data_0E6 # _chem_comp.id 0E6 _chem_comp.name ;amino{[(4S)-4-{[(benzyloxy)carbonyl]amino}-5-{[(2S)-1-(benzyloxy)-4-chloro-3-oxobutan-2-yl]amino}-5-oxopentyl]amino}met haniminium ; _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H33 Cl N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "benzyloxycarbonyl-Arg-Ser(O-Bzl) chloromethylketone" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2008-11-07 _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 519.013 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0E6 _chem_comp.pdbx_model_coordinates_details "not provided" _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 1THE _chem_comp.pdbx_subcomponent_list "PHQ ARG SEM 0QE" _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 0E6 C1 C1 C 0 1 N N N 9.212 63.884 47.433 3.243 0.350 -0.821 C1 PHQ 1 0E6 O1 O1 O 0 1 N N N 10.416 63.874 47.701 3.123 -0.573 -1.602 O1 PHQ 2 0E6 O2 O2 O 0 1 N N N 8.276 64.810 48.097 4.469 0.790 -0.481 O2 PHQ 3 0E6 C2 C2 C 0 1 N N N 8.963 65.785 48.991 5.603 0.115 -1.086 C2 PHQ 4 0E6 C3 C3 C 0 1 Y N N 9.233 67.112 48.330 6.882 0.739 -0.591 C3 PHQ 5 0E6 C4 C4 C 0 1 Y N N 8.213 67.798 47.686 7.494 0.250 0.548 C4 PHQ 6 0E6 C5 C5 C 0 1 Y N N 8.401 69.068 47.163 8.667 0.823 1.002 C5 PHQ 7 0E6 C6 C6 C 0 1 Y N N 9.626 69.660 47.249 9.229 1.884 0.317 C6 PHQ 8 0E6 C7 C7 C 0 1 Y N N 10.684 68.971 47.858 8.618 2.372 -0.823 C7 PHQ 9 0E6 C8 C8 C 0 1 Y N N 10.474 67.698 48.401 7.447 1.796 -1.280 C8 PHQ 10 0E6 N N1 N 0 1 N N N 8.706 63.122 46.474 2.147 0.938 -0.299 N ARG 11 0E6 CA C9 C 0 1 N N S 9.532 62.111 45.884 0.813 0.463 -0.674 CA ARG 12 0E6 C C10 C 0 1 N N N 10.264 62.687 44.647 -0.185 1.577 -0.494 C ARG 13 0E6 O O3 O 0 1 N N N 9.672 63.366 43.801 0.182 2.662 -0.093 O ARG 14 0E6 CB C11 C 0 1 N N N 8.685 60.875 45.544 0.424 -0.719 0.217 CB ARG 15 0E6 CG C12 C 0 1 N N N 7.542 60.595 46.545 1.363 -1.895 -0.057 CG ARG 16 0E6 CD C13 C 0 1 N N N 7.834 59.444 47.468 0.974 -3.077 0.833 CD ARG 17 0E6 NE N2 N 0 1 N N N 7.686 59.789 48.869 1.874 -4.203 0.571 NE ARG 18 0E6 CZ C14 C 0 1 N N N 6.952 60.795 49.330 1.717 -5.377 1.255 CZ ARG 19 0E6 NH1 N3 N 0 1 N N N 5.666 60.610 49.553 0.746 -5.497 2.159 NH1 ARG 20 0E6 NH2 N4 N 1 1 N N N 7.560 61.681 50.101 2.535 -6.401 1.017 NH2 ARG 21 0E6 C21 C16 C 0 1 N N N 12.296 62.107 42.273 -2.925 2.482 0.827 C SEM 22 0E6 O21 O5 O 0 1 N N N 12.873 62.449 41.239 -2.714 1.538 1.550 O SEM 23 0E6 C31 C17 C 0 1 N N S 12.322 63.021 43.468 -2.457 2.453 -0.605 CA SEM 24 0E6 N3 N5 N 0 1 N N N 11.566 62.480 44.586 -1.486 1.369 -0.780 N SEM 25 0E6 C41 C18 C 0 1 N N N 13.770 63.235 43.848 -3.654 2.218 -1.528 CB SEM 26 0E6 "O'" O6 O 0 1 N N N 14.169 61.982 44.394 -4.339 1.030 -1.128 OG SEM 27 0E6 "C'" C19 C 0 1 N N N 15.516 62.110 44.837 -5.479 0.718 -1.930 "C'" SEM 28 0E6 "C1'" C20 C 0 1 Y N N 16.310 60.833 44.777 -6.120 -0.548 -1.421 "C1'" SEM 29 0E6 "C2'" C21 C 0 1 Y N N 15.667 59.599 44.776 -7.106 -0.483 -0.455 "C2'" SEM 30 0E6 "C3'" C22 C 0 1 Y N N 16.374 58.419 44.689 -7.694 -1.643 0.012 "C3'" SEM 31 0E6 "C4'" C23 C 0 1 Y N N 17.746 58.451 44.601 -7.297 -2.869 -0.488 "C4'" SEM 32 0E6 "C5'" C24 C 0 1 Y N N 18.416 59.672 44.618 -6.311 -2.934 -1.456 "C5'" SEM 33 0E6 "C6'" C25 C 0 1 Y N N 17.690 60.862 44.709 -5.727 -1.773 -1.926 "C6'" SEM 34 0E6 C11 C15 C 0 1 N N N 12.190 60.667 42.624 -3.655 3.689 1.356 C1 0QE 35 0E6 CL CL CL 0 0 N Y N 10.550 60.258 42.074 -4.080 3.423 3.088 CL1 0QE 36 0E6 H21 H2 H 0 1 N N N 8.320 65.961 49.866 5.584 -0.941 -0.814 H21 PHQ 37 0E6 H22 H3 H 0 1 N N N 9.926 65.351 49.297 5.547 0.212 -2.170 H22 PHQ 38 0E6 H41 H4 H 0 1 N N N 7.245 67.329 47.589 7.055 -0.578 1.084 H41 PHQ 39 0E6 H51 H5 H 0 1 N N N 7.580 69.586 46.689 9.145 0.442 1.892 H51 PHQ 40 0E6 H61 H6 H 0 1 N N N 9.780 70.652 46.851 10.146 2.332 0.672 H61 PHQ 41 0E6 H71 H7 H 0 1 N N N 11.663 69.423 47.908 9.056 3.201 -1.359 H71 PHQ 42 0E6 H81 H8 H 0 1 N N N 11.290 67.175 48.877 6.971 2.175 -2.172 H81 PHQ 43 0E6 H H9 H 0 1 N N N 7.763 63.251 46.167 2.243 1.675 0.324 H ARG 44 0E6 HA H11 H 0 1 N N N 10.303 61.790 46.600 0.820 0.146 -1.717 HA ARG 45 0E6 HB2 H12 H 0 1 N N N 8.235 61.035 44.553 0.503 -0.426 1.264 HB2 ARG 46 0E6 HB3 H13 H 0 1 N N N 9.351 60.000 45.537 -0.602 -1.015 -0.001 HB3 ARG 47 0E6 HG2 H14 H 0 1 N N N 7.390 61.497 47.156 1.284 -2.187 -1.104 HG2 ARG 48 0E6 HG3 H15 H 0 1 N N N 6.633 60.356 45.973 2.389 -1.598 0.161 HG3 ARG 49 0E6 HD2 H16 H 0 1 N N N 7.132 58.629 47.237 1.053 -2.784 1.880 HD2 ARG 50 0E6 HD3 H17 H 0 1 N N N 8.872 59.121 47.300 -0.052 -3.373 0.616 HD3 ARG 51 0E6 HE H18 H 0 1 N N N 8.173 59.227 49.538 2.581 -4.116 -0.087 HE ARG 52 0E6 HH11 H19 H 0 0 N N N 5.204 61.127 50.274 0.150 -4.751 2.333 HH11 ARG 53 0E6 HH12 H20 H 0 0 N N N 5.152 59.953 49.002 0.635 -6.329 2.644 HH12 ARG 54 0E6 HH21 H21 H 0 0 N N N 7.044 62.168 50.806 2.423 -7.234 1.502 HH21 ARG 55 0E6 HH22 H22 H 0 0 N N N 8.535 61.864 49.979 3.242 -6.314 0.359 HH22 ARG 56 0E6 H3 H27 H 0 1 N N N 11.843 63.977 43.210 -1.987 3.405 -0.854 HA SEM 57 0E6 HN32 H29 H 0 0 N N N 12.028 61.956 45.302 -1.780 0.502 -1.101 H SEM 58 0E6 H411 H30 H 0 0 N N N 14.379 63.503 42.972 -4.334 3.068 -1.465 HB2 SEM 59 0E6 H42 H31 H 0 1 N N N 13.876 64.045 44.585 -3.305 2.109 -2.555 HB3 SEM 60 0E6 "H'1" H32 H 0 1 N N N 16.015 62.849 44.193 -6.197 1.536 -1.875 "H'1" SEM 61 0E6 "H'2" H33 H 0 1 N N N 15.497 62.448 45.884 -5.168 0.577 -2.965 "H'2" SEM 62 0E6 "H2'" H34 H 0 1 N N N 14.590 59.565 44.845 -7.417 0.475 -0.064 "H2'" SEM 63 0E6 "H3'" H35 H 0 1 N N N 15.853 57.473 44.690 -8.464 -1.593 0.768 "H3'" SEM 64 0E6 "H4'" H36 H 0 1 N N N 18.304 57.530 44.519 -7.755 -3.776 -0.123 "H4'" SEM 65 0E6 "H5'" H37 H 0 1 N N N 19.494 59.699 44.561 -6.001 -3.892 -1.847 "H5'" SEM 66 0E6 "H6'" H38 H 0 1 N N N 18.209 61.809 44.726 -4.959 -1.823 -2.684 "H6'" SEM 67 0E6 H11 H24 H 0 1 N N N 12.956 60.063 42.115 -3.016 4.568 1.270 H 0QE 68 0E6 H12 H25 H 0 1 N N N 12.314 60.498 43.704 -4.566 3.845 0.778 HA 0QE 69 # # 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 0E6 C1 O1 DOUB N N 1 0E6 C1 O2 SING N N 2 0E6 O2 C2 SING N N 3 0E6 C2 C3 SING N N 4 0E6 C2 H21 SING N N 5 0E6 C2 H22 SING N N 6 0E6 C3 C4 DOUB Y N 7 0E6 C3 C8 SING Y N 8 0E6 C4 C5 SING Y N 9 0E6 C4 H41 SING N N 10 0E6 C5 C6 DOUB Y N 11 0E6 C5 H51 SING N N 12 0E6 C6 C7 SING Y N 13 0E6 C6 H61 SING N N 14 0E6 C7 C8 DOUB Y N 15 0E6 C7 H71 SING N N 16 0E6 C8 H81 SING N N 17 0E6 N CA SING N N 18 0E6 N H SING N N 19 0E6 CA C SING N N 20 0E6 CA CB SING N N 21 0E6 CA HA SING N N 22 0E6 C O DOUB N N 23 0E6 CB CG SING N N 24 0E6 CB HB2 SING N N 25 0E6 CB HB3 SING N N 26 0E6 CG CD SING N N 27 0E6 CG HG2 SING N N 28 0E6 CG HG3 SING N N 29 0E6 CD NE SING N N 30 0E6 CD HD2 SING N N 31 0E6 CD HD3 SING N N 32 0E6 NE CZ SING N N 33 0E6 NE HE SING N N 34 0E6 CZ NH1 SING N N 35 0E6 CZ NH2 DOUB N N 36 0E6 NH1 HH11 SING N N 37 0E6 NH1 HH12 SING N N 38 0E6 NH2 HH21 SING N N 39 0E6 NH2 HH22 SING N N 40 0E6 C11 C21 SING N N 41 0E6 C11 H11 SING N N 42 0E6 C11 H12 SING N N 43 0E6 C21 O21 DOUB N N 44 0E6 C21 C31 SING N N 45 0E6 C31 N3 SING N N 46 0E6 C31 C41 SING N N 47 0E6 C31 H3 SING N N 48 0E6 N3 HN32 SING N N 49 0E6 C41 "O'" SING N N 50 0E6 C41 H411 SING N N 51 0E6 C41 H42 SING N N 52 0E6 "O'" "C'" SING N N 53 0E6 "C'" "C1'" SING N N 54 0E6 "C'" "H'1" SING N N 55 0E6 "C'" "H'2" SING N N 56 0E6 "C1'" "C2'" DOUB Y N 57 0E6 "C1'" "C6'" SING Y N 58 0E6 "C2'" "C3'" SING Y N 59 0E6 "C2'" "H2'" SING N N 60 0E6 "C3'" "C4'" DOUB Y N 61 0E6 "C3'" "H3'" SING N N 62 0E6 "C4'" "C5'" SING Y N 63 0E6 "C4'" "H4'" SING N N 64 0E6 "C5'" "C6'" DOUB Y N 65 0E6 "C5'" "H5'" SING N N 66 0E6 "C6'" "H6'" SING N N 67 0E6 C1 N SING N N 68 0E6 C N3 SING N N 69 0E6 CL C11 SING N N 70 # # 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 0E6 SMILES ACDLabs 12.01 "O=C(OCc1ccccc1)NC(C(=O)NC(C(=O)CCl)COCc2ccccc2)CCCNC(=[NH2+])\\N" 0E6 InChI InChI 1.03 "InChI=1S/C25H32ClN5O5/c26-14-22(32)21(17-35-15-18-8-3-1-4-9-18)30-23(33)20(12-7-13-29-24(27)28)31-25(34)36-16-19-10-5-2-6-11-19/h1-6,8-11,20-21H,7,12-17H2,(H,30,33)(H,31,34)(H4,27,28,29)/p+1/t20-,21-/m0/s1" 0E6 InChIKey InChI 1.03 ZCPUCLRLZWEDRC-SFTDATJTSA-O 0E6 SMILES_CANONICAL CACTVS 3.385 "NC(=[NH2+])NCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](COCc2ccccc2)C(=O)CCl" 0E6 SMILES CACTVS 3.385 "NC(=[NH2+])NCCC[CH](NC(=O)OCc1ccccc1)C(=O)N[CH](COCc2ccccc2)C(=O)CCl" 0E6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "c1ccc(cc1)COC[C@@H](C(=O)CCl)NC(=O)[C@H](CCCNC(=[NH2+])N)NC(=O)OCc2ccccc2" 0E6 SMILES "OpenEye OEToolkits" 1.7.5 "c1ccc(cc1)COCC(C(=O)CCl)NC(=O)C(CCCNC(=[NH2+])N)NC(=O)OCc2ccccc2" # # 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 0E6 "SYSTEMATIC NAME" ACDLabs 12.01 "amino{[(4S)-4-{[(benzyloxy)carbonyl]amino}-5-{[(2S)-1-(benzyloxy)-4-chloro-3-oxobutan-2-yl]amino}-5-oxopentyl]amino}methaniminium" 0E6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[azanyl-[[(4S)-5-[[(2S)-4-chloro-3-oxo-1-phenylmethoxy-butan-2-yl]amino]-5-oxo-4-(phenylmethoxycarbonylamino)pentyl]amino]methylidene]azanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0E6 "Create component" 2008-11-07 RCSB 0E6 "Other modification" 2011-01-14 RCSB 0E6 "Modify aromatic_flag" 2011-06-04 RCSB 0E6 "Modify descriptor" 2011-06-04 RCSB 0E6 "Modify descriptor" 2012-01-05 RCSB 0E6 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0E6 _pdbx_chem_comp_synonyms.name "benzyloxycarbonyl-Arg-Ser(O-Bzl) chloromethylketone" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##