data_AT5
# 
_chem_comp.id                                    AT5 
_chem_comp.name                                  3-[(2S,4S,5R)-5,6-DICHLORO-2,4-DIMETHYL-1-OXOHEXYL]-4-HYDROXY-5,6-DIMETHOXY-2(1H)-PYRIDINONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H21 Cl2 N O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ATPENIN A5; AA5" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-07-21 
_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                        366.237 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AT5 
_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        2ACZ 
_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 
AT5 O5   O5   O  0 1 N N N 86.070 93.294  107.849 0.394  -1.698 -1.115 O5   AT5 1  
AT5 C7   C7   C  0 1 N N N 86.255 94.402  107.304 0.603  -0.558 -0.753 C7   AT5 2  
AT5 C8   C8   C  0 1 N N S 87.749 94.843  107.045 -0.536 0.425  -0.662 C8   AT5 3  
AT5 C11  C11  C  0 1 N N N 88.020 95.063  105.602 -1.852 -0.335 -0.476 C11  AT5 4  
AT5 C12  C12  C  0 1 N N S 88.647 96.357  105.207 -2.991 0.664  -0.259 C12  AT5 5  
AT5 C17  C17  C  0 1 N N N 88.342 96.964  103.782 -2.767 1.415  1.055  C17  AT5 6  
AT5 C13  C13  C  0 1 N N R 90.222 96.283  105.435 -4.322 -0.087 -0.197 C13  AT5 7  
AT5 CL12 CL12 CL 0 0 N N N 91.036 95.212  104.219 -4.342 -1.156 1.255  CL12 AT5 8  
AT5 C14  C14  C  0 1 N N N 90.891 97.724  105.347 -5.471 0.918  -0.106 C14  AT5 9  
AT5 CL16 CL16 CL 0 0 N N N 92.204 97.950  106.529 -7.040 0.033  -0.033 CL16 AT5 10 
AT5 C10  C10  C  0 1 N N N 88.700 93.737  107.572 -0.602 1.250  -1.949 C10  AT5 11 
AT5 C6   C6   C  0 1 Y N N 84.959 95.216  106.989 1.912  -0.153 -0.416 C6   AT5 12 
AT5 C5   C5   C  0 1 Y N N 83.757 94.534  106.683 2.190  1.202  -0.109 C5   AT5 13 
AT5 N4   N4   N  0 1 Y N N 82.543 95.201  106.406 3.441  1.577  0.216  N4   AT5 14 
AT5 C3   C3   C  0 1 Y N N 82.414 96.576  106.406 4.463  0.677  0.246  C3   AT5 15 
AT5 C2   C2   C  0 1 Y N N 83.654 97.337  106.718 4.248  -0.653 -0.044 C2   AT5 16 
AT5 C1   C1   C  0 1 Y N N 84.910 96.750  107.008 2.966  -1.092 -0.381 C1   AT5 17 
AT5 O1   O1   O  0 1 N N N 85.984 97.509  107.286 2.737  -2.394 -0.669 O1   AT5 18 
AT5 O2   O2   O  0 1 N N N 83.554 98.710  106.721 5.283  -1.538 -0.002 O2   AT5 19 
AT5 CM2  CM2  C  0 1 N N N 82.918 99.258  107.929 5.045  -2.400 1.112  CM2  AT5 20 
AT5 O3   O3   O  0 1 N N N 81.204 97.204  106.138 5.706  1.094  0.571  O3   AT5 21 
AT5 CM3  CM3  C  0 1 N N N 80.582 97.066  104.837 5.620  2.499  0.816  CM3  AT5 22 
AT5 O4   O4   O  0 1 N N N 83.743 93.189  106.657 1.293  2.028  -0.133 O4   AT5 23 
AT5 H8   H8   H  0 1 N N N 87.921 95.807  107.579 -0.377 1.089  0.187  H8   AT5 24 
AT5 H111 1H11 H  0 0 N N N 87.077 94.919  105.024 -2.056 -0.931 -1.365 H111 AT5 25 
AT5 H112 2H11 H  0 0 N N N 88.637 94.221  105.211 -1.773 -0.990 0.392  H112 AT5 26 
AT5 H12  H12  H  0 1 N N N 88.135 97.081  105.883 -3.013 1.375  -1.085 H12  AT5 27 
AT5 H171 1H17 H  0 0 N N N 87.237 97.052  103.662 -1.819 1.950  1.011  H171 AT5 28 
AT5 H172 2H17 H  0 0 N N N 88.811 97.932  103.487 -3.579 2.126  1.209  H172 AT5 29 
AT5 H173 3H17 H  0 0 N N N 88.587 96.199  103.009 -2.745 0.704  1.881  H173 AT5 30 
AT5 H13  H13  H  0 1 N N N 90.362 95.858  106.456 -4.440 -0.693 -1.096 H13  AT5 31 
AT5 H141 1H14 H  0 0 N N N 90.124 98.527  105.445 -5.354 1.524  0.793  H141 AT5 32 
AT5 H142 2H14 H  0 0 N N N 91.245 97.937  104.311 -5.459 1.565  -0.983 H142 AT5 33 
AT5 H101 1H10 H  0 0 N N N 88.471 92.737  107.136 -1.426 1.961  -1.883 H101 AT5 34 
AT5 H102 2H10 H  0 0 N N N 89.755 94.048  107.389 0.335  1.791  -2.082 H102 AT5 35 
AT5 H103 3H10 H  0 0 N N N 88.510 93.488  108.642 -0.762 0.586  -2.799 H103 AT5 36 
AT5 HN4  HN4  H  0 1 N N N 81.708 94.656  106.193 3.619  2.508  0.425  HN4  AT5 37 
AT5 HO1  HO1  H  0 1 N N N 85.954 98.458  107.298 3.598  -2.834 -0.677 HO1  AT5 38 
AT5 HM21 1HM2 H  0 0 N N N 83.444 98.901  108.845 4.988  -1.807 2.025  HM21 AT5 39 
AT5 HM22 2HM2 H  0 0 N N N 82.837 100.370 107.931 4.105  -2.933 0.965  HM22 AT5 40 
AT5 HM23 3HM2 H  0 0 N N N 81.919 98.792  108.092 5.860  -3.119 1.196  HM23 AT5 41 
AT5 HM31 1HM3 H  0 0 N N N 80.470 95.979  104.615 5.266  3.004  -0.083 HM31 AT5 42 
AT5 HM32 2HM3 H  0 0 N N N 79.611 97.570  104.622 4.924  2.684  1.634  HM32 AT5 43 
AT5 HM33 3HM3 H  0 0 N N N 81.319 97.379  104.061 6.605  2.883  1.083  HM33 AT5 44 
# 
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 
AT5 O5  C7   DOUB N N 1  
AT5 C7  C8   SING N N 2  
AT5 C7  C6   SING N N 3  
AT5 C8  C11  SING N N 4  
AT5 C8  C10  SING N N 5  
AT5 C8  H8   SING N N 6  
AT5 C11 C12  SING N N 7  
AT5 C11 H111 SING N N 8  
AT5 C11 H112 SING N N 9  
AT5 C12 C17  SING N N 10 
AT5 C12 C13  SING N N 11 
AT5 C12 H12  SING N N 12 
AT5 C17 H171 SING N N 13 
AT5 C17 H172 SING N N 14 
AT5 C17 H173 SING N N 15 
AT5 C13 CL12 SING N N 16 
AT5 C13 C14  SING N N 17 
AT5 C13 H13  SING N N 18 
AT5 C14 CL16 SING N N 19 
AT5 C14 H141 SING N N 20 
AT5 C14 H142 SING N N 21 
AT5 C10 H101 SING N N 22 
AT5 C10 H102 SING N N 23 
AT5 C10 H103 SING N N 24 
AT5 C6  C5   SING Y N 25 
AT5 C6  C1   DOUB Y N 26 
AT5 C5  N4   SING Y N 27 
AT5 C5  O4   DOUB N N 28 
AT5 N4  C3   SING Y N 29 
AT5 N4  HN4  SING N N 30 
AT5 C3  C2   DOUB Y N 31 
AT5 C3  O3   SING N N 32 
AT5 C2  C1   SING Y N 33 
AT5 C2  O2   SING N N 34 
AT5 C1  O1   SING N N 35 
AT5 O1  HO1  SING N N 36 
AT5 O2  CM2  SING N N 37 
AT5 CM2 HM21 SING N N 38 
AT5 CM2 HM22 SING N N 39 
AT5 CM2 HM23 SING N N 40 
AT5 O3  CM3  SING N N 41 
AT5 CM3 HM31 SING N N 42 
AT5 CM3 HM32 SING N N 43 
AT5 CM3 HM33 SING N N 44 
# 
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 
AT5 SMILES           ACDLabs              10.04 O=C(C1=C(O)C(OC)=C(OC)NC1=O)C(C)CC(C)C(Cl)CCl                                                                                                  
AT5 InChI            InChI                1.02b InChI=1/C15H21Cl2NO5/c1-7(9(17)6-16)5-8(2)11(19)10-12(20)13(22-3)15(23-4)18-14(10)21/h7-9H,5-6H2,1-4H3,(H2,18,20,21)/t7-,8-,9-/m0/s1/f/h18,20H 
AT5 InChIKey         InChI                1.02b OVULNOOPECCZRG-RUQJUNTNDJ                                                                                                                      
AT5 SMILES_CANONICAL CACTVS               3.341 COC1=C(OC)C(=C(C(=O)N1)C(=O)[C@@H](C)C[C@H](C)[C@@H](Cl)CCl)O                                                                                  
AT5 SMILES           CACTVS               3.341 COC1=C(OC)C(=C(C(=O)N1)C(=O)[CH](C)C[CH](C)[CH](Cl)CCl)O                                                                                       
AT5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C[C@H](C)C(=O)C1=C(C(=C(NC1=O)OC)OC)O)[C@H](CCl)Cl                                                                                     
AT5 SMILES           "OpenEye OEToolkits" 1.5.0 CC(CC(C)C(=O)C1=C(C(=C(NC1=O)OC)OC)O)C(CCl)Cl                                                                                                  
# 
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 
AT5 "SYSTEMATIC NAME" ACDLabs              10.04 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxypyridin-2(1H)-one  
AT5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethyl-hexanoyl]-4-hydroxy-5,6-dimethoxy-1H-pyridin-2-one 
# 
