data_PAJ
# 
_chem_comp.id                                    PAJ 
_chem_comp.name                                  "PANTOYL ADENYLATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H24 N5 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-11-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        477.363 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PAJ 
_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        1N2H 
_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 
PAJ P      P    P 0 1 N N R 33.600 36.293 43.936 0.914  0.771  2.414  P      PAJ 1  
PAJ O1P    O1P  O 0 1 N N N 34.931 35.931 43.518 2.256  0.657  3.028  O1P    PAJ 2  
PAJ O2P    O2P  O 0 1 N N N 33.281 37.729 44.154 0.660  2.294  1.958  O2P    PAJ 3  
PAJ "O5'"  O5*  O 0 1 N N N 32.610 35.636 42.820 0.828  -0.194 1.129  "O5'"  PAJ 4  
PAJ "C5'"  C5*  C 0 1 N N N 31.426 35.798 43.261 1.841  0.238  0.219  "C5'"  PAJ 5  
PAJ "C4'"  C4*  C 0 1 N N R 30.536 34.932 42.372 1.814  -0.643 -1.030 "C4'"  PAJ 6  
PAJ "O4'"  O4*  O 0 1 N N N 30.613 35.395 40.986 0.543  -0.516 -1.691 "O4'"  PAJ 7  
PAJ "C3'"  C3*  C 0 1 N N S 30.937 33.435 42.328 2.898  -0.180 -2.022 "C3'"  PAJ 8  
PAJ "O3'"  O3*  O 0 1 N N N 29.758 32.666 42.409 3.833  -1.230 -2.279 "O3'"  PAJ 9  
PAJ "C2'"  C2*  C 0 1 N N R 31.618 33.282 41.027 2.106  0.167  -3.310 "C2'"  PAJ 10 
PAJ "O2'"  O2*  O 0 1 N N N 31.668 31.945 40.496 2.802  -0.282 -4.474 "O2'"  PAJ 11 
PAJ "C1'"  C1*  C 0 1 N N R 30.878 34.271 40.153 0.792  -0.629 -3.108 "C1'"  PAJ 12 
PAJ N9     N9   N 0 1 Y N N 31.696 34.610 39.034 -0.302 -0.028 -3.874 N9     PAJ 13 
PAJ C8     C8   C 0 1 Y N N 32.948 35.153 38.961 -1.104 0.995  -3.466 C8     PAJ 14 
PAJ N7     N7   N 0 1 Y N N 33.449 35.347 37.772 -1.971 1.278  -4.394 N7     PAJ 15 
PAJ C5     C5   C 0 1 Y N N 32.460 34.903 36.952 -1.781 0.456  -5.454 C5     PAJ 16 
PAJ C6     C6   C 0 1 Y N N 32.340 34.826 35.534 -2.397 0.301  -6.707 C6     PAJ 17 
PAJ N6     N6   N 0 1 N N N 33.309 35.230 34.711 -3.458 1.107  -7.079 N6     PAJ 18 
PAJ N1     N1   N 0 1 Y N N 31.163 34.305 34.996 -1.937 -0.638 -7.527 N1     PAJ 19 
PAJ C2     C2   C 0 1 Y N N 30.123 33.869 35.815 -0.925 -1.411 -7.181 C2     PAJ 20 
PAJ N3     N3   N 0 1 Y N N 30.141 33.905 37.217 -0.317 -1.302 -6.018 N3     PAJ 21 
PAJ C4     C4   C 0 1 Y N N 31.346 34.435 37.709 -0.704 -0.388 -5.135 C4     PAJ 22 
PAJ O11    O11  O 0 1 N N N 33.118 33.193 45.012 0.415  1.936  4.881  O11    PAJ 23 
PAJ C11    C11  C 0 1 N N N 33.260 34.152 45.899 -0.320 1.008  4.644  C11    PAJ 24 
PAJ O12    O12  O 0 1 N N N 33.367 35.614 45.315 -0.205 0.338  3.487  O12    PAJ 25 
PAJ C12    C12  C 0 1 N N R 33.321 33.801 47.384 -1.368 0.603  5.648  C12    PAJ 26 
PAJ O13    O13  O 0 1 N N N 33.923 32.458 47.495 -1.292 1.460  6.789  O13    PAJ 27 
PAJ C13    C13  C 0 1 N N N 31.880 33.853 48.067 -1.127 -0.844 6.082  C13    PAJ 28 
PAJ C14    C14  C 0 1 N N N 31.207 35.256 47.900 0.259  -0.961 6.717  C14    PAJ 29 
PAJ C15    C15  C 0 1 N N N 30.947 32.699 47.494 -1.208 -1.762 4.861  C15    PAJ 30 
PAJ C16    C16  C 0 1 N N N 32.121 33.547 49.562 -2.191 -1.255 7.101  C16    PAJ 31 
PAJ O14    O14  O 0 1 N N N 32.989 34.512 50.154 -1.965 -2.607 7.506  O14    PAJ 32 
PAJ HOP2   2HOP H 0 0 N N N 32.403 37.967 44.429 -0.222 2.324  1.564  HOP2   PAJ 33 
PAJ "H5'1" 1H5* H 0 0 N N N 31.319 35.580 44.349 1.657  1.274  -0.063 "H5'1" PAJ 34 
PAJ "H5'2" 2H5* H 0 0 N N N 31.108 36.865 43.308 2.817  0.159  0.697  "H5'2" PAJ 35 
PAJ "H4'"  H4*  H 0 1 N N N 29.519 35.025 42.819 1.985  -1.684 -0.754 "H4'"  PAJ 36 
PAJ "H3'"  H3*  H 0 1 N N N 31.600 33.103 43.160 3.412  0.701  -1.641 "H3'"  PAJ 37 
PAJ H3T    H3T  H 0 1 N N N 30.003 31.748 42.382 4.447  -0.900 -2.949 H3T    PAJ 38 
PAJ "H2'"  H2*  H 0 1 N N N 32.711 33.486 41.105 1.906  1.237  -3.368 "H2'"  PAJ 39 
PAJ "HO'2" 2HO* H 0 0 N N N 32.106 31.846 39.658 3.606  0.250  -4.542 "HO'2" PAJ 40 
PAJ "H1'"  H1*  H 0 1 N N N 29.924 33.864 39.741 0.929  -1.673 -3.392 "H1'"  PAJ 41 
PAJ H8     H8   H 0 1 N N N 33.544 35.430 39.846 -1.032 1.497  -2.512 H8     PAJ 42 
PAJ H61    1H6  H 0 1 N N N 33.223 35.174 33.696 -3.876 0.990  -7.947 H61    PAJ 43 
PAJ H62    2H6  H 0 1 N N N 34.162 34.738 34.975 -3.785 1.790  -6.472 H62    PAJ 44 
PAJ H2     H2   H 0 1 N N N 29.223 33.467 35.319 -0.582 -2.163 -7.878 H2     PAJ 45 
PAJ H12    H12  H 0 1 N N N 33.941 34.551 47.927 -2.356 0.686  5.196  H12    PAJ 46 
PAJ H13    H13  H 0 1 N N N 33.960 32.239 48.418 -0.405 1.356  7.158  H13    PAJ 47 
PAJ H141   1H14 H 0 0 N N N 30.200 35.292 48.377 0.317  -0.307 7.587  H141   PAJ 48 
PAJ H142   2H14 H 0 0 N N N 31.866 36.070 48.281 0.432  -1.992 7.025  H142   PAJ 49 
PAJ H143   3H14 H 0 0 N N N 31.158 35.557 46.827 1.018  -0.668 5.990  H143   PAJ 50 
PAJ H151   1H15 H 0 0 N N N 29.940 32.735 47.971 -2.196 -1.678 4.408  H151   PAJ 51 
PAJ H152   2H15 H 0 0 N N N 30.879 32.735 46.381 -0.450 -1.469 4.134  H152   PAJ 52 
PAJ H153   3H15 H 0 0 N N N 31.419 31.694 47.599 -1.036 -2.793 5.169  H153   PAJ 53 
PAJ H161   1H16 H 0 0 N N N 31.160 33.461 50.122 -2.133 -0.601 7.971  H161   PAJ 54 
PAJ H162   2H16 H 0 0 N N N 32.499 32.509 49.711 -3.179 -1.172 6.649  H162   PAJ 55 
PAJ H14    H14  H 0 1 N N N 33.137 34.323 51.073 -2.656 -2.826 8.146  H14    PAJ 56 
# 
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 
PAJ P     O1P    DOUB N N 1  
PAJ P     O2P    SING N N 2  
PAJ P     "O5'"  SING N N 3  
PAJ P     O12    SING N N 4  
PAJ O2P   HOP2   SING N N 5  
PAJ "O5'" "C5'"  SING N N 6  
PAJ "C5'" "C4'"  SING N N 7  
PAJ "C5'" "H5'1" SING N N 8  
PAJ "C5'" "H5'2" SING N N 9  
PAJ "C4'" "O4'"  SING N N 10 
PAJ "C4'" "C3'"  SING N N 11 
PAJ "C4'" "H4'"  SING N N 12 
PAJ "O4'" "C1'"  SING N N 13 
PAJ "C3'" "O3'"  SING N N 14 
PAJ "C3'" "C2'"  SING N N 15 
PAJ "C3'" "H3'"  SING N N 16 
PAJ "O3'" H3T    SING N N 17 
PAJ "C2'" "O2'"  SING N N 18 
PAJ "C2'" "C1'"  SING N N 19 
PAJ "C2'" "H2'"  SING N N 20 
PAJ "O2'" "HO'2" SING N N 21 
PAJ "C1'" N9     SING N N 22 
PAJ "C1'" "H1'"  SING N N 23 
PAJ N9    C8     SING Y N 24 
PAJ N9    C4     SING Y N 25 
PAJ C8    N7     DOUB Y N 26 
PAJ C8    H8     SING N N 27 
PAJ N7    C5     SING Y N 28 
PAJ C5    C6     DOUB Y N 29 
PAJ C5    C4     SING Y N 30 
PAJ C6    N6     SING N N 31 
PAJ C6    N1     SING Y N 32 
PAJ N6    H61    SING N N 33 
PAJ N6    H62    SING N N 34 
PAJ N1    C2     DOUB Y N 35 
PAJ C2    N3     SING Y N 36 
PAJ C2    H2     SING N N 37 
PAJ N3    C4     DOUB Y N 38 
PAJ O11   C11    DOUB N N 39 
PAJ C11   O12    SING N N 40 
PAJ C11   C12    SING N N 41 
PAJ C12   O13    SING N N 42 
PAJ C12   C13    SING N N 43 
PAJ C12   H12    SING N N 44 
PAJ O13   H13    SING N N 45 
PAJ C13   C14    SING N N 46 
PAJ C13   C15    SING N N 47 
PAJ C13   C16    SING N N 48 
PAJ C14   H141   SING N N 49 
PAJ C14   H142   SING N N 50 
PAJ C14   H143   SING N N 51 
PAJ C15   H151   SING N N 52 
PAJ C15   H152   SING N N 53 
PAJ C15   H153   SING N N 54 
PAJ C16   O14    SING N N 55 
PAJ C16   H161   SING N N 56 
PAJ C16   H162   SING N N 57 
PAJ O14   H14    SING N N 58 
# 
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 
PAJ SMILES           ACDLabs              10.04 O=C(OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(O)C(C)(C)CO 
PAJ InChI            InChI                1.02b 
InChI=1/C16H24N5O10P/c1-16(2,4-22)11(25)15(26)31-32(27,28)29-3-7-9(23)10(24)14(30-7)21-6-20-8-12(17)18-5-19-13(8)21/h5-7,9-11,14,22-25H,3-4H2,1-2H3,(H,27,28)(H2,17,18,19)/t7-,9-,10-,11+,14-/m1/s1/f/h27H,17H2 
PAJ InChIKey         InChI                1.02b GDPVENOGSVMRJL-FPZAYXAVDJ 
PAJ SMILES_CANONICAL CACTVS               3.341 CC(C)(CO)[C@@H](O)C(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23 
PAJ SMILES           CACTVS               3.341 CC(C)(CO)[CH](O)C(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23 
PAJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(CO)[C@H](C(=O)O[P@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)O 
PAJ SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(CO)C(C(=O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)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 
PAJ "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-{[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]oxy}(hydroxy)phosphoryl]adenosine"                                                 
PAJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] (2R)-2,4-dihydroxy-3,3-dimethyl-butanoate" 
# 
