data_8FL # _chem_comp.id 8FL _chem_comp.name "2-[(2R)-3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2-oxidanyl-2H-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H20 N4 O8 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-27 _chem_comp.pdbx_modified_date 2018-04-20 _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 442.322 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8FL _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 5XUF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 8FL "C4'" C1 C 0 1 Y N N 12.879 33.075 -26.029 -6.091 0.036 -0.106 "C4'" 8FL 1 8FL "C5'" C2 C 0 1 Y N N 12.993 33.192 -27.452 -5.036 -0.555 -0.805 "C5'" 8FL 2 8FL "C6'" C3 C 0 1 Y N N 11.814 33.267 -28.141 -4.942 -1.933 -0.806 "C6'" 8FL 3 8FL "N1'" N1 N 0 1 Y N N 10.615 33.237 -27.485 -5.847 -2.644 -0.149 "N1'" 8FL 4 8FL "N3'" N2 N 0 1 Y N N 11.667 33.069 -25.402 -6.959 -0.745 0.530 "N3'" 8FL 5 8FL "C2'" C4 C 0 1 Y N N 10.562 33.108 -26.143 -6.831 -2.056 0.502 "C2'" 8FL 6 8FL CM4 C5 C 0 1 N N N 13.948 35.799 -29.551 -1.595 -1.185 -0.923 CM4 8FL 7 8FL CM2 C6 C 0 1 N N N 9.253 33.041 -25.509 -7.836 -2.907 1.235 CM2 8FL 8 8FL C7 C7 C 0 1 N N N 15.645 38.808 -27.292 1.426 0.591 0.157 C7 8FL 9 8FL C6 C8 C 0 1 N N N 15.993 37.889 -28.409 0.289 0.030 1.013 C6 8FL 10 8FL "C7'" C9 C 0 1 N N N 14.273 33.182 -28.177 -4.028 0.289 -1.540 "C7'" 8FL 11 8FL C4 C10 C 0 1 N N N 14.979 35.561 -28.467 -1.882 0.144 -0.273 C4 8FL 12 8FL C5 C11 C 0 1 N N N 15.837 36.482 -27.989 -1.017 0.646 0.581 C5 8FL 13 8FL C2 C12 C 0 1 N N R 16.371 34.232 -27.149 -3.217 2.100 0.106 C2 8FL 14 8FL "N4'" N3 N 0 1 N N N 13.955 32.990 -25.263 -6.226 1.414 -0.069 "N4'" 8FL 15 8FL N3 N4 N 0 1 N N N 15.125 34.353 -27.882 -3.044 0.813 -0.589 N3 8FL 16 8FL O3B O1 O 0 1 N N N 18.883 43.046 -26.256 7.194 -2.291 0.775 O3B 8FL 17 8FL O1A O2 O 0 1 N N N 15.992 42.528 -27.026 3.986 0.141 -1.579 O1A 8FL 18 8FL OC2 O3 O 0 1 N N N 15.783 33.836 -25.956 -3.273 3.181 -0.827 OC2 8FL 19 8FL O2B O4 O 0 1 N N N 20.003 40.964 -25.450 7.722 0.270 0.501 O2B 8FL 20 8FL O1B O5 O 0 1 N N N 19.302 41.216 -27.742 6.793 -1.093 -1.410 O1B 8FL 21 8FL O2A O6 O 0 1 N N N 15.196 40.781 -25.452 4.427 1.915 0.162 O2A 8FL 22 8FL O7 O7 O 0 1 N N N 15.896 40.181 -27.733 2.664 0.007 0.567 O7 8FL 23 8FL O3A O8 O 0 1 N N N 17.619 40.878 -26.105 5.229 -0.566 0.500 O3A 8FL 24 8FL PB P1 P 0 1 N N N 18.999 41.600 -26.223 6.736 -0.924 0.059 PB 8FL 25 8FL PA P2 P 0 1 N N N 16.131 41.189 -26.513 4.075 0.369 -0.119 PA 8FL 26 8FL S1 S1 S 0 1 N N N 16.883 35.867 -26.735 -1.696 2.196 1.123 S1 8FL 27 8FL H1 H1 H 0 1 N N N 11.830 33.351 -29.218 -4.140 -2.426 -1.336 H1 8FL 28 8FL H2 H2 H 0 1 N N N 13.390 34.870 -29.737 -0.639 -1.566 -0.563 H2 8FL 29 8FL H3 H3 H 0 1 N N N 13.251 36.587 -29.228 -2.386 -1.891 -0.671 H3 8FL 30 8FL H4 H4 H 0 1 N N N 14.454 36.114 -30.475 -1.551 -1.059 -2.004 H4 8FL 31 8FL H5 H5 H 0 1 N N N 8.469 33.111 -26.277 -7.495 -3.073 2.257 H5 8FL 32 8FL H6 H6 H 0 1 N N N 9.155 32.087 -24.971 -8.800 -2.398 1.251 H6 8FL 33 8FL H7 H7 H 0 1 N N N 9.146 33.875 -24.799 -7.940 -3.866 0.726 H7 8FL 34 8FL H8 H8 H 0 1 N N N 14.583 38.690 -27.030 1.242 0.356 -0.891 H8 8FL 35 8FL H9 H9 H 0 1 N N N 16.267 38.579 -26.414 1.475 1.673 0.283 H9 8FL 36 8FL H10 H10 H 0 1 N N N 17.037 38.063 -28.709 0.240 -1.052 0.887 H10 8FL 37 8FL H11 H11 H 0 1 N N N 15.328 38.088 -29.262 0.473 0.266 2.061 H11 8FL 38 8FL H12 H12 H 0 1 N N N 14.062 33.168 -29.256 -3.520 -0.320 -2.288 H12 8FL 39 8FL H13 H13 H 0 1 N N N 14.824 32.271 -27.899 -4.537 1.118 -2.031 H13 8FL 40 8FL H14 H14 H 0 1 N N N 17.178 33.627 -27.587 -4.105 2.088 0.738 H14 8FL 41 8FL H15 H15 H 0 1 N N N 13.678 32.933 -24.304 -6.959 1.817 0.422 H15 8FL 42 8FL H16 H16 H 0 1 N N N 14.475 32.172 -25.509 -5.588 1.976 -0.536 H16 8FL 43 8FL H17 H17 H 0 1 N N N 19.015 43.355 -27.145 8.094 -2.567 0.555 H17 8FL 44 8FL H18 H18 H 0 1 N N N 16.457 33.695 -25.302 -3.297 4.056 -0.415 H18 8FL 45 8FL H19 H19 H 0 1 N N N 20.587 40.482 -26.024 7.735 0.438 1.453 H19 8FL 46 8FL H20 H20 H 0 1 N N N 14.609 41.501 -25.253 4.501 2.137 1.100 H20 8FL 47 # 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 8FL CM4 C4 SING N N 1 8FL C4 C5 DOUB N N 2 8FL C4 N3 SING N N 3 8FL C6 C5 SING N N 4 8FL C6 C7 SING N N 5 8FL "C7'" N3 SING N N 6 8FL "C7'" "C5'" SING N N 7 8FL "C6'" "N1'" DOUB Y N 8 8FL "C6'" "C5'" SING Y N 9 8FL C5 S1 SING N N 10 8FL N3 C2 SING N N 11 8FL O1B PB DOUB N N 12 8FL O7 C7 SING N N 13 8FL O7 PA SING N N 14 8FL "N1'" "C2'" SING Y N 15 8FL "C5'" "C4'" DOUB Y N 16 8FL C2 S1 SING N N 17 8FL C2 OC2 SING N N 18 8FL O1A PA DOUB N N 19 8FL PA O3A SING N N 20 8FL PA O2A SING N N 21 8FL O3B PB SING N N 22 8FL PB O3A SING N N 23 8FL PB O2B SING N N 24 8FL "C2'" CM2 SING N N 25 8FL "C2'" "N3'" DOUB Y N 26 8FL "C4'" "N3'" SING Y N 27 8FL "C4'" "N4'" SING N N 28 8FL "C6'" H1 SING N N 29 8FL CM4 H2 SING N N 30 8FL CM4 H3 SING N N 31 8FL CM4 H4 SING N N 32 8FL CM2 H5 SING N N 33 8FL CM2 H6 SING N N 34 8FL CM2 H7 SING N N 35 8FL C7 H8 SING N N 36 8FL C7 H9 SING N N 37 8FL C6 H10 SING N N 38 8FL C6 H11 SING N N 39 8FL "C7'" H12 SING N N 40 8FL "C7'" H13 SING N N 41 8FL C2 H14 SING N N 42 8FL "N4'" H15 SING N N 43 8FL "N4'" H16 SING N N 44 8FL O3B H17 SING N N 45 8FL OC2 H18 SING N N 46 8FL O2B H19 SING N N 47 8FL O2A H20 SING N N 48 # 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 8FL InChI InChI 1.03 "InChI=1S/C12H20N4O8P2S/c1-7-10(3-4-23-26(21,22)24-25(18,19)20)27-12(17)16(7)6-9-5-14-8(2)15-11(9)13/h5,12,17H,3-4,6H2,1-2H3,(H,21,22)(H2,13,14,15)(H2,18,19,20)/t12-/m1/s1" 8FL InChIKey InChI 1.03 GFCMTWPFATXWRY-GFCCVEGCSA-N 8FL SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(CN2[C@H](O)SC(=C2C)CCO[P](O)(=O)O[P](O)(O)=O)c(N)n1" 8FL SMILES CACTVS 3.385 "Cc1ncc(CN2[CH](O)SC(=C2C)CCO[P](O)(=O)O[P](O)(O)=O)c(N)n1" 8FL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ncc(c(n1)N)CN2[C@@H](SC(=C2C)CCOP(=O)(O)OP(=O)(O)O)O" 8FL SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ncc(c(n1)N)CN2C(SC(=C2C)CCOP(=O)(O)OP(=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 8FL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(2~{R})-3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2-oxidanyl-2~{H}-1,3-thiazol-5-yl]ethyl 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 8FL "Create component" 2017-06-27 PDBJ 8FL "Initial release" 2018-04-25 RCSB #