data_59A # _chem_comp.id 59A _chem_comp.name "N-{[(2S,3S)-3-(ETHOXYCARBONYL)OXIRAN-2-YL]CARBONYL}-L-ISOLEUCINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H19 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "CA059; N-(L-3-TRANS-ETHOXYCARBONYLOXIRANE-2-CARBONYL)-L-ISOLEUCINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-04 _chem_comp.pdbx_modified_date 2020-05-26 _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 273.282 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 59A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2DC8 _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 59A C2 C2 C 0 1 N N S 12.672 18.359 -7.764 2.227 -1.098 -0.320 C2 59A 1 59A O1 O1 O 0 1 N N N 12.102 17.103 -7.384 2.200 -2.281 0.481 O1 59A 2 59A C3 C3 C 0 1 N N S 11.671 19.481 -7.404 1.452 -1.176 0.997 C3 59A 3 59A C4 C4 C 0 1 N N N 10.306 19.338 -8.074 -0.051 -1.250 0.926 C4 59A 4 59A O4 O4 O 0 1 N N N 10.192 19.584 -9.271 -0.625 -2.262 1.267 O4 59A 5 59A N1 N1 N 0 1 N N N 9.316 18.893 -7.274 -0.758 -0.192 0.482 N1 59A 6 59A C5 C5 C 0 1 N N S 7.870 18.587 -7.628 -2.219 -0.264 0.412 C5 59A 7 59A C6 C6 C 0 1 N N N 7.166 19.853 -8.223 -2.629 -0.901 -0.891 C6 59A 8 59A O5 O5 O 0 1 N N N 7.544 21.001 -8.085 -3.930 -1.071 -1.175 O5 59A 9 59A C10 C10 C 0 1 N N S 7.136 18.059 -6.334 -2.804 1.148 0.496 C10 59A 10 59A C12 C12 C 0 1 N N N 7.284 19.009 -5.096 -4.331 1.065 0.548 C12 59A 11 59A C11 C11 C 0 1 N N N 7.668 16.668 -5.907 -2.379 1.950 -0.736 C11 59A 12 59A C13 C13 C 0 1 N N N 5.970 19.322 -4.350 -4.911 2.465 0.758 C13 59A 13 59A OA OA O 0 1 N N N 6.037 19.547 -8.922 -1.787 -1.258 -1.680 OA 59A 14 59A C7 C7 C 0 1 N N N 14.050 18.553 -7.079 3.501 -0.292 -0.338 C7 59A 15 59A O2 O2 O 0 1 N N N 15.081 18.640 -7.735 4.563 -0.844 -0.505 O2 59A 16 59A O3 O3 O 0 1 N N N 13.958 18.610 -5.687 3.455 1.039 -0.170 O3 59A 17 59A C8 C8 C 0 1 N N N 15.180 18.787 -4.910 4.682 1.815 -0.188 C8 59A 18 59A C9 C9 C 0 1 N N N 15.451 20.291 -4.736 4.353 3.294 0.025 C9 59A 19 59A H2 H2 H 0 1 N N N 12.854 18.390 -8.848 1.654 -1.098 -1.247 H2 59A 20 59A H3 H3 H 0 1 N N N 11.710 20.513 -7.025 1.859 -0.646 1.859 H3 59A 21 59A HN1 HN1 H 0 1 N N N 9.567 18.744 -6.318 -0.298 0.618 0.208 HN1 59A 22 59A H5 H5 H 0 1 N N N 7.827 17.808 -8.404 -2.593 -0.862 1.242 H5 59A 23 59A HO5 HO5 H 0 1 N N N 6.942 21.588 -8.527 -4.193 -1.480 -2.011 HO5 59A 24 59A H10 H10 H 0 1 N N N 6.076 18.009 -6.623 -2.435 1.641 1.395 H10 59A 25 59A H121 1H12 H 0 0 N N N 7.655 19.969 -5.485 -4.705 0.653 -0.389 H121 59A 26 59A H122 2H12 H 0 0 N N N 7.965 18.522 -4.382 -4.631 0.420 1.374 H122 59A 27 59A H111 1H11 H 0 0 N N N 6.950 16.196 -5.220 -2.795 2.955 -0.676 H111 59A 28 59A H112 2H11 H 0 0 N N N 8.637 16.786 -5.401 -1.291 2.009 -0.773 H112 59A 29 59A H113 3H11 H 0 0 N N N 7.794 16.034 -6.797 -2.747 1.457 -1.635 H113 59A 30 59A H131 1H13 H 0 0 N N N 5.244 18.517 -4.534 -5.998 2.406 0.795 H131 59A 31 59A H132 2H13 H 0 0 N N N 5.560 20.276 -4.714 -4.536 2.877 1.695 H132 59A 32 59A H133 3H13 H 0 0 N N N 6.169 19.396 -3.271 -4.610 3.110 -0.068 H133 59A 33 59A H81 1H8 H 0 1 N N N 16.025 18.316 -5.435 5.179 1.688 -1.150 H81 59A 34 59A H82 2H8 H 0 1 N N N 15.061 18.317 -3.923 5.342 1.471 0.609 H82 59A 35 59A H91 1H9 H 0 1 N N N 14.631 20.866 -5.191 5.274 3.877 0.012 H91 59A 36 59A H92 2H9 H 0 1 N N N 16.400 20.552 -5.228 3.694 3.638 -0.772 H92 59A 37 59A H93 3H9 H 0 1 N N N 15.516 20.531 -3.664 3.857 3.421 0.987 H93 59A 38 # 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 59A C2 O1 SING N N 1 59A C2 C3 SING N N 2 59A C2 C7 SING N N 3 59A C2 H2 SING N N 4 59A O1 C3 SING N N 5 59A C3 C4 SING N N 6 59A C3 H3 SING N N 7 59A C4 O4 DOUB N N 8 59A C4 N1 SING N N 9 59A N1 C5 SING N N 10 59A N1 HN1 SING N N 11 59A C5 C6 SING N N 12 59A C5 C10 SING N N 13 59A C5 H5 SING N N 14 59A C6 O5 SING N N 15 59A C6 OA DOUB N N 16 59A O5 HO5 SING N N 17 59A C10 C12 SING N N 18 59A C10 C11 SING N N 19 59A C10 H10 SING N N 20 59A C12 C13 SING N N 21 59A C12 H121 SING N N 22 59A C12 H122 SING N N 23 59A C11 H111 SING N N 24 59A C11 H112 SING N N 25 59A C11 H113 SING N N 26 59A C13 H131 SING N N 27 59A C13 H132 SING N N 28 59A C13 H133 SING N N 29 59A C7 O2 DOUB N N 30 59A C7 O3 SING N N 31 59A O3 C8 SING N N 32 59A C8 C9 SING N N 33 59A C8 H81 SING N N 34 59A C8 H82 SING N N 35 59A C9 H91 SING N N 36 59A C9 H92 SING N N 37 59A C9 H93 SING N N 38 # 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 59A SMILES ACDLabs 10.04 "O=C(NC(C(=O)O)C(C)CC)C1OC1C(=O)OCC" 59A SMILES_CANONICAL CACTVS 3.341 "CCOC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H]([C@@H](C)CC)C(O)=O" 59A SMILES CACTVS 3.341 "CCOC(=O)[CH]1O[CH]1C(=O)N[CH]([CH](C)CC)C(O)=O" 59A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@@H]1[C@H](O1)C(=O)OCC" 59A SMILES "OpenEye OEToolkits" 1.5.0 "CCC(C)C(C(=O)O)NC(=O)C1C(O1)C(=O)OCC" 59A InChI InChI 1.03 "InChI=1S/C12H19NO6/c1-4-6(3)7(11(15)16)13-10(14)8-9(19-8)12(17)18-5-2/h6-9H,4-5H2,1-3H3,(H,13,14)(H,15,16)/t6-,7-,8-,9-/m0/s1" 59A InChIKey InChI 1.03 MZJYLQZZISBOTF-JBDRJPRFSA-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 59A "SYSTEMATIC NAME" ACDLabs 10.04 "N-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]carbonyl}-L-isoleucine" 59A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S)-2-[[(2S,3S)-3-ethoxycarbonyloxiran-2-yl]carbonylamino]-3-methyl-pentanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 59A "Create component" 2006-01-04 RCSB 59A "Modify descriptor" 2011-06-04 RCSB 59A "Modify synonyms" 2020-05-26 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 59A CA059 ? ? 2 59A "N-(L-3-TRANS-ETHOXYCARBONYLOXIRANE-2-CARBONYL)-L-ISOLEUCINE" ? ? #