data_QKA
#

_chem_comp.id                                   QKA
_chem_comp.name                                 "(1R,2R)-2-[(4aR,7aR)-2-amino-6-(pyrimidin-2-yl)-4a,5,6,7-tetrahydropyrrolo[3,4-d][1,3]thiazin-7a(4H)-yl]-N-{[(1R,2R)-2-methylcyclopropyl]methyl}cyclopropane-1-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H26 N6 O S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-11-06
_chem_comp.pdbx_modified_date                   2019-12-06
_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                       386.514
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QKA
_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       6UWP
_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
QKA  C7   C1   C  0  1  N  N  N  -15.182  -11.457   1.648   7.147  -1.283  -0.166  C7   QKA   1  
QKA  C6   C2   C  0  1  N  N  N  -17.542  -18.297   1.445   0.856   2.073  -0.558  C6   QKA   2  
QKA  C1   C3   C  0  1  Y  N  N  -14.737  -25.611   0.147  -5.309   0.949  -1.941  C1   QKA   3  
QKA  N1   N1   N  0  1  Y  N  N  -16.822  -23.948   0.941  -5.521   0.293   0.664  N1   QKA   4  
QKA  C5   C4   C  0  1  N  N  N  -16.113  -16.270   2.141   2.903   0.830   0.445  C5   QKA   5  
QKA  C4   C5   C  0  1  N  N  N  -14.588  -19.319  -1.107  -1.077  -1.599  -0.898  C4   QKA   6  
QKA  C3   C6   C  0  1  Y  N  N  -15.482  -23.577   0.915  -4.395   0.780   0.164  C3   QKA   7  
QKA  C2   C7   C  0  1  Y  N  N  -17.079  -25.194   0.490  -6.585   0.125  -0.105  C2   QKA   8  
QKA  O    O1   O  0  1  N  N  N  -16.488  -16.282   3.318   3.011   1.258   1.574  O    QKA   9  
QKA  N5   N2   N  0  1  N  N  N  -15.509  -15.200   1.556   3.997   0.422  -0.229  N5   QKA  10  
QKA  C18  C8   C  0  1  N  N  N  -15.334  -13.955   2.298   5.316   0.496   0.403  C18  QKA  11  
QKA  C15  C9   C  0  1  N  N  R  -14.853  -12.883   1.331   6.377  -0.024  -0.569  C15  QKA  12  
QKA  C14  C10  C  0  1  N  N  R  -15.877  -12.175   0.478   7.842   0.080  -0.139  C14  QKA  13  
QKA  C17  C11  C  0  1  N  N  N  -15.526  -11.786  -0.934   8.879   0.366  -1.227  C17  QKA  14  
QKA  C11  C12  C  0  1  N  N  R  -16.269  -17.440   1.267   1.545   0.754  -0.205  C11  QKA  15  
QKA  C12  C13  C  0  1  N  N  R  -16.192  -18.843   1.875   0.343   1.232   0.612  C12  QKA  16  
QKA  C16  C14  C  0  1  N  N  R  -15.509  -19.977   1.110  -0.981   0.489   0.421  C16  QKA  17  
QKA  N2   N3   N  0  1  N  N  N  -15.573  -19.750  -0.336  -0.933  -0.339  -0.761  N2   QKA  18  
QKA  C13  C15  C  0  1  N  N  R  -14.085  -20.250   1.652  -1.362  -0.258   1.706  C13  QKA  19  
QKA  C10  C16  C  0  1  N  N  N  -13.036  -19.250   1.178  -0.732  -1.635   1.794  C10  QKA  20  
QKA  S    S1   S  0  1  N  N  N  -12.936  -19.022  -0.617  -1.375  -2.679   0.460  S    QKA  21  
QKA  N4   N4   N  0  1  N  N  N  -14.798  -19.076  -2.428  -1.003  -2.137  -2.163  N4   QKA  22  
QKA  C9   C17  C  0  1  N  N  N  -16.255  -21.297   1.452  -2.151   1.494   0.257  C9   QKA  23  
QKA  N3   N5   N  0  1  N  N  N  -15.217  -22.273   1.211  -3.302   0.943   0.997  N3   QKA  24  
QKA  C8   C18  C  0  1  N  N  N  -13.856  -21.718   1.202  -2.898  -0.347   1.602  C8   QKA  25  
QKA  N    N6   N  0  1  Y  N  N  -14.415  -24.331   0.560  -4.287   1.103  -1.116  N    QKA  26  
QKA  C    C19  C  0  1  Y  N  N  -16.050  -26.041   0.075  -6.505   0.448  -1.450  C    QKA  27  
QKA  H1   H1   H  0  1  N  N  N  -14.446  -10.664   1.449   6.899  -1.741   0.791  H1   QKA  28  
QKA  H2   H2   H  0  1  N  N  N  -15.748  -11.211   2.558   7.429  -1.976  -0.959  H2   QKA  29  
QKA  H3   H3   H  0  1  N  N  N  -18.290  -18.020   2.203   1.385   2.997  -0.321  H3   QKA  30  
QKA  H4   H4   H  0  1  N  N  N  -18.050  -18.717   0.564   0.250   2.099  -1.464  H4   QKA  31  
QKA  H5   H5   H  0  1  N  N  N  -13.944  -26.292  -0.126  -5.215   1.215  -2.983  H5   QKA  32  
QKA  H6   H6   H  0  1  N  N  N  -18.100  -25.542   0.449  -7.500  -0.273   0.308  H6   QKA  33  
QKA  H7   H7   H  0  1  N  N  N  -15.183  -15.267   0.613   3.910   0.079  -1.132  H7   QKA  34  
QKA  H8   H8   H  0  1  N  N  N  -14.589  -14.099   3.094   5.537   1.532   0.662  H8   QKA  35  
QKA  H9   H9   H  0  1  N  N  N  -16.292  -13.650   2.744   5.321  -0.113   1.307  H9   QKA  36  
QKA  H10  H10  H  0  1  N  N  N  -13.875  -13.065   0.862   6.152   0.111  -1.627  H10  QKA  37  
QKA  H11  H11  H  0  1  N  N  N  -16.926  -12.456   0.654   8.050   0.519   0.837  H11  QKA  38  
QKA  H12  H12  H  0  1  N  N  N  -16.386  -11.284  -1.401   8.651   1.319  -1.704  H12  QKA  39  
QKA  H13  H13  H  0  1  N  N  N  -14.664  -11.102  -0.922   9.872   0.412  -0.779  H13  QKA  40  
QKA  H14  H14  H  0  1  N  N  N  -15.271  -12.688  -1.510   8.854  -0.429  -1.971  H14  QKA  41  
QKA  H15  H15  H  0  1  N  N  N  -15.902  -17.345   0.235   1.393  -0.090  -0.878  H15  QKA  42  
QKA  H16  H16  H  0  1  N  N  N  -16.028  -18.861   2.963   0.534   1.601   1.619  H16  QKA  43  
QKA  H17  H17  H  0  1  N  N  N  -14.122  -20.227   2.751  -1.084   0.337   2.576  H17  QKA  44  
QKA  H18  H18  H  0  1  N  N  N  -12.053  -19.595   1.532   0.350  -1.546   1.696  H18  QKA  45  
QKA  H19  H19  H  0  1  N  N  N  -13.267  -18.275   1.632  -0.974  -2.084   2.757  H19  QKA  46  
QKA  H20  H20  H  0  1  N  N  N  -14.044  -18.762  -3.005  -1.114  -3.092  -2.291  H20  QKA  47  
QKA  H21  H21  H  0  1  N  N  N  -15.707  -19.211  -2.823  -0.840  -1.560  -2.926  H21  QKA  48  
QKA  H22  H22  H  0  1  N  N  N  -16.588  -21.312   2.500  -1.870   2.461   0.673  H22  QKA  49  
QKA  H23  H23  H  0  1  N  N  N  -17.119  -21.455   0.790  -2.402   1.602  -0.798  H23  QKA  50  
QKA  H24  H24  H  0  1  N  N  N  -13.205  -22.253   1.909  -3.189  -1.178   0.959  H24  QKA  51  
QKA  H25  H25  H  0  1  N  N  N  -13.417  -21.760   0.194  -3.341  -0.459   2.592  H25  QKA  52  
QKA  H26  H26  H  0  1  N  N  N  -16.278  -27.028  -0.301  -7.355   0.313  -2.102  H26  QKA  53  
#   #
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
QKA  N4   C4   SING  N  N   1  
QKA  C4   S    SING  N  N   2  
QKA  C4   N2   DOUB  N  N   3  
QKA  C17  C14  SING  N  N   4  
QKA  S    C10  SING  N  N   5  
QKA  N2   C16  SING  N  N   6  
QKA  C    C1   DOUB  Y  N   7  
QKA  C    C2   SING  Y  N   8  
QKA  C1   N    SING  Y  N   9  
QKA  C14  C15  SING  N  N  10  
QKA  C14  C7   SING  N  N  11  
QKA  C2   N1   DOUB  Y  N  12  
QKA  N    C3   DOUB  Y  N  13  
QKA  C3   N1   SING  Y  N  14  
QKA  C3   N3   SING  N  N  15  
QKA  C16  C9   SING  N  N  16  
QKA  C16  C13  SING  N  N  17  
QKA  C16  C12  SING  N  N  18  
QKA  C10  C13  SING  N  N  19  
QKA  C8   N3   SING  N  N  20  
QKA  C8   C13  SING  N  N  21  
QKA  N3   C9   SING  N  N  22  
QKA  C11  C6   SING  N  N  23  
QKA  C11  C12  SING  N  N  24  
QKA  C11  C5   SING  N  N  25  
QKA  C15  C7   SING  N  N  26  
QKA  C15  C18  SING  N  N  27  
QKA  C6   C12  SING  N  N  28  
QKA  N5   C5   SING  N  N  29  
QKA  N5   C18  SING  N  N  30  
QKA  C5   O    DOUB  N  N  31  
QKA  C7   H1   SING  N  N  32  
QKA  C7   H2   SING  N  N  33  
QKA  C6   H3   SING  N  N  34  
QKA  C6   H4   SING  N  N  35  
QKA  C1   H5   SING  N  N  36  
QKA  C2   H6   SING  N  N  37  
QKA  N5   H7   SING  N  N  38  
QKA  C18  H8   SING  N  N  39  
QKA  C18  H9   SING  N  N  40  
QKA  C15  H10  SING  N  N  41  
QKA  C14  H11  SING  N  N  42  
QKA  C17  H12  SING  N  N  43  
QKA  C17  H13  SING  N  N  44  
QKA  C17  H14  SING  N  N  45  
QKA  C11  H15  SING  N  N  46  
QKA  C12  H16  SING  N  N  47  
QKA  C13  H17  SING  N  N  48  
QKA  C10  H18  SING  N  N  49  
QKA  C10  H19  SING  N  N  50  
QKA  N4   H20  SING  N  N  51  
QKA  N4   H21  SING  N  N  52  
QKA  C9   H22  SING  N  N  53  
QKA  C9   H23  SING  N  N  54  
QKA  C8   H24  SING  N  N  55  
QKA  C8   H25  SING  N  N  56  
QKA  C    H26  SING  N  N  57  
#   #
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
QKA  SMILES            ACDLabs               12.01  "C5C(CNC(=O)C1CC1C34CN(c2ncccn2)CC3CSC(=N4)N)C5C"  
QKA  InChI             InChI                 1.03   "InChI=1S/C19H26N6OS/c1-11-5-12(11)7-23-16(26)14-6-15(14)19-10-25(18-21-3-2-4-22-18)8-13(19)9-27-17(20)24-19/h2-4,11-15H,5-10H2,1H3,(H2,20,24)(H,23,26)/t11-,12+,13+,14-,15-,19+/m1/s1"  
QKA  InChIKey          InChI                 1.03   UKXLLHCQBVONES-MPDRSUQMSA-N  
QKA  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H]1C[C@H]1CNC(=O)[C@@H]2C[C@H]2[C@]34CN(C[C@H]3CSC(=N4)N)c5ncccn5"  
QKA  SMILES            CACTVS                3.385  "C[CH]1C[CH]1CNC(=O)[CH]2C[CH]2[C]34CN(C[CH]3CSC(=N4)N)c5ncccn5"  
QKA  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H]1C[C@H]1CNC(=O)[C@@H]2C[C@H]2[C@]34CN(C[C@H]3CSC(=N4)N)c5ncccn5"  
QKA  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1CC1CNC(=O)C2CC2C34CN(CC3CSC(=N4)N)c5ncccn5"  
#   #
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
QKA  "SYSTEMATIC NAME"  ACDLabs               12.01  "(1R,2R)-2-[(4aR,7aR)-2-amino-6-(pyrimidin-2-yl)-4a,5,6,7-tetrahydropyrrolo[3,4-d][1,3]thiazin-7a(4H)-yl]-N-{[(1R,2R)-2-methylcyclopropyl]methyl}cyclopropane-1-carboxamide"  
QKA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(1~{R},2~{R})-2-[(4~{a}~{R},7~{a}~{R})-2-azanyl-6-pyrimidin-2-yl-4,4~{a},5,7-tetrahydropyrrolo[3,4-d][1,3]thiazin-7~{a}-yl]-~{N}-[[(1~{R},2~{R})-2-methylcyclopropyl]methyl]cyclopropane-1-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
QKA  "Create component"  2019-11-06  RCSB  
QKA  "Initial release"   2019-12-11  RCSB  
##
