data_916 # _chem_comp.id 916 _chem_comp.name "N-[(2S,3R)-4-{[(4S)-6-(2,2-dimethylpropyl)-2,2-dimethyl-3,4-dihydro-2H-thieno[2,3-b]pyran-4-yl]amino}-3-hydroxy-1-phenylbutan-2-yl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H38 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 2012-05-22 _chem_comp.pdbx_modified_date 2012-10-26 _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 458.657 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 916 _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 4EXG _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 916 O21 O21 O 0 1 N N N 7.334 2.322 -18.308 -2.714 -2.273 0.206 O21 916 1 916 C6 C6 C 0 1 N N N 6.418 1.632 -17.890 -2.953 -1.764 -0.869 C6 916 2 916 C5 C5 C 0 1 N N N 6.700 0.636 -16.763 -2.852 -2.584 -2.129 C5 916 3 916 N7 N7 N 0 1 N N N 5.180 1.699 -18.433 -3.315 -0.468 -0.935 N7 916 4 916 C8 C8 C 0 1 N N S 4.917 2.649 -19.563 -3.419 0.327 0.291 C8 916 5 916 C13 C13 C 0 1 N N N 4.188 1.790 -20.578 -4.462 -0.301 1.219 C13 916 6 916 C22 C22 C 0 1 Y N N 4.993 0.597 -21.073 -5.821 -0.220 0.575 C22 916 7 916 C27 C27 C 0 1 Y N N 4.329 -0.626 -21.278 -6.264 -1.247 -0.238 C27 916 8 916 C26 C26 C 0 1 Y N N 5.065 -1.731 -21.744 -7.511 -1.172 -0.829 C26 916 9 916 C25 C25 C 0 1 Y N N 6.444 -1.653 -21.975 -8.316 -0.070 -0.609 C25 916 10 916 C24 C24 C 0 1 Y N N 7.107 -0.438 -21.728 -7.874 0.957 0.204 C24 916 11 916 C23 C23 C 0 1 Y N N 6.385 0.694 -21.293 -6.629 0.880 0.800 C23 916 12 916 C9 C9 C 0 1 N N R 4.020 3.791 -19.014 -2.062 0.358 0.996 C9 916 13 916 O1 O1 O 0 1 N N N 3.626 4.701 -20.054 -2.164 1.133 2.192 O1 916 14 916 C10 C10 C 0 1 N N N 4.801 4.605 -17.982 -1.020 0.985 0.069 C10 916 15 916 N11 N11 N 0 1 N N N 3.955 5.685 -17.526 0.306 0.906 0.697 N11 916 16 916 C12 C12 C 0 1 N N S 4.587 6.928 -17.011 1.351 1.387 -0.217 C12 916 17 916 C15 C15 C 0 1 N N N 5.323 6.548 -15.714 1.487 2.909 -0.096 C15 916 18 916 C2 C2 C 0 1 N N N 6.322 7.645 -15.247 2.769 3.357 -0.805 C2 916 19 916 C4 C4 C 0 1 N N N 6.970 7.125 -13.951 2.844 4.885 -0.808 C4 916 20 916 C3 C3 C 0 1 N N N 5.611 9.015 -15.102 2.762 2.842 -2.246 C3 916 21 916 C17 C17 C 0 1 Y N N 5.625 7.414 -17.944 2.690 0.765 0.160 C17 916 22 916 C18 C18 C 0 1 Y N N 5.372 7.535 -19.372 2.869 -0.571 0.502 C18 916 23 916 C19 C19 C 0 1 Y N N 6.585 7.997 -19.991 4.115 -0.926 0.801 C19 916 24 916 S20 S20 S 0 1 Y N N 7.913 8.231 -18.837 5.178 0.467 0.662 S20 916 25 916 C16 C16 C 0 1 Y N N 6.970 7.788 -17.531 3.832 1.490 0.189 C16 916 26 916 O14 O14 O 0 1 N N N 7.376 7.763 -16.229 3.901 2.821 -0.110 O14 916 27 916 C28 C28 C 0 1 N N N 6.886 8.302 -21.446 4.549 -2.313 1.199 C28 916 28 916 C29 C29 C 0 1 N N N 6.553 9.744 -21.842 4.938 -3.104 -0.051 C29 916 29 916 C32 C32 C 0 1 N N N 7.415 10.782 -21.087 3.734 -3.197 -0.990 C32 916 30 916 C31 C31 C 0 1 N N N 5.102 10.061 -21.522 6.089 -2.395 -0.767 C31 916 31 916 C30 C30 C 0 1 N N N 6.754 9.956 -23.337 5.379 -4.512 0.353 C30 916 32 916 H1 H1 H 0 1 N N N 7.761 0.695 -16.478 -2.554 -3.601 -1.878 H1 916 33 916 H2 H2 H 0 1 N N N 6.073 0.880 -15.893 -3.820 -2.602 -2.630 H2 916 34 916 H3 H3 H 0 1 N N N 6.469 -0.383 -17.108 -2.109 -2.140 -2.792 H3 916 35 916 H4 H4 H 0 1 N N N 4.445 1.118 -18.083 -3.507 -0.061 -1.794 H4 916 36 916 H5 H5 H 0 1 N N N 5.852 3.052 -19.978 -3.722 1.344 0.041 H5 916 37 916 H6 H6 H 0 1 N N N 3.934 2.419 -21.444 -4.206 -1.345 1.398 H6 916 38 916 H7 H7 H 0 1 N N N 3.264 1.415 -20.113 -4.476 0.238 2.167 H7 916 39 916 H8 H8 H 0 1 N N N 3.271 -0.715 -21.081 -5.635 -2.108 -0.410 H8 916 40 916 H9 H9 H 0 1 N N N 4.553 -2.664 -21.928 -7.856 -1.975 -1.464 H9 916 41 916 H10 H10 H 0 1 N N N 6.989 -2.512 -22.337 -9.290 -0.012 -1.071 H10 916 42 916 H11 H11 H 0 1 N N N 8.175 -0.371 -21.872 -8.502 1.818 0.376 H11 916 43 916 H12 H12 H 0 1 N N N 6.895 1.632 -21.129 -6.283 1.682 1.435 H12 916 44 916 H13 H13 H 0 1 N N N 3.135 3.349 -18.533 -1.760 -0.659 1.247 H13 916 45 916 H14 H14 H 0 1 N N N 3.080 5.386 -19.686 -2.429 2.051 2.045 H14 916 46 916 H15 H15 H 0 1 N N N 5.076 3.963 -17.132 -1.005 0.447 -0.879 H15 916 47 916 H16 H16 H 0 1 N N N 5.712 5.014 -18.443 -1.275 2.030 -0.111 H16 916 48 916 H17 H17 H 0 1 N N N 3.376 5.949 -18.297 0.325 1.416 1.567 H17 916 49 916 H19 H19 H 0 1 N N N 3.833 7.704 -16.812 1.095 1.120 -1.242 H19 916 50 916 H20 H20 H 0 1 N N N 4.578 6.389 -14.920 0.626 3.389 -0.560 H20 916 51 916 H21 H21 H 0 1 N N N 5.880 5.615 -15.886 1.537 3.188 0.957 H21 916 52 916 H22 H22 H 0 1 N N N 6.200 7.020 -13.172 2.851 5.251 0.218 H22 916 53 916 H23 H23 H 0 1 N N N 7.436 6.147 -14.141 3.756 5.203 -1.314 H23 916 54 916 H24 H24 H 0 1 N N N 7.738 7.837 -13.614 1.979 5.291 -1.332 H24 916 55 916 H25 H25 H 0 1 N N N 4.807 8.934 -14.356 1.897 3.245 -2.772 H25 916 56 916 H26 H26 H 0 1 N N N 6.339 9.773 -14.776 3.675 3.162 -2.750 H26 916 57 916 H27 H27 H 0 1 N N N 5.183 9.310 -16.071 2.711 1.753 -2.243 H27 916 58 916 H28 H28 H 0 1 N N N 4.442 7.317 -19.876 2.050 -1.274 0.523 H28 916 59 916 H29 H29 H 0 1 N N N 6.294 7.621 -22.076 5.407 -2.247 1.868 H29 916 60 916 H30 H30 H 0 1 N N N 7.957 8.129 -21.625 3.729 -2.819 1.709 H30 916 61 916 H31 H31 H 0 1 N N N 7.286 10.648 -20.003 4.010 -3.761 -1.881 H31 916 62 916 H32 H32 H 0 1 N N N 8.474 10.640 -21.350 2.913 -3.703 -0.481 H32 916 63 916 H33 H33 H 0 1 N N N 7.099 11.797 -21.371 3.419 -2.194 -1.278 H33 916 64 916 H34 H34 H 0 1 N N N 4.923 9.917 -20.446 6.947 -2.329 -0.097 H34 916 65 916 H35 H35 H 0 1 N N N 4.887 11.105 -21.793 6.366 -2.959 -1.658 H35 916 66 916 H36 H36 H 0 1 N N N 4.445 9.390 -22.095 5.775 -1.392 -1.055 H36 916 67 916 H37 H37 H 0 1 N N N 7.798 9.734 -23.602 6.237 -4.446 1.022 H37 916 68 916 H38 H38 H 0 1 N N N 6.084 9.286 -23.896 4.559 -5.018 0.863 H38 916 69 916 H39 H39 H 0 1 N N N 6.525 11.001 -23.593 5.656 -5.076 -0.538 H39 916 70 # 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 916 C30 C29 SING N N 1 916 C25 C26 DOUB Y N 2 916 C25 C24 SING Y N 3 916 C29 C31 SING N N 4 916 C29 C28 SING N N 5 916 C29 C32 SING N N 6 916 C26 C27 SING Y N 7 916 C24 C23 DOUB Y N 8 916 C28 C19 SING N N 9 916 C23 C22 SING Y N 10 916 C27 C22 DOUB Y N 11 916 C22 C13 SING N N 12 916 C13 C8 SING N N 13 916 O1 C9 SING N N 14 916 C19 C18 DOUB Y N 15 916 C19 S20 SING Y N 16 916 C8 C9 SING N N 17 916 C8 N7 SING N N 18 916 C18 C17 SING Y N 19 916 C9 C10 SING N N 20 916 S20 C16 SING Y N 21 916 N7 C6 SING N N 22 916 O21 C6 DOUB N N 23 916 C10 N11 SING N N 24 916 C17 C16 DOUB Y N 25 916 C17 C12 SING N N 26 916 C6 C5 SING N N 27 916 C16 O14 SING N N 28 916 N11 C12 SING N N 29 916 C12 C15 SING N N 30 916 O14 C2 SING N N 31 916 C15 C2 SING N N 32 916 C2 C3 SING N N 33 916 C2 C4 SING N N 34 916 C5 H1 SING N N 35 916 C5 H2 SING N N 36 916 C5 H3 SING N N 37 916 N7 H4 SING N N 38 916 C8 H5 SING N N 39 916 C13 H6 SING N N 40 916 C13 H7 SING N N 41 916 C27 H8 SING N N 42 916 C26 H9 SING N N 43 916 C25 H10 SING N N 44 916 C24 H11 SING N N 45 916 C23 H12 SING N N 46 916 C9 H13 SING N N 47 916 O1 H14 SING N N 48 916 C10 H15 SING N N 49 916 C10 H16 SING N N 50 916 N11 H17 SING N N 51 916 C12 H19 SING N N 52 916 C15 H20 SING N N 53 916 C15 H21 SING N N 54 916 C4 H22 SING N N 55 916 C4 H23 SING N N 56 916 C4 H24 SING N N 57 916 C3 H25 SING N N 58 916 C3 H26 SING N N 59 916 C3 H27 SING N N 60 916 C18 H28 SING N N 61 916 C28 H29 SING N N 62 916 C28 H30 SING N N 63 916 C32 H31 SING N N 64 916 C32 H32 SING N N 65 916 C32 H33 SING N N 66 916 C31 H34 SING N N 67 916 C31 H35 SING N N 68 916 C31 H36 SING N N 69 916 C30 H37 SING N N 70 916 C30 H38 SING N N 71 916 C30 H39 SING N N 72 # 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 916 SMILES ACDLabs 12.01 "O=C(NC(Cc1ccccc1)C(O)CNC2c3cc(sc3OC(C2)(C)C)CC(C)(C)C)C" 916 InChI InChI 1.03 "InChI=1S/C26H38N2O3S/c1-17(29)28-21(12-18-10-8-7-9-11-18)23(30)16-27-22-15-26(5,6)31-24-20(22)13-19(32-24)14-25(2,3)4/h7-11,13,21-23,27,30H,12,14-16H2,1-6H3,(H,28,29)/t21-,22-,23+/m0/s1" 916 InChIKey InChI 1.03 YLIBYDKWVPKMKX-RJGXRXQPSA-N 916 SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@@H](Cc1ccccc1)[C@H](O)CN[C@H]2CC(C)(C)Oc3sc(CC(C)(C)C)cc23" 916 SMILES CACTVS 3.370 "CC(=O)N[CH](Cc1ccccc1)[CH](O)CN[CH]2CC(C)(C)Oc3sc(CC(C)(C)C)cc23" 916 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N[C@@H](Cc1ccccc1)[C@@H](CN[C@H]2CC(Oc3c2cc(s3)CC(C)(C)C)(C)C)O" 916 SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NC(Cc1ccccc1)C(CNC2CC(Oc3c2cc(s3)CC(C)(C)C)(C)C)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 916 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S,3R)-4-{[(4S)-6-(2,2-dimethylpropyl)-2,2-dimethyl-3,4-dihydro-2H-thieno[2,3-b]pyran-4-yl]amino}-3-hydroxy-1-phenylbutan-2-yl]acetamide" 916 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2S,3R)-4-[[(4S)-6-(2,2-dimethylpropyl)-2,2-dimethyl-3,4-dihydrothieno[2,3-b]pyran-4-yl]amino]-3-oxidanyl-1-phenyl-butan-2-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 916 "Create component" 2012-05-22 RCSB 916 "Initial release" 2012-10-26 RCSB #