# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 06:40:06 2021
#   Inital geometry file: a 123 line input string
#   Ligand name: 3-[(3-fluorophenyl)methyl]-5-(1-piperidin-4-ylpyrazol-4-yl)-1~{H}-pyrrolo[2,3-b]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cccc(Cc2c[nH]c3ncc(cc23)c4cnn(c4)C5CCNCC5)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
 SW8  SW8  3-[(3-fluorophenyl)methyl]-5-(1-piperidin-4-ylpyrazol-4-yl)-1~{H}-pyrrolo[2,3-b]pyridine  ligand  50  28  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_SW8
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
 SW8  C1   C  CR16  0  -0.424  194.1274  -32.2677  81.5094
 SW8  C2   C  CR16  0  -0.227  195.2031  -32.3952  80.6410
 SW8  C3   C  CR16  0  -0.309  196.4719  -32.6857  81.1237
 SW8  C7   C  CR15  0  -0.028  198.3925  -30.5883  83.2497
 SW8  C8   C  CR56  0   0.459  200.4379  -30.4522  84.1058
 SW8  C9   C  CR16  0  -0.150  202.4702  -30.8811  84.9345
 SW8  C10  C  CR6   0  -0.004  202.2942  -32.2742  84.8229
 SW8  C11  C  CR16  0  -0.329  201.0908  -32.7450  84.3072
 SW8  C12  C  CR56  0   0.025  200.1265  -31.8186  83.9290
 SW8  C13  C  CR5   0  -0.160  203.3547  -33.1906  85.2352
 SW8  C14  C  CR15  0  -0.094  203.4866  -34.5609  84.9318
 SW8  C15  C  CR15  0   0.021  204.4693  -32.9275  86.0110
 SW8  C16  C  CH1   0  -0.067  206.3968  -34.2887  86.8493
 SW8  C19  C  CH2   0  -0.323  207.5241  -35.4457  88.7579
 SW8  C20  C  CH2   0  -0.439  206.1942  -35.2269  88.0347
 SW8  C21  C  CR16  0  -0.451  195.6149  -32.7280  83.3650
 SW8  C    C  CR6   0   0.537  194.3627  -32.4383  82.8598
 SW8  C4   C  CR6   0   0.107  196.6881  -32.8577  82.4881
 SW8  C5   C  CH2   0  -0.569  198.0664  -33.1352  83.0197
 SW8  C6   C  CR5   0  -0.063  198.8075  -31.8838  83.3777
 SW8  N    N  NR15  0  -0.674  199.3672  -29.7288  83.6854
 SW8  N1   N  N     0  -0.417  201.5706  -29.9738  84.5931
 SW8  N3   N  NR5   0  -0.287  205.1585  -34.0753  86.1174
 SW8  N2   N  N     0  -0.280  204.5748  -35.0764  85.4703
 SW8  N4   N  NH1   0  -0.574  208.5974  -35.9104  87.8959
 SW8  C18  C  CH2   0  -0.323  208.7792  -35.0396  86.7467
 SW8  C17  C  CH2   0  -0.441  207.5032  -34.8066  85.9368
 SW8  H1   H  HCR6  0   0.278  193.1332  -32.0443  81.1458
 SW8  H2   H  HCR6  0   0.267  195.0457  -32.2691  79.5780
 SW8  H3   H  HCR6  0   0.255  197.3011  -32.7809  80.4337
 SW8  H4   H  HCR5  0   0.285  197.4588  -30.2031  82.8724
 SW8  H5   H  HCR6  0   0.249  203.4063  -30.4932  85.3222
 SW8  H6   H  HCR6  0   0.253  200.9053  -33.8083  84.2109
 SW8  H7   H  HCR5  0   0.257  202.8341  -35.1790  84.3329
 SW8  H8   H  HCR5  0   0.290  204.8075  -32.0228  86.4907
 SW8  H9   H  HCH1  0   0.255  206.6844  -33.3023  87.2246
 SW8  H10  H  HCH2  0   0.243  207.3901  -36.1590  89.5727
 SW8  H11  H  HCH2  0   0.220  207.8420  -34.5034  89.2176
 SW8  H12  H  HCH2  0   0.240  205.4561  -34.8098  88.7242
 SW8  H13  H  HCH2  0   0.231  205.8062  -36.1847  87.6763
 SW8  H14  H  HCR6  0   0.272  195.7537  -32.8539  84.4321
 SW8  H15  H  HCH2  0   0.260  198.0002  -33.7844  83.8981
 SW8  H16  H  HCH2  0   0.261  198.6385  -33.6979  82.2758
 SW8  H17  H  HNR5  0   0.409  199.2974  -28.7246  83.6943
 SW8  H18  H  HNH1  0   0.340  208.3789  -36.8450  87.5696
 SW8  H20  H  HCH2  0   0.243  209.5529  -35.4621  86.1033
 SW8  H21  H  HCH2  0   0.220  209.1624  -34.0778  87.1047
 SW8  H22  H  HCH2  0   0.232  207.1840  -35.7461  85.4770
 SW8  H23  H  HCH2  0   0.241  207.6904  -34.0940  85.1298
 SW8  F    F  F     0  -0.318  193.3343  -32.3206  83.7175

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
 SW8  C2   C3   aromatic  1.388  0.020  1.388
 SW8  C2   C1   aromatic  1.388  0.020  1.388
 SW8  C3   C4   aromatic  1.392  0.020  1.392
 SW8  C1   C    aromatic  1.381  0.020  1.381
 SW8  C4   C5   single    1.503  0.020  1.503
 SW8  C4   C21  aromatic  1.392  0.020  1.392
 SW8  C5   C6   single    1.498  0.020  1.498
 SW8  C    C21  aromatic  1.381  0.020  1.381
 SW8  C    F    single    1.344  0.020  1.344
 SW8  C7   C6   aromatic  1.366  0.020  1.366
 SW8  C7   N    aromatic  1.371  0.020  1.371
 SW8  C6   C12  aromatic  1.431  0.020  1.431
 SW8  N    C8   aromatic  1.359  0.020  1.359
 SW8  C12  C11  aromatic  1.390  0.020  1.390
 SW8  C12  C8   aromatic  1.413  0.020  1.413
 SW8  C11  C10  aromatic  1.391  0.020  1.391
 SW8  C8   N1   aromatic  1.323  0.020  1.323
 SW8  C10  C9   aromatic  1.409  0.020  1.409
 SW8  C10  C13  single    1.461  0.020  1.461
 SW8  N1   C9   aromatic  1.322  0.020  1.322
 SW8  C14  C13  aromatic  1.410  0.020  1.410
 SW8  C14  N2   aromatic  1.319  0.020  1.319
 SW8  C13  C15  aromatic  1.383  0.020  1.383
 SW8  N2   N3   aromatic  1.327  0.020  1.327
 SW8  C15  N3   aromatic  1.343  0.020  1.343
 SW8  C17  C16  single    1.525  0.020  1.525
 SW8  C17  C18  single    1.529  0.020  1.529
 SW8  N3   C16  single    1.454  0.020  1.454
 SW8  C16  C20  single    1.525  0.020  1.525
 SW8  C18  N4   single    1.453  0.020  1.453
 SW8  N4   C19  single    1.453  0.020  1.453
 SW8  C20  C19  single    1.529  0.020  1.529
 SW8  C1   H1   single    0.930  0.020  1.080
 SW8  C2   H2   single    0.930  0.020  1.080
 SW8  C3   H3   single    0.930  0.020  1.080
 SW8  C7   H4   single    0.930  0.020  1.080
 SW8  C9   H5   single    0.930  0.020  1.080
 SW8  C11  H6   single    0.930  0.020  1.080
 SW8  C14  H7   single    0.930  0.020  1.080
 SW8  C15  H8   single    0.930  0.020  1.080
 SW8  C16  H9   single    0.970  0.020  1.090
 SW8  C19  H10  single    0.970  0.020  1.090
 SW8  C19  H11  single    0.970  0.020  1.090
 SW8  C20  H12  single    0.970  0.020  1.090
 SW8  C20  H13  single    0.970  0.020  1.090
 SW8  C21  H14  single    0.930  0.020  1.080
 SW8  C5   H15  single    0.970  0.020  1.090
 SW8  C5   H16  single    0.970  0.020  1.090
 SW8  N    H17  single    0.860  0.020  1.020
 SW8  N4   H18  single    0.890  0.020  1.040
 SW8  C18  H20  single    0.970  0.020  1.090
 SW8  C18  H21  single    0.970  0.020  1.090
 SW8  C17  H22  single    0.970  0.020  1.090
 SW8  C17  H23  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
 SW8  H1   C1   C    120.70  3.000
 SW8  H1   C1   C2   121.39  3.000
 SW8  C    C1   C2   117.92  3.000
 SW8  H2   C2   C3   119.93  3.000
 SW8  H2   C2   C1   119.41  3.000
 SW8  C3   C2   C1   120.66  3.000
 SW8  H3   C3   C4   119.65  3.000
 SW8  H3   C3   C2   119.78  3.000
 SW8  C4   C3   C2   120.57  3.000
 SW8  H4   C7   N    120.20  3.000
 SW8  H4   C7   C6   129.39  3.000
 SW8  N    C7   C6   110.41  3.000
 SW8  N1   C8   N    126.60  3.000
 SW8  N1   C8   C12  125.79  3.000
 SW8  N    C8   C12  107.61  3.000
 SW8  H5   C9   N1   115.71  3.000
 SW8  H5   C9   C10  119.32  3.000
 SW8  N1   C9   C10  124.97  3.000
 SW8  C13  C10  C11  121.34  3.000
 SW8  C13  C10  C9   120.49  3.000
 SW8  C11  C10  C9   118.17  3.000
 SW8  H6   C11  C12  120.74  3.000
 SW8  H6   C11  C10  120.87  3.000
 SW8  C12  C11  C10  118.39  3.000
 SW8  C6   C12  C11  135.57  3.000
 SW8  C11  C12  C8   117.24  3.000
 SW8  C6   C12  C8   107.19  3.000
 SW8  C15  C13  C14  103.31  3.000
 SW8  C15  C13  C10  128.59  3.000
 SW8  C14  C13  C10  128.09  3.000
 SW8  H7   C14  N2   120.08  3.000
 SW8  H7   C14  C13  128.25  3.000
 SW8  N2   C14  C13  111.67  3.000
 SW8  H8   C15  N3   121.39  3.000
 SW8  H8   C15  C13  131.44  3.000
 SW8  N3   C15  C13  107.18  3.000
 SW8  H9   C16  C17  108.72  3.000
 SW8  H9   C16  N3   105.32  3.000
 SW8  C17  C16  N3   111.50  3.000
 SW8  H9   C16  C20  108.84  3.000
 SW8  N3   C16  C20  111.61  3.000
 SW8  C17  C16  C20  110.64  3.000
 SW8  H11  C19  H10  106.53  3.000
 SW8  H11  C19  N4   108.04  3.000
 SW8  H10  C19  N4   108.95  3.000
 SW8  H11  C19  C20  109.13  3.000
 SW8  H10  C19  C20  109.87  3.000
 SW8  N4   C19  C20  114.05  3.000
 SW8  H13  C20  H12  107.53  3.000
 SW8  H13  C20  C19  109.76  3.000
 SW8  H12  C20  C19  110.10  3.000
 SW8  H13  C20  C16  109.34  3.000
 SW8  H12  C20  C16  110.20  3.000
 SW8  C19  C20  C16  109.88  3.000
 SW8  H14  C21  C4   120.73  3.000
 SW8  H14  C21  C    120.05  3.000
 SW8  C4   C21  C    119.22  3.000
 SW8  F    C    C21  118.59  3.000
 SW8  F    C    C1   118.86  3.000
 SW8  C21  C    C1   122.55  3.000
 SW8  C5   C4   C21  120.09  3.000
 SW8  C21  C4   C3   119.09  3.000
 SW8  C5   C4   C3   120.79  3.000
 SW8  H16  C5   H15  105.80  3.000
 SW8  H16  C5   C6   109.48  3.000
 SW8  H15  C5   C6   109.50  3.000
 SW8  H16  C5   C4   109.50  3.000
 SW8  H15  C5   C4   109.75  3.000
 SW8  C6   C5   C4   112.59  3.000
 SW8  C5   C6   C12  125.89  3.000
 SW8  C12  C6   C7   105.84  3.000
 SW8  C5   C6   C7   128.28  3.000
 SW8  H17  N    C8   125.66  3.000
 SW8  H17  N    C7   125.39  3.000
 SW8  C8   N    C7   108.95  3.000
 SW8  C9   N1   C8   115.44  3.000
 SW8  N2   N3   C16  120.61  3.000
 SW8  C16  N3   C15  127.03  3.000
 SW8  N2   N3   C15  112.35  3.000
 SW8  N3   N2   C14  105.49  3.000
 SW8  H18  N4   C18  108.96  3.000
 SW8  H18  N4   C19  109.06  3.000
 SW8  C18  N4   C19  111.71  3.000
 SW8  H21  C18  H20  106.53  3.000
 SW8  H21  C18  C17  109.34  3.000
 SW8  H20  C18  C17  109.77  3.000
 SW8  H21  C18  N4   108.14  3.000
 SW8  H20  C18  N4   108.84  3.000
 SW8  C17  C18  N4   113.94  3.000
 SW8  H23  C17  H22  107.44  3.000
 SW8  H23  C17  C18  110.34  3.000
 SW8  H22  C17  C18  109.59  3.000
 SW8  H23  C17  C16  110.17  3.000
 SW8  H22  C17  C16  109.37  3.000
 SW8  C18  C17  C16  109.89  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
 SW8  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 SW8  CONST_02  C4   C21  C    C1     0.00   0.0  0
 SW8  CONST_03  C21  C4   C3   C2     0.00   0.0  0
 SW8  CONST_04  C21  C    C1   C2     0.00   0.0  0
 SW8  CONST_05  C    C1   C2   C3     0.00   0.0  0
 SW8  CONST_06  C    C21  C4   C3     0.00   0.0  0
 SW8  CONST_07  C11  C12  C6   C7   180.00   0.0  0
 SW8  CONST_08  C8   C12  C6   C7     0.00   0.0  0
 SW8  CONST_09  C12  C8   N    C7     0.00   0.0  0
 SW8  CONST_10  N1   C8   N    C7   180.00   0.0  0
 SW8  CONST_11  C6   C7   N    C8     0.00   0.0  0
 SW8  CONST_12  C10  C11  C12  C8     0.00   0.0  0
 SW8  CONST_13  C10  C9   N1   C8     0.00   0.0  0
 SW8  CONST_14  C12  C11  C10  C9     0.00   0.0  0
 SW8  CONST_17  N    C8   N1   C9   180.00   0.0  0
 SW8  CONST_18  C12  C8   N1   C9     0.00   0.0  0
 SW8  CONST_19  C6   C12  C11  C10  180.00   0.0  0
 SW8  CONST_20  N2   C14  C13  C10  180.00   0.0  0
 SW8  CONST_21  N3   C15  C13  C10  180.00   0.0  0
 SW8  CONST_22  N    C8   C12  C11  180.00   0.0  0
 SW8  CONST_23  N1   C8   C12  C11    0.00   0.0  0
 SW8  CONST_24  N1   C9   C10  C11    0.00   0.0  0
 SW8  CONST_27  N    C7   C6   C12    0.00   0.0  0
 SW8  CONST_28  C13  C10  C11  C12  180.00   0.0  0
 SW8  CONST_29  N1   C9   C10  C13  180.00   0.0  0
 SW8  CONST_30  N3   N2   C14  C13    0.00   0.0  0
 SW8  CONST_31  N2   N3   C15  C13    0.00   0.0  0
 SW8  CONST_32  N3   C15  C13  C14    0.00   0.0  0
 SW8  CONST_33  C15  N3   N2   C14    0.00   0.0  0
 SW8  CONST_34  N2   C14  C13  C15    0.00   0.0  0
 SW8  CONST_35  N    C8   C12  C6     0.00   0.0  0
 SW8  CONST_36  N1   C8   C12  C6   180.00   0.0  0
 SW8  CONST_37  C16  N3   C15  C13  180.00   0.0  0
 SW8  CONST_38  C16  N3   N2   C14  180.00   0.0  0
 SW8  CONST_39  C5   C4   C3   C2   180.00   0.0  0
 SW8  CONST_40  F    C    C1   C2   180.00   0.0  0
 SW8  CONST_41  C5   C6   C12  C8   180.00   0.0  0
 SW8  CONST_42  C5   C6   C12  C11    0.00   0.0  0
 SW8  CONST_43  C4   C21  C    F    180.00   0.0  0
 SW8  CONST_44  C5   C4   C21  C    180.00   0.0  0
 SW8  CONST_45  N    C7   C6   C5   180.00   0.0  0
 SW8  CONST_46  H3   C3   C2   C1   180.00   0.0  0
 SW8  CONST_47  H14  C21  C    C1   180.00   0.0  0
 SW8  CONST_48  H1   C1   C2   C3   180.00   0.0  0
 SW8  CONST_49  H4   C7   N    C8   180.00   0.0  0
 SW8  CONST_50  H6   C11  C12  C8   180.00   0.0  0
 SW8  CONST_51  H5   C9   N1   C8   180.00   0.0  0
 SW8  CONST_52  H7   C14  C13  C10    0.00   0.0  0
 SW8  CONST_53  H8   C15  C13  C10    0.00   0.0  0
 SW8  CONST_54  H17  N    C8   C12  180.00   0.0  0
 SW8  CONST_55  H2   C2   C1   C    180.00   0.0  0
 SW8  Var_01    N4   C18  C17  C16   54.55  30.0  1
 SW8  Var_02    N4   C19  C20  C16  -54.31  30.0  1
 SW8  Var_03    C17  C18  N4   C19  -53.84  30.0  1
 SW8  Var_04    C18  N4   C19  C20   53.76  30.0  1
 SW8  Var_05    C6   C5   C4   C3    90.81  30.0  2
 SW8  Var_06    C4   C5   C6   C7    -1.51  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 SW8  chir_01  C16  C17  N3  C20  negativ

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
 SW8  plan-1  C10  0.020
 SW8  plan-1  C13  0.020
 SW8  plan-1  C14  0.020
 SW8  plan-1  C15  0.020
 SW8  plan-1  C16  0.020
 SW8  plan-1  N3   0.020
 SW8  plan-1  N2   0.020
 SW8  plan-1  H7   0.020
 SW8  plan-1  H8   0.020
 SW8  plan-2  C1   0.020
 SW8  plan-2  C2   0.020
 SW8  plan-2  C3   0.020
 SW8  plan-2  C21  0.020
 SW8  plan-2  C    0.020
 SW8  plan-2  C4   0.020
 SW8  plan-2  C5   0.020
 SW8  plan-2  H1   0.020
 SW8  plan-2  H2   0.020
 SW8  plan-2  H3   0.020
 SW8  plan-2  H14  0.020
 SW8  plan-2  F    0.020
 SW8  plan-3  C7   0.020
 SW8  plan-3  C8   0.020
 SW8  plan-3  C9   0.020
 SW8  plan-3  C10  0.020
 SW8  plan-3  C11  0.020
 SW8  plan-3  C12  0.020
 SW8  plan-3  C13  0.020
 SW8  plan-3  C5   0.020
 SW8  plan-3  C6   0.020
 SW8  plan-3  N    0.020
 SW8  plan-3  N1   0.020
 SW8  plan-3  H4   0.020
 SW8  plan-3  H5   0.020
 SW8  plan-3  H6   0.020
 SW8  plan-3  H17  0.020

