data_UP2 # _chem_comp.id UP2 _chem_comp.name "UROPORPHYRINOGEN III" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C40 H44 N4 O16" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-09 _chem_comp.pdbx_modified_date 2011-06-04 _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 836.795 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UP2 _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 2YBQ _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 UP2 O2R O2R O 0 1 N N N 5.232 13.358 0.295 -0.362 -6.694 -1.777 O2R UP2 1 UP2 C63 C63 C 0 1 N N N 5.164 14.415 0.951 -0.449 -5.566 -2.202 C63 UP2 2 UP2 O1R O1R O 0 1 N N N 4.162 14.825 1.594 -0.963 -5.347 -3.423 O1R UP2 3 UP2 C62 C62 C 0 1 N N N 6.434 15.274 1.004 0.014 -4.405 -1.360 C62 UP2 4 UP2 C61 C61 C 0 1 N N N 6.463 15.935 2.372 0.546 -4.925 -0.023 C61 UP2 5 UP2 C18 C18 C 0 1 Y N N 7.808 16.481 2.847 1.009 -3.764 0.819 C18 UP2 6 UP2 C19 C19 C 0 1 Y N N 9.032 15.825 3.018 0.259 -3.064 1.694 C19 UP2 7 UP2 N24 N24 N 0 1 Y N N 9.909 16.718 3.485 1.042 -2.095 2.246 N24 UP2 8 UP2 C20 C20 C 0 1 N N N 9.320 14.354 2.704 -1.193 -3.314 2.010 C20 UP2 9 UP2 C1 C1 C 0 1 Y N N 10.547 13.783 3.453 -2.006 -2.109 1.612 C1 UP2 10 UP2 C17 C17 C 0 1 Y N N 7.986 17.794 3.259 2.306 -3.214 0.840 C17 UP2 11 UP2 C86 C86 C 0 1 N N N 6.932 18.924 3.278 3.485 -3.678 0.024 C86 UP2 12 UP2 C87 C87 C 0 1 N N N 6.996 19.721 1.973 3.456 -3.008 -1.325 C87 UP2 13 UP2 O1Q O1Q O 0 1 N N N 7.255 19.080 0.936 2.622 -2.166 -1.564 O1Q UP2 14 UP2 O2Q O2Q O 0 1 N N N 6.770 20.952 2.029 4.356 -3.346 -2.262 O2Q UP2 15 UP2 C16 C16 C 0 1 Y N N 9.308 17.904 3.643 2.297 -2.195 1.724 C16 UP2 16 UP2 C15 C15 C 0 1 N N N 9.909 19.204 4.152 3.475 -1.325 2.081 C15 UP2 17 UP2 C14 C14 C 0 1 Y N N 10.975 18.951 5.213 3.251 0.067 1.550 C14 UP2 18 UP2 N23 N23 N 0 1 Y N N 10.837 18.268 6.353 2.328 0.959 2.009 N23 UP2 19 UP2 C13 C13 C 0 1 Y N N 12.278 19.435 5.122 3.929 0.645 0.537 C13 UP2 20 UP2 C51 C51 C 0 1 N N N 12.846 20.269 3.950 5.033 0.014 -0.272 C51 UP2 21 UP2 C52 C52 C 0 1 N N N 12.863 21.776 4.223 6.382 0.310 0.387 C52 UP2 22 UP2 C53 C53 C 0 1 N N N 11.514 22.272 4.741 7.491 -0.255 -0.462 C53 UP2 23 UP2 O2M O2M O 0 1 N N N 11.401 22.386 5.982 7.238 -0.751 -1.535 O2M UP2 24 UP2 O1M O1M O 0 1 N N N 10.627 22.507 3.887 8.760 -0.208 -0.027 O1M UP2 25 UP2 C12 C12 C 0 1 Y N N 12.940 18.998 6.269 3.414 1.946 0.375 C12 UP2 26 UP2 C81 C81 C 0 1 N N N 14.413 19.275 6.660 3.868 2.964 -0.640 C81 UP2 27 UP2 C82 C82 C 0 1 N N N 15.448 18.431 5.886 4.884 3.882 -0.011 C82 UP2 28 UP2 O1L O1L O 0 1 N N N 16.577 18.312 6.423 5.409 4.891 -0.723 O1L UP2 29 UP2 O2L O2L O 0 1 N N N 15.113 17.952 4.775 5.227 3.710 1.135 O2L UP2 30 UP2 C11 C11 C 0 1 Y N N 12.001 18.278 7.014 2.441 2.114 1.293 C11 UP2 31 UP2 C10 C10 C 0 1 N N N 12.274 17.606 8.359 1.627 3.365 1.498 C10 UP2 32 UP2 C6 C6 C 0 1 Y N N 12.181 16.077 8.236 0.174 3.077 1.229 C6 UP2 33 UP2 N22 N22 N 0 1 Y N N 12.414 15.332 7.147 -0.606 2.187 1.906 N22 UP2 34 UP2 C7 C7 C 0 1 Y N N 11.828 15.220 9.275 -0.582 3.657 0.274 C7 UP2 35 UP2 C7A C7A C 0 1 N N N 11.483 15.622 10.717 -0.123 4.695 -0.718 C7A UP2 36 UP2 C7B C7B C 0 1 N N N 12.743 15.595 11.602 0.301 4.017 -1.995 C7B UP2 37 UP2 O17 O17 O 0 1 N N N 12.695 16.217 12.692 0.847 4.737 -2.988 O17 UP2 38 UP2 O27 O27 O 0 1 N N N 13.736 14.962 11.177 0.149 2.826 -2.126 O27 UP2 39 UP2 C8 C8 C 0 1 Y N N 11.865 13.925 8.767 -1.878 3.114 0.373 C8 UP2 40 UP2 C41 C41 C 0 1 N N N 11.543 12.625 9.520 -3.061 3.466 -0.492 C41 UP2 41 UP2 C42 C42 C 0 1 N N N 12.782 11.901 10.058 -3.766 4.695 0.084 C42 UP2 42 UP2 C43 C43 C 0 1 N N N 12.356 10.735 10.973 -4.879 5.115 -0.841 C43 UP2 43 UP2 O28 O28 O 0 1 N N N 11.502 10.977 11.858 -5.569 6.240 -0.594 O28 UP2 44 UP2 O18 O18 O 0 1 N N N 12.884 9.620 10.763 -5.150 4.440 -1.806 O18 UP2 45 UP2 C9 C9 C 0 1 Y N N 12.221 14.034 7.430 -1.865 2.221 1.384 C9 UP2 46 UP2 C5 C5 C 0 1 N N N 12.381 12.830 6.491 -3.042 1.410 1.859 C5 UP2 47 UP2 C4 C4 C 0 1 Y N N 11.873 13.116 5.074 -2.813 -0.046 1.545 C4 UP2 48 UP2 N21 N21 N 0 1 Y N N 10.690 13.667 4.774 -1.911 -0.863 2.159 N21 UP2 49 UP2 C3 C3 C 0 1 Y N N 12.549 12.845 3.884 -3.463 -0.765 0.608 C3 UP2 50 UP2 C2 C2 C 0 1 Y N N 11.697 13.265 2.858 -2.953 -2.077 0.652 C2 UP2 51 UP2 C2A C2A C 0 1 N N N 11.956 13.189 1.341 -3.385 -3.231 -0.215 C2A UP2 52 UP2 C2B C2B C 0 1 N N N 12.927 14.285 0.901 -4.515 -3.968 0.456 C2B UP2 53 UP2 O12 O12 O 0 1 N N N 13.851 13.929 0.140 -4.928 -3.594 1.528 O12 UP2 54 UP2 O22 O22 O 0 1 N N N 12.737 15.446 1.336 -5.063 -5.040 -0.138 O22 UP2 55 UP2 C31 C31 C 0 1 N N N 13.952 12.192 3.708 -4.541 -0.257 -0.315 C31 UP2 56 UP2 C32 C32 C 0 1 N N N 15.080 12.841 4.538 -5.912 -0.514 0.312 C32 UP2 57 UP2 C33 C33 C 0 1 N N N 15.377 14.295 4.151 -6.983 0.102 -0.552 C33 UP2 58 UP2 O13 O13 O 0 1 N N N 15.873 15.027 5.042 -6.690 0.601 -1.613 O13 UP2 59 UP2 O23 O23 O 0 1 N N N 15.122 14.644 2.972 -8.261 0.096 -0.143 O23 UP2 60 UP2 H1R H1R H 0 1 N N N 3.451 14.201 1.506 -1.250 -6.123 -3.924 H1R UP2 61 UP2 H621 H621 H 0 0 N N N 7.326 14.646 0.864 0.806 -3.870 -1.883 H621 UP2 62 UP2 H622 H622 H 0 0 N N N 6.413 16.036 0.211 -0.823 -3.730 -1.181 H622 UP2 63 UP2 H611 H611 H 0 0 N N N 5.765 16.784 2.335 -0.247 -5.460 0.500 H611 UP2 64 UP2 H612 H612 H 0 0 N N N 6.146 15.177 3.104 1.383 -5.600 -0.203 H612 UP2 65 UP2 H24 H24 H 0 1 N N N 10.870 16.529 3.686 0.754 -1.441 2.902 H24 UP2 66 UP2 H201 H201 H 0 0 N N N 8.438 13.765 2.996 -1.541 -4.186 1.457 H201 UP2 67 UP2 H202 H202 H 0 0 N N N 9.510 14.267 1.624 -1.307 -3.492 3.080 H202 UP2 68 UP2 H21 H21 H 0 1 N N N 10.008 13.952 5.447 -1.302 -0.602 2.867 H21 UP2 69 UP2 H861 H861 H 0 0 N N N 5.930 18.484 3.387 4.409 -3.417 0.540 H861 UP2 70 UP2 H862 H862 H 0 0 N N N 7.135 19.596 4.125 3.434 -4.759 -0.106 H862 UP2 71 UP2 H2Q H2Q H 0 1 N N N 6.826 21.325 1.157 4.346 -2.837 -3.084 H2Q UP2 72 UP2 H151 H151 H 0 0 N N N 10.370 19.736 3.307 3.583 -1.288 3.165 H151 UP2 73 UP2 H152 H152 H 0 0 N N N 9.108 19.816 4.593 4.380 -1.741 1.639 H152 UP2 74 UP2 H23 H23 H 0 1 N N N 9.998 17.821 6.663 1.695 0.799 2.726 H23 UP2 75 UP2 H511 H511 H 0 0 N N N 13.880 19.943 3.767 4.880 -1.064 -0.317 H511 UP2 76 UP2 H512 H512 H 0 0 N N N 12.218 20.088 3.065 5.024 0.425 -1.282 H512 UP2 77 UP2 H521 H521 H 0 0 N N N 13.632 21.989 4.980 6.510 1.389 0.482 H521 UP2 78 UP2 H522 H522 H 0 0 N N N 13.097 22.302 3.286 6.411 -0.147 1.376 H522 UP2 79 UP2 H1M H1M H 0 1 N N N 9.833 22.792 4.324 9.437 -0.584 -0.607 H1M UP2 80 UP2 H811 H811 H 0 0 N N N 14.622 20.335 6.456 4.317 2.454 -1.491 H811 UP2 81 UP2 H812 H812 H 0 0 N N N 14.526 19.049 7.731 3.011 3.548 -0.977 H812 UP2 82 UP2 H1L H1L H 0 1 N N N 17.145 17.801 5.858 6.057 5.453 -0.277 H1L UP2 83 UP2 H101 H101 H 0 0 N N N 13.285 17.877 8.696 1.745 3.710 2.525 H101 UP2 84 UP2 H102 H102 H 0 0 N N N 11.529 17.953 9.090 1.975 4.140 0.814 H102 UP2 85 UP2 H22 H22 H 0 1 N N N 12.691 15.690 6.255 -0.313 1.622 2.638 H22 UP2 86 UP2 H7A1 H7A1 H 0 0 N N N 11.065 16.639 10.717 -0.941 5.385 -0.927 H7A1 UP2 87 UP2 H7A2 H7A2 H 0 0 N N N 10.744 14.915 11.121 0.720 5.247 -0.302 H7A2 UP2 88 UP2 H17 H17 H 0 1 N N N 13.527 16.132 13.142 1.103 4.259 -3.788 H17 UP2 89 UP2 H411 H411 H 0 0 N N N 10.897 12.876 10.374 -2.720 3.683 -1.504 H411 UP2 90 UP2 H412 H412 H 0 0 N N N 11.026 11.947 8.825 -3.756 2.626 -0.516 H412 UP2 91 UP2 H421 H421 H 0 0 N N N 13.367 11.506 9.214 -4.179 4.452 1.063 H421 UP2 92 UP2 H422 H422 H 0 0 N N N 13.395 12.609 10.634 -3.050 5.511 0.184 H422 UP2 93 UP2 H28 H28 H 0 1 N N N 11.317 10.183 12.346 -6.223 6.508 -1.254 H28 UP2 94 UP2 H51C H51C H 0 0 N N N 13.449 12.574 6.432 -3.158 1.535 2.935 H51C UP2 95 UP2 H52C H52C H 0 0 N N N 11.805 11.988 6.904 -3.946 1.752 1.355 H52C UP2 96 UP2 H311 H311 H 0 0 N N N 13.872 11.140 4.018 -4.408 0.813 -0.475 H311 UP2 97 UP2 H312 H312 H 0 0 N N N 14.228 12.274 2.646 -4.475 -0.778 -1.271 H312 UP2 98 UP2 H2A1 H2A1 H 0 0 N N N 12.390 12.207 1.100 -3.719 -2.855 -1.182 H2A1 UP2 99 UP2 H2A2 H2A2 H 0 0 N N N 11.003 13.319 0.807 -2.544 -3.910 -0.361 H2A2 UP2 100 UP2 HA HA H 0 1 N N N 13.409 16.026 0.997 -5.786 -5.480 0.331 HA UP2 101 UP2 H321 H321 H 0 0 N N N 14.777 12.825 5.595 -6.082 -1.588 0.389 H321 UP2 102 UP2 H322 H322 H 0 0 N N N 15.997 12.254 4.384 -5.947 -0.068 1.306 H322 UP2 103 UP2 HB HB H 0 1 N N N 15.363 15.555 2.852 -8.922 0.435 -0.763 HB UP2 104 # 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 UP2 O2R C63 DOUB N N 1 UP2 C63 O1R SING N N 2 UP2 C63 C62 SING N N 3 UP2 C62 C61 SING N N 4 UP2 C61 C18 SING N N 5 UP2 C18 C19 DOUB Y N 6 UP2 C18 C17 SING Y N 7 UP2 C19 N24 SING Y N 8 UP2 C19 C20 SING N N 9 UP2 N24 C16 SING Y N 10 UP2 C20 C1 SING N N 11 UP2 C1 N21 SING Y N 12 UP2 C1 C2 DOUB Y N 13 UP2 C17 C86 SING N N 14 UP2 C17 C16 DOUB Y N 15 UP2 C86 C87 SING N N 16 UP2 C87 O1Q DOUB N N 17 UP2 C87 O2Q SING N N 18 UP2 C16 C15 SING N N 19 UP2 C15 C14 SING N N 20 UP2 C14 N23 SING Y N 21 UP2 C14 C13 DOUB Y N 22 UP2 N23 C11 SING Y N 23 UP2 C13 C51 SING N N 24 UP2 C13 C12 SING Y N 25 UP2 C51 C52 SING N N 26 UP2 C52 C53 SING N N 27 UP2 C53 O2M DOUB N N 28 UP2 C53 O1M SING N N 29 UP2 C12 C81 SING N N 30 UP2 C12 C11 DOUB Y N 31 UP2 C81 C82 SING N N 32 UP2 C82 O1L SING N N 33 UP2 C82 O2L DOUB N N 34 UP2 C11 C10 SING N N 35 UP2 C10 C6 SING N N 36 UP2 C6 N22 SING Y N 37 UP2 C6 C7 DOUB Y N 38 UP2 N22 C9 SING Y N 39 UP2 C7 C7A SING N N 40 UP2 C7 C8 SING Y N 41 UP2 C7A C7B SING N N 42 UP2 C7B O17 SING N N 43 UP2 C7B O27 DOUB N N 44 UP2 C8 C41 SING N N 45 UP2 C8 C9 DOUB Y N 46 UP2 C41 C42 SING N N 47 UP2 C42 C43 SING N N 48 UP2 C43 O28 SING N N 49 UP2 C43 O18 DOUB N N 50 UP2 C9 C5 SING N N 51 UP2 C5 C4 SING N N 52 UP2 C4 N21 SING Y N 53 UP2 C4 C3 DOUB Y N 54 UP2 C3 C2 SING Y N 55 UP2 C3 C31 SING N N 56 UP2 C2 C2A SING N N 57 UP2 C2A C2B SING N N 58 UP2 C2B O12 DOUB N N 59 UP2 C2B O22 SING N N 60 UP2 C31 C32 SING N N 61 UP2 C32 C33 SING N N 62 UP2 C33 O13 DOUB N N 63 UP2 C33 O23 SING N N 64 UP2 O1R H1R SING N N 65 UP2 C62 H621 SING N N 66 UP2 C62 H622 SING N N 67 UP2 C61 H611 SING N N 68 UP2 C61 H612 SING N N 69 UP2 N24 H24 SING N N 70 UP2 C20 H201 SING N N 71 UP2 C20 H202 SING N N 72 UP2 N21 H21 SING N N 73 UP2 C86 H861 SING N N 74 UP2 C86 H862 SING N N 75 UP2 O2Q H2Q SING N N 76 UP2 C15 H151 SING N N 77 UP2 C15 H152 SING N N 78 UP2 N23 H23 SING N N 79 UP2 C51 H511 SING N N 80 UP2 C51 H512 SING N N 81 UP2 C52 H521 SING N N 82 UP2 C52 H522 SING N N 83 UP2 O1M H1M SING N N 84 UP2 C81 H811 SING N N 85 UP2 C81 H812 SING N N 86 UP2 O1L H1L SING N N 87 UP2 C10 H101 SING N N 88 UP2 C10 H102 SING N N 89 UP2 N22 H22 SING N N 90 UP2 C7A H7A1 SING N N 91 UP2 C7A H7A2 SING N N 92 UP2 O17 H17 SING N N 93 UP2 C41 H411 SING N N 94 UP2 C41 H412 SING N N 95 UP2 C42 H421 SING N N 96 UP2 C42 H422 SING N N 97 UP2 O28 H28 SING N N 98 UP2 C5 H51C SING N N 99 UP2 C5 H52C SING N N 100 UP2 C31 H311 SING N N 101 UP2 C31 H312 SING N N 102 UP2 C2A H2A1 SING N N 103 UP2 C2A H2A2 SING N N 104 UP2 O22 HA SING N N 105 UP2 C32 H321 SING N N 106 UP2 C32 H322 SING N N 107 UP2 O23 HB 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 UP2 SMILES ACDLabs 12.01 "O=C(O)Cc1c(c5nc1Cc2nc(c(c2CCC(=O)O)CC(=O)O)Cc3c(c(c(n3)Cc4c(c(c(n4)C5)CC(=O)O)CCC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O" UP2 SMILES_CANONICAL CACTVS 3.370 "OC(=O)CCc1c2Cc3[nH]c(Cc4[nH]c(Cc5[nH]c(Cc([nH]2)c1CC(O)=O)c(CCC(O)=O)c5CC(O)=O)c(CCC(O)=O)c4CC(O)=O)c(CC(O)=O)c3CCC(O)=O" UP2 SMILES CACTVS 3.370 "OC(=O)CCc1c2Cc3[nH]c(Cc4[nH]c(Cc5[nH]c(Cc([nH]2)c1CC(O)=O)c(CCC(O)=O)c5CC(O)=O)c(CCC(O)=O)c4CC(O)=O)c(CC(O)=O)c3CCC(O)=O" UP2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C1c2c(c(c([nH]2)Cc3c(c(c([nH]3)Cc4c(c(c([nH]4)Cc5c(c(c1[nH]5)CCC(=O)O)CC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O" UP2 SMILES "OpenEye OEToolkits" 1.7.0 "C1c2c(c(c([nH]2)Cc3c(c(c([nH]3)Cc4c(c(c([nH]4)Cc5c(c(c1[nH]5)CCC(=O)O)CC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O" UP2 InChI InChI 1.03 ;InChI=1S/C40H44N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-27-19(3-7-35(49)50)22(10-38(55)56)30(43-27)15-28-20(4-8-36(51)52)24(12-40(59)60)32(44-28)16-31-23(11-39(57)58)18(2-6-34(47)48)26(42-31)13-25(17)41-29/h41-44H,1-16H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60) ; UP2 InChIKey InChI 1.03 HUHWZXWWOFSFKF-UHFFFAOYSA-N # 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 UP2 "SYSTEMATIC NAME" ACDLabs 12.01 ;3,3',3'',3'''-[3,8,13,17-tetrakis(carboxymethyl)-5,10,15,20,22,24-hexahydroporphyrin-2,7,12,18-tetrayl]tetrapropanoic acid ; UP2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-[7,13,17-tris(2-carboxyethyl)-3,8,12,18-tetrakis(carboxymethyl)-5,10,15,20,21,22,23,24-octahydroporphyrin-2-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 UP2 "Create component" 2011-03-09 EBI UP2 "Modify aromatic_flag" 2011-06-04 RCSB UP2 "Modify descriptor" 2011-06-04 RCSB #