data_3P3 # _chem_comp.id 3P3 _chem_comp.name "N-[(1S,2R)-2-hydroxy-1-(hydroxycarbamoyl)propyl]-4-(4-phenylbuta-1,3-diyn-1-yl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-14 _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 362.379 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3P3 _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 3P3C _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 3P3 O01 O01 O 0 1 N N N -18.036 15.711 -18.716 5.431 -2.253 0.353 O01 3P3 1 3P3 C02 C02 C 0 1 N N N -17.320 15.414 -19.673 5.984 -1.288 -0.131 C02 3P3 2 3P3 N03 N03 N 0 1 N N N -17.747 15.835 -20.913 7.179 -1.431 -0.738 N03 3P3 3 3P3 O04 O04 O 0 1 N N N -18.941 16.435 -20.851 7.833 -2.686 -0.726 O04 3P3 4 3P3 C05 C05 C 0 1 N N S -15.981 14.730 -19.578 5.333 0.069 -0.059 C05 3P3 5 3P3 N06 N06 N 0 1 N N N -15.135 15.487 -18.715 3.878 -0.090 0.008 N06 3P3 6 3P3 C07 C07 C 0 1 N N N -13.752 15.680 -18.991 3.072 0.902 -0.418 C07 3P3 7 3P3 O08 O08 O 0 1 N N N -13.243 15.077 -19.852 3.551 1.930 -0.856 O08 3P3 8 3P3 C09 C09 C 0 1 Y N N -12.927 16.437 -17.983 1.606 0.742 -0.350 C09 3P3 9 3P3 C10 C10 C 0 1 Y N N -13.554 17.014 -16.883 0.769 1.772 -0.792 C10 3P3 10 3P3 C11 C11 C 0 1 Y N N -12.805 17.632 -15.885 -0.586 1.625 -0.730 C11 3P3 11 3P3 C12 C12 C 0 1 Y N N -11.418 17.697 -15.976 -1.140 0.441 -0.225 C12 3P3 12 3P3 C13 C13 C 0 1 Y N N -10.787 17.134 -17.084 -0.301 -0.590 0.216 C13 3P3 13 3P3 C14 C14 C 0 1 Y N N -11.539 16.514 -18.086 1.055 -0.442 0.149 C14 3P3 14 3P3 C15 C15 C 0 1 N N N -10.656 18.176 -14.816 -2.562 0.286 -0.160 C15 3P3 15 3P3 C16 C16 C 0 1 N N N -10.042 18.558 -13.877 -3.727 0.159 -0.106 C16 3P3 16 3P3 C17 C17 C 0 1 N N N -9.362 18.933 -12.770 -5.095 0.009 -0.043 C17 3P3 17 3P3 C18 C18 C 0 1 N N N -8.775 19.229 -11.777 -6.261 -0.119 0.010 C18 3P3 18 3P3 C19 C19 C 0 1 Y N N -8.075 19.582 -10.593 -7.683 -0.274 0.076 C19 3P3 19 3P3 C20 C20 C 0 1 Y N N -8.706 19.500 -9.357 -8.238 -1.455 0.580 C20 3P3 20 3P3 C21 C21 C 0 1 Y N N -8.016 19.850 -8.201 -9.609 -1.596 0.640 C21 3P3 21 3P3 C22 C22 C 0 1 Y N N -6.697 20.281 -8.282 -10.434 -0.575 0.203 C22 3P3 22 3P3 C23 C23 C 0 1 Y N N -6.066 20.363 -9.518 -9.892 0.597 -0.297 C23 3P3 23 3P3 C24 C24 C 0 1 Y N N -6.755 20.014 -10.673 -8.523 0.756 -0.358 C24 3P3 24 3P3 C25 C25 C 0 1 N N R -16.167 13.257 -19.204 5.823 0.804 1.190 C25 3P3 25 3P3 C26 C26 C 0 1 N N N -16.579 13.231 -17.706 7.325 1.072 1.068 C26 3P3 26 3P3 O27 O27 O 0 1 N N N -17.182 12.685 -20.063 5.127 2.046 1.316 O27 3P3 27 3P3 HN03 HN03 H 0 0 N N N -17.227 15.708 -21.758 7.590 -0.673 -1.183 HN03 3P3 28 3P3 HO04 HO04 H 0 0 N N N -19.231 16.471 -19.947 8.684 -2.691 -1.187 HO04 3P3 29 3P3 H05 H05 H 0 1 N N N -15.466 14.702 -20.550 5.595 0.646 -0.946 H05 3P3 30 3P3 HN06 HN06 H 0 0 N N N -15.526 15.895 -17.890 3.496 -0.910 0.358 HN06 3P3 31 3P3 H10 H10 H 0 1 N N N -14.631 16.982 -16.803 1.196 2.685 -1.181 H10 3P3 32 3P3 H11 H11 H 0 1 N N N -13.306 18.065 -15.032 -1.232 2.421 -1.071 H11 3P3 33 3P3 H13 H13 H 0 1 N N N -9.711 17.177 -17.169 -0.726 -1.503 0.606 H13 3P3 34 3P3 H14 H14 H 0 1 N N N -11.041 16.092 -18.946 1.702 -1.239 0.486 H14 3P3 35 3P3 H20 H20 H 0 1 N N N -9.731 19.165 -9.294 -7.596 -2.253 0.920 H20 3P3 36 3P3 H21 H21 H 0 1 N N N -8.505 19.787 -7.240 -10.039 -2.507 1.028 H21 3P3 37 3P3 H22 H22 H 0 1 N N N -6.162 20.552 -7.384 -11.506 -0.692 0.252 H22 3P3 38 3P3 H23 H23 H 0 1 N N N -5.041 20.698 -9.580 -10.542 1.389 -0.636 H23 3P3 39 3P3 H24 H24 H 0 1 N N N -6.265 20.078 -11.634 -8.102 1.673 -0.744 H24 3P3 40 3P3 H25 H25 H 0 1 N N N -15.252 12.661 -19.341 5.634 0.190 2.071 H25 3P3 41 3P3 H26 H26 H 0 1 N N N -16.726 12.190 -17.384 7.525 1.595 0.133 H26 3P3 42 3P3 H26A H26A H 0 0 N N N -15.786 13.694 -17.100 7.653 1.687 1.906 H26A 3P3 43 3P3 H26B H26B H 0 0 N N N -17.516 13.792 -17.574 7.865 0.126 1.078 H26B 3P3 44 3P3 HO27 HO27 H 0 0 N N N -17.307 11.770 -19.841 4.168 1.952 1.399 HO27 3P3 45 # 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 3P3 O01 C02 DOUB N N 1 3P3 C02 N03 SING N N 2 3P3 C02 C05 SING N N 3 3P3 N03 O04 SING N N 4 3P3 C05 N06 SING N N 5 3P3 C05 C25 SING N N 6 3P3 N06 C07 SING N N 7 3P3 C07 O08 DOUB N N 8 3P3 C07 C09 SING N N 9 3P3 C09 C10 DOUB Y N 10 3P3 C09 C14 SING Y N 11 3P3 C10 C11 SING Y N 12 3P3 C11 C12 DOUB Y N 13 3P3 C12 C13 SING Y N 14 3P3 C12 C15 SING N N 15 3P3 C13 C14 DOUB Y N 16 3P3 C15 C16 TRIP N N 17 3P3 C16 C17 SING N N 18 3P3 C17 C18 TRIP N N 19 3P3 C18 C19 SING N N 20 3P3 C19 C20 DOUB Y N 21 3P3 C19 C24 SING Y N 22 3P3 C20 C21 SING Y N 23 3P3 C21 C22 DOUB Y N 24 3P3 C22 C23 SING Y N 25 3P3 C23 C24 DOUB Y N 26 3P3 C25 C26 SING N N 27 3P3 C25 O27 SING N N 28 3P3 N03 HN03 SING N N 29 3P3 O04 HO04 SING N N 30 3P3 C05 H05 SING N N 31 3P3 N06 HN06 SING N N 32 3P3 C10 H10 SING N N 33 3P3 C11 H11 SING N N 34 3P3 C13 H13 SING N N 35 3P3 C14 H14 SING N N 36 3P3 C20 H20 SING N N 37 3P3 C21 H21 SING N N 38 3P3 C22 H22 SING N N 39 3P3 C23 H23 SING N N 40 3P3 C24 H24 SING N N 41 3P3 C25 H25 SING N N 42 3P3 C26 H26 SING N N 43 3P3 C26 H26A SING N N 44 3P3 C26 H26B SING N N 45 3P3 O27 HO27 SING N N 46 # 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 3P3 SMILES ACDLabs 12.01 "O=C(NC(C(=O)NO)C(O)C)c2ccc(C#CC#Cc1ccccc1)cc2" 3P3 SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)[C@H](NC(=O)c1ccc(cc1)C#CC#Cc2ccccc2)C(=O)NO" 3P3 SMILES CACTVS 3.370 "C[CH](O)[CH](NC(=O)c1ccc(cc1)C#CC#Cc2ccccc2)C(=O)NO" 3P3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@H]([C@@H](C(=O)NO)NC(=O)c1ccc(cc1)C#CC#Cc2ccccc2)O" 3P3 SMILES "OpenEye OEToolkits" 1.7.0 "CC(C(C(=O)NO)NC(=O)c1ccc(cc1)C#CC#Cc2ccccc2)O" 3P3 InChI InChI 1.03 "InChI=1S/C21H18N2O4/c1-15(24)19(21(26)23-27)22-20(25)18-13-11-17(12-14-18)10-6-5-9-16-7-3-2-4-8-16/h2-4,7-8,11-15,19,24,27H,1H3,(H,22,25)(H,23,26)/t15-,19+/m1/s1" 3P3 InChIKey InChI 1.03 VUYMSCCEGRLBAF-BEFAXECRSA-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 3P3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-(4-phenylbuta-1,3-diyn-1-yl)benzamide" 3P3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxo-butan-2-yl]-4-(4-phenylbuta-1,3-diynyl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3P3 "Create component" 2010-10-14 RCSB 3P3 "Modify aromatic_flag" 2011-06-04 RCSB 3P3 "Modify descriptor" 2011-06-04 RCSB #