# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 01:24:39 2021
#   Inital geometry file: a 131 line input string
#   Ligand name: 5-chloranyl-6-fluoranyl-3-(4-piperazin-1-yl-2-propan-2-yloxy-phenyl)-1~{H}-indole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Oc1cc(ccc1c2c([nH]c3cc(F)c(Cl)cc23)C(N)=O)N4CCNCC4
#
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
 QV5  QV5  5-chloranyl-6-fluoranyl-3-(4-piperazin-1-yl-2-propan-2-yloxy-phenyl)-1~{H}-indole-2-carboxamide  ligand  54  30  .  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_QV5
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
 QV5  C10  C   CR6   0  -0.215  16.1006  31.8448  15.9256
 QV5  C15  C   CR16  0  -0.467  20.9277  31.8669  14.7139
 QV5  C20  C   CR16  0  -0.322  18.6438  33.5556  14.9195
 QV5  C21  C   CR56  0   0.037  18.5447  32.1933  15.2179
 QV5  C22  C   C     0   0.442  17.4020  28.8123  16.2160
 QV5  C26  C   CH2   0  -0.301  11.5016  34.0200  15.6444
 QV5  C01  C   CH3   0  -0.679  15.9358  32.2681  20.3676
 QV5  C02  C   CH1   0  -0.004  15.8514  31.0309  19.4886
 QV5  C03  C   CH3   0  -0.658  16.6920  29.8934  20.0358
 QV5  O04  O   O2    0  -0.470  16.3465  31.3047  18.1755
 QV5  C05  C   CR6   0   0.403  15.5512  31.8142  17.2223
 QV5  C06  C   CR16  0  -0.492  14.2707  32.2957  17.4510
 QV5  C07  C   CR6   0   0.406  13.4881  32.8279  16.4120
 QV5  C08  C   CR16  0  -0.389  14.0432  32.8717  15.1285
 QV5  C09  C   CR16  0  -0.257  15.3263  32.3934  14.9126
 QV5  C11  C   CR5   0   0.094  17.4636  31.3683  15.6594
 QV5  C12  C   CR5   0   0.194  17.9878  30.1051  15.8007
 QV5  N13  N   NR15  0  -0.734  19.3210  30.1214  15.4813
 QV5  C14  C   CR56  0   0.379  19.6870  31.3712  15.1177
 QV5  C16  C   CR6   0   0.593  20.9833  33.2049  14.4247
 QV5  F17  F   F     0  -0.300  22.1434  33.7431  14.0350
 QV5  C18  C   CR6   0  -0.237  19.8646  34.0496  14.5232
 QV5  CL1  CL  CL    0  -0.103  20.0605  35.7221  14.1377
 QV5  N23  N   NH2   0  -0.815  16.0679  28.7267  16.2057
 QV5  O24  O   O     0  -0.490  18.1384  27.8808  16.5209
 QV5  N25  N   NT    0  -0.523  12.2237  33.3250  16.6937
 QV5  C27  C   CH2   0  -0.298  10.3781  34.8527  16.2383
 QV5  N28  N   NH1   0  -0.598   9.4956  34.0088  17.0174
 QV5  C29  C   CH2   0  -0.299  10.2282  33.3960  18.1068
 QV5  C30  C   CH2   0  -0.297  11.3426  32.5347  17.5457
 QV5  H1   H   HCR6  0   0.296  21.8067  31.2407  14.6347
 QV5  H2   H   HCR6  0   0.279  17.7860  34.2106  14.9957
 QV5  H3   H   HCH2  0   0.213  11.0833  33.3217  14.9042
 QV5  H4   H   HCH2  0   0.250  12.1815  34.6906  15.1191
 QV5  H5   H   HCH3  0   0.237  15.5541  32.0397  21.3632
 QV5  H6   H   HCH3  0   0.232  16.9710  32.5971  20.4719
 QV5  H7   H   HCH3  0   0.240  15.3535  33.1025  19.9758
 QV5  H8   H   HCH1  0   0.227  14.8119  30.6916  19.4193
 QV5  H9   H   HCH3  0   0.233  16.3393  29.6231  21.0309
 QV5  H10  H   HCH3  0   0.240  16.6231  29.0104  19.4004
 QV5  H11  H   HCH3  0   0.228  17.7411  30.1816  20.1178
 QV5  H12  H   HCR6  0   0.279  13.8787  32.3095  18.4573
 QV5  H13  H   HCR6  0   0.264  13.4864  33.2541  14.2857
 QV5  H14  H   HCR6  0   0.251  15.7288  32.4211  13.9070
 QV5  H15  H   HNR5  0   0.413  19.9194  29.3109  15.5059
 QV5  H16  H   HNH2  0   0.407  15.6186  27.8793  16.5119
 QV5  H17  H   HNH2  0   0.418  15.4780  29.4895  15.9186
 QV5  H18  H   HCH2  0   0.196  10.8216  35.6671  16.8325
 QV5  H19  H   HCH2  0   0.240   9.8183  35.3130  15.4224
 QV5  H20  H   HNH1  0   0.357   8.7294  34.5574  17.3843
 QV5  H22  H   HCH2  0   0.196  10.6703  34.1343  18.7943
 QV5  H23  H   HCH2  0   0.239   9.5557  32.7656  18.6910
 QV5  H24  H   HCH2  0   0.218  10.9102  31.6999  16.9753
 QV5  H25  H   HCH2  0   0.251  11.8991  32.1062  18.3751

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
 QV5  F17  C16  single    1.337  0.020  1.337
 QV5  C16  C15  aromatic  1.370  0.020  1.370
 QV5  C16  C18  aromatic  1.405  0.020  1.405
 QV5  C15  C14  aromatic  1.396  0.020  1.396
 QV5  CL1  C18  single    1.727  0.020  1.727
 QV5  C18  C20  aromatic  1.375  0.020  1.375
 QV5  C14  N13  aromatic  1.352  0.020  1.352
 QV5  C14  C21  aromatic  1.411  0.020  1.411
 QV5  C09  C08  aromatic  1.386  0.020  1.386
 QV5  C09  C10  aromatic  1.388  0.020  1.388
 QV5  N13  C12  aromatic  1.371  0.020  1.371
 QV5  C20  C21  aromatic  1.398  0.020  1.398
 QV5  C08  C07  aromatic  1.399  0.020  1.399
 QV5  C21  C11  aromatic  1.430  0.020  1.430
 QV5  C12  C11  aromatic  1.375  0.020  1.375
 QV5  C12  C22  single    1.479  0.020  1.479
 QV5  O24  C22  double    1.226  0.020  1.226
 QV5  C26  C27  single    1.519  0.020  1.519
 QV5  C26  N25  single    1.451  0.020  1.451
 QV5  C11  C10  single    1.468  0.020  1.468
 QV5  C22  N23  single    1.337  0.020  1.337
 QV5  C10  C05  aromatic  1.409  0.020  1.409
 QV5  C27  N28  single    1.448  0.020  1.448
 QV5  C07  N25  single    1.387  0.020  1.387
 QV5  C07  C06  aromatic  1.405  0.020  1.405
 QV5  N25  C30  single    1.458  0.020  1.458
 QV5  N28  C29  single    1.449  0.020  1.449
 QV5  C30  C29  single    1.516  0.020  1.516
 QV5  C05  C06  aromatic  1.387  0.020  1.387
 QV5  C05  O04  single    1.342  0.020  1.342
 QV5  O04  C02  single    1.430  0.020  1.430
 QV5  C02  C01  single    1.520  0.020  1.520
 QV5  C02  C03  single    1.517  0.020  1.517
 QV5  C15  H1   single    0.930  0.020  1.080
 QV5  C20  H2   single    0.930  0.020  1.080
 QV5  C26  H3   single    0.970  0.020  1.090
 QV5  C26  H4   single    0.970  0.020  1.090
 QV5  C01  H5   single    0.970  0.020  1.090
 QV5  C01  H6   single    0.970  0.020  1.090
 QV5  C01  H7   single    0.970  0.020  1.090
 QV5  C02  H8   single    0.970  0.020  1.090
 QV5  C03  H9   single    0.970  0.020  1.090
 QV5  C03  H10  single    0.970  0.020  1.090
 QV5  C03  H11  single    0.970  0.020  1.090
 QV5  C06  H12  single    0.930  0.020  1.080
 QV5  C08  H13  single    0.930  0.020  1.080
 QV5  C09  H14  single    0.930  0.020  1.080
 QV5  N13  H15  single    0.860  0.020  1.020
 QV5  N23  H16  single    0.860  0.020  1.020
 QV5  N23  H17  single    0.860  0.020  1.020
 QV5  C27  H18  single    0.970  0.020  1.090
 QV5  C27  H19  single    0.970  0.020  1.090
 QV5  N28  H20  single    0.890  0.020  1.040
 QV5  C29  H22  single    0.970  0.020  1.090
 QV5  C29  H23  single    0.970  0.020  1.090
 QV5  C30  H24  single    0.970  0.020  1.090
 QV5  C30  H25  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
 QV5  C11  C10  C09  120.91  3.000
 QV5  C11  C10  C05  121.46  3.000
 QV5  C09  C10  C05  117.57  3.000
 QV5  H1   C15  C16  121.11  3.000
 QV5  H1   C15  C14  122.53  3.000
 QV5  C16  C15  C14  116.36  3.000
 QV5  H2   C20  C18  120.43  3.000
 QV5  H2   C20  C21  121.24  3.000
 QV5  C18  C20  C21  118.32  3.000
 QV5  C14  C21  C11  107.33  3.000
 QV5  C11  C21  C20  132.98  3.000
 QV5  C14  C21  C20  119.68  3.000
 QV5  O24  C22  N23  123.55  3.000
 QV5  N23  C22  C12  116.69  3.000
 QV5  O24  C22  C12  119.75  3.000
 QV5  H4   C26  H3   107.67  3.000
 QV5  H4   C26  C27  108.21  3.000
 QV5  H3   C26  C27  109.25  3.000
 QV5  H4   C26  N25  109.43  3.000
 QV5  H3   C26  N25  111.82  3.000
 QV5  C27  C26  N25  110.36  3.000
 QV5  H7   C01  H6   108.07  3.000
 QV5  H7   C01  H5   107.55  3.000
 QV5  H6   C01  H5   107.94  3.000
 QV5  H7   C01  C02  112.67  3.000
 QV5  H6   C01  C02  110.69  3.000
 QV5  H5   C01  C02  109.76  3.000
 QV5  H8   C02  O04  109.25  3.000
 QV5  H8   C02  C03  108.45  3.000
 QV5  O04  C02  C03  106.45  3.000
 QV5  H8   C02  C01  109.95  3.000
 QV5  C03  C02  C01  111.78  3.000
 QV5  O04  C02  C01  110.86  3.000
 QV5  H11  C03  H10  108.58  3.000
 QV5  H11  C03  H9   107.94  3.000
 QV5  H10  C03  H9   108.11  3.000
 QV5  H11  C03  C02  111.22  3.000
 QV5  H10  C03  C02  111.24  3.000
 QV5  H9   C03  C02  109.64  3.000
 QV5  C05  O04  C02  121.33  3.000
 QV5  C06  C05  O04  124.18  3.000
 QV5  O04  C05  C10  115.53  3.000
 QV5  C06  C05  C10  120.29  3.000
 QV5  H12  C06  C07  118.81  3.000
 QV5  H12  C06  C05  119.55  3.000
 QV5  C07  C06  C05  121.58  3.000
 QV5  N25  C07  C08  122.45  3.000
 QV5  N25  C07  C06  119.54  3.000
 QV5  C08  C07  C06  117.98  3.000
 QV5  H13  C08  C09  118.54  3.000
 QV5  H13  C08  C07  121.50  3.000
 QV5  C09  C08  C07  119.95  3.000
 QV5  H14  C09  C08  118.65  3.000
 QV5  H14  C09  C10  118.71  3.000
 QV5  C08  C09  C10  122.61  3.000
 QV5  C12  C11  C21  105.88  3.000
 QV5  C12  C11  C10  129.31  3.000
 QV5  C21  C11  C10  124.80  3.000
 QV5  N13  C12  C11  109.62  3.000
 QV5  C11  C12  C22  132.92  3.000
 QV5  N13  C12  C22  117.45  3.000
 QV5  H15  N13  C14  126.10  3.000
 QV5  H15  N13  C12  124.21  3.000
 QV5  C14  N13  C12  109.68  3.000
 QV5  N13  C14  C21  107.48  3.000
 QV5  C21  C14  C15  122.23  3.000
 QV5  N13  C14  C15  130.29  3.000
 QV5  C18  C16  F17  117.99  3.000
 QV5  C18  C16  C15  122.68  3.000
 QV5  F17  C16  C15  119.33  3.000
 QV5  CL1  C18  C16  118.42  3.000
 QV5  CL1  C18  C20  120.85  3.000
 QV5  C16  C18  C20  120.72  3.000
 QV5  H17  N23  H16  117.59  3.000
 QV5  H17  N23  C22  122.60  3.000
 QV5  H16  N23  C22  119.80  3.000
 QV5  C30  N25  C07  118.36  3.000
 QV5  C30  N25  C26  112.41  3.000
 QV5  C07  N25  C26  118.58  3.000
 QV5  H19  C27  H18  107.33  3.000
 QV5  H19  C27  N28  109.59  3.000
 QV5  H18  C27  N28  112.71  3.000
 QV5  H19  C27  C26  108.56  3.000
 QV5  H18  C27  C26  108.57  3.000
 QV5  N28  C27  C26  109.97  3.000
 QV5  H20  N28  C29  109.86  3.000
 QV5  H20  N28  C27  109.92  3.000
 QV5  C29  N28  C27  110.05  3.000
 QV5  H23  C29  H22  107.49  3.000
 QV5  H23  C29  C30  108.84  3.000
 QV5  H22  C29  C30  108.47  3.000
 QV5  H23  C29  N28  109.58  3.000
 QV5  H22  C29  N28  112.88  3.000
 QV5  C30  C29  N28  109.49  3.000
 QV5  H25  C30  H24  107.33  3.000
 QV5  H25  C30  C29  108.53  3.000
 QV5  H24  C30  C29  109.53  3.000
 QV5  H25  C30  N25  110.49  3.000
 QV5  H24  C30  N25  110.24  3.000
 QV5  C29  C30  N25  110.64  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
 QV5  CONST_01  C07  C08  C09  C10     0.00   0.0  0
 QV5  CONST_02  C14  C21  C11  C10   180.00   0.0  0
 QV5  CONST_03  C20  C21  C11  C10     0.00   0.0  0
 QV5  CONST_04  N13  C12  C11  C10   180.00   0.0  0
 QV5  CONST_05  C07  C06  C05  C10     0.00   0.0  0
 QV5  CONST_06  C20  C18  C16  C15     0.00   0.0  0
 QV5  CONST_07  C12  N13  C14  C15   180.00   0.0  0
 QV5  CONST_08  C20  C21  C14  C15     0.00   0.0  0
 QV5  CONST_09  C11  C21  C14  C15   180.00   0.0  0
 QV5  CONST_10  N13  C14  C21  C20   180.00   0.0  0
 QV5  CONST_11  C12  C11  C21  C20   180.00   0.0  0
 QV5  CONST_12  C16  C15  C14  C21     0.00   0.0  0
 QV5  CONST_13  C12  N13  C14  C21     0.00   0.0  0
 QV5  CONST_14  C16  C18  C20  C21     0.00   0.0  0
 QV5  CONST_15  N13  C12  C11  C21     0.00   0.0  0
 QV5  CONST_18  C08  C09  C10  C05     0.00   0.0  0
 QV5  CONST_20  C08  C07  C06  C05     0.00   0.0  0
 QV5  CONST_21  C09  C08  C07  C06     0.00   0.0  0
 QV5  CONST_22  C09  C10  C05  C06     0.00   0.0  0
 QV5  CONST_23  C11  C10  C05  C06   180.00   0.0  0
 QV5  CONST_24  C11  C10  C09  C08   180.00   0.0  0
 QV5  CONST_26  N13  C14  C21  C11     0.00   0.0  0
 QV5  CONST_27  C18  C20  C21  C11   180.00   0.0  0
 QV5  CONST_28  C14  N13  C12  C11     0.00   0.0  0
 QV5  CONST_29  C14  C21  C11  C12     0.00   0.0  0
 QV5  CONST_30  C16  C15  C14  N13   180.00   0.0  0
 QV5  CONST_31  C18  C16  C15  C14     0.00   0.0  0
 QV5  CONST_32  C18  C20  C21  C14     0.00   0.0  0
 QV5  CONST_33  N25  C07  C06  C05   180.00   0.0  0
 QV5  CONST_34  N25  C07  C08  C09   180.00   0.0  0
 QV5  CONST_35  C22  C12  C11  C10     0.00   0.0  0
 QV5  CONST_36  CL1  C18  C16  C15   180.00   0.0  0
 QV5  CONST_37  F17  C16  C18  C20   180.00   0.0  0
 QV5  CONST_38  CL1  C18  C20  C21   180.00   0.0  0
 QV5  CONST_39  C22  C12  C11  C21   180.00   0.0  0
 QV5  CONST_40  C14  N13  C12  C22   180.00   0.0  0
 QV5  CONST_41  C09  C10  C05  O04   180.00   0.0  0
 QV5  CONST_42  C11  C10  C05  O04     0.00   0.0  0
 QV5  CONST_43  C07  C06  C05  O04   180.00   0.0  0
 QV5  CONST_44  F17  C16  C15  C14   180.00   0.0  0
 QV5  CONST_45  H13  C08  C09  C10   180.00   0.0  0
 QV5  CONST_46  H12  C06  C05  C10   180.00   0.0  0
 QV5  CONST_47  H15  N13  C14  C15     0.00   0.0  0
 QV5  CONST_48  H1   C15  C14  C21   180.00   0.0  0
 QV5  CONST_49  H14  C09  C10  C05   180.00   0.0  0
 QV5  CONST_50  H2   C20  C21  C11     0.00   0.0  0
 QV5  CONST_51  H16  N23  C22  C12   180.00   0.0  0
 QV5  CONST_52  H17  N23  C22  C12     0.00   0.0  0
 QV5  Var_01    C29  N28  C27  C26    60.94  30.0  1
 QV5  Var_02    C08  C07  N25  C26    -5.55  30.0  2
 QV5  Var_03    C29  C30  N25  C26   -54.31  30.0  1
 QV5  Var_04    C27  C26  N25  C07  -162.03  30.0  1
 QV5  Var_05    N28  C27  C26  N25   -56.72  30.0  1
 QV5  Var_06    N28  C29  C30  N25    57.00  30.0  1
 QV5  Var_07    C30  C29  N28  C27   -60.93  30.0  1
 QV5  Var_08    C06  C05  O04  C02     9.65  30.0  1
 QV5  Var_09    O24  C22  C12  C11  -165.23  30.0  2
 QV5  Var_10    H8   C02  O04  C05    34.94  30.0  3
 QV5  Var_11    H9   C03  C02  C01    60.33  30.0  3
 QV5  Var_12    H5   C01  C02  C03   -61.42  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
 QV5  plan-1  C10  0.020
 QV5  plan-1  O04  0.020
 QV5  plan-1  C05  0.020
 QV5  plan-1  C06  0.020
 QV5  plan-1  C07  0.020
 QV5  plan-1  C08  0.020
 QV5  plan-1  C09  0.020
 QV5  plan-1  C11  0.020
 QV5  plan-1  N25  0.020
 QV5  plan-1  H12  0.020
 QV5  plan-1  H13  0.020
 QV5  plan-1  H14  0.020
 QV5  plan-2  C10  0.020
 QV5  plan-2  C15  0.020
 QV5  plan-2  C20  0.020
 QV5  plan-2  C21  0.020
 QV5  plan-2  C22  0.020
 QV5  plan-2  C11  0.020
 QV5  plan-2  C12  0.020
 QV5  plan-2  N13  0.020
 QV5  plan-2  C14  0.020
 QV5  plan-2  C16  0.020
 QV5  plan-2  F17  0.020
 QV5  plan-2  C18  0.020
 QV5  plan-2  CL1  0.020
 QV5  plan-2  H1   0.020
 QV5  plan-2  H2   0.020
 QV5  plan-2  H15  0.020
 QV5  plan-3  C22  0.020
 QV5  plan-3  C12  0.020
 QV5  plan-3  N23  0.020
 QV5  plan-3  O24  0.020
 QV5  plan-3  H16  0.020
 QV5  plan-3  H17  0.020

