data_1WN # _chem_comp.id 1WN _chem_comp.name "(betaS)-Nalpha-{4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzoyl}-N,beta-dihydroxy-beta-methyl-L-tyrosinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H23 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 469.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1WN _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 4LCH _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 1WN O01 O01 O 0 1 N N N 22.162 -7.797 -7.325 -6.056 -2.501 -1.921 O01 1WN 1 1WN N02 N02 N 0 1 N N N 23.230 -8.456 -7.532 -5.543 -1.761 -0.828 N02 1WN 2 1WN C03 C03 C 0 1 N N N 23.254 -9.791 -8.065 -4.421 -1.030 -0.976 C03 1WN 3 1WN O04 O04 O 0 1 N N N 22.278 -10.470 -8.054 -3.799 -1.079 -2.016 O04 1WN 4 1WN C05 C05 C 0 1 N N S 24.544 -10.353 -8.681 -3.939 -0.152 0.150 C05 1WN 5 1WN N06 N06 N 0 1 N N N 24.849 -11.561 -7.922 -2.485 0.001 0.061 N06 1WN 6 1WN C07 C07 C 0 1 N N N 25.631 -11.523 -6.716 -1.674 -0.926 0.609 C07 1WN 7 1WN O08 O08 O 0 1 N N N 26.210 -10.557 -6.343 -2.150 -1.890 1.177 O08 1WN 8 1WN C09 C09 C 0 1 Y N N 25.995 -12.828 -6.077 -0.210 -0.771 0.519 C09 1WN 9 1WN C10 C10 C 0 1 Y N N 25.202 -13.927 -6.278 0.337 0.341 -0.130 C10 1WN 10 1WN C11 C11 C 0 1 Y N N 25.505 -15.140 -5.642 1.692 0.486 -0.214 C11 1WN 11 1WN C12 C12 C 0 1 Y N N 26.484 -15.133 -4.666 2.535 -0.481 0.351 C12 1WN 12 1WN C13 C13 C 0 1 N N N 26.704 -16.397 -3.996 3.956 -0.330 0.264 C13 1WN 13 1WN C14 C14 C 0 1 N N N 26.874 -17.450 -3.472 5.122 -0.207 0.192 C14 1WN 14 1WN C15 C15 C 0 1 N N N 27.072 -18.773 -2.881 6.488 -0.062 0.109 C15 1WN 15 1WN C16 C16 C 0 1 N N N 27.238 -19.836 -2.462 7.654 0.061 0.038 C16 1WN 16 1WN C17 C17 C 0 1 Y N N 27.450 -21.170 -1.982 9.075 0.211 -0.049 C17 1WN 17 1WN C18 C18 C 0 1 Y N N 27.229 -22.151 -2.954 9.625 1.326 -0.693 C18 1WN 18 1WN C19 C19 C 0 1 Y N N 27.597 -23.467 -2.745 10.992 1.466 -0.774 C19 1WN 19 1WN C20 C20 C 0 1 Y N N 28.058 -23.751 -1.458 11.827 0.502 -0.218 C20 1WN 20 1WN N21 N21 N 0 1 N N N 28.317 -25.114 -1.160 13.210 0.648 -0.303 N21 1WN 21 1WN C22 C22 C 0 1 Y N N 28.219 -22.780 -0.465 11.285 -0.608 0.423 C22 1WN 22 1WN C23 C23 C 0 1 Y N N 28.021 -21.449 -0.762 9.919 -0.753 0.514 C23 1WN 23 1WN C24 C24 C 0 1 Y N N 27.337 -14.050 -4.520 1.986 -1.594 1.001 C24 1WN 24 1WN C25 C25 C 0 1 Y N N 27.042 -12.843 -5.162 0.631 -1.733 1.088 C25 1WN 25 1WN C26 C26 C 0 1 N N S 24.423 -10.688 -10.139 -4.604 1.221 0.046 C26 1WN 26 1WN O27 O27 O 0 1 N N N 23.990 -9.641 -10.858 -4.313 1.797 -1.229 O27 1WN 27 1WN C28 C28 C 0 1 N N N 23.371 -11.696 -10.330 -4.068 2.133 1.152 C28 1WN 28 1WN C29 C29 C 0 1 Y N N 25.701 -11.093 -10.774 -6.096 1.070 0.200 C29 1WN 29 1WN C30 C30 C 0 1 Y N N 25.951 -12.402 -11.300 -6.938 1.454 -0.828 C30 1WN 30 1WN C31 C31 C 0 1 Y N N 27.074 -12.724 -12.073 -8.305 1.316 -0.689 C31 1WN 31 1WN C32 C32 C 0 1 Y N N 28.029 -11.708 -12.269 -8.834 0.792 0.482 C32 1WN 32 1WN O33 O33 O 0 1 N N N 29.166 -12.020 -12.974 -10.179 0.656 0.620 O33 1WN 33 1WN C34 C34 C 0 1 Y N N 27.865 -10.415 -11.671 -7.986 0.408 1.511 C34 1WN 34 1WN C35 C35 C 0 1 Y N N 26.654 -10.068 -11.038 -6.619 0.542 1.366 C35 1WN 35 1WN H1 H1 H 0 1 N N N 21.410 -8.362 -7.459 -6.863 -2.994 -1.718 H1 1WN 36 1WN H2 H2 H 0 1 N N N 24.103 -8.021 -7.311 -6.000 -1.780 0.027 H2 1WN 37 1WN H3 H3 H 0 1 N N N 25.349 -9.616 -8.546 -4.198 -0.611 1.104 H3 1WN 38 1WN H4 H4 H 0 1 N N N 24.504 -12.441 -8.250 -2.105 0.770 -0.393 H4 1WN 39 1WN H5 H5 H 0 1 N N N 24.342 -13.859 -6.927 -0.313 1.086 -0.565 H5 1WN 40 1WN H6 H6 H 0 1 N N N 24.989 -16.051 -5.907 2.114 1.344 -0.715 H6 1WN 41 1WN H7 H7 H 0 1 N N N 26.761 -21.875 -3.887 8.978 2.075 -1.125 H7 1WN 42 1WN H8 H8 H 0 1 N N N 27.533 -24.218 -3.518 11.417 2.326 -1.271 H8 1WN 43 1WN H9 H9 H 0 1 N N N 28.640 -25.194 -0.217 13.590 1.421 -0.749 H9 1WN 44 1WN H10 H10 H 0 1 N N N 27.477 -25.645 -1.271 13.794 -0.023 0.084 H10 1WN 45 1WN H11 H11 H 0 1 N N N 28.499 -23.073 0.536 11.936 -1.354 0.853 H11 1WN 46 1WN H12 H12 H 0 1 N N N 28.300 -20.666 -0.073 9.499 -1.613 1.016 H12 1WN 47 1WN H13 H13 H 0 1 N N N 28.226 -14.138 -3.913 2.635 -2.339 1.436 H13 1WN 48 1WN H14 H14 H 0 1 N N N 27.611 -11.949 -4.953 0.208 -2.589 1.593 H14 1WN 49 1WN H15 H15 H 0 1 N N N 23.167 -9.330 -10.501 -4.625 1.272 -1.978 H15 1WN 50 1WN H16 H16 H 0 1 N N N 23.631 -12.609 -9.774 -2.989 2.242 1.041 H16 1WN 51 1WN H17 H17 H 0 1 N N N 22.414 -11.301 -9.959 -4.542 3.111 1.078 H17 1WN 52 1WN H18 H18 H 0 1 N N N 23.280 -11.933 -11.400 -4.290 1.694 2.124 H18 1WN 53 1WN H19 H19 H 0 1 N N N 25.235 -13.183 -11.089 -6.526 1.861 -1.739 H19 1WN 54 1WN H20 H20 H 0 1 N N N 27.202 -13.708 -12.500 -8.963 1.617 -1.492 H20 1WN 55 1WN H21 H21 H 0 1 N N N 29.723 -11.252 -13.034 -10.521 -0.197 0.318 H21 1WN 56 1WN H22 H22 H 0 1 N N N 28.675 -9.702 -11.706 -8.395 0.000 2.424 H22 1WN 57 1WN H23 H23 H 0 1 N N N 26.453 -9.044 -10.759 -5.959 0.243 2.166 H23 1WN 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 1WN O33 C32 SING N N 1 1WN C32 C31 DOUB Y N 2 1WN C32 C34 SING Y N 3 1WN C31 C30 SING Y N 4 1WN C34 C35 DOUB Y N 5 1WN C30 C29 DOUB Y N 6 1WN C35 C29 SING Y N 7 1WN O27 C26 SING N N 8 1WN C29 C26 SING N N 9 1WN C28 C26 SING N N 10 1WN C26 C05 SING N N 11 1WN C05 C03 SING N N 12 1WN C05 N06 SING N N 13 1WN C03 O04 DOUB N N 14 1WN C03 N02 SING N N 15 1WN N06 C07 SING N N 16 1WN N02 O01 SING N N 17 1WN C07 O08 DOUB N N 18 1WN C07 C09 SING N N 19 1WN C10 C09 DOUB Y N 20 1WN C10 C11 SING Y N 21 1WN C09 C25 SING Y N 22 1WN C11 C12 DOUB Y N 23 1WN C25 C24 DOUB Y N 24 1WN C12 C24 SING Y N 25 1WN C12 C13 SING N N 26 1WN C13 C14 TRIP N N 27 1WN C14 C15 SING N N 28 1WN C18 C19 DOUB Y N 29 1WN C18 C17 SING Y N 30 1WN C15 C16 TRIP N N 31 1WN C19 C20 SING Y N 32 1WN C16 C17 SING N N 33 1WN C17 C23 DOUB Y N 34 1WN C20 N21 SING N N 35 1WN C20 C22 DOUB Y N 36 1WN C23 C22 SING Y N 37 1WN O01 H1 SING N N 38 1WN N02 H2 SING N N 39 1WN C05 H3 SING N N 40 1WN N06 H4 SING N N 41 1WN C10 H5 SING N N 42 1WN C11 H6 SING N N 43 1WN C18 H7 SING N N 44 1WN C19 H8 SING N N 45 1WN N21 H9 SING N N 46 1WN N21 H10 SING N N 47 1WN C22 H11 SING N N 48 1WN C23 H12 SING N N 49 1WN C24 H13 SING N N 50 1WN C25 H14 SING N N 51 1WN O27 H15 SING N N 52 1WN C28 H16 SING N N 53 1WN C28 H17 SING N N 54 1WN C28 H18 SING N N 55 1WN C30 H19 SING N N 56 1WN C31 H20 SING N N 57 1WN O33 H21 SING N N 58 1WN C34 H22 SING N N 59 1WN C35 H23 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 1WN SMILES ACDLabs 12.01 "O=C(NO)C(NC(=O)c2ccc(C#CC#Cc1ccc(N)cc1)cc2)C(O)(c3ccc(O)cc3)C" 1WN InChI InChI 1.03 "InChI=1S/C27H23N3O5/c1-27(34,21-12-16-23(31)17-13-21)24(26(33)30-35)29-25(32)20-10-6-18(7-11-20)4-2-3-5-19-8-14-22(28)15-9-19/h6-17,24,31,34-35H,28H2,1H3,(H,29,32)(H,30,33)/t24-,27+/m1/s1" 1WN InChIKey InChI 1.03 CXPNZJDYPDDMKA-SQHAQQRYSA-N 1WN SMILES_CANONICAL CACTVS 3.385 "C[C@@](O)([C@H](NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)NO)c3ccc(O)cc3" 1WN SMILES CACTVS 3.385 "C[C](O)([CH](NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)NO)c3ccc(O)cc3" 1WN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@](c1ccc(cc1)O)([C@@H](C(=O)NO)NC(=O)c2ccc(cc2)C#CC#Cc3ccc(cc3)N)O" 1WN SMILES "OpenEye OEToolkits" 1.7.6 "CC(c1ccc(cc1)O)(C(C(=O)NO)NC(=O)c2ccc(cc2)C#CC#Cc3ccc(cc3)N)O" # 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 1WN "SYSTEMATIC NAME" ACDLabs 12.01 "(betaS)-Nalpha-{4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzoyl}-N,beta-dihydroxy-beta-methyl-L-tyrosinamide" 1WN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-(4-aminophenyl)buta-1,3-diynyl]-N-[(2S,3S)-3-(4-hydroxyphenyl)-3-oxidanyl-1-(oxidanylamino)-1-oxidanylidene-butan-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 1WN "Create component" 2013-07-10 RCSB 1WN "Initial release" 2013-08-21 RCSB #