data_FYN
# 
_chem_comp.id                                    FYN 
_chem_comp.name                                  
"S-{(9R,13S,15R)-17-[(2R,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-4-HYDROXY-3-(PHOSPHONOOXY)TETRAHYDROFURAN-2-YL]-9,13,15-TRIHYDROXY-10,10-DIMETHYL-13,15-DIOXIDO-4,8-DIOXO-12,14,16-TRIOXA-3,7-DIAZA-13,15-DIPHOSPHAHEPTADEC-1-YL} THIOFORMATE " 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H36 N7 O17 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-26 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        795.544 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FYN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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 
FYN C8     C8     C 0 1 Y N N 81.559 -25.204 0.644  10.177 1.752  6.199  C8     FYN 1  
FYN N9     N9     N 0 1 Y N N 82.816 -25.012 1.073  10.737 0.512  6.036  N9     FYN 2  
FYN C4     C4     C 0 1 Y N N 82.997 -25.689 2.211  11.861 0.475  6.812  C4     FYN 3  
FYN C5     C5     C 0 1 Y N N 81.806 -26.338 2.496  11.926 1.720  7.418  C5     FYN 4  
FYN N7     N7     N 0 1 Y N N 80.930 -26.026 1.514  10.871 2.506  7.027  N7     FYN 5  
FYN N3     N3     N 0 1 Y N N 84.065 -25.837 3.042  12.720 -0.545 6.959  N3     FYN 6  
FYN C2     C2     C 0 1 Y N N 83.971 -26.602 4.140  13.712 -0.207 7.812  C2     FYN 7  
FYN N1     N1     N 0 1 Y N N 82.825 -27.241 4.441  13.905 0.960  8.472  N1     FYN 8  
FYN C6     C6     C 0 1 Y N N 81.733 -27.124 3.644  12.997 1.947  8.276  C6     FYN 9  
FYN N6     N6     N 0 1 N N N 80.580 -27.770 3.948  13.142 3.181  8.932  N6     FYN 10 
FYN "C1'"  "C1'"  C 0 1 N N R 83.877 -24.195 0.441  10.220 -0.563 5.186  "C1'"  FYN 11 
FYN "C2'"  "C2'"  C 0 1 N N R 83.974 -24.330 -1.078 9.179  -1.445 5.879  "C2'"  FYN 12 
FYN "O2'"  "O2'"  O 0 1 N N N 84.722 -25.477 -1.488 9.419  -2.810 5.540  "O2'"  FYN 13 
FYN "C3'"  "C3'"  C 0 1 N N S 84.667 -23.032 -1.438 7.872  -0.953 5.285  "C3'"  FYN 14 
FYN "O3'"  "O3'"  O 0 1 N N N 86.091 -23.145 -1.310 6.852  -1.929 5.287  "O3'"  FYN 15 
FYN "C4'"  "C4'"  C 0 1 N N R 84.148 -22.049 -0.394 8.285  -0.560 3.877  "C4'"  FYN 16 
FYN "O4'"  "O4'"  O 0 1 N N N 83.636 -22.815 0.696  9.598  0.007  4.015  "O4'"  FYN 17 
FYN "C5'"  "C5'"  C 0 1 N N N 83.048 -21.153 -0.938 7.353  0.451  3.234  "C5'"  FYN 18 
FYN "O5'"  "O5'"  O 0 1 N N N 81.908 -21.935 -1.303 7.830  0.757  1.935  "O5'"  FYN 19 
FYN P1     P1     P 0 1 N N S 80.966 -21.490 -2.531 7.031  1.815  1.007  P1     FYN 20 
FYN O11    O11    O 0 1 N N N 80.167 -20.285 -2.087 5.510  1.264  0.973  O11    FYN 21 
FYN O12    O12    O 0 1 N N N 80.229 -22.715 -3.009 7.632  2.057  -0.346 O12    FYN 22 
FYN O6     O6     O 0 1 N N N 82.039 -21.099 -3.677 6.940  3.126  1.949  O6     FYN 23 
FYN P2     P2     P 0 1 N N R 82.285 -19.645 -4.349 8.093  4.108  2.513  P2     FYN 24 
FYN O21    O21    O 0 1 N N N 83.679 -19.645 -4.934 8.666  4.820  1.179  O21    FYN 25 
FYN O22    O22    O 0 1 N N N 81.855 -18.536 -3.417 9.129  3.445  3.373  O22    FYN 26 
FYN O7     O7     O 0 1 N N N 81.264 -19.666 -5.595 7.200  5.250  3.225  O7     FYN 27 
FYN CPB    CPB    C 0 1 N N N 81.129 -18.532 -6.455 6.203  5.908  2.449  CPB    FYN 28 
FYN CPA    CPA    C 0 1 N N N 79.667 -18.106 -6.479 5.451  6.967  3.293  CPA    FYN 29 
FYN CP7    CP7    C 0 1 N N R 79.191 -17.827 -5.045 4.745  6.312  4.517  CP7    FYN 30 
FYN CP9    CP9    C 0 1 N N N 79.543 -16.845 -7.322 6.471  8.008  3.811  CP9    FYN 31 
FYN CP8    CP8    C 0 1 N N N 78.848 -19.246 -7.070 4.437  7.715  2.405  CP8    FYN 32 
FYN OP3    OP3    O 0 1 N N N 80.064 -16.861 -4.422 4.060  7.312  5.267  OP3    FYN 33 
FYN CP6    CP6    C 0 1 N N N 77.775 -17.311 -5.014 3.704  5.256  4.152  CP6    FYN 34 
FYN OP2    OP2    O 0 1 N N N 76.820 -18.048 -5.250 2.511  5.390  4.417  OP2    FYN 35 
FYN NP2    NP2    N 0 1 N N N 77.644 -16.026 -4.699 4.251  4.174  3.481  NP2    FYN 36 
FYN CP5    CP5    C 0 1 N N N 76.407 -15.279 -4.600 3.461  3.060  3.009  CP5    FYN 37 
FYN CP4    CP4    C 0 1 N N N 76.821 -13.846 -4.325 3.382  1.990  4.089  CP4    FYN 38 
FYN CP3    CP3    C 0 1 N N N 75.591 -12.977 -4.232 2.577  0.780  3.651  CP3    FYN 39 
FYN OP1    OP1    O 0 1 N N N 74.559 -13.236 -4.835 2.051  0.687  2.545  OP1    FYN 40 
FYN NP1    NP1    N 0 1 N N N 75.728 -11.926 -3.445 2.517  -0.182 4.649  NP1    FYN 41 
FYN CP2    CP2    C 0 1 N N N 74.766 -10.892 -3.118 1.810  -1.431 4.492  CP2    FYN 42 
FYN CP1    CP1    C 0 1 N N N 75.592 -9.901  -2.311 0.354  -1.351 4.931  CP1    FYN 43 
FYN S      S      S 0 1 N N N 76.609 -9.031  -3.430 0.189  -0.935 6.694  S      FYN 44 
FYN P3     P3     P 0 1 N N N 87.107 -23.351 -2.549 6.383  -2.538 6.706  P3     FYN 45 
FYN O31    O31    O 0 1 N N N 86.771 -22.243 -3.525 7.459  -3.232 7.489  O31    FYN 46 
FYN O32    O32    O 0 1 N N N 88.475 -23.177 -1.921 5.103  -3.452 6.331  O32    FYN 47 
FYN O33    O33    O 0 1 N N N 86.798 -24.753 -3.032 5.723  -1.257 7.439  O33    FYN 48 
FYN CM1    CM1    C 0 1 N N N 77.884 -8.497  -2.363 -1.558 -1.018 6.833  CM1    FYN 49 
FYN OM2    OM2    O 0 1 N N N 78.497 -7.461  -2.671 -2.125 -0.799 7.896  OM2    FYN 50 
FYN H8     H8     H 0 1 N N N 81.119 -24.763 -0.266 9.269  2.047  5.691  H8     FYN 51 
FYN "H1'"  "H1'"  H 0 1 N N N 84.825 -24.574 0.889  11.103 -1.126 4.867  "H1'"  FYN 52 
FYN H2     H2     H 0 1 N N N 84.846 -26.707 4.803  14.458 -0.975 7.991  H2     FYN 53 
FYN H6N1   1H6N   H 0 0 N N N 80.309 -28.341 3.147  13.326 4.007  8.394  H6N1   FYN 54 
FYN H6N2   2H6N   H 0 0 N N N 80.527 -28.345 4.788  13.154 3.208  9.934  H6N2   FYN 55 
FYN "H2'"  "H2'"  H 0 1 N N N 82.991 -24.483 -1.581 9.196  -1.380 6.971  "H2'"  FYN 56 
FYN HA     HA     H 0 1 N N N 84.782 -25.561 -2.432 8.680  -3.331 5.898  HA     FYN 57 
FYN "H3'"  "H3'"  H 0 1 N N N 84.464 -22.729 -2.492 7.526  -0.073 5.839  "H3'"  FYN 58 
FYN "H4'"  "H4'"  H 0 1 N N N 84.985 -21.382 -0.080 8.356  -1.438 3.224  "H4'"  FYN 59 
FYN "H5'1" "1H5'" H 0 0 N N N 83.407 -20.520 -1.783 7.320  1.372  3.823  "H5'1" FYN 60 
FYN "H5'2" "2H5'" H 0 0 N N N 82.783 -20.339 -0.224 6.342  0.042  3.150  "H5'2" FYN 61 
FYN H11    H11    H 0 1 N N N 79.611 -20.023 -2.811 4.862  1.699  0.378  H11    FYN 62 
FYN H21    H21    H 0 1 N N N 83.823 -18.793 -5.328 9.280  4.321  0.600  H21    FYN 63 
FYN HPB1   1HPB   H 0 0 N N N 81.534 -18.721 -7.476 6.706  6.373  1.595  HPB1   FYN 64 
FYN HPB2   2HPB   H 0 0 N N N 81.811 -17.698 -6.170 5.516  5.145  2.071  HPB2   FYN 65 
FYN HP7    HP7    H 0 1 N N N 79.220 -18.791 -4.486 5.494  5.866  5.184  HP7    FYN 66 
FYN HP91   1HP9   H 0 0 N N N 79.968 -16.971 -8.345 5.983  8.746  4.458  HP91   FYN 67 
FYN HP92   2HP9   H 0 0 N N N 80.220 -16.030 -6.974 6.943  8.557  2.988  HP92   FYN 68 
FYN HP93   3HP9   H 0 0 N N N 78.473 -16.533 -7.340 7.271  7.534  4.389  HP93   FYN 69 
FYN HP81   1HP8   H 0 0 N N N 79.006 -20.211 -6.534 4.939  8.297  1.624  HP81   FYN 70 
FYN HP82   2HP8   H 0 0 N N N 79.219 -19.567 -8.071 3.835  8.414  2.996  HP82   FYN 71 
FYN HP83   3HP8   H 0 0 N N N 77.778 -18.934 -7.088 3.755  7.022  1.899  HP83   FYN 72 
FYN HP3    HP3    H 0 1 N N N 79.770 -16.688 -3.535 3.226  7.482  4.802  HP3    FYN 73 
FYN HP2    HP2    H 0 1 N N N 78.547 -15.586 -4.523 5.246  4.162  3.280  HP2    FYN 74 
FYN HP51   1HP5   H 0 0 N N N 75.693 -15.691 -3.850 2.459  3.414  2.743  HP51   FYN 75 
FYN HP52   2HP5   H 0 0 N N N 75.743 -15.391 -5.489 3.915  2.654  2.098  HP52   FYN 76 
FYN HP41   1HP4   H 0 0 N N N 77.550 -13.466 -5.078 2.920  2.404  4.994  HP41   FYN 77 
FYN HP42   2HP4   H 0 0 N N N 77.467 -13.760 -3.421 4.391  1.654  4.360  HP42   FYN 78 
FYN HP1    HP1    H 0 1 N N N 76.669 -11.911 -3.051 2.991  0.001  5.529  HP1    FYN 79 
FYN HP21   1HP2   H 0 0 N N N 73.846 -11.257 -2.605 1.854  -1.683 3.427  HP21   FYN 80 
FYN HP22   2HP2   H 0 0 N N N 74.238 -10.452 -3.996 2.360  -2.203 5.040  HP22   FYN 81 
FYN HP11   1HP1   H 0 0 N N N 76.167 -10.384 -1.487 -0.190 -0.602 4.346  HP11   FYN 82 
FYN HP12   2HP1   H 0 0 N N N 74.967 -9.228  -1.678 -0.130 -2.320 4.773  HP12   FYN 83 
FYN HM1    HM1    H 0 1 N N N 78.339 -8.842  -1.419 -2.124 -1.278 5.925  HM1    FYN 84 
FYN H32    H32    H 0 1 N N N 89.073 -23.298 -2.650 4.677  -3.984 7.036  H32    FYN 85 
FYN H33    H33    H 0 1 N N N 87.396 -24.874 -3.761 5.436  -1.340 8.373  H33    FYN 86 
# 
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 
FYN C8    N9     SING Y N 1  
FYN N9    C4     SING Y N 2  
FYN C4    C5     SING Y N 3  
FYN C8    N7     DOUB Y N 4  
FYN C5    N7     SING Y N 5  
FYN C4    N3     DOUB Y N 6  
FYN N3    C2     SING Y N 7  
FYN C2    N1     DOUB Y N 8  
FYN C5    C6     DOUB Y N 9  
FYN N1    C6     SING Y N 10 
FYN C6    N6     SING N N 11 
FYN N9    "C1'"  SING N N 12 
FYN "C1'" "C2'"  SING N N 13 
FYN "C2'" "O2'"  SING N N 14 
FYN "C2'" "C3'"  SING N N 15 
FYN "C3'" "O3'"  SING N N 16 
FYN "C3'" "C4'"  SING N N 17 
FYN "C1'" "O4'"  SING N N 18 
FYN "C4'" "O4'"  SING N N 19 
FYN "C4'" "C5'"  SING N N 20 
FYN "C5'" "O5'"  SING N N 21 
FYN "O5'" P1     SING N N 22 
FYN P1    O11    SING N N 23 
FYN P1    O12    DOUB N N 24 
FYN P1    O6     SING N N 25 
FYN O6    P2     SING N N 26 
FYN P2    O21    SING N N 27 
FYN P2    O22    DOUB N N 28 
FYN P2    O7     SING N N 29 
FYN O7    CPB    SING N N 30 
FYN CPB   CPA    SING N N 31 
FYN CPA   CP7    SING N N 32 
FYN CPA   CP9    SING N N 33 
FYN CPA   CP8    SING N N 34 
FYN CP7   OP3    SING N N 35 
FYN CP7   CP6    SING N N 36 
FYN CP6   OP2    DOUB N N 37 
FYN CP6   NP2    SING N N 38 
FYN NP2   CP5    SING N N 39 
FYN CP5   CP4    SING N N 40 
FYN CP4   CP3    SING N N 41 
FYN CP3   OP1    DOUB N N 42 
FYN CP3   NP1    SING N N 43 
FYN NP1   CP2    SING N N 44 
FYN CP2   CP1    SING N N 45 
FYN CP1   S      SING N N 46 
FYN "O3'" P3     SING N N 47 
FYN P3    O31    DOUB N N 48 
FYN P3    O32    SING N N 49 
FYN P3    O33    SING N N 50 
FYN S     CM1    SING N N 51 
FYN CM1   OM2    DOUB N N 52 
FYN C8    H8     SING N N 53 
FYN "C1'" "H1'"  SING N N 54 
FYN C2    H2     SING N N 55 
FYN N6    H6N1   SING N N 56 
FYN N6    H6N2   SING N N 57 
FYN "C2'" "H2'"  SING N N 58 
FYN "O2'" HA     SING N N 59 
FYN "C3'" "H3'"  SING N N 60 
FYN "C4'" "H4'"  SING N N 61 
FYN "C5'" "H5'1" SING N N 62 
FYN "C5'" "H5'2" SING N N 63 
FYN O11   H11    SING N N 64 
FYN O21   H21    SING N N 65 
FYN CPB   HPB1   SING N N 66 
FYN CPB   HPB2   SING N N 67 
FYN CP7   HP7    SING N N 68 
FYN CP9   HP91   SING N N 69 
FYN CP9   HP92   SING N N 70 
FYN CP9   HP93   SING N N 71 
FYN CP8   HP81   SING N N 72 
FYN CP8   HP82   SING N N 73 
FYN CP8   HP83   SING N N 74 
FYN OP3   HP3    SING N N 75 
FYN NP2   HP2    SING N N 76 
FYN CP5   HP51   SING N N 77 
FYN CP5   HP52   SING N N 78 
FYN CP4   HP41   SING N N 79 
FYN CP4   HP42   SING N N 80 
FYN NP1   HP1    SING N N 81 
FYN CP2   HP21   SING N N 82 
FYN CP2   HP22   SING N N 83 
FYN CP1   HP11   SING N N 84 
FYN CP1   HP12   SING N N 85 
FYN CM1   HM1    SING N N 86 
FYN O32   H32    SING N N 87 
FYN O33   H33    SING N N 88 
# 
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 
FYN SMILES           ACDLabs              10.04 O=CSCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O 
FYN InChI            InChI                1.02b 
;InChI=1/C22H36N7O17P3S/c1-22(2,17(33)20(34)25-4-3-13(31)24-5-6-50-11-30)8-43-49(40,41)46-48(38,39)42-7-12-16(45-47(35,36)37)15(32)21(44-12)29-10-28-14-18(23)26-9-27-19(14)29/h9-12,15-17,21,32-33H,3-8H2,1-2H3,(H,24,31)(H,25,34)(H,38,39)(H,40,41)(H2,23,26,27)(H2,35,36,37)/t12-,15-,16-,17+,21-/m1/s1/f/h24-25,35-36,38,40H,23H2
;
FYN InChIKey         InChI                1.02b SXMOKYXNAPLNCW-JNTJMMMADC 
FYN SMILES_CANONICAL CACTVS               3.341 CC(C)(CO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[C@@H](O)C(=O)NCCC(=O)NCCSC=O 
FYN SMILES           CACTVS               3.341 CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCSC=O 
FYN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(CO[P@](=O)(O)O[P@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCSC=O)O 
FYN SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC=O)O 
# 
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 
FYN "SYSTEMATIC NAME" ACDLabs              10.04 
"S-{(9R,13S,15R)-17-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-9,13,15-trihydroxy-10,10-dimethyl-13,15-dioxido-4,8-dioxo-12,14,16-trioxa-3,7-diaza-13,15-diphosphaheptadec-1-yl} thioformate (non-preferred name)" 
FYN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] methanethioate" 
# 
