data_A44
# 
_chem_comp.id                                    A44 
_chem_comp.name                                  
;2'-O-METHYOXYETHYL-ADENOSINE 5'-MONOPHOSPHATE
;
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C13 H20 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-05-12 
_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                        405.300 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     A44 
_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        468D 
_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 
A44 O3P    O3P  O 0 1 N Y N 15.668 -7.398  18.925 -6.002 0.868  -0.382 O3P    A44 1  
A44 P      P    P 0 1 N N N 14.960 -6.190  18.464 -5.398 -0.468 -0.175 P      A44 2  
A44 O1P    O1P  O 0 1 N N N 15.713 -4.957  18.145 -5.039 -1.121 -1.602 O1P    A44 3  
A44 O2P    O2P  O 0 1 N N N 13.883 -5.763  19.554 -6.444 -1.415 0.601  O2P    A44 4  
A44 "O5'"  O5*  O 0 1 N N N 14.114 -6.619  17.195 -4.056 -0.320 0.701  "O5'"  A44 5  
A44 "C5'"  C5*  C 0 1 N N N 13.260 -7.759  17.246 -3.220 0.619  0.022  "C5'"  A44 6  
A44 "C4'"  C4*  C 0 1 N N R 12.533 -7.925  15.932 -1.920 0.806  0.806  "C4'"  A44 7  
A44 "O4'"  O4*  O 0 1 N N N 11.688 -6.768  15.680 -1.149 -0.406 0.776  "O4'"  A44 8  
A44 "C3'"  C3*  C 0 1 N N R 13.402 -7.974  14.688 -1.067 1.909  0.151  "C3'"  A44 9  
A44 "O3'"  O3*  O 0 1 N N N 14.058 -9.217  14.476 -0.840 2.982  1.067  "O3'"  A44 10 
A44 "C2'"  C2*  C 0 1 N N R 12.404 -7.624  13.590 0.266  1.202  -0.195 "C2'"  A44 11 
A44 "O2'"  O2*  O 0 1 N N N 11.558 -8.710  13.235 1.382  2.049  0.089  "O2'"  A44 12 
A44 "C1'"  C1*  C 0 1 N N R 11.582 -6.547  14.281 0.243  -0.021 0.757  "C1'"  A44 13 
A44 N9     N9   N 0 1 Y N N 12.118 -5.224  13.977 1.072  -1.107 0.230  N9     A44 14 
A44 C8     C8   C 0 1 Y N N 12.784 -4.374  14.810 0.657  -2.114 -0.589 C8     A44 15 
A44 N7     N7   N 0 1 Y N N 13.111 -3.234  14.251 1.654  -2.904 -0.864 N7     A44 16 
A44 C5     C5   C 0 1 Y N N 12.637 -3.350  12.958 2.769  -2.456 -0.240 C5     A44 17 
A44 C6     C6   C 0 1 Y N N 12.672 -2.484  11.867 4.104  -2.889 -0.170 C6     A44 18 
A44 N6     N6   N 0 1 N N N 13.208 -1.262  11.896 4.517  -4.023 -0.847 N6     A44 19 
A44 N1     N1   N 0 1 Y N N 12.125 -2.918  10.719 4.961  -2.184 0.561  N1     A44 20 
A44 C2     C2   C 0 1 Y N N 11.586 -4.134  10.678 4.576  -1.100 1.211  C2     A44 21 
A44 N3     N3   N 0 1 Y N N 11.486 -5.034  11.630 3.337  -0.658 1.175  N3     A44 22 
A44 C4     C4   C 0 1 Y N N 12.037 -4.576  12.767 2.411  -1.294 0.465  C4     A44 23 
A44 "CA'"  CA*  C 0 1 N N N 10.676 -8.381  12.141 1.708  2.724  -1.127 "CA'"  A44 24 
A44 C13    C13  C 0 1 N N N 9.067  -11.740 11.980 5.129  3.792  -0.362 C13    A44 25 
A44 "OC'"  OC*  O 0 1 N N N 9.229  -10.349 12.365 4.055  2.873  -0.571 "OC'"  A44 26 
A44 C15    C15  C 0 1 N N N 10.135 -9.627  11.491 2.901  3.653  -0.891 C15    A44 27 
A44 H1P    H1P  H 0 1 N N N 15.257 -4.178  17.848 -4.649 -1.988 -1.422 H1P    A44 28 
A44 H2P    H2P  H 0 1 N N N 13.427 -4.984  19.257 -7.232 -1.477 0.044  H2P    A44 29 
A44 "H5'1" 1H5* H 0 0 N N N 12.556 -7.714  18.109 -3.738 1.575  -0.057 "H5'1" A44 30 
A44 "H5'2" 2H5* H 0 0 N N N 13.814 -8.682  17.535 -2.992 0.247  -0.977 "H5'2" A44 31 
A44 "H4'"  H4*  H 0 1 N N N 11.899 -8.841  15.975 -2.146 1.077  1.838  "H4'"  A44 32 
A44 "H3'"  H3*  H 0 1 N N N 14.169 -7.167  14.750 -1.549 2.278  -0.755 "H3'"  A44 33 
A44 HA     HA   H 0 1 N N N 14.602 -9.248  13.698 -1.702 3.384  1.246  HA     A44 34 
A44 "H2'"  H2*  H 0 1 N N N 12.925 -7.214  12.693 0.278  0.883  -1.237 "H2'"  A44 35 
A44 "H1'"  H1*  H 0 1 N N N 10.516 -6.613  13.961 0.576  0.265  1.755  "H1'"  A44 36 
A44 H8     H8   H 0 1 N N N 13.025 -4.623  15.857 -0.351 -2.238 -0.957 H8     A44 37 
A44 H6N1   1H6N H 0 0 N N N 13.234 -0.628  11.097 3.882  -4.529 -1.378 H6N1   A44 38 
A44 H6N2   2H6N H 0 0 N N N 13.623 -0.933  12.767 5.441  -4.311 -0.792 H6N2   A44 39 
A44 H2     H2   H 0 1 N N N 11.162 -4.429  9.704  5.305  -0.557 1.794  H2     A44 40 
A44 "HA'1" 1HA* H 0 0 N N N 11.172 -7.712  11.399 0.851  3.311  -1.458 "HA'1" A44 41 
A44 "HA'2" 2HA* H 0 0 N N N 9.857  -7.697  12.464 1.963  1.992  -1.893 "HA'2" A44 42 
A44 H131   1H13 H 0 0 N N N 8.371  -12.295 12.651 4.878  4.465  0.457  H131   A44 43 
A44 H132   2H13 H 0 0 N N N 10.054 -12.254 11.915 6.036  3.240  -0.114 H132   A44 44 
A44 H133   3H13 H 0 0 N N N 8.748  -11.825 10.915 5.294  4.370  -1.271 H133   A44 45 
A44 H151   1H15 H 0 0 N N N 10.960 -10.285 11.131 2.678  4.328  -0.065 H151   A44 46 
A44 H152   2H15 H 0 0 N N N 9.654  -9.396  10.512 3.094  4.233  -1.793 H152   A44 47 
# 
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 
A44 O3P   P      DOUB N N 1  
A44 P     O1P    SING N N 2  
A44 P     O2P    SING N N 3  
A44 P     "O5'"  SING N N 4  
A44 O1P   H1P    SING N N 5  
A44 O2P   H2P    SING N N 6  
A44 "O5'" "C5'"  SING N N 7  
A44 "C5'" "C4'"  SING N N 8  
A44 "C5'" "H5'1" SING N N 9  
A44 "C5'" "H5'2" SING N N 10 
A44 "C4'" "O4'"  SING N N 11 
A44 "C4'" "C3'"  SING N N 12 
A44 "C4'" "H4'"  SING N N 13 
A44 "O4'" "C1'"  SING N N 14 
A44 "C3'" "O3'"  SING N N 15 
A44 "C3'" "C2'"  SING N N 16 
A44 "C3'" "H3'"  SING N N 17 
A44 "O3'" HA     SING N N 18 
A44 "C2'" "O2'"  SING N N 19 
A44 "C2'" "C1'"  SING N N 20 
A44 "C2'" "H2'"  SING N N 21 
A44 "O2'" "CA'"  SING N N 22 
A44 "C1'" N9     SING N N 23 
A44 "C1'" "H1'"  SING N N 24 
A44 N9    C8     SING Y N 25 
A44 N9    C4     SING Y N 26 
A44 C8    N7     DOUB Y N 27 
A44 C8    H8     SING N N 28 
A44 N7    C5     SING Y N 29 
A44 C5    C6     DOUB Y N 30 
A44 C5    C4     SING Y N 31 
A44 C6    N6     SING N N 32 
A44 C6    N1     SING Y N 33 
A44 N6    H6N1   SING N N 34 
A44 N6    H6N2   SING N N 35 
A44 N1    C2     DOUB Y N 36 
A44 C2    N3     SING Y N 37 
A44 C2    H2     SING N N 38 
A44 N3    C4     DOUB Y N 39 
A44 "CA'" C15    SING N N 40 
A44 "CA'" "HA'1" SING N N 41 
A44 "CA'" "HA'2" SING N N 42 
A44 C13   "OC'"  SING N N 43 
A44 C13   H131   SING N N 44 
A44 C13   H132   SING N N 45 
A44 C13   H133   SING N N 46 
A44 "OC'" C15    SING N N 47 
A44 C15   H151   SING N N 48 
A44 C15   H152   SING N N 49 
# 
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 
A44 SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(OCCOC)C3O"                                                                                                                                                   
A44 InChI            InChI                1.02b "InChI=1/C13H20N5O8P/c1-23-2-3-24-10-9(19)7(4-25-27(20,21)22)26-13(10)18-6-17-8-11(14)15-5-16-12(8)18/h5-7,9-10,13,19H,2-4H2,1H3,(H2,14,15,16)(H2,20,21,22)/t7-,9-,10-,13-/m1/s1/f/h20-21H,14H2" 
A44 InChIKey         InChI                1.02b SZPMFMOOEUYAMU-UWIPFKBNDN                                                                                                                                                                        
A44 SMILES_CANONICAL CACTVS               3.341 "COCCO[C@@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1n2cnc3c(N)ncnc23"                                                                                                                               
A44 SMILES           CACTVS               3.341 "COCCO[CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1n2cnc3c(N)ncnc23"                                                                                                                                     
A44 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COCCO[C@@H]1[C@@H]([C@H](O[C@H]1n2cnc3c2ncnc3N)COP(=O)(O)O)O"                                                                                                                                   
A44 SMILES           "OpenEye OEToolkits" 1.5.0 "COCCOC1C(C(OC1n2cnc3c2ncnc3N)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 
A44 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-O-(2-methoxyethyl)adenosine 5'-(dihydrogen phosphate)
;
A44 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-(2-methoxyethoxy)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
