data_5FA
# 
_chem_comp.id                                    5FA 
_chem_comp.name                                  "ADENOSINE-5'-PENTAPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H18 N5 O19 P5" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-03-10 
_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                        667.141 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     5FA 
_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        1VC8 
_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 
5FA N9     N9   N 0 1 Y N N 68.302 15.127 148.662 6.861   0.676  -0.004 N9     5FA 1  
5FA C8     C8   C 0 1 Y N N 68.123 13.816 149.037 6.226   1.677  0.668  C8     5FA 2  
5FA N7     N7   N 0 1 Y N N 69.132 13.479 149.754 7.025   2.695  0.808  N7     5FA 3  
5FA C5     C5   C 0 1 Y N N 69.987 14.493 149.879 8.222   2.410  0.241  C5     5FA 4  
5FA C6     C6   C 0 1 Y N N 71.215 14.707 150.504 9.431   3.108  0.081  C6     5FA 5  
5FA N6     N6   N 0 1 N N N 71.905 13.810 151.202 9.579   4.391  0.580  N6     5FA 6  
5FA N1     N1   N 0 1 Y N N 71.810 15.938 150.382 10.430  2.506  -0.556 N1     5FA 7  
5FA C2     C2   C 0 1 Y N N 71.231 16.975 149.668 10.297  1.283  -1.036 C2     5FA 8  
5FA N3     N3   N 0 1 Y N N 70.048 16.795 149.065 9.182   0.594  -0.914 N3     5FA 9  
5FA C4     C4   C 0 1 Y N N 69.438 15.554 149.173 8.129   1.113  -0.292 C4     5FA 10 
5FA "O5'"  O5*  O 0 1 N N N 63.401 14.790 149.121 2.093   -1.431 -0.722 "O5'"  5FA 11 
5FA "C5'"  C5*  C 0 1 N N N 64.218 14.123 148.194 2.961   -1.967 0.278  "C5'"  5FA 12 
5FA "C4'"  C4*  C 0 1 N N R 65.121 15.126 147.530 4.405   -1.928 -0.226 "C4'"  5FA 13 
5FA "O4'"  O4*  O 0 1 N N N 66.040 15.839 148.374 4.851   -0.561 -0.369 "O4'"  5FA 14 
5FA "C3'"  C3*  C 0 1 N N S 65.963 14.543 146.410 5.359   -2.546 0.820  "C3'"  5FA 15 
5FA "O3'"  O3*  O 0 1 N N N 65.179 14.522 145.215 5.657   -3.903 0.485  "O3'"  5FA 16 
5FA "C2'"  C2*  C 0 1 N N R 67.155 15.476 146.355 6.632   -1.673 0.731  "C2'"  5FA 17 
5FA "O2'"  O2*  O 0 1 N N N 66.904 16.590 145.542 7.756   -2.464 0.341  "O2'"  5FA 18 
5FA "C1'"  C1*  C 0 1 N N R 67.367 15.905 147.801 6.293   -0.628 -0.355 "C1'"  5FA 19 
5FA PA     PA   P 0 1 N N S 63.079 14.015 150.473 0.598   -1.502 -0.128 PA     5FA 20 
5FA O1A    O1A  O 0 1 N N N 62.869 14.963 151.473 0.552   -0.805 1.176  O1A    5FA 21 
5FA O2A    O2A  O 0 1 N N N 64.117 13.012 150.903 0.173   -3.042 0.071  O2A    5FA 22 
5FA O3A    O3A  O 0 1 N N N 61.661 13.641 150.394 -0.421  -0.792 -1.153 O3A    5FA 23 
5FA PB     PB   P 0 1 N N R 60.413 13.060 149.646 -1.743  -0.420 -0.312 PB     5FA 24 
5FA O1B    O1B  O 0 1 N N N 59.760 14.352 149.518 -2.059  -1.524 0.623  O1B    5FA 25 
5FA O2B    O2B  O 0 1 N N N 60.546 12.441 148.286 -1.485  0.932  0.522  O2B    5FA 26 
5FA O3B    O3B  O 0 1 N N N 59.704 12.386 150.788 -2.978  -0.201 -1.321 O3B    5FA 27 
5FA PG     PG   P 0 1 N N R 59.814 10.937 151.409 -4.318  -0.232 -0.430 PG     5FA 28 
5FA O2G    O2G  O 0 1 N N N 60.139 10.957 152.885 -4.121  0.588  0.786  O2G    5FA 29 
5FA O1G    O1G  O 0 1 N N N 60.810 10.094 150.606 -4.646  -1.751 -0.006 O1G    5FA 30 
5FA O3G    O3G  O 0 1 N N N 58.359 10.432 150.943 -5.545  0.363  -1.286 O3G    5FA 31 
5FA PD     PD   P 0 1 N N S 57.447 9.284  151.066 -6.680  0.799  -0.231 PD     5FA 32 
5FA O1D    O1D  O 0 1 N N N 58.201 8.099  150.563 -6.766  -0.211 0.847  O1D    5FA 33 
5FA O2D    O2D  O 0 1 N N N 56.851 9.085  152.526 -6.301  2.230  0.403  O2D    5FA 34 
5FA O3D    O3D  O 0 1 N N N 56.204 9.597  150.114 -8.100  0.904  -0.983 O3D    5FA 35 
5FA PE     PE   P 0 1 N N N 54.965 10.572 150.400 -9.231  0.945  0.162  PE     5FA 36 
5FA O1E    O1E  O 0 1 N N N 54.107 10.489 149.131 -8.818  1.882  1.231  O1E    5FA 37 
5FA O2E    O2E  O 0 1 N N N 55.449 12.020 150.732 -10.624 1.439  -0.476 O2E    5FA 38 
5FA O3E    O3E  O 0 1 N N N 54.104 9.836  151.610 -9.418  -0.529 0.784  O3E    5FA 39 
5FA H8     H8   H 0 1 N N N 67.290 13.133 148.797 5.210   1.633  1.031  H8     5FA 40 
5FA H61    1H6  H 0 1 N N N 72.803 13.966 151.659 10.420  4.861  0.466  H61    5FA 41 
5FA H62    2H6  H 0 1 N N N 72.030 13.004 150.589 8.841   4.821  1.039  H62    5FA 42 
5FA H2     H2   H 0 1 N N N 71.719 17.959 149.578 11.135  0.832  -1.547 H2     5FA 43 
5FA "H5'1" 1H5* H 0 0 N N N 64.784 13.280 148.655 2.678   -2.998 0.490  "H5'1" 5FA 44 
5FA "H5'2" 2H5* H 0 0 N N N 63.628 13.528 147.457 2.877   -1.373 1.188  "H5'2" 5FA 45 
5FA "H4'"  H4*  H 0 1 N N N 64.353 15.842 147.154 4.489   -2.456 -1.176 "H4'"  5FA 46 
5FA "H3'"  H3*  H 0 1 N N N 66.301 13.490 146.553 4.922   -2.487 1.817  "H3'"  5FA 47 
5FA H3T    H3T  H 0 1 N Y N 65.706 14.157 144.513 6.254   -4.235 1.170  H3T    5FA 48 
5FA "H2'"  H2*  H 0 1 N N N 68.050 14.977 145.915 6.825   -1.181 1.685  "H2'"  5FA 49 
5FA "HO'2" 2HO* H 0 0 N N N 67.651 17.175 145.507 7.879   -3.133 1.028  "HO'2" 5FA 50 
5FA "H1'"  H1*  H 0 1 N N N 67.869 16.900 147.772 6.667   -0.955 -1.326 "H1'"  5FA 51 
5FA H2A    H2A  H 0 1 N N N 63.924 12.549 151.710 0.216   -3.459 -0.801 H2A    5FA 52 
5FA H2B    H2B  H 0 1 N N N 59.789 12.088 147.832 -1.283  1.624  -0.122 H2B    5FA 53 
5FA H1G    H1G  H 0 1 N N N 60.876 9.222  150.979 -4.767  -2.250 -0.826 H1G    5FA 54 
5FA H2D    H2D  H 0 1 N N N 56.262 8.343  152.605 -6.255  2.857  -0.331 H2D    5FA 55 
5FA H2E    H2E  H 0 1 N N N 54.714 12.598 150.901 -11.272 1.449  0.241  H2E    5FA 56 
5FA H3E    H3E  H 0 1 N N N 53.369 10.414 151.779 -9.687  -1.107 0.056  H3E    5FA 57 
# 
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 
5FA N9    C8     SING Y N 1  
5FA N9    C4     SING Y N 2  
5FA N9    "C1'"  SING N N 3  
5FA C8    N7     DOUB Y N 4  
5FA C8    H8     SING N N 5  
5FA N7    C5     SING Y N 6  
5FA C5    C6     SING Y N 7  
5FA C5    C4     DOUB Y N 8  
5FA C6    N6     SING N N 9  
5FA C6    N1     DOUB Y N 10 
5FA N6    H61    SING N N 11 
5FA N6    H62    SING N N 12 
5FA N1    C2     SING Y N 13 
5FA C2    N3     DOUB Y N 14 
5FA C2    H2     SING N N 15 
5FA N3    C4     SING Y N 16 
5FA "O5'" "C5'"  SING N N 17 
5FA "O5'" PA     SING N N 18 
5FA "C5'" "C4'"  SING N N 19 
5FA "C5'" "H5'1" SING N N 20 
5FA "C5'" "H5'2" SING N N 21 
5FA "C4'" "O4'"  SING N N 22 
5FA "C4'" "C3'"  SING N N 23 
5FA "C4'" "H4'"  SING N N 24 
5FA "O4'" "C1'"  SING N N 25 
5FA "C3'" "O3'"  SING N N 26 
5FA "C3'" "C2'"  SING N N 27 
5FA "C3'" "H3'"  SING N N 28 
5FA "O3'" H3T    SING N N 29 
5FA "C2'" "O2'"  SING N N 30 
5FA "C2'" "C1'"  SING N N 31 
5FA "C2'" "H2'"  SING N N 32 
5FA "O2'" "HO'2" SING N N 33 
5FA "C1'" "H1'"  SING N N 34 
5FA PA    O1A    DOUB N N 35 
5FA PA    O2A    SING N N 36 
5FA PA    O3A    SING N N 37 
5FA O2A   H2A    SING N N 38 
5FA O3A   PB     SING N N 39 
5FA PB    O1B    DOUB N N 40 
5FA PB    O2B    SING N N 41 
5FA PB    O3B    SING N N 42 
5FA O2B   H2B    SING N N 43 
5FA O3B   PG     SING N N 44 
5FA PG    O2G    DOUB N N 45 
5FA PG    O1G    SING N N 46 
5FA PG    O3G    SING N N 47 
5FA O1G   H1G    SING N N 48 
5FA O3G   PD     SING N N 49 
5FA PD    O1D    DOUB N N 50 
5FA PD    O2D    SING N N 51 
5FA PD    O3D    SING N N 52 
5FA O2D   H2D    SING N N 53 
5FA O3D   PE     SING N N 54 
5FA PE    O1E    DOUB N N 55 
5FA PE    O2E    SING N N 56 
5FA PE    O3E    SING N N 57 
5FA O2E   H2E    SING N N 58 
5FA O3E   H3E    SING N N 59 
# 
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 
5FA SMILES           ACDLabs              10.04 "O=P(O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" 
5FA InChI            InChI                1.02b 
;InChI=1/C10H18N5O19P5/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(30-10)1-29-36(21,22)32-38(25,26)34-39(27,28)33-37(23,24)31-35(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H,25,26)(H,27,28)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1/f/h18-19,21,23,25,27H,11H2
;
5FA InChIKey         InChI                1.02b WYJWVZZCMBUPSP-IMWCBHLSDC 
5FA SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)O[P@@](O)(=O)O[P@](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O" 
5FA SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O" 
5FA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(O)O[P@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O)O)N" 
5FA SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(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 
5FA "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-hydroxy{[(R)-hydroxy{[(R)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]oxy}phosphoryl]oxy}phosphoryl]adenosine"                                    
5FA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [hydroxy-[hydroxy-(hydroxy-phosphonooxy-phosphoryl)oxy-phosphoryl]oxy-phosphoryl] hydrogen phosphate" 
# 
