# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 11:43:40 2021
#   Inital geometry file: a 94 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1C[C@@H]2[C@H]3CN4C(=O)C=CC=C4[C@@H](CN2C)[C@@H]13
#
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
 LDQ  LDQ  'None                     '  ligand  38  18  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LDQ
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
 LDQ  C2   C  CH1   0  -0.278  16.5242   9.6747  14.9523
 LDQ  C1   C  CH2   0  -0.267  17.9800   9.5599  15.3647
 LDQ  C13  C  C1    0  -0.107  20.0798   6.1068  14.1752
 LDQ  C12  C  C1    0  -0.444  18.7056   6.2087  13.8996
 LDQ  C11  C  C     0   0.472  18.0154   7.3127  14.3144
 LDQ  C10  C  CH1   0  -0.361  16.5366   7.4088  14.0839
 LDQ  C9   C  CH2   0  -0.278  15.7801   6.8972  15.3183
 LDQ  C7   C  CH1   0  -0.100  15.4948   9.1895  15.9739
 LDQ  C6   C  CH2   0  -0.463  14.1873   9.2835  15.1620
 LDQ  C5   C  CH3   0  -0.666  14.1739  10.1315  12.7507
 LDQ  C4   C  CH1   0  -0.219  14.5900   9.0066  13.6893
 LDQ  N1   N  NT    0  -0.402  15.8578   7.8484  16.4038
 LDQ  C3   C  CH1   0  -0.235  16.1211   8.8401  13.7440
 LDQ  C14  C  C1    0  -0.467  20.7193   7.1016  14.8462
 LDQ  C    C  C     0   0.552  20.0200   8.2738  15.2770
 LDQ  N    N  NT    0  -0.561  18.6557   8.3167  14.9701
 LDQ  H1   H  HCH1  0   0.268  16.3345  10.7344  14.7582
 LDQ  H2   H  HCH2  0   0.258  18.0736   9.6732  16.4455
 LDQ  H3   H  HCH2  0   0.258  18.5430  10.3781  14.9154
 LDQ  H4   H  H     0   0.269  20.6283   5.2317  13.8499
 LDQ  H5   H  H     0   0.264  18.1789   5.4236  13.3770
 LDQ  H6   H  HCH1  0   0.282  16.2953   6.7401  13.2544
 LDQ  H7   H  HCH2  0   0.217  14.7412   6.6803  15.0197
 LDQ  H8   H  HCH2  0   0.254  16.2068   5.9442  15.6421
 LDQ  H9   H  HCH3  0   0.233  15.2574   8.1102  18.3841
 LDQ  H10  H  HCH3  0   0.195  14.0532   7.2641  17.4002
 LDQ  H11  H  HCH3  0   0.233  15.5313   6.4370  17.9018
 LDQ  H12  H  HCH1  0   0.243  15.4738   9.8296  16.8593
 LDQ  H13  H  HCH2  0   0.239  13.7785  10.2923  15.2609
 LDQ  H14  H  HCH2  0   0.241  13.4160   8.6015  15.5269
 LDQ  H15  H  HCH3  0   0.230  13.0927  10.2767  12.7726
 LDQ  H16  H  HCH3  0   0.219  14.6365  11.0790  13.0364
 LDQ  H17  H  HCH3  0   0.227  14.4605   9.9178  11.7199
 LDQ  H18  H  HCH1  0   0.235  14.1302   8.0793  13.3337
 LDQ  H20  H  HCH1  0   0.248  16.6032   9.1541  12.8141
 LDQ  H21  H  H     0   0.262  21.7756   7.0462  15.0708
 LDQ  O    O  O     0  -0.532  20.5413   9.2151  15.8762
 LDQ  C8   C  CH3   0  -0.522  15.1326   7.3968  17.5683

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
 LDQ  C5   C4   single  1.523  0.020  1.523
 LDQ  C4   C3   single  1.541  0.020  1.541
 LDQ  C4   C6   single  1.552  0.020  1.552
 LDQ  C3   C10  single  1.529  0.020  1.529
 LDQ  C3   C2   single  1.523  0.020  1.523
 LDQ  C12  C13  single  1.405  0.020  1.405
 LDQ  C12  C11  double  1.367  0.020  1.367
 LDQ  C10  C11  single  1.500  0.020  1.500
 LDQ  C10  C9   single  1.536  0.020  1.536
 LDQ  C13  C14  double  1.360  0.020  1.360
 LDQ  C11  N    single  1.359  0.020  1.359
 LDQ  C14  C    single  1.431  0.020  1.431
 LDQ  N    C    single  1.399  0.020  1.399
 LDQ  N    C1   single  1.469  0.020  1.469
 LDQ  C2   C1   single  1.517  0.020  1.517
 LDQ  C2   C7   single  1.529  0.020  1.529
 LDQ  C    O    double  1.232  0.020  1.232
 LDQ  C6   C7   single  1.542  0.020  1.542
 LDQ  C9   N1   single  1.445  0.020  1.445
 LDQ  C7   N1   single  1.454  0.020  1.454
 LDQ  N1   C8   single  1.444  0.020  1.444
 LDQ  C2   H1   single  0.970  0.020  1.090
 LDQ  C1   H2   single  0.970  0.020  1.090
 LDQ  C1   H3   single  0.970  0.020  1.090
 LDQ  C13  H4   single  0.930  0.020  1.080
 LDQ  C12  H5   single  0.930  0.020  1.080
 LDQ  C10  H6   single  0.970  0.020  1.090
 LDQ  C9   H7   single  0.970  0.020  1.090
 LDQ  C9   H8   single  0.970  0.020  1.090
 LDQ  C8   H9   single  0.970  0.020  1.090
 LDQ  C8   H10  single  0.970  0.020  1.090
 LDQ  C8   H11  single  0.970  0.020  1.090
 LDQ  C7   H12  single  0.970  0.020  1.090
 LDQ  C6   H13  single  0.970  0.020  1.090
 LDQ  C6   H14  single  0.970  0.020  1.090
 LDQ  C5   H15  single  0.970  0.020  1.090
 LDQ  C5   H16  single  0.970  0.020  1.090
 LDQ  C5   H17  single  0.970  0.020  1.090
 LDQ  C4   H18  single  0.970  0.020  1.090
 LDQ  C3   H20  single  0.970  0.020  1.090
 LDQ  C14  H21  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
 LDQ  H1   C2   C3   110.14  3.000
 LDQ  H1   C2   C7   108.00  3.000
 LDQ  C3   C2   C7   100.25  3.000
 LDQ  H1   C2   C1   106.73  3.000
 LDQ  C7   C2   C1   116.12  3.000
 LDQ  C3   C2   C1   115.35  3.000
 LDQ  H3   C1   H2   106.62  3.000
 LDQ  H3   C1   N    106.68  3.000
 LDQ  H2   C1   N    108.34  3.000
 LDQ  H3   C1   C2   109.07  3.000
 LDQ  H2   C1   C2   110.11  3.000
 LDQ  N    C1   C2   115.61  3.000
 LDQ  H4   C13  C14  120.08  3.000
 LDQ  H4   C13  C12  119.67  3.000
 LDQ  C14  C13  C12  120.24  3.000
 LDQ  H5   C12  C11  119.19  3.000
 LDQ  H5   C12  C13  121.27  3.000
 LDQ  C11  C12  C13  119.54  3.000
 LDQ  N    C11  C10  119.43  3.000
 LDQ  N    C11  C12  120.34  3.000
 LDQ  C10  C11  C12  120.21  3.000
 LDQ  H6   C10  C3   110.14  3.000
 LDQ  H6   C10  C9   107.31  3.000
 LDQ  C3   C10  C9   110.90  3.000
 LDQ  H6   C10  C11  107.18  3.000
 LDQ  C9   C10  C11  109.93  3.000
 LDQ  C3   C10  C11  111.23  3.000
 LDQ  H8   C9   H7   106.05  3.000
 LDQ  H8   C9   N1   109.28  3.000
 LDQ  H7   C9   N1   112.55  3.000
 LDQ  H8   C9   C10  109.65  3.000
 LDQ  H7   C9   C10  108.18  3.000
 LDQ  N1   C9   C10  110.98  3.000
 LDQ  H12  C7   N1   107.78  3.000
 LDQ  H12  C7   C6   112.00  3.000
 LDQ  N1   C7   C6   115.05  3.000
 LDQ  H12  C7   C2   111.62  3.000
 LDQ  N1   C7   C2   108.78  3.000
 LDQ  C6   C7   C2   101.52  3.000
 LDQ  H14  C6   H13  106.38  3.000
 LDQ  H14  C6   C4   112.88  3.000
 LDQ  H13  C6   C4   110.34  3.000
 LDQ  H14  C6   C7   112.63  3.000
 LDQ  H13  C6   C7   109.01  3.000
 LDQ  C4   C6   C7   105.59  3.000
 LDQ  H17  C5   H16  107.80  3.000
 LDQ  H17  C5   H15  107.78  3.000
 LDQ  H16  C5   H15  107.39  3.000
 LDQ  H17  C5   C4   111.45  3.000
 LDQ  H16  C5   C4   111.33  3.000
 LDQ  H15  C5   C4   110.89  3.000
 LDQ  H18  C4   C3   109.72  3.000
 LDQ  H18  C4   C5   108.11  3.000
 LDQ  C3   C4   C5   111.91  3.000
 LDQ  H18  C4   C6   110.52  3.000
 LDQ  C3   C4   C6   104.09  3.000
 LDQ  C5   C4   C6   112.47  3.000
 LDQ  C7   N1   C8   113.67  3.000
 LDQ  C8   N1   C9   111.89  3.000
 LDQ  C7   N1   C9   111.80  3.000
 LDQ  H20  C3   C4   112.14  3.000
 LDQ  H20  C3   C10  109.76  3.000
 LDQ  C4   C3   C10  112.28  3.000
 LDQ  H20  C3   C2   113.61  3.000
 LDQ  C10  C3   C2   105.35  3.000
 LDQ  C4   C3   C2   103.41  3.000
 LDQ  H21  C14  C    117.18  3.000
 LDQ  H21  C14  C13  121.63  3.000
 LDQ  C    C14  C13  121.19  3.000
 LDQ  N    C    O    119.74  3.000
 LDQ  O    C    C14  124.44  3.000
 LDQ  N    C    C14  115.82  3.000
 LDQ  C    N    C11  122.85  3.000
 LDQ  C    N    C1   114.55  3.000
 LDQ  C11  N    C1   122.54  3.000
 LDQ  H11  C8   H10  107.39  3.000
 LDQ  H11  C8   H9   107.75  3.000
 LDQ  H10  C8   H9   107.77  3.000
 LDQ  H11  C8   N1   109.75  3.000
 LDQ  H10  C8   N1   114.02  3.000
 LDQ  H9   C8   N1   109.94  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
 LDQ  CONST_01  C14  C    N    C1   180.00   0.0  0
 LDQ  CONST_02  C10  C11  C12  C13  180.00   0.0  0
 LDQ  CONST_03  N    C11  C12  C13    0.00   0.0  0
 LDQ  CONST_04  C14  C    N    C11    0.00   0.0  0
 LDQ  CONST_05  O    C    N    C1     0.00   0.0  0
 LDQ  CONST_06  O    C    N    C11  180.00   0.0  0
 LDQ  CONST_07  H5   C12  C11  C10    0.00   0.0  0
 LDQ  Var_01    C11  N    C1   C2    -1.94  30.0  1
 LDQ  Var_02    C7   N1   C9   C10   50.20  30.0  3
 LDQ  Var_03    H9   C8   N1   C9   176.90  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 LDQ  chir_01  C2   C3  C1   C7  positiv
 LDQ  chir_02  C10  C9  C11  C3  positiv
 LDQ  chir_03  C7   N1  C6   C2  positiv
 LDQ  chir_04  C4   C6  C3   C5  positiv
 LDQ  chir_05  C3   C4  C10  C2  positiv

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
 LDQ  plan-1  C1   0.020
 LDQ  plan-1  C13  0.020
 LDQ  plan-1  C12  0.020
 LDQ  plan-1  C11  0.020
 LDQ  plan-1  C10  0.020
 LDQ  plan-1  C14  0.020
 LDQ  plan-1  C    0.020
 LDQ  plan-1  N    0.020
 LDQ  plan-1  H4   0.020
 LDQ  plan-1  H5   0.020
 LDQ  plan-1  H21  0.020
 LDQ  plan-1  O    0.020

