data_XWV
#

_chem_comp.id                                   XWV
_chem_comp.name                                 "5-{4-[(3R)-3-methylmorpholin-4-yl]-6-[1-(S-methylsulfonimidoyl)cyclopropyl]pyrimidin-2-yl}isoquinoline"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H25 N5 O2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-01-18
_chem_comp.pdbx_modified_date                   2021-07-09
_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                       423.531
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    XWV
_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       7LB1
_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
XWV  C10   C1   C  0  1  N  N  R  -130.731  -173.313  113.791  -1.327   3.520  -0.017  C10   XWV   1  
XWV  C15   C2   C  0  1  N  N  N  -131.548  -173.105  116.108  -3.118   2.030   0.637  C15   XWV   2  
XWV  C17   C3   C  0  1  Y  N  N  -126.987  -172.061  114.922   1.015   0.380  -0.501  C17   XWV   3  
XWV  C20   C4   C  0  1  Y  N  N  -124.180  -170.437  113.063   4.216   1.785  -1.909  C20   XWV   4  
XWV  C21   C5   C  0  1  Y  N  N  -124.088  -171.195  111.911   5.175   1.168  -1.161  C21   XWV   5  
XWV  C22   C6   C  0  1  Y  N  N  -124.907  -172.310  111.719   4.804   0.262  -0.156  C22   XWV   6  
XWV  C24   C7   C  0  1  Y  N  N  -126.674  -173.777  112.408   3.086  -0.915   1.084  C24   XWV   7  
XWV  C03   C8   C  0  1  N  N  N  -127.212  -171.245  118.433  -1.124  -2.564   0.103  C03   XWV   8  
XWV  C04   C9   C  0  1  N  N  N  -126.865  -172.107  119.590  -0.617  -3.284   1.354  C04   XWV   9  
XWV  C05   C10  C  0  1  N  N  N  -128.138  -171.357  119.612  -0.069  -3.665  -0.023  C05   XWV  10  
XWV  C06   C11  C  0  1  Y  N  N  -127.621  -171.730  117.094  -0.674  -1.142  -0.112  C06   XWV  11  
XWV  C07   C12  C  0  1  Y  N  N  -128.892  -172.278  116.837  -1.593  -0.110  -0.102  C07   XWV  12  
XWV  C08   C13  C  0  1  Y  N  N  -129.131  -172.700  115.558  -1.135   1.193  -0.316  C08   XWV  13  
XWV  C11   C14  C  0  1  N  N  N  -131.195  -171.946  113.288  -0.720   3.451   1.385  C11   XWV  14  
XWV  C12   C15  C  0  1  N  N  N  -131.796  -174.380  113.585  -2.330   4.675  -0.085  C12   XWV  15  
XWV  C14   C16  C  0  1  N  N  N  -132.632  -174.139  115.720  -4.102   3.201   0.563  C14   XWV  16  
XWV  C18   C17  C  0  1  Y  N  N  -125.972  -171.870  113.826   2.455   0.642  -0.720  C18   XWV  17  
XWV  C19   C18  C  0  1  Y  N  N  -125.135  -170.774  114.028   2.865   1.534  -1.699  C19   XWV  18  
XWV  C23   C19  C  0  1  Y  N  N  -125.901  -172.659  112.655   3.429  -0.005   0.072  C23   XWV  19  
XWV  C25   C20  C  0  1  Y  N  N  -126.519  -174.509  111.233   4.085  -1.502   1.802  C25   XWV  20  
XWV  C27   C21  C  0  1  Y  N  N  -124.829  -173.081  110.517   5.755  -0.396   0.640  C27   XWV  21  
XWV  C29   C22  C  0  1  N  N  N  -124.647  -170.255  118.044  -3.919  -2.648   0.940  C29   XWV  22  
XWV  N01   N1   N  0  1  N  N  N  -126.250  -169.080  119.726  -2.854  -4.406  -0.771  N01   XWV  23  
XWV  N09   N2   N  0  1  N  N  N  -130.416  -173.232  115.197  -2.021   2.259  -0.315  N09   XWV  24  
XWV  N16   N3   N  0  1  Y  N  N  -128.233  -172.554  114.572   0.164   1.397  -0.504  N16   XWV  25  
XWV  N26   N4   N  0  1  Y  N  N  -125.589  -174.140  110.300   5.363  -1.236   1.570  N26   XWV  26  
XWV  N28   N5   N  0  1  Y  N  N  -126.702  -171.655  116.133   0.606  -0.868  -0.311  N28   XWV  27  
XWV  O13   O1   O  0  1  N  N  N  -132.946  -174.101  114.392  -3.404   4.421   0.824  O13   XWV  28  
XWV  O30   O2   O  0  1  N  N  N  -126.798  -168.903  117.309  -3.180  -2.251  -1.641  O30   XWV  29  
XWV  S02   S1   S  0  1  N  N  R  -126.287  -169.657  118.381  -2.805  -2.946  -0.460  S02   XWV  30  
XWV  H101  H1   H  0  0  N  N  N  -129.832  -173.604  113.228  -0.536   3.682  -0.749  H101  XWV  31  
XWV  H151  H2   H  0  0  N  N  N  -131.213  -173.292  117.139  -2.714   1.957   1.647  H151  XWV  32  
XWV  H152  H3   H  0  0  N  N  N  -131.966  -172.090  116.037  -3.634   1.104   0.384  H152  XWV  33  
XWV  H201  H4   H  0  0  N  N  N  -123.522  -169.594  113.216   4.512   2.484  -2.677  H201  XWV  34  
XWV  H211  H5   H  0  0  N  N  N  -123.373  -170.922  111.149   6.219   1.378  -1.342  H211  XWV  35  
XWV  H241  H6   H  0  0  N  N  N  -127.409  -174.088  113.136   2.051  -1.146   1.289  H241  XWV  36  
XWV  H041  H7   H  0  0  N  N  N  -126.877  -173.201  119.480   0.043  -2.730   2.021  H041  XWV  37  
XWV  H042  H8   H  0  0  N  N  N  -126.046  -171.815  120.264  -1.293  -3.988   1.838  H042  XWV  38  
XWV  H052  H9   H  0  0  N  N  N  -128.264  -170.505  120.297  -0.386  -4.620  -0.445  H052  XWV  39  
XWV  H051  H10  H  0  0  N  N  N  -129.094  -171.892  119.513   0.950  -3.361  -0.262  H051  XWV  40  
XWV  H071  H11  H  0  0  N  N  N  -129.641  -172.361  117.611  -2.643  -0.306   0.058  H071  XWV  41  
XWV  H112  H12  H  0  0  N  N  N  -130.400  -171.204  113.454  -0.086   2.568   1.464  H112  XWV  42  
XWV  H113  H13  H  0  0  N  N  N  -131.420  -172.008  112.213  -0.122   4.344   1.567  H113  XWV  43  
XWV  H111  H14  H  0  0  N  N  N  -132.100  -171.642  113.835  -1.518   3.392   2.125  H111  XWV  44  
XWV  H121  H15  H  0  0  N  N  N  -132.092  -174.397  112.526  -1.832   5.605   0.191  H121  XWV  45  
XWV  H122  H16  H  0  0  N  N  N  -131.385  -175.361  113.866  -2.722   4.758  -1.098  H122  XWV  46  
XWV  H141  H17  H  0  0  N  N  N  -133.541  -173.931  116.303  -4.546   3.240  -0.432  H141  XWV  47  
XWV  H142  H18  H  0  0  N  N  N  -132.262  -175.145  115.965  -4.887   3.063   1.307  H142  XWV  48  
XWV  H191  H19  H  0  0  N  N  N  -125.224  -170.185  114.929   2.127   2.040  -2.303  H191  XWV  49  
XWV  H251  H20  H  0  0  N  N  N  -127.139  -175.376  111.057   3.828  -2.204   2.582  H251  XWV  50  
XWV  H271  H21  H  0  0  N  N  N  -124.121  -172.786  109.757   6.808  -0.212   0.488  H271  XWV  51  
XWV  H293  H22  H  0  0  N  N  N  -124.285  -170.838  118.904  -4.931  -2.949   0.669  H293  XWV  52  
XWV  H292  H23  H  0  0  N  N  N  -124.667  -170.895  117.150  -3.585  -3.229   1.800  H292  XWV  53  
XWV  H291  H24  H  0  0  N  N  N  -123.974  -169.402  117.870  -3.910  -1.588   1.192  H291  XWV  54  
XWV  H011  H25  H  0  0  N  N  N  -126.615  -168.149  119.745  -3.447  -4.989  -0.271  H011  XWV  55  
#   #
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
XWV  N26  C27   DOUB  Y  N   1  
XWV  N26  C25   SING  Y  N   2  
XWV  C27  C22   SING  Y  N   3  
XWV  C25  C24   DOUB  Y  N   4  
XWV  C22  C21   DOUB  Y  N   5  
XWV  C22  C23   SING  Y  N   6  
XWV  C21  C20   SING  Y  N   7  
XWV  C24  C23   SING  Y  N   8  
XWV  C23  C18   DOUB  Y  N   9  
XWV  C20  C19   DOUB  Y  N  10  
XWV  C11  C10   SING  N  N  11  
XWV  C12  C10   SING  N  N  12  
XWV  C12  O13   SING  N  N  13  
XWV  C10  N09   SING  N  N  14  
XWV  C18  C19   SING  Y  N  15  
XWV  C18  C17   SING  N  N  16  
XWV  O13  C14   SING  N  N  17  
XWV  N16  C17   DOUB  Y  N  18  
XWV  N16  C08   SING  Y  N  19  
XWV  C17  N28   SING  Y  N  20  
XWV  N09  C08   SING  N  N  21  
XWV  N09  C15   SING  N  N  22  
XWV  C08  C07   DOUB  Y  N  23  
XWV  C14  C15   SING  N  N  24  
XWV  N28  C06   DOUB  Y  N  25  
XWV  C07  C06   SING  Y  N  26  
XWV  C06  C03   SING  N  N  27  
XWV  O30  S02   DOUB  N  N  28  
XWV  C29  S02   SING  N  N  29  
XWV  S02  C03   SING  N  N  30  
XWV  S02  N01   DOUB  N  N  31  
XWV  C03  C04   SING  N  N  32  
XWV  C03  C05   SING  N  N  33  
XWV  C04  C05   SING  N  N  34  
XWV  C10  H101  SING  N  N  35  
XWV  C15  H151  SING  N  N  36  
XWV  C15  H152  SING  N  N  37  
XWV  C20  H201  SING  N  N  38  
XWV  C21  H211  SING  N  N  39  
XWV  C24  H241  SING  N  N  40  
XWV  C04  H041  SING  N  N  41  
XWV  C04  H042  SING  N  N  42  
XWV  C05  H052  SING  N  N  43  
XWV  C05  H051  SING  N  N  44  
XWV  C07  H071  SING  N  N  45  
XWV  C11  H112  SING  N  N  46  
XWV  C11  H113  SING  N  N  47  
XWV  C11  H111  SING  N  N  48  
XWV  C12  H121  SING  N  N  49  
XWV  C12  H122  SING  N  N  50  
XWV  C14  H141  SING  N  N  51  
XWV  C14  H142  SING  N  N  52  
XWV  C19  H191  SING  N  N  53  
XWV  C25  H251  SING  N  N  54  
XWV  C27  H271  SING  N  N  55  
XWV  C29  H293  SING  N  N  56  
XWV  C29  H292  SING  N  N  57  
XWV  C29  H291  SING  N  N  58  
XWV  N01  H011  SING  N  N  59  
#   #
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
XWV  SMILES            ACDLabs               12.01  "C1(N(CCOC1)c5cc(C2(CC2)S(C)(=N)=O)nc(c4cccc3c4ccnc3)n5)C"  
XWV  InChI             InChI                 1.03   "InChI=1S/C22H25N5O2S/c1-15-14-29-11-10-27(15)20-12-19(22(7-8-22)30(2,23)28)25-21(26-20)18-5-3-4-16-13-24-9-6-17(16)18/h3-6,9,12-13,15,23H,7-8,10-11,14H2,1-2H3/t15-,30-/m1/s1"  
XWV  InChIKey          InChI                 1.03   QKKJIBZPNHULHG-DHMKHTPVSA-N  
XWV  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H]1COCCN1c2cc(nc(n2)c3cccc4cnccc34)C5(CC5)[S@](C)(=N)=O"  
XWV  SMILES            CACTVS                3.385  "C[CH]1COCCN1c2cc(nc(n2)c3cccc4cnccc34)C5(CC5)[S](C)(=N)=O"  
XWV  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H]1COCCN1c2cc(nc(n2)c3cccc4c3ccnc4)C5(CC5)[S@](=N)(=O)C"  
XWV  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1COCCN1c2cc(nc(n2)c3cccc4c3ccnc4)C5(CC5)S(=N)(=O)C"  
#   #
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
XWV  "SYSTEMATIC NAME"  ACDLabs               12.01  "5-{4-[(3R)-3-methylmorpholin-4-yl]-6-[1-(S-methylsulfonimidoyl)cyclopropyl]pyrimidin-2-yl}isoquinoline"  
XWV  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "azanylidene-[1-[2-isoquinolin-5-yl-6-[(3~{R})-3-methylmorpholin-4-yl]pyrimidin-4-yl]cyclopropyl]-methyl-oxidanylidene-$l^{6}-sulfane"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
XWV  "Create component"  2021-01-18  RCSB  
XWV  "Initial release"   2021-07-14  RCSB  
##
