data_8PW # _chem_comp.id 8PW _chem_comp.name "(2S,4R)-N-(1-cyanocyclopropyl)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-(trifluoromethyl)phenyl]sulfonylpyrrolidine-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 F6 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-03 _chem_comp.pdbx_modified_date 2014-09-05 _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 569.517 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8PW _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 4BQV _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 8PW O26 O26 O 0 1 N N N 19.456 9.964 -4.010 -3.855 3.092 -0.539 O26 8PW 1 8PW C5 C5 C 0 1 N N N 18.635 10.872 -4.160 -2.720 2.720 -0.751 C5 8PW 2 8PW C8 C8 C 0 1 N N N 17.154 10.614 -3.944 -1.586 3.712 -0.729 C8 8PW 3 8PW C16 C16 C 0 1 N N N 16.226 10.564 -5.162 -1.883 5.114 -0.194 C16 8PW 4 8PW C17 C17 C 0 1 N N N 16.747 9.268 -4.574 -1.047 4.139 0.638 C17 8PW 5 8PW C38 C38 C 0 1 N N N 16.633 10.898 -2.547 -0.582 3.593 -1.878 C38 8PW 6 8PW N2 N2 N 0 1 N N N 18.948 12.040 -4.522 -2.473 1.419 -1.001 N2 8PW 7 8PW C7 C7 C 0 1 N N S 20.372 12.357 -4.816 -3.488 0.364 -1.130 C7 8PW 8 8PW C12 C12 C 0 1 N N N 21.369 11.873 -3.784 -4.287 0.262 0.144 C12 8PW 9 8PW N14 N14 N 0 1 N N N 22.349 11.171 -4.313 -5.277 -0.646 0.248 N14 8PW 10 8PW C13 C13 C 0 1 N N N 23.396 10.565 -3.507 -6.054 -0.744 1.487 C13 8PW 11 8PW C18 C18 C 0 1 N N N 24.619 11.347 -3.093 -6.291 0.557 2.210 C18 8PW 12 8PW N19 N19 N 0 1 N N N 25.420 10.739 -2.353 -6.283 1.660 1.563 N19 8PW 13 8PW C23 C23 C 0 1 N N N 22.925 9.454 -2.578 -7.163 -1.796 1.543 C23 8PW 14 8PW C24 C24 C 0 1 N N N 23.706 9.109 -3.862 -5.871 -2.003 2.337 C24 8PW 15 8PW O27 O27 O 0 1 N N N 21.258 12.089 -2.603 -4.038 0.998 1.076 O27 8PW 16 8PW C11 C11 C 0 1 N N N 20.409 13.855 -4.999 -2.741 -0.962 -1.387 C11 8PW 17 8PW C10 C10 C 0 1 N N N 18.110 13.201 -4.805 -1.140 0.820 -1.196 C10 8PW 18 8PW C3 C3 C 0 1 N N R 19.008 14.245 -5.454 -1.323 -0.676 -0.827 C3 8PW 19 8PW S1 S1 S 0 1 N N N 18.963 14.279 -7.145 -0.077 -1.703 -1.654 S1 8PW 20 8PW O20 O20 O 0 1 N N N 19.788 15.300 -7.640 -0.208 -3.061 -1.257 O20 8PW 21 8PW O21 O21 O 0 1 N N N 19.273 12.997 -7.683 0.031 -1.348 -3.025 O21 8PW 22 8PW C6 C6 C 0 1 Y N N 17.421 14.691 -7.614 1.454 -1.190 -0.950 C6 8PW 23 8PW C4 C4 C 0 1 Y N N 16.821 16.077 -7.580 2.086 -1.988 -0.014 C4 8PW 24 8PW C9 C9 C 0 1 N N N 17.576 17.313 -7.128 1.463 -3.296 0.403 C9 8PW 25 8PW F28 F28 F 0 1 N N N 18.445 17.581 -8.071 2.205 -3.853 1.450 F28 8PW 26 8PW F29 F29 F 0 1 N N N 16.780 18.373 -6.957 0.150 -3.073 0.829 F29 8PW 27 8PW F30 F30 F 0 1 N N N 18.205 17.128 -5.985 1.457 -4.177 -0.684 F30 8PW 28 8PW C25 C25 C 0 1 Y N N 15.473 16.247 -8.016 3.286 -1.589 0.540 C25 8PW 29 8PW C22 C22 C 0 1 Y N N 16.616 13.663 -8.064 2.025 0.008 -1.338 C22 8PW 30 8PW C37 C37 C 0 1 Y N N 15.298 13.878 -8.467 3.227 0.412 -0.788 C37 8PW 31 8PW C35 C35 C 0 1 Y N N 14.724 15.141 -8.452 3.859 -0.384 0.155 C35 8PW 32 8PW O36 O36 O 0 1 N N N 13.403 15.292 -8.871 5.040 0.011 0.698 O36 8PW 33 8PW C31 C31 C 0 1 N N N 12.650 14.140 -9.293 5.571 1.262 0.256 C31 8PW 34 8PW C15 C15 C 0 1 N N N 11.373 14.512 -10.035 6.895 1.536 0.972 C15 8PW 35 8PW F34 F34 F 0 1 N N N 10.603 15.282 -9.285 7.804 0.515 0.679 F34 8PW 36 8PW F32 F32 F 0 1 N N N 11.734 15.167 -11.140 7.414 2.761 0.539 F32 8PW 37 8PW F33 F33 F 0 1 N N N 10.718 13.396 -10.332 6.676 1.585 2.353 F33 8PW 38 8PW H161 H161 H 0 0 N N N 15.164 10.827 -5.053 -1.364 5.952 -0.660 H161 8PW 39 8PW H162 H162 H 0 0 N N N 16.589 10.906 -6.142 -2.899 5.319 0.143 H162 8PW 40 8PW H171 H171 H 0 0 N N N 17.489 8.673 -5.126 -1.513 3.703 1.521 H171 8PW 41 8PW H172 H172 H 0 0 N N N 16.063 8.594 -4.037 0.022 4.335 0.719 H172 8PW 42 8PW H381 H381 H 0 0 N N N 15.556 10.678 -2.505 -1.116 3.606 -2.829 H381 8PW 43 8PW H382 H382 H 0 0 N N N 17.165 10.265 -1.822 0.114 4.430 -1.841 H382 8PW 44 8PW H383 H383 H 0 0 N N N 16.800 11.957 -2.302 -0.032 2.657 -1.784 H383 8PW 45 8PW H7 H7 H 0 1 N N N 20.633 11.894 -5.779 -4.151 0.587 -1.966 H7 8PW 46 8PW H101 H101 H 0 0 N N N 17.296 12.922 -5.491 -0.828 0.921 -2.236 H101 8PW 47 8PW H102 H102 H 0 0 N N N 17.683 13.596 -3.871 -0.413 1.288 -0.533 H102 8PW 48 8PW H111 H111 H 0 0 N N N 20.657 14.352 -4.050 -3.212 -1.782 -0.845 H111 8PW 49 8PW H112 H112 H 0 0 N N N 21.152 14.131 -5.762 -2.697 -1.179 -2.455 H112 8PW 50 8PW H14 H14 H 0 1 N N N 22.374 11.050 -5.305 -5.476 -1.234 -0.497 H14 8PW 51 8PW H231 H231 H 0 0 N N N 23.398 9.322 -1.594 -8.064 -1.548 2.104 H231 8PW 52 8PW H232 H232 H 0 0 N N N 21.854 9.215 -2.505 -7.316 -2.415 0.659 H232 8PW 53 8PW H241 H241 H 0 0 N N N 23.193 8.626 -4.707 -5.173 -2.757 1.975 H241 8PW 54 8PW H242 H242 H 0 0 N N N 24.738 8.733 -3.796 -5.922 -1.890 3.420 H242 8PW 55 8PW H19 H19 H 0 1 N N N 26.209 11.304 -2.111 -6.435 2.497 2.029 H19 8PW 56 8PW H3 H3 H 0 1 N N N 18.754 15.249 -5.084 -1.293 -0.821 0.253 H3 8PW 57 8PW H22 H22 H 0 1 N N N 17.019 12.662 -8.105 1.532 0.628 -2.072 H22 8PW 58 8PW H25 H25 H 0 1 N N N 15.026 17.230 -8.011 3.779 -2.212 1.271 H25 8PW 59 8PW H37 H37 H 0 1 N N N 14.708 13.037 -8.800 3.673 1.347 -1.092 H37 8PW 60 8PW H311 H311 H 0 0 N N N 13.280 13.533 -9.959 5.741 1.224 -0.820 H311 8PW 61 8PW H312 H312 H 0 0 N N N 12.381 13.550 -8.404 4.863 2.058 0.484 H312 8PW 62 8PW HXT HXT H 0 1 N Y N 24.790 12.364 -3.415 -6.467 0.557 3.276 HXT 8PW 63 # 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 8PW O26 C5 DOUB N N 1 8PW C5 C8 SING N N 2 8PW C5 N2 SING N N 3 8PW C8 C16 SING N N 4 8PW C8 C17 SING N N 5 8PW C8 C38 SING N N 6 8PW C16 C17 SING N N 7 8PW N2 C7 SING N N 8 8PW N2 C10 SING N N 9 8PW C7 C12 SING N N 10 8PW C7 C11 SING N N 11 8PW C12 N14 SING N N 12 8PW C12 O27 DOUB N N 13 8PW N14 C13 SING N N 14 8PW C13 C18 SING N N 15 8PW C18 HXT SING N N 16 8PW C13 C23 SING N N 17 8PW C13 C24 SING N N 18 8PW C18 N19 DOUB N N 19 8PW N19 H19 SING N N 20 8PW C23 C24 SING N N 21 8PW C11 C3 SING N N 22 8PW C10 C3 SING N N 23 8PW C3 S1 SING N N 24 8PW S1 O20 DOUB N N 25 8PW S1 O21 DOUB N N 26 8PW S1 C6 SING N N 27 8PW C6 C4 SING Y N 28 8PW C6 C22 DOUB Y N 29 8PW C4 C9 SING N N 30 8PW C4 C25 DOUB Y N 31 8PW C9 F28 SING N N 32 8PW C9 F29 SING N N 33 8PW C9 F30 SING N N 34 8PW C25 C35 SING Y N 35 8PW C22 C37 SING Y N 36 8PW C37 C35 DOUB Y N 37 8PW C35 O36 SING N N 38 8PW O36 C31 SING N N 39 8PW C31 C15 SING N N 40 8PW C15 F34 SING N N 41 8PW C15 F32 SING N N 42 8PW C15 F33 SING N N 43 8PW C16 H161 SING N N 44 8PW C16 H162 SING N N 45 8PW C17 H171 SING N N 46 8PW C17 H172 SING N N 47 8PW C38 H381 SING N N 48 8PW C38 H382 SING N N 49 8PW C38 H383 SING N N 50 8PW C7 H7 SING N N 51 8PW C10 H101 SING N N 52 8PW C10 H102 SING N N 53 8PW C11 H111 SING N N 54 8PW C11 H112 SING N N 55 8PW N14 H14 SING N N 56 8PW C23 H231 SING N N 57 8PW C23 H232 SING N N 58 8PW C24 H241 SING N N 59 8PW C24 H242 SING N N 60 8PW C3 H3 SING N N 61 8PW C22 H22 SING N N 62 8PW C25 H25 SING N N 63 8PW C37 H37 SING N N 64 8PW C31 H311 SING N N 65 8PW C31 H312 SING N N 66 # 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 8PW SMILES ACDLabs 12.01 "O=S(=O)(c1ccc(OCC(F)(F)F)cc1C(F)(F)F)C4CC(C(=O)NC2(C=[N@H])CC2)N(C(=O)C3(C)CC3)C4" 8PW InChI InChI 1.03 "InChI=1S/C23H25F6N3O5S/c1-20(4-5-20)19(34)32-10-14(9-16(32)18(33)31-21(11-30)6-7-21)38(35,36)17-3-2-13(37-12-22(24,25)26)8-15(17)23(27,28)29/h2-3,8,11,14,16,30H,4-7,9-10,12H2,1H3,(H,31,33)/b30-11+/t14-,16+/m1/s1" 8PW InChIKey InChI 1.03 BQFANXBGQBDGAL-FVTPRLSSSA-N 8PW SMILES_CANONICAL CACTVS 3.385 "CC1(CC1)C(=O)N2C[C@@H](C[C@H]2C(=O)NC3(CC3)C=N)[S](=O)(=O)c4ccc(OCC(F)(F)F)cc4C(F)(F)F" 8PW SMILES CACTVS 3.385 "CC1(CC1)C(=O)N2C[CH](C[CH]2C(=O)NC3(CC3)C=N)[S](=O)(=O)c4ccc(OCC(F)(F)F)cc4C(F)(F)F" 8PW SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C/C1(CC1)NC(=O)[C@@H]2C[C@H](CN2C(=O)C3(CC3)C)S(=O)(=O)c4ccc(cc4C(F)(F)F)OCC(F)(F)F" 8PW SMILES "OpenEye OEToolkits" 1.9.2 "CC1(CC1)C(=O)N2CC(CC2C(=O)NC3(CC3)C=N)S(=O)(=O)c4ccc(cc4C(F)(F)F)OCC(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 8PW "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-N-{1-[(E)-iminomethyl]cyclopropyl}-1-[(1-methylcyclopropyl)carbonyl]-4-{[4-(2,2,2-trifluoroethoxy)-2-(trifluoromethyl)phenyl]sulfonyl}-L-prolinamide" 8PW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4R)-N-[1-(iminomethyl)cyclopropyl]-1-(1-methylcyclopropyl)carbonyl-4-[2-(trifluoromethyl)-4-[2,2,2-tris(fluoranyl)ethoxy]phenyl]sulfonyl-pyrrolidine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8PW "Create component" 2013-06-03 EBI 8PW "Initial release" 2014-06-18 RCSB 8PW "Modify descriptor" 2014-09-05 RCSB #