data_R99 # _chem_comp.id R99 _chem_comp.name N-[3-CARBOXY-2-HYDROXY-PROPIONYL]-D-HOMOPHENYLALANYL-AMINO-2-METHYLBUTANE _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H28 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms WRR-99 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-05-03 _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 364.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R99 _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 1EWL _chem_comp.pdbx_subcomponent_list "LMR HMF LEN" _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 R99 C4 C4 C 0 1 N N N 4.304 11.783 7.160 -1.866 -1.150 1.102 C1 LMR 1 R99 O9 O9 O 0 1 N N N 4.437 11.018 6.204 -1.867 -0.442 2.086 O1A LMR 2 R99 C3 C3 C 0 1 N N S 5.478 12.023 8.066 -3.115 -1.896 0.710 C2 LMR 3 R99 O8 O8 O 0 1 N N N 5.484 13.355 8.580 -4.119 -1.701 1.708 O2 LMR 4 R99 C2 C2 C 0 1 N N N 5.596 10.948 9.170 -3.622 -1.370 -0.634 C3 LMR 5 R99 C1 C1 C 0 1 N N N 6.709 11.270 10.118 -4.799 -2.197 -1.085 C4 LMR 6 R99 O6 O6 O 0 1 N N N 7.905 11.568 9.624 -5.411 -1.916 -2.246 O4A LMR 7 R99 O7 O7 O 0 1 N N N 6.586 11.141 11.333 -5.191 -3.113 -0.402 O4B LMR 8 R99 N5 N5 N 0 1 N N N 3.096 12.355 7.463 -0.749 -1.267 0.356 N HMF 9 R99 C10 C10 C 0 1 N N R 1.881 12.124 6.650 0.463 -0.537 0.734 CA HMF 10 R99 C11 C11 C 0 1 N N N 1.128 10.997 7.274 1.671 -1.251 0.184 C HMF 11 R99 O26 O26 O 0 1 N N N -0.074 11.033 7.582 1.533 -2.269 -0.460 O HMF 12 R99 C12 C12 C 0 1 N N N 0.987 13.380 6.630 0.405 0.881 0.161 CB HMF 13 R99 C13 C13 C 0 1 N N N 1.450 14.419 5.598 -0.748 1.647 0.813 CG HMF 14 R99 C14 C14 C 0 1 Y N N 1.255 13.926 4.175 -0.807 3.043 0.249 C1 HMF 15 R99 C15 C15 C 0 1 Y N N 2.085 14.443 3.169 -1.572 3.305 -0.872 C2 HMF 16 R99 C19 C19 C 0 1 Y N N 0.266 12.990 3.814 -0.098 4.064 0.856 C6 HMF 17 R99 C16 C16 C 0 1 Y N N 1.945 14.027 1.834 -1.625 4.585 -1.389 C3 HMF 18 R99 C18 C18 C 0 1 Y N N 0.128 12.565 2.487 -0.152 5.345 0.339 C5 HMF 19 R99 C17 C17 C 0 1 Y N N 0.968 13.084 1.493 -0.913 5.605 -0.785 C4 HMF 20 R99 C25 C25 C 0 1 N N N -0.289 6.102 5.017 6.536 -1.375 -1.819 CD2 LEN 21 R99 C23 C23 C 0 1 N N N -0.174 6.801 6.358 6.573 -1.414 -0.289 CG LEN 22 R99 C24 C24 C 0 1 N N N -1.516 7.477 6.672 7.844 -0.724 0.208 CD1 LEN 23 R99 C22 C22 C 0 1 N N N 0.941 7.834 6.272 5.346 -0.689 0.269 CB LEN 24 R99 C21 C21 C 0 1 N N N 1.085 8.614 7.568 4.080 -1.452 -0.126 CA LEN 25 R99 N20 N20 N 0 1 N N N 1.833 9.834 7.262 2.905 -0.757 0.408 N LEN 26 R99 H31 H31 H 0 1 N N N 6.387 11.922 7.455 -2.891 -2.960 0.623 H2 LMR 27 R99 HO8 HO8 H 0 1 N N N 5.409 13.972 7.862 -4.369 -0.776 1.839 HO2 LMR 28 R99 H21 H21 H 0 1 N N N 5.798 9.974 8.700 -3.930 -0.331 -0.525 H3 LMR 29 R99 H22 H22 H 0 1 N N N 4.650 10.906 9.730 -2.826 -1.438 -1.375 H3A LMR 30 R99 HO6 HO6 H 0 1 N N N 8.532 11.642 10.334 -6.161 -2.474 -2.494 H5 LMR 31 R99 HN5 HN5 H 0 1 N N N 3.033 12.951 8.264 -0.749 -1.834 -0.431 H HMF 32 R99 H101 H101 H 0 0 N N N 2.167 11.890 5.614 0.534 -0.487 1.821 HA HMF 33 R99 H121 H121 H 0 0 N N N -0.039 13.073 6.378 1.344 1.395 0.366 HB2 HMF 34 R99 H122 H122 H 0 0 N N N 1.016 13.843 7.627 0.245 0.831 -0.916 HB3 HMF 35 R99 H131 H131 H 0 0 N N N 0.863 15.339 5.736 -1.688 1.133 0.608 HG2 HMF 36 R99 H132 H132 H 0 0 N N N 2.519 14.622 5.757 -0.589 1.696 1.890 HG3 HMF 37 R99 H151 H151 H 0 0 N N N 2.842 15.170 3.424 -2.128 2.508 -1.344 HC2 HMF 38 R99 H191 H191 H 0 0 N N N -0.395 12.595 4.571 0.496 3.860 1.734 H6 HMF 39 R99 H161 H161 H 0 0 N N N 2.591 14.435 1.071 -2.223 4.789 -2.265 H3 HMF 40 R99 H181 H181 H 0 0 N N N -0.627 11.837 2.229 0.401 6.142 0.813 H5 HMF 41 R99 H171 H171 H 0 0 N N N 0.862 12.758 0.469 -0.954 6.605 -1.190 H4 HMF 42 R99 H251 H251 H 0 0 N N N -1.092 5.351 5.062 6.542 -0.338 -2.156 HD21 LEN 43 R99 H252 H252 H 0 0 N N N -0.522 6.842 4.237 7.410 -1.891 -2.216 HD22 LEN 44 R99 H253 H253 H 0 0 N N N 0.664 5.606 4.779 5.631 -1.867 -2.173 HD23 LEN 45 R99 H231 H231 H 0 0 N N N 0.063 6.085 7.159 6.566 -2.451 0.048 HG LEN 46 R99 H241 H241 H 0 0 N N N -2.307 6.714 6.730 7.850 0.313 -0.129 HD11 LEN 47 R99 H242 H242 H 0 0 N N N -1.444 8.004 7.635 7.870 -0.752 1.298 HD12 LEN 48 R99 H243 H243 H 0 0 N N N -1.759 8.197 5.877 8.717 -1.240 -0.189 HD13 LEN 49 R99 H221 H221 H 0 0 N N N 0.708 8.538 5.460 5.417 -0.640 1.355 HB1 LEN 50 R99 H222 H222 H 0 0 N N N 1.888 7.315 6.065 5.304 0.321 -0.139 HB2 LEN 51 R99 H211 H211 H 0 0 N N N 1.626 8.014 8.314 4.009 -1.501 -1.212 HA1 LEN 52 R99 H212 H212 H 0 0 N N N 0.093 8.868 7.971 4.122 -2.462 0.282 HA2 LEN 53 R99 H20 H20 H 0 1 N N N 2.811 9.814 7.055 3.016 0.057 0.923 HN1 LEN 54 # # 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 R99 C1 O7 DOUB N N 1 R99 C1 O6 SING N N 2 R99 C1 C2 SING N N 3 R99 O6 HO6 SING N N 4 R99 C2 C3 SING N N 5 R99 C2 H21 SING N N 6 R99 C2 H22 SING N N 7 R99 C3 O8 SING N N 8 R99 C3 C4 SING N N 9 R99 C3 H31 SING N N 10 R99 O8 HO8 SING N N 11 R99 C4 O9 DOUB N N 12 R99 C4 N5 SING N N 13 R99 N5 C10 SING N N 14 R99 N5 HN5 SING N N 15 R99 C10 C12 SING N N 16 R99 C10 C11 SING N N 17 R99 C10 H101 SING N N 18 R99 C12 C13 SING N N 19 R99 C12 H121 SING N N 20 R99 C12 H122 SING N N 21 R99 C13 C14 SING N N 22 R99 C13 H131 SING N N 23 R99 C13 H132 SING N N 24 R99 C14 C15 DOUB Y N 25 R99 C14 C19 SING Y N 26 R99 C15 C16 SING Y N 27 R99 C15 H151 SING N N 28 R99 C16 C17 DOUB Y N 29 R99 C16 H161 SING N N 30 R99 C17 C18 SING Y N 31 R99 C17 H171 SING N N 32 R99 C18 C19 DOUB Y N 33 R99 C18 H181 SING N N 34 R99 C19 H191 SING N N 35 R99 C11 N20 SING N N 36 R99 C11 O26 DOUB N N 37 R99 N20 C21 SING N N 38 R99 N20 H20 SING N N 39 R99 C21 C22 SING N N 40 R99 C21 H211 SING N N 41 R99 C21 H212 SING N N 42 R99 C22 C23 SING N N 43 R99 C22 H221 SING N N 44 R99 C22 H222 SING N N 45 R99 C23 C25 SING N N 46 R99 C23 C24 SING N N 47 R99 C23 H231 SING N N 48 R99 C25 H251 SING N N 49 R99 C25 H252 SING N N 50 R99 C25 H253 SING N N 51 R99 C24 H241 SING N N 52 R99 C24 H242 SING N N 53 R99 C24 H243 SING N N 54 # # 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 R99 SMILES ACDLabs 12.01 "O=C(O)CC(O)C(=O)NC(C(=O)NCCC(C)C)CCc1ccccc1" R99 SMILES_CANONICAL CACTVS 3.370 "CC(C)CCNC(=O)[C@@H](CCc1ccccc1)NC(=O)[C@@H](O)CC(O)=O" R99 SMILES CACTVS 3.370 "CC(C)CCNC(=O)[CH](CCc1ccccc1)NC(=O)[CH](O)CC(O)=O" R99 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)CCNC(=O)[C@@H](CCc1ccccc1)NC(=O)[C@H](CC(=O)O)O" R99 SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)CCNC(=O)C(CCc1ccccc1)NC(=O)C(CC(=O)O)O" R99 InChI InChI 1.03 "InChI=1S/C19H28N2O5/c1-13(2)10-11-20-18(25)15(9-8-14-6-4-3-5-7-14)21-19(26)16(22)12-17(23)24/h3-7,13,15-16,22H,8-12H2,1-2H3,(H,20,25)(H,21,26)(H,23,24)/t15-,16+/m1/s1" R99 InChIKey InChI 1.03 KVZMXOVSHIMGNA-CVEARBPZSA-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 R99 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-3-hydroxy-4-({(2R)-1-[(3-methylbutyl)amino]-1-oxo-4-phenylbutan-2-yl}amino)-4-oxobutanoic acid" R99 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(3S)-3-hydroxy-4-[[(2R)-1-(3-methylbutylamino)-1-oxo-4-phenyl-butan-2-yl]amino]-4-oxo-butanoic 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 R99 "Create component" 2000-05-03 RCSB R99 "Modify subcomponent list" 2011-03-23 RCSB R99 "Modify aromatic_flag" 2011-06-04 RCSB R99 "Modify descriptor" 2011-06-04 RCSB R99 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id R99 _pdbx_chem_comp_synonyms.name WRR-99 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##