data_QUO
# 
_chem_comp.id                                    QUO 
_chem_comp.name                                  "2-AMINO-7-DEAZA-(2'',3''-DIHYDROXY-CYCLOPENTYLAMINO)-GUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C17 H26 N5 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               G 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-20 
_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                        491.390 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     QUO 
_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        1C0A 
_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 
QUO P      P    P 0 1 N N N 85.683 39.435 38.554 -2.199 -0.726 4.893  P      QUO 1  
QUO OP1    O1P  O 0 1 N N N 87.088 39.710 38.958 -3.090 0.097  4.045  OP1    QUO 2  
QUO OP2    O2P  O 0 1 N N N 85.138 38.046 38.641 -2.880 -2.162 5.150  OP2    QUO 3  
QUO OP3    O3P  O 0 1 N Y N 84.746 40.386 39.439 -1.963 0.015  6.302  OP3    QUO 4  
QUO "O5'"  O5*  O 0 1 N N N 85.504 39.990 37.073 -0.786 -0.928 4.149  "O5'"  QUO 5  
QUO "C5'"  C5*  C 0 1 N N N 84.694 39.303 36.111 -0.234 0.374  3.950  "C5'"  QUO 6  
QUO "C4'"  C4*  C 0 1 N N R 84.607 40.129 34.862 1.117  0.253  3.244  "C4'"  QUO 7  
QUO "O4'"  O4*  O 0 1 N N N 83.865 41.350 35.157 0.953  -0.360 1.947  "O4'"  QUO 8  
QUO "C1'"  C1*  C 0 1 N N R 84.603 42.446 34.674 2.129  0.014  1.197  "C1'"  QUO 9  
QUO N9     N9   N 0 1 Y N N 84.226 43.666 35.376 1.880  -0.113 -0.240 N9     QUO 10 
QUO C4     C4   C 0 1 Y N N 83.685 44.791 34.775 2.837  -0.354 -1.181 C4     QUO 11 
QUO N3     N3   N 0 1 N N N 83.381 44.934 33.467 4.165  -0.534 -1.124 N3     QUO 12 
QUO C2     C2   C 0 1 N N N 82.904 46.140 33.202 4.869  -0.756 -2.211 C2     QUO 13 
QUO N2     N2   N 0 1 N N N 82.567 46.453 31.948 6.225  -0.934 -2.099 N2     QUO 14 
QUO N1     N1   N 0 1 N N N 82.725 47.128 34.151 4.296  -0.811 -3.447 N1     QUO 15 
QUO C6     C6   C 0 1 N N N 83.024 46.996 35.506 2.961  -0.646 -3.586 C6     QUO 16 
QUO O6     O6   O 0 1 N N N 82.816 47.937 36.282 2.436  -0.697 -4.685 O6     QUO 17 
QUO C5     C5   C 0 1 Y N N 83.549 45.708 35.781 2.194  -0.406 -2.426 C5     QUO 18 
QUO C7     C7   C 0 1 Y N N 83.984 45.187 36.956 0.774  -0.177 -2.164 C7     QUO 19 
QUO C8     C8   C 0 1 Y N N 84.363 43.960 36.722 0.648  -0.008 -0.837 C8     QUO 20 
QUO C10    C10  C 0 1 N N N 84.465 46.082 38.018 -0.334 -0.137 -3.184 C10    QUO 21 
QUO N11    N11  N 0 1 N N N 83.573 46.761 38.955 -1.613 0.118  -2.508 N11    QUO 22 
QUO C12    C12  C 0 1 N N R 83.829 47.662 40.103 -2.644 0.144  -3.554 C12    QUO 23 
QUO C13    C13  C 0 1 N N S 84.642 48.903 39.743 -3.993 -0.319 -2.975 C13    QUO 24 
QUO O13    O13  O 0 1 N N N 85.081 49.550 40.923 -4.469 -1.459 -3.693 O13    QUO 25 
QUO C14    C14  C 0 1 N N R 83.606 49.720 38.976 -4.973 0.860  -3.145 C14    QUO 26 
QUO O14    O14  O 0 1 N N N 83.995 51.092 38.804 -6.278 0.384  -3.484 O14    QUO 27 
QUO C15    C15  C 0 1 N N N 82.318 49.511 39.777 -4.377 1.685  -4.312 C15    QUO 28 
QUO C16    C16  C 0 1 N N N 82.554 48.286 40.662 -2.853 1.588  -4.055 C16    QUO 29 
QUO "C2'"  C2*  C 0 1 N N R 86.050 42.025 34.865 2.383  1.492  1.569  "C2'"  QUO 30 
QUO "O2'"  O2*  O 0 1 N N N 86.896 42.822 34.065 3.784  1.756  1.672  "O2'"  QUO 31 
QUO "C3'"  C3*  C 0 1 N N S 85.971 40.600 34.353 1.699  1.653  2.947  "C3'"  QUO 32 
QUO "O3'"  O3*  O 0 1 N N N 85.949 40.719 32.948 2.657  2.018  3.943  "O3'"  QUO 33 
QUO HOP2   2HOP H 0 0 N N N 84.240 37.870 38.383 -3.722 -1.996 5.596  HOP2   QUO 34 
QUO HOP3   3HOP H 0 0 N N N 83.848 40.210 39.181 -1.379 -0.553 6.823  HOP3   QUO 35 
QUO "H5'"  1H5* H 0 1 N N N 85.059 38.268 35.910 -0.097 0.862  4.915  "H5'"  QUO 36 
QUO "H5''" 2H5* H 0 0 N N N 83.688 39.038 36.514 -0.913 0.967  3.337  "H5''" QUO 37 
QUO "H4'"  H4*  H 0 1 N N N 84.125 39.479 34.094 1.812  -0.325 3.852  "H4'"  QUO 38 
QUO "H1'"  H1*  H 0 1 N N N 84.412 42.692 33.603 2.979  -0.601 1.490  "H1'"  QUO 39 
QUO HN21   1HN2 H 0 0 N N N 82.199 47.382 31.743 6.649  -0.894 -1.227 HN21   QUO 40 
QUO HN22   2HN2 H 0 0 N N N 81.903 45.758 31.606 6.759  -1.103 -2.890 HN22   QUO 41 
QUO H1     H1   H 0 1 N N N 82.345 48.018 33.828 4.847  -0.977 -4.228 H1     QUO 42 
QUO H8     H8   H 0 1 N N N 84.732 43.292 37.518 -0.279 0.180  -0.319 H8     QUO 43 
QUO H101   1H10 H 0 0 N N N 85.209 45.512 38.621 -0.137 0.657  -3.903 H101   QUO 44 
QUO H102   2H10 H 0 0 N N N 85.096 46.863 37.534 -0.383 -1.094 -3.704 H102   QUO 45 
QUO H11    H11  H 0 1 N N N 83.000 46.012 39.345 -1.803 -0.688 -1.933 H11    QUO 46 
QUO H12    H12  H 0 1 N N N 84.354 46.983 40.814 -2.352 -0.499 -4.383 H12    QUO 47 
QUO H13    H13  H 0 1 N N N 85.572 48.717 39.157 -3.881 -0.564 -1.919 H13    QUO 48 
QUO HO13   HO13 H 0 0 N N N 85.586 50.322 40.699 -5.324 -1.695 -3.307 HO13   QUO 49 
QUO H14    H14  H 0 1 N N N 83.479 49.389 37.918 -5.011 1.458  -2.234 H14    QUO 50 
QUO HO14   HO14 H 0 0 N N N 83.350 51.600 38.326 -6.829 1.164  -3.634 HO14   QUO 51 
QUO H151   1H15 H 0 0 N N N 82.001 50.414 40.348 -4.712 2.721  -4.263 H151   QUO 52 
QUO H152   2H15 H 0 0 N N N 81.408 49.425 39.137 -4.636 1.239  -5.272 H152   QUO 53 
QUO H161   1H16 H 0 0 N N N 81.687 47.586 40.715 -2.548 2.304  -3.292 H161   QUO 54 
QUO H162   2H16 H 0 0 N N N 82.595 48.511 41.753 -2.299 1.755  -4.979 H162   QUO 55 
QUO "H2'"  H2*  H 0 1 N N N 86.456 42.123 35.898 1.923  2.154  0.835  "H2'"  QUO 56 
QUO "HO2'" HO2* H 0 0 N N N 87.800 42.558 34.184 3.875  2.673  1.965  "HO2'" QUO 57 
QUO "H3'"  H3*  H 0 1 N N N 86.791 39.912 34.665 0.902  2.395  2.895  "H3'"  QUO 58 
QUO "HO3'" HO3* H 0 0 N Y N 86.795 41.011 32.632 2.984  2.897  3.706  "HO3'" QUO 59 
# 
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 
QUO P     OP1    DOUB N N 1  
QUO P     OP2    SING N N 2  
QUO P     OP3    SING N N 3  
QUO P     "O5'"  SING N N 4  
QUO OP2   HOP2   SING N N 5  
QUO OP3   HOP3   SING N N 6  
QUO "O5'" "C5'"  SING N N 7  
QUO "C5'" "C4'"  SING N N 8  
QUO "C5'" "H5'"  SING N N 9  
QUO "C5'" "H5''" SING N N 10 
QUO "C4'" "O4'"  SING N N 11 
QUO "C4'" "C3'"  SING N N 12 
QUO "C4'" "H4'"  SING N N 13 
QUO "O4'" "C1'"  SING N N 14 
QUO "C1'" N9     SING N N 15 
QUO "C1'" "C2'"  SING N N 16 
QUO "C1'" "H1'"  SING N N 17 
QUO N9    C4     SING Y N 18 
QUO N9    C8     SING Y N 19 
QUO C4    N3     SING N N 20 
QUO C4    C5     DOUB Y N 21 
QUO N3    C2     DOUB N N 22 
QUO C2    N2     SING N N 23 
QUO C2    N1     SING N N 24 
QUO N2    HN21   SING N N 25 
QUO N2    HN22   SING N N 26 
QUO N1    C6     SING N N 27 
QUO N1    H1     SING N N 28 
QUO C6    O6     DOUB N N 29 
QUO C6    C5     SING N N 30 
QUO C5    C7     SING Y N 31 
QUO C7    C8     DOUB Y N 32 
QUO C7    C10    SING N N 33 
QUO C8    H8     SING N N 34 
QUO C10   N11    SING N N 35 
QUO C10   H101   SING N N 36 
QUO C10   H102   SING N N 37 
QUO N11   C12    SING N N 38 
QUO N11   H11    SING N N 39 
QUO C12   C13    SING N N 40 
QUO C12   C16    SING N N 41 
QUO C12   H12    SING N N 42 
QUO C13   O13    SING N N 43 
QUO C13   C14    SING N N 44 
QUO C13   H13    SING N N 45 
QUO O13   HO13   SING N N 46 
QUO C14   O14    SING N N 47 
QUO C14   C15    SING N N 48 
QUO C14   H14    SING N N 49 
QUO O14   HO14   SING N N 50 
QUO C15   C16    SING N N 51 
QUO C15   H151   SING N N 52 
QUO C15   H152   SING N N 53 
QUO C16   H161   SING N N 54 
QUO C16   H162   SING N N 55 
QUO "C2'" "O2'"  SING N N 56 
QUO "C2'" "C3'"  SING N N 57 
QUO "C2'" "H2'"  SING N N 58 
QUO "O2'" "HO2'" SING N N 59 
QUO "C3'" "O3'"  SING N N 60 
QUO "C3'" "H3'"  SING N N 61 
QUO "O3'" "HO3'" SING N N 62 
# 
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 
QUO SMILES           ACDLabs              10.04 "O=C1c2c(N=C(N)N1)n(cc2CNC3CCC(O)C3O)C4OC(C(O)C4O)COP(=O)(O)O" 
QUO InChI            InChI                1.02b 
"InChI=1/C17H26N5O10P/c18-17-20-14-10(15(27)21-17)6(3-19-7-1-2-8(23)11(7)24)4-22(14)16-13(26)12(25)9(32-16)5-31-33(28,29)30/h4,7-9,11-13,16,19,23-26H,1-3,5H2,(H2,28,29,30)(H3,18,20,21,27)/t7-,8-,9-,11+,12-,13-,16-/m1/s1/f/h21,28-29H,18H2" 
QUO InChIKey         InChI                1.02b VYTHZZVQRUCDCO-VXUMGIOGDA 
QUO SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cc(CN[C@@H]3CC[C@@H](O)[C@H]3O)c2C(=O)N1)[C@@H]4O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]4O" 
QUO SMILES           CACTVS               3.341 "NC1=Nc2n(cc(CN[CH]3CC[CH](O)[CH]3O)c2C(=O)N1)[CH]4O[CH](CO[P](O)(O)=O)[CH](O)[CH]4O" 
QUO 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[C@@H]4CC[C@H]([C@H]4O)O" 
QUO SMILES           "OpenEye OEToolkits" 1.5.0 "c1c(c2c(n1C3C(C(C(O3)COP(=O)(O)O)O)O)N=C(NC2=O)N)CNC4CCC(C4O)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 
QUO "SYSTEMATIC NAME" ACDLabs              10.04 "2-amino-5-({[(1R,2S,3R)-2,3-dihydroxycyclopentyl]amino}methyl)-7-(5-O-phosphono-beta-D-ribofuranosyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one"                            
QUO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-[2-amino-5-[[[(1R,2S,3R)-2,3-dihydroxycyclopentyl]amino]methyl]-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-7-yl]-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
