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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/f/h28H,21H2 
FYA InChIKey         InChI                1.02b XNEAAYNJQROQFE-ZKIKLDOLDQ 
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 
# 
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" 
# 
