data_XAR
# 
_chem_comp.id                                    XAR 
_chem_comp.name                                  "[(1R,4S,6S)-4-(6-AMINO-9H-PURIN-9-YL)-6-HYDROXYCYCLOHEX-2-EN-1-YL]METHYL DIHYDROGEN PHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H16 N5 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-18 
_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                        341.260 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     XAR 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
XAR O3P    O3P  O 0 1 N Y N -5.425  -19.214 -23.413 1.575  -4.820 -2.953 O3P    XAR 1  
XAR O1P    O1P  O 0 1 N N N -3.017  -18.859 -23.798 2.947  -3.549 -4.809 O1P    XAR 2  
XAR P      P    P 0 1 N N N -3.967  -19.319 -22.783 2.895  -3.988 -3.374 P      XAR 3  
XAR O2P    O2P  O 0 1 N N N -3.889  -20.601 -22.045 4.107  -4.953 -2.912 O2P    XAR 4  
XAR "O5'"  O5*  O 0 1 N N N -3.999  -18.191 -21.636 2.953  -2.785 -2.290 "O5'"  XAR 5  
XAR "C5'"  C5*  C 0 1 N N N -3.451  -16.897 -21.831 2.910  -3.112 -0.914 "C5'"  XAR 6  
XAR "C4'"  C4*  C 0 1 N N R -4.379  -15.811 -21.318 2.978  -1.814 -0.107 "C4'"  XAR 7  
XAR "C3'"  C3*  C 0 1 N N S -4.461  -15.766 -19.793 3.044  -2.095 1.408  "C3'"  XAR 8  
XAR "O3'"  O3*  O 0 1 N N N -4.672  -14.389 -19.492 3.594  -0.946 2.057  "O3'"  XAR 9  
XAR "C2'"  C2*  C 0 1 N N N -5.665  -16.546 -19.275 1.665  -2.400 2.000  "C2'"  XAR 10 
XAR "C1'"  C1*  C 0 1 N N S -6.970  -15.909 -19.774 0.657  -1.265 1.723  "C1'"  XAR 11 
XAR "C7'"  C7*  C 0 1 N N N -6.911  -15.847 -21.282 0.781  -0.674 0.341  "C7'"  XAR 12 
XAR "C6'"  C6*  C 0 1 N N N -5.763  -15.824 -21.957 1.809  -0.935 -0.478 "C6'"  XAR 13 
XAR N9     N9   N 0 1 Y N N -8.131  -16.709 -19.385 -0.722 -1.698 2.012  N9     XAR 14 
XAR C8     C8   C 0 1 Y N N -8.188  -18.069 -19.210 -1.541 -1.170 2.968  C8     XAR 15 
XAR N7     N7   N 0 1 Y N N -9.378  -18.503 -18.864 -2.715 -1.765 2.991  N7     XAR 16 
XAR C5     C5   C 0 1 Y N N -10.155 -17.373 -18.826 -2.647 -2.717 2.005  C5     XAR 17 
XAR C4     C4   C 0 1 Y N N -9.418  -16.250 -19.142 -1.409 -2.690 1.383  C4     XAR 18 
XAR N3     N3   N 0 1 Y N N -9.874  -14.980 -19.199 -0.988 -3.474 0.379  N3     XAR 19 
XAR C6     C6   C 0 1 Y N N -11.507 -17.181 -18.534 -3.562 -3.658 1.545  C6     XAR 20 
XAR N6     N6   N 0 1 N N N -12.325 -18.188 -18.241 -4.841 -3.756 2.119  N6     XAR 21 
XAR N1     N1   N 0 1 Y N N -11.986 -15.918 -18.560 -3.204 -4.484 0.532  N1     XAR 22 
XAR C2     C2   C 0 1 Y N N -11.171 -14.912 -18.887 -1.958 -4.343 0.020  C2     XAR 23 
XAR HOP3   3HOP H 0 0 N N N -6.071  -19.193 -22.716 1.287  -5.571 -3.516 HOP3   XAR 24 
XAR HOP2   2HOP H 0 0 N N N -3.872  -21.322 -22.663 4.342  -5.722 -3.473 HOP2   XAR 25 
XAR "H5'1" 1H5* H 0 0 N N N -2.497  -16.832 -21.288 1.980  -3.634 -0.694 "H5'1" XAR 26 
XAR "H5'2" 2H5* H 0 0 N N N -3.306  -16.744 -22.911 3.759  -3.746 -0.665 "H5'2" XAR 27 
XAR "H4'"  H4*  H 0 1 N N N -3.906  -14.873 -21.644 3.892  -1.283 -0.401 "H4'"  XAR 28 
XAR "H3'"  H3*  H 0 1 N N N -3.559  -16.200 -19.337 3.727  -2.927 1.610  "H3'"  XAR 29 
XAR H3T    H3T  H 0 1 N Y N -4.719  -14.274 -18.550 4.146  -0.501 1.398  H3T    XAR 30 
XAR "H2'1" 1H2* H 0 0 N N N -5.607  -17.583 -19.638 1.746  -2.540 3.086  "H2'1" XAR 31 
XAR "H2'2" 2H2* H 0 0 N N N -5.656  -16.528 -18.175 1.291  -3.345 1.585  "H2'2" XAR 32 
XAR "H1'"  H1*  H 0 1 N N N -7.073  -14.908 -19.331 0.825  -0.455 2.444  "H1'"  XAR 33 
XAR "H7'"  H7*  H 0 1 N N N -7.838  -15.820 -21.836 -0.003 -0.004 -0.000 "H7'"  XAR 34 
XAR "H6'"  H6*  H 0 1 N N N -5.817  -15.814 -23.036 1.821  -0.481 -1.466 "H6'"  XAR 35 
XAR H8     H8   H 0 1 N N N -7.336  -18.719 -19.344 -1.233 -0.360 3.616  H8     XAR 36 
XAR HN61   1HN6 H 0 0 N N N -11.811 -19.045 -18.268 -5.437 -2.950 2.134  HN61   XAR 37 
XAR HN62   2HN6 H 0 0 N N N -13.298 -18.101 -18.028 -5.107 -4.600 2.589  HN62   XAR 38 
XAR H2     H2   H 0 1 N N N -11.613 -13.927 -18.901 -1.706 -5.021 -0.789 H2     XAR 39 
# 
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 
XAR O3P   P      SING N N 1  
XAR O3P   HOP3   SING N N 2  
XAR O1P   P      DOUB N N 3  
XAR P     O2P    SING N N 4  
XAR P     "O5'"  SING N N 5  
XAR O2P   HOP2   SING N N 6  
XAR "O5'" "C5'"  SING N N 7  
XAR "C5'" "C4'"  SING N N 8  
XAR "C5'" "H5'1" SING N N 9  
XAR "C5'" "H5'2" SING N N 10 
XAR "C4'" "C6'"  SING N N 11 
XAR "C4'" "C3'"  SING N N 12 
XAR "C4'" "H4'"  SING N N 13 
XAR "C3'" "O3'"  SING N N 14 
XAR "C3'" "C2'"  SING N N 15 
XAR "C3'" "H3'"  SING N N 16 
XAR "O3'" H3T    SING N N 17 
XAR "C2'" "C1'"  SING N N 18 
XAR "C2'" "H2'1" SING N N 19 
XAR "C2'" "H2'2" SING N N 20 
XAR "C1'" "C7'"  SING N N 21 
XAR "C1'" N9     SING N N 22 
XAR "C1'" "H1'"  SING N N 23 
XAR "C7'" "C6'"  DOUB N N 24 
XAR "C7'" "H7'"  SING N N 25 
XAR "C6'" "H6'"  SING N N 26 
XAR N9    C8     SING Y N 27 
XAR N9    C4     SING Y N 28 
XAR C8    N7     DOUB Y N 29 
XAR C8    H8     SING N N 30 
XAR N7    C5     SING Y N 31 
XAR C5    C4     DOUB Y N 32 
XAR C5    C6     SING Y N 33 
XAR C4    N3     SING Y N 34 
XAR N3    C2     DOUB Y N 35 
XAR C6    N1     DOUB Y N 36 
XAR C6    N6     SING N N 37 
XAR N6    HN61   SING N N 38 
XAR N6    HN62   SING N N 39 
XAR N1    C2     SING Y N 40 
XAR C2    H2     SING N N 41 
# 
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 
XAR SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3C=CC(n1c2ncnc(c2nc1)N)CC3O"                                                                                                                               
XAR InChI            InChI                1.02b "InChI=1/C12H16N5O5P/c13-11-10-12(15-5-14-11)17(6-16-10)8-2-1-7(9(18)3-8)4-22-23(19,20)21/h1-2,5-9,18H,3-4H2,(H2,13,14,15)(H2,19,20,21)/t7-,8-,9+/m1/s1/f/h19-20H,13H2" 
XAR InChIKey         InChI                1.02b CZNHTUYPRVHNIW-NGJCZCFJDW                                                                                                                                               
XAR SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)C=C3"                                                                                                              
XAR SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)C=C3"                                                                                                                  
XAR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](C=C3)COP(=O)(O)O)O)N"                                                                                                            
XAR SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(C=C3)COP(=O)(O)O)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 
XAR "SYSTEMATIC NAME" ACDLabs              10.04 "[(1R,4S,6S)-4-(6-amino-9H-purin-9-yl)-6-hydroxycyclohex-2-en-1-yl]methyl dihydrogen phosphate" 
XAR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,4S,6S)-4-(6-aminopurin-9-yl)-6-hydroxy-1-cyclohex-2-enyl]methyl dihydrogen phosphate"     
# 
