data_P76 # _chem_comp.id P76 _chem_comp.name "N-[(1S,2R)-2-hydroxy-1-(hydroxycarbamoyl)propyl]-4-[4-(phenylethynyl)phenyl]piperidine-1-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H27 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-20 _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 421.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P76 _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 3P76 _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 P76 N1 N1 N 0 1 N N N -6.334 20.929 -3.825 4.579 0.142 -0.157 N1 P76 1 P76 C2 C2 C 0 1 N N S -5.074 21.243 -3.183 5.859 -0.494 0.162 C2 P76 2 P76 C3 C3 C 0 1 N N N -5.070 22.747 -3.048 6.755 -0.455 -1.049 C3 P76 3 P76 O4 O4 O 0 1 N N N -4.971 23.514 -4.016 6.270 -0.401 -2.160 O4 P76 4 P76 N5 N5 N 0 1 N N N -5.169 23.121 -1.741 8.094 -0.481 -0.899 N5 P76 5 P76 O6 O6 O 0 1 N N N -5.138 24.504 -1.636 8.933 -0.545 -2.037 O6 P76 6 P76 C7 C7 C 0 1 N N N -6.888 19.634 -3.703 3.829 0.679 0.826 C7 P76 7 P76 O8 O8 O 0 1 N N N -6.335 18.709 -3.052 4.171 0.556 1.987 O8 P76 8 P76 N9 N9 N 0 1 N N N -8.105 19.459 -4.360 2.702 1.352 0.524 N9 P76 9 P76 C10 C10 C 0 1 N N N -8.820 20.506 -5.104 2.217 1.415 -0.862 C10 P76 10 P76 C11 C11 C 0 1 N N N -9.319 19.993 -6.418 0.760 0.943 -0.896 C11 P76 11 P76 C12 C12 C 0 1 N N N -10.324 18.852 -6.188 -0.063 1.768 0.095 C12 P76 12 P76 C13 C13 C 0 1 N N N -9.506 17.723 -5.537 0.480 1.558 1.511 C13 P76 13 P76 C14 C14 C 0 1 N N N -8.766 18.142 -4.267 1.930 2.031 1.573 C14 P76 14 P76 C15 C15 C 0 1 Y N N -10.928 18.323 -7.485 -1.504 1.330 0.040 C15 P76 15 P76 C16 C16 C 0 1 Y N N -11.801 17.188 -7.495 -2.487 2.240 -0.306 C16 P76 16 P76 C17 C17 C 0 1 Y N N -12.345 16.719 -8.717 -3.808 1.847 -0.359 C17 P76 17 P76 C18 C18 C 0 1 Y N N -12.007 17.392 -9.923 -4.152 0.525 -0.062 C18 P76 18 P76 C19 C19 C 0 1 Y N N -11.166 18.494 -9.934 -3.153 -0.388 0.286 C19 P76 19 P76 C20 C20 C 0 1 Y N N -10.657 18.940 -8.727 -1.836 0.019 0.329 C20 P76 20 P76 C21 C21 C 0 1 N N N -12.452 16.997 -11.191 -5.521 0.109 -0.115 C21 P76 21 P76 C22 C22 C 0 1 N N N -12.609 16.611 -12.299 -6.644 -0.232 -0.157 C22 P76 22 P76 C23 C23 C 0 1 Y N N -12.791 16.140 -13.618 -8.013 -0.649 -0.209 C23 P76 23 P76 C24 C24 C 0 1 Y N N -12.018 15.012 -14.010 -8.357 -1.970 0.087 C24 P76 24 P76 C25 C25 C 0 1 Y N N -12.155 14.477 -15.309 -9.678 -2.364 0.035 C25 P76 25 P76 C26 C26 C 0 1 Y N N -13.058 15.088 -16.213 -10.661 -1.454 -0.310 C26 P76 26 P76 C27 C27 C 0 1 Y N N -13.819 16.217 -15.814 -10.328 -0.143 -0.605 C27 P76 27 P76 C28 C28 C 0 1 Y N N -13.692 16.752 -14.503 -9.012 0.266 -0.551 C28 P76 28 P76 C29 C29 C 0 1 N N R -3.804 20.662 -3.830 5.619 -1.948 0.572 C29 P76 29 P76 C30 C30 C 0 1 N N N -3.617 21.007 -5.302 6.938 -2.574 1.029 C30 P76 30 P76 O31 O31 O 0 1 N N N -2.675 21.178 -3.093 4.675 -1.990 1.645 O31 P76 31 P76 HN1 HN1 H 0 1 N N N -6.813 21.629 -4.355 4.272 0.180 -1.076 HN1 P76 32 P76 H2 H2 H 0 1 N N N -5.021 20.737 -2.208 6.336 0.041 0.983 H2 P76 33 P76 HN5 HN5 H 0 1 N N N -5.252 22.490 -0.970 8.483 -0.456 -0.010 HN5 P76 34 P76 HO6 HO6 H 0 1 N N N -5.056 24.886 -2.502 9.877 -0.560 -1.830 HO6 P76 35 P76 H10 H10 H 0 1 N N N -9.678 20.845 -4.505 2.277 2.441 -1.224 H10 P76 36 P76 H10A H10A H 0 0 N N N -8.133 21.345 -5.287 2.827 0.768 -1.492 H10A P76 37 P76 H11 H11 H 0 1 N N N -9.814 20.810 -6.963 0.358 1.076 -1.901 H11 P76 38 P76 H11A H11A H 0 0 N N N -8.470 19.617 -7.008 0.712 -0.111 -0.621 H11A P76 39 P76 H12 H12 H 0 1 N N N -11.163 19.212 -5.575 0.005 2.824 -0.166 H12 P76 40 P76 H13 H13 H 0 1 N N N -10.199 16.910 -5.273 -0.121 2.127 2.220 H13 P76 41 P76 H13A H13A H 0 0 N N N -8.759 17.381 -6.268 0.434 0.498 1.764 H13A P76 42 P76 H14 H14 H 0 1 N N N -7.992 17.388 -4.061 2.350 1.789 2.550 H14 P76 43 P76 H14A H14A H 0 0 N N N -9.498 18.187 -3.447 1.967 3.109 1.414 H14A P76 44 P76 H16 H16 H 0 1 N N N -12.045 16.688 -6.569 -2.220 3.261 -0.535 H16 P76 45 P76 H17 H17 H 0 1 N N N -13.005 15.865 -8.732 -4.575 2.558 -0.628 H17 P76 46 P76 H19 H19 H 0 1 N N N -10.915 18.991 -10.859 -3.412 -1.411 0.516 H19 P76 47 P76 H20 H20 H 0 1 N N N -10.016 19.809 -8.735 -1.063 -0.686 0.598 H20 P76 48 P76 H24 H24 H 0 1 N N N -11.325 14.564 -13.313 -7.590 -2.682 0.356 H24 P76 49 P76 H25 H25 H 0 1 N N N -11.579 13.614 -15.609 -9.945 -3.385 0.264 H25 P76 50 P76 H26 H26 H 0 1 N N N -13.168 14.692 -17.212 -11.694 -1.767 -0.349 H26 P76 51 P76 H27 H27 H 0 1 N N N -14.502 16.675 -16.514 -11.101 0.562 -0.874 H27 P76 52 P76 H28 H28 H 0 1 N N N -14.274 17.608 -14.196 -8.754 1.289 -0.782 H28 P76 53 P76 H29 H29 H 0 1 N N N -3.895 19.566 -3.790 5.227 -2.505 -0.279 H29 P76 54 P76 H30 H30 H 0 1 N N N -2.687 20.549 -5.671 7.317 -2.031 1.894 H30 P76 55 P76 H30A H30A H 0 0 N N N -4.470 20.622 -5.880 6.771 -3.617 1.298 H30A P76 56 P76 H30B H30B H 0 0 N N N -3.559 22.099 -5.418 7.665 -2.520 0.218 H30B P76 57 P76 HO31 HO31 H 0 0 N N N -1.870 20.838 -3.467 3.814 -1.609 1.426 HO31 P76 58 # 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 P76 N1 C7 SING N N 1 P76 N1 C2 SING N N 2 P76 N1 HN1 SING N N 3 P76 C29 C2 SING N N 4 P76 C2 C3 SING N N 5 P76 C2 H2 SING N N 6 P76 O4 C3 DOUB N N 7 P76 C3 N5 SING N N 8 P76 N5 O6 SING N N 9 P76 N5 HN5 SING N N 10 P76 O6 HO6 SING N N 11 P76 N9 C7 SING N N 12 P76 C7 O8 DOUB N N 13 P76 C10 N9 SING N N 14 P76 N9 C14 SING N N 15 P76 C11 C10 SING N N 16 P76 C10 H10 SING N N 17 P76 C10 H10A SING N N 18 P76 C11 C12 SING N N 19 P76 C11 H11 SING N N 20 P76 C11 H11A SING N N 21 P76 C15 C12 SING N N 22 P76 C12 C13 SING N N 23 P76 C12 H12 SING N N 24 P76 C13 C14 SING N N 25 P76 C13 H13 SING N N 26 P76 C13 H13A SING N N 27 P76 C14 H14 SING N N 28 P76 C14 H14A SING N N 29 P76 C20 C15 DOUB Y N 30 P76 C16 C15 SING Y N 31 P76 C17 C16 DOUB Y N 32 P76 C16 H16 SING N N 33 P76 C18 C17 SING Y N 34 P76 C17 H17 SING N N 35 P76 C21 C18 SING N N 36 P76 C19 C18 DOUB Y N 37 P76 C19 C20 SING Y N 38 P76 C19 H19 SING N N 39 P76 C20 H20 SING N N 40 P76 C22 C21 TRIP N N 41 P76 C23 C22 SING N N 42 P76 C28 C23 DOUB Y N 43 P76 C24 C23 SING Y N 44 P76 C25 C24 DOUB Y N 45 P76 C24 H24 SING N N 46 P76 C26 C25 SING Y N 47 P76 C25 H25 SING N N 48 P76 C26 C27 DOUB Y N 49 P76 C26 H26 SING N N 50 P76 C27 C28 SING Y N 51 P76 C27 H27 SING N N 52 P76 C28 H28 SING N N 53 P76 C30 C29 SING N N 54 P76 C29 O31 SING N N 55 P76 C29 H29 SING N N 56 P76 C30 H30 SING N N 57 P76 C30 H30A SING N N 58 P76 C30 H30B SING N N 59 P76 O31 HO31 SING N N 60 # 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 P76 SMILES ACDLabs 12.01 "O=C(NC(C(=O)NO)C(O)C)N3CCC(c2ccc(C#Cc1ccccc1)cc2)CC3" P76 SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)[C@H](NC(=O)N1CC[C@H](CC1)c2ccc(cc2)C#Cc3ccccc3)C(=O)NO" P76 SMILES CACTVS 3.370 "C[CH](O)[CH](NC(=O)N1CC[CH](CC1)c2ccc(cc2)C#Cc3ccccc3)C(=O)NO" P76 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@H]([C@@H](C(=O)NO)NC(=O)N1CCC(CC1)c2ccc(cc2)C#Cc3ccccc3)O" P76 SMILES "OpenEye OEToolkits" 1.7.0 "CC(C(C(=O)NO)NC(=O)N1CCC(CC1)c2ccc(cc2)C#Cc3ccccc3)O" P76 InChI InChI 1.03 "InChI=1S/C24H27N3O4/c1-17(28)22(23(29)26-31)25-24(30)27-15-13-21(14-16-27)20-11-9-19(10-12-20)8-7-18-5-3-2-4-6-18/h2-6,9-12,17,21-22,28,31H,13-16H2,1H3,(H,25,30)(H,26,29)/t17-,22+/m1/s1" P76 InChIKey InChI 1.03 SRSVRACVPWREJZ-VGSWGCGISA-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 P76 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-[4-(phenylethynyl)phenyl]piperidine-1-carboxamide" P76 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxo-butan-2-yl]-4-[4-(2-phenylethynyl)phenyl]piperidine-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 P76 "Create component" 2010-10-20 RCSB P76 "Modify aromatic_flag" 2011-06-04 RCSB P76 "Modify descriptor" 2011-06-04 RCSB #