data_AFX # _chem_comp.id AFX _chem_comp.name "(4S,5S)-4-(6-amino-9H-purin-9-yl)-3-fluoro-5-hydroxy-2-(hydroxymethyl)cyclopent-2-en-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H10 F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-29 _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 279.227 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AFX _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 3NJ4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 AFX C1 C1 C 0 1 N N N 33.473 -8.216 89.524 -4.048 -1.174 -0.188 C1 AFX 1 AFX F1 F1 F 0 1 N N N 32.694 -9.121 86.852 -1.528 -1.783 1.203 F1 AFX 2 AFX N1 N1 N 0 1 Y N N 32.208 -7.667 80.931 4.414 0.094 0.770 N1 AFX 3 AFX O1 O1 O 0 1 N N N 34.311 -9.368 89.357 -3.772 -2.413 0.469 O1 AFX 4 AFX C2 C2 C 0 1 Y N N 33.361 -7.816 81.620 3.586 0.560 1.687 C2 AFX 5 AFX N3 N3 N 0 1 Y N N 33.583 -7.593 82.927 2.285 0.620 1.499 N3 AFX 6 AFX C4 C4 C 0 1 Y N N 32.387 -7.118 83.726 1.745 0.206 0.358 C4 AFX 7 AFX C5 C5 C 0 1 Y N N 31.107 -6.938 83.042 2.584 -0.299 -0.650 C5 AFX 8 AFX C6 C6 C 0 1 Y N N 31.093 -7.251 81.564 3.967 -0.343 -0.403 C6 AFX 9 AFX N6 N6 N 0 1 N N N 30.006 -7.127 80.835 4.842 -0.829 -1.358 N6 AFX 10 AFX N7 N7 N 0 1 Y N N 30.102 -6.503 83.893 1.791 -0.647 -1.692 N7 AFX 11 AFX C8 C8 C 0 1 Y N N 30.848 -6.445 85.046 0.550 -0.394 -1.395 C8 AFX 12 AFX N9 N9 N 0 1 Y N N 32.191 -6.779 85.062 0.469 0.133 -0.141 N9 AFX 13 AFX "C1'" "C1'" C 0 1 N N S 33.341 -6.887 85.919 -0.756 0.546 0.549 "C1'" AFX 14 AFX "C2'" "C2'" C 0 1 N N S 33.850 -5.585 86.618 -1.474 1.651 -0.248 "C2'" AFX 15 AFX "O2'" "O2'" O 0 1 N N N 34.902 -4.917 85.920 -1.644 2.820 0.557 "O2'" AFX 16 AFX "C3'" "C3'" C 0 1 N N N 33.981 -5.995 88.104 -2.816 1.041 -0.588 "C3'" AFX 17 AFX "O3'" "O3'" O 0 1 N N N 34.381 -5.260 89.008 -3.704 1.580 -1.217 "O3'" AFX 18 AFX "C4'" "C4'" C 0 1 N N N 33.523 -7.428 88.258 -2.859 -0.257 -0.049 "C4'" AFX 19 AFX "C5'" "C5'" C 0 1 N N N 33.178 -7.847 87.058 -1.743 -0.595 0.596 "C5'" AFX 20 AFX H1 H1 H 0 1 N N N 32.439 -8.529 89.732 -4.243 -1.358 -1.244 H1 AFX 21 AFX H1A H1A H 0 1 N N N 33.836 -7.604 90.363 -4.921 -0.708 0.268 H1A AFX 22 AFX HO1 HO1 H 0 1 N N N 34.297 -9.888 90.152 -4.496 -3.053 0.420 HO1 AFX 23 AFX H2 H2 H 0 1 N N N 34.211 -8.157 81.048 3.992 0.905 2.627 H2 AFX 24 AFX HN6 HN6 H 0 1 N N N 30.209 -7.377 79.888 5.794 -0.853 -1.176 HN6 AFX 25 AFX HN6A HN6A H 0 0 N N N 29.294 -7.731 81.193 4.503 -1.145 -2.210 HN6A AFX 26 AFX H8 H8 H 0 1 N N N 30.374 -6.130 85.964 -0.292 -0.574 -2.047 H8 AFX 27 AFX "H1'" "H1'" H 0 1 N N N 34.064 -7.219 85.160 -0.525 0.893 1.556 "H1'" AFX 28 AFX "H2'" "H2'" H 0 1 N N N 33.171 -4.721 86.584 -0.919 1.890 -1.155 "H2'" AFX 29 AFX "HO2'" "HO2'" H 0 0 N N N 35.158 -4.139 86.402 -2.091 3.548 0.104 "HO2'" AFX 30 # 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 AFX C1 O1 SING N N 1 AFX C1 "C4'" SING N N 2 AFX F1 "C5'" SING N N 3 AFX N1 C2 DOUB Y N 4 AFX N1 C6 SING Y N 5 AFX C2 N3 SING Y N 6 AFX N3 C4 DOUB Y N 7 AFX C4 C5 SING Y N 8 AFX C4 N9 SING Y N 9 AFX C5 C6 DOUB Y N 10 AFX C5 N7 SING Y N 11 AFX C6 N6 SING N N 12 AFX N7 C8 DOUB Y N 13 AFX C8 N9 SING Y N 14 AFX N9 "C1'" SING N N 15 AFX "C1'" "C2'" SING N N 16 AFX "C1'" "C5'" SING N N 17 AFX "C2'" "O2'" SING N N 18 AFX "C2'" "C3'" SING N N 19 AFX "C3'" "O3'" DOUB N N 20 AFX "C3'" "C4'" SING N N 21 AFX "C4'" "C5'" DOUB N N 22 AFX C1 H1 SING N N 23 AFX C1 H1A SING N N 24 AFX O1 HO1 SING N N 25 AFX C2 H2 SING N N 26 AFX N6 HN6 SING N N 27 AFX N6 HN6A SING N N 28 AFX C8 H8 SING N N 29 AFX "C1'" "H1'" SING N N 30 AFX "C2'" "H2'" SING N N 31 AFX "O2'" "HO2'" SING N N 32 # 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 AFX SMILES ACDLabs 12.01 "FC1=C(C(=O)C(O)C1n2c3ncnc(c3nc2)N)CO" AFX SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cnc12)[C@H]3[C@H](O)C(=O)C(=C3F)CO" AFX SMILES CACTVS 3.370 "Nc1ncnc2n(cnc12)[CH]3[CH](O)C(=O)C(=C3F)CO" AFX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H](C(=O)C(=C3F)CO)O)N" AFX SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(C(=O)C(=C3F)CO)O)N" AFX InChI InChI 1.03 "InChI=1S/C11H10FN5O3/c12-5-4(1-18)8(19)9(20)7(5)17-3-16-6-10(13)14-2-15-11(6)17/h2-3,7,9,18,20H,1H2,(H2,13,14,15)/t7-,9+/m1/s1" AFX InChIKey InChI 1.03 DMGPQGOOCCLGOU-APPZFPTMSA-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 AFX "SYSTEMATIC NAME" ACDLabs 12.01 "(4S,5S)-4-(6-amino-9H-purin-9-yl)-3-fluoro-5-hydroxy-2-(hydroxymethyl)cyclopent-2-en-1-one" AFX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(4S,5S)-4-(6-aminopurin-9-yl)-3-fluoro-5-hydroxy-2-(hydroxymethyl)cyclopent-2-en-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AFX "Create component" 2010-06-29 PDBJ AFX "Modify aromatic_flag" 2011-06-04 RCSB AFX "Modify descriptor" 2011-06-04 RCSB #