# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 10:00:56 2022
#   Inital geometry file: a 147 line input string
#   Ligand name: N-[3-(4-fluorophenoxy)phenyl]-4-[(2-hydroxybenzyl)amino]piperidine-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccccc1CNC2CCN(CC2)[S](=O)(=O)Nc3cccc(Oc4ccc(F)cc4)c3
#
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
 B11  B11  N-[3-(4-fluorophenoxy)phenyl]-4-[(2-hydroxybenzyl)amino]piperidine-1-sulfonamide  ligand  59  33  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_B11
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
 B11  C1    C  CR16  0  -0.377   4.3449  -3.4584  -0.4223
 B11  C2    C  CR16  0  -0.249   3.9455  -4.3225   0.5876
 B11  C3    C  CR16  0  -0.278   3.2927  -3.8317   1.7082
 B11  C4    C  CR16  0  -0.294   3.0374  -2.4690   1.7996
 B11  C5    C  CR6   0   0.017   3.4226  -1.5807   0.8025
 B11  C6    C  CR6   0   0.325   4.0906  -2.0942  -0.3154
 B11  O7    O  OH1   0  -0.632   4.4677  -1.2174  -1.2705
 B11  C8    C  CH2   0  -0.338   3.1223  -0.1120   0.9191
 B11  N9    N  NH1   0  -0.589   2.0585   0.3009   0.0120
 B11  C10   C  CH1   0  -0.043   1.7253   1.7117   0.1152
 B11  C11   C  CH2   0  -0.458   0.9216   2.1379  -1.1075
 B11  C12   C  CH2   0  -0.307   0.4967   3.5958  -1.0176
 B11  N13   N  N     0  -0.590  -0.2039   3.8586   0.2364
 B11  C14   C  CH2   0  -0.293   0.4967   3.4527   1.4510
 B11  C15   C  CH2   0  -0.441   0.9025   1.9908   1.3692
 B11  S16   S  S     0   1.502  -1.6514   4.5856   0.2273
 B11  N17   N  NC1   0  -0.831  -2.7678   3.4835  -0.3634
 B11  O18   O  OS    0  -0.647  -2.0041   4.8766   1.6027
 B11  O19   O  OS    0  -0.657  -1.6761   5.6508  -0.7581
 B11  C20   C  CR6   0   0.326  -2.7089   2.1383   0.0529
 B11  C21   C  CR16  0  -0.399  -2.5339   1.1471  -0.9057
 B11  C22   C  CR6   0   0.356  -2.4658  -0.1834  -0.5210
 B11  C23   C  CR16  0  -0.327  -2.5588  -0.5404   0.8189
 B11  C24   C  CR16  0  -0.245  -2.7353   0.4608   1.7619
 B11  C25   C  CR16  0  -0.298  -2.8211   1.7964   1.3973
 B11  O26   O  O2    0  -0.513  -2.3343  -1.0957  -1.5237
 B11  C27   C  CR6   0   0.319  -1.6015  -2.2354  -1.3164
 B11  C28   C  CR16  0  -0.311  -2.1639  -3.4405  -1.7109
 B11  C29   C  CR16  0  -0.409  -1.4347  -4.6160  -1.5948
 B11  C30   C  CR6   0   0.517  -0.1587  -4.5564  -1.0715
 B11  C31   C  CR16  0  -0.409   0.4126  -3.3641  -0.6697
 B11  C32   C  CR16  0  -0.322  -0.3133  -2.1893  -0.7952
 B11  F1    F  F     0  -0.316   0.5509  -5.6911  -0.9488
 B11  H1    H  HCR6  0   0.269   4.8545  -3.8471  -1.2971
 B11  H2    H  HCR6  0   0.258   4.1487  -5.3811   0.4911
 B11  H3    H  HCR6  0   0.251   2.9802  -4.4994   2.4998
 B11  H4    H  HCR6  0   0.250   2.5243  -2.0792   2.6711
 B11  HO7   H  HOH1  0   0.476   4.9245  -1.6728  -1.9866
 B11  H81   H  HCH2  0   0.242   2.8028   0.0850   1.9435
 B11  H82   H  HCH2  0   0.209   4.0406   0.4762   0.7694
 B11  HN9   H  HNH1  0   0.350   2.3544   0.1094  -0.9379
 B11  H10   H  HCH1  0   0.192   2.6360   2.3374   0.1558
 B11  H111  H  HCH2  0   0.248   1.5147   2.0091  -2.0172
 B11  H112  H  HCH2  0   0.246   0.0400   1.4976  -1.1894
 B11  H121  H  HCH2  0   0.254   1.3746   4.2477  -1.0661
 B11  H122  H  HCH2  0   0.270  -0.1350   3.8554  -1.8660
 B11  H141  H  HCH2  0   0.244   1.3842   4.0846   1.5643
 B11  H142  H  HCH2  0   0.275  -0.1341   3.6233   2.3183
 B11  H151  H  HCH2  0   0.240   0.0109   1.3575   1.3537
 B11  H152  H  HCH2  0   0.246   1.4626   1.7485   2.2747
 B11  H17   H  HNC1  0   0.419  -2.9169   3.6088  -1.3581
 B11  H21   H  HCR6  0   0.288  -2.4333   1.4067  -1.9532
 B11  H23   H  HCR6  0   0.281  -2.5091  -1.5763   1.1275
 B11  H24   H  HCR6  0   0.269  -2.8232   0.1919   2.8062
 B11  H25   H  HCR6  0   0.274  -2.9796   2.5533   2.1522
 B11  H28   H  HCR6  0   0.279  -3.1668  -3.4634  -2.1172
 B11  H29   H  HCR6  0   0.284  -1.8622  -5.5614  -1.9015
 B11  H31   H  HCR6  0   0.291   1.4158  -3.3460  -0.2654
 B11  H32   H  HCR6  0   0.307   0.1487  -1.2551  -0.4879

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
 B11  C1   C2    aromatic  1.388  0.020  1.388
 B11  C1   C6    aromatic  1.392  0.020  1.392
 B11  C1   H1    single    0.930  0.020  1.080
 B11  C2   C3    aromatic  1.387  0.020  1.387
 B11  C2   H2    single    0.930  0.020  1.080
 B11  C3   C4    aromatic  1.389  0.020  1.389
 B11  C3   H3    single    0.930  0.020  1.080
 B11  C4   C5    aromatic  1.390  0.020  1.390
 B11  C4   H4    single    0.930  0.020  1.080
 B11  C5   C6    aromatic  1.400  0.020  1.400
 B11  C5   C8    single    1.504  0.020  1.504
 B11  C6   O7    single    1.350  0.020  1.350
 B11  O7   HO7   single    0.850  0.020  0.980
 B11  C8   N9    single    1.458  0.020  1.458
 B11  C8   H81   single    0.970  0.020  1.090
 B11  C8   H82   single    0.970  0.020  1.090
 B11  N9   C10   single    1.453  0.020  1.453
 B11  N9   HN9   single    0.890  0.020  1.040
 B11  C10  C11   single    1.524  0.020  1.524
 B11  C10  C15   single    1.526  0.020  1.526
 B11  C10  H10   single    0.970  0.020  1.090
 B11  C11  C12   single    1.521  0.020  1.521
 B11  C11  H111  single    0.970  0.020  1.090
 B11  C11  H112  single    0.970  0.020  1.090
 B11  C12  N13   single    1.460  0.020  1.460
 B11  C12  H121  single    0.970  0.020  1.090
 B11  C12  H122  single    0.970  0.020  1.090
 B11  N13  C14   single    1.460  0.020  1.460
 B11  N13  S16   single    1.620  0.020  1.620
 B11  C14  C15   single    1.519  0.020  1.519
 B11  C14  H141  single    0.970  0.020  1.090
 B11  C14  H142  single    0.970  0.020  1.090
 B11  C15  H151  single    0.970  0.020  1.090
 B11  C15  H152  single    0.970  0.020  1.090
 B11  S16  N17   single    1.676  0.020  1.676
 B11  S16  O18   double    1.449  0.020  1.449
 B11  S16  O19   double    1.451  0.020  1.451
 B11  N17  C20   single    1.409  0.020  1.409
 B11  N17  H17   single    0.890  0.020  1.040
 B11  C20  C21   aromatic  1.390  0.020  1.390
 B11  C20  C25   aromatic  1.392  0.020  1.392
 B11  C21  C22   aromatic  1.387  0.020  1.387
 B11  C21  H21   single    0.930  0.020  1.080
 B11  C22  C23   aromatic  1.390  0.020  1.390
 B11  C22  O26   single    1.362  0.020  1.362
 B11  C23  C24   aromatic  1.387  0.020  1.387
 B11  C23  H23   single    0.930  0.020  1.080
 B11  C24  C25   aromatic  1.387  0.020  1.387
 B11  C24  H24   single    0.930  0.020  1.080
 B11  C25  H25   single    0.930  0.020  1.080
 B11  O26  C27   single    1.371  0.020  1.371
 B11  C27  C28   aromatic  1.387  0.020  1.387
 B11  C27  C32   aromatic  1.390  0.020  1.390
 B11  C28  C29   aromatic  1.388  0.020  1.388
 B11  C28  H28   single    0.930  0.020  1.080
 B11  C29  C30   aromatic  1.380  0.020  1.380
 B11  C29  H29   single    0.930  0.020  1.080
 B11  C30  C31   aromatic  1.382  0.020  1.382
 B11  C30  F1    single    1.344  0.020  1.344
 B11  C31  C32   aromatic  1.387  0.020  1.387
 B11  C31  H31   single    0.930  0.020  1.080
 B11  C32  H32   single    0.930  0.020  1.080

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
 B11  H1    C1   C6    119.94  3.000
 B11  H1    C1   C2    119.94  3.000
 B11  C6    C1   C2    120.12  3.000
 B11  H2    C2   C3    120.44  3.000
 B11  H2    C2   C1    119.35  3.000
 B11  C3    C2   C1    120.21  3.000
 B11  H3    C3   C4    120.28  3.000
 B11  H3    C3   C2    120.59  3.000
 B11  C4    C3   C2    119.13  3.000
 B11  H4    C4   C5    118.56  3.000
 B11  H4    C4   C3    119.52  3.000
 B11  C5    C4   C3    121.92  3.000
 B11  C8    C5   C6    121.03  3.000
 B11  C8    C5   C4    120.89  3.000
 B11  C6    C5   C4    118.08  3.000
 B11  O7    C6   C5    117.38  3.000
 B11  O7    C6   C1    122.08  3.000
 B11  C5    C6   C1    120.53  3.000
 B11  HO7   O7   C6    110.56  3.000
 B11  H82   C8   H81   105.99  3.000
 B11  H82   C8   N9    111.89  3.000
 B11  H81   C8   N9    108.63  3.000
 B11  H82   C8   C5    110.17  3.000
 B11  H81   C8   C5    107.92  3.000
 B11  N9    C8   C5    111.97  3.000
 B11  HN9   N9   C10   108.48  3.000
 B11  HN9   N9   C8    108.46  3.000
 B11  C10   N9   C8    113.46  3.000
 B11  H10   C10  C15   108.09  3.000
 B11  H10   C10  C11   107.79  3.000
 B11  C15   C10  C11   108.90  3.000
 B11  H10   C10  N9    111.29  3.000
 B11  C15   C10  N9    111.08  3.000
 B11  C11   C10  N9    109.60  3.000
 B11  H112  C11  H111  107.83  3.000
 B11  H112  C11  C12   109.92  3.000
 B11  H111  C11  C12   108.28  3.000
 B11  H112  C11  C10   108.77  3.000
 B11  H111  C11  C10   110.39  3.000
 B11  C12   C11  C10   111.58  3.000
 B11  H122  C12  H121  106.78  3.000
 B11  H122  C12  N13   110.35  3.000
 B11  H121  C12  N13   108.40  3.000
 B11  H122  C12  C11   110.14  3.000
 B11  H121  C12  C11   110.13  3.000
 B11  N13   C12  C11   110.93  3.000
 B11  S16   N13  C14   123.94  3.000
 B11  S16   N13  C12   120.31  3.000
 B11  C14   N13  C12   115.73  3.000
 B11  H142  C14  H141  107.30  3.000
 B11  H142  C14  C15   110.44  3.000
 B11  H141  C14  C15   110.14  3.000
 B11  H142  C14  N13   110.00  3.000
 B11  H141  C14  N13   108.33  3.000
 B11  C15   C14  N13   110.54  3.000
 B11  H152  C15  H151  107.55  3.000
 B11  H152  C15  C14   107.80  3.000
 B11  H151  C15  C14   109.89  3.000
 B11  H152  C15  C10   111.37  3.000
 B11  H151  C15  C10   108.79  3.000
 B11  C14   C15  C10   111.36  3.000
 B11  O19   S16  O18   119.53  3.000
 B11  O19   S16  N17   103.41  3.000
 B11  O18   S16  N17   107.71  3.000
 B11  O19   S16  N13   110.40  3.000
 B11  O18   S16  N13   107.59  3.000
 B11  N17   S16  N13   107.58  3.000
 B11  H17   N17  C20   114.46  3.000
 B11  H17   N17  S16   111.25  3.000
 B11  C20   N17  S16   119.71  3.000
 B11  C25   C20  C21   120.08  3.000
 B11  C25   C20  N17   121.09  3.000
 B11  C21   C20  N17   118.83  3.000
 B11  H21   C21  C22   119.56  3.000
 B11  H21   C21  C20   120.49  3.000
 B11  C22   C21  C20   119.94  3.000
 B11  O26   C22  C23   122.97  3.000
 B11  O26   C22  C21   116.31  3.000
 B11  C23   C22  C21   120.71  3.000
 B11  H23   C23  C24   120.20  3.000
 B11  H23   C23  C22   121.19  3.000
 B11  C24   C23  C22   118.60  3.000
 B11  H24   C24  C25   119.21  3.000
 B11  H24   C24  C23   119.16  3.000
 B11  C25   C24  C23   121.62  3.000
 B11  H25   C25  C24   119.99  3.000
 B11  H25   C25  C20   120.97  3.000
 B11  C24   C25  C20   119.04  3.000
 B11  C27   O26  C22   119.81  3.000
 B11  C32   C27  C28   120.74  3.000
 B11  C32   C27  O26   121.63  3.000
 B11  C28   C27  O26   117.55  3.000
 B11  H28   C28  C29   120.02  3.000
 B11  H28   C28  C27   120.06  3.000
 B11  C29   C28  C27   119.93  3.000
 B11  H29   C29  C30   120.69  3.000
 B11  H29   C29  C28   120.58  3.000
 B11  C30   C29  C28   118.73  3.000
 B11  F1    C30  C31   118.93  3.000
 B11  F1    C30  C29   119.09  3.000
 B11  C31   C30  C29   121.98  3.000
 B11  H31   C31  C32   120.33  3.000
 B11  H31   C31  C30   120.43  3.000
 B11  C32   C31  C30   119.23  3.000
 B11  H32   C32  C31   118.71  3.000
 B11  H32   C32  C27   121.90  3.000
 B11  C31   C32  C27   119.39  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
 B11  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 B11  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 B11  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 B11  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 B11  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 B11  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 B11  CONST_07  C23  C22  C21  C20     0.00   0.0  0
 B11  CONST_08  C23  C24  C25  C20     0.00   0.0  0
 B11  CONST_09  C24  C25  C20  C21     0.00   0.0  0
 B11  CONST_10  C24  C23  C22  C21     0.00   0.0  0
 B11  CONST_11  C25  C20  C21  C22     0.00   0.0  0
 B11  CONST_12  C25  C24  C23  C22     0.00   0.0  0
 B11  CONST_13  C30  C29  C28  C27     0.00   0.0  0
 B11  CONST_14  C30  C31  C32  C27     0.00   0.0  0
 B11  CONST_15  C31  C32  C27  C28     0.00   0.0  0
 B11  CONST_16  C31  C30  C29  C28     0.00   0.0  0
 B11  CONST_17  C32  C27  C28  C29     0.00   0.0  0
 B11  CONST_18  C32  C31  C30  C29     0.00   0.0  0
 B11  CONST_19  C8   C5   C6   C1    180.00   0.0  0
 B11  CONST_20  O7   C6   C1   C2    180.00   0.0  0
 B11  CONST_21  C8   C5   C4   C3    180.00   0.0  0
 B11  CONST_22  O7   C6   C5   C4    180.00   0.0  0
 B11  CONST_23  C22  C21  C20  N17   180.00   0.0  0
 B11  CONST_24  C24  C25  C20  N17   180.00   0.0  0
 B11  CONST_25  O26  C22  C21  C20   180.00   0.0  0
 B11  CONST_26  O26  C22  C23  C24   180.00   0.0  0
 B11  CONST_27  C29  C28  C27  O26   180.00   0.0  0
 B11  CONST_28  C31  C32  C27  O26   180.00   0.0  0
 B11  CONST_29  F1   C30  C29  C28   180.00   0.0  0
 B11  CONST_30  F1   C30  C31  C32   180.00   0.0  0
 B11  CONST_31  H3   C3   C2   C1    180.00   0.0  0
 B11  CONST_32  H4   C4   C3   C2    180.00   0.0  0
 B11  CONST_33  H1   C1   C2   C3    180.00   0.0  0
 B11  CONST_34  H2   C2   C3   C4    180.00   0.0  0
 B11  CONST_35  H24  C24  C25  C20   180.00   0.0  0
 B11  CONST_36  H25  C25  C20  C21   180.00   0.0  0
 B11  CONST_37  H23  C23  C22  C21   180.00   0.0  0
 B11  CONST_38  H21  C21  C22  C23   180.00   0.0  0
 B11  CONST_39  H29  C29  C28  C27   180.00   0.0  0
 B11  CONST_40  H31  C31  C32  C27   180.00   0.0  0
 B11  CONST_41  H32  C32  C27  C28   180.00   0.0  0
 B11  CONST_42  H28  C28  C29  C30   180.00   0.0  0
 B11  Var_01    N13  C12  C11  C10   -53.46  30.0  1
 B11  Var_02    N13  C14  C15  C10    54.85  30.0  1
 B11  Var_03    C14  N13  C12  C11    52.99  30.0  1
 B11  Var_04    C15  C14  N13  C12   -53.66  30.0  1
 B11  Var_05    C28  C27  O26  C22   132.75  30.0  2
 B11  Var_06    N9   C8   C5   C4   -107.03  30.0  2
 B11  Var_07    C10  N9   C8   C5    178.96  30.0  3
 B11  Var_08    N17  S16  N13  C12    72.04  30.0  3
 B11  Var_09    C20  N17  S16  N13    41.81  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
 B11  chir_01  C10  N9  C11  C15  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
 B11  plan-1  C1   0.020
 B11  plan-1  C2   0.020
 B11  plan-1  C3   0.020
 B11  plan-1  C4   0.020
 B11  plan-1  C5   0.020
 B11  plan-1  C6   0.020
 B11  plan-1  O7   0.020
 B11  plan-1  C8   0.020
 B11  plan-1  H1   0.020
 B11  plan-1  H2   0.020
 B11  plan-1  H3   0.020
 B11  plan-1  H4   0.020
 B11  plan-2  N17  0.020
 B11  plan-2  C20  0.020
 B11  plan-2  C21  0.020
 B11  plan-2  C22  0.020
 B11  plan-2  C23  0.020
 B11  plan-2  C24  0.020
 B11  plan-2  C25  0.020
 B11  plan-2  O26  0.020
 B11  plan-2  H21  0.020
 B11  plan-2  H23  0.020
 B11  plan-2  H24  0.020
 B11  plan-2  H25  0.020
 B11  plan-3  O26  0.020
 B11  plan-3  C27  0.020
 B11  plan-3  C28  0.020
 B11  plan-3  C29  0.020
 B11  plan-3  C30  0.020
 B11  plan-3  C31  0.020
 B11  plan-3  C32  0.020
 B11  plan-3  F1   0.020
 B11  plan-3  H28  0.020
 B11  plan-3  H29  0.020
 B11  plan-3  H31  0.020
 B11  plan-3  H32  0.020
 B11  plan-4  S16  0.020
 B11  plan-4  N17  0.020
 B11  plan-4  C20  0.020
 B11  plan-4  H17  0.020

