# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 01:30:28 2021
#   Inital geometry file: a 93 line input string
#   Ligand name: 2-{4-[(6-fluoro-1,3-benzothiazol-2-yl)oxy]-2-hydroxyphenyl}-N-methylacetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)Cc1ccc(Oc2sc3cc(F)ccc3n2)cc1O
#
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
 ORJ  ORJ  2-{4-[(6-fluoro-1,3-benzothiazol-2-yl)oxy]-2-hydroxyphenyl}-N-methylacetamide  ligand  36  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ORJ
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
 ORJ  N12  N  N     0  -0.431  25.7310  36.1453  214.1633
 ORJ  C13  C  CR56  0   0.356  26.0281  37.4127  213.7078
 ORJ  C15  C  CR16  0  -0.415  25.6791  39.4162  212.4399
 ORJ  C21  C  CR16  0  -0.377  25.7963  32.9587  214.0919
 ORJ  C22  C  CR6   0   0.332  24.8755  31.9509  213.8301
 ORJ  C01  C  CH3   0  -0.513  23.5250  26.9022  213.5145
 ORJ  N02  N  NH1   0  -0.622  23.0696  28.2696  213.6085
 ORJ  C03  C  C     0   0.537  23.5900  29.1415  214.4818
 ORJ  O04  O  O     0  -0.479  24.5229  28.8674  215.2205
 ORJ  C06  C  CR6   0   0.053  23.8966  31.6159  214.7739
 ORJ  C07  C  CR16  0  -0.317  23.8704  32.3180  215.9703
 ORJ  C08  C  CR16  0  -0.318  24.7756  33.3322  216.2510
 ORJ  C09  C  CR6   0   0.350  25.7309  33.6278  215.2989
 ORJ  C11  C  CR5   0   0.293  26.6378  35.7478  214.9672
 ORJ  C14  C  CR16  0  -0.288  25.2591  38.1524  212.8143
 ORJ  C16  C  CR6   0   0.522  26.8605  39.9276  212.9623
 ORJ  F17  F  F     0  -0.315  27.2481  41.1559  212.5834
 ORJ  C18  C  CR16  0  -0.432  27.6543  39.2336  213.8510
 ORJ  C19  C  CR56  0  -0.228  27.2153  37.9684  214.2113
 ORJ  S20  S  S2    0   0.230  27.9683  36.8351  215.2903
 ORJ  H1   H  HCR6  0   0.286  25.0979  40.0068  211.7446
 ORJ  H2   H  HCR6  0   0.286  26.5540  33.2011  213.3572
 ORJ  H3   H  HCH3  0   0.253  22.9740  26.4122  212.7173
 ORJ  H4   H  HCH3  0   0.242  24.5874  26.8535  213.2778
 ORJ  H5   H  HCH3  0   0.240  23.3534  26.3520  214.4406
 ORJ  H6   H  HNH1  0   0.408  22.2735  28.5432  213.0572
 ORJ  H7   H  HCH2  0   0.286  22.3487  30.6849  213.5870
 ORJ  H8   H  HCH2  0   0.321  22.1761  30.4859  215.3044
 ORJ  H9   H  HCR6  0   0.267  23.1192  32.0660  216.7084
 ORJ  H10  H  HCR6  0   0.274  24.7436  33.8654  217.1912
 ORJ  H11  H  HCR6  0   0.279  24.3417  37.7390  212.4175
 ORJ  H12  H  HCR6  0   0.297  28.5688  39.6617  214.2391
 ORJ  H13  H  HOH1  0   0.476  24.2555  30.7275  212.4739
 ORJ  O10  O  O2    0  -0.496  26.6883  34.5855  215.6004
 ORJ  O23  O  OH1   0  -0.620  24.9964  31.3179  212.6462
 ORJ  C05  C  CH2   0  -0.734  22.9205  30.5102  214.5045

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
 ORJ  C15  C14  aromatic  1.383  0.020  1.383
 ORJ  C15  C16  aromatic  1.389  0.020  1.389
 ORJ  C14  C13  aromatic  1.392  0.020  1.392
 ORJ  F17  C16  single    1.343  0.020  1.343
 ORJ  O23  C22  single    1.348  0.020  1.348
 ORJ  C16  C18  aromatic  1.379  0.020  1.379
 ORJ  C01  N02  single    1.444  0.020  1.444
 ORJ  N02  C03  single    1.339  0.020  1.339
 ORJ  C13  N12  aromatic  1.379  0.020  1.379
 ORJ  C13  C19  aromatic  1.404  0.020  1.404
 ORJ  C18  C19  aromatic  1.387  0.020  1.387
 ORJ  N12  C11  aromatic  1.275  0.020  1.275
 ORJ  C22  C21  aromatic  1.390  0.020  1.390
 ORJ  C22  C06  aromatic  1.400  0.020  1.400
 ORJ  C21  C09  aromatic  1.382  0.020  1.382
 ORJ  C19  S20  aromatic  1.737  0.020  1.737
 ORJ  C03  C05  single    1.524  0.020  1.524
 ORJ  C03  O04  double    1.221  0.020  1.221
 ORJ  C05  C06  single    1.499  0.020  1.499
 ORJ  C06  C07  aromatic  1.387  0.020  1.387
 ORJ  C11  S20  aromatic  1.748  0.020  1.748
 ORJ  C11  O10  single    1.324  0.020  1.324
 ORJ  C09  O10  single    1.387  0.020  1.387
 ORJ  C09  C08  aromatic  1.381  0.020  1.381
 ORJ  C07  C08  aromatic  1.388  0.020  1.388
 ORJ  C15  H1   single    0.930  0.020  1.080
 ORJ  C21  H2   single    0.930  0.020  1.080
 ORJ  C01  H3   single    0.970  0.020  1.090
 ORJ  C01  H4   single    0.970  0.020  1.090
 ORJ  C01  H5   single    0.970  0.020  1.090
 ORJ  N02  H6   single    0.860  0.020  1.020
 ORJ  C05  H7   single    0.970  0.020  1.090
 ORJ  C05  H8   single    0.970  0.020  1.090
 ORJ  C07  H9   single    0.930  0.020  1.080
 ORJ  C08  H10  single    0.930  0.020  1.080
 ORJ  C14  H11  single    0.930  0.020  1.080
 ORJ  C18  H12  single    0.930  0.020  1.080
 ORJ  O23  H13  single    0.850  0.020  0.980

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
 ORJ  C11  N12  C13  109.97  3.000
 ORJ  C19  C13  C14  119.15  3.000
 ORJ  C19  C13  N12  115.30  3.000
 ORJ  C14  C13  N12  125.55  3.000
 ORJ  H1   C15  C16  119.85  3.000
 ORJ  H1   C15  C14  120.63  3.000
 ORJ  C16  C15  C14  119.52  3.000
 ORJ  H2   C21  C09  121.16  3.000
 ORJ  H2   C21  C22  119.87  3.000
 ORJ  C09  C21  C22  118.97  3.000
 ORJ  O23  C22  C06  122.84  3.000
 ORJ  C06  C22  C21  120.63  3.000
 ORJ  O23  C22  C21  116.52  3.000
 ORJ  H5   C01  H4   108.38  3.000
 ORJ  H5   C01  H3   108.41  3.000
 ORJ  H4   C01  H3   108.37  3.000
 ORJ  H5   C01  N02  111.88  3.000
 ORJ  H4   C01  N02  111.34  3.000
 ORJ  H3   C01  N02  108.36  3.000
 ORJ  H6   N02  C03  119.19  3.000
 ORJ  H6   N02  C01  118.11  3.000
 ORJ  C03  N02  C01  122.43  3.000
 ORJ  C05  C03  O04  121.88  3.000
 ORJ  O04  C03  N02  123.04  3.000
 ORJ  C05  C03  N02  115.07  3.000
 ORJ  C07  C06  C05  121.05  3.000
 ORJ  C07  C06  C22  118.25  3.000
 ORJ  C05  C06  C22  120.69  3.000
 ORJ  H9   C07  C08  118.99  3.000
 ORJ  H9   C07  C06  118.88  3.000
 ORJ  C08  C07  C06  122.13  3.000
 ORJ  H10  C08  C09  120.96  3.000
 ORJ  H10  C08  C07  121.12  3.000
 ORJ  C09  C08  C07  117.92  3.000
 ORJ  O10  C09  C08  118.39  3.000
 ORJ  C08  C09  C21  122.10  3.000
 ORJ  O10  C09  C21  119.44  3.000
 ORJ  S20  C11  O10  115.36  3.000
 ORJ  O10  C11  N12  127.01  3.000
 ORJ  S20  C11  N12  117.63  3.000
 ORJ  H11  C14  C15  120.49  3.000
 ORJ  H11  C14  C13  120.07  3.000
 ORJ  C15  C14  C13  119.44  3.000
 ORJ  C18  C16  F17  118.43  3.000
 ORJ  C18  C16  C15  123.13  3.000
 ORJ  F17  C16  C15  118.44  3.000
 ORJ  H12  C18  C19  122.37  3.000
 ORJ  H12  C18  C16  121.25  3.000
 ORJ  C19  C18  C16  116.38  3.000
 ORJ  S20  C19  C18  128.28  3.000
 ORJ  S20  C19  C13  109.34  3.000
 ORJ  C18  C19  C13  122.38  3.000
 ORJ  C19  S20  C11   87.77  3.000
 ORJ  C11  O10  C09  118.40  3.000
 ORJ  H13  O23  C22  112.09  3.000
 ORJ  H8   C05  H7   105.14  3.000
 ORJ  H8   C05  C06  109.17  3.000
 ORJ  H7   C05  C06  111.89  3.000
 ORJ  H8   C05  C03  106.87  3.000
 ORJ  H7   C05  C03  111.11  3.000
 ORJ  C06  C05  C03  112.27  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
 ORJ  CONST_01  C15  C14  C13  N12   180.00   0.0  0
 ORJ  CONST_02  C18  C19  C13  N12   180.00   0.0  0
 ORJ  CONST_03  S20  C19  C13  N12     0.00   0.0  0
 ORJ  CONST_04  C19  S20  C11  N12     0.00   0.0  0
 ORJ  CONST_05  C16  C15  C14  C13     0.00   0.0  0
 ORJ  CONST_06  S20  C11  N12  C13     0.00   0.0  0
 ORJ  CONST_07  C16  C18  C19  C13     0.00   0.0  0
 ORJ  CONST_08  C11  S20  C19  C13     0.00   0.0  0
 ORJ  CONST_09  C19  C13  C14  C15     0.00   0.0  0
 ORJ  CONST_10  C19  C18  C16  C15     0.00   0.0  0
 ORJ  CONST_11  C07  C06  C22  C21     0.00   0.0  0
 ORJ  CONST_12  C07  C08  C09  C21     0.00   0.0  0
 ORJ  CONST_13  C08  C09  C21  C22     0.00   0.0  0
 ORJ  CONST_14  C08  C07  C06  C22     0.00   0.0  0
 ORJ  CONST_15  C09  C21  C22  C06     0.00   0.0  0
 ORJ  CONST_16  C09  C08  C07  C06     0.00   0.0  0
 ORJ  CONST_17  C14  C13  N12  C11   180.00   0.0  0
 ORJ  CONST_18  C19  C13  N12  C11     0.00   0.0  0
 ORJ  CONST_19  C18  C19  S20  C11   180.00   0.0  0
 ORJ  CONST_20  C18  C16  C15  C14     0.00   0.0  0
 ORJ  CONST_21  C18  C19  C13  C14     0.00   0.0  0
 ORJ  CONST_22  S20  C19  C13  C14   180.00   0.0  0
 ORJ  CONST_23  S20  C19  C18  C16   180.00   0.0  0
 ORJ  CONST_24  O10  C11  N12  C13   180.00   0.0  0
 ORJ  CONST_25  C05  C06  C22  C21   180.00   0.0  0
 ORJ  CONST_26  O10  C09  C21  C22   180.00   0.0  0
 ORJ  CONST_27  C08  C07  C06  C05   180.00   0.0  0
 ORJ  CONST_28  O23  C22  C06  C07   180.00   0.0  0
 ORJ  CONST_29  O10  C09  C08  C07   180.00   0.0  0
 ORJ  CONST_30  O23  C22  C21  C09   180.00   0.0  0
 ORJ  CONST_31  C19  S20  C11  O10   180.00   0.0  0
 ORJ  CONST_32  F17  C16  C15  C14   180.00   0.0  0
 ORJ  CONST_33  C19  C18  C16  F17   180.00   0.0  0
 ORJ  CONST_34  H11  C14  C13  N12     0.00   0.0  0
 ORJ  CONST_35  H1   C15  C14  C13   180.00   0.0  0
 ORJ  CONST_36  H12  C18  C19  C13   180.00   0.0  0
 ORJ  CONST_37  H10  C08  C09  C21   180.00   0.0  0
 ORJ  CONST_38  H9   C07  C06  C22   180.00   0.0  0
 ORJ  CONST_39  H2   C21  C22  C06   180.00   0.0  0
 ORJ  CONST_40  C05  C03  N02  C01   180.00   0.0  0
 ORJ  CONST_41  O04  C03  N02  C01     0.00   0.0  0
 ORJ  CONST_42  H6   N02  C03  O04   180.00   0.0  0
 ORJ  Var_01    S20  C11  O10  C09  -174.26  30.0  1
 ORJ  Var_02    C03  C05  C06  C22    68.18  30.0  3
 ORJ  Var_03    C06  C05  C03  N02  -145.36  30.0  3
 ORJ  Var_04    H3   C01  N02  C03  -178.22  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
 ORJ  plan-1  C21  0.020
 ORJ  plan-1  C22  0.020
 ORJ  plan-1  C06  0.020
 ORJ  plan-1  C07  0.020
 ORJ  plan-1  C08  0.020
 ORJ  plan-1  C09  0.020
 ORJ  plan-1  H2   0.020
 ORJ  plan-1  H9   0.020
 ORJ  plan-1  H10  0.020
 ORJ  plan-1  O10  0.020
 ORJ  plan-1  O23  0.020
 ORJ  plan-1  C05  0.020
 ORJ  plan-2  N12  0.020
 ORJ  plan-2  C13  0.020
 ORJ  plan-2  C15  0.020
 ORJ  plan-2  C11  0.020
 ORJ  plan-2  C14  0.020
 ORJ  plan-2  C16  0.020
 ORJ  plan-2  F17  0.020
 ORJ  plan-2  C18  0.020
 ORJ  plan-2  C19  0.020
 ORJ  plan-2  S20  0.020
 ORJ  plan-2  H1   0.020
 ORJ  plan-2  H11  0.020
 ORJ  plan-2  H12  0.020
 ORJ  plan-2  O10  0.020
 ORJ  plan-3  C01  0.020
 ORJ  plan-3  N02  0.020
 ORJ  plan-3  C03  0.020
 ORJ  plan-3  O04  0.020
 ORJ  plan-3  H6   0.020
 ORJ  plan-3  C05  0.020

