data_82L
#

_chem_comp.id                                   82L
_chem_comp.name                                 "2-[(4-{6-[(2,4-difluorophenyl)methoxy]pyridin-2-yl}piperidin-1-yl)methyl]-1-[(1-ethyl-1H-imidazol-5-yl)methyl]-1H-benzimidazole-6-carboxylic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C32 H32 F2 N6 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-09-03
_chem_comp.pdbx_modified_date                   2022-06-03
_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                       586.632
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    82L
_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       7S15
_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
82L  C36  C1   C  0  1  Y  N  N  73.561  70.166  55.837  -10.631  -0.899  -0.550  C36  82L   1  
82L  C35  C2   C  0  1  Y  N  N  73.097  70.889  54.779  -10.212   0.412  -0.706  C35  82L   2  
82L  C33  C3   C  0  1  Y  N  N  72.701  72.743  56.282   -7.951  -0.260  -0.300  C33  82L   3  
82L  C37  C4   C  0  1  Y  N  N  73.618  70.658  57.113   -9.708  -1.891  -0.270  C37  82L   4  
82L  C34  C5   C  0  1  Y  N  N  72.666  72.182  55.010   -8.873   0.730  -0.581  C34  82L   5  
82L  C32  C6   C  0  1  N  N  N  72.811  74.235  56.428   -6.491   0.087  -0.163  C32  82L   6  
82L  N3   N1   N  0  1  Y  N  N  69.570  65.708  61.176    5.342  -3.248  -0.753  N3   82L   7  
82L  C4   C7   C  0  1  Y  N  N  70.481  65.378  60.230    5.434  -4.444  -0.131  C4   82L   8  
82L  C7   C8   C  0  1  Y  N  N  68.953  66.866  60.734    4.179  -2.662  -0.331  C7   82L   9  
82L  C6   C9   C  0  1  Y  N  N  69.537  67.159  59.535    3.599  -3.520   0.530  C6   82L  10  
82L  C13  C10  C  0  1  Y  N  N  66.082  66.856  66.253    7.038   2.466   0.731  C13  82L  11  
82L  C20  C11  C  0  1  N  N  N  71.102  70.165  60.764   -0.278  -0.370   2.210  C20  82L  12  
82L  C21  C12  C  0  1  N  N  N  70.761  71.254  59.764   -1.437   0.583   1.908  C21  82L  13  
82L  C8   C13  C  0  1  N  N  N  67.887  67.668  61.414    3.650  -1.314  -0.749  C8   82L  14  
82L  N5   N2   N  0  1  Y  N  N  70.497  66.222  59.226    4.388  -4.600   0.633  N5   82L  15  
82L  C18  C14  C  0  1  N  N  N  70.388  68.970  62.713    2.088  -0.740   1.855  C18  82L  16  
82L  C26  C15  C  0  1  Y  N  N  68.995  74.254  59.505   -2.500   2.907  -0.088  C26  82L  17  
82L  C1   C16  C  0  1  N  N  N  70.340  65.242  63.458    7.380  -1.908  -0.928  C1   82L  18  
82L  C10  C17  C  0  1  Y  N  N  67.267  67.456  63.847    5.106   0.536   0.207  C10  82L  19  
82L  C11  C18  C  0  1  Y  N  N  66.044  66.807  63.835    6.133   0.732  -0.699  C11  82L  20  
82L  C12  C19  C  0  1  Y  N  N  65.447  66.507  65.059    7.104   1.699  -0.440  C12  82L  21  
82L  C14  C20  C  0  1  Y  N  N  67.299  67.513  66.249    6.032   2.273   1.629  C14  82L  22  
82L  C15  C21  C  0  1  Y  N  N  67.896  67.817  65.031    5.049   1.307   1.384  C15  82L  23  
82L  C17  C22  C  0  1  Y  N  N  69.202  68.447  63.450    3.346  -0.043   1.406  C17  82L  24  
82L  C2   C23  C  0  1  N  N  N  69.281  64.991  62.429    6.308  -2.683  -1.697  C2   82L  25  
82L  C22  C24  C  0  1  N  N  N  70.662  72.610  60.455   -1.706   0.591   0.401  C22  82L  26  
82L  C23  C25  C  0  1  N  N  N  69.677  72.503  61.616   -0.429   1.005  -0.336  C23  82L  27  
82L  C24  C26  C  0  1  N  N  N  70.053  71.351  62.541    0.700   0.040   0.031  C24  82L  28  
82L  C25  C27  C  0  1  Y  N  N  70.232  73.648  59.450   -2.807   1.573   0.091  C25  82L  29  
82L  C27  C28  C  0  1  Y  N  N  68.620  75.092  58.474   -3.519   3.807  -0.368  C27  82L  30  
82L  C28  C29  C  0  1  Y  N  N  69.482  75.310  57.417   -4.814   3.328  -0.463  C28  82L  31  
82L  C29  C30  C  0  1  Y  N  N  70.711  74.667  57.464   -5.049   1.972  -0.276  C29  82L  32  
82L  C38  C31  C  0  1  Y  N  N  73.183  71.944  57.296   -8.367  -1.572  -0.144  C38  82L  33  
82L  C41  C32  C  0  1  N  N  N  64.130  65.821  65.090    8.202   1.914  -1.401  C41  82L  34  
82L  F39  F1   F  0  1  N  N  N  73.242  72.474  58.536   -7.465  -2.539   0.129  F39  82L  35  
82L  F40  F2   F  0  1  N  N  N  73.990  68.896  55.617  -11.941  -1.208  -0.668  F40  82L  36  
82L  N16  N3   N  0  1  Y  N  N  69.108  68.445  64.760    3.952   0.901   2.068  N16  82L  37  
82L  N19  N4   N  0  1  N  N  N  70.088  70.080  61.813    0.920   0.069   1.483  N19  82L  38  
82L  N30  N5   N  0  1  Y  N  N  71.095  73.866  58.448   -4.052   1.147  -0.005  N30  82L  39  
82L  N9   N6   N  0  1  Y  N  N  68.120  67.865  62.837    4.016  -0.312   0.256  N9   82L  40  
82L  O31  O1   O  0  1  N  N  N  71.527  74.867  56.400   -6.314   1.491  -0.366  O31  82L  41  
82L  O42  O2   O  0  1  N  N  N  63.566  65.562  66.143    9.142   2.848  -1.152  O42  82L  42  
82L  O43  O3   O  0  1  N  N  N  63.630  65.540  63.920    8.260   1.250  -2.416  O43  82L  43  
82L  H1   H1   H  0  1  N  N  N  73.067  70.463  53.787  -10.933   1.186  -0.925  H1   82L  44  
82L  H2   H2   H  0  1  N  N  N  73.987  70.062  57.934  -10.034  -2.914  -0.148  H2   82L  45  
82L  H3   H3   H  0  1  N  N  N  72.294  72.770  54.184   -8.548   1.752  -0.702  H3   82L  46  
82L  H4   H4   H  0  1  N  N  N  73.300  74.464  57.386   -6.145  -0.182   0.835  H4   82L  47  
82L  H5   H5   H  0  1  N  N  N  73.420  74.630  55.602   -5.915  -0.462  -0.908  H5   82L  48  
82L  H6   H6   H  0  1  N  N  N  71.125  64.513  60.295    6.241  -5.153  -0.247  H6   82L  49  
82L  H7   H7   H  0  1  N  N  N  69.282  68.007  58.916    2.665  -3.365   1.048  H7   82L  50  
82L  H8   H8   H  0  1  N  N  N  65.615  66.609  67.195    7.794   3.213   0.925  H8   82L  51  
82L  H9   H9   H  0  1  N  N  N  71.158  69.200  60.239   -0.075  -0.367   3.280  H9   82L  52  
82L  H10  H10  H  0  1  N  N  N  72.076  70.390  61.223   -0.546  -1.378   1.894  H10  82L  53  
82L  H11  H11  H  0  1  N  N  N  69.797  71.019  59.290   -2.330   0.248   2.436  H11  82L  54  
82L  H12  H12  H  0  1  N  N  N  71.547  71.297  58.995   -1.176   1.589   2.237  H12  82L  55  
82L  H13  H13  H  0  1  N  N  N  67.834  68.655  60.931    4.080  -1.037  -1.711  H13  82L  56  
82L  H14  H14  H  0  1  N  N  N  66.927  67.146  61.288    2.565  -1.361  -0.836  H14  82L  57  
82L  H15  H15  H  0  1  N  N  N  70.815  68.149  62.119    2.022  -1.716   1.374  H15  82L  58  
82L  H16  H16  H  0  1  N  N  N  71.129  69.313  63.450    2.110  -0.869   2.937  H16  82L  59  
82L  H17  H17  H  0  1  N  N  N  68.332  74.077  60.339   -1.478   3.247  -0.007  H17  82L  60  
82L  H18  H18  H  0  1  N  N  N  70.094  64.693  64.379    6.902  -1.178  -0.275  H18  82L  61  
82L  H19  H19  H  0  1  N  N  N  71.312  64.898  63.075    7.969  -2.601  -0.328  H19  82L  62  
82L  H20  H20  H  0  1  N  N  N  70.392  66.319  63.676    8.032  -1.392  -1.633  H20  82L  63  
82L  H21  H21  H  0  1  N  N  N  65.566  66.541  62.904    6.179   0.143  -1.603  H21  82L  64  
82L  H22  H22  H  0  1  N  N  N  67.778  67.786  67.178    5.993   2.866   2.530  H22  82L  65  
82L  H23  H23  H  0  1  N  N  N  68.312  65.333  62.822    6.777  -3.488  -2.263  H23  82L  66  
82L  H24  H24  H  0  1  N  N  N  69.232  63.912  62.221    5.794  -2.009  -2.383  H24  82L  67  
82L  H25  H25  H  0  1  N  N  N  71.652  72.881  60.852   -2.006  -0.407   0.079  H25  82L  68  
82L  H26  H26  H  0  1  N  N  N  69.690  73.443  62.187   -0.602   0.971  -1.411  H26  82L  69  
82L  H27  H27  H  0  1  N  N  N  68.667  72.330  61.217   -0.152   2.017  -0.043  H27  82L  70  
82L  H28  H28  H  0  1  N  N  N  71.046  71.546  62.972    0.428  -0.971  -0.275  H28  82L  71  
82L  H29  H29  H  0  1  N  N  N  69.310  71.282  63.349    1.615   0.340  -0.481  H29  82L  72  
82L  H30  H30  H  0  1  N  N  N  67.655  75.576  58.494   -3.306   4.856  -0.508  H30  82L  73  
82L  H31  H31  H  0  1  N  N  N  69.212  75.952  56.591   -5.631   4.000  -0.683  H31  82L  74  
82L  H33  H33  H  0  1  N  N  N  62.735  65.138  65.962    9.842   2.952  -1.811  H33  82L  75  
#   #
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
82L  C35  C34  DOUB  Y  N   1  
82L  C35  C36  SING  Y  N   2  
82L  C34  C33  SING  Y  N   3  
82L  F40  C36  SING  N  N   4  
82L  C36  C37  DOUB  Y  N   5  
82L  C33  C32  SING  N  N   6  
82L  C33  C38  DOUB  Y  N   7  
82L  O31  C32  SING  N  N   8  
82L  O31  C29  SING  N  N   9  
82L  C37  C38  SING  Y  N  10  
82L  C38  F39  SING  N  N  11  
82L  C28  C29  DOUB  Y  N  12  
82L  C28  C27  SING  Y  N  13  
82L  C29  N30  SING  Y  N  14  
82L  N30  C25  DOUB  Y  N  15  
82L  C27  C26  DOUB  Y  N  16  
82L  N5   C6   SING  Y  N  17  
82L  N5   C4   DOUB  Y  N  18  
82L  C25  C26  SING  Y  N  19  
82L  C25  C22  SING  N  N  20  
82L  C6   C7   DOUB  Y  N  21  
82L  C21  C22  SING  N  N  22  
82L  C21  C20  SING  N  N  23  
82L  C4   N3   SING  Y  N  24  
82L  C22  C23  SING  N  N  25  
82L  C7   N3   SING  Y  N  26  
82L  C7   C8   SING  N  N  27  
82L  C20  N19  SING  N  N  28  
82L  N3   C2   SING  N  N  29  
82L  C8   N9   SING  N  N  30  
82L  C23  C24  SING  N  N  31  
82L  N19  C24  SING  N  N  32  
82L  N19  C18  SING  N  N  33  
82L  C2   C1   SING  N  N  34  
82L  C18  C17  SING  N  N  35  
82L  N9   C17  SING  Y  N  36  
82L  N9   C10  SING  Y  N  37  
82L  C17  N16  DOUB  Y  N  38  
82L  C11  C10  DOUB  Y  N  39  
82L  C11  C12  SING  Y  N  40  
82L  C10  C15  SING  Y  N  41  
82L  O43  C41  DOUB  N  N  42  
82L  N16  C15  SING  Y  N  43  
82L  C15  C14  DOUB  Y  N  44  
82L  C12  C41  SING  N  N  45  
82L  C12  C13  DOUB  Y  N  46  
82L  C41  O42  SING  N  N  47  
82L  C14  C13  SING  Y  N  48  
82L  C35  H1   SING  N  N  49  
82L  C37  H2   SING  N  N  50  
82L  C34  H3   SING  N  N  51  
82L  C32  H4   SING  N  N  52  
82L  C32  H5   SING  N  N  53  
82L  C4   H6   SING  N  N  54  
82L  C6   H7   SING  N  N  55  
82L  C13  H8   SING  N  N  56  
82L  C20  H9   SING  N  N  57  
82L  C20  H10  SING  N  N  58  
82L  C21  H11  SING  N  N  59  
82L  C21  H12  SING  N  N  60  
82L  C8   H13  SING  N  N  61  
82L  C8   H14  SING  N  N  62  
82L  C18  H15  SING  N  N  63  
82L  C18  H16  SING  N  N  64  
82L  C26  H17  SING  N  N  65  
82L  C1   H18  SING  N  N  66  
82L  C1   H19  SING  N  N  67  
82L  C1   H20  SING  N  N  68  
82L  C11  H21  SING  N  N  69  
82L  C14  H22  SING  N  N  70  
82L  C2   H23  SING  N  N  71  
82L  C2   H24  SING  N  N  72  
82L  C22  H25  SING  N  N  73  
82L  C23  H26  SING  N  N  74  
82L  C23  H27  SING  N  N  75  
82L  C24  H28  SING  N  N  76  
82L  C24  H29  SING  N  N  77  
82L  C27  H30  SING  N  N  78  
82L  C28  H31  SING  N  N  79  
82L  O42  H33  SING  N  N  80  
#   #
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
82L  SMILES            ACDLabs               12.01  "Fc1ccc(COc2cccc(n2)C2CCN(Cc3nc4ccc(cc4n3Cc3cncn3CC)C(=O)O)CC2)c(F)c1"  
82L  InChI             InChI                 1.03   "InChI=1S/C32H32F2N6O3/c1-2-39-20-35-16-25(39)17-40-29-14-22(32(41)42)7-9-28(29)36-30(40)18-38-12-10-21(11-13-38)27-4-3-5-31(37-27)43-19-23-6-8-24(33)15-26(23)34/h3-9,14-16,20-21H,2,10-13,17-19H2,1H3,(H,41,42)"  
82L  InChIKey          InChI                 1.03   IFXPEJAGKQFBER-UHFFFAOYSA-N  
82L  SMILES_CANONICAL  CACTVS                3.385  "CCn1cncc1Cn2c(CN3CCC(CC3)c4cccc(OCc5ccc(F)cc5F)n4)nc6ccc(cc26)C(O)=O"  
82L  SMILES            CACTVS                3.385  "CCn1cncc1Cn2c(CN3CCC(CC3)c4cccc(OCc5ccc(F)cc5F)n4)nc6ccc(cc26)C(O)=O"  
82L  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCn1cncc1Cn2c3cc(ccc3nc2CN4CCC(CC4)c5cccc(n5)OCc6ccc(cc6F)F)C(=O)O"  
82L  SMILES            "OpenEye OEToolkits"  2.0.7  "CCn1cncc1Cn2c3cc(ccc3nc2CN4CCC(CC4)c5cccc(n5)OCc6ccc(cc6F)F)C(=O)O"  
#   #
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
82L  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-[(4-{6-[(2,4-difluorophenyl)methoxy]pyridin-2-yl}piperidin-1-yl)methyl]-1-[(1-ethyl-1H-imidazol-5-yl)methyl]-1H-benzimidazole-6-carboxylic acid"  
82L  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "2-[[4-[6-[[2,4-bis(fluoranyl)phenyl]methoxy]pyridin-2-yl]piperidin-1-yl]methyl]-3-[(3-ethylimidazol-4-yl)methyl]benzimidazole-5-carboxylic 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
82L  "Create component"  2021-09-03  RCSB  
82L  "Initial release"   2022-06-08  RCSB  
##
