# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 01:27:33 2020
#   Inital geometry file: a 167 line input string
#   Ligand name: (2S)-2-[4-(2-{[(2,4-difluorophenyl)carbamoyl](heptyl)amino}ethyl)phenoxy]-2-methylbutanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCN(CCc1ccc(O[C@@](C)(CC)C(O)=O)cc1)C(=O)Nc2ccc(F)cc2F
#
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
 331  331  '(2S)-2-[4-(2-{[(2,4-difluorophenyl)carbamoyl](heptyl)amino}ethyl)phenoxy]-2-methylbutanoic acid'  ligand  71  35  .  2021-08-04  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_331
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
 331  C1   C  CR6   0   0.178  -2.1248   0.3361  -4.3902
 331  N2   N  NH1   0  -0.784  -1.1066   0.6877  -3.4990
 331  C3   C  CR6   0   0.508  -1.7994  -0.3237  -5.5707
 331  C4   C  CR16  0  -0.263  -3.4661   0.6440  -4.1794
 331  C5   C  C     0   0.735  -1.1558   0.3972  -2.1537
 331  C6   C  CR16  0  -0.561  -2.7353  -0.6691  -6.5237
 331  F7   F  F     0  -0.305  -0.5131  -0.6257  -5.7968
 331  C8   C  CR16  0  -0.425  -4.4382   0.2897  -5.1027
 331  N9   N  NT    0  -0.485  -0.0339   0.6768  -1.4438
 331  O10  O  O     0  -0.527  -2.1627  -0.0728  -1.6409
 331  C11  C  CR6   0   0.533  -4.0547  -0.3583  -6.2601
 331  C12  C  CH2   0  -0.301  -0.0328   0.4003  -0.0187
 331  C13  C  CH2   0  -0.366   1.2052   1.1715  -2.0216
 331  F14  F  F     0  -0.311  -4.9849  -0.6959  -7.1638
 331  C15  C  CH2   0  -0.512  -0.5759   1.5718   0.8033
 331  C16  C  CH2   0  -0.418   2.0771   0.0622  -2.6027
 331  C17  C  CR6   0   0.123  -0.5113   1.2848   2.2760
 331  C18  C  CH2   0  -0.419   3.4220   0.5714  -3.1019
 331  C19  C  CR16  0  -0.299  -1.4112   0.4006   2.8672
 331  C20  C  CR16  0  -0.318   0.4561   1.8686   3.0878
 331  C21  C  CH2   0  -0.412   4.2743  -0.5356  -3.7114
 331  C22  C  CR16  0  -0.302  -1.3384   0.0889   4.2166
 331  C23  C  CR16  0  -0.293   0.5290   1.5796   4.4431
 331  C24  C  CH2   0  -0.407   5.6437  -0.0596  -4.1780
 331  C25  C  CR6   0   0.317  -0.3571   0.6711   5.0124
 331  C26  C  CH2   0  -0.420   6.4801  -1.1691  -4.8053
 331  O27  O  O2    0  -0.509  -0.3404   0.4378   6.3605
 331  C28  C  CH3   0  -0.662   7.8523  -0.6925  -5.2605
 331  C29  C  CT    0   0.100   0.5835  -0.4752   6.9382
 331  C30  C  C     0   0.549   0.0702  -1.9025   6.7312
 331  C31  C  CH2   0  -0.433   0.5647  -0.1692   8.4454
 331  C32  C  CH3   0  -0.691   2.0052  -0.3212   6.4026
 331  O33  O  OH1   0  -0.589   0.9569  -2.8024   7.1346
 331  O34  O  O     0  -0.426  -1.0151  -2.1919   6.3014
 331  C35  C  CH3   0  -0.675  -0.7859  -0.3293   9.1296
 331  H36  H  HNH1  0   0.412  -0.2341   0.9633  -3.9168
 331  H37  H  HCR6  0   0.284  -3.7584   1.1742  -3.2855
 331  H38  H  HCR6  0   0.306  -2.4415  -1.1768  -7.4331
 331  H39  H  HCR6  0   0.287  -5.4776   0.5284  -4.9235
 331  H40  H  HCH2  0   0.256  -0.6103  -0.4999   0.1896
 331  H41  H  HCH2  0   0.256   0.9958   0.1860   0.2780
 331  H42  H  HCH2  0   0.269   1.7492   1.6851  -1.2264
 331  H43  H  HCH2  0   0.254   1.0073   1.9466  -2.7668
 331  H44  H  HCH2  0   0.247  -0.0022   2.4724   0.5699
 331  H45  H  HCH2  0   0.252  -1.6082   1.7637   0.5015
 331  H46  H  HCH2  0   0.213   1.5487  -0.4388  -3.4207
 331  H47  H  HCH2  0   0.232   2.2344  -0.6998  -1.8333
 331  H48  H  HCH2  0   0.216   3.9652   1.0360  -2.2720
 331  H49  H  HCH2  0   0.216   3.2662   1.3606  -3.8453
 331  H50  H  HCR6  0   0.249  -2.1888  -0.0544   2.2642
 331  H51  H  HCR6  0   0.249   1.1587   2.5749   2.6611
 331  H52  H  HCH2  0   0.209   3.7369  -0.9795  -4.5566
 331  H53  H  HCH2  0   0.210   4.4006  -1.3390  -2.9776
 331  H54  H  HCR6  0   0.261  -2.0530  -0.5919   4.6560
 331  H55  H  HCR6  0   0.261   1.2669   2.0761   5.0588
 331  H56  H  HCH2  0   0.207   6.1883   0.3690  -3.3293
 331  H57  H  HCH2  0   0.207   5.5207   0.7536  -4.9017
 331  H58  H  HCH2  0   0.210   5.9374  -1.5904  -5.6573
 331  H59  H  HCH2  0   0.211   6.5943  -1.9856  -4.0856
 331  H60  H  HCH3  0   0.226   8.4346  -1.5038  -5.6989
 331  H61  H  HCH3  0   0.216   7.7660   0.0953  -6.0108
 331  H62  H  HCH3  0   0.215   8.4271  -0.2881  -4.4250
 331  H63  H  HCH2  0   0.249   0.9204   0.8575   8.5631
 331  H64  H  HCH2  0   0.242   1.3040  -0.8056   8.9347
 331  H65  H  HCH3  0   0.249   2.3465   0.7045   6.5445
 331  H66  H  HCH3  0   0.263   2.6869  -0.9679   6.9509
 331  H67  H  HCH3  0   0.254   2.0899  -0.5679   5.3446
 331  H33  H  HOH1  0   0.484   0.5899  -3.6946   7.0394
 331  H69  H  HCH3  0   0.240  -0.7055  -0.0266  10.1734
 331  H70  H  HCH3  0   0.232  -1.5543   0.2876   8.6660
 331  H71  H  HCH3  0   0.226  -1.1346  -1.3631   9.1236

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
 331  C1   N2   single    1.398  0.020  1.398
 331  C1   C3   aromatic  1.391  0.020  1.391
 331  C1   C4   aromatic  1.392  0.020  1.392
 331  N2   C5   single    1.377  0.020  1.377
 331  N2   H36  single    0.860  0.020  1.020
 331  C3   C6   aromatic  1.380  0.020  1.380
 331  C3   F7   single    1.341  0.020  1.341
 331  C4   C8   aromatic  1.387  0.020  1.387
 331  C4   H37  single    0.930  0.020  1.080
 331  C5   N9   single    1.357  0.020  1.357
 331  C5   O10  double    1.224  0.020  1.224
 331  C6   C11  aromatic  1.381  0.020  1.381
 331  C6   H38  single    0.930  0.020  1.080
 331  C8   C11  aromatic  1.381  0.020  1.381
 331  C8   H39  single    0.930  0.020  1.080
 331  N9   C12  single    1.452  0.020  1.452
 331  N9   C13  single    1.454  0.020  1.454
 331  C11  F14  single    1.340  0.020  1.340
 331  C12  C15  single    1.531  0.020  1.531
 331  C12  H40  single    0.970  0.020  1.090
 331  C12  H41  single    0.970  0.020  1.090
 331  C13  C16  single    1.526  0.020  1.526
 331  C13  H42  single    0.970  0.020  1.090
 331  C13  H43  single    0.970  0.020  1.090
 331  C15  C17  single    1.502  0.020  1.502
 331  C15  H44  single    0.970  0.020  1.090
 331  C15  H45  single    0.970  0.020  1.090
 331  C16  C18  single    1.522  0.020  1.522
 331  C16  H46  single    0.970  0.020  1.090
 331  C16  H47  single    0.970  0.020  1.090
 331  C17  C19  aromatic  1.393  0.020  1.393
 331  C17  C20  aromatic  1.391  0.020  1.391
 331  C18  C21  single    1.524  0.020  1.524
 331  C18  H48  single    0.970  0.020  1.090
 331  C18  H49  single    0.970  0.020  1.090
 331  C19  C22  aromatic  1.387  0.020  1.387
 331  C19  H50  single    0.930  0.020  1.080
 331  C20  C23  aromatic  1.388  0.020  1.388
 331  C20  H51  single    0.930  0.020  1.080
 331  C21  C24  single    1.523  0.020  1.523
 331  C21  H52  single    0.970  0.020  1.090
 331  C21  H53  single    0.970  0.020  1.090
 331  C22  C25  aromatic  1.391  0.020  1.391
 331  C22  H54  single    0.930  0.020  1.080
 331  C23  C25  aromatic  1.391  0.020  1.391
 331  C23  H55  single    0.930  0.020  1.080
 331  C24  C26  single    1.524  0.020  1.524
 331  C24  H56  single    0.970  0.020  1.090
 331  C24  H57  single    0.970  0.020  1.090
 331  C25  O27  single    1.368  0.020  1.368
 331  C26  C28  single    1.522  0.020  1.522
 331  C26  H58  single    0.970  0.020  1.090
 331  C26  H59  single    0.970  0.020  1.090
 331  O27  C29  single    1.422  0.020  1.422
 331  C28  H60  single    0.970  0.020  1.090
 331  C28  H61  single    0.970  0.020  1.090
 331  C28  H62  single    0.970  0.020  1.090
 331  C29  C30  single    1.531  0.020  1.531
 331  C29  C31  single    1.538  0.020  1.538
 331  C29  C32  single    1.527  0.020  1.527
 331  C30  O33  single    1.326  0.020  1.326
 331  C30  O34  double    1.203  0.020  1.203
 331  C31  C35  single    1.522  0.020  1.522
 331  C31  H63  single    0.970  0.020  1.090
 331  C31  H64  single    0.970  0.020  1.090
 331  C32  H65  single    0.970  0.020  1.090
 331  C32  H66  single    0.970  0.020  1.090
 331  C32  H67  single    0.970  0.020  1.090
 331  O33  H33  single    0.850  0.020  0.980
 331  C35  H69  single    0.970  0.020  1.090
 331  C35  H70  single    0.970  0.020  1.090
 331  C35  H71  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
 331  C4   C1   C3   117.31  3.000
 331  C4   C1   N2   123.34  3.000
 331  C3   C1   N2   119.33  3.000
 331  H36  N2   C5   119.64  3.000
 331  H36  N2   C1   115.84  3.000
 331  C5   N2   C1   122.93  3.000
 331  F7   C3   C6   118.56  3.000
 331  F7   C3   C1   118.32  3.000
 331  C6   C3   C1   123.11  3.000
 331  H37  C4   C8   119.14  3.000
 331  H37  C4   C1   119.65  3.000
 331  C8   C4   C1   121.20  3.000
 331  O10  C5   N9   122.70  3.000
 331  O10  C5   N2   121.31  3.000
 331  N9   C5   N2   115.98  3.000
 331  H38  C6   C11  121.70  3.000
 331  H38  C6   C3   120.92  3.000
 331  C11  C6   C3   117.38  3.000
 331  H39  C8   C11  120.63  3.000
 331  H39  C8   C4   120.47  3.000
 331  C11  C8   C4   118.90  3.000
 331  C13  N9   C12  117.02  3.000
 331  C13  N9   C5   124.53  3.000
 331  C12  N9   C5   118.36  3.000
 331  F14  C11  C8   119.38  3.000
 331  F14  C11  C6   118.54  3.000
 331  C8   C11  C6   122.08  3.000
 331  H41  C12  H40  106.57  3.000
 331  H41  C12  C15  109.79  3.000
 331  H40  C12  C15  109.97  3.000
 331  H41  C12  N9   107.75  3.000
 331  H40  C12  N9   110.16  3.000
 331  C15  C12  N9   112.40  3.000
 331  H43  C13  H42  104.66  3.000
 331  H43  C13  C16  111.06  3.000
 331  H42  C13  C16  109.55  3.000
 331  H43  C13  N9   110.97  3.000
 331  H42  C13  N9   107.17  3.000
 331  C16  C13  N9   113.02  3.000
 331  H45  C15  H44  106.99  3.000
 331  H45  C15  C17  110.19  3.000
 331  H44  C15  C17  110.14  3.000
 331  H45  C15  C12  108.75  3.000
 331  H44  C15  C12  109.25  3.000
 331  C17  C15  C12  111.41  3.000
 331  H47  C16  H46  106.02  3.000
 331  H47  C16  C18  109.67  3.000
 331  H46  C16  C18  109.53  3.000
 331  H47  C16  C13  108.70  3.000
 331  H46  C16  C13  109.96  3.000
 331  C18  C16  C13  112.74  3.000
 331  C20  C17  C19  117.89  3.000
 331  C20  C17  C15  121.46  3.000
 331  C19  C17  C15  120.64  3.000
 331  H49  C18  H48  106.21  3.000
 331  H49  C18  C21  109.36  3.000
 331  H48  C18  C21  109.50  3.000
 331  H49  C18  C16  109.75  3.000
 331  H48  C18  C16  109.36  3.000
 331  C21  C18  C16  112.47  3.000
 331  H50  C19  C22  118.98  3.000
 331  H50  C19  C17  119.57  3.000
 331  C22  C19  C17  121.44  3.000
 331  H51  C20  C23  119.09  3.000
 331  H51  C20  C17  119.64  3.000
 331  C23  C20  C17  121.26  3.000
 331  H53  C21  H52  106.03  3.000
 331  H53  C21  C24  109.31  3.000
 331  H52  C21  C24  109.35  3.000
 331  H53  C21  C18  109.23  3.000
 331  H52  C21  C18  109.18  3.000
 331  C24  C21  C18  113.47  3.000
 331  H54  C22  C25  119.84  3.000
 331  H54  C22  C19  120.18  3.000
 331  C25  C22  C19  119.98  3.000
 331  H55  C23  C25  120.10  3.000
 331  H55  C23  C20  119.74  3.000
 331  C25  C23  C20  120.15  3.000
 331  H57  C24  H56  106.08  3.000
 331  H57  C24  C26  109.27  3.000
 331  H56  C24  C26  109.31  3.000
 331  H57  C24  C21  109.47  3.000
 331  H56  C24  C21  109.39  3.000
 331  C26  C24  C21  113.08  3.000
 331  O27  C25  C23  120.46  3.000
 331  O27  C25  C22  120.06  3.000
 331  C23  C25  C22  119.25  3.000
 331  H59  C26  H58  106.05  3.000
 331  H59  C26  C28  109.64  3.000
 331  H58  C26  C28  109.55  3.000
 331  H59  C26  C24  109.25  3.000
 331  H58  C26  C24  109.17  3.000
 331  C28  C26  C24  112.94  3.000
 331  C29  O27  C25  121.19  3.000
 331  H62  C28  H61  107.48  3.000
 331  H62  C28  H60  107.58  3.000
 331  H61  C28  H60  107.63  3.000
 331  H62  C28  C26  111.20  3.000
 331  H61  C28  C26  111.12  3.000
 331  H60  C28  C26  111.63  3.000
 331  C32  C29  C31  109.57  3.000
 331  C32  C29  C30  111.03  3.000
 331  C31  C29  C30  108.29  3.000
 331  C32  C29  O27  113.44  3.000
 331  C31  C29  O27  105.22  3.000
 331  C30  C29  O27  109.02  3.000
 331  O34  C30  O33  123.28  3.000
 331  O34  C30  C29  125.12  3.000
 331  O33  C30  C29  111.55  3.000
 331  H64  C31  H63  106.20  3.000
 331  H64  C31  C35  109.77  3.000
 331  H63  C31  C35  109.82  3.000
 331  H64  C31  C29  108.37  3.000
 331  H63  C31  C29  106.77  3.000
 331  C35  C31  C29  115.49  3.000
 331  H67  C32  H66  107.82  3.000
 331  H67  C32  H65  108.37  3.000
 331  H66  C32  H65  107.31  3.000
 331  H67  C32  C29  112.95  3.000
 331  H66  C32  C29  110.28  3.000
 331  H65  C32  C29  109.92  3.000
 331  H33  O33  C30  109.97  3.000
 331  H71  C35  H70  107.99  3.000
 331  H71  C35  H69  106.98  3.000
 331  H70  C35  H69  107.61  3.000
 331  H71  C35  C31  112.38  3.000
 331  H70  C35  C31  112.03  3.000
 331  H69  C35  C31  109.62  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
 331  CONST_01  C11  C6   C3   C1      0.00   0.0  0
 331  CONST_02  C11  C8   C4   C1      0.00   0.0  0
 331  CONST_03  C8   C4   C1   C3      0.00   0.0  0
 331  CONST_04  C8   C11  C6   C3      0.00   0.0  0
 331  CONST_05  C6   C3   C1   C4      0.00   0.0  0
 331  CONST_06  C6   C11  C8   C4      0.00   0.0  0
 331  CONST_07  C25  C22  C19  C17     0.00   0.0  0
 331  CONST_08  C25  C23  C20  C17     0.00   0.0  0
 331  CONST_09  C23  C20  C17  C19     0.00   0.0  0
 331  CONST_10  C23  C25  C22  C19     0.00   0.0  0
 331  CONST_11  C22  C19  C17  C20     0.00   0.0  0
 331  CONST_12  C22  C25  C23  C20     0.00   0.0  0
 331  CONST_13  C6   C3   C1   N2    180.00   0.0  0
 331  CONST_14  C8   C4   C1   N2    180.00   0.0  0
 331  CONST_15  F14  C11  C6   C3    180.00   0.0  0
 331  CONST_16  F7   C3   C1   C4    180.00   0.0  0
 331  CONST_17  F14  C11  C8   C4    180.00   0.0  0
 331  CONST_18  C11  C6   C3   F7    180.00   0.0  0
 331  CONST_19  C22  C19  C17  C15   180.00   0.0  0
 331  CONST_20  C23  C20  C17  C15   180.00   0.0  0
 331  CONST_21  O27  C25  C22  C19   180.00   0.0  0
 331  CONST_22  O27  C25  C23  C20   180.00   0.0  0
 331  CONST_23  H38  C6   C3   C1    180.00   0.0  0
 331  CONST_24  H39  C8   C4   C1    180.00   0.0  0
 331  CONST_25  H37  C4   C1   C3    180.00   0.0  0
 331  CONST_26  H54  C22  C19  C17   180.00   0.0  0
 331  CONST_27  H55  C23  C20  C17   180.00   0.0  0
 331  CONST_28  H51  C20  C17  C19   180.00   0.0  0
 331  CONST_29  H50  C19  C17  C20   180.00   0.0  0
 331  CONST_33  O10  C5   N2   C1      0.00   0.0  0
 331  CONST_34  N9   C5   N2   C1    180.00   0.0  0
 331  CONST_35  C12  N9   C5   O10     0.00   0.0  0
 331  CONST_36  C13  N9   C5   O10   180.00   0.0  0
 331  CONST_37  C12  N9   C5   N2    180.00   0.0  0
 331  CONST_38  C13  N9   C5   N2      0.00   0.0  0
 331  CONST_39  H33  O33  C30  C29   180.00   0.0  0
 331  Var_01    C19  C17  C15  C12   -74.46  30.0  2
 331  Var_02    C17  C15  C12  N9   -177.62  30.0  3
 331  Var_03    C15  C12  N9   C5    -87.48  30.0  3
 331  Var_04    C16  C13  N9   C5    -82.56  30.0  3
 331  Var_05    C18  C16  C13  N9   -175.26  30.0  3
 331  Var_06    C21  C18  C16  C13  -178.62  30.0  3
 331  Var_07    C24  C21  C18  C16  -178.14  30.0  3
 331  Var_08    C26  C24  C21  C18  -179.12  30.0  3
 331  Var_09    C28  C26  C24  C21  -179.55  30.0  3
 331  Var_10    H60  C28  C26  C24   179.59  30.0  3
 331  Var_11    H69  C35  C31  C29  -176.26  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
 331  chir_01  C29  C30  C31  C32  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
 331  plan-1  C1   0.020
 331  plan-1  N2   0.020
 331  plan-1  C3   0.020
 331  plan-1  C4   0.020
 331  plan-1  C6   0.020
 331  plan-1  F7   0.020
 331  plan-1  C8   0.020
 331  plan-1  C11  0.020
 331  plan-1  F14  0.020
 331  plan-1  H37  0.020
 331  plan-1  H38  0.020
 331  plan-1  H39  0.020
 331  plan-2  C15  0.020
 331  plan-2  C17  0.020
 331  plan-2  C19  0.020
 331  plan-2  C20  0.020
 331  plan-2  C22  0.020
 331  plan-2  C23  0.020
 331  plan-2  C25  0.020
 331  plan-2  O27  0.020
 331  plan-2  H50  0.020
 331  plan-2  H51  0.020
 331  plan-2  H54  0.020
 331  plan-2  H55  0.020
 331  plan-3  C1   0.020
 331  plan-3  N2   0.020
 331  plan-3  C5   0.020
 331  plan-3  N9   0.020
 331  plan-3  O10  0.020
 331  plan-3  C12  0.020
 331  plan-3  C13  0.020
 331  plan-3  H36  0.020
 331  plan-4  C29  0.020
 331  plan-4  C30  0.020
 331  plan-4  O33  0.020
 331  plan-4  O34  0.020
 331  plan-4  H33  0.020

