# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 20:35:37 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  64  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   0.383  -2.8214  -0.2601  -0.3353
 H1H  C2   C  CR6   0   0.309  -3.4969  -1.4578  -0.6629
 H1H  C3   C  CR16  0  -0.413  -2.7707  -2.6180  -0.7366
 H1H  C11  C  CH1   0  -0.234  -4.5945   5.5998   0.5609
 H1H  C12  C  CH3   0  -0.651  -4.0076   6.8442   1.2201
 H1H  C13  C  CH3   0  -0.659  -5.1072   5.9380  -0.8360
 H1H  C15  C  CH3   0  -0.440  -5.5488  -2.5231  -1.1559
 H1H  C17  C  C     0   0.753   1.4321  -0.5147   0.6801
 H1H  C20  C  CH1   0  -0.113   3.7410  -0.0573   1.4088
 H1H  C21  C  CR6   0  -0.014   5.0546  -0.2886   0.6925
 H1H  C22  C  CH3   0  -0.666   3.7946  -0.3006   2.9128
 H1H  C23  C  CR6   0   0.379   5.2804   0.3274  -0.5518
 H1H  C24  C  CR16  0  -0.385   6.4778   0.1177  -1.2303
 H1H  C25  C  CR16  0  -0.250   7.4495  -0.7138  -0.6850
 H1H  C26  C  CR16  0  -0.270   7.2389  -1.3344   0.5329
 H1H  C27  C  CR16  0  -0.296   6.0427  -1.1140   1.2081
 H1H  C29  C  CH3   0  -0.436   4.4807   1.8080  -2.2298
 H1H  C10  C  CH2   0  -0.409  -3.5532   4.4787   0.5380
 H1H  C4   C  CR6   0  -0.211  -1.3839  -2.6505  -0.4871
 H1H  C5   C  CR6   0   0.406  -0.7185  -1.4564  -0.1469
 H1H  C6   C  CR16  0  -0.493  -1.4631  -0.2702  -0.0838
 H1H  C8   C  CH2   0  -0.176  -3.0064   2.0738   0.0997
 H1H  C9   C  CH2   0  -0.464  -4.0921   3.1281   0.0809
 H1H  N16  N  NH1   0  -0.816   0.6447  -1.4763   0.0833
 H1H  N19  N  NH1   0  -0.676   2.7276  -0.8852   0.7743
 H1H  O14  O  O2    0  -0.466  -4.8231  -1.3444  -0.8748
 H1H  O18  O  O     0  -0.523   1.0169   0.5622   1.0859
 H1H  O28  O  O2    0  -0.462   4.2889   1.1096  -1.0162
 H1H  O31  O  O     0  -0.480   0.5307  -4.0767  -0.4442
 H1H  O32  O  OH1   0  -0.593  -1.4633  -4.9635  -0.8397
 H1H  O7   O  O2    0  -0.461  -3.5829   0.8346  -0.2979
 H1H  H1   H  HCR6  0   0.295  -3.2686  -3.5407  -0.9943
 H1H  H2   H  HCH1  0   0.213  -5.4430   5.2591   1.1670
 H1H  H3   H  HCH3  0   0.213  -3.1381   7.2007   0.6621
 H1H  H4   H  HCH3  0   0.225  -4.7339   7.6581   1.2560
 H1H  H5   H  HCH3  0   0.224  -3.6851   6.6430   2.2432
 H1H  H6   H  HCH3  0   0.212  -4.2888   6.2891  -1.4703
 H1H  H7   H  HCH3  0   0.228  -5.5647   5.0813  -1.3315
 H1H  H8   H  HCH3  0   0.227  -5.8570   6.7294  -0.7962
 H1H  H9   H  HCH3  0   0.228  -5.4696  -3.2528  -0.3454
 H1H  H10  H  HCH3  0   0.261  -6.5894  -2.2277  -1.2631
 H1H  H11  H  HCH3  0   0.227  -5.2208  -2.9961  -2.0858
 H1H  H12  H  HCH1  0   0.259   3.4500   0.9822   1.2528
 H1H  H13  H  HCH3  0   0.235   4.5665   0.3121   3.3794
 H1H  H14  H  HCH3  0   0.245   2.8378  -0.0333   3.3604
 H1H  H15  H  HCH3  0   0.227   3.9917  -1.3453   3.1543
 H1H  H16  H  HCR6  0   0.278   6.6703   0.5887  -2.1845
 H1H  H17  H  HCR6  0   0.258   8.3749  -0.8674  -1.2250
 H1H  H18  H  HCR6  0   0.252   7.9922  -1.9820   0.9606
 H1H  H19  H  HCR6  0   0.255   5.8862  -1.5981   2.1633
 H1H  H20  H  HCH3  0   0.260   3.5784   2.3917  -2.3945
 H1H  H21  H  HCH3  0   0.229   5.3366   2.4857  -2.1800
 H1H  H22  H  HCH3  0   0.228   4.6194   1.1291  -3.0753
 H1H  H23  H  HCH2  0   0.212  -2.7183   4.7840  -0.1042
 H1H  H24  H  HCH2  0   0.222  -3.1362   4.3692   1.5447
 H1H  H25  H  HCR6  0   0.311  -0.9556   0.6463   0.1625
 H1H  H26  H  HCH2  0   0.227  -2.1979   2.3524  -0.5853
 H1H  H27  H  HCH2  0   0.227  -2.5753   1.9790   1.1028
 H1H  H28  H  HCH2  0   0.230  -4.9120   2.8215   0.7372
 H1H  H29  H  HCH2  0   0.235  -4.5010   3.1992  -0.9301
 H1H  H30  H  HNH1  0   0.418   1.0593  -2.3879  -0.0836
 H1H  H31  H  HNH1  0   0.396   3.0258  -1.7780   0.4149
 H1H  H32  H  HOH1  0   0.489  -0.9349  -5.7736  -0.8905
 H1H  C30  C  C     0   0.578  -0.6728  -3.9311  -0.5819

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    1.526  0.020  1.526
 H1H  C11  C10  single    1.530  0.020  1.530
 H1H  C10  C9   single    1.524  0.020  1.524
 H1H  C9   C8   single    1.513  0.020  1.513
 H1H  C8   O7   single    1.423  0.020  1.423
 H1H  O7   C1   single    1.334  0.020  1.334
 H1H  O14  C15  single    1.412  0.020  1.412
 H1H  O14  C2   single    1.348  0.020  1.348
 H1H  C1   C2   aromatic  1.414  0.020  1.414
 H1H  C1   C6   aromatic  1.381  0.020  1.381
 H1H  C2   C3   aromatic  1.371  0.020  1.371
 H1H  C26  C25  aromatic  1.383  0.020  1.383
 H1H  C26  C27  aromatic  1.391  0.020  1.391
 H1H  C6   C5   aromatic  1.402  0.020  1.402
 H1H  C25  C24  aromatic  1.390  0.020  1.390
 H1H  O18  C17  double    1.223  0.020  1.223
 H1H  C3   C4   aromatic  1.409  0.020  1.409
 H1H  C27  C21  aromatic  1.387  0.020  1.387
 H1H  C24  C23  aromatic  1.392  0.020  1.392
 H1H  C5   C4   aromatic  1.409  0.020  1.409
 H1H  C5   N16  single    1.383  0.020  1.383
 H1H  C4   C30  single    1.468  0.020  1.468
 H1H  C21  C23  aromatic  1.407  0.020  1.407
 H1H  C21  C20  single    1.514  0.020  1.514
 H1H  C17  N16  single    1.379  0.020  1.379
 H1H  C17  N19  single    1.351  0.020  1.351
 H1H  C23  O28  single    1.346  0.020  1.346
 H1H  C20  N19  single    1.454  0.020  1.454
 H1H  C20  C22  single    1.524  0.020  1.524
 H1H  O31  C30  double    1.220  0.020  1.220
 H1H  O28  C29  single    1.413  0.020  1.413
 H1H  C30  O32  single    1.326  0.020  1.326
 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
 H1H  O32  H32  single    0.850  0.020  0.980

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   124.21  3.000
 H1H  C6   C1   C2   120.39  3.000
 H1H  O7   C1   C2   115.41  3.000
 H1H  O14  C2   C3   125.74  3.000
 H1H  C3   C2   C1   118.45  3.000
 H1H  O14  C2   C1   115.81  3.000
 H1H  H1   C3   C4   118.44  3.000
 H1H  H1   C3   C2   119.46  3.000
 H1H  C4   C3   C2   122.10  3.000
 H1H  H2   C11  C10  107.89  3.000
 H1H  H2   C11  C13  108.35  3.000
 H1H  C10  C11  C13  112.16  3.000
 H1H  H2   C11  C12  108.19  3.000
 H1H  C10  C11  C12  110.01  3.000
 H1H  C13  C11  C12  110.12  3.000
 H1H  H5   C12  H4   107.65  3.000
 H1H  H5   C12  H3   107.68  3.000
 H1H  H4   C12  H3   107.64  3.000
 H1H  H5   C12  C11  111.61  3.000
 H1H  H4   C12  C11  111.50  3.000
 H1H  H3   C12  C11  110.58  3.000
 H1H  H8   C13  H7   107.35  3.000
 H1H  H8   C13  H6   107.62  3.000
 H1H  H7   C13  H6   107.62  3.000
 H1H  H8   C13  C11  111.00  3.000
 H1H  H7   C13  C11  112.51  3.000
 H1H  H6   C13  C11  110.54  3.000
 H1H  H11  C15  H10  108.71  3.000
 H1H  H11  C15  H9   108.65  3.000
 H1H  H10  C15  H9   108.89  3.000
 H1H  H11  C15  O14  112.09  3.000
 H1H  H10  C15  O14  106.55  3.000
 H1H  H9   C15  O14  111.85  3.000
 H1H  O18  C17  N19  122.94  3.000
 H1H  N19  C17  N16  112.75  3.000
 H1H  O18  C17  N16  124.31  3.000
 H1H  H12  C20  N19  107.11  3.000
 H1H  H12  C20  C22  107.61  3.000
 H1H  N19  C20  C22  111.35  3.000
 H1H  H12  C20  C21  108.03  3.000
 H1H  C22  C20  C21  114.32  3.000
 H1H  N19  C20  C21  108.13  3.000
 H1H  C27  C21  C23  118.37  3.000
 H1H  C23  C21  C20  119.40  3.000
 H1H  C27  C21  C20  122.22  3.000
 H1H  H15  C22  H14  107.63  3.000
 H1H  H15  C22  H13  108.40  3.000
 H1H  H14  C22  H13  107.94  3.000
 H1H  H15  C22  C20  112.20  3.000
 H1H  H14  C22  C20  109.59  3.000
 H1H  H13  C22  C20  110.94  3.000
 H1H  O28  C23  C24  123.58  3.000
 H1H  O28  C23  C21  116.21  3.000
 H1H  C24  C23  C21  120.21  3.000
 H1H  H16  C24  C25  118.83  3.000
 H1H  H16  C24  C23  121.17  3.000
 H1H  C25  C24  C23  120.00  3.000
 H1H  H17  C25  C26  120.39  3.000
 H1H  H17  C25  C24  119.13  3.000
 H1H  C26  C25  C24  120.49  3.000
 H1H  H18  C26  C27  120.12  3.000
 H1H  H18  C26  C25  120.72  3.000
 H1H  C27  C26  C25  119.16  3.000
 H1H  H19  C27  C26  118.81  3.000
 H1H  H19  C27  C21  119.43  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  108.90  3.000
 H1H  H22  C29  O28  111.98  3.000
 H1H  H21  C29  O28  111.94  3.000
 H1H  H20  C29  O28  106.43  3.000
 H1H  H24  C10  H23  106.04  3.000
 H1H  H24  C10  C9   108.76  3.000
 H1H  H23  C10  C9   109.89  3.000
 H1H  H24  C10  C11  108.58  3.000
 H1H  H23  C10  C11  108.84  3.000
 H1H  C9   C10  C11  114.40  3.000
 H1H  C5   C4   C30  121.76  3.000
 H1H  C30  C4   C3   119.04  3.000
 H1H  C5   C4   C3   119.20  3.000
 H1H  N16  C5   C6   121.89  3.000
 H1H  N16  C5   C4   119.58  3.000
 H1H  C6   C5   C4   118.51  3.000
 H1H  H25  C6   C5   118.71  3.000
 H1H  H25  C6   C1   119.94  3.000
 H1H  C5   C6   C1   121.35  3.000
 H1H  H27  C8   H26  107.70  3.000
 H1H  H27  C8   O7   109.86  3.000
 H1H  H26  C8   O7   110.22  3.000
 H1H  H27  C8   C9   110.72  3.000
 H1H  H26  C8   C9   110.15  3.000
 H1H  O7   C8   C9   108.21  3.000
 H1H  H29  C9   H28  107.02  3.000
 H1H  H29  C9   C8   108.98  3.000
 H1H  H28  C9   C8   109.57  3.000
 H1H  H29  C9   C10  110.61  3.000
 H1H  H28  C9   C10  109.47  3.000
 H1H  C8   C9   C10  111.09  3.000
 H1H  H30  N16  C5   112.84  3.000
 H1H  H30  N16  C17  117.66  3.000
 H1H  C5   N16  C17  128.69  3.000
 H1H  H31  N19  C20  116.99  3.000
 H1H  H31  N19  C17  120.13  3.000
 H1H  C20  N19  C17  122.87  3.000
 H1H  C15  O14  C2   117.82  3.000
 H1H  C29  O28  C23  118.93  3.000
 H1H  H32  O32  C30  109.65  3.000
 H1H  C8   O7   C1   119.41  3.000
 H1H  O32  C30  O31  121.14  3.000
 H1H  O32  C30  C4   113.78  3.000
 H1H  O31  C30  C4   125.08  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_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  H32  O32  C30  C4    180.00   0.0  0
 H1H  CONST_37  O18  C17  N19  C20     0.00   0.0  0
 H1H  CONST_38  N16  C17  N19  C20   180.00   0.0  0
 H1H  CONST_39  H31  N19  C17  O18   180.00   0.0  0
 H1H  Var_01    O31  C30  C4   C3    176.77  30.0  2
 H1H  Var_02    C9   C8   O7   C1   -178.78  30.0  1
 H1H  Var_03    H9   C15  O14  C2     59.42  30.0  3
 H1H  Var_04    H20  C29  O28  C23  -178.29  30.0  3
 H1H  Var_05    C8   C9   C10  C11  -179.43  30.0  3
 H1H  Var_06    C9   C10  C11  C12   171.79  30.0  3
 H1H  Var_07    O7   C8   C9   C10   178.31  30.0  3
 H1H  Var_08    H6   C13  C11  C12    61.47  30.0  3
 H1H  Var_09    H3   C12  C11  C13   -63.42  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  H32  0.020
 H1H  plan-4  C30  0.020

