data_EP4 # _chem_comp.id EP4 _chem_comp.name "5'-deoxy-5'-(dimethylamino)adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H18 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-30 _chem_comp.pdbx_modified_date 2012-10-12 _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 294.310 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EP4 _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 4EK9 _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 EP4 CG CG C 0 1 N N N 45.824 53.269 9.259 4.926 -0.935 -1.504 CG EP4 1 EP4 N2 N2 N 0 1 N N N 44.652 52.631 9.884 4.214 -1.483 -0.341 N2 EP4 2 EP4 CE CE C 0 1 N N N 43.519 52.821 8.975 5.061 -2.431 0.395 CE EP4 3 EP4 "C5'" "C5'" C 0 1 N N N 44.952 51.204 10.134 3.739 -0.408 0.540 "C5'" EP4 4 EP4 "C4'" "C4'" C 0 1 N N R 43.985 50.548 11.145 2.671 0.413 -0.187 "C4'" EP4 5 EP4 "O4'" "O4'" O 0 1 N N N 44.460 49.189 11.298 1.503 -0.394 -0.410 "O4'" EP4 6 EP4 "C1'" "C1'" C 0 1 N N R 44.044 48.773 12.618 0.360 0.483 -0.308 "C1'" EP4 7 EP4 N9 N9 N 0 1 Y N N 44.765 47.550 13.077 -0.854 -0.284 -0.015 N9 EP4 8 EP4 C4 C4 C 0 1 Y N N 44.213 46.320 13.079 -2.142 0.101 -0.285 C4 EP4 9 EP4 N3 N3 N 0 1 Y N N 42.987 45.889 12.705 -2.706 1.170 -0.840 N3 EP4 10 EP4 C2 C2 C 0 1 Y N N 42.670 44.513 12.812 -4.013 1.250 -0.964 C2 EP4 11 EP4 N1 N1 N 0 1 Y N N 43.635 43.623 13.316 -4.825 0.293 -0.552 N1 EP4 12 EP4 C6 C6 C 0 1 Y N N 44.842 44.129 13.674 -4.353 -0.812 0.014 C6 EP4 13 EP4 N6 N6 N 0 1 N N N 45.806 43.310 14.132 -5.212 -1.810 0.442 N6 EP4 14 EP4 C5 C5 C 0 1 Y N N 45.143 45.453 13.555 -2.963 -0.945 0.168 C5 EP4 15 EP4 N7 N7 N 0 1 Y N N 46.266 46.175 13.831 -2.148 -1.897 0.683 N7 EP4 16 EP4 C8 C8 C 0 1 Y N N 46.030 47.462 13.534 -0.909 -1.513 0.572 C8 EP4 17 EP4 "C2'" "C2'" C 0 1 N N R 44.439 49.932 13.458 0.720 1.410 0.880 "C2'" EP4 18 EP4 "O2'" "O2'" O 0 1 N N N 43.608 49.845 14.644 0.028 2.657 0.782 "O2'" EP4 19 EP4 "C3'" "C3'" C 0 1 N N S 44.103 51.142 12.560 2.243 1.607 0.688 "C3'" EP4 20 EP4 "O3'" "O3'" O 0 1 N N N 42.804 51.603 12.929 2.507 2.840 0.014 "O3'" EP4 21 EP4 H1 H1 H 0 1 N N N 46.700 53.148 9.913 5.785 -0.356 -1.164 H1 EP4 22 EP4 H2 H2 H 0 1 N N N 46.024 52.795 8.287 5.266 -1.753 -2.139 H2 EP4 23 EP4 H3 H3 H 0 1 N N N 45.622 54.340 9.110 4.254 -0.290 -2.070 H3 EP4 24 EP4 H5 H5 H 0 1 N N N 42.620 52.357 9.407 5.924 -1.906 0.803 H5 EP4 25 EP4 H6 H6 H 0 1 N N N 43.342 53.897 8.829 4.487 -2.874 1.209 H6 EP4 26 EP4 H7 H7 H 0 1 N N N 43.744 52.352 8.006 5.398 -3.217 -0.280 H7 EP4 27 EP4 H8 H8 H 0 1 N N N 44.883 50.660 9.181 3.311 -0.841 1.444 H8 EP4 28 EP4 H9 H9 H 0 1 N N N 45.976 51.126 10.528 4.575 0.239 0.807 H9 EP4 29 EP4 H10 H10 H 0 1 N N N 42.947 50.592 10.783 3.063 0.769 -1.140 H10 EP4 30 EP4 H11 H11 H 0 1 N N N 42.956 48.617 12.661 0.236 1.059 -1.225 H11 EP4 31 EP4 H12 H12 H 0 1 N N N 41.698 44.151 12.510 -4.439 2.133 -1.419 H12 EP4 32 EP4 H13 H13 H 0 1 N N N 45.467 42.369 14.144 -6.169 -1.707 0.330 H13 EP4 33 EP4 H14 H14 H 0 1 N N N 46.605 43.369 13.534 -4.855 -2.613 0.854 H14 EP4 34 EP4 H15 H15 H 0 1 N N N 46.727 48.280 13.642 -0.052 -2.083 0.898 H15 EP4 35 EP4 H16 H16 H 0 1 N N N 45.512 49.911 13.700 0.508 0.923 1.832 H16 EP4 36 EP4 H17 H17 H 0 1 N N N 43.861 49.084 15.154 0.221 3.271 1.503 H17 EP4 37 EP4 H18 H18 H 0 1 N N N 44.880 51.919 12.615 2.758 1.581 1.648 H18 EP4 38 EP4 H19 H19 H 0 1 N N N 42.837 51.978 13.801 2.257 3.626 0.519 H19 EP4 39 # 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 EP4 CE N2 SING N N 1 EP4 CG N2 SING N N 2 EP4 N2 "C5'" SING N N 3 EP4 "C5'" "C4'" SING N N 4 EP4 "C4'" "O4'" SING N N 5 EP4 "C4'" "C3'" SING N N 6 EP4 "O4'" "C1'" SING N N 7 EP4 "C3'" "O3'" SING N N 8 EP4 "C3'" "C2'" SING N N 9 EP4 "C1'" N9 SING N N 10 EP4 "C1'" "C2'" SING N N 11 EP4 N3 C2 DOUB Y N 12 EP4 N3 C4 SING Y N 13 EP4 C2 N1 SING Y N 14 EP4 N9 C4 SING Y N 15 EP4 N9 C8 SING Y N 16 EP4 C4 C5 DOUB Y N 17 EP4 N1 C6 DOUB Y N 18 EP4 "C2'" "O2'" SING N N 19 EP4 C8 N7 DOUB Y N 20 EP4 C5 C6 SING Y N 21 EP4 C5 N7 SING Y N 22 EP4 C6 N6 SING N N 23 EP4 CG H1 SING N N 24 EP4 CG H2 SING N N 25 EP4 CG H3 SING N N 26 EP4 CE H5 SING N N 27 EP4 CE H6 SING N N 28 EP4 CE H7 SING N N 29 EP4 "C5'" H8 SING N N 30 EP4 "C5'" H9 SING N N 31 EP4 "C4'" H10 SING N N 32 EP4 "C1'" H11 SING N N 33 EP4 C2 H12 SING N N 34 EP4 N6 H13 SING N N 35 EP4 N6 H14 SING N N 36 EP4 C8 H15 SING N N 37 EP4 "C2'" H16 SING N N 38 EP4 "O2'" H17 SING N N 39 EP4 "C3'" H18 SING N N 40 EP4 "O3'" H19 SING N N 41 # 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 EP4 SMILES ACDLabs 12.01 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CN(C)C)N" EP4 InChI InChI 1.03 "InChI=1S/C12H18N6O3/c1-17(2)3-6-8(19)9(20)12(21-6)18-5-16-7-10(13)14-4-15-11(7)18/h4-6,8-9,12,19-20H,3H2,1-2H3,(H2,13,14,15)/t6-,8-,9-,12-/m1/s1" EP4 InChIKey InChI 1.03 SLNWRDWGFHZRAQ-WOUKDFQISA-N EP4 SMILES_CANONICAL CACTVS 3.370 "CN(C)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" EP4 SMILES CACTVS 3.370 "CN(C)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" EP4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN(C)C[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" EP4 SMILES "OpenEye OEToolkits" 1.7.6 "CN(C)CC1C(C(C(O1)n2cnc3c2ncnc3N)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 EP4 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-deoxy-5'-(dimethylamino)adenosine" EP4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-[(dimethylamino)methyl]oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EP4 "Create component" 2012-05-30 RCSB EP4 "Initial release" 2012-10-12 RCSB #