# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 22:45:26 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 2-[5-(2-methoxyethoxy)pyridin-3-yl]-8,9,10,11-tetrahydro-7H-pyrido[3',4':4,5]pyrrolo[2,3-f]isoquinolin-7-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCOc1cncc(c1)c2cc3c4[nH]c5CCNC(=O)c5c4ccc3cn2
#
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
 HGF  HGF  2-[5-(2-methoxyethoxy)pyridin-3-yl]-8,9,10,11-tetrahydro-7H-pyrido[3',4':4,5]pyrrolo[2,3-f]isoquinolin-7-one  ligand  49  29  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HGF
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
 HGF  N1    N  NR15  0  -0.742  -3.3125   1.2125   0.1275
 HGF  C3    C  CR56  0   0.287  -2.8286  -0.0533  -0.0863
 HGF  C4    C  CR66  0   0.232  -1.4982  -0.4854  -0.2645
 HGF  C5    C  CR66  0  -0.043  -1.3133  -1.8752  -0.4585
 HGF  C6    C  CR16  0  -0.100   0.0139  -2.3213  -0.6179
 HGF  N8    N  N     0  -0.438   1.0609  -1.5409  -0.6090
 HGF  C9    C  CR6   0   0.227   0.8836  -0.2115  -0.4376
 HGF  C10   C  CR16  0  -0.401  -0.3621   0.3431  -0.2545
 HGF  C12   C  CR6   0  -0.003   2.1101   0.6094  -0.4366
 HGF  C13   C  CR16  0  -0.129   2.0881   1.9719  -0.7494
 HGF  N15   N  N     0  -0.382   3.1694   2.7289  -0.7490
 HGF  C16   C  CR16  0  -0.194   4.3430   2.1897  -0.4378
 HGF  C18   C  CR6   0   0.352   4.4789   0.8393  -0.1188
 HGF  C19   C  CR16  0  -0.298   3.3381   0.0427  -0.1301
 HGF  O21   O  O2    0  -0.467   5.6350   0.2414   0.2061
 HGF  C22   C  CH2   0  -0.225   6.8205   1.0206   0.2442
 HGF  C25   C  CH2   0  -0.160   7.9526   0.1413   0.7030
 HGF  O28   O  O2    0  -0.483   8.1868  -0.8665  -0.2434
 HGF  C29   C  CH3   0  -0.397   9.2252  -1.7312   0.1416
 HGF  C33   C  CR16  0  -0.325  -2.4180  -2.7698  -0.4792
 HGF  C35   C  CR16  0  -0.368  -3.6946  -2.3190  -0.3106
 HGF  C37   C  CR56  0   0.077  -3.9144  -0.9349  -0.1097
 HGF  C38   C  CR5   0  -0.176  -5.0766  -0.1355   0.0921
 HGF  C39   C  CR5   0   0.360  -4.6564   1.1670   0.2337
 HGF  C40   C  CH2   0  -0.526  -5.5795   2.2914   0.5211
 HGF  C43   C  CH2   0  -0.287  -6.9511   1.9077  -0.0228
 HGF  N46   N  NH1   0  -0.650  -7.3188   0.5522   0.3561
 HGF  C48   C  C     0   0.464  -6.4797  -0.5066   0.2379
 HGF  O49   O  O     0  -0.491  -6.8648  -1.6702   0.2923
 HGF  H6    H  HCR6  0   0.268   0.1963  -3.3830  -0.7595
 HGF  H10   H  HCR6  0   0.259  -0.4701   1.4061  -0.0850
 HGF  H13   H  HCR6  0   0.256   1.1625   2.4616  -1.0309
 HGF  H16   H  HCR6  0   0.280   5.1936   2.8598  -0.4506
 HGF  H19   H  HCR6  0   0.272   3.4141  -1.0104   0.1088
 HGF  H22   H  HCH2  0   0.238   7.0376   1.4430  -0.7432
 HGF  H22A  H  HCH2  0   0.239   6.7188   1.8509   0.9510
 HGF  H25   H  HCH2  0   0.215   8.8375   0.7795   0.8359
 HGF  H25A  H  HCH2  0   0.212   7.7174  -0.2843   1.6889
 HGF  H29   H  HCH3  0   0.205  10.1790  -1.2026   0.2585
 HGF  H29A  H  HCH3  0   0.206   9.0064  -2.2406   1.0878
 HGF  H29B  H  HCH3  0   0.235   9.3425  -2.4843  -0.6365
 HGF  H33   H  HCR6  0   0.258  -2.2272  -3.8253  -0.6291
 HGF  H35   H  HCR6  0   0.254  -4.5298  -3.0042  -0.3262
 HGF  H40   H  HCH2  0   0.277  -5.6233   2.4635   1.6010
 HGF  H40A  H  HCH2  0   0.280  -5.2486   3.2217   0.0584
 HGF  H43   H  HCH2  0   0.267  -7.7090   2.5835   0.3680
 HGF  H43A  H  HCH2  0   0.243  -6.9474   2.0138  -1.1128
 HGF  HN46  H  HNH1  0   0.398  -8.3046   0.3380   0.3764
 HGF  HN1   H  HNR5  0   0.423  -2.7596   2.0528   0.1931

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
 HGF  C3   N1    aromatic  1.372  0.020  1.372
 HGF  N1   C39   aromatic  1.349  0.020  1.349
 HGF  C4   C3    aromatic  1.410  0.020  1.410
 HGF  C3   C37   aromatic  1.399  0.020  1.399
 HGF  C5   C4    aromatic  1.415  0.020  1.415
 HGF  C10  C4    aromatic  1.406  0.020  1.406
 HGF  C6   C5    aromatic  1.409  0.020  1.409
 HGF  C5   C33   aromatic  1.422  0.020  1.422
 HGF  N8   C6    aromatic  1.306  0.020  1.306
 HGF  C6   H6    single    0.930  0.020  1.080
 HGF  N8   C9    aromatic  1.352  0.020  1.352
 HGF  C12  C9    single    1.476  0.020  1.476
 HGF  C9   C10   aromatic  1.376  0.020  1.376
 HGF  C10  H10   single    0.930  0.020  1.080
 HGF  C13  C12   aromatic  1.398  0.020  1.398
 HGF  C12  C19   aromatic  1.387  0.020  1.387
 HGF  N15  C13   aromatic  1.320  0.020  1.320
 HGF  C13  H13   single    0.930  0.020  1.080
 HGF  N15  C16   aromatic  1.329  0.020  1.329
 HGF  C16  C18   aromatic  1.394  0.020  1.394
 HGF  C16  H16   single    0.930  0.020  1.080
 HGF  C18  C19   aromatic  1.391  0.020  1.391
 HGF  C18  O21   single    1.341  0.020  1.341
 HGF  C19  H19   single    0.930  0.020  1.080
 HGF  O21  C22   single    1.419  0.020  1.419
 HGF  C22  C25   single    1.505  0.020  1.505
 HGF  C22  H22   single    0.970  0.020  1.090
 HGF  C22  H22A  single    0.970  0.020  1.090
 HGF  C25  O28   single    1.402  0.020  1.402
 HGF  C25  H25   single    0.970  0.020  1.090
 HGF  C25  H25A  single    0.970  0.020  1.090
 HGF  O28  C29   single    1.405  0.020  1.405
 HGF  C29  H29   single    0.970  0.020  1.090
 HGF  C29  H29A  single    0.970  0.020  1.090
 HGF  C29  H29B  single    0.970  0.020  1.090
 HGF  C33  C35   aromatic  1.364  0.020  1.364
 HGF  C33  H33   single    0.930  0.020  1.080
 HGF  C35  C37   aromatic  1.416  0.020  1.416
 HGF  C35  H35   single    0.930  0.020  1.080
 HGF  C37  C38   aromatic  1.425  0.020  1.425
 HGF  C38  C39   aromatic  1.376  0.020  1.376
 HGF  C38  C48   single    1.459  0.020  1.459
 HGF  C39  C40   single    1.483  0.020  1.483
 HGF  C40  C43   single    1.525  0.020  1.525
 HGF  C40  H40   single    0.970  0.020  1.090
 HGF  C40  H40A  single    0.970  0.020  1.090
 HGF  N46  C43   single    1.455  0.020  1.455
 HGF  C43  H43   single    0.970  0.020  1.090
 HGF  C43  H43A  single    0.970  0.020  1.090
 HGF  C48  N46   single    1.356  0.020  1.356
 HGF  N46  HN46  single    0.890  0.020  1.040
 HGF  O49  C48   double    1.227  0.020  1.227
 HGF  N1   HN1   single    0.860  0.020  1.020

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
 HGF  HN1   N1   C39   124.71  3.000
 HGF  HN1   N1   C3    125.86  3.000
 HGF  C39   N1   C3    109.43  3.000
 HGF  C37   C3   C4    122.48  3.000
 HGF  C37   C3   N1    108.08  3.000
 HGF  C4    C3   N1    129.44  3.000
 HGF  C10   C4   C5    118.30  3.000
 HGF  C10   C4   C3    125.51  3.000
 HGF  C5    C4   C3    116.20  3.000
 HGF  C33   C5   C6    122.07  3.000
 HGF  C33   C5   C4    121.23  3.000
 HGF  C6    C5   C4    116.70  3.000
 HGF  H6    C6   N8    116.76  3.000
 HGF  H6    C6   C5    118.83  3.000
 HGF  N8    C6   C5    124.42  3.000
 HGF  C9    N8   C6    118.90  3.000
 HGF  C12   C9   C10   121.88  3.000
 HGF  C10   C9   N8    122.14  3.000
 HGF  C12   C9   N8    115.98  3.000
 HGF  H10   C10  C9    120.49  3.000
 HGF  H10   C10  C4    119.96  3.000
 HGF  C9    C10  C4    119.54  3.000
 HGF  C19   C12  C13   117.49  3.000
 HGF  C19   C12  C9    120.58  3.000
 HGF  C13   C12  C9    121.92  3.000
 HGF  H13   C13  N15   116.13  3.000
 HGF  H13   C13  C12   120.77  3.000
 HGF  N15   C13  C12   123.09  3.000
 HGF  C16   N15  C13   119.41  3.000
 HGF  H16   C16  C18   121.70  3.000
 HGF  H16   C16  N15   116.10  3.000
 HGF  C18   C16  N15   122.20  3.000
 HGF  O21   C18  C19   116.96  3.000
 HGF  O21   C18  C16   124.83  3.000
 HGF  C19   C18  C16   118.21  3.000
 HGF  H19   C19  C18   119.84  3.000
 HGF  H19   C19  C12   120.56  3.000
 HGF  C18   C19  C12   119.60  3.000
 HGF  C22   O21  C18   118.79  3.000
 HGF  H22A  C22  H22   107.93  3.000
 HGF  H22A  C22  C25   108.42  3.000
 HGF  H22   C22  C25   110.54  3.000
 HGF  H22A  C22  O21   110.86  3.000
 HGF  H22   C22  O21   110.67  3.000
 HGF  C25   C22  O21   108.41  3.000
 HGF  H25A  C25  H25   106.78  3.000
 HGF  H25A  C25  O28   111.27  3.000
 HGF  H25   C25  O28   111.37  3.000
 HGF  H25A  C25  C22   109.79  3.000
 HGF  H25   C25  C22   107.65  3.000
 HGF  O28   C25  C22   109.86  3.000
 HGF  C29   O28  C25   112.38  3.000
 HGF  H29B  C29  H29A  108.46  3.000
 HGF  H29B  C29  H29   108.40  3.000
 HGF  H29A  C29  H29   107.79  3.000
 HGF  H29B  C29  O28   108.02  3.000
 HGF  H29A  C29  O28   112.01  3.000
 HGF  H29   C29  O28   112.05  3.000
 HGF  H33   C33  C35   120.27  3.000
 HGF  H33   C33  C5    118.58  3.000
 HGF  C35   C33  C5    121.15  3.000
 HGF  H35   C35  C37   120.14  3.000
 HGF  H35   C35  C33   120.79  3.000
 HGF  C37   C35  C33   119.07  3.000
 HGF  C38   C37  C35   134.04  3.000
 HGF  C38   C37  C3    106.09  3.000
 HGF  C35   C37  C3    119.87  3.000
 HGF  C48   C38  C39   121.62  3.000
 HGF  C48   C38  C37   131.00  3.000
 HGF  C39   C38  C37   107.25  3.000
 HGF  C40   C39  C38   123.20  3.000
 HGF  C40   C39  N1    127.58  3.000
 HGF  C38   C39  N1    109.15  3.000
 HGF  H40A  C40  H40   107.26  3.000
 HGF  H40A  C40  C43   109.66  3.000
 HGF  H40   C40  C43   110.83  3.000
 HGF  H40A  C40  C39   112.07  3.000
 HGF  H40   C40  C39   109.59  3.000
 HGF  C43   C40  C39   107.46  3.000
 HGF  H43A  C43  H43   107.44  3.000
 HGF  H43A  C43  N46   110.51  3.000
 HGF  H43   C43  N46   108.01  3.000
 HGF  H43A  C43  C40   109.13  3.000
 HGF  H43   C43  C40   110.01  3.000
 HGF  N46   C43  C40   111.65  3.000
 HGF  HN46  N46  C48   116.14  3.000
 HGF  HN46  N46  C43   116.74  3.000
 HGF  C48   N46  C43   123.26  3.000
 HGF  O49   C48  N46   122.85  3.000
 HGF  O49   C48  C38   123.21  3.000
 HGF  N46   C48  C38   113.91  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
 HGF  CONST_01  C5    C4   C3   N1    180.00   0.0  0
 HGF  CONST_02  C10   C4   C3   N1      0.00   0.0  0
 HGF  CONST_03  C35   C37  C3   N1    180.00   0.0  0
 HGF  CONST_04  C38   C37  C3   N1      0.00   0.0  0
 HGF  CONST_05  C37   C38  C39  N1      0.00   0.0  0
 HGF  CONST_06  C38   C39  N1   C3      0.00   0.0  0
 HGF  CONST_07  C6    C5   C4   C3    180.00   0.0  0
 HGF  CONST_08  C33   C5   C4   C3      0.00   0.0  0
 HGF  CONST_09  C9    C10  C4   C3    180.00   0.0  0
 HGF  CONST_10  C33   C35  C37  C3      0.00   0.0  0
 HGF  CONST_11  C39   C38  C37  C3      0.00   0.0  0
 HGF  CONST_12  C39   N1   C3   C4    180.00   0.0  0
 HGF  CONST_13  C35   C37  C3   C4      0.00   0.0  0
 HGF  CONST_14  C38   C37  C3   C4    180.00   0.0  0
 HGF  CONST_15  N8    C6   C5   C4      0.00   0.0  0
 HGF  CONST_16  C35   C33  C5   C4      0.00   0.0  0
 HGF  CONST_17  N8    C9   C10  C4      0.00   0.0  0
 HGF  CONST_18  C12   C9   C10  C4    180.00   0.0  0
 HGF  CONST_19  C37   C3   C4   C5      0.00   0.0  0
 HGF  CONST_20  C9    C10  C4   C5      0.00   0.0  0
 HGF  CONST_21  C9    N8   C6   C5      0.00   0.0  0
 HGF  CONST_22  C37   C35  C33  C5      0.00   0.0  0
 HGF  CONST_23  C10   C4   C5   C6      0.00   0.0  0
 HGF  CONST_24  C35   C33  C5   C6    180.00   0.0  0
 HGF  CONST_25  C12   C9   N8   C6    180.00   0.0  0
 HGF  CONST_26  C10   C9   N8   C6      0.00   0.0  0
 HGF  CONST_27  C33   C5   C6   N8    180.00   0.0  0
 HGF  CONST_30  N15   C13  C12  C9    180.00   0.0  0
 HGF  CONST_31  C18   C19  C12  C9    180.00   0.0  0
 HGF  CONST_32  C37   C3   C4   C10   180.00   0.0  0
 HGF  CONST_33  C33   C5   C4   C10   180.00   0.0  0
 HGF  CONST_36  C16   N15  C13  C12     0.00   0.0  0
 HGF  CONST_37  C16   C18  C19  C12     0.00   0.0  0
 HGF  CONST_38  C18   C19  C12  C13     0.00   0.0  0
 HGF  CONST_39  C18   C16  N15  C13     0.00   0.0  0
 HGF  CONST_40  C19   C12  C13  N15     0.00   0.0  0
 HGF  CONST_41  C19   C18  C16  N15     0.00   0.0  0
 HGF  CONST_42  C38   C37  C35  C33   180.00   0.0  0
 HGF  CONST_43  C39   C38  C37  C35   180.00   0.0  0
 HGF  CONST_44  C39   N1   C3   C37     0.00   0.0  0
 HGF  CONST_46  O21   C18  C19  C12   180.00   0.0  0
 HGF  CONST_47  O21   C18  C16  N15   180.00   0.0  0
 HGF  CONST_49  H10   C10  C4   C3      0.00   0.0  0
 HGF  CONST_50  H35   C35  C37  C3    180.00   0.0  0
 HGF  CONST_51  HN1   N1   C3   C4      0.00   0.0  0
 HGF  CONST_52  H6    C6   C5   C4    180.00   0.0  0
 HGF  CONST_53  H33   C33  C5   C4    180.00   0.0  0
 HGF  CONST_54  H13   C13  C12  C9      0.00   0.0  0
 HGF  CONST_55  H19   C19  C12  C9      0.00   0.0  0
 HGF  CONST_56  H16   C16  N15  C13   180.00   0.0  0
 HGF  CONST_57  HN46  N46  C48  C38   180.00   0.0  0
 HGF  Var_01    C43   C40  C39  N1    156.59  30.0  1
 HGF  Var_02    N46   C48  C38  C37  -177.12  30.0  1
 HGF  Var_03    N46   C43  C40  C39    46.57  30.0  1
 HGF  Var_04    C48   N46  C43  C40   -46.86  30.0  1
 HGF  Var_05    C25   C22  O21  C18   176.96  30.0  3
 HGF  Var_06    O28   C25  C22  O21    64.76  30.0  3
 HGF  Var_07    H29   C29  O28  C25   -60.96  30.0  3

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
 HGF  plan-1  C9    0.020
 HGF  plan-1  C12   0.020
 HGF  plan-1  C13   0.020
 HGF  plan-1  N15   0.020
 HGF  plan-1  C16   0.020
 HGF  plan-1  C18   0.020
 HGF  plan-1  C19   0.020
 HGF  plan-1  O21   0.020
 HGF  plan-1  H13   0.020
 HGF  plan-1  H16   0.020
 HGF  plan-1  H19   0.020
 HGF  plan-2  N1    0.020
 HGF  plan-2  C3    0.020
 HGF  plan-2  C4    0.020
 HGF  plan-2  C5    0.020
 HGF  plan-2  C6    0.020
 HGF  plan-2  N8    0.020
 HGF  plan-2  C9    0.020
 HGF  plan-2  C10   0.020
 HGF  plan-2  C12   0.020
 HGF  plan-2  C33   0.020
 HGF  plan-2  C35   0.020
 HGF  plan-2  C37   0.020
 HGF  plan-2  C38   0.020
 HGF  plan-2  C39   0.020
 HGF  plan-2  C40   0.020
 HGF  plan-2  C48   0.020
 HGF  plan-2  H6    0.020
 HGF  plan-2  H10   0.020
 HGF  plan-2  H33   0.020
 HGF  plan-2  H35   0.020
 HGF  plan-2  HN1   0.020
 HGF  plan-3  C38   0.020
 HGF  plan-3  C43   0.020
 HGF  plan-3  N46   0.020
 HGF  plan-3  C48   0.020
 HGF  plan-3  O49   0.020
 HGF  plan-3  HN46  0.020

