data_1JS # _chem_comp.id 1JS _chem_comp.name "N~1~-hydroxy-N~5~-(3-hydroxypropyl)-N~2~-[4-(phenylethynyl)benzoyl]-L-glutamamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-20 _chem_comp.pdbx_modified_date 2013-03-29 _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 423.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1JS _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 4J3D _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 1JS C1 C1 C 0 1 Y N N -3.078 11.487 27.564 9.747 -2.291 0.567 C1 1JS 1 1JS C2 C2 C 0 1 Y N N -1.902 12.134 27.946 8.721 -2.629 1.432 C2 1JS 2 1JS C3 C3 C 0 1 Y N N -0.827 12.269 27.076 7.462 -2.093 1.258 C3 1JS 3 1JS C7 C7 C 0 1 N N N 0.154 11.810 24.815 5.920 -0.643 0.019 C7 1JS 4 1JS C8 C8 C 0 1 N N N 1.013 11.859 24.015 4.852 -0.183 -0.135 C8 1JS 5 1JS C9 C9 C 0 1 Y N N 2.056 11.904 23.021 3.548 0.379 -0.322 C9 1JS 6 1JS C10 C10 C 0 1 Y N N 3.393 12.153 23.376 3.313 1.268 -1.377 C10 1JS 7 1JS C11 C11 C 0 1 Y N N 4.393 12.178 22.433 2.069 1.803 -1.555 C11 1JS 8 1JS C12 C12 C 0 1 Y N N 4.075 11.951 21.077 1.031 1.463 -0.683 C12 1JS 9 1JS C13 C13 C 0 1 Y N N 2.742 11.684 20.732 1.264 0.576 0.372 C13 1JS 10 1JS C14 C14 C 0 1 Y N N 1.750 11.657 21.682 2.506 0.036 0.548 C14 1JS 11 1JS C15 C15 C 0 1 N N N 5.127 11.979 20.032 -0.314 2.042 -0.876 C15 1JS 12 1JS C20 C20 C 0 1 N N N 5.846 10.539 16.817 -3.698 1.359 0.386 C20 1JS 13 1JS C21 C21 C 0 1 N N N 5.365 9.323 17.611 -3.714 0.034 -0.380 C21 1JS 14 1JS C22 C22 C 0 1 N N N 6.550 8.455 17.983 -4.747 -0.882 0.224 C22 1JS 15 1JS C27 C27 C 0 1 N N N 5.755 8.266 22.774 -7.008 -5.259 0.143 C27 1JS 16 1JS O28 O28 O 0 1 N N N 5.717 6.829 22.747 -7.023 -6.496 -0.572 O28 1JS 17 1JS C4 C4 C 0 1 Y N N -0.926 11.734 25.766 7.224 -1.205 0.205 C4 1JS 18 1JS C5 C5 C 0 1 Y N N -2.100 11.060 25.387 8.266 -0.868 -0.664 C5 1JS 19 1JS C6 C6 C 0 1 Y N N -3.165 10.950 26.279 9.520 -1.409 -0.475 C6 1JS 20 1JS O16 O16 O 0 1 N N N 6.286 12.144 20.403 -0.517 2.814 -1.793 O16 1JS 21 1JS N17 N17 N 0 1 N N N 4.818 11.811 18.705 -1.315 1.715 -0.035 N17 1JS 22 1JS C18 C18 C 0 1 N N S 5.833 11.832 17.615 -2.649 2.289 -0.227 C18 1JS 23 1JS O23 O23 O 0 1 N N N 7.444 8.291 17.180 -5.405 -0.513 1.173 O23 1JS 24 1JS N24 N24 N 0 1 N N N 6.653 7.816 19.176 -4.939 -2.113 -0.291 N24 1JS 25 1JS C25 C25 C 0 1 N N N 5.666 7.919 20.261 -5.943 -3.004 0.296 C25 1JS 26 1JS C26 C26 C 0 1 N N N 6.229 8.778 21.411 -5.959 -4.329 -0.470 C26 1JS 27 1JS C29 C29 C 0 1 N N N 5.562 12.898 16.588 -2.718 3.636 0.447 C29 1JS 28 1JS O30 O30 O 0 1 N N N 4.421 13.154 16.205 -1.748 4.073 1.029 O30 1JS 29 1JS N31 N31 N 0 1 N N N 6.616 13.568 16.061 -3.857 4.354 0.401 N31 1JS 30 1JS O32 O32 O 0 1 N N N 6.402 14.569 15.098 -3.921 5.620 1.034 O32 1JS 31 1JS H1 H1 H 0 1 N N N -3.907 11.403 28.251 10.730 -2.714 0.709 H1 1JS 32 1JS H2 H2 H 0 1 N N N -1.825 12.540 28.944 8.906 -3.316 2.245 H2 1JS 33 1JS H3 H3 H 0 1 N N N 0.073 12.775 27.393 6.663 -2.358 1.934 H3 1JS 34 1JS H4 H4 H 0 1 N N N 3.640 12.329 24.413 4.115 1.530 -2.050 H4 1JS 35 1JS H5 H5 H 0 1 N N N 5.414 12.370 22.728 1.888 2.489 -2.369 H5 1JS 36 1JS H6 H6 H 0 1 N N N 2.490 11.496 19.699 0.462 0.315 1.046 H6 1JS 37 1JS H7 H7 H 0 1 N N N 0.732 11.444 21.392 2.687 -0.650 1.363 H7 1JS 38 1JS H8 H8 H 0 1 N N N 6.876 10.349 16.480 -4.680 1.827 0.323 H8 1JS 39 1JS H9 H9 H 0 1 N N N 5.191 10.664 15.942 -3.451 1.171 1.431 H9 1JS 40 1JS H10 H10 H 0 1 N N N 4.858 9.661 18.527 -3.961 0.221 -1.425 H10 1JS 41 1JS H11 H11 H 0 1 N N N 4.663 8.740 16.997 -2.732 -0.434 -0.316 H11 1JS 42 1JS H12 H12 H 0 1 N N N 6.451 8.602 23.557 -7.990 -4.791 0.080 H12 1JS 43 1JS H13 H13 H 0 1 N N N 4.749 8.658 22.986 -6.761 -5.446 1.188 H13 1JS 44 1JS H14 H14 H 0 1 N N N 5.424 6.504 23.590 -7.666 -7.136 -0.237 H14 1JS 45 1JS H15 H15 H 0 1 N N N -2.177 10.626 24.401 8.089 -0.183 -1.480 H15 1JS 46 1JS H16 H16 H 0 1 N N N -4.068 10.443 25.972 10.325 -1.149 -1.145 H16 1JS 47 1JS H17 H17 H 0 1 N N N 3.860 11.667 18.457 -1.153 1.099 0.696 H17 1JS 48 1JS H18 H18 H 0 1 N N N 6.831 11.994 18.049 -2.845 2.405 -1.293 H18 1JS 49 1JS H19 H19 H 0 1 N N N 7.454 7.236 19.327 -4.412 -2.409 -1.050 H19 1JS 50 1JS H20 H20 H 0 1 N N N 4.748 8.386 19.874 -5.696 -3.191 1.341 H20 1JS 51 1JS H21 H21 H 0 1 N N N 5.435 6.912 20.639 -6.925 -2.536 0.233 H21 1JS 52 1JS H22 H22 H 0 1 N N N 7.328 8.744 21.378 -4.977 -4.797 -0.407 H22 1JS 53 1JS H23 H23 H 0 1 N N N 5.890 9.816 21.281 -6.206 -4.141 -1.515 H23 1JS 54 1JS H24 H24 H 0 1 N N N 7.546 13.350 16.357 -4.633 4.005 -0.064 H24 1JS 55 1JS H25 H25 H 0 1 N N N 5.472 14.646 14.922 -4.778 6.059 0.948 H25 1JS 56 # 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 1JS O32 N31 SING N N 1 1JS N31 C29 SING N N 2 1JS O30 C29 DOUB N N 3 1JS C29 C18 SING N N 4 1JS C20 C21 SING N N 5 1JS C20 C18 SING N N 6 1JS O23 C22 DOUB N N 7 1JS C21 C22 SING N N 8 1JS C18 N17 SING N N 9 1JS C22 N24 SING N N 10 1JS N17 C15 SING N N 11 1JS N24 C25 SING N N 12 1JS C15 O16 DOUB N N 13 1JS C15 C12 SING N N 14 1JS C25 C26 SING N N 15 1JS C13 C12 DOUB Y N 16 1JS C13 C14 SING Y N 17 1JS C12 C11 SING Y N 18 1JS C26 C27 SING N N 19 1JS C14 C9 DOUB Y N 20 1JS C11 C10 DOUB Y N 21 1JS O28 C27 SING N N 22 1JS C9 C10 SING Y N 23 1JS C9 C8 SING N N 24 1JS C8 C7 TRIP N N 25 1JS C7 C4 SING N N 26 1JS C5 C4 DOUB Y N 27 1JS C5 C6 SING Y N 28 1JS C4 C3 SING Y N 29 1JS C6 C1 DOUB Y N 30 1JS C3 C2 DOUB Y N 31 1JS C1 C2 SING Y N 32 1JS C1 H1 SING N N 33 1JS C2 H2 SING N N 34 1JS C3 H3 SING N N 35 1JS C10 H4 SING N N 36 1JS C11 H5 SING N N 37 1JS C13 H6 SING N N 38 1JS C14 H7 SING N N 39 1JS C20 H8 SING N N 40 1JS C20 H9 SING N N 41 1JS C21 H10 SING N N 42 1JS C21 H11 SING N N 43 1JS C27 H12 SING N N 44 1JS C27 H13 SING N N 45 1JS O28 H14 SING N N 46 1JS C5 H15 SING N N 47 1JS C6 H16 SING N N 48 1JS N17 H17 SING N N 49 1JS C18 H18 SING N N 50 1JS N24 H19 SING N N 51 1JS C25 H20 SING N N 52 1JS C25 H21 SING N N 53 1JS C26 H22 SING N N 54 1JS C26 H23 SING N N 55 1JS N31 H24 SING N N 56 1JS O32 H25 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 1JS SMILES ACDLabs 12.01 "O=C(NC(C(=O)NO)CCC(=O)NCCCO)c2ccc(C#Cc1ccccc1)cc2" 1JS InChI InChI 1.03 "InChI=1S/C23H25N3O5/c27-16-4-15-24-21(28)14-13-20(23(30)26-31)25-22(29)19-11-9-18(10-12-19)8-7-17-5-2-1-3-6-17/h1-3,5-6,9-12,20,27,31H,4,13-16H2,(H,24,28)(H,25,29)(H,26,30)/t20-/m0/s1" 1JS InChIKey InChI 1.03 CNHUGIBXGNVURP-FQEVSTJZSA-N 1JS SMILES_CANONICAL CACTVS 3.370 "OCCCNC(=O)CC[C@H](NC(=O)c1ccc(cc1)C#Cc2ccccc2)C(=O)NO" 1JS SMILES CACTVS 3.370 "OCCCNC(=O)CC[CH](NC(=O)c1ccc(cc1)C#Cc2ccccc2)C(=O)NO" 1JS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C#Cc2ccc(cc2)C(=O)N[C@@H](CCC(=O)NCCCO)C(=O)NO" 1JS SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C#Cc2ccc(cc2)C(=O)NC(CCC(=O)NCCCO)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 1JS "SYSTEMATIC NAME" ACDLabs 12.01 "N~1~-hydroxy-N~5~-(3-hydroxypropyl)-N~2~-[4-(phenylethynyl)benzoyl]-L-glutamamide" 1JS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-N-oxidanyl-N'-(3-oxidanylpropyl)-2-[[4-(2-phenylethynyl)phenyl]carbonylamino]pentanediamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1JS "Create component" 2013-02-20 RCSB 1JS "Initial release" 2013-04-03 RCSB #