data_0AD
# 
_chem_comp.id                                    0AD 
_chem_comp.name                                  
;2'-deoxy-N-propylguanosine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C13 H20 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                     2007-11-10 
_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                        389.301 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     0AD 
_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        1HZ2 
_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 
0AD P      P      P 0 1 N N N -8.498  -5.684 12.629 5.700  0.092  0.768  P      0AD 1  
0AD OP1    OP1    O 0 1 N N N -9.223  -6.968 12.500 6.733  -0.933 0.079  OP1    0AD 2  
0AD OP2    OP2    O 0 1 N N N -7.246  -5.500 11.867 5.839  1.427  0.144  OP2    0AD 3  
0AD "O5'"  "O5'"  O 0 1 N N N -9.524  -4.520 12.210 4.195  -0.442 0.561  "O5'"  0AD 4  
0AD "C5'"  "C5'"  C 0 1 N N N -9.777  -4.290 10.817 3.576  -0.546 -0.722 "C5'"  0AD 5  
0AD "C4'"  "C4'"  C 0 1 N N R -8.861  -3.196 10.278 2.153  -1.086 -0.560 "C4'"  0AD 6  
0AD "O4'"  "O4'"  O 0 1 N N N -7.588  -3.197 11.033 1.325  -0.133 0.141  "O4'"  0AD 7  
0AD "C3'"  "C3'"  C 0 1 N N S -8.538  -3.429 8.800  1.460  -1.222 -1.939 "C3'"  0AD 8  
0AD "O3'"  "O3'"  O 0 1 N N N -8.549  -2.216 8.008  1.764  -2.483 -2.540 "O3'"  0AD 9  
0AD "C2'"  "C2'"  C 0 1 N N N -7.142  -4.036 8.900  -0.038 -1.138 -1.559 "C2'"  0AD 10 
0AD "C1'"  "C1'"  C 0 1 N N R -6.572  -3.288 10.048 -0.040 -0.447 -0.182 "C1'"  0AD 11 
0AD N9     N9     N 0 1 Y N N -5.234  -3.696 10.400 -0.833 0.784  -0.243 N9     0AD 12 
0AD C8     C8     C 0 1 Y N N -4.621  -4.867 10.269 -0.356 2.040  -0.480 C8     0AD 13 
0AD N7     N7     N 0 1 Y N N -3.336  -4.886 10.433 -1.337 2.895  -0.465 N7     0AD 14 
0AD C5     C5     C 0 1 Y N N -3.062  -3.535 10.664 -2.498 2.240  -0.218 C5     0AD 15 
0AD C6     C6     C 0 1 N N N -1.828  -2.881 10.874 -3.848 2.643  -0.091 C6     0AD 16 
0AD O6     O6     O 0 1 N N N -0.738  -3.403 11.019 -4.164 3.814  -0.210 O6     0AD 17 
0AD N1     N1     N 0 1 N N N -1.975  -1.489 11.001 -4.779 1.696  0.163  N1     0AD 18 
0AD C2     C2     C 0 1 N N N -3.213  -0.827 10.946 -4.414 0.390  0.293  C2     0AD 19 
0AD N2     N2     N 0 1 N N N -3.223  0.530  11.026 -5.381 -0.549 0.552  N2     0AD 20 
0AD C4A    C4A    C 0 1 N N N -1.954  1.268  11.157 -5.012 -1.960 0.696  C4A    0AD 21 
0AD C5A    C5A    C 0 1 N N N -2.098  2.544  11.999 -6.266 -2.789 0.978  C5A    0AD 22 
0AD N3     N3     N 0 1 N N N -4.371  -1.471 10.786 -3.163 0.003  0.178  N3     0AD 23 
0AD C4     C4     C 0 1 Y N N -4.218  -2.807 10.641 -2.188 0.882  -0.079 C4     0AD 24 
0AD C6A    C6A    C 0 1 N N N -0.731  3.054  12.364 -5.881 -4.262 1.128  C6A    0AD 25 
0AD OP3    OP3    O 0 1 N N N -8.220  -5.452 14.218 6.020  0.199  2.342  OP3    0AD 26 
0AD HP1    HP1    H 0 1 N N N -9.378  -7.154 11.581 6.696  -1.829 0.439  HP1    0AD 27 
0AD "H5'1" "1H5'" H 0 0 N N N -9.593  -5.220 10.260 3.540  0.438  -1.189 "H5'1" 0AD 28 
0AD "H5'2" "2H5'" H 0 0 N N N -10.822 -3.970 10.694 4.153  -1.225 -1.350 "H5'2" 0AD 29 
0AD "H4'"  "H4'"  H 0 1 N N N -9.381  -2.234 10.391 2.164  -2.042 -0.037 "H4'"  0AD 30 
0AD "H3'"  "H3'"  H 0 1 N N N -9.279  -4.058 8.285  1.742  -0.401 -2.599 "H3'"  0AD 31 
0AD "H1'"  "H1'"  H 0 1 N N N -6.322  -2.244 9.809  -0.454 -1.120 0.570  "H1'"  0AD 32 
0AD HA     HA     H 0 1 N N N -8.551  -1.461 8.584  1.353  -2.615 -3.406 HA     0AD 33 
0AD "H2'1" "1H2'" H 0 0 N N N -7.173  -5.120 9.085  -0.584 -0.538 -2.288 "H2'1" 0AD 34 
0AD "H2'2" "2H2'" H 0 0 N N N -6.552  -3.948 7.976  -0.470 -2.136 -1.486 "H2'2" 0AD 35 
0AD H8     H8     H 0 1 N N N -5.171  -5.766 10.035 0.681  2.288  -0.654 H8     0AD 36 
0AD H1     H1     H 0 1 N N N -1.152  -0.938 11.138 -5.711 1.949  0.255  H1     0AD 37 
0AD H2     H2     H 0 1 N N N -4.090  1.027  10.996 -6.308 -0.279 0.639  H2     0AD 38 
0AD H4A1   1H4A   H 0 0 N N N -1.218  0.611  11.644 -4.545 -2.309 -0.226 H4A1   0AD 39 
0AD H4A2   2H4A   H 0 0 N N N -1.634  1.567  10.148 -4.310 -2.070 1.523  H4A2   0AD 40 
0AD H5A1   1H5A   H 0 0 N N N -2.634  3.310  11.418 -6.733 -2.440 1.899  H5A1   0AD 41 
0AD H5A2   2H5A   H 0 0 N N N -2.665  2.320  12.915 -6.968 -2.679 0.150  H5A2   0AD 42 
0AD H17    H17    H 0 1 N N N -0.130  3.179  11.451 -5.415 -4.611 0.206  H17    0AD 43 
0AD H18    H18    H 0 1 N N N -0.826  4.023  12.875 -5.180 -4.372 1.955  H18    0AD 44 
0AD H19    H19    H 0 1 N N N -0.237  2.333  13.032 -6.775 -4.853 1.328  H19    0AD 45 
0AD H20    H20    H 0 1 N N N -7.284  -5.407 14.373 6.912  0.516  2.541  H20    0AD 46 
# 
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 
0AD P     OP1    SING N N 1  
0AD P     OP2    DOUB N N 2  
0AD P     "O5'"  SING N N 3  
0AD P     OP3    SING N N 4  
0AD OP1   HP1    SING N N 5  
0AD "O5'" "C5'"  SING N N 6  
0AD "C5'" "C4'"  SING N N 7  
0AD "C5'" "H5'1" SING N N 8  
0AD "C5'" "H5'2" SING N N 9  
0AD "C4'" "O4'"  SING N N 10 
0AD "C4'" "C3'"  SING N N 11 
0AD "C4'" "H4'"  SING N N 12 
0AD "O4'" "C1'"  SING N N 13 
0AD "C3'" "O3'"  SING N N 14 
0AD "C3'" "C2'"  SING N N 15 
0AD "C3'" "H3'"  SING N N 16 
0AD "O3'" HA     SING N N 17 
0AD "C2'" "C1'"  SING N N 18 
0AD "C2'" "H2'1" SING N N 19 
0AD "C2'" "H2'2" SING N N 20 
0AD "C1'" N9     SING N N 21 
0AD "C1'" "H1'"  SING N N 22 
0AD N9    C8     SING Y N 23 
0AD N9    C4     SING Y N 24 
0AD C8    N7     DOUB Y N 25 
0AD C8    H8     SING N N 26 
0AD N7    C5     SING Y N 27 
0AD C5    C6     SING N N 28 
0AD C5    C4     DOUB Y N 29 
0AD C6    O6     DOUB N N 30 
0AD C6    N1     SING N N 31 
0AD N1    C2     SING N N 32 
0AD N1    H1     SING N N 33 
0AD C2    N2     SING N N 34 
0AD C2    N3     DOUB N N 35 
0AD N2    C4A    SING N N 36 
0AD N2    H2     SING N N 37 
0AD C4A   C5A    SING N N 38 
0AD C4A   H4A1   SING N N 39 
0AD C4A   H4A2   SING N N 40 
0AD C5A   C6A    SING N N 41 
0AD C5A   H5A1   SING N N 42 
0AD C5A   H5A2   SING N N 43 
0AD C4    N3     SING N N 44 
0AD C6A   H17    SING N N 45 
0AD C6A   H18    SING N N 46 
0AD C6A   H19    SING N N 47 
0AD OP3   H20    SING N N 48 
# 
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 
0AD SMILES           ACDLabs              10.04 "O=C1c2ncn(c2N=C(NCCC)N1)C3OC(C(O)C3)COP(=O)(O)O"                                                                                                                                    
0AD InChI            InChI                1.02b "InChI=1/C13H20N5O7P/c1-2-3-14-13-16-11-10(12(20)17-13)15-6-18(11)9-4-7(19)8(25-9)5-24-26(21,22)23/h6-9,19H,2-5H2,1H3,(H2,21,22,23)(H2,14,16,17,20)/t7-,8+,9+/m0/s1/f/h14,17,21-22H" 
0AD InChIKey         InChI                1.02b OWYUJGCLBCUIHH-KXHRWQTHDM                                                                                                                                                            
0AD SMILES_CANONICAL CACTVS               3.341 "CCCNC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                                     
0AD SMILES           CACTVS               3.341 "CCCNC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                         
0AD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCNC1=Nc2c(ncn2[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)C(=O)N1"                                                                                                                       
0AD SMILES           "OpenEye OEToolkits" 1.5.0 "CCCNC1=Nc2c(ncn2C3CC(C(O3)COP(=O)(O)O)O)C(=O)N1"                                                                                                                                    
# 
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 
0AD "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-N-propylguanosine 5'-(dihydrogen phosphate)
;
0AD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(6-oxo-2-propylamino-1H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
