data_1GC # _chem_comp.id 1GC _chem_comp.name "2'-deoxy-5'-O-[(R)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]methyl}phosphoryl]guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H18 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 2010-11-22 _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 505.208 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1GC _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 3PML _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 1GC N1 N1 N 0 1 N N N 32.844 24.290 17.673 7.943 2.026 -0.443 N1 1GC 1 1GC C2 C2 C 0 1 N N N 32.871 24.953 16.469 7.556 1.051 -1.314 C2 1GC 2 1GC N2 N2 N 0 1 N N N 33.421 24.306 15.438 8.373 0.739 -2.371 N2 1GC 3 1GC N3 N3 N 0 1 N N N 32.392 26.172 16.294 6.423 0.400 -1.169 N3 1GC 4 1GC C4 C4 C 0 1 Y N N 31.894 26.685 17.439 5.595 0.670 -0.154 C4 1GC 5 1GC C5 C5 C 0 1 Y N N 31.813 26.098 18.688 5.936 1.661 0.774 C5 1GC 6 1GC C6 C6 C 0 1 N N N 32.302 24.789 18.853 7.158 2.353 0.607 C6 1GC 7 1GC O6 O6 O 0 1 N N N 32.276 24.090 19.858 7.497 3.220 1.394 O6 1GC 8 1GC N7 N7 N 0 1 Y N N 31.213 26.950 19.598 4.932 1.723 1.683 N7 1GC 9 1GC C8 C8 C 0 1 Y N N 30.944 28.021 18.903 4.018 0.850 1.375 C8 1GC 10 1GC N9 N9 N 0 1 Y N N 31.335 27.923 17.588 4.384 0.175 0.247 N9 1GC 11 1GC PA PA P 0 1 N N N 28.837 31.444 20.606 -2.164 -1.357 0.409 PA 1GC 12 1GC PB PB P 0 1 N N N 26.135 31.773 18.973 -4.795 0.012 0.151 PB 1GC 13 1GC PG PG P 0 1 N N N 24.651 32.975 20.857 -7.120 1.710 -0.556 PG 1GC 14 1GC "C1'" "C1'" C 0 1 N N R 31.183 28.925 16.542 3.619 -0.885 -0.415 "C1'" 1GC 15 1GC O1A O1A O 0 1 N N N 29.383 30.697 21.792 -2.882 -2.780 0.180 O1A 1GC 16 1GC O1B O1B O 0 1 N N N 25.736 30.784 17.953 -4.774 0.326 1.597 O1B 1GC 17 1GC O1G O1G O 0 1 N N N 25.912 33.662 21.237 -7.255 2.724 0.687 O1G 1GC 18 1GC "C2'" "C2'" C 0 1 N N N 29.789 28.958 15.922 4.044 -2.270 0.121 "C2'" 1GC 19 1GC O2A O2A O 0 1 N N N 28.909 32.929 20.611 -2.143 -1.043 1.855 O2A 1GC 20 1GC O2B O2B O 0 1 N N N 26.859 32.995 18.517 -5.513 -1.411 -0.079 O2B 1GC 21 1GC O2G O2G O 0 1 N N N 24.046 31.988 21.790 -7.481 2.483 -1.921 O2G 1GC 22 1GC "C3'" "C3'" C 0 1 N N S 29.081 30.023 16.733 2.726 -3.075 0.167 "C3'" 1GC 23 1GC "O3'" "O3'" O 0 1 N N N 28.023 30.628 15.976 2.805 -4.214 -0.693 "O3'" 1GC 24 1GC C3A C3A C 0 1 N N N 27.084 30.928 20.315 -3.087 -0.061 -0.481 C3A 1GC 25 1GC O3B O3B O 0 1 N N N 24.833 32.303 19.510 -5.610 1.157 -0.635 O3B 1GC 26 1GC O3G O3G O 0 1 N N N 23.641 34.048 20.686 -8.052 0.575 -0.370 O3G 1GC 27 1GC "C4'" "C4'" C 0 1 N N R 30.210 31.013 17.016 1.661 -2.082 -0.347 "C4'" 1GC 28 1GC "O4'" "O4'" O 0 1 N N N 31.404 30.197 17.128 2.217 -0.775 -0.083 "O4'" 1GC 29 1GC "C5'" "C5'" C 0 1 N N N 30.044 31.832 18.278 0.349 -2.266 0.418 "C5'" 1GC 30 1GC "O5'" "O5'" O 0 1 N N N 29.772 30.976 19.395 -0.655 -1.421 -0.148 "O5'" 1GC 31 1GC HN1 HN1 H 0 1 N N N 33.247 23.375 17.703 8.787 2.484 -0.576 HN1 1GC 32 1GC HN2 HN2 H 0 1 N N N 33.468 24.744 14.540 9.213 1.210 -2.491 HN2 1GC 33 1GC HN2A HN2A H 0 0 N N N 33.785 23.383 15.564 8.112 0.048 -2.999 HN2A 1GC 34 1GC H8 H8 H 0 1 N N N 30.464 28.895 19.318 3.106 0.685 1.929 H8 1GC 35 1GC "H1'" "H1'" H 0 1 N N N 31.899 28.672 15.747 3.758 -0.834 -1.495 "H1'" 1GC 36 1GC HO1A HO1A H 0 0 N N N 29.723 31.316 22.427 -2.932 -3.050 -0.747 HO1A 1GC 37 1GC HO1G HO1G H 0 0 N N N 25.763 34.599 21.276 -6.672 3.493 0.632 HO1G 1GC 38 1GC "H2'" "H2'" H 0 1 N N N 29.825 29.217 14.854 4.756 -2.740 -0.558 "H2'" 1GC 39 1GC "H2'A" "H2'A" H 0 0 N N N 29.285 27.984 16.002 4.471 -2.178 1.120 "H2'A" 1GC 40 1GC HO2B HO2B H 0 0 N N N 26.970 32.965 17.574 -5.562 -1.681 -1.006 HO2B 1GC 41 1GC HO2G HO2G H 0 0 N N N 23.178 32.281 22.043 -8.378 2.843 -1.944 HO2G 1GC 42 1GC "H3'" "H3'" H 0 1 N N N 28.595 29.643 17.644 2.502 -3.382 1.189 "H3'" 1GC 43 1GC "HO3'" "HO3'" H 0 0 N N N 27.594 31.291 16.504 3.500 -4.842 -0.452 "HO3'" 1GC 44 1GC H3A H3A H 0 1 N N N 27.109 29.859 20.058 -2.601 0.903 -0.325 H3A 1GC 45 1GC H3AA H3AA H 0 0 N N N 26.540 31.117 21.252 -3.102 -0.292 -1.546 H3AA 1GC 46 1GC "H4'" "H4'" H 0 1 N N N 30.238 31.759 16.208 1.500 -2.217 -1.416 "H4'" 1GC 47 1GC "H5'" "H5'" H 0 1 N N N 30.971 32.393 18.470 0.030 -3.306 0.349 "H5'" 1GC 48 1GC "H5'A" "H5'A" H 0 0 N N N 29.206 32.532 18.147 0.498 -2.001 1.465 "H5'A" 1GC 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 1GC C2 N1 SING N N 1 1GC N1 C6 SING N N 2 1GC N1 HN1 SING N N 3 1GC N2 C2 SING N N 4 1GC N3 C2 DOUB N N 5 1GC N2 HN2 SING N N 6 1GC N2 HN2A SING N N 7 1GC N3 C4 SING N N 8 1GC C4 N9 SING Y N 9 1GC C4 C5 DOUB Y N 10 1GC C5 C6 SING N N 11 1GC C5 N7 SING Y N 12 1GC C6 O6 DOUB N N 13 1GC C8 N7 DOUB Y N 14 1GC N9 C8 SING Y N 15 1GC C8 H8 SING N N 16 1GC "C1'" N9 SING N N 17 1GC "O5'" PA SING N N 18 1GC C3A PA SING N N 19 1GC PA O2A DOUB N N 20 1GC PA O1A SING N N 21 1GC O1B PB DOUB N N 22 1GC O2B PB SING N N 23 1GC PB O3B SING N N 24 1GC PB C3A SING N N 25 1GC O3B PG SING N N 26 1GC O3G PG DOUB N N 27 1GC PG O1G SING N N 28 1GC PG O2G SING N N 29 1GC "C2'" "C1'" SING N N 30 1GC "C1'" "O4'" SING N N 31 1GC "C1'" "H1'" SING N N 32 1GC O1A HO1A SING N N 33 1GC O1G HO1G SING N N 34 1GC "C2'" "C3'" SING N N 35 1GC "C2'" "H2'" SING N N 36 1GC "C2'" "H2'A" SING N N 37 1GC O2B HO2B SING N N 38 1GC O2G HO2G SING N N 39 1GC "O3'" "C3'" SING N N 40 1GC "C3'" "C4'" SING N N 41 1GC "C3'" "H3'" SING N N 42 1GC "O3'" "HO3'" SING N N 43 1GC C3A H3A SING N N 44 1GC C3A H3AA SING N N 45 1GC "C4'" "O4'" SING N N 46 1GC "C4'" "C5'" SING N N 47 1GC "C4'" "H4'" SING N N 48 1GC "C5'" "O5'" SING N N 49 1GC "C5'" "H5'" SING N N 50 1GC "C5'" "H5'A" 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 1GC SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)CP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O" 1GC SMILES_CANONICAL CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(=O)C[P](O)(=O)O[P](O)(O)=O)O3" 1GC SMILES CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(=O)C[P](O)(=O)O[P](O)(O)=O)O3" 1GC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO[P@@](=O)(C[P@](=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N" 1GC SMILES "OpenEye OEToolkits" 1.7.0 "c1nc2c(n1C3CC(C(O3)COP(=O)(CP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N" 1GC InChI InChI 1.03 "InChI=1S/C11H18N5O12P3/c12-11-14-9-8(10(18)15-11)13-3-16(9)7-1-5(17)6(27-7)2-26-29(19,20)4-30(21,22)28-31(23,24)25/h3,5-7,17H,1-2,4H2,(H,19,20)(H,21,22)(H2,23,24,25)(H3,12,14,15,18)/t5-,6+,7+/m0/s1" 1GC InChIKey InChI 1.03 JTBKCZGNQPBEJY-RRKCRQDMSA-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 1GC "SYSTEMATIC NAME" ACDLabs 12.01 "2'-deoxy-5'-O-[(R)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]methyl}phosphoryl]guanosine" 1GC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,5R)-5-(2-azanyl-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methoxy-[[hydroxy(phosphonooxy)phosphoryl]methyl]phosphinic 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 1GC "Create component" 2010-11-22 RCSB 1GC "Modify aromatic_flag" 2011-06-04 RCSB 1GC "Modify descriptor" 2011-06-04 RCSB #