data_HL8
#

_chem_comp.id                                   HL8
_chem_comp.name                                 "1-[2,4-bis(chloranyl)-3-[2-(5-chloranylfuran-2-yl)-5-methyl-4-(trifluoromethyl)imidazol-1-yl]phenyl]azetidine-3-carboxylic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H13 Cl3 F3 N3 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-12-13
_chem_comp.pdbx_modified_date                   2019-11-22
_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                       494.679
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HL8
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6Q7H
_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
HL8  C1   C1   C   0  1  Y  N  N  -2.706  32.105   -6.429   2.407   0.818   1.373  C1   HL8   1  
HL8  C2   C2   C   0  1  Y  N  N  -1.941  32.997   -5.665   1.441   0.522   2.315  C2   HL8   2  
HL8  C3   C3   C   0  1  Y  N  N  -1.577  34.219   -6.227   0.123   0.359   1.930  C3   HL8   3  
HL8  C11  C4   C   0  1  Y  N  N  -0.627  37.420   -9.004  -3.667   0.717  -0.284  C11  HL8   4  
HL8  C12  C5   C   0  1  Y  N  N  -0.515  36.118   -8.660  -2.528   1.307   0.132  C12  HL8   5  
HL8  C13  C6   C   0  1  Y  N  N  -3.809  36.877   -7.384  -1.518  -2.160  -0.252  C13  HL8   6  
HL8  C14  C7   C   0  1  N  N  N   0.274  38.389   -9.700  -4.985   1.411  -0.513  C14  HL8   7  
HL8  C16  C8   C   0  1  Y  N  N  -4.434  35.981   -6.615  -2.154  -3.362  -0.348  C16  HL8   8  
HL8  C17  C9   C   0  1  Y  N  N  -5.738  36.587   -6.338  -1.151  -4.348  -0.391  C17  HL8   9  
HL8  C18  C10  C   0  1  Y  N  N  -5.653  37.747   -6.995   0.036  -3.710  -0.319  C18  HL8  10  
HL8  C23  C11  C   0  1  N  N  N  -4.587  31.499   -9.655   4.084   0.215  -0.946  C23  HL8  11  
HL8  C24  C12  C   0  1  N  N  N  -5.453  30.397   -8.954   5.091   1.375  -1.046  C24  HL8  12  
HL8  C25  C13  C   0  1  N  N  N  -4.386  30.227   -7.826   4.004   2.245  -0.389  C25  HL8  13  
HL8  C26  C14  C   0  1  N  N  N  -6.852  30.764   -8.473   6.318   1.189  -0.191  C26  HL8  14  
HL8  C4   C15  C   0  1  Y  N  N  -1.954  34.529   -7.536  -0.234   0.493   0.594  C4   HL8  15  
HL8  C5   C16  C   0  1  Y  N  N  -2.727  33.641   -8.302   0.735   0.790  -0.355  C5   HL8  16  
HL8  C6   C17  C   0  1  Y  N  N  -3.107  32.389   -7.754   2.056   0.959   0.036  C6   HL8  17  
HL8  N7   N1   N   0  1  Y  N  N  -1.626  35.743   -8.044  -1.570   0.327   0.204  N7   HL8  18  
HL8  CL8  CL1  CL  0  0  N  N  N  -3.113  34.194   -9.938   0.293   0.965  -2.025  CL8  HL8  19  
HL8  C9   C18  C   0  1  Y  N  N  -2.447  36.769   -7.966  -2.169  -0.844  -0.177  C9   HL8  20  
HL8  N10  N2   N   0  1  Y  N  N  -1.922  37.757   -8.507  -3.428  -0.587  -0.467  N10  HL8  21  
HL8  F15  F1   F   0  1  N  N  N  -0.507  39.313  -10.296  -5.093   2.504   0.354  F15  HL8  22  
HL8  O19  O1   O   0  1  Y  N  N  -4.511  37.981   -7.637  -0.190  -2.389  -0.230  O19  HL8  23  
HL8  CL4  CL2  CL  0  0  N  N  N  -0.632  35.368   -5.317  -1.088  -0.014   3.117  CL4  HL8  24  
HL8  CL3  CL3  CL  0  0  N  N  N  -6.949  38.933   -7.030   1.597  -4.470  -0.334  CL3  HL8  25  
HL8  N22  N3   N   0  1  N  N  N  -3.895  31.468   -8.385   3.035   1.259  -0.916  N22  HL8  26  
HL8  O27  O2   O   0  1  N  N  N  -7.270  30.577   -7.323   7.279   2.126  -0.182  O27  HL8  27  
HL8  O28  O3   O   0  1  N  N  N  -7.627  31.296   -9.434   6.436   0.196   0.487  O28  HL8  28  
HL8  F29  F2   F   0  1  N  N  N   1.039  38.980   -8.770  -5.054   1.857  -1.837  F29  HL8  29  
HL8  F30  F3   F   0  1  N  N  N   1.078  37.838  -10.639  -6.032   0.516  -0.267  F30  HL8  30  
HL8  C31  C19  C   0  1  N  N  N   0.656  35.216   -8.933  -2.343   2.767   0.456  C31  HL8  31  
HL8  H1   H1   H   0  1  N  N  N  -3.000  31.164   -5.988   3.436   0.945   1.677  H1   HL8  32  
HL8  H2   H2   H   0  1  N  N  N  -1.639  32.742   -4.660   1.715   0.417   3.354  H2   HL8  33  
HL8  H3   H3   H   0  1  N  N  N  -4.062  35.026   -6.275  -3.221  -3.526  -0.384  H3   HL8  34  
HL8  H4   H4   H   0  1  N  N  N  -6.558  36.197   -5.753  -1.302  -5.415  -0.467  H4   HL8  35  
HL8  H5   H5   H   0  1  N  N  N  -4.004  31.169  -10.528   4.051  -0.415  -1.834  H5   HL8  36  
HL8  H6   H6   H   0  1  N  N  N  -5.107  32.438   -9.896   4.162  -0.356  -0.021  H6   HL8  37  
HL8  H7   H7   H   0  1  N  N  N  -5.486  29.493   -9.579   5.327   1.665  -2.070  H7   HL8  38  
HL8  H8   H8   H   0  1  N  N  N  -4.765  30.282   -6.795   4.058   2.268   0.700  H8   HL8  39  
HL8  H9   H9   H   0  1  N  N  N  -3.718  29.359   -7.925   3.908   3.237  -0.830  H9   HL8  40  
HL8  H10  H10  H   0  1  N  N  N  -8.174  30.862   -7.264   8.047   1.962   0.382  H10  HL8  41  
HL8  H11  H11  H   0  1  N  N  N   1.362  35.266   -8.091  -2.559   2.935   1.511  H11  HL8  42  
HL8  H12  H12  H   0  1  N  N  N   0.302  34.182   -9.054  -1.313   3.058   0.246  H12  HL8  43  
HL8  H13  H13  H   0  1  N  N  N   1.162  35.540   -9.855  -3.021   3.364  -0.154  H13  HL8  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
HL8  F30  C14  SING  N  N   1  
HL8  F15  C14  SING  N  N   2  
HL8  CL8  C5   SING  N  N   3  
HL8  C14  C11  SING  N  N   4  
HL8  C14  F29  SING  N  N   5  
HL8  C23  C24  SING  N  N   6  
HL8  C23  N22  SING  N  N   7  
HL8  O28  C26  DOUB  N  N   8  
HL8  C11  C12  DOUB  Y  N   9  
HL8  C11  N10  SING  Y  N  10  
HL8  C24  C26  SING  N  N  11  
HL8  C24  C25  SING  N  N  12  
HL8  C31  C12  SING  N  N  13  
HL8  C12  N7   SING  Y  N  14  
HL8  N10  C9   DOUB  Y  N  15  
HL8  C26  O27  SING  N  N  16  
HL8  N22  C25  SING  N  N  17  
HL8  N22  C6   SING  N  N  18  
HL8  C5   C6   DOUB  Y  N  19  
HL8  C5   C4   SING  Y  N  20  
HL8  N7   C9   SING  Y  N  21  
HL8  N7   C4   SING  N  N  22  
HL8  C9   C13  SING  N  N  23  
HL8  C6   C1   SING  Y  N  24  
HL8  O19  C13  SING  Y  N  25  
HL8  O19  C18  SING  Y  N  26  
HL8  C4   C3   DOUB  Y  N  27  
HL8  C13  C16  DOUB  Y  N  28  
HL8  CL3  C18  SING  N  N  29  
HL8  C18  C17  DOUB  Y  N  30  
HL8  C16  C17  SING  Y  N  31  
HL8  C1   C2   DOUB  Y  N  32  
HL8  C3   C2   SING  Y  N  33  
HL8  C3   CL4  SING  N  N  34  
HL8  C1   H1   SING  N  N  35  
HL8  C2   H2   SING  N  N  36  
HL8  C16  H3   SING  N  N  37  
HL8  C17  H4   SING  N  N  38  
HL8  C23  H5   SING  N  N  39  
HL8  C23  H6   SING  N  N  40  
HL8  C24  H7   SING  N  N  41  
HL8  C25  H8   SING  N  N  42  
HL8  C25  H9   SING  N  N  43  
HL8  O27  H10  SING  N  N  44  
HL8  C31  H11  SING  N  N  45  
HL8  C31  H12  SING  N  N  46  
HL8  C31  H13  SING  N  N  47  
#   #
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
HL8  InChI             InChI                 1.03   "InChI=1S/C19H13Cl3F3N3O3/c1-8-16(19(23,24)25)26-17(12-4-5-13(21)31-12)28(8)15-10(20)2-3-11(14(15)22)27-6-9(7-27)18(29)30/h2-5,9H,6-7H2,1H3,(H,29,30)"  
HL8  InChIKey          InChI                 1.03   XHCGKVYORHHKEM-UHFFFAOYSA-N  
HL8  SMILES_CANONICAL  CACTVS                3.385  "Cc1n(c(nc1C(F)(F)F)c2oc(Cl)cc2)c3c(Cl)ccc(N4CC(C4)C(O)=O)c3Cl"  
HL8  SMILES            CACTVS                3.385  "Cc1n(c(nc1C(F)(F)F)c2oc(Cl)cc2)c3c(Cl)ccc(N4CC(C4)C(O)=O)c3Cl"  
HL8  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1c(nc(n1c2c(ccc(c2Cl)N3CC(C3)C(=O)O)Cl)c4ccc(o4)Cl)C(F)(F)F"  
HL8  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1c(nc(n1c2c(ccc(c2Cl)N3CC(C3)C(=O)O)Cl)c4ccc(o4)Cl)C(F)(F)F"  
#
_pdbx_chem_comp_identifier.comp_id          HL8
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "1-[2,4-bis(chloranyl)-3-[2-(5-chloranylfuran-2-yl)-5-methyl-4-(trifluoromethyl)imidazol-1-yl]phenyl]azetidine-3-carboxylic acid"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
HL8  "Create component"  2018-12-13  EBI   
HL8  "Initial release"   2019-11-27  RCSB  
##
