data_CMX
# 
_chem_comp.id                                    CMX 
_chem_comp.name                                  "CARBOXYMETHYLDETHIA COENZYME *A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAC 
_chem_comp.formula                               "C23 H38 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                        793.505 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CMX 
_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        1CSI 
_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 
CMX N1A  AN1  N 0 1 Y N N 19.521 -8.093  13.346 5.933  1.918  -7.757 N1A  CMX 1  
CMX C2A  AC2  C 0 1 Y N N 18.980 -8.660  14.407 4.781  1.854  -8.398 C2A  CMX 2  
CMX N3A  AN3  N 0 1 Y N N 18.156 -9.698  14.467 3.660  1.501  -7.804 N3A  CMX 3  
CMX C4A  AC4  C 0 1 Y N N 17.902 -10.188 13.242 3.648  1.185  -6.513 C4A  CMX 4  
CMX C5A  AC5  C 0 1 Y N N 18.402 -9.740  12.042 4.849  1.243  -5.785 C5A  CMX 5  
CMX C6A  AC6  C 0 1 Y N N 19.265 -8.633  12.104 6.018  1.625  -6.463 C6A  CMX 6  
CMX N6A  AN6  N 0 1 N N N 19.800 -8.047  11.053 7.231  1.695  -5.799 N6A  CMX 7  
CMX N7A  AN7  N 0 1 Y N N 17.876 -10.504 10.989 4.560  0.885  -4.510 N7A  CMX 8  
CMX C8A  AC8  C 0 1 Y N N 17.122 -11.401 11.569 3.289  0.622  -4.412 C8A  CMX 9  
CMX N9A  AN9  N 0 1 Y N N 17.107 -11.282 12.948 2.682  0.796  -5.620 N9A  CMX 10 
CMX C1B  AC1* C 0 1 N N R 16.234 -12.115 13.787 1.261  0.597  -5.912 C1B  CMX 11 
CMX C2B  AC2* C 0 1 N N R 14.809 -11.836 13.315 0.971  -0.887 -6.246 C2B  CMX 12 
CMX O2B  AO2* O 0 1 N N N 14.359 -10.539 13.631 1.192  -1.152 -7.632 O2B  CMX 13 
CMX C3B  AC3* C 0 1 N N S 14.074 -12.983 13.977 -0.534 -1.012 -5.893 C3B  CMX 14 
CMX O3B  AO3* O 0 1 N N N 14.046 -12.778 15.399 -1.335 -0.889 -7.070 O3B  CMX 15 
CMX P3B  AP3* P 0 1 N N N 12.713 -13.127 16.254 -2.195 -2.244 -7.191 P3B  CMX 16 
CMX O7A  AO7  O 0 1 N N N 11.552 -12.456 15.650 -3.047 -2.397 -5.990 O7A  CMX 17 
CMX O8A  AO8  O 0 1 N N N 12.970 -12.869 17.690 -3.126 -2.174 -8.503 O8A  CMX 18 
CMX O9A  AO9  O 0 1 N N N 12.563 -14.599 16.016 -1.199 -3.504 -7.306 O9A  CMX 19 
CMX C4B  AC4* C 0 1 N N R 15.049 -14.135 13.670 -0.791 0.164  -4.932 C4B  CMX 20 
CMX O4B  AO4* O 0 1 N N N 16.334 -13.508 13.466 0.461  0.841  -4.735 O4B  CMX 21 
CMX C5B  AC5* C 0 1 N N N 14.702 -14.898 12.416 -1.314 -0.361 -3.594 C5B  CMX 22 
CMX O5B  AO5* O 0 1 N N N 14.391 -13.930 11.419 -1.543 0.735  -2.707 O5B  CMX 23 
CMX P1A  AP1  P 0 1 N N S 14.737 -14.377 9.931  -2.089 0.112  -1.327 P1A  CMX 24 
CMX O1A  AO1  O 0 1 N N N 13.916 -15.513 9.466  -1.077 -0.812 -0.769 O1A  CMX 25 
CMX O2A  AO2  O 0 1 N N N 16.219 -14.580 9.845  -3.455 -0.692 -1.605 O2A  CMX 26 
CMX O3A  AO3  O 0 1 N N N 14.474 -13.011 9.132  -2.369 1.299  -0.276 O3A  CMX 27 
CMX P2A  AP2  P 0 1 N N S 13.044 -12.674 8.445  -2.910 0.608  1.073  P2A  CMX 28 
CMX O4A  AO4  O 0 1 N N N 12.944 -13.332 7.139  -4.153 -0.139 0.780  O4A  CMX 29 
CMX O5A  AO5  O 0 1 N N N 11.967 -12.725 9.437  -1.795 -0.406 1.640  O5A  CMX 30 
CMX O6A  AO6  O 0 1 N N N 13.357 -11.084 8.214  -3.212 1.743  2.174  O6A  CMX 31 
CMX CBP  PC11 C 0 1 N N N 14.702 -9.203  7.551  -3.994 2.098  4.433  CBP  CMX 32 
CMX CCP  PC12 C 0 1 N N N 14.210 -10.603 7.177  -3.686 1.070  3.342  CCP  CMX 33 
CMX CDP  PC13 C 0 1 N N N 15.393 -8.582  6.320  -2.721 2.876  4.774  CDP  CMX 34 
CMX CEP  PC14 C 0 1 N N N 13.436 -8.399  7.940  -5.066 3.067  3.932  CEP  CMX 35 
CMX CAP  PC10 C 0 1 N N R 15.638 -9.345  8.763  -4.501 1.377  5.684  CAP  CMX 36 
CMX OAP  PO10 O 0 1 N N N 16.855 -10.005 8.419  -5.760 0.763  5.402  OAP  CMX 37 
CMX C9P  PC9  C 0 1 N N N 15.986 -7.985  9.394  -3.507 0.320  6.092  C9P  CMX 38 
CMX O9P  PO9  O 0 1 N N N 15.297 -7.462  10.286 -3.778 -0.853 5.951  O9P  CMX 39 
CMX N8P  PN8  N 0 1 N N N 17.082 -7.400  8.953  -2.318 0.680  6.615  N8P  CMX 40 
CMX C7P  PC7  C 0 1 N N N 17.530 -6.067  9.425  -1.385 -0.345 7.087  C7P  CMX 41 
CMX C6P  PC6  C 0 1 N N N 16.775 -5.000  8.638  -0.121 0.324  7.629  C6P  CMX 42 
CMX C5P  PC5  C 0 1 N N N 17.235 -4.838  7.196  0.838  -0.731 8.115  C5P  CMX 43 
CMX O5P  PO5  O 0 1 N N N 18.452 -4.813  6.918  0.540  -1.904 8.035  O5P  CMX 44 
CMX N4P  PN4  N 0 1 N N N 16.285 -4.667  6.264  2.027  -0.371 8.637  N4P  CMX 45 
CMX C3P  PC3  C 0 1 N N N 16.686 -4.448  4.879  2.960  -1.397 9.109  C3P  CMX 46 
CMX C2P  PC2  C 0 1 N N N 16.385 -5.653  3.961  4.224  -0.727 9.651  C2P  CMX 47 
CMX C1   C1   C 0 1 N N N 16.614 -5.373  2.421  5.198  -1.799 10.144 C1   CMX 48 
CMX C2   C2   C 0 1 N N N 15.588 -4.418  1.915  6.443  -1.138 10.678 C2   CMX 49 
CMX O21  O21  O 0 1 N N N 14.410 -4.681  1.887  6.541  0.065  10.665 O21  CMX 50 
CMX O22  O22  O 0 1 N N N 16.032 -3.275  1.548  7.443  -1.888 11.167 O22  CMX 51 
CMX H2A  AH2  H 0 1 N N N 19.253 -8.205  15.373 4.757  2.101  -9.449 H2A  CMX 52 
CMX H61A AH61 H 0 0 N N N 19.610 -8.446  10.133 8.031  1.960  -6.279 H61A CMX 53 
CMX H62A AH62 H 0 0 N N N 20.808 -7.978  11.186 7.280  1.478  -4.855 H62A CMX 54 
CMX H8A  AH8  H 0 1 N N N 16.574 -12.153 10.977 2.789  0.311  -3.506 H8A  CMX 55 
CMX H1B  AH1* H 0 1 N N N 16.493 -11.900 14.850 0.945  1.243  -6.731 H1B  CMX 56 
CMX H2B  AH2* H 0 1 N N N 14.662 -11.814 12.209 1.573  -1.550 -5.624 H2B  CMX 57 
CMX HO2A AHO2 H 0 0 N N N 13.472 -10.365 13.337 2.126  -0.968 -7.806 HO2A CMX 58 
CMX H3B  AH3* H 0 1 N N N 13.021 -13.128 13.638 -0.732 -1.961 -5.395 H3B  CMX 59 
CMX HOA8 8HOA H 0 0 N N N 12.189 -13.073 18.190 -3.623 -3.003 -8.538 HOA8 CMX 60 
CMX HOA9 9HOA H 0 0 N N N 11.782 -14.803 16.516 -0.664 -3.365 -8.100 HOA9 CMX 61 
CMX H4B  AH4* H 0 1 N N N 15.020 -14.868 14.509 -1.517 0.849  -5.370 H4B  CMX 62 
CMX H51A AH51 H 0 0 N N N 15.498 -15.612 12.101 -0.578 -1.035 -3.156 H51A CMX 63 
CMX H52A AH52 H 0 0 N N N 13.891 -15.648 12.568 -2.249 -0.899 -3.755 H52A CMX 64 
CMX HOA2 2HOA H 0 0 N N N 16.425 -14.846 8.956  -4.086 -0.054 -1.967 HOA2 CMX 65 
CMX HOA5 5HOA H 0 0 N N N 11.129 -12.527 9.034  -1.003 0.119  1.817  HOA5 CMX 66 
CMX H121 1H12 H 0 0 N N N 15.048 -11.303 6.956  -2.922 0.379  3.698  H121 CMX 67 
CMX H122 2H12 H 0 0 N N N 13.719 -10.628 6.176  -4.592 0.515  3.099  H122 CMX 68 
CMX H131 1H13 H 0 0 N N N 15.751 -7.562  6.592  -1.920 2.176  5.011  H131 CMX 69 
CMX H132 2H13 H 0 0 N N N 16.206 -9.227  5.915  -2.429 3.487  3.919  H132 CMX 70 
CMX H133 3H13 H 0 0 N N N 14.737 -8.578  5.417  -2.908 3.519  5.633  H133 CMX 71 
CMX H141 1H14 H 0 0 N N N 13.794 -7.379  8.212  -5.993 2.523  3.754  H141 CMX 72 
CMX H142 2H14 H 0 0 N N N 12.648 -8.398  7.150  -5.237 3.839  4.683  H142 CMX 73 
CMX H143 3H14 H 0 0 N N N 12.826 -8.885  8.737  -4.732 3.531  3.004  H143 CMX 74 
CMX H10  H10  H 0 1 N N N 15.074 -9.959  9.503  -4.621 2.096  6.494  H10  CMX 75 
CMX HO1  HO1  H 0 1 N N N 17.433 -10.092 9.167  -5.610 0.136  4.681  HO1  CMX 76 
CMX HN8  HN8  H 0 1 N N N 17.572 -7.966  8.261  -2.080 1.618  6.678  HN8  CMX 77 
CMX H71  1H7  H 0 1 N N N 17.421 -5.943  10.527 -1.856 -0.927 7.879  H71  CMX 78 
CMX H72  2H7  H 0 1 N N N 18.636 -5.940  9.366  -1.121 -1.005 6.260  H72  CMX 79 
CMX H61  1H6  H 0 1 N N N 15.677 -5.192  8.676  0.349  0.906  6.836  H61  CMX 80 
CMX H62  2H6  H 0 1 N N N 16.816 -4.021  9.171  -0.385 0.983  8.456  H62  CMX 81 
CMX HN4  HN4  H 0 1 N N N 15.318 -4.701  6.588  2.265  0.566  8.700  HN4  CMX 82 
CMX H31  1H3  H 0 1 N N N 16.225 -3.516  4.475  2.489  -1.979 9.902  H31  CMX 83 
CMX H32  2H3  H 0 1 N N N 17.761 -4.161  4.818  3.224  -2.057 8.282  H32  CMX 84 
CMX H21  1H2  H 0 1 N N N 16.969 -6.545  4.285  4.694  -0.145 8.859  H21  CMX 85 
CMX H22  2H2  H 0 1 N N N 15.350 -6.028  4.138  3.960  -0.068 10.478 H22  CMX 86 
CMX H11  1H1  H 0 1 N N N 17.650 -5.021  2.210  4.727  -2.381 10.936 H11  CMX 87 
CMX H12  2H1  H 0 1 N N N 16.636 -6.315  1.824  5.462  -2.458 9.317  H12  CMX 88 
CMX HO2  HO2  H 0 1 N N N 15.377 -2.666  1.225  8.242  -1.464 11.509 HO2  CMX 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 
CMX N1A C2A  SING Y N 1  
CMX N1A C6A  DOUB Y N 2  
CMX C2A N3A  DOUB Y N 3  
CMX C2A H2A  SING N N 4  
CMX N3A C4A  SING Y N 5  
CMX C4A C5A  DOUB Y N 6  
CMX C4A N9A  SING Y N 7  
CMX C5A C6A  SING Y N 8  
CMX C5A N7A  SING Y N 9  
CMX C6A N6A  SING N N 10 
CMX N6A H61A SING N N 11 
CMX N6A H62A SING N N 12 
CMX N7A C8A  DOUB Y N 13 
CMX C8A N9A  SING Y N 14 
CMX C8A H8A  SING N N 15 
CMX N9A C1B  SING N N 16 
CMX C1B C2B  SING N N 17 
CMX C1B O4B  SING N N 18 
CMX C1B H1B  SING N N 19 
CMX C2B O2B  SING N N 20 
CMX C2B C3B  SING N N 21 
CMX C2B H2B  SING N N 22 
CMX O2B HO2A SING N N 23 
CMX C3B O3B  SING N N 24 
CMX C3B C4B  SING N N 25 
CMX C3B H3B  SING N N 26 
CMX O3B P3B  SING N N 27 
CMX P3B O7A  DOUB N N 28 
CMX P3B O8A  SING N N 29 
CMX P3B O9A  SING N N 30 
CMX O8A HOA8 SING N N 31 
CMX O9A HOA9 SING N N 32 
CMX C4B O4B  SING N N 33 
CMX C4B C5B  SING N N 34 
CMX C4B H4B  SING N N 35 
CMX C5B O5B  SING N N 36 
CMX C5B H51A SING N N 37 
CMX C5B H52A SING N N 38 
CMX O5B P1A  SING N N 39 
CMX P1A O1A  DOUB N N 40 
CMX P1A O2A  SING N N 41 
CMX P1A O3A  SING N N 42 
CMX O2A HOA2 SING N N 43 
CMX O3A P2A  SING N N 44 
CMX P2A O4A  DOUB N N 45 
CMX P2A O5A  SING N N 46 
CMX P2A O6A  SING N N 47 
CMX O5A HOA5 SING N N 48 
CMX O6A CCP  SING N N 49 
CMX CBP CCP  SING N N 50 
CMX CBP CDP  SING N N 51 
CMX CBP CEP  SING N N 52 
CMX CBP CAP  SING N N 53 
CMX CCP H121 SING N N 54 
CMX CCP H122 SING N N 55 
CMX CDP H131 SING N N 56 
CMX CDP H132 SING N N 57 
CMX CDP H133 SING N N 58 
CMX CEP H141 SING N N 59 
CMX CEP H142 SING N N 60 
CMX CEP H143 SING N N 61 
CMX CAP OAP  SING N N 62 
CMX CAP C9P  SING N N 63 
CMX CAP H10  SING N N 64 
CMX OAP HO1  SING N N 65 
CMX C9P O9P  DOUB N N 66 
CMX C9P N8P  SING N N 67 
CMX N8P C7P  SING N N 68 
CMX N8P HN8  SING N N 69 
CMX C7P C6P  SING N N 70 
CMX C7P H71  SING N N 71 
CMX C7P H72  SING N N 72 
CMX C6P C5P  SING N N 73 
CMX C6P H61  SING N N 74 
CMX C6P H62  SING N N 75 
CMX C5P O5P  DOUB N N 76 
CMX C5P N4P  SING N N 77 
CMX N4P C3P  SING N N 78 
CMX N4P HN4  SING N N 79 
CMX C3P C2P  SING N N 80 
CMX C3P H31  SING N N 81 
CMX C3P H32  SING N N 82 
CMX C2P C1   SING N N 83 
CMX C2P H21  SING N N 84 
CMX C2P H22  SING N N 85 
CMX C1  C2   SING N N 86 
CMX C1  H11  SING N N 87 
CMX C1  H12  SING N N 88 
CMX C2  O21  DOUB N N 89 
CMX C2  O22  SING N N 90 
CMX O22 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 
CMX SMILES           ACDLabs              10.04 O=C(O)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 
CMX InChI            InChI                1.02b 
;InChI=1/C23H38N7O18P3/c1-23(2,18(35)21(36)26-7-5-13(31)25-6-3-4-14(32)33)9-45-51(42,43)48-50(40,41)44-8-12-17(47-49(37,38)39)16(34)22(46-12)30-11-29-15-19(24)27-10-28-20(15)30/h10-12,16-18,22,34-35H,3-9H2,1-2H3,(H,25,31)(H,26,36)(H,32,33)(H,40,41)(H,42,43)(H2,24,27,28)(H2,37,38,39)/t12-,16-,17-,18+,22-/m1/s1/f/h25-26,32,37-38,40,42H,24H2
;
CMX InChIKey         InChI                1.02b SKRDARVCOPFVCP-SAXIPFBGDU 
CMX 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)=O 
CMX 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)=O 
CMX 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)O)O 
CMX 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)O)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 
CMX "SYSTEMATIC NAME" ACDLabs              10.04 
"(3S,5S,9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-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)" 
CMX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"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]butanoic acid"                           
# 
