# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 21 05:32:29 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: {6-[(4-methoxyphenyl)amino]-1-benzofuran-3-yl}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Nc2ccc3c(CC(O)=O)coc3c2)cc1
#
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
 OVJ  OVJ  '{6-[(4-methoxyphenyl)amino]-1-benzofuran-3-yl}acetic acid'  ligand  37  22  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OVJ
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
 OVJ  C12  C  CR6   0   0.321  -2.6889  -0.6838   0.2068
 OVJ  C13  C  CR16  0  -0.298  -2.8273   0.2193  -0.8519
 OVJ  C15  C  CR6   0   0.360  -5.1006   0.7110  -0.1978
 OVJ  C20  C  CR16  0  -0.335   0.1598   0.3040   0.0826
 OVJ  C21  C  CR16  0  -0.359   1.4698   0.6726  -0.1519
 OVJ  C22  C  CR56  0   0.029   2.4373  -0.3178  -0.3102
 OVJ  C02  C  C     0   0.556   4.9261   1.6631   0.4576
 OVJ  C05  C  CR5   0   0.054   3.8555  -0.3506  -0.5581
 OVJ  C06  C  CR15  0  -0.048   4.1825  -1.6573  -0.5940
 OVJ  C08  C  CR56  0   0.388   2.0392  -1.6499  -0.2141
 OVJ  C09  C  CR16  0  -0.461   0.7361  -2.0549   0.0031
 OVJ  C10  C  CR6   0   0.363  -0.2257  -1.0529   0.1545
 OVJ  C14  C  CR16  0  -0.334  -4.0071   0.9140  -1.0402
 OVJ  C17  C  CH3   0  -0.435  -7.3505   1.2286   0.3435
 OVJ  C18  C  CR16  0  -0.371  -4.9826  -0.2059   0.8418
 OVJ  C19  C  CR16  0  -0.325  -3.7839  -0.8793   1.0434
 OVJ  N11  N  NH1   0  -0.801  -1.5285  -1.4265   0.4169
 OVJ  O01  O  OH1   0  -0.593   5.6798   2.7277   0.2093
 OVJ  O03  O  O     0  -0.432   4.4479   1.4236   1.5360
 OVJ  O07  O  O     0  -0.446   3.1026  -2.4645  -0.3859
 OVJ  O16  O  O2    0  -0.475  -6.2112   1.4323  -0.4650
 OVJ  H1   H  HCR6  0   0.274  -2.0135   0.3786  -1.5473
 OVJ  H2   H  HCR6  0   0.273  -0.5796   1.0778   0.2352
 OVJ  H3   H  HCR6  0   0.252   1.7287   1.7229  -0.1999
 OVJ  H4   H  HCH2  0   0.299   4.3851   1.4426  -1.5853
 OVJ  H5   H  HCH2  0   0.310   5.7488   0.4724  -1.0958
 OVJ  H6   H  HCR5  0   0.288   5.1248  -2.1563  -0.7594
 OVJ  H7   H  HCR6  0   0.273   0.4671  -3.1029   0.0548
 OVJ  H8   H  HCR6  0   0.262  -4.0908   1.6125  -1.8637
 OVJ  H9   H  HCH3  0   0.258  -8.1225   1.8961  -0.0320
 OVJ  H10  H  HCH3  0   0.225  -7.7172   0.2000   0.2831
 OVJ  H11  H  HCH3  0   0.225  -7.1582   1.4702   1.3927
 OVJ  H12  H  HCR6  0   0.278  -5.8021  -0.4045   1.5194
 OVJ  H13  H  HCR6  0   0.265  -3.7076  -1.5757   1.8698
 OVJ  H14  H  HNH1  0   0.397  -1.6588  -2.3591   0.7731
 OVJ  H15  H  HOH1  0   0.482   5.7808   3.2574   1.0145
 OVJ  C04  C  CH2   0  -0.717   4.7589   0.8087  -0.7750

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
 OVJ  C04  C02  single    1.509  0.020  1.509
 OVJ  C04  C05  single    1.486  0.020  1.486
 OVJ  C21  C22  aromatic  1.394  0.020  1.394
 OVJ  C21  C20  aromatic  1.381  0.020  1.381
 OVJ  C02  O03  double    1.204  0.020  1.204
 OVJ  C02  O01  single    1.328  0.020  1.328
 OVJ  C05  C22  aromatic  1.440  0.020  1.440
 OVJ  C05  C06  aromatic  1.347  0.020  1.347
 OVJ  C22  C08  aromatic  1.394  0.020  1.394
 OVJ  C20  C10  aromatic  1.412  0.020  1.412
 OVJ  C06  O07  aromatic  1.364  0.020  1.364
 OVJ  C08  O07  aromatic  1.351  0.020  1.351
 OVJ  C08  C09  aromatic  1.382  0.020  1.382
 OVJ  C10  C09  aromatic  1.397  0.020  1.397
 OVJ  C10  N11  single    1.380  0.020  1.380
 OVJ  N11  C12  single    1.394  0.020  1.394
 OVJ  C12  C19  aromatic  1.392  0.020  1.392
 OVJ  C12  C13  aromatic  1.398  0.020  1.398
 OVJ  C19  C18  aromatic  1.390  0.020  1.390
 OVJ  C13  C14  aromatic  1.382  0.020  1.382
 OVJ  C18  C15  aromatic  1.391  0.020  1.391
 OVJ  C14  C15  aromatic  1.395  0.020  1.395
 OVJ  C15  O16  single    1.351  0.020  1.351
 OVJ  O16  C17  single    1.412  0.020  1.412
 OVJ  C13  H1   single    0.930  0.020  1.080
 OVJ  C20  H2   single    0.930  0.020  1.080
 OVJ  C21  H3   single    0.930  0.020  1.080
 OVJ  C04  H4   single    0.970  0.020  1.090
 OVJ  C04  H5   single    0.970  0.020  1.090
 OVJ  C06  H6   single    0.930  0.020  1.080
 OVJ  C09  H7   single    0.930  0.020  1.080
 OVJ  C14  H8   single    0.930  0.020  1.080
 OVJ  C17  H9   single    0.970  0.020  1.090
 OVJ  C17  H10  single    0.970  0.020  1.090
 OVJ  C17  H11  single    0.970  0.020  1.090
 OVJ  C18  H12  single    0.930  0.020  1.080
 OVJ  C19  H13  single    0.930  0.020  1.080
 OVJ  N11  H14  single    0.860  0.020  1.020
 OVJ  O01  H15  single    0.850  0.020  0.980

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
 OVJ  N11  C12  C19  119.32  3.000
 OVJ  C19  C12  C13  117.90  3.000
 OVJ  N11  C12  C13  122.73  3.000
 OVJ  H1   C13  C14  118.71  3.000
 OVJ  H1   C13  C12  120.47  3.000
 OVJ  C14  C13  C12  120.82  3.000
 OVJ  O16  C15  C18  124.71  3.000
 OVJ  O16  C15  C14  116.57  3.000
 OVJ  C18  C15  C14  118.72  3.000
 OVJ  H2   C20  C10  119.59  3.000
 OVJ  H2   C20  C21  118.80  3.000
 OVJ  C10  C20  C21  121.60  3.000
 OVJ  H3   C21  C22  121.22  3.000
 OVJ  H3   C21  C20  119.55  3.000
 OVJ  C22  C21  C20  119.22  3.000
 OVJ  C08  C22  C05  105.75  3.000
 OVJ  C08  C22  C21  118.24  3.000
 OVJ  C05  C22  C21  136.01  3.000
 OVJ  O03  C02  O01  123.54  3.000
 OVJ  O01  C02  C04  111.35  3.000
 OVJ  O03  C02  C04  125.10  3.000
 OVJ  C06  C05  C04  127.25  3.000
 OVJ  C06  C05  C22  105.41  3.000
 OVJ  C04  C05  C22  127.31  3.000
 OVJ  H6   C06  O07  116.17  3.000
 OVJ  H6   C06  C05  131.64  3.000
 OVJ  O07  C06  C05  112.19  3.000
 OVJ  O07  C08  C09  125.86  3.000
 OVJ  C09  C08  C22  124.08  3.000
 OVJ  O07  C08  C22  110.05  3.000
 OVJ  H7   C09  C10  121.18  3.000
 OVJ  H7   C09  C08  121.69  3.000
 OVJ  C10  C09  C08  117.14  3.000
 OVJ  N11  C10  C09  118.44  3.000
 OVJ  N11  C10  C20  121.82  3.000
 OVJ  C09  C10  C20  119.71  3.000
 OVJ  H8   C14  C15  119.49  3.000
 OVJ  H8   C14  C13  119.59  3.000
 OVJ  C15  C14  C13  120.91  3.000
 OVJ  H11  C17  H10  108.65  3.000
 OVJ  H11  C17  H9   108.69  3.000
 OVJ  H10  C17  H9   108.68  3.000
 OVJ  H11  C17  O16  112.06  3.000
 OVJ  H10  C17  O16  112.00  3.000
 OVJ  H9   C17  O16  106.65  3.000
 OVJ  H12  C18  C19  118.27  3.000
 OVJ  H12  C18  C15  121.66  3.000
 OVJ  C19  C18  C15  120.07  3.000
 OVJ  H13  C19  C18  118.88  3.000
 OVJ  H13  C19  C12  119.56  3.000
 OVJ  C18  C19  C12  121.56  3.000
 OVJ  H14  N11  C10  116.11  3.000
 OVJ  H14  N11  C12  116.05  3.000
 OVJ  C10  N11  C12  127.80  3.000
 OVJ  H15  O01  C02  110.01  3.000
 OVJ  C08  O07  C06  106.61  3.000
 OVJ  C17  O16  C15  118.23  3.000
 OVJ  H5   C04  H4   105.67  3.000
 OVJ  H5   C04  C05  110.69  3.000
 OVJ  H4   C04  C05  110.63  3.000
 OVJ  H5   C04  C02  108.27  3.000
 OVJ  H4   C04  C02  108.34  3.000
 OVJ  C05  C04  C02  112.95  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
 OVJ  CONST_01  C15  C18  C19  C12    0.00   0.0  0
 OVJ  CONST_02  C15  C14  C13  C12    0.00   0.0  0
 OVJ  CONST_03  C18  C19  C12  C13    0.00   0.0  0
 OVJ  CONST_04  C18  C15  C14  C13    0.00   0.0  0
 OVJ  CONST_05  C05  C22  C21  C20  180.00   0.0  0
 OVJ  CONST_06  C08  C22  C21  C20    0.00   0.0  0
 OVJ  CONST_07  C08  C09  C10  C20    0.00   0.0  0
 OVJ  CONST_08  C06  C05  C22  C21  180.00   0.0  0
 OVJ  CONST_09  O07  C08  C22  C21  180.00   0.0  0
 OVJ  CONST_10  C09  C08  C22  C21    0.00   0.0  0
 OVJ  CONST_11  C09  C10  C20  C21    0.00   0.0  0
 OVJ  CONST_12  C10  C20  C21  C22    0.00   0.0  0
 OVJ  CONST_13  O07  C06  C05  C22    0.00   0.0  0
 OVJ  CONST_14  C06  O07  C08  C22    0.00   0.0  0
 OVJ  CONST_15  C10  C09  C08  C22    0.00   0.0  0
 OVJ  CONST_16  O07  C08  C22  C05    0.00   0.0  0
 OVJ  CONST_17  C09  C08  C22  C05  180.00   0.0  0
 OVJ  CONST_18  C08  O07  C06  C05    0.00   0.0  0
 OVJ  CONST_19  C08  C22  C05  C06    0.00   0.0  0
 OVJ  CONST_20  C09  C08  O07  C06  180.00   0.0  0
 OVJ  CONST_21  O07  C08  C09  C10  180.00   0.0  0
 OVJ  CONST_22  C19  C12  C13  C14    0.00   0.0  0
 OVJ  CONST_23  C19  C18  C15  C14    0.00   0.0  0
 OVJ  CONST_24  O16  C15  C14  C13  180.00   0.0  0
 OVJ  CONST_25  C04  C05  C22  C21    0.00   0.0  0
 OVJ  CONST_26  N11  C10  C20  C21  180.00   0.0  0
 OVJ  CONST_27  C08  C22  C05  C04  180.00   0.0  0
 OVJ  CONST_28  O07  C06  C05  C04  180.00   0.0  0
 OVJ  CONST_29  N11  C10  C09  C08  180.00   0.0  0
 OVJ  CONST_30  N11  C12  C13  C14  180.00   0.0  0
 OVJ  CONST_31  N11  C12  C19  C18  180.00   0.0  0
 OVJ  CONST_32  O16  C15  C18  C19  180.00   0.0  0
 OVJ  CONST_33  H12  C18  C19  C12  180.00   0.0  0
 OVJ  CONST_34  H8   C14  C13  C12  180.00   0.0  0
 OVJ  CONST_35  H13  C19  C12  C13  180.00   0.0  0
 OVJ  CONST_36  H1   C13  C14  C15  180.00   0.0  0
 OVJ  CONST_37  H7   C09  C10  C20  180.00   0.0  0
 OVJ  CONST_38  H2   C20  C21  C22  180.00   0.0  0
 OVJ  CONST_39  H6   C06  C05  C22  180.00   0.0  0
 OVJ  CONST_40  H3   C21  C22  C05    0.00   0.0  0
 OVJ  CONST_41  H15  O01  C02  C04  180.00   0.0  0
 OVJ  Var_01    C20  C10  N11  C12   23.54  30.0  2
 OVJ  Var_02    C10  N11  C12  C13   33.13  30.0  2
 OVJ  Var_03    C02  C04  C05  C22   67.46  30.0  3
 OVJ  Var_04    C18  C15  O16  C17   -1.47  30.0  1
 OVJ  Var_05    O03  C02  C04  C05    3.57  30.0  3
 OVJ  Var_06    H9   C17  O16  C15  179.97  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
 OVJ  plan-1  C12  0.020
 OVJ  plan-1  C13  0.020
 OVJ  plan-1  C15  0.020
 OVJ  plan-1  C14  0.020
 OVJ  plan-1  C18  0.020
 OVJ  plan-1  C19  0.020
 OVJ  plan-1  N11  0.020
 OVJ  plan-1  O16  0.020
 OVJ  plan-1  H1   0.020
 OVJ  plan-1  H8   0.020
 OVJ  plan-1  H12  0.020
 OVJ  plan-1  H13  0.020
 OVJ  plan-2  C20  0.020
 OVJ  plan-2  C21  0.020
 OVJ  plan-2  C22  0.020
 OVJ  plan-2  C05  0.020
 OVJ  plan-2  C06  0.020
 OVJ  plan-2  C08  0.020
 OVJ  plan-2  C09  0.020
 OVJ  plan-2  C10  0.020
 OVJ  plan-2  N11  0.020
 OVJ  plan-2  O07  0.020
 OVJ  plan-2  H2   0.020
 OVJ  plan-2  H3   0.020
 OVJ  plan-2  H6   0.020
 OVJ  plan-2  H7   0.020
 OVJ  plan-2  C04  0.020
 OVJ  plan-3  C02  0.020
 OVJ  plan-3  O01  0.020
 OVJ  plan-3  O03  0.020
 OVJ  plan-3  H15  0.020
 OVJ  plan-3  C04  0.020

