data_FCX
# 
_chem_comp.id                                    FCX 
_chem_comp.name                                  "ALPHA-FLUORO-CARBOXYMETHYLDETHIA COENZYME A COMPLEX" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAC 
_chem_comp.formula                               "C23 H37 F N7 O18 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                        811.496 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FCX 
_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        1CSS 
_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 
FCX N1A  AN1  N 0 1 Y N N 19.532 -8.074  13.329 6.093  1.986  -7.802 N1A  FCX 1  
FCX C2A  AC2  C 0 1 Y N N 18.964 -8.638  14.399 4.968  1.887  -8.486 C2A  FCX 2  
FCX N3A  AN3  N 0 1 Y N N 18.129 -9.680  14.473 3.833  1.518  -7.930 N3A  FCX 3  
FCX C4A  AC4  C 0 1 Y N N 17.905 -10.197 13.248 3.778  1.221  -6.636 C4A  FCX 4  
FCX C5A  AC5  C 0 1 Y N N 18.391 -9.735  12.047 4.948  1.316  -5.863 C5A  FCX 5  
FCX C6A  AC6  C 0 1 Y N N 19.269 -8.622  12.129 6.134  1.713  -6.502 C6A  FCX 6  
FCX N6A  AN6  N 0 1 N N N 19.805 -8.004  11.121 7.318  1.819  -5.793 N6A  FCX 7  
FCX N7A  AN7  N 0 1 Y N N 17.918 -10.530 10.998 4.618  0.969  -4.596 N7A  FCX 8  
FCX C8A  AC8  C 0 1 Y N N 17.145 -11.431 11.577 3.350  0.680  -4.542 C8A  FCX 9  
FCX N9A  AN9  N 0 1 Y N N 17.105 -11.284 12.947 2.787  0.823  -5.775 N9A  FCX 10 
FCX C1B  AC1* C 0 1 N N R 16.250 -12.058 13.816 1.382  0.590  -6.118 C1B  FCX 11 
FCX C2B  AC2* C 0 1 N N R 14.811 -11.765 13.323 1.137  -0.906 -6.440 C2B  FCX 12 
FCX O2B  AO2* O 0 1 N N N 14.320 -10.469 13.672 1.417  -1.185 -7.813 O2B  FCX 13 
FCX C3B  AC3* C 0 1 N N S 14.050 -12.922 13.957 -0.378 -1.058 -6.144 C3B  FCX 14 
FCX O3B  AO3* O 0 1 N N N 14.035 -12.729 15.380 -1.135 -0.969 -7.352 O3B  FCX 15 
FCX P3B  AP3* P 0 1 N N N 12.646 -13.035 16.191 -1.961 -2.345 -7.486 P3B  FCX 16 
FCX O7A  AO7  O 0 1 N N N 11.534 -12.399 15.421 -2.855 -2.499 -6.316 O7A  FCX 17 
FCX O8A  AO8  O 0 1 N N N 12.843 -12.700 17.628 -2.841 -2.314 -8.833 O8A  FCX 18 
FCX O9A  AO9  O 0 1 N N N 12.546 -14.522 16.086 -0.935 -3.584 -7.543 O9A  FCX 19 
FCX C4B  AC4* C 0 1 N N R 15.019 -14.086 13.689 -0.697 0.126  -5.211 C4B  FCX 20 
FCX O4B  AO4* O 0 1 N N N 16.302 -13.431 13.514 0.532  0.833  -4.977 O4B  FCX 21 
FCX C5B  AC5* C 0 1 N N N 14.746 -14.875 12.435 -1.260 -0.391 -3.886 C5B  FCX 22 
FCX O5B  AO5* O 0 1 N N N 14.425 -13.901 11.398 -1.546 0.713  -3.026 O5B  FCX 23 
FCX P1A  AP1  P 0 1 N N S 14.769 -14.331 9.900  -2.132 0.098  -1.658 P1A  FCX 24 
FCX O1A  AO1  O 0 1 N N N 13.925 -15.518 9.572  -1.123 -0.795 -1.047 O1A  FCX 25 
FCX O2A  AO2  O 0 1 N N N 16.225 -14.463 9.736  -3.469 -0.740 -1.976 O2A  FCX 26 
FCX O3A  AO3  O 0 1 N N N 14.429 -12.980 9.165  -2.478 1.293  -0.637 O3A  FCX 27 
FCX P2A  AP2  P 0 1 N N S 13.063 -12.609 8.430  -3.055 0.610  0.700  P2A  FCX 28 
FCX O4A  AO4  O 0 1 N N N 13.022 -13.353 7.148  -4.270 -0.168 0.372  O4A  FCX 29 
FCX O5A  AO5  O 0 1 N N N 11.889 -12.636 9.311  -1.942 -0.370 1.325  O5A  FCX 30 
FCX O6A  AO6  O 0 1 N N N 13.374 -11.020 8.201  -3.424 1.754  1.771  O6A  FCX 31 
FCX CBP  PC11 C 0 1 N N N 14.736 -9.153  7.586  -4.300 2.124  3.993  CBP  FCX 32 
FCX CCP  PC12 C 0 1 N N N 14.306 -10.563 7.224  -3.928 1.088  2.931  CCP  FCX 33 
FCX CDP  PC13 C 0 1 N N N 15.507 -8.607  6.351  -3.059 2.935  4.371  CDP  FCX 34 
FCX CEP  PC14 C 0 1 N N N 13.429 -8.338  7.826  -5.373 3.063  3.437  CEP  FCX 35 
FCX CAP  PC10 C 0 1 N N R 15.629 -9.281  8.851  -4.840 1.411  5.234  CAP  FCX 36 
FCX OAP  PO10 O 0 1 N N N 16.809 -9.947  8.353  -6.074 0.765  4.914  OAP  FCX 37 
FCX C9P  PC9  C 0 1 N N N 16.023 -7.912  9.410  -3.840 0.382  5.697  C9P  FCX 38 
FCX O9P  PO9  O 0 1 N N N 15.345 -7.350  10.270 -4.080 -0.799 5.564  O9P  FCX 39 
FCX N8P  PN8  N 0 1 N N N 17.126 -7.329  8.939  -2.680 0.775  6.259  N8P  FCX 40 
FCX C7P  PC7  C 0 1 N N N 17.543 -5.999  9.445  -1.745 -0.223 6.783  C7P  FCX 41 
FCX C6P  PC6  C 0 1 N N N 16.818 -4.908  8.653  -0.517 0.482  7.362  C6P  FCX 42 
FCX C5P  PC5  C 0 1 N N N 17.245 -4.793  7.192  0.444  -0.545 7.900  C5P  FCX 43 
FCX O5P  PO5  O 0 1 N N N 18.466 -4.810  6.913  0.175  -1.725 7.828  O5P  FCX 44 
FCX N4P  PN4  N 0 1 N N N 16.256 -4.578  6.247  1.605  -0.152 8.463  N4P  FCX 45 
FCX C3P  PC3  C 0 1 N N N 16.638 -4.427  4.848  2.540  -1.150 8.986  C3P  FCX 46 
FCX C2P  PC2  C 0 1 N N N 16.635 -5.690  4.016  3.768  -0.445 9.565  C2P  FCX 47 
FCX C1   C1   C 0 1 N N S 16.501 -5.609  2.476  4.745  -1.488 10.112 C1   FCX 48 
FCX F1   F1   F 0 1 N N N 17.741 -5.526  1.881  4.118  -2.233 11.116 F1   FCX 49 
FCX C2   C2   C 0 1 N N N 15.571 -4.523  2.014  5.954  -0.793 10.683 C2   FCX 50 
FCX O1   O1   O 0 1 N N N 14.397 -4.726  1.814  5.847  0.313  11.157 O1   FCX 51 
FCX O2   O2   O 0 1 N N N 16.129 -3.363  1.806  7.150  -1.403 10.665 O2   FCX 52 
FCX H2A  AH2  H 0 1 N N N 19.223 -8.174  15.365 4.979  2.118  -9.541 H2A  FCX 53 
FCX H61A AH61 H 0 0 N N N 19.605 -8.419  10.211 8.131  2.095  -6.245 H61A FCX 54 
FCX H62A AH62 H 0 0 N N N 20.812 -7.914  11.255 7.336  1.617  -4.845 H62A FCX 55 
FCX H8A  AH8  H 0 1 N N N 16.607 -12.199 10.996 2.822  0.372  -3.651 H8A  FCX 56 
FCX H1B  AH1* H 0 1 N N N 16.528 -11.825 14.870 1.084  1.217  -6.959 H1B  FCX 57 
FCX H2B  AH2* H 0 1 N N N 14.713 -11.717 12.213 1.728  -1.546 -5.786 H2B  FCX 58 
FCX HO2A AHO2 H 0 0 N N N 13.437 -10.289 13.369 2.353  -0.983 -7.954 HO2A FCX 59 
FCX H3B  AH3* H 0 1 N N N 13.007 -13.049 13.583 -0.575 -2.004 -5.639 H3B  FCX 60 
FCX HOA8 8HOA H 0 0 N N N 12.037 -12.877 18.098 -3.319 -3.154 -8.874 HOA8 FCX 61 
FCX HOA9 9HOA H 0 0 N N N 11.740 -14.699 16.556 -0.372 -3.445 -8.318 HOA9 FCX 62 
FCX H4B  AH4* H 0 1 N N N 14.940 -14.820 14.524 -1.420 0.788  -5.687 H4B  FCX 63 
FCX H51A AH51 H 0 0 N N N 15.578 -15.561 12.154 -0.527 -1.042 -3.410 H51A FCX 64 
FCX H52A AH52 H 0 0 N N N 13.961 -15.656 12.566 -2.176 -0.951 -4.075 H52A FCX 65 
FCX HOA2 2HOA H 0 0 N N N 16.429 -14.719 8.844  -4.099 -0.122 -2.372 HOA2 FCX 66 
FCX HOA5 5HOA H 0 0 N N N 11.075 -12.415 8.873  -1.169 0.174  1.525  HOA5 FCX 67 
FCX H121 1H12 H 0 0 N N N 15.171 -11.255 7.102  -3.164 0.419  3.327  H121 FCX 68 
FCX H122 2H12 H 0 0 N N N 13.905 -10.634 6.185  -4.813 0.510  2.662  H122 FCX 69 
FCX H131 1H13 H 0 0 N N N 15.822 -7.571  6.616  -2.252 2.256  4.649  H131 FCX 70 
FCX H132 2H13 H 0 0 N N N 16.351 -9.260  6.030  -2.747 3.539  3.519  H132 FCX 71 
FCX H133 3H13 H 0 0 N N N 14.923 -8.663  5.402  -3.292 3.586  5.213  H133 FCX 72 
FCX H141 1H14 H 0 0 N N N 13.744 -7.302  8.091  -6.280 2.495  3.232  H141 FCX 73 
FCX H142 2H14 H 0 0 N N N 12.721 -8.376  6.965  -5.589 3.841  4.169  H142 FCX 74 
FCX H143 3H14 H 0 0 N N N 12.753 -8.800  8.582  -5.013 3.520  2.515  H143 FCX 75 
FCX H10  H10  H 0 1 N N N 15.108 -9.818  9.677  -5.006 2.139  6.028  H10  FCX 76 
FCX HO1  HO1  H 0 1 N N N 17.355 -10.025 9.126  -5.883 0.131  4.209  HO1  FCX 77 
FCX HN8  HN8  H 0 1 N N N 17.622 -7.870  8.231  -2.465 1.719  6.318  HN8  FCX 78 
FCX H71  1H7  H 0 1 N N N 17.388 -5.897  10.544 -2.233 -0.804 7.565  H71  FCX 79 
FCX H72  2H7  H 0 1 N N N 18.650 -5.868  9.428  -1.435 -0.888 5.977  H72  FCX 80 
FCX H61  1H6  H 0 1 N N N 15.713 -5.046  8.724  -0.029 1.062  6.580  H61  FCX 81 
FCX H62  2H6  H 0 1 N N N 16.921 -3.923  9.165  -0.827 1.147  8.168  H62  FCX 82 
FCX HN4  HN4  H 0 1 N N N 15.288 -4.532  6.567  1.820  0.791  8.521  HN4  FCX 83 
FCX H31  1H3  H 0 1 N N N 15.997 -3.654  4.363  2.052  -1.731 9.768  H31  FCX 84 
FCX H32  2H3  H 0 1 N N N 17.635 -3.932  4.780  2.850  -1.815 8.180  H32  FCX 85 
FCX H21  1H2  H 0 1 N N N 17.554 -6.272  4.258  4.256  0.135  8.783  H21  FCX 86 
FCX H22  2H2  H 0 1 N N N 15.835 -6.363  4.403  3.458  0.219  10.371 H22  FCX 87 
FCX H1   H1   H 0 1 N N N 16.022 -6.559  2.143  5.055  -2.153 9.306  H1   FCX 88 
FCX HO2  HO2  H 0 1 N N N 15.541 -2.676  1.513  7.925  -0.957 11.031 HO2  FCX 89 
# 
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 
FCX N1A C2A  SING Y N 1  
FCX N1A C6A  DOUB Y N 2  
FCX C2A N3A  DOUB Y N 3  
FCX C2A H2A  SING N N 4  
FCX N3A C4A  SING Y N 5  
FCX C4A C5A  DOUB Y N 6  
FCX C4A N9A  SING Y N 7  
FCX C5A C6A  SING Y N 8  
FCX C5A N7A  SING Y N 9  
FCX C6A N6A  SING N N 10 
FCX N6A H61A SING N N 11 
FCX N6A H62A SING N N 12 
FCX N7A C8A  DOUB Y N 13 
FCX C8A N9A  SING Y N 14 
FCX C8A H8A  SING N N 15 
FCX N9A C1B  SING N N 16 
FCX C1B C2B  SING N N 17 
FCX C1B O4B  SING N N 18 
FCX C1B H1B  SING N N 19 
FCX C2B O2B  SING N N 20 
FCX C2B C3B  SING N N 21 
FCX C2B H2B  SING N N 22 
FCX O2B HO2A SING N N 23 
FCX C3B O3B  SING N N 24 
FCX C3B C4B  SING N N 25 
FCX C3B H3B  SING N N 26 
FCX O3B P3B  SING N N 27 
FCX P3B O7A  DOUB N N 28 
FCX P3B O8A  SING N N 29 
FCX P3B O9A  SING N N 30 
FCX O8A HOA8 SING N N 31 
FCX O9A HOA9 SING N N 32 
FCX C4B O4B  SING N N 33 
FCX C4B C5B  SING N N 34 
FCX C4B H4B  SING N N 35 
FCX C5B O5B  SING N N 36 
FCX C5B H51A SING N N 37 
FCX C5B H52A SING N N 38 
FCX O5B P1A  SING N N 39 
FCX P1A O1A  DOUB N N 40 
FCX P1A O2A  SING N N 41 
FCX P1A O3A  SING N N 42 
FCX O2A HOA2 SING N N 43 
FCX O3A P2A  SING N N 44 
FCX P2A O4A  DOUB N N 45 
FCX P2A O5A  SING N N 46 
FCX P2A O6A  SING N N 47 
FCX O5A HOA5 SING N N 48 
FCX O6A CCP  SING N N 49 
FCX CBP CCP  SING N N 50 
FCX CBP CDP  SING N N 51 
FCX CBP CEP  SING N N 52 
FCX CBP CAP  SING N N 53 
FCX CCP H121 SING N N 54 
FCX CCP H122 SING N N 55 
FCX CDP H131 SING N N 56 
FCX CDP H132 SING N N 57 
FCX CDP H133 SING N N 58 
FCX CEP H141 SING N N 59 
FCX CEP H142 SING N N 60 
FCX CEP H143 SING N N 61 
FCX CAP OAP  SING N N 62 
FCX CAP C9P  SING N N 63 
FCX CAP H10  SING N N 64 
FCX OAP HO1  SING N N 65 
FCX C9P O9P  DOUB N N 66 
FCX C9P N8P  SING N N 67 
FCX N8P C7P  SING N N 68 
FCX N8P HN8  SING N N 69 
FCX C7P C6P  SING N N 70 
FCX C7P H71  SING N N 71 
FCX C7P H72  SING N N 72 
FCX C6P C5P  SING N N 73 
FCX C6P H61  SING N N 74 
FCX C6P H62  SING N N 75 
FCX C5P O5P  DOUB N N 76 
FCX C5P N4P  SING N N 77 
FCX N4P C3P  SING N N 78 
FCX N4P HN4  SING N N 79 
FCX C3P C2P  SING N N 80 
FCX C3P H31  SING N N 81 
FCX C3P H32  SING N N 82 
FCX C2P C1   SING N N 83 
FCX C2P H21  SING N N 84 
FCX C2P H22  SING N N 85 
FCX C1  F1   SING N N 86 
FCX C1  C2   SING N N 87 
FCX C1  H1   SING N N 88 
FCX C2  O1   DOUB N N 89 
FCX C2  O2   SING N N 90 
FCX O2  HO2  SING N N 91 
# 
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 
FCX SMILES           ACDLabs              10.04 O=C(O)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 
FCX InChI            InChI                1.02b 
;InChI=1/C23H37FN7O18P3/c1-23(2,17(34)20(35)27-6-4-13(32)26-5-3-11(24)22(36)37)8-46-52(43,44)49-51(41,42)45-7-12-16(48-50(38,39)40)15(33)21(47-12)31-10-30-14-18(25)28-9-29-19(14)31/h9-12,15-17,21,33-34H,3-8H2,1-2H3,(H,26,32)(H,27,35)(H,36,37)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/t11-,12+,15+,16+,17-,21+/m0/s1/f/h26-27,36,38-39,41,43H,25H2
;
FCX InChIKey         InChI                1.02b JYRBBNPCUSRRNJ-MDAMTJELDO 
FCX 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(O)=O 
FCX 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(O)=O 
FCX 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)O)F)O 
FCX 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)O)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 
FCX "SYSTEMATIC NAME" ACDLabs              10.04 
"(3S,5S,9R,18S)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-18-fluoro-3,5,9-trihydroxy-8,8-dimethyl-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3,5-diphosphanonadecan-19-oic acid 3,5-dioxide (non-preferred name)" 
FCX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(2S)-4-[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]-2-fluoro-butanoic acid"                          
# 
