# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 09:44:45 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 5-[2,4-dihydroxy-5-(propan-2-yl)phenyl]-4-(1-methyl-1H-indol-5-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cc(c(O)cc1O)C2=NNC(=O)N2c3ccc4n(C)ccc4c3
#
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
 TUH  TUH  5-[2,4-dihydroxy-5-(propan-2-yl)phenyl]-4-(1-methyl-1H-indol-5-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one  ligand  47  27  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TUH
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
 TUH  C4    C  CR6   0  -0.104  -1.5469   0.7852   0.5359
 TUH  C5    C  CR6   0   0.366  -1.1810   0.0101   1.6370
 TUH  C6    C  CR16  0  -0.509  -1.8525  -1.1778   1.8920
 TUH  C7    C  CR5   0   0.442  -0.8487   2.0268   0.2149
 TUH  C13   C  CR16  0  -0.285   2.5672   1.1414   0.8179
 TUH  C15   C  CR16  0  -0.321   3.5204   0.1456   0.8130
 TUH  C17   C  CR56  0   0.066   2.2089  -1.0154  -0.9097
 TUH  C20   C  CR15  0  -0.026   3.4978  -2.8190  -1.2053
 TUH  C21   C  CH3   0  -0.529   5.3327  -2.3288   0.4317
 TUH  C24   C  CH3   0  -0.639  -3.8295  -2.1622  -2.0602
 TUH  C1    C  CR6   0   0.350  -2.8947  -1.5874   1.0660
 TUH  C2    C  CR6   0   0.034  -3.3080  -0.8114  -0.0267
 TUH  C3    C  CR16  0  -0.317  -2.6084   0.3607  -0.2598
 TUH  N8    N  NR5   0  -0.645   0.5057   2.1237  -0.0054
 TUH  C9    C  CR5   0   0.632   0.7903   3.4359  -0.3473
 TUH  N10   N  NR15  0  -0.523  -0.4300   4.0208  -0.2960
 TUH  N11   N  N     0  -0.273  -1.4269   3.1681   0.0465
 TUH  C12   C  CR6   0   0.310   1.4555   1.0738  -0.0360
 TUH  C14   C  CR16  0  -0.362   1.2673   0.0169  -0.9031
 TUH  C16   C  CR56  0   0.373   3.3289  -0.9310  -0.0527
 TUH  C18   C  CR15  0  -0.428   2.3416  -2.2358  -1.6376
 TUH  N19   N  NR5   0  -0.516   4.0965  -2.0408  -0.2528
 TUH  C23   C  CH3   0  -0.662  -5.2416  -0.1496  -1.5323
 TUH  O25   O  OH1   0  -0.624  -3.5410  -2.7449   1.2909
 TUH  O26   O  OH1   0  -0.616  -0.1998   0.4721   2.4262
 TUH  O27   O  O     0  -0.507   1.8732   3.9181  -0.6312
 TUH  H6    H  HCR6  0   0.282  -1.5685  -1.7858   2.7461
 TUH  H13   H  HCR6  0   0.260   2.6682   1.9773   1.4965
 TUH  H15   H  HCR6  0   0.269   4.3776   0.2007   1.4715
 TUH  H20   H  HCR5  0   0.285   3.9511  -3.7503  -1.5073
 TUH  H21   H  HCH3  0   0.254   6.0749  -1.5541   0.2392
 TUH  H21A  H  HCH3  0   0.253   5.1752  -2.4020   1.5076
 TUH  H21B  H  HCH3  0   0.265   5.7263  -3.2775   0.0769
 TUH  H22   H  HCH1  0   0.238  -5.0934  -1.9102  -0.3621
 TUH  H24   H  HCH3  0   0.218  -3.1661  -1.5799  -2.7031
 TUH  H24A  H  HCH3  0   0.230  -3.2542  -2.9964  -1.6562
 TUH  H24B  H  HCH3  0   0.225  -4.6232  -2.5762  -2.6850
 TUH  H3    H  HCR6  0   0.252  -2.8798   0.9793  -1.1061
 TUH  HN10  H  HNR5  0   0.426  -0.6295   4.9925  -0.4701
 TUH  H14   H  HCR6  0   0.260   0.4075  -0.0090  -1.5609
 TUH  H18   H  HCR5  0   0.249   1.6701  -2.6320  -2.3824
 TUH  H23   H  HCH3  0   0.221  -4.6615   0.4858  -2.2041
 TUH  H23A  H  HCH3  0   0.235  -6.0696  -0.5559  -2.1150
 TUH  H23B  H  HCH3  0   0.232  -5.6640   0.4835  -0.7511
 TUH  HO25  H  HOH1  0   0.478  -3.1820  -3.1898   2.0670
 TUH  HO26  H  HOH1  0   0.478   0.0252  -0.1713   3.1074
 TUH  C22   C  CH1   0  -0.296  -4.4113  -1.2878  -0.9465

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
 TUH  C3   C4    aromatic  1.393  0.020  1.393
 TUH  C7   C4    single    1.460  0.020  1.460
 TUH  C4   C5    aromatic  1.395  0.020  1.395
 TUH  C5   C6    aromatic  1.388  0.020  1.388
 TUH  C5   O26   single    1.341  0.020  1.341
 TUH  C1   C6    aromatic  1.391  0.020  1.391
 TUH  C6   H6    single    0.930  0.020  1.080
 TUH  N8   C7    single    1.376  0.020  1.376
 TUH  C7   N11   double    1.290  0.020  1.290
 TUH  C15  C13   aromatic  1.378  0.020  1.378
 TUH  C13  C12   aromatic  1.403  0.020  1.403
 TUH  C13  H13   single    0.930  0.020  1.080
 TUH  C16  C15   aromatic  1.395  0.020  1.395
 TUH  C15  H15   single    0.930  0.020  1.080
 TUH  C18  C17   aromatic  1.427  0.020  1.427
 TUH  C17  C16   aromatic  1.413  0.020  1.413
 TUH  C17  C14   aromatic  1.397  0.020  1.397
 TUH  C20  C18   aromatic  1.365  0.020  1.365
 TUH  C20  N19   aromatic  1.368  0.020  1.368
 TUH  C20  H20   single    0.930  0.020  1.080
 TUH  C21  N19   single    1.442  0.020  1.442
 TUH  C21  H21   single    0.970  0.020  1.090
 TUH  C21  H21A  single    0.970  0.020  1.090
 TUH  C21  H21B  single    0.970  0.020  1.090
 TUH  C24  C22   single    1.531  0.020  1.531
 TUH  C22  C23   single    1.526  0.020  1.526
 TUH  C22  C2    single    1.513  0.020  1.513
 TUH  C22  H22   single    0.970  0.020  1.090
 TUH  C24  H24   single    0.970  0.020  1.090
 TUH  C24  H24A  single    0.970  0.020  1.090
 TUH  C24  H24B  single    0.970  0.020  1.090
 TUH  C2   C1    aromatic  1.402  0.020  1.402
 TUH  C1   O25   single    1.345  0.020  1.345
 TUH  C3   C2    aromatic  1.385  0.020  1.385
 TUH  C3   H3    single    0.930  0.020  1.080
 TUH  C12  N8    single    1.416  0.020  1.416
 TUH  C9   N8    single    1.386  0.020  1.386
 TUH  O27  C9    double    1.219  0.020  1.219
 TUH  C9   N10   single    1.354  0.020  1.354
 TUH  N10  N11   single    1.356  0.020  1.356
 TUH  N10  HN10  single    0.860  0.020  1.020
 TUH  C14  C12   aromatic  1.380  0.020  1.380
 TUH  C14  H14   single    0.930  0.020  1.080
 TUH  N19  C16   aromatic  1.364  0.020  1.364
 TUH  C18  H18   single    0.930  0.020  1.080
 TUH  C23  H23   single    0.970  0.020  1.090
 TUH  C23  H23A  single    0.970  0.020  1.090
 TUH  C23  H23B  single    0.970  0.020  1.090
 TUH  O25  HO25  single    0.850  0.020  0.980
 TUH  O26  HO26  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
 TUH  C3    C4   C7    119.86  3.000
 TUH  C7    C4   C5    121.36  3.000
 TUH  C3    C4   C5    118.77  3.000
 TUH  O26   C5   C6    122.72  3.000
 TUH  O26   C5   C4    117.70  3.000
 TUH  C6    C5   C4    119.57  3.000
 TUH  H6    C6   C1    119.86  3.000
 TUH  H6    C6   C5    119.80  3.000
 TUH  C1    C6   C5    120.34  3.000
 TUH  N11   C7   N8    110.97  3.000
 TUH  N11   C7   C4    124.51  3.000
 TUH  N8    C7   C4    124.47  3.000
 TUH  H13   C13  C12   119.54  3.000
 TUH  H13   C13  C15   119.74  3.000
 TUH  C12   C13  C15   120.72  3.000
 TUH  H15   C15  C16   121.71  3.000
 TUH  H15   C15  C13   120.59  3.000
 TUH  C16   C15  C13   117.70  3.000
 TUH  C18   C17  C16   106.67  3.000
 TUH  C16   C17  C14   119.16  3.000
 TUH  C18   C17  C14   134.17  3.000
 TUH  H20   C20  N19   120.14  3.000
 TUH  H20   C20  C18   129.49  3.000
 TUH  N19   C20  C18   110.37  3.000
 TUH  H21B  C21  H21A  108.41  3.000
 TUH  H21B  C21  H21   108.44  3.000
 TUH  H21A  C21  H21   108.69  3.000
 TUH  H21B  C21  N19   109.27  3.000
 TUH  H21A  C21  N19   110.98  3.000
 TUH  H21   C21  N19   110.98  3.000
 TUH  H24B  C24  H24A  107.78  3.000
 TUH  H24B  C24  H24   107.88  3.000
 TUH  H24A  C24  H24   107.78  3.000
 TUH  H24B  C24  C22   110.89  3.000
 TUH  H24A  C24  C22   111.58  3.000
 TUH  H24   C24  C22   110.77  3.000
 TUH  O25   C1   C2    117.70  3.000
 TUH  O25   C1   C6    120.94  3.000
 TUH  C2    C1   C6    121.36  3.000
 TUH  C3    C2   C1    116.78  3.000
 TUH  C3    C2   C22   122.17  3.000
 TUH  C1    C2   C22   120.95  3.000
 TUH  H3    C3   C2    119.24  3.000
 TUH  H3    C3   C4    117.61  3.000
 TUH  C2    C3   C4    123.15  3.000
 TUH  C12   N8   C9    123.99  3.000
 TUH  C9    N8   C7    107.97  3.000
 TUH  C12   N8   C7    127.70  3.000
 TUH  O27   C9   N10   129.68  3.000
 TUH  N10   C9   N8    102.39  3.000
 TUH  O27   C9   N8    127.92  3.000
 TUH  HN10  N10  N11   120.32  3.000
 TUH  HN10  N10  C9    126.06  3.000
 TUH  N11   N10  C9    113.61  3.000
 TUH  N10   N11  C7    105.06  3.000
 TUH  C14   C12  N8    119.33  3.000
 TUH  C14   C12  C13   121.82  3.000
 TUH  N8    C12  C13   118.85  3.000
 TUH  H14   C14  C12   120.55  3.000
 TUH  H14   C14  C17   120.97  3.000
 TUH  C12   C14  C17   118.48  3.000
 TUH  N19   C16  C17   107.97  3.000
 TUH  N19   C16  C15   129.92  3.000
 TUH  C17   C16  C15   122.11  3.000
 TUH  H18   C18  C20   126.10  3.000
 TUH  H18   C18  C17   127.49  3.000
 TUH  C20   C18  C17   106.41  3.000
 TUH  C16   N19  C21   125.12  3.000
 TUH  C16   N19  C20   108.58  3.000
 TUH  C21   N19  C20   126.30  3.000
 TUH  H23B  C23  H23A  107.75  3.000
 TUH  H23B  C23  H23   107.98  3.000
 TUH  H23A  C23  H23   106.95  3.000
 TUH  H23B  C23  C22   111.64  3.000
 TUH  H23A  C23  C22   109.90  3.000
 TUH  H23   C23  C22   112.41  3.000
 TUH  HO25  O25  C1    110.67  3.000
 TUH  HO26  O26  C5    110.90  3.000
 TUH  H22   C22  C23   106.89  3.000
 TUH  H22   C22  C2    108.02  3.000
 TUH  C23   C22  C2    113.28  3.000
 TUH  H22   C22  C24   107.52  3.000
 TUH  C2    C22  C24   110.18  3.000
 TUH  C23   C22  C24   110.70  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
 TUH  CONST_01  C1    C2   C3   C4      0.00   0.0  0
 TUH  CONST_02  C1    C6   C5   C4      0.00   0.0  0
 TUH  CONST_03  C2    C3   C4   C5      0.00   0.0  0
 TUH  CONST_04  C2    C1   C6   C5      0.00   0.0  0
 TUH  CONST_05  C3    C4   C5   C6      0.00   0.0  0
 TUH  CONST_06  C3    C2   C1   C6      0.00   0.0  0
 TUH  CONST_07  C17   C16  C15  C13     0.00   0.0  0
 TUH  CONST_08  N19   C16  C15  C13   180.00   0.0  0
 TUH  CONST_09  C17   C14  C12  C13     0.00   0.0  0
 TUH  CONST_10  C14   C12  C13  C15     0.00   0.0  0
 TUH  CONST_11  C18   C17  C16  C15   180.00   0.0  0
 TUH  CONST_12  C14   C17  C16  C15     0.00   0.0  0
 TUH  CONST_13  C20   N19  C16  C15   180.00   0.0  0
 TUH  CONST_14  N19   C20  C18  C17     0.00   0.0  0
 TUH  CONST_15  C20   N19  C16  C17     0.00   0.0  0
 TUH  CONST_16  C16   C17  C18  C20     0.00   0.0  0
 TUH  CONST_17  C14   C17  C18  C20   180.00   0.0  0
 TUH  CONST_18  C16   C15  C13  C12     0.00   0.0  0
 TUH  CONST_19  C18   C17  C14  C12   180.00   0.0  0
 TUH  CONST_20  C16   C17  C14  C12     0.00   0.0  0
 TUH  CONST_21  N19   C16  C17  C14   180.00   0.0  0
 TUH  CONST_22  C18   C20  N19  C16     0.00   0.0  0
 TUH  CONST_23  N19   C16  C17  C18     0.00   0.0  0
 TUH  CONST_24  C7    C4   C5   C6    180.00   0.0  0
 TUH  CONST_25  C2    C3   C4   C7    180.00   0.0  0
 TUH  CONST_26  N8    C12  C13  C15   180.00   0.0  0
 TUH  CONST_27  N8    C12  C14  C17   180.00   0.0  0
 TUH  CONST_28  C12   N8   C7   C4      0.00   0.0  0
 TUH  CONST_29  C9    N8   C7   C4    180.00   0.0  0
 TUH  CONST_30  N10   N11  C7   C4    180.00   0.0  0
 TUH  CONST_31  N10   C9   N8   C7      0.00   0.0  0
 TUH  CONST_32  C9    N10  N11  C7      0.00   0.0  0
 TUH  CONST_33  N10   N11  C7   N8      0.00   0.0  0
 TUH  CONST_34  N11   N10  C9   N8      0.00   0.0  0
 TUH  CONST_35  N11   C7   N8   C9      0.00   0.0  0
 TUH  CONST_36  C12   N8   C9   N10   180.00   0.0  0
 TUH  CONST_37  C12   N8   C7   N11   180.00   0.0  0
 TUH  CONST_38  C22   C2   C3   C4    180.00   0.0  0
 TUH  CONST_39  O25   C1   C6   C5    180.00   0.0  0
 TUH  CONST_40  C22   C2   C1   C6    180.00   0.0  0
 TUH  CONST_41  O26   C5   C4   C7      0.00   0.0  0
 TUH  CONST_42  C21   N19  C16  C15     0.00   0.0  0
 TUH  CONST_43  C21   N19  C16  C17   180.00   0.0  0
 TUH  CONST_44  C18   C20  N19  C21   180.00   0.0  0
 TUH  CONST_45  O26   C5   C6   C1    180.00   0.0  0
 TUH  CONST_46  O26   C5   C4   C3    180.00   0.0  0
 TUH  CONST_47  O25   C1   C2   C3    180.00   0.0  0
 TUH  CONST_48  O27   C9   N8   C7    180.00   0.0  0
 TUH  CONST_49  O27   C9   N10  N11   180.00   0.0  0
 TUH  CONST_50  O27   C9   N8   C12     0.00   0.0  0
 TUH  CONST_51  H6    C6   C5   C4    180.00   0.0  0
 TUH  CONST_52  H3    C3   C4   C5    180.00   0.0  0
 TUH  CONST_53  H14   C14  C12  C13   180.00   0.0  0
 TUH  CONST_54  H20   C20  C18  C17   180.00   0.0  0
 TUH  CONST_55  H15   C15  C16  C17   180.00   0.0  0
 TUH  CONST_56  H13   C13  C12  N8      0.00   0.0  0
 TUH  CONST_57  H18   C18  C17  C14     0.00   0.0  0
 TUH  CONST_58  HN10  N10  N11  C7    180.00   0.0  0
 TUH  Var_01    N8    C7   C4   C5     56.64  30.0  2
 TUH  Var_02    C13   C12  N8   C7   -124.32  30.0  1
 TUH  Var_03    C1    C2   C22  C24   -87.26  30.0  2
 TUH  Var_04    H21   C21  N19  C20   119.23  30.0  2
 TUH  Var_05    H24   C24  C22  C2    -64.68  30.0  3
 TUH  Var_06    H23   C23  C22  C2     65.85  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
 TUH  plan-1  C4    0.020
 TUH  plan-1  C7    0.020
 TUH  plan-1  N8    0.020
 TUH  plan-1  C9    0.020
 TUH  plan-1  N10   0.020
 TUH  plan-1  N11   0.020
 TUH  plan-1  C12   0.020
 TUH  plan-1  O27   0.020
 TUH  plan-1  HN10  0.020
 TUH  plan-2  C4    0.020
 TUH  plan-2  C5    0.020
 TUH  plan-2  C6    0.020
 TUH  plan-2  C7    0.020
 TUH  plan-2  C1    0.020
 TUH  plan-2  C2    0.020
 TUH  plan-2  C3    0.020
 TUH  plan-2  O25   0.020
 TUH  plan-2  O26   0.020
 TUH  plan-2  H6    0.020
 TUH  plan-2  H3    0.020
 TUH  plan-2  C22   0.020
 TUH  plan-3  C13   0.020
 TUH  plan-3  C15   0.020
 TUH  plan-3  C17   0.020
 TUH  plan-3  C20   0.020
 TUH  plan-3  C21   0.020
 TUH  plan-3  N8    0.020
 TUH  plan-3  C12   0.020
 TUH  plan-3  C14   0.020
 TUH  plan-3  C16   0.020
 TUH  plan-3  C18   0.020
 TUH  plan-3  N19   0.020
 TUH  plan-3  H13   0.020
 TUH  plan-3  H15   0.020
 TUH  plan-3  H20   0.020
 TUH  plan-3  H14   0.020
 TUH  plan-3  H18   0.020

