data_2FI # _chem_comp.id 2FI _chem_comp.name "2'-fluoro-2'-deoxyinosine" _chem_comp.type "DNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H12 F N4 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "9-(2-deoxy-2-fluoro-5-O-phosphono-beta-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-28 _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 350.197 _chem_comp.one_letter_code N _chem_comp.three_letter_code 2FI _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 3CWS _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 2FI O3P O3P O 0 1 N Y N 35.762 -9.252 6.064 4.675 -1.821 1.173 O3P 2FI 1 2FI P P P 0 1 N N N 36.360 -10.114 4.841 4.857 -0.941 -0.163 P 2FI 2 2FI O1P O1P O 0 1 N N N 36.825 -9.181 3.768 5.885 0.098 0.067 O1P 2FI 3 2FI O2P O2P O 0 1 N N N 35.433 -11.221 4.473 5.320 -1.895 -1.374 O2P 2FI 4 2FI "O5'" "O5'" O 0 1 N N N 37.680 -10.779 5.440 3.458 -0.239 -0.538 "O5'" 2FI 5 2FI O6 O6 O 0 1 N N N 32.245 -15.028 11.340 -5.735 -2.194 0.628 O6 2FI 6 2FI C6 C6 C 0 1 N N N 33.452 -14.789 11.293 -5.139 -1.282 0.083 C6 2FI 7 2FI N1 N1 N 0 1 N N N 34.308 -15.276 12.309 -5.794 -0.391 -0.696 N1 2FI 8 2FI C2 C2 C 0 1 N N N 35.684 -15.070 12.363 -5.119 0.620 -1.298 C2 2FI 9 2FI N3 N3 N 0 1 N N N 36.361 -14.376 11.427 -3.833 0.777 -1.158 N3 2FI 10 2FI C4 C4 C 0 1 Y N N 35.548 -13.888 10.428 -3.108 -0.061 -0.404 C4 2FI 11 2FI C5 C5 C 0 1 Y N N 34.163 -14.047 10.285 -3.741 -1.122 0.251 C5 2FI 12 2FI N7 N7 N 0 1 Y N N 33.706 -13.408 9.141 -2.789 -1.796 0.938 N7 2FI 13 2FI C8 C8 C 0 1 Y N N 34.788 -12.892 8.611 -1.636 -1.220 0.753 C8 2FI 14 2FI N9 N9 N 0 1 Y N N 35.936 -13.144 9.336 -1.783 -0.149 -0.077 N9 2FI 15 2FI "F1'" "F1'" F 0 1 N N N 37.239 -14.456 7.393 -1.190 1.717 1.645 "F1'" 2FI 16 2FI "C2'" "C2'" C 0 1 N N S 38.058 -13.619 8.075 -0.652 2.000 0.384 "C2'" 2FI 17 2FI "C5'" "C5'" C 0 1 N N N 38.327 -10.226 6.592 2.836 0.747 0.289 "C5'" 2FI 18 2FI "C4'" "C4'" C 0 1 N N R 38.478 -11.270 7.679 1.526 1.203 -0.358 "C4'" 2FI 19 2FI "O4'" "O4'" O 0 1 N N N 37.261 -11.437 8.408 0.571 0.120 -0.377 "O4'" 2FI 20 2FI "C1'" "C1'" C 0 1 N N R 37.296 -12.714 9.029 -0.719 0.752 -0.525 "C1'" 2FI 21 2FI "C3'" "C3'" C 0 1 N N R 38.840 -12.668 7.175 0.859 2.303 0.496 "C3'" 2FI 22 2FI "O3'" "O3'" O 0 1 N N N 40.245 -12.959 7.330 1.151 3.596 -0.036 "O3'" 2FI 23 2FI HO3P HO3P H 0 0 N Y N 35.644 -9.814 6.821 4.016 -2.523 1.095 HO3P 2FI 24 2FI HO2P HO2P H 0 0 N N N 35.236 -11.174 3.545 6.158 -2.352 -1.217 HO2P 2FI 25 2FI HN1 HN1 H 0 1 N N N 33.892 -15.810 13.046 -6.751 -0.476 -0.824 HN1 2FI 26 2FI H2 H2 H 0 1 N N N 36.235 -15.486 13.194 -5.666 1.317 -1.915 H2 2FI 27 2FI H8 H8 H 0 1 N N N 34.782 -12.323 7.693 -0.701 -1.549 1.184 H8 2FI 28 2FI "H2'" "H2'" H 0 1 N N N 38.734 -14.305 8.606 -1.179 2.836 -0.076 "H2'" 2FI 29 2FI "H5'" "H5'" H 0 1 N N N 39.324 -9.863 6.303 2.627 0.319 1.270 "H5'" 2FI 30 2FI "H5'A" "H5'A" H 0 0 N N N 37.712 -9.400 6.979 3.503 1.601 0.400 "H5'A" 2FI 31 2FI "H4'" "H4'" H 0 1 N N N 39.300 -10.877 8.296 1.710 1.565 -1.370 "H4'" 2FI 32 2FI "H1'" "H1'" H 0 1 N N N 37.813 -12.724 10.000 -0.881 1.047 -1.561 "H1'" 2FI 33 2FI "H3'" "H3'" H 0 1 N N N 38.606 -12.761 6.104 1.186 2.232 1.533 "H3'" 2FI 34 2FI "HO3'" "HO3'" H 0 0 N N N 40.652 -13.023 6.474 0.708 4.321 0.427 "HO3'" 2FI 35 # # 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 2FI P O3P SING N N 1 2FI O3P HO3P SING N N 2 2FI O1P P DOUB N N 3 2FI O2P P SING N N 4 2FI P "O5'" SING N N 5 2FI O2P HO2P SING N N 6 2FI "O5'" "C5'" SING N N 7 2FI C6 O6 DOUB N N 8 2FI C5 C6 SING N N 9 2FI C6 N1 SING N N 10 2FI N1 C2 SING N N 11 2FI N1 HN1 SING N N 12 2FI N3 C2 DOUB N N 13 2FI C2 H2 SING N N 14 2FI C4 N3 SING N N 15 2FI N9 C4 SING Y N 16 2FI C5 C4 DOUB Y N 17 2FI N7 C5 SING Y N 18 2FI C8 N7 DOUB Y N 19 2FI C8 N9 SING Y N 20 2FI C8 H8 SING N N 21 2FI "C1'" N9 SING N N 22 2FI "F1'" "C2'" SING N N 23 2FI "C3'" "C2'" SING N N 24 2FI "C2'" "C1'" SING N N 25 2FI "C2'" "H2'" SING N N 26 2FI "C5'" "C4'" SING N N 27 2FI "C5'" "H5'" SING N N 28 2FI "C5'" "H5'A" SING N N 29 2FI "C3'" "C4'" SING N N 30 2FI "C4'" "O4'" SING N N 31 2FI "C4'" "H4'" SING N N 32 2FI "O4'" "C1'" SING N N 33 2FI "C1'" "H1'" SING N N 34 2FI "C3'" "O3'" SING N N 35 2FI "C3'" "H3'" SING N N 36 2FI "O3'" "HO3'" 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 2FI SMILES ACDLabs 10.04 "O=C1c2ncn(c2N=CN1)C3OC(C(O)C3F)COP(=O)(O)O" 2FI SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@H](F)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3C(=O)NC=Nc23" 2FI SMILES CACTVS 3.341 "O[CH]1[CH](F)[CH](O[CH]1CO[P](O)(O)=O)n2cnc3C(=O)NC=Nc23" 2FI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)F)N=CNC2=O" 2FI SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)O)O)F)N=CNC2=O" 2FI InChI InChI 1.03 "InChI=1S/C10H12FN4O7P/c11-5-7(16)4(1-21-23(18,19)20)22-10(5)15-3-14-6-8(15)12-2-13-9(6)17/h2-5,7,10,16H,1H2,(H,12,13,17)(H2,18,19,20)/t4-,5+,7-,10-/m1/s1" 2FI InChIKey InChI 1.03 HMMSHEYLIDBUMQ-GQTRHBFLSA-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 2FI "SYSTEMATIC NAME" ACDLabs 10.04 "9-(2-deoxy-2-fluoro-5-O-phosphono-beta-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one" 2FI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4S,5R)-4-fluoro-3-hydroxy-5-(6-oxo-1H-purin-9-yl)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 2FI "Create component" 2008-04-28 RCSB 2FI "Modify aromatic_flag" 2011-06-04 RCSB 2FI "Modify descriptor" 2011-06-04 RCSB 2FI "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2FI _pdbx_chem_comp_synonyms.name "9-(2-deoxy-2-fluoro-5-O-phosphono-beta-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##