data_GQO
#

_chem_comp.id                                   GQO
_chem_comp.name                                 "2-(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)-N,N-dimethylethane-1-sulfonamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H29 N5 O4 S"
_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                       423.530
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GQO
_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       5SCO
_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
GQO  N01   N1   N  0  1  Y  N  N  -4.089   2.948  -14.678  -6.501  -0.825  -0.935  N01   GQO   1  
GQO  C02   C1   C  0  1  Y  N  N  -4.168   1.758  -14.023  -5.186  -0.922  -0.790  C02   GQO   2  
GQO  C03   C2   C  0  1  N  N  N  -3.238   0.655  -14.484  -4.359  -1.659  -1.812  C03   GQO   3  
GQO  C04   C3   C  0  1  N  N  N  -1.754   1.023  -14.388  -4.322  -3.148  -1.461  C04   GQO   4  
GQO  C05   C4   C  0  1  Y  N  N  -5.048   1.548  -12.993  -4.582  -0.338   0.310  C05   GQO   5  
GQO  O06   O1   O  0  1  N  N  N  -5.161   0.366  -12.323  -3.236  -0.417   0.490  O06   GQO   6  
GQO  C07   C5   C  0  1  N  N  N  -4.315   0.189  -11.179  -2.452   0.679   0.014  C07   GQO   7  
GQO  C08   C6   C  0  1  N  N  N  -4.807  -1.001  -10.367  -0.980   0.442   0.361  C08   GQO   8  
GQO  C09   C7   C  0  1  N  N  N  -4.856  -2.290  -11.177  -0.141   1.616  -0.148  C09   GQO   9  
GQO  O10   O2   O  0  1  N  N  N  -3.641  -2.596  -11.649   1.233   1.395   0.175  O10   GQO  10  
GQO  C11   C8   C  0  1  Y  N  N  -3.514  -3.654  -12.565   2.119   2.351  -0.209  C11   GQO  11  
GQO  C12   C9   C  0  1  Y  N  N  -4.521  -4.630  -12.709   1.675   3.479  -0.884  C12   GQO  12  
GQO  C13   C10  C  0  1  Y  N  N  -4.403  -5.700  -13.596   2.577   4.449  -1.273  C13   GQO  13  
GQO  C14   C11  C  0  1  Y  N  N  -2.350  -3.743  -13.452   3.468   2.203   0.077  C14   GQO  14  
GQO  C15   C12  C  0  1  Y  N  N  -2.291  -4.831  -14.330   4.367   3.177  -0.315  C15   GQO  15  
GQO  C16   C13  C  0  1  Y  N  N  -3.295  -5.803  -14.414   3.922   4.297  -0.991  C16   GQO  16  
GQO  C17   C14  C  0  1  N  N  N  -1.263  -2.737  -13.374   3.953   0.982   0.815  C17   GQO  17  
GQO  C18   C15  C  0  1  N  N  N  -0.630  -2.571  -11.997   4.191  -0.155  -0.181  C18   GQO  18  
GQO  S19   S1   S  0  1  N  N  N   0.783  -1.508  -11.945   4.775  -1.625   0.707  S19   GQO  19  
GQO  O20   O3   O  0  1  N  N  N   1.710  -1.919  -12.926   6.080  -1.408   1.226  O20   GQO  20  
GQO  O21   O4   O  0  1  N  N  N   0.423  -0.141  -12.103   3.741  -2.158   1.524  O21   GQO  21  
GQO  N22   N2   N  0  1  N  N  N   1.513  -1.756  -10.445   4.989  -2.764  -0.475  N22   GQO  22  
GQO  C23   C16  C  0  1  N  N  N   2.631  -2.717  -10.261   6.284  -2.884  -1.151  C23   GQO  23  
GQO  C24   C17  C  0  1  N  N  N   0.740  -1.524   -9.208   3.885  -3.652  -0.845  C24   GQO  24  
GQO  C25   C18  C  0  1  Y  N  N  -5.886   2.654  -12.636  -5.390   0.337   1.233  C25   GQO  25  
GQO  N26   N3   N  0  1  Y  N  N  -5.793   3.851  -13.297  -6.701   0.393   1.022  N26   GQO  26  
GQO  C27   C19  C  0  1  Y  N  N  -4.896   3.980  -14.305  -7.238  -0.180  -0.045  C27   GQO  27  
GQO  N28   N4   N  0  1  N  N  N  -4.763   5.160  -14.938  -8.609  -0.102  -0.234  N28   GQO  28  
GQO  N29   N5   N  0  1  N  N  N  -6.796   2.550  -11.654  -4.831   0.938   2.351  N29   GQO  29  
GQO  H031  H1   H  0  0  N  N  N  -3.471   0.420  -15.533  -4.802  -1.530  -2.800  H031  GQO  30  
GQO  H032  H2   H  0  0  N  N  N  -3.417  -0.234  -13.861  -3.345  -1.260  -1.814  H032  GQO  31  
GQO  H041  H3   H  0  0  N  N  N  -1.143   0.178  -14.738  -3.921  -3.273  -0.455  H041  GQO  32  
GQO  H043  H4   H  0  0  N  N  N  -1.554   1.905  -15.015  -5.331  -3.556  -1.503  H043  GQO  33  
GQO  H042  H5   H  0  0  N  N  N  -1.500   1.251  -13.342  -3.687  -3.673  -2.173  H042  GQO  34  
GQO  H071  H6   H  0  0  N  N  N  -3.282   0.005  -11.511  -2.562   0.762  -1.067  H071  GQO  35  
GQO  H072  H7   H  0  0  N  N  N  -4.344   1.096  -10.557  -2.792   1.601   0.486  H072  GQO  36  
GQO  H082  H8   H  0  0  N  N  N  -4.129  -1.148   -9.513  -0.870   0.359   1.442  H082  GQO  37  
GQO  H081  H9   H  0  0  N  N  N  -5.819  -0.780   -9.997  -0.640  -0.480  -0.112  H081  GQO  38  
GQO  H092  H10  H  0  0  N  N  N  -5.210  -3.108  -10.533  -0.251   1.699  -1.230  H092  GQO  39  
GQO  H091  H11  H  0  0  N  N  N  -5.550  -2.161  -12.021  -0.482   2.537   0.324  H091  GQO  40  
GQO  H121  H12  H  0  0  N  N  N  -5.416  -4.546  -12.111   0.624   3.598  -1.105  H121  GQO  41  
GQO  H131  H13  H  0  0  N  N  N  -5.179  -6.449  -13.643   2.232   5.327  -1.799  H131  GQO  42  
GQO  H151  H14  H  0  0  N  N  N  -1.429  -4.925  -14.974   5.417   3.062  -0.092  H151  GQO  43  
GQO  H161  H15  H  0  0  N  N  N  -3.204  -6.624  -15.110   4.626   5.057  -1.297  H161  GQO  44  
GQO  H171  H16  H  0  0  N  N  N  -0.472  -3.035  -14.078   4.885   1.215   1.330  H171  GQO  45  
GQO  H172  H17  H  0  0  N  N  N  -1.677  -1.764  -13.678   3.203   0.676   1.544  H172  GQO  46  
GQO  H182  H18  H  0  0  N  N  N  -1.392  -2.159  -11.319   3.259  -0.388  -0.696  H182  GQO  47  
GQO  H181  H19  H  0  0  N  N  N  -0.322  -3.565  -11.641   4.941   0.151  -0.910  H181  GQO  48  
GQO  H233  H20  H  0  0  N  N  N   2.948  -2.714   -9.208   6.912  -3.591  -0.609  H233  GQO  49  
GQO  H232  H21  H  0  0  N  N  N   2.296  -3.727  -10.540   6.130  -3.240  -2.169  H232  GQO  50  
GQO  H231  H22  H  0  0  N  N  N   3.477  -2.422  -10.899   6.772  -1.910  -1.176  H231  GQO  51  
GQO  H243  H23  H  0  0  N  N  N   1.374  -1.735   -8.334   3.010  -3.416  -0.240  H243  GQO  52  
GQO  H241  H24  H  0  0  N  N  N   0.407  -0.476   -9.175   3.645  -3.514  -1.900  H241  GQO  53  
GQO  H242  H25  H  0  0  N  N  N  -0.137  -2.188   -9.194   4.177  -4.688  -0.672  H242  GQO  54  
GQO  H281  H26  H  0  0  N  N  N  -5.396   5.825  -14.541  -9.016  -0.517  -1.010  H281  GQO  55  
GQO  H282  H27  H  0  0  N  N  N  -3.825   5.490  -14.834  -9.162   0.367   0.411  H282  GQO  56  
GQO  H291  H28  H  0  0  N  N  N  -7.287   3.416  -11.560  -3.873   0.892   2.499  H291  GQO  57  
GQO  H292  H29  H  0  0  N  N  N  -7.445   1.822  -11.876  -5.398   1.403   2.986  H292  GQO  58  
#   #
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
GQO  C02  N01   DOUB  Y  N   1  
GQO  C04  C03   SING  N  N   2  
GQO  C03  C02   SING  N  N   3  
GQO  C05  C02   SING  Y  N   4  
GQO  C07  O06   SING  N  N   5  
GQO  C08  C07   SING  N  N   6  
GQO  C09  C08   SING  N  N   7  
GQO  O10  C09   SING  N  N   8  
GQO  C11  O10   SING  N  N   9  
GQO  C13  C12   DOUB  Y  N  10  
GQO  C12  C11   SING  Y  N  11  
GQO  C14  C11   DOUB  Y  N  12  
GQO  C16  C15   DOUB  Y  N  13  
GQO  C15  C14   SING  Y  N  14  
GQO  C17  C14   SING  N  N  15  
GQO  C18  C17   SING  N  N  16  
GQO  S19  C18   SING  N  N  17  
GQO  O20  S19   DOUB  N  N  18  
GQO  O21  S19   DOUB  N  N  19  
GQO  N22  S19   SING  N  N  20  
GQO  C23  N22   SING  N  N  21  
GQO  C24  N22   SING  N  N  22  
GQO  O06  C05   SING  N  N  23  
GQO  C25  C05   DOUB  Y  N  24  
GQO  C27  N26   DOUB  Y  N  25  
GQO  N28  C27   SING  N  N  26  
GQO  N26  C25   SING  Y  N  27  
GQO  N29  C25   SING  N  N  28  
GQO  N01  C27   SING  Y  N  29  
GQO  C13  C16   SING  Y  N  30  
GQO  C03  H031  SING  N  N  31  
GQO  C03  H032  SING  N  N  32  
GQO  C04  H041  SING  N  N  33  
GQO  C04  H043  SING  N  N  34  
GQO  C04  H042  SING  N  N  35  
GQO  C07  H071  SING  N  N  36  
GQO  C07  H072  SING  N  N  37  
GQO  C08  H082  SING  N  N  38  
GQO  C08  H081  SING  N  N  39  
GQO  C09  H092  SING  N  N  40  
GQO  C09  H091  SING  N  N  41  
GQO  C12  H121  SING  N  N  42  
GQO  C13  H131  SING  N  N  43  
GQO  C15  H151  SING  N  N  44  
GQO  C16  H161  SING  N  N  45  
GQO  C17  H171  SING  N  N  46  
GQO  C17  H172  SING  N  N  47  
GQO  C18  H182  SING  N  N  48  
GQO  C18  H181  SING  N  N  49  
GQO  C23  H233  SING  N  N  50  
GQO  C23  H232  SING  N  N  51  
GQO  C23  H231  SING  N  N  52  
GQO  C24  H243  SING  N  N  53  
GQO  C24  H241  SING  N  N  54  
GQO  C24  H242  SING  N  N  55  
GQO  N28  H281  SING  N  N  56  
GQO  N28  H282  SING  N  N  57  
GQO  N29  H291  SING  N  N  58  
GQO  N29  H292  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
GQO  SMILES            ACDLabs               12.01  "CCc1nc(N)nc(N)c1OCCCOc1ccccc1CCS(=O)(=O)N(C)C"  
GQO  InChI             InChI                 1.03   "InChI=1S/C19H29N5O4S/c1-4-15-17(18(20)23-19(21)22-15)28-12-7-11-27-16-9-6-5-8-14(16)10-13-29(25,26)24(2)3/h5-6,8-9H,4,7,10-13H2,1-3H3,(H4,20,21,22,23)"  
GQO  InChIKey          InChI                 1.03   DTPFTDSQSPUKBC-UHFFFAOYSA-N  
GQO  SMILES_CANONICAL  CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ccccc2CC[S](=O)(=O)N(C)C"  
GQO  SMILES            CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ccccc2CC[S](=O)(=O)N(C)C"  
GQO  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2ccccc2CCS(=O)(=O)N(C)C"  
GQO  SMILES            "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2ccccc2CCS(=O)(=O)N(C)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
GQO  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)-N,N-dimethylethane-1-sulfonamide"  
GQO  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "2-[2-[3-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]oxypropoxy]phenyl]-~{N},~{N}-dimethyl-ethanesulfonamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
GQO  "Create component"  2022-01-03  RCSB  
GQO  "Initial release"   2022-02-09  RCSB  
##
