data_80L
#

_chem_comp.id                                   80L
_chem_comp.name                                 "3-[[4-chloranyl-2-nitro-5-[(2-oxidanylidene-1,3-dihydrobenzimidazol-5-yl)amino]phenyl]amino]propanoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H14 Cl N5 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "N-(4-chloro-2-nitro-5-((2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)amino)phenyl)-beta-alanine"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-03-09
_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                       391.766
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    80L
_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       5X9P
_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
80L  C4   C1   C    0  1  Y  N  N  38.958   -7.300  -11.274  -1.029   0.272  -0.205  C4   80L   1  
80L  C5   C2   C    0  1  Y  N  N  36.790   -8.238   -9.861  -3.740   0.728   0.175  C5   80L   2  
80L  C6   C3   C    0  1  Y  N  N  40.916   -7.391  -16.076   3.482   2.013  -0.357  C6   80L   3  
80L  C7   C4   C    0  1  Y  N  N  40.603   -8.697  -15.861   2.673   1.266   0.501  C7   80L   4  
80L  C8   C5   C    0  1  Y  N  N  39.060   -8.080  -14.205   0.742   2.434  -0.314  C8   80L   5  
80L  C10  C6   C    0  1  Y  N  N  38.014   -8.102  -11.904  -1.515   1.571  -0.159  C10  80L   6  
80L  C13  C7   C    0  1  N  N  N  42.165   -8.658  -17.490   4.777   0.610   0.780  C13  80L   7  
80L  C15  C8   C    0  1  N  N  N  40.590   -4.394  -10.762   0.284  -3.858  -0.283  C15  80L   8  
80L  C1   C9   C    0  1  Y  N  N  40.314   -6.380  -15.364   2.915   2.967  -1.189  C1   80L   9  
80L  C2   C10  C    0  1  Y  N  N  39.371   -6.744  -14.422   1.551   3.177  -1.167  C2   80L  10  
80L  C3   C11  C    0  1  Y  N  N  39.676   -9.074  -14.930   1.303   1.478   0.520  C3   80L  11  
80L  C9   C12  C    0  1  Y  N  N  38.838   -6.943   -9.940  -1.902  -0.798  -0.066  C9   80L  12  
80L  C11  C13  C    0  1  Y  N  N  37.733   -7.431   -9.258  -3.258  -0.567   0.123  C11  80L  13  
80L  C12  C14  C    0  1  Y  N  N  36.935   -8.570  -11.184  -2.876   1.796   0.026  C12  80L  14  
80L  C14  C15  C    0  1  N  N  N  41.769   -4.122  -11.644   1.764  -4.108  -0.417  C14  80L  15  
80L  C16  C16  C    0  1  N  N  N  40.959   -5.585   -9.912   0.023  -2.351  -0.250  C16  80L  16  
80L  N17  N1   N    0  1  N  N  N  41.880   -7.366  -17.082   4.792   1.577  -0.156  N17  80L  17  
80L  N18  N2   N    0  1  N  N  N  41.362   -9.471  -16.721   3.514   0.404   1.200  N18  80L  18  
80L  N19  N3   N    0  1  N  N  N  38.110   -8.456  -13.258  -0.640   2.651  -0.297  N19  80L  19  
80L  N20  N4   N    0  1  N  N  N  39.776   -6.117   -9.269  -1.416  -2.107  -0.119  N20  80L  20  
80L  N21  N5   N    1  1  N  N  N  37.468   -7.107   -7.870  -4.187  -1.708   0.283  N21  80L  21  
80L  O22  O1   O    0  1  N  N  N  38.392   -6.753   -7.117  -5.102  -1.641   1.085  O22  80L  22  
80L  O23  O2   O    0  1  N  N  N  42.959   -9.023  -18.345   5.757   0.015   1.189  O23  80L  23  
80L  O24  O3   O    0  1  N  N  N  41.865   -4.458  -12.817   2.531  -3.176  -0.481  O24  80L  24  
80L  O25  O4   O   -1  1  N  N  N  36.271   -7.130   -7.553  -4.037  -2.714  -0.386  O25  80L  25  
80L  O26  O5   O    0  1  N  N  N  42.727   -3.457  -10.954   2.231  -5.365  -0.468  O26  80L  26  
80L  CL1  CL1  CL   0  0  N  N  N  35.680   -9.563  -11.836  -3.486   3.420   0.083  CL1  80L  27  
80L  H1   H1   H    0  1  N  N  N  39.808   -6.945  -11.839   0.026   0.095  -0.352  H1   80L  28  
80L  H2   H2   H    0  1  N  N  N  35.946   -8.605   -9.296  -4.795   0.905   0.322  H2   80L  29  
80L  H3   H3   H    0  1  N  N  N  40.382   -3.522  -10.125  -0.237  -4.298  -1.132  H3   80L  30  
80L  H4   H4   H    0  1  N  N  N  39.703   -4.622  -11.372  -0.078  -4.310   0.641  H4   80L  31  
80L  H5   H5   H    0  1  N  N  N  40.568   -5.344  -15.534   3.541   3.546  -1.852  H5   80L  32  
80L  H6   H6   H    0  1  N  N  N  38.869   -5.980  -13.847   1.110   3.920  -1.816  H6   80L  33  
80L  H7   H7   H    0  1  N  N  N  39.436  -10.115  -14.769   0.674   0.901   1.182  H7   80L  34  
80L  H8   H8   H    0  1  N  N  N  41.409   -6.362  -10.548   0.544  -1.910   0.600  H8   80L  35  
80L  H9   H9   H    0  1  N  N  N  41.683   -5.275   -9.144   0.385  -1.898  -1.173  H9   80L  36  
80L  H10  H10  H    0  1  N  N  N  42.302   -6.539  -17.453   5.578   1.910  -0.616  H10  80L  37  
80L  H11  H11  H    0  1  N  N  N  41.332  -10.469  -16.776   3.237  -0.240   1.870  H11  80L  38  
80L  H12  H12  H    0  1  N  N  N  37.392   -9.067  -13.592  -0.991   3.552  -0.382  H12  80L  39  
80L  H13  H13  H    0  1  N  N  N  39.261   -5.325   -8.941  -2.032  -2.855  -0.068  H13  80L  40  
80L  H14  H14  H    0  1  N  N  N  43.473   -3.297  -11.521   3.188  -5.476  -0.554  H14  80L  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
80L  O23  C13  DOUB  N  N   1  
80L  C13  N17  SING  N  N   2  
80L  C13  N18  SING  N  N   3  
80L  N17  C6   SING  N  N   4  
80L  N18  C7   SING  N  N   5  
80L  C6   C7   DOUB  Y  N   6  
80L  C6   C1   SING  Y  N   7  
80L  C7   C3   SING  Y  N   8  
80L  C1   C2   DOUB  Y  N   9  
80L  C3   C8   DOUB  Y  N  10  
80L  C2   C8   SING  Y  N  11  
80L  C8   N19  SING  N  N  12  
80L  N19  C10  SING  N  N  13  
80L  O24  C14  DOUB  N  N  14  
80L  C10  C4   DOUB  Y  N  15  
80L  C10  C12  SING  Y  N  16  
80L  CL1  C12  SING  N  N  17  
80L  C14  O26  SING  N  N  18  
80L  C14  C15  SING  N  N  19  
80L  C4   C9   SING  Y  N  20  
80L  C12  C5   DOUB  Y  N  21  
80L  C15  C16  SING  N  N  22  
80L  C9   N20  SING  N  N  23  
80L  C9   C11  DOUB  Y  N  24  
80L  C16  N20  SING  N  N  25  
80L  C5   C11  SING  Y  N  26  
80L  C11  N21  SING  N  N  27  
80L  N21  O25  SING  N  N  28  
80L  N21  O22  DOUB  N  N  29  
80L  C4   H1   SING  N  N  30  
80L  C5   H2   SING  N  N  31  
80L  C15  H3   SING  N  N  32  
80L  C15  H4   SING  N  N  33  
80L  C1   H5   SING  N  N  34  
80L  C2   H6   SING  N  N  35  
80L  C3   H7   SING  N  N  36  
80L  C16  H8   SING  N  N  37  
80L  C16  H9   SING  N  N  38  
80L  N17  H10  SING  N  N  39  
80L  N18  H11  SING  N  N  40  
80L  N19  H12  SING  N  N  41  
80L  N20  H13  SING  N  N  42  
80L  O26  H14  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
80L  InChI             InChI                 1.03   "InChI=1S/C16H14ClN5O5/c17-9-6-14(22(26)27)13(18-4-3-15(23)24)7-11(9)19-8-1-2-10-12(5-8)21-16(25)20-10/h1-2,5-7,18-19H,3-4H2,(H,23,24)(H2,20,21,25)"  
80L  InChIKey          InChI                 1.03   KHVDBPVTFXQMEB-UHFFFAOYSA-N  
80L  SMILES_CANONICAL  CACTVS                3.385  "OC(=O)CCNc1cc(Nc2ccc3NC(=O)Nc3c2)c(Cl)cc1[N+]([O-])=O"  
80L  SMILES            CACTVS                3.385  "OC(=O)CCNc1cc(Nc2ccc3NC(=O)Nc3c2)c(Cl)cc1[N+]([O-])=O"  
80L  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1cc2c(cc1Nc3cc(c(cc3Cl)[N+](=O)[O-])NCCC(=O)O)NC(=O)N2"  
80L  SMILES            "OpenEye OEToolkits"  2.0.6  "c1cc2c(cc1Nc3cc(c(cc3Cl)[N+](=O)[O-])NCCC(=O)O)NC(=O)N2"  
#
_pdbx_chem_comp_identifier.comp_id          80L
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "3-[[4-chloranyl-2-nitro-5-[(2-oxidanylidene-1,3-dihydrobenzimidazol-5-yl)amino]phenyl]amino]propanoic acid"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
80L  "Create component"  2017-03-09  RCSB  
80L  "Initial release"   2017-08-16  RCSB  
80L  "Modify synonyms"   2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     80L
_pdbx_chem_comp_synonyms.name        "N-(4-chloro-2-nitro-5-((2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)amino)phenyl)-beta-alanine"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
