# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 05:38:07 2020
#   Inital geometry file: a 163 line input string
#   Ligand name: 4'-(4-{4-[(2-carboxyphenyl)amino]phenoxy}butoxy)biphenyl-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)c2ccc(OCCCCOc3ccc(Nc4ccccc4C(O)=O)cc3)cc2
#
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
 44C  44C  '4'-(4-{4-[(2-carboxyphenyl)amino]phenoxy}butoxy)biphenyl-4-carboxylic acid'  ligand  62  37  .  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_44C
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
 44C  C1    C  CR16   0  -0.274  22.4204  41.3182  25.7406
 44C  C2    C  CR16   0  -0.307  22.0832  41.1445  24.4080
 44C  C3    C  CR6    0   0.087  21.5237  42.1865  23.6651
 44C  C4    C  CR16   0  -0.307  21.3186  43.4079  24.3111
 44C  C5    C  CR16   0  -0.274  21.6561  43.5760  25.6450
 44C  C6    C  CR6    0  -0.112  22.2124  42.5354  26.3847
 44C  C7    C  CR6    0   0.068  21.1589  41.9969  22.2487
 44C  C8    C  CR16   0  -0.296  20.6600  40.7730  21.7903
 44C  C9    C  CR16   0  -0.335  20.3156  40.5848  20.4668
 44C  C10   C  CR6    0   0.382  20.4596  41.6242  19.5449
 44C  C11   C  CR16   0  -0.370  20.9564  42.8503  19.9807
 44C  C12   C  CR16   0  -0.300  21.2967  43.0219  21.3164
 44C  C13   C  C      0   0.394  22.5819  42.7201  27.8496
 44C  O14   O  OC    -1  -0.594  23.1113  41.7456  28.4187
 44C  O15   O  O      0  -0.594  22.3242  43.8293  28.3557
 44C  O16   O  O2     0  -0.471  20.0962  41.3524  18.2793
 44C  C17   C  CH2    0  -0.206  20.2264  42.3582  17.2864
 44C  C18   C  CH2    0  -0.459  19.7396  41.7890  15.9704
 44C  C19   C  CH2    0  -0.235  21.9666  40.6702  15.3693
 44C  C20   C  CH2    0  -0.481  20.4602  40.5242  15.5083
 44C  O21   O  O2     0  -0.489  22.3544  41.7489  14.5330
 44C  C22   C  C      0   0.373  22.1933  41.6512  13.1934
 44C  C23   C  C1     0  -0.361  21.8624  40.4855  12.5087
 44C  C24   C  C1     0  -0.329  21.7366  40.5017  11.1257
 44C  C25   C  C      0   0.316  21.9564  41.6596  10.3819
 44C  C26   C  C1     0  -0.301  22.3130  42.8185  11.0792
 44C  C27   C  C1     0  -0.346  22.4129  42.8164  12.4586
 44C  N28   N  NH1    0  -0.810  21.8801  41.5918   8.9942
 44C  C29   C  CR6    0   0.346  21.4389  42.5448   8.1168
 44C  C30   C  CR16   0  -0.346  20.6910  43.6585   8.5367
 44C  C31   C  CR16   0  -0.253  20.2396  44.5985   7.6295
 44C  C32   C  CR16   0  -0.286  20.5103  44.4623   6.2728
 44C  C33   C  CR16   0  -0.282  21.2305  43.3572   5.8503
 44C  C34   C  CR6    0  -0.229  21.7019  42.3866   6.7311
 44C  C35   C  C      0   0.446  22.4584  41.1998   6.1583
 44C  O36   O  O      0  -0.575  22.7199  41.2184   4.9451
 44C  O37   O  OC    -1  -0.606  22.7663  40.2662   6.9471
 44C  H1    H  HCR6   0   0.242  22.8596  40.4948  26.2881
 44C  H2    H  HCR6   0   0.245  22.2774  40.1892  23.9347
 44C  H4    H  HCR6   0   0.244  20.8675  44.2333  23.7732
 44C  H5    H  HCR6   0   0.242  21.4755  44.5310  26.1212
 44C  H8    H  HCR6   0   0.254  20.5182  39.9541  22.4846
 44C  H9    H  HCR6   0   0.261  19.9232  39.6313  20.1358
 44C  H11   H  HCR6   0   0.279  21.0905  43.6793  19.2993
 44C  H12   H  HCR6   0   0.255  21.6986  43.9794  21.6237
 44C  H171  H  HCH2   0   0.225  21.2699  42.6862  17.2127
 44C  H172  H  HCH2   0   0.241  19.6302  43.2374  17.5538
 44C  H181  H  HCH2   0   0.241  19.8401  42.5772  15.2205
 44C  H182  H  HCH2   0   0.244  18.6696  41.5792  16.0428
 44C  H191  H  HCH2   0   0.242  22.4125  39.7291  15.0308
 44C  H192  H  HCH2   0   0.254  22.4169  40.8935  16.3372
 44C  H201  H  HCH2   0   0.247  20.0187  40.1996  14.5633
 44C  H202  H  HCH2   0   0.244  20.2831  39.7093  16.2144
 44C  H23   H  H      0   0.275  21.6876  39.5518  13.0260
 44C  H24   H  H      0   0.259  21.4594  39.5872  10.6155
 44C  H26   H  H      0   0.270  22.5325  43.7332  10.5442
 44C  H27   H  H      0   0.260  22.6891  43.7270  12.9760
 44C  H28   H  HNH1   0   0.402  22.2824  40.7863   8.5022
 44C  H30   H  HCR6   0   0.262  20.4440  43.7794   9.5826
 44C  H31   H  HCR6   0   0.248  19.6647  45.4429   7.9896
 44C  H32   H  HCR6   0   0.238  20.1609  45.1986   5.5611
 44C  H33   H  HCR6   0   0.241  21.4429  43.2300   4.7970

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
 44C  C1   C2    aromatic  1.386  0.020  1.386
 44C  C1   C6    aromatic  1.393  0.020  1.393
 44C  C1   H1    single    0.930  0.020  1.080
 44C  C2   C3    aromatic  1.397  0.020  1.397
 44C  C2   H2    single    0.930  0.020  1.080
 44C  C3   C4    aromatic  1.397  0.020  1.397
 44C  C3   C7    single    1.475  0.020  1.475
 44C  C4   C5    aromatic  1.386  0.020  1.386
 44C  C4   H4    single    0.930  0.020  1.080
 44C  C5   C6    aromatic  1.393  0.020  1.393
 44C  C5   H5    single    0.930  0.020  1.080
 44C  C6   C13   single    1.522  0.020  1.522
 44C  C7   C8    aromatic  1.399  0.020  1.399
 44C  C7   C12   aromatic  1.392  0.020  1.392
 44C  C8   C9    aromatic  1.380  0.020  1.380
 44C  C8   H8    single    0.930  0.020  1.080
 44C  C9   C10   aromatic  1.397  0.020  1.397
 44C  C9   H9    single    0.930  0.020  1.080
 44C  C10  C11   aromatic  1.393  0.020  1.393
 44C  C10  O16   single    1.344  0.020  1.344
 44C  C11  C12   aromatic  1.389  0.020  1.389
 44C  C11  H11   single    0.930  0.020  1.080
 44C  C12  H12   single    0.930  0.020  1.080
 44C  C13  O14   deloc     1.246  0.020  1.246
 44C  C13  O15   deloc     1.246  0.020  1.246
 44C  O16  C17   single    1.419  0.020  1.419
 44C  C17  C18   single    1.514  0.020  1.514
 44C  C17  H171  single    0.970  0.020  1.090
 44C  C17  H172  single    0.970  0.020  1.090
 44C  C18  C20   single    1.527  0.020  1.527
 44C  C18  H181  single    0.970  0.020  1.090
 44C  C18  H182  single    0.970  0.020  1.090
 44C  C19  C20   single    1.520  0.020  1.520
 44C  C19  O21   single    1.419  0.020  1.419
 44C  C19  H191  single    0.970  0.020  1.090
 44C  C19  H192  single    0.970  0.020  1.090
 44C  C20  H201  single    0.970  0.020  1.090
 44C  C20  H202  single    0.970  0.020  1.090
 44C  O21  C22   single    1.353  0.020  1.353
 44C  C22  C23   aromatic  1.392  0.020  1.392
 44C  C22  C27   aromatic  1.395  0.020  1.395
 44C  C23  C24   aromatic  1.389  0.020  1.389
 44C  C23  H23   single    0.930  0.020  1.080
 44C  C24  C25   aromatic  1.394  0.020  1.394
 44C  C24  H24   single    0.930  0.020  1.080
 44C  C25  C26   aromatic  1.399  0.020  1.399
 44C  C25  N28   single    1.391  0.020  1.391
 44C  C26  C27   aromatic  1.383  0.020  1.383
 44C  C26  H26   single    0.930  0.020  1.080
 44C  C27  H27   single    0.930  0.020  1.080
 44C  N28  C29   single    1.369  0.020  1.369
 44C  N28  H28   single    0.860  0.020  1.020
 44C  C29  C30   aromatic  1.406  0.020  1.406
 44C  C29  C34   aromatic  1.419  0.020  1.419
 44C  C30  C31   aromatic  1.382  0.020  1.382
 44C  C30  H30   single    0.930  0.020  1.080
 44C  C31  C32   aromatic  1.390  0.020  1.390
 44C  C31  H31   single    0.930  0.020  1.080
 44C  C32  C33   aromatic  1.385  0.020  1.385
 44C  C32  H32   single    0.930  0.020  1.080
 44C  C33  C34   aromatic  1.393  0.020  1.393
 44C  C33  H33   single    0.930  0.020  1.080
 44C  C34  C35   single    1.520  0.020  1.520
 44C  C35  O36   deloc     1.241  0.020  1.241
 44C  C35  O37   deloc     1.260  0.020  1.260

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
 44C  H1    C1   C6    119.45  3.000
 44C  H1    C1   C2    119.35  3.000
 44C  C6    C1   C2    121.20  3.000
 44C  H2    C2   C3    119.82  3.000
 44C  H2    C2   C1    119.14  3.000
 44C  C3    C2   C1    121.03  3.000
 44C  C7    C3   C4    121.35  3.000
 44C  C7    C3   C2    120.92  3.000
 44C  C4    C3   C2    117.73  3.000
 44C  H4    C4   C5    119.12  3.000
 44C  H4    C4   C3    119.85  3.000
 44C  C5    C4   C3    121.02  3.000
 44C  H5    C5   C6    119.49  3.000
 44C  H5    C5   C4    119.33  3.000
 44C  C6    C5   C4    121.18  3.000
 44C  C13   C6   C5    121.17  3.000
 44C  C13   C6   C1    120.99  3.000
 44C  C5    C6   C1    117.84  3.000
 44C  C12   C7   C8    117.38  3.000
 44C  C12   C7   C3    121.59  3.000
 44C  C8    C7   C3    121.03  3.000
 44C  H8    C8   C9    118.62  3.000
 44C  H8    C8   C7    119.87  3.000
 44C  C9    C8   C7    121.50  3.000
 44C  H9    C9   C10   119.40  3.000
 44C  H9    C9   C8    120.23  3.000
 44C  C10   C9   C8    120.37  3.000
 44C  O16   C10  C11   124.67  3.000
 44C  O16   C10  C9    116.30  3.000
 44C  C11   C10  C9    119.03  3.000
 44C  H11   C11  C12   118.74  3.000
 44C  H11   C11  C10   121.46  3.000
 44C  C12   C11  C10   119.80  3.000
 44C  H12   C12  C11   118.23  3.000
 44C  H12   C12  C7    119.84  3.000
 44C  C11   C12  C7    121.91  3.000
 44C  O15   C13  O14   126.75  3.000
 44C  O15   C13  C6    116.66  3.000
 44C  O14   C13  C6    116.59  3.000
 44C  C17   O16  C10   119.37  3.000
 44C  H172  C17  H171  107.11  3.000
 44C  H172  C17  C18   109.81  3.000
 44C  H171  C17  C18   111.10  3.000
 44C  H172  C17  O16   110.37  3.000
 44C  H171  C17  O16   110.27  3.000
 44C  C18   C17  O16   108.19  3.000
 44C  H182  C18  H181  105.91  3.000
 44C  H182  C18  C20   108.85  3.000
 44C  H181  C18  C20   110.27  3.000
 44C  H182  C18  C17   109.23  3.000
 44C  H181  C18  C17   107.20  3.000
 44C  C20   C18  C17   114.99  3.000
 44C  H192  C19  H191  106.39  3.000
 44C  H192  C19  O21   104.74  3.000
 44C  H191  C19  O21   111.09  3.000
 44C  H192  C19  C20   110.35  3.000
 44C  H191  C19  C20   110.45  3.000
 44C  O21   C19  C20   113.44  3.000
 44C  H202  C20  H201  105.78  3.000
 44C  H202  C20  C19   106.94  3.000
 44C  H201  C20  C19   110.48  3.000
 44C  H202  C20  C18   110.22  3.000
 44C  H201  C20  C18   108.49  3.000
 44C  C19   C20  C18   114.57  3.000
 44C  C22   O21  C19   119.75  3.000
 44C  C27   C22  C23   118.55  3.000
 44C  C27   C22  O21   116.27  3.000
 44C  C23   C22  O21   125.17  3.000
 44C  H23   C23  C24   118.14  3.000
 44C  H23   C23  C22   121.74  3.000
 44C  C24   C23  C22   120.11  3.000
 44C  H24   C24  C25   119.37  3.000
 44C  H24   C24  C23   118.84  3.000
 44C  C25   C24  C23   121.79  3.000
 44C  N28   C25  C26   123.47  3.000
 44C  N28   C25  C24   118.89  3.000
 44C  C26   C25  C24   117.55  3.000
 44C  H26   C26  C27   118.67  3.000
 44C  H26   C26  C25   120.37  3.000
 44C  C27   C26  C25   120.96  3.000
 44C  H27   C27  C26   119.58  3.000
 44C  H27   C27  C22   119.39  3.000
 44C  C26   C27  C22   121.02  3.000
 44C  H28   N28  C29   111.45  3.000
 44C  H28   N28  C25   119.67  3.000
 44C  C29   N28  C25   128.55  3.000
 44C  C34   C29  C30   118.59  3.000
 44C  C34   C29  N28   119.25  3.000
 44C  C30   C29  N28   122.13  3.000
 44C  H30   C30  C31   118.96  3.000
 44C  H30   C30  C29   119.93  3.000
 44C  C31   C30  C29   121.10  3.000
 44C  H31   C31  C32   120.28  3.000
 44C  H31   C31  C30   119.03  3.000
 44C  C32   C31  C30   120.69  3.000
 44C  H32   C32  C33   120.67  3.000
 44C  H32   C32  C31   120.83  3.000
 44C  C33   C32  C31   118.50  3.000
 44C  H33   C33  C34   117.86  3.000
 44C  H33   C33  C32   119.52  3.000
 44C  C34   C33  C32   122.62  3.000
 44C  C35   C34  C33   118.32  3.000
 44C  C35   C34  C29   123.19  3.000
 44C  C33   C34  C29   118.49  3.000
 44C  O37   C35  O36   124.84  3.000
 44C  O37   C35  C34   117.66  3.000
 44C  O36   C35  C34   117.49  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
 44C  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 44C  CONST_02  C7    C3   C2   C1    180.00   0.0  0
 44C  CONST_03  C4    C5   C6   C1      0.00   0.0  0
 44C  CONST_04  C5    C6   C1   C2      0.00   0.0  0
 44C  CONST_05  C5    C4   C3   C2      0.00   0.0  0
 44C  CONST_08  C6    C1   C2   C3      0.00   0.0  0
 44C  CONST_09  C6    C5   C4   C3      0.00   0.0  0
 44C  CONST_10  C9    C8   C7   C3    180.00   0.0  0
 44C  CONST_11  C11   C12  C7   C3    180.00   0.0  0
 44C  CONST_14  C7    C3   C4   C5    180.00   0.0  0
 44C  CONST_15  C10   C9   C8   C7      0.00   0.0  0
 44C  CONST_16  C10   C11  C12  C7      0.00   0.0  0
 44C  CONST_17  C11   C12  C7   C8      0.00   0.0  0
 44C  CONST_18  C11   C10  C9   C8      0.00   0.0  0
 44C  CONST_19  C12   C7   C8   C9      0.00   0.0  0
 44C  CONST_20  C12   C11  C10  C9      0.00   0.0  0
 44C  CONST_21  C25   C24  C23  C22     0.00   0.0  0
 44C  CONST_22  C25   C26  C27  C22     0.00   0.0  0
 44C  CONST_23  C26   C27  C22  C23     0.00   0.0  0
 44C  CONST_24  C26   C25  C24  C23     0.00   0.0  0
 44C  CONST_25  C27   C22  C23  C24     0.00   0.0  0
 44C  CONST_26  C27   C26  C25  C24     0.00   0.0  0
 44C  CONST_27  C32   C31  C30  C29     0.00   0.0  0
 44C  CONST_28  C32   C33  C34  C29     0.00   0.0  0
 44C  CONST_29  C33   C34  C29  C30     0.00   0.0  0
 44C  CONST_30  C33   C32  C31  C30     0.00   0.0  0
 44C  CONST_31  C34   C29  C30  C31     0.00   0.0  0
 44C  CONST_32  C34   C33  C32  C31     0.00   0.0  0
 44C  CONST_33  C13   C6   C1   C2    180.00   0.0  0
 44C  CONST_34  C13   C6   C5   C4    180.00   0.0  0
 44C  CONST_35  O16   C10  C9   C8    180.00   0.0  0
 44C  CONST_36  O16   C10  C11  C12   180.00   0.0  0
 44C  CONST_37  C24   C23  C22  O21   180.00   0.0  0
 44C  CONST_38  C26   C27  C22  O21   180.00   0.0  0
 44C  CONST_39  N28   C25  C24  C23   180.00   0.0  0
 44C  CONST_40  N28   C25  C26  C27   180.00   0.0  0
 44C  CONST_41  C31   C30  C29  N28   180.00   0.0  0
 44C  CONST_42  C33   C34  C29  N28   180.00   0.0  0
 44C  CONST_43  C35   C34  C29  C30   180.00   0.0  0
 44C  CONST_44  C35   C34  C33  C32   180.00   0.0  0
 44C  CONST_45  H5    C5   C6   C1    180.00   0.0  0
 44C  CONST_46  H4    C4   C3   C2    180.00   0.0  0
 44C  CONST_47  H1    C1   C2   C3    180.00   0.0  0
 44C  CONST_48  H8    C8   C7   C3      0.00   0.0  0
 44C  CONST_49  H12   C12  C7   C3      0.00   0.0  0
 44C  CONST_50  H2    C2   C3   C4    180.00   0.0  0
 44C  CONST_51  H9    C9   C8   C7    180.00   0.0  0
 44C  CONST_52  H11   C11  C12  C7    180.00   0.0  0
 44C  CONST_53  H24   C24  C23  C22   180.00   0.0  0
 44C  CONST_54  H26   C26  C27  C22   180.00   0.0  0
 44C  CONST_55  H27   C27  C22  C23   180.00   0.0  0
 44C  CONST_56  H23   C23  C24  C25   180.00   0.0  0
 44C  CONST_57  H31   C31  C30  C29   180.00   0.0  0
 44C  CONST_58  H33   C33  C34  C29   180.00   0.0  0
 44C  CONST_59  H32   C32  C31  C30   180.00   0.0  0
 44C  CONST_60  H30   C30  C31  C32   180.00   0.0  0
 44C  Var_01    C29   N28  C25  C24   146.18  30.0  2
 44C  Var_02    C30   C29  N28  C25   -15.35  30.0  2
 44C  Var_03    O14   C13  C6   C1      2.10  30.0  2
 44C  Var_04    C23   C22  O21  C19   -10.65  30.0  2
 44C  Var_05    O36   C35  C34  C29  -174.53  30.0  2
 44C  Var_06    C18   C17  O16  C10  -179.58  30.0  3
 44C  Var_07    H191  C19  O21  C22    52.05  30.0  2
 44C  Var_08    C20   C18  C17  O16   -57.41  30.0  3
 44C  Var_09    C19   C20  C18  C17   -56.83  30.0  3
 44C  Var_10    O21   C19  C20  C18   -54.23  30.0  1

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
 44C  plan-1  C1   0.020
 44C  plan-1  C2   0.020
 44C  plan-1  C3   0.020
 44C  plan-1  C4   0.020
 44C  plan-1  C5   0.020
 44C  plan-1  C6   0.020
 44C  plan-1  C7   0.020
 44C  plan-1  C13  0.020
 44C  plan-1  H1   0.020
 44C  plan-1  H2   0.020
 44C  plan-1  H4   0.020
 44C  plan-1  H5   0.020
 44C  plan-2  C3   0.020
 44C  plan-2  C7   0.020
 44C  plan-2  C8   0.020
 44C  plan-2  C9   0.020
 44C  plan-2  C10  0.020
 44C  plan-2  C11  0.020
 44C  plan-2  C12  0.020
 44C  plan-2  O16  0.020
 44C  plan-2  H8   0.020
 44C  plan-2  H9   0.020
 44C  plan-2  H11  0.020
 44C  plan-2  H12  0.020
 44C  plan-3  O21  0.020
 44C  plan-3  C22  0.020
 44C  plan-3  C23  0.020
 44C  plan-3  C24  0.020
 44C  plan-3  C25  0.020
 44C  plan-3  C26  0.020
 44C  plan-3  C27  0.020
 44C  plan-3  N28  0.020
 44C  plan-3  H23  0.020
 44C  plan-3  H24  0.020
 44C  plan-3  H26  0.020
 44C  plan-3  H27  0.020
 44C  plan-4  N28  0.020
 44C  plan-4  C29  0.020
 44C  plan-4  C30  0.020
 44C  plan-4  C31  0.020
 44C  plan-4  C32  0.020
 44C  plan-4  C33  0.020
 44C  plan-4  C34  0.020
 44C  plan-4  C35  0.020
 44C  plan-4  H30  0.020
 44C  plan-4  H31  0.020
 44C  plan-4  H32  0.020
 44C  plan-4  H33  0.020
 44C  plan-5  C6   0.020
 44C  plan-5  C13  0.020
 44C  plan-5  O14  0.020
 44C  plan-5  O15  0.020
 44C  plan-6  C34  0.020
 44C  plan-6  C35  0.020
 44C  plan-6  O36  0.020
 44C  plan-6  O37  0.020

