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 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 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 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" AO2 InChI InChI 1.03 "InChI=1S/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" AO2 InChIKey InChI 1.03 IQMLIGOOOFEBAH-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AO2 "Create component" 2003-11-10 RCSB AO2 "Modify descriptor" 2011-06-04 RCSB #