data_1N1
#

_chem_comp.id                                   1N1
_chem_comp.name                                 "N-(2-CHLORO-6-METHYLPHENYL)-2-({6-[4-(2-HYDROXYETHYL)PIPERAZIN-1-YL]-2-METHYLPYRIMIDIN-4-YL}AMINO)-1,3-THIAZOLE-5-CARBOXAMIDE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAD
_chem_comp.formula                              "C22 H26 Cl N7 O2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Dasatinib
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-04-24
_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                       488.006
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    1N1
_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       2GQG
_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
1N1  C1    C1    C   0  1  Y  N  N  46.611  82.620  38.841   -2.123   1.249   0.411  C1    1N1   1  
1N1  C2    C2    C   0  1  Y  N  N  46.775  82.067  40.044   -3.003   0.262   0.064  C2    1N1   2  
1N1  C3    C3    C   0  1  N  N  N  47.687  82.494  41.148   -4.458   0.316   0.203  C3    1N1   3  
1N1  N6    N6    N   0  1  N  N  N  39.154  74.848  36.462    8.103  -0.744  -0.209  N6    1N1   4  
1N1  C7    C7    C   0  1  Y  N  N  51.328  84.711  43.846   -9.317  -0.721   0.526  C7    1N1   5  
1N1  C8    C8    C   0  1  Y  N  N  51.649  83.922  42.733   -8.550  -1.797   0.932  C8    1N1   6  
1N1  C9    C9    C   0  1  Y  N  N  50.660  83.535  41.822   -7.188  -1.804   0.699  C9    1N1   7  
1N1  C10   C10   C   0  1  N  N  N  51.054  82.746  40.606   -6.353  -2.978   1.143  C10   1N1   8  
1N1  C11   C11   C   0  1  Y  N  N  43.345  79.045  38.824    1.763   0.048  -0.287  C11   1N1   9  
1N1  C12   C12   C   0  1  Y  N  N  42.260  78.466  38.141    3.032  -0.363  -0.683  C12   1N1  10  
1N1  C13   C13   C   0  1  Y  N  N  41.641  77.364  38.764    4.124   0.415  -0.310  C13   1N1  11  
1N1  C14   C14   C   0  1  Y  N  N  43.138  77.525  40.561    2.699   1.874   0.762  C14   1N1  12  
1N1  C15   C15   C   0  1  N  N  N  43.600  77.097  41.919    2.512   3.130   1.574  C15   1N1  13  
1N1  C16   C16   C   0  1  N  N  N  39.820  75.566  38.809    6.397   1.012  -0.178  C16   1N1  14  
1N1  C19   C19   C   0  1  N  N  N  39.905  77.149  36.884    5.721  -1.312  -0.216  C19   1N1  15  
1N1  C20   C20   C   0  1  N  N  N  39.221  73.737  35.503    9.464  -1.133  -0.601  C20   1N1  16  
1N1  C21   C21   C   0  1  N  N  N  38.355  73.889  34.227   10.476  -0.432   0.308  C21   1N1  17  
1N1  N     N     N   0  1  N  N  N  43.977  80.118  38.257    0.642  -0.694  -0.634  N     1N1  18  
1N1  C     C     C   0  1  Y  N  N  45.012  80.868  38.742   -0.619  -0.220  -0.332  C     1N1  19  
1N1  N1    N1    N   0  1  Y  N  N  45.540  81.939  38.102   -0.869   0.949   0.183  N1    1N1  20  
1N1  S     S     S   0  1  Y  N  N  45.812  80.677  40.296   -2.071  -1.087  -0.583  S     1N1  21  
1N1  N2    N2    N   0  1  N  N  N  48.393  83.626  41.104   -5.211  -0.734  -0.182  N2    1N1  22  
1N1  C4    C4    C   0  1  Y  N  N  49.333  83.915  42.037   -6.590  -0.729   0.056  C4    1N1  23  
1N1  C5    C5    C   0  1  Y  N  N  49.021  84.653  43.201   -7.364   0.351  -0.351  C5    1N1  24  
1N1  C6    C6    C   0  1  Y  N  N  50.005  85.071  44.107   -8.725   0.352  -0.115  C6    1N1  25  
1N1  CL    CL    CL  0  0  N  N  N  47.394  85.056  43.589   -6.621   1.698  -1.156  CL    1N1  26  
1N1  O     O     O   0  1  N  N  N  47.726  81.705  42.092   -4.988   1.309   0.665  O     1N1  27  
1N1  N3    N3    N   0  1  Y  N  N  42.097  76.905  39.975    3.917   1.518   0.407  N3    1N1  28  
1N1  N4    N4    N   0  1  Y  N  N  43.764  78.558  40.012    1.641   1.161   0.433  N4    1N1  29  
1N1  N5    N5    N   0  1  N  N  N  40.490  76.717  38.165    5.409   0.047  -0.680  N5    1N1  30  
1N1  C17   C17   C   0  1  N  N  N  39.622  74.410  37.799    7.790   0.615  -0.673  C17   1N1  31  
1N1  C18   C18   C   0  1  N  N  N  39.911  75.979  35.896    7.114  -1.709  -0.711  C18   1N1  32  
1N1  O1    O1    O   0  1  N  N  N  37.496  75.015  34.261   10.310  -0.893   1.651  O1    1N1  33  
1N1  H1    H1    H   0  1  N  N  N  47.186  83.453  38.463   -2.434   2.193   0.832  H1    1N1  34  
1N1  H7    H7    H   0  1  N  N  N  52.113  85.044  44.509  -10.382  -0.721   0.705  H7    1N1  35  
1N1  H8    H8    H   0  1  N  N  N  52.671  83.609  42.577   -9.016  -2.633   1.433  H8    1N1  36  
1N1  H101  H101  H   0  0  N  N  N  50.996  81.671  40.831   -6.309  -3.716   0.342  H101  1N1  37  
1N1  H102  H102  H   0  0  N  N  N  50.371  82.984  39.777   -5.345  -2.638   1.379  H102  1N1  38  
1N1  H103  H103  H   0  0  N  N  N  52.084  83.006  40.318   -6.801  -3.429   2.028  H103  1N1  39  
1N1  H12   H12   H   0  1  N  N  N  41.919  78.846  37.189    3.166  -1.264  -1.264  H12   1N1  40  
1N1  H151  H151  H   0  0  N  N  N  42.972  76.268  42.276    2.374   3.978   0.903  H151  1N1  41  
1N1  H152  H152  H   0  0  N  N  N  44.647  76.765  41.862    1.634   3.023   2.211  H152  1N1  42  
1N1  H153  H153  H   0  0  N  N  N  43.521  77.944  42.617    3.392   3.296   2.194  H153  1N1  43  
1N1  H161  H161  H   0  0  N  N  N  40.442  75.210  39.644    6.151   2.009  -0.546  H161  1N1  44  
1N1  H162  H162  H   0  0  N  N  N  38.837  75.887  39.184    6.385   1.013   0.911  H162  1N1  45  
1N1  H191  H191  H   0  0  N  N  N  38.870  77.484  37.049    5.701  -1.338   0.874  H191  1N1  46  
1N1  H192  H192  H   0  0  N  N  N  40.498  77.979  36.472    4.983  -2.010  -0.610  H192  1N1  47  
1N1  H201  H201  H   0  0  N  N  N  40.268  73.645  35.180    9.575  -2.213  -0.503  H201  1N1  48  
1N1  H202  H202  H   0  0  N  N  N  38.879  72.831  36.026    9.642  -0.842  -1.636  H202  1N1  49  
1N1  H211  H211  H   0  0  N  N  N  39.030  73.998  33.365   11.487  -0.659  -0.031  H211  1N1  50  
1N1  H212  H212  H   0  0  N  N  N  37.734  72.987  34.124   10.313   0.645   0.271  H212  1N1  51  
1N1  HN    HN    H   0  1  N  N  N  43.633  80.393  37.359    0.745  -1.545  -1.088  HN    1N1  52  
1N1  HN2   HN2   H   0  1  N  N  N  48.224  84.277  40.364   -4.797  -1.492  -0.623  HN2   1N1  53  
1N1  H6    H6    H   0  1  N  N  N  49.748  85.653  44.979   -9.327   1.190  -0.432  H6    1N1  54  
1N1  H171  H171  H   0  0  N  N  N  38.870  73.723  38.213    8.528   1.313  -0.279  H171  1N1  55  
1N1  H172  H172  H   0  0  N  N  N  40.589  73.903  37.670    7.810   0.641  -1.763  H172  1N1  56  
1N1  H181  H181  H   0  0  N  N  N  40.948  75.666  35.706    7.127  -1.709  -1.800  H181  1N1  57  
1N1  H182  H182  H   0  0  N  N  N  39.444  76.296  34.952    7.360  -2.705  -0.343  H182  1N1  58  
1N1  HO1   HO1   H   0  1  N  N  N  36.993  75.055  33.456   10.920  -0.489   2.283  HO1   1N1  59  
#   #
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
1N1  C1   C2    DOUB  Y  N   1  
1N1  C1   N1    SING  Y  N   2  
1N1  C1   H1    SING  N  N   3  
1N1  C2   C3    SING  N  N   4  
1N1  C2   S     SING  Y  N   5  
1N1  C3   N2    SING  N  N   6  
1N1  C3   O     DOUB  N  N   7  
1N1  N6   C20   SING  N  N   8  
1N1  N6   C17   SING  N  N   9  
1N1  N6   C18   SING  N  N  10  
1N1  C7   C8    DOUB  Y  N  11  
1N1  C7   C6    SING  Y  N  12  
1N1  C7   H7    SING  N  N  13  
1N1  C8   C9    SING  Y  N  14  
1N1  C8   H8    SING  N  N  15  
1N1  C9   C10   SING  N  N  16  
1N1  C9   C4    DOUB  Y  N  17  
1N1  C10  H101  SING  N  N  18  
1N1  C10  H102  SING  N  N  19  
1N1  C10  H103  SING  N  N  20  
1N1  C11  C12   SING  Y  N  21  
1N1  C11  N     SING  N  N  22  
1N1  C11  N4    DOUB  Y  N  23  
1N1  C12  C13   DOUB  Y  N  24  
1N1  C12  H12   SING  N  N  25  
1N1  C13  N3    SING  Y  N  26  
1N1  C13  N5    SING  N  N  27  
1N1  C14  C15   SING  N  N  28  
1N1  C14  N3    DOUB  Y  N  29  
1N1  C14  N4    SING  Y  N  30  
1N1  C15  H151  SING  N  N  31  
1N1  C15  H152  SING  N  N  32  
1N1  C15  H153  SING  N  N  33  
1N1  C16  N5    SING  N  N  34  
1N1  C16  C17   SING  N  N  35  
1N1  C16  H161  SING  N  N  36  
1N1  C16  H162  SING  N  N  37  
1N1  C19  N5    SING  N  N  38  
1N1  C19  C18   SING  N  N  39  
1N1  C19  H191  SING  N  N  40  
1N1  C19  H192  SING  N  N  41  
1N1  C20  C21   SING  N  N  42  
1N1  C20  H201  SING  N  N  43  
1N1  C20  H202  SING  N  N  44  
1N1  C21  O1    SING  N  N  45  
1N1  C21  H211  SING  N  N  46  
1N1  C21  H212  SING  N  N  47  
1N1  N    C     SING  N  N  48  
1N1  N    HN    SING  N  N  49  
1N1  C    N1    DOUB  Y  N  50  
1N1  C    S     SING  Y  N  51  
1N1  N2   C4    SING  N  N  52  
1N1  N2   HN2   SING  N  N  53  
1N1  C4   C5    SING  Y  N  54  
1N1  C5   C6    DOUB  Y  N  55  
1N1  C5   CL    SING  N  N  56  
1N1  C6   H6    SING  N  N  57  
1N1  C17  H171  SING  N  N  58  
1N1  C17  H172  SING  N  N  59  
1N1  C18  H181  SING  N  N  60  
1N1  C18  H182  SING  N  N  61  
1N1  O1   HO1   SING  N  N  62  
#   #
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
1N1  SMILES            ACDLabs               12.01  "Clc1cccc(c1NC(=O)c2sc(nc2)Nc4nc(nc(N3CCN(CCO)CC3)c4)C)C"  
1N1  InChI             InChI                 1.03   "InChI=1S/C22H26ClN7O2S/c1-14-4-3-5-16(23)20(14)28-21(32)17-13-24-22(33-17)27-18-12-19(26-15(2)25-18)30-8-6-29(7-9-30)10-11-31/h3-5,12-13,31H,6-11H2,1-2H3,(H,28,32)(H,24,25,26,27)"  
1N1  InChIKey          InChI                 1.03   ZBNZXTGUTAYRHI-UHFFFAOYSA-N  
1N1  SMILES_CANONICAL  CACTVS                3.370  "Cc1nc(Nc2sc(cn2)C(=O)Nc3c(C)cccc3Cl)cc(n1)N4CCN(CCO)CC4"  
1N1  SMILES            CACTVS                3.370  "Cc1nc(Nc2sc(cn2)C(=O)Nc3c(C)cccc3Cl)cc(n1)N4CCN(CCO)CC4"  
1N1  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.2  "Cc1cccc(c1NC(=O)c2cnc(s2)Nc3cc(nc(n3)C)N4CCN(CC4)CCO)Cl"  
1N1  SMILES            "OpenEye OEToolkits"  1.7.2  "Cc1cccc(c1NC(=O)c2cnc(s2)Nc3cc(nc(n3)C)N4CCN(CC4)CCO)Cl"  
#   #
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
1N1  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-(2-chloro-6-methylphenyl)-2-({6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl}amino)-1,3-thiazole-5-carboxamide"  
1N1  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.2  "N-(2-chloranyl-6-methyl-phenyl)-2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methyl-pyrimidin-4-yl]amino]-1,3-thiazole-5-carboxamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
1N1  "Create component"      2006-04-24  RCSB  
1N1  "Modify descriptor"     2011-06-04  RCSB  
1N1  "Modify internal type"  2011-07-22  RCSB  
1N1  "Modify synonyms"       2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     1N1
_pdbx_chem_comp_synonyms.name        Dasatinib
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
