data_IRF # _chem_comp.id IRF _chem_comp.name "1-DEOXY-1-(8-IODO-7-METHYL-2,4-DIOXO-3,4-DIHYDROBENZO[G]PTERIDIN-10(2H)-YL)-D-RIBITOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 I N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "8-IODO-10-(D-RIBO-2,3,4,5-TETRAHYDROXYPENTYL)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-08-01 _chem_comp.pdbx_modified_date 2021-03-13 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 488.234 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IRF _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 ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 IRF N1 N1 N 0 1 Y N N 45.763 11.821 29.724 -5.999 -5.582 -3.312 N1 IRF 1 IRF C2 C2 C 0 1 Y N N 46.748 11.192 28.981 -6.921 -5.995 -4.250 C2 IRF 2 IRF O2 O2 O 0 1 N N N 47.141 11.777 27.941 -7.750 -6.870 -3.988 O2 IRF 3 IRF N3 N3 N 0 1 Y N N 47.278 9.978 29.301 -6.922 -5.414 -5.519 N3 IRF 4 IRF C4 C4 C 0 1 Y N N 46.846 9.328 30.386 -6.067 -4.431 -5.958 C4 IRF 5 IRF O4 O4 O 0 1 N N N 47.298 8.183 30.679 -6.043 -3.905 -7.058 O4 IRF 6 IRF C4A C4A C 0 1 Y N N 45.795 9.981 31.223 -5.094 -4.025 -4.900 C4A IRF 7 IRF N5 N5 N 0 1 Y N N 45.256 9.360 32.258 -4.244 -3.103 -5.216 N5 IRF 8 IRF C5A C5A C 0 1 Y N N 44.292 9.906 33.044 -3.300 -2.674 -4.269 C5A IRF 9 IRF C6 C6 C 0 1 Y N N 43.827 9.203 34.130 -2.399 -1.671 -4.659 C6 IRF 10 IRF C7 C7 C 0 1 Y N N 42.870 9.748 34.946 -1.436 -1.196 -3.774 C7 IRF 11 IRF C7M C7M C 0 1 N N N 42.333 8.947 36.129 -0.510 -0.129 -4.260 C7M IRF 12 IRF C8 C8 C 0 1 Y N N 42.394 11.136 34.645 -1.366 -1.721 -2.491 C8 IRF 13 IRF C9 C9 C 0 1 Y N N 42.885 11.868 33.585 -2.258 -2.719 -2.092 C9 IRF 14 IRF C9A C9A C 0 1 Y N N 43.859 11.288 32.813 -3.241 -3.216 -2.969 C9A IRF 15 IRF N10 N10 N 0 1 Y N N 44.294 11.923 31.626 -4.166 -4.224 -2.615 N10 IRF 16 IRF C10 C10 C 0 1 Y N N 45.328 11.326 30.887 -5.108 -4.662 -3.538 C10 IRF 17 IRF "C1'" C1* C 0 1 N N N 44.008 13.349 31.578 -4.098 -4.781 -1.264 "C1'" IRF 18 IRF "C2'" C2* C 0 1 N N S 45.162 14.124 32.103 -3.152 -5.988 -1.242 "C2'" IRF 19 IRF "O2'" O2* O 0 1 N N N 44.796 14.580 33.432 -3.637 -6.962 -2.167 "O2'" IRF 20 IRF "C3'" C3* C 0 1 N N S 45.501 15.182 31.039 -3.039 -6.627 0.157 "C3'" IRF 21 IRF "O3'" O3* O 0 1 N N N 46.859 15.624 31.040 -2.576 -5.654 1.093 "O3'" IRF 22 IRF "C4'" C4* C 0 1 N N R 44.691 16.438 31.131 -2.086 -7.836 0.191 "C4'" IRF 23 IRF "O4'" O4* O 0 1 N N N 43.646 16.194 30.171 -2.026 -8.345 1.525 "O4'" IRF 24 IRF "C5'" C5* C 0 1 N N N 45.554 17.537 30.531 -0.670 -7.474 -0.253 "C5'" IRF 25 IRF I8 I8 I 0 1 N N N 40.961 12.013 35.952 0.055 -1.057 -1.102 I8 IRF 26 IRF "O5'" O5* O 0 1 N N N 45.154 17.562 29.131 0.134 -8.649 -0.225 "O5'" IRF 27 IRF H3 H3 H 0 1 N N N 48.003 9.566 28.714 -7.619 -5.749 -6.177 H3 IRF 28 IRF H6 H6 H 0 1 N N N 44.225 8.197 34.345 -2.457 -1.262 -5.666 H6 IRF 29 IRF H7M1 1H7M H 0 0 N N N 41.555 9.390 36.793 -1.050 0.580 -4.898 H7M1 IRF 30 IRF H7M2 2H7M H 0 0 N N N 43.195 8.628 36.760 -0.067 0.422 -3.421 H7M2 IRF 31 IRF H7M3 3H7M H 0 0 N N N 41.959 7.967 35.751 0.320 -0.557 -4.836 H7M3 IRF 32 IRF H9 H9 H 0 1 N N N 42.509 12.882 33.366 -2.181 -3.112 -1.081 H9 IRF 33 IRF "H1'1" 1H1* H 0 0 N N N 43.061 13.601 32.110 -5.108 -5.074 -0.960 "H1'1" IRF 34 IRF "H1'2" 2H1* H 0 0 N N N 43.716 13.680 30.554 -3.751 -3.994 -0.589 "H1'2" IRF 35 IRF "H2'" H2* H 0 1 N N N 46.032 13.433 32.198 -2.162 -5.666 -1.585 "H2'" IRF 36 IRF HA HA H 0 1 N N N 45.534 15.075 33.768 -3.356 -6.667 -3.046 HA IRF 37 IRF "H3'" H3* H 0 1 N N N 45.299 14.728 30.041 -4.028 -6.970 0.488 "H3'" IRF 38 IRF HB HB H 0 1 N N N 47.068 16.277 30.383 -1.812 -6.046 1.541 HB IRF 39 IRF "H4'" H4* H 0 1 N N N 44.319 16.663 32.158 -2.476 -8.643 -0.441 "H4'" IRF 40 IRF HC HC H 0 1 N N N 43.132 16.991 30.229 -1.823 -9.289 1.448 HC IRF 41 IRF "H5'1" 1H5* H 0 0 N N N 46.649 17.405 30.695 -0.658 -7.088 -1.278 "H5'1" IRF 42 IRF "H5'2" 2H5* H 0 0 N N N 45.475 18.520 31.051 -0.222 -6.739 0.423 "H5'2" IRF 43 IRF "H5'" H5* H 0 1 N N N 45.693 18.249 28.756 -0.474 -9.399 -0.143 "H5'" IRF 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 IRF N1 C2 SING Y N 1 IRF N1 C10 DOUB Y N 2 IRF C2 O2 DOUB N N 3 IRF C2 N3 SING Y N 4 IRF N3 C4 SING Y N 5 IRF N3 H3 SING N N 6 IRF C4 O4 DOUB N N 7 IRF C4 C4A SING Y N 8 IRF C4A N5 DOUB Y N 9 IRF C4A C10 SING Y N 10 IRF N5 C5A SING Y N 11 IRF C5A C6 SING Y N 12 IRF C5A C9A DOUB Y N 13 IRF C6 C7 DOUB Y N 14 IRF C6 H6 SING N N 15 IRF C7 C7M SING N N 16 IRF C7 C8 SING Y N 17 IRF C7M H7M1 SING N N 18 IRF C7M H7M2 SING N N 19 IRF C7M H7M3 SING N N 20 IRF C8 C9 DOUB Y N 21 IRF C8 I8 SING N N 22 IRF C9 C9A SING Y N 23 IRF C9 H9 SING N N 24 IRF C9A N10 SING Y N 25 IRF N10 C10 SING Y N 26 IRF N10 "C1'" SING N N 27 IRF "C1'" "C2'" SING N N 28 IRF "C1'" "H1'1" SING N N 29 IRF "C1'" "H1'2" SING N N 30 IRF "C2'" "O2'" SING N N 31 IRF "C2'" "C3'" SING N N 32 IRF "C2'" "H2'" SING N N 33 IRF "O2'" HA SING N N 34 IRF "C3'" "O3'" SING N N 35 IRF "C3'" "C4'" SING N N 36 IRF "C3'" "H3'" SING N N 37 IRF "O3'" HB SING N N 38 IRF "C4'" "O4'" SING N N 39 IRF "C4'" "C5'" SING N N 40 IRF "C4'" "H4'" SING N N 41 IRF "O4'" HC SING N N 42 IRF "C5'" "O5'" SING N N 43 IRF "C5'" "H5'1" SING N N 44 IRF "C5'" "H5'2" SING N N 45 IRF "O5'" "H5'" 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 IRF SMILES ACDLabs 10.04 "Ic2cc1N(C3=NC(=O)NC(=O)C3=Nc1cc2C)CC(O)C(O)C(O)CO" IRF SMILES_CANONICAL CACTVS 3.341 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1I" IRF SMILES CACTVS 3.341 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO)c2cc1I" IRF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1I)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO)O)O)O" IRF SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1I)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)O" IRF InChI InChI 1.03 "InChI=1S/C16H17IN4O6/c1-6-2-8-9(3-7(6)17)21(4-10(23)13(25)11(24)5-22)14-12(18-8)15(26)20-16(27)19-14/h2-3,10-11,13,22-25H,4-5H2,1H3,(H,20,26,27)/t10-,11+,13-/m0/s1" IRF InChIKey InChI 1.03 GXUZMSUHTJJUNU-LOWVWBTDSA-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 IRF "SYSTEMATIC NAME" ACDLabs 10.04 "1-deoxy-1-(8-iodo-7-methyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol" IRF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "8-iodo-7-methyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IRF "Create component" 2006-08-01 EBI IRF "Modify aromatic_flag" 2011-06-04 RCSB IRF "Modify descriptor" 2011-06-04 RCSB IRF "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id IRF _pdbx_chem_comp_synonyms.name "8-IODO-10-(D-RIBO-2,3,4,5-TETRAHYDROXYPENTYL)" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##