# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 11:28:57 2022
#   Inital geometry file: a 126 line input string
#   Ligand name: 4-[4-({[(2,4-dichlorophenyl)carbonyl]carbamoyl}amino)-2,3-dimethylphenoxy]butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(C)c(OCCCC(O)=O)ccc1NC(=O)NC(=O)c2ccc(Cl)cc2Cl
#
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
 BN4  BN4  '4-[4-({[(2,4-dichlorophenyl)carbonyl]carbamoyl}amino)-2,3-dimethylphenoxy]butanoic acid'  ligand  48  29  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BN4
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
 BN4  C4    C   CR16   0  -0.188   0.1519  -1.7786  -6.2775
 BN4  C5    C   CR16   0  -0.281  -0.1086  -1.2110  -5.0421
 BN4  C6    C   CR6    0   0.006  -0.0154   0.1626  -4.8391
 BN4  C1    C   CR6    0  -0.084   0.3603   0.9657  -5.9128
 BN4  CL1   CL  CL     0  -0.096   0.5449   2.6712  -5.7221
 BN4  C2    C   CR16   0  -0.149   0.6437   0.4192  -7.1536
 BN4  C3    C   CR6    0  -0.048   0.5279  -0.9515  -7.3227
 BN4  N1    N   NH1    0  -0.734   0.2822   0.1468  -2.4701
 BN4  C7    C   C      0   0.528  -0.3870   0.7398  -3.5082
 BN4  O1    O   O      0  -0.403  -1.2027   1.6224  -3.4015
 BN4  N2    N   NH1    0  -0.787   0.9776  -0.2430  -0.3282
 BN4  C9    C   CR6    0   0.259   0.9350  -0.1743   1.0855
 BN4  C10   C   CR16   0  -0.267  -0.1059  -0.7854   1.7642
 BN4  C11   C   CR16   0  -0.409  -0.1732  -0.7355   3.1453
 BN4  C12   C   CR6    0   0.373   0.8299  -0.0873   3.8620
 BN4  O3    O   O2     0  -0.475   0.8314   0.0085   5.2053
 BN4  C15   C   CH2    0  -0.164  -0.2475  -0.5415   5.9464
 BN4  C16   C   CH2    0  -0.449  -0.0306  -0.2263   7.4114
 BN4  C17   C   CH2    0  -0.589  -1.1574  -0.7898   8.2626
 BN4  C13   C   CR6    0  -0.063   1.9084   0.5087   3.1908
 BN4  C14   C   CR6    0   0.060   1.9440   0.4885   1.7929
 BN4  C8    C   C      0   0.731   0.0551   0.3702  -1.1076
 BN4  O2    O   O      0  -0.466  -0.8713   1.0249  -0.6863
 BN4  CL2   CL  CL     0  -0.100   0.8681  -1.6344  -8.8704
 BN4  C19   C   CH3    0  -0.741   3.0684   1.1721   1.0694
 BN4  C18   C   C      0   0.416  -1.0585  -0.4924   9.7689
 BN4  O4    O   OC    -1  -0.631  -1.8733  -1.0969  10.4974
 BN4  O5    O   O      0  -0.607  -0.1986   0.3270  10.1451
 BN4  C20   C   CH3    0  -0.741   3.0089   1.1874   3.9583
 BN4  H4    H   HCR6   0   0.295   0.0621  -2.8463  -6.4184
 BN4  H5    H   HCR6   0   0.292  -0.4097  -1.8552  -4.2257
 BN4  H2    H   HCR6   0   0.309   0.9497   1.0536  -7.9736
 BN4  HN1   H   HNH1   0   0.431   1.0293  -0.4843  -2.7219
 BN4  HN2   H   HNH1   0   0.411   1.7715  -0.6945  -0.7562
 BN4  H10   H   HCR6   0   0.261  -0.8752  -1.3097   1.2126
 BN4  H11   H   HCR6   0   0.278  -1.0049  -1.2123   3.6442
 BN4  H151  H   HCH2   0   0.214  -1.1980  -0.1138   5.6053
 BN4  H152  H   HCH2   0   0.214  -0.3017  -1.6258   5.7915
 BN4  H161  H   HCH2   0   0.221   0.9273  -0.6421   7.7346
 BN4  H162  H   HCH2   0   0.221   0.0325   0.8558   7.5436
 BN4  H171  H   HCH2   0   0.227  -2.1184  -0.3969   7.9083
 BN4  H172  H   HCH2   0   0.221  -1.2263  -1.8741   8.1259
 BN4  H191  H   HCH3   0   0.254   3.9763   0.5635   1.0791
 BN4  H192  H   HCH3   0   0.249   2.8210   1.3717   0.0291
 BN4  H193  H   HCH3   0   0.252   3.3199   2.1238   1.5363
 BN4  H201  H   HCH3   0   0.247   2.9669   2.2725   3.8373
 BN4  H202  H   HCH3   0   0.259   2.9614   0.9777   5.0228
 BN4  H203  H   HCH3   0   0.245   3.9895   0.8687   3.6036

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
 BN4  C4   C5    aromatic  1.384  0.020  1.384
 BN4  C4   C3    aromatic  1.385  0.020  1.385
 BN4  C4   H4    single    0.930  0.020  1.080
 BN4  C5   C6    aromatic  1.392  0.020  1.392
 BN4  C5   H5    single    0.930  0.020  1.080
 BN4  C6   C1    aromatic  1.392  0.020  1.392
 BN4  C6   C7    single    1.498  0.020  1.498
 BN4  C1   CL1   single    1.726  0.020  1.726
 BN4  C1   C2    aromatic  1.385  0.020  1.385
 BN4  C2   C3    aromatic  1.386  0.020  1.386
 BN4  C2   H2    single    0.930  0.020  1.080
 BN4  C3   CL2   single    1.726  0.020  1.726
 BN4  N1   C7    single    1.370  0.020  1.370
 BN4  N1   C8    single    1.399  0.020  1.399
 BN4  N1   HN1   single    0.860  0.020  1.020
 BN4  C7   O1    double    1.207  0.020  1.207
 BN4  N2   C9    single    1.416  0.020  1.416
 BN4  N2   C8    single    1.354  0.020  1.354
 BN4  N2   HN2   single    0.860  0.020  1.020
 BN4  C9   C10   aromatic  1.385  0.020  1.385
 BN4  C9   C14   aromatic  1.399  0.020  1.399
 BN4  C10  C11   aromatic  1.384  0.020  1.384
 BN4  C10  H10   single    0.930  0.020  1.080
 BN4  C11  C12   aromatic  1.393  0.020  1.393
 BN4  C11  H11   single    0.930  0.020  1.080
 BN4  C12  O3    single    1.347  0.020  1.347
 BN4  C12  C13   aromatic  1.403  0.020  1.403
 BN4  O3   C15   single    1.420  0.020  1.420
 BN4  C15  C16   single    1.514  0.020  1.514
 BN4  C15  H151  single    0.970  0.020  1.090
 BN4  C15  H152  single    0.970  0.020  1.090
 BN4  C16  C17   single    1.520  0.020  1.520
 BN4  C16  H161  single    0.970  0.020  1.090
 BN4  C16  H162  single    0.970  0.020  1.090
 BN4  C17  C18   single    1.539  0.020  1.539
 BN4  C17  H171  single    0.970  0.020  1.090
 BN4  C17  H172  single    0.970  0.020  1.090
 BN4  C13  C14   aromatic  1.398  0.020  1.398
 BN4  C13  C20   single    1.504  0.020  1.504
 BN4  C14  C19   single    1.502  0.020  1.502
 BN4  C8   O2    double    1.210  0.020  1.210
 BN4  C19  H191  single    0.970  0.020  1.090
 BN4  C19  H192  single    0.970  0.020  1.090
 BN4  C19  H193  single    0.970  0.020  1.090
 BN4  C18  O4    deloc     1.249  0.020  1.249
 BN4  C18  O5    deloc     1.246  0.020  1.246
 BN4  C20  H201  single    0.970  0.020  1.090
 BN4  C20  H202  single    0.970  0.020  1.090
 BN4  C20  H203  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
 BN4  H4    C4   C3    120.94  3.000
 BN4  H4    C4   C5    120.39  3.000
 BN4  C3    C4   C5    118.67  3.000
 BN4  H5    C5   C6    119.74  3.000
 BN4  H5    C5   C4    118.76  3.000
 BN4  C6    C5   C4    121.48  3.000
 BN4  C7    C6   C1    122.00  3.000
 BN4  C7    C6   C5    119.57  3.000
 BN4  C1    C6   C5    118.36  3.000
 BN4  C2    C1   CL1   117.84  3.000
 BN4  C2    C1   C6    121.22  3.000
 BN4  CL1   C1   C6    120.91  3.000
 BN4  H2    C2   C3    120.77  3.000
 BN4  H2    C2   C1    120.39  3.000
 BN4  C3    C2   C1    118.84  3.000
 BN4  CL2   C3   C2    118.97  3.000
 BN4  CL2   C3   C4    119.61  3.000
 BN4  C2    C3   C4    121.42  3.000
 BN4  HN1   N1   C8    117.56  3.000
 BN4  HN1   N1   C7    116.28  3.000
 BN4  C8    N1   C7    126.12  3.000
 BN4  O1    C7   N1    125.43  3.000
 BN4  O1    C7   C6    121.89  3.000
 BN4  N1    C7   C6    112.67  3.000
 BN4  HN2   N2   C8    119.64  3.000
 BN4  HN2   N2   C9    117.97  3.000
 BN4  C8    N2   C9    122.14  3.000
 BN4  C14   C9   C10   120.22  3.000
 BN4  C14   C9   N2    120.40  3.000
 BN4  C10   C9   N2    119.37  3.000
 BN4  H10   C10  C11   119.45  3.000
 BN4  H10   C10  C9    119.89  3.000
 BN4  C11   C10  C9    120.65  3.000
 BN4  H11   C11  C12   121.47  3.000
 BN4  H11   C11  C10   118.84  3.000
 BN4  C12   C11  C10   119.69  3.000
 BN4  C13   C12  O3    116.49  3.000
 BN4  C13   C12  C11   120.34  3.000
 BN4  O3    C12  C11   123.17  3.000
 BN4  C15   O3   C12   119.49  3.000
 BN4  H152  C15  H151  107.39  3.000
 BN4  H152  C15  C16   110.46  3.000
 BN4  H151  C15  C16   110.12  3.000
 BN4  H152  C15  O3    110.30  3.000
 BN4  H151  C15  O3    110.19  3.000
 BN4  C16   C15  O3    108.39  3.000
 BN4  H162  C16  H161  106.89  3.000
 BN4  H162  C16  C17   110.02  3.000
 BN4  H161  C16  C17   110.06  3.000
 BN4  H162  C16  C15   109.37  3.000
 BN4  H161  C16  C15   109.42  3.000
 BN4  C17   C16  C15   111.00  3.000
 BN4  H172  C17  H171  105.02  3.000
 BN4  H172  C17  C18   108.52  3.000
 BN4  H171  C17  C18   107.65  3.000
 BN4  H172  C17  C16   110.10  3.000
 BN4  H171  C17  C16   109.62  3.000
 BN4  C18   C17  C16   115.39  3.000
 BN4  C20   C13  C14   119.88  3.000
 BN4  C20   C13  C12   120.67  3.000
 BN4  C14   C13  C12   119.44  3.000
 BN4  C19   C14  C13   119.61  3.000
 BN4  C19   C14  C9    120.80  3.000
 BN4  C13   C14  C9    119.59  3.000
 BN4  O2    C8   N2    124.47  3.000
 BN4  O2    C8   N1    123.34  3.000
 BN4  N2    C8   N1    112.18  3.000
 BN4  H193  C19  H192  107.58  3.000
 BN4  H193  C19  H191  106.91  3.000
 BN4  H192  C19  H191  107.43  3.000
 BN4  H193  C19  C14   111.35  3.000
 BN4  H192  C19  C14   111.96  3.000
 BN4  H191  C19  C14   111.36  3.000
 BN4  O5    C18  O4    126.33  3.000
 BN4  O5    C18  C17   117.84  3.000
 BN4  O4    C18  C17   115.82  3.000
 BN4  H203  C20  H202  107.56  3.000
 BN4  H203  C20  H201  106.78  3.000
 BN4  H202  C20  H201  107.38  3.000
 BN4  H203  C20  C13   111.12  3.000
 BN4  H202  C20  C13   112.41  3.000
 BN4  H201  C20  C13   111.33  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
 BN4  CONST_01  C1    C6   C5   C4      0.00   0.0  0
 BN4  CONST_02  C1    C2   C3   C4      0.00   0.0  0
 BN4  CONST_03  C2    C3   C4   C5      0.00   0.0  0
 BN4  CONST_04  C2    C1   C6   C5      0.00   0.0  0
 BN4  CONST_05  C3    C4   C5   C6      0.00   0.0  0
 BN4  CONST_06  C3    C2   C1   C6      0.00   0.0  0
 BN4  CONST_07  C12   C11  C10  C9      0.00   0.0  0
 BN4  CONST_08  C12   C13  C14  C9      0.00   0.0  0
 BN4  CONST_09  C13   C14  C9   C10     0.00   0.0  0
 BN4  CONST_10  C13   C12  C11  C10     0.00   0.0  0
 BN4  CONST_11  C14   C9   C10  C11     0.00   0.0  0
 BN4  CONST_12  C14   C13  C12  C11     0.00   0.0  0
 BN4  CONST_13  C7    C6   C5   C4    180.00   0.0  0
 BN4  CONST_14  CL2   C3   C4   C5    180.00   0.0  0
 BN4  CONST_15  CL1   C1   C6   C5    180.00   0.0  0
 BN4  CONST_16  CL2   C3   C2   C1    180.00   0.0  0
 BN4  CONST_17  C3    C2   C1   CL1   180.00   0.0  0
 BN4  CONST_18  C7    C6   C1   C2    180.00   0.0  0
 BN4  CONST_19  C11   C10  C9   N2    180.00   0.0  0
 BN4  CONST_20  C13   C14  C9   N2    180.00   0.0  0
 BN4  CONST_21  C20   C13  C14  C9    180.00   0.0  0
 BN4  CONST_22  C19   C14  C9   C10   180.00   0.0  0
 BN4  CONST_23  O3    C12  C11  C10   180.00   0.0  0
 BN4  CONST_24  C20   C13  C12  C11   180.00   0.0  0
 BN4  CONST_25  C19   C14  C13  C12   180.00   0.0  0
 BN4  CONST_26  C14   C13  C12  O3    180.00   0.0  0
 BN4  CONST_27  H2    C2   C3   C4    180.00   0.0  0
 BN4  CONST_28  H4    C4   C5   C6    180.00   0.0  0
 BN4  CONST_29  H5    C5   C6   C1    180.00   0.0  0
 BN4  CONST_30  H11   C11  C10  C9    180.00   0.0  0
 BN4  CONST_31  H10   C10  C11  C12   180.00   0.0  0
 BN4  CONST_35  C8    N1   C7   C6    180.00   0.0  0
 BN4  CONST_36  O2    C8   N2   C9      0.00   0.0  0
 BN4  CONST_37  C9    N2   C8   N1    180.00   0.0  0
 BN4  CONST_38  HN1   N1   C7   C6      0.00   0.0  0
 BN4  CONST_39  O2    C8   N1   C7      0.00   0.0  0
 BN4  CONST_40  C8    N1   C7   O1      0.00   0.0  0
 BN4  CONST_41  N2    C8   N1   C7    180.00   0.0  0
 BN4  Var_01    N1    C7   C6   C5     53.79  30.0  2
 BN4  Var_02    C13   C12  O3   C15   178.36  30.0  2
 BN4  Var_03    H191  C19  C14  C9   -101.04  30.0  2
 BN4  Var_04    H201  C20  C13  C12  -108.92  30.0  2
 BN4  Var_05    C16   C15  O3   C12  -176.85  30.0  3
 BN4  Var_06    C17   C16  C15  O3    179.96  30.0  3
 BN4  Var_07    C18   C17  C16  C15  -178.34  30.0  3
 BN4  Var_08    O4    C18  C17  C16  -170.73  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
 BN4  plan-1  C4   0.020
 BN4  plan-1  C5   0.020
 BN4  plan-1  C6   0.020
 BN4  plan-1  C1   0.020
 BN4  plan-1  CL1  0.020
 BN4  plan-1  C2   0.020
 BN4  plan-1  C3   0.020
 BN4  plan-1  C7   0.020
 BN4  plan-1  CL2  0.020
 BN4  plan-1  H4   0.020
 BN4  plan-1  H5   0.020
 BN4  plan-1  H2   0.020
 BN4  plan-2  N2   0.020
 BN4  plan-2  C9   0.020
 BN4  plan-2  C10  0.020
 BN4  plan-2  C11  0.020
 BN4  plan-2  C12  0.020
 BN4  plan-2  O3   0.020
 BN4  plan-2  C13  0.020
 BN4  plan-2  C14  0.020
 BN4  plan-2  C19  0.020
 BN4  plan-2  C20  0.020
 BN4  plan-2  H10  0.020
 BN4  plan-2  H11  0.020
 BN4  plan-3  C6   0.020
 BN4  plan-3  N1   0.020
 BN4  plan-3  C7   0.020
 BN4  plan-3  O1   0.020
 BN4  plan-3  N2   0.020
 BN4  plan-3  C9   0.020
 BN4  plan-3  C8   0.020
 BN4  plan-3  O2   0.020
 BN4  plan-3  HN1  0.020
 BN4  plan-3  HN2  0.020
 BN4  plan-4  C17  0.020
 BN4  plan-4  C18  0.020
 BN4  plan-4  O4   0.020
 BN4  plan-4  O5   0.020

