data_1KN
#

_chem_comp.id                                   1KN
_chem_comp.name                                 "(2S,3S,4R,5S)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H17 N O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "N-desmethyl-4-epi-(+)-Codonopsinine"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-03-08
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       223.268
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    1KN
_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       4JFT
_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
1KN  CAP  CAP  C  0  1  N  N  N  -18.153  14.774  37.072   5.398   0.412   0.143  CAP  1KN   1  
1KN  OAO  OAO  O  0  1  N  N  N  -18.163  15.056  35.645   4.489  -0.543  -0.409  OAO  1KN   2  
1KN  CAL  CAL  C  0  1  Y  N  N  -17.767  14.094  34.743   3.166  -0.344  -0.170  CAL  1KN   3  
1KN  CAM  CAM  C  0  1  Y  N  N  -17.037  12.966  35.092   2.227  -1.232  -0.676  CAM  1KN   4  
1KN  CAN  CAN  C  0  1  Y  N  N  -16.662  12.046  34.111   0.883  -1.029  -0.431  CAN  1KN   5  
1KN  CAK  CAK  C  0  1  Y  N  N  -18.068  14.301  33.412   2.752   0.743   0.585  CAK  1KN   6  
1KN  CAJ  CAJ  C  0  1  Y  N  N  -17.704  13.398  32.442   1.407   0.940   0.832  CAJ  1KN   7  
1KN  CAI  CAI  C  0  1  Y  N  N  -16.987  12.263  32.771   0.473   0.059   0.317  CAI  1KN   8  
1KN  CAC  CAC  C  0  1  N  N  S  -16.661  11.321  31.754  -0.994   0.276   0.587  CAC  1KN   9  
1KN  NAD  NAD  N  0  1  N  N  N  -17.362   9.991  32.065  -1.659  -1.020   0.814  NAD  1KN  10  
1KN  CAE  CAE  C  0  1  N  N  S  -16.265   9.007  32.126  -2.688  -1.210  -0.230  CAE  1KN  11  
1KN  CAF  CAF  C  0  1  N  N  N  -16.671   7.567  31.902  -3.920  -1.905   0.356  CAF  1KN  12  
1KN  CAA  CAA  C  0  1  N  N  R  -15.252   9.545  31.023  -3.046   0.222  -0.698  CAA  1KN  13  
1KN  OAH  OAH  O  0  1  N  N  N  -15.807   9.410  29.705  -3.970   0.839   0.200  OAH  1KN  14  
1KN  CAB  CAB  C  0  1  N  N  S  -15.189  10.986  31.633  -1.664   0.924  -0.642  CAB  1KN  15  
1KN  OAG  OAG  O  0  1  N  N  N  -14.430  11.969  30.894  -1.820   2.332  -0.449  OAG  1KN  16  
1KN  H1   H1   H  0  1  N  N  N  -18.500  15.660  37.624   5.295   0.426   1.228  H1   1KN  17  
1KN  H2   H2   H  0  1  N  N  N  -18.821  13.926  37.283   6.419   0.136  -0.122  H2   1KN  18  
1KN  H3   H3   H  0  1  N  N  N  -17.130  14.523  37.389   5.173   1.401  -0.256  H3   1KN  19  
1KN  H4   H4   H  0  1  N  N  N  -16.759  12.800  36.122   2.548  -2.082  -1.261  H4   1KN  20  
1KN  H5   H5   H  0  1  N  N  N  -16.115  11.158  34.392   0.153  -1.719  -0.824  H5   1KN  21  
1KN  H6   H6   H  0  1  N  N  N  -18.603  15.195  33.126   3.480   1.436   0.980  H6   1KN  22  
1KN  H7   H7   H  0  1  N  N  N  -17.981  13.577  31.413   1.083   1.789   1.416  H7   1KN  23  
1KN  H8   H8   H  0  1  N  N  N  -17.021  11.683  30.780  -1.120   0.915   1.461  H8   1KN  24  
1KN  H9   H9   H  0  1  N  N  N  -17.843  10.040  32.940  -0.991  -1.776   0.805  H9   1KN  25  
1KN  H11  H11  H  0  1  N  N  N  -15.766   9.083  33.103  -2.285  -1.791  -1.059  H11  1KN  26  
1KN  H12  H12  H  0  1  N  N  N  -17.369   7.255  32.693  -4.320  -1.306   1.174  H12  1KN  27  
1KN  H13  H13  H  0  1  N  N  N  -17.162   7.473  30.922  -4.678  -2.014  -0.419  H13  1KN  28  
1KN  H14  H14  H  0  1  N  N  N  -15.777   6.926  31.927  -3.638  -2.889   0.730  H14  1KN  29  
1KN  H15  H15  H  0  1  N  N  N  -14.279   9.041  31.123  -3.439   0.214  -1.715  H15  1KN  30  
1KN  H16  H16  H  0  1  N  N  N  -15.791   8.496  29.446  -4.150   1.768   0.003  H16  1KN  31  
1KN  H17  H17  H  0  1  N  N  N  -14.773  10.899  32.647  -1.091   0.720  -1.546  H17  1KN  32  
1KN  H18  H18  H  0  1  N  N  N  -14.459  12.801  31.351  -2.303   2.775  -1.160  H18  1KN  33  
#   #
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
1KN  OAH  CAA  SING  N  N   1  
1KN  OAG  CAB  SING  N  N   2  
1KN  CAA  CAB  SING  N  N   3  
1KN  CAA  CAE  SING  N  N   4  
1KN  CAB  CAC  SING  N  N   5  
1KN  CAC  NAD  SING  N  N   6  
1KN  CAC  CAI  SING  N  N   7  
1KN  CAF  CAE  SING  N  N   8  
1KN  NAD  CAE  SING  N  N   9  
1KN  CAJ  CAI  DOUB  Y  N  10  
1KN  CAJ  CAK  SING  Y  N  11  
1KN  CAI  CAN  SING  Y  N  12  
1KN  CAK  CAL  DOUB  Y  N  13  
1KN  CAN  CAM  DOUB  Y  N  14  
1KN  CAL  CAM  SING  Y  N  15  
1KN  CAL  OAO  SING  N  N  16  
1KN  OAO  CAP  SING  N  N  17  
1KN  CAP  H1   SING  N  N  18  
1KN  CAP  H2   SING  N  N  19  
1KN  CAP  H3   SING  N  N  20  
1KN  CAM  H4   SING  N  N  21  
1KN  CAN  H5   SING  N  N  22  
1KN  CAK  H6   SING  N  N  23  
1KN  CAJ  H7   SING  N  N  24  
1KN  CAC  H8   SING  N  N  25  
1KN  NAD  H9   SING  N  N  26  
1KN  CAE  H11  SING  N  N  27  
1KN  CAF  H12  SING  N  N  28  
1KN  CAF  H13  SING  N  N  29  
1KN  CAF  H14  SING  N  N  30  
1KN  CAA  H15  SING  N  N  31  
1KN  OAH  H16  SING  N  N  32  
1KN  CAB  H17  SING  N  N  33  
1KN  OAG  H18  SING  N  N  34  
#   #
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
1KN  SMILES            ACDLabs               12.01  "OC2C(c1ccc(OC)cc1)NC(C)C2O"  
1KN  InChI             InChI                 1.03   "InChI=1S/C12H17NO3/c1-7-11(14)12(15)10(13-7)8-3-5-9(16-2)6-4-8/h3-7,10-15H,1-2H3/t7-,10-,11+,12-/m0/s1"  
1KN  InChIKey          InChI                 1.03   RMKWLQBEDHKISQ-VKZDFBPFSA-N  
1KN  SMILES_CANONICAL  CACTVS                3.370  "COc1ccc(cc1)[C@@H]2N[C@@H](C)[C@@H](O)[C@H]2O"  
1KN  SMILES            CACTVS                3.370  "COc1ccc(cc1)[CH]2N[CH](C)[CH](O)[CH]2O"  
1KN  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C[C@H]1[C@H]([C@H]([C@@H](N1)c2ccc(cc2)OC)O)O"  
1KN  SMILES            "OpenEye OEToolkits"  1.7.6  "CC1C(C(C(N1)c2ccc(cc2)OC)O)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
1KN  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2S,3S,4R,5S)-2-(4-methoxyphenyl)-5-methylpyrrolidine-3,4-diol"  
1KN  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(2S,3S,4R,5S)-2-(4-methoxyphenyl)-5-methyl-pyrrolidine-3,4-diol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
1KN  "Create component"  2013-03-08  RCSB  
1KN  "Initial release"   2013-09-18  RCSB  
1KN  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     1KN
_pdbx_chem_comp_synonyms.name        "N-desmethyl-4-epi-(+)-Codonopsinine"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
