data_1PR # _chem_comp.id 1PR _chem_comp.name "PHOSPHORIC ACID MONO-[5-({[5-CARBAMOYL-3-(5-PHOSPHONOOXY-5-DEOXY-RIBOFURANOSYL)- 3H-IMIDAZOL-4-YLAMINO]-METHYL}-AMINO)-2,3,4-TRIHYDROXY-PENTYL] ESTER" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C15 H29 N5 O15 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-04-10 _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 581.363 _chem_comp.one_letter_code N _chem_comp.three_letter_code 1PR _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1OX5 _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 1PR "O9'" "O9'" O 0 1 N N N 88.204 7.375 14.263 -2.377 -0.227 -9.328 "O9'" 1PR 1 1PR "O8'" "O8'" O 0 1 N N N 87.969 6.847 11.837 -2.335 -2.730 -8.525 "O8'" 1PR 2 1PR "O'1" "1O0'" O 0 1 N N N 87.835 5.067 13.553 -0.202 -1.434 -8.901 "O'1" 1PR 3 1PR "O6'" "O6'" O 0 1 N N N 85.908 6.650 13.277 -1.592 -0.812 -6.888 "O6'" 1PR 4 1PR "C5'" "C5'" C 0 1 N N N 85.272 7.522 14.201 -0.925 0.451 -6.861 "C5'" 1PR 5 1PR "C4'" "C4'" C 0 1 N N R 84.079 6.899 14.879 -0.887 0.976 -5.425 "C4'" 1PR 6 1PR "O4'" "O4'" O 0 1 N N N 82.948 6.811 13.947 -0.149 0.069 -4.577 "O4'" 1PR 7 1PR "C3'" "C3'" C 0 1 N N S 84.187 5.453 15.370 -0.103 2.306 -5.357 "C3'" 1PR 8 1PR "O3'" "O3'" O 0 1 N N N 84.743 5.374 16.486 -1.001 3.417 -5.359 "O3'" 1PR 9 1PR "C2'" "C2'" C 0 1 N N R 82.776 4.931 15.339 0.658 2.226 -4.013 "C2'" 1PR 10 1PR "O2'" "O2'" O 0 1 N N N 82.037 5.062 16.527 0.255 3.287 -3.145 "O2'" 1PR 11 1PR "C1'" "C1'" C 0 1 N N R 82.141 5.667 14.189 0.245 0.855 -3.432 "C1'" 1PR 12 1PR N1 N1 N 0 1 Y N N 82.040 4.789 13.001 1.380 0.228 -2.750 N1 1PR 13 1PR C2 C2 C 0 1 Y N N 83.023 4.594 12.050 2.336 -0.553 -3.329 C2 1PR 14 1PR N3 N3 N 0 1 Y N N 82.695 3.782 11.099 3.188 -0.938 -2.427 N3 1PR 15 1PR C4 C4 C 0 1 Y N N 81.431 3.380 11.382 2.825 -0.424 -1.220 C4 1PR 16 1PR C9 C9 C 0 1 N N N 80.598 2.480 10.632 3.521 -0.622 0.052 C9 1PR 17 1PR O9 O9 O 0 1 N N N 79.429 2.097 10.874 3.092 -0.105 1.068 O9 1PR 18 1PR N9 N9 N 0 1 N N N 81.260 2.007 9.492 4.637 -1.375 0.100 N9 1PR 19 1PR N6 N6 N 0 1 N N N 79.610 3.731 13.128 0.957 1.011 -0.463 N6 1PR 20 1PR C5 C5 C 0 1 Y N N 80.959 3.983 12.568 1.669 0.316 -1.420 C5 1PR 21 1PR C7 C7 C 0 1 N N N 79.021 4.226 14.218 -0.217 0.193 -0.133 C7 1PR 22 1PR C1B 'C1"' C 0 1 N N N 78.134 3.585 16.501 -0.410 0.090 2.213 C1B 1PR 23 1PR C2B 'C2"' C 0 1 N N R 77.586 4.974 16.892 -0.130 -0.727 3.475 C2B 1PR 24 1PR C3B 'C3"' C 0 1 N N S 76.094 5.332 16.694 -0.642 0.034 4.700 C3B 1PR 25 1PR C4B 'C4"' C 0 1 N N R 75.219 5.279 17.969 -0.362 -0.782 5.963 C4B 1PR 26 1PR C5B 'C5"' C 0 1 N N N 73.786 5.673 17.568 -0.873 -0.020 7.187 C5B 1PR 27 1PR N8 N8 N 0 1 N N N 78.796 3.338 15.195 0.080 -0.641 1.037 N8 1PR 28 1PR O2B 'O2"' O 0 1 N N N 78.362 5.831 17.375 1.276 -0.942 3.602 O2B 1PR 29 1PR O3B 'O3"' O 0 1 N N N 76.066 6.645 16.147 0.025 1.294 4.790 O3B 1PR 30 1PR O4B 'O4"' O 0 1 N N N 75.313 3.957 18.427 -1.030 -2.042 5.872 O4B 1PR 31 1PR O6B 'O6"' O 0 1 N N N 72.912 4.828 18.098 -0.612 -0.784 8.366 O6B 1PR 32 1PR P7B 'P7"' P 0 1 N N N 71.409 4.863 17.962 -1.173 0.072 9.609 P7B 1PR 33 1PR "O'L" '1O2"' O 0 1 N N N 70.984 4.799 16.489 -2.626 0.295 9.438 "O'L" 1PR 34 1PR O8B 'O8"' O 0 1 N N N 70.916 6.222 18.655 -0.911 -0.732 10.978 O8B 1PR 35 1PR O9B 'O9"' O 0 1 N N N 71.090 3.636 18.806 -0.416 1.492 9.667 O9B 1PR 36 1PR "P7'" "P7'" P 0 1 N N N 87.542 6.498 13.241 -1.596 -1.304 -8.421 "P7'" 1PR 37 1PR "H9'" "H9'" H 0 1 N N N 87.935 7.155 15.147 -3.279 -0.172 -8.982 "H9'" 1PR 38 1PR "H8'" "H8'" H 0 1 N N N 87.549 6.291 11.190 -2.316 -2.987 -9.457 "H8'" 1PR 39 1PR "H5'1" "1H5'" H 0 0 N N N 86.001 7.904 14.952 -1.463 1.158 -7.493 "H5'1" 1PR 40 1PR "H5'2" "2H5'" H 0 0 N N N 84.992 8.484 13.711 0.092 0.333 -7.233 "H5'2" 1PR 41 1PR "H4'" "H4'" H 0 1 N N N 83.973 7.578 15.756 -1.899 1.113 -5.044 "H4'" 1PR 42 1PR "H3'" "H3'" H 0 1 N N N 84.846 4.827 14.723 0.596 2.380 -6.190 "H3'" 1PR 43 1PR "HO3'" "'HO3" H 0 0 N Y N 84.810 4.476 16.790 -0.457 4.216 -5.316 "HO3'" 1PR 44 1PR "H2'" "H2'" H 0 1 N N N 82.787 3.822 15.216 1.734 2.259 -4.182 "H2'" 1PR 45 1PR "HO2'" "'HO2" H 0 0 N N N 81.146 4.732 16.507 0.485 4.114 -3.590 "HO2'" 1PR 46 1PR "H1'" "H1'" H 0 1 N N N 81.097 5.980 14.425 -0.592 0.972 -2.744 "H1'" 1PR 47 1PR H2 H2 H 0 1 N N N 84.021 5.063 12.050 2.378 -0.811 -4.377 H2 1PR 48 1PR HN91 1HN9 H 0 0 N N N 82.211 2.318 9.295 5.098 -1.506 0.943 HN91 1PR 49 1PR HN92 2HN9 H 0 0 N N N 80.668 1.368 8.959 4.977 -1.790 -0.707 HN92 1PR 50 1PR HN6 HN6 H 0 1 N N N 79.554 2.718 13.235 1.533 1.038 0.364 HN6 1PR 51 1PR H71 1H7 H 0 1 N N N 79.605 5.090 14.611 -1.062 0.844 0.089 H71 1PR 52 1PR H72 2H7 H 0 1 N N N 78.071 4.741 13.941 -0.464 -0.445 -0.981 H72 1PR 53 1PR "H'1" '1H"' H 0 1 N N N 78.835 3.258 17.304 0.099 1.051 2.281 "H'1" 1PR 54 1PR "H'2" '2H"' H 0 1 N N N 77.301 2.850 16.604 -1.483 0.253 2.116 "H'2" 1PR 55 1PR H2B 'H2"' H 0 1 N N N 76.998 4.059 16.644 -0.640 -1.688 3.407 H2B 1PR 56 1PR H3B 'H3"' H 0 1 N N N 75.647 4.558 16.026 -1.715 0.198 4.603 H3B 1PR 57 1PR H4B 'H4"' H 0 1 N N N 75.537 5.976 18.778 0.710 -0.946 6.059 H4B 1PR 58 1PR H5A1 '1H5"' H 0 0 N N N 73.555 6.731 17.833 -0.364 0.940 7.256 H5A1 1PR 59 1PR H5A2 '2H5"' H 0 0 N N N 73.670 5.752 16.461 -1.947 0.143 7.090 H5A2 1PR 60 1PR HN8 HN8 H 0 1 N N N 79.703 2.926 15.413 -0.487 -1.471 0.954 HN8 1PR 61 1PR HO2 HO2 H 0 1 N N N 78.024 6.685 17.615 1.688 -0.069 3.660 HO2 1PR 62 1PR HO3 HO3 H 0 1 N Y N 75.149 6.864 16.025 0.970 1.105 4.874 HO3 1PR 63 1PR HO4 HO4 H 0 1 N N N 74.775 3.924 19.209 -1.974 -1.852 5.788 HO4 1PR 64 1PR H8B 'H8"' H 0 1 N N N 69.970 6.244 18.569 -1.261 -0.186 11.695 H8B 1PR 65 1PR H9B 'H9"' H 0 1 N N N 70.144 3.658 18.720 0.525 1.302 9.779 H9B 1PR 66 # 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 1PR "O9'" "P7'" SING N N 1 1PR "O9'" "H9'" SING N N 2 1PR "O8'" "P7'" SING N N 3 1PR "O8'" "H8'" SING N N 4 1PR "O'1" "P7'" DOUB N N 5 1PR "O6'" "C5'" SING N N 6 1PR "O6'" "P7'" SING N N 7 1PR "C5'" "C4'" SING N N 8 1PR "C5'" "H5'1" SING N N 9 1PR "C5'" "H5'2" SING N N 10 1PR "C4'" "O4'" SING N N 11 1PR "C4'" "C3'" SING N N 12 1PR "C4'" "H4'" SING N N 13 1PR "O4'" "C1'" SING N N 14 1PR "C3'" "O3'" SING N N 15 1PR "C3'" "C2'" SING N N 16 1PR "C3'" "H3'" SING N N 17 1PR "O3'" "HO3'" SING N N 18 1PR "C2'" "O2'" SING N N 19 1PR "C2'" "C1'" SING N N 20 1PR "C2'" "H2'" SING N N 21 1PR "O2'" "HO2'" SING N N 22 1PR "C1'" N1 SING N N 23 1PR "C1'" "H1'" SING N N 24 1PR N1 C2 SING Y N 25 1PR N1 C5 SING Y N 26 1PR C2 N3 DOUB Y N 27 1PR C2 H2 SING N N 28 1PR N3 C4 SING Y N 29 1PR C4 C9 SING N N 30 1PR C4 C5 DOUB Y N 31 1PR C9 O9 DOUB N N 32 1PR C9 N9 SING N N 33 1PR N9 HN91 SING N N 34 1PR N9 HN92 SING N N 35 1PR N6 C5 SING N N 36 1PR N6 C7 SING N N 37 1PR N6 HN6 SING N N 38 1PR C7 N8 SING N N 39 1PR C7 H71 SING N N 40 1PR C7 H72 SING N N 41 1PR C1B C2B SING N N 42 1PR C1B N8 SING N N 43 1PR C1B "H'1" SING N N 44 1PR C1B "H'2" SING N N 45 1PR C2B C3B SING N N 46 1PR C2B O2B SING N N 47 1PR C2B H2B SING N N 48 1PR C3B C4B SING N N 49 1PR C3B O3B SING N N 50 1PR C3B H3B SING N N 51 1PR C4B C5B SING N N 52 1PR C4B O4B SING N N 53 1PR C4B H4B SING N N 54 1PR C5B O6B SING N N 55 1PR C5B H5A1 SING N N 56 1PR C5B H5A2 SING N N 57 1PR N8 HN8 SING N N 58 1PR O2B HO2 SING N N 59 1PR O3B HO3 SING N N 60 1PR O4B HO4 SING N N 61 1PR O6B P7B SING N N 62 1PR P7B "O'L" DOUB N N 63 1PR P7B O8B SING N N 64 1PR P7B O9B SING N N 65 1PR O8B H8B SING N N 66 1PR O9B H9B SING N N 67 # 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 1PR SMILES_CANONICAL CACTVS 3.341 "NC(=O)c1ncn([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)c1NCNC[C@@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O" 1PR SMILES CACTVS 3.341 "NC(=O)c1ncn([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)c1NCNC[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O" 1PR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c(n1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)NCNCC([C@@H]([C@@H](COP(=O)(O)O)O)O)O)C(=O)N" 1PR SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c(n1C2C(C(C(O2)COP(=O)(O)O)O)O)NCNCC(C(C(COP(=O)(O)O)O)O)O)C(=O)N" 1PR InChI InChI 1.03 "InChI=1S/C15H29N5O15P2/c16-13(26)9-14(18-4-17-1-6(21)10(23)7(22)2-33-36(27,28)29)20(5-19-9)15-12(25)11(24)8(35-15)3-34-37(30,31)32/h5-8,10-12,15,17-18,21-25H,1-4H2,(H2,16,26)(H2,27,28,29)(H2,30,31,32)/t6?,7-,8-,10+,11-,12-,15-/m1/s1" 1PR InChIKey InChI 1.03 HDCXLRQQJHBDSI-DYHIIFNWSA-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 1PR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S)-5-[[[5-aminocarbonyl-3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]imidazol-4-yl]amino]methylamino]-2,3,4-trihydroxy-pentyl] dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1PR "Create component" 2003-04-10 RCSB 1PR "Modify descriptor" 2011-06-04 RCSB #