# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 19:21:57 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 4-[benzyl(carboxymethyl)carbamoyl]-2-phenyl-1H-imidazole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CN(Cc1ccccc1)C(=O)c2nc([nH]c2C(O)=O)c3ccccc3
#
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
 4G8  4G8  '4-[benzyl(carboxymethyl)carbamoyl]-2-phenyl-1H-imidazole-5-carboxylic acid'  ligand  43  28  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4G8
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
 4G8  C20   C  CR16   0  -0.324  -4.0132  -0.3589  -0.5797
 4G8  C21   C  CR16   0  -0.248  -5.1733  -0.8170  -1.1935
 4G8  C22   C  CR16   0  -0.270  -6.3428  -0.0713  -1.1349
 4G8  C23   C  CR16   0  -0.245  -6.3455   1.1421  -0.4577
 4G8  C24   C  CR16   0  -0.305  -5.1854   1.6016   0.1491
 4G8  C19   C  CR6    0   0.092  -4.0095   0.8561   0.0987
 4G8  C18   C  CH2    0  -0.364  -2.7777   1.3731   0.8041
 4G8  N17   N  NT     0  -0.420  -1.5427   0.8524   0.2676
 4G8  C25   C  CH2    0  -0.463  -1.0628   1.4803  -0.9435
 4G8  C26   C  C      0   0.434  -0.3067   2.8086  -0.7254
 4G8  O27   O  O      0  -0.595  -0.2482   3.2620   0.4280
 4G8  O28   O  OC    -1  -0.627   0.1566   3.3118  -1.7683
 4G8  C15   C  C      0   0.505  -0.8431  -0.0721   0.9452
 4G8  O16   O  O      0  -0.505  -1.2129  -0.5620   2.0065
 4G8  C9    C  CR5    0  -0.037   0.4682  -0.4735   0.3590
 4G8  N8    N  N      0  -0.438   1.5888   0.2580   0.5848
 4G8  C10   C  CR5    0   0.110   0.7591  -1.5941  -0.3765
 4G8  C12   C  C      0   0.371  -0.0849  -2.7002  -0.9243
 4G8  O14   O  O      0  -0.571  -1.3047  -2.6200  -0.6901
 4G8  O13   O  OC    -1  -0.600   0.5211  -3.5847  -1.5590
 4G8  N11   N  NR15   0  -0.665   2.1041  -1.5153  -0.5936
 4G8  C1    C  CR5    0   0.460   2.5699  -0.3952  -0.0051
 4G8  C2    C  C      0   0.034   3.9629   0.0398  -0.0259
 4G8  C3    C  C1     0  -0.295   4.2858   1.3067   0.4655
 4G8  C4    C  C1     0  -0.239   5.5988   1.7472   0.4628
 4G8  C5    C  C1     0  -0.263   6.6109   0.9337  -0.0332
 4G8  C6    C  C1     0  -0.238   6.2976  -0.3258  -0.5256
 4G8  C7    C  C1     0  -0.310   4.9843  -0.7718  -0.5213
 4G8  H20   H  HCR6   0   0.285  -3.1069  -0.9506  -0.6349
 4G8  H21   H  HCR6   0   0.249  -5.1610  -1.7623  -1.7218
 4G8  H22   H  HCR6   0   0.251  -7.2437  -0.4294  -1.6162
 4G8  H23   H  HCR6   0   0.252  -7.2500   1.7349  -0.4070
 4G8  H24   H  HCR6   0   0.245  -5.1937   2.5532   0.6689
 4G8  H181  H  HCH2   0   0.260  -2.7486   2.4625   0.7425
 4G8  H182  H  HCH2   0   0.270  -2.8370   1.1267   1.8646
 4G8  H251  H  HCH2   0   0.265  -0.4273   0.7894  -1.4967
 4G8  H252  H  HCH2   0   0.252  -1.9228   1.6670  -1.5947
 4G8  H11   H  HNR5   0   0.409   2.6178  -2.1958  -1.1322
 4G8  H3    H  H      0   0.256   3.4972   1.9442   0.8436
 4G8  H7    H  H      0   0.244   4.7692  -1.7624  -0.9022
 4G8  H4    H  H      0   0.259   5.8346   2.7309   0.8472
 4G8  H5    H  H      0   0.259   7.6365   1.2788  -0.0343
 4G8  H6    H  H      0   0.260   7.0782  -0.9684  -0.9116

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
 4G8  C20  C21   aromatic  1.390  0.020  1.390
 4G8  C20  C19   aromatic  1.391  0.020  1.391
 4G8  C21  C22   aromatic  1.388  0.020  1.388
 4G8  C22  C23   aromatic  1.389  0.020  1.389
 4G8  C23  C24   aromatic  1.388  0.020  1.388
 4G8  C24  C19   aromatic  1.393  0.020  1.393
 4G8  C19  C18   single    1.511  0.020  1.511
 4G8  C18  N17   single    1.444  0.020  1.444
 4G8  N17  C25   single    1.446  0.020  1.446
 4G8  N17  C15   single    1.343  0.020  1.343
 4G8  C25  C26   single    1.544  0.020  1.544
 4G8  C26  O27   deloc     1.241  0.020  1.241
 4G8  C26  O28   deloc     1.247  0.020  1.247
 4G8  C15  O16   double    1.226  0.020  1.226
 4G8  C15  C9    single    1.491  0.020  1.491
 4G8  C9   N8    aromatic  1.357  0.020  1.357
 4G8  C9   C10   aromatic  1.372  0.020  1.372
 4G8  N8   C1    aromatic  1.318  0.020  1.318
 4G8  C10  C12   single    1.495  0.020  1.495
 4G8  C10  N11   aromatic  1.365  0.020  1.365
 4G8  C12  O14   deloc     1.245  0.020  1.245
 4G8  C12  O13   deloc     1.246  0.020  1.246
 4G8  N11  C1    aromatic  1.348  0.020  1.348
 4G8  C1   C2    single    1.459  0.020  1.459
 4G8  C2   C3    aromatic  1.397  0.020  1.397
 4G8  C2   C7    aromatic  1.396  0.020  1.396
 4G8  C3   C4    aromatic  1.385  0.020  1.385
 4G8  C4   C5    aromatic  1.390  0.020  1.390
 4G8  C5   C6    aromatic  1.388  0.020  1.388
 4G8  C6   C7    aromatic  1.387  0.020  1.387
 4G8  C20  H20   single    0.930  0.020  1.080
 4G8  C21  H21   single    0.930  0.020  1.080
 4G8  C22  H22   single    0.930  0.020  1.080
 4G8  C23  H23   single    0.930  0.020  1.080
 4G8  C24  H24   single    0.930  0.020  1.080
 4G8  C18  H181  single    0.970  0.020  1.090
 4G8  C18  H182  single    0.970  0.020  1.090
 4G8  C25  H251  single    0.970  0.020  1.090
 4G8  C25  H252  single    0.970  0.020  1.090
 4G8  N11  H11   single    0.860  0.020  1.020
 4G8  C3   H3    single    0.930  0.020  1.080
 4G8  C7   H7    single    0.930  0.020  1.080
 4G8  C4   H4    single    0.930  0.020  1.080
 4G8  C5   H5    single    0.930  0.020  1.080
 4G8  C6   H6    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
 4G8  H20   C20  C19   119.95  3.000
 4G8  H20   C20  C21   119.70  3.000
 4G8  C19   C20  C21   120.35  3.000
 4G8  H21   C21  C22   119.94  3.000
 4G8  H21   C21  C20   119.57  3.000
 4G8  C22   C21  C20   120.48  3.000
 4G8  H22   C22  C23   120.26  3.000
 4G8  H22   C22  C21   120.31  3.000
 4G8  C23   C22  C21   119.43  3.000
 4G8  H23   C23  C24   119.78  3.000
 4G8  H23   C23  C22   120.18  3.000
 4G8  C24   C23  C22   120.04  3.000
 4G8  H24   C24  C19   119.57  3.000
 4G8  H24   C24  C23   119.59  3.000
 4G8  C19   C24  C23   120.84  3.000
 4G8  C18   C19  C24   119.22  3.000
 4G8  C18   C19  C20   121.92  3.000
 4G8  C24   C19  C20   118.85  3.000
 4G8  H182  C18  H181  106.37  3.000
 4G8  H182  C18  N17   109.05  3.000
 4G8  H181  C18  N17   108.43  3.000
 4G8  H182  C18  C19   109.43  3.000
 4G8  H181  C18  C19   109.69  3.000
 4G8  N17   C18  C19   113.61  3.000
 4G8  C15   N17  C25   123.27  3.000
 4G8  C15   N17  C18   120.43  3.000
 4G8  C25   N17  C18   116.01  3.000
 4G8  H252  C25  H251  105.33  3.000
 4G8  H252  C25  C26   108.78  3.000
 4G8  H251  C25  C26   109.36  3.000
 4G8  H252  C25  N17   108.15  3.000
 4G8  H251  C25  N17   110.09  3.000
 4G8  C26   C25  N17   114.69  3.000
 4G8  O28   C26  O27   127.76  3.000
 4G8  O28   C26  C25   114.27  3.000
 4G8  O27   C26  C25   117.96  3.000
 4G8  C9    C15  O16   119.86  3.000
 4G8  C9    C15  N17   116.43  3.000
 4G8  O16   C15  N17   123.70  3.000
 4G8  C10   C9   N8    110.76  3.000
 4G8  C10   C9   C15   128.11  3.000
 4G8  N8    C9   C15   121.03  3.000
 4G8  C1    N8   C9    105.85  3.000
 4G8  N11   C10  C12   122.74  3.000
 4G8  N11   C10  C9    104.31  3.000
 4G8  C12   C10  C9    132.92  3.000
 4G8  O13   C12  O14   128.19  3.000
 4G8  O13   C12  C10   115.92  3.000
 4G8  O14   C12  C10   115.89  3.000
 4G8  H11   N11  C1    128.15  3.000
 4G8  H11   N11  C10   123.23  3.000
 4G8  C1    N11  C10   108.60  3.000
 4G8  C2    C1   N11   124.83  3.000
 4G8  C2    C1   N8    124.69  3.000
 4G8  N11   C1   N8    110.48  3.000
 4G8  C7    C2   C3    118.90  3.000
 4G8  C7    C2   C1    122.02  3.000
 4G8  C3    C2   C1    119.08  3.000
 4G8  H3    C3   C4    120.28  3.000
 4G8  H3    C3   C2    119.26  3.000
 4G8  C4    C3   C2    120.46  3.000
 4G8  H4    C4   C5    120.01  3.000
 4G8  H4    C4   C3    119.67  3.000
 4G8  C5    C4   C3    120.33  3.000
 4G8  H5    C5   C6    120.19  3.000
 4G8  H5    C5   C4    120.26  3.000
 4G8  C6    C5   C4    119.55  3.000
 4G8  H6    C6   C7    119.55  3.000
 4G8  H6    C6   C5    120.16  3.000
 4G8  C7    C6   C5    120.29  3.000
 4G8  H7    C7   C6    118.76  3.000
 4G8  H7    C7   C2    120.76  3.000
 4G8  C6    C7   C2    120.47  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
 4G8  CONST_01  C23  C22  C21  C20    0.00   0.0  0
 4G8  CONST_02  C23  C24  C19  C20    0.00   0.0  0
 4G8  CONST_03  C24  C19  C20  C21    0.00   0.0  0
 4G8  CONST_04  C24  C23  C22  C21    0.00   0.0  0
 4G8  CONST_05  C19  C20  C21  C22    0.00   0.0  0
 4G8  CONST_06  C19  C24  C23  C22    0.00   0.0  0
 4G8  CONST_07  N11  C1   N8   C9     0.00   0.0  0
 4G8  CONST_08  C2   C1   N8   C9   180.00   0.0  0
 4G8  CONST_09  C1   N11  C10  C9     0.00   0.0  0
 4G8  CONST_10  N11  C10  C9   N8     0.00   0.0  0
 4G8  CONST_11  C10  N11  C1   N8     0.00   0.0  0
 4G8  CONST_12  C3   C2   C1   N8     0.00   0.0  0
 4G8  CONST_13  C7   C2   C1   N8   180.00   0.0  0
 4G8  CONST_14  C1   N8   C9   C10    0.00   0.0  0
 4G8  CONST_15  C2   C1   N11  C10  180.00   0.0  0
 4G8  CONST_16  C3   C2   C1   N11  180.00   0.0  0
 4G8  CONST_17  C7   C2   C1   N11    0.00   0.0  0
 4G8  CONST_18  C4   C3   C2   C1   180.00   0.0  0
 4G8  CONST_19  C6   C7   C2   C1   180.00   0.0  0
 4G8  CONST_20  C5   C4   C3   C2     0.00   0.0  0
 4G8  CONST_21  C5   C6   C7   C2     0.00   0.0  0
 4G8  CONST_22  C6   C7   C2   C3     0.00   0.0  0
 4G8  CONST_23  C6   C5   C4   C3     0.00   0.0  0
 4G8  CONST_24  C7   C2   C3   C4     0.00   0.0  0
 4G8  CONST_25  C7   C6   C5   C4     0.00   0.0  0
 4G8  CONST_26  C18  C19  C20  C21  180.00   0.0  0
 4G8  CONST_27  C18  C19  C24  C23  180.00   0.0  0
 4G8  CONST_28  C1   N8   C9   C15  180.00   0.0  0
 4G8  CONST_29  N11  C10  C9   C15  180.00   0.0  0
 4G8  CONST_30  C12  C10  C9   N8   180.00   0.0  0
 4G8  CONST_31  C1   N11  C10  C12  180.00   0.0  0
 4G8  CONST_32  H22  C22  C21  C20  180.00   0.0  0
 4G8  CONST_33  H24  C24  C19  C20  180.00   0.0  0
 4G8  CONST_34  H23  C23  C22  C21  180.00   0.0  0
 4G8  CONST_35  H20  C20  C21  C22  180.00   0.0  0
 4G8  CONST_36  H21  C21  C22  C23  180.00   0.0  0
 4G8  CONST_37  H11  N11  C10  C9   180.00   0.0  0
 4G8  CONST_38  H3   C3   C2   C1     0.00   0.0  0
 4G8  CONST_39  H7   C7   C2   C1     0.00   0.0  0
 4G8  CONST_40  H4   C4   C3   C2   180.00   0.0  0
 4G8  CONST_41  H6   C6   C7   C2   180.00   0.0  0
 4G8  CONST_42  H5   C5   C4   C3   180.00   0.0  0
 4G8  CONST_43  C9   C15  N17  C18  180.00   0.0  0
 4G8  CONST_44  C9   C15  N17  C25    0.00   0.0  0
 4G8  CONST_45  O16  C15  N17  C18    0.00   0.0  0
 4G8  CONST_46  O16  C15  N17  C25  180.00   0.0  0
 4G8  Var_01    N17  C18  C19  C20   24.90  30.0  2
 4G8  Var_02    N8   C9   C15  N17   83.54  30.0  2
 4G8  Var_03    O14  C12  C10  C9     0.32  30.0  2
 4G8  Var_04    C25  N17  C18  C19   79.67  30.0  3
 4G8  Var_05    C26  C25  N17  C18   81.05  30.0  3
 4G8  Var_06    O27  C26  C25  N17   -4.46  30.0  3

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
 4G8  plan-1  C15  0.020
 4G8  plan-1  C9   0.020
 4G8  plan-1  N8   0.020
 4G8  plan-1  C10  0.020
 4G8  plan-1  C12  0.020
 4G8  plan-1  N11  0.020
 4G8  plan-1  C1   0.020
 4G8  plan-1  C2   0.020
 4G8  plan-1  H11  0.020
 4G8  plan-2  C20  0.020
 4G8  plan-2  C21  0.020
 4G8  plan-2  C22  0.020
 4G8  plan-2  C23  0.020
 4G8  plan-2  C24  0.020
 4G8  plan-2  C19  0.020
 4G8  plan-2  C18  0.020
 4G8  plan-2  H20  0.020
 4G8  plan-2  H21  0.020
 4G8  plan-2  H22  0.020
 4G8  plan-2  H23  0.020
 4G8  plan-2  H24  0.020
 4G8  plan-3  C1   0.020
 4G8  plan-3  C2   0.020
 4G8  plan-3  C3   0.020
 4G8  plan-3  C4   0.020
 4G8  plan-3  C5   0.020
 4G8  plan-3  C6   0.020
 4G8  plan-3  C7   0.020
 4G8  plan-3  H3   0.020
 4G8  plan-3  H7   0.020
 4G8  plan-3  H4   0.020
 4G8  plan-3  H5   0.020
 4G8  plan-3  H6   0.020
 4G8  plan-4  C18  0.020
 4G8  plan-4  N17  0.020
 4G8  plan-4  C25  0.020
 4G8  plan-4  C15  0.020
 4G8  plan-4  O16  0.020
 4G8  plan-4  C9   0.020
 4G8  plan-5  C25  0.020
 4G8  plan-5  C26  0.020
 4G8  plan-5  O27  0.020
 4G8  plan-5  O28  0.020
 4G8  plan-6  C10  0.020
 4G8  plan-6  C12  0.020
 4G8  plan-6  O14  0.020
 4G8  plan-6  O13  0.020

