# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 04:11:23 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: 4-bromo-3-(carboxymethoxy)-5-{3-[cyclohexyl(phenylcarbonyl)amino]phenyl}thiophene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1c(Br)c(sc1C(O)=O)c2cccc(c2)N(C3CCCCC3)C(=O)c4ccccc4
#
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
 410  410  '4-bromo-3-(carboxymethoxy)-5-{3-[cyclohexyl(phenylcarbonyl)amino]phenyl}thiophene-2-carboxylic acid'  ligand  59  35  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_410
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
 410  C1    C   CR16  0  -0.251   2.0042   1.4367  -4.1661
 410  C2    C   CR16  0  -0.243   2.3211   2.4340  -3.2533
 410  C3    C   CR16  0  -0.274   3.1075   2.1412  -2.1489
 410  C4    C   CR6   0  -0.054   3.5539   0.8410  -1.9325
 410  C5    C   CR16  0  -0.251   3.2406  -0.1548  -2.8531
 410  C6    C   CR16  0  -0.236   2.4754   0.1453  -3.9698
 410  C7    C   C     0   0.513   4.4401   0.5798  -0.7547
 410  O1    O   O     0  -0.468   5.4019   1.3027  -0.5517
 410  N1    N   NT    0  -0.560   4.1388  -0.4882   0.0315
 410  C8    C   CR6   0   0.286   2.8630  -1.1066  -0.0254
 410  C9    C   CR16  0  -0.264   2.7632  -2.4692  -0.2825
 410  C10   C   CR16  0  -0.239   1.5176  -3.0739  -0.3373
 410  C11   C   CR16  0  -0.289   0.3652  -2.3269  -0.1483
 410  C12   C   CR6   0   0.092   0.4604  -0.9629   0.1183
 410  C13   C   CR16  0  -0.306   1.7137  -0.3611   0.1969
 410  C14   C   CR5   0  -0.199  -0.7443  -0.1611   0.3457
 410  C15   C   CR5   0  -0.124  -1.8514  -0.0088  -0.4421
 410  C16   C   CR5   0   0.483  -2.8211   0.8727   0.1064
 410  C17   C   CR5   0  -0.429  -2.4339   1.3737   1.3239
 410  S1    S   S2    0   0.325  -0.8891   0.7712   1.7784
 410  C18   C   C     0   0.551  -3.1639   2.3146   2.1723
 410  O2    O   O     0  -0.423  -4.2633   2.7456   1.9270
 410  O3    O   OH1   0  -0.601  -2.4569   2.6300   3.2496
 410  O4    O   O2    0  -0.455  -3.9469   1.1904  -0.5481
 410  C19   C   CH2   0  -0.268  -5.0847   0.4298  -0.1925
 410  C20   C   C     0   0.503  -6.2327   0.9046  -1.0458
 410  O5    O   O     0  -0.424  -6.1654   1.7846  -1.8595
 410  O6    O   OH1   0  -0.590  -7.3254   0.2104  -0.7690
 410  BR1   BR  BR    0   0.017  -2.0811  -0.7777  -2.1228
 410  C21   C   CH1   0  -0.090   5.0244  -0.9140   1.1320
 410  C22   C   CH2   0  -0.420   5.0709   0.0864   2.2867
 410  C23   C   CH2   0  -0.441   5.8573  -0.5061   3.4538
 410  C24   C   CH2   0  -0.431   7.2570  -0.9301   3.0190
 410  C25   C   CH2   0  -0.442   7.1961  -1.9121   1.8529
 410  C26   C   CH2   0  -0.437   6.4216  -1.3258   0.6736
 410  H1    H   HCR6  0   0.259   1.3965   1.6668  -5.0317
 410  H2    H   HCR6  0   0.259   1.9601   3.4430  -3.4038
 410  H3    H   HCR6  0   0.259   3.3609   2.9242  -1.4452
 410  H5    H   HCR6  0   0.259   3.5997  -1.1662  -2.7123
 410  H6    H   HCR6  0   0.258   2.2441  -0.6324  -4.6857
 410  H9    H   HCR6  0   0.275   3.6598  -3.0511  -0.4562
 410  H10   H   HCR6  0   0.270   1.4431  -4.1347  -0.5351
 410  H11   H   HCR6  0   0.266  -0.6021  -2.8096  -0.1852
 410  H13   H   HCR6  0   0.271   1.7931   0.6984   0.4070
 410  HO3   H   HOH1  0   0.496  -2.9496   3.2464   3.8123
 410  H19   H   HCH2  0   0.280  -4.9238  -0.6396  -0.3681
 410  H19A  H   HCH2  0   0.282  -5.3408   0.5581   0.8637
 410  HO6   H   HOH1  0   0.490  -8.0652   0.5120  -1.3179
 410  H21   H   HCH1  0   0.248   4.5524  -1.8200   1.5248
 410  H22   H   HCH2  0   0.231   5.5426   1.0153   1.9623
 410  H22A  H   HCH2  0   0.232   4.0531   0.3325   2.6013
 410  H23   H   HCH2  0   0.233   5.9140   0.2206   4.2671
 410  H23A  H   HCH2  0   0.214   5.3203  -1.3755   3.8484
 410  H24   H   HCH2  0   0.212   7.8251  -0.0443   2.7144
 410  H24A  H   HCH2  0   0.230   7.7965  -1.3736   3.8590
 410  H25   H   HCH2  0   0.234   8.2032  -2.1850   1.5305
 410  H25A  H   HCH2  0   0.214   6.7131  -2.8387   2.1814
 410  H26   H   HCH2  0   0.234   6.3388  -2.0616  -0.1306
 410  H26A  H   HCH2  0   0.232   6.9649  -0.4682   0.2746

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
 410  C2   C1    aromatic  1.389  0.020  1.389
 410  C1   C6    aromatic  1.389  0.020  1.389
 410  C1   H1    single    0.930  0.020  1.080
 410  C2   C3    aromatic  1.387  0.020  1.387
 410  C2   H2    single    0.930  0.020  1.080
 410  C3   C4    aromatic  1.392  0.020  1.392
 410  C3   H3    single    0.930  0.020  1.080
 410  C4   C5    aromatic  1.392  0.020  1.392
 410  C4   C7    single    1.497  0.020  1.497
 410  C6   C5    aromatic  1.387  0.020  1.387
 410  C5   H5    single    0.930  0.020  1.080
 410  C6   H6    single    0.930  0.020  1.080
 410  C7   O1    double    1.220  0.020  1.220
 410  C7   N1    single    1.360  0.020  1.360
 410  C8   N1    single    1.419  0.020  1.419
 410  N1   C21   single    1.475  0.020  1.475
 410  C9   C8    aromatic  1.390  0.020  1.390
 410  C8   C13   aromatic  1.388  0.020  1.388
 410  C9   C10   aromatic  1.386  0.020  1.386
 410  C9   H9    single    0.930  0.020  1.080
 410  C10  C11   aromatic  1.386  0.020  1.386
 410  C10  H10   single    0.930  0.020  1.080
 410  C11  C12   aromatic  1.393  0.020  1.393
 410  C11  H11   single    0.930  0.020  1.080
 410  C13  C12   aromatic  1.393  0.020  1.393
 410  C12  C14   single    1.465  0.020  1.465
 410  C13  H13   single    0.930  0.020  1.080
 410  S1   C14   aromatic  1.716  0.020  1.716
 410  C14  C15   aromatic  1.367  0.020  1.367
 410  C15  C16   aromatic  1.421  0.020  1.421
 410  C15  BR1   single    1.862  0.020  1.862
 410  C17  C16   aromatic  1.372  0.020  1.372
 410  C16  O4    single    1.340  0.020  1.340
 410  S1   C17   aromatic  1.719  0.020  1.719
 410  C18  C17   single    1.462  0.020  1.462
 410  O2   C18   double    1.206  0.020  1.206
 410  C18  O3    single    1.327  0.020  1.327
 410  O3   HO3   single    0.850  0.020  0.980
 410  C19  O4    single    1.414  0.020  1.414
 410  C19  C20   single    1.507  0.020  1.507
 410  C19  H19   single    0.970  0.020  1.090
 410  C19  H19A  single    0.970  0.020  1.090
 410  C20  O5    double    1.200  0.020  1.200
 410  C20  O6    single    1.324  0.020  1.324
 410  O6   HO6   single    0.850  0.020  0.980
 410  C22  C21   single    1.528  0.020  1.528
 410  C21  C26   single    1.527  0.020  1.527
 410  C21  H21   single    0.970  0.020  1.090
 410  C22  C23   single    1.527  0.020  1.527
 410  C22  H22   single    0.970  0.020  1.090
 410  C22  H22A  single    0.970  0.020  1.090
 410  C23  C24   single    1.526  0.020  1.526
 410  C23  H23   single    0.970  0.020  1.090
 410  C23  H23A  single    0.970  0.020  1.090
 410  C24  C25   single    1.526  0.020  1.526
 410  C24  H24   single    0.970  0.020  1.090
 410  C24  H24A  single    0.970  0.020  1.090
 410  C26  C25   single    1.528  0.020  1.528
 410  C25  H25   single    0.970  0.020  1.090
 410  C25  H25A  single    0.970  0.020  1.090
 410  C26  H26   single    0.970  0.020  1.090
 410  C26  H26A  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
 410  H1    C1   C6   120.08  3.000
 410  H1    C1   C2   120.08  3.000
 410  C6    C1   C2   119.84  3.000
 410  H2    C2   C3   119.78  3.000
 410  H2    C2   C1   120.14  3.000
 410  C3    C2   C1   120.08  3.000
 410  H3    C3   C4   119.97  3.000
 410  H3    C3   C2   119.83  3.000
 410  C4    C3   C2   120.19  3.000
 410  C7    C4   C5   121.93  3.000
 410  C7    C4   C3   118.38  3.000
 410  C5    C4   C3   119.56  3.000
 410  H5    C5   C6   119.35  3.000
 410  H5    C5   C4   120.51  3.000
 410  C6    C5   C4   120.13  3.000
 410  H6    C6   C5   119.68  3.000
 410  H6    C6   C1   120.15  3.000
 410  C5    C6   C1   120.16  3.000
 410  N1    C7   O1   122.94  3.000
 410  N1    C7   C4   117.43  3.000
 410  O1    C7   C4   119.61  3.000
 410  C21   N1   C8   116.35  3.000
 410  C21   N1   C7   121.66  3.000
 410  C8    N1   C7   121.21  3.000
 410  C13   C8   C9   119.78  3.000
 410  C13   C8   N1   120.27  3.000
 410  C9    C8   N1   119.94  3.000
 410  H9    C9   C10  120.23  3.000
 410  H9    C9   C8   119.80  3.000
 410  C10   C9   C8   119.97  3.000
 410  H10   C10  C11  119.75  3.000
 410  H10   C10  C9   119.81  3.000
 410  C11   C10  C9   120.44  3.000
 410  H11   C11  C12  120.30  3.000
 410  H11   C11  C10  119.88  3.000
 410  C12   C11  C10  119.80  3.000
 410  C14   C12  C13  119.66  3.000
 410  C14   C12  C11  120.63  3.000
 410  C13   C12  C11  119.70  3.000
 410  H13   C13  C12  119.98  3.000
 410  H13   C13  C8   119.73  3.000
 410  C12   C13  C8   120.27  3.000
 410  S1    C14  C15  110.63  3.000
 410  C15   C14  C12  129.60  3.000
 410  S1    C14  C12  119.77  3.000
 410  BR1   C15  C16  121.36  3.000
 410  BR1   C15  C14  125.02  3.000
 410  C16   C15  C14  113.54  3.000
 410  O4    C16  C17  125.71  3.000
 410  O4    C16  C15  122.13  3.000
 410  C17   C16  C15  112.12  3.000
 410  C18   C17  S1   121.37  3.000
 410  C18   C17  C16  127.51  3.000
 410  S1    C17  C16  111.11  3.000
 410  C17   S1   C14   92.61  3.000
 410  O3    C18  O2   124.47  3.000
 410  O3    C18  C17  110.99  3.000
 410  O2    C18  C17  124.54  3.000
 410  HO3   O3   C18  110.60  3.000
 410  C19   O4   C16  115.18  3.000
 410  H19A  C19  H19  107.67  3.000
 410  H19A  C19  C20  109.34  3.000
 410  H19   C19  C20  109.19  3.000
 410  H19A  C19  O4   111.59  3.000
 410  H19   C19  O4   111.51  3.000
 410  C20   C19  O4   107.52  3.000
 410  O6    C20  O5   124.92  3.000
 410  O6    C20  C19  110.19  3.000
 410  O5    C20  C19  124.90  3.000
 410  HO6   O6   C20  110.39  3.000
 410  H21   C21  C26  106.20  3.000
 410  H21   C21  C22  106.48  3.000
 410  C26   C21  C22  112.05  3.000
 410  H21   C21  N1   104.34  3.000
 410  C26   C21  N1   113.78  3.000
 410  C22   C21  N1   113.13  3.000
 410  H22A  C22  H22  107.24  3.000
 410  H22A  C22  C23  110.29  3.000
 410  H22   C22  C23  109.56  3.000
 410  H22A  C22  C21  109.66  3.000
 410  H22   C22  C21  110.23  3.000
 410  C23   C22  C21  109.82  3.000
 410  H23A  C23  H23  106.58  3.000
 410  H23A  C23  C24  109.38  3.000
 410  H23   C23  C24  110.46  3.000
 410  H23A  C23  C22  109.32  3.000
 410  H23   C23  C22  109.74  3.000
 410  C24   C23  C22  111.25  3.000
 410  H24A  C24  H24  106.61  3.000
 410  H24A  C24  C25  110.25  3.000
 410  H24   C24  C25  109.19  3.000
 410  H24A  C24  C23  110.29  3.000
 410  H24   C24  C23  109.28  3.000
 410  C25   C24  C23  111.10  3.000
 410  H25A  C25  H25  106.48  3.000
 410  H25A  C25  C26  109.42  3.000
 410  H25   C25  C26  109.60  3.000
 410  H25A  C25  C24  109.44  3.000
 410  H25   C25  C24  110.47  3.000
 410  C26   C25  C24  111.30  3.000
 410  H26A  C26  H26  107.33  3.000
 410  H26A  C26  C25  109.36  3.000
 410  H26   C26  C25  110.37  3.000
 410  H26A  C26  C21  110.70  3.000
 410  H26   C26  C21  109.45  3.000
 410  C25   C26  C21  109.61  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
 410  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 410  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 410  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 410  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 410  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 410  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 410  CONST_07  C11  C10  C9   C8      0.00   0.0  0
 410  CONST_08  C11  C12  C13  C8      0.00   0.0  0
 410  CONST_09  C14  C12  C13  C8    180.00   0.0  0
 410  CONST_10  C12  C13  C8   C9      0.00   0.0  0
 410  CONST_11  C12  C11  C10  C9      0.00   0.0  0
 410  CONST_12  C13  C8   C9   C10     0.00   0.0  0
 410  CONST_13  C13  C12  C11  C10     0.00   0.0  0
 410  CONST_14  C14  C12  C11  C10   180.00   0.0  0
 410  CONST_17  C17  S1   C14  C12   180.00   0.0  0
 410  CONST_18  C16  C15  C14  C12   180.00   0.0  0
 410  CONST_21  C16  C17  S1   C14     0.00   0.0  0
 410  CONST_22  C17  C16  C15  C14     0.00   0.0  0
 410  CONST_23  C17  S1   C14  C15     0.00   0.0  0
 410  CONST_24  S1   C17  C16  C15     0.00   0.0  0
 410  CONST_25  S1   C14  C15  C16     0.00   0.0  0
 410  CONST_26  C7   C4   C3   C2    180.00   0.0  0
 410  CONST_27  C7   C4   C5   C6    180.00   0.0  0
 410  CONST_28  C10  C9   C8   N1    180.00   0.0  0
 410  CONST_29  C12  C13  C8   N1    180.00   0.0  0
 410  CONST_30  BR1  C15  C14  C12     0.00   0.0  0
 410  CONST_31  C18  C17  S1   C14   180.00   0.0  0
 410  CONST_32  O4   C16  C15  C14   180.00   0.0  0
 410  CONST_33  C18  C17  C16  C15   180.00   0.0  0
 410  CONST_34  BR1  C15  C16  C17   180.00   0.0  0
 410  CONST_35  BR1  C15  C14  S1    180.00   0.0  0
 410  CONST_36  O4   C16  C17  S1    180.00   0.0  0
 410  CONST_39  H3   C3   C2   C1    180.00   0.0  0
 410  CONST_40  H5   C5   C6   C1    180.00   0.0  0
 410  CONST_41  H6   C6   C1   C2    180.00   0.0  0
 410  CONST_42  H1   C1   C2   C3    180.00   0.0  0
 410  CONST_43  H2   C2   C3   C4    180.00   0.0  0
 410  CONST_44  H10  C10  C9   C8    180.00   0.0  0
 410  CONST_45  H13  C13  C8   C9    180.00   0.0  0
 410  CONST_46  H11  C11  C10  C9    180.00   0.0  0
 410  CONST_47  H9   C9   C10  C11   180.00   0.0  0
 410  CONST_49  C21  N1   C7   C4    180.00   0.0  0
 410  CONST_53  C21  N1   C7   O1      0.00   0.0  0
 410  CONST_54  HO3  O3   C18  C17   180.00   0.0  0
 410  CONST_55  HO6  O6   C20  C19   180.00   0.0  0
 410  Var_01    C24  C23  C22  C21    55.85  30.0  1
 410  Var_02    C24  C25  C26  C21   -56.19  30.0  1
 410  Var_03    C25  C24  C23  C22   -56.06  30.0  1
 410  Var_04    C26  C25  C24  C23    56.29  30.0  1
 410  Var_05    O1   C7   C4   C3    -48.22  30.0  2
 410  Var_06    O2   C18  C17  C16     3.20  30.0  2
 410  Var_07    C20  C19  O4   C16  -178.76  30.0  2
 410  Var_08    O5   C20  C19  O4     -0.89  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
 410  chir_01  C21  N1  C22  C26  positiv

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
 410  plan-1  C12  0.020
 410  plan-1  C14  0.020
 410  plan-1  C15  0.020
 410  plan-1  C16  0.020
 410  plan-1  C17  0.020
 410  plan-1  S1   0.020
 410  plan-1  C18  0.020
 410  plan-1  O4   0.020
 410  plan-1  BR1  0.020
 410  plan-2  C1   0.020
 410  plan-2  C2   0.020
 410  plan-2  C3   0.020
 410  plan-2  C4   0.020
 410  plan-2  C5   0.020
 410  plan-2  C6   0.020
 410  plan-2  C7   0.020
 410  plan-2  H1   0.020
 410  plan-2  H2   0.020
 410  plan-2  H3   0.020
 410  plan-2  H5   0.020
 410  plan-2  H6   0.020
 410  plan-3  N1   0.020
 410  plan-3  C8   0.020
 410  plan-3  C9   0.020
 410  plan-3  C10  0.020
 410  plan-3  C11  0.020
 410  plan-3  C12  0.020
 410  plan-3  C13  0.020
 410  plan-3  C14  0.020
 410  plan-3  H9   0.020
 410  plan-3  H10  0.020
 410  plan-3  H11  0.020
 410  plan-3  H13  0.020
 410  plan-4  C4   0.020
 410  plan-4  C7   0.020
 410  plan-4  O1   0.020
 410  plan-4  N1   0.020
 410  plan-4  C8   0.020
 410  plan-4  C21  0.020
 410  plan-5  C17  0.020
 410  plan-5  C18  0.020
 410  plan-5  O2   0.020
 410  plan-5  O3   0.020
 410  plan-5  HO3  0.020
 410  plan-6  C19  0.020
 410  plan-6  C20  0.020
 410  plan-6  O5   0.020
 410  plan-6  O6   0.020
 410  plan-6  HO6  0.020

