data_EDC
# 
_chem_comp.id                                    EDC 
_chem_comp.name                                  "N3,N4-ETHENO-2'-DEOXYCYTIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H15 N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_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                        332.226 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     EDC 
_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        1B6X 
_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 
EDC P      P    P 0 1 N N N -4.406 -10.069 19.570 -4.244 -0.989 -0.045 P      EDC 1  
EDC OP1    O1P  O 0 1 N N N -5.750 -10.380 20.111 -5.084 -0.163 0.851  OP1    EDC 2  
EDC OP2    O2P  O 0 1 N N N -3.662 -11.114 18.830 -4.579 -0.628 -1.577 OP2    EDC 3  
EDC OP3    O3P  O 0 1 N Y N -3.478 -9.557  20.794 -4.550 -2.547 0.219  OP3    EDC 4  
EDC "O5'"  O5*  O 0 1 N N N -4.523 -8.769  18.617 -2.690 -0.690 0.250  "O5'"  EDC 5  
EDC "C5'"  C5*  C 0 1 N N N -5.152 -7.552  19.051 -2.508 0.721  0.115  "C5'"  EDC 6  
EDC "C4'"  C4*  C 0 1 N N R -4.761 -6.352  18.181 -1.044 1.075  0.383  "C4'"  EDC 7  
EDC "O4'"  O4*  O 0 1 N N N -3.323 -6.264  18.068 -0.202 0.522  -0.641 "O4'"  EDC 8  
EDC "C1'"  C1*  C 0 1 N N S -3.013 -5.953  16.698 0.871  1.426  -0.933 "C1'"  EDC 9  
EDC N1     N1   N 0 1 N N N -1.732 -5.195  16.564 2.155  0.792  -0.623 N1     EDC 10 
EDC C6     C6   C 0 1 N N N -0.575 -5.883  16.863 3.316  1.508  -0.798 C6     EDC 11 
EDC C2     C2   C 0 1 N N N -1.706 -3.854  16.133 2.169  -0.473 -0.170 C2     EDC 12 
EDC O2     O2   O 0 1 N N N -2.754 -3.256  15.891 1.117  -1.065 -0.024 O2     EDC 13 
EDC N3     N3   N 0 1 Y N N -0.430 -3.307  16.039 3.321  -1.099 0.122  N3     EDC 14 
EDC C4     C4   C 0 1 Y N N 0.694  -3.971  16.327 4.519  -0.441 -0.029 C4     EDC 15 
EDC N4     N4   N 1 1 Y N N 1.797  -3.218  16.150 5.486  -1.260 0.324  N4     EDC 16 
EDC C7     C7   C 0 1 Y N N 1.251  -1.991  15.709 4.957  -2.432 0.702  C7     EDC 17 
EDC C8     C8   C 0 1 Y N N -0.090 -2.074  15.649 3.617  -2.358 0.586  C8     EDC 18 
EDC C5     C5   C 0 1 N N N 0.649  -5.321  16.761 4.505  0.941  -0.517 C5     EDC 19 
EDC "C2'"  C2*  C 0 1 N N N -4.324 -5.468  16.080 0.679  2.678  -0.051 "C2'"  EDC 20 
EDC "C3'"  C3*  C 0 1 N N S -5.253 -6.471  16.735 -0.833 2.608  0.297  "C3'"  EDC 21 
EDC "O3'"  O3*  O 0 1 N N N -6.644 -6.149  16.585 -1.102 3.236  1.552  "O3'"  EDC 22 
EDC HOP2   2HOP H 0 0 N N N -2.800 -10.914 18.483 -4.012 -1.187 -2.126 HOP2   EDC 23 
EDC HOP3   3HOP H 0 0 N N N -2.616 -9.357  20.447 -5.489 -2.684 0.031  HOP3   EDC 24 
EDC "H5'"  1H5* H 0 1 N N N -4.861 -7.345  20.081 -3.145 1.240  0.831  "H5'"  EDC 25 
EDC "H5''" 2H5* H 0 0 N N N -6.235 -7.673  19.025 -2.776 1.027  -0.897 "H5''" EDC 26 
EDC "H4'"  H4*  H 0 1 N N N -5.152 -5.434  18.619 -0.740 0.706  1.363  "H4'"  EDC 27 
EDC "H1'"  H1*  H 0 1 N N N -2.828 -6.914  16.219 0.842  1.707  -1.986 "H1'"  EDC 28 
EDC H6     H6   H 0 1 N N N -0.642 -6.919  17.192 3.274  2.525  -1.159 H6     EDC 29 
EDC HN4    HN4  H 0 1 N N N 2.765  -3.496  16.305 6.432  -1.049 0.314  HN4    EDC 30 
EDC H7     H7   H 0 1 N N N 1.829  -1.104  15.449 5.513  -3.293 1.043  H7     EDC 31 
EDC H8     H8   H 0 1 N N N -0.762 -1.278  15.328 2.908  -3.141 0.814  H8     EDC 32 
EDC H5     H5   H 0 1 N N N 1.557  -5.874  17.002 5.425  1.490  -0.650 H5     EDC 33 
EDC "H2'"  1H2* H 0 1 N N N -4.360 -5.462  14.991 0.906  3.586  -0.611 "H2'"  EDC 34 
EDC "H2''" 2H2* H 0 0 N N N -4.575 -4.475  16.454 1.288  2.615  0.850  "H2''" EDC 35 
EDC "H3'"  H3*  H 0 1 N N N -5.035 -7.463  16.338 -1.440 3.044  -0.496 "H3'"  EDC 36 
EDC "HO3'" *HO3 H 0 0 N Y N -6.949 -6.222  15.688 -0.898 4.175  1.444  "HO3'" EDC 37 
# 
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 
EDC P     OP1    DOUB N N 1  
EDC P     OP2    SING N N 2  
EDC P     OP3    SING N N 3  
EDC P     "O5'"  SING N N 4  
EDC OP2   HOP2   SING N N 5  
EDC OP3   HOP3   SING N N 6  
EDC "O5'" "C5'"  SING N N 7  
EDC "C5'" "C4'"  SING N N 8  
EDC "C5'" "H5'"  SING N N 9  
EDC "C5'" "H5''" SING N N 10 
EDC "C4'" "O4'"  SING N N 11 
EDC "C4'" "C3'"  SING N N 12 
EDC "C4'" "H4'"  SING N N 13 
EDC "O4'" "C1'"  SING N N 14 
EDC "C1'" N1     SING N N 15 
EDC "C1'" "C2'"  SING N N 16 
EDC "C1'" "H1'"  SING N N 17 
EDC N1    C6     SING N N 18 
EDC N1    C2     SING N N 19 
EDC C6    C5     DOUB N N 20 
EDC C6    H6     SING N N 21 
EDC C2    O2     DOUB N N 22 
EDC C2    N3     SING N N 23 
EDC N3    C4     SING Y N 24 
EDC N3    C8     SING Y N 25 
EDC C4    N4     DOUB Y N 26 
EDC C4    C5     SING N N 27 
EDC N4    C7     SING Y N 28 
EDC N4    HN4    SING N N 29 
EDC C7    C8     DOUB Y N 30 
EDC C7    H7     SING N N 31 
EDC C8    H8     SING N N 32 
EDC C5    H5     SING N N 33 
EDC "C2'" "C3'"  SING N N 34 
EDC "C2'" "H2'"  SING N N 35 
EDC "C2'" "H2''" SING N N 36 
EDC "C3'" "O3'"  SING N N 37 
EDC "C3'" "H3'"  SING N N 38 
EDC "O3'" "HO3'" SING N N 39 
# 
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 
EDC SMILES           ACDLabs              10.04 "O=C2n1c([nH+]cc1)C=CN2C3OC(C(O)C3)COP(=O)(O)O"                                                                                                                             
EDC InChI            InChI                1.02b "InChI=1/C11H14N3O7P/c15-7-5-10(21-8(7)6-20-22(17,18)19)14-3-1-9-12-2-4-13(9)11(14)16/h1-4,7-8,10,15H,5-6H2,(H2,17,18,19)/p+1/t7-,8+,10-/m0/s1/fC11H15N3O7P/h12,17-18H/q+1" 
EDC InChIKey         InChI                1.02b GFTHJCBXWZWVBW-WAXMISSBDF                                                                                                                                                   
EDC SMILES_CANONICAL CACTVS               3.341 "O[C@H]1C[C@H](O[C@@H]1CO[P](O)(O)=O)N2C=Cc3[nH+]ccn3C2=O"                                                                                                                  
EDC SMILES           CACTVS               3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=Cc3[nH+]ccn3C2=O"                                                                                                                      
EDC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cn2c([nH+]1)C=CN(C2=O)[C@@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                             
EDC SMILES           "OpenEye OEToolkits" 1.5.0 "c1cn2c([nH+]1)C=CN(C2=O)C3CC(C(O3)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 
EDC "SYSTEMATIC NAME" ACDLabs              10.04 "6-(2-deoxy-5-O-phosphono-alpha-D-erythro-pentofuranosyl)-5-oxo-5,6-dihydroimidazo[1,2-c]pyrimidin-1-ium"  
EDC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5S)-3-hydroxy-5-(5-oxoimidazo[1,2-c]pyrimidin-1-ium-6-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
