data_8C1
#

_chem_comp.id                                   8C1
_chem_comp.name                                 "4-{[(3R)-piperidin-3-yl]oxy}-6-[(propan-2-yl)oxy]quinoline-7-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H23 N3 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-01-18
_chem_comp.pdbx_modified_date                   2020-06-01
_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                       329.394
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    8C1
_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       5UIS
_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
8C1  C7    C1   C  0  1  Y  N  N   8.377  -16.519  17.997  -0.216   0.824  -0.079  C7    8C1   1  
8C1  C6    C2   C  0  1  Y  N  N   7.342  -16.480  18.980  -0.890  -0.405  -0.048  C6    8C1   2  
8C1  C9    C3   C  0  1  Y  N  N  10.000  -17.648  16.588   1.796   2.126  -0.149  C9    8C1   3  
8C1  C13   C4   C  0  1  Y  N  N   8.363  -14.083  17.977  -2.352   1.991  -0.041  C13   8C1   4  
8C1  C20   C5   C  0  1  N  N  N   7.466  -21.006  17.394   3.937  -1.380  -0.901  C20   8C1   5  
8C1  C21   C6   C  0  1  N  N  N   6.781  -21.172  18.749   5.456  -1.231  -1.022  C21   8C1   6  
8C1  C8    C7   C  0  1  Y  N  N   8.956  -17.717  17.491   1.197   0.881  -0.120  C8    8C1   7  
8C1  C19   C8   C  0  1  N  N  R   8.738  -20.200  17.501   3.353  -0.100  -0.298  C19   8C1   8  
8C1  C1    C9   C  0  1  N  N  N   5.230  -15.813  22.628  -1.554  -3.193   1.274  C1    8C1   9  
8C1  C2    C10  C  0  1  N  N  N   5.455  -16.294  21.238  -2.101  -2.803  -0.101  C2    8C1  10  
8C1  C3    C11  C  0  1  N  N  N   4.191  -16.789  20.597  -2.954  -3.946  -0.653  C3    8C1  11  
8C1  O4    O1   O  0  1  N  N  N   5.969  -15.155  20.482  -2.902  -1.626   0.021  O4    8C1  12  
8C1  C5    C12  C  0  1  Y  N  N   6.879  -15.278  19.446  -2.254  -0.433  -0.009  C5    8C1  13  
8C1  C10   C13  C  0  1  Y  N  N  10.419  -16.397  16.169   1.006   3.272  -0.137  C10   8C1  14  
8C1  N11   N1   N  0  1  Y  N  N   9.913  -15.247  16.583  -0.303   3.208  -0.106  N11   8C1  15  
8C1  C12   C14  C  0  1  Y  N  N   8.897  -15.300  17.503  -0.949   2.036  -0.076  C12   8C1  16  
8C1  C14   C15  C  0  1  Y  N  N   7.369  -14.062  18.927  -2.996   0.765   0.001  C14   8C1  17  
8C1  C15   C16  C  0  1  N  N  N   6.950  -12.687  19.365  -4.472   0.714   0.038  C15   8C1  18  
8C1  O16   O2   O  0  1  N  N  N   7.201  -11.719  18.635  -5.042  -0.359   0.075  O16   8C1  19  
8C1  N17   N2   N  0  1  N  N  N   6.209  -12.557  20.472  -5.186   1.857   0.030  N17   8C1  20  
8C1  O18   O3   O  0  1  N  N  N   8.314  -18.863  17.902   1.942  -0.252  -0.130  O18   8C1  21  
8C1  C22   C17  C  0  1  N  N  N   7.756  -21.698  19.776   6.046  -0.938   0.360  C22   8C1  22  
8C1  N23   N3   N  0  1  N  N  N   8.931  -20.815  19.854   5.456   0.296   0.894  N23   8C1  23  
8C1  C24   C18  C  0  1  N  N  N   9.653  -20.750  18.582   4.004   0.160   1.063  C24   8C1  24  
8C1  HC6   H1   H  0  1  N  N  N   6.923  -17.401  19.357  -0.330  -1.328  -0.056  HC6   8C1  25  
8C1  HC9   H2   H  0  1  N  N  N  10.476  -18.545  16.220   2.872   2.210  -0.180  HC9   8C1  26  
8C1  HC13  H3   H  0  0  N  N  N   8.742  -13.150  17.586  -2.925   2.906  -0.047  HC13  8C1  27  
8C1  H20B  H4   H  0  0  N  N  N   6.777  -20.493  16.708   3.508  -1.546  -1.889  H20B  8C1  28  
8C1  H20A  H5   H  0  0  N  N  N   7.708  -22.002  16.994   3.704  -2.227  -0.255  H20A  8C1  29  
8C1  H21B  H6   H  0  0  N  N  N   6.396  -20.197  19.082   5.883  -2.155  -1.411  H21B  8C1  30  
8C1  H21A  H7   H  0  0  N  N  N   5.946  -21.880  18.647   5.689  -0.409  -1.698  H21A  8C1  31  
8C1  HC19  H8   H  0  0  N  N  N   9.261  -20.178  16.534   3.552   0.740  -0.963  HC19  8C1  32  
8C1  HC1B  H9   H  0  0  N  N  N   4.840  -16.637  23.243  -0.942  -4.090   1.181  HC1B  8C1  33  
8C1  HC1A  H10  H  0  0  N  N  N   6.181  -15.457  23.051  -0.946  -2.378   1.667  HC1A  8C1  34  
8C1  HC1C  H11  H  0  0  N  N  N   4.502  -14.988  22.617  -2.384  -3.387   1.953  HC1C  8C1  35  
8C1  HC2   H12  H  0  1  N  N  N   6.200  -17.104  21.246  -1.270  -2.608  -0.780  HC2   8C1  36  
8C1  HC3A  H13  H  0  0  N  N  N   3.803  -17.647  21.165  -3.784  -4.141   0.026  HC3A  8C1  37  
8C1  HC3C  H14  H  0  0  N  N  N   3.442  -15.983  20.593  -3.344  -3.669  -1.633  HC3C  8C1  38  
8C1  HC3B  H15  H  0  0  N  N  N   4.402  -17.099  19.563  -2.343  -4.844  -0.746  HC3B  8C1  39  
8C1  HC10  H16  H  0  0  N  N  N  11.222  -16.357  15.448   1.485   4.240  -0.161  HC10  8C1  40  
8C1  H17B  H17  H  0  0  N  N  N   5.843  -11.662  20.727  -4.731   2.713   0.001  H17B  8C1  41  
8C1  H17A  H18  H  0  0  N  N  N   6.021  -13.355  21.044  -6.155   1.823   0.054  H17A  8C1  42  
8C1  H22B  H19  H  0  0  N  N  N   7.264  -21.737  20.759   5.825  -1.767   1.032  H22B  8C1  43  
8C1  H22A  H20  H  0  0  N  N  N   8.079  -22.709  19.487   7.126  -0.817   0.275  H22A  8C1  44  
8C1  HN23  H21  H  0  0  N  N  N   9.549  -21.162  20.559   5.680   1.087   0.308  HN23  8C1  45  
8C1  H24B  H23  H  0  0  N  N  N   9.987  -21.759  18.299   3.600   1.079   1.489  H24B  8C1  46  
8C1  H24A  H24  H  0  0  N  N  N  10.527  -20.091  18.691   3.792  -0.674   1.732  H24A  8C1  47  
#   #
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
8C1  C10  N11   DOUB  Y  N   1  
8C1  C10  C9    SING  Y  N   2  
8C1  N11  C12   SING  Y  N   3  
8C1  C9   C8    DOUB  Y  N   4  
8C1  C20  C19   SING  N  N   5  
8C1  C20  C21   SING  N  N   6  
8C1  C8   O18   SING  N  N   7  
8C1  C8   C7    SING  Y  N   8  
8C1  C19  O18   SING  N  N   9  
8C1  C19  C24   SING  N  N  10  
8C1  C12  C13   SING  Y  N  11  
8C1  C12  C7    DOUB  Y  N  12  
8C1  C13  C14   DOUB  Y  N  13  
8C1  C7   C6    SING  Y  N  14  
8C1  C24  N23   SING  N  N  15  
8C1  O16  C15   DOUB  N  N  16  
8C1  C21  C22   SING  N  N  17  
8C1  C14  C15   SING  N  N  18  
8C1  C14  C5    SING  Y  N  19  
8C1  C6   C5    DOUB  Y  N  20  
8C1  C15  N17   SING  N  N  21  
8C1  C5   O4    SING  N  N  22  
8C1  C22  N23   SING  N  N  23  
8C1  O4   C2    SING  N  N  24  
8C1  C3   C2    SING  N  N  25  
8C1  C2   C1    SING  N  N  26  
8C1  C6   HC6   SING  N  N  27  
8C1  C9   HC9   SING  N  N  28  
8C1  C13  HC13  SING  N  N  29  
8C1  C20  H20B  SING  N  N  30  
8C1  C20  H20A  SING  N  N  31  
8C1  C21  H21B  SING  N  N  32  
8C1  C21  H21A  SING  N  N  33  
8C1  C19  HC19  SING  N  N  34  
8C1  C1   HC1B  SING  N  N  35  
8C1  C1   HC1A  SING  N  N  36  
8C1  C1   HC1C  SING  N  N  37  
8C1  C2   HC2   SING  N  N  38  
8C1  C3   HC3A  SING  N  N  39  
8C1  C3   HC3C  SING  N  N  40  
8C1  C3   HC3B  SING  N  N  41  
8C1  C10  HC10  SING  N  N  42  
8C1  N17  H17B  SING  N  N  43  
8C1  N17  H17A  SING  N  N  44  
8C1  C22  H22B  SING  N  N  45  
8C1  C22  H22A  SING  N  N  46  
8C1  N23  HN23  SING  N  N  47  
8C1  C24  H24B  SING  N  N  48  
8C1  C24  H24A  SING  N  N  49  
#   #
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
8C1  SMILES            ACDLabs               12.01  "c21cc(OC(C)C)c(cc1nccc2OC3CCCNC3)C(N)=O"  
8C1  InChI             InChI                 1.03   "InChI=1S/C18H23N3O3/c1-11(2)23-17-9-13-15(8-14(17)18(19)22)21-7-5-16(13)24-12-4-3-6-20-10-12/h5,7-9,11-12,20H,3-4,6,10H2,1-2H3,(H2,19,22)/t12-/m1/s1"  
8C1  InChIKey          InChI                 1.03   WFDCRJQKOODGGI-GFCCVEGCSA-N  
8C1  SMILES_CANONICAL  CACTVS                3.385  "CC(C)Oc1cc2c(O[C@@H]3CCCNC3)ccnc2cc1C(N)=O"  
8C1  SMILES            CACTVS                3.385  "CC(C)Oc1cc2c(O[CH]3CCCNC3)ccnc2cc1C(N)=O"  
8C1  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CC(C)Oc1cc2c(ccnc2cc1C(=O)N)O[C@@H]3CCCNC3"  
8C1  SMILES            "OpenEye OEToolkits"  2.0.6  "CC(C)Oc1cc2c(ccnc2cc1C(=O)N)OC3CCCNC3"  
#   #
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
8C1  "SYSTEMATIC NAME"  ACDLabs               12.01  "4-{[(3R)-piperidin-3-yl]oxy}-6-[(propan-2-yl)oxy]quinoline-7-carboxamide"  
8C1  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "4-[(3~{R})-piperidin-3-yl]oxy-6-propan-2-yloxy-quinoline-7-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
8C1  "Create component"    2017-01-18  RCSB  
8C1  "Modify formula"      2017-05-12  RCSB  
8C1  "Initial release"     2017-05-24  RCSB  
8C1  "Other modification"  2020-06-01  RCSB  
##
