data_VMA
#

_chem_comp.id                                   VMA
_chem_comp.name                                 "1-methyl-5-phenyl-6-{[(1R)-1-(pyridin-2-yl)ethyl]sulfanyl}-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H17 N5 O S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-08-27
_chem_comp.pdbx_modified_date                   2020-12-25
_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                       363.436
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    VMA
_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       7JWU
_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
VMA  C5   C1   C  0  1  Y  N  N  36.857  -17.075  14.856  -2.006   1.962   0.041  C5   VMA   1  
VMA  C6   C2   C  0  1  Y  N  N  36.650  -16.327  16.083  -3.125   1.115   0.064  C6   VMA   2  
VMA  C21  C3   C  0  1  Y  N  N  41.167  -17.939  10.400   4.166   1.145   1.168  C21  VMA   3  
VMA  C24  C4   C  0  1  Y  N  N  43.613  -17.414  11.052   5.337  -0.204  -0.883  C24  VMA   4  
VMA  O11  O1   O  0  1  N  N  N  37.750  -15.136  17.818  -3.862  -1.058   0.085  O11  VMA   5  
VMA  C1   C5   C  0  1  N  N  N  37.858  -15.792  16.759  -2.918  -0.287   0.066  C1   VMA   6  
VMA  C7   C6   C  0  1  Y  N  N  35.236  -16.333  16.280  -4.270   1.939   0.080  C7   VMA   7  
VMA  N8   N1   N  0  1  Y  N  N  34.653  -17.023  15.255  -3.881   3.183   0.068  N8   VMA   8  
VMA  N9   N2   N  0  1  Y  N  N  35.679  -17.479  14.383  -2.482   3.236   0.043  N9   VMA   9  
VMA  C10  C7   C  0  1  N  N  N  35.243  -18.263  13.197  -1.670   4.456   0.024  C10  VMA  10  
VMA  N4   N3   N  0  1  N  N  N  38.097  -17.280  14.349  -0.776   1.430   0.016  N4   VMA  11  
VMA  C3   C8   C  0  1  N  N  N  39.221  -16.781  14.984  -0.598   0.128   0.014  C3   VMA  12  
VMA  N2   N4   N  0  1  N  N  N  39.124  -16.058  16.164  -1.648  -0.747   0.045  N2   VMA  13  
VMA  C12  C9   C  0  1  Y  N  N  40.287  -15.536  16.773  -1.405  -2.127   0.041  C12  VMA  14  
VMA  C17  C10  C  0  1  Y  N  N  41.062  -16.295  17.643  -1.262  -2.812   1.241  C17  VMA  15  
VMA  C16  C11  C  0  1  Y  N  N  42.210  -15.754  18.230  -1.023  -4.172   1.234  C16  VMA  16  
VMA  C15  C12  C  0  1  Y  N  N  42.581  -14.440  17.942  -0.926  -4.852   0.034  C15  VMA  17  
VMA  C14  C13  C  0  1  Y  N  N  41.802  -13.675  17.069  -1.068  -4.173  -1.162  C14  VMA  18  
VMA  C13  C14  C  0  1  Y  N  N  40.657  -14.220  16.485  -1.314  -2.814  -1.162  C13  VMA  19  
VMA  S18  S1   S  0  1  N  N  N  40.798  -17.102  14.232   1.044  -0.509  -0.018  S18  VMA  20  
VMA  C19  C15  C  0  1  N  N  R  40.529  -18.127  12.802   1.982   1.039  -0.038  C19  VMA  21  
VMA  C26  C16  C  0  1  N  N  N  40.553  -19.606  13.212   1.698   1.790  -1.341  C26  VMA  22  
VMA  C20  C17  C  0  1  Y  N  N  41.523  -17.874  11.695   3.455   0.736   0.056  C20  VMA  23  
VMA  N25  N5   N  0  1  Y  N  N  42.807  -17.572  11.957   4.050   0.083  -0.923  N25  VMA  24  
VMA  C23  C18  C  0  1  Y  N  N  43.278  -17.418   9.827   6.115   0.183   0.192  C23  VMA  25  
VMA  C22  C19  C  0  1  Y  N  N  42.097  -17.699   9.473   5.523   0.867   1.243  C22  VMA  26  
VMA  H1   H1   H  0  1  N  N  N  40.153  -18.180  10.117   3.673   1.680   1.966  H1   VMA  27  
VMA  H2   H2   H  0  1  N  N  N  44.652  -17.265  11.304   5.789  -0.740  -1.704  H2   VMA  28  
VMA  H3   H3   H  0  1  N  N  N  34.713  -15.869  17.103  -5.294   1.597   0.099  H3   VMA  29  
VMA  H4   H4   H  0  1  N  N  N  34.147  -18.358  13.202  -1.486   4.754  -1.008  H4   VMA  30  
VMA  H5   H5   H  0  1  N  N  N  35.562  -17.747  12.279  -2.201   5.254   0.544  H5   VMA  31  
VMA  H6   H6   H  0  1  N  N  N  35.698  -19.264  13.232  -0.719   4.267   0.523  H6   VMA  32  
VMA  H7   H7   H  0  1  N  N  N  40.775  -17.312  17.867  -1.336  -2.281   2.178  H7   VMA  33  
VMA  H8   H8   H  0  1  N  N  N  42.807  -16.351  18.904  -0.911  -4.705   2.167  H8   VMA  34  
VMA  H9   H9   H  0  1  N  N  N  43.466  -14.016  18.392  -0.739  -5.916   0.031  H9   VMA  35  
VMA  H10  H10  H  0  1  N  N  N  42.087  -12.658  16.845  -0.992  -4.707  -2.098  H10  VMA  36  
VMA  H11  H11  H  0  1  N  N  N  40.058  -13.625  15.811  -1.430  -2.285  -2.096  H11  VMA  37  
VMA  H12  H12  H  0  1  N  N  N  39.520  -17.880  12.439   1.683   1.656   0.809  H12  VMA  38  
VMA  H13  H13  H  0  1  N  N  N  39.824  -19.775  14.019   0.633   2.009  -1.410  H13  VMA  39  
VMA  H14  H14  H  0  1  N  N  N  40.292  -20.231  12.345   2.263   2.722  -1.353  H14  VMA  40  
VMA  H15  H15  H  0  1  N  N  N  41.560  -19.872  13.566   1.997   1.173  -2.188  H15  VMA  41  
VMA  H16  H16  H  0  1  N  N  N  44.014  -17.177   9.075   7.168  -0.055   0.219  H16  VMA  42  
VMA  H17  H17  H  0  1  N  N  N  41.842  -17.745   8.425   6.106   1.181   2.096  H17  VMA  43  
#   #
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
VMA  C22  C23  DOUB  Y  N   1  
VMA  C22  C21  SING  Y  N   2  
VMA  C23  C24  SING  Y  N   3  
VMA  C21  C20  DOUB  Y  N   4  
VMA  C24  N25  DOUB  Y  N   5  
VMA  C20  N25  SING  Y  N   6  
VMA  C20  C19  SING  N  N   7  
VMA  C19  C26  SING  N  N   8  
VMA  C19  S18  SING  N  N   9  
VMA  C10  N9   SING  N  N  10  
VMA  S18  C3   SING  N  N  11  
VMA  N4   C5   SING  N  N  12  
VMA  N4   C3   DOUB  N  N  13  
VMA  N9   C5   SING  Y  N  14  
VMA  N9   N8   SING  Y  N  15  
VMA  C5   C6   DOUB  Y  N  16  
VMA  C3   N2   SING  N  N  17  
VMA  N8   C7   DOUB  Y  N  18  
VMA  C6   C7   SING  Y  N  19  
VMA  C6   C1   SING  N  N  20  
VMA  N2   C1   SING  N  N  21  
VMA  N2   C12  SING  N  N  22  
VMA  C13  C12  DOUB  Y  N  23  
VMA  C13  C14  SING  Y  N  24  
VMA  C1   O11  DOUB  N  N  25  
VMA  C12  C17  SING  Y  N  26  
VMA  C14  C15  DOUB  Y  N  27  
VMA  C17  C16  DOUB  Y  N  28  
VMA  C15  C16  SING  Y  N  29  
VMA  C21  H1   SING  N  N  30  
VMA  C24  H2   SING  N  N  31  
VMA  C7   H3   SING  N  N  32  
VMA  C10  H4   SING  N  N  33  
VMA  C10  H5   SING  N  N  34  
VMA  C10  H6   SING  N  N  35  
VMA  C17  H7   SING  N  N  36  
VMA  C16  H8   SING  N  N  37  
VMA  C15  H9   SING  N  N  38  
VMA  C14  H10  SING  N  N  39  
VMA  C13  H11  SING  N  N  40  
VMA  C19  H12  SING  N  N  41  
VMA  C26  H13  SING  N  N  42  
VMA  C26  H14  SING  N  N  43  
VMA  C26  H15  SING  N  N  44  
VMA  C23  H16  SING  N  N  45  
VMA  C22  H17  SING  N  N  46  
#   #
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
VMA  SMILES            ACDLabs               12.01  "c12c(cnn1C)C(=O)N(C(=N2)SC(C)c3ccccn3)c4ccccc4"  
VMA  InChI             InChI                 1.03   "InChI=1S/C19H17N5OS/c1-13(16-10-6-7-11-20-16)26-19-22-17-15(12-21-23(17)2)18(25)24(19)14-8-4-3-5-9-14/h3-13H,1-2H3/t13-/m1/s1"  
VMA  InChIKey          InChI                 1.03   DFGGDGDTSVXBMC-CYBMUJFWSA-N  
VMA  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H](SC1=Nc2n(C)ncc2C(=O)N1c3ccccc3)c4ccccn4"  
VMA  SMILES            CACTVS                3.385  "C[CH](SC1=Nc2n(C)ncc2C(=O)N1c3ccccc3)c4ccccn4"  
VMA  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@H](c1ccccn1)SC2=Nc3c(cnn3C)C(=O)N2c4ccccc4"  
VMA  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(c1ccccn1)SC2=Nc3c(cnn3C)C(=O)N2c4ccccc4"  
#   #
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
VMA  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-methyl-5-phenyl-6-{[(1R)-1-(pyridin-2-yl)ethyl]sulfanyl}-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one"  
VMA  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "1-methyl-5-phenyl-6-[(1~{R})-1-pyridin-2-ylethyl]sulfanyl-pyrazolo[3,4-d]pyrimidin-4-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
VMA  "Create component"  2020-08-27  RCSB  
VMA  "Initial release"   2020-12-30  RCSB  
##
