# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 14:56:25 2021
#   Inital geometry file: a 103 line input string
#   Ligand name: 5-chloranyl-6-fluoranyl-3-(2-propan-2-yloxyphenyl)-1~{H}-indole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Oc1ccccc1c2c([nH]c3cc(F)c(Cl)cc23)C(N)=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
 QVB  QVB  5-chloranyl-6-fluoranyl-3-(2-propan-2-yloxyphenyl)-1~{H}-indole-2-carboxamide  ligand  40  24  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QVB
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
 QVB  C10  C   CR6   0  -0.189  15.2001  31.4409  15.6598
 QVB  C15  C   CR16  0  -0.466  19.9396  31.4580  14.1447
 QVB  C20  C   CR16  0  -0.320  17.6822  33.1537  14.5178
 QVB  C21  C   CR56  0   0.043  17.5955  31.7879  14.8044
 QVB  C22  C   C     0   0.444  16.5074  28.3990  15.8430
 QVB  C01  C   CH3   0  -0.678  15.3854  31.8471  20.0553
 QVB  C02  C   CH1   0  -0.005  15.1905  30.5885  19.2260
 QVB  C03  C   CH3   0  -0.658  16.0437  29.4399  19.7280
 QVB  O04  O   O2    0  -0.467  15.5793  30.8121  17.8680
 QVB  C05  C   CR6   0   0.378  14.7390  31.3742  16.9880
 QVB  C06  C   CR16  0  -0.381  13.4744  31.8706  17.3001
 QVB  C07  C   CR16  0  -0.245  12.6808  32.4343  16.3094
 QVB  C08  C   CR16  0  -0.276  13.1291  32.5161  15.0010
 QVB  C09  C   CR16  0  -0.271  14.3867  32.0187  14.6897
 QVB  C11  C   CR5   0   0.085  16.5423  30.9597  15.3029
 QVB  C12  C   CR5   0   0.202  17.0689  29.6938  15.3983
 QVB  N13  N   NR15  0  -0.734  18.3781  29.7100  14.9949
 QVB  C14  C   CR56  0   0.379  18.7254  30.9630  14.6225
 QVB  C16  C   CR6   0   0.594  19.9831  32.7991  13.8683
 QVB  F17  F   F     0  -0.300  21.1170  33.3370  13.4088
 QVB  C18  C   CR6   0  -0.237  18.8774  33.6473  14.0497
 QVB  CL1  CL  CL    0  -0.102  19.0561  35.3234  13.6726
 QVB  N23  N   NH2   0  -0.812  15.1749  28.3023  15.8750
 QVB  O24  O   O     0  -0.489  17.2615  27.4774  16.1323
 QVB  H1   H   HCR6  0   0.297  20.8077  30.8288  13.9988
 QVB  H2   H   HCR6  0   0.279  16.8350  33.8121  14.6570
 QVB  H3   H   HCH3  0   0.238  15.0830  31.6607  21.0861
 QVB  H4   H   HCH3  0   0.232  16.4346  32.1468  20.0607
 QVB  H5   H   HCH3  0   0.240  14.7954  32.6870  19.6873
 QVB  H6   H   HCH1  0   0.230  14.1399  30.2795  19.2585
 QVB  H7   H   HCH3  0   0.233  15.7855  29.2156  20.7628
 QVB  H8   H   HCH3  0   0.240  15.8799  28.5395  19.1359
 QVB  H9   H   HCH3  0   0.229  17.1051  29.6910  19.6924
 QVB  H10  H   HCR6  0   0.279  13.0944  31.8343  18.3115
 QVB  H11  H   HCR6  0   0.262  11.7029  32.8143  16.5754
 QVB  H12  H   HCR6  0   0.254  12.5106  32.9564  14.2307
 QVB  H13  H   HCR6  0   0.256  14.7470  32.0651  13.6691
 QVB  H14  H   HNR5  0   0.415  18.9725  28.8965  14.9677
 QVB  H15  H   HNH2  0   0.408  14.7430  27.4531  16.2010
 QVB  H16  H   HNH2  0   0.416  14.5673  29.0512  15.5891

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
 QVB  F17  C16  single    1.337  0.020  1.337
 QVB  C16  C15  aromatic  1.370  0.020  1.370
 QVB  C16  C18  aromatic  1.405  0.020  1.405
 QVB  C15  C14  aromatic  1.396  0.020  1.396
 QVB  CL1  C18  single    1.727  0.020  1.727
 QVB  C18  C20  aromatic  1.375  0.020  1.375
 QVB  C14  N13  aromatic  1.352  0.020  1.352
 QVB  C14  C21  aromatic  1.411  0.020  1.411
 QVB  C09  C08  aromatic  1.388  0.020  1.388
 QVB  C09  C10  aromatic  1.392  0.020  1.392
 QVB  N13  C12  aromatic  1.370  0.020  1.370
 QVB  C20  C21  aromatic  1.398  0.020  1.398
 QVB  C21  C11  aromatic  1.430  0.020  1.430
 QVB  C08  C07  aromatic  1.385  0.020  1.385
 QVB  C12  C11  aromatic  1.374  0.020  1.374
 QVB  C12  C22  single    1.480  0.020  1.480
 QVB  O24  C22  double    1.226  0.020  1.226
 QVB  C11  C10  single    1.470  0.020  1.470
 QVB  C22  N23  single    1.336  0.020  1.336
 QVB  C10  C05  aromatic  1.408  0.020  1.408
 QVB  C07  C06  aromatic  1.389  0.020  1.389
 QVB  C05  C06  aromatic  1.394  0.020  1.394
 QVB  C05  O04  single    1.340  0.020  1.340
 QVB  O04  C02  single    1.430  0.020  1.430
 QVB  C02  C03  single    1.516  0.020  1.516
 QVB  C02  C01  single    1.520  0.020  1.520
 QVB  C15  H1   single    0.930  0.020  1.080
 QVB  C20  H2   single    0.930  0.020  1.080
 QVB  C01  H3   single    0.970  0.020  1.090
 QVB  C01  H4   single    0.970  0.020  1.090
 QVB  C01  H5   single    0.970  0.020  1.090
 QVB  C02  H6   single    0.970  0.020  1.090
 QVB  C03  H7   single    0.970  0.020  1.090
 QVB  C03  H8   single    0.970  0.020  1.090
 QVB  C03  H9   single    0.970  0.020  1.090
 QVB  C06  H10  single    0.930  0.020  1.080
 QVB  C07  H11  single    0.930  0.020  1.080
 QVB  C08  H12  single    0.930  0.020  1.080
 QVB  C09  H13  single    0.930  0.020  1.080
 QVB  N13  H14  single    0.860  0.020  1.020
 QVB  N23  H15  single    0.860  0.020  1.020
 QVB  N23  H16  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
 QVB  C11  C10  C09  120.03  3.000
 QVB  C11  C10  C05  120.85  3.000
 QVB  C09  C10  C05  119.08  3.000
 QVB  H1   C15  C16  121.10  3.000
 QVB  H1   C15  C14  122.54  3.000
 QVB  C16  C15  C14  116.35  3.000
 QVB  H2   C20  C18  120.39  3.000
 QVB  H2   C20  C21  121.30  3.000
 QVB  C18  C20  C21  118.31  3.000
 QVB  C14  C21  C11  107.23  3.000
 QVB  C11  C21  C20  133.08  3.000
 QVB  C14  C21  C20  119.68  3.000
 QVB  O24  C22  N23  123.61  3.000
 QVB  N23  C22  C12  116.67  3.000
 QVB  O24  C22  C12  119.70  3.000
 QVB  H5   C01  H4   108.08  3.000
 QVB  H5   C01  H3   107.49  3.000
 QVB  H4   C01  H3   108.00  3.000
 QVB  H5   C01  C02  112.61  3.000
 QVB  H4   C01  C02  110.71  3.000
 QVB  H3   C01  C02  109.80  3.000
 QVB  H6   C02  O04  109.45  3.000
 QVB  H6   C02  C03  108.43  3.000
 QVB  O04  C02  C03  106.25  3.000
 QVB  H6   C02  C01  109.90  3.000
 QVB  C03  C02  C01  111.99  3.000
 QVB  O04  C02  C01  110.72  3.000
 QVB  H9   C03  H8   108.57  3.000
 QVB  H9   C03  H7   107.99  3.000
 QVB  H8   C03  H7   108.07  3.000
 QVB  H9   C03  C02  111.23  3.000
 QVB  H8   C03  C02  111.18  3.000
 QVB  H7   C03  C02  109.69  3.000
 QVB  C05  O04  C02  121.24  3.000
 QVB  C06  C05  O04  124.82  3.000
 QVB  O04  C05  C10  115.73  3.000
 QVB  C06  C05  C10  119.45  3.000
 QVB  H10  C06  C07  118.69  3.000
 QVB  H10  C06  C05  121.10  3.000
 QVB  C07  C06  C05  120.21  3.000
 QVB  H11  C07  C08  120.25  3.000
 QVB  H11  C07  C06  118.91  3.000
 QVB  C08  C07  C06  120.84  3.000
 QVB  H12  C08  C09  120.29  3.000
 QVB  H12  C08  C07  120.77  3.000
 QVB  C09  C08  C07  118.94  3.000
 QVB  H13  C09  C08  119.82  3.000
 QVB  H13  C09  C10  118.70  3.000
 QVB  C08  C09  C10  121.48  3.000
 QVB  C12  C11  C21  105.99  3.000
 QVB  C12  C11  C10  129.39  3.000
 QVB  C21  C11  C10  124.59  3.000
 QVB  N13  C12  C11  109.56  3.000
 QVB  C11  C12  C22  132.96  3.000
 QVB  N13  C12  C22  117.48  3.000
 QVB  H14  N13  C14  126.08  3.000
 QVB  H14  N13  C12  124.19  3.000
 QVB  C14  N13  C12  109.72  3.000
 QVB  N13  C14  C21  107.49  3.000
 QVB  C21  C14  C15  122.25  3.000
 QVB  N13  C14  C15  130.26  3.000
 QVB  C18  C16  F17  117.97  3.000
 QVB  C18  C16  C15  122.67  3.000
 QVB  F17  C16  C15  119.36  3.000
 QVB  CL1  C18  C16  118.43  3.000
 QVB  CL1  C18  C20  120.83  3.000
 QVB  C16  C18  C20  120.74  3.000
 QVB  H16  N23  H15  117.44  3.000
 QVB  H16  N23  C22  122.80  3.000
 QVB  H15  N23  C22  119.77  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
 QVB  CONST_01  C07  C08  C09  C10     0.00   0.0  0
 QVB  CONST_02  C14  C21  C11  C10   180.00   0.0  0
 QVB  CONST_03  C20  C21  C11  C10     0.00   0.0  0
 QVB  CONST_04  N13  C12  C11  C10   180.00   0.0  0
 QVB  CONST_05  C07  C06  C05  C10     0.00   0.0  0
 QVB  CONST_06  C20  C18  C16  C15     0.00   0.0  0
 QVB  CONST_07  C12  N13  C14  C15   180.00   0.0  0
 QVB  CONST_08  C20  C21  C14  C15     0.00   0.0  0
 QVB  CONST_09  C11  C21  C14  C15   180.00   0.0  0
 QVB  CONST_10  N13  C14  C21  C20   180.00   0.0  0
 QVB  CONST_11  C12  C11  C21  C20   180.00   0.0  0
 QVB  CONST_12  C16  C15  C14  C21     0.00   0.0  0
 QVB  CONST_13  C12  N13  C14  C21     0.00   0.0  0
 QVB  CONST_14  C16  C18  C20  C21     0.00   0.0  0
 QVB  CONST_15  N13  C12  C11  C21     0.00   0.0  0
 QVB  CONST_18  C08  C09  C10  C05     0.00   0.0  0
 QVB  CONST_20  C08  C07  C06  C05     0.00   0.0  0
 QVB  CONST_21  C09  C08  C07  C06     0.00   0.0  0
 QVB  CONST_22  C09  C10  C05  C06     0.00   0.0  0
 QVB  CONST_23  C11  C10  C05  C06   180.00   0.0  0
 QVB  CONST_24  C11  C10  C09  C08   180.00   0.0  0
 QVB  CONST_26  N13  C14  C21  C11     0.00   0.0  0
 QVB  CONST_27  C18  C20  C21  C11   180.00   0.0  0
 QVB  CONST_28  C14  N13  C12  C11     0.00   0.0  0
 QVB  CONST_29  C14  C21  C11  C12     0.00   0.0  0
 QVB  CONST_30  C16  C15  C14  N13   180.00   0.0  0
 QVB  CONST_31  C18  C16  C15  C14     0.00   0.0  0
 QVB  CONST_32  C18  C20  C21  C14     0.00   0.0  0
 QVB  CONST_33  C22  C12  C11  C10     0.00   0.0  0
 QVB  CONST_34  CL1  C18  C16  C15   180.00   0.0  0
 QVB  CONST_35  F17  C16  C18  C20   180.00   0.0  0
 QVB  CONST_36  CL1  C18  C20  C21   180.00   0.0  0
 QVB  CONST_37  C22  C12  C11  C21   180.00   0.0  0
 QVB  CONST_38  C14  N13  C12  C22   180.00   0.0  0
 QVB  CONST_39  C09  C10  C05  O04   180.00   0.0  0
 QVB  CONST_40  C11  C10  C05  O04     0.00   0.0  0
 QVB  CONST_41  C07  C06  C05  O04   180.00   0.0  0
 QVB  CONST_42  F17  C16  C15  C14   180.00   0.0  0
 QVB  CONST_43  H12  C08  C09  C10   180.00   0.0  0
 QVB  CONST_44  H10  C06  C05  C10   180.00   0.0  0
 QVB  CONST_45  H14  N13  C14  C15     0.00   0.0  0
 QVB  CONST_46  H1   C15  C14  C21   180.00   0.0  0
 QVB  CONST_47  H13  C09  C10  C05   180.00   0.0  0
 QVB  CONST_48  H11  C07  C06  C05   180.00   0.0  0
 QVB  CONST_49  H2   C20  C21  C11     0.00   0.0  0
 QVB  CONST_50  H15  N23  C22  C12   180.00   0.0  0
 QVB  CONST_51  H16  N23  C22  C12     0.00   0.0  0
 QVB  Var_01    C06  C05  O04  C02     4.48  30.0  1
 QVB  Var_02    O24  C22  C12  C11  -162.78  30.0  2
 QVB  Var_03    H6   C02  O04  C05    37.92  30.0  3
 QVB  Var_04    H7   C03  C02  C01    59.48  30.0  3
 QVB  Var_05    H3   C01  C02  C03   -61.73  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
 QVB  plan-1  C10  0.020
 QVB  plan-1  O04  0.020
 QVB  plan-1  C05  0.020
 QVB  plan-1  C06  0.020
 QVB  plan-1  C07  0.020
 QVB  plan-1  C08  0.020
 QVB  plan-1  C09  0.020
 QVB  plan-1  C11  0.020
 QVB  plan-1  H10  0.020
 QVB  plan-1  H11  0.020
 QVB  plan-1  H12  0.020
 QVB  plan-1  H13  0.020
 QVB  plan-2  C10  0.020
 QVB  plan-2  C15  0.020
 QVB  plan-2  C20  0.020
 QVB  plan-2  C21  0.020
 QVB  plan-2  C22  0.020
 QVB  plan-2  C11  0.020
 QVB  plan-2  C12  0.020
 QVB  plan-2  N13  0.020
 QVB  plan-2  C14  0.020
 QVB  plan-2  C16  0.020
 QVB  plan-2  F17  0.020
 QVB  plan-2  C18  0.020
 QVB  plan-2  CL1  0.020
 QVB  plan-2  H1   0.020
 QVB  plan-2  H2   0.020
 QVB  plan-2  H14  0.020
 QVB  plan-3  C22  0.020
 QVB  plan-3  C12  0.020
 QVB  plan-3  N23  0.020
 QVB  plan-3  O24  0.020
 QVB  plan-3  H15  0.020
 QVB  plan-3  H16  0.020

