data_GSR # _chem_comp.id GSR _chem_comp.name "2'-DEOXY-N2-(R)STYRENE OXIDE GUANOSINE MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C18 H22 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2019-09-13 _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 467.370 _chem_comp.one_letter_code G _chem_comp.three_letter_code GSR _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 1AF1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 GSR P P P 0 1 N N N 4.001 8.859 14.504 0.548 0.747 -6.780 P GSR 1 GSR OP1 O1P O 0 1 N N N 4.977 7.821 14.901 -0.756 0.079 -6.985 OP1 GSR 2 GSR OP2 O2P O 0 1 N N N 3.993 10.172 15.191 0.504 2.220 -7.427 OP2 GSR 3 GSR OP3 O3P O 0 1 N Y N 4.150 9.123 12.919 1.709 -0.115 -7.488 OP3 GSR 4 GSR "O5'" O5* O 0 1 N N N 2.526 8.223 14.612 0.850 0.861 -5.203 "O5'" GSR 5 GSR "C5'" C5* C 0 1 N N N 1.386 8.991 14.225 0.877 -0.471 -4.690 "C5'" GSR 6 GSR "C4'" C4* C 0 1 N N R 0.098 8.176 14.291 1.161 -0.433 -3.187 "C4'" GSR 7 GSR "O4'" O4* O 0 1 N N N 0.135 7.074 13.360 0.073 0.197 -2.475 "O4'" GSR 8 GSR "C3'" C3* C 0 1 N N S -0.114 7.600 15.687 1.196 -1.868 -2.602 "C3'" GSR 9 GSR "O3'" O3* O 0 1 N N N -1.229 8.231 16.334 2.497 -2.444 -2.737 "O3'" GSR 10 GSR "C2'" C2* C 0 1 N N N -0.363 6.123 15.484 0.854 -1.620 -1.113 "C2'" GSR 11 GSR "C1'" C1* C 0 1 N N R -0.422 5.903 13.984 0.154 -0.246 -1.110 "C1'" GSR 12 GSR N9 N9 N 0 1 Y N N 0.307 4.680 13.583 -1.191 -0.374 -0.546 N9 GSR 13 GSR C8 C8 C 0 1 Y N N 1.638 4.439 13.492 -2.333 -0.652 -1.240 C8 GSR 14 GSR N7 N7 N 0 1 Y N N 2.006 3.263 13.099 -3.346 -0.690 -0.424 N7 GSR 15 GSR C5 C5 C 0 1 Y N N 0.774 2.631 12.901 -2.916 -0.441 0.836 C5 GSR 16 GSR C6 C6 C 0 1 N N N 0.479 1.310 12.467 -3.554 -0.357 2.096 C6 GSR 17 GSR O6 O6 O 0 1 N N N 1.263 0.412 12.155 -4.756 -0.528 2.200 O6 GSR 18 GSR N1 N1 N 0 1 N N N -0.893 1.089 12.408 -2.796 -0.087 3.182 N1 GSR 19 GSR C2 C2 C 0 1 N N N -1.860 2.022 12.725 -1.453 0.108 3.053 C2 GSR 20 GSR N2 N2 N 0 1 N N N -3.133 1.643 12.622 -0.710 0.386 4.173 N2 GSR 21 GSR N3 N3 N 0 1 N N N -1.586 3.259 13.133 -0.849 0.032 1.889 N3 GSR 22 GSR C4 C4 C 0 1 Y N N -0.265 3.496 13.199 -1.533 -0.235 0.771 C4 GSR 23 GSR CA CA C 0 1 N N R -4.209 2.621 12.968 0.735 0.593 4.060 CA GSR 24 GSR CB CB C 0 1 N N N -4.738 3.272 11.691 1.019 2.077 3.815 CB GSR 25 GSR OB OB O 0 1 N N N -5.887 4.060 11.988 0.511 2.845 4.908 OB GSR 26 GSR CJ CJ C 0 1 Y N N -5.327 1.922 13.718 1.407 0.157 5.336 CJ GSR 27 GSR CO CO C 0 1 Y N N -5.473 0.537 13.660 2.699 -0.333 5.304 CO GSR 28 GSR "CO'" "CO'" C 0 1 Y N N -6.216 2.678 14.488 0.733 0.252 6.539 "CO'" GSR 29 GSR CM CM C 0 1 Y N N -6.517 -0.089 14.371 3.315 -0.733 6.475 CM GSR 30 GSR "CM'" "CM'" C 0 1 Y N N -7.253 2.048 15.189 1.348 -0.151 7.709 "CM'" GSR 31 GSR CP CP C 0 1 Y N N -7.400 0.667 15.135 2.640 -0.643 7.677 CP GSR 32 GSR HOP2 2HOP H 0 0 N N N 3.366 10.838 14.936 0.321 2.107 -8.370 HOP2 GSR 33 GSR HOP3 3HOP H 0 0 N N N 3.523 9.789 12.664 2.540 0.353 -7.332 HOP3 GSR 34 GSR "H5'" 1H5* H 0 1 N N N 1.529 9.345 13.205 1.659 -1.039 -5.194 "H5'" GSR 35 GSR "H5''" 2H5* H 0 0 N N N 1.298 9.849 14.891 -0.087 -0.947 -4.865 "H5''" GSR 36 GSR "H4'" H4* H 0 1 N N N -0.744 8.822 14.041 2.099 0.084 -2.988 "H4'" GSR 37 GSR "H3'" H3* H 0 1 N N N 0.792 7.740 16.281 0.442 -2.499 -3.074 "H3'" GSR 38 GSR "HO3'" *HO3 H 0 0 N Y N -1.361 7.872 17.203 2.476 -3.293 -2.274 "HO3'" GSR 39 GSR "H2'" 1H2* H 0 1 N N N 0.454 5.547 15.917 1.763 -1.586 -0.513 "H2'" GSR 40 GSR "H2''" 2H2* H 0 0 N N N -1.309 5.834 15.942 0.179 -2.392 -0.742 "H2''" GSR 41 GSR "H1'" H1* H 0 1 N N N -1.467 5.807 13.684 0.736 0.464 -0.523 "H1'" GSR 42 GSR H8 H8 H 0 1 N N N 2.368 5.205 13.742 -2.388 -0.815 -2.306 H8 GSR 43 GSR H1 H1 H 0 1 N N N -1.178 0.168 12.115 -3.211 -0.024 4.057 H1 GSR 44 GSR H2 H2 H 0 1 N N N -3.368 0.709 12.314 -1.142 0.444 5.040 H2 GSR 45 GSR HA HA H 0 1 N N N -3.790 3.390 13.599 1.122 0.007 3.226 HA GSR 46 GSR HB1 1HB H 0 1 N N N -4.989 2.502 10.975 0.533 2.393 2.892 HB1 GSR 47 GSR HB2 2HB H 0 1 N N N -3.976 3.907 11.268 2.095 2.232 3.731 HB2 GSR 48 GSR HB HB H 0 1 N N N -6.218 3.787 12.842 0.711 3.772 4.714 HB GSR 49 GSR HO HO H 0 1 N N N -4.783 -0.050 13.072 3.226 -0.403 4.364 HO GSR 50 GSR "HO'" "HO'" H 0 1 N N N -6.094 3.753 14.540 -0.275 0.636 6.564 "HO'" GSR 51 GSR HM HM H 0 1 N N N -6.632 -1.158 14.329 4.324 -1.117 6.450 HM GSR 52 GSR "HM'" "HM'" H 0 1 N N N -7.933 2.635 15.778 0.820 -0.081 8.649 "HM'" GSR 53 GSR HP HP H 0 1 N N N -8.196 0.187 15.684 3.121 -0.956 8.592 HP GSR 54 # # 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 GSR P OP1 DOUB N N 1 GSR P OP2 SING N N 2 GSR P OP3 SING N N 3 GSR P "O5'" SING N N 4 GSR OP2 HOP2 SING N N 5 GSR OP3 HOP3 SING N N 6 GSR "O5'" "C5'" SING N N 7 GSR "C5'" "C4'" SING N N 8 GSR "C5'" "H5'" SING N N 9 GSR "C5'" "H5''" SING N N 10 GSR "C4'" "O4'" SING N N 11 GSR "C4'" "C3'" SING N N 12 GSR "C4'" "H4'" SING N N 13 GSR "O4'" "C1'" SING N N 14 GSR "C3'" "O3'" SING N N 15 GSR "C3'" "C2'" SING N N 16 GSR "C3'" "H3'" SING N N 17 GSR "O3'" "HO3'" SING N N 18 GSR "C2'" "C1'" SING N N 19 GSR "C2'" "H2'" SING N N 20 GSR "C2'" "H2''" SING N N 21 GSR "C1'" N9 SING N N 22 GSR "C1'" "H1'" SING N N 23 GSR N9 C8 SING Y N 24 GSR N9 C4 SING Y N 25 GSR C8 N7 DOUB Y N 26 GSR C8 H8 SING N N 27 GSR N7 C5 SING Y N 28 GSR C5 C6 SING N N 29 GSR C5 C4 DOUB Y N 30 GSR C6 O6 DOUB N N 31 GSR C6 N1 SING N N 32 GSR N1 C2 SING N N 33 GSR N1 H1 SING N N 34 GSR C2 N2 SING N N 35 GSR C2 N3 DOUB N N 36 GSR N2 CA SING N N 37 GSR N2 H2 SING N N 38 GSR N3 C4 SING N N 39 GSR CA CB SING N N 40 GSR CA CJ SING N N 41 GSR CA HA SING N N 42 GSR CB OB SING N N 43 GSR CB HB1 SING N N 44 GSR CB HB2 SING N N 45 GSR OB HB SING N N 46 GSR CJ CO DOUB Y N 47 GSR CJ "CO'" SING Y N 48 GSR CO CM SING Y N 49 GSR CO HO SING N N 50 GSR "CO'" "CM'" DOUB Y N 51 GSR "CO'" "HO'" SING N N 52 GSR CM CP DOUB Y N 53 GSR CM HM SING N N 54 GSR "CM'" CP SING Y N 55 GSR "CM'" "HM'" SING N N 56 GSR CP HP SING N N 57 # # 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 GSR SMILES ACDLabs 10.04 "O=C2c3ncn(c3N=C(NC(c1ccccc1)CO)N2)C4OC(C(O)C4)COP(=O)(O)O" GSR SMILES_CANONICAL CACTVS 3.341 "OC[C@H](NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)c4ccccc4" GSR SMILES CACTVS 3.341 "OC[CH](NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)c4ccccc4" GSR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)[C@H](CO)NC2=Nc3c(ncn3[C@H]4C[C@@H]([C@H](O4)COP(=O)(O)O)O)C(=O)N2" GSR SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(CO)NC2=Nc3c(ncn3C4CC(C(O4)COP(=O)(O)O)O)C(=O)N2" GSR InChI InChI 1.03 "InChI=1S/C18H22N5O8P/c24-7-11(10-4-2-1-3-5-10)20-18-21-16-15(17(26)22-18)19-9-23(16)14-6-12(25)13(31-14)8-30-32(27,28)29/h1-5,9,11-14,24-25H,6-8H2,(H2,27,28,29)(H2,20,21,22,26)/t11-,12-,13+,14+/m0/s1" GSR InChIKey InChI 1.03 PJRDXCSKOSXVOB-IGQOVBAYSA-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 GSR "SYSTEMATIC NAME" ACDLabs 10.04 "2'-deoxy-N-[(1R)-2-hydroxy-1-phenylethyl]guanosine 5'-(dihydrogen phosphate)" GSR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[2-[[(1R)-2-hydroxy-1-phenyl-ethyl]amino]-6-oxo-1H-purin-9-yl]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 GSR "Create component" 1999-07-08 EBI GSR "Modify descriptor" 2011-06-04 RCSB GSR "Modify internal type" 2019-09-13 PDBE 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