# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 14:18:51 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 6-{(1S)-1-[8-fluoro-6-(3-methyl-1,2-oxazol-5-yl)[1,2,4]triazolo[4,3-a]pyridin-3-yl]ethyl}-3-(2-methoxyethoxy)quinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCOc1cnc2ccc(cc2c1)[C@H](C)c3nnc4n3cc(cc4F)c5onc(C)c5
#
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
 44X  44X  6-{(1S)-1-[8-fluoro-6-(3-methyl-1,2-oxazol-5-yl)[1,2,4]triazolo[4,3-a]pyridin-3-yl]ethyl}-3-(2-methoxyethoxy)quinoline  ligand  55  33  .  2021-08-04  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_44X
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
 44X  C21  C  CH3   0  -0.735  -2.8604   5.3374  -1.6185
 44X  C19  C  CR5   0   0.252  -2.6774   3.9781  -1.0476
 44X  C20  C  CR15  0  -0.520  -3.5409   2.8583  -1.1762
 44X  N5   N  N     0  -0.164  -1.6348   3.6778  -0.3283
 44X  O1   O  O     0  -0.357  -1.7767   2.3702   0.0342
 44X  C18  C  CR5   0   0.489  -2.9129   1.8852  -0.4720
 44X  C15  C  CR6   0  -0.128  -3.2461   0.4989  -0.1948
 44X  C16  C  CR16  0  -0.379  -4.4491  -0.0478  -0.7496
 44X  C17  C  CR6   0   0.516  -4.7748  -1.3306  -0.4991
 44X  F1   F  F     0  -0.282  -5.8745  -1.8926  -0.9844
 44X  C14  C  CR16  0   0.055  -2.4356  -0.2723   0.5757
 44X  N2   N  N     0  -0.575  -2.7943  -1.5710   0.8031
 44X  C13  C  CR56  0   0.294  -3.9365  -2.1437   0.3019
 44X  N3   N  N     0  -0.334  -4.0225  -3.3919   0.6839
 44X  N4   N  N     0  -0.309  -2.9336  -3.6427   1.4358
 44X  C11  C  CR5   0   0.477  -2.1933  -2.5727   1.5176
 44X  C10  C  CH1   0  -0.447  -0.8882  -2.4234   2.2250
 44X  C12  C  CH3   0  -0.637  -0.5751  -3.6554   3.0724
 44X  C7   C  CR6   0   0.138   0.2184  -2.1370   1.2303
 44X  C6   C  CR16  0  -0.409   1.0346  -1.0499   1.3835
 44X  C4   C  CR66  0   0.128   2.0790  -0.7894   0.4634
 44X  C3   C  CR16  0  -0.321   2.9374   0.3169   0.5814
 44X  C8   C  CR16  0  -0.283   0.4215  -3.0150   0.1356
 44X  C9   C  CR16  0  -0.275   1.4199  -2.7903  -0.7671
 44X  C5   C  CR66  0   0.183   2.2741  -1.6713  -0.6269
 44X  N1   N  N     0  -0.417   3.2495  -1.4708  -1.5362
 44X  C1   C  CR16  0  -0.192   4.0364  -0.4362  -1.4092
 44X  C2   C  CR6   0   0.341   3.9258   0.5053  -0.3536
 44X  O2   O  O2    0  -0.468   4.7285   1.5716  -0.2184
 44X  C22  C  CH2   0  -0.226   5.7980   1.7560  -1.1350
 44X  C23  C  CH2   0  -0.161   6.5576   2.9942  -0.7409
 44X  O3   O  O2    0  -0.482   7.1649   2.8026   0.5082
 44X  C24  C  CH3   0  -0.397   7.9287   3.9117   0.9092
 44X  H1   H  HCH3  0   0.263  -3.7788   5.7882  -1.2427
 44X  H2   H  HCH3  0   0.260  -2.0264   5.9870  -1.3616
 44X  H3   H  HCH3  0   0.262  -2.9403   5.2878  -2.7041
 44X  H4   H  HCR5  0   0.286  -4.4738   2.8106  -1.7121
 44X  H5   H  HCR6  0   0.302  -5.0952   0.5612  -1.3671
 44X  H6   H  HCR6  0   0.321  -1.5181   0.0684   1.0281
 44X  H7   H  HCH1  0   0.293  -0.9679  -1.5643   2.9003
 44X  H8   H  HCH3  0   0.248   0.3753  -3.5109   3.5834
 44X  H9   H  HCH3  0   0.248  -1.3454  -3.8150   3.8259
 44X  H10  H  HCH3  0   0.237  -0.5019  -4.5563   2.4650
 44X  H11  H  HCR6  0   0.266   0.8916  -0.3695   2.2163
 44X  H12  H  HCR6  0   0.275   2.8188   1.0143   1.4024
 44X  H13  H  HCR6  0   0.260  -0.2272  -3.8744   0.0144
 44X  H14  H  HCR6  0   0.263   1.5734  -3.4602  -1.6035
 44X  H15  H  HCR6  0   0.283   4.8009  -0.3238  -2.1695
 44X  H16  H  HCH2  0   0.239   6.4629   0.8857  -1.1342
 44X  H17  H  HCH2  0   0.241   5.4204   1.8925  -2.1533
 44X  H18  H  HCH2  0   0.215   7.3041   3.1834  -1.5251
 44X  H19  H  HCH2  0   0.213   5.8830   3.8620  -0.7282
 44X  H20  H  HCH3  0   0.206   8.7503   4.1191   0.2130
 44X  H21  H  HCH3  0   0.206   7.3221   4.8213   0.9927
 44X  H22  H  HCH3  0   0.235   8.3546   3.6913   1.8873

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
 44X  C12  C10  single    1.528  0.020  1.528
 44X  C10  C11  single    1.492  0.020  1.492
 44X  C10  C7   single    1.515  0.020  1.515
 44X  N4   C11  aromatic  1.304  0.020  1.304
 44X  N4   N3   aromatic  1.347  0.020  1.347
 44X  C11  N2   aromatic  1.369  0.020  1.369
 44X  C7   C8   aromatic  1.418  0.020  1.418
 44X  C7   C6   aromatic  1.368  0.020  1.368
 44X  C8   C9   aromatic  1.365  0.020  1.365
 44X  C6   C4   aromatic  1.416  0.020  1.416
 44X  N3   C13  aromatic  1.308  0.020  1.308
 44X  N2   C13  aromatic  1.373  0.020  1.373
 44X  N2   C14  aromatic  1.366  0.020  1.366
 44X  C13  C17  aromatic  1.416  0.020  1.416
 44X  C9   C5   aromatic  1.415  0.020  1.415
 44X  C14  C15  aromatic  1.358  0.020  1.358
 44X  C4   C5   aromatic  1.416  0.020  1.416
 44X  C4   C3   aromatic  1.405  0.020  1.405
 44X  C5   N1   aromatic  1.349  0.020  1.349
 44X  C3   C2   aromatic  1.374  0.020  1.374
 44X  O1   C18  aromatic  1.335  0.020  1.335
 44X  O1   N5   aromatic  1.364  0.020  1.364
 44X  C17  F1   single    1.327  0.020  1.327
 44X  C17  C16  aromatic  1.347  0.020  1.347
 44X  C15  C18  single    1.452  0.020  1.452
 44X  C15  C16  aromatic  1.433  0.020  1.433
 44X  N1   C1   aromatic  1.306  0.020  1.306
 44X  C2   C1   aromatic  1.419  0.020  1.419
 44X  C2   O2   single    1.342  0.020  1.342
 44X  C18  C20  aromatic  1.355  0.020  1.355
 44X  N5   C19  aromatic  1.302  0.020  1.302
 44X  O2   C22  single    1.421  0.020  1.421
 44X  C20  C19  aromatic  1.420  0.020  1.420
 44X  C19  C21  single    1.486  0.020  1.486
 44X  C22  C23  single    1.505  0.020  1.505
 44X  C23  O3   single    1.402  0.020  1.402
 44X  O3   C24  single    1.405  0.020  1.405
 44X  C21  H1   single    0.970  0.020  1.090
 44X  C21  H2   single    0.970  0.020  1.090
 44X  C21  H3   single    0.970  0.020  1.090
 44X  C20  H4   single    0.930  0.020  1.080
 44X  C16  H5   single    0.930  0.020  1.080
 44X  C14  H6   single    0.930  0.020  1.080
 44X  C10  H7   single    0.970  0.020  1.090
 44X  C12  H8   single    0.970  0.020  1.090
 44X  C12  H9   single    0.970  0.020  1.090
 44X  C12  H10  single    0.970  0.020  1.090
 44X  C6   H11  single    0.930  0.020  1.080
 44X  C3   H12  single    0.930  0.020  1.080
 44X  C8   H13  single    0.930  0.020  1.080
 44X  C9   H14  single    0.930  0.020  1.080
 44X  C1   H15  single    0.930  0.020  1.080
 44X  C22  H16  single    0.970  0.020  1.090
 44X  C22  H17  single    0.970  0.020  1.090
 44X  C23  H18  single    0.970  0.020  1.090
 44X  C23  H19  single    0.970  0.020  1.090
 44X  C24  H20  single    0.970  0.020  1.090
 44X  C24  H21  single    0.970  0.020  1.090
 44X  C24  H22  single    0.970  0.020  1.090

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
 44X  H3   C21  H2   108.58  3.000
 44X  H3   C21  H1   107.49  3.000
 44X  H2   C21  H1   108.52  3.000
 44X  H3   C21  C19  110.50  3.000
 44X  H2   C21  C19  111.17  3.000
 44X  H1   C21  C19  110.47  3.000
 44X  N5   C19  C20  110.81  3.000
 44X  C20  C19  C21  127.73  3.000
 44X  N5   C19  C21  121.47  3.000
 44X  H4   C20  C18  128.91  3.000
 44X  H4   C20  C19  127.36  3.000
 44X  C18  C20  C19  103.73  3.000
 44X  O1   N5   C19  106.53  3.000
 44X  C18  O1   N5   109.63  3.000
 44X  C15  C18  O1   118.01  3.000
 44X  C15  C18  C20  132.69  3.000
 44X  O1   C18  C20  109.30  3.000
 44X  C14  C15  C16  120.26  3.000
 44X  C16  C15  C18  118.87  3.000
 44X  C14  C15  C18  120.88  3.000
 44X  H5   C16  C17  119.87  3.000
 44X  H5   C16  C15  120.51  3.000
 44X  C17  C16  C15  119.62  3.000
 44X  C13  C17  F1   117.02  3.000
 44X  F1   C17  C16  122.39  3.000
 44X  C13  C17  C16  120.59  3.000
 44X  H6   C14  N2   116.99  3.000
 44X  H6   C14  C15  124.49  3.000
 44X  N2   C14  C15  118.52  3.000
 44X  C11  N2   C13  104.51  3.000
 44X  C13  N2   C14  123.66  3.000
 44X  C11  N2   C14  131.83  3.000
 44X  N3   C13  N2   110.26  3.000
 44X  N2   C13  C17  117.36  3.000
 44X  N3   C13  C17  132.39  3.000
 44X  N4   N3   C13  106.71  3.000
 44X  C11  N4   N3   109.96  3.000
 44X  C10  C11  N4   127.49  3.000
 44X  N4   C11  N2   108.57  3.000
 44X  C10  C11  N2   123.92  3.000
 44X  H7   C10  C7   108.03  3.000
 44X  H7   C10  C12  107.78  3.000
 44X  C7   C10  C12  111.52  3.000
 44X  H7   C10  C11  107.88  3.000
 44X  C7   C10  C11  110.28  3.000
 44X  C12  C10  C11  111.19  3.000
 44X  H10  C12  H9   108.19  3.000
 44X  H10  C12  H8   108.24  3.000
 44X  H9   C12  H8   108.18  3.000
 44X  H10  C12  C10  111.81  3.000
 44X  H9   C12  C10  110.91  3.000
 44X  H8   C12  C10  109.40  3.000
 44X  C8   C7   C6   119.54  3.000
 44X  C6   C7   C10  120.82  3.000
 44X  C8   C7   C10  119.63  3.000
 44X  H11  C6   C4   118.72  3.000
 44X  H11  C6   C7   120.38  3.000
 44X  C4   C6   C7   120.90  3.000
 44X  C5   C4   C3   118.09  3.000
 44X  C3   C4   C6   122.74  3.000
 44X  C5   C4   C6   119.17  3.000
 44X  H12  C3   C2   120.41  3.000
 44X  H12  C3   C4   120.23  3.000
 44X  C2   C3   C4   119.36  3.000
 44X  H13  C8   C9   119.64  3.000
 44X  H13  C8   C7   119.46  3.000
 44X  C9   C8   C7   120.90  3.000
 44X  H14  C9   C5   118.71  3.000
 44X  H14  C9   C8   120.87  3.000
 44X  C5   C9   C8   120.42  3.000
 44X  N1   C5   C9   119.17  3.000
 44X  N1   C5   C4   121.76  3.000
 44X  C9   C5   C4   119.07  3.000
 44X  C1   N1   C5   119.21  3.000
 44X  H15  C1   C2   120.54  3.000
 44X  H15  C1   N1   116.03  3.000
 44X  C2   C1   N1   123.43  3.000
 44X  O2   C2   C1   123.76  3.000
 44X  O2   C2   C3   118.09  3.000
 44X  C1   C2   C3   118.14  3.000
 44X  C22  O2   C2   119.25  3.000
 44X  H17  C22  H16  108.01  3.000
 44X  H17  C22  C23  108.36  3.000
 44X  H16  C22  C23  110.31  3.000
 44X  H17  C22  O2   110.90  3.000
 44X  H16  C22  O2   110.70  3.000
 44X  C23  C22  O2   108.53  3.000
 44X  H19  C23  H18  106.81  3.000
 44X  H19  C23  O3   111.31  3.000
 44X  H18  C23  O3   111.40  3.000
 44X  H19  C23  C22  110.05  3.000
 44X  H18  C23  C22  107.31  3.000
 44X  O3   C23  C22  109.84  3.000
 44X  C24  O3   C23  112.45  3.000
 44X  H22  C24  H21  108.41  3.000
 44X  H22  C24  H20  108.38  3.000
 44X  H21  C24  H20  107.82  3.000
 44X  H22  C24  O3   108.00  3.000
 44X  H21  C24  O3   112.07  3.000
 44X  H20  C24  O3   112.05  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
 44X  CONST_01  C18  O1   N5   C19     0.00   0.0  0
 44X  CONST_02  O1   C18  C20  C19     0.00   0.0  0
 44X  CONST_03  C15  C18  C20  C19   180.00   0.0  0
 44X  CONST_04  N5   O1   C18  C20     0.00   0.0  0
 44X  CONST_05  C14  C15  C18  C20   180.00   0.0  0
 44X  CONST_06  C16  C15  C18  C20     0.00   0.0  0
 44X  CONST_07  O1   N5   C19  C20     0.00   0.0  0
 44X  CONST_08  C15  C18  O1   N5    180.00   0.0  0
 44X  CONST_09  C18  C20  C19  N5      0.00   0.0  0
 44X  CONST_10  C14  C15  C18  O1      0.00   0.0  0
 44X  CONST_11  C16  C15  C18  O1    180.00   0.0  0
 44X  CONST_12  N2   C14  C15  C18   180.00   0.0  0
 44X  CONST_13  C17  C16  C15  C18   180.00   0.0  0
 44X  CONST_14  C11  N2   C14  C15   180.00   0.0  0
 44X  CONST_15  C13  N2   C14  C15     0.00   0.0  0
 44X  CONST_16  C13  C17  C16  C15     0.00   0.0  0
 44X  CONST_17  N3   C13  C17  C16   180.00   0.0  0
 44X  CONST_18  N2   C13  C17  C16     0.00   0.0  0
 44X  CONST_19  N2   C14  C15  C16     0.00   0.0  0
 44X  CONST_20  N4   N3   C13  C17   180.00   0.0  0
 44X  CONST_21  C11  N2   C13  C17   180.00   0.0  0
 44X  CONST_22  C14  N2   C13  C17     0.00   0.0  0
 44X  CONST_23  C14  C15  C16  C17     0.00   0.0  0
 44X  CONST_24  N4   C11  N2   C14   180.00   0.0  0
 44X  CONST_25  N3   C13  N2   C14   180.00   0.0  0
 44X  CONST_26  N3   N4   C11  N2      0.00   0.0  0
 44X  CONST_27  N4   N3   C13  N2      0.00   0.0  0
 44X  CONST_28  C11  N4   N3   C13     0.00   0.0  0
 44X  CONST_29  N4   C11  N2   C13     0.00   0.0  0
 44X  CONST_30  C11  N2   C13  N3      0.00   0.0  0
 44X  CONST_31  C5   C9   C8   C7      0.00   0.0  0
 44X  CONST_32  C5   C4   C6   C7      0.00   0.0  0
 44X  CONST_33  C3   C4   C6   C7    180.00   0.0  0
 44X  CONST_34  C9   C8   C7   C6      0.00   0.0  0
 44X  CONST_35  C9   C5   C4   C6      0.00   0.0  0
 44X  CONST_36  N1   C5   C4   C6    180.00   0.0  0
 44X  CONST_37  C2   C3   C4   C6    180.00   0.0  0
 44X  CONST_38  C8   C7   C6   C4      0.00   0.0  0
 44X  CONST_39  C8   C9   C5   C4      0.00   0.0  0
 44X  CONST_40  C1   N1   C5   C4      0.00   0.0  0
 44X  CONST_41  C1   C2   C3   C4      0.00   0.0  0
 44X  CONST_42  C9   C5   C4   C3    180.00   0.0  0
 44X  CONST_43  N1   C5   C4   C3      0.00   0.0  0
 44X  CONST_44  N1   C1   C2   C3      0.00   0.0  0
 44X  CONST_45  N1   C5   C9   C8    180.00   0.0  0
 44X  CONST_46  C1   N1   C5   C9    180.00   0.0  0
 44X  CONST_47  C2   C3   C4   C5      0.00   0.0  0
 44X  CONST_48  C2   C1   N1   C5      0.00   0.0  0
 44X  CONST_49  O1   N5   C19  C21   180.00   0.0  0
 44X  CONST_50  C18  C20  C19  C21   180.00   0.0  0
 44X  CONST_51  F1   C17  C16  C15   180.00   0.0  0
 44X  CONST_52  N3   C13  C17  F1      0.00   0.0  0
 44X  CONST_53  N2   C13  C17  F1    180.00   0.0  0
 44X  CONST_54  C10  C11  N2   C14     0.00   0.0  0
 44X  CONST_55  C10  C11  N2   C13   180.00   0.0  0
 44X  CONST_56  C10  C11  N4   N3    180.00   0.0  0
 44X  CONST_57  C9   C8   C7   C10   180.00   0.0  0
 44X  CONST_58  C4   C6   C7   C10   180.00   0.0  0
 44X  CONST_59  O2   C2   C3   C4    180.00   0.0  0
 44X  CONST_60  O2   C2   C1   N1    180.00   0.0  0
 44X  CONST_61  H4   C20  C19  N5    180.00   0.0  0
 44X  CONST_62  H6   C14  C15  C18     0.00   0.0  0
 44X  CONST_63  H5   C16  C15  C18     0.00   0.0  0
 44X  CONST_64  H14  C9   C8   C7    180.00   0.0  0
 44X  CONST_65  H13  C8   C7   C6    180.00   0.0  0
 44X  CONST_66  H12  C3   C4   C6      0.00   0.0  0
 44X  CONST_67  H11  C6   C4   C3      0.00   0.0  0
 44X  CONST_68  H15  C1   C2   C3    180.00   0.0  0
 44X  Var_01    H1   C21  C19  C20    60.13  30.0  2
 44X  Var_02    C23  C22  O2   C2   -178.49  30.0  3
 44X  Var_03    O3   C23  C22  O2     65.18  30.0  3
 44X  Var_04    H20  C24  O3   C23   -61.39  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 44X  chir_01  C10  C12  C11  C7  positiv

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
 44X  plan-1  C21  0.020
 44X  plan-1  C19  0.020
 44X  plan-1  C20  0.020
 44X  plan-1  N5   0.020
 44X  plan-1  O1   0.020
 44X  plan-1  C18  0.020
 44X  plan-1  C15  0.020
 44X  plan-1  H4   0.020
 44X  plan-2  C18  0.020
 44X  plan-2  C15  0.020
 44X  plan-2  C16  0.020
 44X  plan-2  C17  0.020
 44X  plan-2  F1   0.020
 44X  plan-2  C14  0.020
 44X  plan-2  N2   0.020
 44X  plan-2  C13  0.020
 44X  plan-2  N3   0.020
 44X  plan-2  N4   0.020
 44X  plan-2  C11  0.020
 44X  plan-2  C10  0.020
 44X  plan-2  H5   0.020
 44X  plan-2  H6   0.020
 44X  plan-3  C10  0.020
 44X  plan-3  C7   0.020
 44X  plan-3  C6   0.020
 44X  plan-3  C4   0.020
 44X  plan-3  C3   0.020
 44X  plan-3  C8   0.020
 44X  plan-3  C9   0.020
 44X  plan-3  C5   0.020
 44X  plan-3  N1   0.020
 44X  plan-3  C1   0.020
 44X  plan-3  C2   0.020
 44X  plan-3  O2   0.020
 44X  plan-3  H11  0.020
 44X  plan-3  H12  0.020
 44X  plan-3  H13  0.020
 44X  plan-3  H14  0.020
 44X  plan-3  H15  0.020

