data_545 # _chem_comp.id 545 _chem_comp.name "[2-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONYLAMINO]-(1,3,4,5-TETRAHYDROXY-4-HYDROXYMETHYL-PIPERIDIN-2-YL)- ACETIC ACID BUTYL ESTER" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H33 N3 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SB-243545 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-07-05 _chem_comp.pdbx_modified_date 2021-03-01 _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 471.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 545 _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 1JIK _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 545 C8 C8 C 0 1 Y N N 28.648 8.051 82.237 -0.667 -1.159 -5.792 C8 545 1 545 C7 C7 C 0 1 Y N N 27.372 7.590 82.542 -0.525 -0.769 -7.109 C7 545 2 545 C12 C12 C 0 1 Y N N 26.735 8.081 83.660 -0.725 0.556 -7.465 C12 545 3 545 C11 C11 C 0 1 Y N N 27.247 9.189 84.336 -1.068 1.487 -6.495 C11 545 4 545 C10 C10 C 0 1 Y N N 28.425 9.796 83.888 -1.215 1.091 -5.180 C10 545 5 545 C9 C9 C 0 1 Y N N 29.136 9.230 82.838 -1.009 -0.229 -4.828 C9 545 6 545 C14 C14 C 0 1 N N N 30.444 9.876 82.355 -1.164 -0.657 -3.391 C14 545 7 545 C15 C15 C 0 1 N N S 30.520 11.412 82.225 0.180 -0.529 -2.673 C15 545 8 545 C17 C17 C 0 1 N N N 31.992 11.896 82.080 0.026 -0.957 -1.236 C17 545 9 545 N19 N19 N 0 1 N N N 32.800 11.551 83.061 -0.306 -0.051 -0.295 N19 545 10 545 C20 C20 C 0 1 N N S 34.170 12.125 83.264 -0.460 -0.468 1.100 C20 545 11 545 C21 C21 C 0 1 N N N 35.197 11.433 82.315 -1.731 0.114 1.661 C21 545 12 545 O23 O23 O 0 1 N N N 34.951 10.078 82.110 -2.215 -0.332 2.831 O23 545 13 545 C24 C24 C 0 1 N N N 35.858 9.314 81.309 -3.440 0.229 3.372 C24 545 14 545 C25 C25 C 0 1 N N N 37.349 9.735 81.576 -3.768 -0.450 4.703 C25 545 15 545 C26 C26 C 0 1 N N N 38.372 8.616 81.239 -5.059 0.141 5.273 C26 545 16 545 C27 C27 C 0 1 N N N 39.166 8.152 82.492 -5.387 -0.538 6.604 C27 545 17 545 O18 O18 O 0 1 N N N 32.372 12.520 81.105 0.201 -2.116 -0.927 O18 545 18 545 N16 N16 N 0 1 N N N 29.636 11.876 81.115 1.173 -1.386 -3.335 N16 545 19 545 O22 O22 O 0 1 N N N 36.133 12.062 81.828 -2.315 0.983 1.058 O22 545 20 545 C6 C6 C 0 1 N N S 34.642 12.277 84.731 0.733 0.031 1.915 C6 545 21 545 N5 N5 N 0 1 N N N 33.467 12.720 85.620 0.876 1.480 1.733 N5 545 22 545 C4 C4 C 0 1 N N N 33.766 13.385 86.944 1.938 1.931 2.639 C4 545 23 545 C3 C3 C 0 1 N N S 34.890 14.412 86.787 3.276 1.329 2.205 C3 545 24 545 C2 C2 C 0 1 N N S 36.129 13.714 86.241 3.191 -0.198 2.287 C2 545 25 545 C1 C1 C 0 1 N N S 35.824 13.295 84.789 2.005 -0.675 1.442 C1 545 26 545 O28 O28 O 0 1 N N N 32.491 11.796 85.713 -0.367 2.086 2.210 O28 545 27 545 O32 O32 O 0 1 N N N 34.518 15.425 85.833 3.564 1.720 0.862 O32 545 28 545 O29 O29 O 0 1 N N N 37.127 14.717 86.225 4.398 -0.772 1.783 O29 545 29 545 C30 C30 C 0 1 N N N 36.695 12.544 87.144 2.988 -0.625 3.742 C30 545 30 545 O31 O31 O 0 1 N N N 36.740 11.275 86.437 4.095 -0.179 4.528 O31 545 31 545 O64 O64 O 0 1 N N N 36.966 12.713 84.200 1.849 -2.088 1.591 O64 545 32 545 O13 O13 O 0 1 N N N 25.638 7.481 84.112 -0.585 0.942 -8.760 O13 545 33 545 H8 H8 H 0 1 N N N 29.269 7.484 81.522 -0.512 -2.191 -5.515 H8 545 34 545 H7 H7 H 0 1 N N N 26.870 6.842 81.904 -0.257 -1.496 -7.862 H7 545 35 545 H11 H11 H 0 1 N N N 26.722 9.583 85.222 -1.224 2.520 -6.769 H11 545 36 545 H10 H10 H 0 1 N N N 28.793 10.721 84.362 -1.482 1.816 -4.425 H10 545 37 545 H141 1H14 H 0 0 N N N 31.277 9.530 83.010 -1.497 -1.694 -3.355 H141 545 38 545 H142 2H14 H 0 0 N N N 30.729 9.419 81.378 -1.900 -0.021 -2.900 H142 545 39 545 H15 H15 H 0 1 N N N 30.140 11.878 83.164 0.514 0.507 -2.709 H15 545 40 545 H19 H19 H 0 1 N N N 32.368 10.845 83.658 -0.444 0.876 -0.543 H19 545 41 545 H20 H20 H 0 1 N N N 34.097 13.196 82.964 -0.505 -1.556 1.151 H20 545 42 545 H241 1H24 H 0 0 N N N 35.709 8.218 81.454 -4.256 0.064 2.669 H241 545 43 545 H242 2H24 H 0 0 N N N 35.602 9.379 80.225 -3.309 1.299 3.532 H242 545 44 545 H251 1H25 H 0 0 N N N 37.598 10.676 81.033 -2.951 -0.285 5.406 H251 545 45 545 H252 2H25 H 0 0 N N N 37.479 10.088 82.625 -3.899 -1.520 4.542 H252 545 46 545 H261 1H26 H 0 0 N N N 37.876 7.754 80.733 -5.875 -0.023 4.570 H261 545 47 545 H262 2H26 H 0 0 N N N 39.059 8.930 80.419 -4.928 1.211 5.433 H262 545 48 545 H271 1H27 H 0 0 N N N 39.900 7.348 82.250 -6.306 -0.116 7.010 H271 545 49 545 H272 2H27 H 0 0 N N N 39.661 9.013 82.997 -5.518 -1.608 6.443 H272 545 50 545 H273 3H27 H 0 0 N N N 38.478 7.837 83.311 -4.570 -0.373 7.307 H273 545 51 545 H161 1H16 H 0 0 N N N 29.686 12.891 81.029 0.824 -2.331 -3.278 H161 545 52 545 H162 2H16 H 0 0 N N N 28.676 11.549 81.228 1.168 -1.134 -4.312 H162 545 53 545 H6 H6 H 0 1 N N N 35.004 11.296 85.118 0.568 -0.186 2.970 H6 545 54 545 H41 1H4 H 0 1 N N N 32.852 13.836 87.396 1.709 1.612 3.655 H41 545 55 545 H42 2H4 H 0 1 N N N 33.994 12.638 87.740 2.004 3.019 2.607 H42 545 56 545 H3 H3 H 0 1 N N N 35.084 14.874 87.783 4.067 1.685 2.866 H3 545 57 545 H1 H1 H 0 1 N N N 35.534 14.212 84.225 2.185 -0.437 0.394 H1 545 58 545 H28 H28 H 0 1 N N N 31.765 12.069 86.261 -0.555 1.695 3.074 H28 545 59 545 H32 H32 H 0 1 N N N 35.215 16.062 85.735 3.609 2.686 0.855 H32 545 60 545 H29 H29 H 0 1 N N N 37.899 14.281 85.884 5.117 -0.446 2.342 H29 545 61 545 H301 1H30 H 0 0 N N N 37.693 12.806 87.564 2.069 -0.183 4.126 H301 545 62 545 H302 2H30 H 0 0 N N N 36.120 12.455 88.095 2.919 -1.712 3.795 H302 545 63 545 H31 H31 H 0 1 N N N 37.079 10.572 86.979 3.928 -0.468 5.435 H31 545 64 545 H64 H64 H 0 1 N N N 37.685 13.332 84.235 1.169 -2.362 0.961 H64 545 65 545 H13 H13 H 0 1 N N N 25.198 7.819 84.883 -1.453 0.846 -9.175 H13 545 66 # # 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 545 C8 C7 DOUB Y N 1 545 C8 C9 SING Y N 2 545 C8 H8 SING N N 3 545 C7 C12 SING Y N 4 545 C7 H7 SING N N 5 545 C12 C11 DOUB Y N 6 545 C12 O13 SING N N 7 545 C11 C10 SING Y N 8 545 C11 H11 SING N N 9 545 C10 C9 DOUB Y N 10 545 C10 H10 SING N N 11 545 C9 C14 SING N N 12 545 C14 C15 SING N N 13 545 C14 H141 SING N N 14 545 C14 H142 SING N N 15 545 C15 C17 SING N N 16 545 C15 N16 SING N N 17 545 C15 H15 SING N N 18 545 C17 N19 SING N N 19 545 C17 O18 DOUB N N 20 545 N19 C20 SING N N 21 545 N19 H19 SING N N 22 545 C20 C21 SING N N 23 545 C20 C6 SING N N 24 545 C20 H20 SING N N 25 545 C21 O23 SING N N 26 545 C21 O22 DOUB N N 27 545 O23 C24 SING N N 28 545 C24 C25 SING N N 29 545 C24 H241 SING N N 30 545 C24 H242 SING N N 31 545 C25 C26 SING N N 32 545 C25 H251 SING N N 33 545 C25 H252 SING N N 34 545 C26 C27 SING N N 35 545 C26 H261 SING N N 36 545 C26 H262 SING N N 37 545 C27 H271 SING N N 38 545 C27 H272 SING N N 39 545 C27 H273 SING N N 40 545 N16 H161 SING N N 41 545 N16 H162 SING N N 42 545 C6 N5 SING N N 43 545 C6 C1 SING N N 44 545 C6 H6 SING N N 45 545 N5 C4 SING N N 46 545 N5 O28 SING N N 47 545 C4 C3 SING N N 48 545 C4 H41 SING N N 49 545 C4 H42 SING N N 50 545 C3 C2 SING N N 51 545 C3 O32 SING N N 52 545 C3 H3 SING N N 53 545 C2 C1 SING N N 54 545 C2 O29 SING N N 55 545 C2 C30 SING N N 56 545 C1 O64 SING N N 57 545 C1 H1 SING N N 58 545 O28 H28 SING N N 59 545 O32 H32 SING N N 60 545 O29 H29 SING N N 61 545 C30 O31 SING N N 62 545 C30 H301 SING N N 63 545 C30 H302 SING N N 64 545 O31 H31 SING N N 65 545 O64 H64 SING N N 66 545 O13 H13 SING N N 67 # # 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 545 SMILES ACDLabs 10.04 "O=C(OCCCC)C(NC(=O)C(N)Cc1ccc(O)cc1)C2N(O)CC(O)C(O)(C2O)CO" 545 SMILES_CANONICAL CACTVS 3.341 "CCCCOC(=O)[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)[C@H]2[C@H](O)[C@](O)(CO)[C@@H](O)CN2O" 545 SMILES CACTVS 3.341 "CCCCOC(=O)[CH](NC(=O)[CH](N)Cc1ccc(O)cc1)[CH]2[CH](O)[C](O)(CO)[CH](O)CN2O" 545 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCOC(=O)[C@H]([C@H]1[C@@H]([C@@]([C@H](C[N@@]1O)O)(CO)O)O)NC(=O)[C@H](Cc2ccc(cc2)O)N" 545 SMILES "OpenEye OEToolkits" 1.5.0 "CCCCOC(=O)C(C1C(C(C(CN1O)O)(CO)O)O)NC(=O)C(Cc2ccc(cc2)O)N" 545 InChI InChI 1.03 "InChI=1S/C21H33N3O9/c1-2-3-8-33-20(30)16(17-18(28)21(31,11-25)15(27)10-24(17)32)23-19(29)14(22)9-12-4-6-13(26)7-5-12/h4-7,14-18,25-28,31-32H,2-3,8-11,22H2,1H3,(H,23,29)/t14-,15-,16-,17-,18-,21-/m0/s1" 545 InChIKey InChI 1.03 IPZUTNGJHRAITA-FULAYSDLSA-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 545 "SYSTEMATIC NAME" ACDLabs 10.04 "butyl (2S)-[(2S,3S,4S,5S)-1,3,4,5-tetrahydroxy-4-(hydroxymethyl)piperidin-2-yl](L-tyrosylamino)ethanoate" 545 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "butyl (2S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-2-[(1S,2S,3S,4S,5S)-1,3,4,5-tetrahydroxy-4-(hydroxymethyl)piperidin-2-yl]ethanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 545 "Create component" 2001-07-05 RCSB 545 "Modify descriptor" 2011-06-04 RCSB 545 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 545 _pdbx_chem_comp_synonyms.name SB-243545 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##