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                    2008-10-14 
_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 N N 19  
UP3 C16 C17  SING N 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 Y N 26  
UP3 O1Q HO1Q SING Y N 27  
UP3 C16 C15  DOUB N N 28  
UP3 C14 C15  SING Y N 29  
UP3 C15 H15  SING Y N 30  
UP3 C13 C14  DOUB N N 31  
UP3 C14 N23  SING Y N 32  
UP3 C11 N23  SING N N 33  
UP3 N23 HN23 SING N N 34  
UP3 C51 C13  SING N N 35  
UP3 C12 C13  SING N 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 Y N 43  
UP3 C53 O1M  SING Y N 44  
UP3 O1M HO1M SING N N 45  
UP3 C81 C12  SING N N 46  
UP3 C12 C11  DOUB N 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 Y N 52  
UP3 O2L HO2L SING Y N 53  
UP3 C11 C10  SING Y N 54  
UP3 C10 C6   DOUB N N 55  
UP3 C10 H10  SING Y 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 N 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 N 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 Y N 77  
UP3 O28 HO28 SING Y N 78  
UP3 C5  C9   SING N N 79  
UP3 C4  C5   DOUB Y N 80  
UP3 C5  H5   SING Y N 81  
UP3 C3  C4   SING N N 82  
UP3 C4  N21  SING Y N 83  
UP3 N21 HN21 SING Y N 84  
UP3 C31 C3   SING Y N 85  
UP3 C2  C3   DOUB N 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 InChI            InChI                1.02b 
;InChI=1/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-/f/h45,47,49,51,53,55,57,59H
;
UP3 InChIKey         InChI                1.02b VZVFNUAIRVUCEW-PFOWGJBLDM 
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 
# 
_pdbx_chem_comp_identifier.comp_id           UP3 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        
;3,3',3'',3'''-[3,8,13,17-tetrakis(carboxymethyl)porphyrin-2,7,12,18-tetrayl]tetrapropanoic acid
;
# 
