# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 15:10:43 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: (2Z)-4-[(3S)-1-(benzylsulfonyl)-3-(4-chlorobenzyl)piperidin-3-yl]-2-hydroxy-4-oxobut-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(/O)=C/C(=O)[C@@]1(CCCN(C1)[S](=O)(=O)Cc2ccccc2)Cc3ccc(Cl)cc3
#
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
 CI1  CI1  '(2Z)-4-[(3S)-1-(benzylsulfonyl)-3-(4-chlorobenzyl)piperidin-3-yl]-2-hydroxy-4-oxobut-2-enoic acid'  ligand  55  32  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CI1
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
 CI1  O32   O   OS     0  -0.662  -2.9003  -2.2002  -0.9500
 CI1  S30   S   S      0   1.370  -2.4092  -0.9938  -0.3004
 CI1  O31   O   OS     0  -0.657  -2.1157   0.1714  -1.1200
 CI1  CP    C   CH2    0  -0.724  -3.6267  -0.4984   0.9359
 CI1  CGB   C   CR6    0   0.130  -4.9219  -0.1574   0.2703
 CI1  CD2   C   CR16   0  -0.279  -5.8793  -1.1436   0.0491
 CI1  CE2   C   CR16   0  -0.243  -7.0752  -0.8313  -0.5813
 CI1  CZ    C   CR16   0  -0.261  -7.3215   0.4690  -1.0029
 CI1  CE1   C   CR16   0  -0.242  -6.3679   1.4558  -0.7890
 CI1  CD1   C   CR16   0  -0.283  -5.1714   1.1431  -0.1596
 CI1  NJ    N   N      0  -0.571  -1.0443  -1.3974   0.5313
 CI1  CI    C   CH2    0  -0.310  -1.1065  -2.6009   1.3638
 CI1  CK    C   CH2    0  -0.437   0.3047  -3.1041   1.6087
 CI1  CG    C   CH2    0  -0.438   1.1637  -2.0082   2.2189
 CI1  CH    C   CH2    0  -0.268  -0.2628  -0.3058   1.1088
 CI1  CF    C   CT     0  -0.239   1.1828  -0.7488   1.3406
 CI1  CB    C   C      0   0.451   1.8849  -0.9799  -0.0063
 CI1  O13   O   O      0  -0.415   1.3791  -0.5727  -1.0368
 CI1  CM    C   C1     0  -0.500   3.1810  -1.6353   0.0349
 CI1  CA    C   C      0   0.214   3.9613  -1.8784  -1.0407
 CI1  O14   O   OH1    0  -0.584   3.6625  -1.5669  -2.2849
 CI1  CE    C   C      0   0.402   5.3295  -2.5736  -0.9353
 CI1  OAN   O   OC    -1  -0.604   5.8718  -2.7030  -2.0560
 CI1  OAO   O   O      0  -0.548   5.7413  -2.9196   0.1736
 CI1  CO    C   CH2    0  -0.506   1.9467   0.3638   2.1026
 CI1  CGA   C   CR6    0   0.154   2.0658   1.6740   1.3754
 CI1  CDB   C   CR16   0  -0.326   1.1040   2.6688   1.5353
 CI1  CEB   C   CR16   0  -0.198   1.1916   3.8767   0.8587
 CI1  CDA   C   CR16   0  -0.303   3.1378   1.9295   0.5233
 CI1  CEA   C   CR16   0  -0.199   3.2459   3.1305  -0.1614
 CI1  CZB   C   CR6    0  -0.057   2.2651   4.0945   0.0105
 CI1  CL    CL  CL     0  -0.135   2.3906   5.6024  -0.8389
 CI1  HP1C  H   HCH2   0   0.321  -3.7301  -1.3277   1.6378
 CI1  HP2C  H   HCH2   0   0.318  -3.2031   0.3529   1.4706
 CI1  HD2   H   HCR6   0   0.256  -5.6952  -2.1581   0.3805
 CI1  HD1   H   HCR6   0   0.257  -4.4332   1.9175   0.0086
 CI1  HE2   H   HCR6   0   0.259  -7.8148  -1.6043  -0.7437
 CI1  HZ    H   HCR6   0   0.260  -8.2547   0.7139  -1.4932
 CI1  HE1   H   HCR6   0   0.260  -6.5562   2.4713  -1.1123
 CI1  HI1C  H   HCH2   0   0.234  -1.5895  -2.3808   2.3255
 CI1  HI2C  H   HCH2   0   0.275  -1.6952  -3.3643   0.8600
 CI1  HH1C  H   HCH2   0   0.280  -0.2897   0.5495   0.4393
 CI1  HH2C  H   HCH2   0   0.244  -0.6898   0.0043   2.0739
 CI1  HK1C  H   HCH2   0   0.253   0.2569  -3.9629   2.2803
 CI1  HK2C  H   HCH2   0   0.236   0.7386  -3.4561   0.6688
 CI1  HG1C  H   HCH2   0   0.240   0.7518  -1.7321   3.1960
 CI1  HG2C  H   HCH2   0   0.254   2.1725  -2.3741   2.4128
 CI1  HO1C  H   HCH2   0   0.264   1.4318   0.5231   3.0543
 CI1  HO2C  H   HCH2   0   0.268   2.9415  -0.0112   2.3541
 CI1  HM    H   H      0   0.256   3.5816  -1.9554   0.9852
 CI1  H14   H   HOH1   0   0.456   4.4532  -1.8953  -2.7787
 CI1  HDB   H   HCR6   0   0.261   0.2718   2.5086   2.2104
 CI1  HDA   H   HCR6   0   0.261   3.9124   1.1838   0.3927
 CI1  HEB   H   HCR6   0   0.278   0.4352   4.6370   0.9983
 CI1  HEA   H   HCR6   0   0.277   4.0874   3.3123  -0.8164

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
 CI1  O32  S30   double    1.456  0.020  1.456
 CI1  S30  O31   double    1.454  0.020  1.454
 CI1  S30  CP    single    1.805  0.020  1.805
 CI1  S30  NJ    single    1.648  0.020  1.648
 CI1  CP   CGB   single    1.496  0.020  1.496
 CI1  CGB  CD2   aromatic  1.392  0.020  1.392
 CI1  CGB  CD1   aromatic  1.392  0.020  1.392
 CI1  CD2  CE2   aromatic  1.387  0.020  1.387
 CI1  CE2  CZ    aromatic  1.389  0.020  1.389
 CI1  CZ   CE1   aromatic  1.389  0.020  1.389
 CI1  CE1  CD1   aromatic  1.388  0.020  1.388
 CI1  NJ   CI    single    1.465  0.020  1.465
 CI1  NJ   CH    single    1.461  0.020  1.461
 CI1  CI   CK    single    1.518  0.020  1.518
 CI1  CK   CG    single    1.520  0.020  1.520
 CI1  CG   CF    single    1.536  0.020  1.536
 CI1  CH   CF    single    1.530  0.020  1.530
 CI1  CF   CB    single    1.536  0.020  1.536
 CI1  CF   CO    single    1.550  0.020  1.550
 CI1  CB   O13   double    1.218  0.020  1.218
 CI1  CB   CM    single    1.453  0.020  1.453
 CI1  CM   CA    double    1.351  0.020  1.351
 CI1  CA   O14   single    1.317  0.020  1.317
 CI1  CA   CE    single    1.538  0.020  1.538
 CI1  CE   OAN   deloc     1.252  0.020  1.252
 CI1  CE   OAO   deloc     1.233  0.020  1.233
 CI1  CO   CGA   single    1.503  0.020  1.503
 CI1  CGA  CDB   aromatic  1.393  0.020  1.393
 CI1  CGA  CDA   aromatic  1.393  0.020  1.393
 CI1  CDB  CEB   aromatic  1.387  0.020  1.387
 CI1  CEB  CZB   aromatic  1.385  0.020  1.385
 CI1  CDA  CEA   aromatic  1.387  0.020  1.387
 CI1  CEA  CZB   aromatic  1.386  0.020  1.386
 CI1  CZB  CL    single    1.735  0.020  1.735
 CI1  CP   HP1C  single    0.970  0.020  1.090
 CI1  CP   HP2C  single    0.970  0.020  1.090
 CI1  CD2  HD2   single    0.930  0.020  1.080
 CI1  CD1  HD1   single    0.930  0.020  1.080
 CI1  CE2  HE2   single    0.930  0.020  1.080
 CI1  CZ   HZ    single    0.930  0.020  1.080
 CI1  CE1  HE1   single    0.930  0.020  1.080
 CI1  CI   HI1C  single    0.970  0.020  1.090
 CI1  CI   HI2C  single    0.970  0.020  1.090
 CI1  CH   HH1C  single    0.970  0.020  1.090
 CI1  CH   HH2C  single    0.970  0.020  1.090
 CI1  CK   HK1C  single    0.970  0.020  1.090
 CI1  CK   HK2C  single    0.970  0.020  1.090
 CI1  CG   HG1C  single    0.970  0.020  1.090
 CI1  CG   HG2C  single    0.970  0.020  1.090
 CI1  CO   HO1C  single    0.970  0.020  1.090
 CI1  CO   HO2C  single    0.970  0.020  1.090
 CI1  CM   HM    single    0.930  0.020  1.080
 CI1  O14  H14   single    0.850  0.020  0.980
 CI1  CDB  HDB   single    0.930  0.020  1.080
 CI1  CDA  HDA   single    0.930  0.020  1.080
 CI1  CEB  HEB   single    0.930  0.020  1.080
 CI1  CEA  HEA   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
 CI1  NJ    S30  CP    106.27  3.000
 CI1  NJ    S30  O31   108.26  3.000
 CI1  CP    S30  O31   107.60  3.000
 CI1  NJ    S30  O32   107.55  3.000
 CI1  CP    S30  O32   107.80  3.000
 CI1  O31   S30  O32   118.72  3.000
 CI1  HP2C  CP   HP1C  108.34  3.000
 CI1  HP2C  CP   CGB   112.11  3.000
 CI1  HP1C  CP   CGB   112.18  3.000
 CI1  HP2C  CP   S30   106.74  3.000
 CI1  HP1C  CP   S30   107.21  3.000
 CI1  CGB   CP   S30   110.00  3.000
 CI1  CD1   CGB  CD2   119.30  3.000
 CI1  CD1   CGB  CP    120.37  3.000
 CI1  CD2   CGB  CP    120.31  3.000
 CI1  HD2   CD2  CE2   119.76  3.000
 CI1  HD2   CD2  CGB   119.87  3.000
 CI1  CE2   CD2  CGB   120.36  3.000
 CI1  HE2   CE2  CZ    120.13  3.000
 CI1  HE2   CE2  CD2   119.77  3.000
 CI1  CZ    CE2  CD2   120.10  3.000
 CI1  HZ    CZ   CE1   120.07  3.000
 CI1  HZ    CZ   CE2   120.15  3.000
 CI1  CE1   CZ   CE2   119.78  3.000
 CI1  HE1   CE1  CD1   119.81  3.000
 CI1  HE1   CE1  CZ    120.08  3.000
 CI1  CD1   CE1  CZ    120.11  3.000
 CI1  HD1   CD1  CE1   119.80  3.000
 CI1  HD1   CD1  CGB   119.85  3.000
 CI1  CE1   CD1  CGB   120.34  3.000
 CI1  CH    NJ   CI    114.32  3.000
 CI1  CH    NJ   S30   117.34  3.000
 CI1  CI    NJ   S30   116.92  3.000
 CI1  HI2C  CI   HI1C  107.95  3.000
 CI1  HI2C  CI   CK    110.20  3.000
 CI1  HI1C  CI   CK    109.50  3.000
 CI1  HI2C  CI   NJ    109.66  3.000
 CI1  HI1C  CI   NJ    110.59  3.000
 CI1  CK    CI   NJ    108.94  3.000
 CI1  HK2C  CK   HK1C  107.04  3.000
 CI1  HK2C  CK   CG    110.67  3.000
 CI1  HK1C  CK   CG    110.19  3.000
 CI1  HK2C  CK   CI    109.69  3.000
 CI1  HK1C  CK   CI    108.63  3.000
 CI1  CG    CK   CI    110.56  3.000
 CI1  HG2C  CG   HG1C  105.89  3.000
 CI1  HG2C  CG   CF    111.43  3.000
 CI1  HG1C  CG   CF    107.94  3.000
 CI1  HG2C  CG   CK    110.62  3.000
 CI1  HG1C  CG   CK    109.10  3.000
 CI1  CF    CG   CK    111.64  3.000
 CI1  HH2C  CH   HH1C  108.00  3.000
 CI1  HH2C  CH   CF    108.40  3.000
 CI1  HH1C  CH   CF    110.17  3.000
 CI1  HH2C  CH   NJ    110.47  3.000
 CI1  HH1C  CH   NJ    109.34  3.000
 CI1  CF    CH   NJ    110.42  3.000
 CI1  CO    CF   CB    108.29  3.000
 CI1  CO    CF   CH    109.42  3.000
 CI1  CB    CF   CH    110.03  3.000
 CI1  CO    CF   CG    108.28  3.000
 CI1  CB    CF   CG    112.57  3.000
 CI1  CH    CF   CG    108.21  3.000
 CI1  CM    CB   O13   123.04  3.000
 CI1  CM    CB   CF    116.78  3.000
 CI1  O13   CB   CF    120.11  3.000
 CI1  HM    CM   CA    115.66  3.000
 CI1  HM    CM   CB    119.32  3.000
 CI1  CA    CM   CB    125.02  3.000
 CI1  CE    CA   O14   111.93  3.000
 CI1  CE    CA   CM    122.72  3.000
 CI1  O14   CA   CM    125.35  3.000
 CI1  H14   O14  CA    102.23  3.000
 CI1  OAO   CE   OAN   129.18  3.000
 CI1  OAO   CE   CA    119.06  3.000
 CI1  OAN   CE   CA    111.76  3.000
 CI1  HO2C  CO   HO1C  106.16  3.000
 CI1  HO2C  CO   CGA   109.78  3.000
 CI1  HO1C  CO   CGA   109.34  3.000
 CI1  HO2C  CO   CF    108.40  3.000
 CI1  HO1C  CO   CF    107.48  3.000
 CI1  CGA   CO   CF    115.27  3.000
 CI1  CDA   CGA  CDB   118.07  3.000
 CI1  CDA   CGA  CO    121.11  3.000
 CI1  CDB   CGA  CO    120.82  3.000
 CI1  HDB   CDB  CEB   118.76  3.000
 CI1  HDB   CDB  CGA   119.75  3.000
 CI1  CEB   CDB  CGA   121.48  3.000
 CI1  HEB   CEB  CZB   120.69  3.000
 CI1  HEB   CEB  CDB   120.33  3.000
 CI1  CZB   CEB  CDB   118.98  3.000
 CI1  HDA   CDA  CEA   118.75  3.000
 CI1  HDA   CDA  CGA   119.86  3.000
 CI1  CEA   CDA  CGA   121.39  3.000
 CI1  HEA   CEA  CZB   120.58  3.000
 CI1  HEA   CEA  CDA   120.34  3.000
 CI1  CZB   CEA  CDA   119.08  3.000
 CI1  CL    CZB  CEA   119.51  3.000
 CI1  CL    CZB  CEB   119.50  3.000
 CI1  CEA   CZB  CEB   120.99  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
 CI1  CONST_01  CZ   CE2  CD2  CGB     0.00   0.0  0
 CI1  CONST_02  CZ   CE1  CD1  CGB     0.00   0.0  0
 CI1  CONST_03  CE1  CD1  CGB  CD2     0.00   0.0  0
 CI1  CONST_04  CE1  CZ   CE2  CD2     0.00   0.0  0
 CI1  CONST_05  CD1  CGB  CD2  CE2     0.00   0.0  0
 CI1  CONST_06  CD1  CE1  CZ   CE2     0.00   0.0  0
 CI1  CONST_07  CZB  CEB  CDB  CGA     0.00   0.0  0
 CI1  CONST_08  CZB  CEA  CDA  CGA     0.00   0.0  0
 CI1  CONST_09  CEA  CDA  CGA  CDB     0.00   0.0  0
 CI1  CONST_10  CEA  CZB  CEB  CDB     0.00   0.0  0
 CI1  CONST_11  CDA  CGA  CDB  CEB     0.00   0.0  0
 CI1  CONST_12  CDA  CEA  CZB  CEB     0.00   0.0  0
 CI1  CONST_13  CE2  CD2  CGB  CP    180.00   0.0  0
 CI1  CONST_14  CE1  CD1  CGB  CP    180.00   0.0  0
 CI1  CONST_15  CEB  CDB  CGA  CO    180.00   0.0  0
 CI1  CONST_16  CEA  CDA  CGA  CO    180.00   0.0  0
 CI1  CONST_17  CL   CZB  CEB  CDB   180.00   0.0  0
 CI1  CONST_18  CL   CZB  CEA  CDA   180.00   0.0  0
 CI1  CONST_19  HE2  CE2  CD2  CGB   180.00   0.0  0
 CI1  CONST_20  HE1  CE1  CD1  CGB   180.00   0.0  0
 CI1  CONST_21  HD1  CD1  CGB  CD2   180.00   0.0  0
 CI1  CONST_22  HZ   CZ   CE2  CD2   180.00   0.0  0
 CI1  CONST_23  HD2  CD2  CE2  CZ    180.00   0.0  0
 CI1  CONST_24  HEB  CEB  CDB  CGA   180.00   0.0  0
 CI1  CONST_25  HEA  CEA  CDA  CGA   180.00   0.0  0
 CI1  CONST_26  HDA  CDA  CGA  CDB   180.00   0.0  0
 CI1  CONST_27  HDB  CDB  CGA  CDA   180.00   0.0  0
 CI1  Var_01    CG   CK   CI   NJ     55.46  30.0  1
 CI1  Var_02    CF   CH   NJ   CI     59.94  30.0  1
 CI1  Var_03    CF   CG   CK   CI    -56.37  30.0  1
 CI1  Var_04    CH   NJ   CI   CK    -58.76  30.0  1
 CI1  Var_05    CDB  CGA  CO   CF     90.74  30.0  2
 CI1  Var_06    CI   NJ   S30  O32   -47.14  30.0  3
 CI1  Var_07    CD2  CGB  CP   S30    89.16  30.0  2
 CI1  Var_08    NJ   S30  CP   CGB  -178.06  30.0  1
 CI1  Var_09    CA   CM   CB   CF   -177.61  30.0  2
 CI1  Var_10    O14  CA   CM   CB     -0.45   0.0  2
 CI1  Var_11    OAN  CE   CA   CM    179.53  30.0  2

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
 CI1  chir_01  CF  CH  CG  CO  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
 CI1  plan-1  CP   0.020
 CI1  plan-1  CGB  0.020
 CI1  plan-1  CD2  0.020
 CI1  plan-1  CE2  0.020
 CI1  plan-1  CZ   0.020
 CI1  plan-1  CE1  0.020
 CI1  plan-1  CD1  0.020
 CI1  plan-1  HD2  0.020
 CI1  plan-1  HD1  0.020
 CI1  plan-1  HE2  0.020
 CI1  plan-1  HZ   0.020
 CI1  plan-1  HE1  0.020
 CI1  plan-2  CO   0.020
 CI1  plan-2  CGA  0.020
 CI1  plan-2  CDB  0.020
 CI1  plan-2  CEB  0.020
 CI1  plan-2  CDA  0.020
 CI1  plan-2  CEA  0.020
 CI1  plan-2  CZB  0.020
 CI1  plan-2  CL   0.020
 CI1  plan-2  HDB  0.020
 CI1  plan-2  HDA  0.020
 CI1  plan-2  HEB  0.020
 CI1  plan-2  HEA  0.020
 CI1  plan-3  CA   0.020
 CI1  plan-3  CE   0.020
 CI1  plan-3  OAN  0.020
 CI1  plan-3  OAO  0.020
 CI1  plan-4  CF   0.020
 CI1  plan-4  CB   0.020
 CI1  plan-4  O13  0.020
 CI1  plan-4  CM   0.020
 CI1  plan-5  CB   0.020
 CI1  plan-5  CM   0.020
 CI1  plan-5  CA   0.020
 CI1  plan-5  O14  0.020
 CI1  plan-5  CE   0.020
 CI1  plan-5  HM   0.020

