# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 13 01:26:59 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: (3S)-5-biphenyl-4-yl-3-hydroxypentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H](CCc1ccc(cc1)c2ccccc2)CC(O)=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
 077  077  '(3S)-5-biphenyl-4-yl-3-hydroxypentanoic acid'  ligand  37  20  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_077
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
 077  C1    C  CR16   0  -0.240   6.0283  -0.4073  -1.5954
 077  C2    C  CR16   0  -0.314   5.0696   0.7930   0.7098
 077  C3    C  CR16   0  -0.314   4.6838  -0.5052  -1.2684
 077  C4    C  CR16   0  -0.268   6.9001   0.2926  -0.7713
 077  C5    C  CR16   0  -0.239   6.4140   0.8928   0.3829
 077  C6    C  CR6    0   0.091   4.1821   0.0931  -0.1104
 077  C8    C  CR6    0   0.069   2.7504  -0.0106   0.2353
 077  O1    O  OH1    0  -0.673  -4.2256  -1.2506   0.8616
 077  C10   C  CR16   0  -0.296   2.0308  -1.1800  -0.0187
 077  C11   C  CR16   0  -0.304   0.7262   0.9578   1.1432
 077  C12   C  CH2    0  -0.439  -2.3155  -0.0415  -0.0468
 077  C20   C  CH1    0   0.040  -3.8150  -0.0461   0.2357
 077  C13   C  CR6    0   0.127   0.0077  -0.2077   0.8900
 077  C14   C  CR16   0  -0.294   2.0724   1.0563   0.8252
 077  C60   C  CR16   0  -0.294   0.6867  -1.2747   0.3044
 077  C16   C  CH2    0  -0.501  -1.4599  -0.3011   1.1948
 077  C17   C  CH2    0  -0.582  -4.6248   0.2196  -1.0252
 077  C18   C  C      0   0.407  -6.1383   0.3137  -0.7633
 077  O3    O  O      0  -0.620  -6.4933   1.0686   0.1650
 077  O4    O  OC    -1  -0.620  -6.8910  -0.3460  -1.5083
 077  H1    H  HCR6   0   0.257   6.3937  -0.8728  -2.5016
 077  H3    H  HCR6   0   0.253   4.0145  -1.0376  -1.9329
 077  H4    H  HCR6   0   0.256   7.9490   0.3694  -1.0264
 077  H2    H  HCR6   0   0.253   4.7117   1.2487   1.6248
 077  H5    H  HCR6   0   0.257   7.0845   1.4355   1.0368
 077  H10   H  HCR6   0   0.250   2.5307  -2.0368  -0.4538
 077  H14   H  HCR6   0   0.250   2.5940   1.9846   1.0248
 077  H20   H  HCH1   0   0.211  -4.0328   0.7426   0.9619
 077  H60   H  HCR6   0   0.246   0.1578  -2.1994   0.1029
 077  H11   H  HCR6   0   0.246   0.2248   1.8069   1.5932
 077  H121  H  HCH2   0   0.221  -2.0830  -0.7880  -0.8159
 077  H122  H  HCH2   0   0.228  -2.0463   0.9296  -0.4723
 077  H161  H  HCH2   0   0.235  -1.7206   0.4241   1.9709
 077  H162  H  HCH2   0   0.239  -1.6912  -1.2900   1.5957
 077  H171  H  HCH2   0   0.225  -4.2917   1.1687  -1.4606
 077  H172  H  HCH2   0   0.201  -4.4076  -0.5532  -1.7708
 077  HA    H  HOH1   0   0.436  -4.0749  -1.9718   0.2408

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
 077  C1   C3    aromatic  1.387  0.020  1.387
 077  C1   C4    aromatic  1.389  0.020  1.389
 077  C2   C5    aromatic  1.387  0.020  1.387
 077  C2   C6    aromatic  1.396  0.020  1.396
 077  C3   C6    aromatic  1.397  0.020  1.397
 077  C4   C5    aromatic  1.389  0.020  1.389
 077  C6   C8    single    1.477  0.020  1.477
 077  C8   C10   aromatic  1.396  0.020  1.396
 077  C8   C14   aromatic  1.395  0.020  1.395
 077  O1   C20   single    1.418  0.020  1.418
 077  C10  C60   aromatic  1.386  0.020  1.386
 077  C11  C13   aromatic  1.392  0.020  1.392
 077  C11  C14   aromatic  1.387  0.020  1.387
 077  C12  C20   single    1.526  0.020  1.526
 077  C12  C16   single    1.530  0.020  1.530
 077  C20  C17   single    1.522  0.020  1.522
 077  C13  C60   aromatic  1.394  0.020  1.394
 077  C13  C16   single    1.502  0.020  1.502
 077  C17  C18   single    1.539  0.020  1.539
 077  C18  O3    deloc     1.248  0.020  1.248
 077  C18  O4    deloc     1.248  0.020  1.248
 077  C1   H1    single    0.930  0.020  1.080
 077  C3   H3    single    0.930  0.020  1.080
 077  C4   H4    single    0.930  0.020  1.080
 077  C2   H2    single    0.930  0.020  1.080
 077  C5   H5    single    0.930  0.020  1.080
 077  C10  H10   single    0.930  0.020  1.080
 077  C14  H14   single    0.930  0.020  1.080
 077  O1   HA    single    0.850  0.020  0.980
 077  C20  H20   single    0.970  0.020  1.090
 077  C60  H60   single    0.930  0.020  1.080
 077  C11  H11   single    0.930  0.020  1.080
 077  C12  H121  single    0.970  0.020  1.090
 077  C12  H122  single    0.970  0.020  1.090
 077  C16  H161  single    0.970  0.020  1.090
 077  C16  H162  single    0.970  0.020  1.090
 077  C17  H171  single    0.970  0.020  1.090
 077  C17  H172  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
 077  H1    C1   C4    120.11  3.000
 077  H1    C1   C3    119.61  3.000
 077  C4    C1   C3    120.27  3.000
 077  H2    C2   C6    119.81  3.000
 077  H2    C2   C5    119.28  3.000
 077  C6    C2   C5    120.90  3.000
 077  H3    C3   C6    119.82  3.000
 077  H3    C3   C1    119.28  3.000
 077  C6    C3   C1    120.89  3.000
 077  H4    C4   C5    120.30  3.000
 077  H4    C4   C1    120.28  3.000
 077  C5    C4   C1    119.42  3.000
 077  H5    C5   C4    120.13  3.000
 077  H5    C5   C2    119.60  3.000
 077  C4    C5   C2    120.26  3.000
 077  C8    C6   C3    120.82  3.000
 077  C8    C6   C2    120.93  3.000
 077  C3    C6   C2    118.26  3.000
 077  C14   C8   C10   117.84  3.000
 077  C14   C8   C6    121.10  3.000
 077  C10   C8   C6    121.06  3.000
 077  HA    O1   C20   107.82  3.000
 077  H10   C10  C60   119.17  3.000
 077  H10   C10  C8    119.84  3.000
 077  C60   C10  C8    120.97  3.000
 077  H11   C11  C14   119.25  3.000
 077  H11   C11  C13   119.51  3.000
 077  C14   C11  C13   121.25  3.000
 077  H122  C12  H121  106.21  3.000
 077  H122  C12  C16   109.19  3.000
 077  H121  C12  C16   109.57  3.000
 077  H122  C12  C20   108.46  3.000
 077  H121  C12  C20   109.64  3.000
 077  C16   C12  C20   113.50  3.000
 077  H20   C20  C17   108.55  3.000
 077  H20   C20  C12   108.44  3.000
 077  C17   C20  C12   111.65  3.000
 077  H20   C20  O1    105.17  3.000
 077  C17   C20  O1    111.09  3.000
 077  C12   C20  O1    111.64  3.000
 077  C16   C13  C60   120.92  3.000
 077  C16   C13  C11   121.29  3.000
 077  C60   C13  C11   117.76  3.000
 077  H14   C14  C11   119.08  3.000
 077  H14   C14  C8    119.96  3.000
 077  C11   C14  C8    120.96  3.000
 077  H60   C60  C13   119.56  3.000
 077  H60   C60  C10   119.22  3.000
 077  C13   C60  C10   121.22  3.000
 077  H162  C16  H161  106.83  3.000
 077  H162  C16  C13   109.75  3.000
 077  H161  C16  C13   109.62  3.000
 077  H162  C16  C12   109.46  3.000
 077  H161  C16  C12   109.26  3.000
 077  C13   C16  C12   111.79  3.000
 077  H172  C17  H171  106.27  3.000
 077  H172  C17  C18   110.72  3.000
 077  H171  C17  C18   108.27  3.000
 077  H172  C17  C20   109.59  3.000
 077  H171  C17  C20   108.58  3.000
 077  C18   C17  C20   113.14  3.000
 077  O4    C18  O3    126.33  3.000
 077  O4    C18  C17   117.35  3.000
 077  O3    C18  C17   116.31  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
 077  CONST_01  C2   C6   C3   C1      0.00   0.0  0
 077  CONST_02  C8   C6   C3   C1    180.00   0.0  0
 077  CONST_03  C2   C5   C4   C1      0.00   0.0  0
 077  CONST_06  C5   C4   C1   C3      0.00   0.0  0
 077  CONST_07  C5   C2   C6   C3      0.00   0.0  0
 077  CONST_10  C6   C3   C1   C4      0.00   0.0  0
 077  CONST_11  C6   C2   C5   C4      0.00   0.0  0
 077  CONST_12  C8   C6   C2   C5    180.00   0.0  0
 077  CONST_13  C60  C10  C8   C6    180.00   0.0  0
 077  CONST_14  C11  C14  C8   C6    180.00   0.0  0
 077  CONST_15  C13  C60  C10  C8      0.00   0.0  0
 077  CONST_16  C13  C11  C14  C8      0.00   0.0  0
 077  CONST_17  C11  C14  C8   C10     0.00   0.0  0
 077  CONST_18  C11  C13  C60  C10     0.00   0.0  0
 077  CONST_19  C60  C10  C8   C14     0.00   0.0  0
 077  CONST_20  C60  C13  C11  C14     0.00   0.0  0
 077  CONST_21  C16  C13  C60  C10   180.00   0.0  0
 077  CONST_22  C16  C13  C11  C14   180.00   0.0  0
 077  CONST_23  H5   C5   C4   C1    180.00   0.0  0
 077  CONST_24  H4   C4   C5   C2    180.00   0.0  0
 077  CONST_25  H3   C3   C6   C2    180.00   0.0  0
 077  CONST_26  H2   C2   C6   C3    180.00   0.0  0
 077  CONST_27  H1   C1   C4   C5    180.00   0.0  0
 077  CONST_28  H10  C10  C8   C6      0.00   0.0  0
 077  CONST_29  H14  C14  C8   C6      0.00   0.0  0
 077  CONST_30  H60  C60  C10  C8    180.00   0.0  0
 077  CONST_31  H11  C11  C14  C8    180.00   0.0  0
 077  Var_01    C12  C16  C13  C11    97.34  30.0  2
 077  Var_02    C13  C16  C12  C20  -176.62  30.0  3
 077  Var_03    O3   C18  C17  C20    49.66  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 077  chir_01  C20  O1  C12  C17  negativ

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
 077  plan-1  C1   0.020
 077  plan-1  C2   0.020
 077  plan-1  C3   0.020
 077  plan-1  C4   0.020
 077  plan-1  C5   0.020
 077  plan-1  C6   0.020
 077  plan-1  C8   0.020
 077  plan-1  H1   0.020
 077  plan-1  H3   0.020
 077  plan-1  H4   0.020
 077  plan-1  H2   0.020
 077  plan-1  H5   0.020
 077  plan-2  C6   0.020
 077  plan-2  C8   0.020
 077  plan-2  C10  0.020
 077  plan-2  C11  0.020
 077  plan-2  C13  0.020
 077  plan-2  C14  0.020
 077  plan-2  C60  0.020
 077  plan-2  C16  0.020
 077  plan-2  H10  0.020
 077  plan-2  H14  0.020
 077  plan-2  H60  0.020
 077  plan-2  H11  0.020
 077  plan-3  C17  0.020
 077  plan-3  C18  0.020
 077  plan-3  O3   0.020
 077  plan-3  O4   0.020

