data_FAM
# 
_chem_comp.id                                    FAM 
_chem_comp.name                                  "ALPHA-FLUORO-AMIDOCARBOXYMETHYLDETHIA COENZYME A COMPLEX" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAC 
_chem_comp.formula                               "C23 H38 F N8 O17 P3" 
_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                        810.511 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FAM 
_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        1CSR 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
FAM N1A  AN1  N 0 1 Y N N 19.605 -7.949  13.336 6.057  2.020  -7.756 N1A  FAM 1  
FAM C2A  AC2  C 0 1 Y N N 19.072 -8.513  14.419 4.930  1.918  -8.437 C2A  FAM 2  
FAM N3A  AN3  N 0 1 Y N N 18.244 -9.550  14.493 3.798  1.545  -7.880 N3A  FAM 3  
FAM C4A  AC4  C 0 1 Y N N 17.952 -10.056 13.272 3.747  1.245  -6.586 C4A  FAM 4  
FAM C5A  AC5  C 0 1 Y N N 18.421 -9.585  12.062 4.918  1.343  -5.815 C5A  FAM 5  
FAM C6A  AC6  C 0 1 Y N N 19.295 -8.468  12.117 6.101  1.746  -6.456 C6A  FAM 6  
FAM N6A  AN6  N 0 1 N N N 19.800 -7.859  11.048 7.287  1.855  -5.750 N6A  FAM 7  
FAM N7A  AN7  N 0 1 Y N N 17.889 -10.347 11.016 4.591  0.994  -4.548 N7A  FAM 8  
FAM C8A  AC8  C 0 1 Y N N 17.145 -11.267 11.604 3.325  0.700  -4.491 C8A  FAM 9  
FAM N9A  AN9  N 0 1 Y N N 17.173 -11.165 12.971 2.758  0.843  -5.723 N9A  FAM 10 
FAM C1B  AC1* C 0 1 N N R 16.317 -12.011 13.794 1.354  0.605  -6.064 C1B  FAM 11 
FAM C2B  AC2* C 0 1 N N R 14.872 -11.755 13.348 1.113  -0.891 -6.387 C2B  FAM 12 
FAM O2B  AO2* O 0 1 N N N 14.376 -10.486 13.753 1.392  -1.167 -7.761 O2B  FAM 13 
FAM C3B  AC3* C 0 1 N N S 14.191 -12.950 13.998 -0.400 -1.049 -6.088 C3B  FAM 14 
FAM O3B  AO3* O 0 1 N N N 13.905 -12.737 15.391 -1.160 -0.962 -7.295 O3B  FAM 15 
FAM P3B  AP3* P 0 1 N N N 12.483 -13.109 16.061 -1.981 -2.340 -7.428 P3B  FAM 16 
FAM O7A  AO7  O 0 1 N N N 11.398 -12.725 15.098 -2.872 -2.499 -6.257 O7A  FAM 17 
FAM O8A  AO8  O 0 1 N N N 12.489 -12.576 17.447 -2.865 -2.310 -8.774 O8A  FAM 18 
FAM O9A  AO9  O 0 1 N N N 12.505 -14.593 16.188 -0.950 -3.575 -7.490 O9A  FAM 19 
FAM C4B  AC4* C 0 1 N N R 15.236 -14.068 13.770 -0.721 0.132  -5.153 C4B  FAM 20 
FAM O4B  AO4* O 0 1 N N N 16.501 -13.382 13.550 0.505  0.843  -4.921 O4B  FAM 21 
FAM C5B  AC5* C 0 1 N N N 14.970 -14.857 12.523 -1.280 -0.389 -3.828 C5B  FAM 22 
FAM O5B  AO5* O 0 1 N N N 14.508 -13.937 11.520 -1.568 0.713  -2.966 O5B  FAM 23 
FAM P1A  AP1  P 0 1 N N S 14.766 -14.307 9.982  -2.148 0.094  -1.597 P1A  FAM 24 
FAM O1A  AO1  O 0 1 N N N 13.903 -15.449 9.538  -1.135 -0.797 -0.990 O1A  FAM 25 
FAM O2A  AO2  O 0 1 N N N 16.240 -14.496 9.910  -3.483 -0.748 -1.914 O2A  FAM 26 
FAM O3A  AO3  O 0 1 N N N 14.466 -12.922 9.246  -2.497 1.287  -0.574 O3A  FAM 27 
FAM P2A  AP2  P 0 1 N N S 13.098 -12.654 8.422  -3.069 0.599  0.764  P2A  FAM 28 
FAM O4A  AO4  O 0 1 N N N 13.084 -13.372 7.106  -4.282 -0.182 0.437  O4A  FAM 29 
FAM O5A  AO5  O 0 1 N N N 11.924 -12.659 9.336  -1.951 -0.378 1.385  O5A  FAM 30 
FAM O6A  AO6  O 0 1 N N N 13.377 -11.097 8.196  -3.440 1.741  1.837  O6A  FAM 31 
FAM CBP  PC11 C 0 1 N N N 14.719 -9.177  7.500  -4.312 2.104  4.061  CBP  FAM 32 
FAM CCP  PC12 C 0 1 N N N 14.238 -10.569 7.134  -3.939 1.071  2.996  CCP  FAM 33 
FAM CDP  PC13 C 0 1 N N N 15.351 -8.493  6.270  -3.073 2.919  4.437  CDP  FAM 34 
FAM CEP  PC14 C 0 1 N N N 13.475 -8.404  7.984  -5.389 3.040  3.509  CEP  FAM 35 
FAM CAP  PC10 C 0 1 N N R 15.765 -9.304  8.628  -4.847 1.387  5.303  CAP  FAM 36 
FAM OAP  PO10 O 0 1 N N N 16.892 -10.139 8.458  -6.079 0.738  4.984  OAP  FAM 37 
FAM C9P  PC9  C 0 1 N N N 16.070 -7.986  9.359  -3.843 0.362  5.762  C9P  FAM 38 
FAM O9P  PO9  O 0 1 N N N 15.404 -7.643  10.355 -4.079 -0.819 5.627  O9P  FAM 39 
FAM N8P  PN8  N 0 1 N N N 17.055 -7.229  8.864  -2.683 0.758  6.322  N8P  FAM 40 
FAM C7P  PC7  C 0 1 N N N 17.417 -5.932  9.448  -1.743 -0.237 6.842  C7P  FAM 41 
FAM C6P  PC6  C 0 1 N N N 16.744 -4.819  8.638  -0.516 0.471  7.420  C6P  FAM 42 
FAM C5P  PC5  C 0 1 N N N 17.222 -4.652  7.173  0.450  -0.552 7.955  C5P  FAM 43 
FAM O5P  PO5  O 0 1 N N N 18.411 -4.774  6.906  0.185  -1.734 7.881  O5P  FAM 44 
FAM N4P  PN4  N 0 1 N N N 16.313 -4.322  6.231  1.610  -0.156 8.515  N4P  FAM 45 
FAM C3P  PC3  C 0 1 N N N 16.634 -4.110  4.815  2.550  -1.152 9.035  C3P  FAM 46 
FAM C2P  PC2  C 0 1 N N N 16.418 -5.391  3.954  3.776  -0.443 9.613  C2P  FAM 47 
FAM C1   C1   C 0 1 N N R 16.655 -5.143  2.427  4.758  -1.483 10.156 C1   FAM 48 
FAM F1   F1   F 0 1 N N N 16.712 -6.328  1.752  5.157  -2.334 9.119  F1   FAM 49 
FAM C2   C2   C 0 1 N N N 15.545 -4.366  1.801  5.966  -0.785 10.725 C2   FAM 50 
FAM O2   O2   O 0 1 N N N 14.411 -4.816  1.812  6.326  0.277  10.264 O2   FAM 51 
FAM N2   N2   N 0 1 N N N 15.902 -3.195  1.270  6.647  -1.341 11.747 N2   FAM 52 
FAM H2A  AH2  H 0 1 N N N 19.354 -8.060  15.384 4.938  2.151  -9.492 H2A  FAM 53 
FAM H61A AH61 H 0 0 N N N 19.567 -8.248  10.134 8.097  2.134  -6.203 H61A FAM 54 
FAM H62A AH62 H 0 0 N N N 20.813 -7.796  11.141 7.307  1.652  -4.801 H62A FAM 55 
FAM H8A  AH8  H 0 1 N N N 16.577 -12.019 11.030 2.800  0.389  -3.600 H8A  FAM 56 
FAM H1B  AH1* H 0 1 N N N 16.548 -11.774 14.858 1.052  1.232  -6.903 H1B  FAM 57 
FAM H2B  AH2* H 0 1 N N N 14.712 -11.689 12.246 1.709  -1.530 -5.735 H2B  FAM 58 
FAM HO2A AHO2 H 0 0 N N N 13.481 -10.327 13.476 2.326  -0.962 -7.904 HO2A FAM 59 
FAM H3B  AH3* H 0 1 N N N 13.187 -13.179 13.569 -0.592 -1.996 -5.585 H3B  FAM 60 
FAM HOA8 8HOA H 0 0 N N N 11.652 -12.794 17.841 -3.339 -3.152 -8.816 HOA8 FAM 61 
FAM HOA9 9HOA H 0 0 N N N 11.668 -14.811 16.582 -0.390 -3.433 -8.265 HOA9 FAM 62 
FAM H4B  AH4* H 0 1 N N N 15.219 -14.764 14.640 -1.448 0.793  -5.627 H4B  FAM 63 
FAM H51A AH51 H 0 0 N N N 15.850 -15.455 12.191 -0.543 -1.038 -3.354 H51A FAM 64 
FAM H52A AH52 H 0 0 N N N 14.268 -15.708 12.688 -2.194 -0.952 -4.015 H52A FAM 65 
FAM HOA2 2HOA H 0 0 N N N 16.392 -14.715 8.998  -4.116 -0.132 -2.307 HOA2 FAM 66 
FAM HOA5 5HOA H 0 0 N N N 11.121 -12.501 8.852  -1.179 0.169  1.584  HOA5 FAM 67 
FAM H121 1H12 H 0 0 N N N 15.084 -11.256 6.902  -3.172 0.405  3.390  H121 FAM 68 
FAM H122 2H12 H 0 0 N N N 13.734 -10.589 6.139  -4.822 0.490  2.729  H122 FAM 69 
FAM H131 1H13 H 0 0 N N N 15.704 -7.470  6.538  -2.263 2.243  4.713  H131 FAM 70 
FAM H132 2H13 H 0 0 N N N 16.163 -9.110  5.821  -2.765 3.526  3.586  H132 FAM 71 
FAM H133 3H13 H 0 0 N N N 14.656 -8.478  5.398  -3.307 3.569  5.281  H133 FAM 72 
FAM H141 1H14 H 0 0 N N N 13.828 -7.381  8.252  -6.295 2.470  3.304  H141 FAM 73 
FAM H142 2H14 H 0 0 N N N 12.638 -8.404  7.246  -5.607 3.817  4.242  H142 FAM 74 
FAM H143 3H14 H 0 0 N N N 12.929 -8.915  8.810  -5.033 3.500  2.587  H143 FAM 75 
FAM H10  H10  H 0 1 N N N 15.176 -9.948  9.322  -5.014 2.114  6.098  H10  FAM 76 
FAM HO1  HO1  H 0 1 N N N 17.535 -10.217 9.152  -5.887 0.106  4.278  HO1  FAM 77 
FAM HN8  HN8  H 0 1 N N N 17.523 -7.634  8.053  -2.471 1.703  6.381  HN8  FAM 78 
FAM H71  1H7  H 0 1 N N N 17.175 -5.872  10.535 -2.227 -0.821 7.625  H71  FAM 79 
FAM H72  2H7  H 0 1 N N N 18.520 -5.793  9.526  -1.432 -0.900 6.034  H72  FAM 80 
FAM H61  1H6  H 0 1 N N N 15.637 -4.953  8.660  -0.032 1.055  6.637  H61  FAM 81 
FAM H62  2H6  H 0 1 N N N 16.840 -3.848  9.178  -0.827 1.134  8.228  H62  FAM 82 
FAM HN4  HN4  H 0 1 N N N 15.365 -4.231  6.596  1.822  0.788  8.574  HN4  FAM 83 
FAM H31  1H3  H 0 1 N N N 16.063 -3.247  4.399  2.065  -1.736 9.818  H31  FAM 84 
FAM H32  2H3  H 0 1 N N N 17.669 -3.715  4.693  2.861  -1.815 8.227  H32  FAM 85 
FAM H21  1H2  H 0 1 N N N 17.049 -6.232  4.324  4.261  0.140  8.830  H21  FAM 86 
FAM H22  2H2  H 0 1 N N N 15.408 -5.828  4.135  3.466  0.219  10.421 H22  FAM 87 
FAM H1   H1   H 0 1 N N N 17.612 -4.575  2.357  4.274  -2.067 10.939 H1   FAM 88 
FAM HN21 1HN2 H 0 0 N N N 16.850 -2.818  1.260  7.425  -0.891 12.113 HN21 FAM 89 
FAM HN22 2HN2 H 0 0 N N N 15.143 -2.664  0.842  6.360  -2.191 12.115 HN22 FAM 90 
# 
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 
FAM N1A C2A  SING Y N 1  
FAM N1A C6A  DOUB Y N 2  
FAM C2A N3A  DOUB Y N 3  
FAM C2A H2A  SING N N 4  
FAM N3A C4A  SING Y N 5  
FAM C4A C5A  DOUB Y N 6  
FAM C4A N9A  SING Y N 7  
FAM C5A C6A  SING Y N 8  
FAM C5A N7A  SING Y N 9  
FAM C6A N6A  SING N N 10 
FAM N6A H61A SING N N 11 
FAM N6A H62A SING N N 12 
FAM N7A C8A  DOUB Y N 13 
FAM C8A N9A  SING Y N 14 
FAM C8A H8A  SING N N 15 
FAM N9A C1B  SING N N 16 
FAM C1B C2B  SING N N 17 
FAM C1B O4B  SING N N 18 
FAM C1B H1B  SING N N 19 
FAM C2B O2B  SING N N 20 
FAM C2B C3B  SING N N 21 
FAM C2B H2B  SING N N 22 
FAM O2B HO2A SING N N 23 
FAM C3B O3B  SING N N 24 
FAM C3B C4B  SING N N 25 
FAM C3B H3B  SING N N 26 
FAM O3B P3B  SING N N 27 
FAM P3B O7A  DOUB N N 28 
FAM P3B O8A  SING N N 29 
FAM P3B O9A  SING N N 30 
FAM O8A HOA8 SING N N 31 
FAM O9A HOA9 SING N N 32 
FAM C4B O4B  SING N N 33 
FAM C4B C5B  SING N N 34 
FAM C4B H4B  SING N N 35 
FAM C5B O5B  SING N N 36 
FAM C5B H51A SING N N 37 
FAM C5B H52A SING N N 38 
FAM O5B P1A  SING N N 39 
FAM P1A O1A  DOUB N N 40 
FAM P1A O2A  SING N N 41 
FAM P1A O3A  SING N N 42 
FAM O2A HOA2 SING N N 43 
FAM O3A P2A  SING N N 44 
FAM P2A O4A  DOUB N N 45 
FAM P2A O5A  SING N N 46 
FAM P2A O6A  SING N N 47 
FAM O5A HOA5 SING N N 48 
FAM O6A CCP  SING N N 49 
FAM CBP CCP  SING N N 50 
FAM CBP CDP  SING N N 51 
FAM CBP CEP  SING N N 52 
FAM CBP CAP  SING N N 53 
FAM CCP H121 SING N N 54 
FAM CCP H122 SING N N 55 
FAM CDP H131 SING N N 56 
FAM CDP H132 SING N N 57 
FAM CDP H133 SING N N 58 
FAM CEP H141 SING N N 59 
FAM CEP H142 SING N N 60 
FAM CEP H143 SING N N 61 
FAM CAP OAP  SING N N 62 
FAM CAP C9P  SING N N 63 
FAM CAP H10  SING N N 64 
FAM OAP HO1  SING N N 65 
FAM C9P O9P  DOUB N N 66 
FAM C9P N8P  SING N N 67 
FAM N8P C7P  SING N N 68 
FAM N8P HN8  SING N N 69 
FAM C7P C6P  SING N N 70 
FAM C7P H71  SING N N 71 
FAM C7P H72  SING N N 72 
FAM C6P C5P  SING N N 73 
FAM C6P H61  SING N N 74 
FAM C6P H62  SING N N 75 
FAM C5P O5P  DOUB N N 76 
FAM C5P N4P  SING N N 77 
FAM N4P C3P  SING N N 78 
FAM N4P HN4  SING N N 79 
FAM C3P C2P  SING N N 80 
FAM C3P H31  SING N N 81 
FAM C3P H32  SING N N 82 
FAM C2P C1   SING N N 83 
FAM C2P H21  SING N N 84 
FAM C2P H22  SING N N 85 
FAM C1  F1   SING N N 86 
FAM C1  C2   SING N N 87 
FAM C1  H1   SING N N 88 
FAM C2  O2   DOUB N N 89 
FAM C2  N2   SING N N 90 
FAM N2  HN21 SING N N 91 
FAM N2  HN22 SING N N 92 
# 
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 
FAM SMILES           ACDLabs              10.04 O=C(N)C(F)CCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O 
FAM InChI            InChI                1.02b 
;InChI=1/C23H38FN8O17P3/c1-23(2,17(35)21(37)28-6-4-13(33)27-5-3-11(24)19(26)36)8-46-52(43,44)49-51(41,42)45-7-12-16(48-50(38,39)40)15(34)22(47-12)32-10-31-14-18(25)29-9-30-20(14)32/h9-12,15-17,22,34-35H,3-8H2,1-2H3,(H2,26,36)(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,25,29,30)(H2,38,39,40)/t11-,12-,15-,16-,17+,22-/m1/s1/f/h27-28,38-39,41,43H,25-26H2
;
FAM InChIKey         InChI                1.02b AXBPCHJFKHSRQL-LRDPQKGHDE 
FAM 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)NCC[C@@H](F)C(N)=O 
FAM 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)NCC[CH](F)C(N)=O 
FAM 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)NCC[C@H](C(=O)N)F)O 
FAM 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)NCCC(C(=O)N)F)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 
FAM "SYSTEMATIC NAME" ACDLabs              10.04 
"(3R)-4-[(3-{[(3R)-4-amino-3-fluoro-4-oxobutyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" 
FAM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[[(3R)-4-[[3-[[(3R)-4-amino-3-fluoro-4-oxo-butyl]amino]-3-oxo-propyl]amino]-3-hydroxy-2,2-dimethyl-4-oxo-butoxy]-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl hydrogen phosphate"             
# 
