data_C5F
#

_chem_comp.id                                   C5F
_chem_comp.name                                 "2-{4-[(1S)-2,2-dichlorocyclopropyl]phenoxy}-2-methylpropanoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C13 H14 Cl2 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-01-23
_chem_comp.pdbx_modified_date                   2020-11-06
_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                       289.154
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    C5F
_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       6J6R
_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
C5F  C06  C1   C   0  1  N  N  S  -15.770   8.698  33.151  -2.487  -0.187   1.163  C06   C5F   1  
C5F  C07  C2   C   0  1  N  N  N  -16.313   9.766  34.097  -3.533   0.002   0.062  C07   C5F   2  
C5F  C08  C3   C   0  1  N  N  N  -17.117   9.364  32.862  -3.520  -1.284   0.892  C08   C5F   3  
C5F  C09  C4   C   0  1  Y  N  N  -14.446   8.717  32.369  -1.066  -0.448   0.735  C09   C5F   4  
C5F  C10  C5   C   0  1  Y  N  N  -14.459   9.143  30.904  -0.770  -1.556  -0.038  C10   C5F   5  
C5F  C11  C6   C   0  1  Y  N  N  -13.135   8.319  33.049  -0.061   0.423   1.111  C11   C5F   6  
C5F  C12  C7   C   0  1  Y  N  N  -13.160   9.176  30.103   0.531  -1.794  -0.436  C12   C5F   7  
C5F  C13  C8   C   0  1  Y  N  N  -11.832   8.350  32.248   1.243   0.186   0.720  C13   C5F   8  
C5F  C14  C9   C   0  1  Y  N  N  -11.846   8.775  30.775   1.541  -0.921  -0.060  C14   C5F   9  
C5F  C15  C10  C   0  1  N  N  N   -9.902   7.605  29.929   3.826  -0.276   0.063  C15   C5F  10  
C5F  C16  C11  C   0  1  N  N  N  -10.803   6.361  29.709   5.194  -0.690  -0.485  C16   C5F  11  
C5F  C17  C12  C   0  1  N  N  N   -8.921   7.733  28.740   3.843  -0.360   1.591  C17   C5F  12  
C5F  C18  C13  C   0  1  N  N  N   -9.077   7.425  31.214   3.522   1.138  -0.359  C18   C5F  13  
C5F  O03  O1   O   0  1  N  N  N  -10.655   8.810  30.011   2.822  -1.154  -0.451  O03   C5F  14  
C5F  O04  O2   O   0  1  N  N  N   -8.756   8.439  31.899   4.336   2.139   0.011  O04   C5F  15  
C5F  O05  O3   O   0  1  N  N  N   -8.731   6.268  31.588   2.545   1.370  -1.032  O05   C5F  16  
C5F  CL1  CL1  CL  0  0  N  N  N  -15.457  11.331  33.998  -2.970  -0.105  -1.648  CL01  C5F  17  
C5F  CL2  CL2  CL  0  0  N  N  N  -16.926   9.170  35.665  -4.864   1.178   0.371  CL02  C5F  18  
C5F  H16  H1   H   0  1  N  N  N  -15.932   7.699  33.582  -2.604   0.400   2.074  H061  C5F  19  
C5F  H82  H2   H   0  1  N  N  N  -17.216  10.063  32.018  -3.171  -2.194   0.404  H082  C5F  20  
C5F  H81  H3   H   0  1  N  N  N  -18.049   8.791  32.975  -4.315  -1.418   1.625  H081  C5F  21  
C5F  H10  H4   H   0  1  N  N  N  -15.390   9.422  30.432  -1.557  -2.236  -0.330  H101  C5F  22  
C5F  H11  H5   H   0  1  N  N  N  -13.129   8.018  34.086  -0.295   1.290   1.711  H111  C5F  23  
C5F  H21  H6   H   0  1  N  N  N  -13.169   9.481  29.067   0.761  -2.658  -1.043  H121  C5F  24  
C5F  H31  H7   H   0  1  N  N  N  -10.901   8.072  32.721   2.028   0.868   1.014  H131  C5F  25  
C5F  H62  H8   H   0  1  N  N  N  -11.504   6.262  30.551   5.206  -0.559  -1.567  H162  C5F  26  
C5F  H61  H9   H   0  1  N  N  N  -11.368   6.479  28.773   5.968  -0.068  -0.036  H161  C5F  27  
C5F  H63  H10  H   0  1  N  N  N  -10.175   5.460  29.647   5.381  -1.736  -0.243  H163  C5F  28  
C5F  H72  H11  H   0  1  N  N  N   -8.278   8.613  28.888   4.209  -1.340   1.897  H172  C5F  29  
C5F  H71  H12  H   0  1  N  N  N   -8.297   6.829  28.681   4.499   0.414   1.990  H171  C5F  30  
C5F  H73  H13  H   0  1  N  N  N   -9.490   7.848  27.806   2.833  -0.213   1.974  H173  C5F  31  
C5F  H1   H14  H   0  1  N  N  N   -8.259   8.163  32.660   4.100   3.029  -0.284  H1    C5F  32  
#   #
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
C5F  C17  C15  SING  N  N   1  
C5F  C16  C15  SING  N  N   2  
C5F  C15  O03  SING  N  N   3  
C5F  C15  C18  SING  N  N   4  
C5F  O03  C14  SING  N  N   5  
C5F  C12  C14  DOUB  Y  N   6  
C5F  C12  C10  SING  Y  N   7  
C5F  C14  C13  SING  Y  N   8  
C5F  C10  C09  DOUB  Y  N   9  
C5F  C18  O05  DOUB  N  N  10  
C5F  C18  O04  SING  N  N  11  
C5F  C13  C11  DOUB  Y  N  12  
C5F  C09  C11  SING  Y  N  13  
C5F  C09  C06  SING  N  N  14  
C5F  C08  C06  SING  N  N  15  
C5F  C08  C07  SING  N  N  16  
C5F  C06  C07  SING  N  N  17  
C5F  CL1  C07  SING  N  N  18  
C5F  C07  CL2  SING  N  N  19  
C5F  C06  H16  SING  N  N  20  
C5F  C08  H82  SING  N  N  21  
C5F  C08  H81  SING  N  N  22  
C5F  C10  H10  SING  N  N  23  
C5F  C11  H11  SING  N  N  24  
C5F  C12  H21  SING  N  N  25  
C5F  C13  H31  SING  N  N  26  
C5F  C16  H62  SING  N  N  27  
C5F  C16  H61  SING  N  N  28  
C5F  C16  H63  SING  N  N  29  
C5F  C17  H72  SING  N  N  30  
C5F  C17  H71  SING  N  N  31  
C5F  C17  H73  SING  N  N  32  
C5F  O04  H1   SING  N  N  33  
#   #
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
C5F  SMILES            ACDLabs               12.01  "C1(C(Cl)(C1)Cl)c2ccc(cc2)OC(C(=O)O)(C)C"  
C5F  InChI             InChI                 1.03   "InChI=1S/C13H14Cl2O3/c1-12(2,11(16)17)18-9-5-3-8(4-6-9)10-7-13(10,14)15/h3-6,10H,7H2,1-2H3,(H,16,17)/t10-/m0/s1"  
C5F  InChIKey          InChI                 1.03   KPSRODZRAIWAKH-JTQLQIEISA-N  
C5F  SMILES_CANONICAL  CACTVS                3.385  "CC(C)(Oc1ccc(cc1)[C@@H]2CC2(Cl)Cl)C(O)=O"  
C5F  SMILES            CACTVS                3.385  "CC(C)(Oc1ccc(cc1)[CH]2CC2(Cl)Cl)C(O)=O"  
C5F  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CC(C)(C(=O)O)Oc1ccc(cc1)[C@@H]2CC2(Cl)Cl"  
C5F  SMILES            "OpenEye OEToolkits"  2.0.6  "CC(C)(C(=O)O)Oc1ccc(cc1)C2CC2(Cl)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
C5F  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-{4-[(1S)-2,2-dichlorocyclopropyl]phenoxy}-2-methylpropanoic acid"  
C5F  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "2-[4-[(1~{S})-2,2-bis(chloranyl)cyclopropyl]phenoxy]-2-methyl-propanoic 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
C5F  "Create component"  2019-01-23  RCSB  
C5F  "Initial release"   2020-11-11  RCSB  
##
