# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 21:51:20 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: N-[4,5-bis(4-hydroxyphenyl)-1,3-thiazol-2-yl]hexanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC(=O)Nc1sc(c2ccc(O)cc2)c(n1)c3ccc(O)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
 FRK  FRK  N-[4,5-bis(4-hydroxyphenyl)-1,3-thiazol-2-yl]hexanamide  ligand  49  27  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FRK
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
 FRK  C1    C  CR5   0   0.290  -0.7262   0.0229   1.0921
 FRK  S2    S  S2    0   0.221  -2.0199   0.0129  -0.0641
 FRK  C3    C  CR5   0  -0.315  -0.8431  -0.0368  -1.3379
 FRK  C4    C  CR5   0   0.390   0.4084  -0.0727  -0.7878
 FRK  N5    N  N     0  -0.397   0.4537  -0.0188   0.5822
 FRK  C6    C  CR6   0   0.022  -1.2792   0.0377  -2.7332
 FRK  N7    N  NH1   0  -0.722  -1.0332   0.0710   2.4323
 FRK  C8    C  C     0   0.566  -0.1999  -0.2428   3.4854
 FRK  C9    C  CH2   0  -0.593  -0.8830  -0.1092   4.8277
 FRK  O10   O  O     0  -0.418   0.9435  -0.5998   3.3393
 FRK  C11   C  CH2   0  -0.404   0.0744  -0.1453   6.0078
 FRK  C12   C  CH2   0  -0.399  -0.6609  -0.0168   7.3356
 FRK  C15   C  CH2   0  -0.411   0.2732  -0.0443   8.5387
 FRK  C18   C  CH3   0  -0.643  -0.4677   0.0976   9.8602
 FRK  C21   C  CR6   0  -0.002   1.6816  -0.1540  -1.5157
 FRK  C22   C  CR16  0  -0.263   2.8078   0.5018  -1.0224
 FRK  C23   C  CR16  0  -0.349   4.0223   0.4427  -1.6855
 FRK  C24   C  CR6   0   0.352   4.1398  -0.2927  -2.8612
 FRK  C25   C  CR16  0  -0.303   3.0269  -0.9682  -3.3570
 FRK  C26   C  CR16  0  -0.272   1.8196  -0.8987  -2.6883
 FRK  C31   C  CR16  0  -0.258  -0.7026   0.9534  -3.6121
 FRK  C32   C  CR16  0  -0.342  -1.1125   1.0342  -4.9307
 FRK  C33   C  CR6   0   0.356  -2.1271   0.2039  -5.4011
 FRK  C34   C  CR16  0  -0.302  -2.7217  -0.7071  -4.5323
 FRK  C35   C  CR16  0  -0.269  -2.2962  -0.7857  -3.2187
 FRK  O40   O  OH1   0  -0.607   5.2924  -0.3966  -3.5503
 FRK  O41   O  OH1   0  -0.601  -2.5694   0.2419  -6.6721
 FRK  HN7   H  HNH1  0   0.401  -1.9793   0.3237   2.6692
 FRK  H91   H  HCH2  0   0.274  -1.6134  -0.9218   4.9118
 FRK  H92   H  HCH2  0   0.252  -1.4673   0.8162   4.8451
 FRK  H111  H  HCH2  0   0.222   0.8034   0.6641   5.9146
 FRK  H112  H  HCH2  0   0.223   0.6439  -1.0776   5.9937
 FRK  H121  H  HCH2  0   0.204  -1.3935  -0.8258   7.4290
 FRK  H122  H  HCH2  0   0.203  -1.2373   0.9149   7.3475
 FRK  H151  H  HCH2  0   0.209   1.0091   0.7593   8.4427
 FRK  H152  H  HCH2  0   0.208   0.8420  -0.9789   8.5339
 FRK  H181  H  HCH3  0   0.222   0.2156   0.0706  10.7091
 FRK  H182  H  HCH3  0   0.210  -1.0131   1.0419   9.9060
 FRK  H183  H  HCH3  0   0.210  -1.1934  -0.7064   9.9955
 FRK  H22   H  HCR6  0   0.243   2.7357   1.0734  -0.1067
 FRK  H23   H  HCR6  0   0.237   4.8745   0.9750  -1.2787
 FRK  H25   H  HCR6  0   0.248   3.1156  -1.5579  -4.2602
 FRK  H26   H  HCR6  0   0.247   0.9763  -1.4488  -3.0837
 FRK  H31   H  HCR6  0   0.246   0.0781   1.6156  -3.2621
 FRK  H32   H  HCR6  0   0.239  -0.6406   1.7552  -5.5880
 FRK  H34   H  HCR6  0   0.252  -3.5123  -1.3548  -4.8880
 FRK  H35   H  HCR6  0   0.235  -2.7601  -1.5139  -2.5652
 FRK  H40   H  HOH1  0   0.445   5.9869   0.1114  -3.1228
 FRK  H41   H  HOH1  0   0.442  -2.0969   0.9168  -7.1664

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
 FRK  C1   S2    aromatic  1.735  0.020  1.735
 FRK  C1   N5    aromatic  1.286  0.020  1.286
 FRK  C1   N7    single    1.376  0.020  1.376
 FRK  S2   C3    aromatic  1.735  0.020  1.735
 FRK  C3   C4    aromatic  1.368  0.020  1.368
 FRK  C3   C6    single    1.464  0.020  1.464
 FRK  C4   N5    aromatic  1.372  0.020  1.372
 FRK  C4   C21   single    1.469  0.020  1.469
 FRK  C6   C31   aromatic  1.394  0.020  1.394
 FRK  C6   C35   aromatic  1.396  0.020  1.396
 FRK  N7   C8    single    1.379  0.020  1.379
 FRK  N7   HN7   single    0.860  0.020  1.020
 FRK  C8   C9    single    1.512  0.020  1.512
 FRK  C8   O10   double    1.207  0.020  1.207
 FRK  C9   C11   single    1.520  0.020  1.520
 FRK  C9   H91   single    0.970  0.020  1.090
 FRK  C9   H92   single    0.970  0.020  1.090
 FRK  C11  C12   single    1.523  0.020  1.523
 FRK  C11  H111  single    0.970  0.020  1.090
 FRK  C11  H112  single    0.970  0.020  1.090
 FRK  C12  C15   single    1.523  0.020  1.523
 FRK  C12  H121  single    0.970  0.020  1.090
 FRK  C12  H122  single    0.970  0.020  1.090
 FRK  C15  C18   single    1.522  0.020  1.522
 FRK  C15  H151  single    0.970  0.020  1.090
 FRK  C15  H152  single    0.970  0.020  1.090
 FRK  C18  H181  single    0.970  0.020  1.090
 FRK  C18  H182  single    0.970  0.020  1.090
 FRK  C18  H183  single    0.970  0.020  1.090
 FRK  C21  C22   aromatic  1.393  0.020  1.393
 FRK  C21  C26   aromatic  1.396  0.020  1.396
 FRK  C22  C23   aromatic  1.385  0.020  1.385
 FRK  C22  H22   single    0.930  0.020  1.080
 FRK  C23  C24   aromatic  1.392  0.020  1.392
 FRK  C23  H23   single    0.930  0.020  1.080
 FRK  C24  C25   aromatic  1.393  0.020  1.393
 FRK  C24  O40   single    1.347  0.020  1.347
 FRK  C25  C26   aromatic  1.382  0.020  1.382
 FRK  C25  H25   single    0.930  0.020  1.080
 FRK  C26  H26   single    0.930  0.020  1.080
 FRK  C31  C32   aromatic  1.383  0.020  1.383
 FRK  C31  H31   single    0.930  0.020  1.080
 FRK  C32  C33   aromatic  1.393  0.020  1.393
 FRK  C32  H32   single    0.930  0.020  1.080
 FRK  C33  C34   aromatic  1.392  0.020  1.392
 FRK  C33  O41   single    1.346  0.020  1.346
 FRK  C34  C35   aromatic  1.383  0.020  1.383
 FRK  C34  H34   single    0.930  0.020  1.080
 FRK  C35  H35   single    0.930  0.020  1.080
 FRK  O40  H40   single    0.850  0.020  0.980
 FRK  O41  H41   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
 FRK  N7    C1   N5    126.30  3.000
 FRK  N7    C1   S2    118.88  3.000
 FRK  N5    C1   S2    114.82  3.000
 FRK  C3    S2   C1     89.07  3.000
 FRK  C6    C3   C4    131.10  3.000
 FRK  C6    C3   S2    119.76  3.000
 FRK  C4    C3   S2    109.03  3.000
 FRK  C21   C4   N5    117.93  3.000
 FRK  C21   C4   C3    126.54  3.000
 FRK  N5    C4   C3    115.52  3.000
 FRK  C4    N5   C1    111.52  3.000
 FRK  C35   C6   C31   118.01  3.000
 FRK  C35   C6   C3    121.24  3.000
 FRK  C31   C6   C3    120.74  3.000
 FRK  HN7   N7   C8    116.42  3.000
 FRK  HN7   N7   C1    116.58  3.000
 FRK  C8    N7   C1    126.94  3.000
 FRK  O10   C8   C9    124.18  3.000
 FRK  O10   C8   N7    123.19  3.000
 FRK  C9    C8   N7    112.63  3.000
 FRK  H92   C9   H91   105.66  3.000
 FRK  H92   C9   C11   110.12  3.000
 FRK  H91   C9   C11   110.03  3.000
 FRK  H92   C9   C8    109.27  3.000
 FRK  H91   C9   C8    107.68  3.000
 FRK  C11   C9   C8    113.74  3.000
 FRK  H112  C11  H111  106.44  3.000
 FRK  H112  C11  C12   109.56  3.000
 FRK  H111  C11  C12   109.50  3.000
 FRK  H112  C11  C9    109.79  3.000
 FRK  H111  C11  C9    109.65  3.000
 FRK  C12   C11  C9    111.76  3.000
 FRK  H122  C12  H121  105.97  3.000
 FRK  H122  C12  C15   109.22  3.000
 FRK  H121  C12  C15   109.23  3.000
 FRK  H122  C12  C11   109.58  3.000
 FRK  H121  C12  C11   109.57  3.000
 FRK  C15   C12  C11   113.02  3.000
 FRK  H152  C15  H151  106.10  3.000
 FRK  H152  C15  C18   109.67  3.000
 FRK  H151  C15  C18   109.59  3.000
 FRK  H152  C15  C12   109.31  3.000
 FRK  H151  C15  C12   109.26  3.000
 FRK  C18   C15  C12   112.69  3.000
 FRK  H183  C18  H182  107.45  3.000
 FRK  H183  C18  H181  107.58  3.000
 FRK  H182  C18  H181  107.58  3.000
 FRK  H183  C18  C15   111.26  3.000
 FRK  H182  C18  C15   111.13  3.000
 FRK  H181  C18  C15   111.64  3.000
 FRK  C26   C21  C22   117.94  3.000
 FRK  C26   C21  C4    122.10  3.000
 FRK  C22   C21  C4    119.94  3.000
 FRK  H22   C22  C23   119.09  3.000
 FRK  H22   C22  C21   119.63  3.000
 FRK  C23   C22  C21   121.27  3.000
 FRK  H23   C23  C24   120.67  3.000
 FRK  H23   C23  C22   119.26  3.000
 FRK  C24   C23  C22   120.07  3.000
 FRK  O40   C24  C25   117.65  3.000
 FRK  O40   C24  C23   123.05  3.000
 FRK  C25   C24  C23   119.31  3.000
 FRK  H25   C25  C26   120.19  3.000
 FRK  H25   C25  C24   119.72  3.000
 FRK  C26   C25  C24   120.08  3.000
 FRK  H26   C26  C25   118.59  3.000
 FRK  H26   C26  C21   120.09  3.000
 FRK  C25   C26  C21   121.31  3.000
 FRK  H31   C31  C32   119.12  3.000
 FRK  H31   C31  C6    119.77  3.000
 FRK  C32   C31  C6    121.12  3.000
 FRK  H32   C32  C33   120.60  3.000
 FRK  H32   C32  C31   119.20  3.000
 FRK  C33   C32  C31   120.20  3.000
 FRK  O41   C33  C34   117.86  3.000
 FRK  O41   C33  C32   122.77  3.000
 FRK  C34   C33  C32   119.37  3.000
 FRK  H34   C34  C35   120.20  3.000
 FRK  H34   C34  C33   119.91  3.000
 FRK  C35   C34  C33   119.90  3.000
 FRK  H35   C35  C34   118.65  3.000
 FRK  H35   C35  C6    119.94  3.000
 FRK  C34   C35  C6    121.40  3.000
 FRK  H40   O40  C24   110.49  3.000
 FRK  H41   O41  C33   110.12  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
 FRK  CONST_01  C4    C3   S2   C1      0.00   0.0  0
 FRK  CONST_02  C6    C3   S2   C1    180.00   0.0  0
 FRK  CONST_03  C3    C4   N5   C1      0.00   0.0  0
 FRK  CONST_04  C21   C4   N5   C1    180.00   0.0  0
 FRK  CONST_05  C4    N5   C1   S2      0.00   0.0  0
 FRK  CONST_06  N5    C4   C3   S2      0.00   0.0  0
 FRK  CONST_07  C21   C4   C3   S2    180.00   0.0  0
 FRK  CONST_10  N5    C1   S2   C3      0.00   0.0  0
 FRK  CONST_13  C32   C31  C6   C3    180.00   0.0  0
 FRK  CONST_14  C34   C35  C6   C3    180.00   0.0  0
 FRK  CONST_17  C23   C22  C21  C4    180.00   0.0  0
 FRK  CONST_18  C25   C26  C21  C4    180.00   0.0  0
 FRK  CONST_19  C6    C3   C4   N5    180.00   0.0  0
 FRK  CONST_22  C21   C4   C3   C6      0.00   0.0  0
 FRK  CONST_23  C33   C32  C31  C6      0.00   0.0  0
 FRK  CONST_24  C33   C34  C35  C6      0.00   0.0  0
 FRK  CONST_25  C24   C23  C22  C21     0.00   0.0  0
 FRK  CONST_26  C24   C25  C26  C21     0.00   0.0  0
 FRK  CONST_27  C25   C26  C21  C22     0.00   0.0  0
 FRK  CONST_28  C25   C24  C23  C22     0.00   0.0  0
 FRK  CONST_29  C26   C21  C22  C23     0.00   0.0  0
 FRK  CONST_30  C26   C25  C24  C23     0.00   0.0  0
 FRK  CONST_31  C34   C35  C6   C31     0.00   0.0  0
 FRK  CONST_32  C34   C33  C32  C31     0.00   0.0  0
 FRK  CONST_33  C35   C6   C31  C32     0.00   0.0  0
 FRK  CONST_34  C35   C34  C33  C32     0.00   0.0  0
 FRK  CONST_35  N7    C1   S2   C3    180.00   0.0  0
 FRK  CONST_36  N7    C1   N5   C4    180.00   0.0  0
 FRK  CONST_37  O40   C24  C23  C22   180.00   0.0  0
 FRK  CONST_38  O40   C24  C25  C26   180.00   0.0  0
 FRK  CONST_39  O41   C33  C32  C31   180.00   0.0  0
 FRK  CONST_40  O41   C33  C34  C35   180.00   0.0  0
 FRK  CONST_41  H31   C31  C6   C3      0.00   0.0  0
 FRK  CONST_42  H35   C35  C6   C3      0.00   0.0  0
 FRK  CONST_43  H22   C22  C21  C4      0.00   0.0  0
 FRK  CONST_44  H26   C26  C21  C4      0.00   0.0  0
 FRK  CONST_45  H32   C32  C31  C6    180.00   0.0  0
 FRK  CONST_46  H34   C34  C35  C6    180.00   0.0  0
 FRK  CONST_47  H23   C23  C22  C21   180.00   0.0  0
 FRK  CONST_48  H25   C25  C26  C21   180.00   0.0  0
 FRK  CONST_51  HN7   N7   C1   S2      0.00   0.0  0
 FRK  CONST_52  C9    C8   N7   C1    180.00   0.0  0
 FRK  CONST_53  O10   C8   N7   C1      0.00   0.0  0
 FRK  Var_01    C11   C9   C8   N7   -167.21  30.0  3
 FRK  Var_02    C12   C11  C9   C8   -179.62  30.0  3
 FRK  Var_03    C15   C12  C11  C9   -179.78  30.0  3
 FRK  Var_04    C18   C15  C12  C11   179.46  30.0  3
 FRK  Var_05    H181  C18  C15  C12   179.70  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
 FRK  plan-1  C1   0.020
 FRK  plan-1  S2   0.020
 FRK  plan-1  C3   0.020
 FRK  plan-1  C4   0.020
 FRK  plan-1  N5   0.020
 FRK  plan-1  C6   0.020
 FRK  plan-1  N7   0.020
 FRK  plan-1  C21  0.020
 FRK  plan-2  C3   0.020
 FRK  plan-2  C6   0.020
 FRK  plan-2  C31  0.020
 FRK  plan-2  C32  0.020
 FRK  plan-2  C33  0.020
 FRK  plan-2  C34  0.020
 FRK  plan-2  C35  0.020
 FRK  plan-2  O41  0.020
 FRK  plan-2  H31  0.020
 FRK  plan-2  H32  0.020
 FRK  plan-2  H34  0.020
 FRK  plan-2  H35  0.020
 FRK  plan-3  C4   0.020
 FRK  plan-3  C21  0.020
 FRK  plan-3  C22  0.020
 FRK  plan-3  C23  0.020
 FRK  plan-3  C24  0.020
 FRK  plan-3  C25  0.020
 FRK  plan-3  C26  0.020
 FRK  plan-3  O40  0.020
 FRK  plan-3  H22  0.020
 FRK  plan-3  H23  0.020
 FRK  plan-3  H25  0.020
 FRK  plan-3  H26  0.020
 FRK  plan-4  C1   0.020
 FRK  plan-4  N7   0.020
 FRK  plan-4  C8   0.020
 FRK  plan-4  C9   0.020
 FRK  plan-4  O10  0.020
 FRK  plan-4  HN7  0.020

