# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 13:49:26 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 6-(4-ethoxyphenyl)-3-(2-methoxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccc(cc1)C2=Nn3c(SC2)nnc3c4ccccc4OC
#
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
 4EE  4EE  6-(4-ethoxyphenyl)-3-(2-methoxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine  ligand  44  26  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4EE
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
 4EE  C10  C  C     0   0.276  -0.7133  -1.3842   0.3913
 4EE  N12  N  NR5   0  -0.359   1.5364  -1.2488   0.3577
 4EE  C13  C  CR5   0   0.428   2.7324  -0.5960   0.4851
 4EE  C20  C  CR16  0  -0.250   2.0635   1.4027   1.7731
 4EE  C21  C  CR16  0  -0.277   2.1580   2.7524   2.0734
 4EE  C22  C  CR16  0  -0.236   3.0436   3.5416   1.3564
 4EE  C24  C  CR6   0   0.384   3.7323   1.6415   0.0427
 4EE  C26  C  CH3   0  -0.440   5.3033   1.8267  -1.7257
 4EE  C01  C  CH3   0  -0.681  -7.3512   2.6362  -0.9740
 4EE  C02  C  CH2   0  -0.194  -5.8849   2.2787  -0.9959
 4EE  C04  C  CR6   0   0.398  -4.4965   0.5334  -0.1496
 4EE  C05  C  CR16  0  -0.331  -4.4117  -0.6808   0.5365
 4EE  C06  C  CR16  0  -0.288  -3.1937  -1.3070   0.6980
 4EE  C07  C  CR6   0   0.024  -2.0174  -0.7435   0.1933
 4EE  C08  C  CR16  0  -0.250  -2.1148   0.4731  -0.4847
 4EE  C09  C  CR16  0  -0.368  -3.3307   1.1068  -0.6638
 4EE  N11  N  N     0  -0.239   0.3256  -0.6517   0.2347
 4EE  N14  N  N     0  -0.314   3.6973  -1.4643   0.3742
 4EE  N15  N  N     0  -0.326   3.1559  -2.6943   0.1627
 4EE  C16  C  CR5   0   0.243   1.8657  -2.5524   0.1554
 4EE  S17  S  S2    0   0.140   0.6271  -3.7161  -0.1569
 4EE  C18  C  CH2   0  -0.681  -0.6404  -2.8321   0.7991
 4EE  C19  C  CR6   0  -0.084   2.8424   0.8324   0.7702
 4EE  C23  C  CR16  0  -0.385   3.8264   2.9979   0.3474
 4EE  H2   H  HCR6  0   0.260   1.3860   0.7769   2.3385
 4EE  H3   H  HCR6  0   0.259   1.5520   3.1785   2.8610
 4EE  H4   H  HCR6  0   0.267   3.1343   4.5968   1.5790
 4EE  H5   H  HCH3  0   0.233   6.1084   2.2692  -1.1343
 4EE  H6   H  HCH3  0   0.263   5.7374   1.1512  -2.4582
 4EE  H7   H  HCH3  0   0.232   4.7698   2.6225  -2.2513
 4EE  H8   H  HCH3  0   0.240  -7.5059   3.5534  -1.5414
 4EE  H9   H  HCH3  0   0.237  -7.9591   1.8541  -1.4288
 4EE  H10  H  HCH3  0   0.237  -7.7058   2.8065   0.0425
 4EE  H11  H  HCH2  0   0.231  -5.5368   2.1468  -2.0251
 4EE  H12  H  HCH2  0   0.231  -5.2884   3.0763  -0.5422
 4EE  H13  H  HCR6  0   0.271  -5.3106  -1.1292   0.9395
 4EE  H14  H  HCR6  0   0.265  -3.1741  -2.2410   1.2443
 4EE  H15  H  HCR6  0   0.268  -1.2241   0.9309  -0.8930
 4EE  H16  H  HCR6  0   0.287  -3.3537   2.0404  -1.2088
 4EE  H18  H  HCH2  0   0.339  -0.4220  -2.9166   1.8661
 4EE  H19  H  HCH2  0   0.326  -1.5689  -3.3593   0.5999
 4EE  H20  H  HCR6  0   0.286   4.5031   3.6440  -0.1939
 4EE  O25  O  O2    0  -0.457   4.4331   1.0437  -0.9300
 4EE  O03  O  O2    0  -0.463  -5.7174   1.0658  -0.2670

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
 4EE  N14  N15  aromatic  1.360  0.020  1.360
 4EE  N14  C13  aromatic  1.303  0.020  1.303
 4EE  N15  C16  aromatic  1.298  0.020  1.298
 4EE  C20  C21  aromatic  1.386  0.020  1.386
 4EE  C20  C19  aromatic  1.392  0.020  1.392
 4EE  C21  C22  aromatic  1.386  0.020  1.386
 4EE  C13  C19  single    1.461  0.020  1.461
 4EE  C13  N12  aromatic  1.368  0.020  1.368
 4EE  C19  C24  aromatic  1.406  0.020  1.406
 4EE  C22  C23  aromatic  1.388  0.020  1.388
 4EE  C16  N12  aromatic  1.360  0.020  1.360
 4EE  C16  S17  single    1.728  0.020  1.728
 4EE  C26  O25  single    1.415  0.020  1.415
 4EE  C24  C23  aromatic  1.393  0.020  1.393
 4EE  C24  O25  single    1.340  0.020  1.340
 4EE  N12  N11  single    1.356  0.020  1.356
 4EE  S17  C18  single    1.817  0.020  1.817
 4EE  N11  C10  double    1.281  0.020  1.281
 4EE  C18  C10  single    1.506  0.020  1.506
 4EE  C10  C07  single    1.466  0.020  1.466
 4EE  C07  C08  aromatic  1.396  0.020  1.396
 4EE  C07  C06  aromatic  1.399  0.020  1.399
 4EE  C08  C09  aromatic  1.383  0.020  1.383
 4EE  C09  C04  aromatic  1.397  0.020  1.397
 4EE  C06  C05  aromatic  1.379  0.020  1.379
 4EE  C05  C04  aromatic  1.397  0.020  1.397
 4EE  C04  O03  single    1.337  0.020  1.337
 4EE  C01  C02  single    1.509  0.020  1.509
 4EE  O03  C02  single    1.425  0.020  1.425
 4EE  C20  H2   single    0.930  0.020  1.080
 4EE  C21  H3   single    0.930  0.020  1.080
 4EE  C22  H4   single    0.930  0.020  1.080
 4EE  C26  H5   single    0.970  0.020  1.090
 4EE  C26  H6   single    0.970  0.020  1.090
 4EE  C26  H7   single    0.970  0.020  1.090
 4EE  C01  H8   single    0.970  0.020  1.090
 4EE  C01  H9   single    0.970  0.020  1.090
 4EE  C01  H10  single    0.970  0.020  1.090
 4EE  C02  H11  single    0.970  0.020  1.090
 4EE  C02  H12  single    0.970  0.020  1.090
 4EE  C05  H13  single    0.930  0.020  1.080
 4EE  C06  H14  single    0.930  0.020  1.080
 4EE  C08  H15  single    0.930  0.020  1.080
 4EE  C09  H16  single    0.930  0.020  1.080
 4EE  C18  H18  single    0.970  0.020  1.090
 4EE  C18  H19  single    0.970  0.020  1.090
 4EE  C23  H20  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
 4EE  C18  C10  N11  122.94  3.000
 4EE  C18  C10  C07  119.98  3.000
 4EE  N11  C10  C07  117.06  3.000
 4EE  C16  N12  N11  128.69  3.000
 4EE  N11  N12  C13  125.38  3.000
 4EE  C16  N12  C13  105.04  3.000
 4EE  C19  C13  N14  127.78  3.000
 4EE  C19  C13  N12  123.40  3.000
 4EE  N14  C13  N12  108.75  3.000
 4EE  H2   C20  C19  119.34  3.000
 4EE  H2   C20  C21  119.53  3.000
 4EE  C19  C20  C21  121.13  3.000
 4EE  H3   C21  C22  120.70  3.000
 4EE  H3   C21  C20  120.22  3.000
 4EE  C22  C21  C20  119.08  3.000
 4EE  H4   C22  C23  118.96  3.000
 4EE  H4   C22  C21  120.16  3.000
 4EE  C23  C22  C21  120.89  3.000
 4EE  O25  C24  C23  123.91  3.000
 4EE  O25  C24  C19  116.75  3.000
 4EE  C23  C24  C19  119.34  3.000
 4EE  H7   C26  H6   108.87  3.000
 4EE  H7   C26  H5   108.97  3.000
 4EE  H6   C26  H5   108.80  3.000
 4EE  H7   C26  O25  111.90  3.000
 4EE  H6   C26  O25  106.30  3.000
 4EE  H5   C26  O25  111.89  3.000
 4EE  H10  C01  H9   108.65  3.000
 4EE  H10  C01  H8   107.94  3.000
 4EE  H9   C01  H8   107.91  3.000
 4EE  H10  C01  C02  111.50  3.000
 4EE  H9   C01  C02  111.45  3.000
 4EE  H8   C01  C02  109.25  3.000
 4EE  H12  C02  H11  107.72  3.000
 4EE  H12  C02  O03  110.13  3.000
 4EE  H11  C02  O03  109.94  3.000
 4EE  H12  C02  C01  110.54  3.000
 4EE  H11  C02  C01  110.56  3.000
 4EE  O03  C02  C01  107.96  3.000
 4EE  C09  C04  C05  119.12  3.000
 4EE  C05  C04  O03  116.39  3.000
 4EE  C09  C04  O03  124.48  3.000
 4EE  H13  C05  C06  120.12  3.000
 4EE  H13  C05  C04  119.50  3.000
 4EE  C06  C05  C04  120.38  3.000
 4EE  H14  C06  C07  120.98  3.000
 4EE  H14  C06  C05  117.84  3.000
 4EE  C07  C06  C05  121.17  3.000
 4EE  C08  C07  C06  117.89  3.000
 4EE  C06  C07  C10  121.54  3.000
 4EE  C08  C07  C10  120.55  3.000
 4EE  H15  C08  C09  118.77  3.000
 4EE  H15  C08  C07  119.65  3.000
 4EE  C09  C08  C07  121.57  3.000
 4EE  H16  C09  C08  118.66  3.000
 4EE  H16  C09  C04  121.48  3.000
 4EE  C08  C09  C04  119.86  3.000
 4EE  N12  N11  C10  117.49  3.000
 4EE  N15  N14  C13  108.73  3.000
 4EE  C16  N15  N14  107.31  3.000
 4EE  S17  C16  N15  129.78  3.000
 4EE  S17  C16  N12  119.93  3.000
 4EE  N15  C16  N12  110.17  3.000
 4EE  C18  S17  C16   94.43  3.000
 4EE  H19  C18  H18  108.21  3.000
 4EE  H19  C18  S17  105.29  3.000
 4EE  H18  C18  S17  109.68  3.000
 4EE  H19  C18  C10  112.06  3.000
 4EE  H18  C18  C10  110.40  3.000
 4EE  S17  C18  C10  111.04  3.000
 4EE  C24  C19  C20  119.42  3.000
 4EE  C24  C19  C13  120.64  3.000
 4EE  C20  C19  C13  119.94  3.000
 4EE  H20  C23  C24  120.98  3.000
 4EE  H20  C23  C22  118.88  3.000
 4EE  C24  C23  C22  120.15  3.000
 4EE  C26  O25  C24  118.88  3.000
 4EE  C04  O03  C02  119.42  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
 4EE  CONST_01  N15  N14  C13  N12     0.00   0.0  0
 4EE  CONST_04  N14  N15  C16  N12     0.00   0.0  0
 4EE  CONST_05  C16  N15  N14  C13     0.00   0.0  0
 4EE  CONST_06  C21  C20  C19  C13   180.00   0.0  0
 4EE  CONST_07  C23  C24  C19  C13   180.00   0.0  0
 4EE  CONST_08  N15  C16  N12  C13     0.00   0.0  0
 4EE  CONST_09  C23  C22  C21  C20     0.00   0.0  0
 4EE  CONST_11  C23  C24  C19  C20     0.00   0.0  0
 4EE  CONST_12  C24  C19  C20  C21     0.00   0.0  0
 4EE  CONST_13  C24  C23  C22  C21     0.00   0.0  0
 4EE  CONST_14  C19  C20  C21  C22     0.00   0.0  0
 4EE  CONST_15  C19  C24  C23  C22     0.00   0.0  0
 4EE  CONST_17  C07  C08  C09  C04     0.00   0.0  0
 4EE  CONST_18  C07  C06  C05  C04     0.00   0.0  0
 4EE  CONST_19  C08  C07  C06  C05     0.00   0.0  0
 4EE  CONST_20  C08  C09  C04  C05     0.00   0.0  0
 4EE  CONST_21  C09  C08  C07  C06     0.00   0.0  0
 4EE  CONST_22  C09  C04  C05  C06     0.00   0.0  0
 4EE  CONST_23  C16  N12  C13  N14     0.00   0.0  0
 4EE  CONST_24  C19  C13  N14  N15   180.00   0.0  0
 4EE  CONST_25  C19  C13  N12  C16   180.00   0.0  0
 4EE  CONST_26  C09  C08  C07  C10   180.00   0.0  0
 4EE  CONST_27  C05  C06  C07  C10   180.00   0.0  0
 4EE  CONST_28  C19  C13  N12  N11     0.00   0.0  0
 4EE  CONST_29  O25  C24  C19  C13     0.00   0.0  0
 4EE  CONST_30  O25  C24  C19  C20   180.00   0.0  0
 4EE  CONST_31  O25  C24  C23  C22   180.00   0.0  0
 4EE  CONST_32  C08  C09  C04  O03   180.00   0.0  0
 4EE  CONST_33  C06  C05  C04  O03   180.00   0.0  0
 4EE  CONST_34  H15  C08  C07  C10     0.00   0.0  0
 4EE  CONST_35  H14  C06  C07  C10     0.00   0.0  0
 4EE  CONST_36  H2   C20  C19  C13     0.00   0.0  0
 4EE  CONST_37  H4   C22  C21  C20   180.00   0.0  0
 4EE  CONST_38  H20  C23  C22  C21   180.00   0.0  0
 4EE  CONST_39  H16  C09  C04  C05   180.00   0.0  0
 4EE  CONST_40  H13  C05  C06  C07   180.00   0.0  0
 4EE  CONST_41  H3   C21  C20  C19   180.00   0.0  0
 4EE  Var_01    C13  N12  N11  C10  -166.43  30.0  1
 4EE  Var_02    C18  C10  N11  N12     4.58  30.0  1
 4EE  Var_03    N11  C10  C07  C06  -161.28  30.0  2
 4EE  Var_04    S17  C18  C10  C07   136.09  30.0  1
 4EE  Var_05    C19  C24  O25  C26   177.53  30.0  2
 4EE  Var_06    C09  C04  O03  C02     2.09  30.0  3
 4EE  Var_07    H5   C26  O25  C24    63.04  30.0  3
 4EE  Var_08    H11  C02  O03  C04    58.87  30.0  3
 4EE  Var_09    H8   C01  C02  O03  -179.02  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
 4EE  plan-1  C13  0.020
 4EE  plan-1  C20  0.020
 4EE  plan-1  C21  0.020
 4EE  plan-1  C22  0.020
 4EE  plan-1  C24  0.020
 4EE  plan-1  C19  0.020
 4EE  plan-1  C23  0.020
 4EE  plan-1  H2   0.020
 4EE  plan-1  H3   0.020
 4EE  plan-1  H4   0.020
 4EE  plan-1  H20  0.020
 4EE  plan-1  O25  0.020
 4EE  plan-2  C10  0.020
 4EE  plan-2  C04  0.020
 4EE  plan-2  C05  0.020
 4EE  plan-2  C06  0.020
 4EE  plan-2  C07  0.020
 4EE  plan-2  C08  0.020
 4EE  plan-2  C09  0.020
 4EE  plan-2  H13  0.020
 4EE  plan-2  H14  0.020
 4EE  plan-2  H15  0.020
 4EE  plan-2  H16  0.020
 4EE  plan-2  O03  0.020
 4EE  plan-3  N12  0.020
 4EE  plan-3  C13  0.020
 4EE  plan-3  N11  0.020
 4EE  plan-3  N14  0.020
 4EE  plan-3  N15  0.020
 4EE  plan-3  C16  0.020
 4EE  plan-3  S17  0.020
 4EE  plan-3  C19  0.020

