data_6L4
#

_chem_comp.id                                   6L4
_chem_comp.name                                 "~{N}-[2-[5-chloranyl-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]oxyphenyl]prop-2-enamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H15 Cl N6 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "N-(2-((5-chloro-2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)oxy)phenyl)acrylamide"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-04-26
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       370.793
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    6L4
_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       5JK3
_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
6L4  C10   C1   C   0  1  N  N  N  -18.062  -51.398  -19.420   6.863  -2.124  -0.247  C10   6L4   1  
6L4  C17   C2   C   0  1  Y  N  N  -14.843  -51.718  -16.954  -2.463   0.417  -2.670  C17   6L4   2  
6L4  C20   C3   C   0  1  Y  N  N  -13.227  -52.904  -18.870  -3.497  -1.715  -1.230  C20   6L4   3  
6L4  C21   C4   C   0  1  Y  N  N  -12.690  -52.001  -17.966  -2.977  -0.617  -0.560  C21   6L4   4  
6L4  C24   C5   C   0  1  N  N  N   -9.334  -50.276  -18.972  -2.875  -1.709   3.006  C24   6L4   5  
6L4  CL01  CL1  CL  0  0  N  N  N  -11.114  -48.491  -14.745  -1.053   3.887   0.975  CL01  6L4   6  
6L4  C02   C6   C   0  1  Y  N  N  -12.722  -48.174  -15.448  -0.083   2.538   0.470  C02   6L4   7  
6L4  C03   C7   C   0  1  Y  N  N  -13.278  -46.904  -15.406   1.257   2.464   0.808  C03   6L4   8  
6L4  N04   N1   N   0  1  Y  N  N  -14.470  -46.692  -15.934   1.969   1.422   0.408  N04   6L4   9  
6L4  C05   C8   C   0  1  Y  N  N  -15.145  -47.672  -16.503   1.415   0.455  -0.309  C05   6L4  10  
6L4  N06   N2   N   0  1  N  N  N  -16.454  -47.364  -17.065   2.193  -0.619  -0.708  N06   6L4  11  
6L4  C07   C9   C   0  1  Y  N  N  -17.322  -48.366  -17.670   3.554  -0.674  -0.352  C07   6L4  12  
6L4  C08   C10  C   0  1  Y  N  N  -16.940  -49.523  -18.306   4.426  -1.663  -0.675  C08   6L4  13  
6L4  N09   N3   N   0  1  Y  N  N  -18.032  -50.131  -18.707   5.632  -1.336  -0.143  N09   6L4  14  
6L4  N11   N4   N   0  1  Y  N  N  -19.139  -49.402  -18.362   5.491  -0.112   0.524  N11   6L4  15  
6L4  C12   C11  C   0  1  Y  N  N  -18.711  -48.307  -17.722   4.251   0.287   0.395  C12   6L4  16  
6L4  N13   N5   N   0  1  Y  N  N  -14.653  -48.900  -16.565   0.136   0.489  -0.652  N13   6L4  17  
6L4  C14   C12  C   0  1  Y  N  N  -13.462  -49.185  -16.060  -0.638   1.502  -0.280  C14   6L4  18  
6L4  O15   O1   O   0  1  N  N  N  -12.910  -50.490  -16.102  -1.946   1.533  -0.634  O15   6L4  19  
6L4  C16   C13  C   0  1  Y  N  N  -13.496  -51.391  -17.011  -2.457   0.454  -1.285  C16   6L4  20  
6L4  C18   C14  C   0  1  Y  N  N  -15.386  -52.619  -17.860  -2.988  -0.678  -3.330  C18   6L4  21  
6L4  C19   C15  C   0  1  Y  N  N  -14.578  -53.214  -18.818  -3.504  -1.742  -2.611  C19   6L4  22  
6L4  N22   N6   N   0  1  N  N  N  -11.276  -51.673  -18.015  -2.968  -0.587   0.840  N22   6L4  23  
6L4  C23   C16  C   0  1  N  N  N  -10.817  -50.635  -18.920  -2.957  -1.740   1.538  C23   6L4  24  
6L4  C25   C17  C   0  1  N  N  N   -9.096  -48.904  -18.354  -2.864  -2.847   3.695  C25   6L4  25  
6L4  O26   O2   O   0  1  N  N  N  -11.591  -50.067  -19.607  -3.016  -2.805   0.954  O26   6L4  26  
6L4  H1    H1   H   0  1  N  N  N  -19.105  -51.674  -19.635   6.922  -2.818   0.591  H1    6L4  27  
6L4  H2    H2   H   0  1  N  N  N  -17.506  -51.300  -20.364   6.858  -2.683  -1.182  H2    6L4  28  
6L4  H3    H3   H   0  1  N  N  N  -17.597  -52.179  -18.800   7.725  -1.456  -0.227  H3    6L4  29  
6L4  H4    H4   H   0  1  N  N  N  -15.473  -51.269  -16.200  -2.061   1.246  -3.234  H4    6L4  30  
6L4  H5    H5   H   0  1  N  N  N  -12.594  -53.366  -19.614  -3.900  -2.547  -0.671  H5    6L4  31  
6L4  H6    H6   H   0  1  N  N  N   -8.562  -50.906  -19.388  -2.822  -0.763   3.524  H6    6L4  32  
6L4  H8    H8   H   0  1  N  N  N  -12.738  -46.091  -14.943   1.716   3.248   1.392  H8    6L4  33  
6L4  H9    H9   H   0  1  N  N  N  -16.773  -46.417  -17.034   1.800  -1.334  -1.233  H9    6L4  34  
6L4  H10   H10  H   0  1  N  N  N  -15.927  -49.869  -18.450   4.201  -2.549  -1.251  H10   6L4  35  
6L4  H11   H11  H   0  1  N  N  N  -19.332  -47.520  -17.319   3.835   1.197   0.800  H11   6L4  36  
6L4  H12   H12  H   0  1  N  N  N  -16.439  -52.857  -17.819  -2.996  -0.704  -4.409  H12   6L4  37  
6L4  H13   H13  H   0  1  N  N  N  -15.000  -53.917  -19.521  -3.909  -2.597  -3.131  H13   6L4  38  
6L4  H14   H14  H   0  1  N  N  N  -10.625  -52.158  -17.431  -2.970   0.263   1.307  H14   6L4  39  
6L4  H15   H15  H   0  1  N  N  N   -8.096  -48.497  -18.311  -2.803  -2.825   4.773  H15   6L4  40  
6L4  H16   H16  H   0  1  N  N  N   -9.927  -48.338  -17.959  -2.916  -3.793   3.177  H16   6L4  41  
#   #
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
6L4  O26  C23   DOUB  N  N   1  
6L4  C10  N09   SING  N  N   2  
6L4  C24  C23   SING  N  N   3  
6L4  C24  C25   DOUB  N  N   4  
6L4  C23  N22   SING  N  N   5  
6L4  C20  C19   DOUB  Y  N   6  
6L4  C20  C21   SING  Y  N   7  
6L4  C19  C18   SING  Y  N   8  
6L4  N09  N11   SING  Y  N   9  
6L4  N09  C08   SING  Y  N  10  
6L4  N11  C12   DOUB  Y  N  11  
6L4  C08  C07   DOUB  Y  N  12  
6L4  N22  C21   SING  N  N  13  
6L4  C21  C16   DOUB  Y  N  14  
6L4  C18  C17   DOUB  Y  N  15  
6L4  C12  C07   SING  Y  N  16  
6L4  C07  N06   SING  N  N  17  
6L4  N06  C05   SING  N  N  18  
6L4  C16  C17   SING  Y  N  19  
6L4  C16  O15   SING  N  N  20  
6L4  N13  C05   DOUB  Y  N  21  
6L4  N13  C14   SING  Y  N  22  
6L4  C05  N04   SING  Y  N  23  
6L4  O15  C14   SING  N  N  24  
6L4  C14  C02   DOUB  Y  N  25  
6L4  N04  C03   DOUB  Y  N  26  
6L4  C02  C03   SING  Y  N  27  
6L4  C02  CL01  SING  N  N  28  
6L4  C10  H1    SING  N  N  29  
6L4  C10  H2    SING  N  N  30  
6L4  C10  H3    SING  N  N  31  
6L4  C17  H4    SING  N  N  32  
6L4  C20  H5    SING  N  N  33  
6L4  C24  H6    SING  N  N  34  
6L4  C03  H8    SING  N  N  35  
6L4  N06  H9    SING  N  N  36  
6L4  C08  H10   SING  N  N  37  
6L4  C12  H11   SING  N  N  38  
6L4  C18  H12   SING  N  N  39  
6L4  C19  H13   SING  N  N  40  
6L4  N22  H14   SING  N  N  41  
6L4  C25  H15   SING  N  N  42  
6L4  C25  H16   SING  N  N  43  
#   #
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
6L4  InChI             InChI                 1.03   "InChI=1S/C17H15ClN6O2/c1-3-15(25)22-13-6-4-5-7-14(13)26-16-12(18)9-19-17(23-16)21-11-8-20-24(2)10-11/h3-10H,1H2,2H3,(H,22,25)(H,19,21,23)"  
6L4  InChIKey          InChI                 1.03   QXQGHCJUTRTRLJ-UHFFFAOYSA-N  
6L4  SMILES_CANONICAL  CACTVS                3.385  "Cn1cc(Nc2ncc(Cl)c(Oc3ccccc3NC(=O)C=C)n2)cn1"  
6L4  SMILES            CACTVS                3.385  "Cn1cc(Nc2ncc(Cl)c(Oc3ccccc3NC(=O)C=C)n2)cn1"  
6L4  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.5  "Cn1cc(cn1)Nc2ncc(c(n2)Oc3ccccc3NC(=O)C=C)Cl"  
6L4  SMILES            "OpenEye OEToolkits"  2.0.5  "Cn1cc(cn1)Nc2ncc(c(n2)Oc3ccccc3NC(=O)C=C)Cl"  
#
_pdbx_chem_comp_identifier.comp_id          6L4
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.5
_pdbx_chem_comp_identifier.identifier       "~{N}-[2-[5-chloranyl-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]oxyphenyl]prop-2-enamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
6L4  "Create component"  2016-04-26  RCSB  
6L4  "Modify synonyms"   2016-07-12  RCSB  
6L4  "Initial release"   2017-02-15  RCSB  
6L4  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     6L4
_pdbx_chem_comp_synonyms.name        "N-(2-((5-chloro-2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)oxy)phenyl)acrylamide"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
