# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 21:28:30 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 3-[(5-acetyl-2-ethoxyphenyl)carbamoyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccc(cc1NC(=O)c2cccc(c2)C(O)=O)C(C)=O
#
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
 UL4  UL4  '3-[(5-acetyl-2-ethoxyphenyl)carbamoyl]benzoic acid'  ligand  40  24  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UL4
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
 UL4  O4   O  OC    -1  -0.590   6.6156  -0.4126   0.6868
 UL4  C16  C  C      0   0.404   5.5356   0.1734   0.8859
 UL4  O3   O  O      0  -0.589   5.3329   1.1374   1.6475
 UL4  C15  C  CR6    0  -0.081   4.3277  -0.3458   0.1109
 UL4  C14  C  CR16   0  -0.286   4.4581  -1.3879  -0.8038
 UL4  C13  C  CR16   0  -0.230   3.3594  -1.8481  -1.5150
 UL4  C12  C  CR16   0  -0.310   2.1085  -1.2861  -1.3089
 UL4  C17  C  CR16   0  -0.317   3.0726   0.2187   0.3014
 UL4  C11  C  CR6    0  -0.028   1.9572  -0.2514  -0.3867
 UL4  C10  C  C      0   0.530   0.6442   0.4074  -0.1223
 UL4  O2   O  O      0  -0.460   0.5739   1.5515   0.2914
 UL4  N    N  NH1    0  -0.754  -0.4451  -0.3697  -0.3622
 UL4  C9   C  CR6    0   0.301  -1.7842  -0.0152  -0.1665
 UL4  C8   C  CR16   0  -0.318  -2.2739   1.2622  -0.3556
 UL4  C5   C  CR6    0  -0.046  -3.6292   1.5501  -0.1603
 UL4  C6   C  C      0   0.364  -4.1017   2.9401  -0.3744
 UL4  O1   O  O      0  -0.405  -3.3261   3.8149  -0.7072
 UL4  C7   C  CH3    0  -0.800  -5.5639   3.2373  -0.1722
 UL4  C4   C  CR16   0  -0.287  -4.4899   0.5255   0.2143
 UL4  C3   C  CR16   0  -0.366  -4.0203  -0.7669   0.3900
 UL4  C2   C  CR6    0   0.354  -2.6722  -1.0475   0.2082
 UL4  O    O  O2     0  -0.471  -2.1166  -2.2532   0.3610
 UL4  C1   C  CH2    0  -0.191  -2.9369  -3.3833   0.6510
 UL4  C    C  CH3    0  -0.681  -2.0421  -4.5969   0.7146
 UL4  H2   H  HCR6   0   0.252   5.4296  -1.8370  -0.9631
 UL4  H3   H  HCR6   0   0.260   3.4737  -2.6464  -2.2367
 UL4  H4   H  HCR6   0   0.261   1.2712  -1.6434  -1.8962
 UL4  H5   H  HCR6   0   0.249   2.9640   1.0314   1.0067
 UL4  H6   H  HNH1   0   0.411  -0.2801  -1.3509  -0.5243
 UL4  H7   H  HCR6   0   0.276  -1.6094   2.0529  -0.6678
 UL4  H8   H  HCH3   0   0.266  -5.8784   2.9920   0.8434
 UL4  H9   H  HCH3   0   0.269  -5.7609   4.2910  -0.3542
 UL4  H10  H  HCH3   0   0.267  -6.1803   2.6440  -0.8496
 UL4  H11  H  HCR6   0   0.267  -5.5431   0.7110   0.3745
 UL4  H12  H  HCR6   0   0.292  -4.7141  -1.5449   0.6773
 UL4  H13  H  HCH2   0   0.235  -3.4535  -3.2326   1.6033
 UL4  H14  H  HCH2   0   0.235  -3.6948  -3.5009  -0.1291
 UL4  H15  H  HCH3   0   0.238  -1.5303  -4.7619  -0.2335
 UL4  H16  H  HCH3   0   0.239  -1.2963  -4.5006   1.5032
 UL4  H17  H  HCH3   0   0.241  -2.6461  -5.4782   0.9278

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
 UL4  O3   C16  deloc     1.245  0.020  1.245
 UL4  O4   C16  deloc     1.245  0.020  1.245
 UL4  C16  C15  single    1.526  0.020  1.526
 UL4  C14  C15  aromatic  1.393  0.020  1.393
 UL4  C14  C13  aromatic  1.387  0.020  1.387
 UL4  C15  C17  aromatic  1.389  0.020  1.389
 UL4  C13  C12  aromatic  1.387  0.020  1.387
 UL4  C17  C11  aromatic  1.392  0.020  1.392
 UL4  C12  C11  aromatic  1.394  0.020  1.394
 UL4  C11  C10  single    1.493  0.020  1.493
 UL4  C10  O2   double    1.219  0.020  1.219
 UL4  C10  N    single    1.359  0.020  1.359
 UL4  C7   C6   single    1.506  0.020  1.506
 UL4  N    C9   single    1.399  0.020  1.399
 UL4  C8   C9   aromatic  1.381  0.020  1.381
 UL4  C8   C5   aromatic  1.399  0.020  1.399
 UL4  C9   C2   aromatic  1.412  0.020  1.412
 UL4  C6   C5   single    1.484  0.020  1.484
 UL4  C6   O1   double    1.216  0.020  1.216
 UL4  C5   C4   aromatic  1.390  0.020  1.390
 UL4  C2   O    single    1.336  0.020  1.336
 UL4  C2   C3   aromatic  1.389  0.020  1.389
 UL4  O    C1   single    1.426  0.020  1.426
 UL4  C4   C3   aromatic  1.386  0.020  1.386
 UL4  C    C1   single    1.509  0.020  1.509
 UL4  C14  H2   single    0.930  0.020  1.080
 UL4  C13  H3   single    0.930  0.020  1.080
 UL4  C12  H4   single    0.930  0.020  1.080
 UL4  C17  H5   single    0.930  0.020  1.080
 UL4  N    H6   single    0.860  0.020  1.020
 UL4  C8   H7   single    0.930  0.020  1.080
 UL4  C7   H8   single    0.970  0.020  1.090
 UL4  C7   H9   single    0.970  0.020  1.090
 UL4  C7   H10  single    0.970  0.020  1.090
 UL4  C4   H11  single    0.930  0.020  1.080
 UL4  C3   H12  single    0.930  0.020  1.080
 UL4  C1   H13  single    0.970  0.020  1.090
 UL4  C1   H14  single    0.970  0.020  1.090
 UL4  C    H15  single    0.970  0.020  1.090
 UL4  C    H16  single    0.970  0.020  1.090
 UL4  C    H17  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
 UL4  C15  C16  O3   116.44  3.000
 UL4  C15  C16  O4   116.44  3.000
 UL4  O3   C16  O4   127.12  3.000
 UL4  C17  C15  C14  118.60  3.000
 UL4  C17  C15  C16  120.47  3.000
 UL4  C14  C15  C16  120.93  3.000
 UL4  H2   C14  C13  119.86  3.000
 UL4  H2   C14  C15  119.43  3.000
 UL4  C13  C14  C15  120.71  3.000
 UL4  H3   C13  C12  119.56  3.000
 UL4  H3   C13  C14  120.18  3.000
 UL4  C12  C13  C14  120.25  3.000
 UL4  H4   C12  C11  121.29  3.000
 UL4  H4   C12  C13  118.88  3.000
 UL4  C11  C12  C13  119.80  3.000
 UL4  H5   C17  C11  119.71  3.000
 UL4  H5   C17  C15  119.04  3.000
 UL4  C11  C17  C15  121.25  3.000
 UL4  C10  C11  C17  117.91  3.000
 UL4  C10  C11  C12  122.70  3.000
 UL4  C17  C11  C12  119.37  3.000
 UL4  N    C10  O2   123.40  3.000
 UL4  N    C10  C11  114.91  3.000
 UL4  O2   C10  C11  121.68  3.000
 UL4  H6   N    C9   115.20  3.000
 UL4  H6   N    C10  116.98  3.000
 UL4  C9   N    C10  126.68  3.000
 UL4  C2   C9   C8   119.30  3.000
 UL4  C2   C9   N    116.99  3.000
 UL4  C8   C9   N    123.68  3.000
 UL4  H7   C8   C5   119.08  3.000
 UL4  H7   C8   C9   119.94  3.000
 UL4  C5   C8   C9   120.98  3.000
 UL4  C4   C5   C6   122.17  3.000
 UL4  C4   C5   C8   119.07  3.000
 UL4  C6   C5   C8   118.76  3.000
 UL4  C7   C6   O1   120.96  3.000
 UL4  O1   C6   C5   120.70  3.000
 UL4  C7   C6   C5   118.35  3.000
 UL4  H10  C7   H9   108.70  3.000
 UL4  H10  C7   H8   107.02  3.000
 UL4  H9   C7   H8   108.75  3.000
 UL4  H10  C7   C6   110.97  3.000
 UL4  H9   C7   C6   110.16  3.000
 UL4  H8   C7   C6   111.13  3.000
 UL4  H11  C4   C3   118.11  3.000
 UL4  H11  C4   C5   121.11  3.000
 UL4  C3   C4   C5   120.78  3.000
 UL4  H12  C3   C2   120.81  3.000
 UL4  H12  C3   C4   119.15  3.000
 UL4  C2   C3   C4   120.04  3.000
 UL4  O    C2   C3   124.81  3.000
 UL4  C3   C2   C9   119.82  3.000
 UL4  O    C2   C9   115.36  3.000
 UL4  C1   O    C2   119.93  3.000
 UL4  H14  C1   H13  107.97  3.000
 UL4  H14  C1   C    110.75  3.000
 UL4  H13  C1   C    110.74  3.000
 UL4  H14  C1   O    109.80  3.000
 UL4  H13  C1   O    109.84  3.000
 UL4  C    C1   O    107.74  3.000
 UL4  H17  C    H16  108.02  3.000
 UL4  H17  C    H15  107.94  3.000
 UL4  H16  C    H15  108.76  3.000
 UL4  H17  C    C1   109.27  3.000
 UL4  H16  C    C1   111.42  3.000
 UL4  H15  C    C1   111.31  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
 UL4  CONST_01  C12  C13  C14  C15     0.00   0.0  0
 UL4  CONST_02  C12  C11  C17  C15     0.00   0.0  0
 UL4  CONST_03  C11  C17  C15  C14     0.00   0.0  0
 UL4  CONST_04  C11  C12  C13  C14     0.00   0.0  0
 UL4  CONST_05  C17  C15  C14  C13     0.00   0.0  0
 UL4  CONST_06  C17  C11  C12  C13     0.00   0.0  0
 UL4  CONST_07  C4   C5   C8   C9      0.00   0.0  0
 UL4  CONST_08  C4   C3   C2   C9      0.00   0.0  0
 UL4  CONST_09  C3   C2   C9   C8      0.00   0.0  0
 UL4  CONST_10  C3   C4   C5   C8      0.00   0.0  0
 UL4  CONST_11  C2   C9   C8   C5      0.00   0.0  0
 UL4  CONST_12  C2   C3   C4   C5      0.00   0.0  0
 UL4  CONST_13  C13  C14  C15  C16   180.00   0.0  0
 UL4  CONST_14  C11  C17  C15  C16   180.00   0.0  0
 UL4  CONST_15  C10  C11  C17  C15   180.00   0.0  0
 UL4  CONST_16  C10  C11  C12  C13   180.00   0.0  0
 UL4  CONST_17  C5   C8   C9   N     180.00   0.0  0
 UL4  CONST_18  C3   C2   C9   N     180.00   0.0  0
 UL4  CONST_19  C6   C5   C8   C9    180.00   0.0  0
 UL4  CONST_20  O    C2   C9   C8    180.00   0.0  0
 UL4  CONST_21  C3   C4   C5   C6    180.00   0.0  0
 UL4  CONST_22  O    C2   C3   C4    180.00   0.0  0
 UL4  CONST_23  H3   C13  C14  C15   180.00   0.0  0
 UL4  CONST_24  H5   C17  C15  C14   180.00   0.0  0
 UL4  CONST_25  H4   C12  C13  C14   180.00   0.0  0
 UL4  CONST_26  H2   C14  C13  C12   180.00   0.0  0
 UL4  CONST_27  H12  C3   C2   C9    180.00   0.0  0
 UL4  CONST_28  H11  C4   C5   C8    180.00   0.0  0
 UL4  CONST_29  H7   C8   C5   C4    180.00   0.0  0
 UL4  CONST_30  C9   N    C10  C11   180.00   0.0  0
 UL4  CONST_34  C9   N    C10  O2      0.00   0.0  0
 UL4  Var_01    C14  C15  C16  O4     -2.36  30.0  2
 UL4  Var_02    O2   C10  C11  C12  -154.03  30.0  2
 UL4  Var_03    C7   C6   C5   C8    179.52  30.0  2
 UL4  Var_04    C    C1   O    C2    177.92  30.0  3
 UL4  Var_05    H8   C7   C6   C5     58.88  30.0  3
 UL4  Var_06    H15  C    C1   O     -60.44  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
 UL4  plan-1  C16  0.020
 UL4  plan-1  C15  0.020
 UL4  plan-1  C14  0.020
 UL4  plan-1  C13  0.020
 UL4  plan-1  C12  0.020
 UL4  plan-1  C17  0.020
 UL4  plan-1  C11  0.020
 UL4  plan-1  C10  0.020
 UL4  plan-1  H2   0.020
 UL4  plan-1  H3   0.020
 UL4  plan-1  H4   0.020
 UL4  plan-1  H5   0.020
 UL4  plan-2  N    0.020
 UL4  plan-2  C9   0.020
 UL4  plan-2  C8   0.020
 UL4  plan-2  C5   0.020
 UL4  plan-2  C6   0.020
 UL4  plan-2  C4   0.020
 UL4  plan-2  C3   0.020
 UL4  plan-2  C2   0.020
 UL4  plan-2  O    0.020
 UL4  plan-2  H7   0.020
 UL4  plan-2  H11  0.020
 UL4  plan-2  H12  0.020
 UL4  plan-3  C11  0.020
 UL4  plan-3  C10  0.020
 UL4  plan-3  O2   0.020
 UL4  plan-3  N    0.020
 UL4  plan-3  C9   0.020
 UL4  plan-3  H6   0.020
 UL4  plan-4  C5   0.020
 UL4  plan-4  C6   0.020
 UL4  plan-4  O1   0.020
 UL4  plan-4  C7   0.020
 UL4  plan-5  O4   0.020
 UL4  plan-5  C16  0.020
 UL4  plan-5  O3   0.020
 UL4  plan-5  C15  0.020

