data_E1X
# 
_chem_comp.id                                    E1X 
_chem_comp.name                                  "PHOSPHORIC ACID MONO-[5-(1-ETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-PURIN-9-YL)-3-HYDROXY-TETRAHYDRO-FURAN-2-YLMETHYL]ESTER" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H17 N4 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         
;N1-ETHYL-2'-DEOXYXANTHOSINE 5'-MONOPHOSPHATE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-05-06 
_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                        376.259 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     E1X 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1T39 
_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 
E1X P      P    P 0 1 N N N 101.289 -4.690  -24.207 1.592  -1.245 -4.964 P      E1X 1  
E1X OP1    O1P  O 0 1 N N N 100.303 -3.579  -24.103 2.575  -0.951 -6.059 OP1    E1X 2  
E1X OP2    O2P  O 0 1 N N N 101.657 -5.225  -25.540 0.339  -0.227 -4.868 OP2    E1X 3  
E1X "O5'"  O5*  O 0 1 N N N 100.792 -5.890  -23.290 2.211  -1.232 -3.468 "O5'"  E1X 4  
E1X N9     N9   N 0 1 Y N N 99.984  -9.543  -23.259 1.818  1.923  -0.049 N9     E1X 5  
E1X C4     C4   C 0 1 Y N N 99.607  -10.851 -23.391 1.881  2.960  0.826  C4     E1X 6  
E1X N3     N3   N 0 1 N N N 99.472  -11.839 -22.502 2.220  2.917  2.144  N3     E1X 7  
E1X C2     C2   C 0 1 N N N 99.102  -13.065 -22.884 2.222  4.112  2.871  C2     E1X 8  
E1X O2     O2   O 0 1 N N N 98.965  -14.048 -21.950 2.523  4.125  4.068  O2     E1X 9  
E1X N1     N1   N 0 1 N N N 98.852  -13.346 -24.228 1.854  5.295  2.134  N1     E1X 10 
E1X C10    C10  C 0 1 N N N 98.450  -14.727 -24.589 1.849  6.551  2.874  C10    E1X 11 
E1X C11    C11  C 0 1 N N N 98.249  -14.922 -26.080 0.514  6.810  3.485  C11    E1X 12 
E1X O6     O6   O 0 1 N N N 98.759  -12.624 -26.368 1.182  6.375  0.141  O6     E1X 13 
E1X C6     C6   C 0 1 N N N 98.983  -12.326 -25.196 1.495  5.363  0.758  C6     E1X 14 
E1X C5     C5   C 0 1 Y N N 99.375  -11.039 -24.734 1.532  4.074  0.124  C5     E1X 15 
E1X N7     N7   N 0 1 Y N N 99.576  -9.856  -25.434 1.250  3.768  -1.179 N7     E1X 16 
E1X C8     C8   C 0 1 Y N N 99.931  -8.995  -24.517 1.431  2.463  -1.252 C8     E1X 17 
E1X "C2'"  C2*  C 0 1 N N N 101.741 -8.228  -21.996 0.878  -0.312 0.578  "C2'"  E1X 18 
E1X "C5'"  C5*  C 0 1 N N N 99.990  -5.623  -22.146 1.348  -1.500 -2.377 "C5'"  E1X 19 
E1X "C4'"  C4*  C 0 1 N N R 100.093 -6.753  -21.150 2.156  -1.432 -1.088 "C4'"  E1X 20 
E1X "O4'"  O4*  O 0 1 N N N 99.427  -7.923  -21.678 2.678  -0.093 -0.958 "O4'"  E1X 21 
E1X "C1'"  C1*  C 0 1 N N R 100.384 -8.908  -22.011 2.101  0.516  0.211  "C1'"  E1X 22 
E1X "C3'"  C3*  C 0 1 N N S 101.538 -7.179  -20.921 1.309  -1.697 0.152  "C3'"  E1X 23 
E1X "O3'"  O3*  O 0 1 N N N 101.662 -7.750  -19.619 2.127  -2.250 1.180  "O3'"  E1X 24 
E1X OP3    O3P  O 0 1 N Y N ?       ?       ?       0.886  -2.697 -5.051 OP3    E1X 25 
E1X HOP2   2HOP H 0 0 N N N 102.286 -5.933  -25.606 -0.163 -0.014 -5.684 HOP2   E1X 26 
E1X HN3    HN3  H 0 1 N N N 98.827  -11.525 -21.776 2.465  2.035  2.582  HN3    E1X 27 
E1X H101   1H10 H 0 0 N N N 99.178  -15.469 -24.186 2.618  6.485  3.649  H101   E1X 28 
E1X H102   2H10 H 0 0 N N N 97.540  -15.035 -24.022 2.118  7.349  2.177  H102   E1X 29 
E1X H111   1H11 H 0 0 N N N 97.946  -15.960 -26.351 -0.259 6.894  2.713  H111   E1X 30 
E1X H112   2H11 H 0 0 N N N 97.521  -14.179 -26.482 0.242  6.010  4.182  H112   E1X 31 
E1X H113   3H11 H 0 0 N N N 99.158  -14.613 -26.646 0.537  7.753  4.044  H113   E1X 32 
E1X H8     H8   H 0 1 N N N 100.156 -7.945  -24.771 1.302  1.857  -2.139 H8     E1X 33 
E1X "H2'"  1H2* H 0 1 N N N 102.612 -8.906  -21.841 0.008  0.008  -0.009 "H2'"  E1X 34 
E1X "H2''" 2H2* H 0 0 N N N 102.090 -7.839  -22.981 0.635  -0.225 1.641  "H2''" E1X 35 
E1X "H5'"  1H5* H 0 1 N N N 100.241 -4.639  -21.684 0.551  -0.756 -2.359 "H5'"  E1X 36 
E1X "H5''" 2H5* H 0 0 N N N 98.931  -5.410  -22.423 0.917  -2.495 -2.497 "H5''" E1X 37 
E1X "H4'"  H4*  H 0 1 N N N 99.637  -6.384  -20.201 3.008  -2.117 -1.157 "H4'"  E1X 38 
E1X "H1'"  H1*  H 0 1 N N N 100.452 -9.750  -21.284 2.853  0.503  1.007  "H1'"  E1X 39 
E1X H1     H1   H 0 1 N N N 102.280 -6.349  -20.974 0.475  -2.383 -0.018 H1     E1X 40 
E1X "HO3'" H3T  H 0 0 N Y N 101.534 -7.092  -18.945 2.740  -2.862 0.745  "HO3'" E1X 41 
E1X HOP3   3HOP H 0 0 N N N 0.629   -0.708  -0.066  0.508  -2.990 -5.907 HOP3   E1X 42 
# 
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 
E1X P     OP1    DOUB N N 1  
E1X P     OP2    SING N N 2  
E1X P     "O5'"  SING N N 3  
E1X P     OP3    SING N N 4  
E1X OP2   HOP2   SING N N 5  
E1X "O5'" "C5'"  SING N N 6  
E1X N9    C4     SING Y N 7  
E1X N9    C8     SING Y N 8  
E1X N9    "C1'"  SING N N 9  
E1X C4    N3     SING N N 10 
E1X C4    C5     DOUB Y N 11 
E1X N3    C2     SING N N 12 
E1X N3    HN3    SING N N 13 
E1X C2    O2     DOUB N N 14 
E1X C2    N1     SING N N 15 
E1X N1    C10    SING N N 16 
E1X N1    C6     SING N N 17 
E1X C10   C11    SING N N 18 
E1X C10   H101   SING N N 19 
E1X C10   H102   SING N N 20 
E1X C11   H111   SING N N 21 
E1X C11   H112   SING N N 22 
E1X C11   H113   SING N N 23 
E1X O6    C6     DOUB N N 24 
E1X C6    C5     SING N N 25 
E1X C5    N7     SING Y N 26 
E1X N7    C8     DOUB Y N 27 
E1X C8    H8     SING N N 28 
E1X "C2'" "C1'"  SING N N 29 
E1X "C2'" "C3'"  SING N N 30 
E1X "C2'" "H2'"  SING N N 31 
E1X "C2'" "H2''" SING N N 32 
E1X "C5'" "C4'"  SING N N 33 
E1X "C5'" "H5'"  SING N N 34 
E1X "C5'" "H5''" SING N N 35 
E1X "C4'" "O4'"  SING N N 36 
E1X "C4'" "C3'"  SING N N 37 
E1X "C4'" "H4'"  SING N N 38 
E1X "O4'" "C1'"  SING N N 39 
E1X "C1'" "H1'"  SING N N 40 
E1X "C3'" "O3'"  SING N N 41 
E1X "C3'" H1     SING N N 42 
E1X "O3'" "HO3'" SING N N 43 
E1X OP3   HOP3   SING N N 44 
# 
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 
E1X SMILES           ACDLabs              10.04 "O=C3Nc1c(ncn1C2OC(C(O)C2)COP(=O)(O)O)C(=O)N3CC"                                                                                                                       
E1X InChI            InChI                1.02b "InChI=1/C12H17N4O8P/c1-2-15-11(18)9-10(14-12(15)19)16(5-13-9)8-3-6(17)7(24-8)4-23-25(20,21)22/h5-8,17H,2-4H2,1H3,(H,14,19)(H2,20,21,22)/t6-,7+,8+/m0/s1/f/h14,20-21H" 
E1X InChIKey         InChI                1.02b VFHMPVNUUSNVNO-XRNMMAKJDV                                                                                                                                              
E1X SMILES_CANONICAL CACTVS               3.341 "CCN1C(=O)Nc2n(cnc2C1=O)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                        
E1X SMILES           CACTVS               3.341 "CCN1C(=O)Nc2n(cnc2C1=O)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                            
E1X SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCN1C(=O)c2c(n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)NC1=O"                                                                                                        
E1X SMILES           "OpenEye OEToolkits" 1.5.0 "CCN1C(=O)c2c(n(cn2)C3CC(C(O3)COP(=O)(O)O)O)NC1=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 
E1X "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-1-ethylxanthosine 5'-(dihydrogen phosphate)
;
E1X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(1-ethyl-2,6-dioxo-3H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
