# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 10:27:33 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 6-[4-(4-fluorophenyl)-1,3-oxazol-5-yl]-3-(1-methylethyl)[1,2,4]triazolo[4,3-a]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1nnc2ccc(cn12)c3ocnc3c4ccc(F)cc4
#
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
 TZY  TZY  6-[4-(4-fluorophenyl)-1,3-oxazol-5-yl]-3-(1-methylethyl)[1,2,4]triazolo[4,3-a]pyridine  ligand  39  24  .  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_TZY
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
 TZY  C7    C  CR16  0   0.020   1.6862  -0.6481  -0.0921
 TZY  C9    C  CR15  0   0.165  -1.2638  -3.5149   0.3068
 TZY  C13   C  CR16  0  -0.351   0.8986   1.5379  -1.6626
 TZY  C21   C  CH1   0  -0.364   4.7354  -0.5263   0.5554
 TZY  C8    C  CR16  0  -0.194  -0.0041   0.6055  -1.2739
 TZY  C18   C  CR6   0   0.522  -4.7084   1.6624   0.5014
 TZY  C16   C  CR56  0   0.466   2.2465   1.3880  -1.2584
 TZY  F22   F  F     0  -0.311  -5.5957   2.6637   0.5936
 TZY  C15   C  CR16  0  -0.399  -5.1226   0.4469  -0.0092
 TZY  C11   C  CR16  0  -0.273  -4.2004  -0.5825  -0.1040
 TZY  C14   C  CR16  0  -0.394  -3.4114   1.8757   0.9269
 TZY  C10   C  CR16  0  -0.299  -2.5017   0.8346   0.8296
 TZY  C5    C  CR6   0   0.002  -2.8775  -0.4004   0.3005
 TZY  C2    C  CR5   0   0.115  -1.9288  -1.5084   0.1966
 TZY  N6    N  N     0  -0.416  -2.3292  -2.8106   0.4257
 TZY  O4    O  O     0  -0.398  -0.1762  -2.8036   0.0051
 TZY  C1    C  CR5   0   0.347  -0.5950  -1.5147  -0.0811
 TZY  C3    C  CR6   0  -0.157   0.3851  -0.5127  -0.4631
 TZY  N12   N  N     0  -0.571   2.5871   0.2965  -0.4907
 TZY  C17   C  CR5   0   0.461   3.9333   0.4170  -0.2758
 TZY  C24   C  CH3   0  -0.643   6.2188  -0.4240   0.2190
 TZY  C23   C  CH3   0  -0.650   4.4891  -0.2684   2.0462
 TZY  N19   N  N     0  -0.352   3.3160   2.1105  -1.4875
 TZY  N20   N  N     0  -0.320   4.3495   1.4975  -0.8747
 TZY  H7    H  HCR6  0   0.320   2.0654  -1.4667   0.5022
 TZY  H9    H  HCR5  0   0.304  -1.1497  -4.5820   0.4207
 TZY  H13   H  HCR6  0   0.293   0.6219   2.3785  -2.2823
 TZY  H21   H  HCH1  0   0.266   4.4035  -1.5441   0.3224
 TZY  H8    H  HCR6  0   0.282  -1.0322   0.6893  -1.5964
 TZY  H15   H  HCR6  0   0.284  -6.1460   0.3052  -0.3304
 TZY  H11   H  HCR6  0   0.267  -4.5149  -1.5369  -0.5048
 TZY  H14   H  HCR6  0   0.285  -3.1161   2.8313   1.3395
 TZY  H10   H  HCR6  0   0.272  -1.4935   0.9905   1.1907
 TZY  H241  H  HCH3  0   0.238   6.7792  -1.1477   0.8100
 TZY  H242  H  HCH3  0   0.239   6.4068  -0.6318  -0.8339
 TZY  H243  H  HCH3  0   0.229   6.6083   0.5691   0.4435
 TZY  H231  H  HCH3  0   0.234   4.8314   0.7295   2.3230
 TZY  H232  H  HCH3  0   0.237   3.4352  -0.3481   2.3167
 TZY  H233  H  HCH3  0   0.244   5.0366  -0.9945   2.6472

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
 TZY  C7   C3    aromatic  1.360  0.020  1.360
 TZY  C7   N12   aromatic  1.365  0.020  1.365
 TZY  C7   H7    single    0.930  0.020  1.080
 TZY  C9   N6    aromatic  1.283  0.020  1.283
 TZY  C9   O4    aromatic  1.334  0.020  1.334
 TZY  C9   H9    single    0.930  0.020  1.080
 TZY  C13  C8    aromatic  1.355  0.020  1.355
 TZY  C13  C16   aromatic  1.415  0.020  1.415
 TZY  C13  H13   single    0.930  0.020  1.080
 TZY  C21  C17   single    1.491  0.020  1.491
 TZY  C21  C24   single    1.524  0.020  1.524
 TZY  C21  C23   single    1.533  0.020  1.533
 TZY  C21  H21   single    0.970  0.020  1.090
 TZY  C8   C3    aromatic  1.435  0.020  1.435
 TZY  C8   H8    single    0.930  0.020  1.080
 TZY  C18  F22   single    1.341  0.020  1.341
 TZY  C18  C15   aromatic  1.382  0.020  1.382
 TZY  C18  C14   aromatic  1.382  0.020  1.382
 TZY  C16  N12   aromatic  1.377  0.020  1.377
 TZY  C16  N19   aromatic  1.311  0.020  1.311
 TZY  C15  C11   aromatic  1.385  0.020  1.385
 TZY  C15  H15   single    0.930  0.020  1.080
 TZY  C11  C5    aromatic  1.395  0.020  1.395
 TZY  C11  H11   single    0.930  0.020  1.080
 TZY  C14  C10   aromatic  1.386  0.020  1.386
 TZY  C14  H14   single    0.930  0.020  1.080
 TZY  C10  C5    aromatic  1.395  0.020  1.395
 TZY  C10  H10   single    0.930  0.020  1.080
 TZY  C5   C2    single    1.462  0.020  1.462
 TZY  C2   N6    aromatic  1.382  0.020  1.382
 TZY  C2   C1    aromatic  1.362  0.020  1.362
 TZY  O4   C1    aromatic  1.358  0.020  1.358
 TZY  C1   C3    single    1.453  0.020  1.453
 TZY  N12  C17   aromatic  1.369  0.020  1.369
 TZY  C17  N20   aromatic  1.304  0.020  1.304
 TZY  C24  H241  single    0.970  0.020  1.090
 TZY  C24  H242  single    0.970  0.020  1.090
 TZY  C24  H243  single    0.970  0.020  1.090
 TZY  C23  H231  single    0.970  0.020  1.090
 TZY  C23  H232  single    0.970  0.020  1.090
 TZY  C23  H233  single    0.970  0.020  1.090
 TZY  N19  N20   aromatic  1.349  0.020  1.349

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
 TZY  H7    C7   N12   116.97  3.000
 TZY  H7    C7   C3    124.15  3.000
 TZY  N12   C7   C3    118.88  3.000
 TZY  H9    C9   O4    117.70  3.000
 TZY  H9    C9   N6    128.38  3.000
 TZY  O4    C9   N6    113.91  3.000
 TZY  H13   C13  C16   119.35  3.000
 TZY  H13   C13  C8    121.97  3.000
 TZY  C16   C13  C8    118.67  3.000
 TZY  H21   C21  C23   108.33  3.000
 TZY  H21   C21  C24   108.07  3.000
 TZY  C23   C21  C24   111.08  3.000
 TZY  H21   C21  C17   107.82  3.000
 TZY  C23   C21  C17   110.44  3.000
 TZY  C24   C21  C17   110.97  3.000
 TZY  H8    C8   C3    119.15  3.000
 TZY  H8    C8   C13   119.66  3.000
 TZY  C3    C8   C13   121.18  3.000
 TZY  C14   C18  C15   122.07  3.000
 TZY  C14   C18  F22   119.00  3.000
 TZY  C15   C18  F22   118.93  3.000
 TZY  N19   C16  N12   109.42  3.000
 TZY  N19   C16  C13   131.98  3.000
 TZY  N12   C16  C13   118.60  3.000
 TZY  H15   C15  C11   120.81  3.000
 TZY  H15   C15  C18   120.55  3.000
 TZY  C11   C15  C18   118.64  3.000
 TZY  H11   C11  C5    119.88  3.000
 TZY  H11   C11  C15   119.16  3.000
 TZY  C5    C11  C15   120.96  3.000
 TZY  H14   C14  C10   120.73  3.000
 TZY  H14   C14  C18   120.66  3.000
 TZY  C10   C14  C18   118.60  3.000
 TZY  H10   C10  C5    120.33  3.000
 TZY  H10   C10  C14   118.68  3.000
 TZY  C5    C10  C14   120.98  3.000
 TZY  C2    C5   C10   121.53  3.000
 TZY  C2    C5   C11   119.71  3.000
 TZY  C10   C5   C11   118.74  3.000
 TZY  C1    C2   N6    108.25  3.000
 TZY  C1    C2   C5    130.78  3.000
 TZY  N6    C2   C5    120.96  3.000
 TZY  C2    N6   C9    105.16  3.000
 TZY  C1    O4   C9    105.60  3.000
 TZY  C3    C1   O4    117.60  3.000
 TZY  C3    C1   C2    135.31  3.000
 TZY  O4    C1   C2    107.06  3.000
 TZY  C1    C3   C8    120.20  3.000
 TZY  C1    C3   C7    120.34  3.000
 TZY  C8    C3   C7    119.43  3.000
 TZY  C17   N12  C16   105.13  3.000
 TZY  C17   N12  C7    131.63  3.000
 TZY  C16   N12  C7    123.24  3.000
 TZY  N20   C17  N12   108.35  3.000
 TZY  N20   C17  C21   127.49  3.000
 TZY  N12   C17  C21   124.12  3.000
 TZY  H243  C24  H242  108.13  3.000
 TZY  H243  C24  H241  108.04  3.000
 TZY  H242  C24  H241  107.98  3.000
 TZY  H243  C24  C21   111.31  3.000
 TZY  H242  C24  C21   111.61  3.000
 TZY  H241  C24  C21   109.64  3.000
 TZY  H233  C23  H232  107.45  3.000
 TZY  H233  C23  H231  108.17  3.000
 TZY  H232  C23  H231  107.88  3.000
 TZY  H233  C23  C21   110.08  3.000
 TZY  H232  C23  C21   112.59  3.000
 TZY  H231  C23  C21   110.51  3.000
 TZY  N20   N19  C16   107.18  3.000
 TZY  N19   N20  C17   109.92  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
 TZY  CONST_01  C13   C8   C3   C7      0.00   0.0  0
 TZY  CONST_04  C13   C16  N12  C7      0.00   0.0  0
 TZY  CONST_05  N19   C16  N12  C7    180.00   0.0  0
 TZY  CONST_06  N20   C17  N12  C7    180.00   0.0  0
 TZY  CONST_07  C5    C2   N6   C9    180.00   0.0  0
 TZY  CONST_08  C1    C2   N6   C9      0.00   0.0  0
 TZY  CONST_09  C2    C1   O4   C9      0.00   0.0  0
 TZY  CONST_10  C3    C1   O4   C9    180.00   0.0  0
 TZY  CONST_11  C1    C3   C8   C13   180.00   0.0  0
 TZY  CONST_12  C17   N12  C16  C13   180.00   0.0  0
 TZY  CONST_13  N20   N19  C16  C13   180.00   0.0  0
 TZY  CONST_14  N12   C16  C13  C8      0.00   0.0  0
 TZY  CONST_15  N19   C16  C13  C8    180.00   0.0  0
 TZY  CONST_16  N12   C7   C3   C8      0.00   0.0  0
 TZY  CONST_19  C5    C11  C15  C18     0.00   0.0  0
 TZY  CONST_20  C5    C10  C14  C18     0.00   0.0  0
 TZY  CONST_21  C3    C8   C13  C16     0.00   0.0  0
 TZY  CONST_22  C3    C7   N12  C16     0.00   0.0  0
 TZY  CONST_23  N20   C17  N12  C16     0.00   0.0  0
 TZY  CONST_24  C17   N20  N19  C16     0.00   0.0  0
 TZY  CONST_25  C10   C14  C18  C15     0.00   0.0  0
 TZY  CONST_26  C10   C5   C11  C15     0.00   0.0  0
 TZY  CONST_27  C2    C5   C11  C15   180.00   0.0  0
 TZY  CONST_28  C14   C18  C15  C11     0.00   0.0  0
 TZY  CONST_29  C14   C10  C5   C11     0.00   0.0  0
 TZY  CONST_32  C2    C5   C10  C14   180.00   0.0  0
 TZY  CONST_35  O4    C1   C2   C5    180.00   0.0  0
 TZY  CONST_36  C3    C1   C2   C5      0.00   0.0  0
 TZY  CONST_37  O4    C9   N6   C2      0.00   0.0  0
 TZY  CONST_38  C1    O4   C9   N6      0.00   0.0  0
 TZY  CONST_39  O4    C1   C2   N6      0.00   0.0  0
 TZY  CONST_40  C3    C1   C2   N6    180.00   0.0  0
 TZY  CONST_41  N12   C7   C3   C1    180.00   0.0  0
 TZY  CONST_42  C17   N12  C7   C3    180.00   0.0  0
 TZY  CONST_43  N20   N19  C16  N12     0.00   0.0  0
 TZY  CONST_44  N19   N20  C17  N12     0.00   0.0  0
 TZY  CONST_45  N19   C16  N12  C17     0.00   0.0  0
 TZY  CONST_46  C21   C17  N12  C7      0.00   0.0  0
 TZY  CONST_47  C16   N12  C17  C21   180.00   0.0  0
 TZY  CONST_48  N19   N20  C17  C21   180.00   0.0  0
 TZY  CONST_49  C11   C15  C18  F22   180.00   0.0  0
 TZY  CONST_50  C10   C14  C18  F22   180.00   0.0  0
 TZY  CONST_51  H8    C8   C3   C7    180.00   0.0  0
 TZY  CONST_52  H7    C7   C3   C8    180.00   0.0  0
 TZY  CONST_53  H11   C11  C15  C18   180.00   0.0  0
 TZY  CONST_54  H10   C10  C14  C18   180.00   0.0  0
 TZY  CONST_55  H14   C14  C18  C15   180.00   0.0  0
 TZY  CONST_56  H15   C15  C18  C14   180.00   0.0  0
 TZY  CONST_57  H9    C9   N6   C2    180.00   0.0  0
 TZY  CONST_58  H13   C13  C8   C3    180.00   0.0  0
 TZY  Var_01    C24   C21  C17  N12   160.27  30.0  2
 TZY  Var_02    H241  C24  C21  C17  -177.85  30.0  3
 TZY  Var_03    H231  C23  C21  C17   -63.56  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
 TZY  plan-1  C9   0.020
 TZY  plan-1  C5   0.020
 TZY  plan-1  C2   0.020
 TZY  plan-1  N6   0.020
 TZY  plan-1  O4   0.020
 TZY  plan-1  C1   0.020
 TZY  plan-1  C3   0.020
 TZY  plan-1  H9   0.020
 TZY  plan-2  C18  0.020
 TZY  plan-2  F22  0.020
 TZY  plan-2  C15  0.020
 TZY  plan-2  C11  0.020
 TZY  plan-2  C14  0.020
 TZY  plan-2  C10  0.020
 TZY  plan-2  C5   0.020
 TZY  plan-2  C2   0.020
 TZY  plan-2  H15  0.020
 TZY  plan-2  H11  0.020
 TZY  plan-2  H14  0.020
 TZY  plan-2  H10  0.020
 TZY  plan-3  C7   0.020
 TZY  plan-3  C13  0.020
 TZY  plan-3  C21  0.020
 TZY  plan-3  C8   0.020
 TZY  plan-3  C16  0.020
 TZY  plan-3  C1   0.020
 TZY  plan-3  C3   0.020
 TZY  plan-3  N12  0.020
 TZY  plan-3  C17  0.020
 TZY  plan-3  N19  0.020
 TZY  plan-3  N20  0.020
 TZY  plan-3  H7   0.020
 TZY  plan-3  H13  0.020
 TZY  plan-3  H8   0.020

