data_KEE # _chem_comp.id KEE _chem_comp.name "(1R,2R,3R)-2-[4-(1,3-oxazol-5-yl)phenyl]-N-oxidanyl-3-phenyl-cyclopropane-1-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H16 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-17 _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 320.342 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KEE _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 4CBY _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 KEE C1 C1 C 0 1 N N N -5.015 -46.885 34.299 2.747 -1.710 0.317 C1 KEE 1 KEE C2 C2 C 0 1 N N R -6.089 -46.229 33.438 1.520 -1.112 -0.322 C2 KEE 2 KEE C3 C3 C 0 1 N N R -7.241 -47.103 32.916 0.761 -0.043 0.467 C3 KEE 3 KEE C4 C4 C 0 1 N N R -7.528 -45.975 33.917 1.591 0.353 -0.756 C4 KEE 4 KEE C5 C5 C 0 1 Y N N -7.498 -46.922 31.460 -0.739 -0.010 0.330 C5 KEE 5 KEE C6 C6 C 0 1 Y N N -7.236 -48.000 30.594 -1.488 0.813 1.152 C6 KEE 6 KEE C7 C7 C 0 1 Y N N -7.453 -47.885 29.218 -2.862 0.848 1.031 C7 KEE 7 KEE C8 C8 C 0 1 Y N N -7.931 -46.675 28.705 -3.496 0.050 0.078 C8 KEE 8 KEE C9 C9 C 0 1 Y N N -8.192 -45.602 29.552 -2.735 -0.778 -0.748 C9 KEE 9 KEE C10 C10 C 0 1 Y N N -7.979 -45.719 30.926 -1.361 -0.799 -0.622 C10 KEE 10 KEE C11 C11 C 0 1 Y N N -8.091 -46.460 35.215 2.884 1.089 -0.511 C11 KEE 11 KEE C12 C12 C 0 1 Y N N -7.671 -45.909 36.420 3.667 1.484 -1.579 C12 KEE 12 KEE C13 C13 C 0 1 Y N N -8.221 -46.332 37.632 4.852 2.159 -1.355 C13 KEE 13 KEE C14 C14 C 0 1 Y N N -9.207 -47.308 37.648 5.254 2.439 -0.062 C14 KEE 14 KEE C15 C15 C 0 1 Y N N -9.642 -47.845 36.442 4.470 2.045 1.006 C15 KEE 15 KEE C16 C16 C 0 1 Y N N -9.105 -47.416 35.236 3.282 1.374 0.781 C16 KEE 16 KEE C17 C17 C 0 1 Y N N -8.172 -46.481 27.256 -4.968 0.082 -0.056 C17 KEE 17 KEE O18 O18 O 0 1 Y N N -8.318 -45.261 26.652 -5.827 0.830 0.670 O18 KEE 18 KEE C19 C19 C 0 1 Y N N -8.531 -45.511 25.312 -7.066 0.566 0.235 C19 KEE 19 KEE N20 N20 N 0 1 Y N N -8.509 -46.853 25.102 -7.002 -0.313 -0.726 N20 KEE 20 KEE C21 C21 C 0 1 Y N N -8.283 -47.465 26.282 -5.716 -0.631 -0.938 C21 KEE 21 KEE O22 O22 O 0 1 N N N -5.022 -48.043 34.731 3.077 -1.367 1.432 O22 KEE 22 KEE N23 N23 N 0 1 N N N -3.972 -46.069 34.480 3.473 -2.629 -0.348 N23 KEE 23 KEE O24 O24 O 0 1 N N N -2.805 -46.475 35.127 4.626 -3.190 0.252 O24 KEE 24 KEE H2 H2 H 0 1 N N N -5.712 -45.491 32.715 0.933 -1.792 -0.940 H2 KEE 25 KEE H23 H23 H 0 1 N N N -4.031 -45.131 34.138 3.207 -2.906 -1.239 H23 KEE 26 KEE H3 H3 H 0 1 N N N -7.291 -48.129 33.311 1.150 0.228 1.448 H3 KEE 27 KEE H4 H4 H 0 1 N N N -8.010 -45.084 33.489 1.052 0.638 -1.660 H4 KEE 28 KEE H6 H6 H 0 1 N N N -6.862 -48.929 30.998 -0.996 1.429 1.889 H6 KEE 29 KEE H10 H10 H 0 1 N N N -8.185 -44.883 31.578 -0.771 -1.436 -1.263 H10 KEE 30 KEE H7 H7 H 0 1 N N N -7.254 -48.718 28.561 -3.445 1.491 1.674 H7 KEE 31 KEE H9 H9 H 0 1 N N N -8.562 -44.673 29.143 -3.220 -1.398 -1.488 H9 KEE 32 KEE H12 H12 H 0 1 N N N -6.909 -45.144 36.419 3.353 1.265 -2.589 H12 KEE 33 KEE H16 H16 H 0 1 N N N -9.475 -47.826 34.308 2.668 1.069 1.616 H16 KEE 34 KEE H13 H13 H 0 1 N N N -7.878 -45.898 38.560 5.465 2.467 -2.189 H13 KEE 35 KEE H14 H14 H 0 1 N N N -9.630 -47.645 38.583 6.181 2.966 0.114 H14 KEE 36 KEE H15 H15 H 0 1 N N N -10.408 -48.606 36.443 4.784 2.263 2.016 H15 KEE 37 KEE H21 H21 H 0 1 N N N -8.203 -48.530 26.441 -5.344 -1.328 -1.673 H21 KEE 38 KEE H19 H19 H 0 1 N N N -8.690 -44.760 24.552 -7.973 1.008 0.620 H19 KEE 39 KEE H24 H24 H 0 1 N N N -2.896 -47.378 35.409 5.081 -3.840 -0.301 H24 KEE 40 # 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 KEE C1 C2 SING N N 1 KEE C1 O22 DOUB N N 2 KEE C1 N23 SING N N 3 KEE C2 C3 SING N N 4 KEE C2 C4 SING N N 5 KEE C3 C4 SING N N 6 KEE C3 C5 SING N N 7 KEE C4 C11 SING N N 8 KEE C5 C6 SING Y N 9 KEE C5 C10 DOUB Y N 10 KEE C6 C7 DOUB Y N 11 KEE C7 C8 SING Y N 12 KEE C8 C9 DOUB Y N 13 KEE C8 C17 SING N N 14 KEE C9 C10 SING Y N 15 KEE C11 C12 SING Y N 16 KEE C11 C16 DOUB Y N 17 KEE C12 C13 DOUB Y N 18 KEE C13 C14 SING Y N 19 KEE C14 C15 DOUB Y N 20 KEE C15 C16 SING Y N 21 KEE C17 O18 SING Y N 22 KEE C17 C21 DOUB Y N 23 KEE O18 C19 SING Y N 24 KEE C19 N20 DOUB Y N 25 KEE N20 C21 SING Y N 26 KEE N23 O24 SING N N 27 KEE C2 H2 SING N N 28 KEE N23 H23 SING N N 29 KEE C3 H3 SING N N 30 KEE C4 H4 SING N N 31 KEE C6 H6 SING N N 32 KEE C10 H10 SING N N 33 KEE C7 H7 SING N N 34 KEE C9 H9 SING N N 35 KEE C12 H12 SING N N 36 KEE C16 H16 SING N N 37 KEE C13 H13 SING N N 38 KEE C14 H14 SING N N 39 KEE C15 H15 SING N N 40 KEE C21 H21 SING N N 41 KEE C19 H19 SING N N 42 KEE O24 H24 SING N N 43 # 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 KEE SMILES ACDLabs 12.01 "O=C(NO)C4C(c1ccccc1)C4c3ccc(c2ocnc2)cc3" KEE InChI InChI 1.03 "InChI=1S/C19H16N2O3/c22-19(21-23)18-16(13-4-2-1-3-5-13)17(18)14-8-6-12(7-9-14)15-10-20-11-24-15/h1-11,16-18,23H,(H,21,22)/t16-,17-,18-/m1/s1" KEE InChIKey InChI 1.03 PYWCXCBMYMFPTR-KZNAEPCWSA-N KEE SMILES_CANONICAL CACTVS 3.385 "ONC(=O)[C@@H]1[C@@H]([C@H]1c2ccc(cc2)c3ocnc3)c4ccccc4" KEE SMILES CACTVS 3.385 "ONC(=O)[CH]1[CH]([CH]1c2ccc(cc2)c3ocnc3)c4ccccc4" KEE SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)[C@@H]2[C@H]([C@@H]2C(=O)NO)c3ccc(cc3)c4cnco4" KEE SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C2C(C2C(=O)NO)c3ccc(cc3)c4cnco4" # 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 KEE "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R,3R)-N-hydroxy-2-[4-(1,3-oxazol-5-yl)phenyl]-3-phenylcyclopropanecarboxamide" KEE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1R,2R,3R)-2-[4-(1,3-oxazol-5-yl)phenyl]-N-oxidanyl-3-phenyl-cyclopropane-1-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 KEE "Create component" 2013-10-17 EBI KEE "Initial release" 2013-12-11 RCSB KEE "Modify descriptor" 2014-09-05 RCSB #