# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 15:09:07 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: 2-{3-[(2R)-1-acryloylpyrrolidin-2-yl]phenyl}-N-(3-chlorophenyl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cccc(NC(=O)Cc2cccc(c2)[C@H]3CCCN3C(=O)C=C)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
 H17  H17  2-{3-[(2R)-1-acryloylpyrrolidin-2-yl]phenyl}-N-(3-chlorophenyl)acetamide  ligand  47  26  .  2021-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_H17
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
 H17  N1   N   NH1   0  -0.752  -2.9327  -0.6954  -0.3100
 H17  C4   C   CH2   0  -0.476   4.8552   2.9648  -0.3254
 H17  C5   C   CH2   0  -0.470   3.4973   2.4110   0.0804
 H17  C6   C   CH1   0  -0.111   3.5525   0.9470  -0.3762
 H17  C7   C   CR6   0   0.192   2.6855   0.0472   0.4661
 H17  C8   C   CR16  0  -0.319   3.0737  -0.3371   1.7468
 H17  C10  C   CR16  0  -0.329   0.9910  -1.5080   2.0413
 H17  C13  C   C     0   0.560  -1.8048  -0.4608   0.4139
 H17  C15  C   CR16  0  -0.311  -4.3541   1.2181   0.3373
 H17  C17  C   CR16  0  -0.238  -6.5727   1.3735  -0.6310
 H17  C20  C   CR16  0  -0.375   1.4458  -0.3571  -0.0086
 H17  O1   O   O     0  -0.494   4.6753  -1.4345  -1.1256
 H17  C1   C   C1    0  -0.329   6.8843  -0.8289  -0.4970
 H17  C    C   C2    0  -0.474   7.4696  -1.9006  -1.0205
 H17  N    N   NT    0  -0.504   4.9767   0.6323  -0.2950
 H17  C3   C   CH2   0  -0.281   5.7962   1.8101  -0.0099
 H17  C11  C   CR6   0   0.177   0.5868  -1.1305   0.7673
 H17  C9   C   CR16  0  -0.229   2.2320  -1.1141   2.5265
 H17  C12  C   CH2   0  -0.708  -0.7510  -1.5409   0.2307
 H17  O    O   O     0  -0.448  -1.6490   0.4952   1.1459
 H17  C14  C   CR6   0   0.385  -4.1169   0.0385  -0.3707
 H17  C19  C   CR16  0  -0.314  -5.1149  -0.4669  -1.2088
 H17  C18  C   CR6   0  -0.024  -6.3180   0.2022  -1.3263
 H17  CL   CL  CL    0  -0.126  -7.5358  -0.4485  -2.3748
 H17  C16  C   CR16  0  -0.249  -5.5742   1.8637   0.1958
 H17  H1   H   HNH1  0   0.423  -2.9196  -1.5265  -0.8826
 H17  H2   H   HCH2  0   0.243   4.8769   3.1815  -1.3953
 H17  H3   H   HCH2  0   0.257   5.1276   3.8743   0.2084
 H17  H4   H   HCH2  0   0.243   3.3805   2.4604   1.1657
 H17  H5   H   HCH2  0   0.261   2.6550   2.9368  -0.3671
 H17  H6   H   HCH1  0   0.261   3.2216   0.8767  -1.4185
 H17  H7   H   HCR6  0   0.246   4.0417  -0.0412   2.1347
 H17  H8   H   HCR6  0   0.249   0.3408  -2.1199   2.6550
 H17  H9   H   HCR6  0   0.286  -3.6073   1.6354   0.9906
 H17  H10  H   HCR6  0   0.279  -7.5182   1.8880  -0.7291
 H17  H11  H   HCR6  0   0.242   1.1437  -0.0685  -1.0105
 H17  H12  H   H     0   0.277   7.4700  -0.1284   0.0850
 H17  H13  H   H     0   0.261   8.5253  -2.0851  -0.8777
 H17  H14  H   H     0   0.257   6.9195  -2.6249  -1.6070
 H17  H15  H   HCH2  0   0.259   6.6916   1.8307  -0.6294
 H17  H16  H   HCH2  0   0.245   6.1062   1.8283   1.0391
 H17  H17  H   HCR6  0   0.253   2.5424  -1.4179   3.5180
 H17  H18  H   HCH2  0   0.308  -1.1084  -2.4406   0.7413
 H17  H19  H   HCH2  0   0.293  -0.6795  -1.8031  -0.8281
 H17  H20  H   HCR6  0   0.292  -4.9469  -1.3823  -1.7623
 H17  H21  H   HCR6  0   0.271  -5.7483   2.7777   0.7480
 H17  C2   C   C     0   0.539   5.4285  -0.5781  -0.6763

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
 H17  CL   C18  single    1.734  0.020  1.734
 H17  C18  C19  aromatic  1.382  0.020  1.382
 H17  C18  C17  aromatic  1.386  0.020  1.386
 H17  C19  C14  aromatic  1.398  0.020  1.398
 H17  O    C13  double    1.214  0.020  1.214
 H17  C17  C16  aromatic  1.386  0.020  1.386
 H17  C10  C9   aromatic  1.389  0.020  1.389
 H17  C10  C11  aromatic  1.389  0.020  1.389
 H17  C13  N1   single    1.361  0.020  1.361
 H17  C13  C12  single    1.520  0.020  1.520
 H17  C14  N1   single    1.394  0.020  1.394
 H17  C14  C15  aromatic  1.396  0.020  1.396
 H17  C9   C8   aromatic  1.386  0.020  1.386
 H17  C16  C15  aromatic  1.388  0.020  1.388
 H17  C12  C11  single    1.499  0.020  1.499
 H17  C11  C20  aromatic  1.392  0.020  1.392
 H17  C8   C7   aromatic  1.392  0.020  1.392
 H17  C20  C7   aromatic  1.388  0.020  1.388
 H17  C7   C6   single    1.507  0.020  1.507
 H17  C    C1   double    1.329  0.020  1.329
 H17  C6   C5   single    1.535  0.020  1.535
 H17  C6   N    single    1.461  0.020  1.461
 H17  C5   C4   single    1.522  0.020  1.522
 H17  C1   C2   single    1.488  0.020  1.488
 H17  N    C3   single    1.463  0.020  1.463
 H17  N    C2   single    1.347  0.020  1.347
 H17  C4   C3   single    1.523  0.020  1.523
 H17  C2   O1   double    1.226  0.020  1.226
 H17  N1   H1   single    0.860  0.020  1.020
 H17  C4   H2   single    0.970  0.020  1.090
 H17  C4   H3   single    0.970  0.020  1.090
 H17  C5   H4   single    0.970  0.020  1.090
 H17  C5   H5   single    0.970  0.020  1.090
 H17  C6   H6   single    0.970  0.020  1.090
 H17  C8   H7   single    0.930  0.020  1.080
 H17  C10  H8   single    0.930  0.020  1.080
 H17  C15  H9   single    0.930  0.020  1.080
 H17  C17  H10  single    0.930  0.020  1.080
 H17  C20  H11  single    0.930  0.020  1.080
 H17  C1   H12  single    0.930  0.020  1.080
 H17  C    H13  single    0.930  0.020  1.080
 H17  C    H14  single    0.930  0.020  1.080
 H17  C3   H15  single    0.970  0.020  1.090
 H17  C3   H16  single    0.970  0.020  1.090
 H17  C9   H17  single    0.930  0.020  1.080
 H17  C12  H18  single    0.970  0.020  1.090
 H17  C12  H19  single    0.970  0.020  1.090
 H17  C19  H20  single    0.930  0.020  1.080
 H17  C16  H21  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
 H17  H1   N1   C14  114.81  3.000
 H17  H1   N1   C13  115.66  3.000
 H17  C14  N1   C13  129.52  3.000
 H17  H3   C4   H2   108.03  3.000
 H17  H3   C4   C3   112.16  3.000
 H17  H2   C4   C3   109.95  3.000
 H17  H3   C4   C5   113.36  3.000
 H17  H2   C4   C5   110.57  3.000
 H17  C3   C4   C5   102.73  3.000
 H17  H5   C5   H4   107.67  3.000
 H17  H5   C5   C6   111.48  3.000
 H17  H4   C5   C6   110.03  3.000
 H17  H5   C5   C4   113.89  3.000
 H17  H4   C5   C4   110.11  3.000
 H17  C6   C5   C4   103.64  3.000
 H17  H6   C6   N    109.47  3.000
 H17  H6   C6   C7   108.64  3.000
 H17  N    C6   C7   113.65  3.000
 H17  H6   C6   C5   109.48  3.000
 H17  N    C6   C5   102.95  3.000
 H17  C7   C6   C5   112.50  3.000
 H17  C20  C7   C8   118.90  3.000
 H17  C20  C7   C6   119.78  3.000
 H17  C8   C7   C6   121.23  3.000
 H17  H7   C8   C9   119.62  3.000
 H17  H7   C8   C7   120.18  3.000
 H17  C9   C8   C7   120.19  3.000
 H17  H8   C10  C9   119.89  3.000
 H17  H8   C10  C11  119.90  3.000
 H17  C9   C10  C11  120.21  3.000
 H17  O    C13  C12  122.90  3.000
 H17  C12  C13  N1   112.83  3.000
 H17  O    C13  N1   124.26  3.000
 H17  H9   C15  C16  119.45  3.000
 H17  H9   C15  C14  121.16  3.000
 H17  C16  C15  C14  119.39  3.000
 H17  H10  C17  C16  121.07  3.000
 H17  H10  C17  C18  121.17  3.000
 H17  C16  C17  C18  117.76  3.000
 H17  H11  C20  C11  119.37  3.000
 H17  H11  C20  C7   119.13  3.000
 H17  C11  C20  C7   121.49  3.000
 H17  H12  C1   C    119.70  3.000
 H17  H12  C1   C2   119.00  3.000
 H17  C    C1   C2   121.29  3.000
 H17  H14  C    H13  116.98  3.000
 H17  H14  C    C1   121.97  3.000
 H17  H13  C    C1   121.05  3.000
 H17  C3   N    C2   126.21  3.000
 H17  C2   N    C6   120.32  3.000
 H17  C3   N    C6   112.56  3.000
 H17  H16  C3   H15  108.19  3.000
 H17  H16  C3   N    111.04  3.000
 H17  H15  C3   N    111.41  3.000
 H17  H16  C3   C4   111.17  3.000
 H17  H15  C3   C4   112.08  3.000
 H17  N    C3   C4   102.94  3.000
 H17  C12  C11  C20  120.23  3.000
 H17  C20  C11  C10  118.86  3.000
 H17  C12  C11  C10  120.91  3.000
 H17  H17  C9   C10  119.77  3.000
 H17  H17  C9   C8   119.90  3.000
 H17  C10  C9   C8   120.33  3.000
 H17  H19  C12  H18  106.02  3.000
 H17  H19  C12  C11  110.74  3.000
 H17  H18  C12  C11  110.47  3.000
 H17  H19  C12  C13  109.42  3.000
 H17  H18  C12  C13  107.55  3.000
 H17  C11  C12  C13  112.40  3.000
 H17  C19  C14  C15  119.22  3.000
 H17  C15  C14  N1   124.54  3.000
 H17  C19  C14  N1   116.24  3.000
 H17  H20  C19  C18  120.07  3.000
 H17  H20  C19  C14  120.09  3.000
 H17  C18  C19  C14  119.84  3.000
 H17  CL   C18  C19  118.77  3.000
 H17  C19  C18  C17  121.79  3.000
 H17  CL   C18  C17  119.44  3.000
 H17  H21  C16  C17  119.16  3.000
 H17  H21  C16  C15  118.84  3.000
 H17  C17  C16  C15  121.99  3.000
 H17  N    C2   C1   116.45  3.000
 H17  N    C2   O1   121.70  3.000
 H17  C1   C2   O1   121.84  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
 H17  CONST_01  C10  C9   C8   C7      0.00   0.0  0
 H17  CONST_02  C10  C11  C20  C7      0.00   0.0  0
 H17  CONST_03  C11  C10  C9   C8      0.00   0.0  0
 H17  CONST_04  C11  C20  C7   C8      0.00   0.0  0
 H17  CONST_05  C18  C19  C14  C15     0.00   0.0  0
 H17  CONST_06  C18  C17  C16  C15     0.00   0.0  0
 H17  CONST_07  C14  C19  C18  C17     0.00   0.0  0
 H17  CONST_08  C14  C15  C16  C17     0.00   0.0  0
 H17  CONST_09  C9   C10  C11  C20     0.00   0.0  0
 H17  CONST_10  C9   C8   C7   C20     0.00   0.0  0
 H17  CONST_11  C16  C17  C18  C19     0.00   0.0  0
 H17  CONST_12  C16  C15  C14  C19     0.00   0.0  0
 H17  CONST_13  C9   C8   C7   C6    180.00   0.0  0
 H17  CONST_14  C11  C20  C7   C6    180.00   0.0  0
 H17  CONST_15  C18  C19  C14  N1    180.00   0.0  0
 H17  CONST_16  C16  C15  C14  N1    180.00   0.0  0
 H17  CONST_17  C12  C11  C20  C7    180.00   0.0  0
 H17  CONST_18  C12  C11  C10  C9    180.00   0.0  0
 H17  CONST_19  CL   C18  C19  C14   180.00   0.0  0
 H17  CONST_20  C16  C17  C18  CL    180.00   0.0  0
 H17  CONST_21  H7   C8   C7   C6      0.00   0.0  0
 H17  CONST_22  H11  C20  C7   C6      0.00   0.0  0
 H17  CONST_23  H17  C9   C8   C7    180.00   0.0  0
 H17  CONST_24  H8   C10  C9   C8    180.00   0.0  0
 H17  CONST_25  H20  C19  C14  C15   180.00   0.0  0
 H17  CONST_26  H10  C17  C16  C15   180.00   0.0  0
 H17  CONST_27  H9   C15  C16  C17   180.00   0.0  0
 H17  CONST_28  H21  C16  C15  C14   180.00   0.0  0
 H17  CONST_29  C1   C2   N    C6    180.00   0.0  0
 H17  CONST_30  O1   C2   N    C6      0.00   0.0  0
 H17  CONST_31  C3   N    C2   O1    180.00   0.0  0
 H17  CONST_32  C3   N    C2   C1      0.00   0.0  0
 H17  CONST_33  C19  C14  N1   C13   180.00   0.0  0
 H17  CONST_34  C15  C14  N1   C13     0.00   0.0  0
 H17  CONST_35  H1   N1   C14  C15   180.00   0.0  0
 H17  CONST_36  C14  N1   C13  C12   180.00   0.0  0
 H17  CONST_37  C14  N1   C13  O       0.00   0.0  0
 H17  Var_01    C6   N    C3   C4    -16.43  30.0  1
 H17  Var_02    N    C3   C4   C5     33.76  30.0  1
 H17  Var_03    C3   C4   C5   C6    -39.06  30.0  1
 H17  Var_04    C13  C12  C11  C10    96.42  30.0  2
 H17  Var_05    C11  C12  C13  N1    166.87  30.0  3
 H17  Var_06    N    C2   C1   C    -169.69  30.0  2
 H17  Var_07    H13  C    C1   C2   -179.26   0.0  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
 H17  chir_01  C6  C7  C5  N  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
 H17  plan-1  C6   0.020
 H17  plan-1  C7   0.020
 H17  plan-1  C8   0.020
 H17  plan-1  C10  0.020
 H17  plan-1  C20  0.020
 H17  plan-1  C11  0.020
 H17  plan-1  C9   0.020
 H17  plan-1  C12  0.020
 H17  plan-1  H7   0.020
 H17  plan-1  H8   0.020
 H17  plan-1  H11  0.020
 H17  plan-1  H17  0.020
 H17  plan-2  N1   0.020
 H17  plan-2  C15  0.020
 H17  plan-2  C17  0.020
 H17  plan-2  C14  0.020
 H17  plan-2  C19  0.020
 H17  plan-2  C18  0.020
 H17  plan-2  CL   0.020
 H17  plan-2  C16  0.020
 H17  plan-2  H9   0.020
 H17  plan-2  H10  0.020
 H17  plan-2  H20  0.020
 H17  plan-2  H21  0.020
 H17  plan-3  C6   0.020
 H17  plan-3  O1   0.020
 H17  plan-3  C1   0.020
 H17  plan-3  N    0.020
 H17  plan-3  C3   0.020
 H17  plan-3  C2   0.020
 H17  plan-4  N1   0.020
 H17  plan-4  C13  0.020
 H17  plan-4  C12  0.020
 H17  plan-4  O    0.020
 H17  plan-4  C14  0.020
 H17  plan-4  H1   0.020
 H17  plan-5  C1   0.020
 H17  plan-5  C    0.020
 H17  plan-5  H12  0.020
 H17  plan-5  H13  0.020
 H17  plan-5  H14  0.020
 H17  plan-5  C2   0.020

