data_1WM # _chem_comp.id 1WM _chem_comp.name "(betaS)-Nalpha-{4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzoyl}-N,beta-dihydroxy-L-tyrosinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H21 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-10 _chem_comp.pdbx_modified_date 2013-08-16 _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 455.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1WM _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 4LCG _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 1WM O01 O01 O 0 1 N N N -22.076 -8.294 7.197 6.838 4.056 -0.551 O01 1WM 1 1WM N02 N02 N 0 1 N N N -23.218 -8.791 7.713 6.403 2.807 -0.046 N02 1WM 2 1WM C03 C03 C 0 1 N N N -23.206 -10.119 8.208 5.285 2.235 -0.536 C03 1WM 3 1WM O04 O04 O 0 1 N N N -22.147 -10.742 8.220 4.604 2.829 -1.345 O04 1WM 4 1WM C05 C05 C 0 1 N N S -24.396 -10.642 8.967 4.882 0.857 -0.080 C05 1WM 5 1WM N06 N06 N 0 1 N N N -24.871 -11.777 8.186 3.430 0.707 -0.202 N06 1WM 6 1WM C07 C07 C 0 1 N N N -25.852 -11.587 7.111 2.623 1.131 0.791 C07 1WM 7 1WM O08 O08 O 0 1 N N N -26.325 -10.477 6.854 3.100 1.638 1.788 O08 1WM 8 1WM C09 C09 C 0 1 Y N N -26.173 -12.786 6.271 1.160 0.980 0.668 C09 1WM 9 1WM C10 C10 C 0 1 Y N N -25.323 -13.886 6.358 0.323 1.420 1.698 C10 1WM 10 1WM C11 C11 C 0 1 Y N N -25.595 -15.019 5.561 -1.030 1.281 1.586 C11 1WM 11 1WM C12 C12 C 0 1 Y N N -26.706 -15.019 4.679 -1.580 0.697 0.437 C12 1WM 12 1WM C13 C13 C 0 1 N N N -26.862 -16.280 3.925 -3.000 0.551 0.318 C13 1WM 13 1WM C14 C14 C 0 1 N N N -26.965 -17.334 3.303 -4.164 0.432 0.220 C14 1WM 14 1WM C15 C15 C 0 1 N N N -27.071 -18.618 2.597 -5.529 0.291 0.105 C15 1WM 15 1WM C16 C16 C 0 1 N N N -27.150 -19.677 2.055 -6.692 0.172 0.006 C16 1WM 16 1WM C17 C17 C 0 1 Y N N -27.237 -20.980 1.424 -8.112 0.026 -0.113 C17 1WM 17 1WM C18 C18 C 0 1 Y N N -26.381 -21.987 1.937 -8.663 -0.558 -1.260 C18 1WM 18 1WM C19 C19 C 0 1 Y N N -26.403 -23.278 1.381 -10.028 -0.696 -1.371 C19 1WM 19 1WM C20 C20 C 0 1 Y N N -27.284 -23.554 0.333 -10.860 -0.257 -0.345 C20 1WM 20 1WM N21 N21 N 0 1 N N N -27.312 -24.889 -0.238 -12.242 -0.400 -0.461 N21 1WM 21 1WM C22 C22 C 0 1 Y N N -28.149 -22.540 -0.172 -10.316 0.323 0.798 C22 1WM 22 1WM C23 C23 C 0 1 Y N N -28.132 -21.254 0.376 -8.952 0.461 0.919 C23 1WM 23 1WM C24 C24 C 0 1 Y N N -27.572 -13.919 4.594 -0.741 0.257 -0.594 C24 1WM 24 1WM C25 C25 C 0 1 Y N N -27.306 -12.781 5.393 0.612 0.402 -0.482 C25 1WM 25 1WM C26 C26 C 0 1 N N S -24.010 -11.041 10.359 5.578 -0.192 -0.949 C26 1WM 26 1WM O27 O27 O 0 1 N N N -23.410 -10.011 11.029 6.994 -0.065 -0.808 O27 1WM 27 1WM C29 C29 C 0 1 Y N N -25.188 -11.559 11.098 5.152 -1.570 -0.512 C29 1WM 28 1WM C30 C30 C 0 1 Y N N -25.201 -12.917 11.532 5.743 -2.158 0.592 C30 1WM 29 1WM C31 C31 C 0 1 Y N N -26.305 -13.425 12.273 5.354 -3.420 0.995 C31 1WM 30 1WM C32 C32 C 0 1 Y N N -27.397 -12.566 12.585 4.370 -4.099 0.291 C32 1WM 31 1WM O33 O33 O 0 1 N N N -28.483 -13.053 13.313 3.985 -5.342 0.686 O33 1WM 32 1WM C34 C34 C 0 1 Y N N -27.385 -11.201 12.151 3.778 -3.508 -0.815 C34 1WM 33 1WM C35 C35 C 0 1 Y N N -26.294 -10.693 11.420 4.167 -2.243 -1.211 C35 1WM 34 1WM H1 H1 H 0 1 N N N -21.385 -8.942 7.274 7.648 4.387 -0.139 H1 1WM 35 1WM H2 H2 H 0 1 N N N -24.051 -8.238 7.746 6.908 2.364 0.653 H2 1WM 36 1WM H3 H3 H 0 1 N N N -25.172 -9.863 9.011 5.175 0.718 0.961 H3 1WM 37 1WM H4 H4 H 0 1 N N N -24.525 -12.694 8.384 3.049 0.302 -0.997 H4 1WM 38 1WM H5 H5 H 0 1 N N N -24.472 -13.872 7.023 0.748 1.870 2.584 H5 1WM 39 1WM H6 H6 H 0 1 N N N -24.956 -15.887 5.623 -1.676 1.621 2.382 H6 1WM 40 1WM H7 H7 H 0 1 N N N -25.712 -21.762 2.755 -8.019 -0.898 -2.057 H7 1WM 41 1WM H8 H8 H 0 1 N N N -25.746 -24.047 1.760 -10.455 -1.146 -2.255 H8 1WM 42 1WM H9 H9 H 0 1 N N N -26.646 -25.467 0.233 -12.622 -0.804 -1.256 H9 1WM 43 1WM H10 H10 H 0 1 N N N -28.227 -25.278 -0.130 -12.822 -0.094 0.253 H10 1WM 44 1WM H11 H11 H 0 1 N N N -28.823 -22.767 -0.985 -10.965 0.661 1.592 H11 1WM 45 1WM H12 H12 H 0 1 N N N -28.793 -20.487 0.001 -8.530 0.911 1.806 H12 1WM 46 1WM H13 H13 H 0 1 N N N -28.425 -13.940 3.932 -1.164 -0.193 -1.480 H13 1WM 47 1WM H14 H14 H 0 1 N N N -27.951 -11.916 5.341 1.259 0.063 -1.277 H14 1WM 48 1WM H15 H15 H 0 1 N N N -23.292 -11.870 10.269 5.301 -0.041 -1.993 H15 1WM 49 1WM H16 H16 H 0 1 N N N -23.178 -10.295 11.905 7.312 -0.188 0.097 H16 1WM 50 1WM H17 H17 H 0 1 N N N -24.369 -13.564 11.297 6.509 -1.628 1.139 H17 1WM 51 1WM H18 H18 H 0 1 N N N -26.314 -14.455 12.597 5.816 -3.879 1.856 H18 1WM 52 1WM H19 H19 H 0 1 N N N -28.339 -13.968 13.523 3.256 -5.345 1.321 H19 1WM 53 1WM H20 H20 H 0 1 N N N -28.219 -10.557 12.386 3.012 -4.035 -1.365 H20 1WM 54 1WM H21 H21 H 0 1 N N N -26.286 -9.661 11.103 3.704 -1.780 -2.070 H21 1WM 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 1WM N21 C20 SING N N 1 1WM C22 C20 DOUB Y N 2 1WM C22 C23 SING Y N 3 1WM C20 C19 SING Y N 4 1WM C23 C17 DOUB Y N 5 1WM C19 C18 DOUB Y N 6 1WM C17 C18 SING Y N 7 1WM C17 C16 SING N N 8 1WM C16 C15 TRIP N N 9 1WM C15 C14 SING N N 10 1WM C14 C13 TRIP N N 11 1WM C13 C12 SING N N 12 1WM C24 C12 DOUB Y N 13 1WM C24 C25 SING Y N 14 1WM C12 C11 SING Y N 15 1WM C25 C09 DOUB Y N 16 1WM C11 C10 DOUB Y N 17 1WM C09 C10 SING Y N 18 1WM C09 C07 SING N N 19 1WM O08 C07 DOUB N N 20 1WM C07 N06 SING N N 21 1WM O01 N02 SING N N 22 1WM N02 C03 SING N N 23 1WM N06 C05 SING N N 24 1WM C03 O04 DOUB N N 25 1WM C03 C05 SING N N 26 1WM C05 C26 SING N N 27 1WM C26 O27 SING N N 28 1WM C26 C29 SING N N 29 1WM C29 C35 DOUB Y N 30 1WM C29 C30 SING Y N 31 1WM C35 C34 SING Y N 32 1WM C30 C31 DOUB Y N 33 1WM C34 C32 DOUB Y N 34 1WM C31 C32 SING Y N 35 1WM C32 O33 SING N N 36 1WM O01 H1 SING N N 37 1WM N02 H2 SING N N 38 1WM C05 H3 SING N N 39 1WM N06 H4 SING N N 40 1WM C10 H5 SING N N 41 1WM C11 H6 SING N N 42 1WM C18 H7 SING N N 43 1WM C19 H8 SING N N 44 1WM N21 H9 SING N N 45 1WM N21 H10 SING N N 46 1WM C22 H11 SING N N 47 1WM C23 H12 SING N N 48 1WM C24 H13 SING N N 49 1WM C25 H14 SING N N 50 1WM C26 H15 SING N N 51 1WM O27 H16 SING N N 52 1WM C30 H17 SING N N 53 1WM C31 H18 SING N N 54 1WM O33 H19 SING N N 55 1WM C34 H20 SING N N 56 1WM C35 H21 SING N N 57 # 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 1WM SMILES ACDLabs 12.01 "O=C(NO)C(NC(=O)c2ccc(C#CC#Cc1ccc(N)cc1)cc2)C(O)c3ccc(O)cc3" 1WM InChI InChI 1.03 "InChI=1S/C26H21N3O5/c27-21-13-7-18(8-14-21)4-2-1-3-17-5-9-20(10-6-17)25(32)28-23(26(33)29-34)24(31)19-11-15-22(30)16-12-19/h5-16,23-24,30-31,34H,27H2,(H,28,32)(H,29,33)/t23-,24-/m0/s1" 1WM InChIKey InChI 1.03 WYPQPFTULGRIPE-ZEQRLZLVSA-N 1WM SMILES_CANONICAL CACTVS 3.385 "Nc1ccc(cc1)C#CC#Cc2ccc(cc2)C(=O)N[C@@H]([C@@H](O)c3ccc(O)cc3)C(=O)NO" 1WM SMILES CACTVS 3.385 "Nc1ccc(cc1)C#CC#Cc2ccc(cc2)C(=O)N[CH]([CH](O)c3ccc(O)cc3)C(=O)NO" 1WM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C#CC#Cc2ccc(cc2)N)C(=O)N[C@@H]([C@H](c3ccc(cc3)O)O)C(=O)NO" 1WM SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C#CC#Cc2ccc(cc2)N)C(=O)NC(C(c3ccc(cc3)O)O)C(=O)NO" # 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 1WM "SYSTEMATIC NAME" ACDLabs 12.01 "(betaS)-Nalpha-{4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzoyl}-N,beta-dihydroxy-L-tyrosinamide" 1WM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-(4-aminophenyl)buta-1,3-diynyl]-N-[(1S,2S)-1-(4-hydroxyphenyl)-1-oxidanyl-3-(oxidanylamino)-3-oxidanylidene-propan-2-yl]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 1WM "Create component" 2013-07-10 RCSB 1WM "Initial release" 2013-08-21 RCSB #