data_PQ1
# 
_chem_comp.id                                    PQ1 
_chem_comp.name                                  "PHOSPHORIC ACID MONO-[5-(2-AMINO-5-AMINOMETHYL-4-OXO-3,5-DIHYDRO-4H-PYRIDO[2,3-D]PYRIMIDIN-8-YL)-3,4-DIHYDROXY-TETRAHYDRO-FURAN-2-YLMETHYL] ESTER" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H18 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-08-05 
_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                        391.274 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     PQ1 
_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        1Q2S 
_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 
PQ1 P      P    P 0 1 N N N 59.172 -4.193  38.375 6.145  3.523  -0.251 P      PQ1 1  
PQ1 OP3    O3P  O 0 1 N Y N 59.100 -3.636  36.991 6.456  2.538  -1.495 OP3    PQ1 2  
PQ1 OP2    O2P  O 0 1 N N N 60.499 -4.565  38.944 6.843  2.773  1.000  OP2    PQ1 3  
PQ1 "O5'"  O5*  O 0 1 N N N 58.213 -5.460  38.508 4.566  3.301  0.029  "O5'"  PQ1 4  
PQ1 "C5'"  C5*  C 0 1 N N N 57.920 -6.282  37.386 4.092  1.980  0.223  "C5'"  PQ1 5  
PQ1 "C4'"  C4*  C 0 1 N N R 58.306 -7.706  37.680 2.595  2.031  0.465  "C4'"  PQ1 6  
PQ1 "O4'"  O4*  O 0 1 N N N 57.536 -8.153  38.825 1.933  2.574  -0.689 "O4'"  PQ1 7  
PQ1 "C1'"  C1*  C 0 1 N N R 56.527 -9.069  38.426 0.622  1.976  -0.784 "C1'"  PQ1 8  
PQ1 N9     N9   N 0 1 Y N N 55.235 -8.537  38.885 0.424  1.450  -2.136 N9     PQ1 9  
PQ1 C4     C4   C 0 1 Y N N 53.964 -9.122  38.744 -0.760 1.413  -2.826 C4     PQ1 10 
PQ1 N3     N3   N 0 1 N N N 53.676 -10.277 38.095 -1.931 1.876  -2.325 N3     PQ1 11 
PQ1 C2     C2   C 0 1 N N N 52.381 -10.571 38.142 -2.944 1.745  -3.150 C2     PQ1 12 
PQ1 N2     N2   N 0 1 N N N 51.916 -11.659 37.513 -4.210 2.156  -2.819 N2     PQ1 13 
PQ1 N1     N1   N 0 1 N N N 51.447 -9.817  38.799 -2.810 1.174  -4.433 N1     PQ1 14 
PQ1 C6     C6   C 0 1 N N N 51.713 -8.641  39.488 -1.615 0.688  -4.978 C6     PQ1 15 
PQ1 O6     O6   O 0 1 N N N 50.782 -8.056  40.076 -1.507 0.194  -6.094 O6     PQ1 16 
PQ1 C5     C5   C 0 1 Y N N 53.120 -8.278  39.418 -0.516 0.841  -4.057 C5     PQ1 17 
PQ1 C7     C7   C 0 1 Y N N 53.772 -7.193  39.934 0.856  0.518  -4.123 C7     PQ1 18 
PQ1 C8     C8   C 0 1 Y N N 55.058 -7.341  39.601 1.415  0.905  -2.922 C8     PQ1 19 
PQ1 C10    C10  C 0 1 N N N 53.158 -6.041  40.735 1.571  -0.110 -5.250 C10    PQ1 20 
PQ1 N11    N11  N 0 1 N N N 54.233 -5.234  41.358 2.103  0.854  -6.189 N11    PQ1 21 
PQ1 "C2'"  C2*  C 0 1 N N R 56.669 -9.363  36.924 0.518  0.913  0.310  "C2'"  PQ1 22 
PQ1 "O2'"  O2*  O 0 1 N N N 56.789 -10.769 36.791 -0.210 1.445  1.415  "O2'"  PQ1 23 
PQ1 "C3'"  C3*  C 0 1 N N S 57.990 -8.678  36.564 1.969  0.663  0.677  "C3'"  PQ1 24 
PQ1 "O3'"  O3*  O 0 1 N N N 59.073 -9.323  35.889 2.143  0.197  1.998  "O3'"  PQ1 25 
PQ1 OP1    O1P  O 0 1 N N N ?      ?       ?      6.560  4.952  -0.444 OP1    PQ1 26 
PQ1 HOP3   3HOP H 0 0 N N N 58.254 -3.399  36.628 7.351  2.548  -1.896 HOP3   PQ1 27 
PQ1 HOP2   2HOP H 0 0 N N N 60.544 -4.919  39.824 7.814  2.842  1.113  HOP2   PQ1 28 
PQ1 "H5'"  1H5* H 0 1 N N N 56.854 -6.193  37.069 4.308  1.388  -0.668 "H5'"  PQ1 29 
PQ1 "H5''" 2H5* H 0 0 N N N 58.398 -5.902  36.452 4.597  1.541  1.085  "H5''" PQ1 30 
PQ1 "H4'"  H4*  H 0 1 N N N 59.409 -7.701  37.838 2.399  2.693  1.317  "H4'"  PQ1 31 
PQ1 "H1'"  H1*  H 0 1 N N N 56.620 -10.074 38.899 -0.125 2.769  -0.673 "H1'"  PQ1 32 
PQ1 HN21   1HN2 H 0 0 N N N 50.921 -11.884 37.549 -4.951 1.498  -2.888 HN21   PQ1 33 
PQ1 HN22   2HN2 H 0 0 N N N 52.442 -12.469 37.839 -4.337 3.096  -2.524 HN22   PQ1 34 
PQ1 HN1    HN1  H 0 1 N N N 50.485 -10.155 38.773 -3.645 1.111  -5.008 HN1    PQ1 35 
PQ1 H8     H8   H 0 1 N N N 55.835 -6.606  39.869 2.432  0.840  -2.558 H8     PQ1 36 
PQ1 H101   1H10 H 0 0 N N N 52.472 -5.418  40.114 2.424  -0.723 -4.906 H101   PQ1 37 
PQ1 H102   2H10 H 0 0 N N N 52.415 -6.400  41.485 0.923  -0.791 -5.830 H102   PQ1 38 
PQ1 H111   1H11 H 0 0 N N N 53.824 -4.466  41.891 2.925  0.615  -6.712 H111   PQ1 39 
PQ1 H112   2H11 H 0 0 N N N 54.912 -4.904  40.671 1.770  1.800  -6.149 H112   PQ1 40 
PQ1 H1     H1   H 0 1 N N N 55.825 -9.014  36.284 -0.000 0.001  -0.003 H1     PQ1 41 
PQ1 "H2'"  H2*  H 0 1 N N N 56.876 -10.950 35.862 -1.062 1.768  1.071  "H2'"  PQ1 42 
PQ1 "H3'"  H3*  H 0 1 N N N 57.788 -8.178  35.587 2.403  -0.065 -0.019 "H3'"  PQ1 43 
PQ1 H2     H2   H 0 1 N N N 58.874 -9.933  35.188 3.003  0.531  2.294  H2     PQ1 44 
# 
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 
PQ1 P     OP3    SING N N 1  
PQ1 P     OP2    SING N N 2  
PQ1 P     "O5'"  SING N N 3  
PQ1 P     OP1    DOUB N N 4  
PQ1 OP3   HOP3   SING N N 5  
PQ1 OP2   HOP2   SING N N 6  
PQ1 "O5'" "C5'"  SING N N 7  
PQ1 "C5'" "C4'"  SING N N 8  
PQ1 "C5'" "H5'"  SING N N 9  
PQ1 "C5'" "H5''" SING N N 10 
PQ1 "C4'" "O4'"  SING N N 11 
PQ1 "C4'" "C3'"  SING N N 12 
PQ1 "C4'" "H4'"  SING N N 13 
PQ1 "O4'" "C1'"  SING N N 14 
PQ1 "C1'" N9     SING N N 15 
PQ1 "C1'" "C2'"  SING N N 16 
PQ1 "C1'" "H1'"  SING N N 17 
PQ1 N9    C4     SING Y N 18 
PQ1 N9    C8     SING Y N 19 
PQ1 C4    N3     SING N N 20 
PQ1 C4    C5     DOUB Y N 21 
PQ1 N3    C2     DOUB N N 22 
PQ1 C2    N2     SING N N 23 
PQ1 C2    N1     SING N N 24 
PQ1 N2    HN21   SING N N 25 
PQ1 N2    HN22   SING N N 26 
PQ1 N1    C6     SING N N 27 
PQ1 N1    HN1    SING N N 28 
PQ1 C6    O6     DOUB N N 29 
PQ1 C6    C5     SING N N 30 
PQ1 C5    C7     SING Y N 31 
PQ1 C7    C8     DOUB Y N 32 
PQ1 C7    C10    SING N N 33 
PQ1 C8    H8     SING N N 34 
PQ1 C10   N11    SING N N 35 
PQ1 C10   H101   SING N N 36 
PQ1 C10   H102   SING N N 37 
PQ1 N11   H111   SING N N 38 
PQ1 N11   H112   SING N N 39 
PQ1 "C2'" "O2'"  SING N N 40 
PQ1 "C2'" "C3'"  SING N N 41 
PQ1 "C2'" H1     SING N N 42 
PQ1 "O2'" "H2'"  SING N N 43 
PQ1 "C3'" "O3'"  SING N N 44 
PQ1 "C3'" "H3'"  SING N N 45 
PQ1 "O3'" H2     SING N N 46 
# 
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 
PQ1 SMILES           ACDLabs              10.04 "O=C1c2c(N=C(N)N1)n(cc2CN)C3OC(C(O)C3O)COP(=O)(O)O"                                                                                                                                                
PQ1 InChI            InChI                1.02b "InChI=1/C12H18N5O8P/c13-1-4-2-17(9-6(4)10(20)16-12(14)15-9)11-8(19)7(18)5(25-11)3-24-26(21,22)23/h2,5,7-8,11,18-19H,1,3,13H2,(H2,21,22,23)(H3,14,15,16,20)/t5-,7-,8-,11-/m1/s1/f/h16,21-22H,14H2" 
PQ1 InChIKey         InChI                1.02b GIQSPNMTDJCDKB-QEJYKGOWDA                                                                                                                                                                          
PQ1 SMILES_CANONICAL CACTVS               3.341 "NCc1cn([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)c3N=C(N)NC(=O)c13"                                                                                                                            
PQ1 SMILES           CACTVS               3.341 "NCc1cn([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)c3N=C(N)NC(=O)c13"                                                                                                                                  
PQ1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(c2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N=C(NC2=O)N)CN"                                                                                                                            
PQ1 SMILES           "OpenEye OEToolkits" 1.5.0 "c1c(c2c(n1C3C(C(C(O3)COP(=O)(O)O)O)O)N=C(NC2=O)N)CN"                                                                                                                                              
# 
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 
PQ1 "SYSTEMATIC NAME" ACDLabs              10.04 "2-amino-5-(aminomethyl)-7-(5-O-phosphono-beta-D-ribofuranosyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one"                            
PQ1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-[2-amino-5-(aminomethyl)-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-7-yl]-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
