data_PFU # _chem_comp.id PFU _chem_comp.name "(1S)-1,4-anhydro-1-(5-carbamoyl-4-hydroxy-1H-pyrazol-3-yl)-5-O-phosphono-D-ribitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H14 N3 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Pyrazofurin Monophosphate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-13 _chem_comp.pdbx_modified_date 2020-06-17 _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 339.196 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PFU _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 3MI2 _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 PFU P P P 0 1 N N N 26.499 -13.177 15.051 4.613 -1.152 -0.160 P PFU 1 PFU C1 C1 C 0 1 Y N N 22.691 -8.218 15.015 -2.000 0.104 -0.013 C1 PFU 2 PFU N1 N1 N 0 1 Y N N 21.452 -8.865 13.209 -3.103 -1.239 1.232 N1 PFU 3 PFU O1 O1 O 0 1 N N N 21.864 -5.794 14.971 -3.711 0.573 -1.738 O1 PFU 4 PFU C2 C2 C 0 1 Y N N 21.889 -7.140 14.491 -3.265 -0.025 -0.604 C2 PFU 5 PFU N2 N2 N 0 1 Y N N 22.381 -9.247 14.192 -1.980 -0.641 1.061 N2 PFU 6 PFU O2 O2 O 0 1 N N N 19.987 -5.537 12.895 -6.000 -0.978 -0.906 O2 PFU 7 PFU C3 C3 C 0 1 Y N N 21.103 -7.559 13.359 -3.965 -0.899 0.221 C3 PFU 8 PFU N3 N3 N 0 1 N N N 19.877 -7.235 11.418 -5.888 -2.216 0.935 N3 PFU 9 PFU C4 C4 C 0 1 N N N 20.250 -6.709 12.540 -5.345 -1.363 0.044 C4 PFU 10 PFU "C1'" C1* C 0 1 N N S 23.624 -8.182 16.141 -0.863 0.948 -0.528 C1* PFU 11 PFU O1P O1P O 0 1 N N N 27.494 -12.801 14.002 5.647 -0.269 0.424 O1P PFU 12 PFU "C2'" C2* C 0 1 N N R 23.373 -9.310 17.137 -0.718 2.216 0.336 C2* PFU 13 PFU "O2'" O2* O 0 1 N N N 22.715 -8.810 18.318 -0.894 3.388 -0.463 O2* PFU 14 PFU O2P O2P O 0 1 N N N 25.228 -13.753 14.494 5.171 -1.804 -1.522 O2P PFU 15 PFU "C3'" C3* C 0 1 N N S 24.759 -9.820 17.474 0.729 2.142 0.878 C3* PFU 16 PFU "O3'" O3* O 0 1 N N N 25.344 -9.040 18.526 1.350 3.429 0.853 O3* PFU 17 PFU O3P O3P O 0 1 N N N 27.129 -13.932 16.153 4.252 -2.321 0.886 O3P PFU 18 PFU "C4'" C4* C 0 1 N N R 25.531 -9.562 16.193 1.407 1.182 -0.132 C4* PFU 19 PFU "O4'" O4* O 0 1 N N N 24.944 -8.402 15.599 0.372 0.219 -0.427 O4* PFU 20 PFU "C5'" C5* C 0 1 N N N 25.406 -10.725 15.211 2.618 0.497 0.504 C5* PFU 21 PFU "O5'" O5* O 0 1 N N N 26.086 -11.814 15.810 3.291 -0.291 -0.480 O5* PFU 22 PFU HO1 HO1 H 0 1 N N N 21.251 -5.284 14.454 -3.548 0.063 -2.543 HO1 PFU 23 PFU HN3 HN3 H 0 1 N N N 19.341 -6.697 10.767 -6.800 -2.524 0.818 HN3 PFU 24 PFU HN3A HN3A H 0 0 N N N 20.125 -8.179 11.202 -5.366 -2.524 1.693 HN3A PFU 25 PFU "H1'" H1* H 0 1 N N N 23.506 -7.219 16.659 -1.048 1.226 -1.566 H1* PFU 26 PFU "H2'" H2* H 0 1 N N N 22.720 -10.096 16.729 -1.435 2.202 1.157 H2* PFU 27 PFU "HO2'" HO2* H 0 0 N N N 22.567 -9.525 18.926 -0.813 4.216 0.031 HO2* PFU 28 PFU HO2P HO2P H 0 0 N N N 25.280 -13.778 13.546 5.969 -2.338 -1.404 HO2P PFU 29 PFU "H3'" H3* H 0 1 N N N 24.757 -10.869 17.806 0.747 1.724 1.885 H3* PFU 30 PFU "HO3'" HO3* H 0 0 N N N 26.211 -9.374 18.724 0.906 4.091 1.402 HO3* PFU 31 PFU HO3P HO3P H 0 0 N N N 28.057 -14.033 15.978 3.579 -2.939 0.569 HO3P PFU 32 PFU "H4'" H4* H 0 1 N N N 26.599 -9.434 16.422 1.700 1.719 -1.034 H4* PFU 33 PFU "H5'" H5* H 0 1 N N N 24.349 -10.975 15.038 3.300 1.254 0.892 H5* PFU 34 PFU "H5'A" H5*A H 0 0 N N N 25.862 -10.467 14.244 2.286 -0.145 1.319 H5*A PFU 35 PFU HN1 HN1 H 0 1 N N N 21.096 -9.470 12.497 -3.311 -1.839 1.965 HN1 PFU 36 # # 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 PFU O1P P DOUB N N 1 PFU O2P P SING N N 2 PFU P "O5'" SING N N 3 PFU P O3P SING N N 4 PFU N2 C1 DOUB Y N 5 PFU C2 C1 SING Y N 6 PFU C1 "C1'" SING N N 7 PFU N1 C3 SING Y N 8 PFU N1 N2 SING Y N 9 PFU C2 O1 SING N N 10 PFU O1 HO1 SING N N 11 PFU C3 C2 DOUB Y N 12 PFU C4 O2 DOUB N N 13 PFU C4 C3 SING N N 14 PFU N3 C4 SING N N 15 PFU N3 HN3 SING N N 16 PFU N3 HN3A SING N N 17 PFU "O4'" "C1'" SING N N 18 PFU "C1'" "C2'" SING N N 19 PFU "C1'" "H1'" SING N N 20 PFU "C2'" "C3'" SING N N 21 PFU "C2'" "O2'" SING N N 22 PFU "C2'" "H2'" SING N N 23 PFU "O2'" "HO2'" SING N N 24 PFU O2P HO2P SING N N 25 PFU "C4'" "C3'" SING N N 26 PFU "C3'" "O3'" SING N N 27 PFU "C3'" "H3'" SING N N 28 PFU "O3'" "HO3'" SING N N 29 PFU O3P HO3P SING N N 30 PFU "C5'" "C4'" SING N N 31 PFU "O4'" "C4'" SING N N 32 PFU "C4'" "H4'" SING N N 33 PFU "C5'" "O5'" SING N N 34 PFU "C5'" "H5'" SING N N 35 PFU "C5'" "H5'A" SING N N 36 PFU N1 HN1 SING N N 37 # # 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 PFU SMILES ACDLabs 12.01 "O=C(N)c1c(O)c(nn1)C2OC(COP(=O)(O)O)C(O)C2O" PFU SMILES_CANONICAL CACTVS 3.370 "NC(=O)c1[nH]nc([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)c1O" PFU SMILES CACTVS 3.370 "NC(=O)c1[nH]nc([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)c1O" PFU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C([C@@H]1[C@H]([C@H]([C@@H](O1)c2c(c([nH]n2)C(=O)N)O)O)O)OP(=O)(O)O" PFU SMILES "OpenEye OEToolkits" 1.7.0 "C(C1C(C(C(O1)c2c(c([nH]n2)C(=O)N)O)O)O)OP(=O)(O)O" PFU InChI InChI 1.03 "InChI=1S/C9H14N3O9P/c10-9(16)4-6(14)3(11-12-4)8-7(15)5(13)2(21-8)1-20-22(17,18)19/h2,5,7-8,13-15H,1H2,(H2,10,16)(H,11,12)(H2,17,18,19)/t2-,5-,7-,8+/m1/s1" PFU InChIKey InChI 1.03 CUHDHRMGDRLFLH-FLLFQEBCSA-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 PFU "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-1,4-anhydro-1-(5-carbamoyl-4-hydroxy-1H-pyrazol-3-yl)-5-O-phosphono-D-ribitol" PFU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,4R,5S)-5-(5-aminocarbonyl-4-hydroxy-1H-pyrazol-3-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 PFU "Create component" 2010-04-13 RCSB PFU "Modify aromatic_flag" 2011-06-04 RCSB PFU "Modify descriptor" 2011-06-04 RCSB PFU "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id PFU _pdbx_chem_comp_synonyms.name "Pyrazofurin Monophosphate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##