data_BL3 # _chem_comp.id BL3 _chem_comp.name ;3-[2-[(Z)-[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-pyrrol-2-ylidene]methy l]-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H34 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "BILIVERDIN XIII ALPHA" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-07-21 _chem_comp.pdbx_modified_date 2020-06-17 _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 582.646 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BL3 _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 3I94 _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 BL3 NA NA N 0 1 Y N N -0.639 -19.285 42.582 -0.241 1.326 -0.417 NA BL3 1 BL3 NB NB N 0 1 N N N 1.675 -17.300 42.403 2.407 1.143 -1.264 NB BL3 2 BL3 OB OB O 0 1 N N N 3.805 -16.985 41.530 3.932 -0.370 -2.006 OB BL3 3 BL3 NC NC N 0 1 N N N 3.183 -20.502 39.321 2.112 -1.141 0.965 NC BL3 4 BL3 OC OC O 0 1 N N N 4.497 -18.587 39.159 3.601 0.421 1.681 OC BL3 5 BL3 ND ND N 0 1 N N N 0.564 -21.766 40.656 -0.423 -1.380 -0.096 ND BL3 6 BL3 C1A C1A C 0 1 Y N N -1.546 -20.357 42.713 -1.615 1.230 -0.465 C1A BL3 7 BL3 O1A O1A O 0 1 N N N -4.942 -23.193 44.757 -6.288 3.441 2.094 O1A BL3 8 BL3 C1B C1B C 0 1 N N N 0.711 -16.481 42.927 2.470 2.391 -0.662 C1B BL3 9 BL3 C1C C1C C 0 1 N N N 4.394 -19.852 39.078 3.328 -0.721 1.351 C1C BL3 10 BL3 C1D C1D C 0 1 N N N 1.043 -22.729 39.735 -0.155 -2.682 -0.076 C1D BL3 11 BL3 O1D O1D O 0 1 N N N -5.159 -24.452 40.607 -6.333 -3.186 -1.293 O1D BL3 12 BL3 C2A C2A C 0 1 Y N N -2.553 -19.920 43.623 -2.139 2.526 -0.423 C2A BL3 13 BL3 O2A O2A O 0 1 N N N -3.943 -23.462 46.693 -6.152 3.525 -0.110 O2A BL3 14 BL3 C2B C2B C 0 1 N N N 1.193 -15.133 42.882 3.898 2.719 -0.514 C2B BL3 15 BL3 C2C C2C C 0 1 N N N 5.351 -20.842 38.734 4.239 -1.787 1.318 C2C BL3 16 BL3 C2D C2D C 0 1 N N N -0.001 -23.678 39.564 -1.335 -3.391 -0.410 C2D BL3 17 BL3 O2D O2D O 0 1 N N N -5.615 -23.441 38.740 -6.985 -3.090 0.817 O2D BL3 18 BL3 C3A C3A C 0 1 Y N N -2.301 -18.628 43.974 -1.075 3.404 -0.349 C3A BL3 19 BL3 C3B C3B C 0 1 N N N 2.437 -15.151 42.296 4.593 1.644 -1.038 C3B BL3 20 BL3 C3C C3C C 0 1 N N N 4.714 -22.082 38.721 3.560 -2.918 0.893 C3C BL3 21 BL3 C3D C3D C 0 1 N N N -1.031 -23.319 40.385 -2.304 -2.464 -0.626 C3D BL3 22 BL3 C4A C4A C 0 1 Y N N -1.115 -18.224 43.337 0.098 2.651 -0.346 C4A BL3 23 BL3 C4B C4B C 0 1 N N N 2.751 -16.497 42.040 3.654 0.698 -1.488 C4B BL3 24 BL3 C4C C4C C 0 1 N N N 3.314 -21.840 39.093 2.171 -2.496 0.663 C4C BL3 25 BL3 C4D C4D C 0 1 N N N -0.709 -22.192 41.081 -1.708 -1.194 -0.423 C4D BL3 26 BL3 CAA CAA C 0 1 N N N -3.649 -20.815 44.117 -3.600 2.897 -0.453 CAA BL3 27 BL3 CAB CAB C 0 1 N N N 0.419 -14.013 43.332 4.470 3.942 0.072 CAB BL3 28 BL3 CAC CAC C 0 1 N N N 5.239 -23.333 38.467 4.117 -4.269 0.710 CAC BL3 29 BL3 CAD CAD C 0 1 N N N -2.394 -23.985 40.437 -3.737 -2.735 -1.009 CAD BL3 30 BL3 CBA CBA C 0 1 N N N -3.217 -21.695 45.307 -4.140 2.957 0.977 CBA BL3 31 BL3 CBB CBB C 0 1 N N N 0.916 -12.772 43.663 5.340 3.855 1.075 CBB BL3 32 BL3 CBC CBC C 0 1 N N N 6.529 -23.766 38.366 5.261 -4.433 0.051 CBC BL3 33 BL3 CBD CBD C 0 1 N N N -3.381 -23.321 39.508 -4.606 -2.756 0.250 CBD BL3 34 BL3 CGA CGA C 0 1 N N N -4.103 -22.836 45.629 -5.601 3.329 0.947 CGA BL3 35 BL3 CGD CGD C 0 1 N N N -4.803 -23.787 39.634 -6.038 -3.026 -0.132 CGD BL3 36 BL3 CHA CHA C 0 1 N N N -1.530 -21.564 42.042 -2.354 0.046 -0.543 CHA BL3 37 BL3 CHB CHB C 0 1 N N N -0.517 -16.923 43.410 1.413 3.166 -0.281 CHB BL3 38 BL3 CHD CHD C 0 1 N N N 2.325 -22.802 39.198 1.141 -3.282 0.237 CHD BL3 39 BL3 CMA CMA C 0 1 N N N -3.083 -17.761 44.900 -1.166 4.906 -0.283 CMA BL3 40 BL3 CMB CMB C 0 1 N N N 3.428 -14.052 41.988 6.092 1.510 -1.114 CMB BL3 41 BL3 CMC CMC C 0 1 N N N 6.774 -20.489 38.460 5.700 -1.715 1.680 CMC BL3 42 BL3 CMD CMD C 0 1 N N N 0.065 -24.849 38.621 -1.486 -4.887 -0.506 CMD BL3 43 BL3 HNA HNA H 0 1 N N N 0.201 -19.289 42.039 0.381 0.581 -0.428 HNA BL3 44 BL3 HNB HNB H 0 1 N N N 1.616 -18.293 42.300 1.591 0.666 -1.485 HNB BL3 45 BL3 HNC HNC H 0 1 N N N 2.341 -20.052 39.619 1.317 -0.587 0.910 HNC BL3 46 BL3 HO1A HO1A H 0 0 N N N -5.393 -23.975 45.052 -7.222 3.681 2.025 HO1A BL3 47 BL3 HO2D HO2D H 0 0 N N N -6.480 -23.770 38.953 -7.890 -3.266 0.523 HO2D BL3 48 BL3 HAA HAA H 0 1 N N N -4.491 -20.185 44.441 -3.717 3.872 -0.927 HAA BL3 49 BL3 HAAA HAAA H 0 0 N N N -3.955 -21.475 43.292 -4.153 2.148 -1.019 HAAA BL3 50 BL3 HAB HAB H 0 1 N N N -0.648 -14.155 43.419 4.184 4.910 -0.311 HAB BL3 51 BL3 HAC HAC H 0 1 N N N 4.498 -24.105 38.323 3.597 -5.127 1.110 HAC BL3 52 BL3 HAD HAD H 0 1 N N N -2.283 -25.038 40.139 -4.088 -1.951 -1.679 HAD BL3 53 BL3 HADA HADA H 0 0 N N N -2.779 -23.919 41.465 -3.803 -3.700 -1.512 HADA BL3 54 BL3 HBA HBA H 0 1 N N N -2.226 -22.108 45.066 -4.023 1.983 1.451 HBA BL3 55 BL3 HBAA HBAA H 0 0 N N N -3.180 -21.048 46.196 -3.587 3.706 1.544 HBAA BL3 56 BL3 HBB HBB H 0 1 N N N 0.246 -11.992 43.993 5.700 4.752 1.557 HBB BL3 57 BL3 HBBA HBBA H 0 0 N N N 1.976 -12.579 43.593 5.688 2.888 1.406 HBBA BL3 58 BL3 HBC HBC H 0 1 N N N 6.735 -24.806 38.158 5.714 -5.411 -0.009 HBC BL3 59 BL3 HBCA HBCA H 0 0 N N N 7.344 -23.069 38.494 5.736 -3.588 -0.424 HBCA BL3 60 BL3 HBD HBD H 0 1 N N N -3.366 -22.243 39.725 -4.254 -3.540 0.921 HBD BL3 61 BL3 HBDA HBDA H 0 0 N N N -3.056 -23.527 38.478 -4.540 -1.791 0.753 HBDA BL3 62 BL3 HHA HHA H 0 1 N N N -2.362 -22.190 42.327 -3.423 0.086 -0.696 HHA BL3 63 BL3 HHB HHB H 0 1 N N N -1.108 -16.174 43.916 1.581 4.174 0.071 HHB BL3 64 BL3 HHD HHD H 0 1 N N N 2.592 -23.769 38.797 1.283 -4.347 0.131 HHD BL3 65 BL3 HMA HMA H 0 1 N N N -2.712 -17.892 45.927 -1.221 5.222 0.758 HMA BL3 66 BL3 HMAA HMAA H 0 0 N N N -2.969 -16.709 44.600 -0.284 5.345 -0.750 HMAA BL3 67 BL3 HMAB HMAB H 0 0 N N N -4.146 -18.042 44.856 -2.060 5.240 -0.811 HMAB BL3 68 BL3 HMB HMB H 0 1 N N N 4.319 -14.484 41.509 6.452 0.955 -0.247 HMB BL3 69 BL3 HMBA HMBA H 0 0 N N N 2.965 -13.321 41.309 6.364 0.977 -2.025 HMBA BL3 70 BL3 HMBB HMBB H 0 0 N N N 3.722 -13.551 42.922 6.545 2.501 -1.124 HMBB BL3 71 BL3 HMC HMC H 0 1 N N N 7.338 -21.401 38.215 5.931 -0.722 2.065 HMC BL3 72 BL3 HMCA HMCA H 0 0 N N N 6.821 -19.790 37.612 5.922 -2.461 2.443 HMCA BL3 73 BL3 HMCB HMCB H 0 0 N N N 7.212 -20.016 39.351 6.304 -1.911 0.794 HMCB BL3 74 BL3 HMD HMD H 0 1 N N N -0.871 -25.423 38.682 -0.533 -5.364 -0.277 HMD BL3 75 BL3 HMDA HMDA H 0 0 N N N 0.204 -24.484 37.593 -2.241 -5.222 0.205 HMDA BL3 76 BL3 HMDB HMDB H 0 0 N N N 0.910 -25.496 38.899 -1.794 -5.157 -1.516 HMDB BL3 77 # # 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 BL3 NA C1A SING Y N 1 BL3 NA C4A SING Y N 2 BL3 NB C1B SING N N 3 BL3 NB C4B SING N N 4 BL3 OB C4B DOUB N N 5 BL3 NC C1C SING N N 6 BL3 NC C4C SING N N 7 BL3 OC C1C DOUB N N 8 BL3 ND C1D DOUB N N 9 BL3 ND C4D SING N N 10 BL3 C1A C2A DOUB Y N 11 BL3 C1A CHA SING N N 12 BL3 O1A CGA SING N N 13 BL3 C1B C2B SING N N 14 BL3 C1B CHB DOUB N N 15 BL3 C1C C2C SING N N 16 BL3 C1D C2D SING N N 17 BL3 C1D CHD SING N N 18 BL3 O1D CGD DOUB N Z 19 BL3 C2A C3A SING Y N 20 BL3 C2A CAA SING N N 21 BL3 O2A CGA DOUB N N 22 BL3 C2B C3B DOUB N N 23 BL3 C2B CAB SING N N 24 BL3 C2C C3C DOUB N N 25 BL3 C2C CMC SING N N 26 BL3 C2D C3D DOUB N N 27 BL3 C2D CMD SING N N 28 BL3 O2D CGD SING N N 29 BL3 C3A C4A DOUB Y N 30 BL3 C3A CMA SING N N 31 BL3 C3B C4B SING N N 32 BL3 C3B CMB SING N N 33 BL3 C3C C4C SING N N 34 BL3 C3C CAC SING N N 35 BL3 C3D C4D SING N N 36 BL3 C3D CAD SING N N 37 BL3 C4A CHB SING N N 38 BL3 C4C CHD DOUB N N 39 BL3 C4D CHA DOUB N N 40 BL3 CAA CBA SING N N 41 BL3 CAB CBB DOUB N N 42 BL3 CAC CBC DOUB N N 43 BL3 CAD CBD SING N Z 44 BL3 CBA CGA SING N Z 45 BL3 CBD CGD SING N N 46 BL3 NA HNA SING N N 47 BL3 NB HNB SING N N 48 BL3 NC HNC SING N N 49 BL3 O1A HO1A SING N N 50 BL3 O2D HO2D SING N N 51 BL3 CAA HAA SING N N 52 BL3 CAA HAAA SING N N 53 BL3 CAB HAB SING N N 54 BL3 CAC HAC SING N N 55 BL3 CAD HAD SING N N 56 BL3 CAD HADA SING N N 57 BL3 CBA HBA SING N N 58 BL3 CBA HBAA SING N N 59 BL3 CBB HBB SING N N 60 BL3 CBB HBBA SING N N 61 BL3 CBC HBC SING N N 62 BL3 CBC HBCA SING N N 63 BL3 CBD HBD SING N N 64 BL3 CBD HBDA SING N N 65 BL3 CHA HHA SING N N 66 BL3 CHB HHB SING N N 67 BL3 CHD HHD SING N N 68 BL3 CMA HMA SING N N 69 BL3 CMA HMAA SING N N 70 BL3 CMA HMAB SING N N 71 BL3 CMB HMB SING N N 72 BL3 CMB HMBA SING N N 73 BL3 CMB HMBB SING N N 74 BL3 CMC HMC SING N N 75 BL3 CMC HMCA SING N N 76 BL3 CMC HMCB SING N N 77 BL3 CMD HMD SING N N 78 BL3 CMD HMDA SING N N 79 BL3 CMD HMDB SING N N 80 # # 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 BL3 SMILES_CANONICAL CACTVS 3.352 "Cc1c([nH]c(\C=C2/N=C(\C=C3/NC(=O)C(=C3C=C)C)C(=C2CCC(O)=O)C)c1CCC(O)=O)\C=C4/NC(=O)C(=C4C=C)C" BL3 SMILES CACTVS 3.352 "Cc1c([nH]c(C=C2N=C(C=C3NC(=O)C(=C3C=C)C)C(=C2CCC(O)=O)C)c1CCC(O)=O)C=C4NC(=O)C(=C4C=C)C" BL3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1c(c([nH]c1/C=C\2/C(=C(C(=O)N2)C)C=C)/C=C\3/C(=C(C(=N3)/C=C\4/C(=C(C(=O)N4)C)C=C)C)CCC(=O)O)CCC(=O)O" BL3 SMILES "OpenEye OEToolkits" 1.7.0 "Cc1c(c([nH]c1C=C2C(=C(C(=O)N2)C)C=C)C=C3C(=C(C(=N3)C=C4C(=C(C(=O)N4)C)C=C)C)CCC(=O)O)CCC(=O)O" BL3 InChI InChI 1.03 "InChI=1S/C33H34N4O6/c1-7-20-18(5)32(42)36-26(20)13-24-16(3)22(9-11-30(38)39)28(34-24)15-29-23(10-12-31(40)41)17(4)25(35-29)14-27-21(8-2)19(6)33(43)37-27/h7-8,13-15,34H,1-2,9-12H2,3-6H3,(H,36,42)(H,37,43)(H,38,39)(H,40,41)/b26-13-,27-14-,29-15-" BL3 InChIKey InChI 1.03 JXYQCWFZZAWTEC-SRVCBVSDSA-N # _pdbx_chem_comp_identifier.comp_id BL3 _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-[(Z)-[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BL3 "Create component" 2009-07-21 PDBJ BL3 "Modify aromatic_flag" 2011-06-04 RCSB BL3 "Modify descriptor" 2011-06-04 RCSB BL3 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BL3 _pdbx_chem_comp_synonyms.name "BILIVERDIN XIII ALPHA" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##