data_AO1 # _chem_comp.id AO1 _chem_comp.name "(2S,3R)-3-AMINO-2-HYDROXY-5-(ETHYLSULFANYL)PENTANOYL-((S)-(-)-(1-NAPHTHYL)ETHYL)AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 N2 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-11-10 _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 346.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AO1 _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 ? _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 AO1 C1 C1 C 0 1 N N N 18.504 33.816 16.157 7.972 -2.428 0.572 C1 AO1 1 AO1 C2 C2 C 0 1 N N N 18.698 32.894 14.960 6.477 -2.171 0.770 C2 AO1 2 AO1 S3 S3 S 0 1 N N N 20.193 31.900 15.165 6.025 -0.599 -0.015 S3 AO1 3 AO1 C4 C4 C 0 1 N N N 19.406 30.365 15.407 4.252 -0.555 0.367 C4 AO1 4 AO1 C5 C5 C 0 1 N N N 19.893 29.774 16.722 3.637 0.721 -0.213 C5 AO1 5 AO1 C6 C6 C 0 1 N N S 20.226 28.300 16.559 2.142 0.758 0.110 C6 AO1 6 AO1 C8 C8 C 0 1 N N S 19.723 27.474 17.780 1.552 2.089 -0.360 C8 AO1 7 AO1 C9 C9 C 0 1 N N N 18.224 27.607 18.098 0.079 2.126 -0.043 C9 AO1 8 AO1 N10 N10 N 0 1 N N N 17.985 27.886 19.404 -0.762 1.264 -0.647 N10 AO1 9 AO1 C11 C11 C 0 1 N N S 16.627 28.036 19.914 -2.194 1.300 -0.338 C11 AO1 10 AO1 C12 C12 C 0 1 Y N N 15.906 29.371 19.540 -2.790 -0.067 -0.558 C12 AO1 11 AO1 O13 O13 O 0 1 N N N 17.329 27.463 17.262 -0.349 2.932 0.756 O13 AO1 12 AO1 C14 C14 C 0 1 N N N 16.655 27.840 21.452 -2.888 2.312 -1.252 C14 AO1 13 AO1 C15 C15 C 0 1 Y N N 16.669 30.641 19.489 -2.227 -0.922 -1.455 C15 AO1 14 AO1 C16 C16 C 0 1 Y N N 16.045 31.903 19.148 -2.764 -2.190 -1.672 C16 AO1 15 AO1 C17 C17 C 0 1 Y N N 14.627 31.968 18.840 -3.866 -2.610 -0.993 C17 AO1 16 AO1 C18 C18 C 0 1 Y N N 13.819 30.748 18.872 -4.474 -1.755 -0.058 C18 AO1 17 AO1 C19 C19 C 0 1 Y N N 14.444 29.404 19.227 -3.925 -0.467 0.166 C19 AO1 18 AO1 C20 C20 C 0 1 Y N N 12.413 30.823 18.562 -5.614 -2.153 0.662 C20 AO1 19 AO1 C21 C21 C 0 1 Y N N 11.576 29.616 18.584 -6.176 -1.298 1.559 C21 AO1 20 AO1 C22 C22 C 0 1 Y N N 12.158 28.309 18.923 -5.639 -0.030 1.776 C22 AO1 21 AO1 C23 C23 C 0 1 Y N N 13.571 28.186 19.244 -4.537 0.390 1.097 C23 AO1 22 AO1 O24 O24 O 0 1 N N N 19.945 26.137 17.531 2.211 3.166 0.310 O24 AO1 23 AO1 N7 N7 N 0 1 N N N 19.611 27.764 15.337 1.464 -0.348 -0.580 N7 AO1 24 AO1 H11A 1H1 H 0 0 N N N 19.402 34.450 16.342 8.543 -1.618 1.025 H11A AO1 25 AO1 H12 2H1 H 0 1 N N N 17.582 34.429 16.031 8.244 -3.372 1.043 H12 AO1 26 AO1 H13 3H1 H 0 1 N N N 18.499 33.252 17.119 8.194 -2.477 -0.494 H13 AO1 27 AO1 H21A 1H2 H 0 0 N N N 18.703 33.458 13.998 5.906 -2.981 0.316 H21A AO1 28 AO1 H22A 2H2 H 0 0 N N N 17.800 32.260 14.775 6.255 -2.121 1.836 H22A AO1 29 AO1 H41 1H4 H 0 1 N N N 19.549 29.670 14.547 3.764 -1.425 -0.071 H41 AO1 30 AO1 H42 2H4 H 0 1 N N N 18.295 30.442 15.358 4.113 -0.566 1.448 H42 AO1 31 AO1 H51 1H5 H 0 1 N N N 19.162 29.944 17.547 4.125 1.591 0.225 H51 AO1 32 AO1 H52 2H5 H 0 1 N N N 20.753 30.348 17.139 3.776 0.732 -1.294 H52 AO1 33 AO1 H6 H6 H 0 1 N N N 21.336 28.214 16.490 1.999 0.657 1.186 H6 AO1 34 AO1 H8 H8 H 0 1 N N N 20.287 27.881 18.652 1.694 2.190 -1.436 H8 AO1 35 AO1 H10 H10 H 0 1 N N N 18.813 27.981 19.993 -0.420 0.619 -1.286 H10 AO1 36 AO1 H11 H11 H 0 1 N N N 16.015 27.252 19.409 -2.334 1.594 0.702 H11 AO1 37 AO1 H141 1H14 H 0 0 N N N 17.380 28.521 21.957 -3.953 2.338 -1.022 H141 AO1 38 AO1 H142 2H14 H 0 0 N N N 15.617 27.955 21.842 -2.457 3.300 -1.093 H142 AO1 39 AO1 H143 3H14 H 0 0 N N N 17.120 26.872 21.752 -2.748 2.017 -2.292 H143 AO1 40 AO1 H15 H15 H 0 1 N N N 17.749 30.647 19.715 -1.352 -0.614 -2.008 H15 AO1 41 AO1 H16 H16 H 0 1 N N N 16.655 32.822 19.123 -2.298 -2.849 -2.390 H16 AO1 42 AO1 H17 H17 H 0 1 N N N 14.167 32.937 18.584 -4.271 -3.595 -1.171 H17 AO1 43 AO1 H20 H20 H 0 1 N N N 11.978 31.804 18.308 -6.041 -3.132 0.504 H20 AO1 44 AO1 H21 H21 H 0 1 N N N 10.502 29.692 18.344 -7.051 -1.606 2.111 H21 AO1 45 AO1 H22 H22 H 0 1 N N N 11.524 27.406 18.937 -6.105 0.629 2.493 H22 AO1 46 AO1 H23 H23 H 0 1 N N N 13.972 27.190 19.495 -4.133 1.376 1.274 H23 AO1 47 AO1 H24 H24 H 0 1 N N N 19.638 25.633 18.276 2.061 3.039 1.257 H24 AO1 48 AO1 HN71 1HN7 H 0 0 N N N 19.872 28.305 14.513 1.622 -0.214 -1.567 HN71 AO1 49 AO1 HN72 2HN7 H 0 0 N N N 19.835 26.775 15.228 1.951 -1.193 -0.320 HN72 AO1 50 # 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 AO1 C1 C2 SING N N 1 AO1 C1 H11A SING N N 2 AO1 C1 H12 SING N N 3 AO1 C1 H13 SING N N 4 AO1 C2 S3 SING N N 5 AO1 C2 H21A SING N N 6 AO1 C2 H22A SING N N 7 AO1 S3 C4 SING N N 8 AO1 C4 C5 SING N N 9 AO1 C4 H41 SING N N 10 AO1 C4 H42 SING N N 11 AO1 C5 C6 SING N N 12 AO1 C5 H51 SING N N 13 AO1 C5 H52 SING N N 14 AO1 C6 C8 SING N N 15 AO1 C6 N7 SING N N 16 AO1 C6 H6 SING N N 17 AO1 C8 C9 SING N N 18 AO1 C8 O24 SING N N 19 AO1 C8 H8 SING N N 20 AO1 C9 N10 SING N N 21 AO1 C9 O13 DOUB N N 22 AO1 N10 C11 SING N N 23 AO1 N10 H10 SING N N 24 AO1 C11 C12 SING N N 25 AO1 C11 C14 SING N N 26 AO1 C11 H11 SING N N 27 AO1 C12 C15 SING Y N 28 AO1 C12 C19 DOUB Y N 29 AO1 C14 H141 SING N N 30 AO1 C14 H142 SING N N 31 AO1 C14 H143 SING N N 32 AO1 C15 C16 DOUB Y N 33 AO1 C15 H15 SING N N 34 AO1 C16 C17 SING Y N 35 AO1 C16 H16 SING N N 36 AO1 C17 C18 DOUB Y N 37 AO1 C17 H17 SING N N 38 AO1 C18 C19 SING Y N 39 AO1 C18 C20 SING Y N 40 AO1 C19 C23 SING Y N 41 AO1 C20 C21 DOUB Y N 42 AO1 C20 H20 SING N N 43 AO1 C21 C22 SING Y N 44 AO1 C21 H21 SING N N 45 AO1 C22 C23 DOUB Y N 46 AO1 C22 H22 SING N N 47 AO1 C23 H23 SING N N 48 AO1 O24 H24 SING N N 49 AO1 N7 HN71 SING N N 50 AO1 N7 HN72 SING N N 51 # 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 AO1 SMILES ACDLabs 10.04 "O=C(NC(c2cccc1ccccc12)C)C(O)C(N)CCSCC" AO1 SMILES_CANONICAL CACTVS 3.341 "CCSCC[C@H](N)[C@H](O)C(=O)N[C@@H](C)c1cccc2ccccc12" AO1 SMILES CACTVS 3.341 "CCSCC[CH](N)[CH](O)C(=O)N[CH](C)c1cccc2ccccc12" AO1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCSCC[C@@H]([C@@H](C(=O)N[C@@H](C)c1cccc2c1cccc2)O)N" AO1 SMILES "OpenEye OEToolkits" 1.5.0 "CCSCCC(C(C(=O)NC(C)c1cccc2c1cccc2)O)N" AO1 InChI InChI 1.03 "InChI=1S/C19H26N2O2S/c1-3-24-12-11-17(20)18(22)19(23)21-13(2)15-10-6-8-14-7-4-5-9-16(14)15/h4-10,13,17-18,22H,3,11-12,20H2,1-2H3,(H,21,23)/t13-,17-,18-/m0/s1" AO1 InChIKey InChI 1.03 AIIOXZPEXXZCML-KKXDTOCCSA-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 AO1 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3S)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N-[(1S)-1-naphthalen-1-ylethyl]pentanamide (non-preferred name)" AO1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S)-3-amino-5-ethylsulfanyl-2-hydroxy-N-[(1S)-1-naphthalen-1-ylethyl]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 AO1 "Create component" 2003-11-10 RCSB AO1 "Modify descriptor" 2011-06-04 RCSB #