data_5GS # _chem_comp.id 5GS _chem_comp.name ;2'-C-methyluridine 5'-(trihydrogen diphosphate) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H16 N2 O12 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-30 _chem_comp.pdbx_modified_date 2015-02-06 _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 418.188 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5GS _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 4WTF _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 5GS C2 C1 C 0 1 N N N 39.568 -46.582 8.664 -4.695 0.679 0.944 C2 5GS 1 5GS C5 C2 C 0 1 N N N 42.069 -45.451 8.742 -3.976 2.458 -0.986 C5 5GS 2 5GS C4 C3 C 0 1 N N N 41.229 -45.505 9.877 -5.222 2.570 -0.322 C4 5GS 3 5GS N3 N1 N 0 1 N N N 39.989 -46.063 9.831 -5.547 1.672 0.629 N3 5GS 4 5GS N1 N2 N 0 1 N N N 40.390 -46.567 7.482 -3.508 0.562 0.321 N1 5GS 5 5GS C6 C4 C 0 1 N N N 41.624 -45.998 7.535 -3.140 1.453 -0.650 C6 5GS 6 5GS O4 O1 O 0 1 N N N 41.627 -44.981 11.064 -5.992 3.469 -0.608 O4 5GS 7 5GS O2 O2 O 0 1 N N N 38.332 -47.131 8.652 -5.000 -0.121 1.808 O2 5GS 8 5GS O2B O3 O 0 1 N N N 42.955 -44.218 1.364 6.364 -0.388 1.013 O2B 5GS 9 5GS PB PB1 P 0 1 N N N 42.857 -43.164 2.468 5.554 0.922 0.543 PB 5GS 10 5GS O3B O4 O 0 1 N N N 41.440 -42.939 2.973 5.763 2.098 1.623 O3B 5GS 11 5GS O1B O5 O 0 1 N N N 43.543 -41.816 2.247 6.059 1.367 -0.775 O1B 5GS 12 5GS O3A O6 O 0 1 N N N 43.669 -43.762 3.735 3.987 0.572 0.426 O3A 5GS 13 5GS PA PA1 P 0 1 N N N 44.353 -45.220 3.859 3.100 -0.248 -0.639 PA 5GS 14 5GS O1A O7 O 0 1 N N N 45.226 -45.204 5.069 3.786 -1.514 -0.981 O1A 5GS 15 5GS O2A O8 O 0 1 N N N 44.918 -45.732 2.544 2.909 0.637 -1.970 O2A 5GS 16 5GS "O5'" O9 O 0 1 N N N 43.083 -46.074 4.334 1.659 -0.574 0.001 "O5'" 5GS 17 5GS "C5'" C5 C 0 1 N N N 42.191 -46.775 3.447 0.680 -1.380 -0.657 "C5'" 5GS 18 5GS "C4'" C6 C 0 1 N N R 40.804 -46.904 4.071 -0.567 -1.487 0.223 "C4'" 5GS 19 5GS "C3'" C7 C 0 1 N N R 40.201 -45.558 4.430 -1.590 -2.456 -0.411 "C3'" 5GS 20 5GS "O3'" O10 O 0 1 N N N 39.692 -44.781 3.335 -1.497 -3.748 0.192 "O3'" 5GS 21 5GS "C2'" C8 C 0 1 N N R 39.145 -45.982 5.452 -2.960 -1.811 -0.100 "C2'" 5GS 22 5GS C2M C9 C 0 1 N N N 38.852 -44.726 6.263 -3.694 -1.459 -1.395 C2M 5GS 23 5GS "O2'" O11 O 0 1 N N N 37.911 -46.507 4.859 -3.753 -2.686 0.705 "O2'" 5GS 24 5GS "O4'" O12 O 0 1 N N N 40.799 -47.645 5.323 -1.250 -0.216 0.284 "O4'" 5GS 25 5GS "C1'" C10 C 0 1 N N R 39.835 -47.117 6.237 -2.602 -0.530 0.686 "C1'" 5GS 26 5GS H1 H1 H 0 1 N N N 43.044 -44.992 8.806 -3.698 3.168 -1.751 H1 5GS 27 5GS H2 H2 H 0 1 N N N 39.406 -46.087 10.643 -6.399 1.741 1.088 H2 5GS 28 5GS H3 H3 H 0 1 N N N 42.252 -45.969 6.657 -2.186 1.352 -1.146 H3 5GS 29 5GS H4 H4 H 0 1 N N N 43.463 -43.872 0.639 6.085 -0.736 1.871 H4 5GS 30 5GS H5 H5 H 0 1 N N N 41.274 -42.007 3.047 6.685 2.361 1.745 H5 5GS 31 5GS H8 H8 H 0 1 N N N 45.822 -45.996 2.669 2.465 1.483 -1.820 H8 5GS 32 5GS H9 H9 H 0 1 N N N 42.593 -47.780 3.249 0.414 -0.923 -1.610 H9 5GS 33 5GS H10 H10 H 0 1 N N N 42.111 -46.219 2.501 1.088 -2.375 -0.833 H10 5GS 34 5GS H11 H11 H 0 1 N N N 40.142 -47.403 3.348 -0.296 -1.823 1.224 H11 5GS 35 5GS H12 H12 H 0 1 N N N 40.967 -44.973 4.960 -1.436 -2.523 -1.488 H12 5GS 36 5GS H13 H13 H 0 1 N N N 39.339 -43.963 3.664 -0.635 -4.173 0.078 H13 5GS 37 5GS H14 H14 H 0 1 N N N 38.094 -44.951 7.027 -3.874 -2.368 -1.969 H14 5GS 38 5GS H15 H15 H 0 1 N N N 39.775 -44.382 6.753 -4.646 -0.985 -1.156 H15 5GS 39 5GS H16 H16 H 0 1 N N N 38.476 -43.938 5.595 -3.084 -0.773 -1.983 H16 5GS 40 5GS H17 H17 H 0 1 N N N 37.305 -46.749 5.550 -3.957 -3.532 0.283 H17 5GS 41 5GS H18 H18 H 0 1 N N N 39.083 -47.883 6.477 -2.645 -0.718 1.758 H18 5GS 42 # 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 5GS O2B PB SING N N 1 5GS O1B PB DOUB N N 2 5GS PB O3B SING N N 3 5GS PB O3A SING N N 4 5GS O2A PA SING N N 5 5GS "O3'" "C3'" SING N N 6 5GS "C5'" "C4'" SING N N 7 5GS "C5'" "O5'" SING N N 8 5GS O3A PA SING N N 9 5GS PA "O5'" SING N N 10 5GS PA O1A DOUB N N 11 5GS "C4'" "C3'" SING N N 12 5GS "C4'" "O4'" SING N N 13 5GS "C3'" "C2'" SING N N 14 5GS "O2'" "C2'" SING N N 15 5GS "O4'" "C1'" SING N N 16 5GS "C2'" "C1'" SING N N 17 5GS "C2'" C2M SING N N 18 5GS "C1'" N1 SING N N 19 5GS N1 C6 SING N N 20 5GS N1 C2 SING N N 21 5GS C6 C5 DOUB N N 22 5GS O2 C2 DOUB N N 23 5GS C2 N3 SING N N 24 5GS C5 C4 SING N N 25 5GS N3 C4 SING N N 26 5GS C4 O4 DOUB N N 27 5GS C5 H1 SING N N 28 5GS N3 H2 SING N N 29 5GS C6 H3 SING N N 30 5GS O2B H4 SING N N 31 5GS O3B H5 SING N N 32 5GS O2A H8 SING N N 33 5GS "C5'" H9 SING N N 34 5GS "C5'" H10 SING N N 35 5GS "C4'" H11 SING N N 36 5GS "C3'" H12 SING N N 37 5GS "O3'" H13 SING N N 38 5GS C2M H14 SING N N 39 5GS C2M H15 SING N N 40 5GS C2M H16 SING N N 41 5GS "O2'" H17 SING N N 42 5GS "C1'" H18 SING N N 43 # 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 5GS SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)C(O)(C2O)C" 5GS InChI InChI 1.03 "InChI=1S/C10H16N2O12P2/c1-10(16)7(14)5(4-22-26(20,21)24-25(17,18)19)23-8(10)12-3-2-6(13)11-9(12)15/h2-3,5,7-8,14,16H,4H2,1H3,(H,20,21)(H,11,13,15)(H2,17,18,19)/t5-,7-,8-,10-/m1/s1" 5GS InChIKey InChI 1.03 LFWWNDZBFDONAW-VPCXQMTMSA-N 5GS SMILES_CANONICAL CACTVS 3.385 "C[C@@]1(O)[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(O)=O)O[C@H]1N2C=CC(=O)NC2=O" 5GS SMILES CACTVS 3.385 "C[C]1(O)[CH](O)[CH](CO[P](O)(=O)O[P](O)(O)=O)O[CH]1N2C=CC(=O)NC2=O" 5GS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@]1([C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)COP(=O)(O)OP(=O)(O)O)O)O" 5GS SMILES "OpenEye OEToolkits" 1.9.2 "CC1(C(C(OC1N2C=CC(=O)NC2=O)COP(=O)(O)OP(=O)(O)O)O)O" # 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 5GS "SYSTEMATIC NAME" ACDLabs 12.01 ;2'-C-methyluridine 5'-(trihydrogen diphosphate) ; 5GS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3R,4R,5R)-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-methyl-3,4-bis(oxidanyl)oxolan-2-yl]methyl phosphono hydrogen 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 5GS "Create component" 2014-10-30 RCSB 5GS "Initial release" 2015-02-11 RCSB #