data_GWL
#

_chem_comp.id                                   GWL
_chem_comp.name                                 "3-(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)propanamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H25 N5 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2022-01-03
_chem_comp.pdbx_modified_date                   2022-02-04
_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                       359.423
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GWL
_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       5SCP
_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
GWL  C01   C1   C  0  1  Y  N  N   4.168  -2.591  30.665  -4.462   0.651   0.817  C01   GWL   1  
GWL  C02   C2   C  0  1  N  N  N   5.182  -1.454  30.981  -3.763   1.450   1.886  C02   GWL   2  
GWL  C03   C3   C  0  1  N  N  N   6.639  -1.697  30.459  -3.956   2.943   1.615  C03   GWL   3  
GWL  C04   C4   C  0  1  Y  N  N   3.051  -2.438  29.894  -3.772   0.227  -0.305  C04   GWL   4  
GWL  O05   O1   O  0  1  N  N  N   2.727  -1.177  29.317  -2.454   0.527  -0.466  O05   GWL   5  
GWL  C06   C5   C  0  1  N  N  N   3.129  -0.882  27.915  -1.508  -0.457  -0.042  C06   GWL   6  
GWL  C07   C6   C  0  1  N  N  N   2.691   0.659  27.665  -0.091   0.029  -0.354  C07   GWL   7  
GWL  C08   C7   C  0  1  N  N  N   3.576   1.680  28.530   0.921  -1.024   0.100  C08   GWL   8  
GWL  O09   O2   O  0  1  N  N  N   4.941   1.286  28.379   2.244  -0.570  -0.192  O09   GWL   9  
GWL  C10   C8   C  0  1  Y  N  N   5.941   1.877  29.221   3.269  -1.394   0.151  C10   GWL  10  
GWL  C11   C9   C  0  1  Y  N  N   5.595   2.746  30.192   3.007  -2.615   0.756  C11   GWL  11  
GWL  C12   C10  C  0  1  Y  N  N   6.540   3.334  31.077   4.050  -3.451   1.102  C12   GWL  12  
GWL  C13   C11  C  0  1  Y  N  N   7.278   1.465  28.947   4.579  -1.019  -0.109  C13   GWL  13  
GWL  C14   C12  C  0  1  N  N  N   7.708   0.466  27.870   4.868   0.304  -0.770  C14   GWL  14  
GWL  C15   C13  C  0  1  N  N  N   7.684   0.880  26.398   4.917   1.405   0.291  C15   GWL  15  
GWL  C16   C14  C  0  1  N  N  N   8.618   2.015  25.986   5.206   2.728  -0.370  C16   GWL  16  
GWL  O17   O3   O  0  1  N  N  N   8.537   3.135  26.584   5.357   2.785  -1.572  O17   GWL  17  
GWL  N18   N1   N  0  1  N  N  N   9.615   1.956  24.977   5.296   3.848   0.374  N18   GWL  18  
GWL  C19   C15  C  0  1  Y  N  N   8.241   2.043  29.823   5.619  -1.858   0.240  C19   GWL  19  
GWL  C20   C16  C  0  1  Y  N  N   7.922   2.953  30.862   5.355  -3.072   0.848  C20   GWL  20  
GWL  C21   C17  C  0  1  Y  N  N   2.243  -3.575  29.665  -4.461  -0.518  -1.270  C21   GWL  21  
GWL  N22   N2   N  0  1  Y  N  N   2.556  -4.775  30.251  -5.746  -0.790  -1.076  N22   GWL  22  
GWL  C23   C18  C  0  1  Y  N  N   3.665  -4.827  30.995  -6.370  -0.365   0.013  C23   GWL  23  
GWL  N24   N3   N  0  1  N  N  N   4.091  -6.071  31.639  -7.712  -0.667   0.183  N24   GWL  24  
GWL  N25   N4   N  0  1  Y  N  N   4.530  -3.807  31.244  -5.746   0.341   0.942  N25   GWL  25  
GWL  N26   N5   N  0  1  N  N  N   1.059  -3.473  28.906  -3.811  -0.965  -2.412  N26   GWL  26  
GWL  H021  H1   H  0  0  N  N  N   5.228  -1.332  32.073  -4.183   1.200   2.860  H021  GWL  27  
GWL  H022  H2   H  0  0  N  N  N   4.807  -0.526  30.524  -2.699   1.214   1.878  H022  GWL  28  
GWL  H031  H3   H  0  0  N  N  N   7.274  -0.841  30.732  -3.415   3.521   2.364  H031  GWL  29  
GWL  H033  H4   H  0  0  N  N  N   7.043  -2.613  30.914  -3.574   3.185   0.624  H033  GWL  30  
GWL  H032  H5   H  0  0  N  N  N   6.623  -1.807  29.365  -5.017   3.187   1.666  H032  GWL  31  
GWL  H061  H6   H  0  0  N  N  N   4.216  -0.999  27.792  -1.608  -0.618   1.031  H061  GWL  32  
GWL  H062  H7   H  0  0  N  N  N   2.607  -1.550  27.215  -1.695  -1.393  -0.569  H062  GWL  33  
GWL  H072  H8   H  0  0  N  N  N   2.816   0.896  26.598   0.009   0.191  -1.428  H072  GWL  34  
GWL  H071  H9   H  0  0  N  N  N   1.634   0.778  27.946   0.096   0.965   0.173  H071  GWL  35  
GWL  H082  H10  H  0  0  N  N  N   3.437   2.707  28.160   0.821  -1.185   1.173  H082  GWL  36  
GWL  H081  H11  H  0  0  N  N  N   3.284   1.629  29.589   0.734  -1.959  -0.427  H081  GWL  37  
GWL  H111  H12  H  0  0  N  N  N   4.553   3.007  30.303   1.987  -2.911   0.955  H111  GWL  38  
GWL  H121  H13  H  0  0  N  N  N   6.247   4.020  31.858   3.846  -4.401   1.574  H121  GWL  39  
GWL  H142  H14  H  0  0  N  N  N   7.049  -0.409  27.966   5.827   0.252  -1.284  H142  GWL  40  
GWL  H141  H15  H  0  0  N  N  N   8.743   0.173  28.102   4.081   0.530  -1.490  H141  GWL  41  
GWL  H151  H16  H  0  0  N  N  N   7.950  -0.004  25.800   3.958   1.458   0.806  H151  GWL  42  
GWL  H152  H17  H  0  0  N  N  N   6.657   1.190  26.156   5.704   1.180   1.012  H152  GWL  43  
GWL  H181  H18  H  0  0  N  N  N  10.183   2.757  24.788   5.175   3.803   1.336  H181  GWL  44  
GWL  H182  H19  H  0  0  N  N  N   9.749   1.114  24.455   5.482   4.700  -0.052  H182  GWL  45  
GWL  H191  H20  H  0  0  N  N  N   9.277   1.771  29.687   6.639  -1.567   0.039  H191  GWL  46  
GWL  H201  H21  H  0  0  N  N  N   8.702   3.359  31.488   6.170  -3.727   1.120  H201  GWL  47  
GWL  H241  H22  H  0  0  N  N  N   3.439  -6.798  31.424  -8.182  -1.184  -0.490  H241  GWL  48  
GWL  H242  H23  H  0  0  N  N  N   4.998  -6.326  31.304  -8.181  -0.363   0.976  H242  GWL  49  
GWL  H261  H24  H  0  0  N  N  N   0.586  -4.354  28.906  -2.872  -0.761  -2.546  H261  GWL  50  
GWL  H262  H25  H  0  0  N  N  N   0.465  -2.776  29.307  -4.296  -1.480  -3.075  H262  GWL  51  
#   #
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
GWL  C03  C02   SING  N  N   1  
GWL  C02  C01   SING  N  N   2  
GWL  C04  C01   DOUB  Y  N   3  
GWL  C06  O05   SING  N  N   4  
GWL  C07  C06   SING  N  N   5  
GWL  C08  C07   SING  N  N   6  
GWL  O09  C08   SING  N  N   7  
GWL  C10  O09   SING  N  N   8  
GWL  C12  C11   DOUB  Y  N   9  
GWL  C11  C10   SING  Y  N  10  
GWL  C13  C10   DOUB  Y  N  11  
GWL  C15  C14   SING  N  N  12  
GWL  C16  C15   SING  N  N  13  
GWL  O17  C16   DOUB  N  N  14  
GWL  N18  C16   SING  N  N  15  
GWL  C14  C13   SING  N  N  16  
GWL  C19  C13   SING  Y  N  17  
GWL  C20  C19   DOUB  Y  N  18  
GWL  O05  C04   SING  N  N  19  
GWL  C21  C04   SING  Y  N  20  
GWL  C23  N22   SING  Y  N  21  
GWL  N24  C23   SING  N  N  22  
GWL  N25  C23   DOUB  Y  N  23  
GWL  N22  C21   DOUB  Y  N  24  
GWL  N26  C21   SING  N  N  25  
GWL  C01  N25   SING  Y  N  26  
GWL  C12  C20   SING  Y  N  27  
GWL  C02  H021  SING  N  N  28  
GWL  C02  H022  SING  N  N  29  
GWL  C03  H031  SING  N  N  30  
GWL  C03  H033  SING  N  N  31  
GWL  C03  H032  SING  N  N  32  
GWL  C06  H061  SING  N  N  33  
GWL  C06  H062  SING  N  N  34  
GWL  C07  H072  SING  N  N  35  
GWL  C07  H071  SING  N  N  36  
GWL  C08  H082  SING  N  N  37  
GWL  C08  H081  SING  N  N  38  
GWL  C11  H111  SING  N  N  39  
GWL  C12  H121  SING  N  N  40  
GWL  C14  H142  SING  N  N  41  
GWL  C14  H141  SING  N  N  42  
GWL  C15  H151  SING  N  N  43  
GWL  C15  H152  SING  N  N  44  
GWL  N18  H181  SING  N  N  45  
GWL  N18  H182  SING  N  N  46  
GWL  C19  H191  SING  N  N  47  
GWL  C20  H201  SING  N  N  48  
GWL  N24  H241  SING  N  N  49  
GWL  N24  H242  SING  N  N  50  
GWL  N26  H261  SING  N  N  51  
GWL  N26  H262  SING  N  N  52  
#   #
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
GWL  SMILES            ACDLabs               12.01  "CCc1nc(N)nc(N)c1OCCCOc1ccccc1CCC(N)=O"  
GWL  InChI             InChI                 1.03   "InChI=1S/C18H25N5O3/c1-2-13-16(17(20)23-18(21)22-13)26-11-5-10-25-14-7-4-3-6-12(14)8-9-15(19)24/h3-4,6-7H,2,5,8-11H2,1H3,(H2,19,24)(H4,20,21,22,23)"  
GWL  InChIKey          InChI                 1.03   GJKARHOPAGGITP-UHFFFAOYSA-N  
GWL  SMILES_CANONICAL  CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ccccc2CCC(N)=O"  
GWL  SMILES            CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ccccc2CCC(N)=O"  
GWL  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2ccccc2CCC(=O)N"  
GWL  SMILES            "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2ccccc2CCC(=O)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
GWL  "SYSTEMATIC NAME"  ACDLabs               12.01  "3-(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)propanamide"  
GWL  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "3-[2-[3-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]oxypropoxy]phenyl]propanamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
GWL  "Create component"  2022-01-03  RCSB  
GWL  "Initial release"   2022-02-09  RCSB  
##
