data_AO5 # _chem_comp.id AO5 _chem_comp.name ;N'-((2S,3R)-3-AMINO-2-HYDROXY-5-(ISOPROPYLSULFANYL)PENTANOYL)-N-3-CHLOROBENZOYL HYDRAZIDE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H22 Cl N3 O3 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 359.871 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AO5 _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 1R58 _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 AO5 C1 C1 C 0 1 N N N 19.571 33.036 16.100 -7.131 1.220 0.967 C1 AO5 1 AO5 C2 C2 C 0 1 N N N 18.793 34.079 15.297 -6.696 2.585 0.431 C2 AO5 2 AO5 C3 C3 C 0 1 N N N 19.923 33.593 17.471 -8.657 1.118 0.925 C3 AO5 3 AO5 S4 S4 S 0 1 N N N 21.051 32.529 15.271 -6.410 -0.091 -0.059 S4 AO5 4 AO5 C5 C5 C 0 1 N N N 20.810 30.763 15.085 -4.649 0.166 0.293 C5 AO5 5 AO5 C6 C6 C 0 1 N N N 21.056 29.995 16.375 -3.818 -0.856 -0.486 C6 AO5 6 AO5 C7 C7 C 0 1 N N R 20.612 28.546 16.217 -2.333 -0.639 -0.188 C7 AO5 7 AO5 N8 N8 N 0 1 N N N 21.922 27.962 15.874 -2.071 -0.924 1.229 N8 AO5 8 AO5 C9 C9 C 0 1 N N S 20.022 27.964 17.561 -1.496 -1.577 -1.061 C9 AO5 9 AO5 O10 O10 O 0 1 N N N 20.038 26.541 17.562 -1.927 -2.925 -0.860 O10 AO5 10 AO5 C11 C11 C 0 1 N N N 18.592 28.424 17.742 -0.043 -1.452 -0.682 C11 AO5 11 AO5 O12 O12 O 0 1 N N N 17.639 27.859 17.239 0.540 -2.398 -0.194 O12 AO5 12 AO5 N13 N13 N 0 1 N N N 18.498 29.657 18.561 0.609 -0.290 -0.884 N13 AO5 13 AO5 N14 N14 N 0 1 N N N 17.215 30.315 18.820 1.960 -0.174 -0.532 N14 AO5 14 AO5 C15 C15 C 0 1 N N N 16.560 31.046 17.858 2.611 0.988 -0.734 C15 AO5 15 AO5 O16 O16 O 0 1 N N N 17.076 31.140 16.725 2.027 1.936 -1.223 O16 AO5 16 AO5 C17 C17 C 0 1 Y N N 15.250 31.707 18.167 4.037 1.111 -0.362 C17 AO5 17 AO5 C18 C18 C 0 1 Y N N 14.571 31.731 19.506 4.715 2.313 -0.571 C18 AO5 18 AO5 C19 C19 C 0 1 Y N N 13.261 32.435 19.649 6.045 2.422 -0.222 C19 AO5 19 AO5 C20 C20 C 0 1 Y N N 12.626 33.107 18.477 6.708 1.342 0.335 C20 AO5 20 AO5 C21 C21 C 0 1 Y N N 13.316 33.065 17.175 6.042 0.147 0.544 C21 AO5 21 AO5 C22 C22 C 0 1 Y N N 14.589 32.390 17.011 4.709 0.027 0.204 C22 AO5 22 AO5 CL23 CL23 CL 0 0 N N N 12.648 33.809 15.787 6.883 -1.202 1.243 CL23 AO5 23 AO5 H1 H1 H 0 1 N N N 18.915 32.141 16.208 -6.787 1.107 1.995 H1 AO5 24 AO5 H21 1H2 H 0 1 N N N 19.342 35.047 15.227 -5.608 2.657 0.461 H21 AO5 25 AO5 H22A 2H2 H 0 0 N N N 18.535 33.671 14.292 -7.039 2.698 -0.597 H22A AO5 26 AO5 H23 3H2 H 0 1 N N N 17.892 34.442 15.845 -7.129 3.372 1.047 H23 AO5 27 AO5 H31 1H3 H 0 1 N N N 19.022 33.956 18.019 -9.001 1.231 -0.103 H31 AO5 28 AO5 H32 2H3 H 0 1 N N N 20.490 32.832 18.057 -8.967 0.146 1.307 H32 AO5 29 AO5 H33 3H3 H 0 1 N N N 20.472 34.561 17.401 -9.090 1.906 1.542 H33 AO5 30 AO5 H51 1H5 H 0 1 N N N 21.436 30.360 14.255 -4.361 1.173 -0.008 H51 AO5 31 AO5 H52 2H5 H 0 1 N N N 19.798 30.539 14.674 -4.470 0.041 1.361 H52 AO5 32 AO5 H61 1H6 H 0 1 N N N 20.572 30.486 17.251 -4.106 -1.863 -0.184 H61 AO5 33 AO5 H62 2H6 H 0 1 N N N 22.117 30.072 16.710 -3.997 -0.731 -1.554 H62 AO5 34 AO5 H7 H7 H 0 1 N N N 19.794 28.357 15.484 -2.066 0.395 -0.406 H7 AO5 35 AO5 HN81 1HN8 H 0 0 N N N 22.685 28.137 16.528 -2.715 -0.360 1.762 HN81 AO5 36 AO5 HN82 2HN8 H 0 0 N N N 21.625 26.992 15.768 -2.331 -1.886 1.384 HN82 AO5 37 AO5 H9 H9 H 0 1 N N N 20.661 28.337 18.395 -1.623 -1.308 -2.109 H9 AO5 38 AO5 H10 H10 H 0 1 N N N 19.683 26.191 18.371 -1.798 -3.123 0.078 H10 AO5 39 AO5 H13 H13 H 0 1 N N N 19.343 30.066 18.959 0.142 0.466 -1.274 H13 AO5 40 AO5 H14 H14 H 0 1 N N N 16.749 30.261 19.726 2.426 -0.930 -0.142 H14 AO5 41 AO5 H18 H18 H 0 1 N N N 15.031 31.236 20.378 4.199 3.157 -1.005 H18 AO5 42 AO5 H19 H19 H 0 1 N N N 12.757 32.459 20.630 6.570 3.352 -0.383 H19 AO5 43 AO5 H20 H20 H 0 1 N N N 11.659 33.628 18.572 7.750 1.432 0.606 H20 AO5 44 AO5 H22 H22 H 0 1 N N N 15.053 32.396 16.010 4.190 -0.906 0.368 H22 AO5 45 # 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 AO5 C1 C2 SING N N 1 AO5 C1 C3 SING N N 2 AO5 C1 S4 SING N N 3 AO5 C1 H1 SING N N 4 AO5 C2 H21 SING N N 5 AO5 C2 H22A SING N N 6 AO5 C2 H23 SING N N 7 AO5 C3 H31 SING N N 8 AO5 C3 H32 SING N N 9 AO5 C3 H33 SING N N 10 AO5 S4 C5 SING N N 11 AO5 C5 C6 SING N N 12 AO5 C5 H51 SING N N 13 AO5 C5 H52 SING N N 14 AO5 C6 C7 SING N N 15 AO5 C6 H61 SING N N 16 AO5 C6 H62 SING N N 17 AO5 C7 N8 SING N N 18 AO5 C7 C9 SING N N 19 AO5 C7 H7 SING N N 20 AO5 N8 HN81 SING N N 21 AO5 N8 HN82 SING N N 22 AO5 C9 O10 SING N N 23 AO5 C9 C11 SING N N 24 AO5 C9 H9 SING N N 25 AO5 O10 H10 SING N N 26 AO5 C11 O12 DOUB N N 27 AO5 C11 N13 SING N N 28 AO5 N13 N14 SING N N 29 AO5 N13 H13 SING N N 30 AO5 N14 C15 SING N N 31 AO5 N14 H14 SING N N 32 AO5 C15 O16 DOUB N N 33 AO5 C15 C17 SING N N 34 AO5 C17 C18 SING Y N 35 AO5 C17 C22 DOUB Y N 36 AO5 C18 C19 DOUB Y N 37 AO5 C18 H18 SING N N 38 AO5 C19 C20 SING Y N 39 AO5 C19 H19 SING N N 40 AO5 C20 C21 DOUB Y N 41 AO5 C20 H20 SING N N 42 AO5 C21 C22 SING Y N 43 AO5 C21 CL23 SING N N 44 AO5 C22 H22 SING N N 45 # 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 AO5 SMILES ACDLabs 10.04 "O=C(c1cc(Cl)ccc1)NNC(=O)C(O)C(N)CCSC(C)C" AO5 SMILES_CANONICAL CACTVS 3.341 "CC(C)SCC[C@@H](N)[C@H](O)C(=O)NNC(=O)c1cccc(Cl)c1" AO5 SMILES CACTVS 3.341 "CC(C)SCC[CH](N)[CH](O)C(=O)NNC(=O)c1cccc(Cl)c1" AO5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)SCC[C@H]([C@@H](C(=O)NNC(=O)c1cccc(c1)Cl)O)N" AO5 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)SCCC(C(C(=O)NNC(=O)c1cccc(c1)Cl)O)N" AO5 InChI InChI 1.03 "InChI=1S/C15H22ClN3O3S/c1-9(2)23-7-6-12(17)13(20)15(22)19-18-14(21)10-4-3-5-11(16)8-10/h3-5,8-9,12-13,20H,6-7,17H2,1-2H3,(H,18,21)(H,19,22)/t12-,13+/m1/s1" AO5 InChIKey InChI 1.03 BYBVYIPUGPZRSX-OLZOCXBDSA-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 AO5 "SYSTEMATIC NAME" ACDLabs 10.04 "3-amino-1-{2-[(3-chlorophenyl)carbonyl]hydrazino}-3,4-dideoxy-5-S-(1-methylethyl)-5-thio-D-threo-pentose" AO5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-[(2S,3R)-3-amino-2-hydroxy-5-propan-2-ylsulfanyl-pentanoyl]-3-chloro-benzohydrazide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AO5 "Create component" 2003-11-10 RCSB AO5 "Modify descriptor" 2011-06-04 RCSB #