data_TBV
# 
_chem_comp.id                                    TBV 
_chem_comp.name                                  "3-[2-[[3-(2-CARBOXYETHYL)-5-[[3-ETHENYL-4-METHYL-5-[(2-METHYLPROPAN-2-YL)OXY]-1H-PYRROL-2-YL]METHYL]-4-METHYL-1H-PYRROL-2-YL]METHYL]-5-[(Z)-(4-ETHENYL-3-METHYL-5-OXO-PYRROL-2-YLIDENE)METHYL]-4-METHYL-1H-PYRROL-3-YL]PROPANOIC ACID" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C37 H46 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "BILIVERDIN" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-03-19 
_chem_comp.pdbx_modified_date                    2009-03-20 
_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                        642.784 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TBV 
_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        2WD4 
_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 
TBV CHA  CHA  C 0 1 N N N 13.541 57.644 20.348 -0.600 1.097  -1.276 CHA  TBV 1  
TBV CHB  CHB  C 0 1 N N N 12.738 55.077 16.271 -5.001 0.850  1.061  CHB  TBV 2  
TBV CHD  CHD  C 0 1 N N N 16.997 54.432 21.550 3.529  0.372  1.584  CHD  TBV 3  
TBV NA   NA   N 0 1 Y N N 13.428 56.130 18.417 -2.889 0.673  -0.240 NA   TBV 4  
TBV C1A  C1A  C 0 1 Y N N 13.079 57.283 19.021 -1.779 1.439  -0.402 C1A  TBV 5  
TBV C2A  C2A  C 0 1 Y N N 12.002 58.036 18.363 -1.904 2.560  0.351  C2A  TBV 6  
TBV C3A  C3A  C 0 1 Y N N 11.754 57.274 17.142 -3.133 2.502  1.011  C3A  TBV 7  
TBV C4A  C4A  C 0 1 Y N N 12.706 56.151 17.273 -3.742 1.315  0.633  C4A  TBV 8  
TBV CAA  CAA  C 0 1 N N N 11.364 59.319 18.803 -0.893 3.673  0.457  CAA  TBV 9  
TBV CBA  CBA  C 0 1 N N N 12.243 60.510 18.460 -1.177 4.725  -0.617 CBA  TBV 10 
TBV CGA  CGA  C 0 1 N N N 11.514 61.711 18.999 -0.166 5.837  -0.511 CGA  TBV 11 
TBV O1A  O1A  O 0 1 N N N 12.014 62.328 19.961 0.694  5.793  0.337  O1A  TBV 12 
TBV O2A  O2A  O 0 1 N N N 10.417 62.035 18.484 -0.221 6.877  -1.358 O2A  TBV 13 
TBV CMA  CMA  C 0 1 N N N 10.790 57.569 16.017 -3.692 3.535  1.955  CMA  TBV 14 
TBV NB   NB   N 0 1 N N N 14.072 53.482 17.567 -5.189 -0.734 -0.819 NB   TBV 15 
TBV C1B  C1B  C 0 1 N N N 13.358 53.764 16.463 -5.639 -0.161 0.365  C1B  TBV 16 
TBV C2B  C2B  C 0 1 N N N 13.305 52.697 15.444 -6.844 -0.773 0.739  C2B  TBV 17 
TBV C3B  C3B  C 0 1 N N N 14.086 51.637 16.092 -7.140 -1.730 -0.221 C3B  TBV 18 
TBV C4B  C4B  C 0 1 N N N 14.480 52.211 17.391 -6.061 -1.684 -1.209 C4B  TBV 19 
TBV CMB  CMB  C 0 1 N N N 12.614 52.713 14.114 -7.667 -0.450 1.959  CMB  TBV 20 
TBV CAB  CAB  C 0 1 N N N 14.392 50.288 15.567 -8.314 -2.621 -0.241 CAB  TBV 21 
TBV CBB  CBB  C 0 1 N N N 14.321 49.258 16.391 -8.467 -3.496 -1.230 CBB  TBV 22 
TBV NC   NC   N 0 1 Y N N 16.713 53.808 19.152 5.433  -1.052 0.641  NC   TBV 23 
TBV C1C  C1C  C 0 1 Y N N 17.321 52.862 18.367 6.450  -0.931 -0.259 C1C  TBV 24 
TBV C2C  C2C  C 0 1 Y N N 18.334 51.996 19.038 6.416  0.312  -0.789 C2C  TBV 25 
TBV C3C  C3C  C 0 1 Y N N 18.301 52.559 20.397 5.286  1.003  -0.161 C3C  TBV 26 
TBV C4C  C4C  C 0 1 Y N N 17.304 53.635 20.363 4.726  0.113  0.705  C4C  TBV 27 
TBV CMC  CMC  C 0 1 N N N 19.168 50.870 18.477 7.355  0.877  -1.824 CMC  TBV 28 
TBV CAC  CAC  C 0 1 N N N 19.083 52.199 21.607 4.844  2.390  -0.416 CAC  TBV 29 
TBV CBC  CBC  C 0 1 N N N 19.525 50.987 21.858 5.722  3.383  -0.382 CBC  TBV 30 
TBV ND   ND   N 0 1 Y N N 15.224 55.878 20.620 1.530  1.044  0.138  ND   TBV 31 
TBV C1D  C1D  C 0 1 Y N N 16.036 55.530 21.643 2.267  0.110  0.804  C1D  TBV 32 
TBV C2D  C2D  C 0 1 Y N N 15.902 56.336 22.864 1.671  -1.089 0.644  C2D  TBV 33 
TBV C3D  C3D  C 0 1 Y N N 14.867 57.297 22.514 0.525  -0.888 -0.150 C3D  TBV 34 
TBV C4D  C4D  C 0 1 Y N N 14.522 56.913 21.133 0.463  0.427  -0.445 C4D  TBV 35 
TBV CMD  CMD  C 0 1 N N N 16.642 56.205 24.160 2.144  -2.403 1.210  CMD  TBV 36 
TBV OC   OC   O 0 1 N N N 17.036 52.686 17.026 7.350  -1.900 -0.571 OC   TBV 37 
TBV CAD  CAD  C 0 1 N N N 14.270 58.386 23.354 -0.454 -1.947 -0.589 CAD  TBV 38 
TBV CBD  CBD  C 0 1 N N N 14.883 59.729 22.996 -1.568 -2.074 0.451  CBD  TBV 39 
TBV C46  C46  C 0 1 N N N 19.096 53.962 16.528 7.353  -2.804 1.670  C46  TBV 40 
TBV CGD  CGD  C 0 1 N N N 14.373 60.820 23.916 -2.546 -3.133 0.012  CGD  TBV 41 
TBV O2D  O2D  O 0 1 N N N 13.806 60.525 24.992 -2.370 -3.725 -1.026 O2D  TBV 42 
TBV O1D  O1D  O 0 1 N N N 14.566 61.994 23.547 -3.613 -3.419 0.775  O1D  TBV 43 
TBV C47  C47  C 0 1 N N N 17.061 54.208 15.158 5.957  -3.825 -0.133 C47  TBV 44 
TBV C44  C44  C 0 1 N N N 17.880 53.223 15.985 7.278  -3.117 0.174  C44  TBV 45 
TBV OB   OB   O 0 1 N N N 15.200 51.561 18.239 -5.968 -2.380 -2.206 OB   TBV 46 
TBV C45  C45  C 0 1 N N N 18.407 52.085 15.119 8.446  -4.024 -0.217 C45  TBV 47 
TBV HHA1 HHA1 H 0 0 N N N 13.983 58.643 20.221 -0.920 0.423  -2.070 HHA1 TBV 48 
TBV HHA2 HHA2 H 0 0 N N N 12.631 57.456 20.937 -0.197 2.010  -1.714 HHA2 TBV 49 
TBV HHB  HHB  H 0 1 N N N 12.268 55.271 15.318 -5.468 1.282  1.934  HHB  TBV 50 
TBV HHD1 HHD1 H 0 0 N N N 16.632 53.695 22.280 3.565  -0.289 2.450  HHD1 TBV 51 
TBV HHD2 HHD2 H 0 0 N N N 17.938 54.993 21.652 3.541  1.410  1.918  HHD2 TBV 52 
TBV HAA1 HAA1 H 0 0 N N N 10.396 59.430 18.293 -0.961 4.133  1.443  HAA1 TBV 53 
TBV HAA2 HAA2 H 0 0 N N N 11.226 59.287 19.894 0.109  3.268  0.313  HAA2 TBV 54 
TBV HMA1 HMA1 H 0 0 N N N 9.768  57.641 16.418 -4.274 4.265  1.393  HMA1 TBV 55 
TBV HMA2 HMA2 H 0 0 N N N 11.064 58.521 15.540 -4.333 3.047  2.689  HMA2 TBV 56 
TBV HMA3 HMA3 H 0 0 N N N 10.836 56.760 15.274 -2.873 4.040  2.468  HMA3 TBV 57 
TBV HBA1 HBA1 H 0 0 N N N 13.235 60.412 18.925 -1.109 4.265  -1.603 HBA1 TBV 58 
TBV HBA2 HBA2 H 0 0 N N N 12.416 60.590 17.377 -2.179 5.129  -0.473 HBA2 TBV 59 
TBV H2A  H2A  H 0 1 N N N 10.064 62.791 18.938 0.449  7.566  -1.251 H2A  TBV 60 
TBV HB   HB   H 0 1 N N N 14.258 54.082 18.345 -4.379 -0.487 -1.291 HB   TBV 61 
TBV HMB1 HMB1 H 0 0 N N N 11.525 52.717 14.266 -8.389 0.330  1.715  HMB1 TBV 62 
TBV HMB2 HMB2 H 0 0 N N N 12.910 53.615 13.558 -8.196 -1.344 2.288  HMB2 TBV 63 
TBV HMB3 HMB3 H 0 0 N N N 12.901 51.819 13.541 -7.011 -0.101 2.758  HMB3 TBV 64 
TBV HC   HC   H 0 1 N N N 16.005 54.466 18.895 5.238  -1.850 1.157  HC   TBV 65 
TBV HMC1 HMC1 H 0 0 N N N 19.371 51.058 17.412 6.960  0.677  -2.820 HMC1 TBV 66 
TBV HMC2 HMC2 H 0 0 N N N 20.119 50.810 19.026 7.450  1.953  -1.679 HMC2 TBV 67 
TBV HMC3 HMC3 H 0 0 N N N 18.622 49.921 18.583 8.334  0.408  -1.720 HMC3 TBV 68 
TBV HAC  HAC  H 0 1 N N N 19.301 52.978 22.322 3.805  2.595  -0.630 HAC  TBV 69 
TBV HBC1 HBC1 H 0 0 N N N 20.063 50.984 22.795 6.760  3.178  -0.168 HBC1 TBV 70 
TBV HBC2 HBC2 H 0 0 N N N 19.374 50.126 21.224 5.398  4.397  -0.569 HBC2 TBV 71 
TBV HD   HD   H 0 1 N N N 15.159 55.471 19.709 1.730  1.992  0.090  HD   TBV 72 
TBV HMD1 HMD1 H 0 0 N N N 17.724 56.173 23.963 1.700  -2.556 2.194  HMD1 TBV 73 
TBV HMD2 HMD2 H 0 0 N N N 16.412 57.068 24.802 1.845  -3.214 0.546  HMD2 TBV 74 
TBV HMD3 HMD3 H 0 0 N N N 16.334 55.278 24.666 3.230  -2.390 1.300  HMD3 TBV 75 
TBV HAD1 HAD1 H 0 0 N N N 13.185 58.426 23.176 -0.884 -1.667 -1.551 HAD1 TBV 76 
TBV HAD2 HAD2 H 0 0 N N N 14.474 58.172 24.413 0.064  -2.901 -0.687 HAD2 TBV 77 
TBV HBD1 HBD1 H 0 0 N N N 15.977 59.661 23.094 -1.138 -2.354 1.413  HBD1 TBV 78 
TBV HBD2 HBD2 H 0 0 N N N 14.601 59.980 21.963 -2.085 -1.120 0.549  HBD2 TBV 79 
TBV H1D  H1D  H 0 1 N N N 14.221 62.592 24.199 -4.213 -4.106 0.452  H1D  TBV 80 
TBV H471 H471 H 0 0 N N N 16.864 55.112 15.753 5.969  -4.187 -1.161 H471 TBV 81 
TBV H472 H472 H 0 0 N N N 17.622 54.481 14.252 5.829  -4.667 0.547  H472 TBV 82 
TBV H473 H473 H 0 0 N N N 16.106 53.742 14.873 5.131  -3.125 -0.005 H473 TBV 83 
TBV H461 H461 H 0 0 N N N 19.812 54.140 15.712 6.479  -2.222 1.964  H461 TBV 84 
TBV H462 H462 H 0 0 N N N 18.779 54.925 16.954 7.375  -3.736 2.235  H462 TBV 85 
TBV H463 H463 H 0 0 N N N 19.575 53.354 17.310 8.257  -2.232 1.877  H463 TBV 86 
TBV H451 H451 H 0 0 N N N 18.534 52.439 14.085 9.387  -3.520 0.002  H451 TBV 87 
TBV H452 H452 H 0 0 N N N 19.377 51.744 15.512 8.391  -4.953 0.352  H452 TBV 88 
TBV H453 H453 H 0 0 N N N 17.691 51.250 15.135 8.392  -4.247 -1.282 H453 TBV 89 
TBV HAB  HAB  H 0 1 N N N 14.668 50.148 14.532 -9.049 -2.564 0.548  HAB  TBV 90 
TBV HBB1 HBB1 H 0 0 N N N 14.574 48.362 15.844 -9.327 -4.149 -1.245 HBB1 TBV 91 
TBV HBB2 HBB2 H 0 0 N N N 14.055 49.305 17.437 -7.732 -3.553 -2.019 HBB2 TBV 92 
TBV HA1  HA1  H 0 1 N N N 14.066 55.429 18.737 -3.056 -0.180 -0.670 HA1  TBV 93 
# 
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 
TBV CHA C1A  SING N N 1  
TBV CHA C4D  SING N N 2  
TBV CHB C4A  SING N N 3  
TBV CHB C1B  DOUB N N 4  
TBV CHD C4C  SING N N 5  
TBV CHD C1D  SING N Z 6  
TBV NA  C1A  SING N N 7  
TBV NA  C4A  SING N N 8  
TBV NA  HA1  SING N N 9  
TBV C1A C2A  DOUB N N 10 
TBV C2A C3A  SING N N 11 
TBV C2A CAA  SING Y N 12 
TBV C3A C4A  DOUB Y N 13 
TBV C3A CMA  SING N N 14 
TBV CAA CBA  SING Y N 15 
TBV CBA CGA  SING Y N 16 
TBV CGA O1A  DOUB N N 17 
TBV CGA O2A  SING Y N 18 
TBV NB  C1B  SING N N 19 
TBV NB  C4B  SING N N 20 
TBV C1B C2B  SING N N 21 
TBV C2B CMB  SING N N 22 
TBV C2B C3B  DOUB N N 23 
TBV NC  C1C  SING N N 24 
TBV NC  C4C  SING N N 25 
TBV C1C C2C  DOUB N N 26 
TBV C1C OC   SING N N 27 
TBV C2C C3C  SING N N 28 
TBV C2C CMC  SING N N 29 
TBV C3C C4C  DOUB N N 30 
TBV C3C CAC  SING N N 31 
TBV CAC CBC  DOUB N N 32 
TBV ND  C1D  SING N N 33 
TBV ND  C4D  SING N N 34 
TBV C1D C2D  DOUB N N 35 
TBV C2D C3D  SING N N 36 
TBV C2D CMD  SING N N 37 
TBV C3D C4D  DOUB N N 38 
TBV C3D CAD  SING N N 39 
TBV CAD CBD  SING N N 40 
TBV CBD CGD  SING N N 41 
TBV CGD O1D  SING N N 42 
TBV CGD O2D  DOUB N N 43 
TBV OC  C44  SING N N 44 
TBV C44 C47  SING N N 45 
TBV C44 C46  SING N N 46 
TBV C44 C45  SING N N 47 
TBV C3B CAB  SING Y N 48 
TBV C3B C4B  SING Y N 49 
TBV CAB CBB  DOUB N N 50 
TBV C4B OB   DOUB Y N 51 
TBV CHA HHA1 SING N N 52 
TBV CHA HHA2 SING Y N 53 
TBV CHB HHB  SING N N 54 
TBV CHD HHD1 SING Y N 55 
TBV CHD HHD2 SING N N 56 
TBV CAA HAA1 SING N N 57 
TBV CAA HAA2 SING N N 58 
TBV CMA HMA1 SING N N 59 
TBV CMA HMA2 SING N N 60 
TBV CMA HMA3 SING N N 61 
TBV CBA HBA1 SING N N 62 
TBV CBA HBA2 SING N N 63 
TBV O2A H2A  SING Y N 64 
TBV NB  HB   SING Y N 65 
TBV CMB HMB1 SING N N 66 
TBV CMB HMB2 SING Y N 67 
TBV CMB HMB3 SING Y N 68 
TBV NC  HC   SING N N 69 
TBV CMC HMC1 SING Y N 70 
TBV CMC HMC2 SING N N 71 
TBV CMC HMC3 SING N N 72 
TBV CAC HAC  SING N N 73 
TBV CBC HBC1 SING N N 74 
TBV CBC HBC2 SING N N 75 
TBV ND  HD   SING N N 76 
TBV CMD HMD1 SING N N 77 
TBV CMD HMD2 SING N N 78 
TBV CMD HMD3 SING N N 79 
TBV CAD HAD1 SING N N 80 
TBV CAD HAD2 SING N N 81 
TBV CBD HBD1 SING N N 82 
TBV CBD HBD2 SING N N 83 
TBV O1D H1D  SING N N 84 
TBV C47 H471 SING N N 85 
TBV C47 H472 SING N N 86 
TBV C47 H473 SING N N 87 
TBV C46 H461 SING N N 88 
TBV C46 H462 SING N N 89 
TBV C46 H463 SING N N 90 
TBV C45 H451 SING N N 91 
TBV C45 H452 SING N N 92 
TBV C45 H453 SING N N 93 
TBV CAB HAB  SING N N 94 
TBV CBB HBB1 SING N N 95 
TBV CBB HBB2 SING N N 96 
# 
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 
TBV InChI            InChI                1.02b 
;InChI=1/C37H46N4O6/c1-10-23-22(6)36(47-37(7,8)9)41-30(23)17-28-21(5)26(13-15-34(44)45)32(39-28)18-31-25(12-14-33(42)43)20(4)27(38-31)16-29-19(3)24(11-2)35(46)40-29/h10-11,16,38-39,41H,1-2,12-15,17-18H2,3-9H3,(H,40,46)(H,42,43)(H,44,45)/b29-16-/f/h40,42,44H
;
TBV InChIKey         InChI                1.02b JDQNAGCTUKHXGS-QXMOSDTCDB 
TBV SMILES_CANONICAL CACTVS               3.352 Cc1c(Cc2[nH]c(OC(C)(C)C)c(C)c2C=C)[nH]c(Cc3[nH]c(\C=C4/NC(=O)C(=C4C)C=C)c(C)c3CCC(O)=O)c1CCC(O)=O 
TBV SMILES           CACTVS               3.352 Cc1c(Cc2[nH]c(OC(C)(C)C)c(C)c2C=C)[nH]c(Cc3[nH]c(C=C4NC(=O)C(=C4C)C=C)c(C)c3CCC(O)=O)c1CCC(O)=O 
TBV SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 Cc1c(c([nH]c1Cc2c(c(c([nH]2)OC(C)(C)C)C)C=C)Cc3c(c(c([nH]3)\C=C/4\C(=C(C(=O)N4)C=C)C)C)CCC(=O)O)CCC(=O)O 
TBV SMILES           "OpenEye OEToolkits" 1.6.1 Cc1c(c([nH]c1Cc2c(c(c([nH]2)OC(C)(C)C)C)C=C)Cc3c(c(c([nH]3)C=C4C(=C(C(=O)N4)C=C)C)C)CCC(=O)O)CCC(=O)O 
# 
_pdbx_chem_comp_identifier.comp_id           TBV 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.6.1 
_pdbx_chem_comp_identifier.identifier        
"3-[2-[[3-(2-carboxyethyl)-5-[[3-ethenyl-4-methyl-5-[(2-methylpropan-2-yl)oxy]-1H-pyrrol-2-yl]methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid" 
# 
