# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 00:09:03 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 1-[1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(pyrrolidin-1-yl)ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(c(C)n1c2ccc(F)cc2)C(=O)CN3CCCC3
#
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
 IU1  IU1  1-[1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(pyrrolidin-1-yl)ethan-1-one  ligand  43  22  .  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_IU1
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
 IU1  O14  O  O     0  -0.420  -2.2942  -1.6422  -0.4888
 IU1  C13  C  C     0   0.301  -2.1037  -0.4459  -0.3596
 IU1  C15  C  CH2   0  -0.394  -3.2656   0.5333  -0.3312
 IU1  N16  N  NT    0  -0.424  -4.5495  -0.0994  -0.2393
 IU1  C20  C  CH2   0  -0.282  -4.8638  -0.6294   1.0770
 IU1  C19  C  CH2   0  -0.463  -6.3591  -0.9412   0.9954
 IU1  C18  C  CH2   0  -0.467  -6.8881   0.0146  -0.0957
 IU1  C17  C  CH2   0  -0.274  -5.6528   0.7999  -0.5361
 IU1  C11  C  CR5   0  -0.128  -0.7757   0.1437  -0.2441
 IU1  C10  C  CR15  0  -0.447  -0.4684   1.5403  -0.1845
 IU1  C9   C  CR5   0   0.327   0.8824   1.6722  -0.0911
 IU1  C21  C  CH3   0  -0.738   1.7335   2.8887  -0.0213
 IU1  C12  C  CR5   0   0.347   0.4297  -0.5406  -0.1793
 IU1  C22  C  CH3   0  -0.744   0.7454  -1.9938  -0.1814
 IU1  N8   N  NR5   0  -0.594   1.4145   0.3955  -0.0869
 IU1  C5   C  CR6   0   0.256   2.8005   0.1082  -0.0036
 IU1  C4   C  CR16  0  -0.239   3.4824  -0.3389  -1.1274
 IU1  C3   C  CR16  0  -0.413   4.8374  -0.6220  -1.0530
 IU1  C6   C  CR16  0  -0.242   3.4716   0.2783   1.2002
 IU1  C7   C  CR16  0  -0.413   4.8288   0.0093   1.2843
 IU1  C2   C  CR6   0   0.539   5.4856  -0.4385   0.1537
 IU1  F1   F  F     0  -0.310   6.7969  -0.7032   0.2311
 IU1  H1   H  HCH2  0   0.226  -3.1023   1.2668   0.4777
 IU1  H2   H  HCH2  0   0.276  -3.2135   1.1099  -1.2628
 IU1  H4   H  HCH2  0   0.235  -4.2592  -1.5044   1.3156
 IU1  H5   H  HCH2  0   0.190  -4.6767   0.1263   1.8599
 IU1  H6   H  HCH2  0   0.234  -6.5235  -1.9807   0.7104
 IU1  H7   H  HCH2  0   0.233  -6.8477  -0.7905   1.9575
 IU1  H8   H  HCH2  0   0.234  -7.3065  -0.5476  -0.9307
 IU1  H9   H  HCH2  0   0.233  -7.6720   0.6767   0.2707
 IU1  H10  H  HCH2  0   0.190  -5.5777   1.7381   0.0397
 IU1  H11  H  HCH2  0   0.234  -5.6644   1.0685  -1.5946
 IU1  H12  H  HCR5  0   0.251  -1.1663   2.3621  -0.2182
 IU1  H13  H  HCH3  0   0.250   2.2952   2.9518   0.9125
 IU1  H14  H  HCH3  0   0.250   2.4574   2.9310  -0.8375
 IU1  H15  H  HCH3  0   0.261   1.1054   3.7749  -0.0884
 IU1  H16  H  HCH3  0   0.256   1.0580  -2.3345  -1.1711
 IU1  H17  H  HCH3  0   0.250   1.5556  -2.2254   0.5102
 IU1  H18  H  HCH3  0   0.270  -0.1253  -2.5741   0.1039
 IU1  H19  H  HCR6  0   0.284   2.9567  -0.4659  -2.0648
 IU1  H20  H  HCR6  0   0.290   5.3782  -0.9723  -1.9219
 IU1  H21  H  HCR6  0   0.285   2.9362   0.6189   2.0766
 IU1  H22  H  HCR6  0   0.290   5.3625   0.1414   2.2160

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
 IU1  C19  C20  single    1.530  0.020  1.530
 IU1  C19  C18  single    1.544  0.020  1.544
 IU1  C20  N16  single    1.453  0.020  1.453
 IU1  N16  C15  single    1.434  0.020  1.434
 IU1  N16  C17  single    1.454  0.020  1.454
 IU1  C18  C17  single    1.529  0.020  1.529
 IU1  C15  C13  single    1.520  0.020  1.520
 IU1  C13  O14  double    1.218  0.020  1.218
 IU1  C13  C11  single    1.458  0.020  1.458
 IU1  C10  C11  aromatic  1.431  0.020  1.431
 IU1  C10  C9   aromatic  1.361  0.020  1.361
 IU1  C11  C12  aromatic  1.388  0.020  1.388
 IU1  C9   C21  single    1.486  0.020  1.486
 IU1  C9   N8   aromatic  1.383  0.020  1.383
 IU1  C12  N8   aromatic  1.362  0.020  1.362
 IU1  C12  C22  single    1.487  0.020  1.487
 IU1  N8   C5   single    1.418  0.020  1.418
 IU1  C4   C5   aromatic  1.388  0.020  1.388
 IU1  C4   C3   aromatic  1.386  0.020  1.386
 IU1  C5   C6   aromatic  1.389  0.020  1.389
 IU1  C3   C2   aromatic  1.382  0.020  1.382
 IU1  C6   C7   aromatic  1.386  0.020  1.386
 IU1  C2   C7   aromatic  1.382  0.020  1.382
 IU1  C2   F1   single    1.340  0.020  1.340
 IU1  C15  H1   single    0.970  0.020  1.090
 IU1  C15  H2   single    0.970  0.020  1.090
 IU1  C20  H4   single    0.970  0.020  1.090
 IU1  C20  H5   single    0.970  0.020  1.090
 IU1  C19  H6   single    0.970  0.020  1.090
 IU1  C19  H7   single    0.970  0.020  1.090
 IU1  C18  H8   single    0.970  0.020  1.090
 IU1  C18  H9   single    0.970  0.020  1.090
 IU1  C17  H10  single    0.970  0.020  1.090
 IU1  C17  H11  single    0.970  0.020  1.090
 IU1  C10  H12  single    0.930  0.020  1.080
 IU1  C21  H13  single    0.970  0.020  1.090
 IU1  C21  H14  single    0.970  0.020  1.090
 IU1  C21  H15  single    0.970  0.020  1.090
 IU1  C22  H16  single    0.970  0.020  1.090
 IU1  C22  H17  single    0.970  0.020  1.090
 IU1  C22  H18  single    0.970  0.020  1.090
 IU1  C4   H19  single    0.930  0.020  1.080
 IU1  C3   H20  single    0.930  0.020  1.080
 IU1  C6   H21  single    0.930  0.020  1.080
 IU1  C7   H22  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
 IU1  C11  C13  C15  115.75  3.000
 IU1  C11  C13  O14  123.23  3.000
 IU1  C15  C13  O14  121.01  3.000
 IU1  H2   C15  H1   105.43  3.000
 IU1  H2   C15  N16  109.20  3.000
 IU1  H1   C15  N16  112.24  3.000
 IU1  H2   C15  C13  106.65  3.000
 IU1  H1   C15  C13  109.19  3.000
 IU1  N16  C15  C13  113.66  3.000
 IU1  C17  N16  C20  104.26  3.000
 IU1  C17  N16  C15  113.16  3.000
 IU1  C20  N16  C15  114.36  3.000
 IU1  H5   C20  H4   107.47  3.000
 IU1  H5   C20  C19  110.06  3.000
 IU1  H4   C20  C19  112.97  3.000
 IU1  H5   C20  N16  110.85  3.000
 IU1  H4   C20  N16  111.79  3.000
 IU1  C19  C20  N16  103.73  3.000
 IU1  H7   C19  H6   107.16  3.000
 IU1  H7   C19  C18  112.63  3.000
 IU1  H6   C19  C18  110.72  3.000
 IU1  H7   C19  C20  111.29  3.000
 IU1  H6   C19  C20  110.84  3.000
 IU1  C18  C19  C20  104.27  3.000
 IU1  H9   C18  H8   107.15  3.000
 IU1  H9   C18  C17  111.47  3.000
 IU1  H8   C18  C17  110.76  3.000
 IU1  H9   C18  C19  112.65  3.000
 IU1  H8   C18  C19  110.70  3.000
 IU1  C17  C18  C19  104.17  3.000
 IU1  H11  C17  H10  107.31  3.000
 IU1  H11  C17  C18  113.39  3.000
 IU1  H10  C17  C18  109.97  3.000
 IU1  H11  C17  N16  110.98  3.000
 IU1  H10  C17  N16  111.57  3.000
 IU1  C18  C17  N16  103.69  3.000
 IU1  C12  C11  C10  107.03  3.000
 IU1  C12  C11  C13  126.56  3.000
 IU1  C10  C11  C13  126.41  3.000
 IU1  H12  C10  C9   124.80  3.000
 IU1  H12  C10  C11  127.10  3.000
 IU1  C9   C10  C11  108.10  3.000
 IU1  N8   C9   C21  122.35  3.000
 IU1  N8   C9   C10  107.02  3.000
 IU1  C21  C9   C10  130.63  3.000
 IU1  H15  C21  H14  107.75  3.000
 IU1  H15  C21  H13  107.61  3.000
 IU1  H14  C21  H13  107.23  3.000
 IU1  H15  C21  C9   109.46  3.000
 IU1  H14  C21  C9   112.10  3.000
 IU1  H13  C21  C9   112.47  3.000
 IU1  N8   C12  C22  121.22  3.000
 IU1  C22  C12  C11  131.79  3.000
 IU1  N8   C12  C11  106.99  3.000
 IU1  H18  C22  H17  108.43  3.000
 IU1  H18  C22  H16  107.53  3.000
 IU1  H17  C22  H16  107.21  3.000
 IU1  H18  C22  C12  110.61  3.000
 IU1  H17  C22  C12  111.38  3.000
 IU1  H16  C22  C12  111.52  3.000
 IU1  C5   N8   C12  124.86  3.000
 IU1  C5   N8   C9   124.28  3.000
 IU1  C12  N8   C9   110.86  3.000
 IU1  C6   C5   C4   120.25  3.000
 IU1  C6   C5   N8   119.90  3.000
 IU1  C4   C5   N8   119.85  3.000
 IU1  H19  C4   C3   119.82  3.000
 IU1  H19  C4   C5   120.02  3.000
 IU1  C3   C4   C5   120.16  3.000
 IU1  H20  C3   C2   120.66  3.000
 IU1  H20  C3   C4   120.77  3.000
 IU1  C2   C3   C4   118.57  3.000
 IU1  H21  C6   C7   119.77  3.000
 IU1  H21  C6   C5   120.10  3.000
 IU1  C7   C6   C5   120.13  3.000
 IU1  H22  C7   C2   120.64  3.000
 IU1  H22  C7   C6   120.77  3.000
 IU1  C2   C7   C6   118.59  3.000
 IU1  F1   C2   C7   118.80  3.000
 IU1  F1   C2   C3   118.89  3.000
 IU1  C7   C2   C3   122.30  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
 IU1  CONST_01  N8   C9   C10  C11     0.00   0.0  0
 IU1  CONST_02  C9   N8   C12  C11     0.00   0.0  0
 IU1  CONST_03  C5   N8   C12  C11   180.00   0.0  0
 IU1  CONST_04  N8   C12  C11  C10     0.00   0.0  0
 IU1  CONST_05  C12  N8   C9   C10     0.00   0.0  0
 IU1  CONST_06  C5   N8   C9   C10   180.00   0.0  0
 IU1  CONST_07  C12  C11  C10  C9      0.00   0.0  0
 IU1  CONST_12  C3   C4   C5   N8    180.00   0.0  0
 IU1  CONST_13  C7   C6   C5   N8    180.00   0.0  0
 IU1  CONST_14  C2   C3   C4   C5      0.00   0.0  0
 IU1  CONST_15  C2   C7   C6   C5      0.00   0.0  0
 IU1  CONST_16  C7   C6   C5   C4      0.00   0.0  0
 IU1  CONST_17  C7   C2   C3   C4      0.00   0.0  0
 IU1  CONST_18  C6   C5   C4   C3      0.00   0.0  0
 IU1  CONST_19  C6   C7   C2   C3      0.00   0.0  0
 IU1  CONST_20  C9   C10  C11  C13   180.00   0.0  0
 IU1  CONST_21  N8   C12  C11  C13   180.00   0.0  0
 IU1  CONST_22  C21  C9   C10  C11   180.00   0.0  0
 IU1  CONST_23  C22  C12  C11  C10   180.00   0.0  0
 IU1  CONST_24  C22  C12  N8   C9    180.00   0.0  0
 IU1  CONST_25  C12  N8   C9   C21   180.00   0.0  0
 IU1  CONST_26  C5   N8   C9   C21     0.00   0.0  0
 IU1  CONST_27  C5   N8   C12  C22     0.00   0.0  0
 IU1  CONST_28  F1   C2   C3   C4    180.00   0.0  0
 IU1  CONST_29  F1   C2   C7   C6    180.00   0.0  0
 IU1  CONST_30  H12  C10  C11  C12   180.00   0.0  0
 IU1  CONST_31  H19  C4   C5   N8      0.00   0.0  0
 IU1  CONST_32  H21  C6   C5   N8      0.00   0.0  0
 IU1  CONST_33  H20  C3   C4   C5    180.00   0.0  0
 IU1  CONST_34  H22  C7   C6   C5    180.00   0.0  0
 IU1  Var_01    C18  C19  C20  N16   -25.43  30.0  1
 IU1  Var_02    C19  C18  C17  N16    26.23  30.0  1
 IU1  Var_03    C17  C18  C19  C20    -0.48  30.0  1
 IU1  Var_04    C18  C17  N16  C20   -43.65  30.0  1
 IU1  Var_05    C17  N16  C20  C19    43.31  30.0  1
 IU1  Var_06    C10  C11  C13  O14   175.31  30.0  2
 IU1  Var_07    C20  N16  C15  C13    74.83  30.0  1
 IU1  Var_08    C11  C13  C15  N16  -170.89  30.0  3
 IU1  Var_09    H16  C22  C12  C11    99.60  30.0  2
 IU1  Var_10    H13  C21  C9   C10   117.73  30.0  2

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
 IU1  plan-1  C13  0.020
 IU1  plan-1  C11  0.020
 IU1  plan-1  C10  0.020
 IU1  plan-1  C9   0.020
 IU1  plan-1  C21  0.020
 IU1  plan-1  C12  0.020
 IU1  plan-1  C22  0.020
 IU1  plan-1  N8   0.020
 IU1  plan-1  C5   0.020
 IU1  plan-1  H12  0.020
 IU1  plan-2  N8   0.020
 IU1  plan-2  C5   0.020
 IU1  plan-2  C4   0.020
 IU1  plan-2  C3   0.020
 IU1  plan-2  C6   0.020
 IU1  plan-2  C7   0.020
 IU1  plan-2  C2   0.020
 IU1  plan-2  F1   0.020
 IU1  plan-2  H19  0.020
 IU1  plan-2  H20  0.020
 IU1  plan-2  H21  0.020
 IU1  plan-2  H22  0.020
 IU1  plan-3  O14  0.020
 IU1  plan-3  C13  0.020
 IU1  plan-3  C15  0.020
 IU1  plan-3  C11  0.020

