data_HSI
# 
_chem_comp.id                                    HSI 
_chem_comp.name                                  "(3R)-3-{4-[(4-CHLOROPHENYL)ETHYNYL]BENZOYL}NONANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H25 Cl O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(4-(4-(2-(4-CHLOROPHENYL)ETHYNYL)PHENYL))-3-HEXYL-4-OXOBUTANOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-23 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        396.907 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HSI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
HSI C60  C60  C  0 1 N N N 7.105  20.237 -19.783 -7.693 -5.017 1.132  C60  HSI 1  
HSI C56  C56  C  0 1 N N N 8.649  20.353 -19.850 -7.760 -3.542 0.732  C56  HSI 2  
HSI C52  C52  C  0 1 N N N 9.236  19.446 -20.966 -6.343 -2.969 0.658  C52  HSI 3  
HSI C48  C48  C  0 1 N N N 10.206 20.238 -21.887 -6.410 -1.494 0.257  C48  HSI 4  
HSI C44  C44  C  0 1 N N N 10.663 19.379 -23.099 -4.993 -0.921 0.184  C44  HSI 5  
HSI C40  C40  C  0 1 N N N 12.197 19.138 -23.076 -5.060 0.554  -0.217 C40  HSI 6  
HSI C9   C9   C  0 1 N N R 12.593 17.735 -22.526 -3.656 1.160  -0.169 C9   HSI 7  
HSI C5   C5   C  0 1 N N N 12.963 17.839 -21.018 -3.739 2.664  -0.437 C5   HSI 8  
HSI C3   C3   C  0 1 N N N 12.684 16.540 -20.302 -4.453 3.339  0.705  C3   HSI 9  
HSI O1   O1   O  0 1 N N N 13.390 15.484 -20.719 -4.576 4.676  0.723  O1   HSI 10 
HSI O4   O4   O  0 1 N N N 11.859 16.471 -19.403 -4.914 2.678  1.605  O4   HSI 11 
HSI C11  C11  C  0 1 N N N 13.752 17.182 -23.334 -2.792 0.509  -1.218 C11  HSI 12 
HSI O12  O12  O  0 1 N N N 13.501 16.273 -24.110 -3.291 0.093  -2.242 O12  HSI 13 
HSI C13  C13  C  0 1 Y N N 15.191 17.659 -23.245 -1.345 0.379  -1.001 C13  HSI 14 
HSI C14  C14  C  0 1 Y N N 15.441 18.930 -22.707 -0.769 0.855  0.184  C14  HSI 15 
HSI C16  C16  C  0 1 Y N N 16.740 19.432 -22.608 0.575  0.734  0.385  C16  HSI 16 
HSI C18  C18  C  0 1 Y N N 17.822 18.667 -23.050 1.379  0.134  -0.593 C18  HSI 17 
HSI C25  C25  C  0 1 N N N 19.168 19.187 -22.947 2.789  0.008  -0.381 C25  HSI 18 
HSI C26  C26  C  0 1 N N N 20.285 19.611 -22.874 3.946  -0.096 -0.208 C26  HSI 19 
HSI C27  C27  C  0 1 Y N N 21.627 20.125 -22.778 5.356  -0.222 0.004  C27  HSI 20 
HSI C28  C28  C  0 1 Y N N 22.573 19.465 -21.988 5.934  0.246  1.188  C28  HSI 21 
HSI C30  C30  C  0 1 Y N N 23.876 19.965 -21.894 7.293  0.121  1.385  C30  HSI 22 
HSI C32  C32  C  0 1 Y N N 24.232 21.124 -22.589 8.085  -0.468 0.413  C32  HSI 23 
HSI CL1  CL1  CL 0 0 N N N 25.863 21.749 -22.471 9.795  -0.623 0.670  CL1  HSI 24 
HSI C33  C33  C  0 1 Y N N 23.286 21.783 -23.379 7.520  -0.934 -0.762 C33  HSI 25 
HSI C35  C35  C  0 1 Y N N 21.984 21.284 -23.474 6.162  -0.820 -0.970 C35  HSI 26 
HSI C19  C19  C  0 1 Y N N 17.590 17.398 -23.583 0.803  -0.342 -1.777 C19  HSI 27 
HSI C21  C21  C  0 1 Y N N 16.288 16.897 -23.675 -0.542 -0.226 -1.977 C21  HSI 28 
HSI H601 1H60 H  0 0 N N N 6.784  20.210 -18.731 -7.214 -5.108 2.107  H601 HSI 29 
HSI H602 2H60 H  0 0 N N N 6.650  21.105 -20.282 -8.703 -5.426 1.185  H602 HSI 30 
HSI H603 3H60 H  0 0 N N N 6.785  19.314 -20.288 -7.116 -5.570 0.390  H603 HSI 31 
HSI H561 1H56 H  0 0 N N N 8.918  21.398 -20.063 -8.240 -3.452 -0.243 H561 HSI 32 
HSI H562 2H56 H  0 0 N N N 9.064  20.029 -18.884 -8.337 -2.990 1.473  H562 HSI 33 
HSI H521 1H52 H  0 0 N N N 9.788  18.618 -20.497 -5.864 -3.060 1.633  H521 HSI 34 
HSI H522 2H52 H  0 0 N N N 8.405  19.068 -21.580 -5.766 -3.521 -0.084 H522 HSI 35 
HSI H481 1H48 H  0 0 N N N 9.689  21.134 -22.261 -6.890 -1.404 -0.717 H481 HSI 36 
HSI H482 2H48 H  0 0 N N N 11.095 20.513 -21.301 -6.987 -0.942 0.999  H482 HSI 37 
HSI H441 1H44 H  0 0 N N N 10.150 18.407 -23.059 -4.514 -1.012 1.158  H441 HSI 38 
HSI H442 2H44 H  0 0 N N N 10.410 19.920 -24.023 -4.416 -1.473 -0.558 H442 HSI 39 
HSI H401 1H40 H  0 0 N N N 12.574 19.222 -24.106 -5.457 0.638  -1.228 H401 HSI 40 
HSI H402 2H40 H  0 0 N N N 12.637 19.889 -22.404 -5.710 1.089  0.475  H402 HSI 41 
HSI H9   H9   H  0 1 N N N 11.740 17.047 -22.621 -3.221 0.990  0.816  H9   HSI 42 
HSI H51  1H5  H  0 1 N N N 14.034 18.074 -20.928 -2.733 3.073  -0.530 H51  HSI 43 
HSI H52  2H5  H  0 1 N N N 12.352 18.631 -20.560 -4.289 2.837  -1.362 H52  HSI 44 
HSI HO1  HO1  H  0 1 N N N 13.143 14.718 -20.214 -5.042 5.063  1.477  HO1  HSI 45 
HSI H14  H14  H  0 1 N N N 14.613 19.532 -22.363 -1.388 1.318  0.938  H14  HSI 46 
HSI H16  H16  H  0 1 N N N 16.909 20.413 -22.189 1.020  1.100  1.299  H16  HSI 47 
HSI H28  H28  H  0 1 N N N 22.298 18.570 -21.451 5.317  0.706  1.946  H28  HSI 48 
HSI H30  H30  H  0 1 N N N 24.607 19.455 -21.284 7.740  0.482  2.299  H30  HSI 49 
HSI H33  H33  H  0 1 N N N 23.561 22.678 -23.916 8.144  -1.392 -1.516 H33  HSI 50 
HSI H35  H35  H  0 1 N N N 21.254 21.794 -24.085 5.721  -1.188 -1.885 H35  HSI 51 
HSI H19  H19  H  0 1 N N N 18.421 16.800 -23.926 1.423  -0.804 -2.531 H19  HSI 52 
HSI H21  H21  H  0 1 N N N 16.124 15.910 -24.082 -0.986 -0.596 -2.889 H21  HSI 53 
# 
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 
HSI C60 C56  SING N N 1  
HSI C60 H601 SING N N 2  
HSI C60 H602 SING N N 3  
HSI C60 H603 SING N N 4  
HSI C56 C52  SING N N 5  
HSI C56 H561 SING N N 6  
HSI C56 H562 SING N N 7  
HSI C52 C48  SING N N 8  
HSI C52 H521 SING N N 9  
HSI C52 H522 SING N N 10 
HSI C48 C44  SING N N 11 
HSI C48 H481 SING N N 12 
HSI C48 H482 SING N N 13 
HSI C44 C40  SING N N 14 
HSI C44 H441 SING N N 15 
HSI C44 H442 SING N N 16 
HSI C40 C9   SING N N 17 
HSI C40 H401 SING N N 18 
HSI C40 H402 SING N N 19 
HSI C9  C11  SING N N 20 
HSI C9  C5   SING N N 21 
HSI C9  H9   SING N N 22 
HSI C5  C3   SING N N 23 
HSI C5  H51  SING N N 24 
HSI C5  H52  SING N N 25 
HSI C3  O1   SING N N 26 
HSI C3  O4   DOUB N N 27 
HSI O1  HO1  SING N N 28 
HSI C11 O12  DOUB N N 29 
HSI C11 C13  SING N N 30 
HSI C13 C21  SING Y N 31 
HSI C13 C14  DOUB Y N 32 
HSI C14 C16  SING Y N 33 
HSI C14 H14  SING N N 34 
HSI C16 C18  DOUB Y N 35 
HSI C16 H16  SING N N 36 
HSI C18 C19  SING Y N 37 
HSI C18 C25  SING N N 38 
HSI C25 C26  TRIP N N 39 
HSI C26 C27  SING N N 40 
HSI C27 C35  SING Y N 41 
HSI C27 C28  DOUB Y N 42 
HSI C28 C30  SING Y N 43 
HSI C28 H28  SING N N 44 
HSI C30 C32  DOUB Y N 45 
HSI C30 H30  SING N N 46 
HSI C32 C33  SING Y N 47 
HSI C32 CL1  SING N N 48 
HSI C33 C35  DOUB Y N 49 
HSI C33 H33  SING N N 50 
HSI C35 H35  SING N N 51 
HSI C19 C21  DOUB Y N 52 
HSI C19 H19  SING N N 53 
HSI C21 H21  SING N N 54 
# 
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 
HSI SMILES           ACDLabs              10.04 Clc2ccc(C#Cc1ccc(C(=O)C(CC(=O)O)CCCCCC)cc1)cc2                                                                                                          
HSI InChI            InChI                1.02b InChI=1/C24H25ClO3/c1-2-3-4-5-6-21(17-23(26)27)24(28)20-13-9-18(10-14-20)7-8-19-11-15-22(25)16-12-19/h9-16,21H,2-6,17H2,1H3,(H,26,27)/t21-/m1/s1/f/h26H 
HSI InChIKey         InChI                1.02b UOBFNJXLVSPHNN-GECCEJMXDB                                                                                                                               
HSI SMILES_CANONICAL CACTVS               3.341 CCCCCC[C@H](CC(O)=O)C(=O)c1ccc(cc1)C#Cc2ccc(Cl)cc2                                                                                                      
HSI SMILES           CACTVS               3.341 CCCCCC[CH](CC(O)=O)C(=O)c1ccc(cc1)C#Cc2ccc(Cl)cc2                                                                                                       
HSI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCC[C@H](CC(=O)O)C(=O)c1ccc(cc1)C#Cc2ccc(cc2)Cl                                                                                                      
HSI SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCC(CC(=O)O)C(=O)c1ccc(cc1)C#Cc2ccc(cc2)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 
HSI "SYSTEMATIC NAME" ACDLabs              10.04 "(3R)-3-({4-[(4-chlorophenyl)ethynyl]phenyl}carbonyl)nonanoic acid" 
HSI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R)-3-[4-[2-(4-chlorophenyl)ethynyl]phenyl]carbonylnonanoic acid" 
# 
