data_ARL
# 
_chem_comp.id                                    ARL 
_chem_comp.name                                  "7-(3,5-DITERT-BUTYLPHENYL)-3-METHYLOCTA-2,4,6-TRIENOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H32 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-29 
_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                        340.499 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ARL 
_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        1NQ7 
_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 
ARL C16  C16  C 0 1 N N N 29.473 25.820 10.596 0.843  -1.214 5.186  C16  ARL 1  
ARL C9   C9   C 0 1 N N N 28.212 25.027 10.146 -0.027 -0.027 4.864  C9   ARL 2  
ARL C13  C13  C 0 1 N N N 27.101 25.830 9.547  -0.231 0.353  3.526  C13  ARL 3  
ARL C8   C8   C 0 1 N N N 27.065 27.157 9.353  0.358  -0.350 2.521  C8   ARL 4  
ARL C44  C44  C 0 1 N N N 25.972 27.948 8.779  0.154  0.030  1.179  C44  ARL 5  
ARL C42  C42  C 0 1 N N N 26.039 29.163 8.103  0.648  -0.732 0.176  C42  ARL 6  
ARL C7   C7   C 0 1 N N N 27.413 29.868 7.865  1.529  -1.914 0.491  C7   ARL 7  
ARL C3   C3   C 0 1 Y N N 24.764 29.865 7.591  0.326  -0.408 -1.220 C3   ARL 8  
ARL C4   C4   C 0 1 Y N N 23.443 29.241 7.655  1.349  -0.107 -2.127 C4   ARL 9  
ARL C5   C5   C 0 1 Y N N 22.203 29.897 7.185  1.039  0.195  -3.435 C5   ARL 10 
ARL C6   C6   C 0 1 Y N N 22.361 31.237 6.627  -0.280 0.203  -3.853 C6   ARL 11 
ARL C1   C1   C 0 1 Y N N 23.641 31.939 6.523  -1.298 -0.092 -2.963 C1   ARL 12 
ARL C2   C2   C 0 1 Y N N 24.818 31.211 7.016  -1.004 -0.403 -1.653 C2   ARL 13 
ARL C10  C10  C 0 1 N N N 23.789 33.401 5.915  -2.731 -0.080 -3.429 C10  ARL 14 
ARL C11  C11  C 0 1 N N N 22.454 34.123 5.553  -3.651 -0.439 -2.260 C11  ARL 15 
ARL C15  C15  C 0 1 N N N 24.625 33.362 4.630  -3.087 1.313  -3.949 C15  ARL 16 
ARL C19  C19  C 0 1 N N N 24.479 34.334 6.943  -2.911 -1.104 -4.552 C19  ARL 17 
ARL C23  C23  C 0 1 N N N 20.787 29.180 7.277  2.139  0.519  -4.413 C23  ARL 18 
ARL C24  C24  C 0 1 N N N 20.037 29.021 5.938  3.492  0.441  -3.703 C24  ARL 19 
ARL C28  C28  C 0 1 N N N 19.836 29.969 8.191  2.109  -0.486 -5.566 C28  ARL 20 
ARL C32  C32  C 0 1 N N N 20.907 27.790 7.886  1.932  1.931  -4.964 C32  ARL 21 
ARL C14  C14  C 0 1 N N N 28.032 23.671 10.248 -0.617 0.676  5.869  C14  ARL 22 
ARL C12  C12  C 0 1 N N N 28.943 22.607 10.800 -0.143 0.550  7.193  C12  ARL 23 
ARL O2   O2   O 0 1 N N N 30.023 22.810 11.263 -0.810 1.138  8.208  O2   ARL 24 
ARL O3   O3   O 0 1 N N N 28.535 21.467 10.754 0.867  -0.089 7.418  O3   ARL 25 
ARL H161 1H16 H 0 0 N N N 29.175 26.633 11.299 0.793  -1.421 6.255  H161 ARL 26 
ARL H162 2H16 H 0 0 N N N 30.301 25.222 11.043 0.491  -2.083 4.630  H162 ARL 27 
ARL H163 3H16 H 0 0 N N N 29.863 26.423 9.743  1.873  -0.995 4.906  H163 ARL 28 
ARL H13  H13  H 0 1 N N N 26.162 25.372 9.193  -0.855 1.204  3.295  H13  ARL 29 
ARL H8   H8   H 0 1 N N N 28.002 27.632 9.690  0.982  -1.201 2.752  H8   ARL 30 
ARL H44  H44  H 0 1 N N N 24.940 27.571 8.870  -0.395 0.932  0.952  H44  ARL 31 
ARL H71  1H7  H 0 1 N N N 28.091 29.146 7.352  1.575  -2.054 1.571  H71  ARL 32 
ARL H72  2H7  H 0 1 N N N 27.467 30.841 7.324  1.115  -2.809 0.026  H72  ARL 33 
ARL H73  3H7  H 0 1 N N N 27.917 29.990 8.852  2.532  -1.734 0.105  H73  ARL 34 
ARL H4   H4   H 0 1 N N N 23.379 28.225 8.079  2.379  -0.113 -1.802 H4   ARL 35 
ARL H6   H6   H 0 1 N N N 21.457 31.751 6.261  -0.517 0.442  -4.880 H6   ARL 36 
ARL H2   H2   H 0 1 N N N 25.802 31.705 6.951  -1.799 -0.634 -0.959 H2   ARL 37 
ARL H111 1H11 H 0 0 N N N 21.782 34.148 6.442  -4.687 -0.430 -2.597 H111 ARL 38 
ARL H112 2H11 H 0 0 N N N 22.558 35.148 5.127  -3.397 -1.432 -1.890 H112 ARL 39 
ARL H113 3H11 H 0 0 N N N 21.851 33.485 4.866  -3.523 0.290  -1.460 H113 ARL 40 
ARL H151 1H15 H 0 0 N N N 24.210 32.643 3.886  -2.959 2.043  -3.149 H151 ARL 41 
ARL H152 2H15 H 0 0 N N N 24.729 34.387 4.204  -2.431 1.569  -4.782 H152 ARL 42 
ARL H153 3H15 H 0 0 N N N 25.616 32.878 4.793  -4.123 1.322  -4.286 H153 ARL 43 
ARL H191 1H19 H 0 0 N N N 25.456 33.924 7.290  -2.657 -2.097 -4.181 H191 ARL 44 
ARL H192 2H19 H 0 0 N N N 24.583 35.359 6.517  -3.947 -1.096 -4.889 H192 ARL 45 
ARL H193 3H19 H 0 0 N N N 23.949 34.341 7.924  -2.256 -0.849 -5.385 H193 ARL 46 
ARL H241 1H24 H 0 0 N N N 20.684 28.496 5.198  4.287  0.675  -4.410 H241 ARL 47 
ARL H242 2H24 H 0 0 N N N 19.044 28.518 6.003  3.513  1.157  -2.882 H242 ARL 48 
ARL H243 3H24 H 0 0 N N N 19.932 30.013 5.439  3.639  -0.565 -3.311 H243 ARL 49 
ARL H281 1H28 H 0 0 N N N 19.741 31.032 7.869  2.256  -1.493 -5.174 H281 ARL 50 
ARL H282 2H28 H 0 0 N N N 18.843 29.466 8.256  1.145  -0.431 -6.072 H282 ARL 51 
ARL H283 3H28 H 0 0 N N N 20.279 30.139 9.200  2.905  -0.252 -6.273 H283 ARL 52 
ARL H321 1H32 H 0 0 N N N 21.415 27.821 8.878  1.954  2.648  -4.143 H321 ARL 53 
ARL H322 2H32 H 0 0 N N N 19.914 27.287 7.951  2.728  2.165  -5.671 H322 ARL 54 
ARL H323 3H32 H 0 0 N N N 21.647 27.165 7.334  0.968  1.987  -5.470 H323 ARL 55 
ARL H14  H14  H 0 1 N N N 27.042 23.406 9.840  -1.448 1.332  5.654  H14  ARL 56 
ARL HO2  HO2  H 0 1 N N N 30.598 22.139 11.611 -0.325 0.931  9.019  HO2  ARL 57 
# 
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 
ARL C16 C9   SING N N 1  
ARL C16 H161 SING N N 2  
ARL C16 H162 SING N N 3  
ARL C16 H163 SING N N 4  
ARL C9  C13  SING N N 5  
ARL C9  C14  DOUB N E 6  
ARL C13 C8   DOUB N E 7  
ARL C13 H13  SING N N 8  
ARL C8  C44  SING N N 9  
ARL C8  H8   SING N N 10 
ARL C44 C42  DOUB N E 11 
ARL C44 H44  SING N N 12 
ARL C42 C7   SING N N 13 
ARL C42 C3   SING N N 14 
ARL C7  H71  SING N N 15 
ARL C7  H72  SING N N 16 
ARL C7  H73  SING N N 17 
ARL C3  C4   DOUB Y N 18 
ARL C3  C2   SING Y N 19 
ARL C4  C5   SING Y N 20 
ARL C4  H4   SING N N 21 
ARL C5  C6   DOUB Y N 22 
ARL C5  C23  SING N N 23 
ARL C6  C1   SING Y N 24 
ARL C6  H6   SING N N 25 
ARL C1  C2   DOUB Y N 26 
ARL C1  C10  SING N N 27 
ARL C2  H2   SING N N 28 
ARL C10 C11  SING N N 29 
ARL C10 C15  SING N N 30 
ARL C10 C19  SING N N 31 
ARL C11 H111 SING N N 32 
ARL C11 H112 SING N N 33 
ARL C11 H113 SING N N 34 
ARL C15 H151 SING N N 35 
ARL C15 H152 SING N N 36 
ARL C15 H153 SING N N 37 
ARL C19 H191 SING N N 38 
ARL C19 H192 SING N N 39 
ARL C19 H193 SING N N 40 
ARL C23 C24  SING N N 41 
ARL C23 C28  SING N N 42 
ARL C23 C32  SING N N 43 
ARL C24 H241 SING N N 44 
ARL C24 H242 SING N N 45 
ARL C24 H243 SING N N 46 
ARL C28 H281 SING N N 47 
ARL C28 H282 SING N N 48 
ARL C28 H283 SING N N 49 
ARL C32 H321 SING N N 50 
ARL C32 H322 SING N N 51 
ARL C32 H323 SING N N 52 
ARL C14 C12  SING N N 53 
ARL C14 H14  SING N N 54 
ARL C12 O2   SING N N 55 
ARL C12 O3   DOUB N N 56 
ARL O2  HO2  SING N N 57 
# 
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 
ARL SMILES           ACDLabs              10.04 O=C(O)\C=C(\C=C\C=C(\c1cc(cc(c1)C(C)(C)C)C(C)(C)C)C)C                                                                                     
ARL InChI            InChI                1.02b InChI=1/C23H32O2/c1-16(12-21(24)25)10-9-11-17(2)18-13-19(22(3,4)5)15-20(14-18)23(6,7)8/h9-15H,1-8H3,(H,24,25)/b10-9+,16-12+,17-11+/f/h24H 
ARL InChIKey         InChI                1.02b JMPZTWDLOGTBPM-MUUUBHIIDR                                                                                                                 
ARL SMILES_CANONICAL CACTVS               3.341 CC(/C=C/C=C(\C)c1cc(cc(c1)C(C)(C)C)C(C)(C)C)=C\C(O)=O                                                                                     
ARL SMILES           CACTVS               3.341 CC(C=CC=C(C)c1cc(cc(c1)C(C)(C)C)C(C)(C)C)=CC(O)=O                                                                                         
ARL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C\C(=C/C(=O)O)\C=C\C=C(/C)\c1cc(cc(c1)C(C)(C)C)C(C)(C)C                                                                                   
ARL SMILES           "OpenEye OEToolkits" 1.5.0 CC(=CC(=O)O)C=CC=C(C)c1cc(cc(c1)C(C)(C)C)C(C)(C)C                                                                                         
# 
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 
ARL "SYSTEMATIC NAME" ACDLabs              10.04 "(2E,4E,6E)-7-(3,5-di-tert-butylphenyl)-3-methylocta-2,4,6-trienoic acid" 
ARL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2E,4E,6E)-7-(3,5-ditert-butylphenyl)-3-methyl-octa-2,4,6-trienoic acid" 
# 
