data_AFH # _chem_comp.id AFH _chem_comp.name "ADENOSINE-5'-DIPHOSPHATE-2-DEOXY-2-FLUORO HEPTOSE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H26 F N5 O15 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "[(2R,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHYL (2S,3R,4S,5S,6R)-6-[(1S)-1,2-DIHYDROXYETHYL]-3-FLUORO-4,5-DIHYDROXYTETRAHYDRO-2H-PYRAN-2-YL DIHYDROGEN DIPHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-07-24 _chem_comp.pdbx_modified_date 2021-03-13 _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 621.359 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AFH _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 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 AFH N9 N9 N 0 1 Y N N 47.797 11.774 5.569 6.100 0.394 0.098 N9 AFH 1 AFH C8 C8 C 0 1 Y N N 48.721 10.976 4.961 5.578 1.301 0.970 C8 AFH 2 AFH N7 N7 N 0 1 Y N N 49.790 10.855 5.727 6.487 2.171 1.304 N7 AFH 3 AFH C5 C5 C 0 1 Y N N 49.598 11.549 6.830 7.648 1.875 0.673 C5 AFH 4 AFH C6 C6 C 0 1 Y N N 50.342 11.831 8.027 8.930 2.449 0.641 C6 AFH 5 AFH N6 N6 N 0 1 N N N 51.557 11.296 8.156 9.220 3.577 1.389 N6 AFH 6 AFH N1 N1 N 0 1 Y N N 49.801 12.654 9.052 9.860 1.881 -0.120 N1 AFH 7 AFH C2 C2 C 0 1 Y N N 48.545 13.219 8.938 9.593 0.805 -0.838 C2 AFH 8 AFH N3 N3 N 0 1 Y N N 47.821 12.957 7.783 8.405 0.236 -0.844 N3 AFH 9 AFH C4 C4 C 0 1 Y N N 48.289 12.156 6.733 7.413 0.734 -0.113 C4 AFH 10 AFH C1D C1* C 0 1 N N R 46.434 12.187 5.059 5.391 -0.738 -0.504 C1D AFH 11 AFH C2D C2* C 0 1 N N R 46.513 12.858 3.686 5.598 -2.014 0.341 C2D AFH 12 AFH "O2'" O2* O 0 1 N N N 46.987 14.205 3.685 6.628 -2.831 -0.219 "O2'" AFH 13 AFH C3D C3* C 0 1 N N S 45.121 12.662 3.148 4.233 -2.737 0.268 C3D AFH 14 AFH C4D C4* C 0 1 N N R 44.755 11.349 3.708 3.365 -1.813 -0.615 C4D AFH 15 AFH O4D O4* O 0 1 N N N 45.568 11.081 4.867 3.965 -0.506 -0.483 O4D AFH 16 AFH O3D O3* O 0 1 N N N 44.180 13.653 3.596 4.377 -4.021 -0.342 O3D AFH 17 AFH C5D C5* C 0 1 N N N 44.891 10.349 2.571 1.922 -1.790 -0.109 C5D AFH 18 AFH O5D O5* O 0 1 N N N 43.707 10.448 1.697 1.129 -0.965 -0.966 O5D AFH 19 AFH PA PA P 0 1 N N S 42.592 9.373 1.484 -0.369 -0.987 -0.377 PA AFH 20 AFH O1A O1A O 0 1 N N N 41.925 9.591 0.259 -0.347 -0.571 1.043 O1A AFH 21 AFH O2A O2A O 0 1 N N N 41.583 9.363 2.545 -0.969 -2.476 -0.491 O2A AFH 22 AFH O3A O3A O 0 1 N N N 43.421 8.102 1.309 -1.291 0.029 -1.220 O3A AFH 23 AFH PB PB P 0 1 N N S 43.177 6.634 1.242 -2.569 0.368 -0.301 PB AFH 24 AFH O1B O1B O 0 1 N N N 43.747 6.041 -0.011 -3.018 -0.859 0.393 O1B AFH 25 AFH O2B O2B O 0 1 N N N 43.814 6.076 2.399 -2.166 1.484 0.788 O2B AFH 26 AFH O3B O3B O 0 1 N N N 41.571 6.529 1.425 -3.762 0.928 -1.226 O3B AFH 27 AFH "C1'" "C1'" C 0 1 N N S 40.951 5.508 0.964 -4.898 1.098 -0.377 "C1'" AFH 28 AFH "C2'" "C2'" C 0 1 N N R 40.003 4.861 1.984 -5.761 2.247 -0.905 "C2'" AFH 29 AFH "C3'" "C3'" C 0 1 N N S 39.308 3.655 1.298 -6.958 2.444 0.032 "C3'" AFH 30 AFH "C4'" "C4'" C 0 1 N N S 38.518 4.221 0.097 -7.683 1.102 0.188 "C4'" AFH 31 AFH "C5'" "C5'" C 0 1 N N R 39.479 4.900 -0.918 -6.676 0.039 0.632 "C5'" AFH 32 AFH "C6'" "C6'" C 0 1 N N S 38.782 5.532 -2.171 -7.398 -1.296 0.822 "C6'" AFH 33 AFH "C7'" "C7'" C 0 1 N N N 39.725 6.201 -3.211 -6.376 -2.386 1.153 "C7'" AFH 34 AFH F F F 0 1 N N N 40.740 4.432 3.110 -5.002 3.421 -0.948 F AFH 35 AFH "O3'" "O3'" O 0 1 N N N 38.424 3.020 2.218 -7.852 3.410 -0.524 "O3'" AFH 36 AFH "O4'" "O4'" O 0 1 N N N 37.837 3.197 -0.605 -8.714 1.225 1.170 "O4'" AFH 37 AFH "O5'" "O5'" O 0 1 N N N 40.256 5.976 -0.239 -5.660 -0.108 -0.358 "O5'" AFH 38 AFH "O6'" "O6'" O 0 1 N N N 37.826 6.498 -1.719 -8.089 -1.639 -0.381 "O6'" AFH 39 AFH "O7'" "O7'" O 0 1 N N N 41.123 6.168 -2.921 -7.060 -3.607 1.444 "O7'" AFH 40 AFH H8 H8 H 0 1 N N N 48.597 10.511 3.994 4.560 1.299 1.331 H8 AFH 41 AFH HN61 1HN6 H 0 0 N N N 52.007 10.706 7.485 10.110 3.961 1.362 HN61 AFH 42 AFH HN62 2HN6 H 0 0 N N N 51.945 11.581 9.033 8.532 3.984 1.938 HN62 AFH 43 AFH H2 H2 H 0 1 N N N 48.140 13.843 9.721 10.378 0.375 -1.442 H2 AFH 44 AFH H1D H1* H 0 1 N N N 46.054 12.871 5.833 5.734 -0.900 -1.526 H1D AFH 45 AFH H2D H2* H 0 1 N N N 47.284 12.410 3.041 5.838 -1.753 1.372 H2D AFH 46 AFH "HO2'" HO2* H 0 0 N N N 47.092 14.505 4.580 6.668 -3.636 0.315 "HO2'" AFH 47 AFH H3D H3* H 0 1 N N N 45.098 12.737 2.051 3.797 -2.834 1.262 H3D AFH 48 AFH H4D H4* H 0 1 N N N 43.721 11.295 4.079 3.397 -2.142 -1.654 H4D AFH 49 AFH HO3A HO3* H 0 0 N N N 43.973 13.503 4.511 4.926 -4.552 0.252 HO3A AFH 50 AFH "H5'1" 1H5* H 0 0 N N N 44.965 9.331 2.980 1.521 -2.804 -0.108 "H5'1" AFH 51 AFH "H5'2" 2H5* H 0 0 N N N 45.798 10.572 1.990 1.898 -1.389 0.904 "H5'2" AFH 52 AFH HO2A HO2A H 0 0 N N N 42.013 9.361 3.392 -0.966 -2.708 -1.430 HO2A AFH 53 AFH HO2B HO2B H 0 0 N N N 44.739 5.953 2.223 -1.880 2.265 0.295 HO2B AFH 54 AFH "H1'" "H1'" H 0 1 N N N 41.658 4.699 0.727 -4.564 1.331 0.634 "H1'" AFH 55 AFH "H2'" "H2'" H 0 1 N N N 39.246 5.583 2.323 -6.118 2.006 -1.907 "H2'" AFH 56 AFH "H3'" "H3'" H 0 1 N N N 40.042 2.906 0.965 -6.609 2.786 1.006 "H3'" AFH 57 AFH "H4'" "H4'" H 0 1 N N N 37.799 4.944 0.509 -8.122 0.812 -0.767 "H4'" AFH 58 AFH "H5'" "H5'" H 0 1 N N N 40.121 4.085 -1.284 -6.222 0.343 1.575 "H5'" AFH 59 AFH "H6'" "H6'" H 0 1 N N N 38.321 4.690 -2.707 -8.114 -1.209 1.640 "H6'" AFH 60 AFH "H7'1" "1H7'" H 0 0 N N N 39.450 7.266 -3.215 -5.715 -2.535 0.299 "H7'1" AFH 61 AFH "H7'2" "2H7'" H 0 0 N N N 39.579 5.676 -4.166 -5.789 -2.082 2.019 "H7'2" AFH 62 AFH "HO3'" "HO3'" H 0 0 N N N 38.873 2.879 3.043 -7.355 4.236 -0.604 "HO3'" AFH 63 AFH "HO4'" "HO4'" H 0 0 N N N 37.684 3.474 -1.501 -9.325 1.903 0.851 "HO4'" AFH 64 AFH "HO6'" "HO6'" H 0 0 N N N 37.614 6.332 -0.808 -7.421 -1.706 -1.077 "HO6'" AFH 65 AFH "HO7'" "HO7'" H 0 0 N N N 41.615 6.161 -3.733 -6.381 -4.265 1.646 "HO7'" AFH 66 # # 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 AFH N9 C8 SING Y N 1 AFH N9 C4 SING Y N 2 AFH N9 C1D SING N N 3 AFH C8 N7 DOUB Y N 4 AFH C8 H8 SING N N 5 AFH N7 C5 SING Y N 6 AFH C5 C6 SING Y N 7 AFH C5 C4 DOUB Y N 8 AFH C6 N6 SING N N 9 AFH C6 N1 DOUB Y N 10 AFH N6 HN61 SING N N 11 AFH N6 HN62 SING N N 12 AFH N1 C2 SING Y N 13 AFH C2 N3 DOUB Y N 14 AFH C2 H2 SING N N 15 AFH N3 C4 SING Y N 16 AFH C1D C2D SING N N 17 AFH C1D O4D SING N N 18 AFH C1D H1D SING N N 19 AFH C2D "O2'" SING N N 20 AFH C2D C3D SING N N 21 AFH C2D H2D SING N N 22 AFH "O2'" "HO2'" SING N N 23 AFH C3D C4D SING N N 24 AFH C3D O3D SING N N 25 AFH C3D H3D SING N N 26 AFH C4D O4D SING N N 27 AFH C4D C5D SING N N 28 AFH C4D H4D SING N N 29 AFH O3D HO3A SING N N 30 AFH C5D O5D SING N N 31 AFH C5D "H5'1" SING N N 32 AFH C5D "H5'2" SING N N 33 AFH O5D PA SING N N 34 AFH PA O1A DOUB N N 35 AFH PA O2A SING N N 36 AFH PA O3A SING N N 37 AFH O2A HO2A SING N N 38 AFH O3A PB SING N N 39 AFH PB O1B DOUB N N 40 AFH PB O2B SING N N 41 AFH PB O3B SING N N 42 AFH O2B HO2B SING N N 43 AFH O3B "C1'" SING N N 44 AFH "C1'" "C2'" SING N N 45 AFH "C1'" "O5'" SING N N 46 AFH "C1'" "H1'" SING N N 47 AFH "C2'" "C3'" SING N N 48 AFH "C2'" F SING N N 49 AFH "C2'" "H2'" SING N N 50 AFH "C3'" "C4'" SING N N 51 AFH "C3'" "O3'" SING N N 52 AFH "C3'" "H3'" SING N N 53 AFH "C4'" "C5'" SING N N 54 AFH "C4'" "O4'" SING N N 55 AFH "C4'" "H4'" SING N N 56 AFH "C5'" "C6'" SING N N 57 AFH "C5'" "O5'" SING N N 58 AFH "C5'" "H5'" SING N N 59 AFH "C6'" "C7'" SING N N 60 AFH "C6'" "O6'" SING N N 61 AFH "C6'" "H6'" SING N N 62 AFH "C7'" "O7'" SING N N 63 AFH "C7'" "H7'1" SING N N 64 AFH "C7'" "H7'2" SING N N 65 AFH "O3'" "HO3'" SING N N 66 AFH "O4'" "HO4'" SING N N 67 AFH "O6'" "HO6'" SING N N 68 AFH "O7'" "HO7'" SING N N 69 # # 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 AFH SMILES ACDLabs 10.04 "O=P(OC1OC(C(O)C(O)C1F)C(O)CO)(O)OP(=O)(O)OCC4OC(n2c3ncnc(N)c3nc2)C(O)C4O" AFH SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)O[C@@H]4O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@H]4F)[C@@H](O)[C@H]3O" AFH SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[CH]4O[CH]([CH](O)CO)[CH](O)[CH](O)[CH]4F)[CH](O)[CH]3O" AFH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)[C@H](CO)O)O)O)F)O)O)N" AFH SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)C(CO)O)O)O)F)O)O)N" AFH InChI InChI 1.03 "InChI=1S/C17H26FN5O15P2/c18-7-10(27)11(28)13(5(25)1-24)36-17(7)37-40(32,33)38-39(30,31)34-2-6-9(26)12(29)16(35-6)23-4-22-8-14(19)20-3-21-15(8)23/h3-7,9-13,16-17,24-29H,1-2H2,(H,30,31)(H,32,33)(H2,19,20,21)/t5-,6+,7+,9+,10+,11-,12+,13+,16+,17-/m0/s1" AFH InChIKey InChI 1.03 SUPCMUQXGKOKIM-FJBXLJLUSA-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 AFH "SYSTEMATIC NAME" ACDLabs 10.04 "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2S,3R,4S,5S,6R)-6-[(1S)-1,2-dihydroxyethyl]-3-fluoro-4,5-dihydroxytetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" AFH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[(2S,3R,4S,5S,6R)-6-[(1S)-1,2-dihydroxyethyl]-3-fluoro-4,5-dihydroxy-oxan-2-yl]oxy-hydroxy-phosphoryl] hydrogen 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 AFH "Create component" 2006-07-24 RCSB AFH "Modify descriptor" 2011-06-04 RCSB AFH "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AFH _pdbx_chem_comp_synonyms.name "[(2R,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHYL (2S,3R,4S,5S,6R)-6-[(1S)-1,2-DIHYDROXYETHYL]-3-FLUORO-4,5-DIHYDROXYTETRAHYDRO-2H-PYRAN-2-YL DIHYDROGEN DIPHOSPHATE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##