data_3NA
# 
_chem_comp.id                                    3NA 
_chem_comp.name                                  "{3-[(4,5,7-TRIFLUORO-1,3-BENZOTHIAZOL-2-YL)METHYL]-1H-INDOL-1-YL}ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H11 F3 N2 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "3-[(4,5,7-TRIFLUOROBENZOTHIAZOL-2-YL)METHYL]INDOLE-N-ACETIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-17 
_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                        376.352 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3NA 
_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        1Z3N 
_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 
3NA C2   C2   C 0 1 Y N N 16.321 -9.526  17.344 3.969  1.439  -1.312 C2   3NA 1  
3NA C3   C3   C 0 1 Y N N 17.895 -9.560  14.896 2.050  2.579  0.353  C3   3NA 2  
3NA C4   C4   C 0 1 Y N N 17.129 -8.455  16.942 3.200  0.617  -0.495 C4   3NA 3  
3NA C5   C5   C 0 1 Y N N 16.276 -10.657 16.509 3.778  2.803  -1.286 C5   3NA 4  
3NA C6   C6   C 0 1 Y N N 17.136 -10.674 15.280 2.820  3.367  -0.455 C6   3NA 5  
3NA C7   C7   C 0 1 Y N N 17.816 -8.425  15.769 2.227  1.194  0.342  C7   3NA 6  
3NA C11  C11  C 0 1 Y N N 18.474 -7.124  15.672 1.597  0.081  1.057  C11  3NA 7  
3NA C13  C13  C 0 1 Y N N 18.342 -5.943  13.493 -0.839 0.223  1.374  C13  3NA 8  
3NA S14  S14  S 0 1 Y N N 16.648 -6.347  13.418 -1.720 1.611  0.815  S14  3NA 9  
3NA N15  N15  N 0 1 Y N N 17.313 -7.239  17.563 3.148  -0.745 -0.299 N15  3NA 10 
3NA C16  C16  C 0 1 Y N N 18.125 -6.466  16.815 2.189  -1.045 0.630  C16  3NA 11 
3NA C17  C17  C 0 1 N N N 19.285 -6.600  14.509 0.493  0.182  2.077  C17  3NA 12 
3NA F19  F19  F 0 1 N N N 14.162 -5.547  11.662 -4.546 2.417  -0.729 F19  3NA 13 
3NA C20  C20  C 0 1 N N N 16.653 -6.814  18.786 3.996  -1.726 -0.981 C20  3NA 14 
3NA F22  F22  F 0 1 N N N 18.897 -3.092  10.527 -3.471 -2.883 0.201  F22  3NA 15 
3NA F23  F23  F 0 1 N N N 16.653 -2.418  9.172  -5.754 -2.151 -1.051 F23  3NA 16 
3NA C24  C24  C 0 1 Y N N 17.675 -4.651  11.835 -2.787 -0.601 0.406  C24  3NA 17 
3NA C25  C25  C 0 1 Y N N 15.365 -3.973  10.359 -5.172 0.136  -0.902 C25  3NA 18 
3NA C26  C26  C 0 1 Y N N 17.739 -3.709  10.822 -3.721 -1.574 -0.020 C26  3NA 19 
3NA C27  C27  C 0 1 Y N N 16.468 -5.279  12.098 -3.116 0.747  0.139  C27  3NA 20 
3NA C28  C28  C 0 1 Y N N 15.322 -4.935  11.360 -4.278 1.113  -0.498 C28  3NA 21 
3NA C29  C29  C 0 1 Y N N 16.584 -3.387  10.133 -4.880 -1.200 -0.656 C29  3NA 22 
3NA C32  C32  C 0 1 N N N 15.424 -5.876  18.505 5.305  -1.854 -0.245 C32  3NA 23 
3NA O33  O33  O 0 1 N N N 14.938 -5.386  19.469 5.509  -1.194 0.746  O33  3NA 24 
3NA O34  O34  O 0 1 N N N 15.145 -5.612  17.280 6.245  -2.702 -0.692 O34  3NA 25 
3NA N36  N36  N 0 1 Y N N 18.750 -5.058  12.635 -1.605 -0.775 1.034  N36  3NA 26 
3NA H2   H2   H 0 1 N N N 15.753 -9.485  18.262 4.717  1.009  -1.962 H2   3NA 27 
3NA H3   H3   H 0 1 N N N 18.500 -9.557  14.001 1.306  3.025  0.996  H3   3NA 28 
3NA H5   H5   H 0 1 N N N 15.637 -11.494 16.747 4.378  3.439  -1.919 H5   3NA 29 
3NA H6   H6   H 0 1 N N N 17.171 -11.568 14.675 2.682  4.439  -0.447 H6   3NA 30 
3NA H16  H16  H 0 1 N N N 18.451 -5.472  17.081 1.946  -2.041 0.970  H16  3NA 31 
3NA H171 1H17 H 0 0 N N N 19.824 -7.431  14.030 0.528  -0.684 2.738  H171 3NA 32 
3NA H172 2H17 H 0 0 N N N 20.012 -5.858  14.871 0.622  1.092  2.664  H172 3NA 33 
3NA H201 1H20 H 0 0 N N N 17.382 -6.247  19.384 4.184  -1.396 -2.002 H201 3NA 34 
3NA H202 2H20 H 0 0 N N N 16.296 -7.707  19.320 3.493  -2.692 -0.997 H202 3NA 35 
3NA H25  H25  H 0 1 N N N 14.488 -3.702  9.791  -6.089 0.410  -1.403 H25  3NA 36 
3NA H34  H34  H 0 1 N N N 14.470 -4.945  17.245 7.086  -2.785 -0.220 H34  3NA 37 
# 
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 
3NA C2  C4   SING Y N 1  
3NA C2  C5   DOUB Y N 2  
3NA C2  H2   SING N N 3  
3NA C3  C6   DOUB Y N 4  
3NA C3  C7   SING Y N 5  
3NA C3  H3   SING N N 6  
3NA C4  C7   DOUB Y N 7  
3NA C4  N15  SING Y N 8  
3NA C5  C6   SING Y N 9  
3NA C5  H5   SING N N 10 
3NA C6  H6   SING N N 11 
3NA C7  C11  SING Y N 12 
3NA C11 C16  DOUB Y N 13 
3NA C11 C17  SING N N 14 
3NA C13 S14  SING Y N 15 
3NA C13 C17  SING N N 16 
3NA C13 N36  DOUB Y N 17 
3NA S14 C27  SING Y N 18 
3NA N15 C16  SING Y N 19 
3NA N15 C20  SING N N 20 
3NA C16 H16  SING N N 21 
3NA C17 H171 SING N N 22 
3NA C17 H172 SING N N 23 
3NA F19 C28  SING N N 24 
3NA C20 C32  SING N N 25 
3NA C20 H201 SING N N 26 
3NA C20 H202 SING N N 27 
3NA F22 C26  SING N N 28 
3NA F23 C29  SING N N 29 
3NA C24 C26  SING Y N 30 
3NA C24 C27  DOUB Y N 31 
3NA C24 N36  SING Y N 32 
3NA C25 C28  DOUB Y N 33 
3NA C25 C29  SING Y N 34 
3NA C25 H25  SING N N 35 
3NA C26 C29  DOUB Y N 36 
3NA C27 C28  SING Y N 37 
3NA C32 O33  DOUB N N 38 
3NA C32 O34  SING N N 39 
3NA O34 H34  SING N N 40 
# 
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 
3NA SMILES           ACDLabs              10.04 O=C(O)Cn2c1ccccc1c(c2)Cc3nc4c(F)c(F)cc(F)c4s3                                                                                           
3NA InChI            InChI                1.02b InChI=1/C18H11F3N2O2S/c19-11-6-12(20)18-17(16(11)21)22-14(26-18)5-9-7-23(8-15(24)25)13-4-2-1-3-10(9)13/h1-4,6-7H,5,8H2,(H,24,25)/f/h24H 
3NA InChIKey         InChI                1.02b KYHVTMFADJNSGS-LQFNOIFHCV                                                                                                               
3NA SMILES_CANONICAL CACTVS               3.341 OC(=O)Cn1cc(Cc2sc3c(F)cc(F)c(F)c3n2)c4ccccc14                                                                                           
3NA SMILES           CACTVS               3.341 OC(=O)Cn1cc(Cc2sc3c(F)cc(F)c(F)c3n2)c4ccccc14                                                                                           
3NA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(cn2CC(=O)O)Cc3nc4c(c(cc(c4s3)F)F)F                                                                                         
3NA SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(cn2CC(=O)O)Cc3nc4c(c(cc(c4s3)F)F)F                                                                                         
# 
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 
3NA "SYSTEMATIC NAME" ACDLabs              10.04 "{3-[(4,5,7-trifluoro-1,3-benzothiazol-2-yl)methyl]-1H-indol-1-yl}acetic acid" 
3NA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4,5,7-trifluoro-1,3-benzothiazol-2-yl)methyl]indol-1-yl]ethanoic acid" 
# 
