data_NBP
# 
_chem_comp.id                                    NBP 
_chem_comp.name                                  "NICOTINAMIDE 8-BROMO-ADENINE DINUCLEOTIDE PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H27 Br N7 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                        822.301 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NBP 
_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        1PGN 
_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 
NBP PA   AP   P  0  1 N N S 24.672 19.412 45.989 0.456  0.834  0.271  PA   NBP 1  
NBP O1A  AO1  O  0  1 N N N 26.009 19.127 45.400 0.058  0.085  1.484  O1A  NBP 2  
NBP O2A  AO2  O  0  1 N N N 24.615 19.645 47.465 1.043  2.272  0.696  O2A  NBP 3  
NBP O5B  AO5* O  0  1 N N N 23.666 18.197 45.645 -0.828 1.039  -0.678 O5B  NBP 4  
NBP C5B  AC5* C  0  1 N N N 22.936 17.610 46.740 -1.833 1.671  0.117  C5B  NBP 5  
NBP C4B  AC4* C  0  1 N N R 22.378 16.239 46.379 -3.088 1.895  -0.730 C4B  NBP 6  
NBP O4B  AO4* O  0  1 N N N 23.347 15.425 45.675 -3.674 0.630  -1.079 O4B  NBP 7  
NBP C3B  AC3* C  0  1 N N R 21.990 15.487 47.642 -4.135 2.681  0.083  C3B  NBP 8  
NBP O3B  AO3* O  0  1 N N N 20.666 14.949 47.545 -4.453 3.917  -0.561 O3B  NBP 9  
NBP C2B  AC2* C  0  1 N N R 23.008 14.362 47.653 -5.373 1.746  0.105  C2B  NBP 10 
NBP O2B  AO2* O  0  1 N N N 22.543 13.246 48.394 -6.578 2.493  -0.077 O2B  NBP 11 
NBP C1B  AC1* C  0  1 N N R 23.206 14.093 46.179 -5.105 0.824  -1.112 C1B  NBP 12 
NBP N9A  AN9  N  0  1 Y N N 24.399 13.291 45.837 -5.802 -0.455 -0.957 N9A  NBP 13 
NBP C8A  AC8  C  0  1 Y N N 25.665 13.663 46.024 -5.490 -1.442 -0.069 C8A  NBP 14 
NBP BR8  BR8  BR 0  0 N N N 26.199 15.309 46.747 -4.068 -1.373 1.175  BR8  NBP 15 
NBP N7A  AN7  N  0  1 Y N N 26.503 12.691 45.627 -6.318 -2.439 -0.204 N7A  NBP 16 
NBP C5A  AC5  C  0  1 Y N N 25.705 11.731 45.208 -7.209 -2.156 -1.184 C5A  NBP 17 
NBP C6A  AC6  C  0  1 Y N N 26.152 10.477 44.775 -8.300 -2.833 -1.753 C6A  NBP 18 
NBP N6A  AN6  N  0  1 N N N 27.458 10.191 44.724 -8.663 -4.092 -1.306 N6A  NBP 19 
NBP N1A  AN1  N  0  1 Y N N 25.199 9.584  44.448 -8.977 -2.238 -2.730 N1A  NBP 20 
NBP C2A  AC2  C  0  1 Y N N 23.901 9.915  44.537 -8.638 -1.037 -3.162 C2A  NBP 21 
NBP N3A  AN3  N  0  1 Y N N 23.480 11.123 44.965 -7.624 -0.365 -2.659 N3A  NBP 22 
NBP C4A  AC4  C  0  1 Y N N 24.378 12.050 45.316 -6.893 -0.878 -1.676 C4A  NBP 23 
NBP O3   O3   O  0  1 N N N 23.970 20.605 45.180 1.585  0.007  -0.524 O3   NBP 24 
NBP PN   NP   P  0  1 N N N 22.727 21.573 45.519 2.573  -0.616 0.584  PN   NBP 25 
NBP O1N  NO1  O  0  1 N N N 22.917 22.771 44.653 1.934  -1.886 1.187  O1N  NBP 26 
NBP O2N  NO2  O  -1 1 N N N 22.635 21.750 46.999 2.811  0.422  1.703  O2N  NBP 27 
NBP O5D  NO5* O  0  1 N N N 21.443 20.712 45.020 3.978  -0.996 -0.103 O5D  NBP 28 
NBP C5D  NC5* C  0  1 N N N 21.452 20.032 43.749 4.847  -1.430 0.945  C5D  NBP 29 
NBP C4D  NC4* C  0  1 N N R 20.933 20.895 42.599 6.207  -1.809 0.357  C4D  NBP 30 
NBP O4D  NO4* O  0  1 N N N 19.940 21.872 43.019 6.869  -0.639 -0.174 O4D  NBP 31 
NBP C3D  NC3* C  0  1 N N S 22.018 21.694 41.885 7.150  -2.326 1.466  C3D  NBP 32 
NBP O3D  NO3* O  0  1 N N N 22.693 20.955 40.855 7.163  -3.755 1.485  O3D  NBP 33 
NBP C2D  NC2* C  0  1 N N R 21.153 22.749 41.196 8.540  -1.776 1.065  C2D  NBP 34 
NBP O2D  NO2* O  0  1 N N N 20.468 22.217 40.042 9.453  -2.849 0.828  O2D  NBP 35 
NBP C1D  NC1* C  0  1 N N R 20.123 23.101 42.256 8.269  -0.989 -0.236 C1D  NBP 36 
NBP N1N  NN1  N  1  1 Y N N 20.449 24.331 43.033 9.095  0.219  -0.283 N1N  NBP 37 
NBP C2N  NC2  C  0  1 Y N N 20.147 24.381 44.417 10.178 0.225  -1.032 C2N  NBP 38 
NBP C3N  NC3  C  0  1 Y N N 20.145 25.579 45.125 10.992 1.357  -1.094 C3N  NBP 39 
NBP C7N  NC7  C  0  1 N N N 19.764 25.585 46.613 12.211 1.361  -1.929 C7N  NBP 40 
NBP O7N  NO7  O  0  1 N N N 19.078 24.681 47.126 12.515 0.371  -2.566 O7N  NBP 41 
NBP N7N  NN7  N  0  1 N N N 20.198 26.611 47.333 12.986 2.463  -1.985 N7N  NBP 42 
NBP C4N  NC4  C  0  1 Y N N 20.471 26.763 44.437 10.630 2.491  -0.356 C4N  NBP 43 
NBP C5N  NC5  C  0  1 Y N N 20.812 26.738 43.078 9.479  2.436  0.410  C5N  NBP 44 
NBP C6N  NC6  C  0  1 Y N N 20.806 25.532 42.374 8.730  1.273  0.423  C6N  NBP 45 
NBP P2B  AP2* P  0  1 N N N 23.037 13.231 49.932 -7.559 2.096  1.136  P2B  NBP 46 
NBP O1X  AOP1 O  0  1 N N N 24.515 13.170 49.823 -6.869 2.329  2.425  O1X  NBP 47 
NBP O2X  AOP2 O  0  1 N N N 22.344 12.023 50.468 -8.889 3.000  1.068  O2X  NBP 48 
NBP O3X  AOP3 O  0  1 N N N 22.559 14.513 50.509 -7.959 0.541  1.016  O3X  NBP 49 
NBP HOA2 2HOA H  0  0 N N N 23.761 19.826 47.840 1.290  2.726  -0.121 HOA2 NBP 50 
NBP H51A AH51 H  0  0 N N N 23.558 17.564 47.664 -2.078 1.034  0.967  H51A NBP 51 
NBP H52A AH52 H  0  0 N N N 22.132 18.292 47.103 -1.462 2.630  0.477  H52A NBP 52 
NBP H4B  AH4* H  0  1 N N N 21.495 16.416 45.721 -2.830 2.447  -1.634 H4B  NBP 53 
NBP H3B  AH3* H  0  1 N N N 21.988 16.125 48.556 -3.775 2.861  1.096  H3B  NBP 54 
NBP HO3A AHO3 H  0  0 N N N 20.423 14.479 48.334 -3.649 4.455  -0.545 HO3A NBP 55 
NBP H2B  AH2* H  0  1 N N N 23.968 14.609 48.162 -5.410 1.170  1.029  H2B  NBP 56 
NBP H1B  AH1* H  0  1 N N N 22.372 13.484 45.757 -5.405 1.314  -2.038 H1B  NBP 57 
NBP H61A AH61 H  0  0 N N N 27.783 9.277  44.408 -8.162 -4.517 -0.593 H61A NBP 58 
NBP H62A AH62 H  0  0 N N N 27.857 10.368 45.645 -9.418 -4.550 -1.707 H62A NBP 59 
NBP H2A  AH2  H  0  1 N N N 23.148 9.162  44.246 -9.215 -0.589 -3.958 H2A  NBP 60 
NBP H51N NH51 H  0  0 N N N 22.468 19.634 43.519 4.412  -2.297 1.442  H51N NBP 61 
NBP H52N NH52 H  0  0 N N N 20.888 19.071 43.809 4.975  -0.624 1.668  H52N NBP 62 
NBP H4D  NH4* H  0  1 N N N 20.490 20.137 41.911 6.087  -2.562 -0.421 H4D  NBP 63 
NBP H3D  NH3* H  0  1 N N N 22.819 22.039 42.579 6.849  -1.935 2.437  H3D  NBP 64 
NBP HO3N NHO3 H  0  0 N N N 23.368 21.452 40.410 7.766  -4.019 2.194  HO3N NBP 65 
NBP H2D  NH2* H  0  1 N N N 21.762 23.609 40.833 8.925  -1.112 1.839  H2D  NBP 66 
NBP HO2N NHO2 H  0  0 N N N 19.930 22.872 39.613 9.534  -3.337 1.659  HO2N NBP 67 
NBP H1D  NH1* H  0  1 N N N 19.147 23.416 41.817 8.465  -1.616 -1.106 H1D  NBP 68 
NBP H2N  NH2  H  0  1 N N N 19.904 23.453 44.963 10.444 -0.657 -1.595 H2N  NBP 69 
NBP H71N NH71 H  0  0 N N N 20.759 27.351 46.912 13.786 2.466  -2.534 H71N NBP 70 
NBP H72N NH72 H  0  0 N N N 19.945 26.615 48.321 12.741 3.254  -1.481 H72N NBP 71 
NBP H4N  NH4  H  0  1 N N N 20.459 27.727 44.972 11.234 3.386  -0.384 H4N  NBP 72 
NBP H5N  NH5  H  0  1 N N N 21.086 27.672 42.559 9.170  3.291  0.993  H5N  NBP 73 
NBP H6N  NH6  H  0  1 N N N 21.081 25.528 41.305 7.831  1.227  1.020  H6N  NBP 74 
NBP HOP2 2HOP H  0  0 N N N 22.634 12.014 51.372 -9.448 2.731  1.811  HOP2 NBP 75 
NBP HOP3 3HOP H  0  0 N N N 22.849 14.504 51.413 -8.405 0.432  0.165  HOP3 NBP 76 
# 
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 
NBP PA  O1A  DOUB N N 1  
NBP PA  O2A  SING N N 2  
NBP PA  O5B  SING N N 3  
NBP PA  O3   SING N N 4  
NBP O2A HOA2 SING N N 5  
NBP O5B C5B  SING N N 6  
NBP C5B C4B  SING N N 7  
NBP C5B H51A SING N N 8  
NBP C5B H52A SING N N 9  
NBP C4B O4B  SING N N 10 
NBP C4B C3B  SING N N 11 
NBP C4B H4B  SING N N 12 
NBP O4B C1B  SING N N 13 
NBP C3B O3B  SING N N 14 
NBP C3B C2B  SING N N 15 
NBP C3B H3B  SING N N 16 
NBP O3B HO3A SING N N 17 
NBP C2B O2B  SING N N 18 
NBP C2B C1B  SING N N 19 
NBP C2B H2B  SING N N 20 
NBP O2B P2B  SING N N 21 
NBP C1B N9A  SING N N 22 
NBP C1B H1B  SING N N 23 
NBP N9A C8A  SING Y N 24 
NBP N9A C4A  SING Y N 25 
NBP C8A BR8  SING N N 26 
NBP C8A N7A  DOUB Y N 27 
NBP N7A C5A  SING Y N 28 
NBP C5A C6A  SING Y N 29 
NBP C5A C4A  DOUB Y N 30 
NBP C6A N6A  SING N N 31 
NBP C6A N1A  DOUB Y N 32 
NBP N6A H61A SING N N 33 
NBP N6A H62A SING N N 34 
NBP N1A C2A  SING Y N 35 
NBP C2A N3A  DOUB Y N 36 
NBP C2A H2A  SING N N 37 
NBP N3A C4A  SING Y N 38 
NBP O3  PN   SING N N 39 
NBP PN  O1N  DOUB N N 40 
NBP PN  O2N  SING N N 41 
NBP PN  O5D  SING N N 42 
NBP O5D C5D  SING N N 43 
NBP C5D C4D  SING N N 44 
NBP C5D H51N SING N N 45 
NBP C5D H52N SING N N 46 
NBP C4D O4D  SING N N 47 
NBP C4D C3D  SING N N 48 
NBP C4D H4D  SING N N 49 
NBP O4D C1D  SING N N 50 
NBP C3D O3D  SING N N 51 
NBP C3D C2D  SING N N 52 
NBP C3D H3D  SING N N 53 
NBP O3D HO3N SING N N 54 
NBP C2D O2D  SING N N 55 
NBP C2D C1D  SING N N 56 
NBP C2D H2D  SING N N 57 
NBP O2D HO2N SING N N 58 
NBP C1D N1N  SING N N 59 
NBP C1D H1D  SING N N 60 
NBP N1N C2N  SING Y N 61 
NBP N1N C6N  DOUB Y N 62 
NBP C2N C3N  DOUB Y N 63 
NBP C2N H2N  SING N N 64 
NBP C3N C7N  SING N N 65 
NBP C3N C4N  SING Y N 66 
NBP C7N O7N  DOUB N N 67 
NBP C7N N7N  SING N N 68 
NBP N7N H71N SING N N 69 
NBP N7N H72N SING N N 70 
NBP C4N C5N  DOUB Y N 71 
NBP C4N H4N  SING N N 72 
NBP C5N C6N  SING Y N 73 
NBP C5N H5N  SING N N 74 
NBP C6N H6N  SING N N 75 
NBP P2B O1X  DOUB N N 76 
NBP P2B O2X  SING N N 77 
NBP P2B O3X  SING N N 78 
NBP O2X HOP2 SING N N 79 
NBP O3X HOP3 SING N N 80 
# 
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 
NBP InChI            InChI                1.02b 
;InChI=1/C21H27BrN7O17P3/c22-21-27-11-16(23)25-7-26-18(11)29(21)20-15(45-47(34,35)36)13(31)10(44-20)6-42-49(39,40)46-48(37,38)41-5-9-12(30)14(32)19(43-9)28-3-1-2-8(4-28)17(24)33/h1-4,7,9-10,12-15,19-20,30-32H,5-6H2,(H7-,23,24,25,26,33,34,35,36,37,38,39,40)/t9-,10-,12-,13-,14-,15-,19-,20-/m1/s1/f/h34-35,39H,23-24H2
;
NBP InChIKey         InChI                1.02b MDKMTCCUJSRQGW-OWFOECNADM 
NBP SMILES_CANONICAL CACTVS               3.341 NC(=O)c1ccc[n+](c1)[C@@H]2O[C@H](CO[P]([O-])(=O)O[P@](O)(=O)OC[C@H]3O[C@H]([C@H](O[P](O)(O)=O)[C@@H]3O)n4c(Br)nc5c(N)ncnc45)[C@@H](O)[C@H]2O 
NBP SMILES           CACTVS               3.341 NC(=O)c1ccc[n+](c1)[CH]2O[CH](CO[P]([O-])(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O[P](O)(O)=O)[CH]3O)n4c(Br)nc5c(N)ncnc45)[CH](O)[CH]2O 
NBP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)([O-])O[P@@](=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4c5c(c(ncn5)N)nc4Br)OP(=O)(O)O)O)O)O)C(=O)N 
NBP SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4c5c(c(ncn5)N)nc4Br)OP(=O)(O)O)O)O)O)C(=O)N 
# 
_pdbx_chem_comp_identifier.comp_id           NBP 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        "[[(2R,3R,4R,5R)-5-(6-amino-8-bromo-purin-9-yl)-3-hydroxy-4-phosphonooxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(3-aminocarbonylpyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphate" 
# 
