# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 04:34:29 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: 5-methoxy-2-[[(1~{S})-1-(2-methoxyphenyl)ethyl]carbamoylamino]-4-(4-methylpentoxy)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1[C@H](C)NC(=O)Nc2cc(OCCCC(C)C)c(OC)cc2C(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
 H1H  H1H  '5-methoxy-2-[[(1~{S})-1-(2-methoxyphenyl)ethyl]carbamoylamino]-4-(4-methylpentoxy)benzoic acid'  ligand  63  32  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H1H
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
 H1H  C1   C  CR6    0   0.360  -2.8375  -0.4974  -0.0158
 H1H  C2   C  CR6    0   0.293  -3.5751  -1.6864  -0.1662
 H1H  C3   C  CR16   0  -0.429  -2.9298  -2.8884   0.0235
 H1H  C11  C  CH1    0  -0.232  -4.0595   5.5599  -0.3656
 H1H  C12  C  CH3    0  -0.652  -3.2798   6.8540  -0.1562
 H1H  C13  C  CH3    0  -0.659  -4.8224   5.6010  -1.6863
 H1H  C15  C  CH3    0  -0.433  -5.6517  -2.7077  -0.6509
 H1H  C17  C  C      0   0.730   1.4153  -0.8900   1.0363
 H1H  C20  C  CH1    0  -0.107   3.7875  -0.4907   1.5145
 H1H  C21  C  CR6    0   0.030   4.3170  -0.0171   0.1716
 H1H  C22  C  CH3    0  -0.674   4.8751  -1.2284   2.2918
 H1H  C23  C  CR6    0   0.356   5.0791   1.1590   0.0906
 H1H  C24  C  CR16   0  -0.381   5.5967   1.5815  -1.1309
 H1H  C25  C  CR16   0  -0.256   5.3660   0.8318  -2.2789
 H1H  C26  C  CR16   0  -0.269   4.6214  -0.3324  -2.2146
 H1H  C27  C  CR16   0  -0.300   4.1047  -0.7429  -0.9901
 H1H  C29  C  CH3    0  -0.436   5.9743   3.0467   1.2289
 H1H  C10  C  CH2    0  -0.409  -3.1165   4.3586  -0.2811
 H1H  C4   C  CR6    0  -0.247  -1.5739  -2.9724   0.3626
 H1H  C5   C  CR6    0   0.362  -0.8483  -1.7799   0.5146
 H1H  C6   C  CR16   0  -0.499  -1.4968  -0.5512   0.3209
 H1H  C8   C  CH2    0  -0.169  -2.8353   1.8800  -0.0939
 H1H  C9   C  CH2    0  -0.464  -3.8116   3.0038  -0.3691
 H1H  N16  N  NH1    0  -0.816   0.4936  -1.8775   0.8588
 H1H  N19  N  NH1    0  -0.691   2.6422  -1.3612   1.3911
 H1H  O14  O  O2     0  -0.472  -4.8814  -1.5376  -0.4899
 H1H  O18  O  O      0  -0.527   1.1999   0.3107   0.9103
 H1H  O28  O  O2     0  -0.472   5.2666   1.8248   1.2494
 H1H  O31  O  O      0  -0.611   0.2428  -4.4307   0.8606
 H1H  O32  O  OC    -1  -0.567  -1.7212  -5.3317   0.3651
 H1H  O7   O  O2     0  -0.472  -3.5198   0.6436  -0.2173
 H1H  H1   H  HCR6   0   0.272  -3.4669  -3.8204  -0.0864
 H1H  H2   H  HCH1   0   0.213  -4.7904   5.4682   0.4467
 H1H  H3   H  HCH3   0   0.212  -2.5296   6.9884  -0.9398
 H1H  H4   H  HCH3   0   0.225  -3.9378   7.7244  -0.1758
 H1H  H5   H  HCH3   0   0.223  -2.7582   6.8550   0.8028
 H1H  H6   H  HCH3   0   0.212  -4.1332   5.6441  -2.5339
 H1H  H7   H  HCH3   0   0.229  -5.4587   4.7254  -1.8222
 H1H  H8   H  HCH3   0   0.226  -5.4651   6.4816  -1.7381
 H1H  H9   H  HCH3   0   0.222  -5.6871  -3.3055   0.2646
 H1H  H10  H  HCH3   0   0.255  -6.6610  -2.3851  -0.8959
 H1H  H11  H  HCH3   0   0.222  -5.2777  -3.3378  -1.4633
 H1H  H12  H  HCH1   0   0.251   3.4803   0.3799   2.0963
 H1H  H13  H  HCH3   0   0.247   5.7567  -0.6017   2.4095
 H1H  H14  H  HCH3   0   0.242   4.5199  -1.5068   3.2846
 H1H  H15  H  HCH3   0   0.229   5.1779  -2.1360   1.7661
 H1H  H16  H  HCR6   0   0.276   6.1816   2.4885  -1.2056
 H1H  H17  H  HCR6   0   0.255   5.7730   1.1714  -3.2226
 H1H  H18  H  HCR6   0   0.248   4.4389  -0.9190  -3.1052
 H1H  H19  H  HCR6   0   0.242   3.5124  -1.6487  -0.9461
 H1H  H20  H  HCH3   0   0.259   5.9871   3.4136   2.2524
 H1H  H21  H  HCH3   0   0.227   7.0053   2.9177   0.8895
 H1H  H22  H  HCH3   0   0.228   5.4867   3.7915   0.5945
 H1H  H23  H  HCH2   0   0.213  -2.3658   4.4389  -1.0759
 H1H  H24  H  HCH2   0   0.220  -2.5638   4.4140   0.6635
 H1H  H25  H  HCR6   0   0.299  -0.9310   0.3570   0.4418
 H1H  H26  H  HCH2   0   0.219  -1.9984   1.9214  -0.8018
 H1H  H27  H  HCH2   0   0.219  -2.4165   1.9842   0.9140
 H1H  H28  H  HCH2   0   0.227  -4.6310   2.9623   0.3555
 H1H  H29  H  HCH2   0   0.233  -4.2521   2.8656  -1.3597
 H1H  H30  H  HNH1   0   0.413   0.7513  -2.8767   0.9593
 H1H  H31  H  HNH1   0   0.392   2.8044  -2.3551   1.4218
 H1H  C30  C  C      0   0.465  -0.9768  -4.3562   0.5422

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
 H1H  C13  C11  single    1.526  0.020  1.526
 H1H  C12  C11  single    1.525  0.020  1.525
 H1H  C11  C10  single    1.530  0.020  1.530
 H1H  C10  C9   single    1.525  0.020  1.525
 H1H  C9   C8   single    1.514  0.020  1.514
 H1H  C8   O7   single    1.419  0.020  1.419
 H1H  O7   C1   single    1.345  0.020  1.345
 H1H  O14  C15  single    1.410  0.020  1.410
 H1H  O14  C2   single    1.354  0.020  1.354
 H1H  C1   C2   aromatic  1.407  0.020  1.407
 H1H  C1   C6   aromatic  1.383  0.020  1.383
 H1H  C2   C3   aromatic  1.377  0.020  1.377
 H1H  C26  C25  aromatic  1.383  0.020  1.383
 H1H  C26  C27  aromatic  1.391  0.020  1.391
 H1H  C6   C5   aromatic  1.403  0.020  1.403
 H1H  C25  C24  aromatic  1.390  0.020  1.390
 H1H  O18  C17  double    1.226  0.020  1.226
 H1H  C3   C4   aromatic  1.400  0.020  1.400
 H1H  C27  C21  aromatic  1.386  0.020  1.386
 H1H  C24  C23  aromatic  1.392  0.020  1.392
 H1H  C5   C4   aromatic  1.404  0.020  1.404
 H1H  C5   N16  single    1.389  0.020  1.389
 H1H  C4   C30  single    1.518  0.020  1.518
 H1H  C21  C23  aromatic  1.404  0.020  1.404
 H1H  C21  C20  single    1.519  0.020  1.519
 H1H  C17  N16  single    1.362  0.020  1.362
 H1H  C17  N19  single    1.361  0.020  1.361
 H1H  C23  O28  single    1.350  0.020  1.350
 H1H  C20  N19  single    1.444  0.020  1.444
 H1H  C20  C22  single    1.527  0.020  1.527
 H1H  O31  C30  deloc     1.263  0.020  1.263
 H1H  O28  C29  single    1.412  0.020  1.412
 H1H  C30  O32  deloc     1.240  0.020  1.240
 H1H  C3   H1   single    0.930  0.020  1.080
 H1H  C11  H2   single    0.970  0.020  1.090
 H1H  C12  H3   single    0.970  0.020  1.090
 H1H  C12  H4   single    0.970  0.020  1.090
 H1H  C12  H5   single    0.970  0.020  1.090
 H1H  C13  H6   single    0.970  0.020  1.090
 H1H  C13  H7   single    0.970  0.020  1.090
 H1H  C13  H8   single    0.970  0.020  1.090
 H1H  C15  H9   single    0.970  0.020  1.090
 H1H  C15  H10  single    0.970  0.020  1.090
 H1H  C15  H11  single    0.970  0.020  1.090
 H1H  C20  H12  single    0.970  0.020  1.090
 H1H  C22  H13  single    0.970  0.020  1.090
 H1H  C22  H14  single    0.970  0.020  1.090
 H1H  C22  H15  single    0.970  0.020  1.090
 H1H  C24  H16  single    0.930  0.020  1.080
 H1H  C25  H17  single    0.930  0.020  1.080
 H1H  C26  H18  single    0.930  0.020  1.080
 H1H  C27  H19  single    0.930  0.020  1.080
 H1H  C29  H20  single    0.970  0.020  1.090
 H1H  C29  H21  single    0.970  0.020  1.090
 H1H  C29  H22  single    0.970  0.020  1.090
 H1H  C10  H23  single    0.970  0.020  1.090
 H1H  C10  H24  single    0.970  0.020  1.090
 H1H  C6   H25  single    0.930  0.020  1.080
 H1H  C8   H26  single    0.970  0.020  1.090
 H1H  C8   H27  single    0.970  0.020  1.090
 H1H  C9   H28  single    0.970  0.020  1.090
 H1H  C9   H29  single    0.970  0.020  1.090
 H1H  N16  H30  single    0.860  0.020  1.020
 H1H  N19  H31  single    0.860  0.020  1.020

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
 H1H  O7   C1   C6   124.14  3.000
 H1H  C6   C1   C2   120.08  3.000
 H1H  O7   C1   C2   115.78  3.000
 H1H  O14  C2   C3   125.51  3.000
 H1H  C3   C2   C1   118.49  3.000
 H1H  O14  C2   C1   116.00  3.000
 H1H  H1   C3   C4   116.99  3.000
 H1H  H1   C3   C2   120.36  3.000
 H1H  C4   C3   C2   122.65  3.000
 H1H  H2   C11  C10  107.72  3.000
 H1H  H2   C11  C13  108.07  3.000
 H1H  C10  C11  C13  112.16  3.000
 H1H  H2   C11  C12  108.06  3.000
 H1H  C10  C11  C12  110.10  3.000
 H1H  C13  C11  C12  110.59  3.000
 H1H  H5   C12  H4   107.65  3.000
 H1H  H5   C12  H3   107.56  3.000
 H1H  H4   C12  H3   107.63  3.000
 H1H  H5   C12  C11  111.44  3.000
 H1H  H4   C12  C11  111.47  3.000
 H1H  H3   C12  C11  110.90  3.000
 H1H  H8   C13  H7   107.35  3.000
 H1H  H8   C13  H6   107.61  3.000
 H1H  H7   C13  H6   107.62  3.000
 H1H  H8   C13  C11  110.94  3.000
 H1H  H7   C13  C11  112.20  3.000
 H1H  H6   C13  C11  110.91  3.000
 H1H  H11  C15  H10  108.71  3.000
 H1H  H11  C15  H9   108.52  3.000
 H1H  H10  C15  H9   108.70  3.000
 H1H  H11  C15  O14  112.09  3.000
 H1H  H10  C15  O14  106.65  3.000
 H1H  H9   C15  O14  112.06  3.000
 H1H  O18  C17  N19  121.60  3.000
 H1H  N19  C17  N16  113.13  3.000
 H1H  O18  C17  N16  125.27  3.000
 H1H  H12  C20  N19  107.66  3.000
 H1H  H12  C20  C22  108.33  3.000
 H1H  N19  C20  C22  108.49  3.000
 H1H  H12  C20  C21  108.71  3.000
 H1H  C22  C20  C21  110.63  3.000
 H1H  N19  C20  C21  112.88  3.000
 H1H  C27  C21  C23  118.26  3.000
 H1H  C23  C21  C20  120.09  3.000
 H1H  C27  C21  C20  121.62  3.000
 H1H  H15  C22  H14  108.45  3.000
 H1H  H15  C22  H13  107.83  3.000
 H1H  H14  C22  H13  108.22  3.000
 H1H  H15  C22  C20  110.74  3.000
 H1H  H14  C22  C20  110.77  3.000
 H1H  H13  C22  C20  110.73  3.000
 H1H  O28  C23  C24  123.50  3.000
 H1H  O28  C23  C21  116.05  3.000
 H1H  C24  C23  C21  120.44  3.000
 H1H  H16  C24  C25  119.00  3.000
 H1H  H16  C24  C23  121.06  3.000
 H1H  C25  C24  C23  119.94  3.000
 H1H  H17  C25  C26  120.46  3.000
 H1H  H17  C25  C24  119.23  3.000
 H1H  C26  C25  C24  120.31  3.000
 H1H  H18  C26  C27  120.13  3.000
 H1H  H18  C26  C25  120.58  3.000
 H1H  C27  C26  C25  119.29  3.000
 H1H  H19  C27  C26  119.05  3.000
 H1H  H19  C27  C21  119.18  3.000
 H1H  C26  C27  C21  121.76  3.000
 H1H  H22  C29  H21  108.72  3.000
 H1H  H22  C29  H20  108.76  3.000
 H1H  H21  C29  H20  108.72  3.000
 H1H  H22  C29  O28  111.99  3.000
 H1H  H21  C29  O28  112.03  3.000
 H1H  H20  C29  O28  106.51  3.000
 H1H  H24  C10  H23  106.01  3.000
 H1H  H24  C10  C9   108.94  3.000
 H1H  H23  C10  C9   109.60  3.000
 H1H  H24  C10  C11  108.59  3.000
 H1H  H23  C10  C11  108.94  3.000
 H1H  C9   C10  C11  114.43  3.000
 H1H  C5   C4   C30  123.93  3.000
 H1H  C30  C4   C3   117.67  3.000
 H1H  C5   C4   C3   118.40  3.000
 H1H  N16  C5   C6   122.86  3.000
 H1H  N16  C5   C4   117.80  3.000
 H1H  C6   C5   C4   119.34  3.000
 H1H  H25  C6   C5   118.70  3.000
 H1H  H25  C6   C1   120.25  3.000
 H1H  C5   C6   C1   121.05  3.000
 H1H  H27  C8   H26  107.35  3.000
 H1H  H27  C8   O7   110.31  3.000
 H1H  H26  C8   O7   110.17  3.000
 H1H  H27  C8   C9   110.06  3.000
 H1H  H26  C8   C9   110.29  3.000
 H1H  O7   C8   C9   108.66  3.000
 H1H  H29  C9   H28  107.07  3.000
 H1H  H29  C9   C8   109.32  3.000
 H1H  H28  C9   C8   109.53  3.000
 H1H  H29  C9   C10  110.38  3.000
 H1H  H28  C9   C10  109.67  3.000
 H1H  C8   C9   C10  110.79  3.000
 H1H  H30  N16  C5   109.39  3.000
 H1H  H30  N16  C17  121.18  3.000
 H1H  C5   N16  C17  129.42  3.000
 H1H  H31  N19  C20  117.67  3.000
 H1H  H31  N19  C17  119.64  3.000
 H1H  C20  N19  C17  121.90  3.000
 H1H  C15  O14  C2   117.59  3.000
 H1H  C29  O28  C23  118.95  3.000
 H1H  C8   O7   C1   118.79  3.000
 H1H  O32  C30  O31  124.72  3.000
 H1H  O32  C30  C4   117.66  3.000
 H1H  O31  C30  C4   117.62  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
 H1H  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 H1H  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 H1H  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 H1H  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 H1H  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 H1H  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 H1H  CONST_07  C25  C26  C27  C21     0.00   0.0  0
 H1H  CONST_08  C25  C24  C23  C21     0.00   0.0  0
 H1H  CONST_09  C26  C25  C24  C23     0.00   0.0  0
 H1H  CONST_10  C26  C27  C21  C23     0.00   0.0  0
 H1H  CONST_11  C27  C26  C25  C24     0.00   0.0  0
 H1H  CONST_12  C27  C21  C23  C24     0.00   0.0  0
 H1H  CONST_13  N16  C5   C6   C1    180.00   0.0  0
 H1H  CONST_14  C30  C4   C3   C2    180.00   0.0  0
 H1H  CONST_15  O7   C1   C2   C3    180.00   0.0  0
 H1H  CONST_16  N16  C5   C4   C3    180.00   0.0  0
 H1H  CONST_17  C26  C27  C21  C20   180.00   0.0  0
 H1H  CONST_18  C24  C23  C21  C20   180.00   0.0  0
 H1H  CONST_19  O28  C23  C24  C25   180.00   0.0  0
 H1H  CONST_20  O28  C23  C21  C27   180.00   0.0  0
 H1H  CONST_21  C6   C5   C4   C30   180.00   0.0  0
 H1H  CONST_22  O14  C2   C3   C4    180.00   0.0  0
 H1H  CONST_23  O7   C1   C6   C5    180.00   0.0  0
 H1H  CONST_24  O14  C2   C1   C6    180.00   0.0  0
 H1H  CONST_25  H1   C3   C2   C1    180.00   0.0  0
 H1H  CONST_26  H25  C6   C1   C2    180.00   0.0  0
 H1H  CONST_27  H18  C26  C27  C21   180.00   0.0  0
 H1H  CONST_28  H16  C24  C23  C21   180.00   0.0  0
 H1H  CONST_29  H17  C25  C24  C23   180.00   0.0  0
 H1H  CONST_30  H19  C27  C21  C23   180.00   0.0  0
 H1H  CONST_31  C6   C5   N16  C17     0.00   0.0  0
 H1H  CONST_32  C4   C5   N16  C17   180.00   0.0  0
 H1H  CONST_33  H30  N16  C5   C4      0.00   0.0  0
 H1H  CONST_34  O18  C17  N16  C5      0.00   0.0  0
 H1H  CONST_35  N19  C17  N16  C5    180.00   0.0  0
 H1H  CONST_36  O18  C17  N19  C20     0.00   0.0  0
 H1H  CONST_37  N16  C17  N19  C20   180.00   0.0  0
 H1H  CONST_38  H31  N19  C17  O18   180.00   0.0  0
 H1H  Var_01    O31  C30  C4   C3   -179.34  30.0  2
 H1H  Var_02    C9   C8   O7   C1    179.86  30.0  1
 H1H  Var_03    H9   C15  O14  C2     60.63  30.0  3
 H1H  Var_04    H20  C29  O28  C23   178.81  30.0  3
 H1H  Var_05    C8   C9   C10  C11  -172.47  30.0  3
 H1H  Var_06    C9   C10  C11  C12   175.49  30.0  3
 H1H  Var_07    O7   C8   C9   C10  -178.68  30.0  3
 H1H  Var_08    H6   C13  C11  C12    64.63  30.0  3
 H1H  Var_09    H3   C12  C11  C13   -62.34  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
 H1H  chir_01  C20  C21  N19  C22  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
 H1H  plan-1  C1   0.020
 H1H  plan-1  C2   0.020
 H1H  plan-1  C3   0.020
 H1H  plan-1  C4   0.020
 H1H  plan-1  C5   0.020
 H1H  plan-1  C6   0.020
 H1H  plan-1  N16  0.020
 H1H  plan-1  O14  0.020
 H1H  plan-1  O7   0.020
 H1H  plan-1  H1   0.020
 H1H  plan-1  H25  0.020
 H1H  plan-1  C30  0.020
 H1H  plan-2  C20  0.020
 H1H  plan-2  C21  0.020
 H1H  plan-2  C23  0.020
 H1H  plan-2  C24  0.020
 H1H  plan-2  C25  0.020
 H1H  plan-2  C26  0.020
 H1H  plan-2  C27  0.020
 H1H  plan-2  O28  0.020
 H1H  plan-2  H16  0.020
 H1H  plan-2  H17  0.020
 H1H  plan-2  H18  0.020
 H1H  plan-2  H19  0.020
 H1H  plan-3  C17  0.020
 H1H  plan-3  C20  0.020
 H1H  plan-3  C5   0.020
 H1H  plan-3  N16  0.020
 H1H  plan-3  N19  0.020
 H1H  plan-3  O18  0.020
 H1H  plan-3  H30  0.020
 H1H  plan-3  H31  0.020
 H1H  plan-4  C4   0.020
 H1H  plan-4  O31  0.020
 H1H  plan-4  O32  0.020
 H1H  plan-4  C30  0.020

