# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 16:54:32 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: ~{N}-[(1~{R})-2-azanyl-1-phenyl-ethyl]-4-(1~{H}-pyrrolo[2,3-b]pyridin-3-yl)thiophene-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC[C@H](NC(=O)c1scc(c1)c2c[nH]c3ncccc23)c4ccccc4
#
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
 94H  94H  ~{N}-[(1~{R})-2-azanyl-1-phenyl-ethyl]-4-(1~{H}-pyrrolo[2,3-b]pyridin-3-yl)thiophene-2-carboxamide  ligand  44  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_94H
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
 94H  C1   C  CR16  0  -0.269   5.8373  -1.9504  -1.7351
 94H  C2   C  CR16  0  -0.240   4.8761  -2.2394  -0.7755
 94H  C3   C  CR16  0  -0.242   6.1692  -0.6273  -1.9959
 94H  C4   C  CR16  0  -0.338  -6.0479  -1.8491   1.1106
 94H  C5   C  CR16  0  -0.267  -4.8008  -1.2513   1.0539
 94H  C6   C  CR16  0  -0.312   4.2511  -1.2119  -0.0812
 94H  C7   C  CR16  0  -0.308   5.5409   0.3971  -1.3009
 94H  C8   C  CR15  0  -0.235  -0.8448   0.6888  -0.6014
 94H  C9   C  CR16  0  -0.090  -6.9195  -1.7510   0.0209
 94H  C10  C  CR15  0  -0.050  -3.6565   0.5577  -1.8726
 94H  C11  C  CR15  0  -0.600  -1.9059   0.5026   1.4373
 94H  C12  C  CR56  0  -0.018  -4.4665  -0.5609  -0.1093
 94H  C13  C  CR5   0   0.185  -2.0720   0.4391   0.0780
 94H  C14  C  CR5   0  -0.016  -3.3289   0.1625  -0.6004
 94H  C15  C  CR6   0   0.154   4.5764   0.1165  -0.3381
 94H  C16  C  CR5   0  -0.324   0.2031   0.9212   0.2388
 94H  C17  C  CR56  0   0.477  -5.4342  -0.5532  -1.1408
 94H  C19  C  CH2   0  -0.290   4.7051   1.4832   1.7536
 94H  C20  C  CH1   0  -0.155   3.9512   1.2492   0.4457
 94H  N21  N  N     0  -0.423  -6.6298  -1.1167  -1.1057
 94H  N22  N  NR15  0  -0.664  -4.9096   0.1325  -2.1931
 94H  N23  N  NH1   0  -0.676   2.5495   1.0264   0.7384
 94H  N24  N  NH2   0  -0.793   4.2505   2.6956   2.4094
 94H  O25  O  O     0  -0.468   1.8258   1.5663  -1.3332
 94H  S26  S  S2    0   0.260  -0.2973   0.8555   1.8858
 94H  H1   H  HCR6  0   0.256   6.3215  -2.7505  -2.2799
 94H  H2   H  HCR6  0   0.255   4.6096  -3.2676  -0.5670
 94H  H3   H  HCR6  0   0.255   6.9131  -0.3928  -2.7466
 94H  H5   H  HCR6  0   0.260  -4.1158  -1.3327   1.8881
 94H  H6   H  HCR6  0   0.245   3.4992  -1.4541   0.6605
 94H  H7   H  HCR6  0   0.250   5.8016   1.4278  -1.5130
 94H  H8   H  HCR5  0   0.269  -0.7388   0.6709  -1.6773
 94H  H9   H  HCR6  0   0.258  -7.8962  -2.2186   0.0721
 94H  H10  H  HCR5  0   0.298  -3.0794   1.1335  -2.5786
 94H  H11  H  HCR5  0   0.297  -2.6574   0.4001   2.2046
 94H  H12  H  HCH2  0   0.208   4.6296   0.5748   2.3716
 94H  H13  H  HCH2  0   0.247   5.7618   1.5984   1.5070
 94H  H14  H  HCH1  0   0.263   4.0236   2.1648  -0.1453
 94H  H15  H  HNR5  0   0.415  -5.3764   0.3066  -3.0685
 94H  H16  H  HNH1  0   0.402   2.3267   0.5255   1.5855
 94H  H17  H  HNH2  0   0.340   3.3229   2.5610   2.7909
 94H  H18  H  HNH2  0   0.356   4.8464   2.8885   3.2037
 94H  C18  C  C     0   0.563   1.5902   1.1967  -0.1940
 94H  H4   H  HCR6  0   0.266  -6.3577  -2.3975   1.9894

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
 94H  C3   C1   aromatic  1.389  0.020  1.389
 94H  C3   C7   aromatic  1.388  0.020  1.388
 94H  C1   C2   aromatic  1.389  0.020  1.389
 94H  C7   C15  aromatic  1.391  0.020  1.391
 94H  O25  C18  double    1.221  0.020  1.221
 94H  C2   C6   aromatic  1.389  0.020  1.389
 94H  S26  C16  aromatic  1.723  0.020  1.723
 94H  S26  C11  aromatic  1.707  0.020  1.707
 94H  C15  C6   aromatic  1.392  0.020  1.392
 94H  C15  C20  single    1.513  0.020  1.513
 94H  C18  C16  single    1.479  0.020  1.479
 94H  C18  N23  single    1.349  0.020  1.349
 94H  C20  N23  single    1.449  0.020  1.449
 94H  C20  C19  single    1.528  0.020  1.528
 94H  C16  C8   aromatic  1.363  0.020  1.363
 94H  C11  C13  aromatic  1.371  0.020  1.371
 94H  N24  C19  single    1.451  0.020  1.451
 94H  C8   C13  aromatic  1.425  0.020  1.425
 94H  C13  C14  single    1.455  0.020  1.455
 94H  C14  C10  aromatic  1.372  0.020  1.372
 94H  C14  C12  aromatic  1.435  0.020  1.435
 94H  C10  N22  aromatic  1.362  0.020  1.362
 94H  C12  C5   aromatic  1.393  0.020  1.393
 94H  C12  C17  aromatic  1.414  0.020  1.414
 94H  C5   C4   aromatic  1.384  0.020  1.384
 94H  N22  C17  aromatic  1.361  0.020  1.361
 94H  C17  N21  aromatic  1.322  0.020  1.322
 94H  C4   C9   aromatic  1.399  0.020  1.399
 94H  C9   N21  aromatic  1.325  0.020  1.325
 94H  C1   H1   single    0.930  0.020  1.080
 94H  C2   H2   single    0.930  0.020  1.080
 94H  C3   H3   single    0.930  0.020  1.080
 94H  C4   H4   single    0.930  0.020  1.080
 94H  C5   H5   single    0.930  0.020  1.080
 94H  C6   H6   single    0.930  0.020  1.080
 94H  C7   H7   single    0.930  0.020  1.080
 94H  C8   H8   single    0.930  0.020  1.080
 94H  C9   H9   single    0.930  0.020  1.080
 94H  C10  H10  single    0.930  0.020  1.080
 94H  C11  H11  single    0.930  0.020  1.080
 94H  C19  H12  single    0.970  0.020  1.090
 94H  C19  H13  single    0.970  0.020  1.090
 94H  C20  H14  single    0.970  0.020  1.090
 94H  N22  H15  single    0.860  0.020  1.020
 94H  N23  H16  single    0.860  0.020  1.020
 94H  N24  H17  single    0.890  0.020  1.040
 94H  N24  H18  single    0.890  0.020  1.040

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
 94H  H1   C1   C3   120.19  3.000
 94H  H1   C1   C2   120.25  3.000
 94H  C3   C1   C2   119.57  3.000
 94H  H2   C2   C6   119.72  3.000
 94H  H2   C2   C1   120.08  3.000
 94H  C6   C2   C1   120.20  3.000
 94H  H3   C3   C7   119.89  3.000
 94H  H3   C3   C1   120.05  3.000
 94H  C7   C3   C1   120.06  3.000
 94H  H4   C4   C9   119.35  3.000
 94H  H4   C4   C5   120.70  3.000
 94H  C9   C4   C5   119.95  3.000
 94H  H5   C5   C12  121.92  3.000
 94H  H5   C5   C4   120.41  3.000
 94H  C12  C5   C4   117.67  3.000
 94H  H6   C6   C15  120.13  3.000
 94H  H6   C6   C2   119.29  3.000
 94H  C15  C6   C2   120.59  3.000
 94H  H7   C7   C15  119.59  3.000
 94H  H7   C7   C3   119.65  3.000
 94H  C15  C7   C3   120.76  3.000
 94H  H8   C8   C16  122.74  3.000
 94H  H8   C8   C13  123.78  3.000
 94H  C16  C8   C13  113.46  3.000
 94H  H9   C9   N21  116.34  3.000
 94H  H9   C9   C4   119.63  3.000
 94H  N21  C9   C4   124.04  3.000
 94H  H10  C10  N22  120.34  3.000
 94H  H10  C10  C14  129.29  3.000
 94H  N22  C10  C14  110.37  3.000
 94H  H11  C11  S26  119.29  3.000
 94H  H11  C11  C13  128.05  3.000
 94H  S26  C11  C13  112.60  3.000
 94H  C17  C12  C14  106.86  3.000
 94H  C17  C12  C5   116.58  3.000
 94H  C14  C12  C5   136.53  3.000
 94H  C14  C13  C11  125.16  3.000
 94H  C14  C13  C8   123.72  3.000
 94H  C11  C13  C8   111.12  3.000
 94H  C13  C14  C12  128.41  3.000
 94H  C12  C14  C10  105.86  3.000
 94H  C13  C14  C10  125.73  3.000
 94H  C20  C15  C7   119.61  3.000
 94H  C20  C15  C6   121.50  3.000
 94H  C7   C15  C6   118.83  3.000
 94H  S26  C16  C18  124.01  3.000
 94H  C18  C16  C8   124.92  3.000
 94H  S26  C16  C8   111.07  3.000
 94H  N22  C17  N21  125.71  3.000
 94H  N21  C17  C12  126.65  3.000
 94H  N22  C17  C12  107.63  3.000
 94H  H13  C19  H12  106.29  3.000
 94H  H13  C19  N24  108.49  3.000
 94H  H12  C19  N24  114.45  3.000
 94H  H13  C19  C20  107.50  3.000
 94H  H12  C19  C20  108.68  3.000
 94H  N24  C19  C20  111.11  3.000
 94H  H14  C20  N23  107.60  3.000
 94H  H14  C20  C19  107.59  3.000
 94H  N23  C20  C19  109.15  3.000
 94H  H14  C20  C15  108.66  3.000
 94H  C19  C20  C15  110.75  3.000
 94H  N23  C20  C15  112.91  3.000
 94H  C17  N21  C9   115.11  3.000
 94H  H15  N22  C17  125.48  3.000
 94H  H15  N22  C10  125.24  3.000
 94H  C17  N22  C10  109.27  3.000
 94H  H16  N23  C20  117.35  3.000
 94H  H16  N23  C18  119.08  3.000
 94H  C20  N23  C18  121.94  3.000
 94H  H18  N24  H17  105.63  3.000
 94H  H18  N24  C19  109.24  3.000
 94H  H17  N24  C19  110.26  3.000
 94H  C16  S26  C11   91.74  3.000
 94H  O25  C18  N23  123.11  3.000
 94H  N23  C18  C16  116.19  3.000
 94H  O25  C18  C16  120.70  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
 94H  CONST_01  C15  C7   C3   C1     0.00   0.0  0
 94H  CONST_02  C15  C6   C2   C1     0.00   0.0  0
 94H  CONST_03  C7   C3   C1   C2     0.00   0.0  0
 94H  CONST_04  C7   C15  C6   C2     0.00   0.0  0
 94H  CONST_05  C6   C2   C1   C3     0.00   0.0  0
 94H  CONST_06  C6   C15  C7   C3     0.00   0.0  0
 94H  CONST_07  C14  C12  C5   C4   180.00   0.0  0
 94H  CONST_08  C17  C12  C5   C4     0.00   0.0  0
 94H  CONST_09  C17  N21  C9   C4     0.00   0.0  0
 94H  CONST_10  C13  C14  C12  C5     0.00   0.0  0
 94H  CONST_11  C10  C14  C12  C5   180.00   0.0  0
 94H  CONST_12  N22  C17  C12  C5   180.00   0.0  0
 94H  CONST_13  N21  C17  C12  C5     0.00   0.0  0
 94H  CONST_14  N21  C9   C4   C5     0.00   0.0  0
 94H  CONST_15  C11  S26  C16  C8     0.00   0.0  0
 94H  CONST_16  S26  C11  C13  C8     0.00   0.0  0
 94H  CONST_19  C12  C5   C4   C9     0.00   0.0  0
 94H  CONST_20  C12  C17  N21  C9     0.00   0.0  0
 94H  CONST_21  N22  C17  N21  C9   180.00   0.0  0
 94H  CONST_23  C17  C12  C14  C10    0.00   0.0  0
 94H  CONST_24  C12  C17  N22  C10    0.00   0.0  0
 94H  CONST_25  N21  C17  N22  C10  180.00   0.0  0
 94H  CONST_26  C16  C8   C13  C11    0.00   0.0  0
 94H  CONST_28  N22  C10  C14  C12    0.00   0.0  0
 94H  CONST_29  C16  S26  C11  C13    0.00   0.0  0
 94H  CONST_30  S26  C16  C8   C13    0.00   0.0  0
 94H  CONST_31  N22  C10  C14  C13  180.00   0.0  0
 94H  CONST_32  C17  C12  C14  C13  180.00   0.0  0
 94H  CONST_33  S26  C11  C13  C14  180.00   0.0  0
 94H  CONST_34  C16  C8   C13  C14  180.00   0.0  0
 94H  CONST_35  C17  N22  C10  C14    0.00   0.0  0
 94H  CONST_36  N22  C17  C12  C14    0.00   0.0  0
 94H  CONST_37  N21  C17  C12  C14  180.00   0.0  0
 94H  CONST_38  C20  C15  C6   C2   180.00   0.0  0
 94H  CONST_39  C20  C15  C7   C3   180.00   0.0  0
 94H  CONST_40  C18  C16  S26  C11  180.00   0.0  0
 94H  CONST_41  C18  C16  C8   C13  180.00   0.0  0
 94H  CONST_42  H7   C7   C3   C1   180.00   0.0  0
 94H  CONST_43  H6   C6   C2   C1   180.00   0.0  0
 94H  CONST_44  H3   C3   C1   C2   180.00   0.0  0
 94H  CONST_45  H2   C2   C1   C3   180.00   0.0  0
 94H  CONST_46  H9   C9   C4   C5   180.00   0.0  0
 94H  CONST_47  H1   C1   C2   C6   180.00   0.0  0
 94H  CONST_48  H11  C11  C13  C8   180.00   0.0  0
 94H  CONST_49  H5   C5   C4   C9   180.00   0.0  0
 94H  CONST_50  H8   C8   C13  C11  180.00   0.0  0
 94H  CONST_51  H10  C10  C14  C12  180.00   0.0  0
 94H  CONST_52  H4   C4   C5   C12  180.00   0.0  0
 94H  CONST_53  H15  N22  C17  C12  180.00   0.0  0
 94H  CONST_54  C20  N23  C18  C16  180.00   0.0  0
 94H  CONST_55  H16  N23  C18  C16    0.00   0.0  0
 94H  CONST_56  O25  C18  N23  C20    0.00   0.0  0
 94H  Var_01    O25  C18  C16  C8    18.78  30.0  2
 94H  Var_02    H17  N24  C19  C20   71.70  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
 94H  chir_01  C20  C15  N23  C19  negativ

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
 94H  plan-1  C8   0.020
 94H  plan-1  C11  0.020
 94H  plan-1  C13  0.020
 94H  plan-1  C14  0.020
 94H  plan-1  C16  0.020
 94H  plan-1  S26  0.020
 94H  plan-1  H8   0.020
 94H  plan-1  H11  0.020
 94H  plan-1  C18  0.020
 94H  plan-2  C1   0.020
 94H  plan-2  C2   0.020
 94H  plan-2  C3   0.020
 94H  plan-2  C6   0.020
 94H  plan-2  C7   0.020
 94H  plan-2  C15  0.020
 94H  plan-2  C20  0.020
 94H  plan-2  H1   0.020
 94H  plan-2  H2   0.020
 94H  plan-2  H3   0.020
 94H  plan-2  H6   0.020
 94H  plan-2  H7   0.020
 94H  plan-3  C4   0.020
 94H  plan-3  C5   0.020
 94H  plan-3  C9   0.020
 94H  plan-3  C10  0.020
 94H  plan-3  C12  0.020
 94H  plan-3  C13  0.020
 94H  plan-3  C14  0.020
 94H  plan-3  C17  0.020
 94H  plan-3  N21  0.020
 94H  plan-3  N22  0.020
 94H  plan-3  H5   0.020
 94H  plan-3  H9   0.020
 94H  plan-3  H10  0.020
 94H  plan-3  H15  0.020
 94H  plan-3  H4   0.020
 94H  plan-4  C16  0.020
 94H  plan-4  C20  0.020
 94H  plan-4  N23  0.020
 94H  plan-4  O25  0.020
 94H  plan-4  H16  0.020
 94H  plan-4  C18  0.020

