data_EAD
# 
_chem_comp.id                                    EAD 
_chem_comp.name                                  
"{(2R,3S,4R,5R)-5-[(4S)-3-(AMINOCARBONYL)-4-(2-ETHYLISONICOTINOYL)PYRIDIN-1(4H)-YL]-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL}METHYL [(2R,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHYL DIHYDROGEN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H36 N8 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-ETHYL-ISONICOTINIC-ACYL-NICOTINAMIDE-ADENINE DINUCLEOTIDE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-14 
_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                        798.588 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EAD 
_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        2H9I 
_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 
EAD P1   P1   P 0 1 N N S -0.600  33.515 11.150 3.035   1.690  -0.764 P1   EAD 1  
EAD O1   O1   O 0 1 N N N -0.936  32.137 10.624 2.596   3.183  -1.176 O1   EAD 2  
EAD O2   O2   O 0 1 N N N 0.348   34.339 10.373 3.412   0.934  -1.979 O2   EAD 3  
EAD O3   O3   O 0 1 N N N 0.052   33.541 12.668 4.293   1.758  0.238  O3   EAD 4  
EAD C1   C1   C 0 1 N N N -0.415  32.922 13.926 5.382   2.313  -0.502 C1   EAD 5  
EAD C2   C2   C 0 1 N N R 0.295   31.742 14.578 6.616   2.405  0.397  C2   EAD 6  
EAD O4   O4   O 0 1 N N N -0.522  30.502 14.637 7.073   1.085  0.737  O4   EAD 7  
EAD C3   C3   C 0 1 N N S 1.496   31.241 13.807 7.761   3.110  -0.356 C3   EAD 8  
EAD O5   O5   O 0 1 N N N 2.627   31.992 14.203 8.162   4.298  0.330  O5   EAD 9  
EAD C4   C4   C 0 1 N N R 1.593   29.820 14.188 8.910   2.068  -0.353 C4   EAD 10 
EAD O6   O6   O 0 1 N N N 2.885   29.311 14.513 10.169  2.699  -0.108 O6   EAD 11 
EAD C5   C5   C 0 1 N N R 0.482   29.777 15.253 8.512   1.148  0.829  C5   EAD 12 
EAD N1   N1   N 0 1 Y N N 0.466   28.254 15.610 9.098   -0.185 0.669  N1   EAD 13 
EAD C6   C6   C 0 1 Y N N -0.372  27.202 15.471 8.524   -1.248 0.038  C6   EAD 14 
EAD N2   N2   N 0 1 Y N N -0.379  26.337 16.487 9.322   -2.275 0.082  N2   EAD 15 
EAD C7   C7   C 0 1 Y N N 0.449   26.838 17.324 10.455  -1.938 0.743  C7   EAD 16 
EAD C8   C8   C 0 1 Y N N 0.837   26.297 18.619 11.636  -2.616 1.090  C8   EAD 17 
EAD N3   N3   N 0 1 N N N 0.349   25.285 18.932 11.821  -3.942 0.737  N3   EAD 18 
EAD N4   N4   N 0 1 Y N N 1.743   26.995 19.386 12.572  -1.955 1.763  N4   EAD 19 
EAD C9   C9   C 0 1 Y N N 2.299   28.189 18.974 12.404  -0.690 2.103  C9   EAD 20 
EAD N5   N5   N 0 1 Y N N 1.975   28.728 17.760 11.315  -0.015 1.800  N5   EAD 21 
EAD C10  C10  C 0 1 Y N N 1.004   28.040 16.868 10.328  -0.591 1.123  C10  EAD 22 
EAD O7   O7   O 0 1 N N N -1.996  34.257 11.048 1.805   0.952  -0.033 O7   EAD 23 
EAD P2   P2   P 0 1 N N R -2.630  35.561 11.708 0.811   0.444  -1.193 P2   EAD 24 
EAD O8   O8   O 0 1 N N N -3.745  36.118 10.868 -0.006  1.698  -1.786 O8   EAD 25 
EAD O9   O9   O 0 1 N N N -1.401  36.384 11.934 1.597   -0.189 -2.275 O9   EAD 26 
EAD O10  O10  O 0 1 N N N -3.201  35.025 13.100 -0.222  -0.629 -0.582 O10  EAD 27 
EAD C11  C11  C 0 1 N N N -2.765  35.509 14.366 -0.995  -1.127 -1.676 C11  EAD 28 
EAD C12  C12  C 0 1 N N R -3.930  35.737 15.323 -2.003  -2.157 -1.162 C12  EAD 29 
EAD O11  O11  O 0 1 N N N -4.742  36.801 14.747 -2.982  -1.522 -0.312 O11  EAD 30 
EAD C13  C13  C 0 1 N N S -4.924  34.551 15.598 -2.819  -2.746 -2.333 C13  EAD 31 
EAD O12  O12  O 0 1 N N N -5.381  34.395 16.935 -2.279  -4.006 -2.737 O12  EAD 32 
EAD C14  C14  C 0 1 N N R -6.007  34.840 14.603 -4.240  -2.926 -1.749 C14  EAD 33 
EAD O13  O13  O 0 1 N N N -7.273  34.183 14.579 -4.622  -4.303 -1.776 O13  EAD 34 
EAD C15  C15  C 0 1 N N R -6.095  36.343 14.724 -4.112  -2.421 -0.294 C15  EAD 35 
EAD N6   N6   N 0 1 N N N -6.895  36.932 13.609 -5.327  -1.707 0.107  N6   EAD 36 
EAD C16  C16  C 0 1 N N N -6.538  36.895 12.202 -6.101  -2.193 1.123  C16  EAD 37 
EAD C17  C17  C 0 1 N N N -7.417  37.484 11.218 -7.369  -1.772 1.275  C17  EAD 38 
EAD C18  C18  C 0 1 N N N -7.052  37.470 9.698  -8.146  -2.284 2.340  C18  EAD 39 
EAD O14  O14  O 0 1 N N N -5.996  36.957 9.289  -7.633  -3.006 3.176  O14  EAD 40 
EAD N7   N7   N 0 1 N N N -7.946  38.051 8.884  -9.454  -1.971 2.431  N7   EAD 41 
EAD C19  C19  C 0 1 N N S -8.686  38.105 11.681 -7.978  -0.771 0.335  C19  EAD 42 
EAD C20  C20  C 0 1 N N N -8.947  38.129 13.115 -6.916  -0.068 -0.460 C20  EAD 43 
EAD C21  C21  C 0 1 N N N -8.081  37.555 14.051 -5.691  -0.537 -0.546 C21  EAD 44 
EAD C22  C22  C 0 1 N N N -9.955  37.232 11.181 -8.755  0.247  1.131  C22  EAD 45 
EAD O15  O15  O 0 1 N N N -9.768  35.986 10.945 -8.403  0.534  2.251  O15  EAD 46 
EAD N8   N8   N 0 1 Y N N -14.049 38.595 10.674 -12.154 2.086  -0.547 N8   EAD 47 
EAD C23  C23  C 0 1 Y N N -13.099 39.527 11.057 -11.488 1.203  -1.264 C23  EAD 48 
EAD C24  C24  C 0 1 Y N N -11.769 39.122 11.226 -10.369 0.574  -0.753 C24  EAD 49 
EAD C25  C25  C 0 1 Y N N -11.410 37.750 10.991 -9.944  0.892  0.543  C25  EAD 50 
EAD C26  C26  C 0 1 Y N N -12.435 36.801 10.581 -10.680 1.839  1.265  C26  EAD 51 
EAD C27  C27  C 0 1 Y N N -13.780 37.277 10.434 -11.787 2.418  0.674  C27  EAD 52 
EAD C28  C28  C 0 1 N N N -14.964 36.400 10.030 -12.589 3.439  1.439  C28  EAD 53 
EAD C29  C29  C 0 1 N N N -15.917 37.053 9.011  -12.690 4.727  0.619  C29  EAD 54 
EAD HO2  HO2  H 0 1 N N N -0.016  34.516 9.514  ?       ?      ?      HO2  EAD 55 
EAD H11  1H1  H 0 1 N N N -1.374  32.476 13.622 5.602   1.674  -1.358 H11  EAD 56 
EAD H12A 2H1  H 0 0 N N N -0.384  33.728 14.674 5.112   3.309  -0.853 H12A EAD 57 
EAD H2   H2   H 0 1 N N N 0.538   32.170 15.562 6.373   2.958  1.304  H2   EAD 58 
EAD H3   H3   H 0 1 N N N 1.421   31.347 12.715 7.460   3.343  -1.377 H3   EAD 59 
EAD HO5  HO5  H 0 1 N N N 3.177   32.160 13.447 8.918   4.659  -0.155 HO5  EAD 60 
EAD H4   H4   H 0 1 N N N 1.446   29.102 13.368 8.933   1.510  -1.290 H4   EAD 61 
EAD HO6  HO6  H 0 1 N N N 3.391   29.198 13.717 10.358  3.254  -0.876 HO6  EAD 62 
EAD H5   H5   H 0 1 N N N 0.498   30.240 16.251 8.818   1.589  1.778  H5   EAD 63 
EAD H6   H6   H 0 1 N N N -0.993  27.071 14.597 7.551   -1.239 -0.431 H6   EAD 64 
EAD HN31 1HN3 H 0 0 N N N 0.517   24.793 19.786 11.130  -4.414 0.246  HN31 EAD 65 
EAD HN32 2HN3 H 0 0 N N N -0.266  24.995 18.199 12.640  -4.399 0.982  HN32 EAD 66 
EAD H9   H9   H 0 1 N N N 2.998   28.703 19.617 13.190  -0.190 2.650  H9   EAD 67 
EAD HO9  HO9  H 0 1 N N N -0.979  36.558 11.101 ?       ?      ?      HO9  EAD 68 
EAD H111 1H11 H 0 0 N N N -2.261  36.474 14.207 -0.334  -1.597 -2.404 H111 EAD 69 
EAD H112 2H11 H 0 0 N N N -2.085  34.767 14.811 -1.528  -0.302 -2.149 H112 EAD 70 
EAD H12  H12  H 0 1 N N N -3.445  35.935 16.290 -1.489  -2.952 -0.620 H12  EAD 71 
EAD H1   H1   H 0 1 N N N -4.442  33.570 15.479 -2.836  -2.052 -3.174 H1   EAD 72 
EAD H7   H7   H 0 1 N N N -4.636  34.360 17.523 -2.827  -4.323 -3.468 H7   EAD 73 
EAD H14  H14  H 0 1 N N N -5.713  34.389 13.644 -4.960  -2.320 -2.300 H14  EAD 74 
EAD H13  H13  H 0 1 N N N -7.571  34.037 15.469 -4.625  -4.574 -2.704 H13  EAD 75 
EAD H15  H15  H 0 1 N N N -6.623  36.658 15.636 -3.922  -3.255 0.381  H15  EAD 76 
EAD H16  H16  H 0 1 N N N -5.616  36.427 11.891 -5.691  -2.921 1.808  H16  EAD 77 
EAD HN71 1HN7 H 0 0 N N N -7.861  38.127 7.891  -9.896  -1.519 1.696  HN71 EAD 78 
EAD HN72 2HN7 H 0 0 N N N -8.711  38.396 9.428  -9.952  -2.199 3.231  HN72 EAD 79 
EAD H19  H19  H 0 1 N N N -8.568  39.125 11.287 -8.655  -1.285 -0.346 H19  EAD 80 
EAD H20  H20  H 0 1 N N N -9.847  38.610 13.469 -7.165  0.847  -0.977 H20  EAD 81 
EAD H21  H21  H 0 1 N N N -8.318  37.588 15.104 -4.957  -0.005 -1.133 H21  EAD 82 
EAD H23  H23  H 0 1 N N N -13.381 40.556 11.224 -11.823 0.965  -2.262 H23  EAD 83 
EAD H24  H24  H 0 1 N N N -11.018 39.836 11.531 -9.830  -0.151 -1.345 H24  EAD 84 
EAD H26  H26  H 0 1 N N N -12.189 35.766 10.393 -10.387 2.114  2.267  H26  EAD 85 
EAD H281 1H28 H 0 0 N N N -15.551 36.218 10.942 -12.096 3.651  2.389  H281 EAD 86 
EAD H282 2H28 H 0 0 N N N -14.565 35.480 9.578  -13.589 3.049  1.628  H282 EAD 87 
EAD H291 1H29 H 0 0 N N N -16.025 36.395 8.136  -11.690 5.117  0.431  H291 EAD 88 
EAD H292 2H29 H 0 0 N N N -15.505 38.022 8.692  -13.182 4.516  -0.330 H292 EAD 89 
EAD H293 3H29 H 0 0 N N N -16.901 37.209 9.476  -13.270 5.466  1.173  H293 EAD 90 
# 
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 
EAD P1  O1   DOUB N N 1  
EAD P1  O2   SING N N 2  
EAD P1  O3   SING N N 3  
EAD P1  O7   SING N N 4  
EAD O2  HO2  SING N N 5  
EAD O3  C1   SING N N 6  
EAD C1  C2   SING N N 7  
EAD C1  H11  SING N N 8  
EAD C1  H12A SING N N 9  
EAD C2  O4   SING N N 10 
EAD C2  C3   SING N N 11 
EAD C2  H2   SING N N 12 
EAD O4  C5   SING N N 13 
EAD C3  O5   SING N N 14 
EAD C3  C4   SING N N 15 
EAD C3  H3   SING N N 16 
EAD O5  HO5  SING N N 17 
EAD C4  O6   SING N N 18 
EAD C4  C5   SING N N 19 
EAD C4  H4   SING N N 20 
EAD O6  HO6  SING N N 21 
EAD C5  N1   SING N N 22 
EAD C5  H5   SING N N 23 
EAD N1  C6   SING Y N 24 
EAD N1  C10  SING Y N 25 
EAD C6  N2   DOUB Y N 26 
EAD C6  H6   SING N N 27 
EAD N2  C7   SING Y N 28 
EAD C7  C8   SING Y N 29 
EAD C7  C10  DOUB Y N 30 
EAD C8  N3   SING N N 31 
EAD C8  N4   DOUB Y N 32 
EAD N3  HN31 SING N N 33 
EAD N3  HN32 SING N N 34 
EAD N4  C9   SING Y N 35 
EAD C9  N5   DOUB Y N 36 
EAD C9  H9   SING N N 37 
EAD N5  C10  SING Y N 38 
EAD O7  P2   SING N N 39 
EAD P2  O8   DOUB N N 40 
EAD P2  O9   SING N N 41 
EAD P2  O10  SING N N 42 
EAD O9  HO9  SING N N 43 
EAD O10 C11  SING N N 44 
EAD C11 C12  SING N N 45 
EAD C11 H111 SING N N 46 
EAD C11 H112 SING N N 47 
EAD C12 O11  SING N N 48 
EAD C12 C13  SING N N 49 
EAD C12 H12  SING N N 50 
EAD O11 C15  SING N N 51 
EAD C13 O12  SING N N 52 
EAD C13 C14  SING N N 53 
EAD C13 H1   SING N N 54 
EAD O12 H7   SING N N 55 
EAD C14 O13  SING N N 56 
EAD C14 C15  SING N N 57 
EAD C14 H14  SING N N 58 
EAD O13 H13  SING N N 59 
EAD C15 N6   SING N N 60 
EAD C15 H15  SING N N 61 
EAD N6  C16  SING N N 62 
EAD N6  C21  SING N N 63 
EAD C16 C17  DOUB N N 64 
EAD C16 H16  SING N N 65 
EAD C17 C18  SING N N 66 
EAD C17 C19  SING N N 67 
EAD C18 O14  DOUB N N 68 
EAD C18 N7   SING N N 69 
EAD N7  HN71 SING N N 70 
EAD N7  HN72 SING N N 71 
EAD C19 C20  SING N N 72 
EAD C19 C22  SING N N 73 
EAD C19 H19  SING N N 74 
EAD C20 C21  DOUB N N 75 
EAD C20 H20  SING N N 76 
EAD C21 H21  SING N N 77 
EAD C22 O15  DOUB N N 78 
EAD C22 C25  SING N N 79 
EAD N8  C23  SING Y N 80 
EAD N8  C27  DOUB Y N 81 
EAD C23 C24  DOUB Y N 82 
EAD C23 H23  SING N N 83 
EAD C24 C25  SING Y N 84 
EAD C24 H24  SING N N 85 
EAD C25 C26  DOUB Y N 86 
EAD C26 C27  SING Y N 87 
EAD C26 H26  SING N N 88 
EAD C27 C28  SING N N 89 
EAD C28 C29  SING N N 90 
EAD C28 H281 SING N N 91 
EAD C28 H282 SING N N 92 
EAD C29 H291 SING N N 93 
EAD C29 H292 SING N N 94 
EAD C29 H293 SING N N 95 
# 
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 
EAD InChI            InChI                1.02b 
;InChI=1/C29H36N8O15P2/c1-2-14-7-13(3-5-32-14)20(38)15-4-6-36(8-16(15)26(31)43)28-23(41)21(39)17(50-28)9-48-53(44,45)52-54(46,47)49-10-18-22(40)24(42)29(51-18)37-12-35-19-25(30)33-11-34-27(19)37/h3-8,11-12,15,17-18,21-24,28-29,39-42H,2,9-10H2,1H3,(H2,31,43)(H,44,45)(H,46,47)(H2,30,33,34)/t15-,17+,18+,21+,22+,23+,24+,28+,29+/m0/s1/f/h44,46H,30-31H2
;
EAD InChIKey         InChI                1.02b KVEIKWLOSUPDGF-DWFSDIQCDO 
EAD SMILES_CANONICAL CACTVS               3.341 CCc1cc(ccn1)C(=O)[C@H]2C=CN(C=C2C(N)=O)[C@@H]3O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O 
EAD SMILES           CACTVS               3.341 CCc1cc(ccn1)C(=O)[CH]2C=CN(C=C2C(N)=O)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6c(N)ncnc56)[CH](O)[CH]3O 
EAD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1cc(ccn1)C(=O)[C@H]2C=CN(C=C2C(=O)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O 
EAD SMILES           "OpenEye OEToolkits" 1.5.0 CCc1cc(ccn1)C(=O)C2C=CN(C=C2C(=O)N)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O 
# 
_pdbx_chem_comp_identifier.comp_id           EAD 
_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,3S,4R,5R)-5-[(4S)-3-aminocarbonyl-4-(2-ethylpyridin-4-yl)carbonyl-4H-pyridin-1-yl]-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
