data_1YX # _chem_comp.id 1YX _chem_comp.name "N-[(3S)-1-{2-fluoro-4-[(5S)-5-{[(propan-2-ylsulfonyl)amino]methyl}-4,5-dihydro-1,2-oxazol-3-yl]phenyl}pyrrolidin-3-yl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H27 F N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-08 _chem_comp.pdbx_modified_date 2013-11-29 _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 426.505 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1YX _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 4LZ8 _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 1YX C1 C1 C 0 1 N N N 62.250 87.403 56.937 -7.027 2.422 0.746 C1 1YX 1 1YX C2 C2 C 0 1 N N N 60.999 86.591 57.173 -7.270 1.026 1.322 C2 1YX 2 1YX C3 C3 C 0 1 N N N 60.262 87.005 58.430 -8.644 0.984 1.994 C3 1YX 3 1YX S1 S1 S 0 1 N N N 59.847 86.733 55.930 -7.213 -0.199 -0.015 S1 1YX 4 1YX O1 O1 O 0 1 N N N 58.684 86.069 56.458 -7.244 -1.517 0.515 O1 1YX 5 1YX O2 O2 O 0 1 N N N 59.907 88.070 55.401 -8.075 0.183 -1.078 O2 1YX 6 1YX N1 N1 N 0 1 N N N 60.479 85.729 54.726 -5.691 -0.049 -0.648 N1 1YX 7 1YX C4 C4 C 0 1 N N N 61.264 86.243 53.660 -4.522 -0.387 0.167 C4 1YX 8 1YX C5 C5 C 0 1 N N S 61.007 85.455 52.402 -3.293 -0.525 -0.735 C5 1YX 9 1YX C6 C6 C 0 1 N N N 59.510 85.252 52.251 -2.030 -0.854 0.096 C6 1YX 10 1YX C7 C7 C 0 1 N N N 59.404 83.786 52.549 -0.952 -0.058 -0.615 C7 1YX 11 1YX N2 N2 N 0 1 N N N 60.529 83.214 52.753 -1.527 0.804 -1.385 N2 1YX 12 1YX O3 O3 O 0 1 N N N 61.565 84.168 52.654 -2.938 0.743 -1.321 O3 1YX 13 1YX C8 C8 C 0 1 Y N N 58.144 83.027 52.656 0.503 -0.239 -0.454 C8 1YX 14 1YX C9 C9 C 0 1 Y N N 58.171 81.659 52.883 1.392 0.565 -1.172 C9 1YX 15 1YX C10 C10 C 0 1 Y N N 57.004 80.920 52.995 2.750 0.394 -1.020 C10 1YX 16 1YX C11 C11 C 0 1 Y N N 55.765 81.547 52.880 3.239 -0.577 -0.153 C11 1YX 17 1YX C12 C12 C 0 1 Y N N 55.764 82.925 52.663 2.356 -1.380 0.565 C12 1YX 18 1YX C13 C13 C 0 1 Y N N 56.913 83.669 52.540 0.996 -1.210 0.422 C13 1YX 19 1YX F1 F1 F 0 1 N N N 54.570 83.553 52.599 2.834 -2.323 1.406 F1 1YX 20 1YX N3 N3 N 0 1 N N N 54.554 80.845 53.013 4.615 -0.747 -0.002 N3 1YX 21 1YX C14 C14 C 0 1 N N N 53.257 81.285 52.495 5.261 -1.040 -1.307 C14 1YX 22 1YX C15 C15 C 0 1 N N N 52.326 80.091 52.656 6.746 -0.675 -1.057 C15 1YX 23 1YX C16 C16 C 0 1 N N S 53.150 78.999 53.340 6.648 0.573 -0.150 C16 1YX 24 1YX C17 C17 C 0 1 N N N 54.608 79.390 53.037 5.251 0.494 0.493 C17 1YX 25 1YX N4 N4 N 0 1 N N N 52.993 79.013 54.787 7.686 0.534 0.883 N4 1YX 26 1YX C18 C18 C 0 1 N N N 53.700 78.185 55.602 8.914 1.025 0.623 C18 1YX 27 1YX O4 O4 O 0 1 N N N 54.914 77.975 55.448 9.160 1.499 -0.466 O4 1YX 28 1YX C19 C19 C 0 1 N N N 52.916 77.551 56.714 9.982 0.985 1.686 C19 1YX 29 1YX H1 H1 H 0 1 N N N 62.944 87.261 57.778 -6.048 2.451 0.267 H1 1YX 30 1YX H2 H2 H 0 1 N N N 62.731 87.072 56.005 -7.798 2.651 0.010 H2 1YX 31 1YX H3 H3 H 0 1 N N N 61.986 88.468 56.855 -7.061 3.158 1.549 H3 1YX 32 1YX H4 H4 H 0 1 N N N 61.266 85.526 57.245 -6.499 0.797 2.058 H4 1YX 33 1YX H5 H5 H 0 1 N N N 60.942 86.941 59.292 -9.415 1.213 1.258 H5 1YX 34 1YX H6 H6 H 0 1 N N N 59.904 88.039 58.321 -8.818 -0.011 2.405 H6 1YX 35 1YX H7 H7 H 0 1 N N N 59.404 86.335 58.589 -8.678 1.720 2.797 H7 1YX 36 1YX H8 H8 H 0 1 N N N 59.697 85.271 54.303 -5.573 0.262 -1.559 H8 1YX 37 1YX H9 H9 H 0 1 N N N 62.329 86.170 53.924 -4.348 0.403 0.898 H9 1YX 38 1YX H10 H10 H 0 1 N N N 61.000 87.297 53.489 -4.700 -1.329 0.686 H10 1YX 39 1YX H11 H11 H 0 1 N N N 61.440 85.946 51.518 -3.461 -1.278 -1.505 H11 1YX 40 1YX H12 H12 H 0 1 N N N 58.943 85.856 52.975 -2.145 -0.515 1.126 H12 1YX 41 1YX H13 H13 H 0 1 N N N 59.169 85.485 51.232 -1.811 -1.921 0.062 H13 1YX 42 1YX H14 H14 H 0 1 N N N 59.123 81.158 52.975 1.014 1.319 -1.847 H14 1YX 43 1YX H15 H15 H 0 1 N N N 57.055 79.856 53.172 3.437 1.016 -1.576 H15 1YX 44 1YX H16 H16 H 0 1 N N N 56.863 84.732 52.357 0.311 -1.830 0.983 H16 1YX 45 1YX H17 H17 H 0 1 N N N 53.342 81.566 51.435 5.161 -2.096 -1.557 H17 1YX 46 1YX H18 H18 H 0 1 N N N 52.884 82.144 53.073 4.839 -0.415 -2.095 H18 1YX 47 1YX H19 H19 H 0 1 N N N 51.461 80.363 53.279 7.261 -1.487 -0.542 H19 1YX 48 1YX H20 H20 H 0 1 N N N 51.976 79.745 51.672 7.247 -0.433 -1.994 H20 1YX 49 1YX H21 H21 H 0 1 N N N 52.918 78.012 52.913 6.741 1.481 -0.745 H21 1YX 50 1YX H22 H22 H 0 1 N N N 54.932 78.990 52.065 4.657 1.359 0.198 H22 1YX 51 1YX H23 H23 H 0 1 N N N 55.286 79.032 53.825 5.344 0.456 1.578 H23 1YX 52 1YX H24 H24 H 0 1 N N N 52.343 79.653 55.196 7.490 0.154 1.754 H24 1YX 53 1YX H25 H25 H 0 1 N N N 53.581 76.914 57.316 10.168 -0.050 1.975 H25 1YX 54 1YX H26 H26 H 0 1 N N N 52.484 78.336 57.352 10.900 1.423 1.295 H26 1YX 55 1YX H27 H27 H 0 1 N N N 52.108 76.938 56.289 9.650 1.551 2.556 H27 1YX 56 # 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 1YX C6 C5 SING N N 1 1YX C6 C7 SING N N 2 1YX C5 O3 SING N N 3 1YX C5 C4 SING N N 4 1YX C14 C15 SING N N 5 1YX C14 N3 SING N N 6 1YX C13 C8 DOUB Y N 7 1YX C13 C12 SING Y N 8 1YX C7 C8 SING N N 9 1YX C7 N2 DOUB N N 10 1YX F1 C12 SING N N 11 1YX O3 N2 SING N N 12 1YX C15 C16 SING N N 13 1YX C8 C9 SING Y N 14 1YX C12 C11 DOUB Y N 15 1YX C11 C10 SING Y N 16 1YX C11 N3 SING N N 17 1YX C9 C10 DOUB Y N 18 1YX N3 C17 SING N N 19 1YX C17 C16 SING N N 20 1YX C16 N4 SING N N 21 1YX C4 N1 SING N N 22 1YX N1 S1 SING N N 23 1YX N4 C18 SING N N 24 1YX O2 S1 DOUB N N 25 1YX O4 C18 DOUB N N 26 1YX C18 C19 SING N N 27 1YX S1 O1 DOUB N N 28 1YX S1 C2 SING N N 29 1YX C1 C2 SING N N 30 1YX C2 C3 SING N N 31 1YX C1 H1 SING N N 32 1YX C1 H2 SING N N 33 1YX C1 H3 SING N N 34 1YX C2 H4 SING N N 35 1YX C3 H5 SING N N 36 1YX C3 H6 SING N N 37 1YX C3 H7 SING N N 38 1YX N1 H8 SING N N 39 1YX C4 H9 SING N N 40 1YX C4 H10 SING N N 41 1YX C5 H11 SING N N 42 1YX C6 H12 SING N N 43 1YX C6 H13 SING N N 44 1YX C9 H14 SING N N 45 1YX C10 H15 SING N N 46 1YX C13 H16 SING N N 47 1YX C14 H17 SING N N 48 1YX C14 H18 SING N N 49 1YX C15 H19 SING N N 50 1YX C15 H20 SING N N 51 1YX C16 H21 SING N N 52 1YX C17 H22 SING N N 53 1YX C17 H23 SING N N 54 1YX N4 H24 SING N N 55 1YX C19 H25 SING N N 56 1YX C19 H26 SING N N 57 1YX C19 H27 SING N N 58 # 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 1YX SMILES ACDLabs 12.01 "O=C(NC3CCN(c2c(F)cc(C1=NOC(C1)CNS(=O)(=O)C(C)C)cc2)C3)C" 1YX InChI InChI 1.03 "InChI=1S/C19H27FN4O4S/c1-12(2)29(26,27)21-10-16-9-18(23-28-16)14-4-5-19(17(20)8-14)24-7-6-15(11-24)22-13(3)25/h4-5,8,12,15-16,21H,6-7,9-11H2,1-3H3,(H,22,25)/t15-,16-/m0/s1" 1YX InChIKey InChI 1.03 XCANXEILGPMNGT-HOTGVXAUSA-N 1YX SMILES_CANONICAL CACTVS 3.385 "CC(C)[S](=O)(=O)NC[C@@H]1CC(=NO1)c2ccc(N3CC[C@@H](C3)NC(C)=O)c(F)c2" 1YX SMILES CACTVS 3.385 "CC(C)[S](=O)(=O)NC[CH]1CC(=NO1)c2ccc(N3CC[CH](C3)NC(C)=O)c(F)c2" 1YX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)S(=O)(=O)NC[C@@H]1CC(=NO1)c2ccc(c(c2)F)N3CC[C@@H](C3)NC(=O)C" 1YX SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)S(=O)(=O)NCC1CC(=NO1)c2ccc(c(c2)F)N3CCC(C3)NC(=O)C" # 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 1YX "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(3S)-1-{2-fluoro-4-[(5S)-5-{[(propan-2-ylsulfonyl)amino]methyl}-4,5-dihydro-1,2-oxazol-3-yl]phenyl}pyrrolidin-3-yl]acetamide" 1YX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(3S)-1-[2-fluoranyl-4-[(5S)-5-[(propan-2-ylsulfonylamino)methyl]-4,5-dihydro-1,2-oxazol-3-yl]phenyl]pyrrolidin-3-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1YX "Create component" 2013-08-08 RCSB 1YX "Initial release" 2013-12-04 RCSB #