data_DBV
# 
_chem_comp.id                                    DBV 
_chem_comp.name                                  15,16-DIHYDROBILIVERDIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H36 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                        584.662 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DBV 
_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        1QGW 
_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 
DBV NA   NA   N 0 1 N N N -2.664  43.561 45.462 1.508  -0.966 2.214  NA   DBV 1  
DBV C1A  C1A  C 0 1 N N N -1.589  43.548 46.306 1.180  -1.399 3.443  C1A  DBV 2  
DBV C2A  C2A  C 0 1 N N N -1.730  42.501 47.261 2.079  -0.884 4.393  C2A  DBV 3  
DBV C3A  C3A  C 0 1 N N N -2.875  41.837 46.916 3.006  -0.104 3.725  C3A  DBV 4  
DBV C4A  C4A  C 0 1 N N N -3.517  42.470 45.739 2.630  -0.154 2.301  C4A  DBV 5  
DBV CMA  CMA  C 0 1 N N N -0.680  42.096 48.201 2.044  -1.140 5.877  CMA  DBV 6  
DBV CBA  CBA  C 0 1 N N N -3.751  39.423 46.845 4.915  0.042  5.218  CBA  DBV 7  
DBV OA   OA   O 0 1 N N N -0.611  44.317 46.183 0.239  -2.132 3.697  OA   DBV 8  
DBV CHA  CHA  C 0 1 N N N -4.707  42.275 45.207 3.264  0.472  1.269  CHA  DBV 9  
DBV CAA  CAA  C 0 1 N N N -3.545  40.735 47.645 4.135  0.632  4.317  CAA  DBV 10 
DBV NB   NB   N 0 1 Y N N -6.591  43.019 43.832 1.381  0.188  -0.316 NB   DBV 11 
DBV C1B  C1B  C 0 1 Y N N -5.226  42.983 44.064 2.689  0.465  -0.022 C1B  DBV 12 
DBV C2B  C2B  C 0 1 Y N N -4.585  43.472 42.871 3.356  0.739  -1.214 C2B  DBV 13 
DBV C3B  C3B  C 0 1 Y N N -5.547  44.056 42.090 2.442  0.621  -2.246 C3B  DBV 14 
DBV C4B  C4B  C 0 1 Y N N -6.842  43.767 42.702 1.211  0.282  -1.681 C4B  DBV 15 
DBV CHB  CHB  C 0 1 N N N -8.060  44.014 42.129 0.015  0.070  -2.379 CHB  DBV 16 
DBV CMB  CMB  C 0 1 N N N -3.129  43.401 42.537 4.814  1.094  -1.355 CMB  DBV 17 
DBV CAB  CAB  C 0 1 N N N -5.388  44.822 40.800 2.723  0.829  -3.712 CAB  DBV 18 
DBV CBB  CBB  C 0 1 N N N -4.871  46.278 41.112 3.150  -0.497 -4.343 CBB  DBV 19 
DBV CGB  CGB  C 0 1 N N N -5.919  46.962 42.017 3.431  -0.289 -5.809 CGB  DBV 20 
DBV O1B  O1B  O 0 1 N N N -7.004  47.271 41.544 3.302  0.807  -6.298 O1B  DBV 21 
DBV O2B  O2B  O 0 1 N N N -5.587  47.166 43.244 3.824  -1.322 -6.570 O2B  DBV 22 
DBV CHC  CHC  C 0 1 N N N -11.753 41.466 44.144 -3.046 -0.912 1.348  CHC  DBV 23 
DBV NC   NC   N 0 1 N N N -9.763  42.694 43.373 -1.284 -0.348 -0.346 NC   DBV 24 
DBV C1C  C1C  C 0 1 N N N -9.367  43.586 42.384 -1.143 -0.296 -1.686 C1C  DBV 25 
DBV C2C  C2C  C 0 1 N N N -10.522 43.782 41.568 -2.374 -0.678 -2.265 C2C  DBV 26 
DBV C3C  C3C  C 0 1 N N N -11.571 43.119 42.130 -3.218 -0.955 -1.227 C3C  DBV 27 
DBV C4C  C4C  C 0 1 N N N -11.087 42.408 43.211 -2.504 -0.732 -0.046 C4C  DBV 28 
DBV CMC  CMC  C 0 1 N N N -12.966 42.968 41.533 -4.652 -1.406 -1.335 CMC  DBV 29 
DBV CAC  CAC  C 0 1 N N N -10.598 44.776 40.413 -2.692 -0.769 -3.736 CAC  DBV 30 
DBV CBC  CBC  C 0 1 N N N -10.009 44.192 39.116 -3.230 0.577  -4.225 CBC  DBV 31 
DBV CGC  CGC  C 0 1 N N N -10.727 43.135 38.381 -3.547 0.486  -5.695 CGC  DBV 32 
DBV O1C  O1C  O 0 1 N N N -11.970 43.183 38.269 -3.361 -0.547 -6.291 O1C  DBV 33 
DBV O2C  O2C  O 0 1 N N N -9.958  42.401 37.685 -4.036 1.556  -6.343 O2C  DBV 34 
DBV ND   ND   N 0 1 N N N -12.986 43.160 45.495 -1.658 0.952  2.148  ND   DBV 35 
DBV C1D  C1D  C 0 1 N N R -11.985 42.098 45.585 -1.996 -0.459 2.365  C1D  DBV 36 
DBV C2D  C2D  C 0 1 N N N -12.610 41.132 46.494 -2.565 -0.543 3.762  C2D  DBV 37 
DBV C3D  C3D  C 0 1 N N N -13.758 41.596 47.011 -2.535 0.699  4.270  C3D  DBV 38 
DBV C4D  C4D  C 0 1 N N N -14.008 42.896 46.381 -1.973 1.624  3.270  C4D  DBV 39 
DBV CMD  CMD  C 0 1 N N N -11.858 39.866 46.860 -3.065 -1.785 4.454  CMD  DBV 40 
DBV CAD  CAD  C 0 1 N N N -14.620 40.910 48.012 -2.993 1.080  5.623  CAD  DBV 41 
DBV CBD  CBD  C 0 1 N N N -15.766 41.426 48.518 -2.915 2.343  6.018  CBD  DBV 42 
DBV OD   OD   O 0 1 N N N -14.980 43.668 46.503 -1.816 2.819  3.435  OD   DBV 43 
DBV HNA  HNA  H 0 1 N N N -2.806  44.269 44.742 1.037  -1.187 1.395  HNA  DBV 44 
DBV HMA1 1HMA H 0 0 N N N -0.790  41.276 48.948 1.205  -1.795 6.113  HMA1 DBV 45 
DBV HMA2 2HMA H 0 0 N N N 0.227   41.865 47.596 2.974  -1.616 6.186  HMA2 DBV 46 
DBV HMA3 3HMA H 0 0 N N N -0.374  43.009 48.762 1.926  -0.195 6.407  HMA3 DBV 47 
DBV HBA1 1HBA H 0 0 N N N -3.529  39.051 45.830 5.690  0.608  5.715  HBA1 DBV 48 
DBV HBA2 2HBA H 0 0 N N N -4.249  38.602 47.387 4.774  -1.002 5.454  HBA2 DBV 49 
DBV HHA1 1HHA H 0 0 N N N -5.285  41.497 45.733 4.205  0.974  1.438  HHA1 DBV 50 
DBV HAA1 1HAA H 0 0 N N N -3.862  40.878 48.691 4.329  1.652  4.019  HAA1 DBV 51 
DBV HNB  HNB  H 0 1 N N N -7.302  42.564 44.405 0.691  -0.037 0.326  HNB  DBV 52 
DBV HHB1 1HHB H 0 0 N N N -7.968  44.708 41.277 -0.011 0.190  -3.452 HHB1 DBV 53 
DBV HMB1 1HMB H 0 0 N N N -2.632  43.779 41.613 5.399  0.184  -1.486 HMB1 DBV 54 
DBV HMB2 2HMB H 0 0 N N N -2.593  43.876 43.391 4.948  1.741  -2.222 HMB2 DBV 55 
DBV HMB3 3HMB H 0 0 N N N -2.845  42.325 42.620 5.149  1.615  -0.457 HMB3 DBV 56 
DBV HAB1 1HAB H 0 0 N N N -4.732  44.289 40.072 1.822  1.192  -4.206 HAB1 DBV 57 
DBV HAB2 2HAB H 0 0 N N N -6.325  44.828 40.195 3.522  1.561  -3.828 HAB2 DBV 58 
DBV HBB1 1HBB H 0 0 N N N -3.845  46.289 41.549 4.051  -0.860 -3.848 HBB1 DBV 59 
DBV HBB2 2HBB H 0 0 N N N -4.643  46.864 40.191 2.351  -1.229 -4.226 HBB2 DBV 60 
DBV H2B1 1H2B H 0 0 N N N -6.231  47.586 43.800 4.004  -1.188 -7.511 H2B1 DBV 61 
DBV HHC1 1HHC H 0 0 N N N -12.708 41.084 43.714 -3.283 -1.962 1.513  HHC1 DBV 62 
DBV HHC2 2HHC H 0 0 N N N -11.191 40.505 44.212 -3.948 -0.312 1.467  HHC2 DBV 63 
DBV HMC1 1HMC H 0 0 N N N -13.824 42.425 41.993 -5.065 -1.546 -0.336 HMC1 DBV 64 
DBV HMC2 2HMC H 0 0 N N N -13.327 44.000 41.316 -5.232 -0.650 -1.866 HMC2 DBV 65 
DBV HMC3 3HMC H 0 0 N N N -12.826 42.529 40.517 -4.696 -2.348 -1.882 HMC3 DBV 66 
DBV HAC1 1HAC H 0 0 N N N -11.640 45.138 40.257 -1.786 -1.020 -4.288 HAC1 DBV 67 
DBV HAC2 2HAC H 0 0 N N N -10.113 45.744 40.678 -3.443 -1.541 -3.899 HAC2 DBV 68 
DBV HBC1 1HBC H 0 0 N N N -9.808  45.033 38.412 -4.136 0.828  -3.672 HBC1 DBV 69 
DBV HBC2 2HBC H 0 0 N N N -8.977  43.829 39.332 -2.479 1.349  -4.062 HBC2 DBV 70 
DBV H2C1 1H2C H 0 0 N N N -10.420 41.719 37.211 -4.239 1.498  -7.287 H2C1 DBV 71 
DBV HND  HND  H 0 1 N N N -12.973 43.981 44.890 -1.273 1.331  1.342  HND  DBV 72 
DBV H1D1 1H1D H 0 0 N N N -10.986 42.439 45.944 -1.101 -1.077 2.279  H1D1 DBV 73 
DBV HMD1 1HMD H 0 0 N N N -12.333 39.131 47.551 -3.410 -1.528 5.456  HMD1 DBV 74 
DBV HMD2 2HMD H 0 0 N N N -11.568 39.338 45.921 -3.890 -2.212 3.884  HMD2 DBV 75 
DBV HMD3 3HMD H 0 0 N N N -10.860 40.148 47.269 -2.257 -2.513 4.524  HMD3 DBV 76 
DBV HAD1 1HAD H 0 0 N N N -14.384 39.913 48.422 -3.392 0.329  6.289  HAD1 DBV 77 
DBV HBD1 1HBD H 0 0 N N N -16.001 42.422 48.107 -3.250 2.621  7.007  HBD1 DBV 78 
DBV HBD2 2HBD H 0 0 N N N -16.404 40.917 49.259 -2.516 3.094  5.352  HBD2 DBV 79 
# 
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 
DBV NA  C1A  SING N N 1  
DBV NA  C4A  SING N N 2  
DBV NA  HNA  SING N N 3  
DBV C1A C2A  SING N N 4  
DBV C1A OA   DOUB N N 5  
DBV C2A C3A  DOUB N N 6  
DBV C2A CMA  SING N N 7  
DBV C3A C4A  SING N N 8  
DBV C3A CAA  SING N N 9  
DBV C4A CHA  DOUB N Z 10 
DBV CMA HMA1 SING N N 11 
DBV CMA HMA2 SING N N 12 
DBV CMA HMA3 SING N N 13 
DBV CBA CAA  DOUB N N 14 
DBV CBA HBA1 SING N N 15 
DBV CBA HBA2 SING N N 16 
DBV CHA C1B  SING N N 17 
DBV CHA HHA1 SING N N 18 
DBV CAA HAA1 SING N N 19 
DBV NB  C1B  SING Y N 20 
DBV NB  C4B  SING Y N 21 
DBV NB  HNB  SING N N 22 
DBV C1B C2B  DOUB Y N 23 
DBV C2B C3B  SING Y N 24 
DBV C2B CMB  SING N N 25 
DBV C3B C4B  DOUB Y N 26 
DBV C3B CAB  SING N N 27 
DBV C4B CHB  SING N N 28 
DBV CHB C1C  DOUB N Z 29 
DBV CHB HHB1 SING N N 30 
DBV CMB HMB1 SING N N 31 
DBV CMB HMB2 SING N N 32 
DBV CMB HMB3 SING N N 33 
DBV CAB CBB  SING N N 34 
DBV CAB HAB1 SING N N 35 
DBV CAB HAB2 SING N N 36 
DBV CBB CGB  SING N N 37 
DBV CBB HBB1 SING N N 38 
DBV CBB HBB2 SING N N 39 
DBV CGB O1B  DOUB N N 40 
DBV CGB O2B  SING N N 41 
DBV O2B H2B1 SING N N 42 
DBV CHC C4C  SING N N 43 
DBV CHC C1D  SING N N 44 
DBV CHC HHC1 SING N N 45 
DBV CHC HHC2 SING N N 46 
DBV NC  C1C  SING N N 47 
DBV NC  C4C  DOUB N N 48 
DBV C1C C2C  SING N N 49 
DBV C2C C3C  DOUB N N 50 
DBV C2C CAC  SING N N 51 
DBV C3C C4C  SING N N 52 
DBV C3C CMC  SING N N 53 
DBV CMC HMC1 SING N N 54 
DBV CMC HMC2 SING N N 55 
DBV CMC HMC3 SING N N 56 
DBV CAC CBC  SING N N 57 
DBV CAC HAC1 SING N N 58 
DBV CAC HAC2 SING N N 59 
DBV CBC CGC  SING N N 60 
DBV CBC HBC1 SING N N 61 
DBV CBC HBC2 SING N N 62 
DBV CGC O1C  DOUB N N 63 
DBV CGC O2C  SING N N 64 
DBV O2C H2C1 SING N N 65 
DBV ND  C1D  SING N N 66 
DBV ND  C4D  SING N N 67 
DBV ND  HND  SING N N 68 
DBV C1D C2D  SING N N 69 
DBV C1D H1D1 SING N N 70 
DBV C2D C3D  DOUB N N 71 
DBV C2D CMD  SING N N 72 
DBV C3D C4D  SING N N 73 
DBV C3D CAD  SING N N 74 
DBV C4D OD   DOUB N N 75 
DBV CMD HMD1 SING N N 76 
DBV CMD HMD2 SING N N 77 
DBV CMD HMD3 SING N N 78 
DBV CAD CBD  DOUB N N 79 
DBV CAD HAD1 SING N N 80 
DBV CBD HBD1 SING N N 81 
DBV CBD HBD2 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 
DBV InChI            InChI                1.02b 
;InChI=1/C33H36N4O6/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/h7-8,14-15,26,35H,1-2,9-13H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b27-14-,28-15-/t26-/m1/s1/f/h36-38,40H
;
DBV InChIKey         InChI                1.02b ZQHDSLZHMAUUQK-XINHWIGVDU 
DBV SMILES_CANONICAL CACTVS               3.341 CC1=C(C=C)C(=O)N[C@@H]1CC2=N\C(=C/c3[nH]c(\C=C4/NC(=O)C(=C4C=C)C)c(C)c3CCC(O)=O)C(=C2C)CCC(O)=O 
DBV SMILES           CACTVS               3.341 CC1=C(C=C)C(=O)N[CH]1CC2=NC(=Cc3[nH]c(C=C4NC(=O)C(=C4C=C)C)c(C)c3CCC(O)=O)C(=C2C)CCC(O)=O 
DBV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c([nH]c1\C=C/2\C(=C(C(=O)N2)C)C=C)\C=C/3\C(=C(C(=N3)C[C@@H]4C(=C(C(=O)N4)C=C)C)C)CCC(=O)O)CCC(=O)O 
DBV SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c([nH]c1C=C2C(=C(C(=O)N2)C)C=C)C=C3C(=C(C(=N3)CC4C(=C(C(=O)N4)C=C)C)C)CCC(=O)O)CCC(=O)O 
# 
_pdbx_chem_comp_identifier.comp_id           DBV 
_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-[2-[(Z)-[3-(2-carboxyethyl)-5-[[(2R)-4-ethenyl-3-methyl-5-oxo-1,2-dihydropyrrol-2-yl]methyl]-4-methyl-pyrrol-2-ylidene]methyl]-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid" 
# 
