data_0AM
# 
_chem_comp.id                                    0AM 
_chem_comp.name                                  
;2'-deoxy-N-[3-(propyldisulfanyl)propyl]adenosine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C16 H26 N5 O6 P S2" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-11 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        479.511 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     0AM 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        455D 
_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 
0AM P1  P1  P 0 1 N N N 13.359 11.468 15.948 -7.682 1.992  -0.163 P1  0AM 1  
0AM O1  O1  O 0 1 N N N 12.269 10.749 16.617 -8.788 1.716  0.781  O1  0AM 2  
0AM O2  O2  O 0 1 N N N 14.198 10.797 14.930 -6.849 3.273  0.346  O2  0AM 3  
0AM O3  O3  O 0 1 N N N 12.629 12.702 15.262 -6.708 0.713  -0.238 O3  0AM 4  
0AM C1  C1  C 0 1 N N N 11.625 13.398 15.951 -6.097 0.131  0.915  C1  0AM 5  
0AM C2  C2  C 0 1 N N R 10.922 14.319 14.996 -5.239 -1.062 0.491  C2  0AM 6  
0AM O4  O4  O 0 1 N N N 11.854 15.353 14.592 -4.115 -0.623 -0.303 O4  0AM 7  
0AM C3  C3  C 0 1 N N S 10.449 13.629 13.715 -4.573 -1.723 1.725  C3  0AM 8  
0AM O5  O5  O 0 1 N N N 9.069  13.936 13.589 -5.444 -2.687 2.319  O5  0AM 9  
0AM C4  C4  C 0 1 N N N 11.341 14.223 12.624 -3.335 -2.408 1.098  C4  0AM 10 
0AM C5  C5  C 0 1 N N R 11.754 15.585 13.198 -3.121 -1.658 -0.231 C5  0AM 11 
0AM N1  N1  N 0 1 Y N N 13.057 16.093 12.750 -1.781 -1.065 -0.258 N1  0AM 12 
0AM C6  C6  C 0 1 Y N N 14.249 15.415 12.767 -1.456 0.207  0.106  C6  0AM 13 
0AM N2  N2  N 0 1 Y N N 15.268 16.103 12.322 -0.177 0.398  -0.043 N2  0AM 14 
0AM C7  C7  C 0 1 Y N N 14.707 17.334 11.978 0.397  -0.736 -0.510 C7  0AM 15 
0AM C8  C8  C 0 1 Y N N 15.264 18.513 11.436 1.708  -1.113 -0.850 C8  0AM 16 
0AM N3  N3  N 0 1 N N N 16.553 18.669 11.152 2.756  -0.218 -0.728 N3  0AM 17 
0AM S1  S1  S 0 1 N N N 20.725 16.812 10.389 7.638  1.496  -0.971 S1  0AM 18 
0AM S2  S2  S 0 1 N N N 20.945 17.338 8.445  7.698  1.657  1.072  S2  0AM 19 
0AM C9  C9  C 0 1 N N N 17.634 17.720 11.332 4.116  -0.628 -1.087 C9  0AM 20 
0AM C10 C10 C 0 1 N N N 18.057 16.680 10.286 5.078  0.540  -0.862 C10 0AM 21 
0AM C11 C11 C 0 1 N N N 19.233 15.914 10.875 6.498  0.111  -1.237 C11 0AM 22 
0AM C12 C12 C 0 1 N N N 18.338 19.138 7.307  11.409 -0.072 1.488  C12 0AM 23 
0AM C13 C13 C 0 1 N N N 19.258 19.480 8.453  10.340 0.949  1.093  C13 0AM 24 
0AM C14 C14 C 0 1 N N N 20.633 19.067 7.955  8.966  0.447  1.540  C14 0AM 25 
0AM N4  N4  N 0 1 Y N N 14.426 19.545 11.212 1.917  -2.349 -1.289 N4  0AM 26 
0AM C15 C15 C 0 1 Y N N 13.135 19.401 11.508 0.923  -3.211 -1.408 C15 0AM 27 
0AM C16 C16 C 0 1 Y N N 13.347 17.341 12.234 -0.624 -1.691 -0.648 C16 0AM 28 
0AM N5  N5  N 0 1 Y N N 12.492 18.349 12.020 -0.319 -2.902 -1.102 N5  0AM 29 
0AM O6  O6  O 0 1 N N N 14.224 12.152 17.116 -8.287 2.293  -1.625 O6  0AM 30 
0AM H1  H1  H 0 1 N N N 13.687 10.653 14.142 -6.107 3.512  -0.226 H1  0AM 31 
0AM H2  H2  H 0 1 N N N 15.114 12.287 16.814 -8.884 3.053  -1.655 H2  0AM 32 
0AM H3  H3  H 0 1 N N N 10.903 12.683 16.373 -5.469 0.873  1.408  H3  0AM 33 
0AM H4  H4  H 0 1 N N N 12.073 13.983 16.768 -6.871 -0.206 1.605  H4  0AM 34 
0AM H5  H5  H 0 1 N N N 10.038 14.706 15.525 -5.837 -1.788 -0.060 H5  0AM 35 
0AM H6  H6  H 0 1 N N N 10.532 12.533 13.679 -4.274 -0.970 2.454  H6  0AM 36 
0AM H7  H7  H 0 1 N N N 11.020 16.337 12.873 -3.240 -2.346 -1.069 H7  0AM 37 
0AM H8  H8  H 0 1 N N N 8.679  14.005 14.453 -5.073 -3.128 3.095  H8  0AM 38 
0AM H9  H9  H 0 1 N N N 12.216 13.586 12.428 -2.466 -2.293 1.745  H9  0AM 39 
0AM H10 H10 H 0 1 N N N 10.828 14.308 11.655 -3.537 -3.464 0.912  H10 0AM 40 
0AM H11 H11 H 0 1 N N N 14.339 14.398 13.119 -2.155 0.948  0.464  H11 0AM 41 
0AM H12 H12 H 0 1 N N N 18.529 18.340 11.489 4.417  -1.472 -0.466 H12 0AM 42 
0AM H13 H13 H 0 1 N N N 17.224 17.075 12.123 4.141  -0.923 -2.136 H13 0AM 43 
0AM H14 H14 H 0 1 N N N 19.258 14.886 10.484 6.523  -0.184 -2.286 H14 0AM 44 
0AM H15 H15 H 0 1 N N N 19.152 15.843 11.970 6.799  -0.733 -0.616 H15 0AM 45 
0AM H16 H16 H 0 1 N N N 21.399 19.721 8.398  8.961  0.316  2.622  H16 0AM 46 
0AM H17 H17 H 0 1 N N N 20.674 19.157 6.859  8.753  -0.507 1.058  H17 0AM 47 
0AM H18 H18 H 0 1 N N N 17.224 15.995 10.069 4.777  1.383  -1.484 H18 0AM 48 
0AM H19 H19 H 0 1 N N N 18.339 17.166 9.341  5.052  0.835  0.187  H19 0AM 49 
0AM H20 H20 H 0 1 N N N 17.306 19.055 7.677  11.405 -0.203 2.570  H20 0AM 50 
0AM H21 H21 H 0 1 N N N 18.391 19.930 6.545  11.196 -1.026 1.005  H21 0AM 51 
0AM H22 H22 H 0 1 N N N 18.646 18.180 6.863  12.388 0.286  1.169  H22 0AM 52 
0AM H23 H23 H 0 1 N N N 19.223 20.554 8.688  10.553 1.903  1.575  H23 0AM 53 
0AM H24 H24 H 0 1 N N N 18.977 18.970 9.386  10.345 1.080  0.011  H24 0AM 54 
0AM H25 H25 H 0 1 N N N 12.517 20.263 11.303 1.138  -4.205 -1.770 H25 0AM 55 
0AM H26 H26 H 0 1 N N N 16.557 18.847 10.168 2.591  0.682  -0.406 H26 0AM 56 
# 
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 
0AM P1  O1  DOUB N N 1  
0AM P1  O2  SING N N 2  
0AM P1  O3  SING N N 3  
0AM P1  O6  SING N N 4  
0AM O2  H1  SING N N 5  
0AM O3  C1  SING N N 6  
0AM C1  C2  SING N N 7  
0AM C1  H3  SING N N 8  
0AM C1  H4  SING N N 9  
0AM C2  O4  SING N N 10 
0AM C2  C3  SING N N 11 
0AM C2  H5  SING N N 12 
0AM O4  C5  SING N N 13 
0AM C3  O5  SING N N 14 
0AM C3  C4  SING N N 15 
0AM C3  H6  SING N N 16 
0AM O5  H8  SING N N 17 
0AM C4  C5  SING N N 18 
0AM C4  H9  SING N N 19 
0AM C4  H10 SING N N 20 
0AM C5  N1  SING N N 21 
0AM C5  H7  SING N N 22 
0AM N1  C6  SING Y N 23 
0AM N1  C16 SING Y N 24 
0AM C6  N2  DOUB Y N 25 
0AM C6  H11 SING N N 26 
0AM N2  C7  SING Y N 27 
0AM C7  C8  SING Y N 28 
0AM C7  C16 DOUB Y N 29 
0AM C8  N3  SING N N 30 
0AM C8  N4  DOUB Y N 31 
0AM N3  C9  SING N N 32 
0AM S1  S2  SING N N 33 
0AM S1  C11 SING N N 34 
0AM S2  C14 SING N N 35 
0AM C9  C10 SING N N 36 
0AM C9  H12 SING N N 37 
0AM C9  H13 SING N N 38 
0AM C10 C11 SING N N 39 
0AM C10 H18 SING N N 40 
0AM C10 H19 SING N N 41 
0AM C11 H14 SING N N 42 
0AM C11 H15 SING N N 43 
0AM C12 C13 SING N N 44 
0AM C12 H20 SING N N 45 
0AM C12 H21 SING N N 46 
0AM C12 H22 SING N N 47 
0AM C13 C14 SING N N 48 
0AM C13 H23 SING N N 49 
0AM C13 H24 SING N N 50 
0AM C14 H16 SING N N 51 
0AM C14 H17 SING N N 52 
0AM N4  C15 SING N N 53 
0AM C15 N5  DOUB Y N 54 
0AM C15 H25 SING Y N 55 
0AM C16 N5  SING N N 56 
0AM O6  H2  SING Y N 57 
0AM N3  H26 SING N N 58 
# 
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 
0AM SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)NCCCSSCCC)CC3O"                                                                                                                                                  
0AM InChI            InChI                1.02b "InChI=1/C16H26N5O6PS2/c1-2-5-29-30-6-3-4-17-15-14-16(19-9-18-15)21(10-20-14)13-7-11(22)12(27-13)8-26-28(23,24)25/h9-13,22H,2-8H2,1H3,(H,17,18,19)(H2,23,24,25)/t11-,12+,13+/m0/s1/f/h17,23-24H" 
0AM InChIKey         InChI                1.02b NGHHQXIMUJEXSI-ZHKZWPBFDM                                                                                                                                                                        
0AM SMILES_CANONICAL CACTVS               3.341 "CCCSSCCCNc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                                                 
0AM SMILES           CACTVS               3.341 "CCCSSCCCNc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                                     
0AM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCSSCCCNc1c2c(ncn1)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                                                 
0AM SMILES           "OpenEye OEToolkits" 1.5.0 "CCCSSCCCNc1c2c(ncn1)n(cn2)C3CC(C(O3)COP(=O)(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 
0AM "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-N-[3-(propyldisulfanyl)propyl]adenosine 5'-(dihydrogen phosphate)
;
0AM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[6-(3-propyldisulfanylpropylamino)purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate" 
# 
