# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 02:28:25 2020
#   Inital geometry file: a 152 line input string
#   Ligand name: N-(butylsulfonyl)-O-(4-piperidin-4-ylbutyl)-L-tyrosine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC[S](=O)(=O)N[C@@H](Cc1ccc(OCCCCC2CCNCC2)cc1)C(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
 AGG  AGG  N-(butylsulfonyl)-O-(4-piperidin-4-ylbutyl)-L-tyrosine  ligand  66  30  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AGG
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
 AGG  C1    C  CH3   0  -0.663   5.4584  -0.2047  -7.2770
 AGG  C2    C  CH2   0  -0.421   3.9437  -0.3266  -7.1984
 AGG  C3    C  CH2   0  -0.428   3.4031   0.1151  -5.8418
 AGG  C4    C  CH2   0  -0.604   1.8875  -0.0108  -5.7901
 AGG  S1    S  S     0   1.371   1.2328   0.4734  -4.1970
 AGG  O1    O  OS    0  -0.668   1.7047  -0.4875  -3.2094
 AGG  O2    O  OS    0  -0.674   1.5095   1.8900  -4.0092
 AGG  N     N  NC1   0  -0.732  -0.3957   0.3299  -4.2811
 AGG  CA    C  CH1   0  -0.191  -1.1059  -0.9101  -4.1095
 AGG  CB    C  CH2   0  -0.535  -2.3074  -0.7130  -3.1636
 AGG  CG    C  CR6   0   0.132  -1.8728  -0.2672  -1.7986
 AGG  CD1   C  CR16  0  -0.277  -1.7137   1.0827  -1.4884
 AGG  CE1   C  CR16  0  -0.338  -1.2967   1.4879  -0.2343
 AGG  CZ    C  CR6   0   0.371  -1.0188   0.5429   0.7553
 AGG  OH    O  O2    0  -0.479  -0.6256   1.0268   1.9502
 AGG  CE2   C  CR16  0  -0.369  -1.1660  -0.8099   0.4611
 AGG  CD2   C  CR16  0  -0.290  -1.5886  -1.1951  -0.8064
 AGG  C     C  C     0   0.560  -1.5717  -1.5618  -5.4049
 AGG  O     O  O     0  -0.439  -2.1438  -2.6221  -5.4210
 AGG  OXT   O  OH1   0  -0.579  -1.2936  -0.8553  -6.4858
 AGG  C11   C  CH2   0  -0.169  -0.4443   0.1279   3.0330
 AGG  C12   C  CH2   0  -0.454  -0.1679   0.9387   4.2814
 AGG  C13   C  CH2   0  -0.436  -0.0031   0.0503   5.5093
 AGG  C14   C  CH2   0  -0.401   0.1523   0.8675   6.7866
 AGG  C15   C  CH1   0  -0.232   0.4213   0.0515   8.0479
 AGG  C16   C  CH2   0  -0.410   0.5965   0.9704   9.2575
 AGG  C17   C  CH2   0  -0.293   0.7996   0.1810  10.5415
 AGG  N18   N  NH1   0  -0.595  -0.3181  -0.7234  10.7450
 AGG  C18   C  CH2   0  -0.289  -0.4222  -1.6869   9.6643
 AGG  C19   C  CH2   0  -0.421  -0.6739  -0.9734   8.3438
 AGG  H11   H  HCH3  0   0.232   5.8308  -0.5208  -8.2516
 AGG  H12   H  HCH3  0   0.220   5.7815   0.8255  -7.1174
 AGG  H13   H  HCH3  0   0.221   5.9422  -0.8239  -6.5198
 AGG  H21   H  HCH2  0   0.224   3.6477  -1.3622  -7.3875
 AGG  H22   H  HCH2  0   0.224   3.4819   0.2738  -7.9870
 AGG  H31   H  HCH2  0   0.241   3.8537  -0.4946  -5.0551
 AGG  H32   H  HCH2  0   0.242   3.6957   1.1508  -5.6532
 AGG  H41   H  HCH2  0   0.291   1.4051   0.6257  -6.5339
 AGG  H42   H  HCH2  0   0.286   1.5668  -1.0399  -5.9632
 AGG  H     H  HNC1  0   0.418  -0.8662   1.0920  -4.7517
 AGG  HA    H  HCH1  0   0.319  -0.4329  -1.6266  -3.6328
 AGG  HB1   H  HCH2  0   0.268  -2.9928   0.0143  -3.6067
 AGG  HB2   H  HCH2  0   0.274  -2.8478  -1.6576  -3.0947
 AGG  HD1   H  HCR6  0   0.241  -1.9306   1.8357  -2.2361
 AGG  HE1   H  HCR6  0   0.256  -1.1873   2.5416  -0.0087
 AGG  HE2   H  HCR6  0   0.273  -0.9644  -1.5752   1.1983
 AGG  HD2   H  HCR6  0   0.250  -1.7010  -2.2531  -1.0148
 AGG  HXT   H  HOH1  0   0.488  -1.6090  -1.3181  -7.2774
 AGG  H111  H  HCH2  0   0.217  -1.3448  -0.4813   3.1751
 AGG  H112  H  HCH2  0   0.219   0.3863  -0.5584   2.8270
 AGG  H121  H  HCH2  0   0.230   0.7325   1.5438   4.1394
 AGG  H122  H  HCH2  0   0.227  -0.9962   1.6346   4.4454
 AGG  H131  H  HCH2  0   0.222  -0.8716  -0.6100   5.5925
 AGG  H132  H  HCH2  0   0.217   0.8663  -0.6033   5.3803
 AGG  H141  H  HCH2  0   0.216   0.9714   1.5833   6.6531
 AGG  H142  H  HCH2  0   0.207  -0.7509   1.4713   6.9365
 AGG  H15   H  HCH1  0   0.204   1.3623  -0.4989   7.9070
 AGG  H161  H  HCH2  0   0.223   1.4453   1.6419   9.1002
 AGG  H162  H  HCH2  0   0.207  -0.2924   1.6027   9.3625
 AGG  H171  H  HCH2  0   0.181   1.7659  -0.3492  10.4844
 AGG  H172  H  HCH2  0   0.227   0.8638   0.8610  11.3939
 AGG  H18   H  HNH1  0   0.348  -0.2025  -1.2124  11.6230
 AGG  H181  H  HCH2  0   0.181   0.4868  -2.3045   9.5647
 AGG  H182  H  HCH2  0   0.227  -1.2446  -2.3730   9.8791
 AGG  H191  H  HCH2  0   0.206  -1.6453  -0.4673   8.3835
 AGG  H192  H  HCH2  0   0.228  -0.7366  -1.7181   7.5470

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
 AGG  C1   C2    single    1.522  0.020  1.522
 AGG  C1   H11   single    0.970  0.020  1.090
 AGG  C1   H12   single    0.970  0.020  1.090
 AGG  C1   H13   single    0.970  0.020  1.090
 AGG  C2   C3    single    1.526  0.020  1.526
 AGG  C2   H21   single    0.970  0.020  1.090
 AGG  C2   H22   single    0.970  0.020  1.090
 AGG  C3   C4    single    1.522  0.020  1.522
 AGG  C3   H31   single    0.970  0.020  1.090
 AGG  C3   H32   single    0.970  0.020  1.090
 AGG  C4   S1    single    1.789  0.020  1.789
 AGG  C4   H41   single    0.970  0.020  1.090
 AGG  C4   H42   single    0.970  0.020  1.090
 AGG  S1   O1    double    1.456  0.020  1.456
 AGG  S1   O2    double    1.456  0.020  1.456
 AGG  S1   N     single    1.637  0.020  1.637
 AGG  N    CA    single    1.439  0.020  1.439
 AGG  N    H     single    0.860  0.020  1.020
 AGG  CA   CB    single    1.542  0.020  1.542
 AGG  CA   C     single    1.523  0.020  1.523
 AGG  CA   HA    single    0.970  0.020  1.090
 AGG  CB   CG    single    1.500  0.020  1.500
 AGG  CB   HB1   single    0.970  0.020  1.090
 AGG  CB   HB2   single    0.970  0.020  1.090
 AGG  CG   CD1   aromatic  1.394  0.020  1.394
 AGG  CG   CD2   aromatic  1.388  0.020  1.388
 AGG  CD1  CE1   aromatic  1.382  0.020  1.382
 AGG  CD1  HD1   single    0.930  0.020  1.080
 AGG  CE1  CZ    aromatic  1.396  0.020  1.396
 AGG  CE1  HE1   single    0.930  0.020  1.080
 AGG  CZ   OH    single    1.348  0.020  1.348
 AGG  CZ   CE2   aromatic  1.392  0.020  1.392
 AGG  OH   C11   single    1.419  0.020  1.419
 AGG  CE2  CD2   aromatic  1.390  0.020  1.390
 AGG  CE2  HE2   single    0.930  0.020  1.080
 AGG  CD2  HD2   single    0.930  0.020  1.080
 AGG  C    O     double    1.205  0.020  1.205
 AGG  C    OXT   single    1.321  0.020  1.321
 AGG  OXT  HXT   single    0.850  0.020  0.980
 AGG  C11  C12   single    1.514  0.020  1.514
 AGG  C11  H111  single    0.970  0.020  1.090
 AGG  C11  H112  single    0.970  0.020  1.090
 AGG  C12  C13   single    1.524  0.020  1.524
 AGG  C12  H121  single    0.970  0.020  1.090
 AGG  C12  H122  single    0.970  0.020  1.090
 AGG  C13  C14   single    1.524  0.020  1.524
 AGG  C13  H131  single    0.970  0.020  1.090
 AGG  C13  H132  single    0.970  0.020  1.090
 AGG  C14  C15   single    1.526  0.020  1.526
 AGG  C14  H141  single    0.970  0.020  1.090
 AGG  C14  H142  single    0.970  0.020  1.090
 AGG  C15  C16   single    1.529  0.020  1.529
 AGG  C15  C19   single    1.529  0.020  1.529
 AGG  C15  H15   single    0.970  0.020  1.090
 AGG  C16  C17   single    1.521  0.020  1.521
 AGG  C16  H161  single    0.970  0.020  1.090
 AGG  C16  H162  single    0.970  0.020  1.090
 AGG  C17  N18   single    1.452  0.020  1.452
 AGG  C17  H171  single    0.970  0.020  1.090
 AGG  C17  H172  single    0.970  0.020  1.090
 AGG  N18  C18   single    1.452  0.020  1.452
 AGG  N18  H18   single    0.890  0.020  1.040
 AGG  C18  C19   single    1.522  0.020  1.522
 AGG  C18  H181  single    0.970  0.020  1.090
 AGG  C18  H182  single    0.970  0.020  1.090
 AGG  C19  H191  single    0.970  0.020  1.090
 AGG  C19  H192  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
 AGG  H13   C1   H12   107.62  3.000
 AGG  H13   C1   H11   107.72  3.000
 AGG  H12   C1   H11   107.66  3.000
 AGG  H13   C1   C2    111.10  3.000
 AGG  H12   C1   C2    111.27  3.000
 AGG  H11   C1   C2    111.29  3.000
 AGG  H22   C2   H21   106.31  3.000
 AGG  H22   C2   C3    109.43  3.000
 AGG  H21   C2   C3    109.39  3.000
 AGG  H22   C2   C1    109.83  3.000
 AGG  H21   C2   C1    109.66  3.000
 AGG  C3    C2   C1    112.06  3.000
 AGG  H32   C3   H31   107.11  3.000
 AGG  H32   C3   C4    109.83  3.000
 AGG  H31   C3   C4    109.88  3.000
 AGG  H32   C3   C2    109.45  3.000
 AGG  H31   C3   C2    109.43  3.000
 AGG  C4    C3   C2    111.05  3.000
 AGG  H42   C4   H41   108.17  3.000
 AGG  H42   C4   S1    106.79  3.000
 AGG  H41   C4   S1    106.70  3.000
 AGG  H42   C4   C3    111.41  3.000
 AGG  H41   C4   C3    111.64  3.000
 AGG  S1    C4   C3    111.86  3.000
 AGG  N     S1   O2    106.32  3.000
 AGG  N     S1   O1    107.42  3.000
 AGG  O2    S1   O1    119.54  3.000
 AGG  N     S1   C4    107.13  3.000
 AGG  O2    S1   C4    107.98  3.000
 AGG  O1    S1   C4    107.86  3.000
 AGG  H     N    CA    118.36  3.000
 AGG  H     N    S1    114.86  3.000
 AGG  CA    N    S1    124.08  3.000
 AGG  HA    CA   C     106.19  3.000
 AGG  HA    CA   CB    107.23  3.000
 AGG  C     CA   CB    109.77  3.000
 AGG  HA    CA   N     108.24  3.000
 AGG  C     CA   N     114.72  3.000
 AGG  CB    CA   N     110.33  3.000
 AGG  HB2   CB   HB1   106.93  3.000
 AGG  HB2   CB   CG    110.09  3.000
 AGG  HB1   CB   CG    110.66  3.000
 AGG  HB2   CB   CA    108.31  3.000
 AGG  HB1   CB   CA    108.96  3.000
 AGG  CG    CB   CA    111.75  3.000
 AGG  CD2   CG   CD1   117.70  3.000
 AGG  CD2   CG   CB    120.74  3.000
 AGG  CD1   CG   CB    121.55  3.000
 AGG  HD1   CD1  CE1   118.87  3.000
 AGG  HD1   CD1  CG    119.78  3.000
 AGG  CE1   CD1  CG    121.34  3.000
 AGG  HE1   CE1  CZ    119.38  3.000
 AGG  HE1   CE1  CD1   120.31  3.000
 AGG  CZ    CE1  CD1   120.31  3.000
 AGG  CE2   CZ   OH    124.54  3.000
 AGG  CE2   CZ   CE1   119.13  3.000
 AGG  OH    CZ   CE1   116.33  3.000
 AGG  C11   OH   CZ    119.11  3.000
 AGG  HE2   CE2  CD2   118.81  3.000
 AGG  HE2   CE2  CZ    121.59  3.000
 AGG  CD2   CE2  CZ    119.60  3.000
 AGG  HD2   CD2  CE2   118.49  3.000
 AGG  HD2   CD2  CG    119.59  3.000
 AGG  CE2   CD2  CG    121.92  3.000
 AGG  OXT   C    O     124.04  3.000
 AGG  OXT   C    CA    113.75  3.000
 AGG  O     C    CA    122.21  3.000
 AGG  HXT   OXT  C     110.14  3.000
 AGG  H112  C11  H111  107.37  3.000
 AGG  H112  C11  C12   110.59  3.000
 AGG  H111  C11  C12   109.91  3.000
 AGG  H112  C11  OH    110.48  3.000
 AGG  H111  C11  OH    110.23  3.000
 AGG  C12   C11  OH    108.26  3.000
 AGG  H122  C12  H121  106.89  3.000
 AGG  H122  C12  C13   109.38  3.000
 AGG  H121  C12  C13   109.75  3.000
 AGG  H122  C12  C11   109.03  3.000
 AGG  H121  C12  C11   109.84  3.000
 AGG  C13   C12  C11   111.83  3.000
 AGG  H132  C13  H131  106.19  3.000
 AGG  H132  C13  C14   109.74  3.000
 AGG  H131  C13  C14   109.92  3.000
 AGG  H132  C13  C12   109.80  3.000
 AGG  H131  C13  C12   109.09  3.000
 AGG  C14   C13  C12   111.94  3.000
 AGG  H142  C14  H141  105.82  3.000
 AGG  H142  C14  C15   109.06  3.000
 AGG  H141  C14  C15   108.55  3.000
 AGG  H142  C14  C13   109.01  3.000
 AGG  H141  C14  C13   108.92  3.000
 AGG  C15   C14  C13   115.08  3.000
 AGG  H15   C15  C19   107.60  3.000
 AGG  H15   C15  C16   107.71  3.000
 AGG  C19   C15  C16   109.38  3.000
 AGG  H15   C15  C14   108.22  3.000
 AGG  C19   C15  C14   113.08  3.000
 AGG  C16   C15  C14   110.65  3.000
 AGG  H162  C16  H161  106.80  3.000
 AGG  H162  C16  C17   109.08  3.000
 AGG  H161  C16  C17   109.66  3.000
 AGG  H162  C16  C15   109.24  3.000
 AGG  H161  C16  C15   110.13  3.000
 AGG  C17   C16  C15   111.79  3.000
 AGG  H172  C17  H171  106.74  3.000
 AGG  H172  C17  N18   108.88  3.000
 AGG  H171  C17  N18   112.46  3.000
 AGG  H172  C17  C16   110.09  3.000
 AGG  H171  C17  C16   108.82  3.000
 AGG  N18   C17  C16   109.80  3.000
 AGG  H18   N18  C18   109.48  3.000
 AGG  H18   N18  C17   109.56  3.000
 AGG  C18   N18  C17   111.36  3.000
 AGG  H182  C18  H181  106.64  3.000
 AGG  H182  C18  C19   109.91  3.000
 AGG  H181  C18  C19   108.68  3.000
 AGG  H182  C18  N18   108.94  3.000
 AGG  H181  C18  N18   112.31  3.000
 AGG  C19   C18  N18   110.28  3.000
 AGG  H192  C19  H191  106.88  3.000
 AGG  H192  C19  C18   108.83  3.000
 AGG  H191  C19  C18   109.37  3.000
 AGG  H192  C19  C15   110.91  3.000
 AGG  H191  C19  C15   109.41  3.000
 AGG  C18   C19  C15   111.33  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
 AGG  CONST_01  CZ   CE1  CD1  CG      0.00   0.0  0
 AGG  CONST_02  CZ   CE2  CD2  CG      0.00   0.0  0
 AGG  CONST_03  CE2  CD2  CG   CD1     0.00   0.0  0
 AGG  CONST_04  CE2  CZ   CE1  CD1     0.00   0.0  0
 AGG  CONST_05  CD2  CG   CD1  CE1     0.00   0.0  0
 AGG  CONST_06  CD2  CE2  CZ   CE1     0.00   0.0  0
 AGG  CONST_07  CE1  CD1  CG   CB    180.00   0.0  0
 AGG  CONST_08  CE2  CD2  CG   CB    180.00   0.0  0
 AGG  CONST_09  OH   CZ   CE1  CD1   180.00   0.0  0
 AGG  CONST_10  CD2  CE2  CZ   OH    180.00   0.0  0
 AGG  CONST_11  HE1  CE1  CD1  CG    180.00   0.0  0
 AGG  CONST_12  HE2  CE2  CD2  CG    180.00   0.0  0
 AGG  CONST_13  HD2  CD2  CG   CD1   180.00   0.0  0
 AGG  CONST_14  HD1  CD1  CE1  CZ    180.00   0.0  0
 AGG  CONST_15  HXT  OXT  C    CA    180.00   0.0  0
 AGG  Var_01    N18  C17  C16  C15   -56.88  30.0  1
 AGG  Var_02    N18  C18  C19  C15    56.81  30.0  1
 AGG  Var_03    C18  N18  C17  C16    61.58  30.0  1
 AGG  Var_04    C19  C18  N18  C17   -61.82  30.0  1
 AGG  Var_05    CD1  CG   CB   CA     88.38  30.0  2
 AGG  Var_06    C12  C11  OH   CZ   -173.34  30.0  3
 AGG  Var_07    C15  C14  C13  C12  -175.86  30.0  3
 AGG  Var_08    C4   C3   C2   C1    179.77  30.0  3
 AGG  Var_09    S1   C4   C3   C2    178.94  30.0  3
 AGG  Var_10    O1   S1   C4   C3    -66.00  30.0  3
 AGG  Var_11    CA   N    S1   C4     81.90  30.0  3
 AGG  Var_12    C13  C12  C11  OH    178.19  30.0  3
 AGG  Var_13    C14  C13  C12  C11  -174.95  30.0  3
 AGG  Var_14    H11  C1   C2   C3   -179.85  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
 AGG  chir_01  CA   N    CB   C    negativ
 AGG  chir_02  C15  C14  C16  C19  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
 AGG  plan-1  CB   0.020
 AGG  plan-1  CG   0.020
 AGG  plan-1  CD1  0.020
 AGG  plan-1  CE1  0.020
 AGG  plan-1  CZ   0.020
 AGG  plan-1  OH   0.020
 AGG  plan-1  CE2  0.020
 AGG  plan-1  CD2  0.020
 AGG  plan-1  HD1  0.020
 AGG  plan-1  HE1  0.020
 AGG  plan-1  HE2  0.020
 AGG  plan-1  HD2  0.020
 AGG  plan-2  CA   0.020
 AGG  plan-2  C    0.020
 AGG  plan-2  O    0.020
 AGG  plan-2  OXT  0.020
 AGG  plan-2  HXT  0.020

