data_6GS # _chem_comp.id 6GS _chem_comp.name ;2'-deoxy-2'-fluoro-2'-methyluridine 5'-(trihydrogen diphosphate) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H15 F N2 O11 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 420.179 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6GS _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 4WTG _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 6GS C2 C1 C 0 1 N N N 39.123 -46.177 8.492 -4.674 0.705 0.937 C2 6GS 1 6GS N3 N1 N 0 1 N N N 39.586 -45.689 9.666 -5.517 1.707 0.628 N3 6GS 2 6GS C4 C2 C 0 1 N N N 40.788 -45.072 9.713 -5.182 2.610 -0.316 C4 6GS 3 6GS C5 C3 C 0 1 N N N 41.554 -44.931 8.556 -3.936 2.493 -0.978 C5 6GS 4 6GS F F1 F 0 1 N N N 37.628 -45.896 4.586 -3.741 -2.645 0.659 F 6GS 5 6GS "C2'" C4 C 0 1 N N R 38.653 -45.408 5.270 -2.954 -1.788 -0.119 "C2'" 6GS 6 6GS C2M C5 C 0 1 N N N 38.101 -44.222 6.067 -3.684 -1.419 -1.412 C2M 6GS 7 6GS "C1'" C6 C 0 1 N N R 39.309 -46.560 6.061 -2.589 -0.516 0.678 "C1'" 6GS 8 6GS N1 N2 N 0 1 N N N 39.842 -46.057 7.341 -3.485 0.585 0.319 N1 6GS 9 6GS O2 O1 O 0 1 N N N 37.912 -46.787 8.524 -4.990 -0.102 1.790 O2 6GS 10 6GS O4 O2 O 0 1 N N N 41.241 -44.590 10.892 -5.945 3.517 -0.597 O4 6GS 11 6GS C6 C7 C 0 1 N N N 41.048 -45.436 7.362 -3.110 1.478 -0.648 C6 6GS 12 6GS "O4'" O3 O 0 1 N N N 40.334 -47.082 5.201 -1.234 -0.210 0.283 "O4'" 6GS 13 6GS "C3'" C8 C 0 1 N N R 39.766 -44.980 4.320 -1.589 -2.441 -0.432 "C3'" 6GS 14 6GS "O3'" O4 O 0 1 N N N 39.316 -44.236 3.175 -1.509 -3.740 0.158 "O3'" 6GS 15 6GS "C4'" C9 C 0 1 N N R 40.382 -46.325 3.969 -0.560 -1.486 0.213 "C4'" 6GS 16 6GS "C5'" C10 C 0 1 N N N 41.764 -46.239 3.300 0.691 -1.382 -0.662 "C5'" 6GS 17 6GS "O5'" O5 O 0 1 N N N 42.789 -45.822 4.197 1.674 -0.589 0.006 "O5'" 6GS 18 6GS PA PA1 P 0 1 N N N 43.966 -44.784 3.852 3.120 -0.269 -0.627 PA 6GS 19 6GS O1A O6 O 0 1 N N N 44.721 -44.896 5.143 3.796 -1.538 -0.978 O1A 6GS 20 6GS O2A O7 O 0 1 N N N 44.663 -45.124 2.550 2.940 0.628 -1.952 O2A 6GS 21 6GS O3A O8 O 0 1 N N N 43.248 -43.322 3.769 4.010 0.534 0.448 O3A 6GS 22 6GS PB PB1 P 0 1 N N N 42.419 -42.678 2.513 5.579 0.871 0.572 PB 6GS 23 6GS O3B O9 O 0 1 N N N 41.019 -42.464 3.038 5.929 1.245 2.098 O3B 6GS 24 6GS O1B O10 O 0 1 N N N 43.064 -41.318 2.261 6.371 -0.310 0.160 O1B 6GS 25 6GS O2B O11 O 0 1 N N N 42.472 -43.708 1.392 5.938 2.117 -0.382 O2B 6GS 26 6GS H1 H1 H 0 1 N N N 39.040 -45.785 10.498 -6.369 1.781 1.086 H1 6GS 27 6GS H2 H2 H 0 1 N N N 42.516 -44.442 8.586 -3.651 3.206 -1.737 H2 6GS 28 6GS H3 H3 H 0 1 N N N 37.303 -44.571 6.739 -4.650 -0.976 -1.170 H3 6GS 29 6GS H4 H4 H 0 1 N N N 38.910 -43.772 6.661 -3.086 -0.703 -1.975 H4 6GS 30 6GS H5 H5 H 0 1 N N N 37.694 -43.472 5.373 -3.836 -2.317 -2.012 H5 6GS 31 6GS H6 H6 H 0 1 N N N 38.549 -47.331 6.256 -2.638 -0.712 1.749 H6 6GS 32 6GS H7 H7 H 0 1 N N N 41.617 -45.333 6.450 -2.157 1.370 -1.145 H7 6GS 33 6GS H8 H8 H 0 1 N N N 40.503 -44.390 4.884 -1.432 -2.501 -1.509 H8 6GS 34 6GS H9 H9 H 0 1 N N N 38.943 -43.410 3.460 -0.672 -4.196 -0.007 H9 6GS 35 6GS H10 H10 H 0 1 N N N 39.708 -46.810 3.247 -0.297 -1.831 1.213 H10 6GS 36 6GS H11 H11 H 0 1 N N N 42.025 -47.232 2.906 1.091 -2.379 -0.845 H11 6GS 37 6GS H12 H12 H 0 1 N N N 41.708 -45.518 2.471 0.431 -0.914 -1.612 H12 6GS 38 6GS H14 H14 H 0 1 N N N 45.559 -45.385 2.729 2.502 1.476 -1.796 H14 6GS 39 6GS H15 H15 H 0 1 N N N 40.842 -41.533 3.098 6.860 1.460 2.247 H15 6GS 40 6GS H17 H17 H 0 1 N N N 42.927 -43.340 0.644 5.455 2.927 -0.169 H17 6GS 41 # 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 6GS O2B PB SING N N 1 6GS O1B PB DOUB N N 2 6GS PB O3B SING N N 3 6GS PB O3A SING N N 4 6GS O2A PA SING N N 5 6GS "O3'" "C3'" SING N N 6 6GS "C5'" "C4'" SING N N 7 6GS "C5'" "O5'" SING N N 8 6GS O3A PA SING N N 9 6GS PA "O5'" SING N N 10 6GS PA O1A DOUB N N 11 6GS "C4'" "C3'" SING N N 12 6GS "C4'" "O4'" SING N N 13 6GS "C3'" "C2'" SING N N 14 6GS F "C2'" SING N N 15 6GS "O4'" "C1'" SING N N 16 6GS "C2'" "C1'" SING N N 17 6GS "C2'" C2M SING N N 18 6GS "C1'" N1 SING N N 19 6GS N1 C6 SING N N 20 6GS N1 C2 SING N N 21 6GS C6 C5 DOUB N N 22 6GS C2 O2 DOUB N N 23 6GS C2 N3 SING N N 24 6GS C5 C4 SING N N 25 6GS N3 C4 SING N N 26 6GS C4 O4 DOUB N N 27 6GS N3 H1 SING N N 28 6GS C5 H2 SING N N 29 6GS C2M H3 SING N N 30 6GS C2M H4 SING N N 31 6GS C2M H5 SING N N 32 6GS "C1'" H6 SING N N 33 6GS C6 H7 SING N N 34 6GS "C3'" H8 SING N N 35 6GS "O3'" H9 SING N N 36 6GS "C4'" H10 SING N N 37 6GS "C5'" H11 SING N N 38 6GS "C5'" H12 SING N N 39 6GS O2A H14 SING N N 40 6GS O3B H15 SING N N 41 6GS O2B H17 SING N N 42 # 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 6GS SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)C(F)(C2O)C" 6GS InChI InChI 1.03 "InChI=1S/C10H15FN2O11P2/c1-10(11)7(15)5(4-22-26(20,21)24-25(17,18)19)23-8(10)13-3-2-6(14)12-9(13)16/h2-3,5,7-8,15H,4H2,1H3,(H,20,21)(H,12,14,16)(H2,17,18,19)/t5-,7-,8-,10-/m1/s1" 6GS InChIKey InChI 1.03 VPPLCOBQDZAMRD-VPCXQMTMSA-N 6GS SMILES_CANONICAL CACTVS 3.385 "C[C@@]1(F)[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(O)=O)O[C@H]1N2C=CC(=O)NC2=O" 6GS SMILES CACTVS 3.385 "C[C]1(F)[CH](O)[CH](CO[P](O)(=O)O[P](O)(O)=O)O[CH]1N2C=CC(=O)NC2=O" 6GS 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)F" 6GS SMILES "OpenEye OEToolkits" 1.9.2 "CC1(C(C(OC1N2C=CC(=O)NC2=O)COP(=O)(O)OP(=O)(O)O)O)F" # 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 6GS "SYSTEMATIC NAME" ACDLabs 12.01 ;2'-deoxy-2'-fluoro-2'-methyluridine 5'-(trihydrogen diphosphate) ; 6GS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3R,4R,5R)-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-fluoranyl-4-methyl-3-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 6GS "Create component" 2014-10-30 RCSB 6GS "Initial release" 2015-02-11 RCSB #