data_EHG # _chem_comp.id EHG _chem_comp.name "9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-6-(2-hydroxyethoxy)-9H-purin-2-amine" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H18 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 2012-04-27 _chem_comp.pdbx_modified_date 2012-06-15 _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 391.274 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EHG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4ENJ _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 EHG OP2 O2P O 0 1 N N N 23.514 -27.930 5.703 7.068 0.437 -0.054 OP2 EHG 1 EHG P P P 0 1 N N N 24.984 -27.776 6.267 5.773 1.289 0.380 P EHG 2 EHG OP1 O1P O 0 1 N N N 25.395 -26.309 6.642 5.514 2.341 -0.629 OP1 EHG 3 EHG "O5'" "O5'" O 0 1 N N N 25.973 -28.422 5.261 4.496 0.314 0.477 "O5'" EHG 4 EHG "C5'" "C5'" C 0 1 N N N 27.350 -28.156 5.286 3.944 -0.361 -0.656 "C5'" EHG 5 EHG "C4'" "C4'" C 0 1 N N R 27.872 -27.561 4.092 2.744 -1.201 -0.214 "C4'" EHG 6 EHG "C3'" "C3'" C 0 1 N N S 29.290 -27.230 4.234 2.208 -2.037 -1.397 "C3'" EHG 7 EHG "O3'" "O3'" O 0 1 N N N 29.912 -27.470 3.034 2.708 -3.374 -1.334 "O3'" EHG 8 EHG "C2'" "C2'" C 0 1 N N N 29.277 -25.801 4.548 0.675 -2.023 -1.202 "C2'" EHG 9 EHG "O4'" "O4'" O 0 1 N N N 27.160 -26.310 3.895 1.643 -0.347 0.164 "O4'" EHG 10 EHG "C1'" "C1'" C 0 1 N N R 28.118 -25.318 3.755 0.467 -1.180 0.076 "C1'" EHG 11 EHG N9 N9 N 0 1 Y N N 27.522 -24.109 4.197 -0.736 -0.354 -0.049 N9 EHG 12 EHG C8 C8 C 0 1 Y N N 26.404 -24.078 4.946 -0.792 0.925 -0.521 C8 EHG 13 EHG N7 N7 N 0 1 Y N N 26.066 -22.776 5.197 -2.019 1.357 -0.493 N7 EHG 14 EHG C5 C5 C 0 1 Y N N 27.019 -21.972 4.556 -2.827 0.385 -0.002 C5 EHG 15 EHG C4 C4 C 0 1 Y N N 27.926 -22.783 3.924 -2.014 -0.725 0.283 C4 EHG 16 EHG C6 C6 C 0 1 Y N N 27.191 -20.546 4.454 -4.205 0.284 0.250 C6 EHG 17 EHG N1 N1 N 0 1 Y N N 28.217 -20.043 3.761 -4.677 -0.850 0.750 N1 EHG 18 EHG C2 C2 C 0 1 Y N N 29.104 -20.846 3.149 -3.873 -1.873 1.010 C2 EHG 19 EHG N2 N2 N 0 1 N N N 30.184 -20.238 2.442 -4.419 -3.038 1.524 N2 EHG 20 EHG N3 N3 N 0 1 Y N N 28.982 -22.205 3.216 -2.572 -1.826 0.776 N3 EHG 21 EHG O6 O6 O 0 1 N N N 26.294 -19.732 5.113 -5.033 1.323 -0.012 O6 EHG 22 EHG C1X C1X C 0 1 N N N 26.343 -18.351 4.938 -6.421 1.135 0.275 C1X EHG 23 EHG C2X C2X C 0 1 N N N 25.009 -17.601 4.936 -7.193 2.406 -0.083 C2X EHG 24 EHG OX OX O 0 1 N N N 24.184 -17.727 6.008 -7.124 2.624 -1.494 OX EHG 25 EHG HOP2 HOP2 H 0 0 N N N 23.093 -27.079 5.678 7.297 -0.272 0.562 HOP2 EHG 26 EHG "H5'" "H5'" H 0 1 N Y N 27.878 -29.106 5.453 3.620 0.374 -1.394 "H5'" EHG 27 EHG "H5''" "H5''" H 0 0 N N N 27.551 -27.472 6.124 4.700 -1.010 -1.096 "H5''" EHG 28 EHG "H4'" "H4'" H 0 1 N N N 27.722 -28.227 3.229 3.023 -1.852 0.615 "H4'" EHG 29 EHG "H3'" "H3'" H 0 1 N N N 29.742 -27.804 5.056 2.476 -1.572 -2.346 "H3'" EHG 30 EHG "HO3'" "HO3'" H 0 0 N N N 30.836 -27.260 3.108 2.402 -3.943 -2.054 "HO3'" EHG 31 EHG "H2'" "H2'" H 0 1 N N N 30.210 -25.314 4.229 0.186 -1.551 -2.055 "H2'" EHG 32 EHG "H2''" "H2''" H 0 0 N N N 29.124 -25.630 5.624 0.299 -3.036 -1.060 "H2''" EHG 33 EHG "H1'" "H1'" H 0 1 N N N 28.420 -25.223 2.702 0.393 -1.827 0.950 "H1'" EHG 34 EHG H8 H8 H 0 1 N N N 25.860 -24.944 5.294 0.058 1.495 -0.867 H8 EHG 35 EHG H21 H21 H 0 1 N N N 30.768 -20.949 2.049 -3.849 -3.801 1.707 H21 EHG 36 EHG H22 H22 H 0 1 N N N 29.821 -19.663 1.709 -5.371 -3.091 1.702 H22 EHG 37 EHG H1X1 H1X1 H 0 0 N N N 26.834 -18.156 3.973 -6.803 0.300 -0.313 H1X1 EHG 38 EHG H1X2 H1X2 H 0 0 N N N 26.956 -17.935 5.752 -6.547 0.920 1.336 H1X2 EHG 39 EHG H2X2 H2X2 H 0 0 N N N 25.240 -16.531 4.831 -8.235 2.295 0.217 H2X2 EHG 40 EHG H2X1 H2X1 H 0 0 N N N 24.447 -17.943 4.054 -6.753 3.257 0.438 H2X1 EHG 41 EHG HOX HOX H 0 1 N N N 23.400 -17.209 5.867 -7.593 3.415 -1.793 HOX EHG 42 EHG OP3 O3P O 0 1 N Y N ? ? ? 6.036 1.973 1.813 OP3 EHG 43 EHG HOP3 HOP3 H 0 0 N Y N ? ? ? 6.793 2.575 1.829 HOP3 EHG 44 # 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 EHG N2 C2 SING N N 1 EHG "O3'" "C3'" SING N N 2 EHG C2 N3 DOUB Y N 3 EHG C2 N1 SING Y N 4 EHG N3 C4 SING Y N 5 EHG "C1'" "O4'" SING N N 6 EHG "C1'" N9 SING N N 7 EHG "C1'" "C2'" SING N N 8 EHG N1 C6 DOUB Y N 9 EHG "O4'" "C4'" SING N N 10 EHG C4 N9 SING Y N 11 EHG C4 C5 DOUB Y N 12 EHG "C4'" "C3'" SING N N 13 EHG "C4'" "C5'" SING N N 14 EHG N9 C8 SING Y N 15 EHG "C3'" "C2'" SING N N 16 EHG C6 C5 SING Y N 17 EHG C6 O6 SING N N 18 EHG C5 N7 SING Y N 19 EHG C2X C1X SING N N 20 EHG C2X OX SING N N 21 EHG C1X O6 SING N N 22 EHG C8 N7 DOUB Y N 23 EHG "O5'" "C5'" SING N N 24 EHG "O5'" P SING N N 25 EHG OP2 P SING N N 26 EHG P OP1 DOUB N N 27 EHG OP2 HOP2 SING N N 28 EHG "C5'" "H5'" SING N N 29 EHG "C5'" "H5''" SING N N 30 EHG "C4'" "H4'" SING N N 31 EHG "C3'" "H3'" SING N N 32 EHG "O3'" "HO3'" SING N N 33 EHG "C2'" "H2'" SING N N 34 EHG "C2'" "H2''" SING N N 35 EHG "C1'" "H1'" SING N N 36 EHG C8 H8 SING N N 37 EHG N2 H21 SING N N 38 EHG N2 H22 SING N N 39 EHG C1X H1X1 SING N N 40 EHG C1X H1X2 SING N N 41 EHG C2X H2X2 SING N N 42 EHG C2X H2X1 SING N N 43 EHG OX HOX SING N N 44 EHG P OP3 SING N N 45 EHG OP3 HOP3 SING N N 46 # 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 EHG SMILES ACDLabs 12.01 "O=P(O)(O)OCC3OC(n2cnc1c2nc(nc1OCCO)N)CC3O" EHG InChI InChI 1.03 "InChI=1S/C12H18N5O8P/c13-12-15-10-9(11(16-12)23-2-1-18)14-5-17(10)8-3-6(19)7(25-8)4-24-26(20,21)22/h5-8,18-19H,1-4H2,(H2,13,15,16)(H2,20,21,22)/t6-,7+,8+/m0/s1" EHG InChIKey InChI 1.03 LGYJNJBQWIFPAM-XLPZGREQSA-N EHG SMILES_CANONICAL CACTVS 3.370 "Nc1nc(OCCO)c2ncn([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)c2n1" EHG SMILES CACTVS 3.370 "Nc1nc(OCCO)c2ncn([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)c2n1" EHG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)nc(nc2OCCO)N" EHG SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)O)O)nc(nc2OCCO)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 EHG "SYSTEMATIC NAME" ACDLabs 12.01 "9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-6-(2-hydroxyethoxy)-9H-purin-2-amine" EHG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,5R)-5-[2-azanyl-6-(2-hydroxyethyloxy)purin-9-yl]-3-oxidanyl-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 EHG "Create component" 2012-04-27 RCSB EHG "Modify atom id" 2012-04-28 RCSB #