data_0GS # _chem_comp.id 0GS _chem_comp.name "(3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-{[3-(1,1-difluoroethyl)benzyl]amino}tetrahydro-2H-thiopyran-4-ol 1,1-dioxide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 Br F3 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-11 _chem_comp.pdbx_modified_date 2012-11-16 _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 521.391 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0GS _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 3VF3 _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 0GS BR1 BR1 BR 0 0 N N N 29.381 78.918 19.894 6.246 -2.193 -0.735 BR1 0GS 1 0GS C2 C2 C 0 1 Y N N 30.139 77.337 20.505 5.379 -0.761 0.144 C2 0GS 2 0GS C3 C3 C 0 1 Y N N 31.393 77.254 21.181 6.047 0.440 0.342 C3 0GS 3 0GS C4 C4 C 0 1 Y N N 31.864 75.977 21.594 5.406 1.491 0.988 C4 0GS 4 0GS C5 C5 C 0 1 Y N N 31.114 74.806 21.348 4.105 1.336 1.432 C5 0GS 5 0GS C7 C7 C 0 1 Y N N 29.870 74.892 20.674 3.443 0.138 1.233 C7 0GS 6 0GS C8 C8 C 0 1 Y N N 29.393 76.163 20.263 4.077 -0.906 0.586 C8 0GS 7 0GS C10 C10 C 0 1 N N N 29.040 73.626 20.377 2.026 -0.027 1.717 C10 0GS 8 0GS C13 C13 C 0 1 N N S 29.723 72.721 19.281 1.056 0.399 0.613 C13 0GS 9 0GS C15 C15 C 0 1 N N S 28.846 71.513 18.807 -0.375 0.110 1.056 C15 0GS 10 0GS C17 C17 C 0 1 N N R 29.595 70.551 17.827 -1.345 0.286 -0.109 C17 0GS 11 0GS C19 C19 C 0 1 N N N 30.143 71.246 16.549 -1.462 1.769 -0.472 C19 0GS 12 0GS S22 S22 S 0 1 N N N 31.273 72.568 17.007 0.153 2.365 -1.052 S22 0GS 13 0GS C23 C23 C 0 1 N N N 30.191 73.554 18.041 1.225 1.895 0.338 C23 0GS 14 0GS O26 O26 O 0 1 N N N 31.600 73.334 15.818 0.111 3.783 -1.136 O26 0GS 15 0GS O27 O27 O 0 1 N N N 32.376 72.031 17.783 0.532 1.611 -2.195 O27 0GS 16 0GS N28 N28 N 0 1 N N N 28.771 69.358 17.488 -2.667 -0.225 0.276 N28 0GS 17 0GS C30 C30 C 0 1 N N N 29.398 68.127 16.931 -3.440 -0.628 -0.907 C30 0GS 18 0GS C33 C33 C 0 1 Y N N 30.466 67.579 17.899 -4.787 -1.146 -0.474 C33 0GS 19 0GS C34 C34 C 0 1 Y N N 30.070 67.021 19.138 -5.857 -0.278 -0.356 C34 0GS 20 0GS C36 C36 C 0 1 Y N N 31.020 66.508 20.057 -7.092 -0.754 0.041 C36 0GS 21 0GS C37 C37 C 0 1 Y N N 32.402 66.586 19.722 -7.258 -2.098 0.321 C37 0GS 22 0GS C39 C39 C 0 1 Y N N 32.814 67.140 18.484 -6.189 -2.965 0.204 C39 0GS 23 0GS C41 C41 C 0 1 Y N N 31.848 67.646 17.579 -4.955 -2.491 -0.199 C41 0GS 24 0GS C43 C43 C 0 1 N N N 30.537 65.902 21.396 -8.258 0.192 0.169 C43 0GS 25 0GS F44 F44 F 0 1 N N N 29.178 65.811 21.437 -8.109 1.242 -0.744 F44 0GS 26 0GS F45 F45 F 0 1 N N N 30.925 66.679 22.447 -9.447 -0.494 -0.098 F45 0GS 27 0GS C46 C46 C 0 1 N N N 31.087 64.469 21.592 -8.303 0.756 1.590 C46 0GS 28 0GS O50 O50 O 0 1 N N N 28.464 70.654 19.896 -0.457 -1.233 1.537 O50 0GS 29 0GS F52 F52 F 0 1 N N N 33.033 75.863 22.224 6.052 2.661 1.184 F52 0GS 30 0GS N53 N53 N 0 1 N N N 32.163 78.341 21.446 7.363 0.593 -0.108 N53 0GS 31 0GS H1 H1 H 0 1 N N N 31.488 73.846 21.673 3.606 2.151 1.934 H1 0GS 32 0GS H2 H2 H 0 1 N N N 28.442 76.234 19.756 3.555 -1.839 0.428 H2 0GS 33 0GS H3 H3 H 0 1 N N N 28.045 73.929 20.019 1.849 -1.071 1.973 H3 0GS 34 0GS H4 H4 H 0 1 N N N 28.935 73.044 21.304 1.868 0.595 2.598 H4 0GS 35 0GS H5 H5 H 0 1 N N N 30.628 72.297 19.740 1.274 -0.163 -0.296 H5 0GS 36 0GS H6 H6 H 0 1 N N N 27.953 71.906 18.299 -0.648 0.796 1.857 H6 0GS 37 0GS H7 H7 H 0 1 N N N 30.475 70.184 18.376 -0.979 -0.269 -0.972 H7 0GS 38 0GS H8 H8 H 0 1 N N N 29.304 71.666 15.974 -2.202 1.892 -1.262 H8 0GS 39 0GS H9 H9 H 0 1 N N N 30.677 70.507 15.933 -1.766 2.337 0.407 H9 0GS 40 0GS H10 H10 H 0 1 N N N 30.733 74.447 18.386 0.944 2.464 1.224 H10 0GS 41 0GS H11 H11 H 0 1 N N N 29.311 73.862 17.457 2.264 2.102 0.084 H11 0GS 42 0GS H12 H12 H 0 1 N N N 28.094 69.661 16.817 -3.172 0.454 0.824 H12 0GS 43 0GS H14 H14 H 0 1 N N N 28.622 67.363 16.778 -3.575 0.232 -1.563 H14 0GS 44 0GS H15 H15 H 0 1 N N N 29.872 68.366 15.967 -2.904 -1.412 -1.442 H15 0GS 45 0GS H16 H16 H 0 1 N N N 29.020 66.985 19.389 -5.727 0.771 -0.575 H16 0GS 46 0GS H17 H17 H 0 1 N N N 33.143 66.220 20.417 -8.224 -2.469 0.632 H17 0GS 47 0GS H18 H18 H 0 1 N N N 33.863 67.176 18.231 -6.319 -4.015 0.423 H18 0GS 48 0GS H19 H19 H 0 1 N N N 32.164 68.084 16.643 -4.120 -3.170 -0.295 H19 0GS 49 0GS H20 H20 H 0 1 N N N 30.727 64.066 22.550 -7.376 1.291 1.799 H20 0GS 50 0GS H21 H21 H 0 1 N N N 30.738 63.827 20.770 -9.146 1.441 1.683 H21 0GS 51 0GS H22 H22 H 0 1 N N N 32.187 64.496 21.595 -8.419 -0.061 2.302 H22 0GS 52 0GS H23 H23 H 0 1 N N N 27.996 71.160 20.550 -1.339 -1.490 1.837 H23 0GS 53 0GS H24 H24 H 0 1 N N N 32.993 78.054 21.924 7.810 -0.141 -0.558 H24 0GS 54 0GS H25 H25 H 0 1 N N N 32.411 78.791 20.588 7.829 1.432 0.031 H25 0GS 55 # 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 0GS O26 S22 DOUB N N 1 0GS C19 S22 SING N N 2 0GS C19 C17 SING N N 3 0GS C30 N28 SING N N 4 0GS C30 C33 SING N N 5 0GS S22 O27 DOUB N N 6 0GS S22 C23 SING N N 7 0GS N28 C17 SING N N 8 0GS C41 C33 DOUB Y N 9 0GS C41 C39 SING Y N 10 0GS C17 C15 SING N N 11 0GS C33 C34 SING Y N 12 0GS C23 C13 SING N N 13 0GS C39 C37 DOUB Y N 14 0GS C15 C13 SING N N 15 0GS C15 O50 SING N N 16 0GS C34 C36 DOUB Y N 17 0GS C13 C10 SING N N 18 0GS C37 C36 SING Y N 19 0GS BR1 C2 SING N N 20 0GS C36 C43 SING N N 21 0GS C8 C2 DOUB Y N 22 0GS C8 C7 SING Y N 23 0GS C10 C7 SING N N 24 0GS C2 C3 SING Y N 25 0GS C7 C5 DOUB Y N 26 0GS C3 N53 SING N N 27 0GS C3 C4 DOUB Y N 28 0GS C5 C4 SING Y N 29 0GS C43 F44 SING N N 30 0GS C43 C46 SING N N 31 0GS C43 F45 SING N N 32 0GS C4 F52 SING N N 33 0GS C5 H1 SING N N 34 0GS C8 H2 SING N N 35 0GS C10 H3 SING N N 36 0GS C10 H4 SING N N 37 0GS C13 H5 SING N N 38 0GS C15 H6 SING N N 39 0GS C17 H7 SING N N 40 0GS C19 H8 SING N N 41 0GS C19 H9 SING N N 42 0GS C23 H10 SING N N 43 0GS C23 H11 SING N N 44 0GS N28 H12 SING N N 45 0GS C30 H14 SING N N 46 0GS C30 H15 SING N N 47 0GS C34 H16 SING N N 48 0GS C37 H17 SING N N 49 0GS C39 H18 SING N N 50 0GS C41 H19 SING N N 51 0GS C46 H20 SING N N 52 0GS C46 H21 SING N N 53 0GS C46 H22 SING N N 54 0GS O50 H23 SING N N 55 0GS N53 H24 SING N N 56 0GS N53 H25 SING N N 57 # 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 0GS SMILES ACDLabs 12.01 "O=S2(=O)CC(C(O)C(NCc1cccc(c1)C(F)(F)C)C2)Cc3cc(F)c(N)c(Br)c3" 0GS InChI InChI 1.03 "InChI=1S/C21H24BrF3N2O3S/c1-21(24,25)15-4-2-3-12(6-15)9-27-18-11-31(29,30)10-14(20(18)28)5-13-7-16(22)19(26)17(23)8-13/h2-4,6-8,14,18,20,27-28H,5,9-11,26H2,1H3/t14-,18+,20+/m1/s1" 0GS InChIKey InChI 1.03 QBRKIXCNLLQOPH-WNYOCNMUSA-N 0GS SMILES_CANONICAL CACTVS 3.370 "CC(F)(F)c1cccc(CN[C@H]2C[S](=O)(=O)C[C@@H](Cc3cc(F)c(N)c(Br)c3)[C@@H]2O)c1" 0GS SMILES CACTVS 3.370 "CC(F)(F)c1cccc(CN[CH]2C[S](=O)(=O)C[CH](Cc3cc(F)c(N)c(Br)c3)[CH]2O)c1" 0GS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(c1cccc(c1)CN[C@H]2CS(=O)(=O)C[C@H]([C@@H]2O)Cc3cc(c(c(c3)Br)N)F)(F)F" 0GS SMILES "OpenEye OEToolkits" 1.7.6 "CC(c1cccc(c1)CNC2CS(=O)(=O)CC(C2O)Cc3cc(c(c(c3)Br)N)F)(F)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 0GS "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-{[3-(1,1-difluoroethyl)benzyl]amino}tetrahydro-2H-thiopyran-4-ol 1,1-dioxide" 0GS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,4S,5R)-3-[(4-azanyl-3-bromanyl-5-fluoranyl-phenyl)methyl]-5-[[3-[1,1-bis(fluoranyl)ethyl]phenyl]methylamino]-1,1-bis(oxidanylidene)thian-4-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 0GS "Create component" 2012-01-11 RCSB 0GS "Initial release" 2012-11-16 RCSB #