data_G2C # _chem_comp.id G2C _chem_comp.name "2'-deoxy-5'-O-[(S)-{[(R)-[dichloro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H16 Cl2 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 2009-09-11 _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 574.098 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G2C _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 ? _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 G2C N1 N1 N 0 1 N N N 2.010 3.247 -0.130 -8.151 2.267 0.113 N1 G2C 1 G2C C2 C2 C 0 1 N N N 2.303 1.917 -0.233 -7.720 1.616 1.230 C2 G2C 2 G2C N2 N2 N 0 1 N N N 2.691 1.380 -1.455 -8.443 1.732 2.390 N2 G2C 3 G2C N3 N3 N 0 1 N N N 2.215 1.098 0.851 -6.631 0.880 1.228 N3 G2C 4 G2C C4 C4 C 0 1 Y N N 1.831 1.616 2.042 -5.894 0.738 0.120 C4 G2C 5 G2C C5 C5 C 0 1 Y N N 1.513 2.964 2.174 -6.284 1.382 -1.060 C5 G2C 6 G2C C6 C6 C 0 1 N N N 1.607 3.800 1.049 -7.458 2.171 -1.044 C6 G2C 7 G2C O6 O6 O 0 1 N N N 1.331 5.018 1.116 -7.836 2.749 -2.049 O6 G2C 8 G2C N7 N7 N 0 1 Y N N 1.156 3.208 3.441 -5.370 1.069 -2.010 N7 G2C 9 G2C C8 C8 C 0 1 Y N N 1.264 2.019 4.064 -4.463 0.291 -1.496 C8 G2C 10 G2C N9 N9 N 0 1 Y N N 1.682 1.032 3.242 -4.745 0.058 -0.181 N9 G2C 11 G2C PA PA P 0 1 N N N 2.366 1.994 8.070 1.618 -2.002 -0.628 PA G2C 12 G2C PB PB P 0 1 N N N -0.336 2.287 8.001 4.012 -0.255 -0.622 PB G2C 13 G2C PG PG P 0 1 N N N -3.148 2.720 8.441 6.186 1.699 -0.058 PG G2C 14 G2C "C1'" "C1'" C 0 1 N N R 1.916 -0.351 3.571 -3.960 -0.768 0.740 "C1'" G2C 15 G2C O1A O1A O 0 1 N N N 2.790 3.138 7.237 1.451 -1.830 -2.089 O1A G2C 16 G2C O1B O1B O 0 1 N N N -0.671 0.902 7.610 3.765 0.397 -1.927 O1B G2C 17 G2C CL1B CL1B CL 0 0 N N N -1.439 2.112 10.635 3.405 2.286 0.771 CL1B G2C 18 G2C O1G O1G O 0 1 N N N -4.141 3.415 9.345 6.733 2.791 0.992 O1G G2C 19 G2C "C2'" "C2'" C 0 1 N N N 3.390 -0.782 3.377 -4.543 -2.194 0.790 "C2'" G2C 20 G2C O2A O2A O 0 1 N N N 3.362 1.782 9.186 2.205 -3.470 -0.324 O2A G2C 21 G2C O2B O2B O 0 1 N N N -0.277 3.168 6.772 5.108 -1.421 -0.804 O2B G2C 22 G2C CL2B CL2B CL 0 0 N N N -1.227 4.626 9.355 4.933 0.186 2.157 CL2B G2C 23 G2C O2G O2G O 0 1 N N N -3.498 1.250 8.390 7.281 0.534 -0.240 O2G G2C 24 G2C "C3'" "C3'" C 0 1 N N S 3.711 -1.600 4.636 -3.366 -3.100 0.352 "C3'" G2C 25 G2C "O3'" "O3'" O 0 1 N N N 3.458 -2.990 4.416 -3.313 -4.286 1.148 "O3'" G2C 26 G2C O3A O3A O 0 1 N N N 1.014 2.296 8.700 2.640 -0.890 -0.070 O3A G2C 27 G2C C3B C3B C 0 1 N N N -1.546 2.915 9.070 4.632 0.980 0.567 C3B G2C 28 G2C O3G O3G O 0 1 N N N -3.245 3.297 7.084 5.938 2.352 -1.363 O3G G2C 29 G2C "C4'" "C4'" C 0 1 N N R 2.727 -1.017 5.674 -2.139 -2.194 0.627 "C4'" G2C 30 G2C "O4'" "O4'" O 0 1 N N N 1.549 -0.680 4.925 -2.607 -0.876 0.268 "O4'" G2C 31 G2C "C5'" "C5'" C 0 1 N N N 3.260 0.218 6.455 -0.958 -2.605 -0.255 "C5'" G2C 32 G2C "O5'" "O5'" O 0 1 N N N 2.290 0.724 7.233 0.191 -1.833 0.098 "O5'" G2C 33 G2C HN1 HN1 H 0 1 N N N 2.093 3.829 -0.939 -8.961 2.799 0.147 HN1 G2C 34 G2C HN2 HN2 H 0 1 N N N 2.901 0.405 -1.529 -9.250 2.271 2.407 HN2 G2C 35 G2C HN2A HN2A H 0 0 N N N 2.760 1.969 -2.260 -8.149 1.275 3.193 HN2A G2C 36 G2C H8 H8 H 0 1 N N N 1.040 1.870 5.110 -3.614 -0.111 -2.030 H8 G2C 37 G2C "H1'" "H1'" H 0 1 N N N 1.272 -0.896 2.866 -3.974 -0.327 1.737 "H1'" G2C 38 G2C "H2'" "H2'" H 0 1 N N N 3.513 -1.386 2.466 -4.858 -2.441 1.804 "H2'" G2C 39 G2C "H2'A" "H2'A" H 0 0 N N N 4.053 0.091 3.288 -5.377 -2.290 0.096 "H2'A" G2C 40 G2C "H3'" "H3'" H 0 1 N N N 4.764 -1.536 4.947 -3.439 -3.347 -0.707 "H3'" G2C 41 G2C "HO3'" "HO3'" H 0 0 N N N 3.662 -3.478 5.205 -4.101 -4.842 1.079 "HO3'" G2C 42 G2C "H4'" "H4'" H 0 1 N N N 2.545 -1.761 6.464 -1.863 -2.230 1.681 "H4'" G2C 43 G2C "H5'" "H5'" H 0 1 N N N 4.108 -0.089 7.085 -0.745 -3.663 -0.107 "H5'" G2C 44 G2C "H5'A" "H5'A" H 0 0 N N N 3.589 0.986 5.739 -1.207 -2.427 -1.301 "H5'A" G2C 45 G2C H13 H13 H 0 1 N N N -4.615 4.073 8.850 7.559 3.215 0.724 H13 G2C 46 G2C H14 H14 H 0 1 N N N 4.055 2.429 9.120 2.340 -3.653 0.615 H14 G2C 47 G2C H15 H15 H 0 1 N N N -0.468 2.648 6.000 5.320 -1.892 0.013 H15 G2C 48 G2C H16 H16 H 0 1 N N N -3.707 1.005 7.496 7.493 0.062 0.577 H16 G2C 49 # 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 G2C N1 C2 SING N N 1 G2C N1 C6 SING N N 2 G2C N1 HN1 SING N N 3 G2C C2 N2 SING N N 4 G2C C2 N3 DOUB N N 5 G2C N2 HN2 SING N N 6 G2C N2 HN2A SING N N 7 G2C N3 C4 SING N N 8 G2C C4 C5 DOUB Y N 9 G2C C4 N9 SING Y N 10 G2C C5 C6 SING N N 11 G2C C5 N7 SING Y N 12 G2C C6 O6 DOUB N N 13 G2C N7 C8 DOUB Y N 14 G2C C8 N9 SING Y N 15 G2C C8 H8 SING N N 16 G2C N9 "C1'" SING N N 17 G2C PA O1A DOUB N N 18 G2C PA O2A SING N N 19 G2C PA O3A SING N N 20 G2C PA "O5'" SING N N 21 G2C PB O1B DOUB N N 22 G2C PB O2B SING N N 23 G2C PB O3A SING N N 24 G2C PB C3B SING N N 25 G2C PG O1G SING N N 26 G2C PG O2G SING N N 27 G2C PG C3B SING N N 28 G2C PG O3G DOUB N N 29 G2C "C1'" "C2'" SING N N 30 G2C "C1'" "O4'" SING N N 31 G2C "C1'" "H1'" SING N N 32 G2C CL1B C3B SING N N 33 G2C "C2'" "C3'" SING N N 34 G2C "C2'" "H2'" SING N N 35 G2C "C2'" "H2'A" SING N N 36 G2C CL2B C3B SING N N 37 G2C "C3'" "O3'" SING N N 38 G2C "C3'" "C4'" SING N N 39 G2C "C3'" "H3'" SING N N 40 G2C "O3'" "HO3'" SING N N 41 G2C "C4'" "O4'" SING N N 42 G2C "C4'" "C5'" SING N N 43 G2C "C4'" "H4'" SING N N 44 G2C "C5'" "O5'" SING N N 45 G2C "C5'" "H5'" SING N N 46 G2C "C5'" "H5'A" SING N N 47 G2C O1G H13 SING N N 48 G2C O2A H14 SING N N 49 G2C O2B H15 SING N N 50 G2C O2G H16 SING N N 51 # 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 G2C SMILES ACDLabs 11.02 "O=P(O)(O)C(Cl)(Cl)P(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O" G2C SMILES_CANONICAL CACTVS 3.352 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)C(Cl)(Cl)[P](O)(O)=O)O3" G2C SMILES CACTVS 3.352 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)C(Cl)(Cl)[P](O)(O)=O)O3" G2C SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(C(P(=O)(O)O)(Cl)Cl)O)O)N=C(NC2=O)N" G2C SMILES "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)OP(=O)(C(P(=O)(O)O)(Cl)Cl)O)O)N=C(NC2=O)N" G2C InChI InChI 1.03 "InChI=1S/C11H16Cl2N5O12P3/c12-11(13,31(21,22)23)32(24,25)30-33(26,27)28-2-5-4(19)1-6(29-5)18-3-15-7-8(18)16-10(14)17-9(7)20/h3-6,19H,1-2H2,(H,24,25)(H,26,27)(H2,21,22,23)(H3,14,16,17,20)/t4-,5+,6+/m0/s1" G2C InChIKey InChI 1.03 FJDLJIOCZHPQHU-KVQBGUIXSA-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 G2C "SYSTEMATIC NAME" ACDLabs 11.02 "2'-deoxy-5'-O-[(S)-{[(R)-[dichloro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine" G2C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[[[[(2R,3S,5R)-5-(2-azanyl-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]-dichloro-methyl]phosphonic 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 G2C "Create component" 2009-09-11 RCSB G2C "Modify descriptor" 2011-06-04 RCSB #