data_ZZ4
#

_chem_comp.id                                   ZZ4
_chem_comp.name                                 "4-(2,4-dichlorophenyl)-5-phenyldiazenyl-pyrimidin-2-amine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H11 Cl2 N5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "4-(2,4-DICHLORO-PHEYL)-5-PHENYLAZO-PYRIMIDIN-2YLAMINE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-05-08
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       344.198
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    ZZ4
_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       2WI4
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
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
ZZ4  CL1   CL1   CL  0  0  N  N  N   6.325  11.090  22.665   2.541  -4.433   0.298  CL1   ZZ4   1  
ZZ4  C2    C2    C   0  1  Y  N  N   4.649  11.035  23.306   2.076  -2.761   0.308  C2    ZZ4   2  
ZZ4  C1    C1    C   0  1  Y  N  N   4.020   9.804  23.478   1.035  -2.340   1.120  C1    ZZ4   3  
ZZ4  C5    C5    C   0  1  Y  N  N   2.722   9.720  23.973   0.660  -1.013   1.132  C5    ZZ4   4  
ZZ4  C3    C3    C   0  1  Y  N  N   3.997  12.222  23.625   2.749  -1.853  -0.490  C3    ZZ4   5  
ZZ4  C4    C4    C   0  1  Y  N  N   2.701  12.190  24.122   2.383  -0.521  -0.486  C4    ZZ4   6  
ZZ4  CL2   CL2   CL  0  0  N  N  N   1.847  13.713  24.538   3.229   0.617  -1.487  CL2   ZZ4   7  
ZZ4  C6    C6    C   0  1  Y  N  N   2.032  10.878  24.305   1.330  -0.093   0.326  C6    ZZ4   8  
ZZ4  C7    C7    C   0  1  Y  N  N   0.645  10.805  24.834   0.932   1.332   0.334  C7    ZZ4   9  
ZZ4  N1    N1    N   0  1  Y  N  N  -0.391  11.301  24.127   1.845   2.290   0.461  N1    ZZ4  10  
ZZ4  C9    C9    C   0  1  Y  N  N   0.368  10.187  26.152  -0.426   1.701   0.202  C9    ZZ4  11  
ZZ4  C10   C10   C   0  1  Y  N  N  -0.947  10.149  26.592  -0.744   3.066   0.217  C10   ZZ4  12  
ZZ4  N3    N3    N   0  1  Y  N  N  -1.914  10.666  25.823   0.227   3.949   0.352  N3    ZZ4  13  
ZZ4  C8    C8    C   0  1  Y  N  N  -1.650  11.229  24.619   1.492   3.566   0.469  C8    ZZ4  14  
ZZ4  N2    N2    N   0  1  N  N  N  -2.674  11.735  23.888   2.473   4.530   0.603  N2    ZZ4  15  
ZZ4  N4    N4    N   0  1  N  N  N   1.403   9.656  26.930  -1.398   0.756   0.064  N4    ZZ4  16  
ZZ4  N5    N5    N   0  1  N  N  N   1.245   8.578  27.522  -2.618   1.114  -0.154  N5    ZZ4  17  
ZZ4  C13   C13   C   0  1  Y  N  N   2.281   8.048  28.300  -3.609   0.173  -0.192  C13   ZZ4  18  
ZZ4  C14   C14   C   0  1  Y  N  N   3.565   8.569  28.194  -4.945   0.565  -0.320  C14   ZZ4  19  
ZZ4  C15   C15   C   0  1  Y  N  N   4.594   8.043  28.967  -5.939  -0.390  -0.358  C15   ZZ4  20  
ZZ4  C16   C16   C   0  1  Y  N  N   4.339   6.995  29.844  -5.618  -1.733  -0.268  C16   ZZ4  21  
ZZ4  C11   C11   C   0  1  Y  N  N   3.055   6.474  29.949  -4.298  -2.128  -0.141  C11   ZZ4  22  
ZZ4  C12   C12   C   0  1  Y  N  N   2.026   7.000  29.177  -3.292  -1.185  -0.108  C12   ZZ4  23  
ZZ4  H1    H1    H   0  1  N  N  N   4.549   8.898  23.222   0.516  -3.052   1.744  H1    ZZ4  24  
ZZ4  H3    H3    H   0  1  N  N  N   4.499  13.168  23.486   3.562  -2.186  -1.118  H3    ZZ4  25  
ZZ4  H5    H5    H   0  1  N  N  N   2.252   8.756  24.099  -0.153  -0.686   1.765  H5    ZZ4  26  
ZZ4  H10   H10   H   0  1  N  N  N  -1.189   9.706  27.547  -1.770   3.390   0.118  H10   ZZ4  27  
ZZ4  H21N  H21N  H   0  0  N  N  N  -3.474  11.860  24.475   3.402   4.268   0.689  H21N  ZZ4  28  
ZZ4  H22N  H22N  H   0  0  N  N  N  -2.404  12.617  23.502   2.231   5.470   0.611  H22N  ZZ4  29  
ZZ4  H14   H14   H   0  1  N  N  N   3.763   9.382  27.511  -5.197   1.613  -0.389  H14   ZZ4  30  
ZZ4  H12   H12   H   0  1  N  N  N   1.028   6.595  29.258  -2.262  -1.496  -0.013  H12   ZZ4  31  
ZZ4  H15   H15   H   0  1  N  N  N   5.592   8.449  28.886  -6.972  -0.088  -0.457  H15   ZZ4  32  
ZZ4  H16   H16   H   0  1  N  N  N   5.139   6.586  30.444  -6.401  -2.476  -0.298  H16   ZZ4  33  
ZZ4  H11   H11   H   0  1  N  N  N   2.857   5.660  30.631  -4.054  -3.178  -0.072  H11   ZZ4  34  
#   #
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
ZZ4  CL1  C2    SING  N  N   1  
ZZ4  C2   C1    SING  Y  N   2  
ZZ4  C2   C3    DOUB  Y  N   3  
ZZ4  C1   C5    DOUB  Y  N   4  
ZZ4  C5   C6    SING  Y  N   5  
ZZ4  C3   C4    SING  Y  N   6  
ZZ4  C4   CL2   SING  N  N   7  
ZZ4  C4   C6    DOUB  Y  N   8  
ZZ4  C6   C7    SING  Y  N   9  
ZZ4  C7   N1    SING  Y  N  10  
ZZ4  C7   C9    DOUB  Y  N  11  
ZZ4  N1   C8    DOUB  Y  N  12  
ZZ4  C9   C10   SING  Y  N  13  
ZZ4  C9   N4    SING  N  N  14  
ZZ4  C10  N3    DOUB  Y  N  15  
ZZ4  N3   C8    SING  Y  N  16  
ZZ4  C8   N2    SING  N  N  17  
ZZ4  N4   N5    DOUB  N  N  18  
ZZ4  N5   C13   SING  N  N  19  
ZZ4  C13  C14   SING  Y  N  20  
ZZ4  C13  C12   DOUB  Y  N  21  
ZZ4  C14  C15   DOUB  Y  N  22  
ZZ4  C15  C16   SING  Y  N  23  
ZZ4  C16  C11   DOUB  Y  N  24  
ZZ4  C11  C12   SING  Y  N  25  
ZZ4  C1   H1    SING  N  N  26  
ZZ4  C3   H3    SING  N  N  27  
ZZ4  C5   H5    SING  N  N  28  
ZZ4  C10  H10   SING  N  N  29  
ZZ4  N2   H21N  SING  N  N  30  
ZZ4  N2   H22N  SING  N  N  31  
ZZ4  C14  H14   SING  N  N  32  
ZZ4  C12  H12   SING  N  N  33  
ZZ4  C15  H15   SING  N  N  34  
ZZ4  C16  H16   SING  N  N  35  
ZZ4  C11  H11   SING  N  N  36  
#   #
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
ZZ4  SMILES            ACDLabs               10.04  "Clc1ccc(c(Cl)c1)c3nc(ncc3/N=N/c2ccccc2)N"  
ZZ4  SMILES_CANONICAL  CACTVS                3.352  "Nc1ncc(N=Nc2ccccc2)c(n1)c3ccc(Cl)cc3Cl"  
ZZ4  SMILES            CACTVS                3.352  "Nc1ncc(N=Nc2ccccc2)c(n1)c3ccc(Cl)cc3Cl"  
ZZ4  SMILES_CANONICAL  "OpenEye OEToolkits"  1.6.1  "c1ccc(cc1)/N=N/c2cnc(nc2c3ccc(cc3Cl)Cl)N"  
ZZ4  SMILES            "OpenEye OEToolkits"  1.6.1  "c1ccc(cc1)N=Nc2cnc(nc2c3ccc(cc3Cl)Cl)N"  
ZZ4  InChI             InChI                 1.03   "InChI=1S/C16H11Cl2N5/c17-10-6-7-12(13(18)8-10)15-14(9-20-16(19)21-15)23-22-11-4-2-1-3-5-11/h1-9H,(H2,19,20,21)/b23-22+"  
ZZ4  InChIKey          InChI                 1.03   UNJMNJFPEVJCQK-GHVJWSGMSA-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
ZZ4  "SYSTEMATIC NAME"  ACDLabs               10.04  "4-(2,4-dichlorophenyl)-5-[(E)-phenyldiazenyl]pyrimidin-2-amine"  
ZZ4  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.6.1  "4-(2,4-dichlorophenyl)-5-phenyldiazenyl-pyrimidin-2-amine"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
ZZ4  "Create component"      2009-05-08  EBI   
ZZ4  "Modify aromatic_flag"  2011-06-04  RCSB  
ZZ4  "Modify descriptor"     2011-06-04  RCSB  
ZZ4  "Modify synonyms"       2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     ZZ4
_pdbx_chem_comp_synonyms.name        "4-(2,4-DICHLORO-PHEYL)-5-PHENYLAZO-PYRIMIDIN-2YLAMINE"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
