# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 21:42:03 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 4-[(2-amino-2-oxoethyl)(methyl)carbamoyl]-2-phenyl-1H-imidazole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CC(N)=O)C(=O)c1nc([nH]c1C(O)=O)c2ccccc2
#
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
 4G5  4G5  '4-[(2-amino-2-oxoethyl)(methyl)carbamoyl]-2-phenyl-1H-imidazole-5-carboxylic acid'  ligand  35  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4G5
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
 4G5  C10   C  C1     0  -0.297  -3.4919  -1.6564  -0.8992
 4G5  C11   C  C1     0  -0.238  -4.7896  -2.1183  -1.0427
 4G5  C12   C  C1     0  -0.263  -5.8580  -1.3682  -0.5657
 4G5  C13   C  C1     0  -0.238  -5.6159  -0.1517   0.0579
 4G5  C14   C  C1     0  -0.308  -4.3176   0.3134   0.2045
 4G5  C9    C  C      0   0.037  -3.2400  -0.4330  -0.2746
 4G5  C5    C  CR5    0   0.459  -1.8615   0.0301  -0.1433
 4G5  N1    N  N      0  -0.453  -0.7979  -0.6477  -0.5227
 4G5  N4    N  NR15   0  -0.664  -1.4983   1.2198   0.3786
 4G5  C3    C  CR5    0   0.128  -0.1404   1.3251   0.3308
 4G5  C15   C  C      0   0.360   0.5871   2.5157   0.8809
 4G5  O17   O  OC    -1  -0.603  -0.1388   3.4391   1.2999
 4G5  O16   O  O      0  -0.570   1.8260   2.4489   0.8678
 4G5  C2    C  CR5    0  -0.034   0.2705   0.1450  -0.2369
 4G5  C6    C  C      0   0.509   1.6413  -0.2703  -0.6367
 4G5  O8    O  O      0  -0.491   2.2439   0.3178  -1.5236
 4G5  N7    N  NT     0  -0.430   2.1396  -1.3806  -0.0560
 4G5  C22   C  CH3    0  -0.521   1.6213  -1.9861   1.1521
 4G5  C18   C  CH2    0  -0.443   3.4075  -1.8598  -0.5370
 4G5  C19   C  C      0   0.520   4.5708  -0.9992  -0.0583
 4G5  O21   O  O      0  -0.477   4.4975  -0.3241   0.9536
 4G5  N20   N  NH2    0  -0.804   5.6731  -1.0946  -0.8146
 4G5  H10   H  H      0   0.254  -2.6630  -2.2424  -1.2739
 4G5  H11   H  H      0   0.260  -4.9690  -3.0670  -1.5315
 4G5  H12   H  H      0   0.260  -6.8714  -1.7295  -0.6801
 4G5  H13   H  H      0   0.262  -6.4401   0.4405   0.4335
 4G5  H14   H  H      0   0.244  -4.1591   1.2628   0.7008
 4G5  H4    H  HNR5   0   0.411  -2.0926   1.9430   0.7550
 4G5  H221  H  HCH3   0   0.240   1.3351  -3.0241   0.9766
 4G5  H222  H  HCH3   0   0.243   2.3767  -1.9611   1.9375
 4G5  H223  H  HCH3   0   0.265   0.7495  -1.4486   1.5087
 4G5  H181  H  HCH2   0   0.298   3.5599  -2.8747  -0.1614
 4G5  H182  H  HCH2   0   0.277   3.4050  -1.9309  -1.6260
 4G5  H201  H  HNH2   0   0.406   5.6882  -1.6233  -1.6694
 4G5  H202  H  HNH2   0   0.401   6.5129  -0.6004  -0.5606

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
 4G5  C10  C11   aromatic  1.385  0.020  1.385
 4G5  C10  C9    aromatic  1.397  0.020  1.397
 4G5  C11  C12   aromatic  1.390  0.020  1.390
 4G5  C12  C13   aromatic  1.388  0.020  1.388
 4G5  C13  C14   aromatic  1.387  0.020  1.387
 4G5  C14  C9    aromatic  1.396  0.020  1.396
 4G5  C9   C5    single    1.460  0.020  1.460
 4G5  C5   N1    aromatic  1.317  0.020  1.317
 4G5  C5   N4    aromatic  1.349  0.020  1.349
 4G5  N1   C2    aromatic  1.361  0.020  1.361
 4G5  N4   C3    aromatic  1.363  0.020  1.363
 4G5  C3   C15   single    1.500  0.020  1.500
 4G5  C3   C2    aromatic  1.372  0.020  1.372
 4G5  C15  O17   deloc     1.247  0.020  1.247
 4G5  C15  O16   deloc     1.241  0.020  1.241
 4G5  C2   C6    single    1.487  0.020  1.487
 4G5  C6   O8    double    1.223  0.020  1.223
 4G5  C6   N7    single    1.348  0.020  1.348
 4G5  N7   C22   single    1.447  0.020  1.447
 4G5  N7   C18   single    1.438  0.020  1.438
 4G5  C18  C19   single    1.524  0.020  1.524
 4G5  C19  O21   double    1.219  0.020  1.219
 4G5  C19  N20   single    1.340  0.020  1.340
 4G5  C10  H10   single    0.930  0.020  1.080
 4G5  C11  H11   single    0.930  0.020  1.080
 4G5  C12  H12   single    0.930  0.020  1.080
 4G5  C13  H13   single    0.930  0.020  1.080
 4G5  C14  H14   single    0.930  0.020  1.080
 4G5  N4   H4    single    0.860  0.020  1.020
 4G5  C22  H221  single    0.970  0.020  1.090
 4G5  C22  H222  single    0.970  0.020  1.090
 4G5  C22  H223  single    0.970  0.020  1.090
 4G5  C18  H181  single    0.970  0.020  1.090
 4G5  C18  H182  single    0.970  0.020  1.090
 4G5  N20  H201  single    0.860  0.020  1.020
 4G5  N20  H202  single    0.860  0.020  1.020

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
 4G5  H10   C10  C9    119.42  3.000
 4G5  H10   C10  C11   120.09  3.000
 4G5  C9    C10  C11   120.50  3.000
 4G5  H11   C11  C12   120.05  3.000
 4G5  H11   C11  C10   119.63  3.000
 4G5  C12   C11  C10   120.32  3.000
 4G5  H12   C12  C13   120.23  3.000
 4G5  H12   C12  C11   120.24  3.000
 4G5  C13   C12  C11   119.54  3.000
 4G5  H13   C13  C14   119.53  3.000
 4G5  H13   C13  C12   120.17  3.000
 4G5  C14   C13  C12   120.30  3.000
 4G5  H14   C14  C9    120.87  3.000
 4G5  H14   C14  C13   118.65  3.000
 4G5  C9    C14  C13   120.48  3.000
 4G5  C5    C9   C14   121.90  3.000
 4G5  C5    C9   C10   119.23  3.000
 4G5  C14   C9   C10   118.87  3.000
 4G5  N4    C5   N1    110.35  3.000
 4G5  N4    C5   C9    124.66  3.000
 4G5  N1    C5   C9    124.98  3.000
 4G5  C2    N1   C5    105.89  3.000
 4G5  H4    N4   C3    123.00  3.000
 4G5  H4    N4   C5    128.16  3.000
 4G5  C3    N4   C5    108.84  3.000
 4G5  C2    C3   C15   133.56  3.000
 4G5  C2    C3   N4    104.26  3.000
 4G5  C15   C3   N4    122.13  3.000
 4G5  O16   C15  O17   128.65  3.000
 4G5  O16   C15  C3    115.96  3.000
 4G5  O17   C15  C3    115.39  3.000
 4G5  C6    C2   C3    128.85  3.000
 4G5  C6    C2   N1    120.30  3.000
 4G5  C3    C2   N1    110.66  3.000
 4G5  N7    C6   O8    121.74  3.000
 4G5  N7    C6   C2    117.06  3.000
 4G5  O8    C6   C2    120.99  3.000
 4G5  C18   N7   C22   117.10  3.000
 4G5  C18   N7   C6    117.14  3.000
 4G5  C22   N7   C6    124.86  3.000
 4G5  H223  C22  H222  107.99  3.000
 4G5  H223  C22  H221  108.27  3.000
 4G5  H222  C22  H221  108.63  3.000
 4G5  H223  C22  N7    110.80  3.000
 4G5  H222  C22  N7    110.10  3.000
 4G5  H221  C22  N7    110.96  3.000
 4G5  H182  C18  H181  106.43  3.000
 4G5  H182  C18  C19   110.60  3.000
 4G5  H181  C18  C19   108.06  3.000
 4G5  H182  C18  N7    110.70  3.000
 4G5  H181  C18  N7    108.51  3.000
 4G5  C19   C18  N7    112.31  3.000
 4G5  N20   C19  O21   123.88  3.000
 4G5  N20   C19  C18   114.23  3.000
 4G5  O21   C19  C18   121.85  3.000
 4G5  H202  N20  H201  117.40  3.000
 4G5  H202  N20  C19   120.58  3.000
 4G5  H201  N20  C19   121.98  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
 4G5  CONST_01  C13   C12  C11  C10    0.00   0.0  0
 4G5  CONST_02  C13   C14  C9   C10    0.00   0.0  0
 4G5  CONST_03  N1    C5   C9   C10    0.00   0.0  0
 4G5  CONST_04  N4    C5   C9   C10  180.00   0.0  0
 4G5  CONST_05  C14   C9   C10  C11    0.00   0.0  0
 4G5  CONST_06  C5    C9   C10  C11  180.00   0.0  0
 4G5  CONST_07  C14   C13  C12  C11    0.00   0.0  0
 4G5  CONST_08  C9    C10  C11  C12    0.00   0.0  0
 4G5  CONST_09  C9    C14  C13  C12    0.00   0.0  0
 4G5  CONST_10  C5    C9   C14  C13  180.00   0.0  0
 4G5  CONST_11  N1    C5   C9   C14  180.00   0.0  0
 4G5  CONST_12  N4    C5   C9   C14    0.00   0.0  0
 4G5  CONST_13  C2    N1   C5   C9   180.00   0.0  0
 4G5  CONST_14  C3    N4   C5   C9   180.00   0.0  0
 4G5  CONST_15  C3    C2   N1   C5     0.00   0.0  0
 4G5  CONST_16  C2    C3   N4   C5     0.00   0.0  0
 4G5  CONST_17  C3    N4   C5   N1     0.00   0.0  0
 4G5  CONST_18  N4    C3   C2   N1     0.00   0.0  0
 4G5  CONST_19  C2    N1   C5   N4     0.00   0.0  0
 4G5  CONST_20  C6    C2   N1   C5   180.00   0.0  0
 4G5  CONST_21  C15   C3   N4   C5   180.00   0.0  0
 4G5  CONST_22  C15   C3   C2   N1   180.00   0.0  0
 4G5  CONST_23  C6    C2   C3   N4   180.00   0.0  0
 4G5  CONST_24  H12   C12  C11  C10  180.00   0.0  0
 4G5  CONST_25  H14   C14  C9   C10  180.00   0.0  0
 4G5  CONST_26  H13   C13  C12  C11  180.00   0.0  0
 4G5  CONST_27  H10   C10  C11  C12  180.00   0.0  0
 4G5  CONST_28  H11   C11  C12  C13  180.00   0.0  0
 4G5  CONST_29  H4    N4   C5   C9     0.00   0.0  0
 4G5  CONST_31  C18   N7   C6   C2   180.00   0.0  0
 4G5  CONST_32  C22   N7   C6   O8   180.00   0.0  0
 4G5  CONST_33  C18   N7   C6   O8     0.00   0.0  0
 4G5  CONST_34  H201  N20  C19  C18    0.00   0.0  0
 4G5  CONST_35  H202  N20  C19  C18  180.00   0.0  0
 4G5  Var_01    O8    C6   C2   N1   110.15  30.0  2
 4G5  Var_02    O17   C15  C3   N4    -4.70  30.0  2
 4G5  Var_03    C19   C18  N7   C6    74.44  30.0  3
 4G5  Var_04    O21   C19  C18  N7    24.41  30.0  3
 4G5  Var_05    H221  C22  N7   C6   122.59  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
 4G5  plan-1  C9    0.020
 4G5  plan-1  C5    0.020
 4G5  plan-1  N1    0.020
 4G5  plan-1  N4    0.020
 4G5  plan-1  C3    0.020
 4G5  plan-1  C15   0.020
 4G5  plan-1  C2    0.020
 4G5  plan-1  C6    0.020
 4G5  plan-1  H4    0.020
 4G5  plan-2  C10   0.020
 4G5  plan-2  C11   0.020
 4G5  plan-2  C12   0.020
 4G5  plan-2  C13   0.020
 4G5  plan-2  C14   0.020
 4G5  plan-2  C9    0.020
 4G5  plan-2  C5    0.020
 4G5  plan-2  H10   0.020
 4G5  plan-2  H11   0.020
 4G5  plan-2  H12   0.020
 4G5  plan-2  H13   0.020
 4G5  plan-2  H14   0.020
 4G5  plan-3  C2    0.020
 4G5  plan-3  C6    0.020
 4G5  plan-3  O8    0.020
 4G5  plan-3  N7    0.020
 4G5  plan-3  C22   0.020
 4G5  plan-3  C18   0.020
 4G5  plan-4  C18   0.020
 4G5  plan-4  C19   0.020
 4G5  plan-4  O21   0.020
 4G5  plan-4  N20   0.020
 4G5  plan-4  H201  0.020
 4G5  plan-4  H202  0.020
 4G5  plan-5  C3    0.020
 4G5  plan-5  C15   0.020
 4G5  plan-5  O17   0.020
 4G5  plan-5  O16   0.020

