# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 13:54:42 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: ~{N}-[5-(4-cyanophenyl)-1~{H}-pyrrolo[2,3-b]pyridin-3-yl]pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1c[nH]c2ncc(cc12)c3ccc(cc3)C#N)c4cccnc4
#
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
 LKB  LKB  ~{N}-[5-(4-cyanophenyl)-1~{H}-pyrrolo[2,3-b]pyridin-3-yl]pyridine-3-carboxamide  ligand  39  26  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LKB
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
 LKB  N4   N  NS    0  -0.253  -16.4030   5.4095  -25.9726
 LKB  C19  C  CSP   0   0.054  -16.7663   4.3175  -26.0350
 LKB  C16  C  CR6   0  -0.012  -17.2120   2.9649  -26.1092
 LKB  C15  C  CR16  0  -0.221  -17.7502   2.3465  -24.9808
 LKB  C14  C  CR16  0  -0.303  -18.1837   1.0370  -25.0593
 LKB  C17  C  CR16  0  -0.221  -17.1095   2.2627  -27.3096
 LKB  C18  C  CR16  0  -0.305  -17.5400   0.9512  -27.3721
 LKB  C13  C  CR6   0   0.105  -18.0848   0.3161  -26.2526
 LKB  C10  C  CR6   0  -0.016  -18.5433  -1.0804  -26.3316
 LKB  C9   C  CR16  0  -0.115  -18.3688  -1.9457  -25.2332
 LKB  N3   N  N     0  -0.417  -18.7396  -3.2121  -25.2069
 LKB  C11  C  CR16  0  -0.268  -19.1437  -1.5800  -27.4820
 LKB  C12  C  CR56  0  -0.042  -19.5469  -2.9086  -27.4846
 LKB  C8   C  CR56  0   0.495  -19.3153  -3.6608  -26.3111
 LKB  N2   N  NR15  0  -0.669  -19.7753  -4.9140  -26.5255
 LKB  C7   C  CR15  0  -0.032  -20.2978  -5.0058  -27.7917
 LKB  C6   C  CR5   0   0.170  -20.1786  -3.7919  -28.4151
 LKB  N1   N  NH1   0  -0.747  -20.5565  -3.4033  -29.6978
 LKB  C5   C  C     0   0.524  -20.9851  -4.2343  -30.6716
 LKB  O    O  O     0  -0.462  -21.1392  -5.4326  -30.4988
 LKB  C2   C  CR6   0  -0.146  -21.2713  -3.5955  -31.9866
 LKB  C1   C  CR16  0  -0.180  -20.6243  -2.4550  -32.4513
 LKB  C3   C  CR16  0  -0.053  -22.2070  -4.1988  -32.8250
 LKB  N    N  N     0  -0.399  -22.5243  -3.7337  -34.0233
 LKB  C4   C  CR16  0  -0.056  -21.9025  -2.6404  -34.4519
 LKB  C    C  CR16  0  -0.313  -20.9448  -1.9687  -33.7073
 LKB  H10  H  HCR6  0   0.283  -17.8380   2.8919  -24.0510
 LKB  H9   H  HCR6  0   0.271  -18.6231   0.5808  -24.1822
 LKB  H11  H  HCR6  0   0.284  -16.6867   2.7375  -28.1843
 LKB  H12  H  HCR6  0   0.271  -17.4298   0.4101  -28.3026
 LKB  H7   H  HCR6  0   0.263  -17.8745  -1.5802  -24.3398
 LKB  H8   H  HCR6  0   0.264  -19.3033  -0.9377  -28.3401
 LKB  H6   H  HNR5  0   0.417  -19.7284  -5.6745  -25.8670
 LKB  H5   H  HCR5  0   0.304  -20.7116  -5.9334  -28.1408
 LKB  H4   H  HNH1  0   0.420  -20.5744  -2.4109  -29.8718
 LKB  H1   H  HCR6  0   0.275  -19.8601  -1.9588  -31.8659
 LKB  H2   H  HCR6  0   0.273  -22.7243  -5.0947  -32.5013
 LKB  H3   H  HCR6  0   0.275  -22.1749  -2.2834  -35.4384
 LKB  H    H  HCR6  0   0.283  -20.4572  -1.0907  -34.1067

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
 LKB  C4   N    aromatic  1.329  0.020  1.329
 LKB  C4   C    aromatic  1.387  0.020  1.387
 LKB  N    C3   aromatic  1.324  0.020  1.324
 LKB  C    C1   aromatic  1.384  0.020  1.384
 LKB  C3   C2   aromatic  1.394  0.020  1.394
 LKB  C1   C2   aromatic  1.391  0.020  1.391
 LKB  C2   C5   single    1.490  0.020  1.490
 LKB  C5   O    double    1.220  0.020  1.220
 LKB  C5   N1   single    1.350  0.020  1.350
 LKB  N1   C6   single    1.393  0.020  1.393
 LKB  C6   C7   aromatic  1.370  0.020  1.370
 LKB  C6   C12  aromatic  1.430  0.020  1.430
 LKB  C7   N2   aromatic  1.373  0.020  1.373
 LKB  C12  C11  aromatic  1.388  0.020  1.388
 LKB  C12  C8   aromatic  1.413  0.020  1.413
 LKB  C11  C10  aromatic  1.390  0.020  1.390
 LKB  C18  C17  aromatic  1.382  0.020  1.382
 LKB  C18  C13  aromatic  1.398  0.020  1.398
 LKB  C17  C16  aromatic  1.395  0.020  1.395
 LKB  N2   C8   aromatic  1.352  0.020  1.352
 LKB  C8   N3   aromatic  1.324  0.020  1.324
 LKB  C10  C13  single    1.472  0.020  1.472
 LKB  C10  C9   aromatic  1.409  0.020  1.409
 LKB  C13  C14  aromatic  1.398  0.020  1.398
 LKB  C16  C19  single    1.426  0.020  1.426
 LKB  C16  C15  aromatic  1.395  0.020  1.395
 LKB  C19  N4   triple    1.152  0.020  1.152
 LKB  C9   N3   aromatic  1.320  0.020  1.320
 LKB  C14  C15  aromatic  1.382  0.020  1.382
 LKB  C15  H10  single    0.930  0.020  1.080
 LKB  C14  H9   single    0.930  0.020  1.080
 LKB  C17  H11  single    0.930  0.020  1.080
 LKB  C18  H12  single    0.930  0.020  1.080
 LKB  C9   H7   single    0.930  0.020  1.080
 LKB  C11  H8   single    0.930  0.020  1.080
 LKB  N2   H6   single    0.860  0.020  1.020
 LKB  C7   H5   single    0.930  0.020  1.080
 LKB  N1   H4   single    0.860  0.020  1.020
 LKB  C1   H1   single    0.930  0.020  1.080
 LKB  C3   H2   single    0.930  0.020  1.080
 LKB  C4   H3   single    0.930  0.020  1.080
 LKB  C    H    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
 LKB  C16  C19  N4   180.00  3.000
 LKB  C17  C16  C15  120.10  3.000
 LKB  C15  C16  C19  119.94  3.000
 LKB  C17  C16  C19  119.96  3.000
 LKB  H10  C15  C14  120.09  3.000
 LKB  H10  C15  C16  120.22  3.000
 LKB  C14  C15  C16  119.69  3.000
 LKB  H9   C14  C13  120.23  3.000
 LKB  H9   C14  C15  118.76  3.000
 LKB  C13  C14  C15  121.01  3.000
 LKB  H11  C17  C18  120.13  3.000
 LKB  H11  C17  C16  120.26  3.000
 LKB  C18  C17  C16  119.61  3.000
 LKB  H12  C18  C13  120.09  3.000
 LKB  H12  C18  C17  118.81  3.000
 LKB  C13  C18  C17  121.09  3.000
 LKB  C10  C13  C18  120.63  3.000
 LKB  C10  C13  C14  120.87  3.000
 LKB  C18  C13  C14  118.50  3.000
 LKB  C11  C10  C9   118.53  3.000
 LKB  C9   C10  C13  120.14  3.000
 LKB  C11  C10  C13  121.32  3.000
 LKB  H7   C9   N3   115.79  3.000
 LKB  H7   C9   C10  119.44  3.000
 LKB  N3   C9   C10  124.74  3.000
 LKB  C8   N3   C9   115.53  3.000
 LKB  H8   C11  C12  121.53  3.000
 LKB  H8   C11  C10  120.38  3.000
 LKB  C12  C11  C10  118.09  3.000
 LKB  C6   C12  C8   106.50  3.000
 LKB  C8   C12  C11  117.40  3.000
 LKB  C6   C12  C11  136.10  3.000
 LKB  N2   C8   C12  107.81  3.000
 LKB  N2   C8   N3   126.48  3.000
 LKB  C12  C8   N3   125.71  3.000
 LKB  H6   N2   C7   124.77  3.000
 LKB  H6   N2   C8   125.48  3.000
 LKB  C7   N2   C8   109.74  3.000
 LKB  H5   C7   C6   130.61  3.000
 LKB  H5   C7   N2   120.27  3.000
 LKB  C6   C7   N2   109.11  3.000
 LKB  N1   C6   C7   130.01  3.000
 LKB  C7   C6   C12  106.84  3.000
 LKB  N1   C6   C12  123.15  3.000
 LKB  H4   N1   C5   118.43  3.000
 LKB  H4   N1   C6   116.02  3.000
 LKB  C5   N1   C6   125.37  3.000
 LKB  C2   C5   O    121.45  3.000
 LKB  O    C5   N1   122.84  3.000
 LKB  C2   C5   N1   115.71  3.000
 LKB  C3   C2   C1   117.78  3.000
 LKB  C1   C2   C5   123.85  3.000
 LKB  C3   C2   C5   118.32  3.000
 LKB  H1   C1   C    119.53  3.000
 LKB  H1   C1   C2   121.55  3.000
 LKB  C    C1   C2   118.90  3.000
 LKB  H2   C3   N    116.49  3.000
 LKB  H2   C3   C2   119.91  3.000
 LKB  N    C3   C2   123.60  3.000
 LKB  C4   N    C3   117.96  3.000
 LKB  H3   C4   C    120.18  3.000
 LKB  H3   C4   N    116.55  3.000
 LKB  C    C4   N    123.26  3.000
 LKB  H    C    C4   120.44  3.000
 LKB  H    C    C1   121.07  3.000
 LKB  C4   C    C1   118.48  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
 LKB  CONST_01  C13  C18  C17  C16     0.00   0.0  0
 LKB  CONST_02  C13  C14  C15  C16     0.00   0.0  0
 LKB  CONST_03  C18  C17  C16  C15     0.00   0.0  0
 LKB  CONST_04  C18  C13  C14  C15     0.00   0.0  0
 LKB  CONST_05  C10  C13  C14  C15   180.00   0.0  0
 LKB  CONST_06  C17  C18  C13  C14     0.00   0.0  0
 LKB  CONST_09  C17  C16  C15  C14     0.00   0.0  0
 LKB  CONST_10  C10  C13  C18  C17   180.00   0.0  0
 LKB  CONST_13  C12  C11  C10  C13   180.00   0.0  0
 LKB  CONST_14  N3   C9   C10  C13   180.00   0.0  0
 LKB  CONST_15  C6   C12  C11  C10   180.00   0.0  0
 LKB  CONST_16  C8   C12  C11  C10     0.00   0.0  0
 LKB  CONST_17  C8   N3   C9   C10     0.00   0.0  0
 LKB  CONST_18  C12  C11  C10  C9      0.00   0.0  0
 LKB  CONST_19  C12  C8   N3   C9      0.00   0.0  0
 LKB  CONST_20  N2   C8   N3   C9    180.00   0.0  0
 LKB  CONST_21  C6   C12  C8   N3    180.00   0.0  0
 LKB  CONST_22  C11  C12  C8   N3      0.00   0.0  0
 LKB  CONST_23  C7   N2   C8   N3    180.00   0.0  0
 LKB  CONST_24  C11  C10  C9   N3      0.00   0.0  0
 LKB  CONST_25  C7   C6   C12  C11   180.00   0.0  0
 LKB  CONST_26  N2   C8   C12  C11   180.00   0.0  0
 LKB  CONST_27  N2   C7   C6   C12     0.00   0.0  0
 LKB  CONST_28  C7   N2   C8   C12     0.00   0.0  0
 LKB  CONST_29  C7   C6   C12  C8      0.00   0.0  0
 LKB  CONST_30  C6   C7   N2   C8      0.00   0.0  0
 LKB  CONST_31  C6   C12  C8   N2      0.00   0.0  0
 LKB  CONST_32  C4   N    C3   C2      0.00   0.0  0
 LKB  CONST_33  C4   C    C1   C2      0.00   0.0  0
 LKB  CONST_34  N    C4   C    C1      0.00   0.0  0
 LKB  CONST_35  N    C3   C2   C1      0.00   0.0  0
 LKB  CONST_36  C    C4   N    C3      0.00   0.0  0
 LKB  CONST_37  C    C1   C2   C3      0.00   0.0  0
 LKB  CONST_38  C18  C17  C16  C19   180.00   0.0  0
 LKB  CONST_39  C14  C15  C16  C19   180.00   0.0  0
 LKB  CONST_40  N1   C6   C12  C11     0.00   0.0  0
 LKB  CONST_41  N1   C6   C12  C8    180.00   0.0  0
 LKB  CONST_42  N1   C6   C7   N2    180.00   0.0  0
 LKB  CONST_43  N    C3   C2   C5    180.00   0.0  0
 LKB  CONST_44  C    C1   C2   C5    180.00   0.0  0
 LKB  CONST_45  H12  C18  C17  C16   180.00   0.0  0
 LKB  CONST_46  H9   C14  C15  C16   180.00   0.0  0
 LKB  CONST_47  H11  C17  C16  C15   180.00   0.0  0
 LKB  CONST_48  H10  C15  C16  C17   180.00   0.0  0
 LKB  CONST_49  H8   C11  C10  C13     0.00   0.0  0
 LKB  CONST_50  H7   C9   C10  C13     0.00   0.0  0
 LKB  CONST_51  H6   N2   C8   N3      0.00   0.0  0
 LKB  CONST_52  H5   C7   C6   C12   180.00   0.0  0
 LKB  CONST_53  H    C    C1   C2    180.00   0.0  0
 LKB  CONST_54  H3   C4   C    C1    180.00   0.0  0
 LKB  CONST_55  H2   C3   C2   C1    180.00   0.0  0
 LKB  CONST_56  H1   C1   C2   C3    180.00   0.0  0
 LKB  CONST_57  C2   C5   N1   C6    180.00   0.0  0
 LKB  CONST_58  C5   N1   C6   C12   180.00   0.0  0
 LKB  CONST_59  C5   N1   C6   C7      0.00   0.0  0
 LKB  CONST_60  H4   N1   C6   C12     0.00   0.0  0
 LKB  CONST_61  O    C5   N1   C6      0.00   0.0  0
 LKB  Var_01    C3   C2   C5   N1   -153.16  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
 LKB  plan-1  N4   0.020
 LKB  plan-1  C19  0.020
 LKB  plan-1  C16  0.020
 LKB  plan-1  C15  0.020
 LKB  plan-1  C14  0.020
 LKB  plan-1  C17  0.020
 LKB  plan-1  C18  0.020
 LKB  plan-1  C13  0.020
 LKB  plan-1  C10  0.020
 LKB  plan-1  H10  0.020
 LKB  plan-1  H9   0.020
 LKB  plan-1  H11  0.020
 LKB  plan-1  H12  0.020
 LKB  plan-2  C5   0.020
 LKB  plan-2  C2   0.020
 LKB  plan-2  C1   0.020
 LKB  plan-2  C3   0.020
 LKB  plan-2  N    0.020
 LKB  plan-2  C4   0.020
 LKB  plan-2  C    0.020
 LKB  plan-2  H1   0.020
 LKB  plan-2  H2   0.020
 LKB  plan-2  H3   0.020
 LKB  plan-2  H    0.020
 LKB  plan-3  C13  0.020
 LKB  plan-3  C10  0.020
 LKB  plan-3  C9   0.020
 LKB  plan-3  N3   0.020
 LKB  plan-3  C11  0.020
 LKB  plan-3  C12  0.020
 LKB  plan-3  C8   0.020
 LKB  plan-3  N2   0.020
 LKB  plan-3  C7   0.020
 LKB  plan-3  C6   0.020
 LKB  plan-3  N1   0.020
 LKB  plan-3  H7   0.020
 LKB  plan-3  H8   0.020
 LKB  plan-3  H6   0.020
 LKB  plan-3  H5   0.020
 LKB  plan-4  C6   0.020
 LKB  plan-4  N1   0.020
 LKB  plan-4  C5   0.020
 LKB  plan-4  O    0.020
 LKB  plan-4  C2   0.020
 LKB  plan-4  H4   0.020

