data_56O # _chem_comp.id 56O _chem_comp.name "N-[(2R)-2-{[3-(3'-chlorobiphenyl-4-yl)-1,2-oxazol-5-yl]methyl}-4-(hydroxyamino)-4-oxobutanoyl]-L-alpha-glutamyl-L-alpha-glutamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H32 Cl N5 O10" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-05 _chem_comp.pdbx_modified_date 2016-08-12 _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 658.056 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 56O _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 5D2B _chem_comp.pdbx_subcomponent_list ? _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 56O C4 C1 C 0 1 Y N N 2.261 22.168 7.381 -7.227 2.385 0.101 C4 56O 1 56O C5 C2 C 0 1 Y N N 3.584 22.401 7.022 -5.921 2.624 0.470 C5 56O 2 56O C8 C3 C 0 1 Y N N 5.818 24.084 4.445 -2.603 0.849 1.214 C8 56O 3 56O C2 C4 C 0 1 Y N N 1.543 23.562 5.572 -6.773 0.014 0.030 C2 56O 4 56O C6 C5 C 0 1 Y N N 3.890 23.215 5.934 -5.033 1.560 0.621 C6 56O 5 56O O44 O1 O 0 1 N N N 10.541 28.804 12.250 10.557 3.013 1.227 O44 56O 6 56O C42 C6 C 0 1 N N N 10.248 29.768 11.511 10.311 2.063 0.312 C42 56O 7 56O O43 O2 O 0 1 N N N 10.492 30.957 11.812 11.206 1.347 -0.072 O43 56O 8 56O C41 C7 C 0 1 N N N 9.574 29.483 10.191 8.919 1.890 -0.239 C41 56O 9 56O C40 C8 C 0 1 N N N 8.450 30.463 9.891 8.912 0.749 -1.258 C40 56O 10 56O C29 C9 C 0 1 N N S 7.595 29.997 8.718 7.498 0.573 -1.817 C29 56O 11 56O C37 C10 C 0 1 N N N 6.499 31.005 8.524 7.515 -0.467 -2.907 C37 56O 12 56O N39 N1 N 0 1 N N N 6.778 32.047 7.743 8.278 -0.282 -4.003 N39 56O 13 56O O38 O3 O 0 1 N N N 5.422 30.854 9.074 6.842 -1.470 -2.799 O38 56O 14 56O N28 N2 N 0 1 N N N 8.378 29.805 7.501 6.599 0.141 -0.744 N28 56O 15 56O C27 C11 C 0 1 N N N 7.807 29.285 6.415 5.278 0.395 -0.829 C27 56O 16 56O O36 O4 O 0 1 N N N 6.629 28.974 6.389 4.834 0.981 -1.793 O36 56O 17 56O C26 C12 C 0 1 N N S 8.673 29.138 5.181 4.353 -0.049 0.275 C26 56O 18 56O C31 C13 C 0 1 N N N 8.736 30.488 4.484 4.428 -1.570 0.422 C31 56O 19 56O C32 C14 C 0 1 N N N 9.556 30.409 3.202 3.586 -2.009 1.622 C32 56O 20 56O C33 C15 C 0 1 N N N 9.321 31.606 2.312 3.660 -3.507 1.766 C33 56O 21 56O O35 O5 O 0 1 N N N 10.028 32.622 2.483 2.994 -4.120 2.758 O35 56O 22 56O O34 O6 O 0 1 N N N 8.424 31.542 1.444 4.319 -4.157 0.990 O34 56O 23 56O N25 N3 N 0 1 N N N 8.210 28.141 4.230 2.980 0.342 -0.052 N25 56O 24 56O C20 C16 C 0 1 N N N 8.723 26.917 4.233 2.078 0.522 0.934 C20 56O 25 56O O30 O7 O 0 1 N N N 9.608 26.560 5.001 2.403 0.360 2.091 O30 56O 26 56O C19 C17 C 0 1 N N R 8.205 25.987 3.186 0.665 0.925 0.598 C19 56O 27 56O C21 C18 C 0 1 N N N 9.158 26.103 2.001 0.029 -0.142 -0.295 C21 56O 28 56O C22 C19 C 0 1 N N N 8.791 25.200 0.850 0.046 -1.469 0.418 C22 56O 29 56O N24 N4 N 0 1 N N N 9.474 24.070 0.778 -0.413 -2.574 -0.202 N24 56O 30 56O O24 O8 O 0 1 N N N 9.200 23.170 -0.246 -0.396 -3.821 0.468 O24 56O 31 56O O23 O9 O 0 1 N N N 7.903 25.471 0.054 0.474 -1.543 1.551 O23 56O 32 56O C71 C20 C 0 1 N N N 8.260 24.555 3.688 -0.147 1.062 1.887 C71 56O 33 56O C9 C21 C 0 1 Y N N 7.154 24.078 4.565 -1.523 1.583 1.562 C9 56O 34 56O O10 O10 O 0 1 Y N N 7.515 23.441 5.714 -1.913 2.866 1.561 O10 56O 35 56O N11 N5 N 0 1 Y N N 6.310 23.057 6.351 -3.078 2.982 1.259 N11 56O 36 56O C7 C22 C 0 1 Y N N 5.316 23.448 5.583 -3.627 1.817 1.018 C7 56O 37 56O C1 C23 C 0 1 Y N N 2.860 23.798 5.205 -5.467 0.253 0.399 C1 56O 38 56O C3 C24 C 0 1 Y N N 1.225 22.751 6.654 -7.662 1.078 -0.116 C3 56O 39 56O C12 C25 C 0 1 Y N N -0.203 22.524 6.999 -9.067 0.821 -0.514 C12 56O 40 56O C17 C26 C 0 1 Y N N -1.117 23.572 6.946 -9.504 -0.484 -0.735 C17 56O 41 56O C13 C27 C 0 1 Y N N -0.625 21.247 7.355 -9.958 1.883 -0.661 C13 56O 42 56O C14 C28 C 0 1 Y N N -1.958 21.013 7.673 -11.265 1.639 -1.031 C14 56O 43 56O C15 C29 C 0 1 Y N N -2.866 22.062 7.627 -11.693 0.342 -1.255 C15 56O 44 56O C16 C30 C 0 1 Y N N -2.450 23.335 7.265 -10.814 -0.717 -1.105 C16 56O 45 56O CL CL1 CL 0 0 N N N -3.623 24.614 7.221 -11.360 -2.342 -1.383 CL18 56O 46 56O H1 H1 H 0 1 N N N 2.036 21.534 8.225 -7.914 3.210 -0.016 H1 56O 47 56O H2 H2 H 0 1 N N N 4.381 21.947 7.592 -5.585 3.636 0.641 H2 56O 48 56O H3 H3 H 0 1 N N N 5.244 24.499 3.630 -2.671 -0.224 1.105 H3 56O 49 56O H4 H4 H 0 1 N N N 0.747 24.019 5.003 -7.108 -0.998 -0.146 H4 56O 50 56O H5 H5 H 0 1 N N N 10.960 29.126 13.039 11.466 3.086 1.551 H5 56O 51 56O H6 H6 H 0 1 N N N 9.157 28.465 10.219 8.233 1.656 0.575 H6 56O 52 56O H7 H7 H 0 1 N N N 10.324 29.550 9.389 8.603 2.813 -0.725 H7 56O 53 56O H8 H8 H 0 1 N N N 8.887 31.443 9.647 9.598 0.984 -2.072 H8 56O 54 56O H9 H9 H 0 1 N N N 7.812 30.558 10.782 9.227 -0.174 -0.771 H9 56O 55 56O H10 H10 H 0 1 N N N 7.134 29.038 8.996 7.148 1.521 -2.224 H10 56O 56 56O H11 H11 H 0 1 N N N 6.087 32.753 7.585 8.816 0.520 -4.089 H11 56O 57 56O H12 H12 H 0 1 N N N 7.678 32.124 7.315 8.289 -0.951 -4.705 H12 56O 58 56O H13 H13 H 0 1 N N N 9.344 30.064 7.482 6.954 -0.328 0.027 H13 56O 59 56O H14 H14 H 0 1 N N N 9.690 28.875 5.506 4.652 0.421 1.212 H14 56O 60 56O H15 H15 H 0 1 N N N 9.199 31.220 5.162 4.045 -2.042 -0.483 H15 56O 61 56O H16 H16 H 0 1 N N N 7.714 30.812 4.237 5.465 -1.870 0.577 H16 56O 62 56O H17 H17 H 0 1 N N N 9.274 29.497 2.655 3.969 -1.537 2.526 H17 56O 63 56O H18 H18 H 0 1 N N N 10.623 30.364 3.464 2.549 -1.710 1.467 H18 56O 64 56O H19 H19 H 0 1 N N N 9.770 33.296 1.865 3.072 -5.082 2.810 H19 56O 65 56O H20 H20 H 0 1 N N N 7.499 28.379 3.568 2.719 0.472 -0.977 H20 56O 66 56O H21 H21 H 0 1 N N N 7.181 26.256 2.888 0.675 1.880 0.072 H21 56O 67 56O H22 H22 H 0 1 N N N 10.171 25.842 2.341 -1.001 0.138 -0.518 H22 56O 68 56O H23 H23 H 0 1 N N N 9.148 27.144 1.645 0.593 -0.221 -1.224 H23 56O 69 56O H24 H24 H 0 1 N N N 10.181 23.864 1.454 -0.754 -2.515 -1.108 H24 56O 70 56O H25 H25 H 0 1 N N N 8.500 23.512 -0.790 -0.745 -4.554 -0.057 H25 56O 71 56O H26 H26 H 0 1 N N N 8.283 23.900 2.805 -0.232 0.087 2.368 H26 56O 72 56O H27 H27 H 0 1 N N N 9.197 24.442 4.253 0.355 1.756 2.561 H27 56O 73 56O H28 H28 H 0 1 N N N 3.083 24.430 4.359 -4.779 -0.571 0.513 H28 56O 74 56O H29 H29 H 0 1 N N N -0.794 24.562 6.659 -8.819 -1.310 -0.619 H29 56O 75 56O H30 H30 H 0 1 N N N 0.086 20.434 7.384 -9.626 2.896 -0.485 H30 56O 76 56O H31 H31 H 0 1 N N N -2.285 20.023 7.954 -11.956 2.461 -1.145 H31 56O 77 56O H32 H32 H 0 1 N N N -3.902 21.886 7.874 -12.716 0.156 -1.543 H32 56O 78 # 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 56O O24 N24 SING N N 1 56O O23 C22 DOUB N N 2 56O N24 C22 SING N N 3 56O C22 C21 SING N N 4 56O O34 C33 DOUB N N 5 56O C21 C19 SING N N 6 56O C33 O35 SING N N 7 56O C33 C32 SING N N 8 56O C19 C71 SING N N 9 56O C19 C20 SING N N 10 56O C32 C31 SING N N 11 56O C71 C9 SING N N 12 56O N25 C20 SING N N 13 56O N25 C26 SING N N 14 56O C20 O30 DOUB N N 15 56O C8 C9 DOUB Y N 16 56O C8 C7 SING Y N 17 56O C31 C26 SING N N 18 56O C9 O10 SING Y N 19 56O C26 C27 SING N N 20 56O C1 C2 DOUB Y N 21 56O C1 C6 SING Y N 22 56O C2 C3 SING Y N 23 56O C7 C6 SING N N 24 56O C7 N11 DOUB Y N 25 56O O10 N11 SING Y N 26 56O C6 C5 DOUB Y N 27 56O O36 C27 DOUB N N 28 56O C27 N28 SING N N 29 56O C3 C12 SING N N 30 56O C3 C4 DOUB Y N 31 56O C17 C12 DOUB Y N 32 56O C17 C16 SING Y N 33 56O C12 C13 SING Y N 34 56O C5 C4 SING Y N 35 56O CL C16 SING N N 36 56O C16 C15 DOUB Y N 37 56O C13 C14 DOUB Y N 38 56O N28 C29 SING N N 39 56O C15 C14 SING Y N 40 56O N39 C37 SING N N 41 56O C37 C29 SING N N 42 56O C37 O38 DOUB N N 43 56O C29 C40 SING N N 44 56O C40 C41 SING N N 45 56O C41 C42 SING N N 46 56O C42 O43 DOUB N N 47 56O C42 O44 SING N N 48 56O C4 H1 SING N N 49 56O C5 H2 SING N N 50 56O C8 H3 SING N N 51 56O C2 H4 SING N N 52 56O O44 H5 SING N N 53 56O C41 H6 SING N N 54 56O C41 H7 SING N N 55 56O C40 H8 SING N N 56 56O C40 H9 SING N N 57 56O C29 H10 SING N N 58 56O N39 H11 SING N N 59 56O N39 H12 SING N N 60 56O N28 H13 SING N N 61 56O C26 H14 SING N N 62 56O C31 H15 SING N N 63 56O C31 H16 SING N N 64 56O C32 H17 SING N N 65 56O C32 H18 SING N N 66 56O O35 H19 SING N N 67 56O N25 H20 SING N N 68 56O C19 H21 SING N N 69 56O C21 H22 SING N N 70 56O C21 H23 SING N N 71 56O N24 H24 SING N N 72 56O O24 H25 SING N N 73 56O C71 H26 SING N N 74 56O C71 H27 SING N N 75 56O C1 H28 SING N N 76 56O C17 H29 SING N N 77 56O C13 H30 SING N N 78 56O C14 H31 SING N N 79 56O C15 H32 SING N N 80 # 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 56O SMILES ACDLabs 12.01 "c2cc(c1cc(CC(C(NC(C(NC(CCC(O)=O)C(=O)N)=O)CCC(O)=O)=O)CC(NO)=O)on1)ccc2c3cccc(c3)Cl" 56O InChI InChI 1.03 ;InChI=1S/C30H32ClN5O10/c31-20-3-1-2-18(12-20)16-4-6-17(7-5-16)24-15-21(46-36-24)13-19(14-25(37)35-45)29(43)34-23(9-11-27(40)41)30(44)33-22(28(32)42)8-10-26(38)39/h1-7,12,15,19,22-23,45H,8-11,13-14H2,(H2,32,42)(H,33,44)(H,34,43)(H,35,37)(H,38,39)(H,40,41)/t19-,22+,23+/m1/s1 ; 56O InChIKey InChI 1.03 VBMQORMYXJZHKU-OIBXWCBGSA-N 56O SMILES_CANONICAL CACTVS 3.385 "NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](CC(=O)NO)Cc1onc(c1)c2ccc(cc2)c3cccc(Cl)c3" 56O SMILES CACTVS 3.385 "NC(=O)[CH](CCC(O)=O)NC(=O)[CH](CCC(O)=O)NC(=O)[CH](CC(=O)NO)Cc1onc(c1)c2ccc(cc2)c3cccc(Cl)c3" 56O SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)c2ccc(cc2)c3cc(on3)C[C@H](CC(=O)NO)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N" 56O SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)c2ccc(cc2)c3cc(on3)CC(CC(=O)NO)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)O)C(=O)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 56O "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2R)-2-{[3-(3'-chlorobiphenyl-4-yl)-1,2-oxazol-5-yl]methyl}-4-(hydroxyamino)-4-oxobutanoyl]-L-alpha-glutamyl-L-alpha-glutamine" 56O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(4S)-5-azanyl-4-[[(2S)-2-[[(2R)-2-[[3-[4-(3-chlorophenyl)phenyl]-1,2-oxazol-5-yl]methyl]-4-(oxidanylamino)-4-oxidanylidene-butanoyl]amino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]-5-oxidanylidene-pentanoic 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 56O "Create component" 2015-08-05 EBI 56O "Initial release" 2016-08-17 RCSB #