data_13Z # _chem_comp.id 13Z _chem_comp.name "2-[(2-{(2S,4S)-2-[(R)-(5-tert-butyl-1,3,4-oxadiazol-2-yl)(hydroxy)methyl]-4-fluoropyrrolidin-1-yl}-2-oxoethyl)amino]-2-methylpropan-1-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H29 F N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-12 _chem_comp.pdbx_modified_date 2011-06-04 _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 372.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 13Z _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 2QKY _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 13Z C1 C1 C 0 1 N N S -9.644 13.599 -9.169 1.439 2.266 -0.842 C1 13Z 1 13Z C2 C2 C 0 1 N N N -9.864 12.333 -10.023 2.458 2.729 0.221 C2 13Z 2 13Z C3 C3 C 0 1 N N S -11.046 12.669 -10.905 1.571 2.967 1.472 C3 13Z 3 13Z C4 C4 C 0 1 N N N -11.854 13.742 -10.177 0.518 1.841 1.325 C4 13Z 4 13Z C5 C5 C 0 1 N N N -11.364 15.184 -8.111 -0.855 1.265 -0.697 C5 13Z 5 13Z C6 C6 C 0 1 N N N -12.754 15.777 -8.135 -2.030 0.870 0.161 C6 13Z 6 13Z C7 C7 C 0 1 N N R -8.517 14.533 -9.777 2.052 1.162 -1.705 C7 13Z 7 13Z N1 N1 N 0 1 N N N -10.988 14.252 -9.102 0.265 1.747 -0.124 N1 13Z 8 13Z N2 N2 N 0 1 Y N N -8.132 16.077 -7.767 3.229 -0.201 0.041 N2 13Z 9 13Z N3 N3 N 0 1 Y N N -7.878 17.430 -7.660 3.141 -1.372 0.568 N3 13Z 10 13Z N4 N4 N 0 1 N N N -12.761 17.048 -7.320 -3.118 0.379 -0.695 N4 13Z 11 13Z C8 C8 C 0 1 Y N N -8.242 15.813 -9.040 2.296 -0.060 -0.858 C8 13Z 12 13Z C10 C10 C 0 1 N N N -7.617 19.288 -9.432 1.707 -3.419 0.356 C10 13Z 13 13Z F1 F1 F 0 1 N N N -10.559 13.116 -12.068 2.312 2.810 2.648 F1 13Z 14 13Z O1 O1 O 0 1 N N N -10.618 15.526 -7.207 -0.919 1.149 -1.903 O1 13Z 15 13Z O2 O2 O 0 1 N N N -8.837 14.914 -11.124 3.291 1.618 -2.252 O2 13Z 16 13Z C9 C9 C 0 1 Y N N -7.851 17.893 -8.895 2.149 -2.017 0.023 C9 13Z 17 13Z O3 O3 O 0 1 Y N N -8.074 16.925 -9.811 1.592 -1.204 -0.890 O3 13Z 18 13Z C12 C12 C 0 1 N N N -8.896 19.824 -10.107 1.312 -3.492 1.832 C12 13Z 19 13Z C14 C14 C 0 1 N N N -6.470 19.256 -10.455 0.505 -3.795 -0.513 C14 13Z 20 13Z C16 C16 C 0 1 N N N -7.215 20.248 -8.297 2.856 -4.393 0.087 C16 13Z 21 13Z C11 C11 C 0 1 N N N -13.193 18.399 -7.897 -4.283 -0.016 0.109 C11 13Z 22 13Z C13 C13 C 0 1 N N N -13.414 18.368 -9.418 -4.788 1.191 0.902 C13 13Z 23 13Z C15 C15 C 0 1 N N N -14.479 18.820 -7.154 -5.393 -0.521 -0.815 C15 13Z 24 13Z C17 C17 C 0 1 N N N -12.060 19.394 -7.590 -3.879 -1.130 1.077 C17 13Z 25 13Z O4 O4 O 0 1 N N N -14.567 18.163 -5.885 -6.525 -0.905 -0.033 O4 13Z 26 13Z H1 H1 H 0 1 N N N -9.271 13.367 -8.161 1.149 3.109 -1.469 H1 13Z 27 13Z H2 H2 H 0 1 N N N -8.973 12.101 -10.625 3.195 1.950 0.413 H2 13Z 28 13Z H2A H2A H 0 1 N N N -10.047 11.442 -9.405 2.944 3.654 -0.089 H2A 13Z 29 13Z H3 H3 H 0 1 N N N -11.699 11.807 -11.106 1.101 3.950 1.436 H3 13Z 30 13Z H4 H4 H 0 1 N N N -12.130 14.552 -10.868 0.914 0.899 1.703 H4 13Z 31 13Z H4A H4A H 0 1 N N N -12.790 13.330 -9.773 -0.398 2.108 1.853 H4A 13Z 32 13Z H6 H6 H 0 1 N N N -13.042 16.002 -9.173 -1.727 0.082 0.851 H6 13Z 33 13Z H6A H6A H 0 1 N N N -13.471 15.059 -7.710 -2.374 1.736 0.726 H6A 13Z 34 13Z H7 H7 H 0 1 N N N -7.619 13.902 -9.701 1.367 0.911 -2.515 H7 13Z 35 13Z HN4 HN4 H 0 1 N N N -13.390 16.872 -6.563 -3.373 1.068 -1.386 HN4 13Z 36 13Z HO2 HO2 H 0 1 N N N -8.908 15.860 -11.178 3.950 1.859 -1.587 HO2 13Z 37 13Z H12 H12 H 0 1 N N N -9.684 19.952 -9.351 0.493 -2.798 2.024 H12 13Z 38 13Z H12A H12A H 0 0 N N N -8.682 20.794 -10.580 0.992 -4.506 2.073 H12A 13Z 39 13Z H12B H12B H 0 0 N N N -9.234 19.109 -10.872 2.168 -3.224 2.451 H12B 13Z 40 13Z H14 H14 H 0 1 N N N -6.886 19.248 -11.473 0.787 -3.743 -1.565 H14 13Z 41 13Z H14A H14A H 0 0 N N N -5.837 20.146 -10.324 0.186 -4.809 -0.272 H14A 13Z 42 13Z H14B H14B H 0 0 N N N -5.866 18.350 -10.299 -0.313 -3.101 -0.321 H14B 13Z 43 13Z H16 H16 H 0 1 N N N -7.119 19.685 -7.357 3.712 -4.125 0.706 H16 13Z 44 13Z H16A H16A H 0 0 N N N -6.252 20.721 -8.541 2.536 -5.407 0.328 H16A 13Z 45 13Z H16B H16B H 0 0 N N N -7.987 21.024 -8.183 3.137 -4.341 -0.965 H16B 13Z 46 13Z H13 H13 H 0 1 N N N -14.493 18.361 -9.632 -5.075 1.984 0.212 H13 13Z 47 13Z H13A H13A H 0 0 N N N -12.956 19.259 -9.873 -5.652 0.897 1.498 H13A 13Z 48 13Z H13B H13B H 0 0 N N N -12.951 17.462 -9.837 -3.997 1.550 1.560 H13B 13Z 49 13Z H15 H15 H 0 1 N N N -14.463 19.908 -6.995 -5.680 0.273 -1.505 H15 13Z 50 13Z H15A H15A H 0 0 N N N -15.350 18.535 -7.762 -5.032 -1.381 -1.380 H15A 13Z 51 13Z H17 H17 H 0 1 N N N -11.518 19.631 -8.518 -3.089 -0.771 1.736 H17 13Z 52 13Z H17A H17A H 0 0 N N N -12.486 20.316 -7.168 -4.743 -1.423 1.674 H17A 13Z 53 13Z H17B H17B H 0 0 N N N -11.365 18.946 -6.865 -3.519 -1.990 0.512 H17B 13Z 54 13Z HO4 HO4 H 0 1 N N N -14.586 17.222 -6.016 -7.269 -1.236 -0.554 HO4 13Z 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 13Z C1 C2 SING N N 1 13Z C1 C7 SING N N 2 13Z C1 N1 SING N N 3 13Z C2 C3 SING N N 4 13Z C3 C4 SING N N 5 13Z C3 F1 SING N N 6 13Z C4 N1 SING N N 7 13Z C5 C6 SING N N 8 13Z C5 N1 SING N N 9 13Z C5 O1 DOUB N N 10 13Z C6 N4 SING N N 11 13Z C7 C8 SING N N 12 13Z C7 O2 SING N N 13 13Z N2 N3 SING Y N 14 13Z N2 C8 DOUB Y N 15 13Z N3 C9 DOUB Y N 16 13Z N4 C11 SING N N 17 13Z C8 O3 SING Y N 18 13Z C10 C9 SING N N 19 13Z C10 C12 SING N N 20 13Z C10 C14 SING N N 21 13Z C10 C16 SING N N 22 13Z C9 O3 SING Y N 23 13Z C11 C13 SING N N 24 13Z C11 C15 SING N N 25 13Z C11 C17 SING N N 26 13Z C15 O4 SING N N 27 13Z C1 H1 SING N N 28 13Z C2 H2 SING N N 29 13Z C2 H2A SING N N 30 13Z C3 H3 SING N N 31 13Z C4 H4 SING N N 32 13Z C4 H4A SING N N 33 13Z C6 H6 SING N N 34 13Z C6 H6A SING N N 35 13Z C7 H7 SING N N 36 13Z N4 HN4 SING N N 37 13Z O2 HO2 SING N N 38 13Z C12 H12 SING N N 39 13Z C12 H12A SING N N 40 13Z C12 H12B SING N N 41 13Z C14 H14 SING N N 42 13Z C14 H14A SING N N 43 13Z C14 H14B SING N N 44 13Z C16 H16 SING N N 45 13Z C16 H16A SING N N 46 13Z C16 H16B SING N N 47 13Z C13 H13 SING N N 48 13Z C13 H13A SING N N 49 13Z C13 H13B SING N N 50 13Z C15 H15 SING N N 51 13Z C15 H15A SING N N 52 13Z C17 H17 SING N N 53 13Z C17 H17A SING N N 54 13Z C17 H17B SING N N 55 13Z O4 HO4 SING N N 56 # 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 13Z SMILES ACDLabs 10.04 "FC1CC(N(C(=O)CNC(C)(C)CO)C1)C(O)c2nnc(o2)C(C)(C)C" 13Z SMILES_CANONICAL CACTVS 3.341 "CC(C)(C)c1oc(nn1)[C@H](O)[C@@H]2C[C@H](F)CN2C(=O)CNC(C)(C)CO" 13Z SMILES CACTVS 3.341 "CC(C)(C)c1oc(nn1)[CH](O)[CH]2C[CH](F)CN2C(=O)CNC(C)(C)CO" 13Z SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1nnc(o1)[C@@H]([C@@H]2C[C@@H](CN2C(=O)CNC(C)(C)CO)F)O" 13Z SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1nnc(o1)C(C2CC(CN2C(=O)CNC(C)(C)CO)F)O" 13Z InChI InChI 1.03 "InChI=1S/C17H29FN4O4/c1-16(2,3)15-21-20-14(26-15)13(25)11-6-10(18)8-22(11)12(24)7-19-17(4,5)9-23/h10-11,13,19,23,25H,6-9H2,1-5H3/t10-,11-,13+/m0/s1" 13Z InChIKey InChI 1.03 PHTMASAWZAGGEK-GMXVVIOVSA-N # 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 13Z "SYSTEMATIC NAME" ACDLabs 10.04 "2-[(2-{(2S,4S)-2-[(R)-(5-tert-butyl-1,3,4-oxadiazol-2-yl)(hydroxy)methyl]-4-fluoropyrrolidin-1-yl}-2-oxoethyl)amino]-2-methylpropan-1-ol" 13Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(2S,4S)-2-[(R)-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-hydroxy-methyl]-4-fluoro-pyrrolidin-1-yl]-2-[(1-hydroxy-2-methyl-propan-2-yl)amino]ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 13Z "Create component" 2008-02-12 RCSB 13Z "Modify aromatic_flag" 2011-06-04 RCSB 13Z "Modify descriptor" 2011-06-04 RCSB #