data_H1L
# 
_chem_comp.id                                    H1L 
_chem_comp.name                                  "(2S)-2-(4-{[3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDIN-2-YL]OXY}PHENOXY)PROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H11 Cl F3 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "HALOXYFOP INHIBITOR" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-03-02 
_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                        361.700 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     H1L 
_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        1UYS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
H1L O1A  O1A  O  0 1 N N N -0.432 19.698 -23.633 2.528  0.671  5.861  O1A  H1L 1  
H1L C1   C1   C  0 1 N N N 0.005  18.851 -22.841 1.218  0.458  5.657  C1   H1L 2  
H1L O1B  O1B  O  0 1 N N N 1.188  18.495 -22.916 0.412  0.822  6.480  O1B  H1L 3  
H1L C2   C2   C  0 1 N N R -0.904 18.259 -21.791 0.754  -0.236 4.403  C2   H1L 4  
H1L C2A  C2A  C  0 1 N N N -1.894 17.272 -22.423 1.372  -1.634 4.336  C2A  H1L 5  
H1L O2   O2   O  0 1 N N N -0.085 17.557 -20.832 -0.670 -0.345 4.418  O2   H1L 6  
H1L C3   C3   C  0 1 Y N N -0.146 18.051 -19.593 -1.087 -0.226 3.129  C3   H1L 7  
H1L C4   C4   C  0 1 Y N N -0.135 19.424 -19.300 -1.313 -1.361 2.366  C4   H1L 8  
H1L C5   C5   C  0 1 Y N N -0.054 19.872 -17.973 -1.736 -1.240 1.057  C5   H1L 9  
H1L C6   C6   C  0 1 Y N N -0.100 17.127 -18.521 -1.292 1.031  2.580  C6   H1L 10 
H1L C7   C7   C  0 1 Y N N -0.032 17.580 -17.219 -1.710 1.152  1.269  C7   H1L 11 
H1L C8   C8   C  0 1 Y N N 0.008  18.948 -16.961 -1.935 0.016  0.506  C8   H1L 12 
H1L O8   O8   O  0 1 N N N 0.257  19.349 -15.651 -2.352 0.135  -0.782 O8   H1L 13 
H1L C9   C9   C  0 1 Y N N -0.866 19.494 -14.898 -1.240 0.102  -1.559 C9   H1L 14 
H1L N9   N9   N  0 1 Y N N -2.028 19.059 -15.296 -0.045 0.079  -0.992 N9   H1L 15 
H1L C10  C10  C  0 1 Y N N -3.140 19.160 -14.522 1.061  0.047  -1.709 C10  H1L 16 
H1L C11  C11  C  0 1 Y N N -3.055 19.730 -13.291 1.010  0.037  -3.089 C11  H1L 17 
H1L C12  C12  C  0 1 N N N -4.285 19.833 -12.395 2.281  0.001  -3.898 C12  H1L 18 
H1L F1   F1   F  0 1 N N N -5.351 19.361 -13.028 3.382  -0.016 -3.035 F1   H1L 19 
H1L F2   F2   F  0 1 N N N -4.059 19.119 -11.298 2.295  -1.148 -4.695 F2   H1L 20 
H1L F3   F3   F  0 1 N N N -4.513 21.092 -12.062 2.347  1.135  -4.714 F3   H1L 21 
H1L C13  C13  C  0 1 Y N N -1.840 20.224 -12.821 -0.223 0.060  -3.724 C13  H1L 22 
H1L C14  C14  C  0 1 Y N N -0.703 20.112 -13.640 -1.367 0.087  -2.943 C14  H1L 23 
H1L CL14 CL14 CL 0 0 N N N 0.822  20.672 -13.141 -2.937 0.118  -3.683 CL14 H1L 24 
H1L H1A  H1A  H  0 1 N N N -1.340 19.971 -23.575 2.826  1.117  6.666  H1A  H1L 25 
H1L H2   H2   H  0 1 N N N -1.465 19.075 -21.278 1.065  0.340  3.532  H2   H1L 26 
H1L H2A1 1H2A H  0 0 N N N -2.565 16.835 -21.647 1.060  -2.211 5.207  H2A1 H1L 27 
H1L H2A2 2H2A H  0 0 N N N -1.371 16.481 -23.010 1.036  -2.137 3.429  H2A2 H1L 28 
H1L H2A3 3H2A H  0 0 N N N -2.472 17.742 -23.253 2.458  -1.552 4.324  H2A3 H1L 29 
H1L H4   H4   H  0 1 N N N -0.191 20.158 -20.122 -1.157 -2.340 2.795  H4   H1L 30 
H1L H5   H5   H  0 1 N N N -0.040 20.951 -17.747 -1.911 -2.125 0.462  H5   H1L 31 
H1L H6   H6   H  0 1 N N N -0.119 16.044 -18.727 -1.116 1.915  3.175  H6   H1L 32 
H1L H7   H7   H  0 1 N N N -0.009 16.860 -16.384 -1.865 2.131  0.840  H7   H1L 33 
H1L H10  H10  H  0 1 N N N -4.108 18.781 -14.891 2.019  0.029  -1.211 H10  H1L 34 
H1L H13  H13  H  0 1 N N N -1.772 20.694 -11.825 -0.290 0.053  -4.802 H13  H1L 35 
# 
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 
H1L O1A C1   SING N N 1  
H1L O1A H1A  SING N N 2  
H1L C1  O1B  DOUB N N 3  
H1L C1  C2   SING N N 4  
H1L C2  C2A  SING N N 5  
H1L C2  O2   SING N N 6  
H1L C2  H2   SING N N 7  
H1L C2A H2A1 SING N N 8  
H1L C2A H2A2 SING N N 9  
H1L C2A H2A3 SING N N 10 
H1L O2  C3   SING N N 11 
H1L C3  C4   DOUB Y N 12 
H1L C3  C6   SING Y N 13 
H1L C4  C5   SING Y N 14 
H1L C4  H4   SING N N 15 
H1L C5  C8   DOUB Y N 16 
H1L C5  H5   SING N N 17 
H1L C6  C7   DOUB Y N 18 
H1L C6  H6   SING N N 19 
H1L C7  C8   SING Y N 20 
H1L C7  H7   SING N N 21 
H1L C8  O8   SING N N 22 
H1L O8  C9   SING N N 23 
H1L C9  N9   DOUB Y N 24 
H1L C9  C14  SING Y N 25 
H1L N9  C10  SING Y N 26 
H1L C10 C11  DOUB Y N 27 
H1L C10 H10  SING N N 28 
H1L C11 C12  SING N N 29 
H1L C11 C13  SING Y N 30 
H1L C12 F1   SING N N 31 
H1L C12 F2   SING N N 32 
H1L C12 F3   SING N N 33 
H1L C13 C14  DOUB Y N 34 
H1L C13 H13  SING N N 35 
H1L C14 CL14 SING N N 36 
# 
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 
H1L SMILES           ACDLabs              10.04 O=C(O)C(Oc2ccc(Oc1ncc(cc1Cl)C(F)(F)F)cc2)C                                                                                       
H1L InChI            InChI                1.02b InChI=1/C15H11ClF3NO4/c1-8(14(21)22)23-10-2-4-11(5-3-10)24-13-12(16)6-9(7-20-13)15(17,18)19/h2-8H,1H3,(H,21,22)/t8-/m1/s1/f/h21H 
H1L InChIKey         InChI                1.02b GOCUAJYOYBLQRH-KBKROTNLDG                                                                                                        
H1L SMILES_CANONICAL CACTVS               3.341 C[C@@H](Oc1ccc(Oc2ncc(cc2Cl)C(F)(F)F)cc1)C(O)=O                                                                                  
H1L SMILES           CACTVS               3.341 C[CH](Oc1ccc(Oc2ncc(cc2Cl)C(F)(F)F)cc1)C(O)=O                                                                                    
H1L SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](C(=O)O)Oc1ccc(cc1)Oc2c(cc(cn2)C(F)(F)F)Cl                                                                                 
H1L SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(=O)O)Oc1ccc(cc1)Oc2c(cc(cn2)C(F)(F)F)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 
H1L "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid" 
H1L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoic acid"   
# 
