data_AMX
# 
_chem_comp.id                                    AMX 
_chem_comp.name                                  "AMIDOCARBOXYMETHYLDETHIA COENZYME *A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAC 
_chem_comp.formula                               "C23 H39 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                        792.520 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AMX 
_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        1CSH 
_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 
AMX N1A  AN1  N 0 1 Y N N 19.531 -8.047  13.305 5.914  1.915  -7.765 N1A  AMX 1  
AMX C2A  AC2  C 0 1 Y N N 18.960 -8.618  14.353 4.759  1.852  -8.402 C2A  AMX 2  
AMX N3A  AN3  N 0 1 Y N N 18.129 -9.653  14.415 3.641  1.500  -7.803 N3A  AMX 3  
AMX C4A  AC4  C 0 1 Y N N 17.892 -10.167 13.205 3.634  1.183  -6.513 C4A  AMX 4  
AMX C5A  AC5  C 0 1 Y N N 18.401 -9.691  12.012 4.837  1.240  -5.789 C5A  AMX 5  
AMX C6A  AC6  C 0 1 Y N N 19.277 -8.579  12.091 6.004  1.621  -6.472 C6A  AMX 6  
AMX N6A  AN6  N 0 1 N N N 19.838 -7.966  11.082 7.219  1.690  -5.813 N6A  AMX 7  
AMX N7A  AN7  N 0 1 Y N N 17.913 -10.472 10.969 4.553  0.881  -4.514 N7A  AMX 8  
AMX C8A  AC8  C 0 1 Y N N 17.149 -11.396 11.547 3.282  0.619  -4.410 C8A  AMX 9  
AMX N9A  AN9  N 0 1 Y N N 17.135 -11.287 12.911 2.671  0.794  -5.616 N9A  AMX 10 
AMX C1B  AC1* C 0 1 N N R 16.242 -12.064 13.773 1.248  0.597  -5.903 C1B  AMX 11 
AMX C2B  AC2* C 0 1 N N R 14.815 -11.783 13.321 0.955  -0.887 -6.236 C2B  AMX 12 
AMX O2B  AO2* O 0 1 N N N 14.373 -10.485 13.624 1.171  -1.151 -7.624 O2B  AMX 13 
AMX C3B  AC3* C 0 1 N N S 14.095 -12.954 14.005 -0.548 -1.010 -5.878 C3B  AMX 14 
AMX O3B  AO3* O 0 1 N N N 14.063 -12.857 15.409 -1.353 -0.887 -7.052 O3B  AMX 15 
AMX P3B  AP3* P 0 1 N N N 12.653 -13.089 16.190 -2.216 -2.241 -7.170 P3B  AMX 16 
AMX O7A  AO7  O 0 1 N N N 11.598 -12.387 15.403 -3.062 -2.394 -5.965 O7A  AMX 17 
AMX O8A  AO8  O 0 1 N N N 12.800 -12.747 17.631 -3.151 -2.170 -8.478 O8A  AMX 18 
AMX O9A  AO9  O 0 1 N N N 12.433 -14.565 16.065 -1.221 -3.502 -7.289 O9A  AMX 19 
AMX C4B  AC4* C 0 1 N N R 15.053 -14.075 13.651 -0.801 0.165  -4.915 C4B  AMX 20 
AMX O4B  AO4* O 0 1 N N N 16.346 -13.422 13.491 0.453  0.841  -4.723 O4B  AMX 21 
AMX C5B  AC5* C 0 1 N N N 14.703 -14.819 12.389 -1.319 -0.360 -3.575 C5B  AMX 22 
AMX O5B  AO5* O 0 1 N N N 14.447 -13.880 11.343 -1.543 0.736  -2.687 O5B  AMX 23 
AMX P1A  AP1  P 0 1 N N S 14.820 -14.330 9.854  -2.085 0.113  -1.305 P1A  AMX 24 
AMX O1A  AO1  O 0 1 N N N 13.992 -15.538 9.476  -1.071 -0.812 -0.751 O1A  AMX 25 
AMX O2A  AO2  O 0 1 N N N 16.287 -14.428 9.833  -3.453 -0.690 -1.578 O2A  AMX 26 
AMX O3A  AO3  O 0 1 N N N 14.449 -12.948 9.157  -2.360 1.300  -0.253 O3A  AMX 27 
AMX P2A  AP2  P 0 1 N N S 13.059 -12.627 8.405  -2.896 0.608  1.098  P2A  AMX 28 
AMX O4A  AO4  O 0 1 N N N 13.045 -13.312 7.078  -4.141 -0.137 0.810  O4A  AMX 29 
AMX O5A  AO5  O 0 1 N N N 11.882 -12.524 9.301  -1.780 -0.406 1.660  O5A  AMX 30 
AMX O6A  AO6  O 0 1 N N N 13.399 -11.058 8.129  -3.193 1.744  2.200  O6A  AMX 31 
AMX CBP  PC11 C 0 1 N N N 14.734 -9.179  7.541  -3.966 2.098  4.463  CBP  AMX 32 
AMX CCP  PC12 C 0 1 N N N 14.359 -10.604 7.185  -3.663 1.071  3.370  CCP  AMX 33 
AMX CDP  PC13 C 0 1 N N N 15.428 -8.510  6.330  -2.691 2.875  4.799  CDP  AMX 34 
AMX CEP  PC14 C 0 1 N N N 13.444 -8.474  7.995  -5.039 3.069  3.967  CEP  AMX 35 
AMX CAP  PC10 C 0 1 N N R 15.700 -9.285  8.744  -4.469 1.377  5.715  CAP  AMX 36 
AMX OAP  PO10 O 0 1 N N N 16.872 -9.993  8.344  -5.730 0.765  5.438  OAP  AMX 37 
AMX C9P  PC9  C 0 1 N N N 16.034 -7.932  9.349  -3.474 0.320  6.120  C9P  AMX 38 
AMX O9P  PO9  O 0 1 N N N 15.277 -7.475  10.231 -3.746 -0.853 5.979  O9P  AMX 39 
AMX N8P  PN8  N 0 1 N N N 17.105 -7.293  8.905  -2.283 0.678  6.638  N8P  AMX 40 
AMX C7P  PC7  C 0 1 N N N 17.455 -5.960  9.440  -1.349 -0.348 7.106  C7P  AMX 41 
AMX C6P  PC6  C 0 1 N N N 16.760 -4.865  8.608  -0.082 0.320  7.643  C6P  AMX 42 
AMX C5P  PC5  C 0 1 N N N 17.261 -4.744  7.171  0.877  -0.735 8.125  C5P  AMX 43 
AMX O5P  PO5  O 0 1 N N N 18.473 -4.749  6.935  0.578  -1.908 8.046  O5P  AMX 44 
AMX N4P  PN4  N 0 1 N N N 16.327 -4.606  6.203  2.069  -0.377 8.643  N4P  AMX 45 
AMX C3P  PC3  C 0 1 N N N 16.682 -4.440  4.805  3.003  -1.404 9.111  C3P  AMX 46 
AMX C2P  PC2  C 0 1 N N N 16.388 -5.670  3.929  4.269  -0.735 9.648  C2P  AMX 47 
AMX C1   C1   C 0 1 N N N 16.736 -5.328  2.447  5.245  -1.807 10.137 C1   AMX 48 
AMX C2   C2   C 0 1 N N N 15.667 -4.443  1.807  6.492  -1.148 10.666 C2   AMX 49 
AMX O2   O2   O 0 1 N N N 14.492 -4.795  1.890  6.592  0.059  10.653 O2   AMX 50 
AMX N2   N2   N 0 1 N N N 16.023 -3.249  1.353  7.498  -1.902 11.154 N2   AMX 51 
AMX H2A  AH2  H 0 1 N N N 19.216 -8.161  15.323 4.731  2.099  -9.453 H2A  AMX 52 
AMX H61A AH61 H 0 0 N N N 19.646 -8.368  10.164 8.018  1.954  -6.295 H61A AMX 53 
AMX H62A AH62 H 0 0 N N N 20.844 -7.897  11.230 7.272  1.473  -4.869 H62A AMX 54 
AMX H8A  AH8  H 0 1 N N N 16.597 -12.156 10.968 2.785  0.309  -3.503 H8A  AMX 55 
AMX H1B  AH1* H 0 1 N N N 16.487 -11.810 14.830 0.929  1.244  -6.721 H1B  AMX 56 
AMX H2B  AH2* H 0 1 N N N 14.638 -11.756 12.220 1.559  -1.551 -5.617 H2B  AMX 57 
AMX HO2A AHO2 H 0 0 N N N 13.482 -10.309 13.342 2.104  -0.968 -7.801 HO2A AMX 58 
AMX H3B  AH3* H 0 1 N N N 13.029 -13.045 13.690 -0.745 -1.960 -5.379 H3B  AMX 59 
AMX HOA8 8HOA H 0 0 N N N 11.977 -12.882 18.086 -3.649 -2.998 -8.511 HOA8 AMX 60 
AMX HOA9 9HOA H 0 0 N N N 11.610 -14.700 16.520 -0.689 -3.363 -8.085 HOA9 AMX 61 
AMX H4B  AH4* H 0 1 N N N 15.027 -14.851 14.450 -1.528 0.851  -5.350 H4B  AMX 62 
AMX H51A AH51 H 0 0 N N N 15.483 -15.563 12.106 -0.582 -1.035 -3.140 H51A AMX 63 
AMX H52A AH52 H 0 0 N N N 13.855 -15.527 12.537 -2.254 -0.897 -3.733 H52A AMX 64 
AMX HOA2 2HOA H 0 0 N N N 16.508 -14.695 8.948  -4.085 -0.052 -1.937 HOA2 AMX 65 
AMX HOA5 5HOA H 0 0 N N N 11.063 -12.334 8.858  -0.987 0.118  1.835  HOA5 AMX 66 
AMX H121 1H12 H 0 0 N N N 15.245 -11.277 7.114  -2.898 0.379  3.723  H121 AMX 67 
AMX H122 2H12 H 0 0 N N N 14.008 -10.706 6.131  -4.571 0.517  3.130  H122 AMX 68 
AMX H131 1H13 H 0 0 N N N 15.703 -7.461  6.591  -1.890 2.175  5.033  H131 AMX 69 
AMX H132 2H13 H 0 0 N N N 16.303 -9.098  5.968  -2.402 3.486  3.944  H132 AMX 70 
AMX H133 3H13 H 0 0 N N N 14.806 -8.563  5.405  -2.875 3.519  5.659  H133 AMX 71 
AMX H141 1H14 H 0 0 N N N 13.719 -7.425  8.256  -5.968 2.525  3.791  H141 AMX 72 
AMX H142 2H14 H 0 0 N N N 12.623 -8.536  7.243  -5.207 3.840  4.718  H142 AMX 73 
AMX H143 3H14 H 0 0 N N N 12.920 -9.008  8.821  -4.709 3.532  3.037  H143 AMX 74 
AMX H10  H10  H 0 1 N N N 15.187 -9.853  9.555  -4.585 2.096  6.526  H10  AMX 75 
AMX HO1  HO1  H 0 1 N N N 17.465 -10.058 9.083  -5.583 0.137  4.716  HO1  AMX 76 
AMX HN8  HN8  H 0 1 N N N 17.630 -7.798  8.191  -2.044 1.616  6.701  HN8  AMX 77 
AMX H71  1H7  H 0 1 N N N 17.224 -5.870  10.527 -1.817 -0.930 7.900  H71  AMX 78 
AMX H72  2H7  H 0 1 N N N 18.558 -5.807  9.496  -1.089 -1.007 6.278  H72  AMX 79 
AMX H61  1H6  H 0 1 N N N 15.654 -5.010  8.621  0.385  0.902  6.849  H61  AMX 80 
AMX H62  2H6  H 0 1 N N N 16.830 -3.880  9.127  -0.343 0.979  8.471  H62  AMX 81 
AMX HN4  HN4  H 0 1 N N N 15.359 -4.627  6.525  2.308  0.560  8.706  HN4  AMX 82 
AMX H31  1H3  H 0 1 N N N 16.189 -3.533  4.382  2.535  -1.986 9.905  H31  AMX 83 
AMX H32  2H3  H 0 1 N N N 17.750 -4.138  4.707  3.263  -2.063 8.283  H32  AMX 84 
AMX H21  1H2  H 0 1 N N N 16.913 -6.584  4.289  4.738  -0.153 8.854  H21  AMX 85 
AMX H22  2H2  H 0 1 N N N 15.341 -6.036  4.046  4.009  -0.076 10.476 H22  AMX 86 
AMX H11  1H1  H 0 1 N N N 17.748 -4.869  2.362  4.777  -2.389 10.931 H11  AMX 87 
AMX H12  2H1  H 0 1 N N N 16.913 -6.251  1.847  5.505  -2.466 9.309  H12  AMX 88 
AMX HN21 1HN2 H 0 0 N N N 16.997 -2.957  1.284  8.301  -1.478 11.494 HN21 AMX 89 
AMX HN22 2HN2 H 0 0 N N N 15.309 -2.658  0.925  7.418  -2.869 11.164 HN22 AMX 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 
AMX N1A C2A  SING Y N 1  
AMX N1A C6A  DOUB Y N 2  
AMX C2A N3A  DOUB Y N 3  
AMX C2A H2A  SING N N 4  
AMX N3A C4A  SING Y N 5  
AMX C4A C5A  DOUB Y N 6  
AMX C4A N9A  SING Y N 7  
AMX C5A C6A  SING Y N 8  
AMX C5A N7A  SING Y N 9  
AMX C6A N6A  SING N N 10 
AMX N6A H61A SING N N 11 
AMX N6A H62A SING N N 12 
AMX N7A C8A  DOUB Y N 13 
AMX C8A N9A  SING Y N 14 
AMX C8A H8A  SING N N 15 
AMX N9A C1B  SING N N 16 
AMX C1B C2B  SING N N 17 
AMX C1B O4B  SING N N 18 
AMX C1B H1B  SING N N 19 
AMX C2B O2B  SING N N 20 
AMX C2B C3B  SING N N 21 
AMX C2B H2B  SING N N 22 
AMX O2B HO2A SING N N 23 
AMX C3B O3B  SING N N 24 
AMX C3B C4B  SING N N 25 
AMX C3B H3B  SING N N 26 
AMX O3B P3B  SING N N 27 
AMX P3B O7A  DOUB N N 28 
AMX P3B O8A  SING N N 29 
AMX P3B O9A  SING N N 30 
AMX O8A HOA8 SING N N 31 
AMX O9A HOA9 SING N N 32 
AMX C4B O4B  SING N N 33 
AMX C4B C5B  SING N N 34 
AMX C4B H4B  SING N N 35 
AMX C5B O5B  SING N N 36 
AMX C5B H51A SING N N 37 
AMX C5B H52A SING N N 38 
AMX O5B P1A  SING N N 39 
AMX P1A O1A  DOUB N N 40 
AMX P1A O2A  SING N N 41 
AMX P1A O3A  SING N N 42 
AMX O2A HOA2 SING N N 43 
AMX O3A P2A  SING N N 44 
AMX P2A O4A  DOUB N N 45 
AMX P2A O5A  SING N N 46 
AMX P2A O6A  SING N N 47 
AMX O5A HOA5 SING N N 48 
AMX O6A CCP  SING N N 49 
AMX CBP CCP  SING N N 50 
AMX CBP CDP  SING N N 51 
AMX CBP CEP  SING N N 52 
AMX CBP CAP  SING N N 53 
AMX CCP H121 SING N N 54 
AMX CCP H122 SING N N 55 
AMX CDP H131 SING N N 56 
AMX CDP H132 SING N N 57 
AMX CDP H133 SING N N 58 
AMX CEP H141 SING N N 59 
AMX CEP H142 SING N N 60 
AMX CEP H143 SING N N 61 
AMX CAP OAP  SING N N 62 
AMX CAP C9P  SING N N 63 
AMX CAP H10  SING N N 64 
AMX OAP HO1  SING N N 65 
AMX C9P O9P  DOUB N N 66 
AMX C9P N8P  SING N N 67 
AMX N8P C7P  SING N N 68 
AMX N8P HN8  SING N N 69 
AMX C7P C6P  SING N N 70 
AMX C7P H71  SING N N 71 
AMX C7P H72  SING N N 72 
AMX C6P C5P  SING N N 73 
AMX C6P H61  SING N N 74 
AMX C6P H62  SING N N 75 
AMX C5P O5P  DOUB N N 76 
AMX C5P N4P  SING N N 77 
AMX N4P C3P  SING N N 78 
AMX N4P HN4  SING N N 79 
AMX C3P C2P  SING N N 80 
AMX C3P H31  SING N N 81 
AMX C3P H32  SING N N 82 
AMX C2P C1   SING N N 83 
AMX C2P H21  SING N N 84 
AMX C2P H22  SING N N 85 
AMX C1  C2   SING N N 86 
AMX C1  H11  SING N N 87 
AMX C1  H12  SING N N 88 
AMX C2  O2   DOUB N N 89 
AMX C2  N2   SING N N 90 
AMX N2  HN21 SING N N 91 
AMX 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 
AMX SMILES           ACDLabs              10.04 O=C(N)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 
AMX InChI            InChI                1.02b 
;InChI=1/C23H39N8O17P3/c1-23(2,18(35)21(36)27-7-5-14(33)26-6-3-4-13(24)32)9-45-51(42,43)48-50(40,41)44-8-12-17(47-49(37,38)39)16(34)22(46-12)31-11-30-15-19(25)28-10-29-20(15)31/h10-12,16-18,22,34-35H,3-9H2,1-2H3,(H2,24,32)(H,26,33)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t12-,16-,17-,18+,22-/m1/s1/f/h26-27,37-38,40,42H,24-25H2
;
AMX InChIKey         InChI                1.02b RMWCNISNSABOOL-JABNEFGBDK 
AMX 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(N)=O 
AMX 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(N)=O 
AMX 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)N)O 
AMX 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)N)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 
AMX "SYSTEMATIC NAME" ACDLabs              10.04 
"(3R)-4-({3-[(4-amino-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)" 
AMX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[[(3R)-4-[[3-[(4-amino-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"             
# 
