data_O5A
#

_chem_comp.id                                   O5A
_chem_comp.name                                 "trans-4-{(3R)-3-[(4-fluorophenyl)sulfonyl]-3-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenyl]pyrrolidine-1-carbonyl}cyclohexane-1-carboxylic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C27 H25 F8 N O5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-06-11
_chem_comp.pdbx_modified_date                   2019-07-12
_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                       627.543
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    O5A
_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       6P9F
_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
O5A  C1   C1   C  0  1  Y  N  N   -7.872   7.609  -6.142  -2.931   0.244   0.902  C1   O5A   1  
O5A  C2   C2   C  0  1  Y  N  N   -7.673   8.069  -4.843  -2.873   1.504   0.338  C2   O5A   2  
O5A  C3   C3   C  0  1  Y  N  N   -7.123   7.183  -3.921  -1.673   1.992  -0.144  C3   O5A   3  
O5A  C4   C4   C  0  1  Y  N  N   -6.704   5.920  -4.304  -0.530   1.218  -0.061  C4   O5A   4  
O5A  C5   C5   C  0  1  Y  N  N   -6.815   5.495  -5.624  -0.588  -0.043   0.503  C5   O5A   5  
O5A  C6   C6   C  0  1  Y  N  N   -7.460   6.343  -6.521  -1.787  -0.527   0.990  C6   O5A   6  
O5A  C7   C7   C  0  1  N  N  N   -7.909   9.578  -4.469  -4.119   2.347   0.247  C7   O5A   7  
O5A  C8   C8   C  0  1  N  N  R   -6.087   4.253  -6.132   0.658  -0.886   0.592  C8   O5A   8  
O5A  C9   C9   C  0  1  N  N  N   -8.958  10.369  -5.340  -4.590   2.406  -1.207  C9   O5A   9  
O5A  C10  C10  C  0  1  N  N  N   -6.557  10.368  -4.448  -5.217   1.729   1.115  C10  O5A  10  
O5A  S11  S1   S  0  1  N  N  N   -4.709   4.788  -7.274   0.827  -1.918  -0.890  S11  O5A  11  
O5A  C12  C11  C  0  1  Y  N  N   -3.734   5.895  -6.300  -0.591  -2.965  -0.861  C12  O5A  12  
O5A  C13  C12  C  0  1  Y  N  N   -2.757   5.380  -5.458  -0.561  -4.148  -0.147  C13  O5A  13  
O5A  C14  C13  C  0  1  Y  N  N   -2.168   6.201  -4.512  -1.673  -4.969  -0.123  C14  O5A  14  
O5A  C15  C14  C  0  1  Y  N  N   -2.557   7.513  -4.453  -2.816  -4.606  -0.814  C15  O5A  15  
O5A  C16  C15  C  0  1  Y  N  N   -3.472   8.065  -5.317  -2.844  -3.421  -1.529  C16  O5A  16  
O5A  C17  C16  C  0  1  Y  N  N   -4.061   7.244  -6.265  -1.734  -2.599  -1.547  C17  O5A  17  
O5A  O18  O1   O  0  1  N  N  N   -5.297   5.529  -8.357   0.661  -1.136  -2.064  O18  O5A  18  
O5A  O19  O2   O  0  1  N  N  N   -3.920   3.627  -7.585   1.924  -2.811  -0.753  O19  O5A  19  
O5A  F20  F1   F  0  1  N  N  N   -9.210  11.569  -4.820  -4.869   1.112  -1.660  F20  O5A  20  
O5A  F21  F2   F  0  1  N  N  N   -8.529  10.566  -6.587  -5.747   3.189  -1.291  F21  O5A  21  
O5A  F22  F3   F  0  1  N  N  N  -10.116   9.719  -5.420  -3.586   2.972  -2.000  F22  O5A  22  
O5A  C23  C17  C  0  1  N  N  N   -5.554   3.365  -4.921   1.902   0.011   0.766  C23  O5A  23  
O5A  N24  N1   N  0  1  N  N  N   -6.005   2.001  -5.176   2.778  -0.740   1.695  N24  O5A  24  
O5A  C25  C18  C  0  1  N  N  N   -7.239   2.072  -5.945   1.846  -1.322   2.688  C25  O5A  25  
O5A  C26  C19  C  0  1  N  N  N   -6.995   3.247  -6.883   0.621  -1.765   1.860  C26  O5A  26  
O5A  F27  F4   F  0  1  N  N  N   -8.400   9.691  -3.182  -3.840   3.641   0.700  F27  O5A  27  
O5A  F28  F5   F  0  1  N  N  N   -6.723  11.604  -3.980  -4.727   1.518   2.408  F28  O5A  28  
O5A  F29  F6   F  0  1  N  N  N   -5.651   9.775  -3.676  -6.313   2.597   1.168  F29  O5A  29  
O5A  F30  F7   F  0  1  N  N  N   -6.031  10.470  -5.669  -5.615   0.507   0.562  F30  O5A  30  
O5A  F31  F8   F  0  1  N  N  N   -2.031   8.300  -3.477  -3.903  -5.408  -0.792  F31  O5A  31  
O5A  C32  C20  C  0  1  N  N  N   -5.299   0.891  -4.864   4.119  -0.866   1.647  C32  O5A  32  
O5A  O33  O3   O  0  1  N  N  N   -4.162   0.957  -4.440   4.689  -1.588   2.438  O33  O5A  33  
O5A  C34  C21  C  0  1  N  N  N   -5.989  -0.454  -5.003   4.911  -0.109   0.612  C34  O5A  34  
O5A  C35  C22  C  0  1  N  N  N   -6.738  -0.812  -3.715   6.360  -0.599   0.620  C35  O5A  35  
O5A  C36  C23  C  0  1  N  N  N   -7.476  -2.144  -3.881   7.164   0.170  -0.432  C36  O5A  36  
O5A  C37  C24  C  0  1  N  N  N   -6.501  -3.286  -4.237   7.128   1.665  -0.109  C37  O5A  37  
O5A  C38  C25  C  0  1  N  N  N   -5.681  -2.915  -5.491   5.679   2.154  -0.117  C38  O5A  38  
O5A  C39  C26  C  0  1  N  N  N   -4.976  -1.564  -5.329   4.875   1.386   0.935  C39  O5A  39  
O5A  C40  C27  C  0  1  N  N  N   -7.206  -4.623  -4.392   7.920   2.421  -1.144  C40  O5A  40  
O5A  O41  O4   O  0  1  N  N  N   -8.417  -4.748  -4.402   8.028   3.757  -1.063  O41  O5A  41  
O5A  O42  O5   O  0  1  N  N  N   -6.387  -5.628  -4.517   8.457   1.826  -2.048  O42  O5A  42  
O5A  H1   H1   H  0  1  N  N  N   -8.355   8.250  -6.865  -3.869  -0.137   1.278  H1   O5A  43  
O5A  H2   H2   H  0  1  N  N  N   -7.021   7.486  -2.889  -1.627   2.976  -0.585  H2   O5A  44  
O5A  H3   H3   H  0  1  N  N  N   -6.284   5.253  -3.565   0.408   1.599  -0.438  H3   O5A  45  
O5A  H4   H4   H  0  1  N  N  N   -7.642   6.007  -7.531  -1.832  -1.512   1.431  H4   O5A  46  
O5A  H5   H5   H  0  1  N  N  N   -2.459   4.345  -5.541   0.331  -4.431   0.392  H5   O5A  47  
O5A  H6   H6   H  0  1  N  N  N   -1.419   5.816  -3.836  -1.649  -5.894   0.434  H6   O5A  48  
O5A  H7   H7   H  0  1  N  N  N   -3.726   9.113  -5.259  -3.736  -3.136  -2.069  H7   O5A  49  
O5A  H8   H8   H  0  1  N  N  N   -4.769   7.650  -6.972  -1.757  -1.671  -2.101  H8   O5A  50  
O5A  H9   H9   H  0  1  N  N  N   -4.455   3.400  -4.879   2.401   0.158  -0.192  H9   O5A  51  
O5A  H10  H10  H  0  1  N  N  N   -5.969   3.731  -3.970   1.621   0.971   1.199  H10  O5A  52  
O5A  H11  H11  H  0  1  N  N  N   -8.102   2.262  -5.290   2.302  -2.181   3.181  H11  O5A  53  
O5A  H12  H12  H  0  1  N  N  N   -7.406   1.143  -6.511   1.558  -0.572   3.424  H12  O5A  54  
O5A  H13  H13  H  0  1  N  N  N   -7.951   3.725  -7.145  -0.299  -1.587   2.417  H13  O5A  55  
O5A  H14  H14  H  0  1  N  N  N   -6.495   2.900  -7.799   0.705  -2.819   1.593  H14  O5A  56  
O5A  H15  H15  H  0  1  N  N  N   -6.717  -0.394  -5.826   4.476  -0.278  -0.373  H15  O5A  57  
O5A  H16  H16  H  0  1  N  N  N   -6.018  -0.897  -2.888   6.795  -0.429   1.605  H16  O5A  58  
O5A  H17  H17  H  0  1  N  N  N   -7.466  -0.020  -3.487   6.385  -1.664   0.390  H17  O5A  59  
O5A  H18  H18  H  0  1  N  N  N   -8.219  -2.044  -4.686   8.196  -0.179  -0.426  H18  O5A  60  
O5A  H19  H19  H  0  1  N  N  N   -7.987  -2.390  -2.939   6.729   0.000  -1.416  H19  O5A  61  
O5A  H20  H20  H  0  1  N  N  N   -5.792  -3.381  -3.401   7.563   1.834   0.876  H20  O5A  62  
O5A  H21  H21  H  0  1  N  N  N   -6.358  -2.862  -6.357   5.653   3.219   0.113  H21  O5A  63  
O5A  H22  H22  H  0  1  N  N  N   -4.924  -3.694  -5.665   5.244   1.985  -1.102  H22  O5A  64  
O5A  H23  H23  H  0  1  N  N  N   -4.244  -1.635  -4.511   3.842   1.735   0.929  H23  O5A  65  
O5A  H24  H24  H  0  1  N  N  N   -4.456  -1.314  -6.266   5.310   1.555   1.920  H24  O5A  66  
O5A  H25  H25  H  0  1  N  N  N   -8.640  -5.665  -4.512   8.545   4.198  -1.750  H25  O5A  67  
#   #
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
O5A  O18  S11  DOUB  N  N   1  
O5A  O19  S11  DOUB  N  N   2  
O5A  S11  C12  SING  N  N   3  
O5A  S11  C8   SING  N  N   4  
O5A  C26  C8   SING  N  N   5  
O5A  C26  C25  SING  N  N   6  
O5A  F21  C9   SING  N  N   7  
O5A  C6   C1   DOUB  Y  N   8  
O5A  C6   C5   SING  Y  N   9  
O5A  C12  C17  DOUB  Y  N  10  
O5A  C12  C13  SING  Y  N  11  
O5A  C17  C16  SING  Y  N  12  
O5A  C1   C2   SING  Y  N  13  
O5A  C8   C5   SING  N  N  14  
O5A  C8   C23  SING  N  N  15  
O5A  C25  N24  SING  N  N  16  
O5A  F30  C10  SING  N  N  17  
O5A  C5   C4   DOUB  Y  N  18  
O5A  C38  C39  SING  N  N  19  
O5A  C38  C37  SING  N  N  20  
O5A  C13  C14  DOUB  Y  N  21  
O5A  F22  C9   SING  N  N  22  
O5A  C9   F20  SING  N  N  23  
O5A  C9   C7   SING  N  N  24  
O5A  C39  C34  SING  N  N  25  
O5A  C16  C15  DOUB  Y  N  26  
O5A  N24  C23  SING  N  N  27  
O5A  N24  C32  SING  N  N  28  
O5A  C34  C32  SING  N  N  29  
O5A  C34  C35  SING  N  N  30  
O5A  C32  O33  DOUB  N  N  31  
O5A  C2   C7   SING  N  N  32  
O5A  C2   C3   DOUB  Y  N  33  
O5A  O42  C40  DOUB  N  N  34  
O5A  C14  C15  SING  Y  N  35  
O5A  C7   C10  SING  N  N  36  
O5A  C7   F27  SING  N  N  37  
O5A  C15  F31  SING  N  N  38  
O5A  C10  F28  SING  N  N  39  
O5A  C10  F29  SING  N  N  40  
O5A  O41  C40  SING  N  N  41  
O5A  C40  C37  SING  N  N  42  
O5A  C4   C3   SING  Y  N  43  
O5A  C37  C36  SING  N  N  44  
O5A  C36  C35  SING  N  N  45  
O5A  C1   H1   SING  N  N  46  
O5A  C3   H2   SING  N  N  47  
O5A  C4   H3   SING  N  N  48  
O5A  C6   H4   SING  N  N  49  
O5A  C13  H5   SING  N  N  50  
O5A  C14  H6   SING  N  N  51  
O5A  C16  H7   SING  N  N  52  
O5A  C17  H8   SING  N  N  53  
O5A  C23  H9   SING  N  N  54  
O5A  C23  H10  SING  N  N  55  
O5A  C25  H11  SING  N  N  56  
O5A  C25  H12  SING  N  N  57  
O5A  C26  H13  SING  N  N  58  
O5A  C26  H14  SING  N  N  59  
O5A  C34  H15  SING  N  N  60  
O5A  C35  H16  SING  N  N  61  
O5A  C35  H17  SING  N  N  62  
O5A  C36  H18  SING  N  N  63  
O5A  C36  H19  SING  N  N  64  
O5A  C37  H20  SING  N  N  65  
O5A  C38  H21  SING  N  N  66  
O5A  C38  H22  SING  N  N  67  
O5A  C39  H23  SING  N  N  68  
O5A  C39  H24  SING  N  N  69  
O5A  O41  H25  SING  N  N  70  
#   #
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
O5A  SMILES            ACDLabs               12.01  "c1c(C(C(F)(F)F)(F)C(F)(F)F)ccc(c1)C3(CN(C(=O)C2CCC(CC2)C(O)=O)CC3)S(c4ccc(cc4)F)(=O)=O"  
O5A  InChI             InChI                 1.03   "InChI=1S/C27H25F8NO5S/c28-20-9-11-21(12-10-20)42(40,41)24(13-14-36(15-24)22(37)16-1-3-17(4-2-16)23(38)39)18-5-7-19(8-6-18)25(29,26(30,31)32)27(33,34)35/h5-12,16-17H,1-4,13-15H2,(H,38,39)/t16-,17-,24-/m0/s1"  
O5A  InChIKey          InChI                 1.03   AVHWMAVUUHFRKE-UAVUOLJFSA-N  
O5A  SMILES_CANONICAL  CACTVS                3.385  "OC(=O)[C@@H]1CC[C@H](CC1)C(=O)N2CC[C@](C2)(c3ccc(cc3)C(F)(C(F)(F)F)C(F)(F)F)[S](=O)(=O)c4ccc(F)cc4"  
O5A  SMILES            CACTVS                3.385  "OC(=O)[CH]1CC[CH](CC1)C(=O)N2CC[C](C2)(c3ccc(cc3)C(F)(C(F)(F)F)C(F)(F)F)[S](=O)(=O)c4ccc(F)cc4"  
O5A  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1[C@@]2(CCN(C2)C(=O)C3CCC(CC3)C(=O)O)S(=O)(=O)c4ccc(cc4)F)C(C(F)(F)F)(C(F)(F)F)F"  
O5A  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1C2(CCN(C2)C(=O)C3CCC(CC3)C(=O)O)S(=O)(=O)c4ccc(cc4)F)C(C(F)(F)F)(C(F)(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
O5A  "SYSTEMATIC NAME"  ACDLabs               12.01  "trans-4-{(3R)-3-[(4-fluorophenyl)sulfonyl]-3-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenyl]pyrrolidine-1-carbonyl}cyclohexane-1-carboxylic acid"  
O5A  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "4-[(3~{R})-3-(4-fluorophenyl)sulfonyl-3-[4-[1,1,1,2,3,3,3-heptakis(fluoranyl)propan-2-yl]phenyl]pyrrolidin-1-yl]carbonylcyclohexane-1-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
O5A  "Create component"  2019-06-11  RCSB  
O5A  "Initial release"   2019-07-17  RCSB  
##
