data_FA2
# 
_chem_comp.id                                    FA2 
_chem_comp.name                                  "5-(6-AMINO-9H-PURIN-9-YL)-4-HYDROXYTETRAHYDROFURAN-3-YL DIHYDROGEN PHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H12 N5 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-07-09 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        317.195 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     FA2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1PWF 
_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 
FA2 P      P    P 0 1 N N N 10.157 31.459 8.180  -0.689 2.134  2.086  P      FA2 1  
FA2 OP1    O1P  O 0 1 N N N 10.671 32.783 7.760  -0.261 2.504  0.695  OP1    FA2 2  
FA2 OP2    O2P  O 0 1 N N N 11.038 30.289 8.180  -0.632 3.334  3.168  OP2    FA2 3  
FA2 "O3'"  O3*  O 0 1 N N N 9.485  31.553 9.567  0.169  0.952  2.776  "O3'"  FA2 4  
FA2 N9     N9   N 0 1 Y N N 6.920  30.647 11.823 2.831  -2.791 1.781  N9     FA2 5  
FA2 C4     C4   C 0 1 Y N N 5.970  30.147 12.687 3.201  -3.964 2.374  C4     FA2 6  
FA2 N3     N3   N 0 1 Y N N 4.973  30.842 13.324 2.413  -4.844 3.010  N3     FA2 7  
FA2 C2     C2   C 0 1 Y N N 4.266  30.048 14.075 3.142  -5.886 3.466  C2     FA2 8  
FA2 N1     N1   N 0 1 Y N N 4.370  28.727 14.288 4.474  -6.107 3.351  N1     FA2 9  
FA2 C6     C6   C 0 1 Y N N 5.362  28.083 13.646 5.208  -5.176 2.696  C6     FA2 10 
FA2 N6     N6   N 0 1 N N N 5.463  26.772 13.855 6.595  -5.348 2.544  N6     FA2 11 
FA2 C5     C5   C 0 1 Y N N 6.209  28.799 12.804 4.571  -4.053 2.178  C5     FA2 12 
FA2 N7     N7   N 0 1 Y N N 7.294  28.443 12.015 5.034  -2.964 1.484  N7     FA2 13 
FA2 C8     C8   C 0 1 Y N N 7.680  29.587 11.451 3.966  -2.227 1.261  C8     FA2 14 
FA2 "C2'"  C2*  C 0 1 N N R 8.583  32.466 11.559 1.165  -1.250 2.827  "C2'"  FA2 15 
FA2 "C4'"  C4*  C 0 1 N N N 7.651  33.185 9.510  0.765  -0.236 0.746  "C4'"  FA2 16 
FA2 "O4'"  O4*  O 0 1 N N N 6.687  32.326 10.126 1.330  -1.523 0.464  "O4'"  FA2 17 
FA2 "C1'"  C1*  C 0 1 N N R 7.096  32.025 11.377 1.483  -2.233 1.708  "C1'"  FA2 18 
FA2 "C3'"  C3*  C 0 1 N N S 8.963  32.786 10.117 0.194  -0.313 2.145  "C3'"  FA2 19 
FA2 "O2'"  O2*  O 0 1 N N N 8.665  33.629 12.360 0.563  -1.915 3.925  "O2'"  FA2 20 
FA2 OP3    O3P  O 0 1 N Y N ?      ?      ?      -2.207 1.592  2.212  OP3    FA2 21 
FA2 HOP2   2HOP H 0 0 N N N 10.708 29.439 8.449  -1.036 4.198  2.941  HOP2   FA2 22 
FA2 H2     H2   H 0 1 N N N 3.577  30.464 14.540 2.585  -6.652 3.995  H2     FA2 23 
FA2 H6A    H6A  H 0 1 N N N 4.909  26.376 14.380 7.221  -4.887 3.176  H6A    FA2 24 
FA2 H6B    H6B  H 0 1 N N N 6.083  26.321 13.465 6.944  -5.852 1.751  H6B    FA2 25 
FA2 H8     H8   H 0 1 N N N 8.397  29.652 10.863 3.952  -1.283 0.733  H8     FA2 26 
FA2 "H2'"  H2*  H 0 1 N N N 9.132  31.740 11.923 2.052  -0.720 3.191  "H2'"  FA2 27 
FA2 "H4'1" 1H4* H 0 0 N N N 7.453  34.116 9.699  0.001  0.001  -0.000 "H4'1" FA2 28 
FA2 "H4'2" 2H4* H 0 0 N N N 7.663  33.056 8.549  1.556  0.518  0.665  "H4'2" FA2 29 
FA2 "H1'"  H1*  H 0 1 N N N 6.565  32.583 11.984 0.811  -3.098 1.702  "H1'"  FA2 30 
FA2 "H3'"  H3*  H 0 1 N N N 9.620  33.512 10.068 -0.822 -0.724 2.144  "H3'"  FA2 31 
FA2 "HO2'" 2HO* H 0 0 N N N 9.569  33.897 12.470 0.539  -2.857 3.697  "HO2'" FA2 32 
FA2 HOP3   3HOP H 0 0 N N N -0.329 -0.849 0.269  -2.929 2.095  1.778  HOP3   FA2 33 
# 
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 
FA2 P     OP1    DOUB N N 1  
FA2 P     OP2    SING N N 2  
FA2 P     "O3'"  SING N N 3  
FA2 P     OP3    SING N N 4  
FA2 OP2   HOP2   SING N N 5  
FA2 "O3'" "C3'"  SING N N 6  
FA2 N9    C4     SING Y N 7  
FA2 N9    C8     SING Y N 8  
FA2 N9    "C1'"  SING N N 9  
FA2 C4    N3     SING Y N 10 
FA2 C4    C5     DOUB Y N 11 
FA2 N3    C2     DOUB Y N 12 
FA2 C2    N1     SING Y N 13 
FA2 C2    H2     SING N N 14 
FA2 N1    C6     DOUB Y N 15 
FA2 C6    N6     SING N N 16 
FA2 C6    C5     SING Y N 17 
FA2 N6    H6A    SING N N 18 
FA2 N6    H6B    SING N N 19 
FA2 C5    N7     SING Y N 20 
FA2 N7    C8     DOUB Y N 21 
FA2 C8    H8     SING N N 22 
FA2 "C2'" "C1'"  SING N N 23 
FA2 "C2'" "C3'"  SING N N 24 
FA2 "C2'" "O2'"  SING N N 25 
FA2 "C2'" "H2'"  SING N N 26 
FA2 "C4'" "O4'"  SING N N 27 
FA2 "C4'" "C3'"  SING N N 28 
FA2 "C4'" "H4'1" SING N N 29 
FA2 "C4'" "H4'2" SING N N 30 
FA2 "O4'" "C1'"  SING N N 31 
FA2 "C1'" "H1'"  SING N N 32 
FA2 "C3'" "H3'"  SING N N 33 
FA2 "O2'" "HO2'" SING N N 34 
FA2 OP3   HOP3   SING N N 35 
# 
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 
FA2 SMILES           ACDLabs              10.04 "O=P(O)(O)OC3COC(n2cnc1c(ncnc12)N)C3O"                                                                                                         
FA2 SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3OC[C@H](O[P](O)(O)=O)[C@H]3O"                                                                                          
FA2 SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3OC[CH](O[P](O)(O)=O)[CH]3O"                                                                                              
FA2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@H](CO3)OP(=O)(O)O)O)N"                                                                                      
FA2 SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(CO3)OP(=O)(O)O)O)N"                                                                                                   
FA2 InChI            InChI                1.03  "InChI=1S/C9H12N5O6P/c10-7-5-8(12-2-11-7)14(3-13-5)9-6(15)4(1-19-9)20-21(16,17)18/h2-4,6,9,15H,1H2,(H2,10,11,12)(H2,16,17,18)/t4-,6+,9+/m0/s1" 
FA2 InChIKey         InChI                1.03  IJEJRDCFMFEDGL-AFEQZKEHSA-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 
FA2 "SYSTEMATIC NAME" ACDLabs              10.04 "(3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxytetrahydrofuran-3-yl dihydrogen phosphate" 
FA2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-oxolan-3-yl] dihydrogen phosphate"           
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
FA2 "Create component"    2003-07-09 RCSB 
FA2 "Modify linking type" 2011-06-04 RCSB 
FA2 "Modify descriptor"   2011-06-04 RCSB 
# 
