# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 15:50:43 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 4-ethyl-6-[5-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(nc(N)n1)c2c[nH]c3ncc(cc23)c4c[nH]nc4
#
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
 61Y  61Y  4-ethyl-6-[5-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrimidin-2-amine  ligand  38  23  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_61Y
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
 61Y  C2   C  CR6   0   0.010  -2.7634  -0.4230  -0.0987
 61Y  C3   C  CR16  0  -0.138  -3.1711  -1.7668  -0.1925
 61Y  C7   C  CR56  0   0.465  -1.0649  -2.5032  -0.1136
 61Y  C9   C  CR15  0  -0.032   1.1380  -2.7389  -0.0130
 61Y  C10  C  CR5   0  -0.085   0.9177  -1.3806   0.0334
 61Y  C11  C  CR6   0   0.257   1.9343  -0.3482   0.1250
 61Y  C13  C  CR6   0   0.518   2.4399   1.8668   0.2374
 61Y  C15  C  CR6   0   0.299   4.1791   0.4134   0.2753
 61Y  C16  C  CR16  0  -0.436   3.2981  -0.6499   0.1840
 61Y  C19  C  CH3   0  -0.663   6.3236   0.6291  -0.9964
 61Y  C20  C  CR15  0  -0.115  -3.5774   2.0037  -0.4498
 61Y  C21  C  CR5   0  -0.121  -3.7558   0.6491  -0.0939
 61Y  C22  C  CR15  0  -0.011  -5.0899   0.5803   0.2613
 61Y  N23  N  NR15  0  -0.425  -5.5904   1.8139   0.1044
 61Y  N1   N  N     0  -0.262  -4.6950   2.6927  -0.3260
 61Y  N4   N  N     0  -0.412  -2.3487  -2.8013  -0.1939
 61Y  C5   C  CR16  0  -0.334  -1.4030  -0.1445  -0.0175
 61Y  C6   C  CR56  0   0.051  -0.5079  -1.2102  -0.0307
 61Y  N8   N  NR15  0  -0.664  -0.0378  -3.4030  -0.1001
 61Y  N12  N  N     0  -0.502   1.5106   0.9114   0.1521
 61Y  N14  N  N     0  -0.482   3.7573   1.6755   0.3042
 61Y  N17  N  NH2   0  -0.827   2.0007   3.1456   0.2233
 61Y  C18  C  CH2   0  -0.496   5.6630   0.1990   0.3121
 61Y  H1   H  HCR6  0   0.254  -4.2271  -2.0000  -0.2804
 61Y  H2   H  HCR5  0   0.301   2.0659  -3.2877   0.0101
 61Y  H3   H  HCR6  0   0.250   3.6627  -1.6670   0.1650
 61Y  H4   H  HCH3  0   0.229   6.1432   1.6853  -1.1950
 61Y  H5   H  HCH3  0   0.237   7.4013   0.4737  -0.9528
 61Y  H6   H  HCH3  0   0.228   5.9366   0.0564  -1.8401
 61Y  H7   H  HCR5  0   0.255  -2.6781   2.4870  -0.8026
 61Y  H8   H  HCR5  0   0.290  -5.6975  -0.2357   0.6173
 61Y  H9   H  HNR5  0   0.424  -6.5386   2.1062   0.2797
 61Y  H10  H  HCR6  0   0.252  -1.0441   0.8714   0.0674
 61Y  H11  H  HNR5  0   0.419  -0.1376  -4.4048  -0.1436
 61Y  H12  H  HNH2  0   0.390   1.0247   3.3137   0.3954
 61Y  H13  H  HNH2  0   0.391   2.6377   3.8681   0.5113
 61Y  H14  H  HCH2  0   0.247   6.0824   0.7774   1.1386
 61Y  H15  H  HCH2  0   0.242   5.8790  -0.8515   0.5128

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
 61Y  N1   C20  aromatic  1.319  0.020  1.319
 61Y  N1   N23  aromatic  1.326  0.020  1.326
 61Y  C20  C21  aromatic  1.412  0.020  1.412
 61Y  N23  C22  aromatic  1.340  0.020  1.340
 61Y  C21  C22  aromatic  1.382  0.020  1.382
 61Y  C21  C2   single    1.461  0.020  1.461
 61Y  C2   C3   aromatic  1.407  0.020  1.407
 61Y  C2   C5   aromatic  1.391  0.020  1.391
 61Y  C3   N4   aromatic  1.322  0.020  1.322
 61Y  C5   C6   aromatic  1.392  0.020  1.392
 61Y  N4   C7   aromatic  1.320  0.020  1.320
 61Y  C18  C15  single    1.500  0.020  1.500
 61Y  C18  C19  single    1.528  0.020  1.528
 61Y  C6   C7   aromatic  1.410  0.020  1.410
 61Y  C6   C10  aromatic  1.437  0.020  1.437
 61Y  C7   N8   aromatic  1.366  0.020  1.366
 61Y  C16  C15  aromatic  1.384  0.020  1.384
 61Y  C16  C11  aromatic  1.398  0.020  1.398
 61Y  C15  N14  aromatic  1.331  0.020  1.331
 61Y  C10  C11  single    1.452  0.020  1.452
 61Y  C10  C9   aromatic  1.377  0.020  1.377
 61Y  N8   C9   aromatic  1.353  0.020  1.353
 61Y  C11  N12  aromatic  1.329  0.020  1.329
 61Y  N14  C13  aromatic  1.333  0.020  1.333
 61Y  N12  C13  aromatic  1.335  0.020  1.335
 61Y  C13  N17  single    1.352  0.020  1.352
 61Y  C3   H1   single    0.930  0.020  1.080
 61Y  C9   H2   single    0.930  0.020  1.080
 61Y  C16  H3   single    0.930  0.020  1.080
 61Y  C19  H4   single    0.970  0.020  1.090
 61Y  C19  H5   single    0.970  0.020  1.090
 61Y  C19  H6   single    0.970  0.020  1.090
 61Y  C20  H7   single    0.930  0.020  1.080
 61Y  C22  H8   single    0.930  0.020  1.080
 61Y  N23  H9   single    0.860  0.020  1.020
 61Y  C5   H10  single    0.930  0.020  1.080
 61Y  N8   H11  single    0.860  0.020  1.020
 61Y  N17  H12  single    0.890  0.020  1.040
 61Y  N17  H13  single    0.890  0.020  1.040
 61Y  C18  H14  single    0.970  0.020  1.090
 61Y  C18  H15  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
 61Y  C5   C2   C21  121.15  3.000
 61Y  C5   C2   C3   118.58  3.000
 61Y  C21  C2   C3   120.27  3.000
 61Y  H1   C3   N4   115.93  3.000
 61Y  H1   C3   C2   119.51  3.000
 61Y  N4   C3   C2   124.56  3.000
 61Y  N8   C7   C6   107.84  3.000
 61Y  N8   C7   N4   125.67  3.000
 61Y  C6   C7   N4   126.49  3.000
 61Y  H2   C9   N8   119.96  3.000
 61Y  H2   C9   C10  129.72  3.000
 61Y  N8   C9   C10  110.32  3.000
 61Y  C6   C10  C11  127.82  3.000
 61Y  C11  C10  C9   126.27  3.000
 61Y  C6   C10  C9   105.91  3.000
 61Y  N12  C11  C16  120.97  3.000
 61Y  N12  C11  C10  116.87  3.000
 61Y  C16  C11  C10  122.16  3.000
 61Y  N17  C13  N14  117.21  3.000
 61Y  N17  C13  N12  116.73  3.000
 61Y  N14  C13  N12  126.04  3.000
 61Y  C18  C15  N14  116.65  3.000
 61Y  N14  C15  C16  121.89  3.000
 61Y  C18  C15  C16  121.44  3.000
 61Y  H3   C16  C15  120.64  3.000
 61Y  H3   C16  C11  122.11  3.000
 61Y  C15  C16  C11  117.26  3.000
 61Y  H6   C19  H5   107.87  3.000
 61Y  H6   C19  H4   108.01  3.000
 61Y  H5   C19  H4   108.01  3.000
 61Y  H6   C19  C18  111.18  3.000
 61Y  H5   C19  C18  110.68  3.000
 61Y  H4   C19  C18  110.95  3.000
 61Y  H7   C20  N1   120.16  3.000
 61Y  H7   C20  C21  128.08  3.000
 61Y  N1   C20  C21  111.75  3.000
 61Y  C22  C21  C20  103.56  3.000
 61Y  C22  C21  C2   128.31  3.000
 61Y  C20  C21  C2   128.12  3.000
 61Y  H8   C22  N23  121.66  3.000
 61Y  H8   C22  C21  131.80  3.000
 61Y  N23  C22  C21  106.53  3.000
 61Y  H9   N23  N1   119.97  3.000
 61Y  H9   N23  C22  126.73  3.000
 61Y  N1   N23  C22  113.30  3.000
 61Y  N23  N1   C20  104.86  3.000
 61Y  C7   N4   C3   115.35  3.000
 61Y  H10  C5   C6   120.46  3.000
 61Y  H10  C5   C2   121.17  3.000
 61Y  C6   C5   C2   118.37  3.000
 61Y  C5   C6   C10  136.74  3.000
 61Y  C10  C6   C7   106.60  3.000
 61Y  C5   C6   C7   116.65  3.000
 61Y  H11  N8   C9   125.22  3.000
 61Y  H11  N8   C7   125.46  3.000
 61Y  C9   N8   C7   109.32  3.000
 61Y  C13  N12  C11  117.22  3.000
 61Y  C15  N14  C13  116.63  3.000
 61Y  H13  N17  H12  116.48  3.000
 61Y  H13  N17  C13  118.10  3.000
 61Y  H12  N17  C13  118.15  3.000
 61Y  H15  C18  H14  107.13  3.000
 61Y  H15  C18  C19  110.07  3.000
 61Y  H14  C18  C19  109.45  3.000
 61Y  H15  C18  C15  109.76  3.000
 61Y  H14  C18  C15  108.82  3.000
 61Y  C19  C18  C15  111.51  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
 61Y  CONST_01  N1   C20  C21  C2   180.00   0.0  0
 61Y  CONST_02  N23  C22  C21  C2   180.00   0.0  0
 61Y  CONST_03  C7   N4   C3   C2     0.00   0.0  0
 61Y  CONST_04  C7   C6   C5   C2     0.00   0.0  0
 61Y  CONST_05  C10  C6   C5   C2   180.00   0.0  0
 61Y  CONST_08  C6   C5   C2   C3     0.00   0.0  0
 61Y  CONST_09  C6   C7   N4   C3     0.00   0.0  0
 61Y  CONST_10  N8   C7   N4   C3   180.00   0.0  0
 61Y  CONST_11  C11  C10  C6   C7   180.00   0.0  0
 61Y  CONST_12  C9   C10  C6   C7     0.00   0.0  0
 61Y  CONST_13  C10  C9   N8   C7     0.00   0.0  0
 61Y  CONST_14  C5   C6   C10  C9   180.00   0.0  0
 61Y  CONST_15  C16  C11  C10  C9     0.00   0.0  0
 61Y  CONST_16  N12  C11  C10  C9   180.00   0.0  0
 61Y  CONST_17  N4   C7   N8   C9   180.00   0.0  0
 61Y  CONST_18  C6   C7   N8   C9     0.00   0.0  0
 61Y  CONST_19  N4   C7   C6   C10  180.00   0.0  0
 61Y  CONST_20  N8   C7   C6   C10    0.00   0.0  0
 61Y  CONST_21  C15  C16  C11  C10  180.00   0.0  0
 61Y  CONST_22  C13  N12  C11  C10  180.00   0.0  0
 61Y  CONST_23  N14  C15  C16  C11    0.00   0.0  0
 61Y  CONST_24  C5   C6   C10  C11    0.00   0.0  0
 61Y  CONST_25  N8   C9   C10  C11  180.00   0.0  0
 61Y  CONST_26  N14  C13  N12  C11    0.00   0.0  0
 61Y  CONST_27  C16  C15  N14  C13    0.00   0.0  0
 61Y  CONST_28  C16  C11  N12  C13    0.00   0.0  0
 61Y  CONST_29  N12  C11  C16  C15    0.00   0.0  0
 61Y  CONST_30  N12  C13  N14  C15    0.00   0.0  0
 61Y  CONST_31  C6   C10  C11  C16  180.00   0.0  0
 61Y  CONST_32  C22  N23  N1   C20    0.00   0.0  0
 61Y  CONST_33  N23  C22  C21  C20    0.00   0.0  0
 61Y  CONST_35  N23  N1   C20  C21    0.00   0.0  0
 61Y  CONST_36  N1   N23  C22  C21    0.00   0.0  0
 61Y  CONST_37  N4   C3   C2   C21  180.00   0.0  0
 61Y  CONST_38  C6   C5   C2   C21  180.00   0.0  0
 61Y  CONST_39  N1   C20  C21  C22    0.00   0.0  0
 61Y  CONST_41  C5   C2   C3   N4     0.00   0.0  0
 61Y  CONST_42  C5   C6   C7   N4     0.00   0.0  0
 61Y  CONST_43  N8   C7   C6   C5   180.00   0.0  0
 61Y  CONST_44  N12  C11  C10  C6     0.00   0.0  0
 61Y  CONST_45  N8   C9   C10  C6     0.00   0.0  0
 61Y  CONST_46  C18  C15  C16  C11  180.00   0.0  0
 61Y  CONST_47  N17  C13  N12  C11  180.00   0.0  0
 61Y  CONST_48  C18  C15  N14  C13  180.00   0.0  0
 61Y  CONST_49  N17  C13  N14  C15  180.00   0.0  0
 61Y  CONST_50  H7   C20  C21  C2     0.00   0.0  0
 61Y  CONST_51  H8   C22  C21  C2     0.00   0.0  0
 61Y  CONST_52  H10  C5   C2   C3   180.00   0.0  0
 61Y  CONST_53  H1   C3   N4   C7   180.00   0.0  0
 61Y  CONST_54  H2   C9   N8   C7   180.00   0.0  0
 61Y  CONST_55  H3   C16  C11  C10    0.00   0.0  0
 61Y  CONST_56  H11  N8   C9   C10  180.00   0.0  0
 61Y  CONST_57  H9   N23  N1   C20  180.00   0.0  0
 61Y  CONST_59  H13  N17  C13  N12  180.00   0.0  0
 61Y  Var_01    C19  C18  C15  C16  107.89  30.0  1
 61Y  Var_02    H4   C19  C18  C15   59.74  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
 61Y  plan-1  C2   0.020
 61Y  plan-1  C20  0.020
 61Y  plan-1  C21  0.020
 61Y  plan-1  C22  0.020
 61Y  plan-1  N23  0.020
 61Y  plan-1  N1   0.020
 61Y  plan-1  H7   0.020
 61Y  plan-1  H8   0.020
 61Y  plan-1  H9   0.020
 61Y  plan-2  C10  0.020
 61Y  plan-2  C11  0.020
 61Y  plan-2  C13  0.020
 61Y  plan-2  C15  0.020
 61Y  plan-2  C16  0.020
 61Y  plan-2  N12  0.020
 61Y  plan-2  N14  0.020
 61Y  plan-2  N17  0.020
 61Y  plan-2  C18  0.020
 61Y  plan-2  H3   0.020
 61Y  plan-3  C2   0.020
 61Y  plan-3  C3   0.020
 61Y  plan-3  C7   0.020
 61Y  plan-3  C9   0.020
 61Y  plan-3  C10  0.020
 61Y  plan-3  C11  0.020
 61Y  plan-3  C21  0.020
 61Y  plan-3  N4   0.020
 61Y  plan-3  C5   0.020
 61Y  plan-3  C6   0.020
 61Y  plan-3  N8   0.020
 61Y  plan-3  H1   0.020
 61Y  plan-3  H2   0.020
 61Y  plan-3  H10  0.020
 61Y  plan-3  H11  0.020
 61Y  plan-4  C13  0.020
 61Y  plan-4  N17  0.020
 61Y  plan-4  H12  0.020
 61Y  plan-4  H13  0.020

