# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 14 08:37:43 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: [6-(phenylamino)-1-benzofuran-3-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1coc2cc(Nc3ccccc3)ccc12
#
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
 LD9  LD9  '[6-(phenylamino)-1-benzofuran-3-yl]acetic acid'  ligand  33  20  .  2021-08-13  2021-08-13  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LD9
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
 LD9  C02  C  C     0   0.556  -4.2090  -1.5166   0.0910
 LD9  C04  C  CH2   0  -0.718  -4.1714  -0.2359  -0.7062
 LD9  C05  C  CR5   0   0.055  -3.1049   0.6965  -0.2597
 LD9  C06  C  CR15  0  -0.043  -3.2669   1.9118   0.3000
 LD9  C08  C  CR56  0   0.386  -1.1105   1.6762   0.1452
 LD9  C09  C  CR16  0  -0.447   0.2517   1.8934   0.2341
 LD9  C10  C  CR6   0   0.349   1.0868   0.8906  -0.2571
 LD9  C12  C  CR6   0   0.355   3.4640   0.1759  -0.0357
 LD9  C13  C  CR16  0  -0.347   4.7773   0.5367  -0.3615
 LD9  C14  C  CR16  0  -0.244   5.8267  -0.3395  -0.1427
 LD9  C15  C  CR16  0  -0.287   5.5980  -1.6026   0.3902
 LD9  C16  C  CR16  0  -0.246   4.2981  -1.9626   0.7178
 LD9  C17  C  CR16  0  -0.330   3.2393  -1.0881   0.5191
 LD9  C18  C  CR16  0  -0.324   0.5307  -0.2818  -0.8108
 LD9  C19  C  CR16  0  -0.362  -0.8350  -0.4802  -0.8579
 LD9  C20  C  CR56  0   0.034  -1.6812   0.5162  -0.3741
 LD9  N11  N  NH1   0  -0.797   2.4584   1.1043  -0.2427
 LD9  O01  O  OH1   0  -0.593  -5.1410  -2.3431  -0.3685
 LD9  O03  O  O     0  -0.432  -3.4959  -1.7715   1.0266
 LD9  O07  O  O     0  -0.444  -2.0770   2.5251   0.5559
 LD9  H1   H  HCH2  0   0.301  -4.0427  -0.4937  -1.7624
 LD9  H2   H  HCH2  0   0.311  -5.1535   0.2401  -0.6373
 LD9  H3   H  HCR5  0   0.289  -4.1541   2.4649   0.5672
 LD9  H4   H  HCR6  0   0.276   0.6568   2.7995   0.6669
 LD9  H5   H  HCR6  0   0.260   4.9718   1.5142  -0.7876
 LD9  H6   H  HCR6  0   0.255   6.8323  -0.0316  -0.3994
 LD9  H7   H  HCR6  0   0.249   6.4184  -2.2886   0.5528
 LD9  H8   H  HCR6  0   0.254   4.0968  -2.9350   1.1494
 LD9  H9   H  HCR6  0   0.272   2.2443  -1.3907   0.8148
 LD9  H10  H  HCR6  0   0.276   1.1833  -1.0380  -1.2260
 LD9  H11  H  HCR6  0   0.254  -1.2304  -1.3917  -1.2875
 LD9  H12  H  HNH1  0   0.399   2.7517   2.0682  -0.2458
 LD9  H13  H  HOH1  0   0.482  -5.1568  -3.1536   0.1621

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
 LD9  C04  C02  single    1.509  0.020  1.509
 LD9  C04  C05  single    1.485  0.020  1.485
 LD9  O03  C02  double    1.204  0.020  1.204
 LD9  C02  O01  single    1.328  0.020  1.328
 LD9  C05  C06  aromatic  1.348  0.020  1.348
 LD9  C05  C20  aromatic  1.440  0.020  1.440
 LD9  C06  O07  aromatic  1.363  0.020  1.363
 LD9  C20  C19  aromatic  1.394  0.020  1.394
 LD9  C20  C08  aromatic  1.393  0.020  1.393
 LD9  C19  C18  aromatic  1.381  0.020  1.381
 LD9  O07  C08  aromatic  1.350  0.020  1.350
 LD9  C08  C09  aromatic  1.382  0.020  1.382
 LD9  C18  C10  aromatic  1.411  0.020  1.411
 LD9  C16  C17  aromatic  1.387  0.020  1.387
 LD9  C16  C15  aromatic  1.388  0.020  1.388
 LD9  C09  C10  aromatic  1.394  0.020  1.394
 LD9  C17  C12  aromatic  1.399  0.020  1.399
 LD9  C10  N11  single    1.388  0.020  1.388
 LD9  C15  C14  aromatic  1.390  0.020  1.390
 LD9  C12  N11  single    1.384  0.020  1.384
 LD9  C12  C13  aromatic  1.400  0.020  1.400
 LD9  C14  C13  aromatic  1.384  0.020  1.384
 LD9  C04  H1   single    0.970  0.020  1.090
 LD9  C04  H2   single    0.970  0.020  1.090
 LD9  C06  H3   single    0.930  0.020  1.080
 LD9  C09  H4   single    0.930  0.020  1.080
 LD9  C13  H5   single    0.930  0.020  1.080
 LD9  C14  H6   single    0.930  0.020  1.080
 LD9  C15  H7   single    0.930  0.020  1.080
 LD9  C16  H8   single    0.930  0.020  1.080
 LD9  C17  H9   single    0.930  0.020  1.080
 LD9  C18  H10  single    0.930  0.020  1.080
 LD9  C19  H11  single    0.930  0.020  1.080
 LD9  N11  H12  single    0.860  0.020  1.020
 LD9  O01  H13  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
 LD9  O03  C02  O01  123.57  3.000
 LD9  O01  C02  C04  111.28  3.000
 LD9  O03  C02  C04  125.14  3.000
 LD9  H2   C04  H1   105.60  3.000
 LD9  H2   C04  C05  110.65  3.000
 LD9  H1   C04  C05  110.70  3.000
 LD9  H2   C04  C02  108.29  3.000
 LD9  H1   C04  C02  108.22  3.000
 LD9  C05  C04  C02  113.07  3.000
 LD9  C20  C05  C06  105.36  3.000
 LD9  C20  C05  C04  127.41  3.000
 LD9  C06  C05  C04  127.20  3.000
 LD9  H3   C06  O07  116.14  3.000
 LD9  H3   C06  C05  131.60  3.000
 LD9  O07  C06  C05  112.26  3.000
 LD9  O07  C08  C20  110.09  3.000
 LD9  O07  C08  C09  125.95  3.000
 LD9  C20  C08  C09  123.95  3.000
 LD9  H4   C09  C10  121.24  3.000
 LD9  H4   C09  C08  121.73  3.000
 LD9  C10  C09  C08  117.04  3.000
 LD9  N11  C10  C18  121.43  3.000
 LD9  N11  C10  C09  118.51  3.000
 LD9  C18  C10  C09  119.99  3.000
 LD9  N11  C12  C17  123.29  3.000
 LD9  N11  C12  C13  118.27  3.000
 LD9  C17  C12  C13  118.41  3.000
 LD9  H5   C13  C14  119.79  3.000
 LD9  H5   C13  C12  119.48  3.000
 LD9  C14  C13  C12  120.73  3.000
 LD9  H6   C14  C15  120.14  3.000
 LD9  H6   C14  C13  119.12  3.000
 LD9  C15  C14  C13  120.73  3.000
 LD9  H7   C15  C16  120.69  3.000
 LD9  H7   C15  C14  120.61  3.000
 LD9  C16  C15  C14  118.70  3.000
 LD9  H8   C16  C17  118.76  3.000
 LD9  H8   C16  C15  120.07  3.000
 LD9  C17  C16  C15  121.16  3.000
 LD9  H9   C17  C16  119.13  3.000
 LD9  H9   C17  C12  120.61  3.000
 LD9  C16  C17  C12  120.25  3.000
 LD9  H10  C18  C19  118.89  3.000
 LD9  H10  C18  C10  119.58  3.000
 LD9  C19  C18  C10  121.51  3.000
 LD9  H11  C19  C20  121.20  3.000
 LD9  H11  C19  C18  119.72  3.000
 LD9  C20  C19  C18  119.07  3.000
 LD9  C19  C20  C08  118.42  3.000
 LD9  C08  C20  C05  105.73  3.000
 LD9  C19  C20  C05  135.85  3.000
 LD9  H12  N11  C12  115.51  3.000
 LD9  H12  N11  C10  115.78  3.000
 LD9  C12  N11  C10  128.03  3.000
 LD9  H13  O01  C02  110.04  3.000
 LD9  C08  O07  C06  106.56  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
 LD9  CONST_01  C08  O07  C06  C05     0.00   0.0  0
 LD9  CONST_02  C18  C19  C20  C05   180.00   0.0  0
 LD9  CONST_03  O07  C08  C20  C05     0.00   0.0  0
 LD9  CONST_04  C09  C08  C20  C05   180.00   0.0  0
 LD9  CONST_05  C19  C20  C05  C06   180.00   0.0  0
 LD9  CONST_06  C08  C20  C05  C06     0.00   0.0  0
 LD9  CONST_07  C20  C08  O07  C06     0.00   0.0  0
 LD9  CONST_08  C09  C08  O07  C06   180.00   0.0  0
 LD9  CONST_09  C18  C19  C20  C08     0.00   0.0  0
 LD9  CONST_10  C18  C10  C09  C08     0.00   0.0  0
 LD9  CONST_11  C19  C20  C08  C09     0.00   0.0  0
 LD9  CONST_12  C19  C18  C10  C09     0.00   0.0  0
 LD9  CONST_13  C20  C19  C18  C10     0.00   0.0  0
 LD9  CONST_14  C20  C08  C09  C10     0.00   0.0  0
 LD9  CONST_15  O07  C08  C09  C10   180.00   0.0  0
 LD9  CONST_16  C15  C16  C17  C12     0.00   0.0  0
 LD9  CONST_17  C15  C14  C13  C12     0.00   0.0  0
 LD9  CONST_18  C16  C17  C12  C13     0.00   0.0  0
 LD9  CONST_19  C16  C15  C14  C13     0.00   0.0  0
 LD9  CONST_20  C17  C16  C15  C14     0.00   0.0  0
 LD9  CONST_21  C17  C12  C13  C14     0.00   0.0  0
 LD9  CONST_22  O07  C08  C20  C19   180.00   0.0  0
 LD9  CONST_23  O07  C06  C05  C20     0.00   0.0  0
 LD9  CONST_24  O07  C06  C05  C04   180.00   0.0  0
 LD9  CONST_25  C19  C20  C05  C04     0.00   0.0  0
 LD9  CONST_26  C08  C20  C05  C04   180.00   0.0  0
 LD9  CONST_27  N11  C10  C09  C08   180.00   0.0  0
 LD9  CONST_28  N11  C12  C13  C14   180.00   0.0  0
 LD9  CONST_29  N11  C12  C17  C16   180.00   0.0  0
 LD9  CONST_30  N11  C10  C18  C19   180.00   0.0  0
 LD9  CONST_31  H11  C19  C20  C05     0.00   0.0  0
 LD9  CONST_32  H3   C06  O07  C08   180.00   0.0  0
 LD9  CONST_33  H10  C18  C10  C09   180.00   0.0  0
 LD9  CONST_34  H8   C16  C17  C12   180.00   0.0  0
 LD9  CONST_35  H6   C14  C13  C12   180.00   0.0  0
 LD9  CONST_36  H9   C17  C12  C13   180.00   0.0  0
 LD9  CONST_37  H7   C15  C14  C13   180.00   0.0  0
 LD9  CONST_38  H5   C13  C14  C15   180.00   0.0  0
 LD9  CONST_39  H4   C09  C10  C18   180.00   0.0  0
 LD9  CONST_40  H13  O01  C02  C04   180.00   0.0  0
 LD9  Var_01    C12  N11  C10  C09   145.54  30.0  2
 LD9  Var_02    C17  C12  N11  C10   -16.36  30.0  3
 LD9  Var_03    C06  C05  C04  C02  -114.68  30.0  2
 LD9  Var_04    O03  C02  C04  C05     2.44  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
 LD9  plan-1  C12  0.020
 LD9  plan-1  C13  0.020
 LD9  plan-1  C14  0.020
 LD9  plan-1  C15  0.020
 LD9  plan-1  C16  0.020
 LD9  plan-1  C17  0.020
 LD9  plan-1  N11  0.020
 LD9  plan-1  H5   0.020
 LD9  plan-1  H6   0.020
 LD9  plan-1  H7   0.020
 LD9  plan-1  H8   0.020
 LD9  plan-1  H9   0.020
 LD9  plan-2  C04  0.020
 LD9  plan-2  C05  0.020
 LD9  plan-2  C06  0.020
 LD9  plan-2  C08  0.020
 LD9  plan-2  C09  0.020
 LD9  plan-2  C10  0.020
 LD9  plan-2  C18  0.020
 LD9  plan-2  C19  0.020
 LD9  plan-2  C20  0.020
 LD9  plan-2  N11  0.020
 LD9  plan-2  O07  0.020
 LD9  plan-2  H3   0.020
 LD9  plan-2  H4   0.020
 LD9  plan-2  H10  0.020
 LD9  plan-2  H11  0.020
 LD9  plan-3  C02  0.020
 LD9  plan-3  C04  0.020
 LD9  plan-3  O01  0.020
 LD9  plan-3  O03  0.020
 LD9  plan-3  H13  0.020

