data_GPN
# 
_chem_comp.id                                    GPN 
_chem_comp.name                                  2-AMINOETHYLGLYCINE-CARBONYLMETHYLENE-GUANINE 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H16 N7 O4" 
_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                        310.289 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     GPN 
_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        176D 
_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 
GPN "C8'"  "C8'"  C 0 1 N N N 1.212  10.267 -7.999 0.453  -0.010 -1.234 "C8'"  GPN 1  
GPN "C7'"  "C7'"  C 0 1 N N N 2.290  10.719 -6.991 1.292  -0.497 -0.080 "C7'"  GPN 2  
GPN "O7'"  "O7'"  O 0 1 N N N 3.155  9.897  -6.686 0.783  -1.147 0.808  "O7'"  GPN 3  
GPN "C5'"  "C5'"  C 0 1 N N N 3.430  12.443 -5.652 3.201  0.669  -1.048 "C5'"  GPN 4  
GPN "C'"   "C'"   C 0 1 N N N 3.057  12.625 -4.174 3.131  2.098  -0.573 "C'"   GPN 5  
GPN "O1'"  "O1'"  O 0 1 N N N 2.600  13.696 -3.776 2.638  2.355  0.500  "O1'"  GPN 6  
GPN OXT    OXT    O 0 1 N Y N 3.258  11.582 -3.359 3.618  3.085  -1.342 OXT    GPN 7  
GPN "N4'"  "N4'"  N 0 1 N N N 2.305  11.984 -6.493 2.609  -0.211 -0.037 "N4'"  GPN 8  
GPN "C3'"  "C3'"  C 0 1 N N N 1.236  12.981 -6.707 3.447  -0.779 1.022  "C3'"  GPN 9  
GPN "C2'"  "C2'"  C 0 1 N N N 1.599  14.030 -7.776 3.914  -2.176 0.607  "C2'"  GPN 10 
GPN "N1'"  "N1'"  N 1 1 N N N 1.795  13.426 -9.102 4.853  -2.696 1.611  "N1'"  GPN 11 
GPN N9     N9     N 0 1 Y N N 0.243  9.257  -7.488 -0.905 -0.544 -1.108 N9     GPN 12 
GPN C8     C8     C 0 1 Y N N -0.327 8.234  -8.206 -1.387 -1.673 -1.704 C8     GPN 13 
GPN N7     N7     N 0 1 Y N N -1.197 7.523  -7.547 -2.634 -1.848 -1.374 N7     GPN 14 
GPN C5     C5     C 0 1 Y N N -1.209 8.097  -6.278 -3.025 -0.846 -0.551 C5     GPN 15 
GPN C6     C6     C 0 1 N N N -1.961 7.740  -5.096 -4.237 -0.525 0.104  C6     GPN 16 
GPN O6     O6     O 0 1 N N N -2.801 6.849  -4.958 -5.222 -1.232 -0.023 O6     GPN 17 
GPN N1     N1     N 0 1 N N N -1.652 8.536  -3.986 -4.275 0.582  0.878  N1     GPN 18 
GPN C2     C2     C 0 1 N N N -0.791 9.624  -4.044 -3.170 1.369  1.009  C2     GPN 19 
GPN N2     N2     N 0 1 N N N -0.641 10.322 -2.921 -3.239 2.490  1.797  N2     GPN 20 
GPN N3     N3     N 0 1 N N N -0.117 9.989  -5.156 -2.038 1.082  0.406  N3     GPN 21 
GPN C4     C4     C 0 1 Y N N -0.341 9.176  -6.238 -1.923 -0.001 -0.372 C4     GPN 22 
GPN "H8'1" "1H8'" H 0 0 N N N 1.743  9.790  -8.824 0.892  -0.351 -2.172 "H8'1" GPN 23 
GPN "H8'2" "2H8'" H 0 0 N N N 0.651  11.079 -8.449 0.418  1.079  -1.223 "H8'2" GPN 24 
GPN "H5'1" "1H5'" H 0 0 N N N 4.293  11.775 -5.722 4.242  0.390  -1.207 "H5'1" GPN 25 
GPN "H5'2" "2H5'" H 0 0 N N N 3.782  13.404 -6.021 2.650  0.570  -1.983 "H5'2" GPN 26 
GPN HXT    HXT    H 0 1 N N N 3.027  11.694 -2.444 3.573  4.001  -1.037 HXT    GPN 27 
GPN "H3'1" "1H3'" H 0 0 N N N 1.045  13.525 -5.786 4.315  -0.138 1.181  "H3'1" GPN 28 
GPN "H3'2" "2H3'" H 0 0 N N N 0.284  12.521 -6.973 2.871  -0.847 1.944  "H3'2" GPN 29 
GPN "H2'1" "1H2'" H 0 0 N N N 0.776  14.744 -7.850 3.053  -2.841 0.536  "H2'1" GPN 30 
GPN "H2'2" "2H2'" H 0 0 N N N 2.497  14.584 -7.499 4.412  -2.120 -0.361 "H2'2" GPN 31 
GPN "H1'1" "1H1'" H 0 0 N N N 1.881  14.141 -9.810 5.650  -2.080 1.676  "H1'1" GPN 32 
GPN "H1'2" "2H1'" H 0 0 N N N 2.624  12.848 -9.096 4.393  -2.747 2.507  "H1'2" GPN 33 
GPN "H1'3" "3H1'" H 0 0 N N N 0.982  12.857 -9.284 5.161  -3.617 1.337  "H1'3" GPN 34 
GPN H8     H8     H 0 1 N N N -0.081 8.050  -9.237 -0.819 -2.325 -2.351 H8     GPN 35 
GPN HN1    HN1    H 0 1 N N N -2.098 8.281  -3.113 -5.095 0.822  1.337  HN1    GPN 36 
GPN HN21   1HN2   H 0 0 N N N -0.052 11.140 -2.916 -2.460 3.058  1.902  HN21   GPN 37 
GPN HN22   2HN2   H 0 0 N N N -1.091 9.999  -2.075 -4.069 2.717  2.245  HN22   GPN 38 
# 
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 
GPN "C8'" "C7'"  SING N N 1  
GPN "C8'" N9     SING N N 2  
GPN "C8'" "H8'1" SING N N 3  
GPN "C8'" "H8'2" SING N N 4  
GPN "C7'" "O7'"  DOUB N N 5  
GPN "C7'" "N4'"  SING N N 6  
GPN "C5'" "C'"   SING N N 7  
GPN "C5'" "N4'"  SING N N 8  
GPN "C5'" "H5'1" SING N N 9  
GPN "C5'" "H5'2" SING N N 10 
GPN "C'"  "O1'"  DOUB N N 11 
GPN "C'"  OXT    SING N N 12 
GPN OXT   HXT    SING N N 13 
GPN "N4'" "C3'"  SING N N 14 
GPN "C3'" "C2'"  SING N N 15 
GPN "C3'" "H3'1" SING N N 16 
GPN "C3'" "H3'2" SING N N 17 
GPN "C2'" "N1'"  SING N N 18 
GPN "C2'" "H2'1" SING N N 19 
GPN "C2'" "H2'2" SING N N 20 
GPN "N1'" "H1'1" SING N N 21 
GPN "N1'" "H1'2" SING N N 22 
GPN "N1'" "H1'3" SING N N 23 
GPN N9    C8     SING Y N 24 
GPN N9    C4     SING Y N 25 
GPN C8    N7     DOUB Y N 26 
GPN C8    H8     SING N N 27 
GPN N7    C5     SING Y N 28 
GPN C5    C6     SING N N 29 
GPN C5    C4     DOUB Y N 30 
GPN C6    O6     DOUB N N 31 
GPN C6    N1     SING N N 32 
GPN N1    C2     SING N N 33 
GPN N1    HN1    SING N N 34 
GPN C2    N2     SING N N 35 
GPN C2    N3     DOUB N N 36 
GPN N2    HN21   SING N N 37 
GPN N2    HN22   SING N N 38 
GPN N3    C4     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 
GPN SMILES           ACDLabs              10.04 "O=C(O)CN(C(=O)Cn1c2N=C(NC(=O)c2nc1)N)CC[NH3+]"                                                                                                                
GPN InChI            InChI                1.02b "InChI=1/C11H15N7O4/c12-1-2-17(4-7(20)21)6(19)3-18-5-14-8-9(18)15-11(13)16-10(8)22/h5H,1-4,12H2,(H,20,21)(H3,13,15,16,22)/p+1/fC11H16N7O4/h12,16,20H,13H2/q+1" 
GPN InChIKey         InChI                1.02b WYRWRGIGYVLOGE-BQMVYYSOCZ                                                                                                                                      
GPN SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(CC(=O)N(CC[NH3+])CC(O)=O)cnc2C(=O)N1"                                                                                                                
GPN SMILES           CACTVS               3.341 "NC1=Nc2n(CC(=O)N(CC[NH3+])CC(O)=O)cnc2C(=O)N1"                                                                                                                
GPN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1CC(=O)N(CC[NH3+])CC(=O)O)N=C(NC2=O)N"                                                                                                                
GPN SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1CC(=O)N(CC[NH3+])CC(=O)O)N=C(NC2=O)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 
GPN "SYSTEMATIC NAME" ACDLabs              10.04 "2-{[(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)acetyl](carboxymethyl)amino}ethanaminium" 
GPN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2-(2-amino-6-oxo-1H-purin-9-yl)ethanoyl-(carboxymethyl)amino]ethylazanium"          
# 
