# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 08:40:36 2022
#   Inital geometry file: a 151 line input string
#   Ligand name: 5-chloro-N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-2-methoxybenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Cl)cc1C(=O)NCCc2ccc(cc2)[S](=O)(=O)NC(=O)NC3CCCCC3
#
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
 GBM  GBM  5-chloro-N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-2-methoxybenzamide  ligand  61  33  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GBM
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
 GBM  O3   O   O     0  -0.500   4.5908   0.0926  -0.9579
 GBM  O4   O   OS    0  -0.654   3.9996   3.6224   1.3955
 GBM  O5   O   OS    0  -0.631   4.2313   3.0708  -1.0391
 GBM  O6   O   O     0  -0.474  -4.2106   0.6121  -1.6949
 GBM  CL1  CL  CL    0  -0.133  -7.3055  -3.7958   0.9973
 GBM  S2   S   S     0   1.393   3.9479   2.6503   0.3172
 GBM  O7   O   O2    0  -0.457  -6.9698   1.6276  -1.1762
 GBM  N8   N   NH1   0  -0.676   6.2002  -0.4755   0.5451
 GBM  N9   N   NC1   0  -0.851   5.0387   1.4860   0.7802
 GBM  N10  N   NH1   0  -0.614  -3.9045   0.5913   0.5471
 GBM  C11  C   CH1   0  -0.044   6.6018  -1.7170  -0.0956
 GBM  C12  C   CH2   0  -0.454   7.2752  -2.6168   0.9367
 GBM  C13  C   CH2   0  -0.427   7.5237  -1.4799  -1.2919
 GBM  C14  C   CH2   0  -0.438   7.7165  -3.9364   0.3120
 GBM  C15  C   CH2   0  -0.441   7.9559  -2.8023  -1.9181
 GBM  C16  C   CH2   0  -0.431   8.6262  -3.7093  -0.8913
 GBM  C17  C   C     0   0.785   5.2494   0.3229   0.0404
 GBM  C18  C   CR6   0  -0.212   2.3742   1.8511   0.3514
 GBM  C19  C   CR6   0   0.139  -0.1207   0.6361   0.4390
 GBM  C20  C   CH2   0  -0.527  -1.4929   0.0315   0.4810
 GBM  C21  C   CR16  0  -0.197   1.7300   1.5355  -0.8345
 GBM  C22  C   CR16  0  -0.209   1.7938   1.5727   1.5825
 GBM  C23  C   CR16  0  -0.299   0.4824   0.9352  -0.7803
 GBM  C24  C   CR16  0  -0.295   0.5517   0.9625   1.6164
 GBM  C25  C   CH2   0  -0.284  -2.5639   1.1267   0.5401
 GBM  C26  C   C     0   0.509  -4.6078   0.3532  -0.5704
 GBM  C27  C   CR6   0  -0.171  -5.9435  -0.2860  -0.3351
 GBM  C28  C   CR6   0   0.396  -7.1181   0.3840  -0.7017
 GBM  C29  C   CR16  0  -0.206  -6.0073  -1.5649   0.1969
 GBM  C30  C   CR16  0  -0.388  -8.3444  -0.2527  -0.5317
 GBM  C31  C   CR6   0  -0.058  -7.2364  -2.1897   0.3485
 GBM  C32  C   CR16  0  -0.197  -8.4015  -1.5395  -0.0131
 GBM  C33  C   CH3   0  -0.440  -8.1280   2.3766  -1.5008
 GBM  H1   H   HNH1  0   0.401   6.7545  -0.1512   1.3230
 GBM  H2   H   HNC1  0   0.439   5.4684   1.6267   1.6870
 GBM  H3   H   HNH1  0   0.412  -4.3130   0.3550   1.4373
 GBM  H4   H   HCH1  0   0.238   5.6936  -2.2168  -0.4469
 GBM  H5   H   HCH2  0   0.221   8.1515  -2.0993   1.3445
 GBM  H6   H   HCH2  0   0.244   6.5936  -2.7970   1.7714
 GBM  H7   H   HCH2  0   0.238   7.0172  -0.8574  -2.0325
 GBM  H8   H   HCH2  0   0.214   8.4046  -0.9229  -0.9532
 GBM  H9   H   HCH2  0   0.235   8.2221  -4.5463   1.0637
 GBM  H10  H   HCH2  0   0.216   6.8332  -4.5020  -0.0037
 GBM  H11  H   HCH2  0   0.214   7.0778  -3.3114  -2.3303
 GBM  H12  H   HCH2  0   0.233   8.6274  -2.6141  -2.7585
 GBM  H13  H   HCH2  0   0.212   9.5628  -3.2495  -0.5582
 GBM  H14  H   HCH2  0   0.231   8.8937  -4.6657  -1.3469
 GBM  H15  H   HCH2  0   0.261  -1.6577  -0.5832  -0.4063
 GBM  H16  H   HCH2  0   0.260  -1.5953  -0.6197   1.3517
 GBM  H17  H   HCR6  0   0.280   2.1861   1.7522  -1.7895
 GBM  H18  H   HCR6  0   0.286   2.2960   1.8197   2.5088
 GBM  H19  H   HCR6  0   0.264  -0.0254   0.6901  -1.7051
 GBM  H20  H   HCR6  0   0.266   0.0990   0.7381   2.5744
 GBM  H21  H   HCH2  0   0.256  -2.4552   1.8002  -0.3102
 GBM  H22  H   HCH2  0   0.265  -2.4369   1.7241   1.4436
 GBM  H23  H   HCR6  0   0.286  -5.0964  -2.0776   0.4796
 GBM  H24  H   HCR6  0   0.295  -9.2728   0.2350  -0.7936
 GBM  H25  H   HCR6  0   0.287  -9.3621  -2.0210   0.1090
 GBM  H26  H   HCH3  0   0.234  -8.7079   1.9036  -2.2968
 GBM  H27  H   HCH3  0   0.234  -8.7720   2.5249  -0.6307
 GBM  H28  H   HCH3  0   0.264  -7.7780   3.3444  -1.8491

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
 GBM  CL1  C31  single    1.734  0.020  1.734
 GBM  C31  C29  aromatic  1.387  0.020  1.387
 GBM  C31  C32  aromatic  1.382  0.020  1.382
 GBM  C29  C27  aromatic  1.387  0.020  1.387
 GBM  C32  C30  aromatic  1.389  0.020  1.389
 GBM  O6   C26  double    1.220  0.020  1.220
 GBM  C27  C26  single    1.499  0.020  1.499
 GBM  C27  C28  aromatic  1.401  0.020  1.401
 GBM  C30  C28  aromatic  1.392  0.020  1.392
 GBM  C26  N10  single    1.342  0.020  1.342
 GBM  C28  O7   single    1.339  0.020  1.339
 GBM  O3   C17  double    1.218  0.020  1.218
 GBM  N10  C25  single    1.444  0.020  1.444
 GBM  C23  C21  aromatic  1.386  0.020  1.386
 GBM  C23  C19  aromatic  1.393  0.020  1.393
 GBM  O7   C33  single    1.417  0.020  1.417
 GBM  C21  C18  aromatic  1.386  0.020  1.386
 GBM  C25  C20  single    1.533  0.020  1.533
 GBM  N9   C17  single    1.394  0.020  1.394
 GBM  N9   S2   single    1.661  0.020  1.661
 GBM  C17  N8   single    1.340  0.020  1.340
 GBM  C20  C19  single    1.500  0.020  1.500
 GBM  C19  C24  aromatic  1.395  0.020  1.395
 GBM  O5   S2   double    1.448  0.020  1.448
 GBM  C18  S2   single    1.765  0.020  1.765
 GBM  C18  C22  aromatic  1.389  0.020  1.389
 GBM  C14  C12  single    1.525  0.020  1.525
 GBM  C14  C16  single    1.525  0.020  1.525
 GBM  C13  C11  single    1.529  0.020  1.529
 GBM  C13  C15  single    1.526  0.020  1.526
 GBM  S2   O4   double    1.453  0.020  1.453
 GBM  C12  C11  single    1.526  0.020  1.526
 GBM  N8   C11  single    1.454  0.020  1.454
 GBM  C15  C16  single    1.525  0.020  1.525
 GBM  C24  C22  aromatic  1.384  0.020  1.384
 GBM  N8   H1   single    0.860  0.020  1.020
 GBM  N9   H2   single    0.860  0.020  1.020
 GBM  N10  H3   single    0.860  0.020  1.020
 GBM  C11  H4   single    0.970  0.020  1.090
 GBM  C12  H5   single    0.970  0.020  1.090
 GBM  C12  H6   single    0.970  0.020  1.090
 GBM  C13  H7   single    0.970  0.020  1.090
 GBM  C13  H8   single    0.970  0.020  1.090
 GBM  C14  H9   single    0.970  0.020  1.090
 GBM  C14  H10  single    0.970  0.020  1.090
 GBM  C15  H11  single    0.970  0.020  1.090
 GBM  C15  H12  single    0.970  0.020  1.090
 GBM  C16  H13  single    0.970  0.020  1.090
 GBM  C16  H14  single    0.970  0.020  1.090
 GBM  C20  H15  single    0.970  0.020  1.090
 GBM  C20  H16  single    0.970  0.020  1.090
 GBM  C21  H17  single    0.930  0.020  1.080
 GBM  C22  H18  single    0.930  0.020  1.080
 GBM  C23  H19  single    0.930  0.020  1.080
 GBM  C24  H20  single    0.930  0.020  1.080
 GBM  C25  H21  single    0.970  0.020  1.090
 GBM  C25  H22  single    0.970  0.020  1.090
 GBM  C29  H23  single    0.930  0.020  1.080
 GBM  C30  H24  single    0.930  0.020  1.080
 GBM  C32  H25  single    0.930  0.020  1.080
 GBM  C33  H26  single    0.970  0.020  1.090
 GBM  C33  H27  single    0.970  0.020  1.090
 GBM  C33  H28  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
 GBM  C18  S2   N9   105.23  3.000
 GBM  C18  S2   O5   108.91  3.000
 GBM  N9   S2   O5   109.64  3.000
 GBM  C18  S2   O4   108.68  3.000
 GBM  O5   S2   O4   119.60  3.000
 GBM  N9   S2   O4   103.81  3.000
 GBM  C33  O7   C28  118.78  3.000
 GBM  H1   N8   C17  119.25  3.000
 GBM  H1   N8   C11  117.56  3.000
 GBM  C17  N8   C11  122.61  3.000
 GBM  H2   N9   C17  121.77  3.000
 GBM  H2   N9   S2   115.50  3.000
 GBM  C17  N9   S2   122.40  3.000
 GBM  H3   N10  C26  118.80  3.000
 GBM  H3   N10  C25  117.89  3.000
 GBM  C26  N10  C25  123.27  3.000
 GBM  H4   C11  C13  108.66  3.000
 GBM  H4   C11  C12  108.30  3.000
 GBM  C13  C11  C12  110.78  3.000
 GBM  H4   C11  N8   107.59  3.000
 GBM  C12  C11  N8   109.11  3.000
 GBM  C13  C11  N8   112.27  3.000
 GBM  H6   C12  H5   107.00  3.000
 GBM  H6   C12  C14  110.53  3.000
 GBM  H5   C12  C14  109.23  3.000
 GBM  H6   C12  C11  109.80  3.000
 GBM  H5   C12  C11  109.02  3.000
 GBM  C14  C12  C11  111.15  3.000
 GBM  H8   C13  H7   107.03  3.000
 GBM  H8   C13  C15  109.86  3.000
 GBM  H7   C13  C15  110.31  3.000
 GBM  H8   C13  C11  108.76  3.000
 GBM  H7   C13  C11  109.84  3.000
 GBM  C15  C13  C11  110.95  3.000
 GBM  H10  C14  H9   106.46  3.000
 GBM  H10  C14  C16  109.30  3.000
 GBM  H9   C14  C16  110.49  3.000
 GBM  H10  C14  C12  109.36  3.000
 GBM  H9   C14  C12  109.58  3.000
 GBM  C16  C14  C12  111.52  3.000
 GBM  H12  C15  H11  106.46  3.000
 GBM  H12  C15  C16  110.51  3.000
 GBM  H11  C15  C16  109.22  3.000
 GBM  H12  C15  C13  109.91  3.000
 GBM  H11  C15  C13  109.28  3.000
 GBM  C16  C15  C13  111.33  3.000
 GBM  H14  C16  H13  106.55  3.000
 GBM  H14  C16  C15  110.33  3.000
 GBM  H13  C16  C15  109.32  3.000
 GBM  H14  C16  C14  110.16  3.000
 GBM  H13  C16  C14  109.43  3.000
 GBM  C15  C16  C14  110.95  3.000
 GBM  N9   C17  N8   113.85  3.000
 GBM  N8   C17  O3   125.42  3.000
 GBM  N9   C17  O3   120.72  3.000
 GBM  C22  C18  C21  121.23  3.000
 GBM  C22  C18  S2   118.71  3.000
 GBM  C21  C18  S2   120.05  3.000
 GBM  C24  C19  C23  118.69  3.000
 GBM  C24  C19  C20  120.78  3.000
 GBM  C23  C19  C20  120.48  3.000
 GBM  H16  C20  H15  107.35  3.000
 GBM  H16  C20  C25  109.25  3.000
 GBM  H15  C20  C25  109.15  3.000
 GBM  H16  C20  C19  110.39  3.000
 GBM  H15  C20  C19  110.01  3.000
 GBM  C25  C20  C19  110.62  3.000
 GBM  H17  C21  C23  120.10  3.000
 GBM  H17  C21  C18  120.97  3.000
 GBM  C23  C21  C18  118.93  3.000
 GBM  H18  C22  C24  119.74  3.000
 GBM  H18  C22  C18  121.26  3.000
 GBM  C24  C22  C18  119.01  3.000
 GBM  H19  C23  C21  119.13  3.000
 GBM  H19  C23  C19  119.72  3.000
 GBM  C21  C23  C19  121.14  3.000
 GBM  H20  C24  C22  119.22  3.000
 GBM  H20  C24  C19  119.78  3.000
 GBM  C22  C24  C19  121.00  3.000
 GBM  H22  C25  H21  107.23  3.000
 GBM  H22  C25  C20  109.99  3.000
 GBM  H21  C25  C20  109.98  3.000
 GBM  H22  C25  N10  107.90  3.000
 GBM  H21  C25  N10  109.00  3.000
 GBM  C20  C25  N10  112.58  3.000
 GBM  C27  C26  N10  114.33  3.000
 GBM  N10  C26  O6   124.00  3.000
 GBM  C27  C26  O6   121.66  3.000
 GBM  C29  C27  C28  120.19  3.000
 GBM  C28  C27  C26  120.13  3.000
 GBM  C29  C27  C26  119.63  3.000
 GBM  C30  C28  C27  119.20  3.000
 GBM  C30  C28  O7   124.43  3.000
 GBM  C27  C28  O7   116.35  3.000
 GBM  H23  C29  C31  120.24  3.000
 GBM  H23  C29  C27  119.88  3.000
 GBM  C31  C29  C27  119.88  3.000
 GBM  H24  C30  C32  118.25  3.000
 GBM  H24  C30  C28  121.38  3.000
 GBM  C32  C30  C28  120.37  3.000
 GBM  C32  C31  C29  120.42  3.000
 GBM  C32  C31  CL1  120.00  3.000
 GBM  C29  C31  CL1  119.57  3.000
 GBM  H25  C32  C31  120.64  3.000
 GBM  H25  C32  C30  119.43  3.000
 GBM  C31  C32  C30  119.93  3.000
 GBM  H28  C33  H27  108.92  3.000
 GBM  H28  C33  H26  108.85  3.000
 GBM  H27  C33  H26  109.03  3.000
 GBM  H28  C33  O7   106.32  3.000
 GBM  H27  C33  O7   111.78  3.000
 GBM  H26  C33  O7   111.84  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
 GBM  CONST_01  C19  C23  C21  C18    0.00   0.0  0
 GBM  CONST_02  C19  C24  C22  C18    0.00   0.0  0
 GBM  CONST_03  C24  C19  C23  C21    0.00   0.0  0
 GBM  CONST_04  C24  C22  C18  C21    0.00   0.0  0
 GBM  CONST_05  C23  C21  C18  C22    0.00   0.0  0
 GBM  CONST_06  C23  C19  C24  C22    0.00   0.0  0
 GBM  CONST_07  C32  C31  C29  C27    0.00   0.0  0
 GBM  CONST_08  C32  C30  C28  C27    0.00   0.0  0
 GBM  CONST_09  C31  C29  C27  C28    0.00   0.0  0
 GBM  CONST_10  C31  C32  C30  C28    0.00   0.0  0
 GBM  CONST_11  C30  C32  C31  C29    0.00   0.0  0
 GBM  CONST_12  C30  C28  C27  C29    0.00   0.0  0
 GBM  CONST_13  C27  C29  C31  CL1  180.00   0.0  0
 GBM  CONST_14  C30  C32  C31  CL1  180.00   0.0  0
 GBM  CONST_15  C23  C21  C18  S2   180.00   0.0  0
 GBM  CONST_16  C24  C22  C18  S2   180.00   0.0  0
 GBM  CONST_17  C29  C27  C28  O7   180.00   0.0  0
 GBM  CONST_18  C32  C30  C28  O7   180.00   0.0  0
 GBM  CONST_19  C21  C23  C19  C20  180.00   0.0  0
 GBM  CONST_20  C22  C24  C19  C20  180.00   0.0  0
 GBM  CONST_21  C31  C29  C27  C26  180.00   0.0  0
 GBM  CONST_22  C30  C28  C27  C26  180.00   0.0  0
 GBM  CONST_23  H19  C23  C21  C18  180.00   0.0  0
 GBM  CONST_24  H20  C24  C22  C18  180.00   0.0  0
 GBM  CONST_25  H17  C21  C23  C19  180.00   0.0  0
 GBM  CONST_26  H18  C22  C24  C19  180.00   0.0  0
 GBM  CONST_27  H24  C30  C28  C27  180.00   0.0  0
 GBM  CONST_28  H23  C29  C27  C28  180.00   0.0  0
 GBM  CONST_29  H25  C32  C30  C28  180.00   0.0  0
 GBM  CONST_30  C11  N8   C17  O3     0.00   0.0  0
 GBM  CONST_31  C27  C26  N10  C25  180.00   0.0  0
 GBM  CONST_32  C11  N8   C17  N9   180.00   0.0  0
 GBM  CONST_33  H3   N10  C26  C27    0.00   0.0  0
 GBM  CONST_34  S2   N9   C17  O3     0.00   0.0  0
 GBM  CONST_35  C25  N10  C26  O6     0.00   0.0  0
 GBM  CONST_36  N8   C17  N9   S2   180.00   0.0  0
 GBM  CONST_37  H2   N9   C17  O3   180.00   0.0  0
 GBM  CONST_38  H1   N8   C17  O3   180.00   0.0  0
 GBM  Var_01    C16  C15  C13  C11  -56.20  30.0  1
 GBM  Var_02    C16  C14  C12  C11   55.57  30.0  1
 GBM  Var_03    C15  C16  C14  C12  -55.10  30.0  1
 GBM  Var_04    C14  C16  C15  C13   55.43  30.0  1
 GBM  Var_05    C21  C18  S2   O4   141.71  30.0  2
 GBM  Var_06    C29  C27  C26  O6   114.32  30.0  2
 GBM  Var_07    C25  C20  C19  C23  -90.30  30.0  1
 GBM  Var_08    C19  C20  C25  N10  178.50  30.0  3
 GBM  Var_09    C18  S2   N9   C17   62.72  30.0  3
 GBM  Var_10    H26  C33  O7   C28  -62.02  30.0  3
 GBM  Var_11    C26  N10  C25  C20  -89.75  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
 GBM  chir_01  C11  C13  C12  N8  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
 GBM  plan-1  S2   0.020
 GBM  plan-1  C18  0.020
 GBM  plan-1  C19  0.020
 GBM  plan-1  C20  0.020
 GBM  plan-1  C21  0.020
 GBM  plan-1  C22  0.020
 GBM  plan-1  C23  0.020
 GBM  plan-1  C24  0.020
 GBM  plan-1  H17  0.020
 GBM  plan-1  H18  0.020
 GBM  plan-1  H19  0.020
 GBM  plan-1  H20  0.020
 GBM  plan-2  CL1  0.020
 GBM  plan-2  O7   0.020
 GBM  plan-2  C26  0.020
 GBM  plan-2  C27  0.020
 GBM  plan-2  C28  0.020
 GBM  plan-2  C29  0.020
 GBM  plan-2  C30  0.020
 GBM  plan-2  C31  0.020
 GBM  plan-2  C32  0.020
 GBM  plan-2  H23  0.020
 GBM  plan-2  H24  0.020
 GBM  plan-2  H25  0.020
 GBM  plan-3  O3   0.020
 GBM  plan-3  S2   0.020
 GBM  plan-3  N8   0.020
 GBM  plan-3  N9   0.020
 GBM  plan-3  C11  0.020
 GBM  plan-3  C17  0.020
 GBM  plan-3  H1   0.020
 GBM  plan-3  H2   0.020
 GBM  plan-4  O6   0.020
 GBM  plan-4  N10  0.020
 GBM  plan-4  C25  0.020
 GBM  plan-4  C26  0.020
 GBM  plan-4  C27  0.020
 GBM  plan-4  H3   0.020

