data_ZYA # _chem_comp.id ZYA _chem_comp.name "BENZOYL-TYROSINE-ALANINE-FLUORO-METHYL KETONE" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 F N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Nalpha-[(benzyloxy)carbonyl]-N-[(2S)-4-fluoro-3-oxobutan-2-yl]-L-tyrosinamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 402.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZYA _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 1AIM _chem_comp.pdbx_subcomponent_list "PHQ TYR ALA CF0" _chem_comp.pdbx_processing_site EBI # # 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 ZYA C1 C1 C 0 1 N N N 97.401 20.915 -15.504 -1.286 -0.614 -0.470 C1 PHQ 1 ZYA O1 O1 O 0 1 N N N 97.935 21.995 -15.276 -0.931 -0.885 -1.600 O1 PHQ 2 ZYA O2 O2 O 0 1 N N N 96.865 20.615 -16.777 -2.521 -0.951 -0.054 O2 PHQ 3 ZYA C2 C2 C 0 1 N N N 96.947 21.549 -17.837 -3.377 -1.630 -1.010 C2 PHQ 4 ZYA C3 C3 C 0 1 Y N N 97.001 21.606 -19.345 -4.710 -1.925 -0.371 C3 PHQ 5 ZYA C4 C4 C 0 1 Y N N 95.897 21.112 -20.047 -5.736 -1.003 -0.456 C4 PHQ 6 ZYA C5 C5 C 0 1 Y N N 95.979 20.970 -21.431 -6.958 -1.274 0.131 C5 PHQ 7 ZYA C6 C6 C 0 1 Y N N 97.154 21.321 -22.101 -7.154 -2.467 0.801 C6 PHQ 8 ZYA C7 C7 C 0 1 Y N N 98.245 21.830 -21.392 -6.128 -3.389 0.885 C7 PHQ 9 ZYA C8 C8 C 0 1 Y N N 98.177 21.980 -20.005 -4.907 -3.120 0.295 C8 PHQ 10 ZYA N1 N1 N 0 1 N N N 97.931 19.814 -14.980 -0.441 0.018 0.368 N TYR 11 ZYA CA1 CA1 C 0 1 N N S 98.516 19.708 -13.660 0.905 0.379 -0.083 CA TYR 12 ZYA C C C 0 1 N N N 99.943 20.217 -13.685 1.829 -0.797 0.103 C TYR 13 ZYA O O O 0 1 N N N 100.865 19.584 -14.217 1.406 -1.834 0.567 O TYR 14 ZYA CB1 CB1 C 0 1 N N N 98.474 18.230 -13.201 1.417 1.565 0.737 CB TYR 15 ZYA CG CG C 0 1 Y N N 97.104 17.616 -13.429 0.564 2.775 0.456 CG TYR 16 ZYA CD1 CD1 C 0 1 Y N N 95.972 18.276 -12.946 -0.557 3.023 1.226 CD1 TYR 17 ZYA CD2 CD2 C 0 1 Y N N 96.976 16.455 -14.193 0.908 3.639 -0.568 CD2 TYR 18 ZYA CE1 CE1 C 0 1 Y N N 94.697 17.794 -13.220 -1.340 4.132 0.970 CE1 TYR 19 ZYA CE2 CE2 C 0 1 Y N N 95.703 15.961 -14.471 0.128 4.749 -0.827 CE2 TYR 20 ZYA CZ CZ C 0 1 Y N N 94.578 16.639 -13.992 -1.001 4.997 -0.060 CZ TYR 21 ZYA OH OH O 0 1 N N N 93.334 16.149 -14.264 -1.770 6.088 -0.314 OH TYR 22 ZYA N2 N2 N 0 1 N N N 100.113 21.088 -12.693 3.127 -0.695 -0.246 N ALA 23 ZYA CA2 CA2 C 0 1 N N S 101.425 21.426 -12.180 4.026 -1.838 -0.065 CA ALA 24 ZYA CT CT C 0 1 N N N 102.298 20.399 -11.472 5.443 -1.345 0.073 C ALA 25 ZYA OT OT O 0 1 N N N 103.539 20.449 -11.518 5.722 -0.213 -0.240 O ALA 26 ZYA CB2 CB2 C 0 1 N N N 101.915 22.845 -12.303 3.924 -2.764 -1.278 CB ALA 27 ZYA CM CM C 0 1 N N N 101.856 19.180 -10.688 6.513 -2.266 0.601 C1 CF0 28 ZYA F1 F1 F 0 1 N Y N 101.051 19.612 -9.511 7.736 -1.588 0.637 F1 CF0 29 ZYA H21 H21 H 0 1 N N N 97.902 22.036 -17.591 -2.908 -2.563 -1.320 H21 PHQ 30 ZYA H22 H22 H 0 1 N N N 96.030 22.128 -17.655 -3.526 -0.992 -1.882 H22 PHQ 31 ZYA H4 H4 H 0 1 N N N 94.992 20.844 -19.523 -5.584 -0.071 -0.980 H41 PHQ 32 ZYA H5 H5 H 0 1 N N N 95.134 20.589 -21.986 -7.760 -0.554 0.065 H51 PHQ 33 ZYA H6 H6 H 0 1 N N N 97.219 21.198 -23.172 -8.109 -2.678 1.260 H61 PHQ 34 ZYA H7 H7 H 0 1 N N N 99.145 22.109 -21.919 -6.280 -4.321 1.410 H71 PHQ 35 ZYA H8 H8 H 0 1 N N N 99.016 22.377 -19.453 -4.106 -3.842 0.358 H81 PHQ 36 ZYA HN1 HN1 H 0 1 N N N 97.925 18.989 -15.546 -0.724 0.234 1.270 H TYR 37 ZYA HA1 HA1 H 0 1 N N N 97.942 20.321 -12.950 0.873 0.653 -1.138 HA TYR 38 ZYA HB11 HB11 H 0 0 N N N 99.219 17.659 -13.775 1.365 1.322 1.798 HB2 TYR 39 ZYA HB12 HB12 H 0 0 N N N 98.708 18.185 -12.127 2.450 1.777 0.463 HB3 TYR 40 ZYA HD1 HD1 H 0 1 N N N 96.088 19.171 -12.353 -0.821 2.350 2.028 HD1 TYR 41 ZYA HD2 HD2 H 0 1 N N N 97.853 15.946 -14.564 1.786 3.445 -1.165 HD2 TYR 42 ZYA HE1 HE1 H 0 1 N N N 93.821 18.301 -12.844 -2.216 4.326 1.572 HE1 TYR 43 ZYA HE2 HE2 H 0 1 N N N 95.586 15.059 -15.053 0.397 5.424 -1.627 HE2 TYR 44 ZYA HO HO H 0 1 N N N 93.411 15.365 -14.795 -1.503 6.880 0.173 HH TYR 45 ZYA HN2 HN2 H 0 1 N N N 99.309 21.523 -12.289 3.466 0.134 -0.617 H ALA 46 ZYA HA2 HA2 H 0 1 N N N 101.593 20.599 -12.886 3.742 -2.385 0.834 HA ALA 47 ZYA HB21 HB21 H 0 0 N N N 101.166 23.447 -12.838 2.898 -3.121 -1.378 HB1 ALA 48 ZYA HB22 HB22 H 0 0 N N N 102.075 23.266 -11.299 4.207 -2.218 -2.178 HB2 ALA 49 ZYA HB23 HB23 H 0 0 N N N 102.863 22.858 -12.862 4.592 -3.615 -1.144 HB3 ALA 50 ZYA HM1 HM1 H 0 1 N N N 101.244 18.531 -11.332 6.599 -3.135 -0.051 H1 CF0 51 ZYA HM2 HM2 H 0 1 N N N 102.741 18.625 -10.343 6.248 -2.592 1.607 H2 CF0 52 # # 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 ZYA C1 N1 SING N N 1 ZYA C1 O1 DOUB N N 2 ZYA C1 O2 SING N N 3 ZYA C2 C3 SING N N 4 ZYA C2 O2 SING N N 5 ZYA C2 H21 SING N N 6 ZYA C2 H22 SING N N 7 ZYA C3 C4 DOUB Y N 8 ZYA C3 C8 SING Y N 9 ZYA C4 C5 SING Y N 10 ZYA C4 H4 SING N N 11 ZYA C5 C6 DOUB Y N 12 ZYA C5 H5 SING N N 13 ZYA C6 C7 SING Y N 14 ZYA C6 H6 SING N N 15 ZYA C7 C8 DOUB Y N 16 ZYA C7 H7 SING N N 17 ZYA C8 H8 SING N N 18 ZYA CA1 CB1 SING N N 19 ZYA CA1 C SING N N 20 ZYA CA1 N1 SING N N 21 ZYA CA1 HA1 SING N N 22 ZYA CB1 CG SING N N 23 ZYA CB1 HB11 SING N N 24 ZYA CB1 HB12 SING N N 25 ZYA CG CD1 DOUB Y N 26 ZYA CG CD2 SING Y N 27 ZYA CD1 CE1 SING Y N 28 ZYA CD1 HD1 SING N N 29 ZYA CD2 CE2 DOUB Y N 30 ZYA CD2 HD2 SING N N 31 ZYA CE1 CZ DOUB Y N 32 ZYA CE1 HE1 SING N N 33 ZYA CE2 CZ SING Y N 34 ZYA CE2 HE2 SING N N 35 ZYA CZ OH SING N N 36 ZYA C N2 SING N N 37 ZYA C O DOUB N N 38 ZYA CA2 CB2 SING N N 39 ZYA CA2 CT SING N N 40 ZYA CA2 N2 SING N N 41 ZYA CA2 HA2 SING N N 42 ZYA CB2 HB21 SING N N 43 ZYA CB2 HB22 SING N N 44 ZYA CB2 HB23 SING N N 45 ZYA CT CM SING N N 46 ZYA CT OT DOUB N N 47 ZYA CM HM1 SING N N 48 ZYA CM F1 SING N N 49 ZYA CM HM2 SING N N 50 ZYA N1 HN1 SING N N 51 ZYA N2 HN2 SING N N 52 ZYA OH HO SING N N 53 # # 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 ZYA SMILES ACDLabs 12.01 "FCC(=O)C(NC(=O)C(NC(=O)OCc1ccccc1)Cc2ccc(O)cc2)C" ZYA SMILES_CANONICAL CACTVS 3.370 "C[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)OCc2ccccc2)C(=O)CF" ZYA SMILES CACTVS 3.370 "C[CH](NC(=O)[CH](Cc1ccc(O)cc1)NC(=O)OCc2ccccc2)C(=O)CF" ZYA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C(=O)CF)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)OCc2ccccc2" ZYA SMILES "OpenEye OEToolkits" 1.7.0 "CC(C(=O)CF)NC(=O)C(Cc1ccc(cc1)O)NC(=O)OCc2ccccc2" ZYA InChI InChI 1.03 "InChI=1S/C21H23FN2O5/c1-14(19(26)12-22)23-20(27)18(11-15-7-9-17(25)10-8-15)24-21(28)29-13-16-5-3-2-4-6-16/h2-10,14,18,25H,11-13H2,1H3,(H,23,27)(H,24,28)/t14-,18-/m0/s1" ZYA InChIKey InChI 1.03 RYABQRLJLIHDIP-KSSFIOAISA-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 ZYA "SYSTEMATIC NAME" ACDLabs 12.01 "Nalpha-[(benzyloxy)carbonyl]-N-[(2S)-4-fluoro-3-oxobutan-2-yl]-L-tyrosinamide" ZYA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "phenylmethyl N-[(2S)-1-[(4-fluoro-3-oxo-butan-2-yl)amino]-3-(4-hydroxyphenyl)-1-oxo-propan-2-yl]carbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZYA "Create component" 1999-07-08 EBI ZYA "Modify subcomponent list" 2011-03-21 RCSB ZYA "Modify descriptor" 2011-06-04 RCSB ZYA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ZYA _pdbx_chem_comp_synonyms.name "Nalpha-[(benzyloxy)carbonyl]-N-[(2S)-4-fluoro-3-oxobutan-2-yl]-L-tyrosinamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##