# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:29:19 2022
#   Inital geometry file: a 106 line input string
#   Ligand name: 5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-benzimidazole-6-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cnc2c(F)c(Nc3ccc(Br)cc3Cl)c(cc12)C(=O)NOCCO
#
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
 3EW  3EW  5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-benzimidazole-6-carboxamide  ligand  42  27  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3EW
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
 3EW  O3   O   OH1   0  -0.669  -0.6603  -6.2293  -0.3168
 3EW  C4   C   CR6   0   0.512  -1.8234   2.0837  -0.3523
 3EW  C5   C   CR6   0   0.043  -1.3436   0.8023  -0.5393
 3EW  C6   C   CR6   0  -0.091  -2.1013  -0.2980  -0.0770
 3EW  C7   C   C     0   0.474  -1.5271  -1.6740  -0.2064
 3EW  C8   C   CR6   0   0.473   1.0900   0.7401  -0.6312
 3EW  N2   N   NH1   0  -0.352  -2.3937  -2.5492  -0.7522
 3EW  C9   C   CR16  0  -0.322   1.2351   1.1589   0.6954
 3EW  C10  C   CR16  0  -0.217   2.4800   1.3051   1.2790
 3EW  C11  C   CR6   0  -0.153   3.6230   1.0225   0.5464
 3EW  C12  C   CR16  0  -0.184   3.5218   0.5932  -0.7667
 3EW  N3   N   NR5   0  -0.506  -4.8841   1.7004   1.3095
 3EW  C13  C   CR6   0  -0.138   2.2682   0.4602  -1.3367
 3EW  C14  C   CR15  0   0.119  -4.7828   3.0470   1.2018
 3EW  C15  C   CH2   0  -0.169  -2.4484  -4.7019   0.0561
 3EW  N4   N   N     0  -0.454  -3.6955   3.4527   0.6054
 3EW  BR1  BR  BR    0  -0.050   5.3265   1.2179   1.3353
 3EW  CL1  CL  CL    0  -0.116   2.1594  -0.0767  -2.9837
 3EW  F1   F   F     0  -0.286  -1.1208   3.1258  -0.7921
 3EW  C3   C   CR56  0  -0.051  -3.0338   2.2970   0.2975
 3EW  C17  C   CH3   0  -0.532  -5.9630   0.9513   1.9112
 3EW  C2   C   CR56  0   0.387  -3.7627   1.1792   0.7269
 3EW  C1   C   CR16  0  -0.341  -3.3268  -0.1274   0.5446
 3EW  O1   O   O     0  -0.441  -0.4125  -1.9668   0.1789
 3EW  O2   O   O2    0  -0.383  -2.0044  -3.8281  -0.9850
 3EW  C16  C   CH2   0  -0.194  -2.0627  -6.1097  -0.3122
 3EW  H1   H   HOH1  0   0.457  -0.4386  -7.1362  -0.5452
 3EW  H2   H   HNH1  0   0.391  -0.1777   0.0913  -2.0876
 3EW  H3   H   HNH1  0   0.423  -3.2321  -2.2592  -1.2377
 3EW  H4   H   HCR6  0   0.276   0.3561   1.3637   1.2917
 3EW  H5   H   HCR6  0   0.282   2.5429   1.6313   2.3083
 3EW  H6   H   HCR6  0   0.296   4.4007   0.3634  -1.3537
 3EW  H7   H   HCR5  0   0.299  -5.5546   3.6956   1.5904
 3EW  H8   H   HCH2  0   0.228  -2.0004  -4.4128   1.0119
 3EW  H9   H   HCH2  0   0.230  -3.5367  -4.6491   0.1564
 3EW  H10  H   HCH3  0   0.267  -6.4876   0.3630   1.1607
 3EW  H11  H   HCH3  0   0.267  -5.5767   0.2870   2.6816
 3EW  H12  H   HCH3  0   0.275  -6.6637   1.6438   2.3687
 3EW  H13  H   HCR6  0   0.290  -3.8988  -0.9737   0.9020
 3EW  H14  H   HCH2  0   0.210  -2.5014  -6.3641  -1.2856
 3EW  H15  H   HCH2  0   0.214  -2.5310  -6.7699   0.4283
 3EW  N1   N   NH1   0  -0.763  -0.1346   0.6243  -1.2329

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
 3EW  C17  N3   single    1.445  0.020  1.445
 3EW  N3   C14  aromatic  1.355  0.020  1.355
 3EW  N3   C2   aromatic  1.367  0.020  1.367
 3EW  C14  N4   aromatic  1.305  0.020  1.305
 3EW  C2   C1   aromatic  1.389  0.020  1.389
 3EW  C2   C3   aromatic  1.402  0.020  1.402
 3EW  C15  O2   single    1.430  0.020  1.430
 3EW  C15  C16  single    1.505  0.020  1.505
 3EW  C1   C6   aromatic  1.385  0.020  1.385
 3EW  N4   C3   aromatic  1.367  0.020  1.367
 3EW  N2   O2   single    1.357  0.020  1.357
 3EW  N2   C7   single    1.347  0.020  1.347
 3EW  C3   C4   aromatic  1.390  0.020  1.390
 3EW  C16  O3   single    1.407  0.020  1.407
 3EW  C6   C7   single    1.497  0.020  1.497
 3EW  C6   C5   aromatic  1.414  0.020  1.414
 3EW  C7   O1   double    1.215  0.020  1.215
 3EW  C4   C5   aromatic  1.381  0.020  1.381
 3EW  C4   F1   single    1.332  0.020  1.332
 3EW  C5   N1   single    1.405  0.020  1.405
 3EW  C9   C10  aromatic  1.383  0.020  1.383
 3EW  C9   C8   aromatic  1.399  0.020  1.399
 3EW  C10  C11  aromatic  1.387  0.020  1.387
 3EW  N1   C8   single    1.369  0.020  1.369
 3EW  C8   C13  aromatic  1.402  0.020  1.402
 3EW  C11  BR1  single    1.887  0.020  1.887
 3EW  C11  C12  aromatic  1.385  0.020  1.385
 3EW  C13  C12  aromatic  1.384  0.020  1.384
 3EW  C13  CL1  single    1.736  0.020  1.736
 3EW  O3   H1   single    0.850  0.020  0.980
 3EW  N1   H2   single    0.890  0.020  1.040
 3EW  N2   H3   single    0.860  0.020  1.020
 3EW  C9   H4   single    0.930  0.020  1.080
 3EW  C10  H5   single    0.930  0.020  1.080
 3EW  C12  H6   single    0.930  0.020  1.080
 3EW  C14  H7   single    0.930  0.020  1.080
 3EW  C15  H8   single    0.970  0.020  1.090
 3EW  C15  H9   single    0.970  0.020  1.090
 3EW  C17  H10  single    0.970  0.020  1.090
 3EW  C17  H11  single    0.970  0.020  1.090
 3EW  C17  H12  single    0.970  0.020  1.090
 3EW  C1   H13  single    0.930  0.020  1.080
 3EW  C16  H14  single    0.970  0.020  1.090
 3EW  C16  H15  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
 3EW  H1   O3   C16  108.10  3.000
 3EW  C3   C4   F1   119.58  3.000
 3EW  F1   C4   C5   119.87  3.000
 3EW  C3   C4   C5   120.54  3.000
 3EW  N1   C5   C6   121.60  3.000
 3EW  N1   C5   C4   118.90  3.000
 3EW  C6   C5   C4   119.45  3.000
 3EW  C1   C6   C7   119.45  3.000
 3EW  C7   C6   C5   118.80  3.000
 3EW  C1   C6   C5   121.69  3.000
 3EW  O1   C7   N2   124.19  3.000
 3EW  O1   C7   C6   123.10  3.000
 3EW  N2   C7   C6   112.68  3.000
 3EW  C13  C8   C9   116.75  3.000
 3EW  C13  C8   N1   120.91  3.000
 3EW  C9   C8   N1   122.34  3.000
 3EW  H3   N2   O2   115.20  3.000
 3EW  H3   N2   C7   122.78  3.000
 3EW  O2   N2   C7   119.82  3.000
 3EW  H4   C9   C10  118.62  3.000
 3EW  H4   C9   C8   119.68  3.000
 3EW  C10  C9   C8   121.70  3.000
 3EW  H5   C10  C11  121.08  3.000
 3EW  H5   C10  C9   119.07  3.000
 3EW  C11  C10  C9   119.84  3.000
 3EW  BR1  C11  C12  119.62  3.000
 3EW  C12  C11  C10  120.25  3.000
 3EW  BR1  C11  C10  120.13  3.000
 3EW  H6   C12  C13  119.49  3.000
 3EW  H6   C12  C11  121.39  3.000
 3EW  C13  C12  C11  119.12  3.000
 3EW  C2   N3   C17  126.33  3.000
 3EW  C2   N3   C14  106.49  3.000
 3EW  C17  N3   C14  127.18  3.000
 3EW  CL1  C13  C12  118.52  3.000
 3EW  CL1  C13  C8   119.13  3.000
 3EW  C12  C13  C8   122.35  3.000
 3EW  H7   C14  N4   124.96  3.000
 3EW  H7   C14  N3   120.98  3.000
 3EW  N4   C14  N3   114.07  3.000
 3EW  H9   C15  H8   108.32  3.000
 3EW  H9   C15  C16  108.81  3.000
 3EW  H8   C15  C16  110.84  3.000
 3EW  H9   C15  O2   110.25  3.000
 3EW  H8   C15  O2   110.32  3.000
 3EW  C16  C15  O2   108.29  3.000
 3EW  C3   N4   C14  104.09  3.000
 3EW  C2   C3   N4   110.70  3.000
 3EW  N4   C3   C4   131.03  3.000
 3EW  C2   C3   C4   118.27  3.000
 3EW  H12  C17  H11  108.67  3.000
 3EW  H12  C17  H10  108.91  3.000
 3EW  H11  C17  H10  109.22  3.000
 3EW  H12  C17  N3   109.07  3.000
 3EW  H11  C17  N3   110.26  3.000
 3EW  H10  C17  N3   110.67  3.000
 3EW  C1   C2   C3   123.13  3.000
 3EW  C3   C2   N3   104.66  3.000
 3EW  C1   C2   N3   132.21  3.000
 3EW  H13  C1   C2   121.75  3.000
 3EW  H13  C1   C6   121.32  3.000
 3EW  C2   C1   C6   116.90  3.000
 3EW  C15  O2   N2   111.22  3.000
 3EW  H15  C16  H14  106.77  3.000
 3EW  H15  C16  C15  106.75  3.000
 3EW  H14  C16  C15  109.35  3.000
 3EW  H15  C16  O3   112.11  3.000
 3EW  H14  C16  O3   112.06  3.000
 3EW  C15  C16  O3   109.61  3.000
 3EW  H2   N1   C8   117.10  3.000
 3EW  H2   N1   C5   116.65  3.000
 3EW  C8   N1   C5   122.81  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
 3EW  CONST_01  N3   C2   C3   C4    180.00   0.0  0
 3EW  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 3EW  CONST_03  C14  N4   C3   C4    180.00   0.0  0
 3EW  CONST_04  C1   C6   C5   C4      0.00   0.0  0
 3EW  CONST_05  C2   C1   C6   C5      0.00   0.0  0
 3EW  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 3EW  CONST_07  N4   C3   C4   C5    180.00   0.0  0
 3EW  CONST_08  N3   C2   C1   C6    180.00   0.0  0
 3EW  CONST_09  C3   C2   C1   C6      0.00   0.0  0
 3EW  CONST_10  C3   C4   C5   C6      0.00   0.0  0
 3EW  CONST_11  C11  C10  C9   C8      0.00   0.0  0
 3EW  CONST_12  C11  C12  C13  C8      0.00   0.0  0
 3EW  CONST_13  C12  C11  C10  C9      0.00   0.0  0
 3EW  CONST_14  C12  C13  C8   C9      0.00   0.0  0
 3EW  CONST_15  C13  C8   C9   C10     0.00   0.0  0
 3EW  CONST_16  C13  C12  C11  C10     0.00   0.0  0
 3EW  CONST_17  C3   N4   C14  N3      0.00   0.0  0
 3EW  CONST_18  N4   C3   C2   N3      0.00   0.0  0
 3EW  CONST_19  C1   C2   N3   C14   180.00   0.0  0
 3EW  CONST_20  C3   C2   N3   C14     0.00   0.0  0
 3EW  CONST_21  C2   C3   N4   C14     0.00   0.0  0
 3EW  CONST_22  C2   N3   C14  N4      0.00   0.0  0
 3EW  CONST_23  C1   C2   C3   N4    180.00   0.0  0
 3EW  CONST_24  C7   C6   C5   C4    180.00   0.0  0
 3EW  CONST_25  F1   C4   C5   C6    180.00   0.0  0
 3EW  CONST_26  C1   C6   C5   N1    180.00   0.0  0
 3EW  CONST_27  C3   C4   C5   N1    180.00   0.0  0
 3EW  CONST_28  C10  C9   C8   N1    180.00   0.0  0
 3EW  CONST_29  C12  C13  C8   N1    180.00   0.0  0
 3EW  CONST_30  C2   C1   C6   C7    180.00   0.0  0
 3EW  CONST_31  BR1  C11  C10  C9    180.00   0.0  0
 3EW  CONST_32  CL1  C13  C8   C9    180.00   0.0  0
 3EW  CONST_33  CL1  C13  C12  C11   180.00   0.0  0
 3EW  CONST_34  BR1  C11  C12  C13   180.00   0.0  0
 3EW  CONST_35  C17  N3   C14  N4    180.00   0.0  0
 3EW  CONST_36  F1   C4   C3   N4      0.00   0.0  0
 3EW  CONST_37  C2   C3   C4   F1    180.00   0.0  0
 3EW  CONST_38  C17  N3   C2   C3    180.00   0.0  0
 3EW  CONST_39  C1   C2   N3   C17     0.00   0.0  0
 3EW  CONST_40  H13  C1   C6   C5    180.00   0.0  0
 3EW  CONST_41  H5   C10  C9   C8    180.00   0.0  0
 3EW  CONST_42  H6   C12  C13  C8    180.00   0.0  0
 3EW  CONST_43  H4   C9   C10  C11   180.00   0.0  0
 3EW  CONST_44  H7   C14  N4   C3    180.00   0.0  0
 3EW  CONST_45  O2   N2   C7   C6    180.00   0.0  0
 3EW  CONST_47  O2   N2   C7   O1      0.00   0.0  0
 3EW  Var_01    C8   N1   C5   C4     83.04  30.0  2
 3EW  Var_02    C9   C8   N1   C5     -5.69  30.0  2
 3EW  Var_03    N2   C7   C6   C5   -131.17  30.0  2
 3EW  Var_04    H10  C17  N3   C14   114.17  30.0  2
 3EW  Var_05    O2   C15  C16  O3     65.90  30.0  2
 3EW  Var_06    C16  C15  O2   N2    176.29  30.0  1

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
 3EW  plan-1  C8   0.020
 3EW  plan-1  C9   0.020
 3EW  plan-1  C10  0.020
 3EW  plan-1  C11  0.020
 3EW  plan-1  C12  0.020
 3EW  plan-1  C13  0.020
 3EW  plan-1  BR1  0.020
 3EW  plan-1  CL1  0.020
 3EW  plan-1  H4   0.020
 3EW  plan-1  H5   0.020
 3EW  plan-1  H6   0.020
 3EW  plan-1  N1   0.020
 3EW  plan-2  C4   0.020
 3EW  plan-2  C5   0.020
 3EW  plan-2  C6   0.020
 3EW  plan-2  C7   0.020
 3EW  plan-2  N3   0.020
 3EW  plan-2  C14  0.020
 3EW  plan-2  N4   0.020
 3EW  plan-2  F1   0.020
 3EW  plan-2  C3   0.020
 3EW  plan-2  C17  0.020
 3EW  plan-2  C2   0.020
 3EW  plan-2  C1   0.020
 3EW  plan-2  H7   0.020
 3EW  plan-2  H13  0.020
 3EW  plan-2  N1   0.020
 3EW  plan-3  C6   0.020
 3EW  plan-3  C7   0.020
 3EW  plan-3  N2   0.020
 3EW  plan-3  O1   0.020
 3EW  plan-3  O2   0.020
 3EW  plan-3  H3   0.020

