# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 23:05:56 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: N-(2-ethylphenyl)-2-(3H-imidazo[4,5-b]pyridin-2-ylsulfanyl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccccc1NC(=O)CSc2[nH]c3ncccc3n2
#
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
 D44  D44  N-(2-ethylphenyl)-2-(3H-imidazo[4,5-b]pyridin-2-ylsulfanyl)acetamide  ligand  38  22  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_D44
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
 D44  O1   O  O     0  -0.458  -1.6807   1.7903  -0.5623
 D44  C2   C  C     0   0.560  -1.4628   0.7375   0.0068
 D44  N3   N  NH1   0  -0.747  -2.4196  -0.0869   0.4782
 D44  C4   C  CR6   0   0.264  -3.8076   0.1665   0.3607
 D44  C9   C  CR16  0  -0.259  -4.3499   1.3063   0.9452
 D44  C8   C  CR16  0  -0.281  -5.7080   1.5615   0.8455
 D44  C7   C  CR16  0  -0.239  -6.5285   0.6681   0.1699
 D44  C6   C  CR16  0  -0.323  -5.9823  -0.4686  -0.4061
 D44  C5   C  CR6   0   0.115  -4.6168  -0.7371  -0.3337
 D44  C10  C  CH2   0  -0.516  -4.0549  -1.9831  -0.9598
 D44  C11  C  CH3   0  -0.658  -3.9790  -3.1483   0.0272
 D44  C12  C  CH2   0  -0.697  -0.0538   0.2418   0.2514
 D44  S13  S  S2    0   0.089   1.0535   1.3542  -0.6450
 D44  C14  C  CR5   0   0.320   2.5546   0.5311  -0.3420
 D44  N18  N  NR15  0  -0.691   3.7145   1.0410  -0.8408
 D44  C17  C  CR56  0   0.444   4.7148   0.1884  -0.4559
 D44  N22  N  N     0  -0.418   6.0011   0.2792  -0.7157
 D44  C21  C  CR16  0  -0.093   6.7333  -0.7087  -0.2052
 D44  C20  C  CR16  0  -0.336   6.2122  -1.7643   0.5448
 D44  C19  C  CR16  0  -0.232   4.8495  -1.8365   0.8038
 D44  C16  C  CR56  0   0.105   4.0674  -0.8175   0.2823
 D44  N15  N  N     0  -0.464   2.7165  -0.5719   0.3346
 D44  H1   H  HNH1  0   0.417  -2.1303  -0.9647   0.8839
 D44  H2   H  HCR6  0   0.264  -3.7098   1.9865   1.4914
 D44  H3   H  HCR6  0   0.259  -6.1231   2.4510   1.3005
 D44  H4   H  HCR6  0   0.257  -7.5912   0.8571   0.0903
 D44  H5   H  HCR6  0   0.252  -6.6240  -1.1600  -0.9395
 D44  H6   H  HCH2  0   0.253  -4.6844  -2.2724  -1.8035
 D44  H7   H  HCH2  0   0.243  -3.0632  -1.7842  -1.3720
 D44  H8   H  HCH3  0   0.238  -3.5598  -4.0339  -0.4502
 D44  H9   H  HCH3  0   0.222  -3.3528  -2.9117   0.8887
 D44  H10  H  HCH3  0   0.232  -4.9692  -3.4056   0.4039
 D44  H11  H  HCH2  0   0.330   0.1722   0.2610   1.3190
 D44  H12  H  HCH2  0   0.320   0.0763  -0.7832  -0.0971
 D44  H13  H  HNR5  0   0.427   3.8229   1.8761  -1.3968
 D44  H14  H  HCR6  0   0.260   7.7982  -0.6647  -0.4006
 D44  H15  H  HCR6  0   0.270   6.8828  -2.5250   0.9198
 D44  H16  H  HCR6  0   0.272   4.4225  -2.6466   1.3804

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
 D44  N22  C21  aromatic  1.331  0.020  1.331
 D44  N22  C17  aromatic  1.315  0.020  1.315
 D44  N18  C17  aromatic  1.370  0.020  1.370
 D44  N18  C14  aromatic  1.362  0.020  1.362
 D44  C21  C20  aromatic  1.396  0.020  1.396
 D44  C17  C16  aromatic  1.406  0.020  1.406
 D44  S13  C14  single    1.739  0.020  1.739
 D44  S13  C12  single    1.807  0.020  1.807
 D44  C14  N15  aromatic  1.304  0.020  1.304
 D44  C20  C19  aromatic  1.389  0.020  1.389
 D44  C16  N15  aromatic  1.374  0.020  1.374
 D44  C16  C19  aromatic  1.386  0.020  1.386
 D44  C12  C2   single    1.514  0.020  1.514
 D44  C11  C10  single    1.529  0.020  1.529
 D44  C2   N3   single    1.348  0.020  1.348
 D44  C2   O1   double    1.217  0.020  1.217
 D44  C10  C5   single    1.503  0.020  1.503
 D44  N3   C4   single    1.416  0.020  1.416
 D44  C4   C5   aromatic  1.398  0.020  1.398
 D44  C4   C9   aromatic  1.391  0.020  1.391
 D44  C5   C6   aromatic  1.394  0.020  1.394
 D44  C9   C8   aromatic  1.386  0.020  1.386
 D44  C6   C7   aromatic  1.386  0.020  1.386
 D44  C8   C7   aromatic  1.388  0.020  1.388
 D44  N3   H1   single    0.860  0.020  1.020
 D44  C9   H2   single    0.930  0.020  1.080
 D44  C8   H3   single    0.930  0.020  1.080
 D44  C7   H4   single    0.930  0.020  1.080
 D44  C6   H5   single    0.930  0.020  1.080
 D44  C10  H6   single    0.970  0.020  1.090
 D44  C10  H7   single    0.970  0.020  1.090
 D44  C11  H8   single    0.970  0.020  1.090
 D44  C11  H9   single    0.970  0.020  1.090
 D44  C11  H10  single    0.970  0.020  1.090
 D44  C12  H11  single    0.970  0.020  1.090
 D44  C12  H12  single    0.970  0.020  1.090
 D44  N18  H13  single    0.860  0.020  1.020
 D44  C21  H14  single    0.930  0.020  1.080
 D44  C20  H15  single    0.930  0.020  1.080
 D44  C19  H16  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
 D44  C12  C2   N3   113.82  3.000
 D44  N3   C2   O1   124.45  3.000
 D44  C12  C2   O1   121.72  3.000
 D44  H1   N3   C4   118.03  3.000
 D44  H1   N3   C2   117.97  3.000
 D44  C4   N3   C2   123.87  3.000
 D44  C5   C4   C9   120.85  3.000
 D44  C9   C4   N3   119.61  3.000
 D44  C5   C4   N3   119.54  3.000
 D44  H2   C9   C8   120.03  3.000
 D44  H2   C9   C4   119.77  3.000
 D44  C8   C9   C4   120.19  3.000
 D44  H3   C8   C7   120.46  3.000
 D44  H3   C8   C9   119.82  3.000
 D44  C7   C8   C9   119.72  3.000
 D44  H4   C7   C6   119.96  3.000
 D44  H4   C7   C8   120.24  3.000
 D44  C6   C7   C8   119.79  3.000
 D44  H5   C6   C5   118.87  3.000
 D44  H5   C6   C7   119.62  3.000
 D44  C5   C6   C7   121.50  3.000
 D44  C10  C5   C6   120.28  3.000
 D44  C6   C5   C4   117.94  3.000
 D44  C10  C5   C4   121.76  3.000
 D44  H7   C10  H6   106.27  3.000
 D44  H7   C10  C11  109.72  3.000
 D44  H6   C10  C11  109.00  3.000
 D44  H7   C10  C5   110.21  3.000
 D44  H6   C10  C5   109.02  3.000
 D44  C11  C10  C5   112.42  3.000
 D44  H10  C11  H9   107.44  3.000
 D44  H10  C11  H8   107.99  3.000
 D44  H9   C11  H8   107.54  3.000
 D44  H10  C11  C10  110.97  3.000
 D44  H9   C11  C10  111.90  3.000
 D44  H8   C11  C10  110.83  3.000
 D44  H12  C12  H11  107.73  3.000
 D44  H12  C12  S13  110.30  3.000
 D44  H11  C12  S13  110.33  3.000
 D44  H12  C12  C2   111.54  3.000
 D44  H11  C12  C2   110.18  3.000
 D44  S13  C12  C2   106.77  3.000
 D44  C14  S13  C12   98.69  3.000
 D44  N15  C14  N18  113.64  3.000
 D44  N15  C14  S13  126.73  3.000
 D44  N18  C14  S13  119.63  3.000
 D44  H13  N18  C17  126.26  3.000
 D44  H13  N18  C14  127.10  3.000
 D44  C17  N18  C14  106.63  3.000
 D44  C16  C17  N22  127.12  3.000
 D44  C16  C17  N18  104.87  3.000
 D44  N22  C17  N18  128.01  3.000
 D44  C21  N22  C17  114.26  3.000
 D44  H14  C21  C20  119.63  3.000
 D44  H14  C21  N22  116.19  3.000
 D44  C20  C21  N22  124.18  3.000
 D44  H15  C20  C19  120.48  3.000
 D44  H15  C20  C21  119.14  3.000
 D44  C19  C20  C21  120.38  3.000
 D44  H16  C19  C16  121.87  3.000
 D44  H16  C19  C20  121.70  3.000
 D44  C16  C19  C20  116.43  3.000
 D44  N15  C16  C19  132.20  3.000
 D44  C19  C16  C17  117.62  3.000
 D44  N15  C16  C17  110.18  3.000
 D44  C16  N15  C14  104.68  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
 D44  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 D44  CONST_02  C7   C8   C9   C4      0.00   0.0  0
 D44  CONST_03  C6   C5   C4   C9      0.00   0.0  0
 D44  CONST_04  C6   C7   C8   C9      0.00   0.0  0
 D44  CONST_05  C5   C4   C9   C8      0.00   0.0  0
 D44  CONST_06  C5   C6   C7   C8      0.00   0.0  0
 D44  CONST_07  N22  C17  N18  C14   180.00   0.0  0
 D44  CONST_08  C16  C17  N18  C14     0.00   0.0  0
 D44  CONST_09  C17  C16  N15  C14     0.00   0.0  0
 D44  CONST_10  C19  C16  N15  C14   180.00   0.0  0
 D44  CONST_11  C21  N22  C17  N18   180.00   0.0  0
 D44  CONST_12  N15  C16  C17  N18     0.00   0.0  0
 D44  CONST_13  C19  C16  C17  N18   180.00   0.0  0
 D44  CONST_14  C16  N15  C14  N18     0.00   0.0  0
 D44  CONST_15  C20  C21  N22  C17     0.00   0.0  0
 D44  CONST_16  N15  C14  N18  C17     0.00   0.0  0
 D44  CONST_17  C20  C19  C16  C17     0.00   0.0  0
 D44  CONST_18  C19  C20  C21  N22     0.00   0.0  0
 D44  CONST_19  N15  C16  C17  N22   180.00   0.0  0
 D44  CONST_20  C19  C16  C17  N22     0.00   0.0  0
 D44  CONST_21  C16  C17  N22  C21     0.00   0.0  0
 D44  CONST_22  C16  C19  C20  C21     0.00   0.0  0
 D44  CONST_23  N15  C16  C19  C20   180.00   0.0  0
 D44  CONST_24  C6   C5   C4   N3    180.00   0.0  0
 D44  CONST_25  C8   C9   C4   N3    180.00   0.0  0
 D44  CONST_26  C10  C5   C4   C9    180.00   0.0  0
 D44  CONST_27  C10  C5   C6   C7    180.00   0.0  0
 D44  CONST_28  C17  N18  C14  S13   180.00   0.0  0
 D44  CONST_29  C16  N15  C14  S13   180.00   0.0  0
 D44  CONST_30  H5   C6   C5   C4    180.00   0.0  0
 D44  CONST_31  H3   C8   C9   C4    180.00   0.0  0
 D44  CONST_32  H4   C7   C8   C9    180.00   0.0  0
 D44  CONST_33  H2   C9   C8   C7    180.00   0.0  0
 D44  CONST_34  H14  C21  N22  C17   180.00   0.0  0
 D44  CONST_35  H16  C19  C16  C17   180.00   0.0  0
 D44  CONST_36  H15  C20  C21  N22   180.00   0.0  0
 D44  CONST_37  H13  N18  C17  N22     0.00   0.0  0
 D44  CONST_41  C4   N3   C2   O1      0.00   0.0  0
 D44  CONST_42  C12  C2   N3   C4    180.00   0.0  0
 D44  Var_01    C11  C10  C5   C4     85.80  30.0  3
 D44  Var_02    N18  C14  S13  C12  -179.46  30.0  2
 D44  Var_03    H8   C11  C10  C5   -179.45  30.0  3
 D44  Var_04    H11  C12  S13  C14    64.89  30.0  3
 D44  Var_05    S13  C12  C2   O1     -7.91  30.0  1

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
 D44  plan-1  N3   0.020
 D44  plan-1  C4   0.020
 D44  plan-1  C9   0.020
 D44  plan-1  C8   0.020
 D44  plan-1  C7   0.020
 D44  plan-1  C6   0.020
 D44  plan-1  C5   0.020
 D44  plan-1  C10  0.020
 D44  plan-1  H2   0.020
 D44  plan-1  H3   0.020
 D44  plan-1  H4   0.020
 D44  plan-1  H5   0.020
 D44  plan-2  S13  0.020
 D44  plan-2  C14  0.020
 D44  plan-2  N18  0.020
 D44  plan-2  C17  0.020
 D44  plan-2  N22  0.020
 D44  plan-2  C21  0.020
 D44  plan-2  C20  0.020
 D44  plan-2  C19  0.020
 D44  plan-2  C16  0.020
 D44  plan-2  N15  0.020
 D44  plan-2  H13  0.020
 D44  plan-2  H14  0.020
 D44  plan-2  H15  0.020
 D44  plan-2  H16  0.020
 D44  plan-3  O1   0.020
 D44  plan-3  C2   0.020
 D44  plan-3  N3   0.020
 D44  plan-3  C4   0.020
 D44  plan-3  C12  0.020
 D44  plan-3  H1   0.020

