data_HAX
# 
_chem_comp.id                                    HAX 
_chem_comp.name                                  "N-HYDROXYAMIDOCARBOXYMETHYLDETHIA COENZYME *A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H39 N8 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                        808.520 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HAX 
_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        1AL6 
_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 
HAX N1A  AN1  N 0 1 Y N N 19.519 -8.079  13.382 6.266  1.987  -7.580 N1A  HAX 1  
HAX C2A  AC2  C 0 1 Y N N 18.962 -8.660  14.449 5.161  1.900  -8.297 C2A  HAX 2  
HAX N3A  AN3  N 0 1 Y N N 18.120 -9.691  14.501 4.008  1.532  -7.778 N3A  HAX 3  
HAX C4A  AC4  C 0 1 Y N N 17.855 -10.177 13.267 3.914  1.224  -6.489 C4A  HAX 4  
HAX C5A  AC5  C 0 1 Y N N 18.356 -9.704  12.075 5.061  1.307  -5.681 C5A  HAX 5  
HAX C6A  AC6  C 0 1 Y N N 19.255 -8.603  12.154 6.268  1.704  -6.281 C6A  HAX 6  
HAX N6A  AN6  N 0 1 N N N 19.757 -7.965  11.105 7.431  1.798  -5.538 N6A  HAX 7  
HAX N7A  AN7  N 0 1 Y N N 17.856 -10.468 11.007 4.693  0.952  -4.427 N7A  HAX 8  
HAX C8A  AC8  C 0 1 Y N N 17.058 -11.362 11.580 3.423  0.669  -4.412 C8A  HAX 9  
HAX N9A  AN9  N 0 1 Y N N 17.085 -11.285 12.943 2.896  0.825  -5.660 N9A  HAX 10 
HAX C1B  AC1* C 0 1 N N R 16.174 -12.042 13.769 1.501  0.601  -6.046 C1B  HAX 11 
HAX C2B  AC2* C 0 1 N N R 14.755 -11.773 13.297 1.258  -0.891 -6.387 C2B  HAX 12 
HAX O2B  AO2* O 0 1 N N N 14.298 -10.530 13.759 1.578  -1.160 -7.754 O2B  HAX 13 
HAX C3B  AC3* C 0 1 N N S 14.055 -12.935 13.978 -0.265 -1.038 -6.137 C3B  HAX 14 
HAX O3B  AO3* O 0 1 N N N 13.964 -12.698 15.400 -0.986 -0.936 -7.366 O3B  HAX 15 
HAX P3B  AP3* P 0 1 N N N 12.652 -13.129 16.230 -1.814 -2.306 -7.535 P3B  HAX 16 
HAX O7A  AO7  O 0 1 N N N 11.497 -12.461 15.573 -2.742 -2.465 -6.393 O7A  HAX 17 
HAX O8A  AO8  O 0 1 N N N 12.942 -12.922 17.681 -2.655 -2.260 -8.907 O8A  HAX 18 
HAX O9A  AO9  O 0 1 N N N 12.555 -14.594 15.971 -0.792 -3.550 -7.573 O9A  HAX 19 
HAX C4B  AC4* C 0 1 N N R 15.028 -14.076 13.690 -0.605 0.140  -5.204 C4B  HAX 20 
HAX O4B  AO4* O 0 1 N N N 16.311 -13.415 13.510 0.619  0.838  -4.928 O4B  HAX 21 
HAX C5B  AC5* C 0 1 N N N 14.723 -14.841 12.426 -1.209 -0.385 -3.900 C5B  HAX 22 
HAX O5B  AO5* O 0 1 N N N 14.405 -13.904 11.418 -1.515 0.713  -3.040 O5B  HAX 23 
HAX P1A  AP1  P 0 1 N N S 14.751 -14.301 9.900  -2.144 0.089  -1.695 P1A  HAX 24 
HAX O1A  AO1  O 0 1 N N N 13.868 -15.446 9.534  -1.157 -0.814 -1.062 O1A  HAX 25 
HAX O2A  AO2  O 0 1 N N N 16.221 -14.476 9.834  -3.475 -0.739 -2.058 O2A  HAX 26 
HAX O3A  AO3  O 0 1 N N N 14.489 -12.911 9.104  -2.514 1.278  -0.674 O3A  HAX 27 
HAX P2A  AP2  P 0 1 N N S 13.065 -12.625 8.372  -3.133 0.587  0.640  P2A  HAX 28 
HAX O4A  AO4  O 0 1 N N N 13.029 -13.343 7.056  -4.342 -0.182 0.270  O4A  HAX 29 
HAX O5A  AO5  O 0 1 N N N 11.938 -12.695 9.340  -2.043 -0.404 1.289  O5A  HAX 30 
HAX O6A  AO6  O 0 1 N N N 13.290 -11.026 8.122  -3.528 1.724  1.709  O6A  HAX 31 
HAX CBP  PC11 C 0 1 N N N 14.774 -9.203  7.589  -4.466 2.080  3.908  CBP  HAX 32 
HAX CCP  PC12 C 0 1 N N N 14.315 -10.602 7.222  -4.069 1.051  2.848  CCP  HAX 33 
HAX CDP  PC13 C 0 1 N N N 15.521 -8.592  6.372  -3.233 2.881  4.328  CDP  HAX 34 
HAX CEP  PC14 C 0 1 N N N 13.538 -8.370  7.960  -5.518 3.028  3.329  CEP  HAX 35 
HAX CAP  PC10 C 0 1 N N R 15.707 -9.314  8.784  -5.046 1.359  5.127  CAP  HAX 36 
HAX OAP  PO10 O 0 1 N N N 16.919 -9.948  8.376  -6.273 0.722  4.765  OAP  HAX 37 
HAX C9P  PC9  C 0 1 N N N 16.039 -7.953  9.370  -4.065 0.322  5.610  C9P  HAX 38 
HAX O9P  PO9  O 0 1 N N N 15.307 -7.436  10.231 -4.306 -0.857 5.459  O9P  HAX 39 
HAX N8P  PN8  N 0 1 N N N 17.162 -7.416  8.931  -2.920 0.704  6.209  N8P  HAX 40 
HAX C7P  PC7  C 0 1 N N N 17.612 -6.100  9.383  -2.005 -0.302 6.751  C7P  HAX 41 
HAX C6P  PC6  C 0 1 N N N 16.856 -5.005  8.634  -0.791 0.391  7.372  C6P  HAX 42 
HAX C5P  PC5  C 0 1 N N N 17.333 -4.819  7.175  0.149  -0.644 7.929  C5P  HAX 43 
HAX O5P  PO5  O 0 1 N N N 18.541 -4.825  6.898  -0.123 -1.822 7.839  O5P  HAX 44 
HAX N4P  PN4  N 0 1 N N N 16.353 -4.635  6.254  1.294  -0.262 8.528  N4P  HAX 45 
HAX C3P  PC3  C 0 1 N N N 16.640 -4.410  4.838  2.210  -1.269 9.070  C3P  HAX 46 
HAX C2P  PC2  C 0 1 N N N 16.558 -5.715  4.037  3.423  -0.574 9.691  C2P  HAX 47 
HAX C1   C1   C 0 1 N N N 16.643 -5.622  2.491  4.379  -1.627 10.257 C1   HAX 48 
HAX C2   C2   C 0 1 N N N 15.604 -4.663  1.917  5.574  -0.942 10.869 C2   HAX 49 
HAX O2   O2   O 0 1 N N N 14.373 -4.895  1.956  5.654  0.267  10.854 O2   HAX 50 
HAX N2   N2   N 0 1 N N N 16.090 -3.539  1.349  6.555  -1.675 11.433 N2   HAX 51 
HAX OH   OH   O 0 1 N N N 15.214 -2.674  0.873  7.678  -1.032 12.007 OH   HAX 52 
HAX H2A  AH2  H 0 1 N N N 19.236 -8.227  15.425 5.204  2.139  -9.350 H2A  HAX 53 
HAX H61A AH61 H 0 0 N N N 19.559 -8.357  10.184 8.258  2.073  -5.964 H61A HAX 54 
HAX H62A AH62 H 0 0 N N N 20.765 -7.861  11.220 7.420  1.589  -4.591 H62A HAX 55 
HAX H8A  AH8  H 0 1 N N N 16.451 -12.076 10.998 2.867  0.356  -3.540 H8A  HAX 56 
HAX H1B  AH1* H 0 1 N N N 16.378 -11.766 14.830 1.231  1.236  -6.890 H1B  HAX 57 
HAX H2B  AH2* H 0 1 N N N 14.606 -11.715 12.193 1.828  -1.539 -5.722 H2B  HAX 58 
HAX HO2A AHO2 H 0 0 N N N 13.410 -10.361 13.463 2.518  -0.962 -7.866 HO2A HAX 59 
HAX H3B  AH3* H 0 1 N N N 13.012 -13.118 13.628 -0.481 -1.987 -5.646 H3B  HAX 60 
HAX HOA8 8HOA H 0 0 N N N 12.168 -13.176 18.170 -3.135 -3.097 -8.969 HOA8 HAX 61 
HAX HOA9 9HOA H 0 0 N N N 11.781 -14.848 16.460 -0.207 -3.407 -8.329 HOA9 HAX 62 
HAX H4B  AH4* H 0 1 N N N 14.982 -14.820 14.518 -1.311 0.810  -5.696 H4B  HAX 63 
HAX H51A AH51 H 0 0 N N N 15.546 -15.531 12.129 -0.494 -1.044 -3.408 H51A HAX 64 
HAX H52A AH52 H 0 0 N N N 13.928 -15.610 12.567 -2.122 -0.940 -4.120 H52A HAX 65 
HAX HOA2 2HOA H 0 0 N N N 16.425 -14.710 8.936  -4.090 -0.114 -2.467 HOA2 HAX 66 
HAX HOA5 5HOA H 0 0 N N N 11.106 -12.528 8.912  -1.274 0.135  1.515  HOA5 HAX 67 
HAX H121 1H12 H 0 0 N N N 15.163 -11.324 7.181  -3.320 0.375  3.260  H121 HAX 68 
HAX H122 2H12 H 0 0 N N N 13.993 -10.671 6.156  -4.948 0.479  2.548  H122 HAX 69 
HAX H131 1H13 H 0 0 N N N 15.858 -7.564  6.641  -2.438 2.197  4.624  H131 HAX 70 
HAX H132 2H13 H 0 0 N N N 16.358 -9.237  6.016  -2.893 3.491  3.491  H132 HAX 71 
HAX H133 3H13 H 0 0 N N N 14.907 -8.610  5.441  -3.488 3.527  5.168  H133 HAX 72 
HAX H141 1H14 H 0 0 N N N 13.875 -7.342  8.229  -6.422 2.467  3.092  H141 HAX 73 
HAX H142 2H14 H 0 0 N N N 12.763 -8.370  7.157  -5.752 3.802  4.060  H142 HAX 74 
HAX H143 3H14 H 0 0 N N N 12.925 -8.844  8.762  -5.129 3.491  2.421  H143 HAX 75 
HAX H10  H10  H 0 1 N N N 15.188 -9.913  9.567  -5.232 2.081  5.921  H10  HAX 76 
HAX HO1  HO1  H 0 1 N N N 17.502 -10.017 9.122  -6.064 0.093  4.061  HO1  HAX 77 
HAX HN8  HN8  H 0 1 N N N 17.666 -7.999  8.263  -2.702 1.646  6.281  HN8  HAX 78 
HAX H71  1H7  H 0 1 N N N 17.526 -5.985  10.488 -2.519 -0.887 7.514  H71  HAX 79 
HAX H72  2H7  H 0 1 N N N 18.717 -5.982  9.292  -1.675 -0.962 5.949  H72  HAX 80 
HAX H61  1H6  H 0 1 N N N 15.756 -5.187  8.670  -0.277 0.976  6.609  H61  HAX 81 
HAX H62  2H6  H 0 1 N N N 16.901 -4.040  9.191  -1.121 1.051  8.174  H62  HAX 82 
HAX HN4  HN4  H 0 1 N N N 15.403 -4.665  6.625  1.513  0.680  8.601  HN4  HAX 83 
HAX H31  1H3  H 0 1 N N N 15.977 -3.623  4.406  1.696  -1.854 9.833  H31  HAX 84 
HAX H32  2H3  H 0 1 N N N 17.623 -3.904  4.695  2.540  -1.929 8.268  H32  HAX 85 
HAX H21  1H2  H 0 1 N N N 17.338 -6.420  4.405  3.937  0.009  8.928  H21  HAX 86 
HAX H22  2H2  H 0 1 N N N 15.628 -6.261  4.320  3.093  0.085  10.493 H22  HAX 87 
HAX H11  1H1  H 0 1 N N N 17.671 -5.349  2.158  3.865  -2.211 11.020 H11  HAX 88 
HAX H12  2H1  H 0 1 N N N 16.566 -6.630  2.020  4.709  -2.286 9.455  H12  HAX 89 
HAX HN2  HN2  H 0 1 N N N 17.089 -3.348  1.281  6.491  -2.643 11.445 HN2  HAX 90 
HAX HO   HO   H 0 1 N N N 15.556 -1.883  0.473  8.253  -1.729 12.351 HO   HAX 91 
# 
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 
HAX N1A C2A  SING Y N 1  
HAX N1A C6A  DOUB Y N 2  
HAX C2A N3A  DOUB Y N 3  
HAX C2A H2A  SING N N 4  
HAX N3A C4A  SING Y N 5  
HAX C4A C5A  DOUB Y N 6  
HAX C4A N9A  SING Y N 7  
HAX C5A C6A  SING Y N 8  
HAX C5A N7A  SING Y N 9  
HAX C6A N6A  SING N N 10 
HAX N6A H61A SING N N 11 
HAX N6A H62A SING N N 12 
HAX N7A C8A  DOUB Y N 13 
HAX C8A N9A  SING Y N 14 
HAX C8A H8A  SING N N 15 
HAX N9A C1B  SING N N 16 
HAX C1B C2B  SING N N 17 
HAX C1B O4B  SING N N 18 
HAX C1B H1B  SING N N 19 
HAX C2B O2B  SING N N 20 
HAX C2B C3B  SING N N 21 
HAX C2B H2B  SING N N 22 
HAX O2B HO2A SING N N 23 
HAX C3B O3B  SING N N 24 
HAX C3B C4B  SING N N 25 
HAX C3B H3B  SING N N 26 
HAX O3B P3B  SING N N 27 
HAX P3B O7A  DOUB N N 28 
HAX P3B O8A  SING N N 29 
HAX P3B O9A  SING N N 30 
HAX O8A HOA8 SING N N 31 
HAX O9A HOA9 SING N N 32 
HAX C4B O4B  SING N N 33 
HAX C4B C5B  SING N N 34 
HAX C4B H4B  SING N N 35 
HAX C5B O5B  SING N N 36 
HAX C5B H51A SING N N 37 
HAX C5B H52A SING N N 38 
HAX O5B P1A  SING N N 39 
HAX P1A O1A  DOUB N N 40 
HAX P1A O2A  SING N N 41 
HAX P1A O3A  SING N N 42 
HAX O2A HOA2 SING N N 43 
HAX O3A P2A  SING N N 44 
HAX P2A O4A  DOUB N N 45 
HAX P2A O5A  SING N N 46 
HAX P2A O6A  SING N N 47 
HAX O5A HOA5 SING N N 48 
HAX O6A CCP  SING N N 49 
HAX CBP CCP  SING N N 50 
HAX CBP CDP  SING N N 51 
HAX CBP CEP  SING N N 52 
HAX CBP CAP  SING N N 53 
HAX CCP H121 SING N N 54 
HAX CCP H122 SING N N 55 
HAX CDP H131 SING N N 56 
HAX CDP H132 SING N N 57 
HAX CDP H133 SING N N 58 
HAX CEP H141 SING N N 59 
HAX CEP H142 SING N N 60 
HAX CEP H143 SING N N 61 
HAX CAP OAP  SING N N 62 
HAX CAP C9P  SING N N 63 
HAX CAP H10  SING N N 64 
HAX OAP HO1  SING N N 65 
HAX C9P O9P  DOUB N N 66 
HAX C9P N8P  SING N N 67 
HAX N8P C7P  SING N N 68 
HAX N8P HN8  SING N N 69 
HAX C7P C6P  SING N N 70 
HAX C7P H71  SING N N 71 
HAX C7P H72  SING N N 72 
HAX C6P C5P  SING N N 73 
HAX C6P H61  SING N N 74 
HAX C6P H62  SING N N 75 
HAX C5P O5P  DOUB N N 76 
HAX C5P N4P  SING N N 77 
HAX N4P C3P  SING N N 78 
HAX N4P HN4  SING N N 79 
HAX C3P C2P  SING N N 80 
HAX C3P H31  SING N N 81 
HAX C3P H32  SING N N 82 
HAX C2P C1   SING N N 83 
HAX C2P H21  SING N N 84 
HAX C2P H22  SING N N 85 
HAX C1  C2   SING N N 86 
HAX C1  H11  SING N N 87 
HAX C1  H12  SING N N 88 
HAX C2  O2   DOUB N N 89 
HAX C2  N2   SING N N 90 
HAX N2  OH   SING N N 91 
HAX N2  HN2  SING N N 92 
HAX OH  HO   SING N N 93 
# 
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 
HAX SMILES           ACDLabs              10.04 O=C(NO)CCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O 
HAX InChI            InChI                1.02b 
;InChI=1/C23H39N8O18P3/c1-23(2,18(35)21(36)26-7-5-13(32)25-6-3-4-14(33)30-37)9-46-52(43,44)49-51(41,42)45-8-12-17(48-50(38,39)40)16(34)22(47-12)31-11-29-15-19(24)27-10-28-20(15)31/h10-12,16-18,22,34-35,37H,3-9H2,1-2H3,(H,25,32)(H,26,36)(H,30,33)(H,41,42)(H,43,44)(H2,24,27,28)(H2,38,39,40)/t12-,16-,17-,18+,22-/m1/s1/f/h25-26,30,38-39,41,43H,24H2
;
HAX InChIKey         InChI                1.02b UCBQLSAQGRRAIX-MKNDCKQKDX 
HAX 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)NCCCC(=O)NO 
HAX 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)NCCCC(=O)NO 
HAX 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)NCCCC(=O)NO)O 
HAX 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)NCCCC(=O)NO)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 
HAX "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-4-[(3-{[4-(hydroxyamino)-4-oxobutyl]amino}-3-oxopropyl)amino]-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate (non-preferred name)" 
HAX "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-4-[[3-[[4-(hydroxyamino)-4-oxo-butyl]amino]-3-oxo-propyl]amino]-2,2-dimethyl-4-oxo-butoxy]phosphoryl] hydrogen phosphate"              
# 
