data_F3N # _chem_comp.id F3N _chem_comp.name ;3'-deoxy-3'-(L-phenylalanylamino)adenosine 5'-(dihydrogen phosphate) ; _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C19 H24 N7 O7 P" _chem_comp.mon_nstd_parent_comp_id A _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-18 _chem_comp.pdbx_modified_date 2014-08-15 _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 493.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F3N _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 4QCM _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 F3N P P P 0 1 N N N 90.306 -48.358 0.151 0.054 5.181 0.164 P F3N 1 F3N OP1 OP1 O 0 1 N N N 91.329 -49.290 -0.356 1.480 5.345 -0.197 OP1 F3N 2 F3N OP2 OP2 O 0 1 N N N 90.536 -46.895 0.095 -0.869 5.635 -1.075 OP2 F3N 3 F3N "C1'" "C1'" C 0 1 N N R 85.631 -48.344 1.028 -2.047 -0.282 0.468 "C1'" F3N 4 F3N "C2'" "C2'" C 0 1 N N R 85.009 -48.577 -0.346 -1.059 -0.965 -0.504 "C2'" F3N 5 F3N "O2'" "O2'" O 0 1 N N N 84.023 -49.606 -0.210 -0.575 -2.189 0.053 "O2'" F3N 6 F3N "C3'" "C3'" C 0 1 N N S 86.176 -49.084 -1.152 0.091 0.056 -0.650 "C3'" F3N 7 F3N "N3'" "N3'" N 0 1 N N N 85.779 -49.981 -2.252 1.352 -0.521 -0.175 "N3'" F3N 8 F3N "C4'" "C4'" C 0 1 N N S 86.926 -49.907 -0.131 -0.337 1.235 0.251 "C4'" F3N 9 F3N "O4'" "O4'" O 0 1 N N N 86.857 -49.122 1.076 -1.775 1.130 0.337 "O4'" F3N 10 F3N "C5'" "C5'" C 0 1 N N N 88.386 -50.003 -0.544 0.063 2.566 -0.388 "C5'" F3N 11 F3N "O5'" "O5'" O 0 1 N N N 88.915 -48.682 -0.568 -0.237 3.636 0.511 "O5'" F3N 12 F3N N9 N9 N 0 1 Y N N 85.949 -46.909 1.236 -3.429 -0.574 0.079 N9 F3N 13 F3N C8 C8 C 0 1 Y N N 86.867 -46.175 0.586 -4.209 0.176 -0.751 C8 F3N 14 F3N N7 N7 N 0 1 Y N N 86.839 -44.938 1.050 -5.381 -0.376 -0.877 N7 F3N 15 F3N C6 C6 C 0 1 Y N N 85.499 -43.862 2.754 -6.403 -2.492 0.104 C6 F3N 16 F3N N6 N6 N 0 1 N N N 86.059 -42.655 2.625 -7.655 -2.406 -0.480 N6 F3N 17 F3N C5 C5 C 0 1 Y N N 85.922 -44.867 1.984 -5.427 -1.511 -0.139 C5 F3N 18 F3N C4 C4 C 0 1 Y N N 85.363 -46.067 2.108 -4.174 -1.654 0.479 C4 F3N 19 F3N N3 N3 N 0 1 Y N N 84.383 -46.274 3.007 -3.957 -2.705 1.263 N3 F3N 20 F3N C2 C2 C 0 1 Y N N 83.972 -45.257 3.778 -4.899 -3.603 1.458 C2 F3N 21 F3N N1 N1 N 0 1 Y N N 84.528 -44.047 3.648 -6.091 -3.513 0.896 N1 F3N 22 F3N C C C 0 1 N N N 86.547 -50.123 -3.349 2.118 -1.248 -1.013 C F3N 23 F3N O O O 0 1 N N N 87.500 -49.401 -3.620 1.763 -1.425 -2.159 O F3N 24 F3N CA CA C 0 1 N N S 86.195 -51.310 -4.237 3.414 -1.841 -0.525 CA F3N 25 F3N N N N 0 1 N N N 86.433 -51.038 -5.679 3.814 -2.942 -1.412 N F3N 26 F3N CB CB C 0 1 N N N 87.070 -52.461 -3.724 4.501 -0.763 -0.529 CB F3N 27 F3N CG CG C 0 1 Y N N 86.706 -53.689 -4.260 5.764 -1.322 0.073 CG F3N 28 F3N CD1 CD1 C 0 1 Y N N 87.519 -54.302 -5.207 5.985 -1.220 1.434 CD1 F3N 29 F3N CE1 CE1 C 0 1 Y N N 87.166 -55.541 -5.728 7.142 -1.737 1.987 CE1 F3N 30 F3N CZ CZ C 0 1 Y N N 86.006 -56.172 -5.297 8.077 -2.356 1.179 CZ F3N 31 F3N CE2 CE2 C 0 1 Y N N 85.196 -55.563 -4.346 7.856 -2.459 -0.181 CE2 F3N 32 F3N CD2 CD2 C 0 1 Y N N 85.551 -54.326 -3.821 6.700 -1.941 -0.735 CD2 F3N 33 F3N OP3 OP3 O 0 1 N Y N 90.013 -48.736 1.676 -0.284 6.092 1.447 OP3 F3N 34 F3N HOP2 HOP2 H 0 0 N N N 91.386 -46.722 -0.293 -1.818 5.554 -0.909 HOP2 F3N 35 F3N "H1'" "H1'" H 0 1 N N N 84.932 -48.687 1.805 -1.864 -0.610 1.491 "H1'" F3N 36 F3N "H2'" "H2'" H 0 1 N N N 84.600 -47.645 -0.764 -1.536 -1.148 -1.467 "H2'" F3N 37 F3N "HO2'" "HO2'" H 0 0 N N N 83.291 -49.278 0.299 -1.266 -2.845 0.222 "HO2'" F3N 38 F3N "H3'" "H3'" H 0 1 N N N 86.795 -48.251 -1.516 0.184 0.380 -1.686 "H3'" F3N 39 F3N H6 H6 H 0 1 N N N 84.923 -50.494 -2.182 1.636 -0.379 0.741 H6 F3N 40 F3N "H4'" "H4'" H 0 1 N N N 86.478 -50.905 -0.011 0.110 1.139 1.241 "H4'" F3N 41 F3N "H5'" "H5'" H 0 1 N N N 88.464 -50.456 -1.543 1.131 2.560 -0.602 "H5'" F3N 42 F3N "H5''" "H5''" H 0 0 N N N 88.941 -50.616 0.181 -0.493 2.705 -1.316 "H5''" F3N 43 F3N H8 H8 H 0 1 N N N 87.523 -46.538 -0.191 -3.900 1.092 -1.232 H8 F3N 44 F3N H61 H61 H 0 1 N N N 85.633 -42.019 3.269 -8.317 -3.095 -0.313 H61 F3N 45 F3N H62 H62 H 0 1 N N N 87.038 -42.720 2.818 -7.871 -1.656 -1.056 H62 F3N 46 F3N HA HA H 0 1 N N N 85.138 -51.571 -4.083 3.282 -2.220 0.488 HA F3N 47 F3N H H H 0 1 N N N 85.847 -50.284 -5.978 3.143 -3.695 -1.377 H F3N 48 F3N H2 H2 H 0 1 N N N 83.190 -45.415 4.506 -4.690 -4.445 2.101 H2 F3N 49 F3N HB3 HB3 H 0 1 N N N 86.977 -52.513 -2.629 4.696 -0.447 -1.554 HB3 F3N 50 F3N HB2 HB2 H 0 1 N N N 88.116 -52.255 -3.994 4.166 0.092 0.058 HB2 F3N 51 F3N HD1 HD1 H 0 1 N N N 88.425 -53.815 -5.538 5.254 -0.737 2.065 HD1 F3N 52 F3N HE1 HE1 H 0 1 N N N 87.794 -56.014 -6.469 7.315 -1.658 3.050 HE1 F3N 53 F3N HZ HZ H 0 1 N N N 85.734 -57.136 -5.701 8.981 -2.760 1.611 HZ F3N 54 F3N HE2 HE2 H 0 1 N N N 84.291 -56.051 -4.015 8.587 -2.942 -0.812 HE2 F3N 55 F3N HD2 HD2 H 0 1 N N N 84.929 -53.859 -3.071 6.525 -2.024 -1.797 HD2 F3N 56 F3N HOP3 HOP3 H 0 0 N N N 90.555 -49.474 1.930 -0.132 7.037 1.310 HOP3 F3N 57 F3N H1 H1 H 0 1 N N N 87.392 -50.790 -5.818 3.943 -2.615 -2.358 H1 F3N 58 # 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 F3N CE1 CZ DOUB Y N 1 F3N CE1 CD1 SING Y N 2 F3N N CA SING N N 3 F3N CZ CE2 SING Y N 4 F3N CD1 CG DOUB Y N 5 F3N CE2 CD2 DOUB Y N 6 F3N CG CD2 SING Y N 7 F3N CG CB SING N N 8 F3N CA CB SING N N 9 F3N CA C SING N N 10 F3N O C DOUB N N 11 F3N C "N3'" SING N N 12 F3N "N3'" "C3'" SING N N 13 F3N "C3'" "C2'" SING N N 14 F3N "C3'" "C4'" SING N N 15 F3N "O5'" "C5'" SING N N 16 F3N "O5'" P SING N N 17 F3N "C5'" "C4'" SING N N 18 F3N OP1 P DOUB N N 19 F3N "C2'" "O2'" SING N N 20 F3N "C2'" "C1'" SING N N 21 F3N "C4'" "O4'" SING N N 22 F3N OP2 P SING N N 23 F3N C8 N7 DOUB Y N 24 F3N C8 N9 SING Y N 25 F3N "C1'" "O4'" SING N N 26 F3N "C1'" N9 SING N N 27 F3N N7 C5 SING Y N 28 F3N N9 C4 SING Y N 29 F3N C5 C4 DOUB Y N 30 F3N C5 C6 SING Y N 31 F3N C4 N3 SING Y N 32 F3N N6 C6 SING N N 33 F3N C6 N1 DOUB Y N 34 F3N N3 C2 DOUB Y N 35 F3N N1 C2 SING Y N 36 F3N P OP3 SING N N 37 F3N OP2 HOP2 SING N N 38 F3N "C1'" "H1'" SING N N 39 F3N "C2'" "H2'" SING N N 40 F3N "O2'" "HO2'" SING N N 41 F3N "C3'" "H3'" SING N N 42 F3N "N3'" H6 SING N N 43 F3N "C4'" "H4'" SING N N 44 F3N "C5'" "H5'" SING N N 45 F3N "C5'" "H5''" SING N N 46 F3N C8 H8 SING N N 47 F3N N6 H61 SING N N 48 F3N N6 H62 SING N N 49 F3N C2 H2 SING N N 50 F3N CA HA SING N N 51 F3N N H SING N N 52 F3N CB HB3 SING N N 53 F3N CB HB2 SING N N 54 F3N CD1 HD1 SING N N 55 F3N CE1 HE1 SING N N 56 F3N CZ HZ SING N N 57 F3N CE2 HE2 SING N N 58 F3N CD2 HD2 SING N N 59 F3N OP3 HOP3 SING N N 60 F3N N H1 SING N N 61 # 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 F3N SMILES ACDLabs 12.01 "O=P(O)(O)OCC4OC(n2cnc1c(ncnc12)N)C(O)C4NC(=O)C(N)Cc3ccccc3" F3N InChI InChI 1.03 "InChI=1S/C19H24N7O7P/c20-11(6-10-4-2-1-3-5-10)18(28)25-13-12(7-32-34(29,30)31)33-19(15(13)27)26-9-24-14-16(21)22-8-23-17(14)26/h1-5,8-9,11-13,15,19,27H,6-7,20H2,(H,25,28)(H2,21,22,23)(H2,29,30,31)/t11-,12+,13+,15+,19+/m0/s1" F3N InChIKey InChI 1.03 FGNMGARNYLAFLT-YCOMJZELSA-N F3N SMILES_CANONICAL CACTVS 3.385 "N[C@@H](Cc1ccccc1)C(=O)N[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO[P](O)(O)=O)n3cnc4c(N)ncnc34" F3N SMILES CACTVS 3.385 "N[CH](Cc1ccccc1)C(=O)N[CH]2[CH](O)[CH](O[CH]2CO[P](O)(O)=O)n3cnc4c(N)ncnc34" F3N SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@@H](C(=O)N[C@@H]2[C@H](O[C@H]([C@@H]2O)n3cnc4c3ncnc4N)COP(=O)(O)O)N" F3N SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)NC2C(OC(C2O)n3cnc4c3ncnc4N)COP(=O)(O)O)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 F3N "SYSTEMATIC NAME" ACDLabs 12.01 ;3'-deoxy-3'-(L-phenylalanylamino)adenosine 5'-(dihydrogen phosphate) ; F3N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3-[[(2S)-2-azanyl-3-phenyl-propanoyl]amino]-4-oxidanyl-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 F3N "Create component" 2014-05-18 RCSB F3N "Initial release" 2014-08-20 RCSB #