data_A39
# 
_chem_comp.id                                    A39 
_chem_comp.name                                  
;2'-O-METHYL-ADENOSINE 5'-MONOPHOSPHATE
;
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H16 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1994-08-31 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      A2M 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        361.248 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     A39 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
A39 P      P    P 0 1 N N N -3.673 -7.448 9.653  4.803  -0.990 0.013  P      A39 1  
A39 O1P    O1P  O 0 1 N N N -3.797 -5.982 9.643  5.654  0.168  0.370  O1P    A39 2  
A39 O2P    O2P  O 0 1 N N N -4.713 -8.351 9.332  4.354  -1.759 1.353  O2P    A39 3  
A39 O3P    O3P  O 0 1 N Y N -2.551 -7.819 8.588  5.633  -1.995 -0.931 O3P    A39 4  
A39 "O5'"  O5*  O 0 1 N N N -3.301 -8.016 11.157 3.496  -0.472 -0.773 "O5'"  A39 5  
A39 "C5'"  C5*  C 0 1 N N N -3.061 -7.085 12.167 2.869  0.500  0.065  "C5'"  A39 6  
A39 "C4'"  C4*  C 0 1 N N R -2.235 -7.723 13.314 1.613  1.035  -0.626 "C4'"  A39 7  
A39 "O4'"  O4*  O 0 1 N N N -0.851 -7.747 12.961 0.625  -0.005 -0.724 "O4'"  A39 8  
A39 "C3'"  C3*  C 0 1 N N R -2.244 -6.800 14.587 0.998  2.173  0.211  "C3'"  A39 9  
A39 "O3'"  O3*  O 0 1 N N N -3.400 -7.035 15.261 0.963  3.388  -0.541 "O3'"  A39 10 
A39 "C2'"  C2*  C 0 1 N N R -0.959 -7.092 15.279 -0.438 1.685  0.519  "C2'"  A39 11 
A39 "O2'"  O2*  O 0 1 N N N -0.999 -8.323 15.971 -1.377 2.756  0.404  "O2'"  A39 12 
A39 "C1'"  C1*  C 0 1 N N R -0.016 -7.302 14.027 -0.667 0.626  -0.590 "C1'"  A39 13 
A39 N9     N9   N 0 1 Y N N 0.564  -6.027 13.804 -1.677 -0.350 -0.176 N9     A39 14 
A39 C8     C8   C 0 1 Y N N 0.204  -5.069 12.943 -1.445 -1.523 0.480  C8     A39 15 
A39 N7     N7   N 0 1 Y N N 0.972  -4.005 12.984 -2.569 -2.144 0.690  N7     A39 16 
A39 C5     C5   C 0 1 Y N N 1.900  -4.321 13.921 -3.591 -1.413 0.185  C5     A39 17 
A39 C6     C6   C 0 1 Y N N 3.006  -3.595 14.452 -4.985 -1.576 0.119  C6     A39 18 
A39 N6     N6   N 0 1 N N N 3.366  -2.350 14.037 -5.593 -2.697 0.655  N6     A39 19 
A39 N1     N1   N 0 1 Y N N 3.722  -4.174 15.427 -5.706 -0.627 -0.470 N1     A39 20 
A39 C2     C2   C 0 1 Y N N 3.388  -5.407 15.839 -5.135 0.446  -0.985 C2     A39 21 
A39 N3     N3   N 0 1 Y N N 2.388  -6.183 15.427 -3.833 0.641  -0.946 N3     A39 22 
A39 C4     C4   C 0 1 Y N N 1.677  -5.550 14.463 -3.032 -0.250 -0.373 C4     A39 23 
A39 CH3    CH3  C 0 1 N N N 0.261  -8.712 16.517 -1.544 3.301  1.714  CH3    A39 24 
A39 H1P    H1P  H 0 1 N N N -3.098 -5.375 9.859  ?      ?      ?      H1P    A39 25 
A39 H3P    H3P  H 0 1 N N N -2.471 -8.766 8.595  6.406  -2.281 -0.424 H3P    A39 26 
A39 "H5'1" 1H5* H 0 0 N N N -4.007 -6.629 12.542 3.561  1.323  0.248  "H5'1" A39 27 
A39 "H5'2" 2H5* H 0 0 N N N -2.576 -6.162 11.772 2.593  0.040  1.014  "H5'2" A39 28 
A39 "H4'"  H4*  H 0 1 N N N -2.606 -8.746 13.556 1.865  1.402  -1.621 "H4'"  A39 29 
A39 "H3'"  H3*  H 0 1 N N N -2.236 -5.736 14.255 1.560  2.314  1.134  "H3'"  A39 30 
A39 HA     HA   H 0 1 N N N -3.405 -6.477 16.030 1.881  3.644  -0.703 HA     A39 31 
A39 "H2'"  H2*  H 0 1 N N N -0.624 -6.249 15.928 -0.490 1.229  1.508  "H2'"  A39 32 
A39 "H1'"  H1*  H 0 1 N N N 0.772  -8.058 14.251 -0.959 1.107  -1.524 "H1'"  A39 33 
A39 H8     H8   H 0 1 N N N -0.658 -5.164 12.262 -0.472 -1.883 0.780  H8     A39 34 
A39 H6N1   1H6N H 0 0 N N N 4.157  -1.831 14.417 -5.056 -3.382 1.083  H6N1   A39 35 
A39 H6N2   2H6N H 0 0 N N N 2.821  -1.910 13.295 -6.556 -2.798 0.604  H6N2   A39 36 
A39 H2     H2   H 0 1 N N N 4.030  -5.836 16.627 -5.758 1.192  -1.455 H2     A39 37 
A39 HH31   1HH3 H 0 0 N N N 0.229  -9.684 17.063 -2.256 4.126  1.676  HH31   A39 38 
A39 HH32   2HH3 H 0 0 N N N 0.674  -7.907 17.168 -1.920 2.528  2.384  HH32   A39 39 
A39 HH33   3HH3 H 0 0 N N N 1.045  -8.730 15.725 -0.585 3.666  2.081  HH33   A39 40 
# 
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 
A39 P     O1P    SING N N 1  
A39 P     O2P    DOUB N N 2  
A39 P     O3P    SING N N 3  
A39 P     "O5'"  SING N N 4  
A39 O1P   H1P    SING N N 5  
A39 O3P   H3P    SING N N 6  
A39 "O5'" "C5'"  SING N N 7  
A39 "C5'" "C4'"  SING N N 8  
A39 "C5'" "H5'1" SING N N 9  
A39 "C5'" "H5'2" SING N N 10 
A39 "C4'" "O4'"  SING N N 11 
A39 "C4'" "C3'"  SING N N 12 
A39 "C4'" "H4'"  SING N N 13 
A39 "O4'" "C1'"  SING N N 14 
A39 "C3'" "O3'"  SING N N 15 
A39 "C3'" "C2'"  SING N N 16 
A39 "C3'" "H3'"  SING N N 17 
A39 "O3'" HA     SING N N 18 
A39 "C2'" "O2'"  SING N N 19 
A39 "C2'" "C1'"  SING N N 20 
A39 "C2'" "H2'"  SING N N 21 
A39 "O2'" CH3    SING N N 22 
A39 "C1'" N9     SING N N 23 
A39 "C1'" "H1'"  SING N N 24 
A39 N9    C8     SING Y N 25 
A39 N9    C4     SING Y N 26 
A39 C8    N7     DOUB Y N 27 
A39 C8    H8     SING N N 28 
A39 N7    C5     SING Y N 29 
A39 C5    C6     DOUB Y N 30 
A39 C5    C4     SING Y N 31 
A39 C6    N6     SING N N 32 
A39 C6    N1     SING Y N 33 
A39 N6    H6N1   SING N N 34 
A39 N6    H6N2   SING N N 35 
A39 N1    C2     DOUB Y N 36 
A39 C2    N3     SING Y N 37 
A39 C2    H2     SING N N 38 
A39 N3    C4     DOUB Y N 39 
A39 CH3   HH31   SING N N 40 
A39 CH3   HH32   SING N N 41 
A39 CH3   HH33   SING N N 42 
# 
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 
A39 SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(OC)C3O"                                                                                                                                        
A39 InChI            InChI                1.02b "InChI=1/C11H16N5O7P/c1-21-8-7(17)5(2-22-24(18,19)20)23-11(8)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17H,2H2,1H3,(H2,12,13,14)(H2,18,19,20)/t5-,7-,8-,11-/m1/s1/f/h18-19H,12H2" 
A39 InChIKey         InChI                1.02b TVGFEBXIZUYVFR-XNALEWAGDG                                                                                                                                                          
A39 SMILES_CANONICAL CACTVS               3.341 "CO[C@@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1n2cnc3c(N)ncnc23"                                                                                                                    
A39 SMILES           CACTVS               3.341 "CO[CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1n2cnc3c(N)ncnc23"                                                                                                                          
A39 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CO[C@@H]1[C@@H]([C@H](O[C@H]1n2cnc3c2ncnc3N)COP(=O)(O)O)O"                                                                                                                        
A39 SMILES           "OpenEye OEToolkits" 1.5.0 "COC1C(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 
A39 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-O-methyladenosine 5'-(dihydrogen phosphate)
;
A39 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-methoxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
