data_GF9
#

_chem_comp.id                                   GF9
_chem_comp.name                                 "2-[[(4-chlorophenyl)amino]methyl]-5-propyl-6H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H16 Cl N5 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-08-26
_chem_comp.pdbx_modified_date                   2021-08-13
_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                       317.773
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GF9
_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       7CT7
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
GF9  C10  C1   C   0  1  Y  N  N  -35.345  -16.667  32.320   3.137   0.064   0.218  C10  GF9   1  
GF9  C13  C2   C   0  1  Y  N  N  -34.965  -15.787  29.718   5.884   0.390   0.120  C13  GF9   2  
GF9  C15  C3   C   0  1  Y  N  N  -34.178  -16.806  30.225   5.178   0.127  -1.040  C15  GF9   3  
GF9  C20  C4   C   0  1  N  N  N  -35.635  -21.503  40.357  -6.106   0.904   0.289  C20  GF9   4  
GF9  C21  C5   C   0  1  N  N  N  -36.719  -22.474  39.856  -5.831   2.376  -0.023  C21  GF9   5  
GF9  C22  C6   C   0  1  N  N  N  -36.164  -23.861  39.499  -7.127   3.177   0.111  C22  GF9   6  
GF9  C2   C7   C   0  1  N  N  N  -36.380  -17.644  39.696  -3.472  -2.072   0.249  C2   GF9   7  
GF9  C4   C8   C   0  1  Y  N  N  -35.635  -18.701  37.552  -2.544   0.034  -0.304  C4   GF9   8  
GF9  C6   C9   C   0  1  Y  N  N  -35.698  -17.034  36.129  -0.464  -0.507  -0.638  C6   GF9   9  
GF9  C8   C10  C   0  1  N  N  N  -35.597  -16.276  34.802   1.001  -0.373  -0.962  C8   GF9  10  
GF9  C11  C11  C   0  1  Y  N  N  -36.143  -15.631  31.822   3.849   0.323   1.382  C11  GF9  11  
GF9  C12  C12  C   0  1  Y  N  N  -35.955  -15.197  30.511   5.219   0.486   1.331  C12  GF9  12  
GF9  C16  C13  C   0  1  Y  N  N  -34.366  -17.234  31.521   3.807  -0.036  -0.995  C16  GF9  13  
GF9  C18  C14  C   0  1  N  N  N  -35.789  -20.130  39.666  -4.830   0.114   0.156  C18  GF9  14  
GF9  C19  C15  C   0  1  N  N  N  -36.239  -18.939  40.403  -4.812  -1.380   0.411  C19  GF9  15  
GF9  N3   N1   N   0  1  Y  N  N  -36.060  -17.564  38.242  -2.417  -1.307  -0.100  N3   GF9  16  
GF9  N5   N2   N   0  1  Y  N  N  -35.417  -18.364  36.275  -1.343   0.491  -0.629  N5   GF9  17  
GF9  N7   N3   N   0  1  Y  N  N  -36.099  -16.510  37.334  -1.068  -1.622  -0.322  N7   GF9  18  
GF9  N9   N4   N   0  1  N  N  N  -35.494  -17.189  33.677   1.750  -0.100   0.267  N9   GF9  19  
GF9  N17  N5   N   0  1  N  N  N  -35.492  -20.040  38.259  -3.726   0.695  -0.175  N17  GF9  20  
GF9  O1   O1   O   0  1  N  N  N  -36.743  -16.661  40.275  -3.353  -3.261   0.429  O1   GF9  21  
GF9  CL1  CL1  CL  0  0  N  N  N  -34.665  -15.282  28.030   7.607   0.595   0.059  CL1  GF9  22  
GF9  H1   H1   H   0  1  N  N  N  -33.420  -17.264  29.607   5.699   0.053  -1.984  H1   GF9  23  
GF9  H2   H2   H   0  1  N  N  N  -34.642  -21.917  40.127  -6.486   0.813   1.306  H2   GF9  24  
GF9  H3   H3   H   0  1  N  N  N  -35.736  -21.376  41.445  -6.847   0.516  -0.411  H3   GF9  25  
GF9  H4   H4   H   0  1  N  N  N  -37.188  -22.043  38.959  -5.090   2.763   0.676  H4   GF9  26  
GF9  H5   H5   H   0  1  N  N  N  -37.476  -22.592  40.645  -5.451   2.467  -1.041  H5   GF9  27  
GF9  H6   H6   H   0  1  N  N  N  -36.984  -24.506  39.149  -7.506   3.087   1.128  H6   GF9  28  
GF9  H7   H7   H   0  1  N  N  N  -35.411  -23.761  38.703  -6.930   4.226  -0.112  H7   GF9  29  
GF9  H8   H8   H   0  1  N  N  N  -35.699  -24.310  40.389  -7.867   2.790  -0.589  H8   GF9  30  
GF9  H9   H9   H   0  1  N  N  N  -34.705  -15.633  34.824   1.361  -1.301  -1.408  H9   GF9  31  
GF9  H10  H10  H   0  1  N  N  N  -36.495  -15.653  34.676   1.144   0.447  -1.665  H10  GF9  32  
GF9  H11  H11  H   0  1  N  N  N  -36.896  -15.173  32.446   3.331   0.398   2.327  H11  GF9  33  
GF9  H12  H12  H   0  1  N  N  N  -36.572  -14.407  30.108   5.773   0.687   2.236  H12  GF9  34  
GF9  H13  H13  H   0  1  N  N  N  -33.743  -18.021  31.919   3.257  -0.242  -1.901  H13  GF9  35  
GF9  H14  H14  H   0  1  N  N  N  -37.226  -19.180  40.826  -5.521  -1.848  -0.272  H14  GF9  36  
GF9  H15  H15  H   0  1  N  N  N  -35.519  -18.779  41.220  -5.163  -1.554   1.428  H15  GF9  37  
GF9  H16  H16  H   0  1  N  N  N  -36.324  -17.747  33.682   1.284  -0.034   1.115  H16  GF9  38  
#   #
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
GF9  CL1  C13  SING  N  N   1  
GF9  C13  C15  DOUB  Y  N   2  
GF9  C13  C12  SING  Y  N   3  
GF9  C15  C16  SING  Y  N   4  
GF9  C12  C11  DOUB  Y  N   5  
GF9  C16  C10  DOUB  Y  N   6  
GF9  C11  C10  SING  Y  N   7  
GF9  C10  N9   SING  N  N   8  
GF9  N9   C8   SING  N  N   9  
GF9  C8   C6   SING  N  N  10  
GF9  C6   N5   SING  Y  N  11  
GF9  C6   N7   DOUB  Y  N  12  
GF9  N5   C4   DOUB  Y  N  13  
GF9  N7   N3   SING  Y  N  14  
GF9  C4   N3   SING  Y  N  15  
GF9  C4   N17  SING  N  N  16  
GF9  N3   C2   SING  N  N  17  
GF9  N17  C18  DOUB  N  N  18  
GF9  C22  C21  SING  N  N  19  
GF9  C18  C20  SING  N  N  20  
GF9  C18  C19  SING  N  N  21  
GF9  C2   O1   DOUB  N  N  22  
GF9  C2   C19  SING  N  N  23  
GF9  C21  C20  SING  N  N  24  
GF9  C15  H1   SING  N  N  25  
GF9  C20  H2   SING  N  N  26  
GF9  C20  H3   SING  N  N  27  
GF9  C21  H4   SING  N  N  28  
GF9  C21  H5   SING  N  N  29  
GF9  C22  H6   SING  N  N  30  
GF9  C22  H7   SING  N  N  31  
GF9  C22  H8   SING  N  N  32  
GF9  C8   H9   SING  N  N  33  
GF9  C8   H10  SING  N  N  34  
GF9  C11  H11  SING  N  N  35  
GF9  C12  H12  SING  N  N  36  
GF9  C16  H13  SING  N  N  37  
GF9  C19  H14  SING  N  N  38  
GF9  C19  H15  SING  N  N  39  
GF9  N9   H16  SING  N  N  40  
#   #
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
GF9  InChI             InChI                 1.03   "InChI=1S/C15H16ClN5O/c1-2-3-12-8-14(22)21-15(18-12)19-13(20-21)9-17-11-6-4-10(16)5-7-11/h4-7,17H,2-3,8-9H2,1H3"  
GF9  InChIKey          InChI                 1.03   FNVJMLMLKHWCHJ-UHFFFAOYSA-N  
GF9  SMILES_CANONICAL  CACTVS                3.385  "CCCC1=Nc2nc(CNc3ccc(Cl)cc3)nn2C(=O)C1"  
GF9  SMILES            CACTVS                3.385  "CCCC1=Nc2nc(CNc3ccc(Cl)cc3)nn2C(=O)C1"  
GF9  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCCC1=Nc2nc(nn2C(=O)C1)CNc3ccc(cc3)Cl"  
GF9  SMILES            "OpenEye OEToolkits"  2.0.7  "CCCC1=Nc2nc(nn2C(=O)C1)CNc3ccc(cc3)Cl"  
#
_pdbx_chem_comp_identifier.comp_id          GF9
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "2-[[(4-chlorophenyl)amino]methyl]-5-propyl-6~{H}-[1,2,4]triazolo[1,5-a]pyrimidin-7-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
GF9  "Create component"  2020-08-26  PDBJ  
GF9  "Initial release"   2021-08-18  RCSB  
##
