# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 08:33:37 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: (4-chlorophenyl)-[5-(1-piperidin-4-ylpyrazol-4-yl)-1~{H}-pyrrolo[2,3-b]pyridin-3-yl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(cc1)C(=O)c2c[nH]c3ncc(cc23)c4cnn(c4)C5CCNCC5
#
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
 IPW  IPW  (4-chlorophenyl)-[5-(1-piperidin-4-ylpyrazol-4-yl)-1~{H}-pyrrolo[2,3-b]pyridin-3-yl]methanone  ligand  49  29  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_IPW
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
 IPW  C1   C   CR16  0  -0.196   6.5206  -0.1415  -0.7413
 IPW  C2   C   CR6   0  -0.043   7.1911   0.7334   0.0981
 IPW  C3   C   CR16  0  -0.200   6.5024   1.5527   0.9823
 IPW  C7   C   CR5   0  -0.213   2.2544  -0.7162   0.2172
 IPW  C8   C   CR15  0   0.014   2.8069  -1.9723   0.3799
 IPW  C9   C   CR56  0   0.464   0.6308  -2.3126   0.1085
 IPW  C10  C   CR56  0   0.068   0.8413  -0.9229   0.0502
 IPW  C11  C   CR16  0  -0.322  -0.2791  -0.1230  -0.1437
 IPW  C12  C   CR6   0  -0.003  -1.5150  -0.7475  -0.2837
 IPW  C13  C   CR16  0  -0.137  -1.5697  -2.1523  -0.2160
 IPW  C14  C   CR5   0  -0.160  -2.7349   0.0250  -0.4988
 IPW  C15  C   CR15  0  -0.096  -2.8623   1.3269  -1.0223
 IPW  C16  C   CR15  0   0.027  -4.0411  -0.3501  -0.2444
 IPW  C19  C   CH2   0  -0.321  -8.5081  -0.2647  -0.7383
 IPW  C20  C   CH2   0  -0.322  -8.1701   1.2513   1.0984
 IPW  C21  C   CH2   0  -0.439  -6.6508   1.1294   0.9802
 IPW  CL   CL  CL    0  -0.116   8.9193   0.8032   0.0391
 IPW  C4   C   CR16  0  -0.287   5.1207   1.4844   1.0246
 IPW  C5   C   CR6   0  -0.020   4.4254   0.5873   0.2150
 IPW  C    C   CR16  0  -0.299   5.1376  -0.2135  -0.6741
 IPW  C6   C   C     0   0.321   2.9354   0.5616   0.2817
 IPW  O    O   O     0  -0.413   2.3159   1.6066   0.4079
 IPW  N1   N   N     0  -0.409  -0.5242  -2.9366  -0.0176
 IPW  N    N   NR15  0  -0.658   1.8455  -2.9124   0.3159
 IPW  N3   N   NR5   0  -0.288  -4.8263   0.6749  -0.6141
 IPW  N2   N   N     0  -0.278  -4.1248   1.7026  -1.0824
 IPW  C17  C   CH1   0  -0.073  -6.2682   0.7930  -0.4586
 IPW  N4   N   NH1   0  -0.573  -8.8935   0.0872   0.6166
 IPW  C18  C   CH2   0  -0.459  -7.0024  -0.4564  -0.9305
 IPW  H1   H   HCR6  0   0.287   7.0648  -0.7597  -1.4420
 IPW  H2   H   HCR6  0   0.286   7.0366   2.2364   1.6279
 IPW  H3   H   HCR5  0   0.319   3.8304  -2.2540   0.5679
 IPW  H4   H   HCR6  0   0.257  -0.1955   0.9547  -0.1766
 IPW  H5   H   HCR6  0   0.257  -2.5218  -2.6564  -0.3427
 IPW  H6   H   HCR5  0   0.259  -2.0818   1.9865  -1.3722
 IPW  H7   H   HCR5  0   0.294  -4.4439  -1.2562   0.1772
 IPW  H9   H   HCH2  0   0.222  -8.8531   0.5311  -1.4076
 IPW  H10  H   HCH2  0   0.244  -8.4474   1.4352   2.1375
 IPW  H11  H   HCH2  0   0.222  -8.5059   2.1227   0.5259
 IPW  H12  H   HCH2  0   0.244  -6.1694   2.0611   1.2874
 IPW  H13  H   HCH2  0   0.229  -6.2914   0.3403   1.6490
 IPW  H14  H   HCR6  0   0.273   4.5825   2.1243   1.7117
 IPW  H15  H   HCR6  0   0.285   4.6192  -0.8832  -1.3477
 IPW  H16  H   HNR5  0   0.425   1.9971  -3.9050   0.4101
 IPW  H17  H   HCH1  0   0.262  -6.5514   1.6287  -1.1037
 IPW  H18  H   HNH1  0   0.342  -8.7066  -0.6965   1.2312
 IPW  H20  H   HCH2  0   0.229  -6.6774  -1.3321  -0.3590
 IPW  H21  H   HCH2  0   0.250  -6.7782  -0.6542  -1.9813
 IPW  H8   H   HCH2  0   0.245  -9.0369  -1.1719  -1.0345

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
 IPW  C15  N2   aromatic  1.319  0.020  1.319
 IPW  C15  C14  aromatic  1.409  0.020  1.409
 IPW  N2   N3   aromatic  1.330  0.020  1.330
 IPW  C13  N1   aromatic  1.322  0.020  1.322
 IPW  C13  C12  aromatic  1.408  0.020  1.408
 IPW  N1   C9   aromatic  1.319  0.020  1.319
 IPW  C14  C12  single    1.460  0.020  1.460
 IPW  C14  C16  aromatic  1.383  0.020  1.383
 IPW  N3   C17  single    1.455  0.020  1.455
 IPW  N3   C16  aromatic  1.343  0.020  1.343
 IPW  C12  C11  aromatic  1.392  0.020  1.392
 IPW  C17  C21  single    1.526  0.020  1.526
 IPW  C17  C18  single    1.524  0.020  1.524
 IPW  C21  C20  single    1.529  0.020  1.529
 IPW  C9   N    aromatic  1.371  0.020  1.371
 IPW  C9   C10  aromatic  1.407  0.020  1.407
 IPW  C20  N4   single    1.453  0.020  1.453
 IPW  N    C8   aromatic  1.346  0.020  1.346
 IPW  C11  C10  aromatic  1.390  0.020  1.390
 IPW  C10  C7   aromatic  1.438  0.020  1.438
 IPW  C18  C19  single    1.530  0.020  1.530
 IPW  C19  N4   single    1.452  0.020  1.452
 IPW  C8   C7   aromatic  1.382  0.020  1.382
 IPW  C7   C6   single    1.449  0.020  1.449
 IPW  C6   O    double    1.221  0.020  1.221
 IPW  C6   C5   single    1.492  0.020  1.492
 IPW  C5   C4   aromatic  1.394  0.020  1.394
 IPW  C5   C    aromatic  1.393  0.020  1.393
 IPW  C4   C3   aromatic  1.384  0.020  1.384
 IPW  C3   C2   aromatic  1.388  0.020  1.388
 IPW  C    C1   aromatic  1.387  0.020  1.387
 IPW  C2   C1   aromatic  1.385  0.020  1.385
 IPW  C2   CL   single    1.731  0.020  1.731
 IPW  C1   H1   single    0.930  0.020  1.080
 IPW  C3   H2   single    0.930  0.020  1.080
 IPW  C8   H3   single    0.930  0.020  1.080
 IPW  C11  H4   single    0.930  0.020  1.080
 IPW  C13  H5   single    0.930  0.020  1.080
 IPW  C15  H6   single    0.930  0.020  1.080
 IPW  C16  H7   single    0.930  0.020  1.080
 IPW  C19  H8   single    0.970  0.020  1.090
 IPW  C19  H9   single    0.970  0.020  1.090
 IPW  C20  H10  single    0.970  0.020  1.090
 IPW  C20  H11  single    0.970  0.020  1.090
 IPW  C21  H12  single    0.970  0.020  1.090
 IPW  C21  H13  single    0.970  0.020  1.090
 IPW  C4   H14  single    0.930  0.020  1.080
 IPW  C    H15  single    0.930  0.020  1.080
 IPW  N    H16  single    0.860  0.020  1.020
 IPW  C17  H17  single    0.970  0.020  1.090
 IPW  N4   H18  single    0.890  0.020  1.040
 IPW  C18  H20  single    0.970  0.020  1.090
 IPW  C18  H21  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
 IPW  H1   C1   C    120.25  3.000
 IPW  H1   C1   C2   120.66  3.000
 IPW  C    C1   C2   119.09  3.000
 IPW  CL   C2   C3   119.55  3.000
 IPW  CL   C2   C1   119.22  3.000
 IPW  C3   C2   C1   121.23  3.000
 IPW  H2   C3   C4   120.40  3.000
 IPW  H2   C3   C2   120.55  3.000
 IPW  C4   C3   C2   119.05  3.000
 IPW  C6   C7   C10  126.42  3.000
 IPW  C6   C7   C8   127.46  3.000
 IPW  C10  C7   C8   106.02  3.000
 IPW  H3   C8   N    120.26  3.000
 IPW  H3   C8   C7   129.61  3.000
 IPW  N    C8   C7   110.10  3.000
 IPW  N    C9   N1   125.70  3.000
 IPW  N    C9   C10  107.82  3.000
 IPW  N1   C9   C10  126.48  3.000
 IPW  C11  C10  C9   116.97  3.000
 IPW  C11  C10  C7   136.51  3.000
 IPW  C9   C10  C7   106.51  3.000
 IPW  H4   C11  C12  120.85  3.000
 IPW  H4   C11  C10  121.02  3.000
 IPW  C12  C11  C10  118.13  3.000
 IPW  C14  C12  C13  120.18  3.000
 IPW  C14  C12  C11  121.29  3.000
 IPW  C13  C12  C11  118.53  3.000
 IPW  H5   C13  N1   115.85  3.000
 IPW  H5   C13  C12  119.50  3.000
 IPW  N1   C13  C12  124.65  3.000
 IPW  C16  C14  C15  103.51  3.000
 IPW  C16  C14  C12  128.23  3.000
 IPW  C15  C14  C12  128.26  3.000
 IPW  H6   C15  N2   120.21  3.000
 IPW  H6   C15  C14  128.26  3.000
 IPW  N2   C15  C14  111.52  3.000
 IPW  H7   C16  N3   122.07  3.000
 IPW  H7   C16  C14  130.79  3.000
 IPW  N3   C16  C14  107.14  3.000
 IPW  H9   C19  H8   106.59  3.000
 IPW  H9   C19  C18  108.92  3.000
 IPW  H8   C19  C18  109.80  3.000
 IPW  H9   C19  N4   108.09  3.000
 IPW  H8   C19  N4   109.04  3.000
 IPW  C18  C19  N4   114.13  3.000
 IPW  H11  C20  H10  106.60  3.000
 IPW  H11  C20  N4   108.15  3.000
 IPW  H10  C20  N4   108.93  3.000
 IPW  H11  C20  C21  109.13  3.000
 IPW  H10  C20  C21  109.86  3.000
 IPW  N4   C20  C21  113.91  3.000
 IPW  H13  C21  H12  107.35  3.000
 IPW  H13  C21  C17  109.55  3.000
 IPW  H12  C21  C17  110.03  3.000
 IPW  H13  C21  C20  109.65  3.000
 IPW  H12  C21  C20  110.37  3.000
 IPW  C17  C21  C20  109.85  3.000
 IPW  H14  C4   C5   120.08  3.000
 IPW  H14  C4   C3   119.12  3.000
 IPW  C5   C4   C3   120.79  3.000
 IPW  C6   C5   C    121.97  3.000
 IPW  C    C5   C4   119.06  3.000
 IPW  C6   C5   C4   118.90  3.000
 IPW  H15  C    C5   120.55  3.000
 IPW  H15  C    C1   118.67  3.000
 IPW  C5   C    C1   120.75  3.000
 IPW  O    C6   C5   119.77  3.000
 IPW  C5   C6   C7   118.85  3.000
 IPW  O    C6   C7   121.37  3.000
 IPW  C13  N1   C9   115.23  3.000
 IPW  H16  N    C9   125.32  3.000
 IPW  H16  N    C8   125.14  3.000
 IPW  C9   N    C8   109.54  3.000
 IPW  C17  N3   N2   119.85  3.000
 IPW  C17  N3   C16  127.73  3.000
 IPW  N2   N3   C16  112.23  3.000
 IPW  N3   N2   C15  105.60  3.000
 IPW  H17  C17  C18  108.62  3.000
 IPW  H17  C17  N3   104.82  3.000
 IPW  C18  C17  N3   112.20  3.000
 IPW  H17  C17  C21  108.84  3.000
 IPW  C18  C17  C21  110.60  3.000
 IPW  N3   C17  C21  111.53  3.000
 IPW  H18  N4   C20  109.07  3.000
 IPW  H18  N4   C19  109.25  3.000
 IPW  C20  N4   C19  111.81  3.000
 IPW  H21  C18  H20  107.23  3.000
 IPW  H21  C18  C17  110.32  3.000
 IPW  H20  C18  C17  110.55  3.000
 IPW  H21  C18  C19  110.21  3.000
 IPW  H20  C18  C19  109.07  3.000
 IPW  C17  C18  C19  109.42  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
 IPW  CONST_01  C4   C5   C    C1      0.00   0.0  0
 IPW  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 IPW  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 IPW  CONST_04  C5   C    C1   C2      0.00   0.0  0
 IPW  CONST_05  C    C5   C4   C3      0.00   0.0  0
 IPW  CONST_06  C    C1   C2   C3      0.00   0.0  0
 IPW  CONST_07  N1   C9   C10  C7    180.00   0.0  0
 IPW  CONST_08  N    C9   C10  C7      0.00   0.0  0
 IPW  CONST_09  C12  C11  C10  C7    180.00   0.0  0
 IPW  CONST_10  C9   N    C8   C7      0.00   0.0  0
 IPW  CONST_11  N1   C9   N    C8    180.00   0.0  0
 IPW  CONST_12  C10  C9   N    C8      0.00   0.0  0
 IPW  CONST_13  C9   C10  C7   C8      0.00   0.0  0
 IPW  CONST_14  C11  C10  C7   C8    180.00   0.0  0
 IPW  CONST_15  C12  C13  N1   C9      0.00   0.0  0
 IPW  CONST_16  C12  C11  C10  C9      0.00   0.0  0
 IPW  CONST_17  C13  N1   C9   C10     0.00   0.0  0
 IPW  CONST_18  C13  C12  C11  C10     0.00   0.0  0
 IPW  CONST_19  C14  C12  C11  C10   180.00   0.0  0
 IPW  CONST_20  N    C8   C7   C10     0.00   0.0  0
 IPW  CONST_21  N1   C13  C12  C11     0.00   0.0  0
 IPW  CONST_24  N1   C9   C10  C11     0.00   0.0  0
 IPW  CONST_25  N    C9   C10  C11   180.00   0.0  0
 IPW  CONST_26  N2   C15  C14  C12   180.00   0.0  0
 IPW  CONST_27  N3   C16  C14  C12   180.00   0.0  0
 IPW  CONST_28  N    C9   N1   C13   180.00   0.0  0
 IPW  CONST_31  N3   N2   C15  C14     0.00   0.0  0
 IPW  CONST_32  N1   C13  C12  C14   180.00   0.0  0
 IPW  CONST_33  N2   N3   C16  C14     0.00   0.0  0
 IPW  CONST_34  C16  N3   N2   C15     0.00   0.0  0
 IPW  CONST_35  N3   C16  C14  C15     0.00   0.0  0
 IPW  CONST_36  N2   C15  C14  C16     0.00   0.0  0
 IPW  CONST_37  C17  N3   C16  C14   180.00   0.0  0
 IPW  CONST_38  C17  N3   N2   C15   180.00   0.0  0
 IPW  CONST_39  C6   C5   C    C1    180.00   0.0  0
 IPW  CONST_40  C6   C5   C4   C3    180.00   0.0  0
 IPW  CONST_41  C6   C7   C10  C9    180.00   0.0  0
 IPW  CONST_42  C6   C7   C10  C11     0.00   0.0  0
 IPW  CONST_43  C4   C3   C2   CL    180.00   0.0  0
 IPW  CONST_44  C    C1   C2   CL    180.00   0.0  0
 IPW  CONST_45  N    C8   C7   C6    180.00   0.0  0
 IPW  CONST_46  H2   C3   C2   C1    180.00   0.0  0
 IPW  CONST_47  H14  C4   C3   C2    180.00   0.0  0
 IPW  CONST_48  H15  C    C1   C2    180.00   0.0  0
 IPW  CONST_49  H1   C1   C2   C3    180.00   0.0  0
 IPW  CONST_50  H4   C11  C10  C7      0.00   0.0  0
 IPW  CONST_51  H16  N    C8   C7    180.00   0.0  0
 IPW  CONST_52  H5   C13  N1   C9    180.00   0.0  0
 IPW  CONST_53  H3   C8   N    C9    180.00   0.0  0
 IPW  CONST_54  H6   C15  C14  C12     0.00   0.0  0
 IPW  CONST_55  H7   C16  C14  C12     0.00   0.0  0
 IPW  Var_01    C21  C20  N4   C19   -53.41  30.0  1
 IPW  Var_02    C18  C19  N4   C20    53.85  30.0  1
 IPW  Var_03    N4   C20  C21  C17    54.27  30.0  1
 IPW  Var_04    N4   C19  C18  C17   -54.84  30.0  1
 IPW  Var_05    C4   C5   C6   C7   -140.81  30.0  2
 IPW  Var_06    C5   C6   C7   C8     14.86  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
 IPW  chir_01  C17  N3  C21  C18  positiv

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
 IPW  plan-1  C12  0.020
 IPW  plan-1  C14  0.020
 IPW  plan-1  C15  0.020
 IPW  plan-1  C16  0.020
 IPW  plan-1  N3   0.020
 IPW  plan-1  N2   0.020
 IPW  plan-1  C17  0.020
 IPW  plan-1  H6   0.020
 IPW  plan-1  H7   0.020
 IPW  plan-2  C1   0.020
 IPW  plan-2  C2   0.020
 IPW  plan-2  C3   0.020
 IPW  plan-2  CL   0.020
 IPW  plan-2  C4   0.020
 IPW  plan-2  C5   0.020
 IPW  plan-2  C    0.020
 IPW  plan-2  C6   0.020
 IPW  plan-2  H1   0.020
 IPW  plan-2  H2   0.020
 IPW  plan-2  H14  0.020
 IPW  plan-2  H15  0.020
 IPW  plan-3  C7   0.020
 IPW  plan-3  C8   0.020
 IPW  plan-3  C9   0.020
 IPW  plan-3  C10  0.020
 IPW  plan-3  C11  0.020
 IPW  plan-3  C12  0.020
 IPW  plan-3  C13  0.020
 IPW  plan-3  C14  0.020
 IPW  plan-3  C6   0.020
 IPW  plan-3  N1   0.020
 IPW  plan-3  N    0.020
 IPW  plan-3  H3   0.020
 IPW  plan-3  H4   0.020
 IPW  plan-3  H5   0.020
 IPW  plan-3  H16  0.020
 IPW  plan-4  C7   0.020
 IPW  plan-4  C5   0.020
 IPW  plan-4  C6   0.020
 IPW  plan-4  O    0.020

