data_OBV # _chem_comp.id OBV _chem_comp.name "12,18-DIDECARBOXY-SIROHEME" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C40 H44 Fe N4 O12" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 2 _chem_comp.pdbx_initial_date 2014-05-23 _chem_comp.pdbx_modified_date 2019-09-04 _chem_comp.pdbx_ambiguous_flag Y _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 828.642 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OBV _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 4UN1 _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 OBV O2C O2C O 0 1 N N N 1.755 -25.742 15.750 5.667 1.808 4.912 O2C OBV 1 OBV CCC CCC C 0 1 N N N 1.372 -24.796 16.423 5.777 2.477 3.912 CCC OBV 2 OBV O1C O1C O 0 1 N N N 2.025 -23.744 16.763 6.866 3.241 3.732 O1C OBV 3 OBV CBC CBC C 0 1 N N N -0.035 -25.083 16.831 4.693 2.450 2.865 CBC OBV 4 OBV CAC CAC C 0 1 N N N -0.877 -24.118 16.112 3.577 1.502 3.310 CAC OBV 5 OBV C3C C3C C 0 1 Y N N -0.820 -22.834 16.896 2.494 1.475 2.263 C3C OBV 6 OBV C4C C4C C 0 1 Y N N -0.501 -21.490 16.372 2.434 0.610 1.193 C4C OBV 7 OBV CHD CHD C 0 1 N N N -0.139 -21.294 14.954 3.253 -0.160 0.368 CHD OBV 8 OBV C2C C2C C 0 1 Y N N -1.121 -22.587 18.316 1.379 2.320 2.221 C2C OBV 9 OBV CDC CDC C 0 1 N N N -1.522 -23.570 19.382 1.103 3.453 3.175 CDC OBV 10 OBV C1C C1C C 0 1 Y N N -0.945 -21.118 18.426 0.567 1.945 1.153 C1C OBV 11 OBV NC NC N 0 1 Y N N -0.585 -20.516 17.299 1.101 0.732 0.842 NC OBV 12 OBV FE FE FE 0 0 N N N -0.214 -18.492 17.000 0.156 -0.286 -0.391 FE OBV 13 OBV ND ND N 1 1 N N N 0.352 -18.896 15.007 1.585 -1.205 -1.097 ND OBV 14 OBV C1D C1D C 0 1 N N N 0.360 -20.063 14.323 2.870 -0.922 -0.756 C1D OBV 15 OBV C2D C2D C 0 1 N N N 0.872 -20.005 12.903 3.615 -1.680 -1.684 C2D OBV 16 OBV CAD CAD C 0 1 N N N 0.992 -21.104 11.859 5.023 -1.419 -2.152 CAD OBV 17 OBV CBD CBD C 0 1 N N N 0.259 -20.890 10.505 4.999 -0.416 -3.307 CBD OBV 18 OBV CCD CCD C 0 1 N N N 0.179 -22.222 9.752 6.407 -0.155 -3.776 CCD OBV 19 OBV O1D O1D O 0 1 N N N 0.448 -22.330 8.524 6.630 0.699 -4.788 O1D OBV 20 OBV O2D O2D O 0 1 N N N -0.125 -23.251 10.405 7.335 -0.714 -3.241 O2D OBV 21 OBV C4D C4D C 0 1 N N N 0.914 -18.054 14.128 1.579 -2.500 -1.388 C4D OBV 22 OBV C3D C3D C 0 1 N N N 1.256 -18.593 12.779 2.780 -2.713 -2.074 C3D OBV 23 OBV CDD CDD C 0 1 N N N 1.855 -17.900 11.577 3.098 -3.830 -3.034 CDD OBV 24 OBV CHC CHC C 0 1 N N N -1.150 -20.355 19.655 -0.346 2.495 0.237 CHC OBV 25 OBV C4B C4B C 0 1 N N N -0.957 -19.041 19.770 -1.025 2.085 -0.870 C4B OBV 26 OBV C3B C3B C 0 1 N N R -0.812 -18.423 21.150 -1.960 2.761 -1.860 C3B OBV 27 OBV CAB CAB C 0 1 N N N -1.655 -19.012 22.308 -2.778 3.856 -1.172 CAB OBV 28 OBV CBB CBB C 0 1 N N N -0.861 -19.942 23.250 -1.883 5.068 -0.902 CBB OBV 29 OBV CCB CCB C 0 1 N N N 0.531 -19.440 23.607 -2.652 6.092 -0.108 CCB OBV 30 OBV O1B O1B O 0 1 N N N 1.500 -19.863 22.939 -2.064 7.246 0.247 O1B OBV 31 OBV O2B O2B O 0 1 N N N 0.691 -18.627 24.543 -3.797 5.876 0.210 O2B OBV 32 OBV C2B C2B C 0 1 N N S -0.948 -16.930 20.872 -2.881 1.590 -2.320 C2B OBV 33 OBV CMB CMB C 0 1 N N N 0.157 -16.196 21.644 -2.754 1.358 -3.827 CMB OBV 34 OBV CDB CDB C 0 1 N N N -2.332 -16.272 21.057 -4.337 1.859 -1.934 CDB OBV 35 OBV CEB CEB C 0 1 N N N -3.184 -16.756 19.903 -5.199 0.711 -2.392 CEB OBV 36 OBV O3B O3B O 0 1 N N N -3.691 -17.871 20.040 -4.700 -0.227 -2.968 O3B OBV 37 OBV O4B O4B O 0 1 N N N -3.306 -16.078 18.848 -6.521 0.729 -2.160 O4B OBV 38 OBV C1B C1B C 0 1 N N N -0.679 -16.925 19.395 -2.329 0.425 -1.553 C1B OBV 39 OBV NB NB N 1 1 N N N -0.708 -18.134 18.790 -1.111 0.789 -1.208 NB OBV 40 OBV CHB CHB C 0 1 N N N -0.415 -15.755 18.847 -2.914 -0.718 -0.975 CHB OBV 41 OBV C4A C4A C 0 1 N N N -0.078 -15.640 17.461 -2.280 -1.692 -0.252 C4A OBV 42 OBV NA NA N 0 1 N N N 0.120 -16.612 16.681 -0.936 -1.745 -0.036 NA OBV 43 OBV C1A C1A C 0 1 N N N 0.721 -16.054 15.597 -0.490 -3.046 -0.079 C1A OBV 44 OBV CHA CHA C 0 1 N N N 1.097 -16.650 14.467 0.638 -3.427 -0.718 CHA OBV 45 OBV C2A C2A C 0 1 N N S 1.021 -14.561 15.748 -1.573 -3.822 0.628 C2A OBV 46 OBV CMA CMA C 0 1 N N N 2.463 -14.394 16.253 -1.716 -5.223 0.031 CMA OBV 47 OBV CDA CDA C 0 1 N N N 0.775 -13.771 14.435 -1.295 -3.899 2.130 CDA OBV 48 OBV CEA CEA C 0 1 N N N 1.734 -12.613 14.204 0.008 -4.620 2.363 CEA OBV 49 OBV O3A O3A O 0 1 N N N 2.061 -11.863 15.148 0.457 -4.807 3.614 O3A OBV 50 OBV O4A O4A O 0 1 N N N 2.175 -12.436 13.051 0.648 -5.030 1.424 O4A OBV 51 OBV C3A C3A C 0 1 N N R 0.078 -14.259 16.905 -2.829 -2.976 0.325 C3A OBV 52 OBV CAA CAA C 0 1 N N N -1.341 -13.757 16.613 -3.593 -2.700 1.621 CAA OBV 53 OBV CBA CBA C 0 1 N N N -1.422 -12.257 16.351 -4.846 -1.879 1.310 CBA OBV 54 OBV CCA CCA C 0 1 N N N -2.257 -12.011 15.112 -5.599 -1.607 2.587 CCA OBV 55 OBV O2A O2A O 0 1 N N N -3.440 -12.426 15.115 -5.176 -2.026 3.638 O2A OBV 56 OBV O1A O1A O 0 1 N N N -1.733 -11.421 14.130 -6.739 -0.899 2.556 O1A OBV 57 OBV H1C H1C H 0 1 N N N 2.904 -23.787 16.406 7.535 3.222 4.429 H1C OBV 58 OBV HBC1 HBC1 H 0 0 N N N -0.310 -26.111 16.552 4.288 3.453 2.736 HBC1 OBV 59 OBV HBC2 HBC2 H 0 0 N N N -0.150 -24.954 17.917 5.110 2.101 1.920 HBC2 OBV 60 OBV HAC1 HAC1 H 0 0 N N N -0.490 -23.960 15.095 3.983 0.499 3.440 HAC1 OBV 61 OBV HAC2 HAC2 H 0 0 N N N -1.913 -24.484 16.057 3.161 1.851 4.255 HAC2 OBV 62 OBV HHD HHD H 0 1 N N N -0.254 -22.151 14.307 4.304 -0.174 0.617 HHD OBV 63 OBV HDC1 HDC1 H 0 0 N N N -0.622 -23.954 19.885 1.548 4.370 2.789 HDC1 OBV 64 OBV HDC2 HDC2 H 0 0 N N N -2.168 -23.069 20.118 0.026 3.588 3.278 HDC2 OBV 65 OBV HDC3 HDC3 H 0 0 N N N -2.070 -24.406 18.922 1.534 3.222 4.149 HDC3 OBV 66 OBV HHC HHC H 0 1 N N N -1.481 -20.893 20.531 -0.571 3.524 0.478 HHC OBV 67 OBV HAD1 HAD1 H 0 0 N N N 2.062 -21.233 11.638 5.610 -1.011 -1.329 HAD1 OBV 68 OBV HAD2 HAD2 H 0 0 N N N 0.596 -22.028 12.306 5.472 -2.352 -2.491 HAD2 OBV 69 OBV HBD1 HBD1 H 0 0 N N N -0.757 -20.514 10.694 4.412 -0.823 -4.130 HBD1 OBV 70 OBV HBD2 HBD2 H 0 0 N N N 0.814 -20.159 9.899 4.550 0.518 -2.969 HBD2 OBV 71 OBV H1D H1D H 0 1 N N N 0.374 -23.240 8.262 7.550 0.834 -5.053 H1D OBV 72 OBV HHA HHA H 0 1 N N N 1.586 -16.031 13.729 0.871 -4.481 -0.742 HHA OBV 73 OBV HDD1 HDD1 H 0 0 N N N 2.025 -16.839 11.812 4.118 -3.716 -3.400 HDD1 OBV 74 OBV HDD2 HDD2 H 0 0 N N N 2.812 -18.377 11.318 3.000 -4.788 -2.523 HDD2 OBV 75 OBV HDD3 HDD3 H 0 0 N N N 1.164 -17.980 10.725 2.404 -3.795 -3.875 HDD3 OBV 76 OBV H3B H3B H 0 1 N N N 0.237 -18.579 21.440 -1.401 3.171 -2.702 H3B OBV 77 OBV HAB1 HAB1 H 0 0 N N N -2.057 -18.178 22.902 -3.605 4.152 -1.817 HAB1 OBV 78 OBV HAB2 HAB2 H 0 0 N N N -2.486 -19.587 21.874 -3.171 3.477 -0.228 HAB2 OBV 79 OBV HBB1 HBB1 H 0 0 N N N -1.434 -20.058 24.182 -1.006 4.753 -0.337 HBB1 OBV 80 OBV HBB2 HBB2 H 0 0 N N N -0.758 -20.921 22.759 -1.568 5.504 -1.849 HBB2 OBV 81 OBV H1B H1B H 0 1 N N N 2.303 -19.473 23.263 -2.596 7.872 0.756 H1B OBV 82 OBV HMB1 HMB1 H 0 0 N N N 0.079 -15.115 21.458 -1.722 1.109 -4.071 HMB1 OBV 83 OBV HMB2 HMB2 H 0 0 N N N 0.044 -16.392 22.720 -3.406 0.536 -4.124 HMB2 OBV 84 OBV HMB3 HMB3 H 0 0 N N N 1.140 -16.555 21.307 -3.045 2.263 -4.360 HMB3 OBV 85 OBV HDB1 HDB1 H 0 0 N N N -2.776 -16.580 22.015 -4.413 1.962 -0.852 HDB1 OBV 86 OBV HDB2 HDB2 H 0 0 N N N -2.240 -15.176 21.031 -4.675 2.779 -2.411 HDB2 OBV 87 OBV H4B H4B H 0 1 N N N -3.830 -16.561 18.220 -7.032 -0.030 -2.472 H4B OBV 88 OBV HHB HHB H 0 1 N N N -0.454 -14.865 19.457 -3.978 -0.839 -1.118 HHB OBV 89 OBV H3A H3A H 0 1 N N N 0.570 -13.600 17.636 -3.471 -3.477 -0.400 H3A OBV 90 OBV HMA1 HMA1 H 0 0 N N N 2.691 -13.324 16.366 -0.781 -5.770 0.159 HMA1 OBV 91 OBV HMA2 HMA2 H 0 0 N N N 2.571 -14.896 17.226 -2.520 -5.755 0.539 HMA2 OBV 92 OBV HMA3 HMA3 H 0 0 N N N 3.159 -14.843 15.529 -1.947 -5.144 -1.032 HMA3 OBV 93 OBV HDA1 HDA1 H 0 0 N N N 0.871 -14.470 13.591 -1.231 -2.891 2.540 HDA1 OBV 94 OBV HDA2 HDA2 H 0 0 N N N -0.248 -13.369 14.463 -2.103 -4.441 2.622 HDA2 OBV 95 OBV HB HB H 0 1 N N N 2.658 -11.196 14.831 1.298 -5.274 3.713 HB OBV 96 OBV HAA1 HAA1 H 0 0 N N N -1.720 -14.285 15.725 -3.883 -3.645 2.081 HAA1 OBV 97 OBV HAA2 HAA2 H 0 0 N N N -1.977 -13.993 17.479 -2.955 -2.142 2.307 HAA2 OBV 98 OBV HBA1 HBA1 H 0 0 N N N -1.888 -11.758 17.213 -4.557 -0.934 0.850 HBA1 OBV 99 OBV HBA2 HBA2 H 0 0 N N N -0.409 -11.855 16.198 -5.484 -2.436 0.624 HBA2 OBV 100 OBV H1A H1A H 0 1 N N N -2.367 -11.351 13.426 -7.186 -0.750 3.401 H1A OBV 101 # # 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 OBV O2C CCC DOUB N N 1 OBV CCC O1C SING N N 2 OBV CCC CBC SING N N 3 OBV CBC CAC SING N N 4 OBV CAC C3C SING N N 5 OBV C3C C4C DOUB Y N 6 OBV C3C C2C SING Y N 7 OBV C4C CHD SING N N 8 OBV C4C NC SING Y N 9 OBV CHD C1D DOUB N N 10 OBV C2C CDC SING N N 11 OBV C2C C1C DOUB Y N 12 OBV C1C NC SING Y N 13 OBV C1C CHC SING N N 14 OBV NC FE SING N N 15 OBV FE ND SING N N 16 OBV FE NB SING N N 17 OBV FE NA SING N N 18 OBV ND C1D SING N N 19 OBV ND C4D DOUB N N 20 OBV C1D C2D SING N N 21 OBV C2D CAD SING N N 22 OBV C2D C3D DOUB N N 23 OBV CAD CBD SING N N 24 OBV CBD CCD SING N N 25 OBV CCD O1D SING N N 26 OBV CCD O2D DOUB N N 27 OBV C4D C3D SING N N 28 OBV C4D CHA SING N N 29 OBV C3D CDD SING N N 30 OBV CHC C4B DOUB N N 31 OBV C4B C3B SING N N 32 OBV C4B NB SING N N 33 OBV C3B CAB SING N N 34 OBV C3B C2B SING N N 35 OBV CAB CBB SING N N 36 OBV CBB CCB SING N N 37 OBV CCB O1B SING N N 38 OBV CCB O2B DOUB N N 39 OBV C2B CMB SING N N 40 OBV C2B CDB SING N N 41 OBV C2B C1B SING N N 42 OBV CDB CEB SING N N 43 OBV CEB O3B DOUB N N 44 OBV CEB O4B SING N N 45 OBV C1B NB DOUB N N 46 OBV C1B CHB SING N N 47 OBV CHB C4A DOUB N N 48 OBV C4A NA SING N N 49 OBV C4A C3A SING N N 50 OBV NA C1A SING N N 51 OBV C1A CHA DOUB N N 52 OBV C1A C2A SING N N 53 OBV C2A CMA SING N N 54 OBV C2A CDA SING N N 55 OBV C2A C3A SING N N 56 OBV CDA CEA SING N N 57 OBV CEA O3A SING N N 58 OBV CEA O4A DOUB N N 59 OBV C3A CAA SING N N 60 OBV CAA CBA SING N N 61 OBV CBA CCA SING N N 62 OBV CCA O2A DOUB N N 63 OBV CCA O1A SING N N 64 OBV O1C H1C SING N N 65 OBV CBC HBC1 SING N N 66 OBV CBC HBC2 SING N N 67 OBV CAC HAC1 SING N N 68 OBV CAC HAC2 SING N N 69 OBV CHD HHD SING N N 70 OBV CDC HDC1 SING N N 71 OBV CDC HDC2 SING N N 72 OBV CDC HDC3 SING N N 73 OBV CHC HHC SING N N 74 OBV CAD HAD1 SING N N 75 OBV CAD HAD2 SING N N 76 OBV CBD HBD1 SING N N 77 OBV CBD HBD2 SING N N 78 OBV O1D H1D SING N N 79 OBV CHA HHA SING N N 80 OBV CDD HDD1 SING N N 81 OBV CDD HDD2 SING N N 82 OBV CDD HDD3 SING N N 83 OBV C3B H3B SING N N 84 OBV CAB HAB1 SING N N 85 OBV CAB HAB2 SING N N 86 OBV CBB HBB1 SING N N 87 OBV CBB HBB2 SING N N 88 OBV O1B H1B SING N N 89 OBV CMB HMB1 SING N N 90 OBV CMB HMB2 SING N N 91 OBV CMB HMB3 SING N N 92 OBV CDB HDB1 SING N N 93 OBV CDB HDB2 SING N N 94 OBV O4B H4B SING N N 95 OBV CHB HHB SING N N 96 OBV C3A H3A SING N N 97 OBV CMA HMA1 SING N N 98 OBV CMA HMA2 SING N N 99 OBV CMA HMA3 SING N N 100 OBV CDA HDA1 SING N N 101 OBV CDA HDA2 SING N N 102 OBV O3A HB SING N N 103 OBV CAA HAA1 SING N N 104 OBV CAA HAA2 SING N N 105 OBV CBA HBA1 SING N N 106 OBV CBA HBA2 SING N N 107 OBV O1A H1A SING N N 108 # # 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 OBV SMILES ACDLabs 12.01 "O=C(O)CCC=1C=6[N+]3=C(C=1C)C=C8N5C(=CC7=[N+]4C(=Cc2c(c(c(n2[Fe]345)C=6)CCC(=O)O)C)C(CCC(=O)O)C7(C)CC(=O)O)C(CCC(=O)O)C8(C)CC(=O)O" OBV InChI InChI 1.03 "InChI=1S/C40H46N4O12.Fe/c1-19-21(5-9-33(45)46)27-14-28-22(6-10-34(47)48)20(2)26(42-28)15-31-40(4,18-38(55)56)24(8-12-36(51)52)30(44-31)16-32-39(3,17-37(53)54)23(7-11-35(49)50)29(43-32)13-25(19)41-27;/h13-16,23-24H,5-12,17-18H2,1-4H3,(H8,41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56);/q;+4/p-2/t23-,24-,39-,40-;/m0./s1" OBV InChIKey InChI 1.03 IWKGTOOPBQHBLV-XOLYYWOLSA-L OBV SMILES_CANONICAL CACTVS 3.385 "Cc1c(CCC(O)=O)c2C=C3C(=C(C)C4=[N+]3[Fe]56N7C(=CC8=[N+]5C(=Cc1n26)[C@H](CCC(O)=O)[C@]8(C)CC(O)=O)[C@H](CCC(O)=O)[C@](C)(CC(O)=O)C7=C4)CCC(O)=O" OBV SMILES CACTVS 3.385 "Cc1c(CCC(O)=O)c2C=C3C(=C(C)C4=[N+]3[Fe]56N7C(=CC8=[N+]5C(=Cc1n26)[CH](CCC(O)=O)[C]8(C)CC(O)=O)[CH](CCC(O)=O)[C](C)(CC(O)=O)C7=C4)CCC(O)=O" OBV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c2cc3[n+]4c(cc5n6c(cc7[n+]8c(cc(c1CCC(=O)O)n2[Fe]648)C(=C7C)CCC(=O)O)[C@@]([C@H]5CCC(=O)O)(C)CC(=O)O)[C@@]([C@H]3CCC(=O)O)(C)CC(=O)O" OBV SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c2cc3[n+]4c(cc5n6c(cc7[n+]8c(cc(c1CCC(=O)O)n2[Fe]648)C(=C7C)CCC(=O)O)C(C5CCC(=O)O)(C)CC(=O)O)C(C3CCC(=O)O)(C)CC(=O)O" # _pdbx_chem_comp_identifier.comp_id OBV _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 12.01 _pdbx_chem_comp_identifier.identifier "{3,3',3'',3'''-[(7R,8S,12R,13S)-8,13-bis(carboxymethyl)-3,8,13,17-tetramethyl-7,8,12,13-tetrahydroporphyrin-2,7,12,18-tetrayl-kappa~4~N~21~,N~22~,N~23~,N~24~]tetrapropanoato(2-)}iron(2+)" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OBV "Create component" 2014-05-23 EBI OBV "Other modification" 2014-05-23 EBI OBV "Initial release" 2014-06-11 RCSB OBV "Other modification" 2019-09-04 EBI ##