data_G36
# 
_chem_comp.id                                    G36 
_chem_comp.name                                  "O6-ETHYL-2'-DEOXYGUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H18 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1994-01-31 
_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                        375.274 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     G36 
_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        128D 
_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 
G36 P      P    P 0 1 N N N 24.937 21.171 17.237 -5.471 1.056  -0.301 P      G36 1  
G36 O1P    O1P  O 0 1 N N N 24.376 22.084 16.191 -5.014 2.075  0.669  O1P    G36 2  
G36 O2P    O2P  O 0 1 N N N 26.453 21.204 17.350 -6.142 1.785  -1.570 O2P    G36 3  
G36 O3P    O3P  O 0 1 N Y N 24.332 21.857 18.576 -6.556 0.095  0.400  O3P    G36 4  
G36 "O5'"  O5*  O 0 1 N N N 24.412 19.672 17.156 -4.213 0.178  -0.790 "O5'"  G36 5  
G36 "C5'"  C5*  C 0 1 N N N 23.889 18.974 18.342 -3.593 -0.346 0.386  "C5'"  G36 6  
G36 "C4'"  C4*  C 0 1 N N R 22.391 18.730 18.027 -2.383 -1.195 -0.009 "C4'"  G36 7  
G36 "O4'"  O4*  O 0 1 N N N 21.763 20.019 17.940 -1.312 -0.360 -0.506 "O4'"  G36 8  
G36 "C3'"  C3*  C 0 1 N N S 22.109 18.003 16.741 -1.765 -1.878 1.237  "C3'"  G36 9  
G36 "O3'"  O3*  O 0 1 N N N 21.207 16.871 16.794 -2.421 -3.116 1.519  "O3'"  G36 10 
G36 "C2'"  C2*  C 0 1 N N N 21.556 19.110 15.803 -0.304 -2.118 0.784  "C2'"  G36 11 
G36 CM2    CM2  C 0 1 N N N 20.143 26.137 15.053 7.383  2.653  0.703  CM2    G36 12 
G36 "C1'"  C1*  C 0 1 N N R 20.840 19.994 16.781 -0.097 -1.116 -0.369 "C1'"  G36 13 
G36 N9     N9   N 0 1 Y N N 20.504 21.345 16.299 1.016  -0.217 -0.055 N9     G36 14 
G36 C8     C8   C 0 1 Y N N 21.294 22.303 15.689 0.920  1.017  0.520  C8     G36 15 
G36 N7     N7   N 0 1 Y N N 20.666 23.423 15.428 2.104  1.538  0.655  N7     G36 16 
G36 C5     C5   C 0 1 Y N N 19.361 23.204 15.890 3.035  0.672  0.183  C5     G36 17 
G36 C6     C6   C 0 1 Y N N 18.217 24.026 15.910 4.433  0.697  0.065  C6     G36 18 
G36 O6     O6   O 0 1 N N N 18.002 25.261 15.441 5.144  1.767  0.494  O6     G36 19 
G36 N1     N1   N 0 1 Y N N 17.099 23.435 16.446 5.044  -0.352 -0.469 N1     G36 20 
G36 C2     C2   C 0 1 Y N N 17.115 22.196 16.955 4.357  -1.406 -0.892 C2     G36 21 
G36 N2     N2   N 0 1 N N N 15.956 21.787 17.491 5.043  -2.476 -1.443 N2     G36 22 
G36 C1M    C1M  C 0 1 N N N 18.699 26.385 15.562 6.520  1.477  0.240  C1M    G36 23 
G36 N3     N3   N 0 1 Y N N 18.176 21.378 16.982 3.038  -1.469 -0.806 N3     G36 24 
G36 C4     C4   C 0 1 Y N N 19.256 21.940 16.419 2.347  -0.462 -0.283 C4     G36 25 
G36 H2P    H2P  H 0 1 N N N 26.809 20.625 18.014 -6.889 2.299  -1.235 H2P    G36 26 
G36 H3P    H3P  H 0 1 N N N 24.688 21.278 19.240 -6.827 -0.553 -0.265 H3P    G36 27 
G36 "H5'1" 1H5* H 0 0 N N N 24.069 19.513 19.301 -4.308 -0.964 0.930  "H5'1" G36 28 
G36 "H5'2" 2H5* H 0 0 N N N 24.452 18.050 18.610 -3.267 0.477  1.022  "H5'2" G36 29 
G36 "H4'"  H4*  H 0 1 N N N 21.933 18.162 18.870 -2.665 -1.938 -0.755 "H4'"  G36 30 
G36 "H3'"  H3*  H 0 1 N N N 23.081 17.651 16.323 -1.800 -1.215 2.101  "H3'"  G36 31 
G36 HA     HA   H 0 1 N N N 21.029 16.412 15.982 -1.932 -3.532 2.242  HA     G36 32 
G36 "H2'1" 1H2* H 0 0 N N N 20.939 18.747 14.948 -0.178 -3.140 0.428  "H2'1" G36 33 
G36 "H2'2" 2H2* H 0 0 N N N 22.317 19.620 15.167 0.388  -1.908 1.600  "H2'2" G36 34 
G36 HM21   1HM2 H 0 0 N N N 20.728 27.081 15.155 8.433  2.431  0.510  HM21   G36 35 
G36 HM22   2HM2 H 0 0 N N N 20.164 25.733 14.014 7.095  3.552  0.159  HM22   G36 36 
G36 HM23   3HM2 H 0 0 N N N 20.632 25.276 15.565 7.236  2.812  1.772  HM23   G36 37 
G36 "H1'"  H1*  H 0 1 N N N 19.897 19.486 17.091 0.111  -1.654 -1.294 "H1'"  G36 38 
G36 H8     H8   H 0 1 N N N 22.357 22.139 15.444 -0.003 1.491  0.818  H8     G36 39 
G36 H2N1   1H2N H 0 0 N N N 15.968 20.844 17.879 6.010  -2.447 -1.514 H2N1   G36 40 
G36 H2N2   2H2N H 0 0 N N N 15.148 22.410 17.470 4.557  -3.254 -1.757 H2N2   G36 41 
G36 H1M1   1H1M H 0 0 N N N 18.678 26.789 16.601 6.667  1.318  -0.828 H1M1   G36 42 
G36 H1M2   2H1M H 0 0 N N N 18.210 27.246 15.050 6.808  0.578  0.785  H1M2   G36 43 
# 
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 
G36 P     O1P    DOUB N N 1  
G36 P     O2P    SING N N 2  
G36 P     O3P    SING N N 3  
G36 P     "O5'"  SING N N 4  
G36 O2P   H2P    SING N N 5  
G36 O3P   H3P    SING N N 6  
G36 "O5'" "C5'"  SING N N 7  
G36 "C5'" "C4'"  SING N N 8  
G36 "C5'" "H5'1" SING N N 9  
G36 "C5'" "H5'2" SING N N 10 
G36 "C4'" "O4'"  SING N N 11 
G36 "C4'" "C3'"  SING N N 12 
G36 "C4'" "H4'"  SING N N 13 
G36 "O4'" "C1'"  SING N N 14 
G36 "C3'" "O3'"  SING N N 15 
G36 "C3'" "C2'"  SING N N 16 
G36 "C3'" "H3'"  SING N N 17 
G36 "O3'" HA     SING N N 18 
G36 "C2'" "C1'"  SING N N 19 
G36 "C2'" "H2'1" SING N N 20 
G36 "C2'" "H2'2" SING N N 21 
G36 CM2   C1M    SING N N 22 
G36 CM2   HM21   SING N N 23 
G36 CM2   HM22   SING N N 24 
G36 CM2   HM23   SING N N 25 
G36 "C1'" N9     SING N N 26 
G36 "C1'" "H1'"  SING N N 27 
G36 N9    C8     SING Y N 28 
G36 N9    C4     SING Y N 29 
G36 C8    N7     DOUB Y N 30 
G36 C8    H8     SING N N 31 
G36 N7    C5     SING Y N 32 
G36 C5    C6     DOUB Y N 33 
G36 C5    C4     SING Y N 34 
G36 C6    O6     SING N N 35 
G36 C6    N1     SING Y N 36 
G36 O6    C1M    SING N N 37 
G36 N1    C2     DOUB Y N 38 
G36 C2    N2     SING N N 39 
G36 C2    N3     SING Y N 40 
G36 N2    H2N1   SING N N 41 
G36 N2    H2N2   SING N N 42 
G36 C1M   H1M1   SING N N 43 
G36 C1M   H1M2   SING N N 44 
G36 N3    C4     DOUB Y N 45 
# 
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 
G36 SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c2nc(nc1OCC)N)CC3O"                                                                                                                                   
G36 InChI            InChI                1.02b "InChI=1/C12H18N5O7P/c1-2-22-11-9-10(15-12(13)16-11)17(5-14-9)8-3-6(18)7(24-8)4-23-25(19,20)21/h5-8,18H,2-4H2,1H3,(H2,13,15,16)(H2,19,20,21)/t6-,7+,8+/m0/s1/f/h19-20H,13H2" 
G36 InChIKey         InChI                1.02b WXGDGPAAUVLZNL-HSQAHIPKDF                                                                                                                                                    
G36 SMILES_CANONICAL CACTVS               3.341 "CCOc1nc(N)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                                
G36 SMILES           CACTVS               3.341 "CCOc1nc(N)nc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                    
G36 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOc1c2c(nc(n1)N)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                                
G36 SMILES           "OpenEye OEToolkits" 1.5.0 "CCOc1c2c(nc(n1)N)n(cn2)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 
G36 "SYSTEMATIC NAME" ACDLabs              10.04 "9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-6-ethoxy-9H-purin-2-amine"             
G36 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-6-ethoxy-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
