data_UP3 # _chem_comp.id UP3 _chem_comp.name ;3,3',3'',3'''-[3,8,13,17-tetrakis(carboxymethyl)porphyrin-2,7,12,18-tetrayl]tetrapropanoic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C40 H38 N4 O16" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-28 _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 830.747 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UP3 _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 3D8N _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 UP3 O2R O2R O 0 1 N N N 7.224 -1.765 21.119 3.057 -7.666 2.512 O2R UP3 1 UP3 C63 C63 C 0 1 N N N 7.152 -2.351 20.013 3.119 -6.910 1.405 C63 UP3 2 UP3 O1R O1R O 0 1 N N N 6.816 -3.553 19.874 3.381 -7.418 0.340 O1R UP3 3 UP3 C62 C62 C 0 1 N N N 7.495 -1.561 18.779 2.862 -5.428 1.490 C62 UP3 4 UP3 C61 C61 C 0 1 N N N 6.480 -0.438 18.601 2.993 -4.807 0.097 C61 UP3 5 UP3 C18 C18 C 0 1 Y N N 5.105 -0.919 18.193 2.735 -3.324 0.182 C18 UP3 6 UP3 C19 C19 C 0 1 Y N N 4.824 -1.817 17.216 1.426 -2.656 0.148 C19 UP3 7 UP3 N24 N24 N 0 1 Y N N 3.450 -1.954 17.169 1.624 -1.341 0.250 N24 UP3 8 UP3 C20 C20 C 0 1 Y N N 5.826 -2.546 16.332 0.209 -3.335 0.028 C20 UP3 9 UP3 C1 C1 C 0 1 Y N N 5.597 -4.039 16.387 -1.018 -2.689 -0.030 C1 UP3 10 UP3 C17 C17 C 0 1 Y N N 3.875 -0.486 18.762 3.661 -2.350 0.311 C17 UP3 11 UP3 C86 C86 C 0 1 N N N 3.701 0.535 19.874 5.155 -2.531 0.393 C86 UP3 12 UP3 C87 C87 C 0 1 N N N 4.408 0.144 21.155 5.757 -2.369 -0.979 C87 UP3 13 UP3 O1Q O1Q O 0 1 N N N 4.996 1.022 21.850 7.083 -2.490 -1.148 O1Q UP3 14 UP3 O2Q O2Q O 0 1 N N N 4.367 -1.067 21.460 5.047 -2.131 -1.926 O2Q UP3 15 UP3 C16 C16 C 0 1 Y N N 2.867 -1.135 18.115 2.927 -1.077 0.350 C16 UP3 16 UP3 C15 C15 C 0 1 Y N N 1.373 -1.009 18.362 3.541 0.173 0.481 C15 UP3 17 UP3 C14 C14 C 0 1 Y N N 0.726 -2.196 17.690 2.834 1.368 0.504 C14 UP3 18 UP3 N23 N23 N 0 1 Y N N 0.681 -3.435 18.287 1.473 1.555 0.410 N23 UP3 19 UP3 C13 C13 C 0 1 Y N N 0.155 -2.290 16.446 3.435 2.635 0.636 C13 UP3 20 UP3 C51 C51 C 0 1 N N N -0.017 -1.169 15.421 4.912 2.904 0.770 C51 UP3 21 UP3 C52 C52 C 0 1 N N N 1.278 -0.891 14.652 5.525 3.089 -0.619 C52 UP3 22 UP3 C53 C53 C 0 1 N N N 1.355 0.431 13.885 7.002 3.358 -0.485 C53 UP3 23 UP3 O2M O2M O 0 1 N N N 2.350 0.597 13.132 7.512 3.398 0.610 O2M UP3 24 UP3 O1M O1M O 0 1 N N N 0.480 1.320 13.984 7.751 3.554 -1.581 O1M UP3 25 UP3 C12 C12 C 0 1 Y N N -0.289 -3.641 16.302 2.451 3.572 0.619 C12 UP3 26 UP3 C81 C81 C 0 1 N N N -0.960 -4.248 15.083 2.645 5.062 0.733 C81 UP3 27 UP3 C82 C82 C 0 1 N N N -2.470 -4.200 15.012 2.821 5.651 -0.643 C82 UP3 28 UP3 O1L O1L O 0 1 N N N -3.001 -4.601 13.948 2.792 4.935 -1.616 O1L UP3 29 UP3 O2L O2L O 0 1 N N N -3.130 -3.784 15.987 3.010 6.972 -0.788 O2L UP3 30 UP3 C11 C11 C 0 1 Y N N 0.057 -4.313 17.438 1.218 2.906 0.478 C11 UP3 31 UP3 C10 C10 C 0 1 Y N N -0.174 -5.760 17.783 -0.010 3.551 0.424 C10 UP3 32 UP3 C6 C6 C 0 1 Y N N 1.105 -6.355 18.345 -1.225 2.872 0.282 C6 UP3 33 UP3 N22 N22 N 0 1 Y N N 2.316 -6.333 17.692 -1.422 1.558 0.174 N22 UP3 34 UP3 C7 C7 C 0 1 Y N N 1.286 -6.986 19.543 -2.533 3.541 0.229 C7 UP3 35 UP3 C7A C7A C 0 1 N N N 0.220 -7.240 20.592 -2.792 5.024 0.311 C7A UP3 36 UP3 C7B C7B C 0 1 N N N 0.402 -6.352 21.807 -2.863 5.442 1.757 C7B UP3 37 UP3 O17 O17 O 0 1 N N N 0.193 -5.117 21.711 -2.719 4.621 2.631 O17 UP3 38 UP3 O27 O27 O 0 1 N N N 0.749 -6.894 22.879 -3.087 6.727 2.073 O27 UP3 39 UP3 C8 C8 C 0 1 Y N N 2.650 -7.370 19.629 -3.458 2.567 0.092 C8 UP3 40 UP3 C41 C41 C 0 1 N N N 3.321 -8.122 20.758 -4.951 2.749 -0.007 C41 UP3 41 UP3 C42 C42 C 0 1 N N N 3.931 -7.210 21.823 -5.364 2.786 -1.480 C42 UP3 42 UP3 C43 C43 C 0 1 N N N 4.393 -8.057 22.997 -6.857 2.967 -1.579 C43 UP3 43 UP3 O28 O28 O 0 1 N N N 5.316 -7.629 23.734 -7.447 3.028 -2.783 O28 UP3 44 UP3 O18 O18 O 0 1 N N N 3.835 -9.164 23.194 -7.522 3.058 -0.574 O18 UP3 45 UP3 C9 C9 C 0 1 Y N N 3.256 -6.965 18.483 -2.724 1.294 0.058 C9 UP3 46 UP3 C5 C5 C 0 1 Y N N 4.704 -7.164 18.120 -3.339 0.045 -0.075 C5 UP3 47 UP3 C4 C4 C 0 1 Y N N 5.102 -6.073 17.163 -2.634 -1.151 -0.079 C4 UP3 48 UP3 N21 N21 N 0 1 Y N N 5.218 -4.746 17.506 -1.274 -1.338 0.024 N21 UP3 49 UP3 C3 C3 C 0 1 Y N N 5.402 -6.200 15.841 -3.236 -2.420 -0.191 C3 UP3 50 UP3 C2 C2 C 0 1 Y N N 5.713 -4.909 15.355 -2.253 -3.357 -0.160 C2 UP3 51 UP3 C2A C2A C 0 1 N N N 6.114 -4.570 13.937 -2.447 -4.849 -0.249 C2A UP3 52 UP3 C2B C2B C 0 1 N N N 4.910 -4.439 13.038 -2.277 -5.293 -1.679 C2B UP3 53 UP3 O12 O12 O 0 1 N N N 5.006 -4.879 11.869 -2.024 -4.482 -2.538 O12 UP3 54 UP3 O22 O22 O 0 1 N N N 3.873 -3.893 13.483 -2.407 -6.590 -1.998 O22 UP3 55 UP3 C31 C31 C 0 1 N N N 5.403 -7.468 15.015 -4.713 -2.691 -0.324 C31 UP3 56 UP3 C32 C32 C 0 1 N N N 4.082 -7.515 14.259 -5.351 -2.730 1.066 C32 UP3 57 UP3 C33 C33 C 0 1 N N N 3.809 -8.895 13.722 -6.827 -3.001 0.933 C33 UP3 58 UP3 O13 O13 O 0 1 N N N 3.507 -9.002 12.514 -7.319 -3.148 -0.161 O13 UP3 59 UP3 O23 O23 O 0 1 N N N 3.891 -9.873 14.495 -7.597 -3.080 2.031 O23 UP3 60 UP3 HO2R HO2R H 0 0 N N N 6.988 -2.368 21.814 3.230 -8.612 2.408 HO2R UP3 61 UP3 H62 H62 H 0 1 N N N 8.503 -1.132 18.885 1.855 -5.255 1.871 H62 UP3 62 UP3 H62A H62A H 0 0 N N N 7.471 -2.222 17.900 3.588 -4.971 2.161 H62A UP3 63 UP3 H61 H61 H 0 1 N N N 6.385 0.092 19.560 3.999 -4.979 -0.284 H61 UP3 64 UP3 H61A H61A H 0 0 N N N 6.850 0.207 17.791 2.266 -5.264 -0.574 H61A UP3 65 UP3 H20 H20 H 0 1 N N N 6.594 -2.063 15.746 0.225 -4.423 -0.021 H20 UP3 66 UP3 H86 H86 H 0 1 N N N 4.116 1.494 19.530 5.576 -1.783 1.065 H86 UP3 67 UP3 H86A H86A H 0 0 N N N 2.626 0.600 20.097 5.380 -3.528 0.773 H86A UP3 68 UP3 HO1Q HO1Q H 0 0 N N N 5.385 0.613 22.614 7.423 -2.377 -2.047 HO1Q UP3 69 UP3 H15 H15 H 0 1 N N N 0.872 -0.225 18.910 4.627 0.212 0.567 H15 UP3 70 UP3 HN23 HN23 H 0 0 N N N 1.044 -3.659 19.192 0.809 0.855 0.311 HN23 UP3 71 UP3 H51 H51 H 0 1 N N N -0.796 -1.466 14.703 5.064 3.809 1.358 H51 UP3 72 UP3 H51A H51A H 0 0 N N N -0.296 -0.253 15.961 5.391 2.062 1.269 H51A UP3 73 UP3 H52 H52 H 0 1 N N N 2.096 -0.886 15.387 5.373 2.184 -1.207 H52 UP3 74 UP3 H52A H52A H 0 0 N N N 1.337 -1.677 13.885 5.047 3.931 -1.119 H52A UP3 75 UP3 HO1M HO1M H 0 0 N N N 0.711 2.056 13.429 8.694 3.723 -1.445 HO1M UP3 76 UP3 H81 H81 H 0 1 N N N -0.583 -3.700 14.207 1.771 5.506 1.209 H81 UP3 77 UP3 H81A H81A H 0 0 N N N -0.714 -5.319 15.129 3.531 5.268 1.333 H81A UP3 78 UP3 HO2L HO2L H 0 0 N N N -4.057 -3.826 15.783 3.118 7.304 -1.690 HO2L UP3 79 UP3 H10 H10 H 0 1 N N N -1.105 -6.292 17.651 -0.029 4.638 0.498 H10 UP3 80 UP3 H7A H7A H 0 1 N N N -0.766 -7.035 20.150 -1.982 5.561 -0.183 H7A UP3 81 UP3 H7AA H7AA H 0 0 N N N 0.302 -8.288 20.918 -3.736 5.256 -0.182 H7AA UP3 82 UP3 HO27 HO27 H 0 0 N N N 0.819 -6.235 23.560 -3.124 6.947 3.014 HO27 UP3 83 UP3 H41 H41 H 0 1 N N N 2.565 -8.757 21.243 -5.452 1.918 0.490 H41 UP3 84 UP3 H41A H41A H 0 0 N N N 4.144 -8.703 20.317 -5.236 3.685 0.474 H41A UP3 85 UP3 H42 H42 H 0 1 N N N 4.789 -6.669 21.398 -4.863 3.616 -1.977 H42 UP3 86 UP3 H42A H42A H 0 0 N N N 3.179 -6.483 22.164 -5.079 1.849 -1.960 H42A UP3 87 UP3 HO28 HO28 H 0 0 N N N 5.494 -8.263 24.419 -8.407 3.146 -2.796 HO28 UP3 88 UP3 H5 H5 H 0 1 N N N 5.346 -7.953 18.484 -4.422 0.010 -0.182 H5 UP3 89 UP3 HN21 HN21 H 0 0 N N N 5.055 -4.360 18.414 -0.609 -0.637 0.117 HN21 UP3 90 UP3 H2A H2A H 0 1 N N N 6.659 -3.614 13.942 -1.709 -5.349 0.377 H2A UP3 91 UP3 H2AA H2AA H 0 0 N N N 6.746 -5.384 13.552 -3.449 -5.106 0.095 H2AA UP3 92 UP3 HO22 HO22 H 0 0 N N N 3.208 -3.876 12.805 -2.289 -6.827 -2.929 HO22 UP3 93 UP3 H31 H31 H 0 1 N N N 6.246 -7.461 14.308 -5.176 -1.900 -0.914 H31 UP3 94 UP3 H31A H31A H 0 0 N N N 5.514 -8.352 15.660 -4.863 -3.650 -0.820 H31A UP3 95 UP3 H32 H32 H 0 1 N N N 3.269 -7.233 14.944 -4.888 -3.521 1.656 H32 UP3 96 UP3 H32A H32A H 0 0 N N N 4.140 -6.816 13.411 -5.201 -1.772 1.562 H32A UP3 97 UP3 HO23 HO23 H 0 0 N N N 3.692 -10.671 14.019 -8.538 -3.255 1.895 HO23 UP3 98 # 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 UP3 C63 O2R SING N N 1 UP3 O2R HO2R SING N N 2 UP3 C62 C63 SING N N 3 UP3 O1R C63 DOUB N N 4 UP3 C61 C62 SING N N 5 UP3 C62 H62 SING N N 6 UP3 C62 H62A SING N N 7 UP3 C18 C61 SING N N 8 UP3 C61 H61 SING N N 9 UP3 C61 H61A SING N N 10 UP3 C19 C18 SING Y N 11 UP3 C18 C17 DOUB Y N 12 UP3 C20 C19 SING Y N 13 UP3 N24 C19 DOUB Y N 14 UP3 N24 C16 SING Y N 15 UP3 C20 C1 DOUB Y N 16 UP3 C20 H20 SING N N 17 UP3 C2 C1 SING Y N 18 UP3 C1 N21 SING Y N 19 UP3 C16 C17 SING Y N 20 UP3 C17 C86 SING N N 21 UP3 C86 C87 SING N N 22 UP3 C86 H86 SING N N 23 UP3 C86 H86A SING N N 24 UP3 C87 O2Q DOUB N N 25 UP3 C87 O1Q SING N N 26 UP3 O1Q HO1Q SING N N 27 UP3 C16 C15 DOUB Y N 28 UP3 C14 C15 SING Y N 29 UP3 C15 H15 SING N N 30 UP3 C13 C14 DOUB Y N 31 UP3 C14 N23 SING Y N 32 UP3 C11 N23 SING Y N 33 UP3 N23 HN23 SING N N 34 UP3 C51 C13 SING N N 35 UP3 C12 C13 SING Y N 36 UP3 C52 C51 SING N N 37 UP3 C51 H51 SING N N 38 UP3 C51 H51A SING N N 39 UP3 C53 C52 SING N N 40 UP3 C52 H52 SING N N 41 UP3 C52 H52A SING N N 42 UP3 O2M C53 DOUB N N 43 UP3 C53 O1M SING N N 44 UP3 O1M HO1M SING N N 45 UP3 C81 C12 SING N N 46 UP3 C12 C11 DOUB Y N 47 UP3 C82 C81 SING N N 48 UP3 C81 H81 SING N N 49 UP3 C81 H81A SING N N 50 UP3 O1L C82 DOUB N N 51 UP3 C82 O2L SING N N 52 UP3 O2L HO2L SING N N 53 UP3 C11 C10 SING Y N 54 UP3 C10 C6 DOUB Y N 55 UP3 C10 H10 SING N N 56 UP3 N22 C6 SING Y N 57 UP3 C6 C7 SING Y N 58 UP3 N22 C9 DOUB Y N 59 UP3 C7 C8 DOUB Y N 60 UP3 C7 C7A SING N N 61 UP3 C7A C7B SING N N 62 UP3 C7A H7A SING N N 63 UP3 C7A H7AA SING N N 64 UP3 O17 C7B DOUB N N 65 UP3 C7B O27 SING N N 66 UP3 O27 HO27 SING N N 67 UP3 C9 C8 SING Y N 68 UP3 C8 C41 SING N N 69 UP3 C41 C42 SING N N 70 UP3 C41 H41 SING N N 71 UP3 C41 H41A SING N N 72 UP3 C42 C43 SING N N 73 UP3 C42 H42 SING N N 74 UP3 C42 H42A SING N N 75 UP3 C43 O18 DOUB N N 76 UP3 C43 O28 SING N N 77 UP3 O28 HO28 SING N N 78 UP3 C5 C9 SING Y N 79 UP3 C4 C5 DOUB Y N 80 UP3 C5 H5 SING N N 81 UP3 C3 C4 SING Y N 82 UP3 C4 N21 SING Y N 83 UP3 N21 HN21 SING N N 84 UP3 C31 C3 SING N N 85 UP3 C2 C3 DOUB Y N 86 UP3 C2A C2 SING N N 87 UP3 C2B C2A SING N N 88 UP3 C2A H2A SING N N 89 UP3 C2A H2AA SING N N 90 UP3 O12 C2B DOUB N N 91 UP3 C2B O22 SING N N 92 UP3 O22 HO22 SING N N 93 UP3 C32 C31 SING N N 94 UP3 C31 H31 SING N N 95 UP3 C31 H31A SING N N 96 UP3 C33 C32 SING N N 97 UP3 C32 H32 SING N N 98 UP3 C32 H32A SING N N 99 UP3 O13 C33 DOUB N N 100 UP3 C33 O23 SING N N 101 UP3 O23 HO23 SING N N 102 # 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 UP3 SMILES ACDLabs 10.04 "O=C(O)CC1=C(c3nc1cc5nc(cc2nc(C(=C2CC(=O)O)CCC(=O)O)cc4c(c(c(c3)n4)CC(=O)O)CCC(=O)O)c(c5CCC(=O)O)CC(=O)O)CCC(=O)O" UP3 SMILES_CANONICAL CACTVS 3.341 "OC(=O)CCc1c2[nH]c(cc3nc(cc4[nH]c(cc5nc(c2)c(CCC(O)=O)c5CC(O)=O)c(CC(O)=O)c4CCC(O)=O)c(CC(O)=O)c3CCC(O)=O)c1CC(O)=O" UP3 SMILES CACTVS 3.341 "OC(=O)CCc1c2[nH]c(cc3nc(cc4[nH]c(cc5nc(c2)c(CCC(O)=O)c5CC(O)=O)c(CC(O)=O)c4CCC(O)=O)c(CC(O)=O)c3CCC(O)=O)c1CC(O)=O" UP3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c2c(c(c([nH]2)cc3nc(cc4c(c(c([nH]4)cc5nc1C(=C5CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O)C(=C3CCC(=O)O)CC(=O)O)CC(=O)O)CCC(=O)O" UP3 SMILES "OpenEye OEToolkits" 1.5.0 "c1c2c(c(c([nH]2)cc3nc(cc4c(c(c([nH]4)cc5nc1C(=C5CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O)C(=C3CCC(=O)O)CC(=O)O)CC(=O)O)CCC(=O)O" UP3 InChI InChI 1.03 ;InChI=1S/C40H38N4O16/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/h13-16,41,44H,1-12H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)/b25-13?,26-13-,27-14-,28-15?,29-14-,30-15-,31-16-,32-16- ; UP3 InChIKey InChI 1.03 VZVFNUAIRVUCEW-XFMUOGEMSA-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 UP3 "SYSTEMATIC NAME" ACDLabs 10.04 ;3,3',3'',3'''-[3,8,13,17-tetrakis(carboxymethyl)porphyrin-2,7,12,18-tetrayl]tetrapropanoic 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 UP3 "Create component" 2008-05-28 RCSB UP3 "Modify aromatic_flag" 2011-06-04 RCSB UP3 "Modify descriptor" 2011-06-04 RCSB #