data_NAE
# 
_chem_comp.id                                    NAE 
_chem_comp.name                                  "NICOTINAMIDE ADENINE DINUCLEOTIDE ACETONE ADDUCT" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H31 N7 O15 P2" 
_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                    2011-06-04 
_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                        719.488 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NAE 
_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        1B15 
_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 
NAE PA     PA     P 0  1 N N S 18.222 3.401  33.853 -1.624  0.511  0.778  PA     NAE 1  
NAE O1A    O1A    O 0  1 N N N 19.042 2.244  33.383 -2.075  -0.461 1.798  O1A    NAE 2  
NAE O2A    O2A    O 0  1 N N N 18.528 4.207  35.142 -0.901  1.753  1.503  O2A    NAE 3  
NAE "O5'"  "O5'"  O 0  1 N N N 16.707 2.888  34.006 -2.894  1.042  -0.057 "O5'"  NAE 4  
NAE "C5'"  "C5'"  C 0  1 N N N 16.374 1.565  33.389 -3.827  1.557  0.894  "C5'"  NAE 5  
NAE "C4'"  "C4'"  C 0  1 N N R 15.004 1.275  33.895 -5.065  2.081  0.162  "C4'"  NAE 6  
NAE "O4'"  "O4'"  O 0  1 N N N 14.501 0.251  32.943 -5.770  0.988  -0.449 "O4'"  NAE 7  
NAE "C3'"  "C3'"  C 0  1 N N S 15.109 0.523  35.278 -6.026  2.745  1.167  "C3'"  NAE 8  
NAE "O3'"  "O3'"  O 0  1 N N N 13.884 0.793  36.041 -6.235  4.120  0.836  "O3'"  NAE 9  
NAE "C2'"  "C2'"  C 0  1 N N R 15.212 -0.913 34.922 -7.344  1.943  1.013  "C2'"  NAE 10 
NAE "O2'"  "O2'"  O 0  1 N N N 14.926 -1.890 35.842 -8.477  2.814  1.047  "O2'"  NAE 11 
NAE "C1'"  "C1'"  C 0  1 N N R 14.241 -0.846 33.639 -7.176  1.308  -0.391 "C1'"  NAE 12 
NAE N9A    N9A    N 0  1 Y N N 14.449 -2.050 32.937 -7.987  0.095  -0.512 N9A    NAE 13 
NAE C8A    C8A    C 0  1 Y N N 15.550 -2.523 32.236 -7.588  -1.175 -0.217 C8A    NAE 14 
NAE N7A    N7A    N 0  1 Y N N 15.387 -3.727 31.737 -8.561  -2.010 -0.441 N7A    NAE 15 
NAE C5A    C5A    C 0  1 Y N N 14.125 -4.143 32.089 -9.643  -1.332 -0.891 C5A    NAE 16 
NAE C6A    C6A    C 0  1 Y N N 13.351 -5.387 31.844 -10.943 -1.693 -1.285 C6A    NAE 17 
NAE N6A    N6A    N 0  1 N N N 13.704 -6.448 31.176 -11.350 -3.015 -1.255 N6A    NAE 18 
NAE N1A    N1A    N 0  1 Y N N 12.055 -5.347 32.435 -11.773 -0.735 -1.685 N1A    NAE 19 
NAE C2A    C2A    C 0  1 Y N N 11.552 -4.345 33.131 -11.393 0.529  -1.717 C2A    NAE 20 
NAE N3A    N3A    N 0  1 Y N N 12.246 -3.145 33.397 -10.187 0.914  -1.358 N3A    NAE 21 
NAE C4A    C4A    C 0  1 Y N N 13.554 -3.113 32.843 -9.290  0.028  -0.938 C4A    NAE 22 
NAE OPP    OPP    O 0  1 N N N 18.046 4.416  32.657 -0.585  -0.205 -0.223 OPP    NAE 23 
NAE PN     PN     P 0  1 N N N 17.197 5.762  32.394 0.353   -1.152 0.680  PN     NAE 24 
NAE O1N    O1N    O 0  1 N N N 18.048 6.807  31.912 -0.394  -2.467 0.995  O1N    NAE 25 
NAE O2N    O2N    O -1 1 N N N 16.246 5.969  33.543 0.699   -0.427 2.000  O2N    NAE 26 
NAE O5B    O5*    O 0  1 N N N 16.224 5.229  31.211 1.710   -1.484 -0.121 O5B    NAE 27 
NAE C5B    C5*    C 0  1 N N N 14.766 5.135  31.389 2.546   -2.224 0.771  C5B    NAE 28 
NAE C4B    C4*    C 0  1 N N R 14.108 5.157  30.029 3.859   -2.573 0.068  C4B    NAE 29 
NAE O4B    O4*    O 0  1 N N N 14.539 6.373  29.299 4.620   -1.375 -0.201 O4B    NAE 30 
NAE C3B    C3*    C 0  1 N N S 14.712 4.014  29.099 4.762   -3.414 0.996  C3B    NAE 31 
NAE O3B    O3*    O 0  1 N N N 13.684 3.523  28.360 4.642   -4.804 0.686  O3B    NAE 32 
NAE C2B    C2*    C 0  1 N N R 15.799 4.682  28.261 6.192   -2.911 0.689  C2B    NAE 33 
NAE O2B    O2*    O 0  1 N N N 16.061 3.931  27.120 6.999   -3.975 0.182  O2B    NAE 34 
NAE C1B    C1*    C 0  1 N N R 15.276 6.052  28.142 5.980   -1.822 -0.387 C1B    NAE 35 
NAE N1N    N1N    N 1  1 Y N N 16.098 7.224  27.750 6.915   -0.713 -0.181 N1N    NAE 36 
NAE C2N    C2N    C 0  1 Y N N 17.252 7.664  28.434 7.988   -0.632 -0.939 C2N    NAE 37 
NAE C3N    C3N    C 0  1 Y N N 17.710 8.904  28.095 8.896   0.415  -0.773 C3N    NAE 38 
NAE C7N    C7N    C 0  1 N N N 18.990 9.314  28.980 10.101  0.507  -1.625 C7N    NAE 39 
NAE O7N    O7N    O 0  1 N N N 19.668 10.276 28.602 10.885  1.423  -1.472 O7N    NAE 40 
NAE N7N    N7N    N 0  1 N N N 19.284 8.591  30.123 10.331  -0.426 -2.570 N7N    NAE 41 
NAE C4N    C4N    C 0  1 Y N N 17.321 9.691  26.964 8.652   1.371  0.220  C4N    NAE 42 
NAE C5N    C5N    C 0  1 Y N N 16.062 9.200  26.423 7.510   1.240  0.990  C5N    NAE 43 
NAE C6N    C6N    C 0  1 Y N N 15.556 7.958  26.728 6.656   0.176  0.759  C6N    NAE 44 
NAE C4P    C4P    C 0  1 N N N 18.400 9.693  25.837 9.606   2.517  0.441  C4P    NAE 45 
NAE C3P    C3P    C 0  1 N N N 18.872 8.288  25.474 9.275   3.636  -0.512 C3P    NAE 46 
NAE OP     OP     O 0  1 N N N 17.936 7.438  25.011 8.360   3.516  -1.291 OP     NAE 47 
NAE C2P    C2P    C 0  1 N N N 20.308 7.821  25.638 10.087  4.906  -0.494 C2P    NAE 48 
NAE HOA2   2HOA   H 0  0 N N N 18.006 4.942  35.440 -0.623  2.361  0.804  HOA2   NAE 49 
NAE "H5'1" "1H5'" H 0  0 N N N 16.470 1.537  32.278 -4.120  0.764  1.582  "H5'1" NAE 50 
NAE "H5'2" "2H5'" H 0  0 N N N 17.119 0.761  33.592 -3.364  2.371  1.453  "H5'2" NAE 51 
NAE "H4'"  "H4'"  H 0  1 N N N 14.387 2.198  33.993 -4.767  2.803  -0.599 "H4'"  NAE 52 
NAE "H3'"  "H3'"  H 0  1 N N N 15.976 0.844  35.900 -5.639  2.653  2.182  "H3'"  NAE 53 
NAE "HO'3" "3HO'" H 0  0 N N N 13.947 0.340  36.873 -6.888  4.462  1.461  "HO'3" NAE 54 
NAE "H2'"  "H2'"  H 0  1 N N N 16.260 -1.267 34.786 -7.425  1.174  1.781  "H2'"  NAE 55 
NAE "HO'2" "2HO'" H 0  0 N N N 14.992 -2.809 35.614 -8.525  3.175  1.943  "HO'2" NAE 56 
NAE "H1'"  "H1'"  H 0  1 N N N 13.159 -0.768 33.898 -7.440  2.024  -1.170 "H1'"  NAE 57 
NAE H8A    H8A    H 0  1 N N N 16.495 -1.976 32.084 -6.609  -1.448 0.148  H8A    NAE 58 
NAE H6A1   1H6A   H 0  0 N N N 13.172 -7.302 31.007 -10.735 -3.705 -0.960 H6A1   NAE 59 
NAE H6A2   2H6A   H 0  0 N N N 14.583 -6.752 31.593 -12.250 -3.252 -1.529 H6A2   NAE 60 
NAE H2A    H2A    H 0  1 N N N 10.526 -4.514 33.499 -12.099 1.276  -2.049 H2A    NAE 61 
NAE H5A1   1H5*   H 0  0 N N N 14.466 4.246  31.992 2.038   -3.141 1.068  H5A1   NAE 62 
NAE H5A2   2H5*   H 0  0 N N N 14.367 5.924  32.068 2.756   -1.622 1.655  H5A2   NAE 63 
NAE H4B    H4*    H 0  1 N N N 13.010 5.069  30.204 3.661   -3.112 -0.859 H4B    NAE 64 
NAE H3B    H3*    H 0  1 N N N 15.169 3.158  29.648 4.509   -3.234 2.041  H3B    NAE 65 
NAE HOA3   3HO*   H 0  0 N N N 14.044 2.841  27.805 5.226   -5.278 1.295  HOA3   NAE 66 
NAE H2B    H2*    H 0  1 N N N 16.832 4.736  28.675 6.645   -2.480 1.581  H2B    NAE 67 
NAE HOB2   2HO*   H 0  0 N N N 16.737 4.346  26.598 7.043   -4.647 0.875  HOB2   NAE 68 
NAE H1B    H1*    H 0  1 N N N 14.702 5.923  27.194 6.108   -2.245 -1.384 H1B    NAE 69 
NAE H2N    H2N    H 0  1 N N N 17.773 7.065  29.199 8.165   -1.379 -1.698 H2N    NAE 70 
NAE H7N1   1H7N   H 0  0 N N N 18.724 7.797  30.434 9.705   -1.157 -2.692 H7N1   NAE 71 
NAE H7N2   2H7N   H 0  0 N N N 20.095 8.850  30.683 11.121  -0.366 -3.129 H7N2   NAE 72 
NAE H5N    H5N    H 0  1 N N N 15.450 9.809  25.736 7.287   1.960  1.763  H5N    NAE 73 
NAE H6N    H6N    H 0  1 N N N 14.710 7.548  26.149 5.764   0.071  1.359  H6N    NAE 74 
NAE H4P1   1H4P   H 0  0 N N N 18.036 10.238 24.935 10.627  2.179  0.265  H4P1   NAE 75 
NAE H4P2   2H4P   H 0  0 N N N 19.261 10.347 26.108 9.513   2.874  1.467  H4P2   NAE 76 
NAE H2P1   1H2P   H 0  0 N N N 20.652 6.794  25.372 9.703   5.593  -1.248 H2P1   NAE 77 
NAE H2P2   2H2P   H 0  0 N N N 20.955 8.541  25.085 10.016  5.368  0.490  H2P2   NAE 78 
NAE H2P3   3H2P   H 0  0 N N N 20.596 8.003  26.699 11.130  4.673  -0.712 H2P3   NAE 79 
# 
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 
NAE PA    O1A    DOUB N N 1  
NAE PA    O2A    SING N N 2  
NAE PA    "O5'"  SING N N 3  
NAE PA    OPP    SING N N 4  
NAE O2A   HOA2   SING N N 5  
NAE "O5'" "C5'"  SING N N 6  
NAE "C5'" "C4'"  SING N N 7  
NAE "C5'" "H5'1" SING N N 8  
NAE "C5'" "H5'2" SING N N 9  
NAE "C4'" "O4'"  SING N N 10 
NAE "C4'" "C3'"  SING N N 11 
NAE "C4'" "H4'"  SING N N 12 
NAE "O4'" "C1'"  SING N N 13 
NAE "C3'" "O3'"  SING N N 14 
NAE "C3'" "C2'"  SING N N 15 
NAE "C3'" "H3'"  SING N N 16 
NAE "O3'" "HO'3" SING N N 17 
NAE "C2'" "O2'"  SING N N 18 
NAE "C2'" "C1'"  SING N N 19 
NAE "C2'" "H2'"  SING N N 20 
NAE "O2'" "HO'2" SING N N 21 
NAE "C1'" N9A    SING N N 22 
NAE "C1'" "H1'"  SING N N 23 
NAE N9A   C8A    SING Y N 24 
NAE N9A   C4A    SING Y N 25 
NAE C8A   N7A    DOUB Y N 26 
NAE C8A   H8A    SING N N 27 
NAE N7A   C5A    SING Y N 28 
NAE C5A   C6A    SING Y N 29 
NAE C5A   C4A    DOUB Y N 30 
NAE C6A   N6A    SING N N 31 
NAE C6A   N1A    DOUB Y N 32 
NAE N6A   H6A1   SING N N 33 
NAE N6A   H6A2   SING N N 34 
NAE N1A   C2A    SING Y N 35 
NAE C2A   N3A    DOUB Y N 36 
NAE C2A   H2A    SING N N 37 
NAE N3A   C4A    SING Y N 38 
NAE OPP   PN     SING N N 39 
NAE PN    O1N    DOUB N N 40 
NAE PN    O2N    SING N N 41 
NAE PN    O5B    SING N N 42 
NAE O5B   C5B    SING N N 43 
NAE C5B   C4B    SING N N 44 
NAE C5B   H5A1   SING N N 45 
NAE C5B   H5A2   SING N N 46 
NAE C4B   O4B    SING N N 47 
NAE C4B   C3B    SING N N 48 
NAE C4B   H4B    SING N N 49 
NAE O4B   C1B    SING N N 50 
NAE C3B   O3B    SING N N 51 
NAE C3B   C2B    SING N N 52 
NAE C3B   H3B    SING N N 53 
NAE O3B   HOA3   SING N N 54 
NAE C2B   O2B    SING N N 55 
NAE C2B   C1B    SING N N 56 
NAE C2B   H2B    SING N N 57 
NAE O2B   HOB2   SING N N 58 
NAE C1B   N1N    SING N N 59 
NAE C1B   H1B    SING N N 60 
NAE N1N   C2N    SING Y N 61 
NAE N1N   C6N    DOUB Y N 62 
NAE C2N   C3N    DOUB Y N 63 
NAE C2N   H2N    SING N N 64 
NAE C3N   C7N    SING N N 65 
NAE C3N   C4N    SING Y N 66 
NAE C7N   O7N    DOUB N N 67 
NAE C7N   N7N    SING N N 68 
NAE N7N   H7N1   SING N N 69 
NAE N7N   H7N2   SING N N 70 
NAE C4N   C5N    DOUB Y N 71 
NAE C4N   C4P    SING N N 72 
NAE C5N   C6N    SING Y N 73 
NAE C5N   H5N    SING N N 74 
NAE C6N   H6N    SING N N 75 
NAE C4P   C3P    SING N N 76 
NAE C4P   H4P1   SING N N 77 
NAE C4P   H4P2   SING N N 78 
NAE C3P   OP     DOUB N N 79 
NAE C3P   C2P    SING N N 80 
NAE C2P   H2P1   SING N N 81 
NAE C2P   H2P2   SING N N 82 
NAE C2P   H2P3   SING N N 83 
# 
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 
NAE SMILES_CANONICAL CACTVS               3.341 "CC(=O)Cc1cc[n+](cc1C(N)=O)[C@@H]2O[C@H](CO[P]([O-])(=O)O[P@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O" 
NAE SMILES           CACTVS               3.341 "CC(=O)Cc1cc[n+](cc1C(N)=O)[CH]2O[CH](CO[P]([O-])(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)[CH](O)[CH]2O" 
NAE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)Cc1cc[n+](cc1C(=O)N)[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)O)O)O)O" 
NAE SMILES           "OpenEye OEToolkits" 1.5.0 "CC(=O)Cc1cc[n+](cc1C(=O)N)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O)O)O" 
NAE InChI            InChI                1.03  
;InChI=1S/C24H31N7O15P2/c1-10(32)4-11-2-3-30(5-12(11)21(26)37)23-18(35)16(33)13(44-23)6-42-47(38,39)46-48(40,41)43-7-14-17(34)19(36)24(45-14)31-9-29-15-20(25)27-8-28-22(15)31/h2-3,5,8-9,13-14,16-19,23-24,33-36H,4,6-7H2,1H3,(H5-,25,26,27,28,37,38,39,40,41)/t13-,14-,16-,17-,18-,19-,23-,24-/m1/s1
;
NAE InChIKey         InChI                1.03  SGHBFOOIAAJJMI-YDKVLQLQSA-N 
# 
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 
NAE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(2R,3S,4R,5R)-5-[3-aminocarbonyl-4-(2-oxopropyl)pyridin-1-ium-1-yl]-3,4-dihydroxy-oxolan-2-yl]methyl [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
NAE "Create component"  1999-07-08 RCSB 
NAE "Modify descriptor" 2011-06-04 RCSB 
# 
