data_OIR # _chem_comp.id OIR _chem_comp.name "N-(3-PHENYL-2-SULFANYLPROPANOYL)PHENYLALANYLALANINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-11-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 400.491 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OIR _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1R1J _chem_comp.pdbx_subcomponent_list ? _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 OIR O19 O19 O 0 1 N N N 30.852 42.722 31.325 0.452 -0.700 1.504 O19 OIR 1 OIR C18 C18 C 0 1 N N N 29.684 43.069 31.277 0.775 -0.358 0.386 C18 OIR 2 OIR C20 C20 C 0 1 N N R 28.821 42.520 30.190 2.176 -0.619 -0.106 C20 OIR 3 OIR C21 C21 C 0 1 N N N 27.349 42.503 30.575 3.145 -0.597 1.079 C21 OIR 4 OIR C23 C23 C 0 1 Y N N 26.981 41.075 30.905 4.558 -0.735 0.574 C23 OIR 5 OIR C24 C24 C 0 1 Y N N 25.765 40.780 31.507 5.290 0.392 0.252 C24 OIR 6 OIR C25 C25 C 0 1 Y N N 25.443 39.464 31.813 6.586 0.266 -0.211 C25 OIR 7 OIR C26 C26 C 0 1 Y N N 26.336 38.440 31.515 7.151 -0.988 -0.351 C26 OIR 8 OIR C27 C27 C 0 1 Y N N 27.550 38.735 30.911 6.419 -2.116 -0.029 C27 OIR 9 OIR C28 C28 C 0 1 Y N N 27.873 40.053 30.608 5.124 -1.989 0.438 C28 OIR 10 OIR S26 S26 S 0 1 N N N 29.104 43.579 28.762 2.242 -2.243 -0.911 S26 OIR 11 OIR N9 N9 N 0 1 N N N 29.175 43.941 32.137 -0.117 0.254 -0.416 N9 OIR 12 OIR C2 C2 C 0 1 N N S 30.114 44.386 33.158 -1.479 0.508 0.062 C2 OIR 13 OIR C11 C11 C 0 1 N N N 30.343 43.305 34.183 -2.328 -0.716 -0.169 C11 OIR 14 OIR O12 O12 O 0 1 N N N 31.478 43.015 34.498 -1.844 -1.702 -0.682 O12 OIR 15 OIR N13 N13 N 0 1 N N N 29.279 42.699 34.691 -3.626 -0.714 0.195 N13 OIR 16 OIR C14 C14 C 0 1 N N S 29.392 41.793 35.825 -4.451 -1.903 -0.029 C14 OIR 17 OIR C15 C15 C 0 1 N N N 28.464 40.623 35.667 -5.899 -1.497 -0.133 C15 OIR 18 OIR O16 O16 O 0 1 N N N 27.503 40.732 34.924 -6.844 -2.428 -0.339 O16 OIR 19 OIR O17 O17 O 0 1 N N N 28.662 39.570 36.262 -6.209 -0.334 -0.030 O17 OIR 20 OIR C19 C19 C 0 1 N N N 29.057 42.540 37.114 -4.276 -2.873 1.141 C19 OIR 21 OIR C1 C1 C 0 1 N N N 29.613 45.673 33.811 -2.075 1.693 -0.700 C1 OIR 22 OIR C3 C3 C 0 1 Y N N 30.788 46.213 34.597 -1.298 2.942 -0.372 C3 OIR 23 OIR C4 C4 C 0 1 Y N N 30.710 46.379 35.977 -0.204 3.297 -1.139 C4 OIR 24 OIR C5 C5 C 0 1 Y N N 31.803 46.866 36.687 0.509 4.443 -0.838 C5 OIR 25 OIR C6 C6 C 0 1 Y N N 32.982 47.177 36.020 0.126 5.234 0.229 C6 OIR 26 OIR C7 C7 C 0 1 Y N N 33.062 47.007 34.647 -0.968 4.880 0.995 C7 OIR 27 OIR C8 C8 C 0 1 Y N N 31.970 46.527 33.936 -1.683 3.737 0.692 C8 OIR 28 OIR H20 H20 H 0 1 N N N 29.082 41.457 29.978 2.459 0.153 -0.821 H20 OIR 29 OIR H211 1H21 H 0 0 N N N 26.691 42.952 29.795 3.041 0.346 1.616 H211 OIR 30 OIR H212 2H21 H 0 0 N N N 27.107 43.215 31.398 2.916 -1.425 1.750 H212 OIR 31 OIR H24 H24 H 0 1 N N N 25.055 41.591 31.742 4.849 1.372 0.362 H24 OIR 32 OIR H25 H25 H 0 1 N N N 24.477 39.232 32.293 7.158 1.147 -0.463 H25 OIR 33 OIR H1 H1 H 0 1 N N N 26.082 37.395 31.758 8.163 -1.087 -0.714 H1 OIR 34 OIR H27 H27 H 0 1 N N N 28.257 37.923 30.672 6.860 -3.096 -0.139 H27 OIR 35 OIR H28 H28 H 0 1 N N N 28.839 40.288 30.131 4.552 -2.870 0.690 H28 OIR 36 OIR H26 H26 H 0 1 N N N 28.555 43.230 28.070 1.868 -3.028 0.116 H26 OIR 37 OIR HN9 HN9 H 0 1 N N N 28.202 44.228 32.029 0.141 0.528 -1.310 HN9 OIR 38 OIR H2 H2 H 0 1 N N N 31.094 44.601 32.672 -1.453 0.736 1.128 H2 OIR 39 OIR H13 H13 H 0 1 N N N 28.400 42.923 34.224 -4.013 0.075 0.606 H13 OIR 40 OIR H14 H14 H 0 1 N N N 30.439 41.413 35.871 -4.143 -2.390 -0.954 H14 OIR 41 OIR H16 H16 H 0 1 N N N 26.916 39.992 34.824 -7.773 -2.168 -0.406 H16 OIR 42 OIR H191 1H19 H 0 0 N N N 28.058 43.032 37.067 -4.585 -2.386 2.066 H191 OIR 43 OIR H192 2H19 H 0 0 N N N 29.144 41.846 37.983 -4.891 -3.758 0.974 H192 OIR 44 OIR H193 3H19 H 0 0 N N N 29.680 43.455 37.244 -3.229 -3.167 1.216 H193 OIR 45 OIR H11 1H1 H 0 1 N N N 28.691 45.536 34.422 -2.019 1.501 -1.771 H11 OIR 46 OIR H12 2H1 H 0 1 N N N 29.184 46.405 33.087 -3.116 1.826 -0.408 H12 OIR 47 OIR H4 H4 H 0 1 N N N 29.779 46.124 36.510 0.095 2.679 -1.972 H4 OIR 48 OIR H5 H5 H 0 1 N N N 31.735 47.006 37.779 1.364 4.720 -1.436 H5 OIR 49 OIR H6 H6 H 0 1 N N N 33.853 47.558 36.579 0.683 6.129 0.464 H6 OIR 50 OIR H7 H7 H 0 1 N N N 33.998 47.255 34.118 -1.267 5.498 1.829 H7 OIR 51 OIR H8 H8 H 0 1 N N N 32.042 46.395 32.843 -2.539 3.460 1.290 H8 OIR 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 OIR O19 C18 DOUB N N 1 OIR C18 C20 SING N N 2 OIR C18 N9 SING N N 3 OIR C20 C21 SING N N 4 OIR C20 S26 SING N N 5 OIR C20 H20 SING N N 6 OIR C21 C23 SING N N 7 OIR C21 H211 SING N N 8 OIR C21 H212 SING N N 9 OIR C23 C24 DOUB Y N 10 OIR C23 C28 SING Y N 11 OIR C24 C25 SING Y N 12 OIR C24 H24 SING N N 13 OIR C25 C26 DOUB Y N 14 OIR C25 H25 SING N N 15 OIR C26 C27 SING Y N 16 OIR C26 H1 SING N N 17 OIR C27 C28 DOUB Y N 18 OIR C27 H27 SING N N 19 OIR C28 H28 SING N N 20 OIR S26 H26 SING N N 21 OIR N9 C2 SING N N 22 OIR N9 HN9 SING N N 23 OIR C2 C11 SING N N 24 OIR C2 C1 SING N N 25 OIR C2 H2 SING N N 26 OIR C11 O12 DOUB N N 27 OIR C11 N13 SING N N 28 OIR N13 C14 SING N N 29 OIR N13 H13 SING N N 30 OIR C14 C15 SING N N 31 OIR C14 C19 SING N N 32 OIR C14 H14 SING N N 33 OIR C15 O16 SING N N 34 OIR C15 O17 DOUB N N 35 OIR O16 H16 SING N N 36 OIR C19 H191 SING N N 37 OIR C19 H192 SING N N 38 OIR C19 H193 SING N N 39 OIR C1 C3 SING N N 40 OIR C1 H11 SING N N 41 OIR C1 H12 SING N N 42 OIR C3 C4 DOUB Y N 43 OIR C3 C8 SING Y N 44 OIR C4 C5 SING Y N 45 OIR C4 H4 SING N N 46 OIR C5 C6 DOUB Y N 47 OIR C5 H5 SING N N 48 OIR C6 C7 SING Y N 49 OIR C6 H6 SING N N 50 OIR C7 C8 DOUB Y N 51 OIR C7 H7 SING N N 52 OIR C8 H8 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 OIR SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)C(NC(=O)C(S)Cc1ccccc1)Cc2ccccc2)C" OIR SMILES_CANONICAL CACTVS 3.341 "C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](S)Cc2ccccc2)C(O)=O" OIR SMILES CACTVS 3.341 "C[CH](NC(=O)[CH](Cc1ccccc1)NC(=O)[CH](S)Cc2ccccc2)C(O)=O" OIR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](Cc2ccccc2)S" OIR SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)O)NC(=O)C(Cc1ccccc1)NC(=O)C(Cc2ccccc2)S" OIR InChI InChI 1.03 "InChI=1S/C21H24N2O4S/c1-14(21(26)27)22-19(24)17(12-15-8-4-2-5-9-15)23-20(25)18(28)13-16-10-6-3-7-11-16/h2-11,14,17-18,28H,12-13H2,1H3,(H,22,24)(H,23,25)(H,26,27)/t14-,17-,18+/m0/s1" OIR InChIKey InChI 1.03 CNILVMARPONFBX-JCGIZDLHSA-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 OIR "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(2R)-3-phenyl-2-sulfanylpropanoyl]-L-phenylalanyl-L-alanine" OIR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2S)-3-phenyl-2-[[(2R)-3-phenyl-2-sulfanyl-propanoyl]amino]propanoyl]amino]propanoic 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 OIR "Create component" 2003-11-07 RCSB OIR "Modify descriptor" 2011-06-04 RCSB #