data_G36 # _chem_comp.id G36 _chem_comp.name "O6-ETHYL-2'-DEOXYGUANOSINE-5'-MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H18 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1994-01-31 _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 375.274 _chem_comp.one_letter_code G _chem_comp.three_letter_code G36 _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 128D _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 G36 P P P 0 1 N N N 24.937 21.171 17.237 -5.471 1.056 -0.301 P G36 1 G36 O1P O1P O 0 1 N N N 24.376 22.084 16.191 -5.014 2.075 0.669 O1P G36 2 G36 O2P O2P O 0 1 N N N 26.453 21.204 17.350 -6.142 1.785 -1.570 O2P G36 3 G36 O3P O3P O 0 1 N Y N 24.332 21.857 18.576 -6.556 0.095 0.400 O3P G36 4 G36 "O5'" O5* O 0 1 N N N 24.412 19.672 17.156 -4.213 0.178 -0.790 "O5'" G36 5 G36 "C5'" C5* C 0 1 N N N 23.889 18.974 18.342 -3.593 -0.346 0.386 "C5'" G36 6 G36 "C4'" C4* C 0 1 N N R 22.391 18.730 18.027 -2.383 -1.195 -0.009 "C4'" G36 7 G36 "O4'" O4* O 0 1 N N N 21.763 20.019 17.940 -1.312 -0.360 -0.506 "O4'" G36 8 G36 "C3'" C3* C 0 1 N N S 22.109 18.003 16.741 -1.765 -1.878 1.237 "C3'" G36 9 G36 "O3'" O3* O 0 1 N N N 21.207 16.871 16.794 -2.421 -3.116 1.519 "O3'" G36 10 G36 "C2'" C2* C 0 1 N N N 21.556 19.110 15.803 -0.304 -2.118 0.784 "C2'" G36 11 G36 CM2 CM2 C 0 1 N N N 20.143 26.137 15.053 7.383 2.653 0.703 CM2 G36 12 G36 "C1'" C1* C 0 1 N N R 20.840 19.994 16.781 -0.097 -1.116 -0.369 "C1'" G36 13 G36 N9 N9 N 0 1 Y N N 20.504 21.345 16.299 1.016 -0.217 -0.055 N9 G36 14 G36 C8 C8 C 0 1 Y N N 21.294 22.303 15.689 0.920 1.017 0.520 C8 G36 15 G36 N7 N7 N 0 1 Y N N 20.666 23.423 15.428 2.104 1.538 0.655 N7 G36 16 G36 C5 C5 C 0 1 Y N N 19.361 23.204 15.890 3.035 0.672 0.183 C5 G36 17 G36 C6 C6 C 0 1 Y N N 18.217 24.026 15.910 4.433 0.697 0.065 C6 G36 18 G36 O6 O6 O 0 1 N N N 18.002 25.261 15.441 5.144 1.767 0.494 O6 G36 19 G36 N1 N1 N 0 1 Y N N 17.099 23.435 16.446 5.044 -0.352 -0.469 N1 G36 20 G36 C2 C2 C 0 1 Y N N 17.115 22.196 16.955 4.357 -1.406 -0.892 C2 G36 21 G36 N2 N2 N 0 1 N N N 15.956 21.787 17.491 5.043 -2.476 -1.443 N2 G36 22 G36 C1M C1M C 0 1 N N N 18.699 26.385 15.562 6.520 1.477 0.240 C1M G36 23 G36 N3 N3 N 0 1 Y N N 18.176 21.378 16.982 3.038 -1.469 -0.806 N3 G36 24 G36 C4 C4 C 0 1 Y N N 19.256 21.940 16.419 2.347 -0.462 -0.283 C4 G36 25 G36 H2P H2P H 0 1 N N N 26.809 20.625 18.014 -6.889 2.299 -1.235 H2P G36 26 G36 H3P H3P H 0 1 N N N 24.688 21.278 19.240 -6.827 -0.553 -0.265 H3P G36 27 G36 "H5'1" 1H5* H 0 0 N N N 24.069 19.513 19.301 -4.308 -0.964 0.930 "H5'1" G36 28 G36 "H5'2" 2H5* H 0 0 N N N 24.452 18.050 18.610 -3.267 0.477 1.022 "H5'2" G36 29 G36 "H4'" H4* H 0 1 N N N 21.933 18.162 18.870 -2.665 -1.938 -0.755 "H4'" G36 30 G36 "H3'" H3* H 0 1 N N N 23.081 17.651 16.323 -1.800 -1.215 2.101 "H3'" G36 31 G36 HA HA H 0 1 N N N 21.029 16.412 15.982 -1.932 -3.532 2.242 HA G36 32 G36 "H2'1" 1H2* H 0 0 N N N 20.939 18.747 14.948 -0.178 -3.140 0.428 "H2'1" G36 33 G36 "H2'2" 2H2* H 0 0 N N N 22.317 19.620 15.167 0.388 -1.908 1.600 "H2'2" G36 34 G36 HM21 1HM2 H 0 0 N N N 20.728 27.081 15.155 8.433 2.431 0.510 HM21 G36 35 G36 HM22 2HM2 H 0 0 N N N 20.164 25.733 14.014 7.095 3.552 0.159 HM22 G36 36 G36 HM23 3HM2 H 0 0 N N N 20.632 25.276 15.565 7.236 2.812 1.772 HM23 G36 37 G36 "H1'" H1* H 0 1 N N N 19.897 19.486 17.091 0.111 -1.654 -1.294 "H1'" G36 38 G36 H8 H8 H 0 1 N N N 22.357 22.139 15.444 -0.003 1.491 0.818 H8 G36 39 G36 H2N1 1H2N H 0 0 N N N 15.968 20.844 17.879 6.010 -2.447 -1.514 H2N1 G36 40 G36 H2N2 2H2N H 0 0 N N N 15.148 22.410 17.470 4.557 -3.254 -1.757 H2N2 G36 41 G36 H1M1 1H1M H 0 0 N N N 18.678 26.789 16.601 6.667 1.318 -0.828 H1M1 G36 42 G36 H1M2 2H1M H 0 0 N N N 18.210 27.246 15.050 6.808 0.578 0.785 H1M2 G36 43 # 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 G36 P O1P DOUB N N 1 G36 P O2P SING N N 2 G36 P O3P SING N N 3 G36 P "O5'" SING N N 4 G36 O2P H2P SING N N 5 G36 O3P H3P SING N N 6 G36 "O5'" "C5'" SING N N 7 G36 "C5'" "C4'" SING N N 8 G36 "C5'" "H5'1" SING N N 9 G36 "C5'" "H5'2" SING N N 10 G36 "C4'" "O4'" SING N N 11 G36 "C4'" "C3'" SING N N 12 G36 "C4'" "H4'" SING N N 13 G36 "O4'" "C1'" SING N N 14 G36 "C3'" "O3'" SING N N 15 G36 "C3'" "C2'" SING N N 16 G36 "C3'" "H3'" SING N N 17 G36 "O3'" HA SING N N 18 G36 "C2'" "C1'" SING N N 19 G36 "C2'" "H2'1" SING N N 20 G36 "C2'" "H2'2" SING N N 21 G36 CM2 C1M SING N N 22 G36 CM2 HM21 SING N N 23 G36 CM2 HM22 SING N N 24 G36 CM2 HM23 SING N N 25 G36 "C1'" N9 SING N N 26 G36 "C1'" "H1'" SING N N 27 G36 N9 C8 SING Y N 28 G36 N9 C4 SING Y N 29 G36 C8 N7 DOUB Y N 30 G36 C8 H8 SING N N 31 G36 N7 C5 SING Y N 32 G36 C5 C6 DOUB Y N 33 G36 C5 C4 SING Y N 34 G36 C6 O6 SING N N 35 G36 C6 N1 SING Y N 36 G36 O6 C1M SING N N 37 G36 N1 C2 DOUB Y N 38 G36 C2 N2 SING N N 39 G36 C2 N3 SING Y N 40 G36 N2 H2N1 SING N N 41 G36 N2 H2N2 SING N N 42 G36 C1M H1M1 SING N N 43 G36 C1M H1M2 SING N N 44 G36 N3 C4 DOUB Y N 45 # 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 G36 SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1c2nc(nc1OCC)N)CC3O" G36 SMILES_CANONICAL CACTVS 3.341 "CCOc1nc(N)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" G36 SMILES CACTVS 3.341 "CCOc1nc(N)nc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" G36 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOc1c2c(nc(n1)N)n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O" G36 SMILES "OpenEye OEToolkits" 1.5.0 "CCOc1c2c(nc(n1)N)n(cn2)C3CC(C(O3)COP(=O)(O)O)O" G36 InChI InChI 1.03 "InChI=1S/C12H18N5O7P/c1-2-22-11-9-10(15-12(13)16-11)17(5-14-9)8-3-6(18)7(24-8)4-23-25(19,20)21/h5-8,18H,2-4H2,1H3,(H2,13,15,16)(H2,19,20,21)/t6-,7+,8+/m0/s1" G36 InChIKey InChI 1.03 WXGDGPAAUVLZNL-XLPZGREQSA-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 G36 "SYSTEMATIC NAME" ACDLabs 10.04 "9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-6-ethoxy-9H-purin-2-amine" G36 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-6-ethoxy-purin-9-yl)-3-hydroxy-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 G36 "Create component" 1994-01-31 RCSB G36 "Modify descriptor" 2011-06-04 RCSB #