# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 19:09:02 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 4-(7-methoxy-1-methyl-9H-beta-carbolin-9-yl)butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2c(c1)n(CCCC(N)=O)c3c(C)nccc23
#
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
 QKG  QKG  4-(7-methoxy-1-methyl-9H-beta-carbolin-9-yl)butanamide  ligand  41  22  .  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_QKG
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
 QKG  C10   C  CH2   0  -0.439   2.0494  -0.7992   0.0351
 QKG  C15   C  CR56  0   0.377  -1.1029  -0.1094  -0.3266
 QKG  C17   C  CR6   0   0.395  -2.7035  -1.8593  -0.1178
 QKG  C20   C  CR16  0  -0.397  -3.6284  -0.9487   0.4270
 QKG  C21   C  CR16  0  -0.344  -3.2816   0.3792   0.5939
 QKG  C22   C  CR56  0   0.048  -2.0145   0.8117   0.2211
 QKG  C02   C  CR6   0   0.219   0.8573   2.9366  -0.3331
 QKG  N03   N  N     0  -0.436   0.4756   4.1351   0.0913
 QKG  C04   C  CR16  0  -0.104  -0.7499   4.3357   0.5814
 QKG  C05   C  CR16  0  -0.437  -1.7004   3.3429   0.6923
 QKG  C06   C  CR56  0   0.153  -1.3348   2.0728   0.2632
 QKG  C07   C  CR56  0   0.232  -0.0423   1.8621  -0.2598
 QKG  N08   N  NR5   0  -0.644   0.0728   0.5321  -0.6299
 QKG  C09   C  CH2   0  -0.340   1.2425  -0.1777  -1.1007
 QKG  C11   C  CH2   0  -0.589   3.2577  -1.5400  -0.5088
 QKG  C12   C  C     0   0.527   4.1147  -2.1777   0.5676
 QKG  N13   N  NH2   0  -0.805   5.2181  -2.7896   0.1091
 QKG  O14   O  O     0  -0.492   3.8218  -2.1419   1.7537
 QKG  C16   C  CR16  0  -0.437  -1.4294  -1.4490  -0.4977
 QKG  C19   C  CH3   0  -0.437  -4.2328  -3.6701   0.0934
 QKG  H102  H  HCH2  0   0.239   2.3650  -0.0135   0.7249
 QKG  H101  H  HCH2  0   0.247   1.4125  -1.4784   0.6063
 QKG  H201  H  HCR6  0   0.279  -4.6154  -1.2711   0.7263
 QKG  H211  H  HCR6  0   0.255  -4.0008   1.0696   1.0167
 QKG  H011  H  HCH3  0   0.255   2.2607   2.6312  -1.9457
 QKG  H012  H  HCH3  0   0.264   2.7569   3.7965  -0.7253
 QKG  H013  H  HCH3  0   0.249   2.8448   2.0723  -0.3807
 QKG  H041  H  HCR6  0   0.253  -0.9758   5.3466   0.9011
 QKG  H051  H  HCR6  0   0.256  -2.6814   3.5527   1.0977
 QKG  H091  H  HCH2  0   0.280   1.8593   0.4969  -1.6888
 QKG  H092  H  HCH2  0   0.269   0.9059  -0.9511  -1.7944
 QKG  H111  H  HCH2  0   0.274   2.9409  -2.3252  -1.2030
 QKG  H112  H  HCH2  0   0.270   3.8860  -0.8642  -1.0982
 QKG  H131  H  HNH2  0   0.406   5.4543  -2.7976  -0.8679
 QKG  H132  H  HNH2  0   0.398   5.8571  -3.2375   0.7451
 QKG  H161  H  HCR6  0   0.270  -0.7303  -2.1681  -0.9062
 QKG  H193  H  HCH3  0   0.229  -5.0546  -3.2033  -0.4552
 QKG  H191  H  HCH3  0   0.261  -4.2217  -4.7331  -0.1339
 QKG  H192  H  HCH3  0   0.230  -4.4048  -3.5433   1.1651
 QKG  O18   O  O2    0  -0.472  -2.9735  -3.1643  -0.3046
 QKG  C01   C  CH3   0  -0.761   2.2531   2.8440  -0.8753

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
 QKG  N13  C12   single    1.342  0.020  1.342
 QKG  C12  C11   single    1.517  0.020  1.517
 QKG  C12  O14   double    1.222  0.020  1.222
 QKG  C11  C10   single    1.518  0.020  1.518
 QKG  C10  C09   single    1.525  0.020  1.525
 QKG  C09  N08   single    1.447  0.020  1.447
 QKG  C01  C02   single    1.500  0.020  1.500
 QKG  N08  C07   aromatic  1.385  0.020  1.385
 QKG  N08  C15   aromatic  1.373  0.020  1.373
 QKG  C02  C07   aromatic  1.403  0.020  1.403
 QKG  C02  N03   aromatic  1.327  0.020  1.327
 QKG  C07  C06   aromatic  1.410  0.020  1.410
 QKG  C19  O18   single    1.414  0.020  1.414
 QKG  N03  C04   aromatic  1.335  0.020  1.335
 QKG  C16  C15   aromatic  1.389  0.020  1.389
 QKG  C16  C17   aromatic  1.391  0.020  1.391
 QKG  C15  C22   aromatic  1.407  0.020  1.407
 QKG  C06  C22   aromatic  1.433  0.020  1.433
 QKG  C06  C05   aromatic  1.390  0.020  1.390
 QKG  O18  C17   single    1.346  0.020  1.346
 QKG  C17  C20   aromatic  1.408  0.020  1.408
 QKG  C04  C05   aromatic  1.379  0.020  1.379
 QKG  C22  C21   aromatic  1.390  0.020  1.390
 QKG  C20  C21   aromatic  1.383  0.020  1.383
 QKG  C10  H102  single    0.970  0.020  1.090
 QKG  C10  H101  single    0.970  0.020  1.090
 QKG  C20  H201  single    0.930  0.020  1.080
 QKG  C21  H211  single    0.930  0.020  1.080
 QKG  C01  H011  single    0.970  0.020  1.090
 QKG  C01  H012  single    0.970  0.020  1.090
 QKG  C01  H013  single    0.970  0.020  1.090
 QKG  C04  H041  single    0.930  0.020  1.080
 QKG  C05  H051  single    0.930  0.020  1.080
 QKG  C09  H091  single    0.970  0.020  1.090
 QKG  C09  H092  single    0.970  0.020  1.090
 QKG  C11  H111  single    0.970  0.020  1.090
 QKG  C11  H112  single    0.970  0.020  1.090
 QKG  N13  H131  single    0.860  0.020  1.020
 QKG  N13  H132  single    0.860  0.020  1.020
 QKG  C16  H161  single    0.930  0.020  1.080
 QKG  C19  H193  single    0.970  0.020  1.090
 QKG  C19  H191  single    0.970  0.020  1.090
 QKG  C19  H192  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
 QKG  H101  C10  H102  106.58  3.000
 QKG  H101  C10  C11   110.37  3.000
 QKG  H102  C10  C11   110.33  3.000
 QKG  H101  C10  C09   109.53  3.000
 QKG  H102  C10  C09   109.27  3.000
 QKG  C11   C10  C09   110.67  3.000
 QKG  C16   C15  N08   128.64  3.000
 QKG  C16   C15  C22   121.79  3.000
 QKG  N08   C15  C22   109.56  3.000
 QKG  O18   C17  C16   115.58  3.000
 QKG  O18   C17  C20   123.31  3.000
 QKG  C16   C17  C20   121.11  3.000
 QKG  H201  C20  C21   118.83  3.000
 QKG  H201  C20  C17   120.95  3.000
 QKG  C21   C20  C17   120.21  3.000
 QKG  H211  C21  C22   120.79  3.000
 QKG  H211  C21  C20   119.53  3.000
 QKG  C22   C21  C20   119.68  3.000
 QKG  C06   C22  C21   134.29  3.000
 QKG  C21   C22  C15   119.44  3.000
 QKG  C06   C22  C15   106.27  3.000
 QKG  C07   C02  N03   119.36  3.000
 QKG  N03   C02  C01   116.03  3.000
 QKG  C07   C02  C01   124.61  3.000
 QKG  C04   N03  C02   121.13  3.000
 QKG  H041  C04  C05   120.27  3.000
 QKG  H041  C04  N03   116.08  3.000
 QKG  C05   C04  N03   123.65  3.000
 QKG  H051  C05  C06   122.10  3.000
 QKG  H051  C05  C04   121.03  3.000
 QKG  C06   C05  C04   116.86  3.000
 QKG  C07   C06  C05   119.49  3.000
 QKG  C05   C06  C22   133.52  3.000
 QKG  C07   C06  C22   107.00  3.000
 QKG  N08   C07  C06   108.58  3.000
 QKG  C06   C07  C02   119.51  3.000
 QKG  N08   C07  C02   131.91  3.000
 QKG  C09   N08  C07   128.69  3.000
 QKG  C07   N08  C15   108.57  3.000
 QKG  C09   N08  C15   122.33  3.000
 QKG  H092  C09  H091  105.71  3.000
 QKG  H092  C09  N08   107.75  3.000
 QKG  H091  C09  N08   109.28  3.000
 QKG  H092  C09  C10   110.33  3.000
 QKG  H091  C09  C10   110.83  3.000
 QKG  N08   C09  C10   112.66  3.000
 QKG  H112  C11  H111  105.51  3.000
 QKG  H112  C11  C12   108.51  3.000
 QKG  H111  C11  C12   108.18  3.000
 QKG  H112  C11  C10   110.39  3.000
 QKG  H111  C11  C10   110.29  3.000
 QKG  C12   C11  C10   113.62  3.000
 QKG  O14   C12  N13   122.80  3.000
 QKG  O14   C12  C11   122.76  3.000
 QKG  N13   C12  C11   114.44  3.000
 QKG  H132  N13  H131  117.47  3.000
 QKG  H132  N13  C12   120.59  3.000
 QKG  H131  N13  C12   121.92  3.000
 QKG  H161  C16  C17   119.89  3.000
 QKG  H161  C16  C15   122.34  3.000
 QKG  C17   C16  C15   117.76  3.000
 QKG  H192  C19  H191  108.67  3.000
 QKG  H192  C19  H193  108.93  3.000
 QKG  H191  C19  H193  108.69  3.000
 QKG  H192  C19  O18   112.00  3.000
 QKG  H191  C19  O18   106.37  3.000
 QKG  H193  C19  O18   112.07  3.000
 QKG  C19   O18  C17   119.11  3.000
 QKG  H013  C01  H012  107.80  3.000
 QKG  H013  C01  H011  107.63  3.000
 QKG  H012  C01  H011  107.62  3.000
 QKG  H013  C01  C02   112.61  3.000
 QKG  H012  C01  C02   109.08  3.000
 QKG  H011  C01  C02   111.90  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
 QKG  CONST_01  C02   C07  N08  C15   180.00   0.0  0
 QKG  CONST_02  C06   C07  N08  C15     0.00   0.0  0
 QKG  CONST_03  C20   C17  C16  C15     0.00   0.0  0
 QKG  CONST_04  C07   C06  C22  C15     0.00   0.0  0
 QKG  CONST_05  C05   C06  C22  C15   180.00   0.0  0
 QKG  CONST_06  C20   C21  C22  C15     0.00   0.0  0
 QKG  CONST_07  N08   C15  C16  C17   180.00   0.0  0
 QKG  CONST_08  C22   C15  C16  C17     0.00   0.0  0
 QKG  CONST_09  C22   C21  C20  C17     0.00   0.0  0
 QKG  CONST_10  C06   C22  C21  C20   180.00   0.0  0
 QKG  CONST_11  N08   C15  C22  C21   180.00   0.0  0
 QKG  CONST_12  C16   C15  C22  C21     0.00   0.0  0
 QKG  CONST_13  C07   C06  C22  C21   180.00   0.0  0
 QKG  CONST_14  C05   C06  C22  C21     0.00   0.0  0
 QKG  CONST_15  C16   C17  C20  C21     0.00   0.0  0
 QKG  CONST_16  C07   N08  C15  C22     0.00   0.0  0
 QKG  CONST_17  N08   C07  C06  C22     0.00   0.0  0
 QKG  CONST_18  C02   C07  C06  C22   180.00   0.0  0
 QKG  CONST_19  C04   C05  C06  C22   180.00   0.0  0
 QKG  CONST_20  C05   C06  C07  C02     0.00   0.0  0
 QKG  CONST_21  C05   C04  N03  C02     0.00   0.0  0
 QKG  CONST_22  N08   C07  C02  N03   180.00   0.0  0
 QKG  CONST_23  C06   C07  C02  N03     0.00   0.0  0
 QKG  CONST_24  C06   C05  C04  N03     0.00   0.0  0
 QKG  CONST_25  C07   C02  N03  C04     0.00   0.0  0
 QKG  CONST_26  C07   C06  C05  C04     0.00   0.0  0
 QKG  CONST_27  N08   C07  C06  C05   180.00   0.0  0
 QKG  CONST_28  N08   C15  C22  C06     0.00   0.0  0
 QKG  CONST_29  C16   C15  C22  C06   180.00   0.0  0
 QKG  CONST_30  C16   C15  N08  C07   180.00   0.0  0
 QKG  CONST_31  O18   C17  C16  C15   180.00   0.0  0
 QKG  CONST_32  O18   C17  C20  C21   180.00   0.0  0
 QKG  CONST_33  C09   N08  C15  C22   180.00   0.0  0
 QKG  CONST_34  N08   C07  C02  C01     0.00   0.0  0
 QKG  CONST_35  C06   C07  C02  C01   180.00   0.0  0
 QKG  CONST_36  C04   N03  C02  C01   180.00   0.0  0
 QKG  CONST_37  C09   N08  C07  C02     0.00   0.0  0
 QKG  CONST_38  C09   N08  C07  C06   180.00   0.0  0
 QKG  CONST_39  C16   C15  N08  C09     0.00   0.0  0
 QKG  CONST_40  H211  C21  C22  C15   180.00   0.0  0
 QKG  CONST_41  H161  C16  C17  C20   180.00   0.0  0
 QKG  CONST_42  H051  C05  C06  C22     0.00   0.0  0
 QKG  CONST_43  H201  C20  C21  C22   180.00   0.0  0
 QKG  CONST_44  H041  C04  N03  C02   180.00   0.0  0
 QKG  CONST_45  H131  N13  C12  C11     0.00   0.0  0
 QKG  CONST_46  H132  N13  C12  C11   180.00   0.0  0
 QKG  Var_01    C07   N08  C09  C10    89.63  30.0  2
 QKG  Var_02    H011  C01  C02  N03  -113.16  30.0  2
 QKG  Var_03    C11   C10  C09  N08   179.57  30.0  1
 QKG  Var_04    H193  C19  O18  C17    62.30  30.0  3
 QKG  Var_05    N13   C12  C11  C10  -177.35  30.0  1
 QKG  Var_06    C12   C11  C10  C09   179.61  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
 QKG  plan-1  C15   0.020
 QKG  plan-1  C17   0.020
 QKG  plan-1  C20   0.020
 QKG  plan-1  C21   0.020
 QKG  plan-1  C22   0.020
 QKG  plan-1  C02   0.020
 QKG  plan-1  N03   0.020
 QKG  plan-1  C04   0.020
 QKG  plan-1  C05   0.020
 QKG  plan-1  C06   0.020
 QKG  plan-1  C07   0.020
 QKG  plan-1  N08   0.020
 QKG  plan-1  C09   0.020
 QKG  plan-1  C16   0.020
 QKG  plan-1  H201  0.020
 QKG  plan-1  H211  0.020
 QKG  plan-1  H041  0.020
 QKG  plan-1  H051  0.020
 QKG  plan-1  H161  0.020
 QKG  plan-1  O18   0.020
 QKG  plan-1  C01   0.020
 QKG  plan-2  C11   0.020
 QKG  plan-2  C12   0.020
 QKG  plan-2  N13   0.020
 QKG  plan-2  O14   0.020
 QKG  plan-2  H131  0.020
 QKG  plan-2  H132  0.020

