data_NMX
# 
_chem_comp.id                                    NMX 
_chem_comp.name                                  "NITROMETHYLDETHIA COENZYME A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H37 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                        794.493 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NMX 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1AMZ 
_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 
NMX N1A  AN1  N 0  1 Y N N 19.538 -8.135  13.317 -7.075 6.671  0.740  N1A  NMX 1  
NMX C2A  AC2  C 0  1 Y N N 18.975 -8.674  14.419 -7.803 5.617  1.058  C2A  NMX 2  
NMX N3A  AN3  N 0  1 Y N N 18.129 -9.699  14.503 -7.339 4.387  0.980  N3A  NMX 3  
NMX C4A  AC4  C 0  1 Y N N 17.889 -10.215 13.279 -6.097 4.158  0.565  C4A  NMX 4  
NMX C5A  AC5  C 0  1 Y N N 18.342 -9.744  12.067 -5.280 5.247  0.219  C5A  NMX 5  
NMX C6A  AC6  C 0  1 Y N N 19.239 -8.657  12.107 -5.821 6.540  0.319  C6A  NMX 6  
NMX N6A  AN6  N 0  1 N N N 19.749 -8.089  11.032 -5.066 7.651  -0.012 N6A  NMX 7  
NMX N7A  AN7  N 0  1 Y N N 17.853 -10.528 11.011 -4.081 4.743  -0.158 N7A  NMX 8  
NMX C8A  AC8  C 0  1 Y N N 17.107 -11.420 11.608 -4.107 3.445  -0.063 C8A  NMX 9  
NMX N9A  AN9  N 0  1 Y N N 17.133 -11.321 12.970 -5.329 3.036  0.381  N9A  NMX 10 
NMX C1B  AC1* C 0  1 N N R 16.248 -12.048 13.844 -5.747 1.651  0.615  C1B  NMX 11 
NMX C2B  AC2* C 0  1 N N R 14.830 -11.795 13.362 -6.385 1.047  -0.662 C2B  NMX 12 
NMX O2B  AO2* O 0  1 N N N 14.349 -10.547 13.805 -7.780 1.354  -0.729 O2B  NMX 13 
NMX C3B  AC3* C 0  1 N N S 14.121 -12.995 13.997 -6.164 -0.473 -0.449 C3B  NMX 14 
NMX O3B  AO3* O 0  1 N N N 14.012 -12.787 15.427 -7.343 -1.081 0.082  O3B  NMX 15 
NMX P3B  AP3* P 0  1 N N N 12.645 -13.112 16.225 -7.785 -2.227 -0.959 P3B  NMX 16 
NMX O7A  AO7  O 0  1 N N N 11.522 -12.436 15.520 -6.657 -3.375 -1.004 O7A  NMX 17 
NMX O8A  AO8  O 0  1 N N N 12.922 -12.871 17.660 -9.185 -2.868 -0.490 O8A  NMX 18 
NMX O9A  AO9  O 0  1 N N N 12.434 -14.576 16.051 -7.940 -1.635 -2.307 O9A  NMX 19 
NMX C4B  AC4* C 0  1 N N R 15.142 -14.105 13.754 -5.008 -0.543 0.568  C4B  NMX 20 
NMX O4B  AO4* O 0  1 N N N 16.414 -13.418 13.590 -4.600 0.806  0.850  O4B  NMX 21 
NMX C5B  AC5* C 0  1 N N N 14.878 -14.913 12.512 -3.837 -1.327 -0.028 C5B  NMX 22 
NMX O5B  AO5* O 0  1 N N N 14.352 -14.024 11.472 -2.815 -1.480 0.959  O5B  NMX 23 
NMX P1A  AP1  P 0  1 N N S 14.760 -14.330 9.949  -1.621 -2.309 0.267  P1A  NMX 24 
NMX O1A  AO1  O 0  1 N N N 13.982 -15.479 9.457  -2.136 -3.791 -0.094 O1A  NMX 25 
NMX O2A  AO2  O 0  1 N N N 16.229 -14.434 9.936  -1.194 -1.619 -0.970 O2A  NMX 26 
NMX O3A  AO3  O 0  1 N N N 14.446 -12.991 9.166  -0.376 -2.407 1.284  O3A  NMX 27 
NMX P2A  AP2  P 0  1 N N S 13.031 -12.688 8.432  0.924  -2.747 0.397  P2A  NMX 28 
NMX O4A  AO4  O 0  1 N N N 12.972 -13.390 7.151  1.469  -1.400 -0.295 O4A  NMX 29 
NMX O5A  AO5  O 0  1 N N N 11.910 -12.745 9.407  0.563  -3.729 -0.650 O5A  NMX 30 
NMX O6A  AO6  O 0  1 N N N 13.296 -11.102 8.199  2.071  -3.368 1.341  O6A  NMX 31 
NMX CBP  PC11 C 0  1 N N N 14.740 -9.289  7.630  4.275  -4.357 1.324  CBP  NMX 32 
NMX CCP  PC12 C 0  1 N N N 14.314 -10.694 7.311  3.146  -3.756 0.484  CCP  NMX 33 
NMX CDP  PC13 C 0  1 N N N 15.464 -8.697  6.370  4.774  -3.316 2.328  CDP  NMX 34 
NMX CEP  PC14 C 0  1 N N N 13.483 -8.510  8.011  3.755  -5.583 2.077  CEP  NMX 35 
NMX CAP  PC10 C 0  1 N N R 15.658 -9.347  8.840  5.427  -4.773 0.406  CAP  NMX 36 
NMX OAP  PO10 O 0  1 N N N 16.839 -10.025 8.407  4.996  -5.836 -0.446 OAP  NMX 37 
NMX C9P  PC9  C 0  1 N N N 15.995 -7.956  9.423  5.851  -3.596 -0.434 C9P  NMX 38 
NMX O9P  PO9  O 0  1 N N N 15.255 -7.404  10.287 5.558  -3.554 -1.610 O9P  NMX 39 
NMX N8P  PN8  N 0  1 N N N 17.116 -7.396  8.979  6.554  -2.590 0.122  N8P  NMX 40 
NMX C7P  PC7  C 0  1 N N N 17.553 -6.056  9.410  6.989  -1.458 -0.700 C7P  NMX 41 
NMX C6P  PC6  C 0  1 N N N 16.852 -4.929  8.650  7.763  -0.465 0.168  C6P  NMX 42 
NMX C5P  PC5  C 0  1 N N N 17.294 -4.801  7.208  8.211  0.700  -0.677 C5P  NMX 43 
NMX O5P  PO5  O 0  1 N N N 18.485 -4.845  6.904  7.937  0.731  -1.859 O5P  NMX 44 
NMX N4P  PN4  N 0  1 N N N 16.333 -4.616  6.283  8.915  1.706  -0.121 N4P  NMX 45 
NMX C3P  PC3  C 0  1 N N N 16.660 -4.424  4.859  9.350  2.837  -0.944 C3P  NMX 46 
NMX C2P  PC2  C 0  1 N N N 16.424 -5.640  3.962  10.124 3.831  -0.075 C2P  NMX 47 
NMX C1I  IC1  C 0  1 N N N 16.536 -5.301  2.460  10.578 5.013  -0.934 C1I  NMX 48 
NMX N1I  IN1  N 1  1 N N N 15.473 -4.352  1.988  11.319 5.964  -0.103 N1I  NMX 49 
NMX O1I  IO1  O -1 1 N N N 14.429 -4.740  2.207  12.364 6.442  -0.507 O1I  NMX 50 
NMX O2I  IO2  O 0  1 N N N 15.785 -3.203  1.393  10.890 6.278  0.994  O2I  NMX 51 
NMX H2A  AH2  H 0  1 N N N 19.243 -8.213  15.384 -8.818 5.768  1.395  H2A  NMX 52 
NMX H61A AH61 H 0  0 N N N 19.523 -8.483  10.118 -4.152 7.543  -0.318 H61A NMX 53 
NMX H62A AH62 H 0  0 N N N 20.763 -8.043  11.131 -5.451 8.539  0.061  H62A NMX 54 
NMX H8A  AH8  H 0  1 N N N 16.528 -12.163 11.034 -3.283 2.790  -0.302 H8A  NMX 55 
NMX H1B  AH1* H 0  1 N N N 16.440 -11.755 14.902 -6.442 1.597  1.453  H1B  NMX 56 
NMX H2B  AH2* H 0  1 N N N 14.693 -11.727 12.257 -5.869 1.395  -1.557 H2B  NMX 57 
NMX HO2A AHO2 H 0  0 N N N 13.462 -10.388 13.503 -7.852 2.317  -0.768 HO2A NMX 58 
NMX H3B  AH3* H 0  1 N N N 13.098 -13.189 13.597 -5.877 -0.952 -1.385 H3B  NMX 59 
NMX HOA8 8HOA H 0  0 N N N 12.118 -13.062 18.129 -9.413 -3.547 -1.139 HOA8 NMX 60 
NMX HOA9 9HOA H 0  0 N N N 11.630 -14.767 16.520 ?      ?      ?      HOA9 NMX 61 
NMX H4B  AH4* H 0  1 N N N 15.108 -14.826 14.603 -5.349 -1.026 1.484  H4B  NMX 62 
NMX H51A AH51 H 0  0 N N N 15.776 -15.479 12.173 -3.436 -0.785 -0.885 H51A NMX 63 
NMX H52A AH52 H 0  0 N N N 14.209 -15.784 12.705 -4.183 -2.309 -0.348 H52A NMX 64 
NMX HOA2 2HOA H 0  0 N N N 16.470 -14.615 9.035  ?      ?      ?      HOA2 NMX 65 
NMX HOA5 5HOA H 0  0 N N N 11.081 -12.567 8.977  ?      ?      ?      HOA5 NMX 66 
NMX H121 1H12 H 0  0 N N N 15.175 -11.401 7.308  3.517  -2.883 -0.052 H121 NMX 67 
NMX H122 2H12 H 0  0 N N N 14.008 -10.806 6.244  2.791  -4.498 -0.231 H122 NMX 68 
NMX H131 1H13 H 0  0 N N N 15.780 -7.654  6.606  5.661  -3.696 2.835  H131 NMX 69 
NMX H132 2H13 H 0  0 N N N 16.310 -9.334  6.022  5.024  -2.394 1.802  H132 NMX 70 
NMX H133 3H13 H 0  0 N N N 14.840 -8.757  5.447  3.993  -3.115 3.061  H133 NMX 71 
NMX H141 1H14 H 0  0 N N N 13.799 -7.467  8.247  2.895  -5.299 2.683  H141 NMX 72 
NMX H142 2H14 H 0  0 N N N 12.686 -8.558  7.231  3.457  -6.350 1.361  H142 NMX 73 
NMX H143 3H14 H 0  0 N N N 12.906 -8.989  8.836  4.541  -5.974 2.722  H143 NMX 74 
NMX H10  H10  H 0  1 N N N 15.148 -9.883  9.674  6.269  -5.111 1.010  H10  NMX 75 
NMX HO1  HO1  H 0  1 N N N 17.412 -10.061 9.163  4.252  -5.497 -0.962 HO1  NMX 76 
NMX HN8  HN8  H 0  1 N N N 17.630 -7.982  8.321  6.773  -2.615 1.067  HN8  NMX 77 
NMX H71  1H7  H 0  1 N N N 17.429 -5.931  10.511 7.633  -1.818 -1.502 H71  NMX 78 
NMX H72  2H7  H 0  1 N N N 18.661 -5.955  9.338  6.117  -0.964 -1.128 H72  NMX 79 
NMX H61  1H6  H 0  1 N N N 15.744 -5.041  8.713  7.119  -0.104 0.971  H61  NMX 80 
NMX H62  2H6  H 0  1 N N N 16.972 -3.958  9.186  8.635  -0.959 0.597  H62  NMX 81 
NMX HN4  HN4  H 0  1 N N N 15.381 -4.621  6.651  9.133  1.680  0.823  HN4  NMX 82 
NMX H31  1H3  H 0  1 N N N 16.112 -3.540  4.456  9.994  2.477  -1.746 H31  NMX 83 
NMX H32  2H3  H 0  1 N N N 17.711 -4.068  4.752  8.478  3.331  -1.372 H32  NMX 84 
NMX H21  1H2  H 0  1 N N N 17.107 -6.477  4.235  9.480  4.191  0.727  H21  NMX 85 
NMX H22  2H2  H 0  1 N N N 15.445 -6.123  4.191  10.996 3.337  0.353  H22  NMX 86 
NMX HI11 1HI1 H 0  0 N N N 17.552 -4.912  2.215  11.222 4.653  -1.736 HI11 NMX 87 
NMX HI12 2HI1 H 0  0 N N N 16.541 -6.229  1.842  9.706  5.507  -1.362 HI12 NMX 88 
# 
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 
NMX N1A C2A  SING Y N 1  
NMX N1A C6A  DOUB Y N 2  
NMX C2A N3A  DOUB Y N 3  
NMX C2A H2A  SING N N 4  
NMX N3A C4A  SING Y N 5  
NMX C4A C5A  DOUB Y N 6  
NMX C4A N9A  SING Y N 7  
NMX C5A C6A  SING Y N 8  
NMX C5A N7A  SING Y N 9  
NMX C6A N6A  SING N N 10 
NMX N6A H61A SING N N 11 
NMX N6A H62A SING N N 12 
NMX N7A C8A  DOUB Y N 13 
NMX C8A N9A  SING Y N 14 
NMX C8A H8A  SING N N 15 
NMX N9A C1B  SING N N 16 
NMX C1B C2B  SING N N 17 
NMX C1B O4B  SING N N 18 
NMX C1B H1B  SING N N 19 
NMX C2B O2B  SING N N 20 
NMX C2B C3B  SING N N 21 
NMX C2B H2B  SING N N 22 
NMX O2B HO2A SING N N 23 
NMX C3B O3B  SING N N 24 
NMX C3B C4B  SING N N 25 
NMX C3B H3B  SING N N 26 
NMX O3B P3B  SING N N 27 
NMX P3B O7A  DOUB N N 28 
NMX P3B O8A  SING N N 29 
NMX P3B O9A  SING N N 30 
NMX O8A HOA8 SING N N 31 
NMX O9A HOA9 SING N N 32 
NMX C4B O4B  SING N N 33 
NMX C4B C5B  SING N N 34 
NMX C4B H4B  SING N N 35 
NMX C5B O5B  SING N N 36 
NMX C5B H51A SING N N 37 
NMX C5B H52A SING N N 38 
NMX O5B P1A  SING N N 39 
NMX P1A O1A  DOUB N N 40 
NMX P1A O2A  SING N N 41 
NMX P1A O3A  SING N N 42 
NMX O2A HOA2 SING N N 43 
NMX O3A P2A  SING N N 44 
NMX P2A O4A  DOUB N N 45 
NMX P2A O5A  SING N N 46 
NMX P2A O6A  SING N N 47 
NMX O5A HOA5 SING N N 48 
NMX O6A CCP  SING N N 49 
NMX CBP CCP  SING N N 50 
NMX CBP CDP  SING N N 51 
NMX CBP CEP  SING N N 52 
NMX CBP CAP  SING N N 53 
NMX CCP H121 SING N N 54 
NMX CCP H122 SING N N 55 
NMX CDP H131 SING N N 56 
NMX CDP H132 SING N N 57 
NMX CDP H133 SING N N 58 
NMX CEP H141 SING N N 59 
NMX CEP H142 SING N N 60 
NMX CEP H143 SING N N 61 
NMX CAP OAP  SING N N 62 
NMX CAP C9P  SING N N 63 
NMX CAP H10  SING N N 64 
NMX OAP HO1  SING N N 65 
NMX C9P O9P  DOUB N N 66 
NMX C9P N8P  SING N N 67 
NMX N8P C7P  SING N N 68 
NMX N8P HN8  SING N N 69 
NMX C7P C6P  SING N N 70 
NMX C7P H71  SING N N 71 
NMX C7P H72  SING N N 72 
NMX C6P C5P  SING N N 73 
NMX C6P H61  SING N N 74 
NMX C6P H62  SING N N 75 
NMX C5P O5P  DOUB N N 76 
NMX C5P N4P  SING N N 77 
NMX N4P C3P  SING N N 78 
NMX N4P HN4  SING N N 79 
NMX C3P C2P  SING N N 80 
NMX C3P H31  SING N N 81 
NMX C3P H32  SING N N 82 
NMX C2P C1I  SING N N 83 
NMX C2P H21  SING N N 84 
NMX C2P H22  SING N N 85 
NMX C1I N1I  SING N N 86 
NMX C1I HI11 SING N N 87 
NMX C1I HI12 SING N N 88 
NMX N1I O1I  SING N N 89 
NMX N1I O2I  DOUB N N 90 
# 
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 
NMX SMILES           ACDLabs              10.04 [O-][N+](=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 
NMX InChI            InChI                1.02b 
;InChI=1/C22H37N8O18P3/c1-22(2,17(33)20(34)25-6-4-13(31)24-5-3-7-30(35)36)9-45-51(42,43)48-50(40,41)44-8-12-16(47-49(37,38)39)15(32)21(46-12)29-11-28-14-18(23)26-10-27-19(14)29/h10-12,15-17,21,32-33H,3-9H2,1-2H3,(H,24,31)(H,25,34)(H,40,41)(H,42,43)(H2,23,26,27)(H2,37,38,39)/t12-,15-,16-,17+,21-/m1/s1/f/h24-25,37-38,40,42H,23H2
;
NMX InChIKey         InChI                1.02b PUGKTLRHGHIDCJ-FOUOASBADS 
NMX 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)NCCC[N+]([O-])=O 
NMX 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)NCCC[N+]([O-])=O 
NMX 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)NCCC[N+](=O)[O-])O 
NMX 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[N+](=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 
NMX "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-({3-[(3-nitropropyl)amino]-3-oxopropyl}amino)-4-oxobutyl dihydrogen diphosphate (non-preferred name)" 
NMX "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-[[3-(3-nitropropylamino)-3-oxo-propyl]amino]-4-oxo-butoxy]phosphoryl] hydrogen phosphate"                 
# 
