data_EL5 # _chem_comp.id EL5 _chem_comp.name "3-[(2Z)-2-({3-(2-carboxyethyl)-5-[(E)-(4-ethenyl-3-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl}methylidene)-5-{(Z)-[(3E,4S)-3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene]methyl}-4-methyl-2H-pyrrol-3-yl]propanoic acid" _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 "biliverdin, bound form at Pfr state" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-26 _chem_comp.pdbx_modified_date 2024-01-23 _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 EL5 _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 6G1Y _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 EL5 C1A C1 C 0 1 N N N N N N 24.739 148.672 20.621 3.708 0.534 1.505 C1A EL5 1 EL5 C1B C2 C 0 1 N N N N N N 26.599 145.345 22.834 0.363 2.840 0.350 C1B EL5 2 EL5 O1B O1 O 0 1 N N N N N N 27.920 141.759 27.713 -5.650 3.236 -3.016 O1B EL5 3 EL5 C1C C3 C 0 1 Y N N N N N 22.719 143.274 22.737 -1.558 -0.852 0.836 C1C EL5 4 EL5 O1C O2 O 0 1 N N N N N N 18.987 140.472 23.889 -6.288 -2.455 1.842 O1C EL5 5 EL5 C1D C4 C 0 1 N N N N N N 19.242 145.407 20.713 2.015 -3.071 -0.109 C1D EL5 6 EL5 C2A C5 C 0 1 N N S N N N 25.897 149.320 20.188 4.822 1.554 1.454 C2A EL5 7 EL5 C2B C6 C 0 1 N N N N N N 27.305 144.520 23.651 -0.771 3.645 0.073 C2B EL5 8 EL5 O2B O3 O 0 1 N N N N N N 25.966 140.800 27.690 -5.755 3.823 -0.888 O2B EL5 9 EL5 C2C C7 C 0 1 Y N N N N N 21.703 142.216 22.458 -2.200 -1.995 1.318 C2C EL5 10 EL5 O2C O4 O 0 1 N N N N N N 19.538 141.154 25.794 -6.760 -3.107 -0.216 O2C EL5 11 EL5 C2D C8 C 0 1 N N N N N N 17.900 145.091 21.583 1.667 -2.464 -1.329 C2D EL5 12 EL5 C3A C9 C 0 1 N N N N N N 26.939 148.646 20.686 4.148 2.831 0.992 C3A EL5 13 EL5 C3B C10 C 0 1 N N N N N N 26.419 143.531 24.044 -1.857 2.831 0.119 C3B EL5 14 EL5 C3C C11 C 0 1 Y N N N N N 20.823 142.795 21.674 -1.248 -2.989 1.441 C3C EL5 15 EL5 C3D C12 C 0 1 N N N N N N 16.958 145.719 20.941 2.746 -2.603 -2.185 C3D EL5 16 EL5 C4A C13 C 0 1 N N N N N N 26.431 147.502 21.441 2.734 2.464 0.815 C4A EL5 17 EL5 C4B C14 C 0 1 N N N N N N 25.131 143.806 23.322 -1.380 1.529 0.426 C4B EL5 18 EL5 C4C C15 C 0 1 Y N N N N N 21.288 144.244 21.520 -0.024 -2.459 1.036 C4C EL5 19 EL5 C4D C16 C 0 1 N N N N N N 17.563 146.377 19.745 3.785 -3.327 -1.439 C4D EL5 20 EL5 CAA C17 C 0 1 N N N N N N 28.455 148.921 20.527 4.711 4.022 0.791 CAA EL5 21 EL5 CAB C18 C 0 1 N N N N N N 26.707 142.403 24.989 -3.291 3.233 -0.110 CAB EL5 22 EL5 CAC C19 C 0 1 N N N N N N 21.668 140.763 22.945 -3.666 -2.120 1.645 CAC EL5 23 EL5 CAD C20 C 0 1 N N N N N N 15.497 145.679 21.336 2.835 -2.120 -3.573 CAD EL5 24 EL5 CBA C21 C 0 1 N N N N N N 29.096 150.143 19.743 6.201 4.186 0.947 CBA EL5 25 EL5 CBB C22 C 0 1 N N N N N N 26.207 142.715 26.334 -3.666 2.974 -1.571 CBB EL5 26 EL5 CBC C23 C 0 1 N N N N N N 21.371 140.670 24.402 -4.428 -2.585 0.402 CBC EL5 27 EL5 CBD C24 C 0 1 N N N N N N 14.470 145.855 20.368 3.901 -2.414 -4.312 CBD EL5 28 EL5 CGB C25 C 0 1 N N N N N N 26.728 141.686 27.315 -5.100 3.375 -1.800 CGB EL5 29 EL5 CGC C26 C 0 1 N N N N N N 19.842 140.781 24.722 -5.893 -2.711 0.729 CGC EL5 30 EL5 CHB C27 C 0 1 N N N N N N 27.159 146.563 22.079 1.747 3.307 0.404 CHB EL5 31 EL5 CHC C28 C 0 1 N N N N N N 23.834 143.147 23.370 -2.165 0.383 0.569 CHC EL5 32 EL5 CHD C29 C 0 1 N N N N N N 20.613 145.176 20.651 1.206 -3.146 1.009 CHD EL5 33 EL5 CMA C30 C 0 1 N N N N N N 25.928 150.768 19.712 5.895 1.123 0.452 CMA EL5 34 EL5 CMB C31 C 0 1 N N N N N N 28.780 144.700 24.112 -0.771 5.123 -0.218 CMB EL5 35 EL5 CMC C32 C 0 1 N N N N N N 19.604 142.159 21.095 -1.490 -4.395 1.928 CMC EL5 36 EL5 CMD C33 C 0 1 N N N N N N 17.777 144.312 22.809 0.359 -1.786 -1.647 CMD EL5 37 EL5 NA N1 N 0 1 N N N N N N 25.038 147.493 21.416 2.564 1.127 1.130 NA EL5 38 EL5 OA O5 O 0 1 N N N N N N 23.604 149.032 20.354 3.828 -0.629 1.827 OA EL5 39 EL5 NB N2 N 0 1 N N N N N N 25.335 144.932 22.578 -0.044 1.592 0.558 NB EL5 40 EL5 NC N3 N 0 1 Y N N N N N 22.451 144.467 22.077 -0.223 -1.150 0.673 NC EL5 41 EL5 ND N4 N 0 1 N N N N N N 18.820 146.244 19.603 3.299 -3.588 -0.210 ND EL5 42 EL5 OD O6 O 0 1 N N N N N N 16.944 147.025 19.006 4.885 -3.639 -1.858 OD EL5 43 EL5 H1 H1 H 0 1 N N N N N N 28.098 141.046 28.315 -6.573 3.507 -3.115 H1 EL5 44 EL5 H2 H2 H 0 1 N N N N N N 25.921 148.871 19.184 5.258 1.691 2.444 H2 EL5 45 EL5 H3 H3 H 0 1 N N N N N N 18.591 141.164 25.870 -7.690 -3.173 0.041 H3 EL5 46 EL5 H4 H4 H 0 1 N N N N N N 29.135 148.221 20.990 4.100 4.869 0.516 H4 EL5 47 EL5 H6 H6 H 0 1 N N N N N N 26.214 141.490 24.623 -3.941 2.648 0.541 H6 EL5 48 EL5 H7 H7 H 0 1 N N N N N N 27.794 142.240 25.036 -3.412 4.293 0.114 H7 EL5 49 EL5 H8 H8 H 0 1 N N N N N N 20.890 140.221 22.388 -3.799 -2.848 2.445 H8 EL5 50 EL5 H9 H9 H 0 1 N N N N N N 22.647 140.300 22.752 -4.051 -1.153 1.966 H9 EL5 51 EL5 H10 H10 H 0 1 N N N N N N 15.230 145.514 22.370 2.035 -1.526 -3.991 H10 EL5 52 EL5 H12 H12 H 0 1 N N N N N N 30.193 150.080 19.798 6.462 5.240 0.851 H12 EL5 53 EL5 H13 H13 H 0 1 N N N N N N 28.779 150.110 18.690 6.506 3.824 1.928 H13 EL5 54 EL5 H14 H14 H 0 1 N N N N N N 28.760 151.087 20.197 6.713 3.614 0.172 H14 EL5 55 EL5 H15 H15 H 0 1 N N N N N N 26.555 143.715 26.632 -3.016 3.559 -2.222 H15 EL5 56 EL5 H16 H16 H 0 1 N N N N N N 25.107 142.695 26.331 -3.545 1.914 -1.794 H16 EL5 57 EL5 H17 H17 H 0 1 N N N N N N 21.738 139.702 24.774 -4.295 -1.858 -0.399 H17 EL5 58 EL5 H18 H18 H 0 1 N N N N N N 21.898 141.485 24.920 -4.043 -3.553 0.081 H18 EL5 59 EL5 H19 H19 H 0 1 N N N N N N 13.433 145.823 20.669 3.930 -2.131 -5.354 H19 EL5 60 EL5 H20 H20 H 0 1 N N N N N N 14.727 146.020 19.332 4.738 -2.935 -3.871 H20 EL5 61 EL5 H22 H22 H 0 1 N N N N N N 28.233 146.676 22.058 1.987 4.320 0.119 H22 EL5 62 EL5 H24 H24 H 0 1 N N N N N N 23.798 142.365 24.114 -3.239 0.448 0.475 H24 EL5 63 EL5 H26 H26 H 0 1 N N N N N N 21.196 145.718 19.921 1.516 -3.731 1.862 H26 EL5 64 EL5 H28 H28 H 0 1 N N N N N N 26.955 151.039 19.427 5.450 1.028 -0.538 H28 EL5 65 EL5 H29 H29 H 0 1 N N N N N N 25.264 150.882 18.843 6.687 1.871 0.424 H29 EL5 66 EL5 H30 H30 H 0 1 N N N N N N 25.587 151.428 20.523 6.312 0.163 0.756 H30 EL5 67 EL5 H31 H31 H 0 1 N N N N N N 29.064 143.865 24.770 0.252 5.500 -0.185 H31 EL5 68 EL5 H32 H32 H 0 1 N N N N N N 29.440 144.714 23.232 -1.191 5.299 -1.209 H32 EL5 69 EL5 H33 H33 H 0 1 N N N N N N 28.880 145.649 24.660 -1.373 5.641 0.529 H33 EL5 70 EL5 H34 H34 H 0 1 N N N N N N 19.847 141.724 20.114 -1.738 -5.035 1.081 H34 EL5 71 EL5 H35 H35 H 0 1 N N N N N N 19.249 141.366 21.770 -0.591 -4.771 2.416 H35 EL5 72 EL5 H36 H36 H 0 1 N N N N N N 18.817 142.918 20.974 -2.317 -4.397 2.638 H36 EL5 73 EL5 H37 H37 H 0 1 N N N N N N 16.726 144.299 23.132 0.420 -0.733 -1.374 H37 EL5 74 EL5 H38 H38 H 0 1 N N N N N N 18.116 143.282 22.624 0.154 -1.874 -2.714 H38 EL5 75 EL5 H39 H39 H 0 1 N N N N N N 18.397 144.767 23.596 -0.443 -2.262 -1.083 H39 EL5 76 EL5 H40 H40 H 0 1 N N N N N N 24.406 146.842 21.837 1.711 0.668 1.085 H40 EL5 77 EL5 H42 H42 H 0 1 N N N N N N 23.011 145.295 22.037 0.459 -0.541 0.350 H42 EL5 78 EL5 H5 H5 H 0 1 N N N N N N 19.394 146.632 18.882 3.773 -4.057 0.494 H5 EL5 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 EL5 OD C4D DOUB N N 1 EL5 ND C4D SING N N 2 EL5 ND C1D SING N N 3 EL5 CMA C2A SING N N 4 EL5 CBA CAA SING N N 5 EL5 C4D C3D SING N N 6 EL5 C2A C1A SING N N 7 EL5 C2A C3A SING N N 8 EL5 OA C1A DOUB N N 9 EL5 CBD CAD DOUB N N 10 EL5 CAA C3A DOUB N E 11 EL5 C1A NA SING N N 12 EL5 CHD C1D DOUB N E 13 EL5 CHD C4C SING N N 14 EL5 C3A C4A SING N N 15 EL5 C1D C2D SING N N 16 EL5 C3D CAD SING N N 17 EL5 C3D C2D DOUB N N 18 EL5 CMC C3C SING N N 19 EL5 NA C4A SING N N 20 EL5 C4A CHB DOUB N Z 21 EL5 C4C C3C DOUB Y N 22 EL5 C4C NC SING Y N 23 EL5 C2D CMD SING N N 24 EL5 C3C C2C SING Y N 25 EL5 NC C1C SING Y N 26 EL5 CHB C1B SING N N 27 EL5 C2C C1C DOUB Y N 28 EL5 C2C CAC SING N N 29 EL5 NB C1B DOUB N N 30 EL5 NB C4B SING N N 31 EL5 C1C CHC SING N N 32 EL5 C1B C2B SING N N 33 EL5 CAC CBC SING N N 34 EL5 C4B CHC DOUB N Z 35 EL5 C4B C3B SING N N 36 EL5 C2B C3B DOUB N N 37 EL5 C2B CMB SING N N 38 EL5 O1C CGC DOUB N N 39 EL5 C3B CAB SING N N 40 EL5 CBC CGC SING N N 41 EL5 CGC O2C SING N N 42 EL5 CAB CBB SING N N 43 EL5 CBB CGB SING N N 44 EL5 CGB O2B DOUB N N 45 EL5 CGB O1B SING N N 46 EL5 O1B H1 SING N N 47 EL5 C2A H2 SING N N 48 EL5 O2C H3 SING N N 49 EL5 CAA H4 SING N N 50 EL5 CAB H6 SING N N 51 EL5 CAB H7 SING N N 52 EL5 CAC H8 SING N N 53 EL5 CAC H9 SING N N 54 EL5 CAD H10 SING N N 55 EL5 CBA H12 SING N N 56 EL5 CBA H13 SING N N 57 EL5 CBA H14 SING N N 58 EL5 CBB H15 SING N N 59 EL5 CBB H16 SING N N 60 EL5 CBC H17 SING N N 61 EL5 CBC H18 SING N N 62 EL5 CBD H19 SING N N 63 EL5 CBD H20 SING N N 64 EL5 CHB H22 SING N N 65 EL5 CHC H24 SING N N 66 EL5 CHD H26 SING N N 67 EL5 CMA H28 SING N N 68 EL5 CMA H29 SING N N 69 EL5 CMA H30 SING N N 70 EL5 CMB H31 SING N N 71 EL5 CMB H32 SING N N 72 EL5 CMB H33 SING N N 73 EL5 CMC H34 SING N N 74 EL5 CMC H35 SING N N 75 EL5 CMC H36 SING N N 76 EL5 CMD H37 SING N N 77 EL5 CMD H38 SING N N 78 EL5 CMD H39 SING N N 79 EL5 NA H40 SING N N 80 EL5 NC H42 SING N N 81 EL5 ND H5 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 EL5 SMILES ACDLabs 12.01 "C\C=C1C(=C/C2=N/C(=C\c3[NH]c(/C=C4/NC(=O)C(C=C)=C4C)c(C)c3CCC(=O)O)C(CCC(=O)O)=C2C)/NC(=O)C1C" EL5 InChI InChI 1.06 "InChI=1S/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/h7-8,13-15,19,34H,2,9-12H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b20-7+,26-13+,27-14-,29-15-/t19-/m0/s1" EL5 InChIKey InChI 1.06 SNHIGJASYQUMKZ-IDFYGOSVSA-N EL5 SMILES_CANONICAL CACTVS 3.385 "C\C=C\1[C@H](C)C(=O)NC\1=C\C2=NC(=C\c3[nH]c(\C=C/4NC(=O)C(=C/4C)C=C)c(C)c3CCC(O)=O)/C(=C2C)CCC(O)=O" EL5 SMILES CACTVS 3.385 "CC=C1[CH](C)C(=O)NC1=CC2=NC(=Cc3[nH]c(C=C4NC(=O)C(=C4C)C=C)c(C)c3CCC(O)=O)C(=C2C)CCC(O)=O" EL5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C/C=C/1\[C@@H](C(=O)N\C1=C/C2=N/C(=C\c3c(c(c([nH]3)/C=C/4\C(=C(C(=O)N4)C=C)C)C)CCC(=O)O)/C(=C2C)CCC(=O)O)C" EL5 SMILES "OpenEye OEToolkits" 2.0.7 "CC=C1C(C(=O)NC1=CC2=NC(=Cc3c(c(c([nH]3)C=C4C(=C(C(=O)N4)C=C)C)C)CCC(=O)O)C(=C2C)CCC(=O)O)C" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier EL5 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(2Z)-2-({3-(2-carboxyethyl)-5-[(E)-(4-ethenyl-3-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl}methylidene)-5-{(Z)-[(3E,4S)-3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene]methyl}-4-methyl-2H-pyrrol-3-yl]propanoic acid" EL5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-[5-[(~{E})-(4-ethenyl-3-methyl-5-oxidanylidene-pyrrol-2-ylidene)methyl]-2-[(~{Z})-[5-[(~{Z})-[(3~{E},4~{S})-3-ethylidene-4-methyl-5-oxidanylidene-pyrrolidin-2-ylidene]methyl]-3-(3-hydroxy-3-oxopropyl)-4-methyl-pyrrol-2-ylidene]methyl]-4-methyl-1~{H}-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 EL5 "Create component" 2018-03-26 EBI EL5 "Initial release" 2018-11-28 RCSB EL5 "Modify name" 2023-05-14 RCSB EL5 "Modify synonyms" 2024-01-23 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id EL5 _pdbx_chem_comp_synonyms.name "biliverdin, bound form at Pfr state" _pdbx_chem_comp_synonyms.provenance AUTHOR _pdbx_chem_comp_synonyms.type ? #