data_0ZZ # _chem_comp.id 0ZZ _chem_comp.name "5-S-benzyl-3-({N-[(5-bromo-2-methoxyphenyl)acetyl]-L-valyl}amino)-2,3-dideoxy-5-thio-D-erythro-pentonic acid" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H33 Br N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-08-15 _chem_comp.pdbx_modified_date 2011-07-13 _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 581.519 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0ZZ _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 1RHQ _chem_comp.pdbx_subcomponent_list "IRA VAL RH0" _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 0ZZ C2 C2 C 0 1 Y N N 58.022 -15.667 84.206 -5.775 1.675 0.043 C2 IRA 1 0ZZ C3 C3 C 0 1 Y N N 59.127 -15.787 83.349 -6.978 1.732 0.732 C3 IRA 2 0ZZ C4 C4 C 0 1 Y N N 60.414 -15.906 83.848 -7.808 0.628 0.764 C4 IRA 3 0ZZ C5 C5 C 0 1 Y N N 60.654 -15.916 85.223 -7.440 -0.534 0.111 C5 IRA 4 0ZZ C6 C6 C 0 1 Y N N 59.553 -15.816 86.093 -6.241 -0.594 -0.577 C6 IRA 5 0ZZ O1 O1 O 0 1 N N N 56.712 -15.407 83.656 -4.957 2.760 0.010 O1 IRA 6 0ZZ C7 C7 C 0 1 N N N 55.629 -16.381 83.771 -5.398 3.926 0.707 C7 IRA 7 0ZZ BR1 BR1 BR 0 0 N N N 62.456 -15.948 85.909 -8.578 -2.043 0.157 BR1 IRA 8 0ZZ C1 C1 C 0 1 Y N N 58.242 -15.694 85.597 -5.406 0.506 -0.608 C1 IRA 9 0ZZ C C C 0 1 N N N 56.785 -14.111 86.966 -2.990 0.088 -0.402 C IRA 10 0ZZ O O O 0 1 N N N 57.513 -13.570 87.783 -3.235 -0.093 0.772 O IRA 11 0ZZ CH3 CH3 C 0 1 N N N 57.062 -15.547 86.541 -4.101 0.441 -1.358 CH3 IRA 12 0ZZ N N N 0 1 N N N 55.733 -13.496 86.420 -1.725 -0.027 -0.852 N VAL 13 0ZZ CA CA C 0 1 N N S 55.379 -12.104 86.728 -0.645 -0.370 0.077 CA VAL 14 0ZZ C8 C8 C 0 1 N N N 54.050 -11.902 87.479 0.664 0.143 -0.464 C VAL 15 0ZZ O2 O2 O 0 1 N N N 53.191 -12.792 87.509 0.765 0.430 -1.638 O VAL 16 0ZZ CB CB C 0 1 N N N 55.279 -11.275 85.438 -0.572 -1.890 0.234 CB VAL 17 0ZZ CG1 CG1 C 0 1 N N N 56.612 -11.207 84.754 -1.846 -2.395 0.915 CG1 VAL 18 0ZZ CG2 CG2 C 0 1 N N N 54.241 -11.890 84.522 -0.439 -2.540 -1.145 CG2 VAL 19 0ZZ N1 N1 N 0 1 N N N 53.891 -10.716 88.072 1.724 0.282 0.357 N RH0 20 0ZZ CA1 CA1 C 0 1 N N S 52.669 -10.355 88.791 2.976 0.847 -0.152 CA RH0 21 0ZZ C9 C9 C 0 1 N N S 51.841 -9.331 87.978 4.157 0.036 0.384 C RH0 22 0ZZ O3 O3 O 0 1 N N N 50.751 -8.875 88.802 4.228 0.179 1.804 O RH0 23 0ZZ CB1 CB1 C 0 1 N N N 53.013 -9.780 90.161 3.104 2.301 0.309 CB RH0 24 0ZZ CG CG C 0 1 N N N 53.213 -10.849 91.195 2.013 3.126 -0.322 CG RH0 25 0ZZ OD1 OD1 O 0 1 N N N 52.266 -11.152 91.933 1.299 2.639 -1.167 OD1 RH0 26 0ZZ OD2 OD2 O 0 1 N N N 54.314 -11.400 91.266 1.833 4.402 0.054 OD2 RH0 27 0ZZ C11 C11 C 0 1 N N N 51.242 -10.060 86.763 5.455 0.548 -0.245 C1 RH0 28 0ZZ S2 S2 S 0 1 N N N 50.466 -8.944 85.597 6.836 -0.506 0.276 S2 RH0 29 0ZZ C31 C31 C 0 1 N N N 49.122 -8.310 86.567 8.261 0.247 -0.557 C3 RH0 30 0ZZ C41 C41 C 0 1 Y N N 47.941 -7.918 85.725 9.508 -0.529 -0.219 C4 RH0 31 0ZZ C51 C51 C 0 1 Y N N 46.817 -7.347 86.314 9.898 -1.591 -1.013 C5 RH0 32 0ZZ C61 C61 C 0 1 Y N N 45.724 -6.941 85.541 11.042 -2.302 -0.703 C6 RH0 33 0ZZ C71 C71 C 0 1 Y N N 45.759 -7.114 84.160 11.796 -1.951 0.401 C7 RH0 34 0ZZ C81 C81 C 0 1 Y N N 46.873 -7.687 83.567 11.406 -0.888 1.195 C8 RH0 35 0ZZ C91 C91 C 0 1 Y N N 47.955 -8.087 84.341 10.265 -0.174 0.882 C9 RH0 36 0ZZ H3 H3 H 0 1 N N N 58.971 -15.787 82.280 -7.265 2.640 1.243 H3 IRA 37 0ZZ H4 H4 H 0 1 N N N 61.244 -15.992 83.163 -8.744 0.673 1.301 H4 IRA 38 0ZZ H6 H6 H 0 1 N N N 59.717 -15.833 87.160 -5.956 -1.502 -1.086 H6 IRA 39 0ZZ H71 H71 H 0 1 N N N 54.725 -15.984 83.287 -4.654 4.716 0.601 H71 IRA 40 0ZZ H72 H72 H 0 1 N N N 55.926 -17.319 83.279 -6.347 4.262 0.289 H72 IRA 41 0ZZ H73 H73 H 0 1 N N N 55.421 -16.574 84.834 -5.530 3.690 1.763 H73 IRA 42 0ZZ H1 H1 H 0 1 N N N 56.167 -15.928 86.028 -4.166 -0.320 -2.136 H1 IRA 43 0ZZ H2 H2 H 0 1 N N N 57.276 -16.134 87.446 -3.894 1.409 -1.813 H2 IRA 44 0ZZ H H H 0 1 N N N 55.163 -14.004 85.775 -1.529 0.117 -1.791 H VAL 45 0ZZ HA HA H 0 1 N N N 56.192 -11.776 87.392 -0.842 0.086 1.047 HA VAL 46 0ZZ HB HB H 0 1 N N N 54.973 -10.249 85.690 0.294 -2.151 0.844 HB VAL 47 0ZZ HG11 HG11 H 0 0 N N N 56.523 -10.611 83.834 -2.698 -2.234 0.255 HG11 VAL 48 0ZZ HG12 HG12 H 0 0 N N N 57.345 -10.736 85.426 -1.747 -3.459 1.128 HG12 VAL 49 0ZZ HG13 HG13 H 0 0 N N N 56.946 -12.224 84.501 -2.000 -1.850 1.847 HG13 VAL 50 0ZZ HG21 HG21 H 0 0 N N N 54.169 -11.297 83.598 0.468 -2.181 -1.630 HG21 VAL 51 0ZZ HG22 HG22 H 0 0 N N N 54.536 -12.920 84.274 -0.387 -3.623 -1.032 HG22 VAL 52 0ZZ HG23 HG23 H 0 0 N N N 53.265 -11.899 85.029 -1.304 -2.279 -1.754 HG23 VAL 53 0ZZ H5 H5 H 0 1 N N N 54.635 -10.050 88.023 1.658 0.008 1.285 H RH0 54 0ZZ HA1 HA1 H 0 1 N N N 52.065 -11.264 88.927 2.975 0.811 -1.241 HA RH0 55 0ZZ HB2 HB2 H 0 1 N N N 53.944 -9.201 90.073 3.013 2.347 1.395 HB2 RH0 56 0ZZ HB3 HB3 H 0 1 N N N 52.186 -9.131 90.485 4.076 2.693 0.009 HB3 RH0 57 0ZZ HD2 HD2 H 0 1 N N N 54.296 -12.058 91.951 1.121 4.891 -0.380 HD2 RH0 58 0ZZ H11 H11 H 0 1 N N N 52.052 -10.594 86.245 5.367 0.522 -1.331 H11 RH0 59 0ZZ H12 H12 H 0 1 N N N 50.482 -10.768 87.124 5.637 1.572 0.080 H12 RH0 60 0ZZ H31 H31 H 0 1 N N N 48.803 -9.091 87.273 8.103 0.228 -1.636 H31 RH0 61 0ZZ H32 H32 H 0 1 N N N 49.473 -7.421 87.111 8.373 1.278 -0.225 H32 RH0 62 0ZZ H51 H51 H 0 1 N N N 46.788 -7.215 87.386 9.309 -1.865 -1.876 H5 RH0 63 0ZZ H61 H61 H 0 1 N N N 44.860 -6.497 86.012 11.347 -3.132 -1.323 H6 RH0 64 0ZZ H7 H7 H 0 1 N N N 44.921 -6.803 83.553 12.690 -2.507 0.644 H7 RH0 65 0ZZ H8 H8 H 0 1 N N N 46.900 -7.823 82.496 11.995 -0.614 2.058 H8 RH0 66 0ZZ H9 H9 H 0 1 N N N 48.816 -8.534 83.866 9.962 0.659 1.500 H9 RH0 67 0ZZ H80 H80 H 0 1 N N N 52.471 -8.487 87.661 4.021 -1.015 0.132 H80 H80 68 0ZZ H81 H81 H 0 1 N N N 50.230 -8.244 88.319 4.349 1.091 2.102 H81 H81 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 0ZZ C2 C3 DOUB Y N 1 0ZZ C2 O1 SING N N 2 0ZZ C2 C1 SING Y N 3 0ZZ C3 C4 SING Y N 4 0ZZ C3 H3 SING N N 5 0ZZ C4 C5 DOUB Y N 6 0ZZ C4 H4 SING N N 7 0ZZ C5 C6 SING Y N 8 0ZZ C5 BR1 SING N N 9 0ZZ C6 C1 DOUB Y N 10 0ZZ C6 H6 SING N N 11 0ZZ O1 C7 SING N N 12 0ZZ C7 H71 SING N N 13 0ZZ C7 H72 SING N N 14 0ZZ C7 H73 SING N N 15 0ZZ C1 CH3 SING N N 16 0ZZ C O DOUB N N 17 0ZZ C CH3 SING N N 18 0ZZ C N SING N N 19 0ZZ CH3 H1 SING N N 20 0ZZ CH3 H2 SING N N 21 0ZZ N CA SING N N 22 0ZZ N H SING N N 23 0ZZ CA C8 SING N N 24 0ZZ CA CB SING N N 25 0ZZ CA HA SING N N 26 0ZZ C8 O2 DOUB N N 27 0ZZ C8 N1 SING N N 28 0ZZ CB CG1 SING N N 29 0ZZ CB CG2 SING N N 30 0ZZ CB HB SING N N 31 0ZZ CG1 HG11 SING N N 32 0ZZ CG1 HG12 SING N N 33 0ZZ CG1 HG13 SING N N 34 0ZZ CG2 HG21 SING N N 35 0ZZ CG2 HG22 SING N N 36 0ZZ CG2 HG23 SING N N 37 0ZZ N1 CA1 SING N N 38 0ZZ N1 H5 SING N N 39 0ZZ CA1 C9 SING N N 40 0ZZ CA1 CB1 SING N N 41 0ZZ CA1 HA1 SING N N 42 0ZZ C9 O3 SING N N 43 0ZZ C9 C11 SING N N 44 0ZZ CB1 CG SING N N 45 0ZZ CB1 HB2 SING N N 46 0ZZ CB1 HB3 SING N N 47 0ZZ CG OD1 DOUB N N 48 0ZZ CG OD2 SING N N 49 0ZZ OD2 HD2 SING N N 50 0ZZ C11 S2 SING N N 51 0ZZ C11 H11 SING N N 52 0ZZ C11 H12 SING N N 53 0ZZ S2 C31 SING N N 54 0ZZ C31 C41 SING N N 55 0ZZ C31 H31 SING N N 56 0ZZ C31 H32 SING N N 57 0ZZ C41 C51 DOUB Y N 58 0ZZ C41 C91 SING Y N 59 0ZZ C51 C61 SING Y N 60 0ZZ C51 H51 SING N N 61 0ZZ C61 C71 DOUB Y N 62 0ZZ C61 H61 SING N N 63 0ZZ C71 C81 SING Y N 64 0ZZ C71 H7 SING N N 65 0ZZ C81 C91 DOUB Y N 66 0ZZ C81 H8 SING N N 67 0ZZ C91 H9 SING N N 68 0ZZ C9 H80 SING N N 69 0ZZ O3 H81 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 0ZZ SMILES ACDLabs 12.01 "Brc1cc(c(OC)cc1)CC(=O)NC(C(=O)NC(CC(=O)O)C(O)CSCc2ccccc2)C(C)C" 0ZZ SMILES_CANONICAL CACTVS 3.370 "COc1ccc(Br)cc1CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)[C@H](O)CSCc2ccccc2" 0ZZ SMILES CACTVS 3.370 "COc1ccc(Br)cc1CC(=O)N[CH](C(C)C)C(=O)N[CH](CC(O)=O)[CH](O)CSCc2ccccc2" 0ZZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)[C@@H](C(=O)N[C@@H](CC(=O)O)[C@@H](CSCc1ccccc1)O)NC(=O)Cc2cc(ccc2OC)Br" 0ZZ SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)C(C(=O)NC(CC(=O)O)C(CSCc1ccccc1)O)NC(=O)Cc2cc(ccc2OC)Br" 0ZZ InChI InChI 1.03 "InChI=1S/C26H33BrN2O6S/c1-16(2)25(29-23(31)12-18-11-19(27)9-10-22(18)35-3)26(34)28-20(13-24(32)33)21(30)15-36-14-17-7-5-4-6-8-17/h4-11,16,20-21,25,30H,12-15H2,1-3H3,(H,28,34)(H,29,31)(H,32,33)/t20-,21+,25-/m0/s1" 0ZZ InChIKey InChI 1.03 IQHLJYZLDAEITK-BKSPAHHJSA-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 0ZZ "SYSTEMATIC NAME" ACDLabs 12.01 "5-S-benzyl-3-({N-[(5-bromo-2-methoxyphenyl)acetyl]-L-valyl}amino)-2,3-dideoxy-5-thio-D-erythro-pentonic acid" 0ZZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(3S,4S)-5-benzylsulfanyl-3-[[(2S)-2-[2-(5-bromo-2-methoxy-phenyl)ethanoylamino]-3-methyl-butanoyl]amino]-4-hydroxy-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 0ZZ "Create component" 2008-08-15 RCSB 0ZZ "Other modification" 2010-10-09 RCSB 0ZZ "Modify aromatic_flag" 2011-06-04 RCSB 0ZZ "Modify descriptor" 2011-06-04 RCSB #