data_COF
# 
_chem_comp.id                                    COF 
_chem_comp.name                                  "TRIFLUOROACETONYL COENZYME A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H37 F3 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                     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                        877.569 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     COF 
_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        6CSC 
_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 
COF N1A  AN1  N 0 1 Y N N 12.274 16.666 17.605 -7.247 -2.149 -7.212  N1A  COF 1  
COF C2A  AC2  C 0 1 Y N N 11.432 17.681 17.893 -6.324 -2.002 -8.145  C2A  COF 2  
COF N3A  AN3  N 0 1 Y N N 11.142 18.781 17.206 -5.101 -1.599 -7.871  N3A  COF 3  
COF C4A  AC4  C 0 1 Y N N 11.822 18.780 16.062 -4.745 -1.316 -6.622  C4A  COF 4  
COF C5A  AC5  C 0 1 Y N N 12.704 17.803 15.607 -5.689 -1.463 -5.593  C5A  COF 5  
COF C6A  AC6  C 0 1 Y N N 12.953 16.696 16.461 -6.982 -1.895 -5.935  C6A  COF 6  
COF N6A  AN6  N 0 1 N N N 13.762 15.657 16.168 -7.956 -2.052 -4.964  N6A  COF 7  
COF N7A  AN7  N 0 1 Y N N 13.193 18.159 14.361 -5.075 -1.120 -4.435  N7A  COF 8  
COF C8A  AC8  C 0 1 Y N N 12.625 19.319 14.115 -3.841 -0.786 -4.682  C8A  COF 9  
COF N9A  AN9  N 0 1 Y N N 11.763 19.740 15.086 -3.588 -0.894 -6.017  N9A  COF 10 
COF C1B  AC1* C 0 1 N N R 11.041 21.011 15.147 -2.316 -0.606 -6.684  C1B  COF 11 
COF C2B  AC2* C 0 1 N N R 12.017 22.153 14.913 -2.204 0.902  -7.024  C2B  COF 12 
COF O2B  AO2* O 0 1 N N N 12.673 22.477 16.104 -2.816 1.187  -8.283  O2B  COF 13 
COF C3B  AC3* C 0 1 N N S 11.061 23.236 14.475 -0.667 1.104  -7.098  C3B  COF 14 
COF O3B  AO3* O 0 1 N N N 10.263 23.685 15.575 -0.222 1.058  -8.456  O3B  COF 15 
COF P3B  AP3* P 0 1 N N N 10.059 25.263 15.863 0.502  2.464  -8.755  P3B  COF 16 
COF O7A  AO7  O 0 1 N N N 11.403 25.923 15.829 1.647  2.636  -7.832  O7A  COF 17 
COF O8A  AO8  O 0 1 N N N 9.177  25.370 17.063 1.032  2.482  -10.275 O8A  COF 18 
COF O9A  AO9  O 0 1 N N N 9.281  25.756 14.695 -0.546 3.666  -8.538  O9A  COF 19 
COF C4B  AC4* C 0 1 N N R 10.183 22.469 13.516 -0.095 -0.078 -6.295  C4B  COF 20 
COF O4B  AO4* O 0 1 N N N 10.157 21.118 14.058 -1.208 -0.832 -5.786  O4B  COF 21 
COF C5B  AC5* C 0 1 N N N 10.629 22.490 12.045 0.754  0.442  -5.134  C5B  COF 22 
COF O5B  AO5* O 0 1 N N N 12.062 22.397 11.931 1.274  -0.661 -4.391  O5B  COF 23 
COF P1A  AP1  P 0 1 N N S 12.779 21.473 10.865 2.153  -0.042 -3.192  P1A  COF 24 
COF O1A  AO1  O 0 1 N N N 13.049 22.249 9.635  1.293  0.806  -2.338  O1A  COF 25 
COF O2A  AO2  O 0 1 N N N 12.115 20.131 10.779 3.346  0.846  -3.805  O2A  COF 26 
COF O3A  AO3  O 0 1 N N N 14.181 21.164 11.588 2.773  -1.237 -2.309  O3A  COF 27 
COF P2A  AP2  P 0 1 N N S 15.383 22.100 11.078 3.634  -0.550 -1.136  P2A  COF 28 
COF O4A  AO4  O 0 1 N N N 15.694 21.857 9.649  4.709  0.275  -1.731  O4A  COF 29 
COF O5A  AO5  O 0 1 N N N 15.137 23.493 11.524 2.674  0.382  -0.241  O5A  COF 30 
COF O6A  AO6  O 0 1 N N N 16.576 21.531 11.966 4.287  -1.693 -0.209  O6A  COF 31 
COF CBP  PC11 C 0 1 N N N 17.358 19.639 13.134 5.685  -2.059 1.727   CBP  COF 32 
COF CCP  PC12 C 0 1 N N N 16.969 20.176 11.813 5.035  -1.024 0.807   CCP  COF 33 
COF CDP  PC13 C 0 1 N N N 18.312 18.504 13.040 4.598  -2.919 2.376   CDP  COF 34 
COF CEP  PC14 C 0 1 N N N 17.928 20.738 13.988 6.621  -2.951 0.910   CEP  COF 35 
COF CAP  PC10 C 0 1 N N R 16.099 19.183 13.796 6.485  -1.342 2.817   CAP  COF 36 
COF OAP  PO10 O 0 1 N N N 15.622 18.019 13.174 7.584  -0.649 2.222   OAP  COF 37 
COF C9P  PC9  C 0 1 N N N 16.351 18.835 15.298 5.595  -0.356 3.528   C9P  COF 38 
COF O9P  PO9  O 0 1 N N N 16.300 19.727 16.150 5.757  0.834  3.365   O9P  COF 39 
COF N8P  PN8  N 0 1 N N N 16.730 17.647 15.507 4.618  -0.797 4.344   N8P  COF 40 
COF C7P  PC7  C 0 1 N N N 16.952 17.095 16.770 3.805  0.159  5.098   C7P  COF 41 
COF C6P  PC6  C 0 1 N N N 18.430 17.148 17.045 2.777  -0.596 5.942   C6P  COF 42 
COF C5P  PC5  C 0 1 N N N 19.022 16.072 17.888 1.940  0.388  6.717   C5P  COF 43 
COF O5P  PO5  O 0 1 N N N 19.032 16.194 19.108 2.146  1.578  6.606   O5P  COF 44 
COF N4P  PN4  N 0 1 N N N 19.467 15.004 17.223 0.963  -0.052 7.534   N4P  COF 45 
COF C3P  PC3  C 0 1 N N N 19.425 14.925 15.779 0.150  0.905  8.287   C3P  COF 46 
COF C2P  PC2  C 0 1 N N N 20.753 15.425 15.165 -0.877 0.148  9.131   C2P  COF 47 
COF S1P  PS1  S 0 1 N N N 20.698 17.153 14.608 -1.884 1.334  10.064  S1P  COF 48 
COF C1I  IC1  C 0 1 N N N 21.393 16.866 12.919 -2.981 0.190  10.946  C1I  COF 49 
COF C2I  IC2  C 0 1 N N N 21.666 18.097 11.994 -3.934 0.974  11.810  C2I  COF 50 
COF O1I  IO1  O 0 1 N N N 22.722 18.763 12.146 -3.879 2.181  11.830  O1I  COF 51 
COF C3I  IC3  C 0 1 N N N 20.574 18.430 10.922 -4.957 0.254  12.651  C3I  COF 52 
COF F1I  IF1  F 0 1 N N N 20.980 18.561 9.592  -5.720 1.188  13.360  F1I  COF 53 
COF F2I  IF2  F 0 1 N N N 19.660 17.401 10.916 -5.795 -0.499 11.821  F2I  COF 54 
COF F3I  IF3  F 0 1 N N N 19.889 19.596 11.252 -4.305 -0.595 13.551  F3I  COF 55 
COF H2A  AH2  H 0 1 N N N 10.890 17.597 18.850 -6.582 -2.220 -9.170  H2A  COF 56 
COF H61A AH61 H 0 0 N N N 14.282 15.680 15.291 -8.845 -2.351 -5.213  H61A COF 57 
COF H62A AH62 H 0 0 N N N 13.221 14.793 16.210 -7.750 -1.863 -4.035  H62A COF 58 
COF H8A  AH8  H 0 1 N N N 12.848 19.879 13.191 -3.124 -0.471 -3.939  H8A  COF 59 
COF H1B  AH1* H 0 1 N N N 10.524 21.053 16.134 -2.210 -1.211 -7.584  H1B  COF 60 
COF H2B  AH2* H 0 1 N N N 12.836 21.951 14.184 -2.640 1.512  -6.234  H2B  COF 61 
COF HO2A AHO2 H 0 0 N N N 13.282 23.190 15.957 -3.751 0.954  -8.199  HO2A COF 62 
COF H3B  AH3* H 0 1 N N N 11.562 24.139 14.055 -0.385 2.050  -6.637  H3B  COF 63 
COF HOA8 8HOA H 0 0 N N N 9.057  26.297 17.232 1.459  3.339  -10.413 HOA8 COF 64 
COF HOA9 9HOA H 0 0 N N N 9.161  26.683 14.864 -1.274 3.517  -9.157  HOA9 COF 65 
COF H4B  AH4* H 0 1 N N N 9.177  22.947 13.456 0.512  -0.708 -6.945  H4B  COF 66 
COF H51A AH51 H 0 0 N N N 10.118 21.695 11.451 0.137  1.061  -4.482  H51A COF 67 
COF H52A AH52 H 0 0 N N N 10.233 23.384 11.510 1.578  1.037  -5.526  H52A COF 68 
COF HOA2 2HOA H 0 0 N N N 12.545 19.576 10.139 3.881  0.256  -4.354  HOA2 COF 69 
COF HOA5 5HOA H 0 0 N N N 15.847 24.046 11.222 1.990  -0.193 0.127   HOA5 COF 70 
COF H121 1H12 H 0 0 N N N 16.183 19.558 11.317 4.368  -0.388 1.389   H121 COF 71 
COF H122 2H12 H 0 0 N N N 17.771 20.049 11.049 5.809  -0.411 0.345   H122 COF 72 
COF H131 1H13 H 0 0 N N N 18.605 18.098 14.036 3.861  -2.273 2.855   H131 COF 73 
COF H132 2H13 H 0 0 N N N 17.907 17.697 12.385 4.109  -3.524 1.612   H132 COF 74 
COF H133 3H13 H 0 0 N N N 19.211 18.787 12.444 5.049  -3.572 3.123   H133 COF 75 
COF H141 1H14 H 0 0 N N N 18.221 20.332 14.984 7.434  -2.349 0.504   H141 COF 76 
COF H142 2H14 H 0 0 N N N 18.773 21.262 13.484 7.032  -3.731 1.552   H142 COF 77 
COF H143 3H14 H 0 0 N N N 17.229 21.602 14.077 6.064  -3.410 0.093   H143 COF 78 
COF H10  H10  H 0 1 N N N 15.360 20.013 13.712 6.862  -2.073 3.532   H10  COF 79 
COF HO1  HO1  H 0 1 N N N 14.821 17.729 13.595 7.209  -0.013 1.597   HO1  COF 80 
COF HN8  HN8  H 0 1 N N N 16.859 17.124 14.640 4.453  -1.749 4.433   HN8  COF 81 
COF H71  1H7  H 0 1 N N N 16.346 17.584 17.567 4.449  0.748  5.752   H71  COF 82 
COF H72  2H7  H 0 1 N N N 16.530 16.068 16.872 3.288  0.823  4.404   H72  COF 83 
COF H61  1H6  H 0 1 N N N 18.980 17.198 16.076 2.133  -1.184 5.288   H61  COF 84 
COF H62  2H6  H 0 1 N N N 18.684 18.140 17.485 3.293  -1.259 6.635   H62  COF 85 
COF HN4  HN4  H 0 1 N N N 19.835 14.256 17.811 0.799  -1.004 7.622   HN4  COF 86 
COF H31  1H3  H 0 1 N N N 19.168 13.897 15.428 0.794  1.493  8.941   H31  COF 87 
COF H32  2H3  H 0 1 N N N 18.546 15.468 15.360 -0.365 1.568  7.594   H32  COF 88 
COF H21  1H2  H 0 1 N N N 21.597 15.268 15.875 -1.521 -0.439 8.477   H21  COF 89 
COF H22  2H2  H 0 1 N N N 21.079 14.755 14.335 -0.361 -0.514 9.825   H22  COF 90 
COF HI11 1HI1 H 0 0 N N N 22.331 16.271 13.012 -3.547 -0.399 10.224  HI11 COF 91 
COF HI12 2HI1 H 0 0 N N N 20.734 16.147 12.376 -2.386 -0.474 11.571  HI12 COF 92 
# 
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 
COF N1A C2A  SING Y N 1  
COF N1A C6A  DOUB Y N 2  
COF C2A N3A  DOUB Y N 3  
COF C2A H2A  SING N N 4  
COF N3A C4A  SING Y N 5  
COF C4A C5A  DOUB Y N 6  
COF C4A N9A  SING Y N 7  
COF C5A C6A  SING Y N 8  
COF C5A N7A  SING Y N 9  
COF C6A N6A  SING N N 10 
COF N6A H61A SING N N 11 
COF N6A H62A SING N N 12 
COF N7A C8A  DOUB Y N 13 
COF C8A N9A  SING Y N 14 
COF C8A H8A  SING N N 15 
COF N9A C1B  SING N N 16 
COF C1B C2B  SING N N 17 
COF C1B O4B  SING N N 18 
COF C1B H1B  SING N N 19 
COF C2B O2B  SING N N 20 
COF C2B C3B  SING N N 21 
COF C2B H2B  SING N N 22 
COF O2B HO2A SING N N 23 
COF C3B O3B  SING N N 24 
COF C3B C4B  SING N N 25 
COF C3B H3B  SING N N 26 
COF O3B P3B  SING N N 27 
COF P3B O7A  DOUB N N 28 
COF P3B O8A  SING N N 29 
COF P3B O9A  SING N N 30 
COF O8A HOA8 SING N N 31 
COF O9A HOA9 SING N N 32 
COF C4B O4B  SING N N 33 
COF C4B C5B  SING N N 34 
COF C4B H4B  SING N N 35 
COF C5B O5B  SING N N 36 
COF C5B H51A SING N N 37 
COF C5B H52A SING N N 38 
COF O5B P1A  SING N N 39 
COF P1A O1A  DOUB N N 40 
COF P1A O2A  SING N N 41 
COF P1A O3A  SING N N 42 
COF O2A HOA2 SING N N 43 
COF O3A P2A  SING N N 44 
COF P2A O4A  DOUB N N 45 
COF P2A O5A  SING N N 46 
COF P2A O6A  SING N N 47 
COF O5A HOA5 SING N N 48 
COF O6A CCP  SING N N 49 
COF CBP CCP  SING N N 50 
COF CBP CDP  SING N N 51 
COF CBP CEP  SING N N 52 
COF CBP CAP  SING N N 53 
COF CCP H121 SING N N 54 
COF CCP H122 SING N N 55 
COF CDP H131 SING N N 56 
COF CDP H132 SING N N 57 
COF CDP H133 SING N N 58 
COF CEP H141 SING N N 59 
COF CEP H142 SING N N 60 
COF CEP H143 SING N N 61 
COF CAP OAP  SING N N 62 
COF CAP C9P  SING N N 63 
COF CAP H10  SING N N 64 
COF OAP HO1  SING N N 65 
COF C9P O9P  DOUB N N 66 
COF C9P N8P  SING N N 67 
COF N8P C7P  SING N N 68 
COF N8P HN8  SING N N 69 
COF C7P C6P  SING N N 70 
COF C7P H71  SING N N 71 
COF C7P H72  SING N N 72 
COF C6P C5P  SING N N 73 
COF C6P H61  SING N N 74 
COF C6P H62  SING N N 75 
COF C5P O5P  DOUB N N 76 
COF C5P N4P  SING N N 77 
COF N4P C3P  SING N N 78 
COF N4P HN4  SING N N 79 
COF C3P C2P  SING N N 80 
COF C3P H31  SING N N 81 
COF C3P H32  SING N N 82 
COF C2P S1P  SING N N 83 
COF C2P H21  SING N N 84 
COF C2P H22  SING N N 85 
COF S1P C1I  SING N N 86 
COF C1I C2I  SING N N 87 
COF C1I HI11 SING N N 88 
COF C1I HI12 SING N N 89 
COF C2I O1I  DOUB N N 90 
COF C2I C3I  SING N N 91 
COF C3I F1I  SING N N 92 
COF C3I F2I  SING N N 93 
COF C3I F3I  SING N N 94 
# 
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 
COF SMILES           ACDLabs              10.04 FC(F)(F)C(=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 
COF InChI            InChI                1.02b 
;InChI=1/C24H37F3N7O17P3S/c1-23(2,18(38)21(39)30-4-3-14(36)29-5-6-55-8-13(35)24(25,26)27)9-48-54(45,46)51-53(43,44)47-7-12-17(50-52(40,41)42)16(37)22(49-12)34-11-33-15-19(28)31-10-32-20(15)34/h10-12,16-18,22,37-38H,3-9H2,1-2H3,(H,29,36)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/t12-,16-,17-,18+,22-/m1/s1/f/h29-30,40-41,43,45H,28H2
;
COF InChIKey         InChI                1.02b XDIQTPZOIIYCTR-DGOXMNSADG 
COF 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)NCCSCC(=O)C(F)(F)F 
COF 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)NCCSCC(=O)C(F)(F)F 
COF 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)NCCSCC(=O)C(F)(F)F)O 
COF 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)NCCSCC(=O)C(F)(F)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 
COF "SYSTEMATIC NAME" ACDLabs              10.04 
;[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3,3,3-trifluoro-2-oxopropyl)sulfanyl]ethyl}amino)propyl]amino}butyl dihydrogen diphosphate (non-preferred name)
;
COF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl [hydroxy-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-[2-(3,3,3-trifluoro-2-oxo-propyl)sulfanylethylamino]propyl]amino]butoxy]phosphoryl] hydrogen phosphate" 
# 
