data_AO2
# 
_chem_comp.id                                    AO2 
_chem_comp.name                                  "N'-(2S,3R)-3-AMINO-4-CYCLOHEXYL-2-HYDROXY-BUTANO-N-(4-METHYLPHENYL)HYDRAZIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H27 N3 O2" 
_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                        305.415 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AO2 
_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        1R5H 
_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 
AO2 C1   C1   C 0 1 N N N 20.901 32.340 16.572 -3.159 -1.672 0.303  C1   AO2 1  
AO2 C2   C2   C 0 1 N N N 20.215 33.596 16.002 -3.858 -2.859 -0.362 C2   AO2 2  
AO2 C3   C3   C 0 1 N N N 18.684 33.457 15.895 -5.337 -2.866 0.033  C3   AO2 3  
AO2 C4   C4   C 0 1 N N N 18.257 32.184 15.141 -5.994 -1.563 -0.427 C4   AO2 4  
AO2 C5   C5   C 0 1 N N N 18.923 30.900 15.674 -5.294 -0.376 0.238  C5   AO2 5  
AO2 C6   C6   C 0 1 N N N 20.466 31.017 15.889 -3.816 -0.369 -0.157 C6   AO2 6  
AO2 C7   C7   C 0 1 N N N 21.126 29.795 16.569 -3.116 0.818  0.508  C7   AO2 7  
AO2 C8   C8   C 0 1 N N R 20.443 28.439 16.331 -1.671 0.902  0.012  C8   AO2 8  
AO2 N9   N9   N 0 1 N N N 21.447 27.775 15.621 -1.663 1.211  -1.424 N9   AO2 9  
AO2 C10  C10  C 0 1 N N S 20.064 27.631 17.704 -0.933 2.003  0.775  C10  AO2 10 
AO2 O11  O11  O 0 1 N N N 20.068 26.176 17.601 -1.650 3.233  0.649  O11  AO2 11 
AO2 C12  C12  C 0 1 N N N 18.711 28.214 18.119 0.452  2.169  0.204  C12  AO2 12 
AO2 O13  O13  O 0 1 N N N 18.540 29.363 18.461 0.761  3.205  -0.346 O13  AO2 13 
AO2 N14  N14  N 0 1 N N N 17.632 27.268 18.074 1.346  1.166  0.304  N14  AO2 14 
AO2 N15  N15  N 0 1 N N N 16.247 27.562 18.418 2.633  1.320  -0.227 N15  AO2 15 
AO2 C16  C16  C 0 1 Y N N 15.651 28.017 19.580 3.561  0.280  -0.123 C16  AO2 16 
AO2 C17  C17  C 0 1 Y N N 14.377 28.712 19.613 3.208  -0.907 0.506  C17  AO2 17 
AO2 C18  C18  C 0 1 Y N N 13.822 29.153 20.844 4.126  -1.935 0.601  C18  AO2 18 
AO2 C19  C19  C 0 1 Y N N 14.521 28.916 22.085 5.397  -1.779 0.081  C19  AO2 19 
AO2 C20  C20  C 0 1 Y N N 15.786 28.224 22.056 5.752  -0.598 -0.546 C20  AO2 20 
AO2 C21  C21  C 0 1 Y N N 16.345 27.782 20.832 4.837  0.431  -0.650 C21  AO2 21 
AO2 C22  C22  C 0 1 N N N 13.918 29.391 23.384 6.398  -2.900 0.193  C22  AO2 22 
AO2 H11A 1H1  H 0 0 N N N 20.750 32.279 17.675 -2.106 -1.666 0.022  H11A AO2 23 
AO2 H12  2H1  H 0 1 N N N 22.010 32.451 16.539 -3.245 -1.759 1.386  H12  AO2 24 
AO2 H21A 1H2  H 0 0 N N N 20.657 33.877 15.018 -3.772 -2.771 -1.445 H21A AO2 25 
AO2 H22  2H2  H 0 1 N N N 20.491 34.501 16.593 -3.390 -3.787 -0.034 H22  AO2 26 
AO2 H31  1H3  H 0 1 N N N 18.230 34.366 15.436 -5.835 -3.712 -0.441 H31  AO2 27 
AO2 H32  2H3  H 0 1 N N N 18.206 33.506 16.901 -5.423 -2.954 1.116  H32  AO2 28 
AO2 H41  1H4  H 0 1 N N N 18.435 32.296 14.046 -5.908 -1.475 -1.510 H41  AO2 29 
AO2 H42  2H4  H 0 1 N N N 17.147 32.081 15.139 -7.047 -1.568 -0.146 H42  AO2 30 
AO2 H51  1H5  H 0 1 N N N 18.687 30.035 15.011 -5.380 -0.464 1.321  H51  AO2 31 
AO2 H52  2H5  H 0 1 N N N 18.424 30.563 16.612 -5.763 0.552  -0.090 H52  AO2 32 
AO2 H6   H6   H 0 1 N N N 20.860 31.034 14.846 -3.730 -0.281 -1.240 H6   AO2 33 
AO2 H71  1H7  H 0 1 N N N 21.227 29.980 17.664 -3.122 0.684  1.590  H71  AO2 34 
AO2 H72  2H7  H 0 1 N N N 22.200 29.734 16.276 -3.642 1.739  0.254  H72  AO2 35 
AO2 H8   H8   H 0 1 N N N 19.458 28.530 15.818 -1.174 -0.053 0.181  H8   AO2 36 
AO2 HN91 1HN9 H 0 0 N N N 22.360 27.738 16.075 -2.163 0.465  -1.884 HN91 AO2 37 
AO2 HN92 2HN9 H 0 0 N N N 20.994 26.875 15.463 -2.216 2.047  -1.543 HN92 AO2 38 
AO2 H10  H10  H 0 1 N N N 20.853 27.781 18.478 -0.861 1.731  1.828  H10  AO2 39 
AO2 H11  H11  H 0 1 N N N 19.848 25.707 18.398 -1.691 3.437  -0.295 H11  AO2 40 
AO2 H14  H14  H 0 1 N N N 17.866 26.321 17.777 1.099  0.338  0.744  H14  AO2 41 
AO2 H15  H15  H 0 1 N N N 15.745 26.702 18.198 2.881  2.148  -0.667 H15  AO2 42 
AO2 H17  H17  H 0 1 N N N 13.819 28.909 18.683 2.216  -1.027 0.916  H17  AO2 43 
AO2 H18  H18  H 0 1 N N N 12.852 29.678 20.836 3.852  -2.858 1.090  H18  AO2 44 
AO2 H20  H20  H 0 1 N N N 16.338 28.029 22.991 6.745  -0.482 -0.954 H20  AO2 45 
AO2 H21  H21  H 0 1 N N N 17.315 27.258 20.854 5.115  1.353  -1.139 H21  AO2 46 
AO2 H221 1H22 H 0 0 N N N 12.888 28.972 23.471 6.964  -2.791 1.118  H221 AO2 47 
AO2 H222 2H22 H 0 0 N N N 14.458 29.208 24.342 5.873  -3.856 0.199  H222 AO2 48 
AO2 H223 3H22 H 0 0 N N N 13.706 30.482 23.299 7.079  -2.865 -0.657 H223 AO2 49 
# 
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 
AO2 C1  C2   SING N N 1  
AO2 C1  C6   SING N N 2  
AO2 C1  H11A SING N N 3  
AO2 C1  H12  SING N N 4  
AO2 C2  C3   SING N N 5  
AO2 C2  H21A SING N N 6  
AO2 C2  H22  SING N N 7  
AO2 C3  C4   SING N N 8  
AO2 C3  H31  SING N N 9  
AO2 C3  H32  SING N N 10 
AO2 C4  C5   SING N N 11 
AO2 C4  H41  SING N N 12 
AO2 C4  H42  SING N N 13 
AO2 C5  C6   SING N N 14 
AO2 C5  H51  SING N N 15 
AO2 C5  H52  SING N N 16 
AO2 C6  C7   SING N N 17 
AO2 C6  H6   SING N N 18 
AO2 C7  C8   SING N N 19 
AO2 C7  H71  SING N N 20 
AO2 C7  H72  SING N N 21 
AO2 C8  N9   SING N N 22 
AO2 C8  C10  SING N N 23 
AO2 C8  H8   SING N N 24 
AO2 N9  HN91 SING N N 25 
AO2 N9  HN92 SING N N 26 
AO2 C10 O11  SING N N 27 
AO2 C10 C12  SING N N 28 
AO2 C10 H10  SING N N 29 
AO2 O11 H11  SING N N 30 
AO2 C12 O13  DOUB N N 31 
AO2 C12 N14  SING N N 32 
AO2 N14 N15  SING N N 33 
AO2 N14 H14  SING N N 34 
AO2 N15 C16  SING N N 35 
AO2 N15 H15  SING N N 36 
AO2 C16 C17  SING Y N 37 
AO2 C16 C21  DOUB Y N 38 
AO2 C17 C18  DOUB Y N 39 
AO2 C17 H17  SING N N 40 
AO2 C18 C19  SING Y N 41 
AO2 C18 H18  SING N N 42 
AO2 C19 C20  DOUB Y N 43 
AO2 C19 C22  SING N N 44 
AO2 C20 C21  SING Y N 45 
AO2 C20 H20  SING N N 46 
AO2 C21 H21  SING N N 47 
AO2 C22 H221 SING N N 48 
AO2 C22 H222 SING N N 49 
AO2 C22 H223 SING N N 50 
# 
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 
AO2 SMILES           ACDLabs              10.04 O=C(NNc1ccc(cc1)C)C(O)C(N)CC2CCCCC2                                                                                                                      
AO2 InChI            InChI                1.02b InChI=1/C17H27N3O2/c1-12-7-9-14(10-8-12)19-20-17(22)16(21)15(18)11-13-5-3-2-4-6-13/h7-10,13,15-16,19,21H,2-6,11,18H2,1H3,(H,20,22)/t15-,16+/m1/s1/f/h20H 
AO2 InChIKey         InChI                1.02b IQMLIGOOOFEBAH-TWBAEBIBDG                                                                                                                                
AO2 SMILES_CANONICAL CACTVS               3.341 Cc1ccc(NNC(=O)[C@@H](O)[C@H](N)CC2CCCCC2)cc1                                                                                                             
AO2 SMILES           CACTVS               3.341 Cc1ccc(NNC(=O)[CH](O)[CH](N)CC2CCCCC2)cc1                                                                                                                
AO2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1)NNC(=O)[C@H]([C@@H](CC2CCCCC2)N)O                                                                                                             
AO2 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1)NNC(=O)C(C(CC2CCCCC2)N)O                                                                                                                      
# 
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 
AO2 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,3R)-3-amino-4-cyclohexyl-2-hydroxy-N'-(4-methylphenyl)butanehydrazide" 
AO2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-3-amino-4-cyclohexyl-2-hydroxy-N'-(4-methylphenyl)butanehydrazide" 
# 
