBBA  SING  N  N  44  
HEM  C1C  C2C   SING  Y  N  45  
HEM  C1C  NC    SING  Y  N  46  
HEM  C2C  C3C   DOUB  Y  N  47  
HEM  C2C  CMC   SING  N  N  48  
HEM  C3C  C4C   SING  Y  N  49  
HEM  C3C  CAC   SING  N  N  50  
HEM  C4C  NC    SING  Y  N  51  
HEM  CMC  HMC   SING  N  N  52  
HEM  CMC  HMCA  SING  N  N  53  
HEM  CMC  HMCB  SING  N  N  54  
HEM  CAC  CBC   DOUB  N  N  55  
HEM  CAC  HAC   SING  N  N  56  
HEM  CBC  HBC   SING  N  N  57  
HEM  CBC  HBCA  SING  N  N  58  
HEM  C1D  C2D   SING  N  N  59  
HEM  C1D  ND    DOUB  N  N  60  
HEM  C2D  C3D   DOUB  N  N  61  
HEM  C2D  CMD   SING  N  N  62  
HEM  C3D  C4D   SING  N  N  63  
HEM  C3D  CAD   SING  N  N  64  
HEM  C4D  ND    SING  N  N  65  
HEM  CMD  HMD   SING  N  N  66  
HEM  CMD  HMDA  SING  N  N  67  
HEM  CMD  HMDB  SING  N  N  68  
HEM  CAD  CBD   SING  N  N  69  
HEM  CAD  HAD   SING  N  N  70  
HEM  CAD  HADA  SING  N  N  71  
HEM  CBD  CGD   SING  N  N  72  
HEM  CBD  HBD   SING  N  N  73  
HEM  CBD  HBDA  SING  N  N  74  
HEM  CGD  O1D   DOUB  N  N  75  
HEM  CGD  O2D   SING  N  N  76  
HEM  O2A  H2A   SING  N  N  77  
HEM  O2D  H2D   SING  N  N  78  
HEM  FE   NA    SING  N  N  79  
HEM  FE   NB    SING  N  N  80  
HEM  FE   NC    SING  N  N  81  
HEM  FE   ND    SING  N  N  82  
#   #
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
HEM  SMILES            ACDLabs               12.01  "C=1c3c(c(c4C=C5C(=C(C=6C=C7C(=C(C8=CC=2C(=C(C=1N=2[Fe](n34)(N5=6)N78)CCC(=O)O)C)\C=C)C)\C=C)C)C)CCC(=O)O"  
HEM  InChI             InChI                 1.03   "InChI=1S/C34H34N4O4.Fe/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,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+2/p-2/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;"  
HEM  InChIKey          InChI                 1.03   KABFMIBPWCXCRK-RGGAHWMASA-L  
HEM  SMILES_CANONICAL  CACTVS                3.385  "CC1=C(CCC(O)=O)C2=Cc3n4[Fe]5|6|N2=C1C=c7n5c(=CC8=N|6C(=Cc4c(C)c3CCC(O)=O)C(=C8C=C)C)c(C)c7C=C"  
HEM  SMILES            CACTVS                3.385  "CC1=C(CCC(O)=O)C2=Cc3n4[Fe]5|6|N2=C1C=c7n5c(=CC8=N|6C(=Cc4c(C)c3CCC(O)=O)C(=C8C=C)C)c(C)c7C=C"  
HEM  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "Cc1c2n3c(c1CCC(=O)O)C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8C)C=C)C(=C(C7=C2)C)C=C)C)CCC(=O)O"  
HEM  SMILES            "OpenEye OEToolkits"  1.7.6  "Cc1c2n3c(c1CCC(=O)O)C=C4C(=C(C5=[N]4[Fe]36[N]7=C(C=C8N6C(=C5)C(=C8C)C=C)C(=C(C7=C2)C)C=C)C)CCC(=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
HEM  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.6.1  "3-[(5Z,10Z,14Z,19Z)-18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-21,23-dihydroporphyrin-2-yl]propanoic acid"  
HEM  "SYSTEMATIC NAME"  ACDLabs               12.01  "[3,3'-(7,12-diethenyl-3,8,13,17-tetramethylporphyrin-2,18-diyl-kappa~4~N~21~,N~22~,N~23~,N~24~)dipropanoato(2-)]iron"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
HEM  "Create component"    1999-07-08  RCSB  
HEM  "Other modification"  2016-01-20  RCSB  
HEM  "Modify synonyms"     2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     HEM
_pdbx_chem_comp_synonyms.name        HEME
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
