# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 05:04:07 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 1-ethanoyl-9~{H}-pyrido[3,4-b]indole-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1nc(cc2c1[nH]c3ccccc23)C(O)=O
#
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
 EQ2  EQ2  '1-ethanoyl-9~{H}-pyrido[3,4-b]indole-3-carboxylic acid'  ligand  29  19  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EQ2
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
 EQ2  C1   C  CH3   0  -0.766   2.8426   3.0149  -0.0001
 EQ2  C2   C  C     0   0.378   1.3942   2.6325  -0.0043
 EQ2  O1   O  O     0  -0.402   0.4985   3.4548  -0.0011
 EQ2  C3   C  CR6   0   0.048   1.0602   1.1858  -0.0118
 EQ2  N1   N  N     0  -0.412   2.0577   0.3201  -0.0167
 EQ2  C4   C  CR6   0   0.053   1.8202  -0.9865  -0.0236
 EQ2  C5   C  C     0   0.522   2.9885  -1.9062  -0.0295
 EQ2  O2   O  OH1   0  -0.583   4.1485  -1.2737  -0.0332
 EQ2  O3   O  O     0  -0.438   2.8799  -3.1098  -0.0315
 EQ2  C6   C  CR16  0  -0.393   0.5382  -1.5336  -0.0263
 EQ2  C7   C  CR56  0   0.180  -0.5278  -0.6573  -0.0219
 EQ2  C8   C  CR56  0   0.069  -1.9582  -0.8065  -0.0239
 EQ2  C9   C  CR16  0  -0.357  -2.8151  -1.9052  -0.0313
 EQ2  C10  C  CR16  0  -0.264  -4.1784  -1.6772  -0.0308
 EQ2  C11  C  CR16  0  -0.263  -4.6877  -0.3711  -0.0227
 EQ2  C12  C  CR16  0  -0.305  -3.8560   0.7343  -0.0156
 EQ2  C13  C  CR56  0   0.344  -2.4858   0.4971  -0.0164
 EQ2  N2   N  NR15  0  -0.771  -1.4463   1.3992  -0.0105
 EQ2  C14  C  CR56  0   0.324  -0.2679   0.7341  -0.0141
 EQ2  H1   H  HCH3  0   0.269   3.3527   2.5996  -0.8697
 EQ2  H2   H  HCH3  0   0.260   2.9453   4.0974  -0.0028
 EQ2  H3   H  HCH3  0   0.269   3.3435   2.6059   0.8780
 EQ2  H4   H  HOH1  0   0.486   4.8690  -1.9211  -0.0396
 EQ2  H5   H  HCR6  0   0.278   0.3925  -2.6053  -0.0323
 EQ2  H6   H  HCR6  0   0.257  -2.4239  -2.9148  -0.0381
 EQ2  H7   H  HCR6  0   0.261  -4.8644  -2.5132  -0.0366
 EQ2  H8   H  HCR6  0   0.265  -5.7597  -0.2235  -0.0217
 EQ2  H9   H  HCR6  0   0.271  -4.2553   1.7399  -0.0091
 EQ2  H10  H  HNR5  0   0.420  -1.5359   2.4024  -0.0061

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
 EQ2  O3   C5   double    1.209  0.020  1.209
 EQ2  O1   C2   double    1.216  0.020  1.216
 EQ2  C2   C1   single    1.498  0.020  1.498
 EQ2  C2   C3   single    1.485  0.020  1.485
 EQ2  C5   O2   single    1.321  0.020  1.321
 EQ2  C5   C4   single    1.487  0.020  1.487
 EQ2  N1   C3   aromatic  1.321  0.020  1.321
 EQ2  N1   C4   aromatic  1.328  0.020  1.328
 EQ2  C3   C14  aromatic  1.403  0.020  1.403
 EQ2  C4   C6   aromatic  1.394  0.020  1.394
 EQ2  C14  C7   aromatic  1.415  0.020  1.415
 EQ2  C14  N2   aromatic  1.353  0.020  1.353
 EQ2  C6   C7   aromatic  1.380  0.020  1.380
 EQ2  C7   C8   aromatic  1.438  0.020  1.438
 EQ2  N2   C13  aromatic  1.376  0.020  1.376
 EQ2  C8   C13  aromatic  1.406  0.020  1.406
 EQ2  C8   C9   aromatic  1.393  0.020  1.393
 EQ2  C13  C12  aromatic  1.391  0.020  1.391
 EQ2  C9   C10  aromatic  1.382  0.020  1.382
 EQ2  C12  C11  aromatic  1.383  0.020  1.383
 EQ2  C10  C11  aromatic  1.402  0.020  1.402
 EQ2  C1   H1   single    0.970  0.020  1.090
 EQ2  C1   H2   single    0.970  0.020  1.090
 EQ2  C1   H3   single    0.970  0.020  1.090
 EQ2  O2   H4   single    0.850  0.020  0.980
 EQ2  C6   H5   single    0.930  0.020  1.080
 EQ2  C9   H6   single    0.930  0.020  1.080
 EQ2  C10  H7   single    0.930  0.020  1.080
 EQ2  C11  H8   single    0.930  0.020  1.080
 EQ2  C12  H9   single    0.930  0.020  1.080
 EQ2  N2   H10  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
 EQ2  H3   C1   H2   109.39  3.000
 EQ2  H3   C1   H1   106.52  3.000
 EQ2  H2   C1   H1   109.45  3.000
 EQ2  H3   C1   C2   110.53  3.000
 EQ2  H2   C1   C2   110.21  3.000
 EQ2  H1   C1   C2   110.67  3.000
 EQ2  C3   C2   O1   119.56  3.000
 EQ2  C3   C2   C1   117.78  3.000
 EQ2  O1   C2   C1   122.66  3.000
 EQ2  C14  C3   N1   120.26  3.000
 EQ2  C14  C3   C2   121.78  3.000
 EQ2  N1   C3   C2   117.96  3.000
 EQ2  C4   N1   C3   120.66  3.000
 EQ2  C6   C4   C5   118.68  3.000
 EQ2  C6   C4   N1   123.41  3.000
 EQ2  C5   C4   N1   117.91  3.000
 EQ2  O3   C5   O2   123.76  3.000
 EQ2  O2   C5   C4   113.19  3.000
 EQ2  O3   C5   C4   123.05  3.000
 EQ2  H4   O2   C5   109.45  3.000
 EQ2  H5   C6   C7   121.68  3.000
 EQ2  H5   C6   C4   120.85  3.000
 EQ2  C7   C6   C4   117.47  3.000
 EQ2  C14  C7   C8   106.54  3.000
 EQ2  C8   C7   C6   134.62  3.000
 EQ2  C14  C7   C6   118.84  3.000
 EQ2  C13  C8   C9   120.02  3.000
 EQ2  C9   C8   C7   133.91  3.000
 EQ2  C13  C8   C7   106.08  3.000
 EQ2  H6   C9   C10  120.68  3.000
 EQ2  H6   C9   C8   120.87  3.000
 EQ2  C10  C9   C8   118.46  3.000
 EQ2  H7   C10  C11  119.33  3.000
 EQ2  H7   C10  C9   119.88  3.000
 EQ2  C11  C10  C9   120.80  3.000
 EQ2  H8   C11  C12  119.12  3.000
 EQ2  H8   C11  C10  119.14  3.000
 EQ2  C12  C11  C10  121.74  3.000
 EQ2  H9   C12  C13  121.48  3.000
 EQ2  H9   C12  C11  121.38  3.000
 EQ2  C13  C12  C11  117.14  3.000
 EQ2  N2   C13  C12  129.23  3.000
 EQ2  C12  C13  C8   121.85  3.000
 EQ2  N2   C13  C8   108.92  3.000
 EQ2  H10  N2   C14  124.54  3.000
 EQ2  H10  N2   C13  125.85  3.000
 EQ2  C14  N2   C13  109.61  3.000
 EQ2  N2   C14  C7   108.86  3.000
 EQ2  N2   C14  C3   131.78  3.000
 EQ2  C7   C14  C3   119.37  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
 EQ2  CONST_01  C6   C4   N1   C3     0.00   0.0  0
 EQ2  CONST_02  C6   C7   C14  C3     0.00   0.0  0
 EQ2  CONST_03  C8   C7   C14  C3   180.00   0.0  0
 EQ2  CONST_04  C13  N2   C14  C3   180.00   0.0  0
 EQ2  CONST_05  C7   C14  C3   N1     0.00   0.0  0
 EQ2  CONST_06  N2   C14  C3   N1   180.00   0.0  0
 EQ2  CONST_07  C7   C6   C4   N1     0.00   0.0  0
 EQ2  CONST_08  C14  C3   N1   C4     0.00   0.0  0
 EQ2  CONST_09  C14  C7   C6   C4     0.00   0.0  0
 EQ2  CONST_10  C8   C7   C6   C4   180.00   0.0  0
 EQ2  CONST_11  N2   C14  C7   C6   180.00   0.0  0
 EQ2  CONST_12  C13  C8   C7   C6   180.00   0.0  0
 EQ2  CONST_13  C9   C8   C7   C6     0.00   0.0  0
 EQ2  CONST_14  C13  N2   C14  C7     0.00   0.0  0
 EQ2  CONST_15  N2   C13  C8   C7     0.00   0.0  0
 EQ2  CONST_16  C12  C13  C8   C7   180.00   0.0  0
 EQ2  CONST_17  C10  C9   C8   C7   180.00   0.0  0
 EQ2  CONST_18  N2   C14  C7   C8     0.00   0.0  0
 EQ2  CONST_19  C14  N2   C13  C8     0.00   0.0  0
 EQ2  CONST_20  C11  C12  C13  C8     0.00   0.0  0
 EQ2  CONST_21  C11  C10  C9   C8     0.00   0.0  0
 EQ2  CONST_22  C14  C7   C8   C9   180.00   0.0  0
 EQ2  CONST_23  N2   C13  C8   C9   180.00   0.0  0
 EQ2  CONST_24  C12  C13  C8   C9     0.00   0.0  0
 EQ2  CONST_25  C12  C11  C10  C9     0.00   0.0  0
 EQ2  CONST_26  C13  C8   C9   C10    0.00   0.0  0
 EQ2  CONST_27  C13  C12  C11  C10    0.00   0.0  0
 EQ2  CONST_28  N2   C13  C12  C11  180.00   0.0  0
 EQ2  CONST_29  C14  N2   C13  C12  180.00   0.0  0
 EQ2  CONST_30  C14  C7   C8   C13    0.00   0.0  0
 EQ2  CONST_31  C4   N1   C3   C2   180.00   0.0  0
 EQ2  CONST_32  C7   C14  C3   C2   180.00   0.0  0
 EQ2  CONST_33  N2   C14  C3   C2     0.00   0.0  0
 EQ2  CONST_34  C5   C4   N1   C3   180.00   0.0  0
 EQ2  CONST_35  C7   C6   C4   C5   180.00   0.0  0
 EQ2  CONST_36  H10  N2   C14  C3     0.00   0.0  0
 EQ2  CONST_37  H5   C6   C4   N1   180.00   0.0  0
 EQ2  CONST_38  H6   C9   C8   C7     0.00   0.0  0
 EQ2  CONST_39  H9   C12  C13  C8   180.00   0.0  0
 EQ2  CONST_40  H7   C10  C9   C8   180.00   0.0  0
 EQ2  CONST_41  H8   C11  C10  C9   180.00   0.0  0
 EQ2  CONST_42  H4   O2   C5   C4   180.00   0.0  0
 EQ2  Var_01    N1   C3   C2   C1    -0.11  30.0  2
 EQ2  Var_02    O3   C5   C4   N1   179.74  30.0  2
 EQ2  Var_03    H1   C1   C2   C3    58.34  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
 EQ2  plan-1  C2   0.020
 EQ2  plan-1  C3   0.020
 EQ2  plan-1  N1   0.020
 EQ2  plan-1  C4   0.020
 EQ2  plan-1  C5   0.020
 EQ2  plan-1  C6   0.020
 EQ2  plan-1  C7   0.020
 EQ2  plan-1  C8   0.020
 EQ2  plan-1  C9   0.020
 EQ2  plan-1  C10  0.020
 EQ2  plan-1  C11  0.020
 EQ2  plan-1  C12  0.020
 EQ2  plan-1  C13  0.020
 EQ2  plan-1  N2   0.020
 EQ2  plan-1  C14  0.020
 EQ2  plan-1  H5   0.020
 EQ2  plan-1  H6   0.020
 EQ2  plan-1  H7   0.020
 EQ2  plan-1  H8   0.020
 EQ2  plan-1  H9   0.020
 EQ2  plan-1  H10  0.020
 EQ2  plan-2  C1   0.020
 EQ2  plan-2  C2   0.020
 EQ2  plan-2  O1   0.020
 EQ2  plan-2  C3   0.020
 EQ2  plan-3  C4   0.020
 EQ2  plan-3  C5   0.020
 EQ2  plan-3  O2   0.020
 EQ2  plan-3  O3   0.020
 EQ2  plan-3  H4   0.020

