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 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 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 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" QUO InChI InChI 1.03 "InChI=1S/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" QUO InChIKey InChI 1.03 VYTHZZVQRUCDCO-LXGXKJLISA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QUO "Create component" 1999-07-20 RCSB QUO "Modify descriptor" 2011-06-04 RCSB #