data_6AF # _chem_comp.id 6AF _chem_comp.name "(2R,3R)-3-[(5-bromo-2-{[4-(S-cyclopropylsulfonimidoyl)phenyl]amino}pyrimidin-4-yl)oxy]butan-2-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H21 Br N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-26 _chem_comp.pdbx_modified_date 2016-04-22 _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 441.343 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6AF _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 5IEX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 6AF C5 C1 C 0 1 Y N N -11.204 -10.232 -13.111 0.703 0.760 -0.164 C5 6AF 1 6AF C7 C2 C 0 1 Y N N -12.600 -9.962 -14.949 1.194 -1.492 -0.164 C7 6AF 2 6AF C10 C3 C 0 1 Y N N -8.384 -11.441 -11.267 -2.015 0.342 0.660 C10 6AF 3 6AF C13 C4 C 0 1 Y N N -8.996 -9.469 -9.429 -3.892 1.881 -0.673 C13 6AF 4 6AF C20 C5 C 0 1 N N N -7.189 -9.894 -4.953 -6.717 -2.239 -0.752 C20 6AF 5 6AF C22 C6 C 0 1 N N R -13.342 -7.491 -10.944 4.544 1.888 -0.080 C22 6AF 6 6AF C26 C7 C 0 1 N N N -13.604 -8.471 -9.803 4.677 2.399 -1.516 C26 6AF 7 6AF C19 C8 C 0 1 N N N -8.052 -11.084 -5.448 -7.544 -2.016 0.516 C19 6AF 8 6AF C18 C9 C 0 1 N N N -7.923 -9.817 -6.309 -6.138 -1.422 0.404 C18 6AF 9 6AF S15 S1 S 0 1 N N R -6.935 -10.166 -7.787 -6.003 0.373 0.176 S15 6AF 10 6AF N16 N1 N 0 1 N N N -5.923 -8.933 -8.042 -6.659 0.733 -1.117 N16 6AF 11 6AF O17 O1 O 0 1 N N N -6.130 -11.399 -7.512 -6.595 1.148 1.209 O17 6AF 12 6AF C12 C10 C 0 1 Y N N -7.932 -10.338 -9.203 -4.294 0.792 0.079 C12 6AF 13 6AF C14 C11 C 0 1 Y N N -9.766 -9.586 -10.592 -2.554 2.211 -0.752 C14 6AF 14 6AF C11 C12 C 0 1 Y N N -7.635 -11.339 -10.106 -3.356 0.023 0.744 C11 6AF 15 6AF C9 C13 C 0 1 Y N N -9.451 -10.587 -11.529 -1.609 1.438 -0.089 C9 6AF 16 6AF N8 N2 N 0 1 N N N -10.109 -10.817 -12.666 -0.252 1.763 -0.176 N8 6AF 17 6AF N4 N3 N 0 1 Y N N -11.971 -9.475 -12.334 1.986 1.089 -0.134 N4 6AF 18 6AF N6 N4 N 0 1 Y N N -11.533 -10.452 -14.390 0.311 -0.505 -0.176 N6 6AF 19 6AF C2 C14 C 0 1 Y N N -13.399 -9.178 -14.150 2.544 -1.190 -0.139 C2 6AF 20 6AF BR1 BR1 BR 0 0 N N N -14.954 -8.313 -14.817 3.842 -2.565 -0.122 BR1 6AF 21 6AF C3 C15 C 0 1 Y N N -13.075 -8.921 -12.841 2.925 0.152 -0.121 C3 6AF 22 6AF O21 O2 O 0 1 N N N -13.908 -8.084 -12.141 4.237 0.493 -0.097 O21 6AF 23 6AF C23 C16 C 0 1 N N R -13.850 -6.004 -10.741 5.861 2.112 0.665 C23 6AF 24 6AF C25 C17 C 0 1 N N N -13.509 -5.117 -11.941 5.770 1.490 2.060 C25 6AF 25 6AF O24 O3 O 0 1 N N N -15.244 -6.296 -10.289 6.929 1.499 -0.061 O24 6AF 26 6AF H1 H1 H 0 1 N N N -12.845 -10.160 -15.982 0.865 -2.520 -0.174 H1 6AF 27 6AF H2 H2 H 0 1 N N N -8.133 -12.204 -11.989 -1.283 -0.259 1.180 H2 6AF 28 6AF H3 H3 H 0 1 N N N -9.228 -8.702 -8.705 -4.626 2.473 -1.199 H3 6AF 29 6AF H4 H4 H 0 1 N N N -6.093 -9.983 -4.924 -6.309 -3.237 -0.917 H4 6AF 30 6AF H5 H5 H 0 1 N N N -7.530 -9.281 -4.106 -7.017 -1.699 -1.650 H5 6AF 31 6AF H6 H6 H 0 1 N N N -12.252 -7.432 -11.076 3.744 2.430 0.425 H6 6AF 32 6AF H7 H7 H 0 1 N N N -13.191 -8.065 -8.868 3.738 2.240 -2.047 H7 6AF 33 6AF H8 H8 H 0 1 N N N -14.688 -8.621 -9.691 4.911 3.463 -1.503 H8 6AF 34 6AF H9 H9 H 0 1 N N N -13.122 -9.434 -10.029 5.477 1.857 -2.022 H9 6AF 35 6AF H10 H10 H 0 1 N N N -9.005 -11.316 -4.951 -8.388 -1.328 0.451 H10 6AF 36 6AF H11 H11 H 0 1 N N N -7.568 -12.018 -5.769 -7.681 -2.866 1.184 H11 6AF 37 6AF H12 H12 H 0 1 N N N -8.777 -9.139 -6.451 -5.349 -1.881 1.000 H12 6AF 38 6AF H13 H13 H 0 1 N N N -4.966 -9.213 -7.971 -7.363 1.400 -1.134 H13 6AF 39 6AF H16 H16 H 0 1 N N N -10.593 -8.915 -10.768 -2.241 3.062 -1.339 H16 6AF 40 6AF H17 H17 H 0 1 N N N -6.831 -12.032 -9.910 -3.673 -0.826 1.331 H17 6AF 41 6AF H18 H18 H 0 1 N N N -9.722 -11.524 -13.258 0.021 2.692 -0.245 H18 6AF 42 6AF H19 H19 H 0 1 N N N -13.300 -5.602 -9.877 6.051 3.182 0.755 H19 6AF 43 6AF H20 H20 H 0 1 N N N -13.878 -4.097 -11.760 6.709 1.650 2.591 H20 6AF 44 6AF H21 H21 H 0 1 N N N -12.418 -5.093 -12.081 4.956 1.958 2.614 H21 6AF 45 6AF H22 H22 H 0 1 N N N -13.986 -5.524 -12.845 5.581 0.421 1.970 H22 6AF 46 6AF H23 H23 H 0 1 N N N -15.218 -6.866 -9.529 7.796 1.601 0.354 H23 6AF 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 6AF C7 N6 DOUB Y N 1 6AF C7 C2 SING Y N 2 6AF BR1 C2 SING N N 3 6AF N6 C5 SING Y N 4 6AF C2 C3 DOUB Y N 5 6AF C5 N8 SING N N 6 6AF C5 N4 DOUB Y N 7 6AF C3 N4 SING Y N 8 6AF C3 O21 SING N N 9 6AF N8 C9 SING N N 10 6AF O21 C22 SING N N 11 6AF C25 C23 SING N N 12 6AF C9 C10 DOUB Y N 13 6AF C9 C14 SING Y N 14 6AF C10 C11 SING Y N 15 6AF C22 C23 SING N N 16 6AF C22 C26 SING N N 17 6AF C23 O24 SING N N 18 6AF C14 C13 DOUB Y N 19 6AF C11 C12 DOUB Y N 20 6AF C13 C12 SING Y N 21 6AF C12 S15 SING N N 22 6AF N16 S15 DOUB N N 23 6AF S15 O17 DOUB N N 24 6AF S15 C18 SING N N 25 6AF C18 C19 SING N N 26 6AF C18 C20 SING N N 27 6AF C19 C20 SING N N 28 6AF C7 H1 SING N N 29 6AF C10 H2 SING N N 30 6AF C13 H3 SING N N 31 6AF C20 H4 SING N N 32 6AF C20 H5 SING N N 33 6AF C22 H6 SING N N 34 6AF C26 H7 SING N N 35 6AF C26 H8 SING N N 36 6AF C26 H9 SING N N 37 6AF C19 H10 SING N N 38 6AF C19 H11 SING N N 39 6AF C18 H12 SING N N 40 6AF N16 H13 SING N N 41 6AF C14 H16 SING N N 42 6AF C11 H17 SING N N 43 6AF N8 H18 SING N N 44 6AF C23 H19 SING N N 45 6AF C25 H20 SING N N 46 6AF C25 H21 SING N N 47 6AF C25 H22 SING N N 48 6AF O24 H23 SING N N 49 # 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 6AF SMILES ACDLabs 12.01 "c3(Nc1ccc(cc1)S(C2CC2)(=O)=N)nc(c(cn3)Br)OC(C(O)C)C" 6AF InChI InChI 1.03 "InChI=1S/C17H21BrN4O3S/c1-10(23)11(2)25-16-15(18)9-20-17(22-16)21-12-3-5-13(6-4-12)26(19,24)14-7-8-14/h3-6,9-11,14,19,23H,7-8H2,1-2H3,(H,20,21,22)/t10-,11-,26+/m1/s1" 6AF InChIKey InChI 1.03 FTQAAMOHZPWVFX-KDHKCVMQSA-N 6AF SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)[C@@H](C)Oc1nc(Nc2ccc(cc2)[S@](=N)(=O)C3CC3)ncc1Br" 6AF SMILES CACTVS 3.385 "C[CH](O)[CH](C)Oc1nc(Nc2ccc(cc2)[S](=N)(=O)C3CC3)ncc1Br" 6AF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@H]([C@@H](C)Oc1c(cnc(n1)Nc2ccc(cc2)S(=N)(=O)C3CC3)Br)O" 6AF SMILES "OpenEye OEToolkits" 2.0.4 "CC(C(C)Oc1c(cnc(n1)Nc2ccc(cc2)S(=N)(=O)C3CC3)Br)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 6AF "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,3R)-3-[(5-bromo-2-{[4-(S-cyclopropylsulfonimidoyl)phenyl]amino}pyrimidin-4-yl)oxy]butan-2-ol" 6AF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{R},3~{R})-3-[5-bromanyl-2-[[4-(cyclopropylsulfonimidoyl)phenyl]amino]pyrimidin-4-yl]oxybutan-2-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6AF "Create component" 2016-02-26 EBI 6AF "Initial release" 2016-04-27 RCSB #