data_E
# 
_chem_comp.id                                    E 
_chem_comp.name                                  
;N-((-)-(7S,8R,9S,10R)[7,8,9-TRIHYDROXY-7,8,9,10-TETRA HYDROBENZO[A]PYREN-10-YL])-2'-DEOXY-ADENOSINE-5'-MONOPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H28 N5 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        633.545 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     E 
_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        1AGU 
_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 
E P      P    P 0 1 N N N 0.137  7.527  14.390 -0.888 1.863  -8.433  P      E 1  
E OP1    O1P  O 0 1 N N N 0.239  8.482  13.266 -2.112 2.244  -7.693  OP1    E 2  
E OP2    O2P  O 0 1 N N N 1.201  7.475  15.416 -0.122 3.192  -8.922  OP2    E 3  
E OP3    O3P  O 0 1 N Y N -0.053 6.050  13.785 -1.291 0.974  -9.714  OP3    E 4  
E "O5'"  O5*  O 0 1 N N N -1.270 7.772  15.136 0.077  1.010  -7.469  "O5'"  E 5  
E "C5'"  C5*  C 0 1 N N N -2.491 7.870  14.392 -0.655 -0.149 -7.071  "C5'"  E 6  
E "C4'"  C4*  C 0 1 N N R -3.584 6.979  14.981 0.210  -1.008 -6.148  "C4'"  E 7  
E "O4'"  O4*  O 0 1 N N N -3.264 5.583  14.801 0.557  -0.271 -4.953  "O4'"  E 8  
E "C3'"  C3*  C 0 1 N N S -3.750 7.239  16.471 -0.583 -2.231 -5.638  "C3'"  E 9  
E "O3'"  O3*  O 0 1 N N N -5.045 7.786  16.755 -0.268 -3.391 -6.411  "O3'"  E 10 
E "C2'"  C2*  C 0 1 N N N -3.566 5.908  17.144 -0.109 -2.409 -4.178  "C2'"  E 11 
E "C1'"  C1*  C 0 1 N N R -3.358 4.883  16.058 0.918  -1.273 -3.977  "C1'"  E 12 
E N9     N9   N 0 1 Y N N -2.138 4.108  16.318 0.816  -0.727 -2.621  N9     E 13 
E C8     C8   C 0 1 Y N N -0.852 4.484  16.198 0.019  0.304  -2.225  C8     E 14 
E N7     N7   N 0 1 Y N N 0.057  3.628  16.519 0.178  0.526  -0.952  N7     E 15 
E C5     C5   C 0 1 Y N N -0.718 2.535  16.912 1.085  -0.346 -0.452  C5     E 16 
E C6     C6   C 0 1 Y N N -0.381 1.266  17.399 1.639  -0.576 0.817   C6     E 17 
E N6     N6   N 0 1 N N N 0.842  0.696  17.254 1.264  0.194  1.903   N6     E 18 
E N1     N1   N 0 1 Y N N -1.444 0.447  17.715 2.533  -1.550 0.951   N1     E 19 
E C2     C2   C 0 1 Y N N -2.699 0.845  17.532 2.898  -2.291 -0.079  C2     E 20 
E N3     N3   N 0 1 Y N N -3.104 2.019  17.079 2.405  -2.112 -1.286  N3     E 21 
E C4     C4   C 0 1 Y N N -2.062 2.822  16.792 1.501  -1.165 -1.516  C4     E 22 
E C1     C1   C 0 1 Y N N -1.422 -4.273 14.450 -4.483 -1.243 3.507   C1     E 23 
E C2A    C2A  C 0 1 Y N N -1.011 -5.592 14.196 -5.421 -0.942 4.475   C2A    E 24 
E C3     C3   C 0 1 Y N N 0.343  -5.937 14.298 -5.078 -0.269 5.632   C3     E 25 
E C3A    C3A  C 0 1 Y N N 1.288  -4.965 14.655 -3.755 0.124  5.847   C3A    E 26 
E C4A    C4A  C 0 1 Y N N 2.634  -5.315 14.763 -3.362 0.816  7.019   C4A    E 27 
E C5B    C5B  C 0 1 Y N N 3.593  -4.348 15.130 -2.076 1.188  7.207   C5B    E 28 
E C5M    C5M  C 0 1 Y N N 3.189  -3.026 15.395 -1.085 0.897  6.238   C5M    E 29 
E C6B    C6B  C 0 1 Y N N 4.128  -2.059 15.807 0.246  1.267  6.407   C6B    E 30 
E C6A    C6A  C 0 1 Y N N 3.706  -0.747 16.111 1.199  0.968  5.439   C6A    E 31 
E C7     C7   C 0 1 N N S 4.701  0.273  16.590 2.613  1.417  5.713   C7     E 32 
E O7     O7   O 0 1 N N N 5.823  -0.391 17.178 2.720  2.818  5.452   O7     E 33 
E C8A    C8A  C 0 1 N N R 4.006  1.160  17.607 3.600  0.664  4.825   C8A    E 34 
E O8     O8   O 0 1 N N N 4.939  2.072  18.188 3.646  -0.710 5.214   O8     E 35 
E C9     C9   C 0 1 N N S 2.859  1.922  16.948 3.123  0.774  3.372   C9     E 36 
E O9     O9   O 0 1 N N N 3.367  2.774  15.919 4.134  0.276  2.493   O9     E 37 
E C10    C10  C 0 1 N N R 1.800  0.973  16.362 1.853  -0.059 3.220   C10    E 38 
E C11    C11  C 0 1 Y N N 0.053  -1.030 15.460 -0.870 -0.783 2.907   C11    E 39 
E C12    C12  C 0 1 Y N N -0.479 -3.299 14.806 -3.149 -0.866 3.684   C12    E 40 
E C13    C13  C 0 1 Y N N 0.881  -3.646 14.909 -2.787 -0.177 4.863   C13    E 41 
E C14    C14  C 0 1 Y N N 1.831  -2.678 15.283 -1.450 0.209  5.060   C14    E 42 
E C15    C15  C 0 1 Y N N 2.342  -0.404 15.997 0.852  0.296  4.289   C15    E 43 
E C16    C16  C 0 1 Y N N 1.413  -1.372 15.571 -0.481 -0.092 4.080   C16    E 44 
E C17    C17  C 0 1 Y N N -0.888 -1.983 15.075 -2.157 -1.156 2.716   C17    E 45 
E HOP2   2HOP H 0 0 N N N 1.135  6.861  16.138 -0.734 3.673  -9.496  HOP2   E 46 
E HOP3   3HOP H 0 0 N N N -0.118 5.436  14.507 -0.467 0.747  -10.167 HOP3   E 47 
E "H5'"  1H5* H 0 1 N N N -2.308 7.571  13.360 -0.930 -0.727 -7.954  "H5'"  E 48 
E "H5''" 2H5* H 0 0 N N N -2.831 8.906  14.406 -1.558 0.155  -6.542  "H5''" E 49 
E "H4'"  H4*  H 0 1 N N N -4.526 7.192  14.479 1.111  -1.333 -6.668  "H4'"  E 50 
E "H3'"  H3*  H 0 1 N N N -2.972 7.922  16.810 -1.654 -2.031 -5.669  "H3'"  E 51 
E "HO3'" *HO3 H 0 0 N Y N -5.148 7.948  17.685 -0.768 -4.126 -6.029  "HO3'" E 52 
E "H2'"  1H2* H 0 1 N N N -2.694 5.939  17.793 -0.944 -2.294 -3.488  "H2'"  E 53 
E "H2''" 2H2* H 0 0 N N N -4.450 5.657  17.721 0.365  -3.381 -4.046  "H2''" E 54 
E "H1'"  H1*  H 0 1 N N N -4.209 4.213  16.040 1.928  -1.638 -4.163  "H1'"  E 55 
E H8     H8   H 0 1 N N N -0.598 5.491  15.883 -0.646 0.857  -2.872  H8     E 56 
E H6     H6   H 0 1 N N N 0.969  -0.205 17.694 0.610  0.902  1.793   H6     E 57 
E H2     H2   H 0 1 N N N -3.477 0.100  17.722 3.627  -3.072 0.074   H2     E 58 
E H1     H1   H 0 1 N N N -2.466 -4.011 14.371 -4.781 -1.770 2.613   H1     E 59 
E H2A    H2A  H 0 1 N N N -1.738 -6.338 13.920 -6.448 -1.241 4.325   H2A    E 60 
E H3     H3   H 0 1 N N N 0.658  -6.951 14.107 -5.833 -0.048 6.372   H3     E 61 
E H4A    H4A  H 0 1 N N N 2.930  -6.330 14.568 -4.100 1.048  7.772   H4A    E 62 
E H5B    H5B  H 0 1 N N N 4.634  -4.622 15.211 -1.800 1.714  8.109   H5B    E 63 
E H6B    H6B  H 0 1 N N N 5.171  -2.323 15.894 0.543  1.795  7.301   H6B    E 64 
E H7     H7   H 0 1 N N N 5.040  0.876  15.750 2.853  1.228  6.759   H7     E 65 
E HO7    HO7  H 0 1 N N N 6.334  -0.275 17.054 2.082  3.259  6.030   HO7    E 66 
E H8A    H8A  H 0 1 N N N 3.598  0.529  18.390 4.592  1.106  4.921   H8A    E 67 
E HO8    HO8  H 0 1 N N N 4.504  2.627  18.825 3.950  -0.731 6.132   HO8    E 68 
E H9     H9   H 0 1 N N N 2.381  2.546  17.703 2.910  1.816  3.133   H9     E 69 
E HO9    HO9  H 0 1 N N N 2.919  3.443  15.862 4.915  0.831  2.623   HO9    E 70 
E H10    H10  H 0 1 N N N 1.349  1.426  15.481 2.106  -1.116 3.303   H10    E 71 
E H11    H11  H 0 1 N N N -0.264 -0.019 15.654 -0.130 -1.016 2.155   H11    E 72 
E H17    H17  H 0 1 N N N -1.926 -1.698 14.984 -2.431 -1.681 1.813   H17    E 73 
# 
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 
E P     OP1    DOUB N N 1  
E P     OP2    SING N N 2  
E P     OP3    SING N N 3  
E P     "O5'"  SING N N 4  
E OP2   HOP2   SING N N 5  
E OP3   HOP3   SING N N 6  
E "O5'" "C5'"  SING N N 7  
E "C5'" "C4'"  SING N N 8  
E "C5'" "H5'"  SING N N 9  
E "C5'" "H5''" SING N N 10 
E "C4'" "O4'"  SING N N 11 
E "C4'" "C3'"  SING N N 12 
E "C4'" "H4'"  SING N N 13 
E "O4'" "C1'"  SING N N 14 
E "C3'" "O3'"  SING N N 15 
E "C3'" "C2'"  SING N N 16 
E "C3'" "H3'"  SING N N 17 
E "O3'" "HO3'" SING N N 18 
E "C2'" "C1'"  SING N N 19 
E "C2'" "H2'"  SING N N 20 
E "C2'" "H2''" SING N N 21 
E "C1'" N9     SING N N 22 
E "C1'" "H1'"  SING N N 23 
E N9    C8     SING Y N 24 
E N9    C4     SING Y N 25 
E C8    N7     DOUB Y N 26 
E C8    H8     SING N N 27 
E N7    C5     SING Y N 28 
E C5    C6     SING Y N 29 
E C5    C4     DOUB Y N 30 
E C6    N6     SING N N 31 
E C6    N1     DOUB Y N 32 
E N6    C10    SING N N 33 
E N6    H6     SING N N 34 
E N1    C2     SING Y N 35 
E C2    N3     DOUB Y N 36 
E C2    H2     SING N N 37 
E N3    C4     SING Y N 38 
E C1    C2A    DOUB Y N 39 
E C1    C12    SING Y N 40 
E C1    H1     SING N N 41 
E C2A   C3     SING Y N 42 
E C2A   H2A    SING N N 43 
E C3    C3A    DOUB Y N 44 
E C3    H3     SING N N 45 
E C3A   C4A    SING Y N 46 
E C3A   C13    SING Y N 47 
E C4A   C5B    DOUB Y N 48 
E C4A   H4A    SING N N 49 
E C5B   C5M    SING Y N 50 
E C5B   H5B    SING N N 51 
E C5M   C6B    DOUB Y N 52 
E C5M   C14    SING Y N 53 
E C6B   C6A    SING Y N 54 
E C6B   H6B    SING N N 55 
E C6A   C7     SING N N 56 
E C6A   C15    DOUB Y N 57 
E C7    O7     SING N N 58 
E C7    C8A    SING N N 59 
E C7    H7     SING N N 60 
E O7    HO7    SING N N 61 
E C8A   O8     SING N N 62 
E C8A   C9     SING N N 63 
E C8A   H8A    SING N N 64 
E O8    HO8    SING N N 65 
E C9    O9     SING N N 66 
E C9    C10    SING N N 67 
E C9    H9     SING N N 68 
E O9    HO9    SING N N 69 
E C10   C15    SING N N 70 
E C10   H10    SING N N 71 
E C11   C16    SING Y N 72 
E C11   C17    DOUB Y N 73 
E C11   H11    SING N N 74 
E C12   C13    DOUB Y N 75 
E C12   C17    SING Y N 76 
E C13   C14    SING Y N 77 
E C14   C16    DOUB Y N 78 
E C15   C16    SING Y N 79 
E C17   H17    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 
E SMILES           ACDLabs              10.04 "O=P(O)(O)OCC8OC(n2cnc1c(ncnc12)NC5c4c7c3c6c(ccc3cc4C(O)C(O)C5O)cccc6cc7)CC8O" 
E InChI            InChI                1.02b 
;InChI=1/C30H28N5O9P/c36-18-9-20(44-19(18)10-43-45(40,41)42)35-12-33-25-29(31-11-32-30(25)35)34-24-23-16-7-6-14-3-1-2-13-4-5-15(22(16)21(13)14)8-17(23)26(37)28(39)27(24)38/h1-8,11-12,18-20,24,26-28,36-39H,9-10H2,(H,31,32,34)(H2,40,41,42)/t18-,19+,20+,24+,26-,27-,28+/m0/s1/f/h34,40-41H
;
E InChIKey         InChI                1.02b PCKWPNBFFBGKTM-UGXUBNNKDK 
E SMILES_CANONICAL CACTVS               3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c(N[C@H]4[C@H](O)[C@H](O)[C@@H](O)c5cc6ccc7cccc8ccc(c45)c6c78)ncnc23" 
E SMILES           CACTVS               3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c(N[CH]4[CH](O)[CH](O)[CH](O)c5cc6ccc7cccc8ccc(c45)c6c78)ncnc23" 
E SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2ccc3cc4c(c5c3c2c(c1)cc5)[C@H]([C@@H]([C@@H]([C@H]4O)O)O)Nc6c7c(ncn6)n(cn7)[C@H]8C[C@@H]([C@H](O8)COP(=O)(O)O)O" 
E SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc2ccc3cc4c(c5c3c2c(c1)cc5)C(C(C(C4O)O)O)Nc6c7c(ncn6)n(cn7)C8CC(C(O8)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 
E "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-N-[(7S,8R,9S,10R)-7,8,9-trihydroxy-7,8,9,10-tetrahydrobenzo[pqr]tetraphen-10-yl]adenosine 5'-(dihydrogen phosphate)
;
E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[6-[[(7S,8R,9S,10R)-7,8,9-trihydroxy-7,8,9,10-tetrahydrobenzo[a]pyren-10-yl]amino]purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate" 
# 
