data_COX
#

_chem_comp.id                                   COX
_chem_comp.name                                 "4-(5-METHYL-3-PHENYLISOXAZOL-4-YL)BENZENESULFONAMIDE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H14 N2 O3 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        VALDECOXIB
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2005-09-02
_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                       314.359
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    COX
_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       2AW1
_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
COX  S1    S1    S  0  1  N  N  N  -5.734   0.959  16.452  -4.113  -0.523  -0.018  S1    COX   1  
COX  O1    O1    O  0  1  N  N  N  -7.296   1.060  16.246  -4.512  -0.552   1.345  O1    COX   2  
COX  O2    O2    O  0  1  N  N  N  -5.163   1.148  17.904  -4.144  -1.631  -0.908  O2    COX   3  
COX  N1    N1    N  0  1  N  N  N  -5.187  -0.540  15.863  -5.034   0.653  -0.732  N1    COX   4  
COX  C1    C1    C  0  1  Y  N  N  -5.012   2.242  15.512  -2.444   0.043  -0.017  C1    COX   5  
COX  C2    C2    C  0  1  Y  N  N  -5.851   3.131  14.785  -1.617  -0.248  -1.087  C2    COX   6  
COX  C3    C3    C  0  1  Y  N  N  -5.255   4.182  14.046  -0.311   0.197  -1.093  C3    COX   7  
COX  C4    C4    C  0  1  Y  N  N  -3.820   4.380  14.012   0.178   0.931  -0.015  C4    COX   8  
COX  C5    C5    C  0  1  Y  N  N  -3.019   3.448  14.766  -0.660   1.222   1.060  C5    COX   9  
COX  C6    C6    C  0  1  Y  N  N  -3.604   2.391  15.505  -1.966   0.776   1.054  C6    COX  10  
COX  C7    C7    C  0  1  Y  N  N  -3.227   5.475  13.266   1.583   1.407  -0.013  C7    COX  11  
COX  C8    C8    C  0  1  Y  N  N  -2.025   5.450  12.487   2.045   2.692  -0.055  C8    COX  12  
COX  C9    C9    C  0  1  N  N  N  -1.030   4.342  12.179   1.213   3.947  -0.108  C9    COX  13  
COX  O3    O3    O  0  1  Y  N  N  -1.777   6.696  11.956   3.382   2.619  -0.034  O3    COX  14  
COX  N2    N2    N  0  1  Y  N  N  -2.745   7.475  12.347   3.796   1.486   0.009  N2    COX  15  
COX  C10   C10   C  0  1  Y  N  N  -3.683   6.846  13.140   2.823   0.610   0.024  C10   COX  16  
COX  C11   C11   C  0  1  Y  N  N  -4.861   7.522  13.635   2.942  -0.868   0.075  C11   COX  17  
COX  C12   C12   C  0  1  Y  N  N  -5.829   8.066  12.724   3.930  -1.516  -0.664  C12   COX  18  
COX  C13   C13   C  0  1  Y  N  N  -6.992   8.725  13.187   4.036  -2.891  -0.613  C13   COX  19  
COX  C14   C14   C  0  1  Y  N  N  -7.218   8.856  14.580   3.165  -3.626   0.170  C14   COX  20  
COX  C15   C15   C  0  1  Y  N  N  -6.285   8.334  15.510   2.182  -2.988   0.906  C15   COX  21  
COX  C16   C16   C  0  1  Y  N  N  -5.122   7.675  15.047   2.071  -1.613   0.867  C16   COX  22  
COX  HN11  1HN1  H  0  0  N  N  N  -4.307  -0.762  16.282  -5.838   0.411  -1.218  HN11  COX  23  
COX  HN12  2HN1  H  0  0  N  N  N  -5.080  -0.489  14.870  -4.770   1.584  -0.663  HN12  COX  24  
COX  H2    H2    H  0  1  N  N  N  -6.924   3.007  14.796  -1.995  -0.822  -1.920  H2    COX  25  
COX  H3    H3    H  0  1  N  N  N  -5.890   4.857  13.491   0.334  -0.031  -1.929  H3    COX  26  
COX  H5    H5    H  0  1  N  N  N  -1.945   3.559  14.767  -0.288   1.794   1.897  H5    COX  27  
COX  H6    H6    H  0  1  N  N  N  -2.981   1.704  16.059  -2.617   1.001   1.886  H6    COX  28  
COX  H91   1H9   H  0  1  N  N  N  -1.470   3.370  12.447   1.868   4.817  -0.128  H91   COX  29  
COX  H92   2H9   H  0  1  N  N  N  -0.111   4.502  12.762   0.596   3.936  -1.007  H92   COX  30  
COX  H93   3H9   H  0  1  N  N  N  -0.790   4.352  11.106   0.571   3.995   0.772  H93   COX  31  
COX  H12   H12   H  0  1  N  N  N  -5.665   7.970  11.661   4.611  -0.943  -1.276  H12   COX  32  
COX  H13   H13   H  0  1  N  N  N  -7.705   9.127  12.482   4.802  -3.394  -1.186  H13   COX  33  
COX  H14   H14   H  0  1  N  N  N  -8.107   9.357  14.935   3.251  -4.702   0.207  H14   COX  34  
COX  H15   H15   H  0  1  N  N  N  -6.461   8.439  16.570   1.504  -3.567   1.515  H15   COX  35  
COX  H16   H16   H  0  1  N  N  N  -4.417   7.279  15.763   1.303  -1.116   1.442  H16   COX  36  
#   #
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
COX  S1   O1    DOUB  N  N   1  
COX  S1   O2    DOUB  N  N   2  
COX  S1   N1    SING  N  N   3  
COX  S1   C1    SING  N  N   4  
COX  N1   HN11  SING  N  N   5  
COX  N1   HN12  SING  N  N   6  
COX  C1   C2    SING  Y  N   7  
COX  C1   C6    DOUB  Y  N   8  
COX  C2   C3    DOUB  Y  N   9  
COX  C2   H2    SING  N  N  10  
COX  C3   C4    SING  Y  N  11  
COX  C3   H3    SING  N  N  12  
COX  C4   C5    DOUB  Y  N  13  
COX  C4   C7    SING  Y  N  14  
COX  C5   C6    SING  Y  N  15  
COX  C5   H5    SING  N  N  16  
COX  C6   H6    SING  N  N  17  
COX  C7   C8    DOUB  Y  N  18  
COX  C7   C10   SING  Y  N  19  
COX  C8   C9    SING  N  N  20  
COX  C8   O3    SING  Y  N  21  
COX  C9   H91   SING  N  N  22  
COX  C9   H92   SING  N  N  23  
COX  C9   H93   SING  N  N  24  
COX  O3   N2    SING  Y  N  25  
COX  N2   C10   DOUB  Y  N  26  
COX  C10  C11   SING  Y  N  27  
COX  C11  C12   DOUB  Y  N  28  
COX  C11  C16   SING  Y  N  29  
COX  C12  C13   SING  Y  N  30  
COX  C12  H12   SING  N  N  31  
COX  C13  C14   DOUB  Y  N  32  
COX  C13  H13   SING  N  N  33  
COX  C14  C15   SING  Y  N  34  
COX  C14  H14   SING  N  N  35  
COX  C15  C16   DOUB  Y  N  36  
COX  C15  H15   SING  N  N  37  
COX  C16  H16   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
COX  SMILES            ACDLabs               10.04  "O=S(=O)(N)c3ccc(c2c(onc2c1ccccc1)C)cc3"  
COX  SMILES_CANONICAL  CACTVS                3.341  "Cc1onc(c2ccccc2)c1c3ccc(cc3)[S](N)(=O)=O"  
COX  SMILES            CACTVS                3.341  "Cc1onc(c2ccccc2)c1c3ccc(cc3)[S](N)(=O)=O"  
COX  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "Cc1c(c(no1)c2ccccc2)c3ccc(cc3)S(=O)(=O)N"  
COX  SMILES            "OpenEye OEToolkits"  1.5.0  "Cc1c(c(no1)c2ccccc2)c3ccc(cc3)S(=O)(=O)N"  
COX  InChI             InChI                 1.03   "InChI=1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)"  
COX  InChIKey          InChI                 1.03   LNPDTQAFDNKSHK-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
COX  "SYSTEMATIC NAME"  ACDLabs               10.04  "4-(5-methyl-3-phenylisoxazol-4-yl)benzenesulfonamide"  
COX  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzenesulfonamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
COX  "Create component"      2005-09-02  RCSB  
COX  "Modify aromatic_flag"  2011-06-04  RCSB  
COX  "Modify descriptor"     2011-06-04  RCSB  
COX  "Modify synonyms"       2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     COX
_pdbx_chem_comp_synonyms.name        VALDECOXIB
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
