data_NQN
#

_chem_comp.id                                   NQN
_chem_comp.name                                 "2-chloranyl-4-[[1-methyl-3-[(3~{R})-3-oxidanylbutyl]-2-oxidanylidene-benzimidazol-5-yl]amino]pyridine-3-carbonitrile"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H18 Cl N5 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-12-11
_chem_comp.pdbx_modified_date                   2020-04-17
_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                       371.821
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NQN
_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       6TOI
_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
NQN  C2   C1   C   0  1  Y  N  N  27.234  -10.257  13.181  -3.760   0.196  -0.215  C2   NQN   1  
NQN  C3   C2   C   0  1  Y  N  N  26.276   -9.899  14.133  -2.441   0.578   0.098  C3   NQN   2  
NQN  C4   C3   C   0  1  Y  N  N  25.153   -9.208  13.710  -1.850   0.030   1.236  C4   NQN   3  
NQN  C5   C4   C   0  1  Y  N  N  25.455   -9.926  16.428  -0.392   1.720  -0.467  C5   NQN   4  
NQN  C10  C5   C   0  1  Y  N  N  24.934  -10.975  17.172   0.461   0.668  -0.163  C10  NQN   5  
NQN  C11  C6   C   0  1  N  N  N  22.390  -10.737  19.725   3.984   0.864   0.494  C11  NQN   6  
NQN  C6   C7   C   0  1  Y  N  N  25.014   -8.620  16.634   0.101   3.018  -0.541  C6   NQN   7  
NQN  C7   C8   C   0  1  Y  N  N  24.044   -8.339  17.579   1.440   3.267  -0.315  C7   NQN   8  
NQN  N1   N1   N   0  1  N  N  N  26.426  -10.209  15.458  -1.749   1.474  -0.703  N1   NQN   9  
NQN  CL   CL1  CL  0  0  N  N  N  28.157  -10.295  10.658  -6.044  -1.189   0.270  CL   NQN  10  
NQN  C1   C9   C   0  1  Y  N  N  26.990   -9.886  11.863  -4.416  -0.705   0.628  C1   NQN  11  
NQN  N    N2   N   0  1  Y  N  N  25.933   -9.233  11.449  -3.808  -1.192   1.691  N    NQN  12  
NQN  C17  C10  C   0  1  N  N  N  28.408  -10.981  13.559  -4.419   0.726  -1.370  C17  NQN  13  
NQN  N4   N3   N   0  1  N  N  N  29.323  -11.555  13.896  -4.942   1.147  -2.287  N4   NQN  14  
NQN  C    C11  C   0  1  Y  N  N  25.031   -8.904  12.372  -2.570  -0.857   2.007  C    NQN  15  
NQN  C9   C12  C   0  1  Y  N  N  23.967  -10.683  18.110   1.805   0.915   0.064  C9   NQN  16  
NQN  N2   N4   N   0  1  N  N  N  23.266  -11.496  18.980   2.885   0.095   0.382  N2   NQN  17  
NQN  C13  C13  C   0  1  N  N  N  23.273  -12.952  18.971   2.835  -1.358   0.562  C13  NQN  18  
NQN  C14  C14  C   0  1  N  N  N  22.303  -13.522  17.949   3.090  -2.048  -0.779  C14  NQN  19  
NQN  C15  C15  C   0  1  N  N  R  22.202  -15.030  18.011   3.037  -3.565  -0.591  C15  NQN  20  
NQN  O1   O1   O   0  1  N  N  N  21.805  -15.432  19.322   4.111  -3.978   0.257  O1   NQN  21  
NQN  C16  C16  C   0  1  N  N  N  23.480  -15.734  17.618   3.169  -4.253  -1.951  C16  NQN  22  
NQN  O    O2   O   0  1  N  N  N  21.629  -11.136  20.568   5.099   0.458   0.764  O    NQN  23  
NQN  N3   N5   N   0  1  N  N  N  22.554   -9.432  19.311   3.663   2.151   0.261  N3   NQN  24  
NQN  C12  C17  C   0  1  N  N  N  21.820   -8.291  19.842   4.590   3.285   0.289  C12  NQN  25  
NQN  C8   C18  C   0  1  Y  N  N  23.522   -9.385  18.316   2.297   2.220  -0.012  C8   NQN  26  
NQN  H1   H1   H   0  1  N  N  N  24.389   -8.914  14.414  -0.840   0.298   1.510  H1   NQN  27  
NQN  H2   H2   H   0  1  N  N  N  25.275  -11.988  17.021   0.077  -0.340  -0.105  H2   NQN  28  
NQN  H3   H3   H   0  1  N  N  N  25.435   -7.817  16.048  -0.566   3.834  -0.778  H3   NQN  29  
NQN  H4   H4   H   0  1  N  N  N  23.703   -7.327  17.737   1.820   4.276  -0.375  H4   NQN  30  
NQN  H5   H5   H   0  1  N  N  N  27.270  -10.660  15.748  -2.205   1.929  -1.428  H5   NQN  31  
NQN  H6   H6   H   0  1  N  N  N  24.151   -8.366  12.052  -2.114  -1.283   2.889  H6   NQN  32  
NQN  H7   H7   H   0  1  N  N  N  22.989  -13.314  19.970   3.598  -1.662   1.279  H7   NQN  33  
NQN  H8   H8   H   0  1  N  N  N  24.288  -13.300  18.729   1.852  -1.644   0.936  H8   NQN  34  
NQN  H9   H9   H   0  1  N  N  N  22.643  -13.234  16.943   2.327  -1.744  -1.495  H9   NQN  35  
NQN  H10  H10  H   0  1  N  N  N  21.306  -13.095  18.135   4.074  -1.762  -1.153  H10  NQN  36  
NQN  H11  H11  H   0  1  N  N  N  21.422  -15.338  17.299   2.087  -3.842  -0.134  H11  NQN  37  
NQN  H12  H12  H   0  1  N  N  N  21.001  -14.985  19.561   4.140  -4.930   0.421  H12  NQN  38  
NQN  H13  H13  H   0  1  N  N  N  23.335  -16.822  17.686   4.119  -3.976  -2.408  H13  NQN  39  
NQN  H14  H14  H   0  1  N  N  N  23.745  -15.463  16.585   3.131  -5.334  -1.817  H14  NQN  40  
NQN  H15  H15  H   0  1  N  N  N  24.290  -15.429  18.297   2.350  -3.938  -2.598  H15  NQN  41  
NQN  H16  H16  H   0  1  N  N  N  21.121   -8.634  20.619   5.592   2.930   0.531  H16  NQN  42  
NQN  H17  H17  H   0  1  N  N  N  22.528   -7.570  20.277   4.602   3.769  -0.687  H17  NQN  43  
NQN  H18  H18  H   0  1  N  N  N  21.257   -7.807  19.030   4.266   4.000   1.045  H18  NQN  44  
#   #
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
NQN  CL   C1   SING  N  N   1  
NQN  N    C1   DOUB  Y  N   2  
NQN  N    C    SING  Y  N   3  
NQN  C1   C2   SING  Y  N   4  
NQN  C    C4   DOUB  Y  N   5  
NQN  C2   C17  SING  N  N   6  
NQN  C2   C3   DOUB  Y  N   7  
NQN  C17  N4   TRIP  N  N   8  
NQN  C4   C3   SING  Y  N   9  
NQN  C3   N1   SING  N  N  10  
NQN  N1   C5   SING  N  N  11  
NQN  C5   C6   DOUB  Y  N  12  
NQN  C5   C10  SING  Y  N  13  
NQN  C6   C7   SING  Y  N  14  
NQN  C10  C9   DOUB  Y  N  15  
NQN  C7   C8   DOUB  Y  N  16  
NQN  C16  C15  SING  N  N  17  
NQN  C14  C15  SING  N  N  18  
NQN  C14  C13  SING  N  N  19  
NQN  C15  O1   SING  N  N  20  
NQN  C9   C8   SING  Y  N  21  
NQN  C9   N2   SING  N  N  22  
NQN  C8   N3   SING  N  N  23  
NQN  C13  N2   SING  N  N  24  
NQN  N2   C11  SING  N  N  25  
NQN  N3   C11  SING  N  N  26  
NQN  N3   C12  SING  N  N  27  
NQN  C11  O    DOUB  N  N  28  
NQN  C4   H1   SING  N  N  29  
NQN  C10  H2   SING  N  N  30  
NQN  C6   H3   SING  N  N  31  
NQN  C7   H4   SING  N  N  32  
NQN  N1   H5   SING  N  N  33  
NQN  C    H6   SING  N  N  34  
NQN  C13  H7   SING  N  N  35  
NQN  C13  H8   SING  N  N  36  
NQN  C14  H9   SING  N  N  37  
NQN  C14  H10  SING  N  N  38  
NQN  C15  H11  SING  N  N  39  
NQN  O1   H12  SING  N  N  40  
NQN  C16  H13  SING  N  N  41  
NQN  C16  H14  SING  N  N  42  
NQN  C16  H15  SING  N  N  43  
NQN  C12  H16  SING  N  N  44  
NQN  C12  H17  SING  N  N  45  
NQN  C12  H18  SING  N  N  46  
#   #
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
NQN  InChI             InChI                 1.03   "InChI=1S/C18H18ClN5O2/c1-11(25)6-8-24-16-9-12(3-4-15(16)23(2)18(24)26)22-14-5-7-21-17(19)13(14)10-20/h3-5,7,9,11,25H,6,8H2,1-2H3,(H,21,22)/t11-/m1/s1"  
NQN  InChIKey          InChI                 1.03   YEBUIPXITBJLFQ-LLVKDONJSA-N  
NQN  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H](O)CCN1C(=O)N(C)c2ccc(Nc3ccnc(Cl)c3C#N)cc12"  
NQN  SMILES            CACTVS                3.385  "C[CH](O)CCN1C(=O)N(C)c2ccc(Nc3ccnc(Cl)c3C#N)cc12"  
NQN  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@H](CCN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O"  
NQN  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(CCN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O"  
#
_pdbx_chem_comp_identifier.comp_id          NQN
_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       "2-chloranyl-4-[[1-methyl-3-[(3~{R})-3-oxidanylbutyl]-2-oxidanylidene-benzimidazol-5-yl]amino]pyridine-3-carbonitrile"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
NQN  "Create component"  2019-12-11  PDBE  
NQN  "Initial release"   2020-04-22  RCSB  
##
