# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 18:06:44 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 4-butyl-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCc1cc(nc(N)n1)c2c[nH]c3ncccc23
#
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
 63E  63E  4-butyl-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-amine  ligand  37  20  .  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_63E
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
 63E  C1   C  CR16  0  -0.335  -4.5132   1.3957  -0.4915
 63E  C2   C  CR16  0  -0.089  -5.3358   0.2663  -0.5490
 63E  C8   C  CR15  0  -0.034  -1.6175  -2.0005   0.2237
 63E  C9   C  CR5   0  -0.081  -1.3852  -0.6454   0.1706
 63E  C10  C  CR6   0   0.263  -0.1016   0.0145   0.3294
 63E  C11  C  CR16  0  -0.443   1.0857  -0.6991   0.5184
 63E  C12  C  CR6   0   0.308   2.2521   0.0340   0.6511
 63E  C14  C  CR6   0   0.514   1.0759   1.9583   0.4194
 63E  C19  C  CH2   0  -0.424   5.8798  -1.0568  -0.1484
 63E  C20  C  CH3   0  -0.662   6.7977  -0.8895  -1.3510
 63E  N3   N  N     0  -0.422  -4.9000  -0.9750  -0.3883
 63E  C4   C  CR16  0  -0.248  -3.1566   1.2563  -0.2532
 63E  C5   C  CR56  0   0.009  -2.6623  -0.0359  -0.0798
 63E  C6   C  CR56  0   0.470  -3.6026  -1.0860  -0.1640
 63E  N7   N  NR15  0  -0.663  -2.9314  -2.2600   0.0278
 63E  N13  N  N     0  -0.482   2.2547   1.3645   0.6020
 63E  N15  N  N     0  -0.500  -0.1010   1.3428   0.2815
 63E  N16  N  NH2   0  -0.828   1.0610   3.3111   0.4058
 63E  C17  C  CH2   0  -0.497   3.5802  -0.6360   0.8350
 63E  C18  C  CH2   0  -0.412   4.5030  -0.4439  -0.3689
 63E  H1   H  HCR6  0   0.264  -4.9493   2.3746  -0.6353
 63E  H2   H  HCR6  0   0.259  -6.3975   0.3834  -0.7340
 63E  H3   H  HCR5  0   0.300  -0.9274  -2.8111   0.3925
 63E  H4   H  HCR6  0   0.251   1.1090  -1.7789   0.5533
 63E  H5   H  HCH2  0   0.215   5.7726  -2.1200   0.0865
 63E  H6   H  HCH2  0   0.215   6.3414  -0.5977   0.7313
 63E  H7   H  HCH3  0   0.217   6.3809  -1.3711  -2.2374
 63E  H8   H  HCH3  0   0.217   6.9471   0.1650  -1.5896
 63E  H9   H  HCH3  0   0.227   7.7787  -1.3291  -1.1671
 63E  H10  H  HCR6  0   0.266  -2.5015   2.1136  -0.2023
 63E  H11  H  HNR5  0   0.419  -3.3447  -3.1790   0.0111
 63E  H12  H  HNH2  0   0.390   1.9338   3.7895   0.2639
 63E  H13  H  HNH2  0   0.391   0.2390   3.7700   0.0527
 63E  H14  H  HCH2  0   0.244   4.0602  -0.2207   1.7262
 63E  H15  H  HCH2  0   0.239   3.4320  -1.7024   1.0189
 63E  H16  H  HCH2  0   0.222   4.6052   0.6244  -0.5789
 63E  H17  H  HCH2  0   0.221   4.0395  -0.8899  -1.2550

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
 63E  C1   C2   aromatic  1.398  0.020  1.398
 63E  C1   C4   aromatic  1.384  0.020  1.384
 63E  C2   N3   aromatic  1.325  0.020  1.325
 63E  C4   C5   aromatic  1.394  0.020  1.394
 63E  C17  C12  single    1.499  0.020  1.499
 63E  C17  C18  single    1.529  0.020  1.529
 63E  N3   C6   aromatic  1.321  0.020  1.321
 63E  C5   C6   aromatic  1.412  0.020  1.412
 63E  C5   C9   aromatic  1.437  0.020  1.437
 63E  C11  C12  aromatic  1.384  0.020  1.384
 63E  C11  C10  aromatic  1.398  0.020  1.398
 63E  C6   N7   aromatic  1.366  0.020  1.366
 63E  C12  N13  aromatic  1.331  0.020  1.331
 63E  C9   C10  single    1.452  0.020  1.452
 63E  C9   C8   aromatic  1.376  0.020  1.376
 63E  N7   C8   aromatic  1.354  0.020  1.354
 63E  C10  N15  aromatic  1.329  0.020  1.329
 63E  C19  C18  single    1.523  0.020  1.523
 63E  C19  C20  single    1.522  0.020  1.522
 63E  N13  C14  aromatic  1.332  0.020  1.332
 63E  N15  C14  aromatic  1.335  0.020  1.335
 63E  C14  N16  single    1.353  0.020  1.353
 63E  C1   H1   single    0.930  0.020  1.080
 63E  C2   H2   single    0.930  0.020  1.080
 63E  C8   H3   single    0.930  0.020  1.080
 63E  C11  H4   single    0.930  0.020  1.080
 63E  C19  H5   single    0.970  0.020  1.090
 63E  C19  H6   single    0.970  0.020  1.090
 63E  C20  H7   single    0.970  0.020  1.090
 63E  C20  H8   single    0.970  0.020  1.090
 63E  C20  H9   single    0.970  0.020  1.090
 63E  C4   H10  single    0.930  0.020  1.080
 63E  N7   H11  single    0.860  0.020  1.020
 63E  N16  H12  single    0.890  0.020  1.040
 63E  N16  H13  single    0.890  0.020  1.040
 63E  C17  H14  single    0.970  0.020  1.090
 63E  C17  H15  single    0.970  0.020  1.090
 63E  C18  H16  single    0.970  0.020  1.090
 63E  C18  H17  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
 63E  H1   C1   C4   120.62  3.000
 63E  H1   C1   C2   119.24  3.000
 63E  C4   C1   C2   120.15  3.000
 63E  H2   C2   N3   116.36  3.000
 63E  H2   C2   C1   119.73  3.000
 63E  N3   C2   C1   123.91  3.000
 63E  H3   C8   N7   120.00  3.000
 63E  H3   C8   C9   129.69  3.000
 63E  N7   C8   C9   110.31  3.000
 63E  C5   C9   C10  127.73  3.000
 63E  C10  C9   C8   126.34  3.000
 63E  C5   C9   C8   105.92  3.000
 63E  N15  C10  C11  120.97  3.000
 63E  N15  C10  C9   116.78  3.000
 63E  C11  C10  C9   122.25  3.000
 63E  H4   C11  C12  120.54  3.000
 63E  H4   C11  C10  122.19  3.000
 63E  C12  C11  C10  117.28  3.000
 63E  C17  C12  N13  116.71  3.000
 63E  N13  C12  C11  121.84  3.000
 63E  C17  C12  C11  121.44  3.000
 63E  N16  C14  N15  116.75  3.000
 63E  N16  C14  N13  117.17  3.000
 63E  N15  C14  N13  126.05  3.000
 63E  H6   C19  H5   106.04  3.000
 63E  H6   C19  C18  109.20  3.000
 63E  H5   C19  C18  109.49  3.000
 63E  H6   C19  C20  109.55  3.000
 63E  H5   C19  C20  109.60  3.000
 63E  C18  C19  C20  112.74  3.000
 63E  H9   C20  H8   107.65  3.000
 63E  H9   C20  H7   107.61  3.000
 63E  H8   C20  H7   107.52  3.000
 63E  H9   C20  C19  111.41  3.000
 63E  H8   C20  C19  111.19  3.000
 63E  H7   C20  C19  111.27  3.000
 63E  C6   N3   C2   114.97  3.000
 63E  H10  C4   C5   120.98  3.000
 63E  H10  C4   C1   121.50  3.000
 63E  C5   C4   C1   117.52  3.000
 63E  C6   C5   C4   116.47  3.000
 63E  C6   C5   C9   106.67  3.000
 63E  C4   C5   C9   136.86  3.000
 63E  N7   C6   C5   107.68  3.000
 63E  N7   C6   N3   125.35  3.000
 63E  C5   C6   N3   126.98  3.000
 63E  H11  N7   C6   125.45  3.000
 63E  H11  N7   C8   125.12  3.000
 63E  C6   N7   C8   109.42  3.000
 63E  C14  N13  C12  116.66  3.000
 63E  C14  N15  C10  117.21  3.000
 63E  H13  N16  H12  116.29  3.000
 63E  H13  N16  C14  117.96  3.000
 63E  H12  N16  C14  117.88  3.000
 63E  H15  C17  H14  107.04  3.000
 63E  H15  C17  C18  109.71  3.000
 63E  H14  C17  C18  109.20  3.000
 63E  H15  C17  C12  109.69  3.000
 63E  H14  C17  C12  108.60  3.000
 63E  C18  C17  C12  112.45  3.000
 63E  H17  C18  H16  106.38  3.000
 63E  H17  C18  C17  109.30  3.000
 63E  H16  C18  C17  109.29  3.000
 63E  H17  C18  C19  109.62  3.000
 63E  H16  C18  C19  109.66  3.000
 63E  C17  C18  C19  112.39  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
 63E  CONST_01  C6   N3   C2   C1     0.00   0.0  0
 63E  CONST_02  C6   C5   C4   C1     0.00   0.0  0
 63E  CONST_03  C9   C5   C4   C1   180.00   0.0  0
 63E  CONST_04  C5   C4   C1   C2     0.00   0.0  0
 63E  CONST_05  C5   C6   N3   C2     0.00   0.0  0
 63E  CONST_06  N7   C6   N3   C2   180.00   0.0  0
 63E  CONST_07  C4   C5   C9   C8   180.00   0.0  0
 63E  CONST_08  C6   C5   C9   C8     0.00   0.0  0
 63E  CONST_09  C11  C10  C9   C8     0.00   0.0  0
 63E  CONST_10  N15  C10  C9   C8   180.00   0.0  0
 63E  CONST_11  N3   C6   N7   C8   180.00   0.0  0
 63E  CONST_12  C5   C6   N7   C8     0.00   0.0  0
 63E  CONST_13  N3   C6   C5   C9   180.00   0.0  0
 63E  CONST_14  N7   C6   C5   C9     0.00   0.0  0
 63E  CONST_15  C12  C11  C10  C9   180.00   0.0  0
 63E  CONST_16  C14  N15  C10  C9   180.00   0.0  0
 63E  CONST_17  C6   N7   C8   C9     0.00   0.0  0
 63E  CONST_18  N13  C12  C11  C10    0.00   0.0  0
 63E  CONST_19  C4   C5   C9   C10    0.00   0.0  0
 63E  CONST_20  C6   C5   C9   C10  180.00   0.0  0
 63E  CONST_21  N7   C8   C9   C10  180.00   0.0  0
 63E  CONST_22  N13  C14  N15  C10    0.00   0.0  0
 63E  CONST_23  C14  N13  C12  C11    0.00   0.0  0
 63E  CONST_24  C5   C9   C10  C11  180.00   0.0  0
 63E  CONST_25  C14  N15  C10  C11    0.00   0.0  0
 63E  CONST_26  N15  C10  C11  C12    0.00   0.0  0
 63E  CONST_27  N15  C14  N13  C12    0.00   0.0  0
 63E  CONST_28  C4   C1   C2   N3     0.00   0.0  0
 63E  CONST_29  C4   C5   C6   N3     0.00   0.0  0
 63E  CONST_30  N7   C6   C5   C4   180.00   0.0  0
 63E  CONST_31  N15  C10  C9   C5     0.00   0.0  0
 63E  CONST_32  N7   C8   C9   C5     0.00   0.0  0
 63E  CONST_33  C17  C12  C11  C10  180.00   0.0  0
 63E  CONST_34  N16  C14  N15  C10  180.00   0.0  0
 63E  CONST_35  N16  C14  N13  C12  180.00   0.0  0
 63E  CONST_36  C17  C12  N13  C14  180.00   0.0  0
 63E  CONST_37  H10  C4   C1   C2   180.00   0.0  0
 63E  CONST_38  H4   C11  C10  C9     0.00   0.0  0
 63E  CONST_39  H11  N7   C8   C9   180.00   0.0  0
 63E  CONST_40  H3   C8   C9   C10    0.00   0.0  0
 63E  CONST_41  H1   C1   C2   N3   180.00   0.0  0
 63E  CONST_42  H2   C2   C1   C4   180.00   0.0  0
 63E  CONST_44  H13  N16  C14  N13  180.00   0.0  0
 63E  Var_01    C18  C17  C12  C11  112.40  30.0  2
 63E  Var_02    C19  C18  C17  C12  176.72  30.0  3
 63E  Var_03    C17  C18  C19  C20  179.08  30.0  3
 63E  Var_04    H7   C20  C19  C18  -60.33  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
 63E  plan-1  C9   0.020
 63E  plan-1  C10  0.020
 63E  plan-1  C11  0.020
 63E  plan-1  C12  0.020
 63E  plan-1  C14  0.020
 63E  plan-1  N13  0.020
 63E  plan-1  N15  0.020
 63E  plan-1  N16  0.020
 63E  plan-1  C17  0.020
 63E  plan-1  H4   0.020
 63E  plan-2  C1   0.020
 63E  plan-2  C2   0.020
 63E  plan-2  C8   0.020
 63E  plan-2  C9   0.020
 63E  plan-2  C10  0.020
 63E  plan-2  N3   0.020
 63E  plan-2  C4   0.020
 63E  plan-2  C5   0.020
 63E  plan-2  C6   0.020
 63E  plan-2  N7   0.020
 63E  plan-2  H1   0.020
 63E  plan-2  H2   0.020
 63E  plan-2  H3   0.020
 63E  plan-2  H10  0.020
 63E  plan-2  H11  0.020
 63E  plan-3  C14  0.020
 63E  plan-3  N16  0.020
 63E  plan-3  H12  0.020
 63E  plan-3  H13  0.020

