data_FYA # _chem_comp.id FYA _chem_comp.name "ADENOSINE-5'-[PHENYLALANINOL-PHOSPHATE]" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H25 N6 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 480.412 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FYA _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 1B7Y _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 FYA C C C 0 1 N N N 17.711 63.515 18.987 0.589 -0.596 -4.147 C FYA 1 FYA CA CA C 0 1 N N S 19.200 63.363 18.588 -0.238 0.009 -5.282 CA FYA 2 FYA N N N 0 1 N N N 19.673 61.946 18.683 0.250 1.362 -5.576 N FYA 3 FYA CB CB C 0 1 N N N 19.454 63.879 17.169 -0.105 -0.863 -6.532 CB FYA 4 FYA CG CG C 0 1 Y N N 20.728 64.671 17.037 -0.920 -0.266 -7.650 CG FYA 5 FYA CD1 CD1 C 0 1 Y N N 20.703 66.064 17.025 -0.346 0.649 -8.511 CD1 FYA 6 FYA CD2 CD2 C 0 1 Y N N 21.958 64.028 16.936 -2.241 -0.640 -7.818 CD2 FYA 7 FYA CE1 CE1 C 0 1 Y N N 21.886 66.811 16.915 -1.094 1.197 -9.537 CE1 FYA 8 FYA CE2 CE2 C 0 1 Y N N 23.143 64.763 16.826 -2.990 -0.089 -8.841 CE2 FYA 9 FYA CZ CZ C 0 1 Y N N 23.104 66.163 16.816 -2.416 0.827 -9.702 CZ FYA 10 FYA P P P 0 1 N N R 15.246 63.863 18.380 1.356 -0.474 -1.832 P FYA 11 FYA O1P O1P O 0 1 N N N 14.935 63.775 19.823 0.852 -1.842 -1.574 O1P FYA 12 FYA O2P O2P O 0 1 N N N 14.558 64.865 17.547 2.890 -0.550 -2.316 O2P FYA 13 FYA O3P O3P O 0 1 N N N 16.878 64.067 18.200 0.465 0.218 -2.980 O3P FYA 14 FYA "O5'" O5* O 0 1 N N N 14.984 62.412 17.710 1.262 0.396 -0.481 "O5'" FYA 15 FYA "C5'" C5* C 0 1 N N N 15.685 62.037 16.517 2.070 -0.266 0.494 "C5'" FYA 16 FYA "C4'" C4* C 0 1 N N R 14.743 61.730 15.335 2.024 0.513 1.809 "C4'" FYA 17 FYA "O4'" O4* O 0 1 N N N 13.916 60.580 15.625 0.675 0.554 2.306 "O4'" FYA 18 FYA "C3'" C3* C 0 1 N N S 13.820 62.894 15.060 2.886 -0.197 2.870 "C3'" FYA 19 FYA "O3'" O3* O 0 1 N N N 14.339 63.744 14.037 3.935 0.658 3.328 "O3'" FYA 20 FYA "C2'" C2* C 0 1 N N R 12.502 62.271 14.668 1.891 -0.499 4.022 "C2'" FYA 21 FYA "O2'" O2* O 0 1 N N N 12.342 62.259 13.240 2.496 -0.259 5.294 "O2'" FYA 22 FYA "C1'" C1* C 0 1 N N R 12.559 60.842 15.210 0.757 0.520 3.747 "C1'" FYA 23 FYA N9 N9 N 0 1 Y N N 11.660 60.680 16.371 -0.507 0.058 4.325 N9 FYA 24 FYA C8 C8 C 0 1 Y N N 11.610 61.413 17.536 -1.403 -0.783 3.735 C8 FYA 25 FYA N7 N7 N 0 1 Y N N 10.715 60.990 18.386 -2.415 -0.982 4.529 N7 FYA 26 FYA C5 C5 C 0 1 Y N N 10.107 59.918 17.733 -2.233 -0.284 5.675 C5 FYA 27 FYA C6 C6 C 0 1 Y N N 9.084 59.034 18.109 -2.971 -0.119 6.859 C6 FYA 28 FYA N6 N6 N 0 1 N N N 8.444 59.112 19.274 -4.185 -0.760 7.032 N6 FYA 29 FYA N1 N1 N 0 1 Y N N 8.734 58.079 17.218 -2.476 0.666 7.810 N1 FYA 30 FYA C2 C2 C 0 1 Y N N 9.388 58.002 16.062 -1.318 1.282 7.654 C2 FYA 31 FYA N3 N3 N 0 1 Y N N 10.361 58.770 15.596 -0.593 1.156 6.563 N3 FYA 32 FYA C4 C4 C 0 1 Y N N 10.691 59.710 16.511 -1.004 0.387 5.560 C4 FYA 33 FYA H1 1H H 0 1 N N N 17.318 62.506 19.255 0.226 -1.601 -3.929 H1 FYA 34 FYA H2A 2H H 0 1 N N N 17.666 64.045 19.967 1.636 -0.645 -4.447 H2A FYA 35 FYA HA HA H 0 1 N N N 19.776 63.978 19.317 -1.285 0.057 -4.983 HA FYA 36 FYA HN1 1HN H 0 1 N N N 20.653 61.845 18.420 1.217 1.269 -5.848 HN1 FYA 37 FYA HN2 2HN H 0 1 N N N 19.079 61.322 18.135 -0.250 1.681 -6.392 HN2 FYA 38 FYA HB1 1HB H 0 1 N N N 19.432 63.040 16.434 0.941 -0.912 -6.832 HB1 FYA 39 FYA HB2 2HB H 0 1 N N N 18.582 64.469 16.801 -0.468 -1.868 -6.314 HB2 FYA 40 FYA HD1 HD1 H 0 1 N N N 19.732 66.582 17.103 0.686 0.938 -8.382 HD1 FYA 41 FYA HD2 HD2 H 0 1 N N N 21.994 62.925 16.943 -2.689 -1.356 -7.146 HD2 FYA 42 FYA HE1 HE1 H 0 1 N N N 21.858 67.913 16.906 -0.646 1.913 -10.209 HE1 FYA 43 FYA HE2 HE2 H 0 1 N N N 24.109 64.237 16.747 -4.023 -0.378 -8.970 HE2 FYA 44 FYA HZ HZ H 0 1 N N N 24.031 66.754 16.730 -3.000 1.255 -10.503 HZ FYA 45 FYA HOP2 2HOP H 0 0 N N N 14.757 64.921 16.620 3.179 0.359 -2.472 HOP2 FYA 46 FYA "H5'1" 1H5* H 0 0 N N N 16.435 62.812 16.236 1.689 -1.274 0.656 "H5'1" FYA 47 FYA "H5'2" 2H5* H 0 0 N N N 16.371 61.180 16.711 3.099 -0.319 0.138 "H5'2" FYA 48 FYA "H4'" H4* H 0 1 N N N 15.389 61.533 14.448 2.391 1.527 1.651 "H4'" FYA 49 FYA "H3'" H3* H 0 1 N N N 13.706 63.553 15.951 3.298 -1.122 2.469 "H3'" FYA 50 FYA "HO'3" 3HO* H 0 0 N N N 13.758 64.475 13.864 4.398 0.182 4.029 "HO'3" FYA 51 FYA "H2'" H2* H 0 1 N N N 11.638 62.844 15.078 1.519 -1.521 3.957 "H2'" FYA 52 FYA "HO'2" 2HO* H 0 0 N N N 11.512 61.866 12.993 3.190 -0.923 5.403 "HO'2" FYA 53 FYA "H1'" H1* H 0 1 N N N 12.233 60.131 14.415 1.020 1.502 4.140 "H1'" FYA 54 FYA H8 H8 H 0 1 N N N 12.245 62.282 17.773 -1.290 -1.219 2.753 H8 FYA 55 FYA H61 1H6 H 0 1 N N N 7.700 58.469 19.547 -4.686 -0.638 7.854 H61 FYA 56 FYA H62 2H6 H 0 1 N N N 8.072 60.058 19.353 -4.536 -1.331 6.331 H62 FYA 57 FYA H2 H2 H 0 1 N N N 9.078 57.182 15.392 -0.953 1.911 8.452 H2 FYA 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 FYA C CA SING N N 1 FYA C O3P SING N N 2 FYA C H1 SING N N 3 FYA C H2A SING N N 4 FYA CA N SING N N 5 FYA CA CB SING N N 6 FYA CA HA SING N N 7 FYA N HN1 SING N N 8 FYA N HN2 SING N N 9 FYA CB CG SING N N 10 FYA CB HB1 SING N N 11 FYA CB HB2 SING N N 12 FYA CG CD1 DOUB Y N 13 FYA CG CD2 SING Y N 14 FYA CD1 CE1 SING Y N 15 FYA CD1 HD1 SING N N 16 FYA CD2 CE2 DOUB Y N 17 FYA CD2 HD2 SING N N 18 FYA CE1 CZ DOUB Y N 19 FYA CE1 HE1 SING N N 20 FYA CE2 CZ SING Y N 21 FYA CE2 HE2 SING N N 22 FYA CZ HZ SING N N 23 FYA P O1P DOUB N N 24 FYA P O2P SING N N 25 FYA P O3P SING N N 26 FYA P "O5'" SING N N 27 FYA O2P HOP2 SING N N 28 FYA "O5'" "C5'" SING N N 29 FYA "C5'" "C4'" SING N N 30 FYA "C5'" "H5'1" SING N N 31 FYA "C5'" "H5'2" SING N N 32 FYA "C4'" "O4'" SING N N 33 FYA "C4'" "C3'" SING N N 34 FYA "C4'" "H4'" SING N N 35 FYA "O4'" "C1'" SING N N 36 FYA "C3'" "O3'" SING N N 37 FYA "C3'" "C2'" SING N N 38 FYA "C3'" "H3'" SING N N 39 FYA "O3'" "HO'3" SING N N 40 FYA "C2'" "O2'" SING N N 41 FYA "C2'" "C1'" SING N N 42 FYA "C2'" "H2'" SING N N 43 FYA "O2'" "HO'2" SING N N 44 FYA "C1'" N9 SING N N 45 FYA "C1'" "H1'" SING N N 46 FYA N9 C8 SING Y N 47 FYA N9 C4 SING Y N 48 FYA C8 N7 DOUB Y N 49 FYA C8 H8 SING N N 50 FYA N7 C5 SING Y N 51 FYA C5 C6 SING Y N 52 FYA C5 C4 DOUB Y N 53 FYA C6 N6 SING N N 54 FYA C6 N1 DOUB Y N 55 FYA N6 H61 SING N N 56 FYA N6 H62 SING N N 57 FYA N1 C2 SING Y N 58 FYA C2 N3 DOUB Y N 59 FYA C2 H2 SING N N 60 FYA N3 C4 SING Y 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 FYA SMILES ACDLabs 10.04 "O=P(O)(OCC(N)Cc1ccccc1)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4O" FYA SMILES_CANONICAL CACTVS 3.341 "N[C@H](CO[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)Cc4ccccc4" FYA SMILES CACTVS 3.341 "N[CH](CO[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23)Cc4ccccc4" FYA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C[C@@H](CO[P@@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)N" FYA SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CC(COP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)N" FYA InChI InChI 1.03 "InChI=1S/C19H25N6O7P/c20-12(6-11-4-2-1-3-5-11)7-30-33(28,29)31-8-13-15(26)16(27)19(32-13)25-10-24-14-17(21)22-9-23-18(14)25/h1-5,9-10,12-13,15-16,19,26-27H,6-8,20H2,(H,28,29)(H2,21,22,23)/t12-,13+,15+,16+,19+/m0/s1" FYA InChIKey InChI 1.03 XNEAAYNJQROQFE-BPAMBQHCSA-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 FYA "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-[(R)-{[(2S)-2-amino-3-phenylpropyl]oxy}(hydroxy)phosphoryl]adenosine" FYA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-2-amino-3-phenyl-propyl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl 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 FYA "Create component" 1999-07-08 RCSB FYA "Modify descriptor" 2011-06-04 RCSB #