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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h21H 
AO1 InChIKey         InChI                1.02b AIIOXZPEXXZCML-RTQVXHJIDB                                                                                                                                           
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                                                                                                                               
# 
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                          
# 
