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 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 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 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" E InChI InChI 1.03 ;InChI=1S/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 ; E InChIKey InChI 1.03 PCKWPNBFFBGKTM-CYWHKOSGSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E "Create component" 1999-07-08 RCSB E "Modify descriptor" 2011-06-04 RCSB #