data_NBC
# 
_chem_comp.id                                    NBC 
_chem_comp.name                                  S-4-NITROBUTYRYL-COA 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H41 N8 O19 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-04-30 
_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                        882.622 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NBC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
NBC P31   P31 P 0  1 N N S 73.754 6.950  37.714 1.281  1.877  7.550  P31   NBC 1  
NBC O33   O33 O 0  1 N N N 73.622 5.494  37.440 0.972  3.246  8.354  O33   NBC 2  
NBC O34   O34 O 0  1 N N N 74.080 7.333  39.140 2.182  0.922  8.277  O34   NBC 3  
NBC O23   O23 O 0  1 N N N 74.886 7.578  36.778 -0.181 1.285  7.185  O23   NBC 4  
NBC C19   C19 C 0  1 N N N 75.310 8.939  36.764 -1.121 2.092  6.499  C19   NBC 5  
NBC C18   C18 C 0  1 N N R 76.892 9.171  36.903 -1.484 1.422  5.186  C18   NBC 6  
NBC O22   O22 O 0  1 N N N 77.041 9.562  38.284 -0.299 1.219  4.399  O22   NBC 7  
NBC C15   C15 C 0  1 N N R 77.952 8.705  39.001 -0.480 0.029  3.603  C15   NBC 8  
NBC N9    N9  N 0  1 Y N N 77.602 8.580  40.456 0.672  -0.857 3.781  N9    NBC 9  
NBC C4    C4  C 0  1 Y N N 78.409 9.115  41.431 1.226  -1.682 2.842  C4    NBC 10 
NBC N3    N3  N 0  1 Y N N 79.632 9.826  41.286 0.834  -1.853 1.571  N3    NBC 11 
NBC C2    C2  C 0  1 Y N N 80.276 10.282 42.518 1.626  -2.753 0.949  C2    NBC 12 
NBC N1    N1  N 0  1 Y N N 79.703 10.022 43.771 2.686  -3.437 1.444  N1    NBC 13 
NBC C6    C6  C 0  1 Y N N 78.420 9.272  43.907 3.026  -3.214 2.737  C6    NBC 14 
NBC N6    N6  N 0  1 N N N 77.919 9.057  45.120 4.116  -3.893 3.308  N6    NBC 15 
NBC C5    C5  C 0  1 Y N N 77.724 8.785  42.670 2.283  -2.306 3.485  C5    NBC 16 
NBC N7    N7  N 0  1 Y N N 76.561 8.085  42.434 2.381  -1.880 4.785  N7    NBC 17 
NBC C8    C8  C 0  1 Y N N 76.524 7.983  41.134 1.402  -1.012 4.931  C8    NBC 18 
NBC C16   C16 C 0  1 N N R 77.926 7.416  38.183 -1.810 -0.605 4.014  C16   NBC 19 
NBC O20   O20 O 0  1 N N N 79.055 6.566  38.480 -2.811 -0.259 3.058  O20   NBC 20 
NBC C17   C17 C 0  1 N N S 77.807 7.921  36.682 -2.089 0.039  5.359  C17   NBC 21 
NBC O21   O21 O 0  1 N N N 79.113 8.394  36.202 -3.461 0.096  5.682  O21   NBC 22 
NBC P39   P39 P 0  1 N N N 80.149 8.537  34.937 -4.278 -1.293 5.784  P39   NBC 23 
NBC O40   O40 O 0  1 N N N 80.468 7.138  34.434 -4.301 -2.113 4.528  O40   NBC 24 
NBC O41   O41 O 0  1 N N N 79.452 9.377  33.860 -5.727 -0.849 6.347  O41   NBC 25 
NBC O42   O42 O 0  1 N N N 81.368 9.250  35.512 -3.589 -2.013 7.058  O42   NBC 26 
NBC O32   O32 O 0  1 N N N 72.368 7.743  37.310 1.870  2.401  6.139  O32   NBC 27 
NBC P35   P35 P 0  1 N N S 70.813 7.162  37.457 3.219  3.220  5.791  P35   NBC 28 
NBC O36   O36 O 0  1 N N N 70.294 7.011  35.994 3.333  4.565  6.448  O36   NBC 29 
NBC O37   O37 O 0  1 N N N 70.724 5.752  38.025 4.398  2.176  6.162  O37   NBC 30 
NBC O38   O38 O 0  1 N N N 69.687 8.066  38.254 3.173  3.216  4.177  O38   NBC 31 
NBC C46   C46 C 0  1 N N N 69.623 8.066  39.708 4.280  3.762  3.469  C46   NBC 32 
NBC C45   C45 C 0  1 N N N 70.251 9.226  40.510 4.061  3.672  1.939  C45   NBC 33 
NBC C53   C53 C 0  1 N N N 71.475 9.688  39.681 2.778  4.456  1.572  C53   NBC 34 
NBC C57   C57 C 0  1 N N N 69.188 10.281 40.576 5.239  4.343  1.204  C57   NBC 35 
NBC C44   C44 C 0  1 N N R 70.666 8.813  41.980 3.886  2.194  1.481  C44   NBC 36 
NBC O52   O52 O 0  1 N N N 71.609 7.720  41.916 3.692  2.148  0.070  O52   NBC 37 
NBC C43   C43 C 0  1 N N N 71.352 9.980  42.855 5.086  1.298  1.782  C43   NBC 38 
NBC O51   O51 O 0  1 N N N 72.494 9.781  43.303 6.041  1.199  1.014  O51   NBC 39 
NBC N68   N68 N 0  1 N N N 70.741 11.209 43.130 4.980  0.650  3.002  N68   NBC 40 
NBC C62   C62 C 0  1 N N N 69.933 11.354 44.304 6.002  -0.231 3.518  C62   NBC 41 
NBC C61   C61 C 0  1 N N N 69.403 12.779 44.352 7.000  0.566  4.346  C61   NBC 42 
NBC C69   C69 C 0  1 N N N 70.489 13.860 44.574 8.113  -0.300 4.907  C69   NBC 43 
NBC O72   O72 O 0  1 N N N 71.503 13.784 43.801 8.188  -1.510 4.708  O72   NBC 44 
NBC N71   N71 N 0  1 N N N 70.217 14.827 45.634 9.011  0.445  5.658  N71   NBC 45 
NBC C74   C74 C 0  1 N N N 71.253 15.841 45.827 10.163 -0.137 6.305  C74   NBC 46 
NBC C73   C73 C 0  1 N N N 70.911 16.782 46.915 9.873  -0.614 7.722  C73   NBC 47 
NBC S81   S81 S 0  1 N N N 71.773 18.431 46.952 9.356  0.747  8.813  S81   NBC 48 
NBC "C1'" C1* C 0  1 N N N 71.777 19.042 48.726 9.193  -0.124 10.340 "C1'" NBC 49 
NBC "O1'" O1* O 0  1 N N N 70.821 18.542 49.339 9.384  -1.329 10.442 "O1'" NBC 50 
NBC "C2'" C2* C 0  1 N N N 72.779 19.997 49.342 8.758  0.772  11.484 "C2'" NBC 51 
NBC "C3'" C3* C 0  1 N N N 72.598 20.356 50.789 9.196  0.253  12.854 "C3'" NBC 52 
NBC "C4'" C4* C 0  1 N N N 73.870 20.500 51.584 10.710 0.207  12.991 "C4'" NBC 53 
NBC "N5'" N5* N 1  1 N N N 73.728 20.836 52.953 11.026 -0.235 14.360 "N5'" NBC 54 
NBC "O2'" O2* O 0  1 N N N 74.596 20.305 53.812 11.112 -1.459 14.562 "O2'" NBC 55 
NBC "O3'" O3* O -1 1 N N N 72.792 21.641 53.374 11.170 0.639  15.232 "O3'" NBC 56 
NBC H28   H28 H 0  1 N N N 73.417 5.253  36.544 0.728  3.194  9.303  H28   NBC 57 
NBC H29   H29 H 0  1 N N N 74.769 9.515  37.550 -2.009 2.211  7.127  H29   NBC 58 
NBC H30   H30 H 0  1 N N N 74.929 9.448  35.848 -0.676 3.075  6.318  H30   NBC 59 
NBC H36   H36 H 0  1 N N N 77.213 9.895  36.118 -2.158 2.083  4.629  H36   NBC 60 
NBC H37   H37 H 0  1 N N N 78.993 9.098  39.077 -0.460 0.316  2.546  H37   NBC 61 
NBC H39   H39 H 0  1 N N N 81.227 10.841 42.502 1.383  -2.955 -0.088 H39   NBC 62 
NBC H40   H40 H 0  1 N N N 77.827 9.953  45.599 4.927  -3.375 3.589  H40   NBC 63 
NBC H41   H41 H 0  1 N N N 77.042 8.544  45.213 4.109  -4.895 3.342  H41   NBC 64 
NBC H38   H38 H 0  1 N N N 75.679 7.453  40.663 1.172  -0.469 5.837  H38   NBC 65 
NBC H34   H34 H 0  1 N N N 77.073 6.740  38.423 -1.785 -1.697 4.068  H34   NBC 66 
NBC H35   H35 H 0  1 N N N 79.039 5.764  37.971 -2.380 -0.232 2.186  H35   NBC 67 
NBC H31   H31 H 0  1 N N N 77.445 7.155  35.957 -1.559 -0.511 6.146  H31   NBC 68 
NBC H33   H33 H 0  1 N N N 80.052 9.460  33.128 -6.430 -1.527 6.434  H33   NBC 69 
NBC H32   H32 H 0  1 N N N 81.968 9.333  34.780 -3.848 -2.933 7.281  H32   NBC 70 
NBC H27   H27 H 0  1 N N N 69.838 5.421  38.109 4.639  2.046  7.104  H27   NBC 71 
NBC H25   H25 H 0  1 N N N 70.054 7.107  40.079 4.393  4.803  3.789  H25   NBC 72 
NBC H26   H26 H 0  1 N N N 68.556 7.964  40.014 5.176  3.210  3.772  H26   NBC 73 
NBC H22   H22 H 0  1 N N N 71.228 9.954  38.627 2.559  4.371  0.501  H22   NBC 74 
NBC H23   H23 H 0  1 N N N 71.929 10.526 40.260 2.876  5.523  1.801  H23   NBC 75 
NBC H24   H24 H 0  1 N N N 72.192 8.867  39.445 1.907  4.081  2.122  H24   NBC 76 
NBC H19   H19 H 0  1 N N N 68.220 9.918  40.993 5.280  5.419  1.409  H19   NBC 77 
NBC H20   H20 H 0  1 N N N 69.642 11.119 41.155 5.146  4.222  0.119  H20   NBC 78 
NBC H21   H21 H 0  1 N N N 68.794 10.585 39.578 6.200  3.921  1.513  H21   NBC 79 
NBC H18   H18 H 0  1 N N N 69.709 8.545  42.485 2.989  1.764  1.944  H18   NBC 80 
NBC H17   H17 H 0  1 N N N 71.858 7.472  42.799 4.571  2.232  -0.333 H17   NBC 81 
NBC H16   H16 H 0  1 N N N 70.882 11.987 42.485 4.164  0.814  3.585  H16   NBC 82 
NBC H14   H14 H 0  1 N N N 70.476 11.068 45.235 5.533  -1.012 4.127  H14   NBC 83 
NBC H15   H15 H 0  1 N N N 69.120 10.593 44.361 6.506  -0.728 2.682  H15   NBC 84 
NBC H12   H12 H 0  1 N N N 68.602 12.870 45.122 6.487  1.055  5.184  H12   NBC 85 
NBC H13   H13 H 0  1 N N N 68.812 13.005 43.434 7.452  1.356  3.733  H13   NBC 86 
NBC H11   H11 H 0  1 N N N 69.367 14.797 46.197 8.851  1.443  5.756  H11   NBC 87 
NBC H91   1H9 H 0  1 N N N 71.471 16.383 44.877 10.469 -0.991 5.691  H91   NBC 88 
NBC H10   H10 H 0  1 N N N 72.251 15.373 45.996 10.973 0.599  6.279  H10   NBC 89 
NBC H71   1H7 H 0  1 N N N 71.056 16.273 47.896 9.088  -1.377 7.724  H71   NBC 90 
NBC H81   1H8 H 0  1 N N N 69.808 16.947 46.921 10.777 -1.057 8.152  H81   NBC 91 
NBC H51   1H5 H 0  1 N N N 72.820 20.930 48.733 9.152  1.784  11.333 H51   NBC 92 
NBC H61   1H6 H 0  1 N N N 73.809 19.600 49.187 7.663  0.824  11.460 H61   NBC 93 
NBC H31A  1H3 H 0  0 N N N 71.920 19.622 51.283 8.767  -0.740 13.039 H31A  NBC 94 
NBC H41A  1H4 H 0  0 N N N 71.984 21.283 50.879 8.782  0.917  13.624 H41A  NBC 95 
NBC H11A  1H1 H 0  0 N N N 74.542 21.237 51.085 11.172 1.191  12.869 H11A  NBC 96 
NBC H21A  1H2 H 0  0 N N N 74.479 19.571 51.488 11.180 -0.514 12.319 H21A  NBC 97 
# 
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 
NBC P31   O33   SING N N 1  
NBC P31   O34   DOUB N N 2  
NBC P31   O23   SING N N 3  
NBC P31   O32   SING N N 4  
NBC O33   H28   SING N N 5  
NBC O23   C19   SING N N 6  
NBC C19   C18   SING N N 7  
NBC C19   H29   SING N N 8  
NBC C19   H30   SING N N 9  
NBC C18   O22   SING N N 10 
NBC C18   C17   SING N N 11 
NBC C18   H36   SING N N 12 
NBC O22   C15   SING N N 13 
NBC C15   N9    SING N N 14 
NBC C15   C16   SING N N 15 
NBC C15   H37   SING N N 16 
NBC N9    C4    SING Y N 17 
NBC N9    C8    SING Y N 18 
NBC C4    N3    DOUB Y N 19 
NBC C4    C5    SING Y N 20 
NBC N3    C2    SING Y N 21 
NBC C2    N1    DOUB Y N 22 
NBC C2    H39   SING N N 23 
NBC N1    C6    SING Y N 24 
NBC C6    N6    SING N N 25 
NBC C6    C5    DOUB Y N 26 
NBC N6    H40   SING N N 27 
NBC N6    H41   SING N N 28 
NBC C5    N7    SING Y N 29 
NBC N7    C8    DOUB Y N 30 
NBC C8    H38   SING N N 31 
NBC C16   O20   SING N N 32 
NBC C16   C17   SING N N 33 
NBC C16   H34   SING N N 34 
NBC O20   H35   SING N N 35 
NBC C17   O21   SING N N 36 
NBC C17   H31   SING N N 37 
NBC O21   P39   SING N N 38 
NBC P39   O40   DOUB N N 39 
NBC P39   O41   SING N N 40 
NBC P39   O42   SING N N 41 
NBC O41   H33   SING N N 42 
NBC O42   H32   SING N N 43 
NBC O32   P35   SING N N 44 
NBC P35   O36   DOUB N N 45 
NBC P35   O37   SING N N 46 
NBC P35   O38   SING N N 47 
NBC O37   H27   SING N N 48 
NBC O38   C46   SING N N 49 
NBC C46   C45   SING N N 50 
NBC C46   H25   SING N N 51 
NBC C46   H26   SING N N 52 
NBC C45   C53   SING N N 53 
NBC C45   C57   SING N N 54 
NBC C45   C44   SING N N 55 
NBC C53   H22   SING N N 56 
NBC C53   H23   SING N N 57 
NBC C53   H24   SING N N 58 
NBC C57   H19   SING N N 59 
NBC C57   H20   SING N N 60 
NBC C57   H21   SING N N 61 
NBC C44   O52   SING N N 62 
NBC C44   C43   SING N N 63 
NBC C44   H18   SING N N 64 
NBC O52   H17   SING N N 65 
NBC C43   O51   DOUB N N 66 
NBC C43   N68   SING N N 67 
NBC N68   C62   SING N N 68 
NBC N68   H16   SING N N 69 
NBC C62   C61   SING N N 70 
NBC C62   H14   SING N N 71 
NBC C62   H15   SING N N 72 
NBC C61   C69   SING N N 73 
NBC C61   H12   SING N N 74 
NBC C61   H13   SING N N 75 
NBC C69   O72   DOUB N N 76 
NBC C69   N71   SING N N 77 
NBC N71   C74   SING N N 78 
NBC N71   H11   SING N N 79 
NBC C74   C73   SING N N 80 
NBC C74   H91   SING N N 81 
NBC C74   H10   SING N N 82 
NBC C73   S81   SING N N 83 
NBC C73   H71   SING N N 84 
NBC C73   H81   SING N N 85 
NBC S81   "C1'" SING N N 86 
NBC "C1'" "O1'" DOUB N N 87 
NBC "C1'" "C2'" SING N N 88 
NBC "C2'" "C3'" SING N N 89 
NBC "C2'" H51   SING N N 90 
NBC "C2'" H61   SING N N 91 
NBC "C3'" "C4'" SING N N 92 
NBC "C3'" H31A  SING N N 93 
NBC "C3'" H41A  SING N N 94 
NBC "C4'" "N5'" SING N N 95 
NBC "C4'" H11A  SING N N 96 
NBC "C4'" H21A  SING N N 97 
NBC "N5'" "O2'" DOUB N N 98 
NBC "N5'" "O3'" SING N N 99 
# 
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 
NBC SMILES           ACDLabs              10.04 [O-][N+](=O)CCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O 
NBC InChI            InChI                1.02b 
;InChI=1/C25H41N8O19P3S/c1-25(2,20(37)23(38)28-6-5-15(34)27-7-9-56-16(35)4-3-8-33(39)40)11-49-55(46,47)52-54(44,45)48-10-14-19(51-53(41,42)43)18(36)24(50-14)32-13-31-17-21(26)29-12-30-22(17)32/h12-14,18-20,24,36-37H,3-11H2,1-2H3,(H,27,34)(H,28,38)(H,44,45)(H,46,47)(H2,26,29,30)(H2,41,42,43)/t14-,18-,19-,20+,24-/m1/s1/f/h27-28,41-42,44,46H,26H2
;
NBC InChIKey         InChI                1.02b PXNIOQHGCSEKCC-MJCPCIPQDD 
NBC 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)NCCSC(=O)CCC[N+]([O-])=O 
NBC 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)NCCSC(=O)CCC[N+]([O-])=O 
NBC 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)NCCSC(=O)CCC[N+](=O)[O-])O 
NBC 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)NCCSC(=O)CCC[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 
NBC "SYSTEMATIC NAME" ACDLabs              10.04 
;S-{(9R,13S,15S)-17-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-9,13,15-trihydroxy-10,10-dimethyl-13,15-dioxido-4,8-dioxo-12,14,16-trioxa-3,7-diaza-13,15-diphosphaheptadec-1-yl} 4-nitrobutanethioate (non-preferred name)
;
NBC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"S-[2-[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]ethyl] 4-nitrobutanethioate" 
# 
