data_K5J
#

_chem_comp.id                                   K5J
_chem_comp.name                                 "4-[3-(methylsulfonyl)phenoxy]-N-[(1R,3R,5R)-2-oxobicyclo[3.1.0]hexan-3-yl]butanamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H21 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                    2018-10-31
_chem_comp.pdbx_modified_date                   2019-03-29
_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                       351.417
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    K5J
_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       6MWW
_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
K5J  C10   C1   C  0  1  Y  N  N  -17.814  -12.130  90.370  -2.711  -0.409   0.013  C10   K5J   1  
K5J  C15   C2   C  0  1  N  N  N  -18.568  -15.547  87.647  -7.082   0.666  -1.622  C15   K5J   2  
K5J  C17   C3   C  0  1  Y  N  N  -19.267  -14.436  91.111  -5.161  -1.650   0.353  C17   K5J   3  
K5J  C21   C4   C  0  1  N  N  N  -12.536   -6.317  85.559   6.945  -0.435  -1.302  C21   K5J   4  
K5J  C22   C5   C  0  1  N  N  R  -11.445   -5.292  85.821   7.527  -1.158  -0.068  C22   K5J   5  
K5J  C24   C6   C  0  1  N  N  N  -11.852   -3.851  86.011   8.604  -0.442   0.749  C24   K5J   6  
K5J  O01   O1   O  0  1  N  N  N  -13.190   -5.369  88.943   6.212   1.966   1.139  O01   K5J   7  
K5J  C02   C7   C  0  1  N  N  N  -12.840   -5.389  87.782   6.354   0.886   0.618  C02   K5J   8  
K5J  C03   C8   C  0  1  N  N  R  -13.580   -6.145  86.680   5.790   0.416  -0.718  C03   K5J   9  
K5J  N04   N1   N  0  1  N  N  N  -14.034   -7.393  87.290   4.593  -0.404  -0.516  N04   K5J  10  
K5J  C05   C9   C  0  1  N  N  N  -15.350   -7.592  87.761   3.375   0.172  -0.509  C05   K5J  11  
K5J  C06   C10  C  0  1  N  N  N  -15.777   -8.930  88.387   2.143  -0.671  -0.301  C06   K5J  12  
K5J  C07   C11  C  0  1  N  N  N  -16.227   -8.856  89.866   0.901   0.222  -0.337  C07   K5J  13  
K5J  C08   C12  C  0  1  N  N  N  -17.421   -9.765  90.226  -0.349  -0.635  -0.126  C08   K5J  14  
K5J  O09   O2   O  0  1  N  N  N  -17.045  -11.097  89.960  -1.509   0.199  -0.160  O09   K5J  15  
K5J  C11   C13  C  0  1  Y  N  N  -18.426  -12.941  89.425  -3.879   0.339  -0.014  C11   K5J  16  
K5J  C12   C14  C  0  1  Y  N  N  -19.205  -14.070  89.756  -5.101  -0.282   0.156  C12   K5J  17  
K5J  S13   S1   S  0  1  N  N  N  -19.851  -14.999  88.562  -6.585   0.667   0.122  S13   K5J  18  
K5J  O14   O3   O  0  1  N  N  N  -20.476  -16.144  89.072  -6.177   1.968   0.523  O14   K5J  19  
K5J  O16   O4   O  0  1  N  N  N  -20.581  -14.196  87.663  -7.502  -0.086   0.903  O16   K5J  20  
K5J  C18   C15  C  0  1  Y  N  N  -18.621  -13.667  92.092  -3.998  -2.397   0.386  C18   K5J  21  
K5J  C19   C16  C  0  1  Y  N  N  -17.872  -12.520  91.716  -2.774  -1.781   0.211  C19   K5J  22  
K5J  O20   O5   O  0  1  N  N  N  -16.160   -6.684  87.632   3.269   1.370  -0.670  O20   K5J  23  
K5J  C23   C17  C  0  1  N  N  R  -11.650   -4.724  87.225   7.134  -0.304   1.150  C23   K5J  24  
K5J  H151  H1   H  0  0  N  N  N  -17.926  -16.193  88.264  -6.295   1.119  -2.225  H151  K5J  25  
K5J  H152  H2   H  0  0  N  N  N  -18.948  -16.121  86.789  -7.248  -0.360  -1.952  H152  K5J  26  
K5J  H153  H3   H  0  0  N  N  N  -17.983  -14.689  87.284  -8.003   1.238  -1.738  H153  K5J  27  
K5J  H171  H4   H  0  0  N  N  N  -19.818  -15.319  91.401  -6.116  -2.134   0.490  H171  K5J  28  
K5J  H211  H5   H  0  0  N  N  N  -12.999   -6.136  84.578   7.699   0.205  -1.761  H211  K5J  29  
K5J  H212  H6   H  0  0  N  N  N  -12.116   -7.333  85.584   6.563  -1.157  -2.024  H212  K5J  30  
K5J  H221  H7   H  0  0  N  N  N  -10.420   -5.516  85.490   7.483  -2.247  -0.056  H221  K5J  31  
K5J  H241  H8   H  0  0  N  N  N  -11.136   -3.046  85.790   9.243  -1.054   1.385  H241  K5J  32  
K5J  H242  H9   H  0  0  N  N  N  -12.865   -3.527  85.732   9.085   0.425   0.296  H242  K5J  33  
K5J  H031  H10  H  0  0  N  N  N  -14.430   -5.549  86.315   5.570   1.264  -1.367  H031  K5J  34  
K5J  H041  H11  H  0  0  N  N  N  -13.380   -8.144  87.378   4.677  -1.362  -0.387  H041  K5J  35  
K5J  H062  H12  H  0  0  N  N  N  -16.615   -9.329  87.797   2.077  -1.418  -1.092  H062  K5J  36  
K5J  H061  H13  H  0  0  N  N  N  -14.923   -9.621  88.326   2.204  -1.171   0.666  H061  K5J  37  
K5J  H071  H14  H  0  0  N  N  N  -15.374   -9.145  90.498   0.968   0.969   0.454  H071  K5J  38  
K5J  H072  H15  H  0  0  N  N  N  -16.510   -7.816  90.086   0.841   0.721  -1.304  H072  K5J  39  
K5J  H081  H16  H  0  0  N  N  N  -17.669   -9.652  91.292  -0.415  -1.382  -0.917  H081  K5J  40  
K5J  H082  H17  H  0  0  N  N  N  -18.295   -9.494  89.615  -0.288  -1.134   0.841  H082  K5J  41  
K5J  H111  H18  H  0  0  N  N  N  -18.299  -12.695  88.381  -3.833   1.407  -0.167  H111  K5J  42  
K5J  H181  H19  H  0  0  N  N  N  -18.693  -13.947  93.132  -4.047  -3.464   0.548  H181  K5J  43  
K5J  H191  H20  H  0  0  N  N  N  -17.347  -11.948  92.467  -1.867  -2.366   0.228  H191  K5J  44  
K5J  H231  H21  H  0  0  N  N  N  -10.768   -4.559  87.861   6.788  -0.763   2.076  H231  K5J  45  
#   #
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
K5J  C21  C22   SING  N  N   1  
K5J  C21  C03   SING  N  N   2  
K5J  C22  C24   SING  N  N   3  
K5J  C22  C23   SING  N  N   4  
K5J  C24  C23   SING  N  N   5  
K5J  C03  N04   SING  N  N   6  
K5J  C03  C02   SING  N  N   7  
K5J  C23  C02   SING  N  N   8  
K5J  N04  C05   SING  N  N   9  
K5J  O20  C05   DOUB  N  N  10  
K5J  C15  S13   SING  N  N  11  
K5J  O16  S13   DOUB  N  N  12  
K5J  C05  C06   SING  N  N  13  
K5J  C02  O01   DOUB  N  N  14  
K5J  C06  C07   SING  N  N  15  
K5J  S13  O14   DOUB  N  N  16  
K5J  S13  C12   SING  N  N  17  
K5J  C11  C12   DOUB  Y  N  18  
K5J  C11  C10   SING  Y  N  19  
K5J  C12  C17   SING  Y  N  20  
K5J  C07  C08   SING  N  N  21  
K5J  O09  C08   SING  N  N  22  
K5J  O09  C10   SING  N  N  23  
K5J  C10  C19   DOUB  Y  N  24  
K5J  C17  C18   DOUB  Y  N  25  
K5J  C19  C18   SING  Y  N  26  
K5J  C15  H151  SING  N  N  27  
K5J  C15  H152  SING  N  N  28  
K5J  C15  H153  SING  N  N  29  
K5J  C17  H171  SING  N  N  30  
K5J  C21  H211  SING  N  N  31  
K5J  C21  H212  SING  N  N  32  
K5J  C22  H221  SING  N  N  33  
K5J  C24  H241  SING  N  N  34  
K5J  C24  H242  SING  N  N  35  
K5J  C03  H031  SING  N  N  36  
K5J  N04  H041  SING  N  N  37  
K5J  C06  H062  SING  N  N  38  
K5J  C06  H061  SING  N  N  39  
K5J  C07  H071  SING  N  N  40  
K5J  C07  H072  SING  N  N  41  
K5J  C08  H081  SING  N  N  42  
K5J  C08  H082  SING  N  N  43  
K5J  C11  H111  SING  N  N  44  
K5J  C18  H181  SING  N  N  45  
K5J  C19  H191  SING  N  N  46  
K5J  C23  H231  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
K5J  SMILES            ACDLabs               12.01  "c1(cccc(c1)S(C)(=O)=O)OCCCC(NC3CC2CC2C3=O)=O"  
K5J  InChI             InChI                 1.03   "InChI=1S/C17H21NO5S/c1-24(21,22)13-5-2-4-12(10-13)23-7-3-6-16(19)18-15-9-11-8-14(11)17(15)20/h2,4-5,10-11,14-15H,3,6-9H2,1H3,(H,18,19)/t11-,14-,15-/m1/s1"  
K5J  InChIKey          InChI                 1.03   MNLBJMNPVMBTLW-KCPJHIHWSA-N  
K5J  SMILES_CANONICAL  CACTVS                3.385  "C[S](=O)(=O)c1cccc(OCCCC(=O)N[C@@H]2C[C@H]3C[C@H]3C2=O)c1"  
K5J  SMILES            CACTVS                3.385  "C[S](=O)(=O)c1cccc(OCCCC(=O)N[CH]2C[CH]3C[CH]3C2=O)c1"  
K5J  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CS(=O)(=O)c1cccc(c1)OCCCC(=O)N[C@@H]2C[C@H]3C[C@H]3C2=O"  
K5J  SMILES            "OpenEye OEToolkits"  2.0.6  "CS(=O)(=O)c1cccc(c1)OCCCC(=O)NC2CC3CC3C2=O"  
#   #
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
K5J  "SYSTEMATIC NAME"  ACDLabs               12.01  "4-[3-(methylsulfonyl)phenoxy]-N-[(1R,3R,5R)-2-oxobicyclo[3.1.0]hexan-3-yl]butanamide"  
K5J  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "4-(3-methylsulfonylphenoxy)-~{N}-[(1~{R},3~{R},5~{R})-2-oxidanylidene-3-bicyclo[3.1.0]hexanyl]butanamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
K5J  "Create component"  2018-10-31  RCSB  
K5J  "Initial release"   2019-04-03  RCSB  
##
