data_ZRA # _chem_comp.id ZRA _chem_comp.name "BENZOYL-ARGININE-ALANINE-FLUORO-METHYL KETONE" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H28 F N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "benzyl [(2S)-5-[(diaminomethyl)amino]-1-{[(2S)-4-fluoro-3-oxobutan-2-yl]amino}-1-oxopentan-2-yl]carbamate" _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 397.444 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZRA _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 2AIM _chem_comp.pdbx_subcomponent_list "PHQ ARG ALA CF0" _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 ZRA C1 C1 C 0 1 N N N 1.367 12.451 4.961 1.714 -0.591 0.575 C1 PHQ 1 ZRA O1 O1 O 0 1 N N N 0.582 13.174 5.576 1.458 -1.117 1.640 O1 PHQ 2 ZRA O2 O2 O 0 1 N N N 1.489 12.390 3.561 2.978 -0.585 0.113 O2 PHQ 3 ZRA C2 C2 C 0 1 N N N 0.785 13.115 2.577 3.986 -1.221 0.942 C2 PHQ 4 ZRA C3 C3 C 0 1 Y N N 0.678 13.120 1.062 5.330 -1.118 0.268 C3 PHQ 5 ZRA C4 C4 C 0 1 Y N N 1.841 13.387 0.330 6.145 -0.029 0.516 C4 PHQ 6 ZRA C5 C5 C 0 1 Y N N 1.842 13.229 -1.055 7.378 0.066 -0.102 C5 PHQ 7 ZRA C6 C6 C 0 1 Y N N 0.678 12.814 -1.699 7.795 -0.928 -0.968 C6 PHQ 8 ZRA C7 C7 C 0 1 Y N N -0.486 12.560 -0.966 6.981 -2.017 -1.215 C7 PHQ 9 ZRA C8 C8 C 0 1 Y N N -0.491 12.712 0.423 5.750 -2.114 -0.593 C8 PHQ 10 ZRA CA1 CA1 C 0 1 N N S 2.350 11.299 6.902 -0.647 -0.028 0.354 CA1 ARG 11 ZRA CB1 CB1 C 0 1 N N N 2.183 9.839 7.360 -1.419 1.145 -0.252 CB1 ARG 12 ZRA CG CG C 0 1 N N N 0.843 9.248 7.030 -0.819 2.462 0.245 CG ARG 13 ZRA CD CD C 0 1 N N N -0.196 10.020 7.807 -1.591 3.636 -0.361 CD ARG 14 ZRA NE NE N 0 1 N N N -1.553 9.651 7.470 -1.014 4.900 0.116 NE ARG 15 ZRA CZ CZ C 0 1 N N N -2.422 10.553 7.008 -1.732 6.051 -0.446 CZ ARG 16 ZRA NH1 NH1 N 0 1 N N N -2.089 11.839 6.805 -3.026 6.201 0.232 NH1 ARG 17 ZRA NH2 NH2 N 0 1 N N N -3.645 10.136 6.750 -0.934 7.269 -0.251 NH2 ARG 18 ZRA C C C 0 1 N N N 3.829 11.668 6.927 -1.313 -1.323 -0.037 C ARG 19 ZRA N1 N1 N 0 1 N N N 2.068 11.460 5.504 0.730 -0.017 -0.147 N1 ARG 20 ZRA O O O 0 1 N N N 4.684 10.913 6.431 -0.697 -2.154 -0.671 O ARG 21 ZRA N2 N2 N 0 1 N N N 4.109 12.645 7.793 -2.592 -1.556 0.318 N ALA 22 ZRA CA2 CA2 C 0 1 N N S 5.449 12.890 8.294 -3.239 -2.815 -0.062 CA ALA 23 ZRA CT CT C 0 1 N N N 6.256 11.778 8.954 -4.731 -2.614 -0.120 C ALA 24 ZRA OT OT O 0 1 N N N 7.498 11.770 8.827 -5.229 -1.635 0.382 O ALA 25 ZRA CB2 CB2 C 0 1 N N N 6.004 14.290 8.223 -2.909 -3.891 0.974 CB ALA 26 ZRA CM CM C 0 1 N N N 5.787 10.569 9.759 -5.603 -3.636 -0.804 C1 CF0 27 ZRA F1 F1 F 0 1 N Y N 4.859 9.750 8.929 -6.940 -3.234 -0.729 F1 CF0 28 ZRA H21 H21 H 0 1 N N N 1.146 14.136 2.767 3.730 -2.271 1.084 H21 PHQ 29 ZRA H22 H22 H 0 1 N N N -0.256 12.904 2.862 4.026 -0.724 1.911 H22 PHQ 30 ZRA H4 H4 H 0 1 N N N 2.736 13.715 0.838 5.819 0.747 1.192 H41 PHQ 31 ZRA H5 H5 H 0 1 N N N 2.738 13.427 -1.625 8.014 0.916 0.090 H51 PHQ 32 ZRA H6 H6 H 0 1 N N N 0.675 12.688 -2.772 8.758 -0.853 -1.451 H61 PHQ 33 ZRA H7 H7 H 0 1 N N N -1.385 12.245 -1.476 7.307 -2.793 -1.891 H71 PHQ 34 ZRA H8 H8 H 0 1 N N N -1.387 12.516 0.993 5.115 -2.967 -0.783 H81 PHQ 35 ZRA HA1 HA1 H 0 1 N N N 1.691 11.888 7.556 -0.640 0.063 1.440 HA1 ARG 36 ZRA HB11 HB11 H 0 0 N N N 2.954 9.235 6.859 -1.351 1.103 -1.339 HB11 ARG 37 ZRA HB12 HB12 H 0 0 N N N 2.309 9.808 8.452 -2.465 1.087 0.049 HB12 ARG 38 ZRA HG1 HG1 H 0 1 N N N 0.648 9.331 5.951 -0.887 2.505 1.332 HG1 ARG 39 ZRA HG2 HG2 H 0 1 N N N 0.817 8.186 7.314 0.227 2.521 -0.056 HG2 ARG 40 ZRA HD1 HD1 H 0 1 N N N -0.042 9.822 8.878 -1.523 3.593 -1.448 HD1 ARG 41 ZRA HD2 HD2 H 0 1 N N N -0.066 11.090 7.587 -2.637 3.577 -0.060 HD2 ARG 42 ZRA HE HE H 0 1 N N N -1.475 8.958 6.753 -1.007 4.936 1.125 HE ARG 43 ZRA HZ HZ H 0 1 N N N -1.716 11.396 7.027 -1.897 5.892 -1.512 HZ ARG 44 ZRA HH11 HH11 H 0 0 N N N -2.883 12.339 6.458 -2.901 6.350 1.222 HH11 ARG 45 ZRA HH12 HH12 H 0 0 N N N -1.790 12.246 7.668 -3.567 6.946 -0.180 HH12 ARG 46 ZRA HH21 HH21 H 0 0 N N N -4.194 10.901 6.413 -0.014 7.167 -0.653 HH21 ARG 47 ZRA HH22 HH22 H 0 0 N N N -3.612 9.417 6.055 -1.406 8.076 -0.630 HH22 ARG 48 ZRA HN1 HN1 H 0 1 N N N 2.431 10.765 4.883 0.934 0.403 -0.997 HN1 ARG 49 ZRA HN2 HN2 H 0 1 N N N 3.364 13.232 8.110 -3.084 -0.892 0.825 H ALA 50 ZRA HA2 HA2 H 0 1 N N N 5.946 12.305 7.506 -2.876 -3.129 -1.041 HA ALA 51 ZRA HB21 HB21 H 0 0 N N N 5.282 14.946 7.715 -3.271 -3.577 1.953 HB1 ALA 52 ZRA HB22 HB22 H 0 0 N N N 6.186 14.664 9.241 -3.390 -4.827 0.692 HB2 ALA 53 ZRA HB23 HB23 H 0 0 N N N 6.950 14.281 7.661 -1.829 -4.036 1.016 HB3 ALA 54 ZRA HM1 HM1 H 0 1 N N N 6.657 9.960 10.046 -5.308 -3.723 -1.850 H1 CF0 55 ZRA HM2 HM2 H 0 1 N N N 5.264 10.911 10.664 -5.485 -4.602 -0.312 H2 CF0 56 # # 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 ZRA C1 N1 SING N N 1 ZRA C1 O1 DOUB N N 2 ZRA C1 O2 SING N N 3 ZRA C2 C3 SING N N 4 ZRA C2 O2 SING N N 5 ZRA C2 H21 SING N N 6 ZRA C2 H22 SING N N 7 ZRA C3 C4 DOUB Y N 8 ZRA C3 C8 SING Y N 9 ZRA C4 C5 SING Y N 10 ZRA C4 H4 SING N N 11 ZRA C5 C6 DOUB Y N 12 ZRA C5 H5 SING N N 13 ZRA C6 C7 SING Y N 14 ZRA C6 H6 SING N N 15 ZRA C7 C8 DOUB Y N 16 ZRA C7 H7 SING N N 17 ZRA C8 H8 SING N N 18 ZRA CA1 CB1 SING N N 19 ZRA CA1 C SING N N 20 ZRA CA1 N1 SING N N 21 ZRA CA1 HA1 SING N N 22 ZRA CB1 CG SING N N 23 ZRA CB1 HB11 SING N N 24 ZRA CB1 HB12 SING N N 25 ZRA CG CD SING N N 26 ZRA CG HG1 SING N N 27 ZRA CG HG2 SING N N 28 ZRA CD NE SING N N 29 ZRA CD HD1 SING N N 30 ZRA CD HD2 SING N N 31 ZRA NE CZ SING N N 32 ZRA NE HE SING N N 33 ZRA CZ NH1 SING N N 34 ZRA CZ NH2 SING N N 35 ZRA CZ HZ SING N N 36 ZRA NH1 HH11 SING N N 37 ZRA NH1 HH12 SING N N 38 ZRA NH2 HH21 SING N N 39 ZRA NH2 HH22 SING N N 40 ZRA C N2 SING N N 41 ZRA C O DOUB N N 42 ZRA CA2 CB2 SING N N 43 ZRA CA2 CT SING N N 44 ZRA CA2 N2 SING N N 45 ZRA CA2 HA2 SING N N 46 ZRA CB2 HB21 SING N N 47 ZRA CB2 HB22 SING N N 48 ZRA CB2 HB23 SING N N 49 ZRA CT CM SING N N 50 ZRA CT OT DOUB N N 51 ZRA CM HM1 SING N N 52 ZRA CM HM2 SING N N 53 ZRA CM F1 SING N N 54 ZRA N1 HN1 SING N N 55 ZRA N2 HN2 SING N N 56 # # 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 ZRA SMILES ACDLabs 12.01 "FCC(=O)C(NC(=O)C(NC(=O)OCc1ccccc1)CCCNC(N)N)C" ZRA SMILES_CANONICAL CACTVS 3.370 "C[C@H](NC(=O)[C@H](CCCNC(N)N)NC(=O)OCc1ccccc1)C(=O)CF" ZRA SMILES CACTVS 3.370 "C[CH](NC(=O)[CH](CCCNC(N)N)NC(=O)OCc1ccccc1)C(=O)CF" ZRA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C(=O)CF)NC(=O)[C@H](CCCNC(N)N)NC(=O)OCc1ccccc1" ZRA SMILES "OpenEye OEToolkits" 1.7.0 "CC(C(=O)CF)NC(=O)C(CCCNC(N)N)NC(=O)OCc1ccccc1" ZRA InChI InChI 1.03 "InChI=1S/C18H28FN5O4/c1-12(15(25)10-19)23-16(26)14(8-5-9-22-17(20)21)24-18(27)28-11-13-6-3-2-4-7-13/h2-4,6-7,12,14,17,22H,5,8-11,20-21H2,1H3,(H,23,26)(H,24,27)/t12-,14-/m0/s1" ZRA InChIKey InChI 1.03 FAAPWXRBXXSQNJ-JSGCOSHPSA-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 ZRA "SYSTEMATIC NAME" ACDLabs 12.01 "benzyl [(2S)-5-[(diaminomethyl)amino]-1-{[(2S)-4-fluoro-3-oxobutan-2-yl]amino}-1-oxopentan-2-yl]carbamate" ZRA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "phenylmethyl N-[(2S)-5-[bis(azanyl)methylamino]-1-[(4-fluoro-3-oxo-butan-2-yl)amino]-1-oxo-pentan-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 ZRA "Create component" 1999-07-08 RCSB ZRA "Modify subcomponent list" 2011-03-21 RCSB ZRA "Modify descriptor" 2011-06-04 RCSB ZRA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ZRA _pdbx_chem_comp_synonyms.name "benzyl [(2S)-5-[(diaminomethyl)amino]-1-{[(2S)-4-fluoro-3-oxobutan-2-yl]amino}-1-oxopentan-2-yl]carbamate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##