data_5BX # _chem_comp.id 5BX _chem_comp.name "(5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-1,3-oxazol-4(5H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H15 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Indolemycin; Indolmycin" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-03 _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 257.288 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5BX _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 5DK4 _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 5BX C01 C1 C 0 1 N N N 10.189 17.191 97.498 5.422 1.188 -0.070 C01 5BX 1 5BX N02 N1 N 0 1 N N N 10.210 18.580 98.074 4.014 1.508 0.175 N02 5BX 2 5BX C03 C2 C 0 1 N N N 9.346 19.614 97.629 3.099 0.508 0.289 C03 5BX 3 5BX N04 N2 N 0 1 N N N 8.350 19.547 96.624 3.400 -0.767 0.197 N04 5BX 4 5BX C05 C3 C 0 1 N N N 7.755 20.774 96.510 2.329 -1.546 0.344 C05 5BX 5 5BX O06 O1 O 0 1 N N N 6.940 21.098 95.664 2.293 -2.760 0.309 O06 5BX 6 5BX C07 C4 C 0 1 N N S 8.302 21.621 97.591 1.165 -0.600 0.564 C07 5BX 7 5BX O08 O2 O 0 1 N N N 9.371 20.917 98.157 1.791 0.719 0.513 O08 5BX 8 5BX C09 C5 C 0 1 N N R 8.778 22.919 96.992 0.126 -0.753 -0.548 C09 5BX 9 5BX C10 C6 C 0 1 N N N 9.706 22.808 95.813 0.773 -0.435 -1.898 C10 5BX 10 5BX C11 C7 C 0 1 Y N N 9.318 23.810 98.111 -1.017 0.198 -0.303 C11 5BX 11 5BX C12 C8 C 0 1 Y N N 10.325 23.473 99.054 -0.941 1.536 -0.231 C12 5BX 12 5BX N13 N3 N 0 1 Y N N 10.507 24.564 99.866 -2.182 2.062 0.004 N13 5BX 13 5BX C14 C9 C 0 1 Y N N 9.656 25.603 99.472 -3.111 1.049 0.091 C14 5BX 14 5BX C15 C10 C 0 1 Y N N 9.465 26.934 99.992 -4.484 1.025 0.313 C15 5BX 15 5BX C16 C11 C 0 1 Y N N 8.535 27.797 99.413 -5.151 -0.180 0.346 C16 5BX 16 5BX C17 C12 C 0 1 Y N N 7.759 27.358 98.268 -4.466 -1.373 0.160 C17 5BX 17 5BX C18 C13 C 0 1 Y N N 7.940 26.044 97.765 -3.118 -1.373 -0.059 C18 5BX 18 5BX C19 C14 C 0 1 Y N N 8.899 25.165 98.370 -2.423 -0.162 -0.103 C19 5BX 19 5BX H011 H1 H 0 0 N N N 10.946 16.573 98.003 5.999 2.110 -0.131 H011 5BX 20 5BX H013 H2 H 0 0 N N N 9.194 16.747 97.648 5.802 0.574 0.747 H013 5BX 21 5BX H012 H3 H 0 0 N N N 10.412 17.237 96.422 5.512 0.640 -1.008 H012 5BX 22 5BX H021 H4 H 0 0 N N N 10.862 18.784 98.804 3.734 2.433 0.256 H021 5BX 23 5BX H071 H5 H 0 0 N N N 7.522 21.825 98.339 0.711 -0.769 1.541 H071 5BX 24 5BX H091 H6 H 0 0 N N N 7.876 23.426 96.619 -0.249 -1.777 -0.557 H091 5BX 25 5BX H103 H7 H 0 0 N N N 9.982 23.815 95.467 1.600 -1.123 -2.075 H103 5BX 26 5BX H101 H8 H 0 0 N N N 10.613 22.261 96.111 0.033 -0.544 -2.690 H101 5BX 27 5BX H102 H9 H 0 0 N N N 9.202 22.266 94.999 1.148 0.589 -1.888 H102 5BX 28 5BX H121 H10 H 0 0 N N N 10.851 22.532 99.120 -0.035 2.112 -0.342 H121 5BX 29 5BX H131 H11 H 0 0 N N N 11.153 24.610 100.628 -2.379 3.007 0.095 H131 5BX 30 5BX H151 H12 H 0 0 N N N 10.048 27.266 100.838 -5.026 1.948 0.459 H151 5BX 31 5BX H161 H13 H 0 0 N N N 8.393 28.789 99.816 -6.217 -0.197 0.518 H161 5BX 32 5BX H171 H14 H 0 0 N N N 7.050 28.026 97.803 -5.004 -2.310 0.189 H171 5BX 33 5BX H181 H15 H 0 0 N N N 7.354 25.704 96.924 -2.592 -2.305 -0.202 H181 5BX 34 # 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 5BX O06 C05 DOUB N N 1 5BX C10 C09 SING N N 2 5BX C05 N04 SING N N 3 5BX C05 C07 SING N N 4 5BX N04 C03 DOUB N N 5 5BX C09 C07 SING N N 6 5BX C09 C11 SING N N 7 5BX C01 N02 SING N N 8 5BX C07 O08 SING N N 9 5BX C03 N02 SING N N 10 5BX C03 O08 SING N N 11 5BX C18 C17 DOUB Y N 12 5BX C18 C19 SING Y N 13 5BX C11 C19 SING Y N 14 5BX C11 C12 DOUB Y N 15 5BX C17 C16 SING Y N 16 5BX C19 C14 DOUB Y N 17 5BX C12 N13 SING Y N 18 5BX C16 C15 DOUB Y N 19 5BX C14 N13 SING Y N 20 5BX C14 C15 SING Y N 21 5BX C01 H011 SING N N 22 5BX C01 H013 SING N N 23 5BX C01 H012 SING N N 24 5BX N02 H021 SING N N 25 5BX C07 H071 SING N N 26 5BX C09 H091 SING N N 27 5BX C10 H103 SING N N 28 5BX C10 H101 SING N N 29 5BX C10 H102 SING N N 30 5BX C12 H121 SING N N 31 5BX N13 H131 SING N N 32 5BX C15 H151 SING N N 33 5BX C16 H161 SING N N 34 5BX C17 H171 SING N N 35 5BX C18 H181 SING N N 36 # 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 5BX SMILES ACDLabs 12.01 "CNC=1OC(C(N=1)=O)C(c2c3c(nc2)cccc3)C" 5BX InChI InChI 1.03 "InChI=1S/C14H15N3O2/c1-8(12-13(18)17-14(15-2)19-12)10-7-16-11-6-4-3-5-9(10)11/h3-8,12,16H,1-2H3,(H,15,17,18)/t8-,12+/m1/s1" 5BX InChIKey InChI 1.03 GNTVWGDQPXCYBV-PELKAZGASA-N 5BX SMILES_CANONICAL CACTVS 3.385 "CNC1=NC(=O)[C@@H](O1)[C@H](C)c2c[nH]c3ccccc23" 5BX SMILES CACTVS 3.385 "CNC1=NC(=O)[CH](O1)[CH](C)c2c[nH]c3ccccc23" 5BX SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H](c1c[nH]c2c1cccc2)[C@H]3C(=O)N=C(O3)NC" 5BX SMILES "OpenEye OEToolkits" 1.9.2 "CC(c1c[nH]c2c1cccc2)C3C(=O)N=C(O3)NC" # 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 5BX "SYSTEMATIC NAME" ACDLabs 12.01 "(5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-1,3-oxazol-4(5H)-one" 5BX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-1,3-oxazol-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5BX "Create component" 2015-09-03 RCSB 5BX "Modify synonyms" 2015-11-10 RCSB 5BX "Initial release" 2015-11-18 RCSB 5BX "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 5BX Indolemycin ? ? 2 5BX Indolmycin ? ? #