data_KFE
#

_chem_comp.id                                   KFE
_chem_comp.name                                 "(2~{S},3~{R},4~{S},5~{R})-~{N}-[5-(1-adamantylmethoxy)pentyl]-5-(hydroxymethyl)-3,4-bis(oxidanyl)pyrrolidine-2-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H38 N2 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-05-20
_chem_comp.pdbx_modified_date                   2020-07-03
_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                       410.548
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KFE
_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       6RRJ
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
KFE  N1   N1   N  0  1  N  N  N  50.490  -13.881   -5.852   3.392  -0.054   0.420  N1   KFE   1  
KFE  C2   C1   C  0  1  N  N  N  51.831  -14.470   -5.843   2.277  -0.911   0.006  C2   KFE   2  
KFE  O2   O1   O  0  1  N  N  N  53.581  -19.904   -7.807  -3.929  -0.557  -0.145  O2   KFE   3  
KFE  C4   C2   C  0  1  N  N  N  52.493  -16.927   -5.885  -0.208  -1.075  -0.183  C4   KFE   4  
KFE  O4   O2   O  0  1  N  N  N  45.341  -12.583   -6.637   8.476   1.992  -0.162  O4   KFE   5  
KFE  C5   C3   C  0  1  N  N  N  52.327  -18.233   -6.622  -1.531  -0.345   0.060  C5   KFE   6  
KFE  C7   C4   C  0  1  N  N  N  54.391  -20.233   -8.935  -5.086  -1.309  -0.517  C7   KFE   7  
KFE  C6   C5   C  0  1  N  N  N  53.364  -18.489   -7.693  -2.694  -1.239  -0.372  C6   KFE   8  
KFE  O1   O3   O  0  1  N  N  N  50.394  -13.516   -8.068   4.880  -1.592  -0.166  O1   KFE   9  
KFE  C1   C6   C  0  1  N  N  N  49.911  -13.395   -6.949   4.661  -0.490   0.292  C1   KFE  10  
KFE  C3   C7   C  0  1  N  N  N  51.904  -15.756   -6.633   0.955  -0.180   0.249  C3   KFE  11  
KFE  C8   C8   C  0  1  N  N  N  54.657  -21.730   -9.075  -6.343  -0.486  -0.232  C8   KFE  12  
KFE  C9   C9   C  0  1  N  N  N  53.876  -22.299  -10.272  -6.409  -0.155   1.260  C9   KFE  13  
KFE  C10  C10  C  0  1  N  N  N  54.160  -23.798  -10.449  -7.666   0.669   1.545  C10  KFE  14  
KFE  C11  C11  C  0  1  N  N  N  55.654  -24.001  -10.693  -7.621   1.967   0.736  C11  KFE  15  
KFE  C12  C12  C  0  1  N  N  N  56.441  -23.462   -9.499  -7.555   1.635  -0.756  C12  KFE  16  
KFE  C13  C13  C  0  1  N  N  N  56.019  -24.208   -8.231  -8.793   0.829  -1.154  C13  KFE  17  
KFE  C14  C14  C  0  1  N  N  N  54.523  -23.999   -7.986  -8.839  -0.468  -0.345  C14  KFE  18  
KFE  C15  C15  C  0  1  N  N  N  53.735  -24.540   -9.181  -8.905  -0.137   1.147  C15  KFE  19  
KFE  C16  C16  C  0  1  N  N  N  54.240  -22.499   -7.810  -7.582  -1.292  -0.630  C16  KFE  20  
KFE  C17  C17  C  0  1  N  N  N  56.155  -21.962   -9.329  -6.298   0.812  -1.041  C17  KFE  21  
KFE  C18  C18  C  0  1  N  N  S  48.635  -12.594   -6.764   5.807   0.391   0.717  C18  KFE  22  
KFE  N2   N2   N  0  1  N  N  N  47.880  -12.565   -8.039   7.031  -0.421   0.885  N2   KFE  23  
KFE  C19  C19  C  0  1  N  N  R  46.979  -13.722   -8.027   7.753  -0.337  -0.411  C19  KFE  24  
KFE  C20  C20  C  0  1  N  N  N  45.987  -13.679   -9.178   9.240  -0.643  -0.221  C20  KFE  25  
KFE  O3   O4   O  0  1  N  N  N  45.084  -14.766   -9.116   9.399  -2.010   0.164  O3   KFE  26  
KFE  C21  C21  C  0  1  N  N  S  46.395  -13.536   -6.628   7.549   1.139  -0.836  C21  KFE  27  
KFE  C22  C22  C  0  1  N  N  R  47.603  -13.131   -5.758   6.102   1.433  -0.378  C22  KFE  28  
KFE  O5   O5   O  0  1  N  N  N  47.324  -12.114   -4.776   6.010   2.755   0.158  O5   KFE  29  
KFE  H1   H1   H  0  1  N  N  N  49.983  -13.842   -4.991   3.216   0.829   0.782  H1   KFE  30  
KFE  H2   H2   H  0  1  N  N  N  52.117  -14.679   -4.802   2.374  -1.145  -1.054  H2   KFE  31  
KFE  H3   H3   H  0  1  N  N  N  52.536  -13.748   -6.279   2.294  -1.834   0.586  H3   KFE  32  
KFE  H4   H4   H  0  1  N  N  N  53.567  -16.743   -5.733  -0.191  -1.998   0.397  H4   KFE  33  
KFE  H5   H5   H  0  1  N  N  N  51.993  -17.008   -4.909  -0.112  -1.309  -1.243  H5   KFE  34  
KFE  H6   H6   H  0  1  N  N  N  44.995  -12.485   -5.758   8.389   2.927  -0.393  H6   KFE  35  
KFE  H7   H7   H  0  1  N  N  N  51.335  -18.235   -7.098  -1.627  -0.110   1.120  H7   KFE  36  
KFE  H8   H8   H  0  1  N  N  N  52.383  -19.050   -5.888  -1.548   0.579  -0.519  H8   KFE  37  
KFE  H9   H9   H  0  1  N  N  N  55.356  -19.715   -8.834  -5.039  -1.546  -1.580  H9   KFE  38  
KFE  H10  H10  H  0  1  N  N  N  53.881  -19.883   -9.845  -5.119  -2.234   0.060  H10  KFE  39  
KFE  H11  H11  H  0  1  N  N  N  54.307  -17.992   -7.419  -2.677  -2.162   0.208  H11  KFE  40  
KFE  H12  H12  H  0  1  N  N  N  53.006  -18.092   -8.655  -2.598  -1.474  -1.432  H12  KFE  41  
KFE  H13  H13  H  0  1  N  N  N  52.521  -15.575   -7.525   0.859   0.054   1.309  H13  KFE  42  
KFE  H14  H14  H  0  1  N  N  N  50.883  -16.026   -6.942   0.938   0.743  -0.330  H14  KFE  43  
KFE  H15  H15  H  0  1  N  N  N  54.177  -21.765  -11.185  -6.441  -1.079   1.837  H15  KFE  44  
KFE  H16  H16  H  0  1  N  N  N  52.799  -22.154  -10.101  -5.527   0.419   1.544  H16  KFE  45  
KFE  H17  H17  H  0  1  N  N  N  53.590  -24.181  -11.309  -7.713   0.905   2.608  H17  KFE  46  
KFE  H18  H18  H  0  1  N  N  N  55.863  -25.074  -10.816  -8.516   2.553   0.939  H18  KFE  47  
KFE  H19  H19  H  0  1  N  N  N  55.954  -23.462  -11.604  -6.738   2.540   1.020  H19  KFE  48  
KFE  H20  H20  H  0  1  N  N  N  57.517  -23.611   -9.671  -7.523   2.560  -1.332  H20  KFE  49  
KFE  H21  H21  H  0  1  N  N  N  56.223  -25.282   -8.353  -9.689   1.416  -0.951  H21  KFE  50  
KFE  H22  H22  H  0  1  N  N  N  56.588  -23.822   -7.373  -8.747   0.593  -2.217  H22  KFE  51  
KFE  H23  H23  H  0  1  N  N  N  54.222  -24.537   -7.075  -9.721  -1.042  -0.629  H23  KFE  52  
KFE  H24  H24  H  0  1  N  N  N  52.659  -24.388   -9.010  -8.937  -1.061   1.724  H24  KFE  53  
KFE  H25  H25  H  0  1  N  N  N  53.939  -25.614   -9.299  -9.800   0.450   1.350  H25  KFE  54  
KFE  H26  H26  H  0  1  N  N  N  54.810  -22.120   -6.949  -7.535  -1.528  -1.693  H26  KFE  55  
KFE  H27  H27  H  0  1  N  N  N  53.165  -22.350   -7.632  -7.614  -2.216  -0.054  H27  KFE  56  
KFE  H28  H28  H  0  1  N  N  N  56.732  -21.577   -8.475  -5.415   1.386  -0.757  H28  KFE  57  
KFE  H29  H29  H  0  1  N  N  N  56.455  -21.430  -10.244  -6.251   0.576  -2.104  H29  KFE  58  
KFE  H30  H30  H  0  1  N  N  N  48.901  -11.566   -6.477   5.561   0.895   1.652  H30  KFE  59  
KFE  H31  H31  H  0  1  N  N  N  48.510  -12.628   -8.813   6.803  -1.378   1.110  H31  KFE  60  
KFE  H33  H33  H  0  1  N  N  N  47.554  -14.659   -8.066   7.310  -1.013  -1.142  H33  KFE  61  
KFE  H34  H34  H  0  1  N  N  N  46.538  -13.724  -10.129   9.770  -0.465  -1.157  H34  KFE  62  
KFE  H35  H35  H  0  1  N  N  N  45.420  -12.738   -9.128   9.648   0.003   0.556  H35  KFE  63  
KFE  H36  H36  H  0  1  N  N  N  44.477  -14.716   -9.845  10.319  -2.275   0.302  H36  KFE  64  
KFE  H37  H37  H  0  1  N  N  N  46.021  -14.508   -6.272   7.643   1.246  -1.916  H37  KFE  65  
KFE  H38  H38  H  0  1  N  N  N  48.011  -14.030   -5.272   5.409   1.313  -1.211  H38  KFE  66  
KFE  H39  H39  H  0  1  N  N  N  46.687  -12.442   -4.152   6.186   3.454  -0.487  H39  KFE  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
KFE  C11  C10  SING  N  N   1  
KFE  C11  C12  SING  N  N   2  
KFE  C10  C9   SING  N  N   3  
KFE  C10  C15  SING  N  N   4  
KFE  C9   C8   SING  N  N   5  
KFE  C12  C17  SING  N  N   6  
KFE  C12  C13  SING  N  N   7  
KFE  C17  C8   SING  N  N   8  
KFE  C15  C14  SING  N  N   9  
KFE  C20  O3   SING  N  N  10  
KFE  C20  C19  SING  N  N  11  
KFE  C8   C7   SING  N  N  12  
KFE  C8   C16  SING  N  N  13  
KFE  C7   O2   SING  N  N  14  
KFE  C13  C14  SING  N  N  15  
KFE  O1   C1   DOUB  N  N  16  
KFE  N2   C19  SING  N  N  17  
KFE  N2   C18  SING  N  N  18  
KFE  C19  C21  SING  N  N  19  
KFE  C14  C16  SING  N  N  20  
KFE  O2   C6   SING  N  N  21  
KFE  C6   C5   SING  N  N  22  
KFE  C1   C18  SING  N  N  23  
KFE  C1   N1   SING  N  N  24  
KFE  C18  C22  SING  N  N  25  
KFE  O4   C21  SING  N  N  26  
KFE  C3   C4   SING  N  N  27  
KFE  C3   C2   SING  N  N  28  
KFE  C21  C22  SING  N  N  29  
KFE  C5   C4   SING  N  N  30  
KFE  N1   C2   SING  N  N  31  
KFE  C22  O5   SING  N  N  32  
KFE  N1   H1   SING  N  N  33  
KFE  C2   H2   SING  N  N  34  
KFE  C2   H3   SING  N  N  35  
KFE  C4   H4   SING  N  N  36  
KFE  C4   H5   SING  N  N  37  
KFE  O4   H6   SING  N  N  38  
KFE  C5   H7   SING  N  N  39  
KFE  C5   H8   SING  N  N  40  
KFE  C7   H9   SING  N  N  41  
KFE  C7   H10  SING  N  N  42  
KFE  C6   H11  SING  N  N  43  
KFE  C6   H12  SING  N  N  44  
KFE  C3   H13  SING  N  N  45  
KFE  C3   H14  SING  N  N  46  
KFE  C9   H15  SING  N  N  47  
KFE  C9   H16  SING  N  N  48  
KFE  C10  H17  SING  N  N  49  
KFE  C11  H18  SING  N  N  50  
KFE  C11  H19  SING  N  N  51  
KFE  C12  H20  SING  N  N  52  
KFE  C13  H21  SING  N  N  53  
KFE  C13  H22  SING  N  N  54  
KFE  C14  H23  SING  N  N  55  
KFE  C15  H24  SING  N  N  56  
KFE  C15  H25  SING  N  N  57  
KFE  C16  H26  SING  N  N  58  
KFE  C16  H27  SING  N  N  59  
KFE  C17  H28  SING  N  N  60  
KFE  C17  H29  SING  N  N  61  
KFE  C18  H30  SING  N  N  62  
KFE  N2   H31  SING  N  N  63  
KFE  C19  H33  SING  N  N  64  
KFE  C20  H34  SING  N  N  65  
KFE  C20  H35  SING  N  N  66  
KFE  O3   H36  SING  N  N  67  
KFE  C21  H37  SING  N  N  68  
KFE  C22  H38  SING  N  N  69  
KFE  O5   H39  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
KFE  InChI             InChI                 1.03   "InChI=1S/C22H38N2O5/c25-12-17-19(26)20(27)18(24-17)21(28)23-4-2-1-3-5-29-13-22-9-14-6-15(10-22)8-16(7-14)11-22/h14-20,24-27H,1-13H2,(H,23,28)/t14-,15+,16-,17-,18+,19+,20-,22-/m1/s1"  
KFE  InChIKey          InChI                 1.03   FWDXUUZGNWBLMB-HHSJJDFHSA-N  
KFE  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1N[C@@H]([C@@H](O)[C@H]1O)C(=O)NCCCCCOCC23CC4CC(CC(C4)C2)C3"  
KFE  SMILES            CACTVS                3.385  "OC[CH]1N[CH]([CH](O)[CH]1O)C(=O)NCCCCCOCC23CC4CC(CC(C4)C2)C3"  
KFE  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C1C2CC3CC1CC(C2)(C3)COCCCCCNC(=O)[C@@H]4[C@H]([C@H]([C@H](N4)CO)O)O"  
KFE  SMILES            "OpenEye OEToolkits"  2.0.7  "C1C2CC3CC1CC(C2)(C3)COCCCCCNC(=O)C4C(C(C(N4)CO)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          KFE
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "(2~{S},3~{R},4~{S},5~{R})-~{N}-[5-(1-adamantylmethoxy)pentyl]-5-(hydroxymethyl)-3,4-bis(oxidanyl)pyrrolidine-2-carboxamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
KFE  "Create component"  2019-05-20  PDBE  
KFE  "Initial release"   2020-07-08  RCSB  
##
