# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 08:23:06 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: 3-[5-(piperidin-1-ylmethyl)-1H-indol-2-yl]-6-(1H-pyrazol-4-yl)quinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1Nc2ccc(cc2C=C1c3[nH]c4ccc(CN5CCCCC5)cc4c3)c6c[nH]nc6
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 306  306  3-[5-(piperidin-1-ylmethyl)-1H-indol-2-yl]-6-(1H-pyrazol-4-yl)quinolin-2(1H)-one  ligand  57  32  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_306
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 306  C     C  CR15  0  -0.117  -11.7136  -5.1622  -1.9071
 306  C1    C  CR5   0  -0.108  -12.3874  -4.8172  -0.7153
 306  C2    C  CR15  0  -0.011  -13.4340  -5.7188  -0.6620
 306  N     N  NR15  0  -0.425  -13.3260  -6.4932  -1.7502
 306  N3    N  N     0  -0.261  -12.2935  -6.1744  -2.5205
 306  C4    C  CR5   0   0.385   -7.5885   0.1066   2.0660
 306  C5    C  CR15  0  -0.452   -6.9704   0.8993   3.0060
 306  N6    N  NR15  0  -0.766   -6.7170  -0.0837   1.0163
 306  C7    C  CR56  0   0.107   -5.6713   1.2105   2.5113
 306  C8    C  CR56  0   0.333   -5.5524   0.5824   1.2535
 306  C9    C  CR16  0  -0.301   -4.4045   0.7085   0.4762
 306  C10   C  CR16  0  -0.332   -3.3754   1.4781   0.9850
 306  C11   C  CR6   0   0.065   -3.4593   2.1121   2.2387
 306  C12   C  CR16  0  -0.384   -4.6066   1.9759   2.9995
 306  C13   C  CH2   0  -0.314   -2.2961   2.9277   2.7482
 306  C14   C  CR6   0   0.114  -12.0605  -3.7550   0.2321
 306  C15   C  CR16  0  -0.336  -13.0251  -3.2688   1.1351
 306  C16   C  CR16  0  -0.290  -12.7403  -2.2602   2.0268
 306  C17   C  CR16  0  -0.431  -10.7988  -3.1882   0.2628
 306  C18   C  CR66  0   0.103  -10.4857  -2.1533   1.1532
 306  C19   C  CR66  0   0.366  -11.4658  -1.6898   2.0374
 306  N20   N  NR16  0  -0.751  -11.1380  -0.6765   2.8963
 306  C21   C  CR6   0   0.511   -9.9306  -0.0393   2.9843
 306  C22   C  CR6   0  -0.189   -8.8994  -0.5244   2.0562
 306  C23   C  CR16  0  -0.231   -9.1986  -1.5434   1.2061
 306  O     O  OC    0  -0.469   -9.7719   0.8647   3.7927
 306  N24   N  NT    0  -0.411   -2.7082   4.1898   3.3270
 306  C25   C  CH2   0  -0.272   -3.2742   5.0821   2.3300
 306  C26   C  CH2   0  -0.435   -3.8174   6.3499   2.9687
 306  C27   C  CH2   0  -0.438   -2.7373   7.0615   3.7716
 306  C28   C  CH2   0  -0.437   -2.0948   6.0904   4.7544
 306  C29   C  CH2   0  -0.275   -1.6216   4.8293   4.0469
 306  H     H  HCR5  0   0.258  -10.8404  -4.6942  -2.3366
 306  H2    H  HCR5  0   0.292  -14.2185  -5.8654   0.0626
 306  HN    H  HNR5  0   0.424  -13.9321  -7.2544  -2.0126
 306  H5    H  HCR5  0   0.252   -7.3851   1.2130   3.9471
 306  HN6   H  HNR5  0   0.412   -6.9356  -0.5467   0.1500
 306  H9    H  HCR6  0   0.257   -4.3203   0.2340  -0.4931
 306  H10   H  HCR6  0   0.244   -2.4753   1.6032   0.3943
 306  H12   H  HCR6  0   0.234   -4.6839   2.4797   3.9556
 306  H131  H  HCH2  0   0.242   -1.7707   2.3611   3.5244
 306  H132  H  HCH2  0   0.203   -1.5666   3.0686   1.9317
 306  H15   H  HCR6  0   0.261  -14.0245  -3.6845   1.1276
 306  H16   H  HCR6  0   0.280  -13.5013  -1.9013   2.7083
 306  H17   H  HCR6  0   0.257  -10.0217  -3.5428  -0.4038
 306  HN20  H  HNR6  0   0.418  -11.8522  -0.3462   3.5324
 306  H23   H  HCR6  0   0.267   -8.4481  -1.9403   0.5326
 306  H251  H  HCH2  0   0.237   -4.0791   4.5624   1.8070
 306  H252  H  HCH2  0   0.180   -2.5211   5.3466   1.5643
 306  H261  H  HCH2  0   0.213   -4.6513   6.0858   3.6263
 306  H262  H  HCH2  0   0.227   -4.2199   7.0021   2.1904
 306  H271  H  HCH2  0   0.209   -1.9736   7.4528   3.0908
 306  H272  H  HCH2  0   0.229   -3.1526   7.9228   4.3000
 306  H281  H  HCH2  0   0.228   -1.2482   6.5566   5.2635
 306  H282  H  HCH2  0   0.214   -2.8196   5.8164   5.5269
 306  H291  H  HCH2  0   0.179   -0.7845   5.0859   3.3717
 306  H292  H  HCH2  0   0.230   -1.2227   4.1217   4.7788

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 306  C    C1    aromatic  1.412  0.020  1.412
 306  C    N3    aromatic  1.318  0.020  1.318
 306  C    H     single    0.930  0.020  1.080
 306  C1   C14   single    1.460  0.020  1.460
 306  C1   C2    aromatic  1.382  0.020  1.382
 306  C2   N     aromatic  1.340  0.020  1.340
 306  C2   H2    single    0.930  0.020  1.080
 306  N    N3    aromatic  1.327  0.020  1.327
 306  N    HN    single    0.860  0.020  1.020
 306  C4   N6    aromatic  1.378  0.020  1.378
 306  C4   C22   single    1.455  0.020  1.455
 306  C4   C5    aromatic  1.376  0.020  1.376
 306  C5   C7    aromatic  1.425  0.020  1.425
 306  C5   H5    single    0.930  0.020  1.080
 306  N6   C8    aromatic  1.362  0.020  1.362
 306  N6   HN6   single    0.860  0.020  1.020
 306  C7   C8    aromatic  1.411  0.020  1.411
 306  C7   C12   aromatic  1.399  0.020  1.399
 306  C8   C9    aromatic  1.392  0.020  1.392
 306  C9   C10   aromatic  1.382  0.020  1.382
 306  C9   H9    single    0.930  0.020  1.080
 306  C10  C11   aromatic  1.407  0.020  1.407
 306  C10  H10   single    0.930  0.020  1.080
 306  C11  C13   single    1.509  0.020  1.509
 306  C11  C12   aromatic  1.383  0.020  1.383
 306  C12  H12   single    0.930  0.020  1.080
 306  C13  N24   single    1.448  0.020  1.448
 306  C13  H131  single    0.970  0.020  1.090
 306  C13  H132  single    0.970  0.020  1.090
 306  C14  C15   aromatic  1.408  0.020  1.408
 306  C14  C17   aromatic  1.384  0.020  1.384
 306  C15  C16   aromatic  1.376  0.020  1.376
 306  C15  H15   single    0.930  0.020  1.080
 306  C16  C19   aromatic  1.396  0.020  1.396
 306  C16  H16   single    0.930  0.020  1.080
 306  C17  C18   aromatic  1.401  0.020  1.401
 306  C17  H17   single    0.930  0.020  1.080
 306  C18  C19   aromatic  1.399  0.020  1.399
 306  C18  C23   aromatic  1.425  0.020  1.425
 306  C19  N20   aromatic  1.368  0.020  1.368
 306  N20  C21   aromatic  1.368  0.020  1.368
 306  N20  HN20  single    0.860  0.020  1.020
 306  C21  O     double    1.223  0.020  1.223
 306  C21  C22   aromatic  1.470  0.020  1.470
 306  C22  C23   aromatic  1.360  0.020  1.360
 306  C23  H23   single    0.930  0.020  1.080
 306  N24  C29   single    1.452  0.020  1.452
 306  N24  C25   single    1.453  0.020  1.453
 306  C25  C26   single    1.520  0.020  1.520
 306  C25  H251  single    0.970  0.020  1.090
 306  C25  H252  single    0.970  0.020  1.090
 306  C26  C27   single    1.522  0.020  1.522
 306  C26  H261  single    0.970  0.020  1.090
 306  C26  H262  single    0.970  0.020  1.090
 306  C27  C28   single    1.524  0.020  1.524
 306  C27  H271  single    0.970  0.020  1.090
 306  C27  H272  single    0.970  0.020  1.090
 306  C28  C29   single    1.521  0.020  1.521
 306  C28  H281  single    0.970  0.020  1.090
 306  C28  H282  single    0.970  0.020  1.090
 306  C29  H291  single    0.970  0.020  1.090
 306  C29  H292  single    0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 306  H     C    N3    120.24  3.000
 306  H     C    C1    128.01  3.000
 306  N3    C    C1    111.75  3.000
 306  C14   C1   C2    128.24  3.000
 306  C2    C1   C     103.56  3.000
 306  C14   C1   C     128.20  3.000
 306  H2    C2   N     121.73  3.000
 306  H2    C2   C1    131.72  3.000
 306  N     C2   C1    106.54  3.000
 306  HN    N    N3    119.89  3.000
 306  HN    N    C2    126.84  3.000
 306  N3    N    C2    113.28  3.000
 306  N     N3   C     104.88  3.000
 306  C22   C4   N6    120.33  3.000
 306  C22   C4   C5    131.23  3.000
 306  N6    C4   C5    108.42  3.000
 306  H5    C5   C7    126.30  3.000
 306  H5    C5   C4    126.34  3.000
 306  C7    C5   C4    107.35  3.000
 306  HN6   N6   C8    124.09  3.000
 306  HN6   N6   C4    125.61  3.000
 306  C8    N6   C4    109.91  3.000
 306  C12   C7   C8    119.37  3.000
 306  C12   C7   C5    133.80  3.000
 306  C8    C7   C5    106.81  3.000
 306  C9    C8   C7    121.80  3.000
 306  C9    C8   N6    130.69  3.000
 306  C7    C8   N6    107.51  3.000
 306  H9    C9   C10   121.05  3.000
 306  H9    C9   C8    121.63  3.000
 306  C10   C9   C8    117.32  3.000
 306  H10   C10  C11   118.88  3.000
 306  H10   C10  C9    118.82  3.000
 306  C11   C10  C9    122.30  3.000
 306  C13   C11  C12   120.44  3.000
 306  C12   C11  C10   119.67  3.000
 306  C13   C11  C10   119.88  3.000
 306  H12   C12  C11   119.92  3.000
 306  H12   C12  C7    120.53  3.000
 306  C11   C12  C7    119.54  3.000
 306  H132  C13  H131  105.85  3.000
 306  H132  C13  N24   111.86  3.000
 306  H131  C13  N24   107.70  3.000
 306  H132  C13  C11   109.18  3.000
 306  H131  C13  C11   109.24  3.000
 306  N24   C13  C11   112.74  3.000
 306  C17   C14  C15   117.98  3.000
 306  C17   C14  C1    121.10  3.000
 306  C15   C14  C1    120.92  3.000
 306  H15   C15  C16   118.50  3.000
 306  H15   C15  C14   119.70  3.000
 306  C16   C15  C14   121.80  3.000
 306  H16   C16  C19   120.09  3.000
 306  H16   C16  C15   120.35  3.000
 306  C19   C16  C15   119.55  3.000
 306  H17   C17  C18   118.20  3.000
 306  H17   C17  C14   120.42  3.000
 306  C18   C17  C14   121.38  3.000
 306  C23   C18  C19   117.86  3.000
 306  C23   C18  C17   122.80  3.000
 306  C19   C18  C17   119.34  3.000
 306  N20   C19  C18   118.31  3.000
 306  N20   C19  C16   121.73  3.000
 306  C18   C19  C16   119.96  3.000
 306  HN20  N20  C21   115.49  3.000
 306  HN20  N20  C19   117.86  3.000
 306  C21   N20  C19   126.64  3.000
 306  O     C21  C22   124.77  3.000
 306  C22   C21  N20   115.14  3.000
 306  O     C21  N20   120.09  3.000
 306  C23   C22  C21   119.18  3.000
 306  C23   C22  C4    121.82  3.000
 306  C21   C22  C4    118.99  3.000
 306  H23   C23  C22   120.69  3.000
 306  H23   C23  C18   116.46  3.000
 306  C22   C23  C18   122.85  3.000
 306  C29   N24  C25   111.18  3.000
 306  C25   N24  C13   111.83  3.000
 306  C29   N24  C13   111.66  3.000
 306  H252  C25  H251  106.52  3.000
 306  H252  C25  C26   109.56  3.000
 306  H251  C25  C26   109.57  3.000
 306  H252  C25  N24   110.90  3.000
 306  H251  C25  N24   108.88  3.000
 306  C26   C25  N24   111.29  3.000
 306  H262  C26  H261  106.94  3.000
 306  H262  C26  C27   110.98  3.000
 306  H261  C26  C27   109.67  3.000
 306  H262  C26  C25   109.29  3.000
 306  H261  C26  C25   108.88  3.000
 306  C27   C26  C25   110.98  3.000
 306  H272  C27  H271  106.50  3.000
 306  H272  C27  C28   110.54  3.000
 306  H271  C27  C28   109.54  3.000
 306  H272  C27  C26   110.73  3.000
 306  H271  C27  C26   109.50  3.000
 306  C28   C27  C26   109.96  3.000
 306  H282  C28  H281  106.93  3.000
 306  H282  C28  C29   109.07  3.000
 306  H281  C28  C29   109.24  3.000
 306  H282  C28  C27   109.61  3.000
 306  H281  C28  C27   110.82  3.000
 306  C29   C28  C27   111.07  3.000
 306  H292  C29  H291  106.42  3.000
 306  H292  C29  C28   109.79  3.000
 306  H291  C29  C28   109.09  3.000
 306  H292  C29  N24   108.66  3.000
 306  H291  C29  N24   111.47  3.000
 306  C28   C29  N24   111.28  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 306  CONST_03  N     C2   C1   C      0.00   0.0  0
 306  CONST_04  C2    N    N3   C      0.00   0.0  0
 306  CONST_05  N     N3   C    C1     0.00   0.0  0
 306  CONST_06  C16   C15  C14  C1   180.00   0.0  0
 306  CONST_07  C18   C17  C14  C1   180.00   0.0  0
 306  CONST_08  N3    N    C2   C1     0.00   0.0  0
 306  CONST_09  N3    C    C1   C2     0.00   0.0  0
 306  CONST_12  C14   C1   C2   N    180.00   0.0  0
 306  CONST_13  C14   C1   C    N3   180.00   0.0  0
 306  CONST_14  C7    C8   N6   C4     0.00   0.0  0
 306  CONST_15  C9    C8   N6   C4   180.00   0.0  0
 306  CONST_16  N20   C21  C22  C4   180.00   0.0  0
 306  CONST_17  C18   C23  C22  C4   180.00   0.0  0
 306  CONST_18  C8    C7   C5   C4     0.00   0.0  0
 306  CONST_19  C12   C7   C5   C4   180.00   0.0  0
 306  CONST_20  C8    N6   C4   C5     0.00   0.0  0
 306  CONST_23  N6    C8   C7   C5     0.00   0.0  0
 306  CONST_24  C9    C8   C7   C5   180.00   0.0  0
 306  CONST_25  C11   C12  C7   C5   180.00   0.0  0
 306  CONST_28  C7    C5   C4   N6     0.00   0.0  0
 306  CONST_29  C12   C7   C8   N6   180.00   0.0  0
 306  CONST_30  C10   C9   C8   N6   180.00   0.0  0
 306  CONST_31  C22   C4   C5   C7   180.00   0.0  0
 306  CONST_32  C10   C9   C8   C7     0.00   0.0  0
 306  CONST_33  C10   C11  C12  C7     0.00   0.0  0
 306  CONST_34  C22   C4   N6   C8   180.00   0.0  0
 306  CONST_35  C11   C12  C7   C8     0.00   0.0  0
 306  CONST_36  C11   C10  C9   C8     0.00   0.0  0
 306  CONST_37  C12   C7   C8   C9     0.00   0.0  0
 306  CONST_38  C12   C11  C10  C9     0.00   0.0  0
 306  CONST_39  C19   C16  C15  C14    0.00   0.0  0
 306  CONST_40  C19   C18  C17  C14    0.00   0.0  0
 306  CONST_41  C23   C18  C17  C14  180.00   0.0  0
 306  CONST_42  C18   C17  C14  C15    0.00   0.0  0
 306  CONST_43  C18   C19  C16  C15    0.00   0.0  0
 306  CONST_44  N20   C19  C16  C15  180.00   0.0  0
 306  CONST_45  C17   C14  C15  C16    0.00   0.0  0
 306  CONST_46  C17   C18  C19  C16    0.00   0.0  0
 306  CONST_47  C23   C18  C19  C16  180.00   0.0  0
 306  CONST_48  C21   N20  C19  C16  180.00   0.0  0
 306  CONST_49  N20   C19  C18  C17  180.00   0.0  0
 306  CONST_50  C22   C23  C18  C17  180.00   0.0  0
 306  CONST_51  C21   N20  C19  C18    0.00   0.0  0
 306  CONST_52  C21   C22  C23  C18    0.00   0.0  0
 306  CONST_53  C22   C23  C18  C19    0.00   0.0  0
 306  CONST_54  C22   C21  N20  C19    0.00   0.0  0
 306  CONST_55  C23   C18  C19  N20    0.00   0.0  0
 306  CONST_56  C23   C22  C21  N20    0.00   0.0  0
 306  CONST_57  O     C21  C22  C4     0.00   0.0  0
 306  CONST_58  C13   C11  C12  C7   180.00   0.0  0
 306  CONST_59  C13   C11  C10  C9   180.00   0.0  0
 306  CONST_60  O     C21  N20  C19  180.00   0.0  0
 306  CONST_61  O     C21  C22  C23  180.00   0.0  0
 306  CONST_62  H2    C2   C1   C    180.00   0.0  0
 306  CONST_63  HN    N    N3   C    180.00   0.0  0
 306  CONST_64  H15   C15  C14  C1     0.00   0.0  0
 306  CONST_65  H17   C17  C14  C1     0.00   0.0  0
 306  CONST_66  H     C    C1   C2   180.00   0.0  0
 306  CONST_67  H23   C23  C22  C4     0.00   0.0  0
 306  CONST_68  HN6   N6   C4   C5   180.00   0.0  0
 306  CONST_69  H12   C12  C7   C5     0.00   0.0  0
 306  CONST_70  H5    C5   C4   N6   180.00   0.0  0
 306  CONST_71  H9    C9   C8   N6     0.00   0.0  0
 306  CONST_72  H10   C10  C9   C8   180.00   0.0  0
 306  CONST_73  H16   C16  C15  C14  180.00   0.0  0
 306  CONST_74  HN20  N20  C19  C16    0.00   0.0  0
 306  Var_01    C27   C28  C29  N24  -56.09  30.0  1
 306  Var_02    C27   C26  C25  N24   56.42  30.0  1
 306  Var_03    C28   C29  N24  C25   59.40  30.0  1
 306  Var_04    C28   C27  C26  C25  -52.57  30.0  1
 306  Var_05    C29   N24  C25  C26  -59.61  30.0  1
 306  Var_06    C29   C28  C27  C26   52.43  30.0  1
 306  Var_07    N24   C13  C11  C10  135.76  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 306  plan-1  C     0.020
 306  plan-1  C1    0.020
 306  plan-1  C2    0.020
 306  plan-1  N     0.020
 306  plan-1  N3    0.020
 306  plan-1  C14   0.020
 306  plan-1  H     0.020
 306  plan-1  H2    0.020
 306  plan-1  HN    0.020
 306  plan-2  C4    0.020
 306  plan-2  C5    0.020
 306  plan-2  N6    0.020
 306  plan-2  C7    0.020
 306  plan-2  C8    0.020
 306  plan-2  C9    0.020
 306  plan-2  C10   0.020
 306  plan-2  C11   0.020
 306  plan-2  C12   0.020
 306  plan-2  C13   0.020
 306  plan-2  C22   0.020
 306  plan-2  H5    0.020
 306  plan-2  HN6   0.020
 306  plan-2  H9    0.020
 306  plan-2  H10   0.020
 306  plan-2  H12   0.020
 306  plan-3  C1    0.020
 306  plan-3  C4    0.020
 306  plan-3  C14   0.020
 306  plan-3  C15   0.020
 306  plan-3  C16   0.020
 306  plan-3  C17   0.020
 306  plan-3  C18   0.020
 306  plan-3  C19   0.020
 306  plan-3  N20   0.020
 306  plan-3  C21   0.020
 306  plan-3  C22   0.020
 306  plan-3  C23   0.020
 306  plan-3  O     0.020
 306  plan-3  H15   0.020
 306  plan-3  H16   0.020
 306  plan-3  H17   0.020
 306  plan-3  HN20  0.020
 306  plan-3  H23   0.020

