data_OH8
#

_chem_comp.id                                   OH8
_chem_comp.name                                 "~{N}-[[1-(2-methoxyethyl)piperidin-4-yl]methyl]-5-(5-propan-2-yloxypyridin-3-yl)-1~{H}-indazole-3-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H33 N5 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-03-10
_chem_comp.pdbx_modified_date                   2020-05-15
_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                       451.561
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OH8
_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       6Y9R
_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
OH8  C1   C1   C  0  1  Y  N  N  -11.306  -14.896   -1.989   -6.031  -0.506  -0.142  C1   OH8   1  
OH8  C2   C2   C  0  1  Y  N  N  -10.597  -15.966   -1.456   -4.665  -0.734   0.046  C2   OH8   2  
OH8  C3   C3   C  0  1  Y  N  N   -9.421  -15.677   -0.773   -4.227  -2.030   0.308  C3   OH8   3  
OH8  C5   C4   C  0  1  Y  N  N   -9.622  -13.425   -1.147   -6.379  -2.849   0.208  C5   OH8   4  
OH8  C6   C5   C  0  1  Y  N  N  -10.807  -13.604   -1.837   -6.896  -1.589  -0.057  C6   OH8   5  
OH8  C8   C6   C  0  1  N  N  N  -12.800  -12.565   -2.737   -8.675  -0.111  -0.609  C8   OH8   6  
OH8  C11  C7   C  0  1  Y  N  N  -11.097  -17.355   -1.595   -3.696   0.387  -0.034  C11  OH8   7  
OH8  C12  C8   C  0  1  Y  N  N  -12.415  -17.614   -1.948   -2.341   0.146   0.149  C12  OH8   8  
OH8  C15  C9   C  0  1  Y  N  N  -10.653  -19.717   -1.465   -3.273   2.728  -0.376  C15  OH8   9  
OH8  C16  C10  C  0  1  Y  N  N  -10.229  -18.433   -1.360   -4.149   1.685  -0.299  C16  OH8  10  
OH8  C19  C11  C  0  1  Y  N  N  -14.113  -19.587   -2.404    0.011   1.357   0.200  C19  OH8  11  
OH8  C23  C12  C  0  1  N  N  N  -18.100  -18.667   -4.509    4.680   0.124   0.896  C23  OH8  12  
OH8  C24  C13  C  0  1  N  N  N  -17.919  -19.817   -5.475    5.683  -0.959   1.304  C24  OH8  13  
OH8  C27  C14  C  0  1  N  N  N  -19.892  -17.788   -6.016    6.488   1.206  -0.445  C27  OH8  14  
OH8  C30  C15  C  0  1  N  N  N  -20.129  -19.762   -9.209    9.728  -0.640  -0.197  C30  OH8  15  
OH8  C32  C16  C  0  1  N  N  N  -20.328  -20.469  -11.469   10.285  -2.534  -1.556  C32  OH8  16  
OH8  N4   N1   N  0  1  Y  N  N   -8.978  -14.450   -0.648   -5.084  -3.028   0.379  N4   OH8  17  
OH8  O7   O1   O  0  1  N  N  N  -11.431  -12.510   -2.342   -8.233  -1.416  -0.232  O7   OH8  18  
OH8  C9   C17  C  0  1  N  N  N  -13.008  -11.603   -3.895  -10.021  -0.216  -1.328  C9   OH8  19  
OH8  C10  C18  C  0  1  N  N  N  -13.693  -12.231   -1.544   -8.831   0.756   0.642  C10  OH8  20  
OH8  C13  C19  C  0  1  Y  N  N  -12.850  -18.926   -2.063   -1.445   1.206   0.071  C13  OH8  21  
OH8  C14  C20  C  0  1  Y  N  N  -11.963  -19.991   -1.815   -1.911   2.510  -0.191  C14  OH8  22  
OH8  N17  N2   N  0  1  Y  N  N  -12.680  -21.134   -1.993   -0.800   3.313  -0.204  N17  OH8  23  
OH8  N18  N3   N  0  1  Y  N  N  -13.894  -20.877   -2.316    0.267   2.635   0.019  N18  OH8  24  
OH8  C20  C21  C  0  1  N  N  N  -15.386  -18.931   -2.718    0.989   0.291   0.478  C20  OH8  25  
OH8  N21  N4   N  0  1  N  N  N  -16.489  -19.675   -2.845    2.301   0.586   0.568  N21  OH8  26  
OH8  C22  C22  C  0  1  N  N  N  -17.820  -19.123   -3.089    3.273  -0.474   0.845  C22  OH8  27  
OH8  C25  C23  C  0  1  N  N  N  -18.240  -19.292   -6.875    7.095  -0.369   1.294  C25  OH8  28  
OH8  N26  N5   N  0  1  N  N  N  -19.654  -18.890   -6.941    7.408   0.132  -0.051  N26  OH8  29  
OH8  C28  C24  C  0  1  N  N  N  -19.571  -18.236   -4.586    5.057   0.665  -0.487  C28  OH8  30  
OH8  C29  C25  C  0  1  N  N  N  -20.029  -18.516   -8.321    8.805   0.579  -0.133  C29  OH8  31  
OH8  O31  O2   O  0  1  N  N  N  -20.470  -19.410  -10.521    9.471  -1.370  -1.398  O31  OH8  32  
OH8  O33  O3   O  0  1  N  N  N  -15.415  -17.731   -2.832    0.612  -0.856   0.626  O33  OH8  33  
OH8  H1   H1   H  0  1  N  N  N  -12.234  -15.064   -2.515   -6.404   0.488  -0.342  H1   OH8  34  
OH8  H2   H2   H  0  1  N  N  N   -8.857  -16.486   -0.333   -3.174  -2.218   0.455  H2   OH8  35  
OH8  H3   H3   H  0  1  N  N  N   -9.224  -12.429   -1.018   -7.046  -3.695   0.274  H3   OH8  36  
OH8  H4   H4   H  0  1  N  N  N  -13.046  -13.581   -3.080   -7.941   0.343  -1.276  H4   OH8  37  
OH8  H5   H5   H  0  1  N  N  N  -13.098  -16.798   -2.132   -1.987  -0.854   0.350  H5   OH8  38  
OH8  H6   H6   H  0  1  N  N  N   -9.966  -20.528   -1.275   -3.637   3.724  -0.581  H6   OH8  39  
OH8  H7   H7   H  0  1  N  N  N   -9.202  -18.236   -1.090   -5.205   1.862  -0.444  H7   OH8  40  
OH8  H8   H8   H  0  1  N  N  N  -17.443  -17.828   -4.780    4.705   0.936   1.623  H8   OH8  41  
OH8  H9   H9   H  0  1  N  N  N  -18.604  -20.638   -5.215    5.445  -1.316   2.305  H9   OH8  42  
OH8  H10  H10  H  0  1  N  N  N  -16.881  -20.179   -5.438    5.629  -1.788   0.599  H10  OH8  43  
OH8  H11  H11  H  0  1  N  N  N  -19.248  -16.938   -6.286    6.548   2.018   0.280  H11  OH8  44  
OH8  H12  H12  H  0  1  N  N  N  -20.947  -17.482   -6.075    6.764   1.578  -1.432  H12  OH8  45  
OH8  H13  H13  H  0  1  N  N  N  -20.900  -20.433   -8.803   10.767  -0.310  -0.187  H13  OH8  46  
OH8  H14  H14  H  0  1  N  N  N  -19.159  -20.280   -9.215    9.542  -1.281   0.665  H14  OH8  47  
OH8  H15  H15  H  0  1  N  N  N  -20.615  -20.109  -12.468   10.029  -3.032  -2.491  H15  OH8  48  
OH8  H16  H16  H  0  1  N  N  N  -19.281  -20.806  -11.488   11.335  -2.244  -1.575  H16  OH8  49  
OH8  H17  H17  H  0  1  N  N  N  -20.978  -21.308  -11.181   10.111  -3.215  -0.723  H17  OH8  50  
OH8  H18  H18  H  0  1  N  N  N  -14.061  -11.633   -4.213  -10.755  -0.669  -0.662  H18  OH8  51  
OH8  H19  H19  H  0  1  N  N  N  -12.751  -10.583   -3.575  -10.358   0.780  -1.616  H19  OH8  52  
OH8  H20  H20  H  0  1  N  N  N  -12.363  -11.897   -4.736   -9.910  -0.834  -2.220  H20  OH8  53  
OH8  H21  H21  H  0  1  N  N  N  -13.508  -12.952   -0.734   -7.872   0.831   1.154  H21  OH8  54  
OH8  H22  H22  H  0  1  N  N  N  -13.466  -11.215   -1.190   -9.168   1.752   0.354  H22  OH8  55  
OH8  H23  H23  H  0  1  N  N  N  -14.748  -12.286   -1.849   -9.565   0.303   1.309  H23  OH8  56  
OH8  H24  H24  H  0  1  N  N  N  -12.308  -22.056   -1.886   -0.817   4.270  -0.362  H24  OH8  57  
OH8  H25  H25  H  0  1  N  N  N  -16.398  -20.668   -2.769    2.601   1.501   0.451  H25  OH8  58  
OH8  H26  H26  H  0  1  N  N  N  -17.952  -18.256   -2.425    3.226  -1.225   0.056  H26  OH8  59  
OH8  H27  H27  H  0  1  N  N  N  -18.558  -19.897   -2.832    3.041  -0.939   1.803  H27  OH8  60  
OH8  H28  H28  H  0  1  N  N  N  -18.050  -20.083   -7.615    7.151   0.451   2.009  H28  OH8  61  
OH8  H29  H29  H  0  1  N  N  N  -17.602  -18.423   -7.095    7.813  -1.142   1.570  H29  OH8  62  
OH8  H31  H31  H  0  1  N  N  N  -19.746  -17.402   -3.891    4.993  -0.139  -1.220  H31  OH8  63  
OH8  H32  H32  H  0  1  N  N  N  -20.217  -19.083   -4.312    4.373   1.467  -0.765  H32  OH8  64  
OH8  H33  H33  H  0  1  N  N  N  -19.266  -17.839   -8.732    9.049   1.174   0.747  H33  OH8  65  
OH8  H34  H34  H  0  1  N  N  N  -21.003  -18.004   -8.305    8.941   1.184  -1.030  H34  OH8  66  
#   #
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
OH8  C32  O31  SING  N  N   1  
OH8  O31  C30  SING  N  N   2  
OH8  C30  C29  SING  N  N   3  
OH8  C29  N26  SING  N  N   4  
OH8  N26  C25  SING  N  N   5  
OH8  N26  C27  SING  N  N   6  
OH8  C25  C24  SING  N  N   7  
OH8  C27  C28  SING  N  N   8  
OH8  C24  C23  SING  N  N   9  
OH8  C28  C23  SING  N  N  10  
OH8  C23  C22  SING  N  N  11  
OH8  C9   C8   SING  N  N  12  
OH8  C22  N21  SING  N  N  13  
OH8  N21  C20  SING  N  N  14  
OH8  O33  C20  DOUB  N  N  15  
OH8  C8   O7   SING  N  N  16  
OH8  C8   C10  SING  N  N  17  
OH8  C20  C19  SING  N  N  18  
OH8  C19  N18  DOUB  Y  N  19  
OH8  C19  C13  SING  Y  N  20  
OH8  O7   C6   SING  N  N  21  
OH8  N18  N17  SING  Y  N  22  
OH8  C13  C12  DOUB  Y  N  23  
OH8  C13  C14  SING  Y  N  24  
OH8  N17  C14  SING  Y  N  25  
OH8  C1   C6   DOUB  Y  N  26  
OH8  C1   C2   SING  Y  N  27  
OH8  C12  C11  SING  Y  N  28  
OH8  C6   C5   SING  Y  N  29  
OH8  C14  C15  DOUB  Y  N  30  
OH8  C11  C2   SING  N  N  31  
OH8  C11  C16  DOUB  Y  N  32  
OH8  C15  C16  SING  Y  N  33  
OH8  C2   C3   DOUB  Y  N  34  
OH8  C5   N4   DOUB  Y  N  35  
OH8  C3   N4   SING  Y  N  36  
OH8  C1   H1   SING  N  N  37  
OH8  C3   H2   SING  N  N  38  
OH8  C5   H3   SING  N  N  39  
OH8  C8   H4   SING  N  N  40  
OH8  C12  H5   SING  N  N  41  
OH8  C15  H6   SING  N  N  42  
OH8  C16  H7   SING  N  N  43  
OH8  C23  H8   SING  N  N  44  
OH8  C24  H9   SING  N  N  45  
OH8  C24  H10  SING  N  N  46  
OH8  C27  H11  SING  N  N  47  
OH8  C27  H12  SING  N  N  48  
OH8  C30  H13  SING  N  N  49  
OH8  C30  H14  SING  N  N  50  
OH8  C32  H15  SING  N  N  51  
OH8  C32  H16  SING  N  N  52  
OH8  C32  H17  SING  N  N  53  
OH8  C9   H18  SING  N  N  54  
OH8  C9   H19  SING  N  N  55  
OH8  C9   H20  SING  N  N  56  
OH8  C10  H21  SING  N  N  57  
OH8  C10  H22  SING  N  N  58  
OH8  C10  H23  SING  N  N  59  
OH8  N17  H24  SING  N  N  60  
OH8  N21  H25  SING  N  N  61  
OH8  C22  H26  SING  N  N  62  
OH8  C22  H27  SING  N  N  63  
OH8  C25  H28  SING  N  N  64  
OH8  C25  H29  SING  N  N  65  
OH8  C28  H31  SING  N  N  66  
OH8  C28  H32  SING  N  N  67  
OH8  C29  H33  SING  N  N  68  
OH8  C29  H34  SING  N  N  69  
#   #
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
OH8  InChI             InChI                 1.03   "InChI=1S/C25H33N5O3/c1-17(2)33-21-12-20(15-26-16-21)19-4-5-23-22(13-19)24(29-28-23)25(31)27-14-18-6-8-30(9-7-18)10-11-32-3/h4-5,12-13,15-18H,6-11,14H2,1-3H3,(H,27,31)(H,28,29)"  
OH8  InChIKey          InChI                 1.03   PKDWPGOXVXMHCS-UHFFFAOYSA-N  
OH8  SMILES_CANONICAL  CACTVS                3.385  "COCCN1CCC(CC1)CNC(=O)c2n[nH]c3ccc(cc23)c4cncc(OC(C)C)c4"  
OH8  SMILES            CACTVS                3.385  "COCCN1CCC(CC1)CNC(=O)c2n[nH]c3ccc(cc23)c4cncc(OC(C)C)c4"  
OH8  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(C)Oc1cc(cnc1)c2ccc3c(c2)c(n[nH]3)C(=O)NCC4CCN(CC4)CCOC"  
OH8  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C)Oc1cc(cnc1)c2ccc3c(c2)c(n[nH]3)C(=O)NCC4CCN(CC4)CCOC"  
#
_pdbx_chem_comp_identifier.comp_id          OH8
_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}-[[1-(2-methoxyethyl)piperidin-4-yl]methyl]-5-(5-propan-2-yloxypyridin-3-yl)-1~{H}-indazole-3-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
OH8  "Create component"  2020-03-10  PDBE  
OH8  "Initial release"   2020-05-20  RCSB  
##
