data_PUB
# 
_chem_comp.id                                    PUB 
_chem_comp.name                                  PHYCOUROBILIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H42 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        590.710 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PUB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1B8D 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
PUB CHC  CHC  C 0 1 N N N 38.500 -6.457  -21.046 -3.684 0.471  -0.686 CHC  PUB 1  
PUB NC   NC   N 0 1 N N N 38.708 -8.973  -20.912 -1.538 0.424  0.611  NC   PUB 2  
PUB C1C  C1C  C 0 1 N N N 38.658 -9.997  -21.827 -1.111 0.614  1.875  C1C  PUB 3  
PUB C2C  C2C  C 0 1 N N N 38.544 -9.557  -23.149 -2.238 0.923  2.669  C2C  PUB 4  
PUB C3C  C3C  C 0 1 N N N 38.506 -8.171  -23.087 -3.314 0.915  1.829  C3C  PUB 5  
PUB C4C  C4C  C 0 1 N N N 38.615 -7.817  -21.665 -2.839 0.597  0.554  C4C  PUB 6  
PUB CMC  CMC  C 0 1 N N N 38.364 -7.264  -24.272 -4.747 1.192  2.206  CMC  PUB 7  
PUB CAC  CAC  C 0 1 N N N 38.457 -10.405 -24.376 -2.248 1.214  4.148  CAC  PUB 8  
PUB CBC  CBC  C 0 1 N N N 36.988 -10.765 -24.622 -2.455 -0.088 4.923  CBC  PUB 9  
PUB CGC  CGC  C 0 1 N N N 36.783 -11.583 -25.888 -2.466 0.202  6.401  CGC  PUB 10 
PUB O1C  O1C  O 0 1 N N N 36.127 -11.078 -26.823 -2.323 1.335  6.795  O1C  PUB 11 
PUB O2C  O2C  O 0 1 N N N 37.277 -12.731 -25.945 -2.635 -0.797 7.281  O2C  PUB 12 
PUB ND   ND   N 0 1 N N N 40.507 -5.799  -22.306 -2.153 -1.192 -1.654 ND   PUB 13 
PUB C1D  C1D  C 0 1 N N R 39.877 -5.793  -20.975 -2.791 0.111  -1.876 C1D  PUB 14 
PUB C2D  C2D  C 0 1 N N N 39.779 -4.363  -20.599 -3.627 -0.044 -3.126 C2D  PUB 15 
PUB C3D  C3D  C 0 1 N N N 40.194 -3.587  -21.743 -3.467 -1.296 -3.545 C3D  PUB 16 
PUB C4D  C4D  C 0 1 N N N 40.635 -4.478  -22.756 -2.558 -2.011 -2.643 C4D  PUB 17 
PUB CMD  CMD  C 0 1 N N N 39.351 -3.833  -19.267 -4.480 1.016  -3.773 CMD  PUB 18 
PUB CBD  CBD  C 0 1 N N N 41.615 -1.578  -21.932 -3.217 -1.678 -5.982 CBD  PUB 19 
PUB OD   OD   O 0 1 N N N 41.073 -4.128  -23.868 -2.221 -3.173 -2.768 OD   PUB 20 
PUB NA   NA   N 0 1 N N N 41.213 -11.846 -15.974 1.698  1.533  -2.613 NA   PUB 21 
PUB C1A  C1A  C 0 1 N N N 41.608 -12.523 -14.833 1.291  1.734  -3.880 C1A  PUB 22 
PUB C2A  C2A  C 0 1 N N N 40.965 -11.917 -13.669 2.158  1.000  -4.808 C2A  PUB 23 
PUB C3A  C3A  C 0 1 N N N 40.022 -10.926 -14.155 3.095  0.349  -4.127 C3A  PUB 24 
PUB C4A  C4A  C 0 1 N N S 40.111 -10.937 -15.618 2.863  0.641  -2.663 C4A  PUB 25 
PUB CMA  CMA  C 0 1 N N N 41.255 -12.290 -12.211 2.008  0.987  -6.307 CMA  PUB 26 
PUB CBA  CBA  C 0 1 N N N 39.946 -9.123  -12.469 5.417  0.332  -4.999 CBA  PUB 27 
PUB OA   OA   O 0 1 N N N 42.449 -13.443 -14.793 0.343  2.422  -4.208 OA   PUB 28 
PUB CHA  CHA  C 0 1 N N N 38.765 -11.361 -16.263 2.571  -0.651 -1.897 CHA  PUB 29 
PUB CAA  CAA  C 0 1 N N N 39.122 -10.064 -13.333 4.181  -0.521 -4.706 CAA  PUB 30 
PUB CAD  CAD  C 0 1 N N N 40.177 -2.082  -21.887 -4.120 -1.891 -4.766 CAD  PUB 31 
PUB NB   NB   N 0 1 Y N N 38.733 -10.937 -18.768 1.086  -0.052 0.070  NB   PUB 32 
PUB C1B  C1B  C 0 1 Y N N 38.959 -11.775 -17.692 2.297  -0.326 -0.451 C1B  PUB 33 
PUB C2B  C2B  C 0 1 Y N N 39.229 -13.090 -18.188 3.233  -0.270 0.534  C2B  PUB 34 
PUB C3B  C3B  C 0 1 Y N N 39.169 -13.026 -19.587 2.587  0.060  1.721  C3B  PUB 35 
PUB C4B  C4B  C 0 1 Y N N 38.844 -11.643 -19.952 1.232  0.193  1.422  C4B  PUB 36 
PUB CHB  CHB  C 0 1 N N N 38.678 -11.223 -21.235 0.211  0.515  2.323  CHB  PUB 37 
PUB CMB  CMB  C 0 1 N N N 39.523 -14.314 -17.366 4.711  -0.514 0.367  CMB  PUB 38 
PUB CAB  CAB  C 0 1 N N N 39.424 -14.164 -20.539 3.229  0.236  3.073  CAB  PUB 39 
PUB CBB  CBB  C 0 1 N N N 40.896 -14.144 -21.007 3.248  -1.105 3.807  CBB  PUB 40 
PUB CGB  CGB  C 0 1 N N N 41.893 -14.259 -19.859 3.890  -0.929 5.159  CGB  PUB 41 
PUB O1B  O1B  O 0 1 N N N 42.120 -15.377 -19.370 4.292  0.158  5.500  O1B  PUB 42 
PUB O2B  O2B  O 0 1 N N N 42.448 -13.227 -19.433 4.016  -1.980 5.984  O2B  PUB 43 
PUB HHC1 1HHC H 0 0 N N N 37.755 -5.818  -21.577 -4.429 -0.310 -0.541 HHC1 PUB 44 
PUB HHC2 2HHC H 0 0 N N N 38.002 -6.493  -20.048 -4.185 1.419  -0.882 HHC2 PUB 45 
PUB HMC1 1HMC H 0 0 N N N 38.333 -6.150  -24.222 -5.379 1.107  1.322  HMC1 PUB 46 
PUB HMC2 2HMC H 0 0 N N N 39.180 -7.532  -24.982 -5.071 0.470  2.956  HMC2 PUB 47 
PUB HMC3 3HMC H 0 0 N N N 37.446 -7.587  -24.816 -4.827 2.200  2.614  HMC3 PUB 48 
PUB HAC1 1HAC H 0 0 N N N 38.932 -9.922  -25.262 -1.297 1.661  4.437  HAC1 PUB 49 
PUB HAC2 2HAC H 0 0 N N N 39.112 -11.304 -24.319 -3.059 1.906  4.376  HAC2 PUB 50 
PUB HBC1 1HBC H 0 0 N N N 36.551 -11.283 -23.737 -3.406 -0.535 4.633  HBC1 PUB 51 
PUB HBC2 2HBC H 0 0 N N N 36.349 -9.850  -24.630 -1.644 -0.779 4.694  HBC2 PUB 52 
PUB HOC2 2HOC H 0 0 N N N 37.149 -13.241 -26.735 -2.642 -0.610 8.229  HOC2 PUB 53 
PUB HND  HND  H 0 1 N N N 41.394 -6.221  -22.256 -1.550 -1.420 -0.929 HND  PUB 54 
PUB H1D1 1H1D H 0 0 N N N 40.461 -6.365  -20.218 -2.034 0.881  -2.023 H1D1 PUB 55 
PUB HMD1 1HMD H 0 0 N N N 39.277 -2.757  -18.984 -4.962 0.603  -4.659 HMD1 PUB 56 
PUB HMD2 2HMD H 0 0 N N N 38.353 -4.283  -19.054 -5.241 1.350  -3.068 HMD2 PUB 57 
PUB HMD3 3HMD H 0 0 N N N 40.012 -4.313  -18.509 -3.854 1.860  -4.060 HMD3 PUB 58 
PUB HBD1 1HBD H 0 0 N N N 41.602 -0.468  -22.038 -3.689 -2.108 -6.866 HBD1 PUB 59 
PUB HBD2 2HBD H 0 0 N N N 42.212 -1.915  -21.053 -3.061 -0.610 -6.137 HBD2 PUB 60 
PUB HBD3 3HBD H 0 0 N N N 42.216 -2.075  -22.728 -2.256 -2.164 -5.811 HBD3 PUB 61 
PUB HNA  HNA  H 0 1 N N N 40.931 -12.481 -16.649 1.294  1.906  -1.814 HNA  PUB 62 
PUB H4A1 1H4A H 0 0 N N N 40.318 -9.914  -16.012 3.736  1.138  -2.242 H4A1 PUB 63 
PUB HMA1 1HMA H 0 0 N N N 40.764 -11.827 -11.322 1.157  1.605  -6.593 HMA1 PUB 64 
PUB HMA2 2HMA H 0 0 N N N 41.102 -13.391 -12.125 2.914  1.381  -6.767 HMA2 PUB 65 
PUB HMA3 3HMA H 0 0 N N N 42.354 -12.179 -12.064 1.843  -0.035 -6.647 HMA3 PUB 66 
PUB HBA1 1HBA H 0 0 N N N 39.273 -8.479  -11.855 6.202  -0.297 -5.418 HBA1 PUB 67 
PUB HBA2 2HBA H 0 0 N N N 40.685 -9.672  -11.840 5.158  1.113  -5.714 HBA2 PUB 68 
PUB HBA3 3HBA H 0 0 N N N 40.662 -8.520  -13.074 5.771  0.788  -4.075 HBA3 PUB 69 
PUB HHA1 1HHA H 0 0 N N N 38.257 -12.157 -15.669 1.700  -1.141 -2.331 HHA1 PUB 70 
PUB HHA2 2HHA H 0 0 N N N 37.993 -10.561 -16.167 3.433  -1.315 -1.964 HHA2 PUB 71 
PUB HAA1 1HAA H 0 0 N N N 38.382 -9.514  -13.961 3.827  -0.977 -5.631 HAA1 PUB 72 
PUB HAA2 2HAA H 0 0 N N N 38.405 -10.666 -12.727 4.440  -1.302 -3.992 HAA2 PUB 73 
PUB HAD1 1HAD H 0 0 N N N 39.579 -1.744  -22.765 -4.276 -2.959 -4.611 HAD1 PUB 74 
PUB HAD2 2HAD H 0 0 N N N 39.575 -1.584  -21.090 -5.081 -1.405 -4.937 HAD2 PUB 75 
PUB HNB  HNB  H 0 1 N N N 38.535 -10.015 -18.760 0.249  -0.031 -0.420 HNB  PUB 76 
PUB HHB1 1HHB H 0 0 N N N 38.527 -12.052 -21.946 0.443  0.687  3.363  HHB1 PUB 77 
PUB HMB1 1HMB H 0 0 N N N 39.733 -15.338 -17.752 4.925  -1.571 0.528  HMB1 PUB 78 
PUB HMB2 2HMB H 0 0 N N N 40.382 -14.047 -16.707 5.014  -0.232 -0.640 HMB2 PUB 79 
PUB HMB3 3HMB H 0 0 N N N 38.674 -14.419 -16.650 5.262  0.082  1.093  HMB3 PUB 80 
PUB HAB1 1HAB H 0 0 N N N 39.139 -15.148 -20.099 4.251  0.595  2.946  HAB1 PUB 81 
PUB HAB2 2HAB H 0 0 N N N 38.712 -14.157 -21.397 2.659  0.961  3.654  HAB2 PUB 82 
PUB HBB1 1HBB H 0 0 N N N 41.079 -14.933 -21.772 2.227  -1.464 3.934  HBB1 PUB 83 
PUB HBB2 2HBB H 0 0 N N N 41.103 -13.238 -21.623 3.818  -1.829 3.226  HBB2 PUB 84 
PUB HOB2 2HOB H 0 0 N N N 43.069 -13.298 -18.717 4.428  -1.867 6.852  HOB2 PUB 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 
PUB CHC C4C  SING N N 1  
PUB CHC C1D  SING N N 2  
PUB CHC HHC1 SING N N 3  
PUB CHC HHC2 SING N N 4  
PUB NC  C1C  SING N N 5  
PUB NC  C4C  DOUB N N 6  
PUB C1C C2C  SING N N 7  
PUB C1C CHB  DOUB N Z 8  
PUB C2C C3C  DOUB N N 9  
PUB C2C CAC  SING N N 10 
PUB C3C C4C  SING N N 11 
PUB C3C CMC  SING N N 12 
PUB CMC HMC1 SING N N 13 
PUB CMC HMC2 SING N N 14 
PUB CMC HMC3 SING N N 15 
PUB CAC CBC  SING N N 16 
PUB CAC HAC1 SING N N 17 
PUB CAC HAC2 SING N N 18 
PUB CBC CGC  SING N N 19 
PUB CBC HBC1 SING N N 20 
PUB CBC HBC2 SING N N 21 
PUB CGC O1C  DOUB N N 22 
PUB CGC O2C  SING N N 23 
PUB O2C HOC2 SING N N 24 
PUB ND  C1D  SING N N 25 
PUB ND  C4D  SING N N 26 
PUB ND  HND  SING N N 27 
PUB C1D C2D  SING N N 28 
PUB C1D H1D1 SING N N 29 
PUB C2D C3D  DOUB N N 30 
PUB C2D CMD  SING N N 31 
PUB C3D C4D  SING N N 32 
PUB C3D CAD  SING N N 33 
PUB C4D OD   DOUB N N 34 
PUB CMD HMD1 SING N N 35 
PUB CMD HMD2 SING N N 36 
PUB CMD HMD3 SING N N 37 
PUB CBD CAD  SING N N 38 
PUB CBD HBD1 SING N N 39 
PUB CBD HBD2 SING N N 40 
PUB CBD HBD3 SING N N 41 
PUB NA  C1A  SING N N 42 
PUB NA  C4A  SING N N 43 
PUB NA  HNA  SING N N 44 
PUB C1A C2A  SING N N 45 
PUB C1A OA   DOUB N N 46 
PUB C2A C3A  DOUB N N 47 
PUB C2A CMA  SING N N 48 
PUB C3A C4A  SING N N 49 
PUB C3A CAA  SING N N 50 
PUB C4A CHA  SING N N 51 
PUB C4A H4A1 SING N N 52 
PUB CMA HMA1 SING N N 53 
PUB CMA HMA2 SING N N 54 
PUB CMA HMA3 SING N N 55 
PUB CBA CAA  SING N N 56 
PUB CBA HBA1 SING N N 57 
PUB CBA HBA2 SING N N 58 
PUB CBA HBA3 SING N N 59 
PUB CHA C1B  SING N N 60 
PUB CHA HHA1 SING N N 61 
PUB CHA HHA2 SING N N 62 
PUB CAA HAA1 SING N N 63 
PUB CAA HAA2 SING N N 64 
PUB CAD HAD1 SING N N 65 
PUB CAD HAD2 SING N N 66 
PUB NB  C1B  SING Y N 67 
PUB NB  C4B  SING Y N 68 
PUB NB  HNB  SING N N 69 
PUB C1B C2B  DOUB Y N 70 
PUB C2B C3B  SING Y N 71 
PUB C2B CMB  SING N N 72 
PUB C3B C4B  DOUB Y N 73 
PUB C3B CAB  SING N N 74 
PUB C4B CHB  SING N N 75 
PUB CHB HHB1 SING N N 76 
PUB CMB HMB1 SING N N 77 
PUB CMB HMB2 SING N N 78 
PUB CMB HMB3 SING N N 79 
PUB CAB CBB  SING N N 80 
PUB CAB HAB1 SING N N 81 
PUB CAB HAB2 SING N N 82 
PUB CBB CGB  SING N N 83 
PUB CBB HBB1 SING N N 84 
PUB CBB HBB2 SING N N 85 
PUB CGB O1B  DOUB N N 86 
PUB CGB O2B  SING N N 87 
PUB O2B HOB2 SING N N 88 
# 
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 
PUB InChI            InChI                1.02b 
InChI=1/C33H42N4O6/c1-7-20-19(6)32(42)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(43)36-26/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t26-,27+/m1/s1/f/h36-38,40H 
PUB InChIKey         InChI                1.02b KDCCOOGTVSRCHX-OOFLXYAIDN 
PUB SMILES_CANONICAL CACTVS               3.341 CCC1=C(C)C(=O)N[C@H]1Cc2[nH]c(\C=C3/N=C(C[C@H]4NC(=O)C(=C4C)CC)C(=C3CCC(O)=O)C)c(CCC(O)=O)c2C 
PUB SMILES           CACTVS               3.341 CCC1=C(C)C(=O)N[CH]1Cc2[nH]c(C=C3N=C(C[CH]4NC(=O)C(=C4C)CC)C(=C3CCC(O)=O)C)c(CCC(O)=O)c2C 
PUB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC1=C(C(=O)N[C@H]1Cc2c(c(c([nH]2)\C=C/3\C(=C(C(=N3)C[C@@H]4C(=C(C(=O)N4)CC)C)C)CCC(=O)O)CCC(=O)O)C)C 
PUB SMILES           "OpenEye OEToolkits" 1.5.0 CCC1=C(C(=O)NC1Cc2c(c(c([nH]2)C=C3C(=C(C(=N3)CC4C(=C(C(=O)N4)CC)C)C)CCC(=O)O)CCC(=O)O)C)C 
# 
_pdbx_chem_comp_identifier.comp_id           PUB 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        
"3-[(2Z)-2-[[3-(2-carboxyethyl)-5-[[(2S)-3-ethyl-4-methyl-5-oxo-1,2-dihydropyrrol-2-yl]methyl]-4-methyl-1H-pyrrol-2-yl]methylidene]-5-[[(2R)-4-ethyl-3-methyl-5-oxo-1,2-dihydropyrrol-2-yl]methyl]-4-methyl-pyrrol-3-yl]propanoic acid" 
# 
