# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 07:26:35 2022
#   Inital geometry file: a 96 line input string
#   Ligand name: 8-[(3-bromophenyl)methoxy]-4~{H}-thieno[2,3-c]isoquinolin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1cccc(COc2ccc3C(=O)Nc4sccc4c3c2)c1
#
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
 1H9  1H9  "8-[(3-bromophenyl)methoxy]-4~{H}-thieno[2,3-c]isoquinolin-5-one"  ligand  35  23  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1H9
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
 1H9  CAV  C   CR16  0  -0.516  13.8068  15.2585  10.6596
 1H9  CAU  C   CR66  0   0.324  15.0389  15.2320  11.3251
 1H9  CAQ  C   CR56  0   0.042  15.2432  15.8978  12.5845
 1H9  CAR  C   CR15  0  -0.231  14.3390  16.6667  13.3811
 1H9  CAS  C   CR15  0  -0.475  14.9060  17.1335  14.5170
 1H9  SAT  S   S2    0   0.245  16.5621  16.6540  14.6683
 1H9  CAP  C   CR56  0   0.050  16.4819  15.8163  13.1703
 1H9  NAO  N   NR16  0  -0.737  17.5252  15.1406  12.6118
 1H9  CAM  C   CR6   0   0.515  17.4348  14.4804  11.4099
 1H9  OAN  O   O     0  -0.463  18.4053  13.8974  10.9494
 1H9  CAL  C   CR66  0  -0.217  16.1233  14.5389  10.7610
 1H9  CAK  C   CR16  0  -0.255  15.9495  13.8829   9.5347
 1H9  CAJ  C   CR16  0  -0.349  14.7436  13.9081   8.8851
 1H9  CAI  C   CR6   0   0.435  13.6582  14.6020   9.4499
 1H9  OAH  O   O2    0  -0.458  12.5227  14.5666   8.7407
 1H9  CAG  C   CH2   0  -0.277  11.3621  15.2079   9.2553
 1H9  CAF  C   CR6   0   0.107  10.2508  14.9232   8.2899
 1H9  CAW  C   CR16  0  -0.271   9.8734  15.8771   7.3527
 1H9  CAB  C   CR6   0  -0.093   8.8696  15.5776   6.4424
 1H9  BR1  BR  BR    0  -0.044   8.3572  16.8791   5.1701
 1H9  CAC  C   CR16  0  -0.235   8.2374  14.3445   6.4440
 1H9  CAD  C   CR16  0  -0.235   8.6228  13.3964   7.3840
 1H9  CAE  C   CR16  0  -0.278   9.6209  13.6824   8.3010
 1H9  H1   H   HCR6  0   0.285  12.9826  15.7989  11.1048
 1H9  H2   H   HCR5  0   0.272  13.3108  16.8669  13.1160
 1H9  H3   H   HCR5  0   0.301  14.4563  17.7362  15.2900
 1H9  H4   H   HNR6  0   0.421  18.4217  15.1118  13.0801
 1H9  H5   H   HCR6  0   0.266  16.7805  13.3473   9.0960
 1H9  H6   H   HCR6  0   0.269  14.6135  13.3984   7.9392
 1H9  H7   H   HCH2  0   0.255  11.5277  16.2852   9.3533
 1H9  H8   H   HCH2  0   0.252  11.1191  14.8098  10.2456
 1H9  H9   H   HCR6  0   0.280  10.3649  16.8421   7.3371
 1H9  H10  H   HCR6  0   0.282   7.4547  14.1163   5.7327
 1H9  H11  H   HCR6  0   0.271   8.1315  12.4329   7.3976
 1H9  H12  H   HCR6  0   0.263   9.9087  12.9399   9.0354

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
 1H9  BR1  CAB  single    1.891  0.020  1.891
 1H9  CAB  CAC  aromatic  1.386  0.020  1.386
 1H9  CAB  CAW  aromatic  1.388  0.020  1.388
 1H9  CAC  CAD  aromatic  1.390  0.020  1.390
 1H9  CAW  CAF  aromatic  1.389  0.020  1.389
 1H9  CAD  CAE  aromatic  1.385  0.020  1.385
 1H9  CAF  CAE  aromatic  1.392  0.020  1.392
 1H9  CAF  CAG  single    1.499  0.020  1.499
 1H9  CAJ  CAK  aromatic  1.370  0.020  1.370
 1H9  CAJ  CAI  aromatic  1.407  0.020  1.407
 1H9  OAH  CAG  single    1.422  0.020  1.422
 1H9  OAH  CAI  single    1.339  0.020  1.339
 1H9  CAK  CAL  aromatic  1.402  0.020  1.402
 1H9  CAI  CAV  aromatic  1.384  0.020  1.384
 1H9  OAN  CAM  double    1.222  0.020  1.222
 1H9  CAL  CAM  single    1.464  0.020  1.464
 1H9  CAL  CAU  aromatic  1.405  0.020  1.405
 1H9  CAV  CAU  aromatic  1.401  0.020  1.401
 1H9  CAM  NAO  single    1.374  0.020  1.374
 1H9  CAU  CAQ  aromatic  1.439  0.020  1.439
 1H9  NAO  CAP  single    1.363  0.020  1.363
 1H9  CAQ  CAP  aromatic  1.373  0.020  1.373
 1H9  CAQ  CAR  aromatic  1.429  0.020  1.429
 1H9  CAP  SAT  aromatic  1.718  0.020  1.718
 1H9  CAR  CAS  aromatic  1.353  0.020  1.353
 1H9  SAT  CAS  aromatic  1.731  0.020  1.731
 1H9  CAV  H1   single    0.930  0.020  1.080
 1H9  CAR  H2   single    0.930  0.020  1.080
 1H9  CAS  H3   single    0.930  0.020  1.080
 1H9  NAO  H4   single    0.860  0.020  1.020
 1H9  CAK  H5   single    0.930  0.020  1.080
 1H9  CAJ  H6   single    0.930  0.020  1.080
 1H9  CAG  H7   single    0.970  0.020  1.090
 1H9  CAG  H8   single    0.970  0.020  1.090
 1H9  CAW  H9   single    0.930  0.020  1.080
 1H9  CAC  H10  single    0.930  0.020  1.080
 1H9  CAD  H11  single    0.930  0.020  1.080
 1H9  CAE  H12  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
 1H9  H1   CAV  CAI  120.99  3.000
 1H9  H1   CAV  CAU  118.97  3.000
 1H9  CAI  CAV  CAU  120.04  3.000
 1H9  CAL  CAU  CAQ  118.04  3.000
 1H9  CAQ  CAU  CAV  122.13  3.000
 1H9  CAL  CAU  CAV  119.83  3.000
 1H9  CAP  CAQ  CAR  111.40  3.000
 1H9  CAR  CAQ  CAU  130.30  3.000
 1H9  CAP  CAQ  CAU  118.30  3.000
 1H9  H2   CAR  CAS  122.75  3.000
 1H9  H2   CAR  CAQ  124.39  3.000
 1H9  CAS  CAR  CAQ  112.86  3.000
 1H9  H3   CAS  SAT  119.42  3.000
 1H9  H3   CAS  CAR  128.31  3.000
 1H9  SAT  CAS  CAR  112.27  3.000
 1H9  CAP  SAT  CAS   90.81  3.000
 1H9  NAO  CAP  SAT  124.28  3.000
 1H9  SAT  CAP  CAQ  112.66  3.000
 1H9  NAO  CAP  CAQ  123.05  3.000
 1H9  H4   NAO  CAM  116.71  3.000
 1H9  H4   NAO  CAP  120.18  3.000
 1H9  CAM  NAO  CAP  123.11  3.000
 1H9  CAL  CAM  OAN  124.28  3.000
 1H9  CAL  CAM  NAO  115.30  3.000
 1H9  OAN  CAM  NAO  120.42  3.000
 1H9  CAK  CAL  CAM  118.69  3.000
 1H9  CAM  CAL  CAU  122.20  3.000
 1H9  CAK  CAL  CAU  119.11  3.000
 1H9  H5   CAK  CAJ  119.54  3.000
 1H9  H5   CAK  CAL  119.43  3.000
 1H9  CAJ  CAK  CAL  121.03  3.000
 1H9  H6   CAJ  CAI  119.37  3.000
 1H9  H6   CAJ  CAK  120.77  3.000
 1H9  CAI  CAJ  CAK  119.86  3.000
 1H9  OAH  CAI  CAJ  115.37  3.000
 1H9  OAH  CAI  CAV  124.49  3.000
 1H9  CAJ  CAI  CAV  120.14  3.000
 1H9  CAG  OAH  CAI  119.23  3.000
 1H9  H8   CAG  H7   108.09  3.000
 1H9  H8   CAG  CAF  110.42  3.000
 1H9  H7   CAG  CAF  110.91  3.000
 1H9  H8   CAG  OAH  110.15  3.000
 1H9  H7   CAG  OAH  110.65  3.000
 1H9  CAF  CAG  OAH  106.63  3.000
 1H9  CAE  CAF  CAW  119.65  3.000
 1H9  CAE  CAF  CAG  119.98  3.000
 1H9  CAW  CAF  CAG  120.34  3.000
 1H9  H9   CAW  CAB  120.73  3.000
 1H9  H9   CAW  CAF  119.88  3.000
 1H9  CAB  CAW  CAF  119.38  3.000
 1H9  CAC  CAB  BR1  119.32  3.000
 1H9  CAC  CAB  CAW  121.42  3.000
 1H9  BR1  CAB  CAW  119.26  3.000
 1H9  H10  CAC  CAD  120.10  3.000
 1H9  H10  CAC  CAB  121.13  3.000
 1H9  CAD  CAC  CAB  118.77  3.000
 1H9  H11  CAD  CAE  120.19  3.000
 1H9  H11  CAD  CAC  119.36  3.000
 1H9  CAE  CAD  CAC  120.45  3.000
 1H9  H12  CAE  CAD  119.92  3.000
 1H9  H12  CAE  CAF  119.76  3.000
 1H9  CAD  CAE  CAF  120.33  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
 1H9  CONST_01  CAK  CAJ  CAI  CAV     0.00   0.0  0
 1H9  CONST_02  CAK  CAL  CAU  CAV     0.00   0.0  0
 1H9  CONST_03  CAP  CAQ  CAU  CAV   180.00   0.0  0
 1H9  CONST_04  CAR  CAQ  CAU  CAV     0.00   0.0  0
 1H9  CONST_05  CAJ  CAK  CAL  CAU     0.00   0.0  0
 1H9  CONST_06  CAJ  CAI  CAV  CAU     0.00   0.0  0
 1H9  CONST_07  SAT  CAP  CAQ  CAU   180.00   0.0  0
 1H9  CONST_08  CAS  CAR  CAQ  CAU   180.00   0.0  0
 1H9  CONST_09  CAK  CAL  CAU  CAQ   180.00   0.0  0
 1H9  CONST_10  CAI  CAV  CAU  CAQ   180.00   0.0  0
 1H9  CONST_11  CAS  SAT  CAP  CAQ     0.00   0.0  0
 1H9  CONST_12  SAT  CAS  CAR  CAQ     0.00   0.0  0
 1H9  CONST_13  CAL  CAU  CAQ  CAR   180.00   0.0  0
 1H9  CONST_14  SAT  CAP  CAQ  CAR     0.00   0.0  0
 1H9  CONST_15  CAP  SAT  CAS  CAR     0.00   0.0  0
 1H9  CONST_16  CAP  CAQ  CAR  CAS     0.00   0.0  0
 1H9  CONST_17  CAL  CAM  NAO  CAP     0.00   0.0  0
 1H9  CONST_18  CAL  CAU  CAQ  CAP     0.00   0.0  0
 1H9  CONST_19  CAI  CAJ  CAK  CAL     0.00   0.0  0
 1H9  CONST_20  CAI  CAV  CAU  CAL     0.00   0.0  0
 1H9  CONST_21  CAC  CAB  CAW  CAF     0.00   0.0  0
 1H9  CONST_22  CAC  CAD  CAE  CAF     0.00   0.0  0
 1H9  CONST_23  CAD  CAC  CAB  CAW     0.00   0.0  0
 1H9  CONST_24  CAD  CAE  CAF  CAW     0.00   0.0  0
 1H9  CONST_25  CAE  CAD  CAC  CAB     0.00   0.0  0
 1H9  CONST_26  CAE  CAF  CAW  CAB     0.00   0.0  0
 1H9  CONST_27  OAH  CAI  CAV  CAU   180.00   0.0  0
 1H9  CONST_28  OAN  CAM  NAO  CAP   180.00   0.0  0
 1H9  CONST_29  OAH  CAI  CAJ  CAK   180.00   0.0  0
 1H9  CONST_30  CAB  CAW  CAF  CAG   180.00   0.0  0
 1H9  CONST_31  CAD  CAE  CAF  CAG   180.00   0.0  0
 1H9  CONST_32  BR1  CAB  CAW  CAF   180.00   0.0  0
 1H9  CONST_33  CAD  CAC  CAB  BR1   180.00   0.0  0
 1H9  CONST_34  H6   CAJ  CAI  CAV   180.00   0.0  0
 1H9  CONST_35  H5   CAK  CAL  CAU   180.00   0.0  0
 1H9  CONST_36  H2   CAR  CAQ  CAU     0.00   0.0  0
 1H9  CONST_37  H1   CAV  CAU  CAQ     0.00   0.0  0
 1H9  CONST_38  H3   CAS  CAR  CAQ   180.00   0.0  0
 1H9  CONST_39  H2   CAR  CAS  SAT   180.00   0.0  0
 1H9  CONST_40  H2   CAR  CAQ  CAP   180.00   0.0  0
 1H9  CONST_41  H3   CAS  SAT  CAP   180.00   0.0  0
 1H9  CONST_42  H5   CAK  CAL  CAM     0.00   0.0  0
 1H9  CONST_43  H6   CAJ  CAK  CAL   180.00   0.0  0
 1H9  CONST_44  H4   NAO  CAM  CAL   180.00   0.0  0
 1H9  CONST_45  H1   CAV  CAU  CAL   180.00   0.0  0
 1H9  CONST_46  H1   CAV  CAI  CAJ   180.00   0.0  0
 1H9  CONST_47  H5   CAK  CAJ  CAI   180.00   0.0  0
 1H9  CONST_48  H11  CAD  CAE  CAF   180.00   0.0  0
 1H9  CONST_49  H10  CAC  CAB  CAW   180.00   0.0  0
 1H9  CONST_50  H12  CAE  CAF  CAW   180.00   0.0  0
 1H9  CONST_51  H11  CAD  CAC  CAB   180.00   0.0  0
 1H9  CONST_52  H9   CAW  CAB  CAC   180.00   0.0  0
 1H9  CONST_53  H12  CAE  CAD  CAC   180.00   0.0  0
 1H9  CONST_54  H10  CAC  CAD  CAE   180.00   0.0  0
 1H9  CONST_55  H9   CAW  CAF  CAE   180.00   0.0  0
 1H9  CONST_56  H4   NAO  CAM  OAN     0.00   0.0  0
 1H9  Var_01    NAO  CAM  CAL  CAU     0.52  30.0  1
 1H9  Var_02    CAM  NAO  CAP  CAQ     0.11  30.0  1
 1H9  Var_03    CAM  NAO  CAP  SAT  -179.87  30.0  1
 1H9  Var_04    CAK  CAL  CAM  NAO  -179.64  30.0  1
 1H9  Var_05    OAN  CAM  CAL  CAU  -179.46  30.0  1
 1H9  Var_06    CAK  CAL  CAM  OAN     0.37  30.0  1
 1H9  Var_07    H4   NAO  CAP  CAQ   179.75  30.0  1
 1H9  Var_08    H4   NAO  CAP  SAT    -0.24  30.0  1
 1H9  Var_09    CAG  OAH  CAI  CAV    -1.76  30.0  3
 1H9  Var_10    CAG  OAH  CAI  CAJ   178.15  30.0  3
 1H9  Var_11    CAF  CAG  OAH  CAI  -176.56  30.0  3
 1H9  Var_12    CAW  CAF  CAG  OAH   -99.93  30.0  2
 1H9  Var_13    CAE  CAF  CAG  OAH    77.98  30.0  2
 1H9  Var_14    H7   CAG  CAF  CAW    20.61  30.0  2
 1H9  Var_15    H8   CAG  CAF  CAW   140.41  30.0  2
 1H9  Var_16    H7   CAG  CAF  CAE  -161.48  30.0  2
 1H9  Var_17    H8   CAG  CAF  CAE   -41.67  30.0  2
 1H9  Var_18    H7   CAG  OAH  CAI    62.73  30.0  3
 1H9  Var_19    H8   CAG  OAH  CAI   -56.73  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
 1H9  plan-1  CAG  0.020
 1H9  plan-1  CAF  0.020
 1H9  plan-1  CAW  0.020
 1H9  plan-1  CAB  0.020
 1H9  plan-1  BR1  0.020
 1H9  plan-1  CAC  0.020
 1H9  plan-1  CAD  0.020
 1H9  plan-1  CAE  0.020
 1H9  plan-1  H9   0.020
 1H9  plan-1  H10  0.020
 1H9  plan-1  H11  0.020
 1H9  plan-1  H12  0.020
 1H9  plan-2  CAU  0.020
 1H9  plan-2  CAQ  0.020
 1H9  plan-2  CAR  0.020
 1H9  plan-2  CAS  0.020
 1H9  plan-2  SAT  0.020
 1H9  plan-2  CAP  0.020
 1H9  plan-2  NAO  0.020
 1H9  plan-2  H2   0.020
 1H9  plan-2  H3   0.020
 1H9  plan-3  CAV  0.020
 1H9  plan-3  CAU  0.020
 1H9  plan-3  CAQ  0.020
 1H9  plan-3  CAM  0.020
 1H9  plan-3  CAL  0.020
 1H9  plan-3  CAK  0.020
 1H9  plan-3  CAJ  0.020
 1H9  plan-3  CAI  0.020
 1H9  plan-3  OAH  0.020
 1H9  plan-3  H1   0.020
 1H9  plan-3  H5   0.020
 1H9  plan-3  H6   0.020
 1H9  plan-4  CAP  0.020
 1H9  plan-4  NAO  0.020
 1H9  plan-4  CAM  0.020
 1H9  plan-4  OAN  0.020
 1H9  plan-4  CAL  0.020
 1H9  plan-4  H4   0.020

