data_ON2
#

_chem_comp.id                                   ON2
_chem_comp.name                                 "N-[6-(3-azanylpropanoylamino)-1,3-benzothiazol-2-yl]-3,4-bis(chloranyl)-5-methyl-1H-pyrrole-2-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H15 Cl2 N5 O2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-03-20
_chem_comp.pdbx_modified_date                   2021-07-07
_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                       412.294
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    ON2
_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       6YD9
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
ON2  C4   C1   C   0  1  N  N  N   7.336  -3.476   7.854    2.394  -0.030  -0.058  C4   ON2   1  
ON2  C14  C2   C   0  1  Y  N  N  11.737  -4.232   6.881   -2.384   0.242  -0.381  C14  ON2   2  
ON2  C5   C3   C   0  1  Y  N  N   9.722  -3.667   8.113    0.097   0.506  -0.250  C5   ON2   3  
ON2  C6   C4   C   0  1  Y  N  N  11.897  -3.937   8.239   -1.644  -0.934  -0.228  C6   ON2   4  
ON2  C11  C5   C   0  1  N  N  N  16.898  -5.939   4.632   -8.073  -0.190   0.064  C11  ON2   5  
ON2  C7   C6   C   0  1  Y  N  N  13.157  -3.947   8.824   -2.337  -2.161  -0.159  C7   ON2   6  
ON2  C8   C7   C   0  1  Y  N  N  14.238  -4.253   8.053   -3.695  -2.196  -0.241  C8   ON2   7  
ON2  C9   C8   C   0  1  Y  N  N  14.079  -4.582   6.714   -4.429  -1.022  -0.394  C9   ON2   8  
ON2  C10  C9   C   0  1  N  N  N  15.447  -5.597   4.886   -6.569  -0.086   0.062  C10  ON2   9  
ON2  C12  C10  C   0  1  N  N  N  17.193  -6.539   3.280   -8.669   1.051   0.730  C12  ON2  10  
ON2  C13  C11  C   0  1  Y  N  N  12.833  -4.562   6.091   -3.773   0.194  -0.463  C13  ON2  11  
ON2  N1   N1   N   0  1  Y  N  N   4.890  -3.427   7.913    4.272   1.674  -0.095  N1   ON2  12  
ON2  N2   N2   N   0  1  N  N  N   8.467  -3.360   8.577    1.425   0.896  -0.203  N2   ON2  13  
ON2  C3   C12  C   0  1  Y  N  N   6.073  -3.550   8.598    3.798   0.383  -0.007  C3   ON2  14  
ON2  N3   N3   N   0  1  Y  N  N  10.725  -3.650   8.926   -0.315  -0.711  -0.165  N3   ON2  15  
ON2  C1   C13  C   0  1  N  N  N   2.422  -3.450   8.318    6.532   2.849  -0.058  C1   ON2  16  
ON2  C2   C14  C   0  1  Y  N  N   3.841  -3.567   8.755    5.626   1.646  -0.007  C2   ON2  17  
ON2  O1   O1   O   0  1  N  N  N   7.363  -3.525   6.627    2.102  -1.207   0.036  O1   ON2  18  
ON2  N4   N4   N   0  1  N  N  N  15.273  -4.876   6.022   -5.826  -1.072  -0.477  N4   ON2  19  
ON2  O2   O2   O   0  1  N  N  N  14.538  -5.910   4.122   -6.028   0.887   0.544  O2   ON2  20  
ON2  N5   N5   N   0  1  N  N  N  18.633  -6.510   2.990  -10.135   0.949   0.733  N5   ON2  21  
ON2  S1   S1   S   0  1  Y  N  N  10.051  -4.131   6.464   -1.265   1.603  -0.428  S1   ON2  22  
ON2  C15  C15  C   0  1  Y  N  N   5.722  -3.785   9.919    4.890  -0.451   0.138  C15  ON2  23  
ON2  CL1  CL1  CL  0  0  N  N  N   6.823  -3.978  11.207    4.854  -2.180   0.293  CL1  ON2  24  
ON2  C16  C16  C   0  1  Y  N  N   4.351  -3.768  10.010    6.030   0.361   0.136  C16  ON2  25  
ON2  CL2  CL2  CL  0  0  N  N  N   3.405  -4.027  11.410    7.672  -0.182   0.289  CL2  ON2  26  
ON2  H1   H1   H   0  1  N  N  N  17.217  -6.659   5.400   -8.434  -0.262  -0.961  H1   ON2  27  
ON2  H2   H2   H   0  1  N  N  N  17.487  -5.015   4.729   -8.374  -1.079   0.618  H2   ON2  28  
ON2  H3   H3   H   0  1  N  N  N  13.278  -3.716   9.872   -1.785  -3.081  -0.041  H3   ON2  29  
ON2  H4   H4   H   0  1  N  N  N  15.227  -4.239   8.487   -4.209  -3.144  -0.188  H4   ON2  30  
ON2  H5   H5   H   0  1  N  N  N  16.660  -5.965   2.508   -8.308   1.123   1.756  H5   ON2  31  
ON2  H6   H6   H   0  1  N  N  N  16.845  -7.582   3.267   -8.368   1.941   0.176  H6   ON2  32  
ON2  H7   H7   H   0  1  N  N  N  12.723  -4.792   5.042   -4.339   1.107  -0.581  H7   ON2  33  
ON2  H8   H8   H   0  1  N  N  N   4.814  -3.258   6.930    3.729   2.470  -0.205  H8   ON2  34  
ON2  H9   H9   H   0  1  N  N  N   8.387  -3.027   9.517    1.657   1.835  -0.273  H9   ON2  35  
ON2  H10  H10  H   0  1  N  N  N   2.042  -4.443   8.034    6.686   3.232   0.951  H10  ON2  36  
ON2  H11  H11  H   0  1  N  N  N   1.816  -3.048   9.143    7.491   2.563  -0.489  H11  ON2  37  
ON2  H12  H12  H   0  1  N  N  N   2.359  -2.773   7.454    6.074   3.623  -0.674  H12  ON2  38  
ON2  H13  H13  H   0  1  N  N  N  16.108  -4.500   6.425   -6.259  -1.817  -0.923  H13  ON2  39  
ON2  H14  H14  H   0  1  N  N  N  18.800  -6.913   2.090  -10.553   1.758   1.167  H14  ON2  40  
ON2  H15  H15  H   0  1  N  N  N  18.955  -5.563   2.997  -10.490   0.817  -0.203  H15  ON2  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
ON2  N5   C12  SING  N  N   1  
ON2  C12  C11  SING  N  N   2  
ON2  O2   C10  DOUB  N  N   3  
ON2  C11  C10  SING  N  N   4  
ON2  C10  N4   SING  N  N   5  
ON2  N4   C9   SING  N  N   6  
ON2  C13  C9   DOUB  Y  N   7  
ON2  C13  C14  SING  Y  N   8  
ON2  S1   C14  SING  Y  N   9  
ON2  S1   C5   SING  Y  N  10  
ON2  O1   C4   DOUB  N  N  11  
ON2  C9   C8   SING  Y  N  12  
ON2  C14  C6   DOUB  Y  N  13  
ON2  C4   N2   SING  N  N  14  
ON2  C4   C3   SING  N  N  15  
ON2  N1   C3   SING  Y  N  16  
ON2  N1   C2   SING  Y  N  17  
ON2  C8   C7   DOUB  Y  N  18  
ON2  C5   N2   SING  N  N  19  
ON2  C5   N3   DOUB  Y  N  20  
ON2  C6   C7   SING  Y  N  21  
ON2  C6   N3   SING  Y  N  22  
ON2  C1   C2   SING  N  N  23  
ON2  C3   C15  DOUB  Y  N  24  
ON2  C2   C16  DOUB  Y  N  25  
ON2  C15  C16  SING  Y  N  26  
ON2  C15  CL1  SING  N  N  27  
ON2  C16  CL2  SING  N  N  28  
ON2  C11  H1   SING  N  N  29  
ON2  C11  H2   SING  N  N  30  
ON2  C7   H3   SING  N  N  31  
ON2  C8   H4   SING  N  N  32  
ON2  C12  H5   SING  N  N  33  
ON2  C12  H6   SING  N  N  34  
ON2  C13  H7   SING  N  N  35  
ON2  N1   H8   SING  N  N  36  
ON2  N2   H9   SING  N  N  37  
ON2  C1   H10  SING  N  N  38  
ON2  C1   H11  SING  N  N  39  
ON2  C1   H12  SING  N  N  40  
ON2  N4   H13  SING  N  N  41  
ON2  N5   H14  SING  N  N  42  
ON2  N5   H15  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
ON2  InChI             InChI                 1.03   "InChI=1S/C16H15Cl2N5O2S/c1-7-12(17)13(18)14(20-7)15(25)23-16-22-9-3-2-8(6-10(9)26-16)21-11(24)4-5-19/h2-3,6,20H,4-5,19H2,1H3,(H,21,24)(H,22,23,25)"  
ON2  InChIKey          InChI                 1.03   RVKKBUSSKLNKTC-UHFFFAOYSA-N  
ON2  SMILES_CANONICAL  CACTVS                3.385  "Cc1[nH]c(C(=O)Nc2sc3cc(NC(=O)CCN)ccc3n2)c(Cl)c1Cl"  
ON2  SMILES            CACTVS                3.385  "Cc1[nH]c(C(=O)Nc2sc3cc(NC(=O)CCN)ccc3n2)c(Cl)c1Cl"  
ON2  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1c(c(c([nH]1)C(=O)Nc2nc3ccc(cc3s2)NC(=O)CCN)Cl)Cl"  
ON2  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1c(c(c([nH]1)C(=O)Nc2nc3ccc(cc3s2)NC(=O)CCN)Cl)Cl"  
#
_pdbx_chem_comp_identifier.comp_id          ON2
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "~{N}-[6-(3-azanylpropanoylamino)-1,3-benzothiazol-2-yl]-3,4-bis(chloranyl)-5-methyl-1~{H}-pyrrole-2-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
ON2  "Create component"  2020-03-20  PDBE  
ON2  "Initial release"   2020-12-30  RCSB  
ON2  "Modify name"       2021-07-07  PDBE  
##
