data_58P
#

_chem_comp.id                                   58P
_chem_comp.name                                 
;1-[(2S)-2,3-dihydroxypropyl]-5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1
H-indole-2-carbonitrile
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C26 H27 F3 N6 O2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        MI-352
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-08-21
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       544.592
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    58P
_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       5DB0
_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
58P  C4   C1   C  0  1  Y  N  N  -11.061   -7.708  -12.541    6.503   1.465   0.432  C4   58P   1  
58P  C5   C2   C  0  1  Y  N  N  -10.768   -9.039  -12.418    5.293   0.767   0.437  C5   58P   2  
58P  C6   C3   C  0  1  Y  N  N  -11.800   -9.893  -12.013    4.103   1.515   0.237  C6   58P   3  
58P  N1   N1   N  0  1  Y  N  N  -13.043   -9.420  -11.724    4.192   2.824   0.058  N1   58P   4  
58P  N3   N2   N  0  1  Y  N  N  -12.274   -7.177  -12.291    6.490   2.791   0.242  N3   58P   5  
58P  FAE  F1   F  0  1  N  N  N   -6.816   -6.457  -11.762    8.432  -2.443  -1.013  FAE  58P   6  
58P  CBM  C4   C  0  1  N  N  N   -6.463   -7.655  -12.162    7.435  -3.133  -0.316  CBM  58P   7  
58P  FAF  F2   F  0  1  N  N  N   -6.638   -8.388  -11.130    6.255  -3.131  -1.066  FAF  58P   8  
58P  FAG  F3   F  0  1  N  N  N   -5.161   -7.649  -12.437    7.847  -4.452  -0.098  FAG  58P   9  
58P  CAU  C5   C  0  1  N  N  N   -7.298   -8.046  -13.411    7.186  -2.448   1.029  CAU  58P  10  
58P  CBB  C6   C  0  1  Y  N  N   -8.776   -8.130  -13.046    6.742  -1.027   0.795  CBB  58P  11  
58P  SAZ  S1   S  0  1  Y  N  N   -9.748   -6.767  -13.058    7.832   0.343   0.688  SAZ  58P  12  
58P  CAN  C7   C  0  1  Y  N  N   -9.428   -9.271  -12.700    5.485  -0.654   0.654  CAN  58P  13  
58P  C2   C8   C  0  1  Y  N  N  -13.244   -8.044  -11.882    5.362   3.438   0.062  C2   58P  14  
58P  NAY  N3   N  0  1  N  N  N  -11.599  -11.208  -11.909    2.871   0.887   0.230  NAY  58P  15  
58P  CBI  C9   C  0  1  N  N  N  -12.676  -12.189  -11.652    1.651   1.670   0.023  CBI  58P  16  
58P  CAQ  C10  C  0  1  N  N  N  -12.534  -13.384  -12.572    1.400   1.841  -1.477  CAQ  58P  17  
58P  CAS  C11  C  0  1  N  N  N  -13.580  -14.467  -12.307    0.092   2.607  -1.687  CAS  58P  18  
58P  CAP  C12  C  0  1  N  N  N  -12.554  -12.660  -10.245    0.461   0.940   0.652  CAP  58P  19  
58P  CAR  C13  C  0  1  N  N  N  -13.537  -13.785   -9.977   -0.820   1.732   0.380  CAR  58P  20  
58P  NBJ  N4   N  0  1  N  N  N  -13.368  -14.898  -10.924   -1.015   1.867  -1.069  NBJ  58P  21  
58P  CAT  C14  C  0  1  N  N  N  -14.386  -15.951  -10.639   -2.305   2.502  -1.369  CAT  58P  22  
58P  CBA  C15  C  0  1  Y  N  N  -14.307  -17.200  -11.432   -3.426   1.593  -0.934  CBA  58P  23  
58P  CAL  C16  C  0  1  Y  N  N  -15.465  -17.724  -12.028   -3.927   1.696   0.331  CAL  58P  24  
58P  CAJ  C17  C  0  1  Y  N  N  -13.126  -17.959  -11.551   -3.943   0.663  -1.827  CAJ  58P  25  
58P  CAK  C18  C  0  1  Y  N  N  -13.135  -19.161  -12.274   -4.967  -0.177  -1.449  CAK  58P  26  
58P  CBH  C19  C  0  1  Y  N  N  -14.277  -19.614  -12.819   -5.491  -0.096  -0.162  CBH  58P  27  
58P  CBE  C20  C  0  1  Y  N  N  -15.430  -18.913  -12.692   -4.968   0.852   0.739  CBE  58P  28  
58P  CAM  C21  C  0  1  Y  N  N  -16.397  -19.622  -13.331   -5.684   0.706   1.952  CAM  58P  29  
58P  CBC  C22  C  0  1  Y  N  N  -15.820  -20.738  -13.806   -6.595  -0.288   1.779  CBC  58P  30  
58P  CAH  C23  C  0  1  N  N  N  -16.431  -21.813  -14.570   -7.522  -0.745   2.769  CAH  58P  31  
58P  NAA  N5   N  0  1  N  N  N  -16.883  -22.650  -15.150   -8.258  -1.108   3.555  NAA  58P  32  
58P  NBK  N6   N  0  1  Y  N  N  -14.519  -20.758  -13.513   -6.489  -0.779   0.493  NBK  58P  33  
58P  CAV  C24  C  0  1  N  N  N  -13.553  -21.826  -13.818   -7.301  -1.857  -0.077  CAV  58P  34  
58P  CBL  C25  C  0  1  N  N  S  -13.576  -22.850  -12.639   -8.554  -1.265  -0.725  CBL  58P  35  
58P  OAD  O1   O  0  1  N  N  N  -13.168  -22.249  -11.385   -9.373  -0.666   0.282  OAD  58P  36  
58P  CAO  C26  C  0  1  N  N  N  -12.616  -23.995  -12.979   -9.339  -2.374  -1.428  CAO  58P  37  
58P  OAB  O2   O  0  1  N  N  N  -12.403  -24.755  -11.777  -10.445  -1.804  -2.130  OAB  58P  38  
58P  H1   H1   H  0  1  N  N  N   -6.959   -9.024  -13.784    6.409  -2.986   1.572  H1   58P  39  
58P  H2   H2   H  0  1  N  N  N   -7.159   -7.286  -14.194    8.106  -2.450   1.614  H2   58P  40  
58P  H3   H3   H  0  1  N  N  N   -8.960  -10.243  -12.650    4.663  -1.354   0.689  H3   58P  41  
58P  H4   H4   H  0  1  N  N  N  -14.225   -7.645  -11.667    5.392   4.507  -0.087  H4   58P  42  
58P  H5   H5   H  0  1  N  N  N  -11.177  -11.487  -12.772    2.815  -0.073   0.362  H5   58P  43  
58P  H6   H6   H  0  1  N  N  N  -13.659  -11.720  -11.806    1.763   2.650   0.488  H6   58P  44  
58P  H7   H7   H  0  1  N  N  N  -11.534  -13.820  -12.430    2.224   2.398  -1.923  H7   58P  45  
58P  H8   H8   H  0  1  N  N  N  -12.640  -13.041  -13.612    1.327   0.860  -1.948  H8   58P  46  
58P  H9   H9   H  0  1  N  N  N  -14.594  -14.058  -12.429    0.171   3.593  -1.229  H9   58P  47  
58P  H10  H10  H  0  1  N  N  N  -13.440  -15.312  -12.997   -0.097   2.718  -2.755  H10  58P  48  
58P  H11  H11  H  0  1  N  N  N  -11.530  -13.024  -10.072    0.373  -0.055   0.215  H11  58P  49  
58P  H12  H12  H  0  1  N  N  N  -12.766  -11.823   -9.563    0.614   0.853   1.728  H12  58P  50  
58P  H13  H13  H  0  1  N  N  N  -14.560  -13.392  -10.069   -1.671   1.207   0.814  H13  58P  51  
58P  H14  H14  H  0  1  N  N  N  -13.378  -14.160   -8.955   -0.736   2.722   0.829  H14  58P  52  
58P  H16  H16  H  0  1  N  N  N  -15.378  -15.509  -10.815   -2.378   3.449  -0.835  H16  58P  53  
58P  H17  H17  H  0  1  N  N  N  -14.290  -16.226   -9.578   -2.380   2.684  -2.441  H17  58P  54  
58P  H18  H18  H  0  1  N  N  N  -16.394  -17.178  -11.959   -3.521   2.425   1.017  H18  58P  55  
58P  H19  H19  H  0  1  N  N  N  -12.214  -17.615  -11.086   -3.539   0.598  -2.826  H19  58P  56  
58P  H20  H20  H  0  1  N  N  N  -12.221  -19.724  -12.393   -5.363  -0.897  -2.151  H20  58P  57  
58P  H21  H21  H  0  1  N  N  N  -17.434  -19.341  -13.437   -5.533   1.282   2.854  H21  58P  58  
58P  H22  H22  H  0  1  N  N  N  -13.836  -22.329  -14.755   -6.720  -2.390  -0.830  H22  58P  59  
58P  H23  H23  H  0  1  N  N  N  -12.545  -21.399  -13.921   -7.593  -2.549   0.713  H23  58P  60  
58P  H24  H24  H  0  1  N  N  N  -14.595  -23.255  -12.548   -8.263  -0.508  -1.453  H24  58P  61  
58P  H25  H25  H  0  1  N  N  N  -13.196  -22.903  -10.696   -9.670  -1.283   0.965  H25  58P  62  
58P  H26  H26  H  0  1  N  N  N  -13.058  -24.637  -13.755   -8.687  -2.889  -2.133  H26  58P  63  
58P  H27  H27  H  0  1  N  N  N  -11.660  -23.588  -13.340   -9.705  -3.085  -0.687  H27  58P  64  
58P  H28  H28  H  0  1  N  N  N  -11.810  -25.474  -11.958  -10.988  -2.451  -2.600  H28  58P  65  
#   #
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
58P  NAA  CAH  TRIP  N  N   1  
58P  CAH  CBC  SING  N  N   2  
58P  CAV  NBK  SING  N  N   3  
58P  CAV  CBL  SING  N  N   4  
58P  CBC  NBK  SING  Y  N   5  
58P  CBC  CAM  DOUB  Y  N   6  
58P  NBK  CBH  SING  Y  N   7  
58P  CAU  CBB  SING  N  N   8  
58P  CAU  CBM  SING  N  N   9  
58P  CAM  CBE  SING  Y  N  10  
58P  SAZ  CBB  SING  Y  N  11  
58P  SAZ  C4   SING  Y  N  12  
58P  CBB  CAN  DOUB  Y  N  13  
58P  CAO  CBL  SING  N  N  14  
58P  CAO  OAB  SING  N  N  15  
58P  CBH  CBE  DOUB  Y  N  16  
58P  CBH  CAK  SING  Y  N  17  
58P  CAN  C5   SING  Y  N  18  
58P  CBE  CAL  SING  Y  N  19  
58P  CBL  OAD  SING  N  N  20  
58P  CAQ  CAS  SING  N  N  21  
58P  CAQ  CBI  SING  N  N  22  
58P  C4   C5   DOUB  Y  N  23  
58P  C4   N3   SING  Y  N  24  
58P  FAG  CBM  SING  N  N  25  
58P  C5   C6   SING  Y  N  26  
58P  CAS  NBJ  SING  N  N  27  
58P  N3   C2   DOUB  Y  N  28  
58P  CAK  CAJ  DOUB  Y  N  29  
58P  CBM  FAE  SING  N  N  30  
58P  CBM  FAF  SING  N  N  31  
58P  CAL  CBA  DOUB  Y  N  32  
58P  C6   NAY  SING  N  N  33  
58P  C6   N1   DOUB  Y  N  34  
58P  NAY  CBI  SING  N  N  35  
58P  C2   N1   SING  Y  N  36  
58P  CBI  CAP  SING  N  N  37  
58P  CAJ  CBA  SING  Y  N  38  
58P  CBA  CAT  SING  N  N  39  
58P  NBJ  CAT  SING  N  N  40  
58P  NBJ  CAR  SING  N  N  41  
58P  CAP  CAR  SING  N  N  42  
58P  CAU  H1   SING  N  N  43  
58P  CAU  H2   SING  N  N  44  
58P  CAN  H3   SING  N  N  45  
58P  C2   H4   SING  N  N  46  
58P  NAY  H5   SING  N  N  47  
58P  CBI  H6   SING  N  N  48  
58P  CAQ  H7   SING  N  N  49  
58P  CAQ  H8   SING  N  N  50  
58P  CAS  H9   SING  N  N  51  
58P  CAS  H10  SING  N  N  52  
58P  CAP  H11  SING  N  N  53  
58P  CAP  H12  SING  N  N  54  
58P  CAR  H13  SING  N  N  55  
58P  CAR  H14  SING  N  N  56  
58P  CAT  H16  SING  N  N  57  
58P  CAT  H17  SING  N  N  58  
58P  CAL  H18  SING  N  N  59  
58P  CAJ  H19  SING  N  N  60  
58P  CAK  H20  SING  N  N  61  
58P  CAM  H21  SING  N  N  62  
58P  CAV  H22  SING  N  N  63  
58P  CAV  H23  SING  N  N  64  
58P  CBL  H24  SING  N  N  65  
58P  OAD  H25  SING  N  N  66  
58P  CAO  H26  SING  N  N  67  
58P  CAO  H27  SING  N  N  68  
58P  OAB  H28  SING  N  N  69  
#   #
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
58P  SMILES            ACDLabs               12.01  "c45c(c(NC1CCN(CC1)Cc2cc3c(cc2)n(c(c3)C#N)CC(O)CO)ncn4)cc(CC(F)(F)F)s5"  
58P  InChI             InChI                 1.03   "InChI=1S/C26H27F3N6O2S/c27-26(28,29)10-21-9-22-24(31-15-32-25(22)38-21)33-18-3-5-34(6-4-18)12-16-1-2-23-17(7-16)8-19(11-30)35(23)13-20(37)14-36/h1-2,7-9,15,18,20,36-37H,3-6,10,12-14H2,(H,31,32,33)/t20-/m0/s1"  
58P  InChIKey          InChI                 1.03   KCTFIWDZXROTJT-FQEVSTJZSA-N  
58P  SMILES_CANONICAL  CACTVS                3.385  "OC[C@@H](O)Cn1c(cc2cc(CN3CC[C@@H](CC3)Nc4ncnc5sc(CC(F)(F)F)cc45)ccc12)C#N"  
58P  SMILES            CACTVS                3.385  "OC[CH](O)Cn1c(cc2cc(CN3CC[CH](CC3)Nc4ncnc5sc(CC(F)(F)F)cc45)ccc12)C#N"  
58P  SMILES_CANONICAL  "OpenEye OEToolkits"  1.9.2  "c1cc2c(cc1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)cc(n2C[C@@H](CO)O)C#N"  
58P  SMILES            "OpenEye OEToolkits"  1.9.2  "c1cc2c(cc1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)cc(n2CC(CO)O)C#N"  
#   #
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
58P  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-[(2S)-2,3-dihydroxypropyl]-5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1H-indole-2-carbonitrile"  
58P  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.9.2  "1-[(2S)-2,3-bis(oxidanyl)propyl]-5-[[4-[[6-[2,2,2-tris(fluoranyl)ethyl]thieno[2,3-d]pyrimidin-4-yl]amino]piperidin-1-yl]methyl]indole-2-carbonitrile"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
58P  "Create component"  2015-08-21  RCSB  
58P  "Modify synonyms"   2015-08-27  RCSB  
58P  "Initial release"   2016-03-30  RCSB  
58P  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     58P
_pdbx_chem_comp_synonyms.name        MI-352
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
