data_2AR
# 
_chem_comp.id                                    2AR 
_chem_comp.name                                  "2'-DEOXYARISTEROMYCIN-5'-PHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H16 N5 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         "[ADENIN-9-YL-3-HYDROXY-CYCLOPENTAN-5-YL]-METHYL-5'-PHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-04 
_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                        329.249 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     2AR 
_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        1EXL 
_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 
2AR P      P    P 0 1 N N N 19.139 6.086 22.989 0.600  -0.240 -4.945 P      2AR 1  
2AR OP1    O1P  O 0 1 N N N 19.952 5.262 22.066 0.867  -1.682 -5.144 OP1    2AR 2  
2AR OP2    O2P  O 0 1 N N N 19.765 7.227 23.694 0.030  0.393  -6.310 OP2    2AR 3  
2AR OP3    O3P  O 0 1 N Y N 17.845 6.630 22.174 1.966  0.506  -4.536 OP3    2AR 4  
2AR "O5'"  O5*  O 0 1 N N N 18.515 5.095 24.102 -0.485 -0.053 -3.771 "O5'"  2AR 5  
2AR "C5'"  C5*  C 0 1 N N N 17.729 5.567 25.209 0.075  -0.632 -2.592 "C5'"  2AR 6  
2AR "C4'"  C4*  C 0 1 N N R 16.257 5.147 25.113 -0.911 -0.487 -1.432 "C4'"  2AR 7  
2AR "CX'"  CX*  C 0 1 N N N 15.588 5.630 23.828 -0.285 -0.990 -0.107 "CX'"  2AR 8  
2AR "C1'"  C1*  C 0 1 N N R 14.250 4.833 23.901 -1.080 -0.251 0.989  "C1'"  2AR 9  
2AR N9     N9   N 0 1 Y N N 13.451 4.941 22.613 -0.190 0.112  2.094  N9     2AR 10 
2AR C4     C4   C 0 1 Y N N 12.090 5.261 22.509 -0.319 -0.279 3.403  C4     2AR 11 
2AR N3     N3   N 0 1 Y N N 11.219 5.540 23.517 -1.180 -1.035 4.076  N3     2AR 12 
2AR C2     C2   C 0 1 Y N N 9.995  5.791 23.049 -1.033 -1.231 5.369  C2     2AR 13 
2AR N1     N1   N 0 1 Y N N 9.593  5.790 21.787 -0.040 -0.700 6.058  N1     2AR 14 
2AR C6     C6   C 0 1 Y N N 10.468 5.519 20.809 0.870  0.069  5.471  C6     2AR 15 
2AR N6     N6   N 0 1 N N N 10.033 5.531 19.449 1.907  0.622  6.201  N6     2AR 16 
2AR C5     C5   C 0 1 Y N N 11.789 5.237 21.170 0.752  0.313  4.092  C5     2AR 17 
2AR N7     N7   N 0 1 Y N N 12.897 4.924 20.397 1.470  1.016  3.184  N7     2AR 18 
2AR C8     C8   C 0 1 Y N N 13.839 4.760 21.274 0.917  0.902  2.012  C8     2AR 19 
2AR "C2'"  C2*  C 0 1 N N N 14.828 3.409 24.103 -1.656 1.017  0.336  "C2'"  2AR 20 
2AR "C3'"  C3*  C 0 1 N N S 15.972 3.636 25.169 -1.191 1.006  -1.134 "C3'"  2AR 21 
2AR "O3'"  O3*  O 0 1 N N N 15.470 3.405 26.491 -2.222 1.505  -1.988 "O3'"  2AR 22 
2AR HOP2   2HOP H 0 0 N N N 19.243 7.755 24.286 0.709  0.259  -6.986 HOP2   2AR 23 
2AR HOP3   3HOP H 0 0 N N N 17.323 7.158 22.766 1.749  1.440  -4.416 HOP3   2AR 24 
2AR "H5'"  1H5* H 0 1 N N N 17.779 6.655 25.255 1.006  -0.121 -2.344 "H5'"  2AR 25 
2AR "H5''" 2H5* H 0 0 N N N 18.149 5.181 26.138 0.277  -1.689 -2.767 "H5''" 2AR 26 
2AR "H4'"  H4*  H 0 1 N N N 15.694 5.558 25.951 -1.838 -1.018 -1.647 "H4'"  2AR 27 
2AR "HX'1" 1HX* H 0 0 N N N 15.539 6.719 23.813 0.769  -0.723 -0.058 "HX'1" 2AR 28 
2AR "HX'2" 2HX* H 0 0 N N N 16.241 5.398 22.986 -0.412 -2.068 -0.010 "HX'2" 2AR 29 
2AR "H1'"  H1*  H 0 1 N N N 13.750 5.140 24.820 -1.889 -0.883 1.354  "H1'"  2AR 30 
2AR H2     H2   H 0 1 N N N 9.185  6.040 23.736 -1.751 -1.850 5.886  H2     2AR 31 
2AR H61    1H6  H 0 1 N N N 9.083  5.817 19.257 1.976  0.449  7.153  H61    2AR 32 
2AR H62    2H6  H 0 1 N N N 10.642 5.266 18.689 2.568  1.179  5.760  H62    2AR 33 
2AR H8     H8   H 0 1 N N N 14.805 4.527 20.825 1.282  1.365  1.106  H8     2AR 34 
2AR "H2''" 2H2* H 0 0 N N N 14.078 2.710 24.476 -2.744 1.000  0.384  "H2''" 2AR 35 
2AR "H2'"  1H2* H 0 1 N N N 15.104 3.060 23.108 -1.273 1.904  0.842  "H2'"  2AR 36 
2AR "H3'"  H3*  H 0 1 N N N 16.879 3.038 25.083 -0.281 1.595  -1.251 "H3'"  2AR 37 
2AR "HO3'" H3T  H 0 0 N Y N 15.294 2.472 26.525 -2.393 2.417  -1.717 "HO3'" 2AR 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 
2AR P     OP1    DOUB N N 1  
2AR P     OP2    SING N N 2  
2AR P     OP3    SING N N 3  
2AR P     "O5'"  SING N N 4  
2AR OP2   HOP2   SING N N 5  
2AR OP3   HOP3   SING N N 6  
2AR "O5'" "C5'"  SING N N 7  
2AR "C5'" "C4'"  SING N N 8  
2AR "C5'" "H5'"  SING N N 9  
2AR "C5'" "H5''" SING N N 10 
2AR "C4'" "CX'"  SING N N 11 
2AR "C4'" "C3'"  SING N N 12 
2AR "C4'" "H4'"  SING N N 13 
2AR "CX'" "C1'"  SING N N 14 
2AR "CX'" "HX'1" SING N N 15 
2AR "CX'" "HX'2" SING N N 16 
2AR "C1'" N9     SING N N 17 
2AR "C1'" "C2'"  SING N N 18 
2AR "C1'" "H1'"  SING N N 19 
2AR N9    C4     SING Y N 20 
2AR N9    C8     SING Y N 21 
2AR C4    N3     SING Y N 22 
2AR C4    C5     DOUB Y N 23 
2AR N3    C2     DOUB Y N 24 
2AR C2    N1     SING Y N 25 
2AR C2    H2     SING N N 26 
2AR N1    C6     DOUB Y N 27 
2AR C6    N6     SING N N 28 
2AR C6    C5     SING Y N 29 
2AR N6    H61    SING N N 30 
2AR N6    H62    SING N N 31 
2AR C5    N7     SING Y N 32 
2AR N7    C8     DOUB Y N 33 
2AR C8    H8     SING N N 34 
2AR "C2'" "C3'"  SING N N 35 
2AR "C2'" "H2''" SING N N 36 
2AR "C2'" "H2'"  SING N N 37 
2AR "C3'" "O3'"  SING N N 38 
2AR "C3'" "H3'"  SING N N 39 
2AR "O3'" "HO3'" SING N N 40 
# 
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 
2AR SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3CC(n1c2ncnc(c2nc1)N)CC3O"                                                                                                                         
2AR InChI            InChI                1.02b "InChI=1/C11H16N5O5P/c12-10-9-11(14-4-13-10)16(5-15-9)7-1-6(8(17)2-7)3-21-22(18,19)20/h4-8,17H,1-3H2,(H2,12,13,14)(H2,18,19,20)/t6-,7-,8+/m1/s1/f/h18-19H,12H2" 
2AR InChIKey         InChI                1.02b CPNSCNMQNFIEIV-AXYXCNABDU                                                                                                                                       
2AR SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)C3"                                                                                                        
2AR SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)C3"                                                                                                            
2AR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@@H]3C[C@@H]([C@H](C3)O)COP(=O)(O)O)N"                                                                                                     
2AR SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(C3)O)COP(=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 
2AR "SYSTEMATIC NAME" ACDLabs              10.04 "[(1R,2S,4R)-4-(6-amino-9H-purin-9-yl)-2-hydroxycyclopentyl]methyl dihydrogen phosphate" 
2AR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,2S,4R)-4-(6-aminopurin-9-yl)-2-hydroxy-cyclopentyl]methyl dihydrogen phosphate"    
# 
