# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 05:02:46 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 3-(5-fluoro-6-iodo-1-methyl-1H-indol-3-yl)-4-(7-methoxy-1-benzofuran-3-yl)-1H-pyrrole-2,5-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc2c1occ2C3=C(C(=O)NC3=O)c4cn(C)c5cc(I)c(F)cc45
#
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
 TSK  TSK  3-(5-fluoro-6-iodo-1-methyl-1H-indol-3-yl)-4-(7-methoxy-1-benzofuran-3-yl)-1H-pyrrole-2,5-dione  ligand  44  30  .  2023-02-15  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_TSK
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
 TSK  N1    N  NR15  0  -0.736   2.2982   3.8053  -0.5588
 TSK  C2    C  CR5   0   0.560   3.1955   2.7836  -0.7764
 TSK  C3    C  CR5   0  -0.125   2.5081   1.5274  -0.3671
 TSK  C4    C  CR5   0  -0.055   1.2681   1.8378   0.0574
 TSK  C5    C  CR5   0   0.557   1.1177   3.3303  -0.0449
 TSK  O6    O  O     0  -0.389   0.1699   3.9946   0.2866
 TSK  O7    O  O     0  -0.391   4.3066   2.8989  -1.2281
 TSK  C8    C  CR5   0  -0.042   3.1545   0.2362  -0.5026
 TSK  C9    C  CR56  0   0.051   4.4432  -0.1657   0.0088
 TSK  C10   C  CR56  0   0.306   4.5894  -1.4875  -0.3909
 TSK  O11   O  O     0  -0.422   3.5094  -1.8964  -1.0958
 TSK  C12   C  CR15  0  -0.015   2.6634  -0.8483  -1.1475
 TSK  C13   C  CR5   0  -0.050   0.2452   0.9921   0.6183
 TSK  C14   C  CR15  0  -0.044   0.4909  -0.0853   1.4428
 TSK  N15   N  NR5   0  -0.517  -0.6617  -0.6844   1.8048
 TSK  C16   C  CR56  0   0.373  -1.7063  -0.0207   1.2149
 TSK  C17   C  CR56  0   0.071  -1.1800   1.0488   0.4605
 TSK  C18   C  CR16  0  -0.406   5.4466   0.4447   0.7683
 TSK  C19   C  CR16  0  -0.250   6.5535  -0.3159   1.0811
 TSK  C20   C  CR16  0  -0.413   6.6918  -1.6502   0.6653
 TSK  C21   C  CR6   0   0.308   5.7031  -2.2701  -0.0854
 TSK  C22   C  CR16  0  -0.556  -2.0596   1.8535  -0.2686
 TSK  C23   C  CR6   0   0.626  -3.4017   1.5720  -0.1977
 TSK  C24   C  CR6   0  -0.462  -3.9160   0.5187   0.5661
 TSK  C25   C  CR16  0  -0.256  -3.0662  -0.2990   1.2849
 TSK  C26   C  CH3   0  -0.533  -0.7911  -1.8155   2.6943
 TSK  F30   F  F     0  -0.308  -4.2554   2.3384  -0.8910
 TSK  I31   I  I     0   0.088  -5.9821   0.1869   0.6028
 TSK  O32   O  O2    0  -0.464   5.7127  -3.5322  -0.5358
 TSK  C33   C  CH3   0  -0.437   6.8411  -4.3335  -0.2359
 TSK  HN1   H  HNR5  0   0.427   2.4929   4.7815  -0.7297
 TSK  H12   H  HCR5  0   0.298   1.7394  -1.0004  -1.6833
 TSK  H14   H  HCR5  0   0.304   1.4369  -0.4496   1.8119
 TSK  H18   H  HCR6  0   0.249   5.3606   1.4686   1.1043
 TSK  H19   H  HCR6  0   0.261   7.3519   0.1204   1.6668
 TSK  H20   H  HCR6  0   0.286   7.5863  -2.1886   0.9480
 TSK  H22   H  HCR6  0   0.272  -1.7187   2.6790  -0.8776
 TSK  H25   H  HCR6  0   0.301  -3.4435  -1.1263   1.8708
 TSK  H26   H  HCH3  0   0.265  -1.3228  -1.5328   3.6019
 TSK  H26A  H  HCH3  0   0.264  -1.3295  -2.6254   2.2048
 TSK  H26B  H  HCH3  0   0.274   0.1993  -2.1704   2.9630
 TSK  H33   H  HCH3  0   0.233   6.9783  -4.4536   0.8413
 TSK  H33A  H  HCH3  0   0.262   6.6518  -5.3082  -0.6776
 TSK  H33B  H  HCH3  0   0.233   7.7568  -3.9210  -0.6661

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
 TSK  C2   N1    single    1.377  0.020  1.377
 TSK  N1   C5    single    1.372  0.020  1.372
 TSK  N1   HN1   single    0.860  0.020  1.020
 TSK  O7   C2    double    1.205  0.020  1.205
 TSK  C3   C2    single    1.489  0.020  1.489
 TSK  C8   C3    single    1.450  0.020  1.450
 TSK  C3   C4    double    1.347  0.020  1.347
 TSK  C4   C13   single    1.441  0.020  1.441
 TSK  C4   C5    single    1.504  0.020  1.504
 TSK  C5   O6    double    1.204  0.020  1.204
 TSK  C12  C8    aromatic  1.354  0.020  1.354
 TSK  C9   C8    aromatic  1.444  0.020  1.444
 TSK  C10  C9    aromatic  1.389  0.020  1.389
 TSK  C9   C18   aromatic  1.399  0.020  1.399
 TSK  C21  C10   aromatic  1.395  0.020  1.395
 TSK  O11  C10   aromatic  1.353  0.020  1.353
 TSK  O11  C12   aromatic  1.348  0.020  1.348
 TSK  C12  H12   single    0.930  0.020  1.080
 TSK  C17  C13   aromatic  1.435  0.020  1.435
 TSK  C13  C14   aromatic  1.379  0.020  1.379
 TSK  N15  C14   aromatic  1.349  0.020  1.349
 TSK  C14  H14   single    0.930  0.020  1.080
 TSK  C16  N15   aromatic  1.371  0.020  1.371
 TSK  N15  C26   single    1.445  0.020  1.445
 TSK  C17  C16   aromatic  1.411  0.020  1.411
 TSK  C25  C16   aromatic  1.390  0.020  1.390
 TSK  C22  C17   aromatic  1.398  0.020  1.398
 TSK  C19  C18   aromatic  1.379  0.020  1.379
 TSK  C18  H18   single    0.930  0.020  1.080
 TSK  C20  C19   aromatic  1.404  0.020  1.404
 TSK  C19  H19   single    0.930  0.020  1.080
 TSK  C21  C20   aromatic  1.388  0.020  1.388
 TSK  C20  H20   single    0.930  0.020  1.080
 TSK  O32  C21   single    1.340  0.020  1.340
 TSK  C23  C22   aromatic  1.373  0.020  1.373
 TSK  C22  H22   single    0.930  0.020  1.080
 TSK  F30  C23   single    1.340  0.020  1.340
 TSK  C23  C24   aromatic  1.399  0.020  1.399
 TSK  I31  C24   single    2.093  0.020  2.093
 TSK  C24  C25   aromatic  1.381  0.020  1.381
 TSK  C25  H25   single    0.930  0.020  1.080
 TSK  C26  H26   single    0.970  0.020  1.090
 TSK  C26  H26A  single    0.970  0.020  1.090
 TSK  C26  H26B  single    0.970  0.020  1.090
 TSK  C33  O32   single    1.416  0.020  1.416
 TSK  C33  H33   single    0.970  0.020  1.090
 TSK  C33  H33A  single    0.970  0.020  1.090
 TSK  C33  H33B  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
 TSK  HN1   N1   C5    124.32  3.000
 TSK  HN1   N1   C2    124.38  3.000
 TSK  C5    N1   C2    111.28  3.000
 TSK  O7    C2   C3    127.54  3.000
 TSK  C3    C2   N1    106.36  3.000
 TSK  O7    C2   N1    126.09  3.000
 TSK  C8    C3   C4    130.17  3.000
 TSK  C4    C3   C2    108.49  3.000
 TSK  C8    C3   C2    121.30  3.000
 TSK  C13   C4   C5    122.56  3.000
 TSK  C5    C4   C3    107.42  3.000
 TSK  C13   C4   C3    129.86  3.000
 TSK  O6    C5   C4    127.42  3.000
 TSK  O6    C5   N1    126.11  3.000
 TSK  C4    C5   N1    106.44  3.000
 TSK  C12   C8   C9    105.64  3.000
 TSK  C9    C8   C3    127.78  3.000
 TSK  C12   C8   C3    126.58  3.000
 TSK  C18   C9   C10   119.75  3.000
 TSK  C18   C9   C8    135.34  3.000
 TSK  C10   C9   C8    104.89  3.000
 TSK  C21   C10  O11   125.58  3.000
 TSK  O11   C10  C9    110.71  3.000
 TSK  C21   C10  C9    123.71  3.000
 TSK  C12   O11  C10   106.61  3.000
 TSK  H12   C12  O11   116.55  3.000
 TSK  H12   C12  C8    131.31  3.000
 TSK  O11   C12  C8    112.14  3.000
 TSK  C17   C13  C14   105.88  3.000
 TSK  C14   C13  C4    124.40  3.000
 TSK  C17   C13  C4    129.72  3.000
 TSK  H14   C14  N15   120.50  3.000
 TSK  H14   C14  C13   128.66  3.000
 TSK  N15   C14  C13   110.82  3.000
 TSK  C26   N15  C16   125.14  3.000
 TSK  C26   N15  C14   126.14  3.000
 TSK  C16   N15  C14   108.70  3.000
 TSK  C25   C16  C17   122.94  3.000
 TSK  C25   C16  N15   128.82  3.000
 TSK  C17   C16  N15   108.23  3.000
 TSK  C22   C17  C16   118.73  3.000
 TSK  C22   C17  C13   134.85  3.000
 TSK  C16   C17  C13   106.37  3.000
 TSK  H18   C18  C19   121.05  3.000
 TSK  H18   C18  C9    121.67  3.000
 TSK  C19   C18  C9    117.28  3.000
 TSK  H19   C19  C20   118.08  3.000
 TSK  H19   C19  C18   119.51  3.000
 TSK  C20   C19  C18   122.41  3.000
 TSK  H20   C20  C21   120.55  3.000
 TSK  H20   C20  C19   118.48  3.000
 TSK  C21   C20  C19   120.96  3.000
 TSK  O32   C21  C20   126.69  3.000
 TSK  O32   C21  C10   117.42  3.000
 TSK  C20   C21  C10   115.90  3.000
 TSK  H22   C22  C23   119.59  3.000
 TSK  H22   C22  C17   122.36  3.000
 TSK  C23   C22  C17   118.05  3.000
 TSK  F30   C23  C24   118.60  3.000
 TSK  C24   C23  C22   122.81  3.000
 TSK  F30   C23  C22   118.59  3.000
 TSK  I31   C24  C25   120.29  3.000
 TSK  C25   C24  C23   120.25  3.000
 TSK  I31   C24  C23   119.46  3.000
 TSK  H25   C25  C24   121.34  3.000
 TSK  H25   C25  C16   121.44  3.000
 TSK  C24   C25  C16   117.21  3.000
 TSK  H26B  C26  H26A  108.61  3.000
 TSK  H26B  C26  H26   108.89  3.000
 TSK  H26A  C26  H26   109.05  3.000
 TSK  H26B  C26  N15   109.06  3.000
 TSK  H26A  C26  N15   110.48  3.000
 TSK  H26   C26  N15   110.71  3.000
 TSK  C33   O32  C21   117.87  3.000
 TSK  H33B  C33  H33A  108.94  3.000
 TSK  H33B  C33  H33   108.94  3.000
 TSK  H33A  C33  H33   108.90  3.000
 TSK  H33B  C33  O32   111.76  3.000
 TSK  H33A  C33  O32   106.42  3.000
 TSK  H33   C33  O32   111.79  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
 TSK  CONST_01  C10  O11  C12  C8      0.00   0.0  0
 TSK  CONST_02  C21  C10  C9   C8    180.00   0.0  0
 TSK  CONST_03  O11  C10  C9   C8      0.00   0.0  0
 TSK  CONST_04  C19  C18  C9   C8    180.00   0.0  0
 TSK  CONST_05  O11  C12  C8   C9      0.00   0.0  0
 TSK  CONST_06  C20  C21  C10  C9      0.00   0.0  0
 TSK  CONST_07  C12  O11  C10  C9      0.00   0.0  0
 TSK  CONST_08  C20  C19  C18  C9      0.00   0.0  0
 TSK  CONST_09  C12  C8   C9   C10     0.00   0.0  0
 TSK  CONST_10  C19  C18  C9   C10     0.00   0.0  0
 TSK  CONST_11  C19  C20  C21  C10     0.00   0.0  0
 TSK  CONST_12  C18  C9   C10  O11   180.00   0.0  0
 TSK  CONST_13  C20  C21  C10  O11   180.00   0.0  0
 TSK  CONST_14  C18  C9   C8   C12   180.00   0.0  0
 TSK  CONST_15  C21  C10  O11  C12   180.00   0.0  0
 TSK  CONST_16  N15  C16  C17  C13     0.00   0.0  0
 TSK  CONST_17  C25  C16  C17  C13   180.00   0.0  0
 TSK  CONST_18  C23  C22  C17  C13   180.00   0.0  0
 TSK  CONST_19  C16  N15  C14  C13     0.00   0.0  0
 TSK  CONST_20  C16  C17  C13  C14     0.00   0.0  0
 TSK  CONST_21  C22  C17  C13  C14   180.00   0.0  0
 TSK  CONST_22  C17  C16  N15  C14     0.00   0.0  0
 TSK  CONST_23  C25  C16  N15  C14   180.00   0.0  0
 TSK  CONST_24  C17  C13  C14  N15     0.00   0.0  0
 TSK  CONST_25  C22  C17  C16  N15   180.00   0.0  0
 TSK  CONST_26  C24  C25  C16  N15   180.00   0.0  0
 TSK  CONST_27  C23  C22  C17  C16     0.00   0.0  0
 TSK  CONST_28  C23  C24  C25  C16     0.00   0.0  0
 TSK  CONST_29  C24  C25  C16  C17     0.00   0.0  0
 TSK  CONST_30  C24  C23  C22  C17     0.00   0.0  0
 TSK  CONST_31  C21  C10  C9   C18     0.00   0.0  0
 TSK  CONST_32  C21  C20  C19  C18     0.00   0.0  0
 TSK  CONST_33  C25  C16  C17  C22     0.00   0.0  0
 TSK  CONST_34  C25  C24  C23  C22     0.00   0.0  0
 TSK  CONST_35  O11  C12  C8   C3    180.00   0.0  0
 TSK  CONST_36  C10  C9   C8   C3    180.00   0.0  0
 TSK  CONST_37  C18  C9   C8   C3      0.00   0.0  0
 TSK  CONST_38  C16  C17  C13  C4    180.00   0.0  0
 TSK  CONST_39  C22  C17  C13  C4      0.00   0.0  0
 TSK  CONST_40  N15  C14  C13  C4    180.00   0.0  0
 TSK  CONST_41  C5   N1   C2   C3      0.00   0.0  0
 TSK  CONST_42  O32  C21  C10  C9    180.00   0.0  0
 TSK  CONST_43  O32  C21  C10  O11     0.00   0.0  0
 TSK  CONST_44  C26  N15  C14  C13   180.00   0.0  0
 TSK  CONST_45  I31  C24  C25  C16   180.00   0.0  0
 TSK  CONST_46  C26  N15  C16  C17   180.00   0.0  0
 TSK  CONST_47  F30  C23  C22  C17   180.00   0.0  0
 TSK  CONST_48  O32  C21  C20  C19   180.00   0.0  0
 TSK  CONST_49  I31  C24  C23  C22   180.00   0.0  0
 TSK  CONST_50  C26  N15  C16  C25     0.00   0.0  0
 TSK  CONST_51  F30  C23  C24  C25   180.00   0.0  0
 TSK  CONST_52  O7   C2   N1   C5    180.00   0.0  0
 TSK  CONST_53  H12  C12  C8   C3      0.00   0.0  0
 TSK  CONST_54  H14  C14  C13  C4      0.00   0.0  0
 TSK  CONST_55  H18  C18  C9   C8      0.00   0.0  0
 TSK  CONST_56  H19  C19  C18  C9    180.00   0.0  0
 TSK  CONST_57  H20  C20  C21  C10   180.00   0.0  0
 TSK  CONST_58  H22  C22  C17  C13     0.00   0.0  0
 TSK  CONST_59  H25  C25  C16  N15     0.00   0.0  0
 TSK  CONST_60  HN1  N1   C2   C3    180.00   0.0  0
 TSK  Var_01    C12  C8   C3   C2   -125.92  30.0  2
 TSK  Var_02    C17  C13  C4   C3   -144.25  30.0  2
 TSK  Var_03    H26  C26  N15  C14   114.82  30.0  2
 TSK  Var_04    H33  C33  O32  C21    60.80  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
 TSK  plan-1  N1   0.020
 TSK  plan-1  C2   0.020
 TSK  plan-1  C3   0.020
 TSK  plan-1  C4   0.020
 TSK  plan-1  C5   0.020
 TSK  plan-1  O6   0.020
 TSK  plan-1  O7   0.020
 TSK  plan-1  C8   0.020
 TSK  plan-1  C13  0.020
 TSK  plan-1  HN1  0.020
 TSK  plan-2  C3   0.020
 TSK  plan-2  C8   0.020
 TSK  plan-2  C9   0.020
 TSK  plan-2  C10  0.020
 TSK  plan-2  O11  0.020
 TSK  plan-2  C12  0.020
 TSK  plan-2  C18  0.020
 TSK  plan-2  C19  0.020
 TSK  plan-2  C20  0.020
 TSK  plan-2  C21  0.020
 TSK  plan-2  O32  0.020
 TSK  plan-2  H12  0.020
 TSK  plan-2  H18  0.020
 TSK  plan-2  H19  0.020
 TSK  plan-2  H20  0.020
 TSK  plan-3  C4   0.020
 TSK  plan-3  C13  0.020
 TSK  plan-3  C14  0.020
 TSK  plan-3  N15  0.020
 TSK  plan-3  C16  0.020
 TSK  plan-3  C17  0.020
 TSK  plan-3  C22  0.020
 TSK  plan-3  C23  0.020
 TSK  plan-3  C24  0.020
 TSK  plan-3  C25  0.020
 TSK  plan-3  C26  0.020
 TSK  plan-3  F30  0.020
 TSK  plan-3  I31  0.020
 TSK  plan-3  H14  0.020
 TSK  plan-3  H22  0.020
 TSK  plan-3  H25  0.020

