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 
# 
