data_GRC # _chem_comp.id GRC _chem_comp.name "5'-O-[(R)-{[(R)-[(R)-chloro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-2'-deoxyguanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 Cl 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 2012-06-06 _chem_comp.pdbx_modified_date 2012-06-08 _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 539.653 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GRC _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 4DOB _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 GRC N1 N1 N 0 1 N N N 9.664 8.921 8.176 8.056 2.116 -0.342 N1 GRC 1 GRC C2 C2 C 0 1 N N N 8.407 9.017 7.606 7.580 1.365 -1.375 C2 GRC 2 GRC N2 N2 N 0 1 N N N 8.317 9.603 6.378 8.278 1.339 -2.556 N2 GRC 3 GRC N3 N3 N 0 1 N N N 7.294 8.681 8.257 6.473 0.664 -1.272 N3 GRC 4 GRC C4 C4 C 0 1 Y N N 7.531 8.200 9.476 5.760 0.659 -0.139 C4 GRC 5 GRC C5 C5 C 0 1 Y N N 8.727 8.053 10.114 6.196 1.411 0.958 C5 GRC 6 GRC C6 C6 C 0 1 N N N 9.903 8.442 9.458 7.389 2.161 0.833 C6 GRC 7 GRC O6 O6 O 0 1 N N N 11.039 8.240 9.873 7.809 2.826 1.765 O6 GRC 8 GRC N7 N7 N 0 1 Y N N 8.565 7.531 11.393 5.297 1.226 1.955 N7 GRC 9 GRC C8 C8 C 0 1 Y N N 7.276 7.357 11.484 4.359 0.423 1.546 C8 GRC 10 GRC N9 N9 N 0 1 Y N N 6.586 7.764 10.370 4.602 0.047 0.256 N9 GRC 11 GRC PA PA P 0 1 N N N 5.011 5.234 14.665 -1.882 -1.681 0.734 PA GRC 12 GRC PB PB P 0 1 N N N 3.854 2.827 13.742 -4.462 -0.333 0.179 PB GRC 13 GRC PG PG P 0 1 N N N 3.942 1.355 16.480 -6.690 1.441 -0.689 PG GRC 14 GRC "C1'" "C1'" C 0 1 N N R 5.150 7.617 10.106 3.774 -0.849 -0.555 "C1'" GRC 15 GRC O1A O1A O 0 1 N N N 3.978 5.115 15.738 -1.715 -1.458 2.320 O1A GRC 16 GRC O1B O1B O 0 1 N N N 3.822 2.324 12.341 -4.903 -0.199 1.586 O1B GRC 17 GRC O1G O1G O 0 1 N N N 3.442 2.722 16.878 -7.170 1.587 0.841 O1G GRC 18 GRC "C2'" "C2'" C 0 1 N N N 4.904 6.180 9.684 4.262 -2.308 -0.414 "C2'" GRC 19 GRC O2A O2A O 0 1 N N N 6.442 5.336 15.077 -2.450 -3.024 0.481 O2A GRC 20 GRC O2B O2B O 0 1 N N N 2.534 3.154 14.294 -5.202 -1.593 -0.497 O2B GRC 21 GRC O2G O2G O 0 1 N N N 4.795 0.577 17.437 -7.065 2.781 -1.499 O2G GRC 22 GRC "C3'" "C3'" C 0 1 N N S 4.328 5.515 10.956 2.961 -3.141 -0.424 "C3'" GRC 23 GRC "O3'" "O3'" O 0 1 N N N 3.457 4.391 10.645 2.951 -4.041 -1.534 "O3'" GRC 24 GRC O3A O3A O 0 1 N N N 4.839 3.996 13.763 -2.869 -0.559 0.136 O3A GRC 25 GRC C3B C3B C 0 1 N N R 4.731 1.601 14.839 -4.886 1.185 -0.738 C3B GRC 26 GRC CL1 CL1 CL 0 0 N N N 4.781 -0.034 14.111 -4.058 2.596 0.019 CL1 GRC 27 GRC O3G O3G O 0 1 N N N 2.784 0.460 16.288 -7.370 0.282 -1.310 O3G GRC 28 GRC "C4'" "C4'" C 0 1 N N R 3.590 6.691 11.606 1.842 -2.088 -0.570 "C4'" GRC 29 GRC "O4'" "O4'" O 0 1 N N N 4.403 7.846 11.302 2.417 -0.864 -0.062 "O4'" GRC 30 GRC "C5'" "C5'" C 0 1 N N N 3.417 6.637 13.101 0.622 -2.488 0.262 "C5'" GRC 31 GRC "O5'" "O5'" O 0 1 N N N 4.716 6.429 13.652 -0.442 -1.564 0.023 "O5'" GRC 32 GRC H1 H1 H 0 1 N N N 10.449 9.215 7.631 8.878 2.619 -0.449 H1 GRC 33 GRC H2 H2 H 0 1 N N N 7.420 9.778 5.972 9.097 1.851 -2.647 H2 GRC 34 GRC H3 H3 H 0 1 N N N 9.148 9.858 5.884 7.952 0.809 -3.300 H3 GRC 35 GRC H4 H4 H 0 1 N N N 6.797 6.933 12.354 3.513 0.104 2.137 H4 GRC 36 GRC H5 H5 H 0 1 N N N 4.833 8.300 9.304 3.795 -0.540 -1.600 H5 GRC 37 GRC H6 H6 H 0 1 N N N 4.402 5.121 16.588 -1.347 -0.597 2.560 H6 GRC 38 GRC H7 H7 H 0 1 N N N 2.493 2.713 16.919 -6.764 2.327 1.312 H7 GRC 39 GRC H8 H8 H 0 1 N N N 4.181 6.133 8.856 4.898 -2.582 -1.256 H8 GRC 40 GRC H9 H9 H 0 1 N N N 5.843 5.695 9.379 4.795 -2.443 0.527 H9 GRC 41 GRC H10 H10 H 0 1 N N N 1.866 2.983 13.641 -4.960 -1.741 -1.421 H10 GRC 42 GRC H11 H11 H 0 1 N N N 4.368 -0.246 17.646 -8.011 2.980 -1.514 H11 GRC 43 GRC H12 H12 H 0 1 N N N 5.155 5.195 11.607 2.851 -3.688 0.513 H12 GRC 44 GRC H13 H13 H 0 1 N N N 3.616 3.687 11.262 3.671 -4.686 -1.524 H13 GRC 45 GRC H14 H14 H 0 1 N N N 5.761 1.955 14.996 -4.562 1.086 -1.774 H14 GRC 46 GRC H15 H15 H 0 1 N N N 2.602 6.793 11.133 1.564 -1.972 -1.618 H15 GRC 47 GRC H16 H16 H 0 1 N N N 2.995 7.584 13.469 0.302 -3.491 -0.021 H16 GRC 48 GRC H17 H17 H 0 1 N N N 2.750 5.807 13.377 0.883 -2.474 1.320 H17 GRC 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 GRC N2 C2 SING N N 1 GRC C2 N1 SING N N 2 GRC C2 N3 DOUB N N 3 GRC N1 C6 SING N N 4 GRC N3 C4 SING N N 5 GRC C6 O6 DOUB N N 6 GRC C6 C5 SING N N 7 GRC C4 C5 DOUB Y N 8 GRC C4 N9 SING Y N 9 GRC "C2'" "C1'" SING N N 10 GRC "C2'" "C3'" SING N N 11 GRC "C1'" N9 SING N N 12 GRC "C1'" "O4'" SING N N 13 GRC C5 N7 SING Y N 14 GRC N9 C8 SING Y N 15 GRC "O3'" "C3'" SING N N 16 GRC "C3'" "C4'" SING N N 17 GRC "O4'" "C4'" SING N N 18 GRC N7 C8 DOUB Y N 19 GRC "C4'" "C5'" SING N N 20 GRC O1B PB DOUB N N 21 GRC "C5'" "O5'" SING N N 22 GRC "O5'" PA SING N N 23 GRC PB O3A SING N N 24 GRC PB O2B SING N N 25 GRC PB C3B SING N N 26 GRC O3A PA SING N N 27 GRC CL1 C3B SING N N 28 GRC PA O2A DOUB N N 29 GRC PA O1A SING N N 30 GRC C3B PG SING N N 31 GRC O3G PG DOUB N N 32 GRC PG O1G SING N N 33 GRC PG O2G SING N N 34 GRC N1 H1 SING N N 35 GRC N2 H2 SING N N 36 GRC N2 H3 SING N N 37 GRC C8 H4 SING N N 38 GRC "C1'" H5 SING N N 39 GRC O1A H6 SING N N 40 GRC O1G H7 SING N N 41 GRC "C2'" H8 SING N N 42 GRC "C2'" H9 SING N N 43 GRC O2B H10 SING N N 44 GRC O2G H11 SING N N 45 GRC "C3'" H12 SING N N 46 GRC "O3'" H13 SING N N 47 GRC C3B H14 SING N N 48 GRC "C4'" H15 SING N N 49 GRC "C5'" H16 SING N N 50 GRC "C5'" H17 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 GRC SMILES ACDLabs 12.01 "O=P(O)(O)C(Cl)P(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O" GRC InChI InChI 1.03 "InChI=1S/C11H17ClN5O12P3/c12-10(30(20,21)22)31(23,24)29-32(25,26)27-2-5-4(18)1-6(28-5)17-3-14-7-8(17)15-11(13)16-9(7)19/h3-6,10,18H,1-2H2,(H,23,24)(H,25,26)(H2,20,21,22)(H3,13,15,16,19)/t4-,5+,6+,10+/m0/s1" GRC InChIKey InChI 1.03 GBPRSSRXOIDBNV-AVAJSQPUSA-N GRC SMILES_CANONICAL CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)[C@H](Cl)[P](O)(O)=O)O3" GRC SMILES CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)[CH](Cl)[P](O)(O)=O)O3" GRC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)OP(=O)([C@@H](P(=O)(O)O)Cl)O)O)N=C(NC2=O)N" GRC SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)OP(=O)(C(P(=O)(O)O)Cl)O)O)N=C(NC2=O)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 GRC "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-{[(R)-[(R)-chloro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-2'-deoxyguanosine" GRC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(R)-[[[(2R,3S,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]-chloranyl-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 GRC "Create component" 2012-06-06 RCSB #