data_1WL # _chem_comp.id 1WL _chem_comp.name "Nalpha-{4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzoyl}-N-hydroxy-L-histidinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 N5 O3" _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 413.429 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1WL _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 4LCF _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 1WL O01 O01 O 0 1 N N N 22.203 -10.455 -8.182 5.032 -2.497 0.989 O01 1WL 1 1WL C02 C02 C 0 1 N N N 23.251 -9.833 -8.233 5.845 -1.697 0.577 C02 1WL 2 1WL N03 N03 N 0 1 N N N 23.276 -8.481 -7.782 7.154 -2.017 0.556 N03 1WL 3 1WL O04 O04 O 0 1 N N N 22.138 -7.933 -7.431 7.580 -3.287 1.015 O04 1WL 4 1WL C05 C05 C 0 1 N N S 24.435 -10.493 -8.780 5.391 -0.348 0.083 C05 1WL 5 1WL N06 N06 N 0 1 N N N 24.878 -11.555 -7.986 3.934 -0.249 0.204 N06 1WL 6 1WL C07 C07 C 0 1 N N N 26.022 -11.484 -7.152 3.143 -0.730 -0.775 C07 1WL 7 1WL O08 O08 O 0 1 N N N 26.949 -10.753 -7.467 3.638 -1.246 -1.759 O08 1WL 8 1WL C09 C09 C 0 1 Y N N 26.277 -12.675 -6.299 1.676 -0.630 -0.654 C09 1WL 9 1WL C10 C10 C 0 1 Y N N 27.392 -12.762 -5.450 0.855 -1.130 -1.671 C10 1WL 10 1WL C11 C11 C 0 1 Y N N 27.614 -13.940 -4.723 -0.502 -1.038 -1.559 C11 1WL 11 1WL C12 C12 C 0 1 Y N N 26.706 -15.001 -4.843 -1.073 -0.443 -0.427 C12 1WL 12 1WL C13 C13 C 0 1 N N N 26.882 -16.295 -4.149 -2.497 -0.346 -0.309 C13 1WL 13 1WL C14 C14 C 0 1 N N N 27.025 -17.361 -3.613 -3.664 -0.267 -0.212 C14 1WL 14 1WL C15 C15 C 0 1 N N N 27.207 -18.697 -2.999 -5.034 -0.174 -0.099 C15 1WL 15 1WL C16 C16 C 0 1 N N N 27.366 -19.796 -2.534 -6.201 -0.095 -0.002 C16 1WL 16 1WL C17 C17 C 0 1 Y N N 27.578 -21.158 -1.992 -7.625 0.002 0.116 C17 1WL 17 1WL C18 C18 C 0 1 Y N N 27.329 -22.217 -2.872 -8.449 -0.503 -0.897 C18 1WL 18 1WL C19 C19 C 0 1 Y N N 27.515 -23.537 -2.463 -9.817 -0.408 -0.779 C19 1WL 19 1WL C20 C20 C 0 1 Y N N 27.961 -23.787 -1.164 -10.381 0.188 0.345 C20 1WL 20 1WL N21 N21 N 0 1 N N N 28.162 -25.140 -0.750 -11.767 0.282 0.460 N21 1WL 21 1WL C22 C22 C 0 1 Y N N 28.223 -22.727 -0.286 -9.566 0.691 1.354 C22 1WL 22 1WL C23 C23 C 0 1 Y N N 28.039 -21.399 -0.696 -8.197 0.596 1.247 C23 1WL 23 1WL C24 C24 C 0 1 Y N N 25.615 -14.918 -5.703 -0.250 0.057 0.591 C24 1WL 24 1WL C25 C25 C 0 1 Y N N 25.395 -13.747 -6.424 1.107 -0.041 0.480 C25 1WL 25 1WL C26 C26 C 0 1 N N N 24.275 -10.784 -10.203 6.048 0.750 0.922 C26 1WL 26 1WL C27 C27 C 0 1 Y N N 25.451 -11.452 -10.833 5.692 2.099 0.352 C27 1WL 27 1WL N28 N28 N 0 1 Y N N 25.595 -12.764 -11.037 4.666 2.910 0.755 N28 1WL 28 1WL C29 C29 C 0 1 Y N N 26.781 -12.971 -11.668 4.705 4.017 -0.016 C29 1WL 29 1WL N30 N30 N 0 1 Y N N 27.368 -11.762 -11.865 5.698 3.907 -0.855 N30 1WL 30 1WL C31 C31 C 0 1 Y N N 26.554 -10.827 -11.356 6.326 2.740 -0.648 C31 1WL 31 1WL H1 H1 H 0 1 N N N 24.133 -7.968 -7.735 7.805 -1.377 0.226 H1 1WL 32 1WL H2 H2 H 0 1 N N N 21.441 -8.575 -7.503 8.536 -3.425 0.961 H2 1WL 33 1WL H3 H3 H 0 1 N N N 25.230 -9.735 -8.733 5.678 -0.228 -0.961 H3 1WL 34 1WL H4 H4 H 0 1 N N N 24.360 -12.410 -8.008 3.539 0.163 0.988 H4 1WL 35 1WL H5 H5 H 0 1 N N N 28.073 -11.929 -5.358 1.295 -1.588 -2.544 H5 1WL 36 1WL H6 H6 H 0 1 N N N 28.475 -14.029 -4.078 -1.136 -1.423 -2.345 H6 1WL 37 1WL H7 H7 H 0 1 N N N 26.990 -22.010 -3.876 -8.012 -0.965 -1.770 H7 1WL 38 1WL H8 H8 H 0 1 N N N 27.317 -24.354 -3.141 -10.454 -0.797 -1.560 H8 1WL 39 1WL H9 H9 H 0 1 N N N 28.480 -25.155 0.198 -12.337 -0.069 -0.243 H9 1WL 40 1WL H10 H10 H 0 1 N N N 27.300 -25.642 -0.821 -12.162 0.697 1.242 H10 1WL 41 1WL H11 H11 H 0 1 N N N 28.570 -22.935 0.715 -10.008 1.154 2.224 H11 1WL 42 1WL H12 H12 H 0 1 N N N 28.249 -20.580 -0.024 -7.565 0.982 2.033 H12 1WL 43 1WL H13 H13 H 0 1 N N N 24.943 -15.757 -5.811 -0.689 0.516 1.464 H13 1WL 44 1WL H14 H14 H 0 1 N N N 24.541 -13.670 -7.080 1.742 0.340 1.266 H14 1WL 45 1WL H15 H15 H 0 1 N N N 24.096 -9.835 -10.730 5.692 0.684 1.950 H15 1WL 46 1WL H16 H16 H 0 1 N N N 23.401 -11.441 -10.323 7.130 0.622 0.904 H16 1WL 47 1WL H17 H17 H 0 1 N N N 24.942 -13.473 -10.771 4.029 2.724 1.463 H17 1WL 48 1WL H18 H18 H 0 1 N N N 27.186 -13.928 -11.961 4.026 4.855 0.050 H18 1WL 49 1WL H20 H20 H 0 1 N N N 26.736 -9.762 -11.357 7.185 2.376 -1.192 H20 1WL 50 # 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 1WL N30 C29 DOUB Y N 1 1WL N30 C31 SING Y N 2 1WL C29 N28 SING Y N 3 1WL C31 C27 DOUB Y N 4 1WL N28 C27 SING Y N 5 1WL C27 C26 SING N N 6 1WL C26 C05 SING N N 7 1WL C05 C02 SING N N 8 1WL C05 N06 SING N N 9 1WL C02 O01 DOUB N N 10 1WL C02 N03 SING N N 11 1WL N06 C07 SING N N 12 1WL N03 O04 SING N N 13 1WL O08 C07 DOUB N N 14 1WL C07 C09 SING N N 15 1WL C25 C09 DOUB Y N 16 1WL C25 C24 SING Y N 17 1WL C09 C10 SING Y N 18 1WL C24 C12 DOUB Y N 19 1WL C10 C11 DOUB Y N 20 1WL C12 C11 SING Y N 21 1WL C12 C13 SING N N 22 1WL C13 C14 TRIP N N 23 1WL C14 C15 SING N N 24 1WL C15 C16 TRIP N N 25 1WL C18 C19 DOUB Y N 26 1WL C18 C17 SING Y N 27 1WL C16 C17 SING N N 28 1WL C19 C20 SING Y N 29 1WL C17 C23 DOUB Y N 30 1WL C20 N21 SING N N 31 1WL C20 C22 DOUB Y N 32 1WL C23 C22 SING Y N 33 1WL N03 H1 SING N N 34 1WL O04 H2 SING N N 35 1WL C05 H3 SING N N 36 1WL N06 H4 SING N N 37 1WL C10 H5 SING N N 38 1WL C11 H6 SING N N 39 1WL C18 H7 SING N N 40 1WL C19 H8 SING N N 41 1WL N21 H9 SING N N 42 1WL N21 H10 SING N N 43 1WL C22 H11 SING N N 44 1WL C23 H12 SING N N 45 1WL C24 H13 SING N N 46 1WL C25 H14 SING N N 47 1WL C26 H15 SING N N 48 1WL C26 H16 SING N N 49 1WL N28 H17 SING N N 50 1WL C29 H18 SING N N 51 1WL C31 H20 SING N N 52 # 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 1WL SMILES ACDLabs 12.01 "O=C(NO)C(NC(=O)c2ccc(C#CC#Cc1ccc(N)cc1)cc2)Cc3cncn3" 1WL InChI InChI 1.03 "InChI=1S/C23H19N5O3/c24-19-11-7-17(8-12-19)4-2-1-3-16-5-9-18(10-6-16)22(29)27-21(23(30)28-31)13-20-14-25-15-26-20/h5-12,14-15,21,31H,13,24H2,(H,25,26)(H,27,29)(H,28,30)/t21-/m0/s1" 1WL InChIKey InChI 1.03 AEXNUUIGAXOZGM-NRFANRHFSA-N 1WL SMILES_CANONICAL CACTVS 3.385 "Nc1ccc(cc1)C#CC#Cc2ccc(cc2)C(=O)N[C@@H](Cc3[nH]cnc3)C(=O)NO" 1WL SMILES CACTVS 3.385 "Nc1ccc(cc1)C#CC#Cc2ccc(cc2)C(=O)N[CH](Cc3[nH]cnc3)C(=O)NO" 1WL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C#CC#Cc2ccc(cc2)N)C(=O)N[C@@H](Cc3cnc[nH]3)C(=O)NO" 1WL SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C#CC#Cc2ccc(cc2)N)C(=O)NC(Cc3cnc[nH]3)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 1WL "SYSTEMATIC NAME" ACDLabs 12.01 "Nalpha-{4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzoyl}-N-hydroxy-L-histidinamide" 1WL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-(4-aminophenyl)buta-1,3-diynyl]-N-[(2S)-3-(1H-imidazol-5-yl)-1-(oxidanylamino)-1-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 1WL "Create component" 2013-07-10 RCSB 1WL "Initial release" 2013-08-21 RCSB #