data_S27 # _chem_comp.id S27 _chem_comp.name "N-[[2-METHYL-4-HYDROXYCARBAMOYL]BUT-4-YL-N]-BENZYL-P-[PHENYL]-P-[METHYL]PHOSPHINAMID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 N2 O3 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 374.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S27 _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 1B3D _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 S27 C1 C1 C 0 1 Y N N -21.978 30.314 1.813 1.228 -0.060 2.415 C1 S27 1 S27 C2 C2 C 0 1 Y N N -22.120 29.262 2.814 1.031 0.376 3.712 C2 S27 2 S27 C3 C3 C 0 1 Y N N -21.830 29.554 4.211 1.046 -0.529 4.756 C3 S27 3 S27 C4 C4 C 0 1 Y N N -21.385 30.863 4.644 1.256 -1.871 4.504 C4 S27 4 S27 C5 C5 C 0 1 Y N N -21.220 31.902 3.644 1.452 -2.309 3.207 C5 S27 5 S27 C6 C6 C 0 1 Y N N -21.512 31.627 2.244 1.433 -1.404 2.163 C6 S27 6 S27 P7 P7 P 0 1 N N R -22.644 30.141 0.094 1.209 1.127 1.045 P7 S27 7 S27 O8 O8 O 0 1 N N N -22.288 31.309 -0.726 2.595 1.541 0.732 O8 S27 8 S27 C9 C9 C 0 1 N N N -24.492 30.197 0.204 0.232 2.590 1.523 C9 S27 9 S27 N10 N10 N 0 1 N N N -22.175 28.758 -0.800 0.518 0.409 -0.310 N10 S27 10 S27 C11 C11 C 0 1 N N N -22.693 27.427 -0.362 0.824 1.280 -1.452 C11 S27 11 S27 C12 C12 C 0 1 Y N N -23.807 26.867 -1.218 1.116 0.435 -2.665 C12 S27 12 S27 C13 C13 C 0 1 Y N N -24.339 27.503 -2.403 0.120 0.188 -3.591 C13 S27 13 S27 C14 C14 C 0 1 Y N N -25.445 26.897 -3.126 0.388 -0.587 -4.704 C14 S27 14 S27 C15 C15 C 0 1 Y N N -26.011 25.646 -2.649 1.652 -1.115 -4.890 C15 S27 15 S27 C16 C16 C 0 1 Y N N -25.477 25.001 -1.461 2.648 -0.866 -3.965 C16 S27 16 S27 C17 C17 C 0 1 Y N N -24.369 25.612 -0.740 2.381 -0.087 -2.855 C17 S27 17 S27 C18 C18 C 0 1 N N R -20.793 28.899 -1.338 -0.937 0.460 -0.119 C18 S27 18 S27 C C C 0 1 N N N -19.696 29.018 -0.263 -1.618 -0.259 -1.254 C S27 19 S27 NA NA N 0 1 N N N -18.853 30.053 -0.334 -2.800 0.187 -1.723 NA S27 20 S27 OA OA O 0 1 N N N -17.571 29.819 0.235 -3.441 -0.489 -2.789 OA S27 21 S27 OB OB O 0 1 N N N -19.463 28.116 0.571 -1.103 -1.241 -1.746 OB S27 22 S27 C7 C7 C 0 1 N N N -20.511 27.698 -2.263 -1.302 -0.214 1.204 C7 S27 23 S27 C8 C8 C 0 1 N N N -19.230 27.682 -3.103 -2.817 -0.159 1.404 C8 S27 24 S27 C10 C10 C 0 1 N N N -19.196 28.914 -3.988 -3.197 -0.961 2.651 C10 S27 25 S27 C23 C23 C 0 1 N N N -19.179 26.421 -3.954 -3.256 1.295 1.580 C23 S27 26 S27 H2 H2 H 0 1 N N N -22.445 28.250 2.516 0.867 1.425 3.909 H2 S27 27 S27 H3 H3 H 0 1 N N N -21.951 28.758 4.965 0.893 -0.187 5.770 H3 S27 28 S27 H4 H4 H 0 1 N N N -21.177 31.063 5.708 1.268 -2.579 5.320 H4 S27 29 S27 H5 H5 H 0 1 N N N -20.871 32.903 3.948 1.616 -3.358 3.010 H5 S27 30 S27 H6 H6 H 0 1 N N N -21.377 32.427 1.496 1.586 -1.745 1.150 H6 S27 31 S27 H91 1H9 H 0 1 N N N -24.893 30.092 -0.831 -0.788 2.285 1.753 H91 S27 32 S27 H92 2H9 H 0 1 N N N -24.908 29.440 0.909 0.679 3.055 2.401 H92 S27 33 S27 H93 3H9 H 0 1 N N N -24.868 31.107 0.726 0.220 3.304 0.699 H93 S27 34 S27 H111 1H11 H 0 0 N N N -21.857 26.692 -0.287 -0.029 1.926 -1.656 H111 S27 35 S27 H112 2H11 H 0 0 N N N -23.010 27.468 0.706 1.695 1.893 -1.218 H112 S27 36 S27 H13 H13 H 0 1 N N N -23.900 28.451 -2.755 -0.867 0.600 -3.445 H13 S27 37 S27 H14 H14 H 0 1 N N N -25.851 27.382 -4.029 -0.390 -0.781 -5.427 H14 S27 38 S27 H15 H15 H 0 1 N N N -26.851 25.182 -3.192 1.861 -1.721 -5.759 H15 S27 39 S27 H16 H16 H 0 1 N N N -25.911 24.050 -1.107 3.635 -1.279 -4.111 H16 S27 40 S27 H17 H17 H 0 1 N N N -23.958 25.127 0.161 3.160 0.106 -2.131 H17 S27 41 S27 H18 H18 H 0 1 N N N -20.753 29.864 -1.894 -1.265 1.499 -0.099 H18 S27 42 S27 HNA HNA H 0 1 N N N -19.154 30.923 -0.772 -3.213 0.972 -1.329 HNA S27 43 S27 HOA HOA H 0 1 N N N -16.971 30.554 0.184 -4.263 -0.013 -2.969 HOA S27 44 S27 H71 1H7 H 0 1 N N N -20.551 26.763 -1.656 -0.808 0.305 2.025 H71 S27 45 S27 H72 2H7 H 0 1 N N N -21.384 27.557 -2.941 -0.975 -1.254 1.184 H72 S27 46 S27 H8 H8 H 0 1 N N N -18.342 27.688 -2.427 -3.315 -0.586 0.533 H8 S27 47 S27 H101 1H10 H 0 0 N N N -18.263 28.902 -4.599 -4.264 -0.850 2.843 H101 S27 48 S27 H102 2H10 H 0 0 N N N -20.112 29.008 -4.616 -2.963 -2.013 2.491 H102 S27 49 S27 H103 3H10 H 0 0 N N N -19.306 29.857 -3.403 -2.633 -0.590 3.507 H103 S27 50 S27 H231 1H23 H 0 0 N N N -18.246 26.409 -4.565 -2.691 1.749 2.394 H231 S27 51 S27 H232 2H23 H 0 0 N N N -19.286 25.497 -3.338 -3.071 1.845 0.658 H232 S27 52 S27 H233 3H23 H 0 0 N N N -20.092 26.304 -4.583 -4.320 1.328 1.815 H233 S27 53 # 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 S27 C1 C2 DOUB Y N 1 S27 C1 C6 SING Y N 2 S27 C1 P7 SING N N 3 S27 C2 C3 SING Y N 4 S27 C2 H2 SING N N 5 S27 C3 C4 DOUB Y N 6 S27 C3 H3 SING N N 7 S27 C4 C5 SING Y N 8 S27 C4 H4 SING N N 9 S27 C5 C6 DOUB Y N 10 S27 C5 H5 SING N N 11 S27 C6 H6 SING N N 12 S27 P7 O8 DOUB N N 13 S27 P7 C9 SING N N 14 S27 P7 N10 SING N N 15 S27 C9 H91 SING N N 16 S27 C9 H92 SING N N 17 S27 C9 H93 SING N N 18 S27 N10 C11 SING N N 19 S27 N10 C18 SING N N 20 S27 C11 C12 SING N N 21 S27 C11 H111 SING N N 22 S27 C11 H112 SING N N 23 S27 C12 C13 DOUB Y N 24 S27 C12 C17 SING Y N 25 S27 C13 C14 SING Y N 26 S27 C13 H13 SING N N 27 S27 C14 C15 DOUB Y N 28 S27 C14 H14 SING N N 29 S27 C15 C16 SING Y N 30 S27 C15 H15 SING N N 31 S27 C16 C17 DOUB Y N 32 S27 C16 H16 SING N N 33 S27 C17 H17 SING N N 34 S27 C18 C SING N N 35 S27 C18 C7 SING N N 36 S27 C18 H18 SING N N 37 S27 C NA SING N N 38 S27 C OB DOUB N N 39 S27 NA OA SING N N 40 S27 NA HNA SING N N 41 S27 OA HOA SING N N 42 S27 C7 C8 SING N N 43 S27 C7 H71 SING N N 44 S27 C7 H72 SING N N 45 S27 C8 C10 SING N N 46 S27 C8 C23 SING N N 47 S27 C8 H8 SING N N 48 S27 C10 H101 SING N N 49 S27 C10 H102 SING N N 50 S27 C10 H103 SING N N 51 S27 C23 H231 SING N N 52 S27 C23 H232 SING N N 53 S27 C23 H233 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 S27 SMILES ACDLabs 10.04 "O=C(NO)C(N(P(=O)(c1ccccc1)C)Cc2ccccc2)CC(C)C" S27 SMILES_CANONICAL CACTVS 3.341 "CC(C)C[C@@H](N(Cc1ccccc1)[P@](C)(=O)c2ccccc2)C(=O)NO" S27 SMILES CACTVS 3.341 "CC(C)C[CH](N(Cc1ccccc1)[P](C)(=O)c2ccccc2)C(=O)NO" S27 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[C@H](C(=O)NO)[N@@](Cc1ccccc1)[P@@](=O)(C)c2ccccc2" S27 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CC(C(=O)NO)N(Cc1ccccc1)P(=O)(C)c2ccccc2" S27 InChI InChI 1.03 "InChI=1S/C20H27N2O3P/c1-16(2)14-19(20(23)21-24)22(15-17-10-6-4-7-11-17)26(3,25)18-12-8-5-9-13-18/h4-13,16,19,24H,14-15H2,1-3H3,(H,21,23)/t19-,26-/m1/s1" S27 InChIKey InChI 1.03 KGUVBHLPMGERAT-NIYFSFCBSA-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 S27 "SYSTEMATIC NAME" ACDLabs 10.04 "N~2~-benzyl-N-hydroxy-N~2~-[(R)-methyl(phenyl)phosphoryl]-D-leucinamide" S27 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-N-hydroxy-4-methyl-2-[(methyl-phenyl-phosphoryl)-(phenylmethyl)amino]pentanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S27 "Create component" 1999-07-08 RCSB S27 "Modify descriptor" 2011-06-04 RCSB #