data_PQ1 # _chem_comp.id PQ1 _chem_comp.name "PHOSPHORIC ACID MONO-[5-(2-AMINO-5-AMINOMETHYL-4-OXO-3,5-DIHYDRO-4H-PYRIDO[2,3-D]PYRIMIDIN-8-YL)-3,4-DIHYDROXY-TETRAHYDRO-FURAN-2-YLMETHYL] ESTER" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H18 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-08-05 _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 391.274 _chem_comp.one_letter_code N _chem_comp.three_letter_code PQ1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1Q2S _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 PQ1 P P P 0 1 N N N 59.172 -4.193 38.375 6.145 3.523 -0.251 P PQ1 1 PQ1 OP3 O3P O 0 1 N Y N 59.100 -3.636 36.991 6.456 2.538 -1.495 OP3 PQ1 2 PQ1 OP2 O2P O 0 1 N N N 60.499 -4.565 38.944 6.843 2.773 1.000 OP2 PQ1 3 PQ1 "O5'" O5* O 0 1 N N N 58.213 -5.460 38.508 4.566 3.301 0.029 "O5'" PQ1 4 PQ1 "C5'" C5* C 0 1 N N N 57.920 -6.282 37.386 4.092 1.980 0.223 "C5'" PQ1 5 PQ1 "C4'" C4* C 0 1 N N R 58.306 -7.706 37.680 2.595 2.031 0.465 "C4'" PQ1 6 PQ1 "O4'" O4* O 0 1 N N N 57.536 -8.153 38.825 1.933 2.574 -0.689 "O4'" PQ1 7 PQ1 "C1'" C1* C 0 1 N N R 56.527 -9.069 38.426 0.622 1.976 -0.784 "C1'" PQ1 8 PQ1 N9 N9 N 0 1 Y N N 55.235 -8.537 38.885 0.424 1.450 -2.136 N9 PQ1 9 PQ1 C4 C4 C 0 1 Y N N 53.964 -9.122 38.744 -0.760 1.413 -2.826 C4 PQ1 10 PQ1 N3 N3 N 0 1 N N N 53.676 -10.277 38.095 -1.931 1.876 -2.325 N3 PQ1 11 PQ1 C2 C2 C 0 1 N N N 52.381 -10.571 38.142 -2.944 1.745 -3.150 C2 PQ1 12 PQ1 N2 N2 N 0 1 N N N 51.916 -11.659 37.513 -4.210 2.156 -2.819 N2 PQ1 13 PQ1 N1 N1 N 0 1 N N N 51.447 -9.817 38.799 -2.810 1.174 -4.433 N1 PQ1 14 PQ1 C6 C6 C 0 1 N N N 51.713 -8.641 39.488 -1.615 0.688 -4.978 C6 PQ1 15 PQ1 O6 O6 O 0 1 N N N 50.782 -8.056 40.076 -1.507 0.194 -6.094 O6 PQ1 16 PQ1 C5 C5 C 0 1 Y N N 53.120 -8.278 39.418 -0.516 0.841 -4.057 C5 PQ1 17 PQ1 C7 C7 C 0 1 Y N N 53.772 -7.193 39.934 0.856 0.518 -4.123 C7 PQ1 18 PQ1 C8 C8 C 0 1 Y N N 55.058 -7.341 39.601 1.415 0.905 -2.922 C8 PQ1 19 PQ1 C10 C10 C 0 1 N N N 53.158 -6.041 40.735 1.571 -0.110 -5.250 C10 PQ1 20 PQ1 N11 N11 N 0 1 N N N 54.233 -5.234 41.358 2.103 0.854 -6.189 N11 PQ1 21 PQ1 "C2'" C2* C 0 1 N N R 56.669 -9.363 36.924 0.518 0.913 0.310 "C2'" PQ1 22 PQ1 "O2'" O2* O 0 1 N N N 56.789 -10.769 36.791 -0.210 1.445 1.415 "O2'" PQ1 23 PQ1 "C3'" C3* C 0 1 N N S 57.990 -8.678 36.564 1.969 0.663 0.677 "C3'" PQ1 24 PQ1 "O3'" O3* O 0 1 N N N 59.073 -9.323 35.889 2.143 0.197 1.998 "O3'" PQ1 25 PQ1 OP1 O1P O 0 1 N N N ? ? ? 6.560 4.952 -0.444 OP1 PQ1 26 PQ1 HOP3 3HOP H 0 0 N N N 58.254 -3.399 36.628 7.351 2.548 -1.896 HOP3 PQ1 27 PQ1 HOP2 2HOP H 0 0 N N N 60.544 -4.919 39.824 7.814 2.842 1.113 HOP2 PQ1 28 PQ1 "H5'" 1H5* H 0 1 N N N 56.854 -6.193 37.069 4.308 1.388 -0.668 "H5'" PQ1 29 PQ1 "H5''" 2H5* H 0 0 N N N 58.398 -5.902 36.452 4.597 1.541 1.085 "H5''" PQ1 30 PQ1 "H4'" H4* H 0 1 N N N 59.409 -7.701 37.838 2.399 2.693 1.317 "H4'" PQ1 31 PQ1 "H1'" H1* H 0 1 N N N 56.620 -10.074 38.899 -0.125 2.769 -0.673 "H1'" PQ1 32 PQ1 HN21 1HN2 H 0 0 N N N 50.921 -11.884 37.549 -4.951 1.498 -2.888 HN21 PQ1 33 PQ1 HN22 2HN2 H 0 0 N N N 52.442 -12.469 37.839 -4.337 3.096 -2.524 HN22 PQ1 34 PQ1 HN1 HN1 H 0 1 N N N 50.485 -10.155 38.773 -3.645 1.111 -5.008 HN1 PQ1 35 PQ1 H8 H8 H 0 1 N N N 55.835 -6.606 39.869 2.432 0.840 -2.558 H8 PQ1 36 PQ1 H101 1H10 H 0 0 N N N 52.472 -5.418 40.114 2.424 -0.723 -4.906 H101 PQ1 37 PQ1 H102 2H10 H 0 0 N N N 52.415 -6.400 41.485 0.923 -0.791 -5.830 H102 PQ1 38 PQ1 H111 1H11 H 0 0 N N N 53.824 -4.466 41.891 2.925 0.615 -6.712 H111 PQ1 39 PQ1 H112 2H11 H 0 0 N N N 54.912 -4.904 40.671 1.770 1.800 -6.149 H112 PQ1 40 PQ1 H1 H1 H 0 1 N N N 55.825 -9.014 36.284 -0.000 0.001 -0.003 H1 PQ1 41 PQ1 "H2'" H2* H 0 1 N N N 56.876 -10.950 35.862 -1.062 1.768 1.071 "H2'" PQ1 42 PQ1 "H3'" H3* H 0 1 N N N 57.788 -8.178 35.587 2.403 -0.065 -0.019 "H3'" PQ1 43 PQ1 H2 H2 H 0 1 N N N 58.874 -9.933 35.188 3.003 0.531 2.294 H2 PQ1 44 # 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 PQ1 P OP3 SING N N 1 PQ1 P OP2 SING N N 2 PQ1 P "O5'" SING N N 3 PQ1 P OP1 DOUB N N 4 PQ1 OP3 HOP3 SING N N 5 PQ1 OP2 HOP2 SING N N 6 PQ1 "O5'" "C5'" SING N N 7 PQ1 "C5'" "C4'" SING N N 8 PQ1 "C5'" "H5'" SING N N 9 PQ1 "C5'" "H5''" SING N N 10 PQ1 "C4'" "O4'" SING N N 11 PQ1 "C4'" "C3'" SING N N 12 PQ1 "C4'" "H4'" SING N N 13 PQ1 "O4'" "C1'" SING N N 14 PQ1 "C1'" N9 SING N N 15 PQ1 "C1'" "C2'" SING N N 16 PQ1 "C1'" "H1'" SING N N 17 PQ1 N9 C4 SING Y N 18 PQ1 N9 C8 SING Y N 19 PQ1 C4 N3 SING N N 20 PQ1 C4 C5 DOUB Y N 21 PQ1 N3 C2 DOUB N N 22 PQ1 C2 N2 SING N N 23 PQ1 C2 N1 SING N N 24 PQ1 N2 HN21 SING N N 25 PQ1 N2 HN22 SING N N 26 PQ1 N1 C6 SING N N 27 PQ1 N1 HN1 SING N N 28 PQ1 C6 O6 DOUB N N 29 PQ1 C6 C5 SING N N 30 PQ1 C5 C7 SING Y N 31 PQ1 C7 C8 DOUB Y N 32 PQ1 C7 C10 SING N N 33 PQ1 C8 H8 SING N N 34 PQ1 C10 N11 SING N N 35 PQ1 C10 H101 SING N N 36 PQ1 C10 H102 SING N N 37 PQ1 N11 H111 SING N N 38 PQ1 N11 H112 SING N N 39 PQ1 "C2'" "O2'" SING N N 40 PQ1 "C2'" "C3'" SING N N 41 PQ1 "C2'" H1 SING N N 42 PQ1 "O2'" "H2'" SING N N 43 PQ1 "C3'" "O3'" SING N N 44 PQ1 "C3'" "H3'" SING N N 45 PQ1 "O3'" H2 SING N N 46 # 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 PQ1 SMILES ACDLabs 10.04 "O=C1c2c(N=C(N)N1)n(cc2CN)C3OC(C(O)C3O)COP(=O)(O)O" PQ1 SMILES_CANONICAL CACTVS 3.341 "NCc1cn([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)c3N=C(N)NC(=O)c13" PQ1 SMILES CACTVS 3.341 "NCc1cn([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)c3N=C(N)NC(=O)c13" PQ1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(c2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N=C(NC2=O)N)CN" PQ1 SMILES "OpenEye OEToolkits" 1.5.0 "c1c(c2c(n1C3C(C(C(O3)COP(=O)(O)O)O)O)N=C(NC2=O)N)CN" PQ1 InChI InChI 1.03 "InChI=1S/C12H18N5O8P/c13-1-4-2-17(9-6(4)10(20)16-12(14)15-9)11-8(19)7(18)5(25-11)3-24-26(21,22)23/h2,5,7-8,11,18-19H,1,3,13H2,(H2,21,22,23)(H3,14,15,16,20)/t5-,7-,8-,11-/m1/s1" PQ1 InChIKey InChI 1.03 GIQSPNMTDJCDKB-IOSLPCCCSA-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 PQ1 "SYSTEMATIC NAME" ACDLabs 10.04 "2-amino-5-(aminomethyl)-7-(5-O-phosphono-beta-D-ribofuranosyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one" PQ1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-[2-amino-5-(aminomethyl)-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-7-yl]-3,4-dihydroxy-oxolan-2-yl]methyl 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 PQ1 "Create component" 2003-08-05 RCSB PQ1 "Modify descriptor" 2011-06-04 RCSB #