# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 13:33:47 2022
#   Inital geometry file: a 121 line input string
#   Ligand name: N-[(3-phenoxyphenyl)methyl]-9H-beta-carbolin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C(Nc1cc2c([nH]c3ccccc23)cn1)c4cccc(Oc5ccccc5)c4
#
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
 AEU  AEU  N-[(3-phenoxyphenyl)methyl]-9H-beta-carbolin-3-amine  ligand  47  28  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AEU
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
 AEU  C10   C  CR16  0  -0.110  -18.0977  -63.1599  39.3971
 AEU  C13   C  CR16  0  -0.529  -16.5687  -64.7235  37.7100
 AEU  C15   C  CH2   0  -0.346  -17.0891  -64.2750  34.8901
 AEU  C17   C  CR16  0  -0.297  -18.7219  -64.9815  33.1153
 AEU  C20   C  CR6   0   0.354  -18.0516  -62.8093  31.5333
 AEU  C21   C  CR16  0  -0.381  -17.4163  -62.9994  32.7531
 AEU  C24   C  CR16  0  -0.330  -17.9317  -60.7148  28.6914
 AEU  C26   C  CR16  0  -0.266  -17.0312  -61.8031  26.7380
 AEU  C28   C  CR16  0  -0.319  -16.8463  -62.8601  28.8999
 AEU  C01   C  CR16  0  -0.361  -14.3599  -66.3613  39.6597
 AEU  C02   C  CR16  0  -0.270  -13.6223  -66.8517  40.7208
 AEU  C03   C  CR16  0  -0.264  -13.8922  -66.4286  42.0309
 AEU  C04   C  CR16  0  -0.311  -14.8929  -65.5168  42.3107
 AEU  C05   C  CR56  0   0.348  -15.6355  -65.0242  41.2377
 AEU  C06   C  CR56  0   0.037  -15.3752  -65.4405  39.9136
 AEU  C07   C  CR56  0   0.204  -16.3176  -64.7477  39.0759
 AEU  C08   C  CR56  0   0.210  -17.0955  -63.9514  39.9344
 AEU  N09   N  NR15  0  -0.787  -16.6671  -64.1288  41.2302
 AEU  N11   N  N     0  -0.458  -18.3380  -63.1459  38.0973
 AEU  C12   C  CR6   0   0.467  -17.6075  -63.9034  37.2652
 AEU  N14   N  NH1   0  -0.656  -17.9821  -63.8353  35.9400
 AEU  C16   C  CR6   0   0.098  -17.7502  -64.0864  33.5523
 AEU  C18   C  CR16  0  -0.233  -19.3492  -64.7862  31.8942
 AEU  C19   C  CR16  0  -0.324  -19.0230  -63.6995  31.0950
 AEU  C23   C  CR6   0   0.342  -17.5092  -61.7811  29.4743
 AEU  C25   C  CR16  0  -0.246  -17.6849  -60.7283  27.3258
 AEU  C27   C  CR16  0  -0.245  -16.6150  -62.8642  27.5315
 AEU  H101  H  HCR6  0   0.264  -18.7171  -62.5250  40.0225
 AEU  H131  H  HCR6  0   0.262  -15.9767  -65.3193  37.0284
 AEU  H151  H  HCH2  0   0.249  -16.8666  -65.3358  35.0293
 AEU  H152  H  HCH2  0   0.237  -16.1289  -63.7431  34.9113
 AEU  H171  H  HCR6  0   0.252  -18.9856  -65.8336  33.7294
 AEU  H211  H  HCR6  0   0.264  -16.6598  -62.2947  33.0781
 AEU  H261  H  HCR6  0   0.255  -16.8446  -61.8130  25.6725
 AEU  H281  H  HCR6  0   0.277  -16.5059  -63.6891  29.5075
 AEU  H011  H  HCR6  0   0.249  -14.1547  -66.6865  38.6472
 AEU  H021  H  HCR6  0   0.250  -12.8307  -67.5676  40.5448
 AEU  H031  H  HCR6  0   0.256  -13.3014  -66.8261  42.8462
 AEU  H041  H  HCR6  0   0.261  -15.0915  -65.1985  43.3259
 AEU  H091  H  HNR5  0   0.407  -17.0576  -63.6813  42.0428
 AEU  H141  H  HNH1  0   0.372  -18.5042  -62.9986  35.7250
 AEU  H181  H  HCR6  0   0.261  -20.1048  -65.4838  31.5570
 AEU  H191  H  HCR6  0   0.278  -19.5226  -63.5511  30.1459
 AEU  H251  H  HCR6  0   0.260  -18.0144  -59.8949  26.7190
 AEU  H271  H  HCR6  0   0.261  -16.0985  -63.7048  27.0865
 AEU  O22   O  O2    0  -0.510  -17.7232  -61.6895  30.8207
 AEU  H241  H  HCR6  0   0.267  -18.4450  -59.8795  29.1511

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
 AEU  C26  C25   aromatic  1.389  0.020  1.389
 AEU  C26  C27   aromatic  1.389  0.020  1.389
 AEU  C25  C24   aromatic  1.388  0.020  1.388
 AEU  C27  C28   aromatic  1.388  0.020  1.388
 AEU  C24  C23   aromatic  1.389  0.020  1.389
 AEU  C28  C23   aromatic  1.391  0.020  1.391
 AEU  C23  O22   single    1.366  0.020  1.366
 AEU  O22  C20   single    1.367  0.020  1.367
 AEU  C19  C20   aromatic  1.389  0.020  1.389
 AEU  C19  C18   aromatic  1.388  0.020  1.388
 AEU  C20  C21   aromatic  1.388  0.020  1.388
 AEU  C18  C17   aromatic  1.387  0.020  1.387
 AEU  C21  C16   aromatic  1.390  0.020  1.390
 AEU  C17  C16   aromatic  1.392  0.020  1.392
 AEU  C16  C15   single    1.504  0.020  1.504
 AEU  C15  N14   single    1.447  0.020  1.447
 AEU  N14  C12   single    1.379  0.020  1.379
 AEU  C12  C13   aromatic  1.396  0.020  1.396
 AEU  C12  N11   aromatic  1.341  0.020  1.341
 AEU  C13  C07   aromatic  1.389  0.020  1.389
 AEU  N11  C10   aromatic  1.322  0.020  1.322
 AEU  C07  C08   aromatic  1.406  0.020  1.406
 AEU  C07  C06   aromatic  1.439  0.020  1.439
 AEU  C10  C08   aromatic  1.385  0.020  1.385
 AEU  C01  C06   aromatic  1.394  0.020  1.394
 AEU  C01  C02   aromatic  1.382  0.020  1.382
 AEU  C08  N09   aromatic  1.376  0.020  1.376
 AEU  C06  C05   aromatic  1.412  0.020  1.412
 AEU  C02  C03   aromatic  1.403  0.020  1.403
 AEU  N09  C05   aromatic  1.366  0.020  1.366
 AEU  C05  C04   aromatic  1.395  0.020  1.395
 AEU  C03  C04   aromatic  1.382  0.020  1.382
 AEU  C10  H101  single    0.930  0.020  1.080
 AEU  C13  H131  single    0.930  0.020  1.080
 AEU  C15  H151  single    0.970  0.020  1.090
 AEU  C15  H152  single    0.970  0.020  1.090
 AEU  C17  H171  single    0.930  0.020  1.080
 AEU  C21  H211  single    0.930  0.020  1.080
 AEU  C24  H241  single    0.930  0.020  1.080
 AEU  C26  H261  single    0.930  0.020  1.080
 AEU  C28  H281  single    0.930  0.020  1.080
 AEU  C01  H011  single    0.930  0.020  1.080
 AEU  C02  H021  single    0.930  0.020  1.080
 AEU  C03  H031  single    0.930  0.020  1.080
 AEU  C04  H041  single    0.930  0.020  1.080
 AEU  N09  H091  single    0.860  0.020  1.020
 AEU  N14  H141  single    0.890  0.020  1.040
 AEU  C18  H181  single    0.930  0.020  1.080
 AEU  C19  H191  single    0.930  0.020  1.080
 AEU  C25  H251  single    0.930  0.020  1.080
 AEU  C27  H271  single    0.930  0.020  1.080

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
 AEU  H101  C10  N11   117.17  3.000
 AEU  H101  C10  C08   121.57  3.000
 AEU  N11   C10  C08   121.25  3.000
 AEU  H131  C13  C12   122.00  3.000
 AEU  H131  C13  C07   120.74  3.000
 AEU  C12   C13  C07   117.25  3.000
 AEU  H152  C15  H151  106.84  3.000
 AEU  H152  C15  C16   109.93  3.000
 AEU  H151  C15  C16   108.94  3.000
 AEU  H152  C15  N14   112.24  3.000
 AEU  H151  C15  N14   109.17  3.000
 AEU  C16   C15  N14   109.64  3.000
 AEU  H171  C17  C18   120.00  3.000
 AEU  H171  C17  C16   119.87  3.000
 AEU  C18   C17  C16   120.12  3.000
 AEU  O22   C20  C19   121.91  3.000
 AEU  C19   C20  C21   120.64  3.000
 AEU  O22   C20  C21   117.39  3.000
 AEU  H211  C21  C16   120.25  3.000
 AEU  H211  C21  C20   119.59  3.000
 AEU  C16   C21  C20   120.16  3.000
 AEU  H241  C24  C25   120.63  3.000
 AEU  H241  C24  C23   119.82  3.000
 AEU  C25   C24  C23   119.55  3.000
 AEU  H261  C26  C27   120.27  3.000
 AEU  H261  C26  C25   120.34  3.000
 AEU  C27   C26  C25   119.38  3.000
 AEU  H281  C28  C27   119.91  3.000
 AEU  H281  C28  C23   120.81  3.000
 AEU  C27   C28  C23   119.28  3.000
 AEU  H011  C01  C06   120.44  3.000
 AEU  H011  C01  C02   120.67  3.000
 AEU  C06   C01  C02   118.89  3.000
 AEU  H021  C02  C03   119.49  3.000
 AEU  H021  C02  C01   120.02  3.000
 AEU  C03   C02  C01   120.48  3.000
 AEU  H031  C03  C04   119.00  3.000
 AEU  H031  C03  C02   119.18  3.000
 AEU  C04   C03  C02   121.82  3.000
 AEU  H041  C04  C05   121.33  3.000
 AEU  H041  C04  C03   121.11  3.000
 AEU  C05   C04  C03   117.56  3.000
 AEU  N09   C05  C06   109.10  3.000
 AEU  N09   C05  C04   129.63  3.000
 AEU  C06   C05  C04   121.27  3.000
 AEU  C07   C06  C05   106.45  3.000
 AEU  C05   C06  C01   119.98  3.000
 AEU  C07   C06  C01   133.56  3.000
 AEU  C08   C07  C06   106.24  3.000
 AEU  C06   C07  C13   134.37  3.000
 AEU  C08   C07  C13   119.38  3.000
 AEU  N09   C08  C07   109.25  3.000
 AEU  N09   C08  C10   131.60  3.000
 AEU  C07   C08  C10   119.15  3.000
 AEU  H091  N09  C08   125.59  3.000
 AEU  H091  N09  C05   125.45  3.000
 AEU  C08   N09  C05   108.95  3.000
 AEU  C12   N11  C10   120.33  3.000
 AEU  N14   C12  N11   114.86  3.000
 AEU  N11   C12  C13   122.63  3.000
 AEU  N14   C12  C13   122.50  3.000
 AEU  H141  N14  C12   112.71  3.000
 AEU  H141  N14  C15   114.62  3.000
 AEU  C12   N14  C15   120.99  3.000
 AEU  C21   C16  C17   119.36  3.000
 AEU  C17   C16  C15   120.37  3.000
 AEU  C21   C16  C15   120.26  3.000
 AEU  H181  C18  C19   119.30  3.000
 AEU  H181  C18  C17   119.96  3.000
 AEU  C19   C18  C17   120.73  3.000
 AEU  H191  C19  C18   120.24  3.000
 AEU  H191  C19  C20   120.77  3.000
 AEU  C18   C19  C20   118.99  3.000
 AEU  O22   C23  C28   122.26  3.000
 AEU  O22   C23  C24   117.16  3.000
 AEU  C28   C23  C24   120.53  3.000
 AEU  H251  C25  C26   120.14  3.000
 AEU  H251  C25  C24   119.34  3.000
 AEU  C26   C25  C24   120.52  3.000
 AEU  H271  C27  C28   119.16  3.000
 AEU  H271  C27  C26   120.10  3.000
 AEU  C28   C27  C26   120.74  3.000
 AEU  C23   O22  C20   119.75  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
 AEU  CONST_01  C13   C12  N11  C10     0.00   0.0  0
 AEU  CONST_02  C13   C07  C08  C10     0.00   0.0  0
 AEU  CONST_03  C06   C07  C08  C10   180.00   0.0  0
 AEU  CONST_04  C05   N09  C08  C10   180.00   0.0  0
 AEU  CONST_05  N09   C08  C07  C13   180.00   0.0  0
 AEU  CONST_06  C01   C06  C07  C13     0.00   0.0  0
 AEU  CONST_07  C05   C06  C07  C13   180.00   0.0  0
 AEU  CONST_08  C20   C19  C18  C17     0.00   0.0  0
 AEU  CONST_09  C20   C21  C16  C17     0.00   0.0  0
 AEU  CONST_10  C18   C19  C20  C21     0.00   0.0  0
 AEU  CONST_11  C18   C17  C16  C21     0.00   0.0  0
 AEU  CONST_12  C27   C26  C25  C24     0.00   0.0  0
 AEU  CONST_13  C27   C28  C23  C24     0.00   0.0  0
 AEU  CONST_14  C23   C24  C25  C26     0.00   0.0  0
 AEU  CONST_15  C23   C28  C27  C26     0.00   0.0  0
 AEU  CONST_16  C25   C26  C27  C28     0.00   0.0  0
 AEU  CONST_17  C25   C24  C23  C28     0.00   0.0  0
 AEU  CONST_18  C08   C07  C06  C01   180.00   0.0  0
 AEU  CONST_19  N09   C05  C06  C01   180.00   0.0  0
 AEU  CONST_20  C04   C05  C06  C01     0.00   0.0  0
 AEU  CONST_21  C04   C03  C02  C01     0.00   0.0  0
 AEU  CONST_22  C07   C06  C01  C02   180.00   0.0  0
 AEU  CONST_23  C05   C06  C01  C02     0.00   0.0  0
 AEU  CONST_24  C05   C04  C03  C02     0.00   0.0  0
 AEU  CONST_25  C06   C01  C02  C03     0.00   0.0  0
 AEU  CONST_26  C06   C05  C04  C03     0.00   0.0  0
 AEU  CONST_27  N09   C05  C04  C03   180.00   0.0  0
 AEU  CONST_28  C07   C06  C05  C04   180.00   0.0  0
 AEU  CONST_29  C08   N09  C05  C04   180.00   0.0  0
 AEU  CONST_30  C08   C07  C06  C05     0.00   0.0  0
 AEU  CONST_31  C07   C08  N09  C05     0.00   0.0  0
 AEU  CONST_32  C12   C13  C07  C06   180.00   0.0  0
 AEU  CONST_33  N09   C08  C07  C06     0.00   0.0  0
 AEU  CONST_34  C08   N09  C05  C06     0.00   0.0  0
 AEU  CONST_35  N11   C12  C13  C07     0.00   0.0  0
 AEU  CONST_36  N11   C10  C08  C07     0.00   0.0  0
 AEU  CONST_37  N09   C05  C06  C07     0.00   0.0  0
 AEU  CONST_38  C12   C13  C07  C08     0.00   0.0  0
 AEU  CONST_39  C12   N11  C10  C08     0.00   0.0  0
 AEU  CONST_40  N11   C10  C08  N09   180.00   0.0  0
 AEU  CONST_41  C19   C20  C21  C16     0.00   0.0  0
 AEU  CONST_42  C19   C18  C17  C16     0.00   0.0  0
 AEU  CONST_43  N14   C12  N11  C10   180.00   0.0  0
 AEU  CONST_44  C20   C21  C16  C15   180.00   0.0  0
 AEU  CONST_45  C18   C17  C16  C15   180.00   0.0  0
 AEU  CONST_46  N14   C12  C13  C07   180.00   0.0  0
 AEU  CONST_47  O22   C20  C21  C16   180.00   0.0  0
 AEU  CONST_48  O22   C20  C19  C18   180.00   0.0  0
 AEU  CONST_49  C25   C24  C23  O22   180.00   0.0  0
 AEU  CONST_50  C27   C28  C23  O22   180.00   0.0  0
 AEU  CONST_51  H091  N09  C08  C10     0.00   0.0  0
 AEU  CONST_52  H191  C19  C18  C17   180.00   0.0  0
 AEU  CONST_53  H211  C21  C16  C17   180.00   0.0  0
 AEU  CONST_54  H181  C18  C19  C20   180.00   0.0  0
 AEU  CONST_55  H171  C17  C16  C21   180.00   0.0  0
 AEU  CONST_56  H261  C26  C25  C24   180.00   0.0  0
 AEU  CONST_57  H281  C28  C23  C24   180.00   0.0  0
 AEU  CONST_58  H241  C24  C25  C26   180.00   0.0  0
 AEU  CONST_59  H031  C03  C02  C01   180.00   0.0  0
 AEU  CONST_60  H041  C04  C03  C02   180.00   0.0  0
 AEU  CONST_61  H011  C01  C02  C03   180.00   0.0  0
 AEU  CONST_62  H021  C02  C03  C04   180.00   0.0  0
 AEU  CONST_63  H131  C13  C07  C06     0.00   0.0  0
 AEU  CONST_64  H101  C10  C08  C07   180.00   0.0  0
 AEU  CONST_65  H251  C25  C24  C23   180.00   0.0  0
 AEU  CONST_66  H271  C27  C28  C23   180.00   0.0  0
 AEU  Var_01    C24   C23  O22  C20   143.76  30.0  2
 AEU  Var_02    N14   C15  C16  C17   -77.38  30.0  2
 AEU  Var_03    C16   C15  N14  C12  -179.91  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
 AEU  plan-1  C24   0.020
 AEU  plan-1  C26   0.020
 AEU  plan-1  C28   0.020
 AEU  plan-1  C23   0.020
 AEU  plan-1  C25   0.020
 AEU  plan-1  C27   0.020
 AEU  plan-1  H261  0.020
 AEU  plan-1  H281  0.020
 AEU  plan-1  H251  0.020
 AEU  plan-1  H271  0.020
 AEU  plan-1  O22   0.020
 AEU  plan-1  H241  0.020
 AEU  plan-2  C15   0.020
 AEU  plan-2  C17   0.020
 AEU  plan-2  C20   0.020
 AEU  plan-2  C21   0.020
 AEU  plan-2  C16   0.020
 AEU  plan-2  C18   0.020
 AEU  plan-2  C19   0.020
 AEU  plan-2  H171  0.020
 AEU  plan-2  H211  0.020
 AEU  plan-2  H181  0.020
 AEU  plan-2  H191  0.020
 AEU  plan-2  O22   0.020
 AEU  plan-3  C10   0.020
 AEU  plan-3  C13   0.020
 AEU  plan-3  C01   0.020
 AEU  plan-3  C02   0.020
 AEU  plan-3  C03   0.020
 AEU  plan-3  C04   0.020
 AEU  plan-3  C05   0.020
 AEU  plan-3  C06   0.020
 AEU  plan-3  C07   0.020
 AEU  plan-3  C08   0.020
 AEU  plan-3  N09   0.020
 AEU  plan-3  N11   0.020
 AEU  plan-3  C12   0.020
 AEU  plan-3  N14   0.020
 AEU  plan-3  H101  0.020
 AEU  plan-3  H131  0.020
 AEU  plan-3  H011  0.020
 AEU  plan-3  H021  0.020
 AEU  plan-3  H031  0.020
 AEU  plan-3  H041  0.020
 AEU  plan-3  H091  0.020
 AEU  plan-4  C15   0.020
 AEU  plan-4  C12   0.020
 AEU  plan-4  N14   0.020
 AEU  plan-4  H141  0.020

