data_NIH
#

_chem_comp.id                                   NIH
_chem_comp.name                                 "2-{[3,5-BIS(TRIFLUOROMETHYL)BENZYL]AMINO}-N-HYDROXY-6-OXO-1,6-DIHYDROPYRIMIDINE-5-CARBOXAMIDE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C14 H10 F6 N4 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        AZ12194344
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2005-10-17
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       396.245
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NIH
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       ?
_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
NIH  N1    N1    N  0  1  Y  N  N  18.631  -16.588  -1.717   2.988   0.019   1.117  N1    NIH   1  
NIH  C2    C2    C  0  1  Y  N  N  17.623  -17.453  -2.087   2.217   0.023  -0.002  C2    NIH   2  
NIH  N3    N3    N  0  1  Y  N  N  17.575  -17.958  -3.315   2.749   0.033  -1.212  N3    NIH   3  
NIH  C4    C4    C  0  1  Y  N  N  18.486  -17.673  -4.228   4.061   0.041  -1.392  C4    NIH   4  
NIH  C5    C5    C  0  1  Y  N  N  19.532  -16.818  -3.909   4.912   0.038  -0.287  C5    NIH   5  
NIH  C6    C6    C  0  1  Y  N  N  19.601  -16.250  -2.604   4.334   0.021   1.012  C6    NIH   6  
NIH  C7    C7    C  0  1  N  N  N  20.562  -16.486  -4.883   6.370   0.046  -0.460  C7    NIH   7  
NIH  N8    N8    N  0  1  N  N  N  21.002  -15.208  -4.860   7.177  -0.074   0.613  N8    NIH   8  
NIH  O9    O9    O  0  1  N  N  N  21.008  -17.360  -5.624   6.850   0.162  -1.572  O9    NIH   9  
NIH  O10   O10   O  0  1  N  N  N  20.518  -15.485  -2.312   5.037   0.018   2.007  O10   NIH  10  
NIH  O11   O11   O  0  1  N  N  N  21.988  -14.688  -5.708   8.578  -0.174   0.437  O11   NIH  11  
NIH  N12   N12   N  0  1  N  N  N  16.656  -17.810  -1.173   0.858   0.015   0.126  N12   NIH  12  
NIH  C13   C13   C  0  1  N  N  N  15.575  -18.760  -1.486   0.010   0.018  -1.068  C13   NIH  13  
NIH  C14   C14   C  0  1  Y  N  N  16.053  -20.194  -1.661  -1.439   0.007  -0.654  C14   NIH  14  
NIH  C15   C15   C  0  1  Y  N  N  17.375  -20.560  -1.432  -2.110   1.200  -0.457  C15   NIH  15  
NIH  C16   C16   C  0  1  Y  N  N  17.811  -21.867  -1.602  -3.440   1.190  -0.078  C16   NIH  16  
NIH  C17   C17   C  0  1  Y  N  N  16.893  -22.837  -1.977  -4.098  -0.012   0.104  C17   NIH  17  
NIH  C18   C18   C  0  1  Y  N  N  15.571  -22.494  -2.206  -3.427  -1.204  -0.094  C18   NIH  18  
NIH  C19   C19   C  0  1  Y  N  N  15.154  -21.173  -2.047  -2.099  -1.195  -0.478  C19   NIH  19  
NIH  C20   C20   C  0  1  N  N  N  14.583  -23.556  -2.630  -4.145  -2.514   0.105  C20   NIH  20  
NIH  F21   F21   F  0  1  N  N  N  15.241  -24.593  -3.292  -5.469  -2.268   0.485  F21   NIH  21  
NIH  F22   F22   F  0  1  N  N  N  13.976  -24.123  -1.517  -4.130  -3.240  -1.091  F22   NIH  22  
NIH  F23   F23   F  0  1  N  N  N  13.598  -22.988  -3.445  -3.502  -3.251   1.105  F23   NIH  23  
NIH  C24   C24   C  0  1  N  N  N  19.261  -22.252  -1.350  -4.171   2.490   0.138  C24   NIH  24  
NIH  F25   F25   F  0  1  N  N  N  19.889  -21.396  -0.446  -4.759   2.899  -1.064  F25   NIH  25  
NIH  F26   F26   F  0  1  N  N  N  19.264  -23.520  -0.771  -5.165   2.311   1.106  F26   NIH  26  
NIH  F27   F27   F  0  1  N  N  N  20.015  -22.260  -2.523  -3.268   3.467   0.571  F27   NIH  27  
NIH  H1    H1    H  0  1  N  N  N  18.647  -16.208  -0.792   2.570   0.012   1.993  H1    NIH  28  
NIH  H4    H4    H  0  1  N  N  N  18.417  -18.103  -5.217   4.471   0.050  -2.392  H4    NIH  29  
NIH  H8    H8    H  0  1  N  N  N  20.594  -14.589  -4.189   6.798  -0.092   1.505  H8    NIH  30  
NIH  H11   H11   H  0  1  N  N  N  21.627  -14.570  -6.579   8.966  -0.252   1.319  H11   NIH  31  
NIH  H12   H12   H  0  1  N  N  N  16.689  -17.407  -0.258   0.455   0.007   1.008  H12   NIH  32  
NIH  H131  1H13  H  0  0  N  N  N  15.135  -18.446  -2.444   0.213   0.912  -1.656  H131  NIH  33  
NIH  H132  2H13  H  0  0  N  N  N  14.852  -18.740  -0.657   0.223  -0.868  -1.667  H132  NIH  34  
NIH  H15   H15   H  0  1  N  N  N  18.081  -19.807  -1.113  -1.596   2.139  -0.599  H15   NIH  35  
NIH  H17   H17   H  0  1  N  N  N  17.210  -23.863  -2.091  -5.136  -0.019   0.401  H17   NIH  36  
NIH  H19   H19   H  0  1  N  N  N  14.122  -20.912  -2.226  -1.575  -2.126  -0.632  H19   NIH  37  
#   #
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
NIH  N1   C2    SING  Y  N   1  
NIH  N1   C6    SING  Y  N   2  
NIH  N1   H1    SING  N  N   3  
NIH  C2   N3    DOUB  Y  N   4  
NIH  C2   N12   SING  N  N   5  
NIH  N3   C4    SING  Y  N   6  
NIH  C4   C5    DOUB  Y  N   7  
NIH  C4   H4    SING  N  N   8  
NIH  C5   C6    SING  Y  N   9  
NIH  C5   C7    SING  N  N  10  
NIH  C6   O10   DOUB  N  N  11  
NIH  C7   N8    SING  N  N  12  
NIH  C7   O9    DOUB  N  N  13  
NIH  N8   O11   SING  N  N  14  
NIH  N8   H8    SING  N  N  15  
NIH  O11  H11   SING  N  N  16  
NIH  N12  C13   SING  N  N  17  
NIH  N12  H12   SING  N  N  18  
NIH  C13  C14   SING  N  N  19  
NIH  C13  H131  SING  N  N  20  
NIH  C13  H132  SING  N  N  21  
NIH  C14  C15   DOUB  Y  N  22  
NIH  C14  C19   SING  Y  N  23  
NIH  C15  C16   SING  Y  N  24  
NIH  C15  H15   SING  N  N  25  
NIH  C16  C17   DOUB  Y  N  26  
NIH  C16  C24   SING  N  N  27  
NIH  C17  C18   SING  Y  N  28  
NIH  C17  H17   SING  N  N  29  
NIH  C18  C19   DOUB  Y  N  30  
NIH  C18  C20   SING  N  N  31  
NIH  C19  H19   SING  N  N  32  
NIH  C20  F21   SING  N  N  33  
NIH  C20  F22   SING  N  N  34  
NIH  C20  F23   SING  N  N  35  
NIH  C24  F25   SING  N  N  36  
NIH  C24  F26   SING  N  N  37  
NIH  C24  F27   SING  N  N  38  
#   #
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
NIH  SMILES            ACDLabs               10.04  "FC(F)(F)c1cc(cc(c1)C(F)(F)F)CNC2=NC=C(C(=O)N2)C(=O)NO"  
NIH  SMILES_CANONICAL  CACTVS                3.341  "ONC(=O)C1=CN=C(NCc2cc(cc(c2)C(F)(F)F)C(F)(F)F)NC1=O"  
NIH  SMILES            CACTVS                3.341  "ONC(=O)C1=CN=C(NCc2cc(cc(c2)C(F)(F)F)C(F)(F)F)NC1=O"  
NIH  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1c(cc(cc1C(F)(F)F)C(F)(F)F)CNC2=NC=C(C(=O)N2)C(=O)NO"  
NIH  SMILES            "OpenEye OEToolkits"  1.5.0  "c1c(cc(cc1C(F)(F)F)C(F)(F)F)CNC2=NC=C(C(=O)N2)C(=O)NO"  
NIH  InChI             InChI                 1.03   "InChI=1S/C14H10F6N4O3/c15-13(16,17)7-1-6(2-8(3-7)14(18,19)20)4-21-12-22-5-9(10(25)23-12)11(26)24-27/h1-3,5,27H,4H2,(H,24,26)(H2,21,22,23,25)"  
NIH  InChIKey          InChI                 1.03   FNNKXGWDBVPDKY-UHFFFAOYSA-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
NIH  "SYSTEMATIC NAME"  ACDLabs               10.04  "2-{[3,5-bis(trifluoromethyl)benzyl]amino}-N-hydroxy-6-oxo-1,6-dihydropyrimidine-5-carboxamide"  
NIH  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "2-[[3,5-bis(trifluoromethyl)phenyl]methylamino]-N-hydroxy-4-oxo-3H-pyrimidine-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
NIH  "Create component"   2005-10-17  EBI   
NIH  "Modify descriptor"  2011-06-04  RCSB  
NIH  "Initial release"    2013-11-13  RCSB  
NIH  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     NIH
_pdbx_chem_comp_synonyms.name        AZ12194344
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
