# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 09:09:36 2021
#   Inital geometry file: a 123 line input string
#   Ligand name: 3-(phenylmethyl)-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: C1CC(CCN1)n2cc(cn2)c3cnc4[nH]cc(Cc5ccccc5)c4c3
#
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
 SWN  SWN  3-(phenylmethyl)-5-(1-piperidin-4-ylpyrazol-4-yl)-1~{H}-pyrrolo[2,3-b]pyridine  ligand  50  27  .  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_SWN
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
 SWN  C1   C  CR6   0   0.096  193.5827  -32.4572  82.3986
 SWN  C2   C  CR16  0  -0.299  193.4616  -32.2312  81.0303
 SWN  C3   C  CR16  0  -0.243  192.2310  -31.9178  80.4678
 SWN  C7   C  CR5   0  -0.061  195.6536  -31.5359  83.4543
 SWN  C8   C  CR15  0  -0.031  195.2568  -30.2320  83.3587
 SWN  C9   C  CR56  0   0.459  197.2619  -30.1510  84.3122
 SWN  C10  C  CR16  0  -0.153  199.2504  -30.6359  85.2143
 SWN  C11  C  CR6   0  -0.001  199.0665  -32.0216  85.0403
 SWN  C12  C  CR16  0  -0.333  197.8829  -32.4571  84.4527
 SWN  C13  C  CR56  0   0.026  196.9459  -31.5058  84.0683
 SWN  C14  C  CR5   0  -0.156  200.0967  -32.9679  85.4636
 SWN  C15  C  CR15  0  -0.096  200.1678  -34.3510  85.1998
 SWN  C16  C  CR15  0   0.020  201.2341  -32.7289  86.2140
 SWN  C19  C  CH2   0  -0.322  205.4839  -34.9526  86.9118
 SWN  C20  C  CH2   0  -0.322  204.2569  -35.3161  88.9489
 SWN  C21  C  CH2   0  -0.439  202.9195  -35.0682  88.2494
 SWN  N4   N  NH1   0  -0.574  205.3025  -35.8107  88.0701
 SWN  C18  C  CH2   0  -0.440  204.1985  -34.6916  86.1253
 SWN  C17  C  CH1   0  -0.067  203.1231  -34.1414  87.0556
 SWN  N3   N  NR5   0  -0.287  201.8767  -33.9009  86.3457
 SWN  N2   N  N     0  -0.280  201.2428  -34.8952  85.7369
 SWN  N1   N  N     0  -0.417  198.3764  -29.7055  84.8681
 SWN  N    N  NR15  0  -0.674  196.2183  -29.4001  83.8724
 SWN  C    C  CH2   0  -0.571  194.9209  -32.7649  83.0120
 SWN  C6   C  CR16  0  -0.297  192.4447  -32.3565  83.1949
 SWN  C5   C  CR16  0  -0.243  191.2121  -32.0425  82.6377
 SWN  C4   C  CR16  0  -0.270  191.1017  -31.8223  81.2706
 SWN  H1   H  HCR6  0   0.248  194.3376  -32.3053  80.3964
 SWN  H2   H  HCR6  0   0.254  192.1541  -31.7521  79.4008
 SWN  H3   H  HCR5  0   0.285  194.3450  -29.8234  82.9532
 SWN  H4   H  HCR6  0   0.249  200.1703  -30.2726  85.6600
 SWN  H5   H  HCR6  0   0.253  197.6912  -33.5130  84.3033
 SWN  H6   H  HCR5  0   0.258  199.4788  -34.9610  84.6344
 SWN  H7   H  HCR5  0   0.290  201.6187  -31.8259  86.6607
 SWN  H9   H  HCH2  0   0.220  205.9007  -33.9989  87.2540
 SWN  H10  H  HCH2  0   0.243  204.1206  -36.0228  89.7692
 SWN  H11  H  HCH2  0   0.220  204.6060  -34.3799  89.3987
 SWN  H12  H  HCH2  0   0.240  202.2054  -34.6290  88.9505
 SWN  H13  H  HCH2  0   0.232  202.5006  -36.0181  87.9048
 SWN  H14  H  HNH1  0   0.341  205.0572  -36.7424  87.7548
 SWN  H16  H  HCH2  0   0.240  204.3881  -33.9884  85.3107
 SWN  H17  H  HCH2  0   0.232  203.8483  -35.6260  85.6777
 SWN  H18  H  HCH1  0   0.255  203.4415  -33.1604  87.4202
 SWN  H19  H  HNR5  0   0.409  196.1574  -28.3964  83.9168
 SWN  H20  H  HCH2  0   0.255  194.7869  -33.4368  83.8658
 SWN  H21  H  HCH2  0   0.256  195.5385  -33.3152  82.2954
 SWN  H22  H  HCR6  0   0.248  192.5242  -32.5274  84.2623
 SWN  H23  H  HCR6  0   0.254  190.3378  -31.9724  83.2721
 SWN  H24  H  HCR6  0   0.253  190.1417  -31.5801  80.8334
 SWN  H8   H  HCH2  0   0.243  206.2324  -35.4005  86.2557

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
 SWN  C3   C4   aromatic  1.389  0.020  1.389
 SWN  C3   C2   aromatic  1.389  0.020  1.389
 SWN  C4   C5   aromatic  1.389  0.020  1.389
 SWN  C2   C1   aromatic  1.392  0.020  1.392
 SWN  C5   C6   aromatic  1.389  0.020  1.389
 SWN  C1   C6   aromatic  1.393  0.020  1.393
 SWN  C1   C    single    1.504  0.020  1.504
 SWN  C    C7   single    1.498  0.020  1.498
 SWN  C8   C7   aromatic  1.366  0.020  1.366
 SWN  C8   N    aromatic  1.371  0.020  1.371
 SWN  C7   C13  aromatic  1.431  0.020  1.431
 SWN  N    C9   aromatic  1.359  0.020  1.359
 SWN  C13  C9   aromatic  1.412  0.020  1.412
 SWN  C13  C12  aromatic  1.389  0.020  1.389
 SWN  C9   N1   aromatic  1.323  0.020  1.323
 SWN  C12  C11  aromatic  1.391  0.020  1.391
 SWN  C15  C14  aromatic  1.410  0.020  1.410
 SWN  C15  N2   aromatic  1.319  0.020  1.319
 SWN  N1   C10  aromatic  1.323  0.020  1.323
 SWN  C11  C10  aromatic  1.409  0.020  1.409
 SWN  C11  C14  single    1.461  0.020  1.461
 SWN  C14  C16  aromatic  1.384  0.020  1.384
 SWN  N2   N3   aromatic  1.327  0.020  1.327
 SWN  C18  C19  single    1.529  0.020  1.529
 SWN  C18  C17  single    1.525  0.020  1.525
 SWN  N3   C16  aromatic  1.343  0.020  1.343
 SWN  N3   C17  single    1.454  0.020  1.454
 SWN  C19  N4   single    1.453  0.020  1.453
 SWN  C17  C21  single    1.525  0.020  1.525
 SWN  N4   C20  single    1.453  0.020  1.453
 SWN  C21  C20  single    1.529  0.020  1.529
 SWN  C2   H1   single    0.930  0.020  1.080
 SWN  C3   H2   single    0.930  0.020  1.080
 SWN  C8   H3   single    0.930  0.020  1.080
 SWN  C10  H4   single    0.930  0.020  1.080
 SWN  C12  H5   single    0.930  0.020  1.080
 SWN  C15  H6   single    0.930  0.020  1.080
 SWN  C16  H7   single    0.930  0.020  1.080
 SWN  C19  H8   single    0.970  0.020  1.090
 SWN  C19  H9   single    0.970  0.020  1.090
 SWN  C20  H10  single    0.970  0.020  1.090
 SWN  C20  H11  single    0.970  0.020  1.090
 SWN  C21  H12  single    0.970  0.020  1.090
 SWN  C21  H13  single    0.970  0.020  1.090
 SWN  N4   H14  single    0.890  0.020  1.040
 SWN  C18  H16  single    0.970  0.020  1.090
 SWN  C18  H17  single    0.970  0.020  1.090
 SWN  C17  H18  single    0.970  0.020  1.090
 SWN  N    H19  single    0.860  0.020  1.020
 SWN  C    H20  single    0.970  0.020  1.090
 SWN  C    H21  single    0.970  0.020  1.090
 SWN  C6   H22  single    0.930  0.020  1.080
 SWN  C5   H23  single    0.930  0.020  1.080
 SWN  C4   H24  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
 SWN  C6   C1   C    120.58  3.000
 SWN  C    C1   C2   120.77  3.000
 SWN  C6   C1   C2   118.63  3.000
 SWN  H1   C2   C3   119.65  3.000
 SWN  H1   C2   C1   119.57  3.000
 SWN  C3   C2   C1   120.78  3.000
 SWN  H2   C3   C4   120.10  3.000
 SWN  H2   C3   C2   119.78  3.000
 SWN  C4   C3   C2   120.12  3.000
 SWN  C    C7   C13  125.86  3.000
 SWN  C13  C7   C8   105.79  3.000
 SWN  C    C7   C8   128.35  3.000
 SWN  H3   C8   N    120.26  3.000
 SWN  H3   C8   C7   129.31  3.000
 SWN  N    C8   C7   110.43  3.000
 SWN  N    C9   N1   126.66  3.000
 SWN  N1   C9   C13  125.75  3.000
 SWN  N    C9   C13  107.60  3.000
 SWN  H4   C10  N1   115.61  3.000
 SWN  H4   C10  C11  119.41  3.000
 SWN  N1   C10  C11  124.99  3.000
 SWN  C14  C11  C12  121.28  3.000
 SWN  C14  C11  C10  120.61  3.000
 SWN  C12  C11  C10  118.11  3.000
 SWN  H5   C12  C13  120.65  3.000
 SWN  H5   C12  C11  120.91  3.000
 SWN  C13  C12  C11  118.44  3.000
 SWN  C12  C13  C9   117.26  3.000
 SWN  C12  C13  C7   135.50  3.000
 SWN  C9   C13  C7   107.24  3.000
 SWN  C16  C14  C15  103.27  3.000
 SWN  C16  C14  C11  128.66  3.000
 SWN  C15  C14  C11  128.07  3.000
 SWN  H6   C15  N2   120.00  3.000
 SWN  H6   C15  C14  128.30  3.000
 SWN  N2   C15  C14  111.70  3.000
 SWN  H7   C16  N3   121.30  3.000
 SWN  H7   C16  C14  131.50  3.000
 SWN  N3   C16  C14  107.20  3.000
 SWN  H9   C19  H8   106.50  3.000
 SWN  H9   C19  C18  109.38  3.000
 SWN  H8   C19  C18  109.71  3.000
 SWN  H9   C19  N4   108.21  3.000
 SWN  H8   C19  N4   108.82  3.000
 SWN  C18  C19  N4   113.94  3.000
 SWN  H11  C20  H10  106.53  3.000
 SWN  H11  C20  N4   108.05  3.000
 SWN  H10  C20  N4   108.92  3.000
 SWN  H11  C20  C21  109.14  3.000
 SWN  H10  C20  C21  109.85  3.000
 SWN  N4   C20  C21  114.07  3.000
 SWN  H13  C21  H12  107.50  3.000
 SWN  H13  C21  C17  109.41  3.000
 SWN  H12  C21  C17  110.19  3.000
 SWN  H13  C21  C20  109.77  3.000
 SWN  H12  C21  C20  110.07  3.000
 SWN  C17  C21  C20  109.86  3.000
 SWN  H14  N4   C20  109.08  3.000
 SWN  H14  N4   C19  108.97  3.000
 SWN  C20  N4   C19  111.78  3.000
 SWN  H17  C18  H16  107.47  3.000
 SWN  H17  C18  C17  109.40  3.000
 SWN  H16  C18  C17  110.18  3.000
 SWN  H17  C18  C19  109.50  3.000
 SWN  H16  C18  C19  110.33  3.000
 SWN  C17  C18  C19  109.92  3.000
 SWN  H18  C17  N3   105.30  3.000
 SWN  H18  C17  C18  108.77  3.000
 SWN  N3   C17  C18  111.49  3.000
 SWN  H18  C17  C21  108.84  3.000
 SWN  N3   C17  C21  111.60  3.000
 SWN  C18  C17  C21  110.64  3.000
 SWN  N2   N3   C17  120.63  3.000
 SWN  C17  N3   C16  127.02  3.000
 SWN  N2   N3   C16  112.35  3.000
 SWN  N3   N2   C15  105.48  3.000
 SWN  C10  N1   C9   115.46  3.000
 SWN  H19  N    C9   125.68  3.000
 SWN  H19  N    C8   125.38  3.000
 SWN  C9   N    C8   108.94  3.000
 SWN  H21  C    H20  105.73  3.000
 SWN  H21  C    C7   109.26  3.000
 SWN  H20  C    C7   109.46  3.000
 SWN  H21  C    C1   109.75  3.000
 SWN  H20  C    C1   109.57  3.000
 SWN  C7   C    C1   112.82  3.000
 SWN  H22  C6   C5   119.73  3.000
 SWN  H22  C6   C1   119.45  3.000
 SWN  C5   C6   C1   120.81  3.000
 SWN  H23  C5   C4   120.15  3.000
 SWN  H23  C5   C6   119.76  3.000
 SWN  C4   C5   C6   120.08  3.000
 SWN  H24  C4   C5   120.23  3.000
 SWN  H24  C4   C3   120.21  3.000
 SWN  C5   C4   C3   119.56  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
 SWN  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 SWN  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 SWN  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 SWN  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 SWN  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 SWN  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 SWN  CONST_07  C9   N    C8   C7     0.00   0.0  0
 SWN  CONST_08  N    C9   C13  C7     0.00   0.0  0
 SWN  CONST_09  N1   C9   C13  C7   180.00   0.0  0
 SWN  CONST_10  C11  C12  C13  C7   180.00   0.0  0
 SWN  CONST_11  C9   C13  C7   C8     0.00   0.0  0
 SWN  CONST_12  C12  C13  C7   C8   180.00   0.0  0
 SWN  CONST_13  C13  C9   N    C8     0.00   0.0  0
 SWN  CONST_14  N1   C9   N    C8   180.00   0.0  0
 SWN  CONST_15  C11  C12  C13  C9     0.00   0.0  0
 SWN  CONST_16  C11  C10  N1   C9     0.00   0.0  0
 SWN  CONST_17  N    C9   N1   C10  180.00   0.0  0
 SWN  CONST_18  C13  C9   N1   C10    0.00   0.0  0
 SWN  CONST_19  C13  C12  C11  C10    0.00   0.0  0
 SWN  CONST_20  C15  C14  C11  C10  180.00   0.0  0
 SWN  CONST_21  C16  C14  C11  C10    0.00   0.0  0
 SWN  CONST_22  N2   C15  C14  C11  180.00   0.0  0
 SWN  CONST_23  N3   C16  C14  C11  180.00   0.0  0
 SWN  CONST_24  N    C9   C13  C12  180.00   0.0  0
 SWN  CONST_25  N1   C9   C13  C12    0.00   0.0  0
 SWN  CONST_26  N1   C10  C11  C12    0.00   0.0  0
 SWN  CONST_27  C15  C14  C11  C12    0.00   0.0  0
 SWN  CONST_28  C16  C14  C11  C12  180.00   0.0  0
 SWN  CONST_29  N    C8   C7   C13    0.00   0.0  0
 SWN  CONST_30  C14  C11  C12  C13  180.00   0.0  0
 SWN  CONST_31  N3   N2   C15  C14    0.00   0.0  0
 SWN  CONST_32  N1   C10  C11  C14  180.00   0.0  0
 SWN  CONST_33  N2   N3   C16  C14    0.00   0.0  0
 SWN  CONST_34  N3   C16  C14  C15    0.00   0.0  0
 SWN  CONST_35  C16  N3   N2   C15    0.00   0.0  0
 SWN  CONST_36  N2   C15  C14  C16    0.00   0.0  0
 SWN  CONST_37  C17  N3   C16  C14  180.00   0.0  0
 SWN  CONST_38  C17  N3   N2   C15  180.00   0.0  0
 SWN  CONST_39  C    C1   C2   C3   180.00   0.0  0
 SWN  CONST_40  C    C7   C13  C9   180.00   0.0  0
 SWN  CONST_41  C    C7   C13  C12    0.00   0.0  0
 SWN  CONST_42  C    C7   C8   N    180.00   0.0  0
 SWN  CONST_43  C5   C6   C1   C    180.00   0.0  0
 SWN  CONST_44  H2   C3   C2   C1   180.00   0.0  0
 SWN  CONST_45  H23  C5   C6   C1   180.00   0.0  0
 SWN  CONST_46  H24  C4   C3   C2   180.00   0.0  0
 SWN  CONST_47  H22  C6   C1   C2   180.00   0.0  0
 SWN  CONST_48  H19  N    C8   C7   180.00   0.0  0
 SWN  CONST_49  H5   C12  C13  C7     0.00   0.0  0
 SWN  CONST_50  H3   C8   N    C9   180.00   0.0  0
 SWN  CONST_51  H4   C10  N1   C9   180.00   0.0  0
 SWN  CONST_52  H6   C15  C14  C11    0.00   0.0  0
 SWN  CONST_53  H7   C16  C14  C11    0.00   0.0  0
 SWN  CONST_54  H1   C2   C1   C6   180.00   0.0  0
 SWN  Var_01    C21  C20  N4   C19   53.65  30.0  1
 SWN  Var_02    C18  C19  N4   C20  -53.69  30.0  1
 SWN  Var_03    C17  C18  C19  N4    54.45  30.0  1
 SWN  Var_04    C17  C21  C20  N4   -54.28  30.0  1
 SWN  Var_05    C8   C7   C    C1    -0.29  30.0  2
 SWN  Var_06    C7   C    C1   C2    90.09  30.0  2

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
 SWN  chir_01  C17  C18  N3  C21  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
 SWN  plan-1  C11  0.020
 SWN  plan-1  C14  0.020
 SWN  plan-1  C15  0.020
 SWN  plan-1  C16  0.020
 SWN  plan-1  C17  0.020
 SWN  plan-1  N3   0.020
 SWN  plan-1  N2   0.020
 SWN  plan-1  H6   0.020
 SWN  plan-1  H7   0.020
 SWN  plan-2  C1   0.020
 SWN  plan-2  C2   0.020
 SWN  plan-2  C3   0.020
 SWN  plan-2  C    0.020
 SWN  plan-2  C6   0.020
 SWN  plan-2  C5   0.020
 SWN  plan-2  C4   0.020
 SWN  plan-2  H1   0.020
 SWN  plan-2  H2   0.020
 SWN  plan-2  H22  0.020
 SWN  plan-2  H23  0.020
 SWN  plan-2  H24  0.020
 SWN  plan-3  C7   0.020
 SWN  plan-3  C8   0.020
 SWN  plan-3  C9   0.020
 SWN  plan-3  C10  0.020
 SWN  plan-3  C11  0.020
 SWN  plan-3  C12  0.020
 SWN  plan-3  C13  0.020
 SWN  plan-3  C14  0.020
 SWN  plan-3  N1   0.020
 SWN  plan-3  N    0.020
 SWN  plan-3  C    0.020
 SWN  plan-3  H3   0.020
 SWN  plan-3  H4   0.020
 SWN  plan-3  H5   0.020
 SWN  plan-3  H19  0.020

