# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 19:11:30 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: (1R,2R)-N-(2-aminoethyl)-2-{[(4-methoxyphenyl)sulfonyl]methyl}cyclohexanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)[S](=O)(=O)C[C@@H]2CCCC[C@H]2C(=O)NCCN
#
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
 NOQ  NOQ  (1R,2R)-N-(2-aminoethyl)-2-{[(4-methoxyphenyl)sulfonyl]methyl}cyclohexanecarboxamide  ligand  50  24  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NOQ
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
 NOQ  C2    C  CR16  0  -0.330  -3.1728  -1.7154   0.9748
 NOQ  C3    C  CR6   0   0.406  -3.9037  -1.9081  -0.2044
 NOQ  C4    C  CR16  0  -0.372  -3.8041  -0.9776  -1.2395
 NOQ  C5    C  CR16  0  -0.216  -2.9780   0.1260  -1.0957
 NOQ  C6    C  CR16  0  -0.214  -2.3552  -0.6156   1.1146
 NOQ  C7    C  CR6   0  -0.206  -2.2567   0.3055   0.0739
 NOQ  O1    O  O2    0  -0.458  -4.6670  -3.0035  -0.2503
 NOQ  C11   C  CH2   0  -0.250   3.1785  -2.5401   0.1469
 NOQ  N10   N  NH1   0  -0.639   3.0666  -1.1848  -0.3500
 NOQ  C18   C  C     0   0.562   2.9916  -0.1179   0.4559
 NOQ  O19   O  O     0  -0.500   2.9969  -0.2140   1.6774
 NOQ  C12   C  CH1   0  -0.362   2.8965   1.2315  -0.2339
 NOQ  C16   C  CH2   0  -0.418   4.1214   2.0744   0.1353
 NOQ  C17   C  CH2   0  -0.437   4.0586   3.4589  -0.4938
 NOQ  C15   C  CH2   0  -0.432   2.7729   4.1712  -0.1007
 NOQ  C14   C  CH2   0  -0.425   1.5431   3.3474  -0.4615
 NOQ  C13   C  CH1   0  -0.232   1.5882   1.9478   0.1542
 NOQ  C30   C  CH2   0  -0.620   0.4085   1.0746  -0.2739
 NOQ  S8    S  S     0   1.217  -1.1943   1.7050   0.2434
 NOQ  O9    O  OS    0  -0.667  -1.6469   2.7300  -0.6977
 NOQ  O41   O  OS    0  -0.671  -1.1046   2.0491   1.6630
 NOQ  C44   C  CH3   0  -0.443  -5.4296  -3.2590  -1.4176
 NOQ  C20   C  CH2   0  -0.324   3.1396  -3.5309  -1.0051
 NOQ  N21   N  NH2   0  -0.799   3.2411  -4.8848  -0.4893
 NOQ  H2    H  HCR6  0   0.280  -3.2596  -2.4351   1.7784
 NOQ  H4    H  HCR6  0   0.294  -4.3610  -1.0899  -2.1594
 NOQ  H5    H  HCR6  0   0.286  -2.9099   0.8399  -1.9053
 NOQ  H6    H  HCR6  0   0.285  -1.8019  -0.4787   2.0345
 NOQ  H111  H  HCH2  0   0.234   4.1098  -2.6674   0.7049
 NOQ  H112  H  HCH2  0   0.232   2.3583  -2.7440   0.8412
 NOQ  HN10  H  HNH1  0   0.401   3.0716  -1.0412  -1.3470
 NOQ  H12   H  HCH1  0   0.249   2.8974   1.0925  -1.3220
 NOQ  H161  H  HCH2  0   0.243   5.0269   1.5543  -0.1875
 NOQ  H162  H  HCH2  0   0.226   4.1807   2.1672   1.2234
 NOQ  H171  H  HCH2  0   0.216   4.1146   3.3711  -1.5838
 NOQ  H172  H  HCH2  0   0.235   4.9279   4.0429  -0.1834
 NOQ  H151  H  HCH2  0   0.235   2.7125   5.1487  -0.5839
 NOQ  H152  H  HCH2  0   0.216   2.7778   4.3578   0.9784
 NOQ  H141  H  HCH2  0   0.220   1.4616   3.2579  -1.5503
 NOQ  H142  H  HCH2  0   0.241   0.6488   3.8749  -0.1271
 NOQ  H13   H  HCH1  0   0.253   1.5711   2.0410   1.2445
 NOQ  H301  H  HCH2  0   0.306   0.4762   0.0759   0.1636
 NOQ  H302  H  HCH2  0   0.304   0.3587   0.9574  -1.3591
 NOQ  H441  H  HCH3  0   0.236  -4.7954  -3.3612  -2.3007
 NOQ  H442  H  HCH3  0   0.266  -5.9481  -4.1981  -1.2452
 NOQ  H443  H  HCH3  0   0.237  -6.1674  -2.4737  -1.5974
 NOQ  H201  H  HCH2  0   0.207   2.2375  -3.3505  -1.6070
 NOQ  H202  H  HCH2  0   0.232   3.9940  -3.3491  -1.6623
 NOQ  H211  H  HNH2  0   0.344   2.3622  -5.1531  -0.0645
 NOQ  H212  H  HNH2  0   0.354   3.3801  -5.5270  -1.2581

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
 NOQ  C2   C3    aromatic  1.401  0.020  1.401
 NOQ  C2   C6    aromatic  1.378  0.020  1.378
 NOQ  C2   H2    single    0.930  0.020  1.080
 NOQ  C3   C4    aromatic  1.395  0.020  1.395
 NOQ  C3   O1    single    1.336  0.020  1.336
 NOQ  C4   C5    aromatic  1.386  0.020  1.386
 NOQ  C4   H4    single    0.930  0.020  1.080
 NOQ  C5   C7    aromatic  1.386  0.020  1.386
 NOQ  C5   H5    single    0.930  0.020  1.080
 NOQ  C6   C7    aromatic  1.393  0.020  1.393
 NOQ  C6   H6    single    0.930  0.020  1.080
 NOQ  C7   S8    single    1.765  0.020  1.765
 NOQ  O1   C44   single    1.418  0.020  1.418
 NOQ  C11  N10   single    1.448  0.020  1.448
 NOQ  C11  C20   single    1.520  0.020  1.520
 NOQ  C11  H111  single    0.970  0.020  1.090
 NOQ  C11  H112  single    0.970  0.020  1.090
 NOQ  N10  C18   single    1.339  0.020  1.339
 NOQ  N10  HN10  single    0.860  0.020  1.020
 NOQ  C18  O19   double    1.225  0.020  1.225
 NOQ  C18  C12   single    1.518  0.020  1.518
 NOQ  C12  C16   single    1.532  0.020  1.532
 NOQ  C12  C13   single    1.541  0.020  1.541
 NOQ  C12  H12   single    0.970  0.020  1.090
 NOQ  C16  C17   single    1.522  0.020  1.522
 NOQ  C16  H161  single    0.970  0.020  1.090
 NOQ  C16  H162  single    0.970  0.020  1.090
 NOQ  C17  C15   single    1.521  0.020  1.521
 NOQ  C17  H171  single    0.970  0.020  1.090
 NOQ  C17  H172  single    0.970  0.020  1.090
 NOQ  C15  C14   single    1.523  0.020  1.523
 NOQ  C15  H151  single    0.970  0.020  1.090
 NOQ  C15  H152  single    0.970  0.020  1.090
 NOQ  C14  C13   single    1.530  0.020  1.530
 NOQ  C14  H141  single    0.970  0.020  1.090
 NOQ  C14  H142  single    0.970  0.020  1.090
 NOQ  C13  C30   single    1.529  0.020  1.529
 NOQ  C13  H13   single    0.970  0.020  1.090
 NOQ  C30  S8    single    1.798  0.020  1.798
 NOQ  C30  H301  single    0.970  0.020  1.090
 NOQ  C30  H302  single    0.970  0.020  1.090
 NOQ  S8   O9    double    1.463  0.020  1.463
 NOQ  S8   O41   double    1.463  0.020  1.463
 NOQ  C44  H441  single    0.970  0.020  1.090
 NOQ  C44  H442  single    0.970  0.020  1.090
 NOQ  C44  H443  single    0.970  0.020  1.090
 NOQ  C20  N21   single    1.452  0.020  1.452
 NOQ  C20  H201  single    0.970  0.020  1.090
 NOQ  C20  H202  single    0.970  0.020  1.090
 NOQ  N21  H211  single    0.890  0.020  1.040
 NOQ  N21  H212  single    0.890  0.020  1.040

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
 NOQ  H2    C2   C6    120.21  3.000
 NOQ  H2    C2   C3    119.46  3.000
 NOQ  C6    C2   C3    120.33  3.000
 NOQ  O1    C3   C4    124.20  3.000
 NOQ  O1    C3   C2    116.10  3.000
 NOQ  C4    C3   C2    119.70  3.000
 NOQ  H4    C4   C5    118.56  3.000
 NOQ  H4    C4   C3    121.67  3.000
 NOQ  C5    C4   C3    119.77  3.000
 NOQ  H5    C5   C7    120.90  3.000
 NOQ  H5    C5   C4    119.04  3.000
 NOQ  C7    C5   C4    120.06  3.000
 NOQ  H6    C6   C7    121.01  3.000
 NOQ  H6    C6   C2    119.39  3.000
 NOQ  C7    C6   C2    119.60  3.000
 NOQ  S8    C7   C6    119.66  3.000
 NOQ  S8    C7   C5    119.80  3.000
 NOQ  C6    C7   C5    120.54  3.000
 NOQ  C44   O1   C3    118.91  3.000
 NOQ  H112  C11  H111  107.05  3.000
 NOQ  H112  C11  C20   109.90  3.000
 NOQ  H111  C11  C20   109.44  3.000
 NOQ  H112  C11  N10   109.53  3.000
 NOQ  H111  C11  N10   110.49  3.000
 NOQ  C20   C11  N10   110.37  3.000
 NOQ  HN10  N10  C18   118.84  3.000
 NOQ  HN10  N10  C11   118.21  3.000
 NOQ  C18   N10  C11   122.93  3.000
 NOQ  C12   C18  O19   121.52  3.000
 NOQ  C12   C18  N10   115.99  3.000
 NOQ  O19   C18  N10   122.50  3.000
 NOQ  H12   C12  C13   108.02  3.000
 NOQ  H12   C12  C16   107.94  3.000
 NOQ  C13   C12  C16   111.24  3.000
 NOQ  H12   C12  C18   109.75  3.000
 NOQ  C13   C12  C18   110.60  3.000
 NOQ  C16   C12  C18   109.23  3.000
 NOQ  H162  C16  H161  106.81  3.000
 NOQ  H162  C16  C17   109.65  3.000
 NOQ  H161  C16  C17   110.18  3.000
 NOQ  H162  C16  C12   109.26  3.000
 NOQ  H161  C16  C12   109.24  3.000
 NOQ  C17   C16  C12   111.58  3.000
 NOQ  H172  C17  H171  106.56  3.000
 NOQ  H172  C17  C15   110.42  3.000
 NOQ  H171  C17  C15   109.76  3.000
 NOQ  H172  C17  C16   109.63  3.000
 NOQ  H171  C17  C16   109.66  3.000
 NOQ  C15   C17  C16   110.73  3.000
 NOQ  H152  C15  H151  106.48  3.000
 NOQ  H152  C15  C14   109.22  3.000
 NOQ  H151  C15  C14   109.55  3.000
 NOQ  H152  C15  C17   109.30  3.000
 NOQ  H151  C15  C17   110.57  3.000
 NOQ  C14   C15  C17   111.58  3.000
 NOQ  H142  C14  H141  106.45  3.000
 NOQ  H142  C14  C13   110.07  3.000
 NOQ  H141  C14  C13   109.11  3.000
 NOQ  H142  C14  C15   109.13  3.000
 NOQ  H141  C14  C15   109.85  3.000
 NOQ  C13   C14  C15   112.06  3.000
 NOQ  H13   C13  C30   108.39  3.000
 NOQ  H13   C13  C14   108.82  3.000
 NOQ  C30   C13  C14   112.78  3.000
 NOQ  H13   C13  C12   107.68  3.000
 NOQ  C30   C13  C12   108.61  3.000
 NOQ  C14   C13  C12   110.42  3.000
 NOQ  H302  C30  H301  107.61  3.000
 NOQ  H302  C30  S8    106.42  3.000
 NOQ  H301  C30  S8    105.10  3.000
 NOQ  H302  C30  C13   111.99  3.000
 NOQ  H301  C30  C13   111.24  3.000
 NOQ  S8    C30  C13   114.02  3.000
 NOQ  O41   S8   O9    118.56  3.000
 NOQ  O41   S8   C30   107.87  3.000
 NOQ  O9    S8   C30   109.64  3.000
 NOQ  O41   S8   C7    108.45  3.000
 NOQ  O9    S8   C7    107.91  3.000
 NOQ  C30   S8   C7    103.35  3.000
 NOQ  H443  C44  H442  108.97  3.000
 NOQ  H443  C44  H441  109.05  3.000
 NOQ  H442  C44  H441  108.94  3.000
 NOQ  H443  C44  O1    111.67  3.000
 NOQ  H442  C44  O1    106.37  3.000
 NOQ  H441  C44  O1    111.73  3.000
 NOQ  H202  C20  H201  106.55  3.000
 NOQ  H202  C20  N21   108.30  3.000
 NOQ  H201  C20  N21   113.87  3.000
 NOQ  H202  C20  C11   109.10  3.000
 NOQ  H201  C20  C11   109.21  3.000
 NOQ  N21   C20  C11   109.68  3.000
 NOQ  H212  N21  H211  105.67  3.000
 NOQ  H212  N21  C20   109.37  3.000
 NOQ  H211  N21  C20   109.60  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
 NOQ  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 NOQ  CONST_02  C5    C7   C6   C2      0.00   0.0  0
 NOQ  CONST_03  C7    C6   C2   C3      0.00   0.0  0
 NOQ  CONST_04  C7    C5   C4   C3      0.00   0.0  0
 NOQ  CONST_05  C6    C2   C3   C4      0.00   0.0  0
 NOQ  CONST_06  C6    C7   C5   C4      0.00   0.0  0
 NOQ  CONST_07  S8    C7   C6   C2    180.00   0.0  0
 NOQ  CONST_08  S8    C7   C5   C4    180.00   0.0  0
 NOQ  CONST_09  O1    C3   C4   C5    180.00   0.0  0
 NOQ  CONST_10  O1    C3   C2   C6    180.00   0.0  0
 NOQ  CONST_11  H4    C4   C3   C2    180.00   0.0  0
 NOQ  CONST_12  H6    C6   C2   C3    180.00   0.0  0
 NOQ  CONST_13  H5    C5   C4   C3    180.00   0.0  0
 NOQ  CONST_14  H2    C2   C3   C4    180.00   0.0  0
 NOQ  CONST_15  C12   C18  N10  C11   180.00   0.0  0
 NOQ  CONST_16  HN10  N10  C18  C12     0.00   0.0  0
 NOQ  CONST_17  O19   C18  N10  C11     0.00   0.0  0
 NOQ  Var_01    C15   C17  C16  C12    56.03  30.0  1
 NOQ  Var_02    C14   C15  C17  C16   -55.64  30.0  1
 NOQ  Var_03    C13   C14  C15  C17    55.56  30.0  1
 NOQ  Var_04    C30   S8   C7   C5    -94.14  30.0  2
 NOQ  Var_05    C13   C30  S8   C7   -163.05  30.0  1
 NOQ  Var_06    H441  C44  O1   C3     60.01  30.0  3
 NOQ  Var_07    N21   C20  C11  N10  -179.50  30.0  3
 NOQ  Var_08    C20   C11  N10  C18   175.82  30.0  1
 NOQ  Var_09    H211  N21  C20  C11    74.57  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
 NOQ  chir_01  C12  C18  C16  C13  positiv
 NOQ  chir_02  C13  C12  C14  C30  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
 NOQ  plan-1  C2    0.020
 NOQ  plan-1  C3    0.020
 NOQ  plan-1  C4    0.020
 NOQ  plan-1  C5    0.020
 NOQ  plan-1  C6    0.020
 NOQ  plan-1  C7    0.020
 NOQ  plan-1  O1    0.020
 NOQ  plan-1  S8    0.020
 NOQ  plan-1  H2    0.020
 NOQ  plan-1  H4    0.020
 NOQ  plan-1  H5    0.020
 NOQ  plan-1  H6    0.020
 NOQ  plan-2  C11   0.020
 NOQ  plan-2  N10   0.020
 NOQ  plan-2  C18   0.020
 NOQ  plan-2  O19   0.020
 NOQ  plan-2  C12   0.020
 NOQ  plan-2  HN10  0.020

