data_VEA
# 
_chem_comp.id                                    VEA 
_chem_comp.name                                  "5-OXA-PROTOPORPHYRIN IX CONTAINING FE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H31 Fe N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    5 
_chem_comp.pdbx_initial_date                     2008-11-28 
_chem_comp.pdbx_modified_date                    2009-01-30 
_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                        619.468 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VEA 
_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        2ZVU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
VEA O2D  O2D  O  0 1 N N N -15.813 16.619 -4.349  5.368  -3.414 2.784  O2D  VEA 1  
VEA CGD  CGD  C  0 1 N N N -16.736 16.520 -3.525  5.317  -3.558 1.586  CGD  VEA 2  
VEA O1D  O1D  O  0 1 N N N -16.532 16.593 -2.291  6.379  -4.040 0.922  O1D  VEA 3  
VEA CBD  CBD  C  0 1 N N N -18.131 16.265 -4.047  4.059  -3.201 0.837  CBD  VEA 4  
VEA CAD  CAD  C  0 1 N N N -18.830 17.466 -4.719  3.008  -2.685 1.822  CAD  VEA 5  
VEA C3D  C3D  C  0 1 Y N N -20.289 17.015 -4.875  1.750  -2.328 1.073  C3D  VEA 6  
VEA C2D  C2D  C  0 1 Y N N -21.368 18.004 -4.504  0.686  -3.197 0.814  C2D  VEA 7  
VEA C5D  C5D  C  0 1 N N N -21.542 18.188 -2.986  0.639  -4.657 1.184  C5D  VEA 8  
VEA C4D  C4D  C  0 1 Y N N -20.760 16.548 -6.229  1.460  -1.089 0.538  C4D  VEA 9  
VEA CHA  CHA  C  0 1 N N N -19.923 16.040 -7.151  2.097  0.064  0.063  CHA  VEA 10 
VEA N1   N1   N  0 1 Y N N -22.107 16.665 -6.315  0.103  -1.215 0.338  N1   VEA 11 
VEA C1D  C1D  C  0 1 Y N N -22.526 17.388 -5.251  -0.331 -2.492 0.155  C1D  VEA 12 
VEA CHD  CHD  C  0 1 N N N -23.801 17.562 -4.859  -1.429 -2.716 -0.680 CHD  VEA 13 
VEA C4C  C4C  C  0 1 N N N -25.025 17.091 -5.537  -2.330 -1.940 -1.395 C4C  VEA 14 
VEA C3C  C3C  C  0 1 N N N -26.425 17.249 -5.089  -3.470 -2.133 -2.318 C3C  VEA 15 
VEA CAC  CAC  C  0 1 N N N -26.803 17.933 -3.832  -3.641 -3.204 -3.313 CAC  VEA 16 
VEA CBC  CBC  C  0 1 N N N -27.608 18.964 -3.865  -2.704 -4.138 -3.453 CBC  VEA 17 
VEA C2C  C2C  C  0 1 N N N -27.245 16.644 -6.046  -4.348 -1.087 -2.044 C2C  VEA 18 
VEA C5C  C5C  C  0 1 N N N -28.759 16.528 -6.055  -5.685 -0.838 -2.693 C5C  VEA 19 
VEA FE   FE   FE 2 0 N N R -23.224 15.956 -7.683  -1.075 0.132  -0.182 FE   VEA 20 
VEA N2   N2   N  1 1 N N N -21.574 15.528 -8.868  0.161  1.449  -0.459 N2   VEA 21 
VEA C1A  C1A  C  0 1 N N N -20.288 15.598 -8.518  1.486  1.216  -0.476 C1A  VEA 22 
VEA N3   N3   N  1 1 N N N -24.963 16.430 -6.685  -2.448 -0.624 -1.137 N3   VEA 23 
VEA C1C  C1C  C  0 1 N N N -26.234 16.139 -7.034  -3.742 -0.310 -1.044 C1C  VEA 24 
VEA O    O    O  1 1 N N N -26.609 15.519 -8.091  -4.176 0.350  0.045  O    VEA 25 
VEA C4B  C4B  C  0 1 N N N -25.857 15.291 -9.116  -3.540 0.897  0.941  C4B  VEA 26 
VEA C3B  C3B  C  0 1 N N N -26.421 14.867 -10.434 -3.947 1.651  2.128  C3B  VEA 27 
VEA CAB  CAB  C  0 1 N N N -27.838 14.646 -10.799 -5.212 1.505  2.871  CAB  VEA 28 
VEA CBB  CBB  C  0 1 N N N -28.780 14.900 -9.922  -6.117 0.617  2.475  CBB  VEA 29 
VEA C2B  C2B  C  0 1 N N N -25.374 14.672 -11.313 -2.896 2.542  2.423  C2B  VEA 30 
VEA C5B  C5B  C  0 1 N N N -25.407 14.231 -12.764 -2.861 3.542  3.550  C5B  VEA 31 
VEA N4   N4   N  0 1 N N N -24.510 15.345 -9.192  -2.204 1.093  0.950  N4   VEA 32 
VEA C1B  C1B  C  0 1 N N N -24.196 14.992 -10.463 -1.894 2.321  1.484  C1B  VEA 33 
VEA CHB  CHB  C  0 1 N N N -22.795 14.928 -10.939 -0.935 3.147  0.883  CHB  VEA 34 
VEA C4A  C4A  C  0 1 N N N -21.555 15.112 -10.139 0.010  2.721  -0.071 C4A  VEA 35 
VEA C3A  C3A  C  0 1 N N N -20.180 14.903 -10.659 1.105  3.413  -0.746 C3A  VEA 36 
VEA C5A  C5A  C  0 1 N N N -19.810 14.447 -12.047 1.194  4.883  -1.067 C5A  VEA 37 
VEA C2A  C2A  C  0 1 N N N -19.338 15.213 -9.604  2.037  2.453  -1.027 C2A  VEA 38 
VEA CAA  CAA  C  0 1 N N N -17.819 15.190 -9.568  3.349  2.632  -1.747 CAA  VEA 39 
VEA CBA  CBA  C  0 1 N N N -17.265 13.919 -8.925  4.468  2.836  -0.724 CBA  VEA 40 
VEA CGA  CGA  C  0 1 N N N -15.745 13.876 -9.035  5.780  3.015  -1.444 CGA  VEA 41 
VEA O1A  O1A  O  0 1 N N N -15.051 14.692 -8.361  6.909  3.211  -0.745 O1A  VEA 42 
VEA O2A  O2A  O  0 1 N N N -15.222 13.016 -9.804  5.816  2.982  -2.652 O2A  VEA 43 
VEA HO1D HO1D H  0 0 N N N -15.605 16.728 -2.130  7.162  -4.259 1.446  HO1D VEA 44 
VEA HBD  HBD  H  0 1 N N N -18.751 15.961 -3.191  4.280  -2.426 0.103  HBD  VEA 45 
VEA HBDA HBDA H  0 0 N N N -18.024 15.501 -4.831  3.676  -4.085 0.327  HBDA VEA 46 
VEA HAD  HAD  H  0 1 N N N -18.377 17.696 -5.695  2.786  -3.460 2.556  HAD  VEA 47 
VEA HADA HADA H  0 0 N N N -18.738 18.389 -4.127  3.391  -1.801 2.332  HADA VEA 48 
VEA H5D  H5D  H  0 1 N N N -21.584 17.203 -2.499  0.209  -4.766 2.179  H5D  VEA 49 
VEA H5DA H5DA H  0 0 N N N -20.691 18.759 -2.586  0.025  -5.195 0.462  H5DA VEA 50 
VEA H5DB H5DB H  0 0 N N N -22.476 18.734 -2.788  1.649  -5.066 1.178  H5DB VEA 51 
VEA HHA  HHA  H  0 1 N N N -18.885 15.945 -6.868  3.176  0.072  0.115  HHA  VEA 52 
VEA HHD  HHD  H  0 1 N N N -23.946 18.111 -3.940  -1.628 -3.770 -0.801 HHD  VEA 53 
VEA HAC  HAC  H  0 1 N N N -26.414 17.581 -2.888  -4.528 -3.232 -3.929 HAC  VEA 54 
VEA HBC  HBC  H  0 1 N N N -27.763 19.321 -2.858  -2.829 -4.923 -4.183 HBC  VEA 55 
VEA HBCA HBCA H  0 0 N N N -28.047 19.389 -4.756  -1.817 -4.110 -2.837 HBCA VEA 56 
VEA H5C  H5C  H  0 1 N N N -29.131 16.500 -5.020  -5.880 -1.615 -3.433 H5C  VEA 57 
VEA H5CA H5CA H  0 0 N N N -29.190 17.396 -6.576  -6.467 -0.856 -1.934 H5CA VEA 58 
VEA H5CB H5CB H  0 0 N N N -29.053 15.604 -6.575  -5.676 0.136  -3.182 H5CB VEA 59 
VEA HAB  HAB  H  0 1 N N N -28.095 14.278 -11.781 -5.403 2.121  3.738  HAB  VEA 60 
VEA HBB  HBB  H  0 1 N N N -29.740 14.680 -10.366 -7.044 0.510  3.020  HBB  VEA 61 
VEA HBBA HBBA H  0 0 N N N -28.622 15.269 -8.919  -5.927 0.002  1.608  HBBA VEA 62 
VEA H5B  H5B  H  0 1 N N N -25.415 15.116 -13.417 -3.273 4.491  3.206  H5B  VEA 63 
VEA H5BA H5BA H  0 0 N N N -24.517 13.623 -12.982 -3.454 3.170  4.385  H5BA VEA 64 
VEA H5BB H5BB H  0 0 N N N -26.313 13.634 -12.945 -1.830 3.690  3.873  H5BB VEA 65 
VEA HHB  HHB  H  0 1 N N N -22.658 14.724 -11.991 -0.922 4.188  1.171  HHB  VEA 66 
VEA H5A  H5A  H  0 1 N N N -19.720 15.321 -12.709 1.667  5.408  -0.237 H5A  VEA 67 
VEA H5AA H5AA H  0 0 N N N -18.849 13.912 -12.013 1.787  5.022  -1.970 H5AA VEA 68 
VEA H5AB H5AB H  0 0 N N N -20.591 13.775 -12.432 0.192  5.282  -1.225 H5AB VEA 69 
VEA HAA  HAA  H  0 1 N N N -17.446 15.248 -10.601 3.559  1.744  -2.344 HAA  VEA 70 
VEA HAAA HAAA H  0 0 N N N -17.486 16.045 -8.961  3.289  3.503  -2.400 HAAA VEA 71 
VEA HBA  HBA  H  0 1 N N N -17.549 13.901 -7.862  4.258  3.724  -0.128 HBA  VEA 72 
VEA HBAA HBAA H  0 0 N N N -17.682 13.047 -9.449  4.528  1.965  -0.072 HBAA VEA 73 
VEA HO1A HO1A H  0 0 N N N -14.129 14.542 -8.534  7.725  3.320  -1.251 HO1A VEA 74 
# 
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 
VEA C5B C2B  SING N N 1  
VEA C5A C3A  SING N N 2  
VEA C2B C1B  SING N N 3  
VEA C2B C3B  DOUB N N 4  
VEA CHB C1B  DOUB N N 5  
VEA CHB C4A  SING N N 6  
VEA CAB C3B  SING N N 7  
VEA CAB CBB  DOUB N N 8  
VEA C3A C4A  SING N N 9  
VEA C3A C2A  DOUB N N 10 
VEA C1B N4   SING Y N 11 
VEA C3B C4B  SING N N 12 
VEA C4A N2   DOUB N N 13 
VEA O2A CGA  DOUB N N 14 
VEA C2A CAA  SING N N 15 
VEA C2A C1A  SING Y N 16 
VEA CAA CBA  SING N N 17 
VEA N4  C4B  SING N N 18 
VEA N4  FE   SING Y N 19 
VEA C4B O    DOUB Y N 20 
VEA CGA CBA  SING N N 21 
VEA CGA O1A  SING Y N 22 
VEA N2  C1A  SING N N 23 
VEA N2  FE   SING N N 24 
VEA C1A CHA  DOUB N N 25 
VEA O   C1C  SING N N 26 
VEA FE  N3   SING N N 27 
VEA FE  N1   SING N N 28 
VEA CHA C4D  SING N N 29 
VEA C1C N3   DOUB N N 30 
VEA C1C C2C  SING N N 31 
VEA N3  C4C  SING N N 32 
VEA N1  C4D  SING N N 33 
VEA N1  C1D  SING N N 34 
VEA C4D C3D  DOUB N N 35 
VEA C5C C2C  SING N N 36 
VEA C2C C3C  DOUB N N 37 
VEA C4C C3C  SING N N 38 
VEA C4C CHD  DOUB N N 39 
VEA C1D CHD  SING N N 40 
VEA C1D C2D  DOUB N N 41 
VEA C3C CAC  SING N N 42 
VEA C3D CAD  SING N N 43 
VEA C3D C2D  SING N N 44 
VEA CAD CBD  SING N N 45 
VEA C2D C5D  SING N N 46 
VEA O2D CGD  DOUB N N 47 
VEA CBD CGD  SING N N 48 
VEA CBC CAC  DOUB N N 49 
VEA CGD O1D  SING N N 50 
VEA O1D HO1D SING N N 51 
VEA CBD HBD  SING N N 52 
VEA CBD HBDA SING N N 53 
VEA CAD HAD  SING N N 54 
VEA CAD HADA SING N N 55 
VEA C5D H5D  SING N N 56 
VEA C5D H5DA SING N N 57 
VEA C5D H5DB SING N N 58 
VEA CHA HHA  SING N N 59 
VEA CHD HHD  SING N N 60 
VEA CAC HAC  SING N N 61 
VEA CBC HBC  SING N N 62 
VEA CBC HBCA SING N N 63 
VEA C5C H5C  SING N N 64 
VEA C5C H5CA SING N N 65 
VEA C5C H5CB SING N N 66 
VEA CAB HAB  SING N N 67 
VEA CBB HBB  SING N N 68 
VEA CBB HBBA SING N N 69 
VEA C5B H5B  SING N N 70 
VEA C5B H5BA SING N N 71 
VEA C5B H5BB SING N N 72 
VEA CHB HHB  SING N N 73 
VEA C5A H5A  SING N N 74 
VEA C5A H5AA SING N N 75 
VEA C5A H5AB SING N N 76 
VEA CAA HAA  SING N N 77 
VEA CAA HAAA SING N N 78 
VEA CBA HBA  SING N N 79 
VEA CBA HBAA SING N N 80 
VEA O1A HO1A SING N N 81 
# 
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 
VEA SMILES           ACDLabs              10.04 O=C(O)CCC1=C(C2=[n+]4c1cc8c(c(c7C=C5C(=C(c6[o+]c3C(\C=C)=C(C(=C2)n3[Fe+2]4([n+]56)n78)C)C)\C=C)C)CCC(=O)O)C 
VEA InChI            InChI                1.02b 
;InChI=1/C33H32N4O5.Fe/c1-7-20-19(6)32-37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(36-26)42-32;/h7-8,13-15H,1-2,9-12H2,3-6H3,(H3-,34,35,36,37,38,39,40,41);/q;+6/p-1/b24-13-,25-14-,26-13-,27-14-,28-15-,29-15-;/fC33H31N4O5.Fe/h38,40H;/q-1;m/rC33H30FeN4O5/c1-7-20-19(6)32-38-27(20)14-25-18(5)23(10-12-31(41)42)29-15-28-22(9-11-30(39)40)17(4)24-13-26-16(3)21(8-2)33(43-32)37(26)34(38,35(24)28)36(25)29/h7-8,13-15H,1-2,9-12H2,3-6H3,(H-,39,40,41,42)/q+4/p+1/fC33H31FeN4O5/h39,41H/q+5
;
VEA InChIKey         InChI                1.02b OCHHJFVQYXRHAA-BLHGYLKJDP 
VEA SMILES_CANONICAL CACTVS               3.341 Cc1c2C=C3C(=C(C)C4=[N+]3[Fe@@++]56n2c(C=C7C(=C(C)C(=[N+]57)C=C8N6C(=[O+]4)C(=C8C)C=C)CCC(O)=O)c1CCC(O)=O)C=C 
VEA SMILES           CACTVS               3.341 Cc1c2C=C3C(=C(C)C4=[N+]3[Fe++]56n2c(C=C7C(=C(C)C(=[N+]57)C=C8N6C(=[O+]4)C(=C8C)C=C)CCC(O)=O)c1CCC(O)=O)C=C 
VEA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c2cc3[n+]4c([o+]c5c(c(c6n5[Fe@+2]47n2c(c1CCC(=O)O)cc8[n+]7c(c6)C(=C8CCC(=O)O)C)C)C=C)C(=C3C=C)C 
VEA SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c2cc3[n+]4c([o+]c5c(c(c6n5[Fe+2]47n2c(c1CCC(=O)O)cc8[n+]7c(c6)C(=C8CCC(=O)O)C)C)C=C)C(=C3C=C)C 
# 
_pdbx_chem_comp_identifier.comp_id           VEA 
_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        
[10,14-bis(2-carboxyethyl)-4,19-diethenyl-5,9,15,20-tetramethyl-2-oxonia-21,22,23,24-tetraazapentacyclo[16.2.1.1~3,6~.1~8,11~.1~13,16~]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaenato(2-)-kappa~4~N~21~,N~22~,N~23~,N~24~]iron(5+) 
# 
