data_3AA
# 
_chem_comp.id                                    3AA 
_chem_comp.name                                  "3-AMINOPYRIDINE-ADENINE DINUCLEOTIDE PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H29 N7 O16 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE) 2'-(DIHYDROGEN PHOSPHATE)ESTER WITH 3-(AMINO)-1-BETA-D-RIBOFURANOSYLPYRIDINIUM INNER SALT
;
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2000-06-27 
_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                        716.403 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3AA 
_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        1F6M 
_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 
3AA PA     AP   P 0 1 N N R 15.826 -5.805  83.619 0.370  -0.911 -0.420 PA     3AA 1  
3AA O1A    AO1  O 0 1 N N N 15.981 -4.476  84.278 -0.033 -0.479 -1.918 O1A    3AA 2  
3AA O2A    AO2  O 0 1 N N N 15.168 -5.887  82.289 0.660  -2.361 -0.386 O2A    3AA 3  
3AA O5B    AO5* O 0 1 N N N 15.002 -6.690  84.568 -0.850 -0.584 0.578  O5B    3AA 4  
3AA C5B    AC5* C 0 1 N N N 15.403 -6.967  85.879 -1.938 -1.425 0.191  C5B    3AA 5  
3AA C4B    AC4* C 0 1 N N R 14.448 -7.950  86.536 -3.136 -1.163 1.106  C4B    3AA 6  
3AA O4B    AO4* O 0 1 N N N 15.053 -8.305  87.770 -3.637 0.166  0.885  O4B    3AA 7  
3AA C1B    AC1* C 0 1 N N R 14.159 -7.950  88.840 -5.069 0.112  1.065  C1B    3AA 8  
3AA N9A    AN9  N 0 1 Y N N 14.946 -7.443  89.980 -5.717 1.241  0.392  N9A    3AA 9  
3AA C4A    AC4  C 0 1 Y N N 15.016 -8.026  91.205 -6.946 1.769  0.694  C4A    3AA 10 
3AA N3A    AN3  N 0 1 Y N N 14.402 -9.159  91.589 -7.885 1.505  1.597  N3A    3AA 11 
3AA C2A    AC2  C 0 1 Y N N 14.709 -9.418  92.846 -8.991 2.217  1.643  C2A    3AA 12 
3AA N1A    AN1  N 0 1 Y N N 15.478 -8.738  93.688 -9.224 3.219  0.814  N1A    3AA 13 
3AA C6A    AC6  C 0 1 Y N N 16.072 -7.612  93.271 -8.341 3.560  -0.118 C6A    3AA 14 
3AA N6A    AN6  N 0 1 N N N 16.772 -6.850  94.121 -8.594 4.611  -0.982 N6A    3AA 15 
3AA C5A    AC5  C 0 1 Y N N 15.833 -7.244  91.952 -7.144 2.829  -0.207 C5A    3AA 16 
3AA N7A    AN7  N 0 1 Y N N 16.290 -6.191  91.213 -6.050 2.886  -1.003 N7A    3AA 17 
3AA C8A    AC8  C 0 1 Y N N 15.741 -6.350  90.065 -5.210 1.955  -0.653 C8A    3AA 18 
3AA C2B    AC2* C 0 1 N N R 13.215 -6.941  88.289 -5.467 -1.228 0.395  C2B    3AA 19 
3AA O2B    AO2* O 0 1 N N N 12.005 -6.860  89.017 -6.688 -1.729 0.943  O2B    3AA 20 
3AA P2B    AP2* P 0 1 N N N 10.805 -5.809  88.673 -7.736 -1.834 -0.275 P2B    3AA 21 
3AA O1X    AOP1 O 0 1 N N N 9.934  -5.730  89.910 -9.097 -2.517 0.245  O1X    3AA 22 
3AA O2X    AOP2 O 0 1 N N N 11.519 -4.497  88.392 -8.055 -0.359 -0.837 O2X    3AA 23 
3AA O3X    AOP3 O 0 1 N N N 10.058 -6.375  87.463 -7.153 -2.659 -1.357 O3X    3AA 24 
3AA C3B    AC3* C 0 1 N N R 13.057 -7.399  86.827 -4.275 -2.146 0.773  C3B    3AA 25 
3AA O3B    AO3* O 0 1 N N N 11.946 -8.305  86.622 -4.601 -2.948 1.910  O3B    3AA 26 
3AA O3     O3   O 0 1 N N N 17.248 -6.509  83.479 1.676  -0.091 0.041  O3     3AA 27 
3AA PN     NP   P 0 1 N N R 17.677 -7.503  82.298 2.932  -0.747 -0.723 PN     3AA 28 
3AA O1N    NO1  O 0 1 N N N 16.580 -8.440  82.046 3.301  -2.156 -0.036 O1N    3AA 29 
3AA O2N    NO2  O 0 1 N N N 19.035 -8.002  82.578 2.584  -0.968 -2.144 O2N    3AA 30 
3AA O5D    NO5* O 0 1 N N N 17.729 -6.602  81.030 4.197  0.244  -0.627 O5D    3AA 31 
3AA C5D    NC5* C 0 1 N N N 18.362 -5.311  80.825 5.236  -0.335 -1.419 C5D    3AA 32 
3AA C4D    NC4* C 0 1 N N R 18.139 -4.650  79.377 6.474  0.563  -1.370 C4D    3AA 33 
3AA O4D    NO4* O 0 1 N N N 18.690 -5.422  78.295 7.029  0.583  -0.037 O4D    3AA 34 
3AA C3D    NC3* C 0 1 N N S 16.667 -4.421  78.989 7.598  -0.018 -2.257 C3D    3AA 35 
3AA O3D    NO3* O 0 1 N N N 16.458 -3.139  78.326 7.618  0.632  -3.530 O3D    3AA 36 
3AA C2D    NC2* C 0 1 N N R 16.317 -5.658  78.207 8.894  0.288  -1.471 C2D    3AA 37 
3AA O2D    NO2* O 0 1 N N N 15.169 -5.468  77.409 9.755  1.135  -2.235 O2D    3AA 38 
3AA C1D    NC1* C 0 1 N N R 17.630 -5.936  77.488 8.398  1.015  -0.201 C1D    3AA 39 
3AA N1N    NN1  N 1 1 Y N N 17.853 -7.367  77.151 9.200  0.619  0.959  N1N    3AA 40 
3AA C2N    NC2  C 0 1 Y N N 17.322 -7.814  75.922 10.137 1.435  1.399  C2N    3AA 41 
3AA C4N    NC4  C 0 1 Y N N 17.811 -10.165 76.626 10.695 -0.129 3.128  C4N    3AA 42 
3AA C5N    NC5  C 0 1 Y N N 18.326 -9.668  77.843 9.696  -0.952 2.635  C5N    3AA 43 
3AA C6N    NC6  C 0 1 Y N N 18.360 -8.302  78.120 8.962  -0.541 1.538  C6N    3AA 44 
3AA C3N    NC3  C 0 1 Y N N 17.311 -9.222  75.664 10.921 1.090  2.492  C3N    3AA 45 
3AA N7N    NN7  N 0 1 N N N 16.847 -9.656  74.530 11.916 1.956  2.952  N7N    3AA 46 
3AA HA1    HA1  H 0 1 N N N 16.401 -4.423  85.128 -0.214 0.470  -1.897 HA1    3AA 47 
3AA "H5'1" 1H5* H 0 0 N N N 16.458 -7.324  85.921 -2.214 -1.209 -0.841 "H5'1" 3AA 48 
3AA "H5'2" 2H5* H 0 0 N N N 15.517 -6.036  86.481 -1.638 -2.469 0.276  "H5'2" 3AA 49 
3AA "H'4"  4H*  H 0 1 N N N 14.288 -8.799  85.832 -2.839 -1.279 2.148  "H'4"  3AA 50 
3AA "H'1"  1H*  H 0 1 N N N 13.575 -8.819  89.222 -5.323 0.102  2.125  "H'1"  3AA 51 
3AA H2     H2   H 0 1 N N N 14.256 -10.338 93.252 -9.736 1.973  2.386  H2     3AA 52 
3AA HN61   1HN6 H 0 0 N N N 17.224 -5.992  93.803 -7.942 4.851  -1.659 HN61   3AA 53 
3AA HN62   2HN6 H 0 0 N N N 17.478 -7.436  94.565 -9.424 5.108  -0.911 HN62   3AA 54 
3AA H8     H8   H 0 1 N N N 15.929 -5.632  89.248 -4.254 1.775  -1.121 H8     3AA 55 
3AA "H'2"  2H*  H 0 1 N N N 13.584 -5.891  88.362 -5.545 -1.114 -0.686 "H'2"  3AA 56 
3AA H0P2   H0P2 H 0 0 N N N 10.820 -3.885  88.191 -8.432 0.144  -0.103 H0P2   3AA 57 
3AA H0P3   H0P3 H 0 0 N N N 9.359  -5.763  87.262 ?      ?      ?      H0P3   3AA 58 
3AA "H'3"  3H*  H 0 1 N N N 12.768 -6.596  86.109 -3.998 -2.778 -0.071 "H'3"  3AA 59 
3AA "HA3'" HA3* H 0 0 N N N 11.079 -7.961  86.803 -3.826 -3.495 2.097  "HA3'" 3AA 60 
3AA HN1    HN1  H 0 1 N N N 19.289 -8.591  81.877 ?      ?      ?      HN1    3AA 61 
3AA "H15'" H15* H 0 0 N N N 18.042 -4.599  81.621 4.897  -0.431 -2.450 "H15'" 3AA 62 
3AA "H25'" H25* H 0 0 N N N 19.452 -5.381  81.047 5.486  -1.320 -1.025 "H25'" 3AA 63 
3AA "HC4'" HC4* H 0 0 N N N 18.668 -3.676  79.502 6.222  1.574  -1.691 "HC4'" 3AA 64 
3AA "H3'"  H3*  H 0 1 N N N 15.972 -4.311  79.854 7.469  -1.093 -2.381 "H3'"  3AA 65 
3AA "HO3'" HO3* H 0 0 N N N 15.549 -2.997  78.086 8.336  0.230  -4.038 "HO3'" 3AA 66 
3AA "H2'"  H2*  H 0 1 N N N 15.994 -6.545  78.800 9.407  -0.636 -1.205 "H2'"  3AA 67 
3AA "HO2'" HO2* H 0 0 N N N 14.948 -6.249  76.915 9.981  0.650  -3.041 "HO2'" 3AA 68 
3AA "H1'"  H1*  H 0 1 N N N 17.593 -5.423  76.498 8.440  2.095  -0.341 "H1'"  3AA 69 
3AA HC2    HC2  H 0 1 N N N 16.929 -7.088  75.189 10.303 2.378  0.898  HC2    3AA 70 
3AA HC4    HC4  H 0 1 N N N 18.582 -10.806 76.139 11.284 -0.425 3.983  HC4    3AA 71 
3AA HC5    HC5  H 0 1 N N N 18.714 -10.368 78.601 9.493  -1.905 3.102  HC5    3AA 72 
3AA HC6    HC6  H 0 1 N N N 18.778 -7.968  79.084 8.182  -1.179 1.150  HC6    3AA 73 
3AA HN71   1HN7 H 0 0 N N N 16.839 -10.659 74.346 12.457 1.709  3.719  HN71   3AA 74 
3AA HN72   2HN7 H 0 0 N N N 17.345 -9.188  73.772 12.070 2.801  2.502  HN72   3AA 75 
# 
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 
3AA PA  O1A    SING N N 1  
3AA PA  O2A    DOUB N N 2  
3AA PA  O5B    SING N N 3  
3AA PA  O3     SING N N 4  
3AA O1A HA1    SING N N 5  
3AA O5B C5B    SING N N 6  
3AA C5B C4B    SING N N 7  
3AA C5B "H5'1" SING N N 8  
3AA C5B "H5'2" SING N N 9  
3AA C4B O4B    SING N N 10 
3AA C4B C3B    SING N N 11 
3AA C4B "H'4"  SING N N 12 
3AA O4B C1B    SING N N 13 
3AA C1B N9A    SING N N 14 
3AA C1B C2B    SING N N 15 
3AA C1B "H'1"  SING N N 16 
3AA N9A C4A    SING Y N 17 
3AA N9A C8A    SING Y N 18 
3AA C4A N3A    SING Y N 19 
3AA C4A C5A    DOUB Y N 20 
3AA N3A C2A    DOUB Y N 21 
3AA C2A N1A    SING Y N 22 
3AA C2A H2     SING N N 23 
3AA N1A C6A    DOUB Y N 24 
3AA C6A N6A    SING N N 25 
3AA C6A C5A    SING Y N 26 
3AA N6A HN61   SING N N 27 
3AA N6A HN62   SING N N 28 
3AA C5A N7A    SING Y N 29 
3AA N7A C8A    DOUB Y N 30 
3AA C8A H8     SING N N 31 
3AA C2B O2B    SING N N 32 
3AA C2B C3B    SING N N 33 
3AA C2B "H'2"  SING N N 34 
3AA O2B P2B    SING N N 35 
3AA P2B O1X    DOUB N N 36 
3AA P2B O2X    SING N N 37 
3AA P2B O3X    SING N N 38 
3AA O2X H0P2   SING N N 39 
3AA O3X H0P3   SING N N 40 
3AA C3B O3B    SING N N 41 
3AA C3B "H'3"  SING N N 42 
3AA O3B "HA3'" SING N N 43 
3AA O3  PN     SING N N 44 
3AA PN  O1N    DOUB N N 45 
3AA PN  O2N    SING N N 46 
3AA PN  O5D    SING N N 47 
3AA O2N HN1    SING N N 48 
3AA O5D C5D    SING N N 49 
3AA C5D C4D    SING N N 50 
3AA C5D "H15'" SING N N 51 
3AA C5D "H25'" SING N N 52 
3AA C4D O4D    SING N N 53 
3AA C4D C3D    SING N N 54 
3AA C4D "HC4'" SING N N 55 
3AA O4D C1D    SING N N 56 
3AA C3D O3D    SING N N 57 
3AA C3D C2D    SING N N 58 
3AA C3D "H3'"  SING N N 59 
3AA O3D "HO3'" SING N N 60 
3AA C2D O2D    SING N N 61 
3AA C2D C1D    SING N N 62 
3AA C2D "H2'"  SING N N 63 
3AA O2D "HO2'" SING N N 64 
3AA C1D N1N    SING N N 65 
3AA C1D "H1'"  SING N N 66 
3AA N1N C2N    DOUB Y N 67 
3AA N1N C6N    SING Y N 68 
3AA C2N C3N    SING Y N 69 
3AA C2N HC2    SING N N 70 
3AA C4N C5N    SING Y N 71 
3AA C4N C3N    DOUB Y N 72 
3AA C4N HC4    SING N N 73 
3AA C5N C6N    DOUB Y N 74 
3AA C5N HC5    SING N N 75 
3AA C6N HC6    SING N N 76 
3AA C3N N7N    SING N N 77 
3AA N7N HN71   SING N N 78 
3AA N7N HN72   SING N N 79 
# 
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 
3AA InChI            InChI                1.02b 
;InChI=1/C20H28N7O16P3/c21-9-2-1-3-26(4-9)19-15(30)13(28)10(40-19)5-38-45(34,35)43-46(36,37)39-6-11-14(29)16(42-44(31,32)33)20(41-11)27-8-25-12-17(22)23-7-24-18(12)27/h1-4,7-8,10-11,13-16,19-20,28-30H,5-6,21H2,(H5-,22,23,24,31,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1/fC20H29N7O16P3/h31-32,34,36H,22H2/q+1
;
3AA InChIKey         InChI                1.02b JRGQEVHOKKZPIX-FQVSUTLMDD 
3AA SMILES_CANONICAL CACTVS               3.341 Nc1ccc[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)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O 
3AA SMILES           CACTVS               3.341 Nc1ccc[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)n4cnc5c(N)ncnc45)[CH](O)[CH]2O 
3AA 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)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)N 
3AA SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)N 
# 
_pdbx_chem_comp_identifier.comp_id           3AA 
_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-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-oxolan-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-aminopyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate" 
# 
