data_AXL # _chem_comp.id AXL _chem_comp.name "2-{1-[2-AMINO-2-(4-HYDROXY-PHENYL)-ACETYLAMINO]-2-OXO-ETHYL}-5,5-DIMETHYL-THIAZOLIDINE-4-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H21 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "AMOXICILLIN, bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-05-07 _chem_comp.pdbx_modified_date 2020-06-17 _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 367.420 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AXL _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 1LL9 _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 AXL C1 C1 C 0 1 N N N 77.460 4.104 28.706 -1.134 -2.730 0.550 C1 AXL 1 AXL O1 O1 O 0 1 N N N 78.025 3.256 28.071 -0.640 -3.490 -0.248 O1 AXL 2 AXL C2 C2 C 0 1 N N R 77.928 5.440 29.336 -0.513 -1.378 0.788 C2 AXL 3 AXL C3 C3 C 0 1 N N R 78.525 6.265 28.135 -1.528 -0.284 0.449 C3 AXL 4 AXL S4 S4 S 0 1 N N N 78.960 7.934 28.606 -2.086 -0.415 -1.301 S4 AXL 5 AXL C5 C5 C 0 1 N N N 80.679 7.851 27.924 -3.727 0.354 -0.999 C5 AXL 6 AXL C51 C51 C 0 1 N N N 81.583 8.629 28.879 -4.826 -0.416 -1.735 C51 AXL 7 AXL C52 C52 C 0 1 N N N 80.671 8.493 26.551 -3.720 1.822 -1.429 C52 AXL 8 AXL C6 C6 C 0 1 N N S 81.043 6.319 27.913 -3.906 0.232 0.526 C6 AXL 9 AXL C61 C61 C 0 1 N N N 82.113 5.841 26.879 -3.981 1.615 1.119 C61 AXL 10 AXL O62 O62 O 0 1 N N N 81.731 5.248 25.858 -5.130 2.307 1.064 O62 AXL 11 AXL O63 O63 O 0 1 N N N 83.307 6.085 27.136 -3.007 2.102 1.643 O63 AXL 12 AXL N7 N7 N 0 1 N N N 79.785 5.567 27.853 -2.812 -0.501 1.171 N7 AXL 13 AXL N8 N8 N 0 1 N N N 78.796 5.050 30.417 0.670 -1.228 -0.064 N8 AXL 14 AXL C9 C9 C 0 1 N N N 79.138 5.847 31.462 1.861 -1.704 0.348 C9 AXL 15 AXL O91 O91 O 0 1 N N N 78.611 6.929 31.704 1.954 -2.257 1.424 O91 AXL 16 AXL C10 C10 C 0 1 N N R 80.256 5.300 32.336 3.078 -1.549 -0.527 C10 AXL 17 AXL N11 N11 N 0 1 N N N 79.863 5.478 33.763 4.100 -2.523 -0.122 N11 AXL 18 AXL C12 C12 C 0 1 Y N N 81.668 5.803 31.973 3.628 -0.154 -0.382 C12 AXL 19 AXL C13 C13 C 0 1 Y N N 82.126 7.039 32.491 3.345 0.803 -1.339 C13 AXL 20 AXL C14 C14 C 0 1 Y N N 83.417 7.512 32.164 3.848 2.083 -1.207 C14 AXL 21 AXL C15 C15 C 0 1 Y N N 84.268 6.735 31.308 4.637 2.408 -0.114 C15 AXL 22 AXL C16 C16 C 0 1 Y N N 83.803 5.524 30.807 4.919 1.446 0.845 C16 AXL 23 AXL C17 C17 C 0 1 Y N N 82.536 5.045 31.119 4.409 0.169 0.712 C17 AXL 24 AXL O18 O18 O 0 1 N N N 85.539 7.077 30.913 5.133 3.667 0.018 O18 AXL 25 AXL HC1 HC1 H 0 1 N N N 76.414 3.893 28.872 -2.024 -3.018 1.090 HC1 AXL 26 AXL HC2 HC2 H 0 1 N N N 77.050 5.976 29.726 -0.221 -1.291 1.834 HC2 AXL 27 AXL HC3 HC3 H 0 1 N N N 77.837 6.298 27.277 -1.120 0.705 0.658 HC3 AXL 28 AXL H511 H511 H 0 0 N N N 82.618 8.603 28.507 -4.831 -1.452 -1.398 H511 AXL 29 AXL H512 H512 H 0 0 N N N 81.241 9.673 28.939 -5.793 0.040 -1.523 H512 AXL 30 AXL H513 H513 H 0 0 N N N 81.541 8.171 29.878 -4.636 -0.384 -2.808 H513 AXL 31 AXL H521 H521 H 0 0 N N N 81.684 8.457 26.123 -3.515 1.888 -2.497 H521 AXL 32 AXL H522 H522 H 0 0 N N N 79.976 7.948 25.896 -4.693 2.267 -1.218 H522 AXL 33 AXL H523 H523 H 0 0 N N N 80.347 9.541 26.638 -2.949 2.359 -0.877 H523 AXL 34 AXL HC6 HC6 H 0 1 N N N 81.480 6.117 28.902 -4.843 -0.288 0.729 HC6 AXL 35 AXL H62O H62O H 0 0 N N N 82.483 5.020 25.324 -5.130 3.190 1.458 H62O AXL 36 AXL HN7 HN7 H 0 1 N N N 79.859 4.818 28.512 -3.027 -1.484 1.240 HN7 AXL 37 AXL HN8 HN8 H 0 1 N N N 79.175 4.125 30.397 0.595 -0.785 -0.924 HN8 AXL 38 AXL H10 H10 H 0 1 N N N 80.273 4.215 32.157 2.802 -1.724 -1.567 H10 AXL 39 AXL H111 H111 H 0 0 N N N 80.587 5.124 34.355 4.373 -2.382 0.839 H111 AXL 40 AXL H112 H112 H 0 0 N N N 79.724 6.450 33.952 3.779 -3.468 -0.271 H112 AXL 41 AXL H13 H13 H 0 1 N N N 81.487 7.622 33.138 2.731 0.549 -2.190 H13 AXL 42 AXL H14 H14 H 0 1 N N N 83.763 8.456 32.557 3.627 2.830 -1.956 H14 AXL 43 AXL H16 H16 H 0 1 N N N 84.442 4.941 30.160 5.533 1.697 1.698 H16 AXL 44 AXL H17 H17 H 0 1 N N N 82.204 4.099 30.717 4.625 -0.578 1.461 H17 AXL 45 AXL H18O H18O H 0 0 N N N 85.889 6.398 30.349 4.555 4.268 0.506 H18O AXL 46 # # 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 AXL C1 O1 DOUB N N 1 AXL C1 C2 SING N N 2 AXL C1 HC1 SING N N 3 AXL C2 C3 SING N N 4 AXL C2 N8 SING N N 5 AXL C2 HC2 SING N N 6 AXL C3 S4 SING N N 7 AXL C3 N7 SING N N 8 AXL C3 HC3 SING N N 9 AXL S4 C5 SING N N 10 AXL C5 C51 SING N N 11 AXL C5 C52 SING N N 12 AXL C5 C6 SING N N 13 AXL C51 H511 SING N N 14 AXL C51 H512 SING N N 15 AXL C51 H513 SING N N 16 AXL C52 H521 SING N N 17 AXL C52 H522 SING N N 18 AXL C52 H523 SING N N 19 AXL C6 C61 SING N N 20 AXL C6 N7 SING N N 21 AXL C6 HC6 SING N N 22 AXL C61 O62 SING N N 23 AXL C61 O63 DOUB N N 24 AXL O62 H62O SING N N 25 AXL N7 HN7 SING N N 26 AXL N8 C9 SING N N 27 AXL N8 HN8 SING N N 28 AXL C9 O91 DOUB N N 29 AXL C9 C10 SING N N 30 AXL C10 N11 SING N N 31 AXL C10 C12 SING N N 32 AXL C10 H10 SING N N 33 AXL N11 H111 SING N N 34 AXL N11 H112 SING N N 35 AXL C12 C13 DOUB Y N 36 AXL C12 C17 SING Y N 37 AXL C13 C14 SING Y N 38 AXL C13 H13 SING N N 39 AXL C14 C15 DOUB Y N 40 AXL C14 H14 SING N N 41 AXL C15 C16 SING Y N 42 AXL C15 O18 SING N N 43 AXL C16 C17 DOUB Y N 44 AXL C16 H16 SING N N 45 AXL C17 H17 SING N N 46 AXL O18 H18O SING N N 47 # # 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 AXL SMILES ACDLabs 12.01 "O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)C(c2ccc(O)cc2)N" AXL InChI InChI 1.03 "InChI=1S/C16H21N3O5S/c1-16(2)12(15(23)24)19-14(25-16)10(7-20)18-13(22)11(17)8-3-5-9(21)6-4-8/h3-7,10-12,14,19,21H,17H2,1-2H3,(H,18,22)(H,23,24)/t10-,11-,12+,14-/m1/s1" AXL InChIKey InChI 1.03 SMLJDSWXGVMNTH-NRWUCQMLSA-N AXL SMILES_CANONICAL CACTVS 3.370 "CC1(C)S[C@@H](N[C@H]1C(O)=O)[C@H](NC(=O)[C@H](N)c2ccc(O)cc2)C=O" AXL SMILES CACTVS 3.370 "CC1(C)S[CH](N[CH]1C(O)=O)[CH](NC(=O)[CH](N)c2ccc(O)cc2)C=O" AXL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1([C@@H](N[C@H](S1)[C@@H](C=O)NC(=O)[C@@H](c2ccc(cc2)O)N)C(=O)O)C" AXL SMILES "OpenEye OEToolkits" 1.7.6 "CC1(C(NC(S1)C(C=O)NC(=O)C(c2ccc(cc2)O)N)C(=O)O)C" # # 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 AXL "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-2-[(1R)-1-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" AXL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,4S)-2-[(1R)-1-[[(2R)-2-azanyl-2-(4-hydroxyphenyl)ethanoyl]amino]-2-oxidanylidene-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic 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 AXL "Create component" 2002-05-07 RCSB AXL "Modify descriptor" 2011-06-04 RCSB AXL "Modify synonyms" 2012-03-22 RCSB AXL "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AXL _pdbx_chem_comp_synonyms.name "AMOXICILLIN, bound form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##