data_3GU # _chem_comp.id 3GU _chem_comp.name N6-cyclopentyladenosine _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H21 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-04-10 _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 335.358 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3GU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3GU8 _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 3GU C1 C1 C 0 1 N N N -24.027 5.063 -7.369 4.870 0.135 -0.297 C1 3GU 1 3GU N1 N1 N 0 1 Y N N -26.515 5.479 -10.105 2.563 -1.366 -0.807 N1 3GU 2 3GU C2 C2 C 0 1 Y N N -26.866 5.109 -11.349 1.515 -2.127 -1.064 C2 3GU 3 3GU N3 N3 N 0 1 Y N N -26.106 4.249 -12.041 0.278 -1.698 -0.924 N3 3GU 4 3GU C4 C4 C 0 1 Y N N -24.970 3.748 -11.495 0.034 -0.460 -0.510 C4 3GU 5 3GU C5 C5 C 0 1 Y N N -24.578 4.112 -10.212 1.115 0.391 -0.222 C5 3GU 6 3GU C6 C6 C 0 1 Y N N -25.398 5.006 -9.492 2.417 -0.113 -0.388 C6 3GU 7 3GU N6 N6 N 0 1 N N N -25.162 5.458 -8.213 3.521 0.677 -0.119 N6 3GU 8 3GU N7 N7 N 0 1 Y N N -23.405 3.455 -9.957 0.596 1.577 0.173 N7 3GU 9 3GU C8 C8 C 0 1 Y N N -23.111 2.707 -11.044 -0.703 1.512 0.147 C8 3GU 10 3GU N9 N9 N 0 1 Y N N -24.054 2.906 -11.984 -1.099 0.275 -0.268 N9 3GU 11 3GU "C1'" "C1'" C 0 1 N N R -24.150 2.259 -13.332 -2.481 -0.185 -0.426 "C1'" 3GU 12 3GU "C2'" "C2'" C 0 1 N N R -23.372 2.946 -14.444 -2.958 -0.929 0.848 "C2'" 3GU 13 3GU "O2'" "O2'" O 0 1 N N N -24.049 2.670 -15.678 -2.597 -2.310 0.797 "O2'" 3GU 14 3GU C21 C21 C 0 1 N N N -24.201 5.703 -5.995 5.868 1.278 -0.555 C21 3GU 15 3GU C22 C22 C 0 1 N N N -23.640 4.717 -4.973 6.900 1.229 0.590 C22 3GU 16 3GU C23 C23 C 0 1 N N N -23.927 3.346 -5.569 6.841 -0.235 1.092 C23 3GU 17 3GU C24 C24 C 0 1 N N N -24.191 3.573 -7.052 5.331 -0.568 0.996 C24 3GU 18 3GU "C3'" "C3'" C 0 1 N N S -22.051 2.225 -14.427 -4.495 -0.756 0.767 "C3'" 3GU 19 3GU "O3'" "O3'" O 0 1 N N N -21.358 2.319 -15.689 -5.100 -1.922 0.204 "O3'" 3GU 20 3GU "C4'" "C4'" C 0 1 N N R -22.459 0.807 -14.062 -4.690 0.457 -0.163 "C4'" 3GU 21 3GU "O4'" "O4'" O 0 1 N N N -23.616 0.937 -13.208 -3.384 0.938 -0.518 "O4'" 3GU 22 3GU "C5'" "C5'" C 0 1 N N N -21.366 0.064 -13.328 -5.468 1.553 0.569 "C5'" 3GU 23 3GU "O5'" "O5'" O 0 1 N N N -20.648 0.975 -12.483 -5.746 2.624 -0.336 "O5'" 3GU 24 3GU H1 H1 H 0 1 N N N -23.087 5.332 -7.873 4.883 -0.568 -1.130 H1 3GU 25 3GU H2 H2 H 0 1 N N N -27.766 5.507 -11.793 1.679 -3.139 -1.403 H2 3GU 26 3GU HN6 HN6 H 0 1 N N N -25.969 5.176 -7.695 3.401 1.590 0.186 HN6 3GU 27 3GU H8 H8 H 0 1 N N N -22.256 2.054 -11.143 -1.370 2.318 0.416 H8 3GU 28 3GU "H1'" "H1'" H 0 1 N N N -25.211 2.304 -13.618 -2.572 -0.827 -1.302 "H1'" 3GU 29 3GU "H2'" "H2'" H 0 1 N N N -23.269 4.035 -14.330 -2.560 -0.457 1.746 "H2'" 3GU 30 3GU "HO2'" "HO2'" H 0 0 N N N -23.585 3.087 -16.394 -2.874 -2.818 1.572 "HO2'" 3GU 31 3GU H21 H21 H 0 1 N N N -23.656 6.657 -5.946 6.365 1.129 -1.514 H21 3GU 32 3GU H21A H21A H 0 0 N N N -25.265 5.897 -5.795 5.348 2.236 -0.549 H21A 3GU 33 3GU H22 H22 H 0 1 N N N -22.560 4.868 -4.826 7.897 1.464 0.215 H22 3GU 34 3GU H22A H22A H 0 0 N N N -24.131 4.836 -3.996 6.619 1.918 1.386 H22A 3GU 35 3GU H23 H23 H 0 1 N N N -23.066 2.676 -5.428 7.423 -0.890 0.444 H23 3GU 36 3GU H23A H23A H 0 0 N N N -24.804 2.890 -5.086 7.187 -0.303 2.124 H23A 3GU 37 3GU H24 H24 H 0 1 N N N -25.215 3.254 -7.297 4.797 -0.170 1.859 H24 3GU 38 3GU H24A H24A H 0 0 N N N -23.475 2.988 -7.648 5.183 -1.645 0.919 H24A 3GU 39 3GU "H3'" "H3'" H 0 1 N N N -21.323 2.650 -13.721 -4.908 -0.553 1.755 "H3'" 3GU 40 3GU "HO3'" "HO3'" H 0 0 N N N -20.533 1.852 -15.633 -6.062 -1.868 0.130 "HO3'" 3GU 41 3GU "H4'" "H4'" H 0 1 N N N -22.666 0.228 -14.974 -5.230 0.152 -1.060 "H4'" 3GU 42 3GU "H5'" "H5'" H 0 1 N N N -21.813 -0.730 -12.713 -6.405 1.144 0.946 "H5'" 3GU 43 3GU "H5'A" "H5'A" H 0 0 N N N -20.673 -0.382 -14.057 -4.872 1.926 1.402 "H5'A" 3GU 44 3GU "HO5'" "HO5'" H 0 0 N N N -19.962 0.507 -12.023 -6.237 3.356 0.061 "HO5'" 3GU 45 # 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 3GU C1 N6 SING N N 1 3GU C1 C21 SING N N 2 3GU C1 C24 SING N N 3 3GU N1 C2 DOUB Y N 4 3GU N1 C6 SING Y N 5 3GU C2 N3 SING Y N 6 3GU N3 C4 DOUB Y N 7 3GU C4 C5 SING Y N 8 3GU C4 N9 SING Y N 9 3GU C5 C6 DOUB Y N 10 3GU C5 N7 SING Y N 11 3GU C6 N6 SING N N 12 3GU N7 C8 DOUB Y N 13 3GU C8 N9 SING Y N 14 3GU N9 "C1'" SING N N 15 3GU "C1'" "C2'" SING N N 16 3GU "C1'" "O4'" SING N N 17 3GU "C2'" "O2'" SING N N 18 3GU "C2'" "C3'" SING N N 19 3GU C21 C22 SING N N 20 3GU C22 C23 SING N N 21 3GU C23 C24 SING N N 22 3GU "C3'" "O3'" SING N N 23 3GU "C3'" "C4'" SING N N 24 3GU "C4'" "O4'" SING N N 25 3GU "C4'" "C5'" SING N N 26 3GU "C5'" "O5'" SING N N 27 3GU C1 H1 SING N N 28 3GU C2 H2 SING N N 29 3GU N6 HN6 SING N N 30 3GU C8 H8 SING N N 31 3GU "C1'" "H1'" SING N N 32 3GU "C2'" "H2'" SING N N 33 3GU "O2'" "HO2'" SING N N 34 3GU C21 H21 SING N N 35 3GU C21 H21A SING N N 36 3GU C22 H22 SING N N 37 3GU C22 H22A SING N N 38 3GU C23 H23 SING N N 39 3GU C23 H23A SING N N 40 3GU C24 H24 SING N N 41 3GU C24 H24A SING N N 42 3GU "C3'" "H3'" SING N N 43 3GU "O3'" "HO3'" SING N N 44 3GU "C4'" "H4'" SING N N 45 3GU "C5'" "H5'" SING N N 46 3GU "C5'" "H5'A" SING N N 47 3GU "O5'" "HO5'" SING N N 48 # 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 3GU SMILES ACDLabs 11.02 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CO)NC4CCCC4" 3GU SMILES_CANONICAL CACTVS 3.352 "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCC4)ncnc23" 3GU SMILES CACTVS 3.352 "OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(NC4CCCC4)ncnc23" 3GU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)NC4CCCC4" 3GU SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)O)NC4CCCC4" 3GU InChI InChI 1.03 "InChI=1S/C15H21N5O4/c21-5-9-11(22)12(23)15(24-9)20-7-18-10-13(16-6-17-14(10)20)19-8-3-1-2-4-8/h6-9,11-12,15,21-23H,1-5H2,(H,16,17,19)/t9-,11-,12-,15-/m1/s1" 3GU InChIKey InChI 1.03 SQMWSBKSHWARHU-SDBHATRESA-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 3GU "SYSTEMATIC NAME" ACDLabs 11.02 N-cyclopentyladenosine 3GU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,3R,4S,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3GU "Create component" 2009-04-10 RCSB 3GU "Modify aromatic_flag" 2011-06-04 RCSB 3GU "Modify descriptor" 2011-06-04 RCSB #