data_18B # _chem_comp.id 18B _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)-(4-ethyl-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 HETAIN _chem_comp.formula "C33 H36 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "181,182-dihydrobiliverdin" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-04 _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 584.662 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 18B _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 3I8U _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 18B NA NA N 0 1 Y N N -0.866 -19.247 -0.124 -0.251 1.429 -0.497 NA 18B 1 18B NB NB N 0 1 N N N 1.506 -17.306 -0.111 2.350 1.367 -1.466 NB 18B 2 18B OB OB O 0 1 N N N 3.636 -16.824 -0.851 3.882 -0.023 -2.431 OB 18B 3 18B NC NC N 0 1 N N N 2.935 -20.345 -3.157 2.021 -1.115 1.057 NC 18B 4 18B OC OC O 0 1 N N N 4.275 -18.430 -3.224 3.464 0.417 1.919 OC 18B 5 18B ND ND N 0 1 N N N 0.466 -21.860 -1.833 -0.448 -1.311 -0.155 ND 18B 6 18B C1A C1A C 0 1 Y N N -1.740 -20.247 0.078 -1.624 1.312 -0.474 C1A 18B 7 18B O1A O1A O 0 1 N N N -5.163 -23.278 2.198 -6.156 3.089 2.621 O1A 18B 8 18B C1B C1B C 0 1 N N N 0.504 -16.497 0.322 2.440 2.550 -0.743 C1B 18B 9 18B C1C C1C C 0 1 N N N 4.164 -19.729 -3.396 3.212 -0.712 1.530 C1C 18B 10 18B C1D C1D C 0 1 N N N 0.793 -22.748 -2.834 -0.179 -2.613 -0.172 C1D 18B 11 18B O1D O1D O 0 1 N N N -5.297 -24.472 -2.054 -6.274 -3.064 -1.774 O1D 18B 12 18B C2A C2A C 0 1 Y N N -2.812 -19.970 1.041 -2.160 2.582 -0.236 C2A 18B 13 18B O2A O2A O 0 1 N N N -4.138 -23.458 4.110 -6.158 3.453 0.441 O2A 18B 14 18B C2B C2B C 0 1 N N N 0.865 -15.095 0.357 3.813 2.882 -0.635 C2B 18B 15 18B C2C C2C C 0 1 N N N 5.203 -20.548 -3.832 4.124 -1.778 1.511 C2C 18B 16 18B C2D C2D C 0 1 N N N -0.145 -23.754 -2.988 -1.337 -3.307 -0.604 C2D 18B 17 18B O2D O2D O 0 1 N N N -5.732 -23.348 -3.918 -7.050 -3.055 0.295 O2D 18B 18 18B C3A C3A C 0 1 Y N N -2.584 -18.582 1.392 -1.104 3.464 -0.115 C3A 18B 19 18B C3B C3B C 0 1 N N N 2.224 -15.083 -0.142 4.517 1.918 -1.278 C3B 18B 20 18B C3C C3C C 0 1 N N N 4.533 -21.843 -3.910 3.473 -2.891 1.005 C3C 18B 21 18B C3D C3D C 0 1 N N N -1.203 -23.406 -2.180 -2.293 -2.372 -0.839 C3D 18B 22 18B C4A C4A C 0 1 Y N N -1.341 -18.276 0.721 0.076 2.740 -0.278 C4A 18B 23 18B C4B C4B C 0 1 N N N 2.496 -16.439 -0.393 3.595 0.975 -1.794 C4B 18B 24 18B C4C C4C C 0 1 N N N 3.164 -21.612 -3.467 2.099 -2.458 0.709 C4C 18B 25 18B C4D C4D C 0 1 N N N -0.799 -22.253 -1.507 -1.712 -1.110 -0.549 C4D 18B 26 18B CAA CAA C 0 1 N N N -3.928 -20.859 1.515 -3.624 2.925 -0.131 CAA 18B 27 18B CAB CAB C 0 1 N N N 3.066 -13.885 -0.350 6.016 1.860 -1.419 CAB 18B 28 18B CAC CAC C 0 1 N N N 5.000 -23.220 -4.216 4.041 -4.235 0.805 CAC 18B 29 18B CAD CAD C 0 1 N N N -2.575 -24.060 -2.079 -3.700 -2.626 -1.317 CAD 18B 30 18B CBA CBA C 0 1 N N N -3.426 -21.679 2.703 -4.075 2.793 1.325 CBA 18B 31 18B CBB CBB C 0 1 N N N 3.818 -13.913 0.964 6.608 1.076 -0.246 CBB 18B 32 18B CBC CBC C 0 1 N N N 6.287 -23.545 -4.242 4.610 -4.874 1.822 CBC 18B 33 18B CBD CBD C 0 1 N N N -3.497 -23.304 -3.060 -4.642 -2.698 -0.114 CBD 18B 34 18B CGA CGA C 0 1 N N N -4.292 -22.894 3.010 -5.539 3.136 1.430 CGA 18B 35 18B CGD CGD C 0 1 N N N -4.955 -23.741 -3.004 -6.048 -2.953 -0.592 CGD 18B 36 18B CHA CHA C 0 1 N N N -1.667 -21.575 -0.522 -2.352 0.133 -0.658 CHA 18B 37 18B CHB CHB C 0 1 N N N -0.808 -16.920 0.735 1.385 3.269 -0.226 CHB 18B 38 18B CHD CHD C 0 1 N N N 2.165 -22.699 -3.341 1.097 -3.226 0.193 CHD 18B 39 18B CMA CMA C 0 1 N N N -3.378 -17.737 2.354 -1.209 4.945 0.147 CMA 18B 40 18B CMB CMB C 0 1 N N N 0.009 -13.950 0.790 4.387 4.087 0.067 CMB 18B 41 18B CMC CMC C 0 1 N N N 6.618 -20.224 -4.201 5.561 -1.722 1.962 CMC 18B 42 18B CMD CMD C 0 1 N N N -0.108 -24.927 -3.921 -1.479 -4.798 -0.769 CMD 18B 43 18B HNA HNA H 0 1 N N N -0.074 -19.218 -0.733 0.378 0.703 -0.639 HNA 18B 44 18B HNB HNB H 0 1 N N N 1.508 -18.302 -0.199 1.530 0.900 -1.691 HNB 18B 45 18B HNC HNC H 0 1 N N N 2.086 -19.930 -2.830 1.231 -0.558 0.975 HNC 18B 46 18B HO1A HO1A H 0 0 N N N -5.634 -24.017 2.564 -7.095 3.317 2.638 HO1A 18B 47 18B HO2D HO2D H 0 0 N N N -6.603 -23.695 -3.765 -7.935 -3.218 -0.059 HO2D 18B 48 18B HAA HAA H 0 1 N N N -4.787 -20.245 1.823 -3.782 3.948 -0.470 HAA 18B 49 18B HAAA HAAA H 0 0 N N N -4.238 -21.533 0.702 -4.202 2.242 -0.754 HAAA 18B 50 18B HAB HAB H 0 1 N N N 3.722 -13.961 -1.230 6.274 1.365 -2.354 HAB 18B 51 18B HABA HABA H 0 0 N N N 2.484 -12.964 -0.500 6.420 2.872 -1.420 HABA 18B 52 18B HAC HAC H 0 1 N N N 4.266 -23.984 -4.425 3.994 -4.701 -0.168 HAC 18B 53 18B HAD HAD H 0 1 N N N -2.514 -25.124 -2.351 -4.012 -1.815 -1.975 HAD 18B 54 18B HADA HADA H 0 0 N N N -2.962 -23.984 -1.052 -3.733 -3.569 -1.862 HADA 18B 55 18B HBA HBA H 0 1 N N N -2.410 -22.032 2.472 -3.917 1.769 1.663 HBA 18B 56 18B HBAA HBAA H 0 0 N N N -3.420 -21.029 3.590 -3.497 3.475 1.948 HBAA 18B 57 18B HBB HBB H 0 1 N N N 4.521 -13.068 1.003 7.693 1.034 -0.348 HBB 18B 58 18B HBBA HBBA H 0 0 N N N 3.104 -13.834 1.797 6.350 1.572 0.690 HBBA 18B 59 18B HBBB HBBB H 0 0 N N N 4.375 -14.858 1.047 6.204 0.064 -0.244 HBBB 18B 60 18B HBC HBC H 0 1 N N N 6.584 -24.558 -4.469 5.101 -5.822 1.657 HBC 18B 61 18B HBCA HBCA H 0 0 N N N 7.037 -22.796 -4.036 4.582 -4.446 2.813 HBCA 18B 62 18B HBD HBD H 0 1 N N N -3.454 -22.234 -2.810 -4.330 -3.510 0.544 HBD 18B 63 18B HBDA HBDA H 0 0 N N N -3.128 -23.484 -4.080 -4.608 -1.755 0.431 HBDA 18B 64 18B HHA HHA H 0 1 N N N -2.444 -22.228 -0.153 -3.408 0.179 -0.882 HHA 18B 65 18B HHB HHB H 0 1 N N N -1.471 -16.147 1.095 1.559 4.238 0.219 HHB 18B 66 18B HHD HHD H 0 1 N N N 2.524 -23.653 -3.697 1.246 -4.286 0.054 HHD 18B 67 18B HMA HMA H 0 1 N N N -2.994 -17.883 3.374 -1.204 5.126 1.221 HMA 18B 68 18B HMAA HMAA H 0 0 N N N -3.284 -16.677 2.075 -0.363 5.456 -0.312 HMAA 18B 69 18B HMAB HMAB H 0 0 N N N -4.436 -18.034 2.315 -2.138 5.324 -0.281 HMAB 18B 70 18B HMB HMB H 0 1 N N N 0.577 -13.012 0.699 3.576 4.681 0.490 HMB 18B 71 18B HMBA HMBA H 0 0 N N N -0.886 -13.900 0.153 5.052 3.759 0.865 HMBA 18B 72 18B HMBB HMBB H 0 0 N N N -0.294 -14.095 1.837 4.946 4.691 -0.647 HMBB 18B 73 18B HMC HMC H 0 1 N N N 7.140 -21.145 -4.500 5.820 -0.696 2.225 HMC 18B 74 18B HMCA HMCA H 0 0 N N N 6.624 -19.511 -5.039 5.694 -2.364 2.832 HMCA 18B 75 18B HMCB HMCB H 0 0 N N N 7.129 -19.777 -3.336 6.209 -2.064 1.155 HMCB 18B 76 18B HMD HMD H 0 1 N N N -1.016 -25.533 -3.785 -0.540 -5.284 -0.503 HMD 18B 77 18B HMDA HMDA H 0 0 N N N -0.059 -24.568 -4.960 -2.274 -5.161 -0.119 HMDA 18B 78 18B HMDB HMDB H 0 0 N N N 0.778 -25.541 -3.703 -1.725 -5.026 -1.806 HMDB 18B 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 18B NA C1A SING Y N 1 18B NA C4A SING Y N 2 18B NB C1B SING N N 3 18B NB C4B SING N N 4 18B OB C4B DOUB N N 5 18B NC C1C SING N N 6 18B NC C4C SING N N 7 18B OC C1C DOUB N N 8 18B ND C1D DOUB N N 9 18B ND C4D SING N N 10 18B C1A C2A DOUB Y N 11 18B C1A CHA SING N N 12 18B O1A CGA SING N N 13 18B C1B C2B SING N N 14 18B C1B CHB DOUB N N 15 18B C1C C2C SING N N 16 18B C1D C2D SING N N 17 18B C1D CHD SING N N 18 18B O1D CGD DOUB N Z 19 18B C2A C3A SING Y N 20 18B C2A CAA SING N N 21 18B O2A CGA DOUB N N 22 18B C2B C3B DOUB N N 23 18B C2B CMB SING N N 24 18B C2C C3C DOUB N N 25 18B C2C CMC SING N N 26 18B C2D C3D DOUB N N 27 18B C2D CMD SING N N 28 18B O2D CGD SING N N 29 18B C3A C4A DOUB Y N 30 18B C3A CMA SING N N 31 18B C3B C4B SING N N 32 18B C3B CAB SING N N 33 18B C3C C4C SING N N 34 18B C3C CAC SING N N 35 18B C3D C4D SING N N 36 18B C3D CAD SING N N 37 18B C4A CHB SING N N 38 18B C4C CHD DOUB N N 39 18B C4D CHA DOUB N N 40 18B CAA CBA SING N N 41 18B CAB CBB SING N N 42 18B CAC CBC DOUB N N 43 18B CAD CBD SING N Z 44 18B CBA CGA SING N Z 45 18B CBD CGD SING N N 46 18B NA HNA SING N N 47 18B NB HNB SING N N 48 18B NC HNC SING N N 49 18B O1A HO1A SING N N 50 18B O2D HO2D SING N N 51 18B CAA HAA SING N N 52 18B CAA HAAA SING N N 53 18B CAB HAB SING N N 54 18B CAB HABA SING N N 55 18B CAC HAC SING N N 56 18B CAD HAD SING N N 57 18B CAD HADA SING N N 58 18B CBA HBA SING N N 59 18B CBA HBAA SING N N 60 18B CBB HBB SING N N 61 18B CBB HBBA SING N N 62 18B CBB HBBB SING N N 63 18B CBC HBC SING N N 64 18B CBC HBCA SING N N 65 18B CBD HBD SING N N 66 18B CBD HBDA SING N N 67 18B CHA HHA SING N N 68 18B CHB HHB SING N N 69 18B CHD HHD SING N N 70 18B CMA HMA SING N N 71 18B CMA HMAA SING N N 72 18B CMA HMAB SING N N 73 18B CMB HMB SING N N 74 18B CMB HMBA SING N N 75 18B CMB HMBB SING N N 76 18B CMC HMC SING N N 77 18B CMC HMCA SING N N 78 18B CMC HMCB SING N N 79 18B CMD HMD SING N N 80 18B CMD HMDA SING N N 81 18B CMD HMDB 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 18B SMILES_CANONICAL CACTVS 3.352 "CCC1=C(C)C(/NC1=O)=C/c2[nH]c(\C=C3/N=C(\C=C4/NC(=O)C(=C4C=C)C)C(=C3CCC(O)=O)C)c(CCC(O)=O)c2C" 18B SMILES CACTVS 3.352 "CCC1=C(C)C(NC1=O)=Cc2[nH]c(C=C3N=C(C=C4NC(=O)C(=C4C=C)C)C(=C3CCC(O)=O)C)c(CCC(O)=O)c2C" 18B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCC1=C(/C(=C/c2c(c(c([nH]2)/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)C)/NC1=O)C" 18B SMILES "OpenEye OEToolkits" 1.7.0 "CCC1=C(C(=Cc2c(c(c([nH]2)C=C3C(=C(C(=N3)C=C4C(=C(C(=O)N4)C)C=C)C)CCC(=O)O)CCC(=O)O)C)NC1=O)C" 18B InChI InChI 1.03 "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/h7,13-15,34H,1,8-12H2,2-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-,29-15-" 18B InChIKey InChI 1.03 PSKIZABPQHQTFV-SRVCBVSDSA-N # _pdbx_chem_comp_identifier.comp_id 18B _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)-(4-ethyl-3-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 18B "Create component" 2009-08-04 PDBJ 18B "Modify aromatic_flag" 2011-06-04 RCSB 18B "Modify descriptor" 2011-06-04 RCSB 18B "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 18B _pdbx_chem_comp_synonyms.name "181,182-dihydrobiliverdin" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##