# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 03:50:29 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: ethyl 2-[(3-chloro-4-methylphenyl)amino]-4-phenyl-1,3-thiazole-5-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1sc(Nc2ccc(C)c(Cl)c2)nc1c3ccccc3
#
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
 3SH  3SH  'ethyl 2-[(3-chloro-4-methylphenyl)amino]-4-phenyl-1,3-thiazole-5-carboxylate'  ligand  42  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_3SH
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
 3SH  C1   C   CR6   0   0.308  -2.4844  -1.3894   0.1287
 3SH  C2   C   CR16  0  -0.280  -3.3704  -2.0556   0.9692
 3SH  C3   C   CR16  0  -0.310  -4.6706  -1.6009   1.0992
 3SH  C4   C   CR6   0   0.161  -5.1359  -0.4734   0.4249
 3SH  C5   C   CR6   0  -0.100  -4.2267   0.1615  -0.4166
 3SH  C6   C   CR16  0  -0.246  -2.9259  -0.2832  -0.5894
 3SH  C7   C   CH3   0  -0.721  -6.5395   0.0142   0.6038
 3SH  N9   N   NH1   0  -0.740  -1.1754  -1.8683  -0.0043
 3SH  C10  C   CR5   0   0.298  -0.0421  -1.1405   0.0098
 3SH  S11  S   S2    0   0.233  -0.0129   0.5734   0.2467
 3SH  C12  C   CR5   0  -0.452   1.7263   0.5091   0.1790
 3SH  C13  C   CR5   0   0.401   2.1332  -0.7908   0.0019
 3SH  N14  N   N     0  -0.447   1.1327  -1.7012  -0.1041
 3SH  C15  C   CR6   0   0.038   3.5140  -1.2915  -0.0903
 3SH  C16  C   CR16  0  -0.267   4.4922  -0.9138   0.8268
 3SH  C17  C   CR16  0  -0.249   5.7722  -1.4404   0.7398
 3SH  C18  C   CR16  0  -0.257   6.0914  -2.3429  -0.2667
 3SH  C19  C   CR16  0  -0.246   5.1184  -2.7295  -1.1794
 3SH  C20  C   CR16  0  -0.282   3.8337  -2.2161  -1.0845
 3SH  C21  C   C     0   0.554   2.4867   1.7513   0.1638
 3SH  O22  O   O     0  -0.445   3.6793   1.8475  -0.0040
 3SH  O23  O   O2    0  -0.473   1.6751   2.7893   0.3431
 3SH  C24  C   CH2   0  -0.175   2.2409   4.1088   0.3175
 3SH  C25  C   CH3   0  -0.687   1.1109   5.0963   0.4773
 3SH  CL8  CL  CL    0  -0.119  -4.7329   1.5533  -1.3189
 3SH  H1   H   HCR6  0   0.279  -3.0410  -2.9239   1.5253
 3SH  H2   H   HCR6  0   0.268  -5.3460  -2.1275   1.7615
 3SH  H3   H   HCR6  0   0.302  -2.2815   0.2143  -1.3016
 3SH  H4   H   HCH3  0   0.253  -6.5627   1.0415   0.9698
 3SH  H5   H   HCH3  0   0.254  -7.0953  -0.0045  -0.3350
 3SH  H6   H   HCH3  0   0.253  -7.0724  -0.6087   1.3196
 3SH  H7   H   HNH1  0   0.421  -1.0363  -2.8666   0.0682
 3SH  H8   H   HCR6  0   0.252   4.2520  -0.2268   1.6265
 3SH  H9   H   HCR6  0   0.259   6.5214  -1.1477   1.4637
 3SH  H10  H   HCR6  0   0.260   7.0923  -2.7490  -0.3346
 3SH  H11  H   HCR6  0   0.259   5.3572  -3.4345  -1.9650
 3SH  H12  H   HCR6  0   0.255   3.0758  -2.5274  -1.7916
 3SH  H13  H   HCH2  0   0.237   2.9677   4.2107   1.1258
 3SH  H14  H   HCH2  0   0.237   2.7629   4.2660  -0.6281
 3SH  H15  H   HCH3  0   0.237   0.3903   5.0134  -0.3358
 3SH  H16  H   HCH3  0   0.237   0.5880   4.9611   1.4239
 3SH  H17  H   HCH3  0   0.240   1.5180   6.1069   0.4623

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
 3SH  C2   C3   aromatic  1.384  0.020  1.384
 3SH  C2   C1   aromatic  1.391  0.020  1.391
 3SH  C3   C4   aromatic  1.394  0.020  1.394
 3SH  C17  C16  aromatic  1.387  0.020  1.387
 3SH  C17  C18  aromatic  1.389  0.020  1.389
 3SH  N9   C1   single    1.400  0.020  1.400
 3SH  N9   C10  single    1.347  0.020  1.347
 3SH  C1   C6   aromatic  1.391  0.020  1.391
 3SH  C16  C15  aromatic  1.393  0.020  1.393
 3SH  C4   C7   single    1.497  0.020  1.497
 3SH  C4   C5   aromatic  1.392  0.020  1.392
 3SH  N14  C10  aromatic  1.307  0.020  1.307
 3SH  N14  C13  aromatic  1.357  0.020  1.357
 3SH  C18  C19  aromatic  1.389  0.020  1.389
 3SH  C10  S11  aromatic  1.730  0.020  1.730
 3SH  C6   C5   aromatic  1.386  0.020  1.386
 3SH  C5   CL8  single    1.734  0.020  1.734
 3SH  C15  C13  single    1.472  0.020  1.472
 3SH  C15  C20  aromatic  1.395  0.020  1.395
 3SH  C13  C12  aromatic  1.374  0.020  1.374
 3SH  C19  C20  aromatic  1.387  0.020  1.387
 3SH  S11  C12  aromatic  1.742  0.020  1.742
 3SH  C12  C21  single    1.456  0.020  1.456
 3SH  C21  O23  single    1.330  0.020  1.330
 3SH  C21  O22  double    1.208  0.020  1.208
 3SH  O23  C24  single    1.436  0.020  1.436
 3SH  C24  C25  single    1.509  0.020  1.509
 3SH  C2   H1   single    0.930  0.020  1.080
 3SH  C3   H2   single    0.930  0.020  1.080
 3SH  C6   H3   single    0.930  0.020  1.080
 3SH  C7   H4   single    0.970  0.020  1.090
 3SH  C7   H5   single    0.970  0.020  1.090
 3SH  C7   H6   single    0.970  0.020  1.090
 3SH  N9   H7   single    0.860  0.020  1.020
 3SH  C16  H8   single    0.930  0.020  1.080
 3SH  C17  H9   single    0.930  0.020  1.080
 3SH  C18  H10  single    0.930  0.020  1.080
 3SH  C19  H11  single    0.930  0.020  1.080
 3SH  C20  H12  single    0.930  0.020  1.080
 3SH  C24  H13  single    0.970  0.020  1.090
 3SH  C24  H14  single    0.970  0.020  1.090
 3SH  C25  H15  single    0.970  0.020  1.090
 3SH  C25  H16  single    0.970  0.020  1.090
 3SH  C25  H17  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
 3SH  N9   C1   C6   121.31  3.000
 3SH  C6   C1   C2   119.39  3.000
 3SH  N9   C1   C2   119.28  3.000
 3SH  H1   C2   C3   120.09  3.000
 3SH  H1   C2   C1   120.04  3.000
 3SH  C3   C2   C1   119.86  3.000
 3SH  H2   C3   C4   118.77  3.000
 3SH  H2   C3   C2   118.94  3.000
 3SH  C4   C3   C2   122.29  3.000
 3SH  C7   C4   C5   122.43  3.000
 3SH  C5   C4   C3   116.32  3.000
 3SH  C7   C4   C3   121.25  3.000
 3SH  CL8  C5   C6   117.83  3.000
 3SH  CL8  C5   C4   119.33  3.000
 3SH  C6   C5   C4   122.83  3.000
 3SH  H3   C6   C5   119.59  3.000
 3SH  H3   C6   C1   121.11  3.000
 3SH  C5   C6   C1   119.27  3.000
 3SH  H6   C7   H5   107.86  3.000
 3SH  H6   C7   H4   107.94  3.000
 3SH  H5   C7   H4   107.10  3.000
 3SH  H6   C7   C4   110.57  3.000
 3SH  H5   C7   C4   111.67  3.000
 3SH  H4   C7   C4   111.52  3.000
 3SH  H7   N9   C10  114.66  3.000
 3SH  H7   N9   C1   117.37  3.000
 3SH  C10  N9   C1   126.92  3.000
 3SH  N14  C10  S11  114.94  3.000
 3SH  S11  C10  N9   123.42  3.000
 3SH  N14  C10  N9   121.58  3.000
 3SH  C12  S11  C10   88.57  3.000
 3SH  C21  C12  C13  130.63  3.000
 3SH  C21  C12  S11  119.36  3.000
 3SH  C13  C12  S11  109.61  3.000
 3SH  C15  C13  N14  117.30  3.000
 3SH  C15  C13  C12  127.44  3.000
 3SH  N14  C13  C12  115.26  3.000
 3SH  C13  N14  C10  111.61  3.000
 3SH  C20  C15  C16  119.21  3.000
 3SH  C20  C15  C13  119.03  3.000
 3SH  C16  C15  C13  121.70  3.000
 3SH  H8   C16  C17  119.52  3.000
 3SH  H8   C16  C15  120.20  3.000
 3SH  C17  C16  C15  120.26  3.000
 3SH  H9   C17  C18  120.09  3.000
 3SH  H9   C17  C16  119.63  3.000
 3SH  C18  C17  C16  120.28  3.000
 3SH  H10  C18  C19  120.15  3.000
 3SH  H10  C18  C17  120.11  3.000
 3SH  C19  C18  C17  119.74  3.000
 3SH  H11  C19  C20  119.69  3.000
 3SH  H11  C19  C18  120.25  3.000
 3SH  C20  C19  C18  120.06  3.000
 3SH  H12  C20  C19  119.84  3.000
 3SH  H12  C20  C15  119.73  3.000
 3SH  C19  C20  C15  120.43  3.000
 3SH  O23  C21  O22  123.99  3.000
 3SH  O22  C21  C12  125.78  3.000
 3SH  O23  C21  C12  110.23  3.000
 3SH  C24  O23  C21  118.32  3.000
 3SH  H14  C24  H13  108.04  3.000
 3SH  H14  C24  C25  110.83  3.000
 3SH  H13  C24  C25  111.04  3.000
 3SH  H14  C24  O23  109.64  3.000
 3SH  H13  C24  O23  109.57  3.000
 3SH  C25  C24  O23  107.72  3.000
 3SH  H17  C25  H16  107.84  3.000
 3SH  H17  C25  H15  107.91  3.000
 3SH  H16  C25  H15  108.74  3.000
 3SH  H17  C25  C24  109.01  3.000
 3SH  H16  C25  C24  111.72  3.000
 3SH  H15  C25  C24  111.49  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
 3SH  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 3SH  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 3SH  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 3SH  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 3SH  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 3SH  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 3SH  CONST_07  C15  C13  N14  C10   180.00   0.0  0
 3SH  CONST_08  C12  C13  N14  C10     0.00   0.0  0
 3SH  CONST_09  C13  C12  S11  C10     0.00   0.0  0
 3SH  CONST_10  C13  N14  C10  S11     0.00   0.0  0
 3SH  CONST_11  N14  C13  C12  S11     0.00   0.0  0
 3SH  CONST_12  C15  C13  C12  S11   180.00   0.0  0
 3SH  CONST_15  N14  C10  S11  C12     0.00   0.0  0
 3SH  CONST_16  C17  C16  C15  C13   180.00   0.0  0
 3SH  CONST_17  C19  C20  C15  C13   180.00   0.0  0
 3SH  CONST_20  C18  C17  C16  C15     0.00   0.0  0
 3SH  CONST_21  C18  C19  C20  C15     0.00   0.0  0
 3SH  CONST_22  C19  C18  C17  C16     0.00   0.0  0
 3SH  CONST_23  C19  C20  C15  C16     0.00   0.0  0
 3SH  CONST_24  C20  C15  C16  C17     0.00   0.0  0
 3SH  CONST_25  C20  C19  C18  C17     0.00   0.0  0
 3SH  CONST_26  CL8  C5   C6   C1    180.00   0.0  0
 3SH  CONST_27  C7   C4   C3   C2    180.00   0.0  0
 3SH  CONST_28  N9   C1   C2   C3    180.00   0.0  0
 3SH  CONST_29  CL8  C5   C4   C3    180.00   0.0  0
 3SH  CONST_30  N9   C1   C6   C5    180.00   0.0  0
 3SH  CONST_31  C7   C4   C5   C6    180.00   0.0  0
 3SH  CONST_32  C13  N14  C10  N9    180.00   0.0  0
 3SH  CONST_33  C12  S11  C10  N9    180.00   0.0  0
 3SH  CONST_34  C21  C12  S11  C10   180.00   0.0  0
 3SH  CONST_35  C21  C12  C13  N14   180.00   0.0  0
 3SH  CONST_36  C21  C12  C13  C15     0.00   0.0  0
 3SH  CONST_37  H2   C3   C2   C1    180.00   0.0  0
 3SH  CONST_38  H3   C6   C1   C2    180.00   0.0  0
 3SH  CONST_39  H1   C2   C3   C4    180.00   0.0  0
 3SH  CONST_40  H8   C16  C15  C13     0.00   0.0  0
 3SH  CONST_41  H12  C20  C15  C13     0.00   0.0  0
 3SH  CONST_42  H9   C17  C16  C15   180.00   0.0  0
 3SH  CONST_43  H11  C19  C20  C15   180.00   0.0  0
 3SH  CONST_44  H10  C18  C17  C16   180.00   0.0  0
 3SH  Var_01    N14  C10  N9   C1    178.97  30.0  2
 3SH  Var_02    C10  N9   C1   C2   -135.17  30.0  2
 3SH  Var_03    O23  C21  C12  S11     6.26  30.0  2
 3SH  Var_04    H4   C7   C4   C3    121.57  30.0  2
 3SH  Var_05    C25  C24  O23  C21   177.34  30.0  3
 3SH  Var_06    H15  C25  C24  O23   -61.06  30.0  3

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
 3SH  plan-1  N9   0.020
 3SH  plan-1  C10  0.020
 3SH  plan-1  S11  0.020
 3SH  plan-1  C12  0.020
 3SH  plan-1  C13  0.020
 3SH  plan-1  N14  0.020
 3SH  plan-1  C15  0.020
 3SH  plan-1  C21  0.020
 3SH  plan-2  C1   0.020
 3SH  plan-2  C2   0.020
 3SH  plan-2  C3   0.020
 3SH  plan-2  C4   0.020
 3SH  plan-2  C5   0.020
 3SH  plan-2  C6   0.020
 3SH  plan-2  C7   0.020
 3SH  plan-2  N9   0.020
 3SH  plan-2  CL8  0.020
 3SH  plan-2  H1   0.020
 3SH  plan-2  H2   0.020
 3SH  plan-2  H3   0.020
 3SH  plan-3  C13  0.020
 3SH  plan-3  C15  0.020
 3SH  plan-3  C16  0.020
 3SH  plan-3  C17  0.020
 3SH  plan-3  C18  0.020
 3SH  plan-3  C19  0.020
 3SH  plan-3  C20  0.020
 3SH  plan-3  H8   0.020
 3SH  plan-3  H9   0.020
 3SH  plan-3  H10  0.020
 3SH  plan-3  H11  0.020
 3SH  plan-3  H12  0.020
 3SH  plan-4  C12  0.020
 3SH  plan-4  C21  0.020
 3SH  plan-4  O22  0.020
 3SH  plan-4  O23  0.020

