# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 16:50:39 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-[(1R,2S,3S,4R)-3-(1H-tetrazol-5-yl)bicyclo[2.2.2]oct-2-yl]pyrimidin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cnc(nc1N[C@H]2C3CCC(CC3)[C@@H]2c4[nH]nnn4)c5c[nH]c6ncc(Cl)cc56
#
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
 4EW  4EW  2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-[(1R,2S,3S,4R)-3-(1H-tetrazol-5-yl)bicyclo[2.2.2]oct-2-yl]pyrimidin-4-amine  ligand  50  31  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_4EW
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
 4EW  C23  C   CH2   0  -0.458  -5.3692   1.3340  -0.1730
 4EW  C24  C   CH2   0  -0.454  -5.0926   0.6270  -1.5167
 4EW  C25  C   CH1   0  -0.283  -4.4765  -0.7499  -1.2602
 4EW  C26  C   CH2   0  -0.463  -5.3752  -1.5204  -0.2902
 4EW  C27  C   CH2   0  -0.441  -5.3794  -0.8134   1.0801
 4EW  C28  C   CR5   0   0.551  -2.4241   1.5613   0.6389
 4EW  C1   C   CR16  0  -0.210   4.2778  -0.5006   0.1807
 4EW  C2   C   CR6   0  -0.114   5.5356   0.0684   0.2331
 4EW  C3   C   CR16  0  -0.061   5.7375   1.4228  -0.0547
 4EW  N4   N   N     0  -0.415   4.7517   2.2362  -0.3911
 4EW  C5   C   CR56  0   0.484   3.5506   1.6904  -0.4417
 4EW  C6   C   CR56  0   0.011   3.2271   0.3417  -0.1725
 4EW  C7   C   CR5   0  -0.105   1.8114   0.2152  -0.3548
 4EW  C8   C   CR15  0   0.010   1.3624   1.4609  -0.7197
 4EW  N9   N   NR15  0  -0.663   2.3951   2.3368  -0.7696
 4EW  C11  C   CR6   0   0.331   0.9926  -0.9759  -0.2023
 4EW  N12  N   N     0  -0.459   1.6181  -2.1067   0.0885
 4EW  C13  C   CR16  0  -0.177   0.8514  -3.1971   0.2087
 4EW  C14  C   CR6   0   0.349  -0.4967  -3.1454   0.0358
 4EW  C15  C   CR6   0   0.433  -1.0966  -1.9049  -0.2635
 4EW  N16  N   N     0  -0.487  -0.3239  -0.8326  -0.3700
 4EW  N17  N   NH1   0  -0.691  -2.4199  -1.7955  -0.4521
 4EW  C18  C   CH1   0  -0.040  -3.0826  -0.5309  -0.6676
 4EW  C20  C   CH1   0  -0.343  -3.2085   0.3012   0.6477
 4EW  C22  C   CH1   0  -0.248  -4.7003   0.5515   0.9563
 4EW  N29  N   NR15  0  -0.498  -2.2779   2.4194  -0.3741
 4EW  N31  N   N     0  -0.080  -1.5285   3.4397   0.0173
 4EW  N32  N   N     0  -0.143  -1.2304   3.2127   1.2344
 4EW  N33  N   N     0  -0.344  -1.7632   2.0663   1.6557
 4EW  H1   H   HCH2  0   0.243  -5.0327   2.3720  -0.1939
 4EW  H2   H   HCH2  0   0.250  -6.4422   1.3785   0.0242
 4EW  H3   H   HCH2  0   0.256  -6.0129   0.5147  -2.0917
 4EW  H4   H   HCH2  0   0.229  -4.4187   1.2182  -2.1456
 4EW  H5   H   HCH1  0   0.256  -4.3765  -1.2932  -2.2027
 4EW  H6   H   HCH2  0   0.249  -6.3818  -1.5599  -0.7115
 4EW  H7   H   HCH2  0   0.244  -5.0650  -2.5635  -0.1927
 4EW  H8   H   HCH2  0   0.246  -6.4004  -0.6779   1.4413
 4EW  H9   H   HCH2  0   0.238  -4.8631  -1.4154   1.8322
 4EW  H10  H   HCR6  0   0.283   4.1154  -1.5464   0.3981
 4EW  H11  H   HCR6  0   0.279   6.7346   1.8444  -0.0080
 4EW  H12  H   HCR5  0   0.289   0.3633   1.7736  -0.9690
 4EW  H13  H   HNR5  0   0.421   2.3234   3.3109  -1.0176
 4EW  H14  H   HCR6  0   0.287   1.3412  -4.1345   0.4500
 4EW  H15  H   HNH1  0   0.407  -2.9914  -2.6067  -0.2802
 4EW  H16  H   HCH1  0   0.265  -2.4886   0.0177  -1.4030
 4EW  H17  H   HCH1  0   0.298  -2.7989  -0.2847   1.4732
 4EW  H18  H   HCH1  0   0.254  -4.7802   1.0953   1.9000
 4EW  H19  H   HNR5  0   0.445  -2.6269   2.3809  -1.3217
 4EW  F34  F   F     0  -0.303  -1.2669  -4.2391   0.1508
 4EW  CL3  CL  CL    0  -0.125   6.9073  -0.9006   0.6581

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
 4EW  N9   C5   aromatic  1.364  0.020  1.364
 4EW  N9   C8   aromatic  1.355  0.020  1.355
 4EW  N4   C5   aromatic  1.320  0.020  1.320
 4EW  N4   C3   aromatic  1.322  0.020  1.322
 4EW  C5   C6   aromatic  1.413  0.020  1.413
 4EW  C8   C7   aromatic  1.374  0.020  1.374
 4EW  C3   C2   aromatic  1.399  0.020  1.399
 4EW  C6   C7   aromatic  1.433  0.020  1.433
 4EW  C6   C1   aromatic  1.392  0.020  1.392
 4EW  C7   C11  single    1.453  0.020  1.453
 4EW  C2   C1   aromatic  1.382  0.020  1.382
 4EW  C2   CL3  single    1.732  0.020  1.732
 4EW  N12  C11  aromatic  1.325  0.020  1.325
 4EW  N12  C13  aromatic  1.338  0.020  1.338
 4EW  C11  N16  aromatic  1.335  0.020  1.335
 4EW  C13  C14  aromatic  1.360  0.020  1.360
 4EW  N16  C15  aromatic  1.326  0.020  1.326
 4EW  C14  C15  aromatic  1.410  0.020  1.410
 4EW  C14  F34  single    1.343  0.020  1.343
 4EW  C15  N17  single    1.341  0.020  1.341
 4EW  N31  N29  aromatic  1.325  0.020  1.325
 4EW  N31  N32  aromatic  1.273  0.020  1.273
 4EW  N29  C28  aromatic  1.336  0.020  1.336
 4EW  N32  N33  aromatic  1.333  0.020  1.333
 4EW  C18  N17  single    1.444  0.020  1.444
 4EW  C18  C25  single    1.530  0.020  1.530
 4EW  C18  C20  single    1.561  0.020  1.561
 4EW  C28  N33  aromatic  1.314  0.020  1.314
 4EW  C28  C20  single    1.484  0.020  1.484
 4EW  C25  C24  single    1.530  0.020  1.530
 4EW  C25  C26  single    1.530  0.020  1.530
 4EW  C24  C23  single    1.543  0.020  1.543
 4EW  C20  C22  single    1.544  0.020  1.544
 4EW  C23  C22  single    1.528  0.020  1.528
 4EW  C26  C27  single    1.542  0.020  1.542
 4EW  C22  C27  single    1.529  0.020  1.529
 4EW  C23  H1   single    0.970  0.020  1.090
 4EW  C23  H2   single    0.970  0.020  1.090
 4EW  C24  H3   single    0.970  0.020  1.090
 4EW  C24  H4   single    0.970  0.020  1.090
 4EW  C25  H5   single    0.970  0.020  1.090
 4EW  C26  H6   single    0.970  0.020  1.090
 4EW  C26  H7   single    0.970  0.020  1.090
 4EW  C27  H8   single    0.970  0.020  1.090
 4EW  C27  H9   single    0.970  0.020  1.090
 4EW  C1   H10  single    0.930  0.020  1.080
 4EW  C3   H11  single    0.930  0.020  1.080
 4EW  C8   H12  single    0.930  0.020  1.080
 4EW  N9   H13  single    0.860  0.020  1.020
 4EW  C13  H14  single    0.930  0.020  1.080
 4EW  N17  H15  single    0.860  0.020  1.020
 4EW  C18  H16  single    0.970  0.020  1.090
 4EW  C20  H17  single    0.970  0.020  1.090
 4EW  C22  H18  single    0.970  0.020  1.090
 4EW  N29  H19  single    0.860  0.020  1.020

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
 4EW  H2   C23  H1   105.53  3.000
 4EW  H2   C23  C22  108.52  3.000
 4EW  H1   C23  C22  111.48  3.000
 4EW  H2   C23  C24  110.61  3.000
 4EW  H1   C23  C24  111.33  3.000
 4EW  C22  C23  C24  109.29  3.000
 4EW  H4   C24  H3   105.79  3.000
 4EW  H4   C24  C25  109.52  3.000
 4EW  H3   C24  C25  109.59  3.000
 4EW  H4   C24  C23  111.28  3.000
 4EW  H3   C24  C23  110.79  3.000
 4EW  C25  C24  C23  109.78  3.000
 4EW  H5   C25  C18  108.78  3.000
 4EW  H5   C25  C26  110.50  3.000
 4EW  C18  C25  C26  111.19  3.000
 4EW  H5   C25  C24  109.86  3.000
 4EW  C26  C25  C24  108.83  3.000
 4EW  C18  C25  C24  107.63  3.000
 4EW  H7   C26  H6   105.16  3.000
 4EW  H7   C26  C27  111.06  3.000
 4EW  H6   C26  C27  110.91  3.000
 4EW  H7   C26  C25  111.75  3.000
 4EW  H6   C26  C25  108.36  3.000
 4EW  C27  C26  C25  109.51  3.000
 4EW  H9   C27  H8   106.41  3.000
 4EW  H9   C27  C22  109.72  3.000
 4EW  H8   C27  C22  109.36  3.000
 4EW  H9   C27  C26  110.95  3.000
 4EW  H8   C27  C26  110.70  3.000
 4EW  C22  C27  C26  109.64  3.000
 4EW  N33  C28  N29  106.56  3.000
 4EW  N33  C28  C20  125.99  3.000
 4EW  N29  C28  C20  127.43  3.000
 4EW  H10  C1   C6   121.55  3.000
 4EW  H10  C1   C2   121.86  3.000
 4EW  C6   C1   C2   116.59  3.000
 4EW  CL3  C2   C3   118.53  3.000
 4EW  CL3  C2   C1   119.99  3.000
 4EW  C3   C2   C1   121.48  3.000
 4EW  H11  C3   N4   117.25  3.000
 4EW  H11  C3   C2   120.04  3.000
 4EW  N4   C3   C2   122.71  3.000
 4EW  C5   N4   C3   115.72  3.000
 4EW  N9   C5   C6   107.71  3.000
 4EW  C6   C5   N4   126.56  3.000
 4EW  N9   C5   N4   125.73  3.000
 4EW  C7   C6   C5   106.64  3.000
 4EW  C7   C6   C1   136.42  3.000
 4EW  C5   C6   C1   116.94  3.000
 4EW  C11  C7   C8   125.94  3.000
 4EW  C11  C7   C6   128.00  3.000
 4EW  C8   C7   C6   106.06  3.000
 4EW  H12  C8   N9   120.75  3.000
 4EW  H12  C8   C7   128.94  3.000
 4EW  N9   C8   C7   110.30  3.000
 4EW  H13  N9   C8   125.42  3.000
 4EW  H13  N9   C5   125.28  3.000
 4EW  C8   N9   C5   109.30  3.000
 4EW  N16  C11  N12  125.80  3.000
 4EW  N16  C11  C7   117.03  3.000
 4EW  N12  C11  C7   117.17  3.000
 4EW  C13  N12  C11  116.40  3.000
 4EW  H14  C13  C14  120.57  3.000
 4EW  H14  C13  N12  117.74  3.000
 4EW  C14  C13  N12  121.70  3.000
 4EW  F34  C14  C15  119.39  3.000
 4EW  F34  C14  C13  121.79  3.000
 4EW  C15  C14  C13  118.83  3.000
 4EW  N17  C15  N16  119.85  3.000
 4EW  N17  C15  C14  121.43  3.000
 4EW  N16  C15  C14  118.72  3.000
 4EW  C15  N16  C11  118.54  3.000
 4EW  H15  N17  C18  118.07  3.000
 4EW  H15  N17  C15  118.05  3.000
 4EW  C18  N17  C15  123.05  3.000
 4EW  H16  C18  C20  110.07  3.000
 4EW  H16  C18  N17  106.89  3.000
 4EW  C20  C18  N17  112.20  3.000
 4EW  H16  C18  C25  107.84  3.000
 4EW  C20  C18  C25  109.21  3.000
 4EW  N17  C18  C25  110.52  3.000
 4EW  H17  C20  C22  107.36  3.000
 4EW  H17  C20  C18  108.70  3.000
 4EW  C22  C20  C18  109.43  3.000
 4EW  H17  C20  C28  105.17  3.000
 4EW  C22  C20  C28  111.97  3.000
 4EW  C18  C20  C28  113.88  3.000
 4EW  H18  C22  C20  108.91  3.000
 4EW  H18  C22  C27  109.99  3.000
 4EW  C20  C22  C27  107.49  3.000
 4EW  H18  C22  C23  110.58  3.000
 4EW  C27  C22  C23  108.81  3.000
 4EW  C20  C22  C23  110.99  3.000
 4EW  H19  N29  N31  120.11  3.000
 4EW  H19  N29  C28  130.46  3.000
 4EW  N31  N29  C28  109.42  3.000
 4EW  N32  N31  N29  106.11  3.000
 4EW  N33  N32  N31  111.22  3.000
 4EW  N32  N33  C28  106.69  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
 4EW  CONST_01  N32  N31  N29  C28    0.00   0.0  0
 4EW  CONST_02  N31  N32  N33  C28    0.00   0.0  0
 4EW  CONST_03  N9   C5   C6   C1   180.00   0.0  0
 4EW  CONST_04  N4   C5   C6   C1     0.00   0.0  0
 4EW  CONST_05  C8   C7   C6   C1   180.00   0.0  0
 4EW  CONST_06  C11  C7   C6   C1     0.00   0.0  0
 4EW  CONST_07  N4   C3   C2   C1     0.00   0.0  0
 4EW  CONST_08  C5   N4   C3   C2     0.00   0.0  0
 4EW  CONST_09  C5   C6   C1   C2     0.00   0.0  0
 4EW  CONST_10  C7   C6   C1   C2   180.00   0.0  0
 4EW  CONST_11  N9   C5   N4   C3   180.00   0.0  0
 4EW  CONST_12  C6   C5   N4   C3     0.00   0.0  0
 4EW  CONST_13  C6   C1   C2   C3     0.00   0.0  0
 4EW  CONST_14  C8   N9   C5   N4   180.00   0.0  0
 4EW  CONST_15  C7   C6   C5   N4   180.00   0.0  0
 4EW  CONST_16  C7   C8   N9   C5     0.00   0.0  0
 4EW  CONST_17  C8   C7   C6   C5     0.00   0.0  0
 4EW  CONST_18  C11  C7   C6   C5   180.00   0.0  0
 4EW  CONST_19  C8   N9   C5   C6     0.00   0.0  0
 4EW  CONST_20  N9   C8   C7   C6     0.00   0.0  0
 4EW  CONST_21  N12  C11  C7   C6     0.00   0.0  0
 4EW  CONST_22  N16  C11  C7   C6   180.00   0.0  0
 4EW  CONST_23  N9   C5   C6   C7     0.00   0.0  0
 4EW  CONST_24  C13  N12  C11  C7   180.00   0.0  0
 4EW  CONST_25  C15  N16  C11  C7   180.00   0.0  0
 4EW  CONST_26  N12  C11  C7   C8   180.00   0.0  0
 4EW  CONST_27  N16  C11  C7   C8     0.00   0.0  0
 4EW  CONST_28  C11  C7   C8   N9   180.00   0.0  0
 4EW  CONST_29  C14  C13  N12  C11    0.00   0.0  0
 4EW  CONST_30  C14  C15  N16  C11    0.00   0.0  0
 4EW  CONST_31  C15  N16  C11  N12    0.00   0.0  0
 4EW  CONST_32  C15  C14  C13  N12    0.00   0.0  0
 4EW  CONST_33  N16  C11  N12  C13    0.00   0.0  0
 4EW  CONST_34  N16  C15  C14  C13    0.00   0.0  0
 4EW  CONST_35  N33  N32  N31  N29    0.00   0.0  0
 4EW  CONST_36  N32  N33  C28  N29    0.00   0.0  0
 4EW  CONST_37  N33  C28  N29  N31    0.00   0.0  0
 4EW  CONST_38  N31  N29  C28  C20  180.00   0.0  0
 4EW  CONST_39  N32  N33  C28  C20  180.00   0.0  0
 4EW  CONST_40  CL3  C2   C3   N4   180.00   0.0  0
 4EW  CONST_41  CL3  C2   C1   C6   180.00   0.0  0
 4EW  CONST_42  N17  C15  N16  C11  180.00   0.0  0
 4EW  CONST_43  F34  C14  C13  N12  180.00   0.0  0
 4EW  CONST_44  N17  C15  C14  C13  180.00   0.0  0
 4EW  CONST_45  F34  C14  C15  N16  180.00   0.0  0
 4EW  CONST_46  C18  N17  C15  C14  180.00   0.0  0
 4EW  CONST_47  C18  N17  C15  N16    0.00   0.0  0
 4EW  CONST_48  H11  C3   C2   C1   180.00   0.0  0
 4EW  CONST_49  H10  C1   C2   C3   180.00   0.0  0
 4EW  CONST_50  H13  N9   C5   N4     0.00   0.0  0
 4EW  CONST_51  H12  C8   N9   C5   180.00   0.0  0
 4EW  CONST_52  H14  C13  N12  C11  180.00   0.0  0
 4EW  CONST_53  H19  N29  C28  C20    0.00   0.0  0
 4EW  CONST_54  H15  N17  C15  C14    0.00   0.0  0
 4EW  Var_01    C22  C23  C24  C25   10.68  30.0  1
 4EW  Var_02    C22  C27  C26  C25   10.27  30.0  1

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
 4EW  chir_01  C25  C18  C24  C26  positiv
 4EW  chir_02  C18  N17  C20  C25  positiv
 4EW  chir_03  C20  C18  C28  C22  negativ
 4EW  chir_04  C22  C27  C23  C20  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
 4EW  plan-1  C28  0.020
 4EW  plan-1  C20  0.020
 4EW  plan-1  N29  0.020
 4EW  plan-1  N31  0.020
 4EW  plan-1  N32  0.020
 4EW  plan-1  N33  0.020
 4EW  plan-1  H19  0.020
 4EW  plan-2  C7   0.020
 4EW  plan-2  C11  0.020
 4EW  plan-2  N12  0.020
 4EW  plan-2  C13  0.020
 4EW  plan-2  C14  0.020
 4EW  plan-2  C15  0.020
 4EW  plan-2  N16  0.020
 4EW  plan-2  N17  0.020
 4EW  plan-2  H14  0.020
 4EW  plan-2  F34  0.020
 4EW  plan-3  C1   0.020
 4EW  plan-3  C2   0.020
 4EW  plan-3  C3   0.020
 4EW  plan-3  N4   0.020
 4EW  plan-3  C5   0.020
 4EW  plan-3  C6   0.020
 4EW  plan-3  C7   0.020
 4EW  plan-3  C8   0.020
 4EW  plan-3  N9   0.020
 4EW  plan-3  C11  0.020
 4EW  plan-3  H10  0.020
 4EW  plan-3  H11  0.020
 4EW  plan-3  H12  0.020
 4EW  plan-3  H13  0.020
 4EW  plan-3  CL3  0.020
 4EW  plan-4  C15  0.020
 4EW  plan-4  N17  0.020
 4EW  plan-4  C18  0.020
 4EW  plan-4  H15  0.020

