data_G2M # _chem_comp.id G2M _chem_comp.name "2'-deoxy-5'-O-[(S)-hydroxy{[(S)-hydroxy(1-methyl-1-phosphonoethyl)phosphoryl]oxy}phosphoryl]guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H22 N5 O12 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-14 _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 533.261 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G2M _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 3JPR _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 G2M N1 N1 N 0 1 N N N 9.554 8.887 8.054 -7.881 2.226 0.151 N1 G2M 1 G2M C2 C2 C 0 1 N N N 8.287 8.992 7.519 -7.462 1.538 1.251 C2 G2M 2 G2M N2 N2 N 0 1 N N N 8.178 9.562 6.306 -8.211 1.596 2.399 N2 G2M 3 G2M N3 N3 N 0 1 N N N 7.205 8.585 8.132 -6.360 0.822 1.243 N3 G2M 4 G2M C4 C4 C 0 1 Y N N 7.473 8.092 9.356 -5.598 0.737 0.146 C4 G2M 5 G2M C5 C5 C 0 1 Y N N 8.686 7.969 9.992 -5.975 1.420 -1.015 C5 G2M 6 G2M C6 C6 C 0 1 N N N 9.848 8.373 9.313 -7.163 2.188 -0.993 C6 G2M 7 G2M O6 O6 O 0 1 N N N 11.016 8.307 9.692 -7.530 2.799 -1.982 O6 G2M 8 G2M N7 N7 N 0 1 Y N N 8.526 7.426 11.260 -5.036 1.161 -1.957 N7 G2M 9 G2M C8 C8 C 0 1 Y N N 7.243 7.214 11.359 -4.126 0.379 -1.455 C8 G2M 10 G2M N9 N9 N 0 1 Y N N 6.552 7.570 10.222 -4.431 0.089 -0.157 N9 G2M 11 G2M PA PA P 0 1 N N N 4.985 5.068 14.565 1.975 -1.845 -0.549 PA G2M 12 G2M PB PB P 0 1 N N N 4.038 2.645 13.721 4.338 -0.060 -0.423 PB G2M 13 G2M PG PG P 0 1 N N N 3.950 1.120 16.497 6.537 1.797 0.337 PG G2M 14 G2M "C1'" "C1'" C 0 1 N N R 5.134 7.380 9.937 -3.651 -0.761 0.747 "C1'" G2M 15 G2M O1A O1A O 0 1 N N N 3.894 5.011 15.564 1.835 -1.618 -2.005 O1A G2M 16 G2M O1B O1B O 0 1 N N N 4.118 1.956 12.147 4.085 0.701 -1.819 O1B G2M 17 G2M O1G O1G O 0 1 N N N 3.474 2.715 16.930 6.983 2.948 1.370 O1G G2M 18 G2M "C2'" "C2'" C 0 1 N N N 4.833 5.933 9.540 -4.210 -2.197 0.728 "C2'" G2M 19 G2M O2A O2A O 0 1 N N N 6.606 5.256 15.110 2.581 -3.315 -0.292 O2A G2M 20 G2M O2B O2B O 0 1 N N N 2.720 2.996 14.299 5.366 -1.107 -0.611 O2B G2M 21 G2M O2G O2G O 0 1 N N N 4.992 0.238 17.543 7.625 0.610 0.354 O2G G2M 22 G2M "C3'" "C3'" C 0 1 N N S 4.412 5.325 10.862 -3.009 -3.065 0.280 "C3'" G2M 23 G2M "O3'" "O3'" O 0 1 N N N 3.587 4.165 10.662 -2.951 -4.281 1.029 "O3'" G2M 24 G2M O3A O3A O 0 1 N N N 4.916 3.873 13.651 2.965 -0.739 0.074 O3A G2M 25 G2M C3B C3B C 0 1 N N N 4.823 1.369 14.859 4.910 1.137 0.828 C3B G2M 26 G2M C3B2 2C3B C 0 0 N N N 6.235 1.842 15.175 3.904 2.285 0.932 2C3B G2M 27 G2M C3B3 3C3B C 0 0 N N N 4.837 0.020 14.128 5.030 0.440 2.184 3C3B G2M 28 G2M O3G O3G O 0 1 N N N 2.729 0.322 16.261 6.448 2.365 -1.027 O3G G2M 29 G2M "C4'" "C4'" C 0 1 N N R 3.620 6.477 11.469 -1.804 -2.150 0.616 "C4'" G2M 30 G2M "O4'" "O4'" O 0 1 N N N 4.390 7.650 11.124 -2.287 -0.827 0.301 "O4'" G2M 31 G2M "C5'" "C5'" C 0 1 N N N 3.416 6.430 12.963 -0.598 -2.506 -0.256 "C5'" G2M 32 G2M "O5'" "O5'" O 0 1 N N N 4.671 6.326 13.637 0.531 -1.730 0.153 "O5'" G2M 33 G2M HN1 HN1 H 0 1 N N N 10.320 9.204 7.494 -8.701 2.743 0.189 HN1 G2M 34 G2M HN2 HN2 H 0 1 N N N 7.278 9.670 5.884 -9.027 2.120 2.420 HN2 G2M 35 G2M HN2A HN2A H 0 0 N N N 8.997 9.878 5.826 -7.926 1.112 3.189 HN2A G2M 36 G2M H8 H8 H 0 1 N N N 6.772 6.803 12.240 -3.260 0.013 -1.986 H8 G2M 37 G2M "H1'" "H1'" H 0 1 N N N 4.861 8.053 9.111 -3.693 -0.360 1.760 "H1'" G2M 38 G2M "H2'" "H2'" H 0 1 N N N 4.036 5.869 8.784 -4.542 -2.490 1.724 "H2'" G2M 39 G2M "H2'A" "H2'A" H 0 0 N N N 5.714 5.429 9.116 -5.028 -2.279 0.013 "H2'A" G2M 40 G2M "H3'" "H3'" H 0 1 N N N 5.243 4.968 11.487 -3.055 -3.271 -0.789 "H3'" G2M 41 G2M "HO3'" "HO3'" H 0 0 N N N 3.338 3.804 11.505 -3.727 -4.846 0.921 "HO3'" G2M 42 G2M HC3B HC3B H 0 0 N N N 6.725 1.116 15.841 2.932 1.891 1.226 HC3B G2M 43 G2M HC3A HC3A H 0 0 N N N 6.810 1.929 14.241 4.247 3.001 1.680 HC3A G2M 44 G2M HC3C HC3C H 0 0 N N N 6.191 2.823 15.671 3.819 2.782 -0.034 HC3C G2M 45 G2M HC3D HC3D H 0 0 N N N 5.293 -0.744 14.775 5.747 -0.379 2.109 HC3D G2M 46 G2M HC3E HC3E H 0 0 N N N 3.806 -0.275 13.883 5.373 1.155 2.931 HC3E G2M 47 G2M HC3F HC3F H 0 0 N N N 5.422 0.111 13.201 4.058 0.045 2.477 HC3F G2M 48 G2M "H4'" "H4'" H 0 1 N N N 2.594 6.449 11.074 -1.549 -2.224 1.673 "H4'" G2M 49 G2M "H5'" "H5'" H 0 1 N N N 2.909 7.351 13.286 -0.369 -3.566 -0.145 "H5'" G2M 50 G2M "H5'A" "H5'A" H 0 0 N N N 2.798 5.555 13.215 -0.828 -2.291 -1.299 "H5'A" G2M 51 G2M H19 H19 H 0 1 N N N 3.240 1.869 11.794 3.421 1.402 -1.770 H19 G2M 52 G2M H20 H20 H 0 1 N N N 2.526 2.773 16.933 7.842 3.345 1.170 H20 G2M 53 G2M H21 H21 H 0 1 N N N 6.618 5.305 16.059 2.700 -3.533 0.643 H21 G2M 54 G2M H22 H22 H 0 1 N N N 4.587 -0.591 17.769 7.736 0.191 1.218 H22 G2M 55 # 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 G2M N1 C2 SING N N 1 G2M N1 C6 SING N N 2 G2M N1 HN1 SING N N 3 G2M C2 N2 SING N N 4 G2M C2 N3 DOUB N N 5 G2M N2 HN2 SING N N 6 G2M N2 HN2A SING N N 7 G2M N3 C4 SING N N 8 G2M C4 C5 DOUB Y N 9 G2M C4 N9 SING Y N 10 G2M C5 C6 SING N N 11 G2M C5 N7 SING Y N 12 G2M C6 O6 DOUB N N 13 G2M N7 C8 DOUB Y N 14 G2M C8 N9 SING Y N 15 G2M C8 H8 SING N N 16 G2M N9 "C1'" SING N N 17 G2M PA O1A DOUB N N 18 G2M PA O2A SING N N 19 G2M PA O3A SING N N 20 G2M PA "O5'" SING N N 21 G2M PB O1B SING N N 22 G2M PB O2B DOUB N N 23 G2M PB O3A SING N N 24 G2M PB C3B SING N N 25 G2M PG O1G SING N N 26 G2M PG O2G SING N N 27 G2M PG C3B SING N N 28 G2M PG O3G DOUB N N 29 G2M "C1'" "C2'" SING N N 30 G2M "C1'" "O4'" SING N N 31 G2M "C1'" "H1'" SING N N 32 G2M "C2'" "C3'" SING N N 33 G2M "C2'" "H2'" SING N N 34 G2M "C2'" "H2'A" SING N N 35 G2M "C3'" "O3'" SING N N 36 G2M "C3'" "C4'" SING N N 37 G2M "C3'" "H3'" SING N N 38 G2M "O3'" "HO3'" SING N N 39 G2M C3B C3B2 SING N N 40 G2M C3B C3B3 SING N N 41 G2M C3B2 HC3B SING N N 42 G2M C3B2 HC3A SING N N 43 G2M C3B2 HC3C SING N N 44 G2M C3B3 HC3D SING N N 45 G2M C3B3 HC3E SING N N 46 G2M C3B3 HC3F SING N N 47 G2M "C4'" "O4'" SING N N 48 G2M "C4'" "C5'" SING N N 49 G2M "C4'" "H4'" SING N N 50 G2M "C5'" "O5'" SING N N 51 G2M "C5'" "H5'" SING N N 52 G2M "C5'" "H5'A" SING N N 53 G2M O1B H19 SING N N 54 G2M O1G H20 SING N N 55 G2M O2A H21 SING N N 56 G2M O2G H22 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 G2M SMILES ACDLabs 11.02 "O=P(O)(O)C(C)(C)P(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O" G2M SMILES_CANONICAL CACTVS 3.352 "CC(C)([P](O)(O)=O)[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H](C[C@@H]1O)n2cnc3C(=O)NC(=Nc23)N" G2M SMILES CACTVS 3.352 "CC(C)([P](O)(O)=O)[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH](C[CH]1O)n2cnc3C(=O)NC(=Nc23)N" G2M SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)([P@](=O)(O)O[P@@](=O)(O)OC[C@@H]1[C@H](C[C@@H](O1)n2cnc3c2N=C(NC3=O)N)O)P(=O)(O)O" G2M SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)(P(=O)(O)O)P(=O)(O)OP(=O)(O)OCC1C(CC(O1)n2cnc3c2N=C(NC3=O)N)O" G2M InChI InChI 1.03 "InChI=1S/C13H22N5O12P3/c1-13(2,31(21,22)23)32(24,25)30-33(26,27)28-4-7-6(19)3-8(29-7)18-5-15-9-10(18)16-12(14)17-11(9)20/h5-8,19H,3-4H2,1-2H3,(H,24,25)(H,26,27)(H2,21,22,23)(H3,14,16,17,20)/t6-,7+,8+/m0/s1" G2M InChIKey InChI 1.03 NTNZTLKYOXRXOS-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 G2M "SYSTEMATIC NAME" ACDLabs 11.02 "2'-deoxy-5'-O-[(S)-hydroxy{[(S)-hydroxy(2-phosphonopropan-2-yl)phosphoryl]oxy}phosphoryl]guanosine" G2M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[[[(2R,3S,5R)-5-(2-azanyl-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]propan-2-ylphosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G2M "Create component" 2009-09-14 RCSB G2M "Modify descriptor" 2011-06-04 RCSB #