# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 19:35:06 2022
#   Inital geometry file: a 90 line input string
#   Ligand name: 2-[5-[ethyl(methyl)amino]imidazo[1,2-a]pyrimidin-7-yl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(C)c1cc(nc2nccn12)c3ccccc3O
#
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
 T1K  T1K  2-[5-[ethyl(methyl)amino]imidazo[1,2-a]pyrimidin-7-yl]phenol  ligand  36  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_T1K
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
 T1K  C1   C  CR16  0  -0.270  -31.6430  -12.3007  15.7907
 T1K  C2   C  CR16  0  -0.243  -31.4521  -12.9578  16.9980
 T1K  C3   C  CR16  0  -0.274  -30.6745  -12.4100  14.8062
 T1K  C7   C  CR6   0  -0.064  -29.5195  -13.1694  14.9910
 T1K  C8   C  CR6   0   0.330  -29.3356  -13.8212  16.2196
 T1K  C9   C  CR56  0   0.555  -27.1949  -14.4803  12.5498
 T1K  C10  C  CR16  0  -0.483  -28.1470  -12.0623  13.2392
 T1K  C11  C  CR6   0   0.250  -28.5307  -13.2531  13.8939
 T1K  C12  C  CR6   0   0.684  -27.2476  -12.0994  12.1979
 T1K  C13  C  CH3   0  -0.665  -25.0562  -10.3955   9.8530
 T1K  C14  C  CH3   0  -0.561  -27.6012   -9.7993  11.6395
 T1K  C15  C  CH2   0  -0.347  -25.3954  -10.7768  11.2820
 T1K  N18  N  N     0  -0.560  -26.7936  -13.3440  11.8458
 T1K  C4   C  CR16  0  -0.380  -30.3077  -13.7079  17.2124
 T1K  C5   C  CR15  0  -0.191  -25.9235  -15.1365  10.9760
 T1K  C6   C  CR15  0  -0.128  -25.9856  -13.7824  10.8199
 T1K  N16  N  N     0  -0.484  -26.6579  -15.5639  12.0331
 T1K  N17  N  N     0  -0.457  -28.0562  -14.4313  13.5675
 T1K  N19  N  NT    0  -0.483  -26.8304  -11.0178  11.4844
 T1K  O20  O  OH1   0  -0.611  -28.2033  -14.5154  16.4211
 T1K  H1   H  HCR6  0   0.254  -32.5341  -11.7138  15.6155
 T1K  H2   H  HCR6  0   0.261  -32.1938  -12.8857  17.7829
 T1K  H3   H  HCR6  0   0.260  -30.8198  -11.9070  13.8579
 T1K  H4   H  HCR6  0   0.293  -28.5208  -11.1144  13.5931
 T1K  H5   H  HCH3  0   0.240  -23.9881  -10.1971   9.7682
 T1K  H6   H  HCH3  0   0.234  -25.3087  -11.1908   9.1515
 T1K  H7   H  HCH3  0   0.238  -25.5812   -9.4942   9.5371
 T1K  H8   H  HCH3  0   0.262  -28.6651  -10.0029  11.5328
 T1K  H9   H  HCH3  0   0.238  -27.4275   -9.3118  12.6041
 T1K  H10  H  HCH3  0   0.267  -27.3195   -9.1007  10.8547
 T1K  H11  H  HCH2  0   0.264  -24.8275  -11.6551  11.5842
 T1K  H12  H  HCH2  0   0.262  -25.0875   -9.9781  11.9650
 T1K  H13  H  HCR6  0   0.271  -30.1610  -14.2068  18.1643
 T1K  H14  H  HCR5  0   0.259  -25.3751  -15.8266  10.3524
 T1K  H15  H  HCR5  0   0.307  -25.5528  -13.1394  10.0762
 T1K  H17  H  HOH1  0   0.475  -28.1807  -14.8609  17.3211

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
 T1K  C14  N19  single    1.450  0.020  1.450
 T1K  C6   C5   aromatic  1.364  0.020  1.364
 T1K  C6   N18  aromatic  1.378  0.020  1.378
 T1K  C5   N16  aromatic  1.356  0.020  1.356
 T1K  C13  C15  single    1.517  0.020  1.517
 T1K  N19  C15  single    1.469  0.020  1.469
 T1K  N19  C12  single    1.361  0.020  1.361
 T1K  N18  C12  aromatic  1.371  0.020  1.371
 T1K  N18  C9   aromatic  1.396  0.020  1.396
 T1K  N16  C9   aromatic  1.315  0.020  1.315
 T1K  C12  C10  aromatic  1.376  0.020  1.376
 T1K  C9   N17  aromatic  1.334  0.020  1.334
 T1K  C10  C11  aromatic  1.412  0.020  1.412
 T1K  N17  C11  aromatic  1.311  0.020  1.311
 T1K  C11  C7   single    1.479  0.020  1.479
 T1K  C7   C3   aromatic  1.395  0.020  1.395
 T1K  C7   C8   aromatic  1.403  0.020  1.403
 T1K  C3   C1   aromatic  1.385  0.020  1.385
 T1K  O20  C8   single    1.343  0.020  1.343
 T1K  C8   C4   aromatic  1.394  0.020  1.394
 T1K  C1   C2   aromatic  1.388  0.020  1.388
 T1K  C4   C2   aromatic  1.385  0.020  1.385
 T1K  C1   H1   single    0.930  0.020  1.080
 T1K  C2   H2   single    0.930  0.020  1.080
 T1K  C3   H3   single    0.930  0.020  1.080
 T1K  C10  H4   single    0.930  0.020  1.080
 T1K  C13  H5   single    0.970  0.020  1.090
 T1K  C13  H6   single    0.970  0.020  1.090
 T1K  C13  H7   single    0.970  0.020  1.090
 T1K  C14  H8   single    0.970  0.020  1.090
 T1K  C14  H9   single    0.970  0.020  1.090
 T1K  C14  H10  single    0.970  0.020  1.090
 T1K  C15  H11  single    0.970  0.020  1.090
 T1K  C15  H12  single    0.970  0.020  1.090
 T1K  C4   H13  single    0.930  0.020  1.080
 T1K  C5   H14  single    0.930  0.020  1.080
 T1K  C6   H15  single    0.930  0.020  1.080
 T1K  O20  H17  single    0.850  0.020  0.980

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
 T1K  H1   C1   C3   120.25  3.000
 T1K  H1   C1   C2   120.75  3.000
 T1K  C3   C1   C2   118.99  3.000
 T1K  H2   C2   C4   119.34  3.000
 T1K  H2   C2   C1   120.34  3.000
 T1K  C4   C2   C1   120.32  3.000
 T1K  H3   C3   C7   118.68  3.000
 T1K  H3   C3   C1   119.45  3.000
 T1K  C7   C3   C1   121.86  3.000
 T1K  C11  C7   C8   122.39  3.000
 T1K  C8   C7   C3   118.53  3.000
 T1K  C11  C7   C3   119.09  3.000
 T1K  O20  C8   C4   121.53  3.000
 T1K  C4   C8   C7   119.64  3.000
 T1K  O20  C8   C7   118.81  3.000
 T1K  N17  C9   N16  126.41  3.000
 T1K  N17  C9   N18  122.72  3.000
 T1K  N16  C9   N18  110.81  3.000
 T1K  H4   C10  C12  119.89  3.000
 T1K  H4   C10  C11  119.65  3.000
 T1K  C12  C10  C11  120.37  3.000
 T1K  N17  C11  C10  122.95  3.000
 T1K  N17  C11  C7   118.51  3.000
 T1K  C10  C11  C7   118.54  3.000
 T1K  N19  C12  N18  119.03  3.000
 T1K  N18  C12  C10  115.80  3.000
 T1K  N19  C12  C10  125.13  3.000
 T1K  H7   C13  H6   107.77  3.000
 T1K  H7   C13  H5   107.40  3.000
 T1K  H6   C13  H5   108.05  3.000
 T1K  H7   C13  C15  111.91  3.000
 T1K  H6   C13  C15  111.77  3.000
 T1K  H5   C13  C15  109.77  3.000
 T1K  H10  C14  H9   107.97  3.000
 T1K  H10  C14  H8   107.61  3.000
 T1K  H9   C14  H8   108.95  3.000
 T1K  H10  C14  N19  108.96  3.000
 T1K  H9   C14  N19  112.59  3.000
 T1K  H8   C14  N19  110.61  3.000
 T1K  H12  C15  H11  105.59  3.000
 T1K  H12  C15  N19  107.96  3.000
 T1K  H11  C15  N19  109.81  3.000
 T1K  H12  C15  C13  109.95  3.000
 T1K  H11  C15  C13  110.34  3.000
 T1K  N19  C15  C13  112.91  3.000
 T1K  C6   N18  C12  132.42  3.000
 T1K  C12  N18  C9   120.96  3.000
 T1K  C6   N18  C9   106.57  3.000
 T1K  H13  C4   C8   119.56  3.000
 T1K  H13  C4   C2   119.78  3.000
 T1K  C8   C4   C2   120.66  3.000
 T1K  H14  C5   N16  121.58  3.000
 T1K  H14  C5   C6   126.25  3.000
 T1K  N16  C5   C6   112.16  3.000
 T1K  H15  C6   C5   130.91  3.000
 T1K  H15  C6   N18  124.16  3.000
 T1K  C5   C6   N18  104.91  3.000
 T1K  C5   N16  C9   105.53  3.000
 T1K  C11  N17  C9   117.16  3.000
 T1K  C15  N19  C14  113.33  3.000
 T1K  C15  N19  C12  120.13  3.000
 T1K  C14  N19  C12  116.65  3.000
 T1K  H17  O20  C8   110.18  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
 T1K  CONST_01  C11  C7   C3   C1   180.00   0.0  0
 T1K  CONST_02  C8   C7   C3   C1     0.00   0.0  0
 T1K  CONST_03  C8   C4   C2   C1     0.00   0.0  0
 T1K  CONST_04  C7   C3   C1   C2     0.00   0.0  0
 T1K  CONST_05  C7   C8   C4   C2     0.00   0.0  0
 T1K  CONST_08  C4   C8   C7   C3     0.00   0.0  0
 T1K  CONST_09  C4   C2   C1   C3     0.00   0.0  0
 T1K  CONST_10  C12  C10  C11  C7   180.00   0.0  0
 T1K  CONST_11  C9   N17  C11  C7   180.00   0.0  0
 T1K  CONST_14  C5   C6   N18  C9     0.00   0.0  0
 T1K  CONST_15  C10  C12  N18  C9     0.00   0.0  0
 T1K  CONST_16  C6   C5   N16  C9     0.00   0.0  0
 T1K  CONST_17  C10  C11  N17  C9     0.00   0.0  0
 T1K  CONST_18  C6   N18  C12  C10  180.00   0.0  0
 T1K  CONST_19  N18  C12  C10  C11    0.00   0.0  0
 T1K  CONST_20  N18  C9   N17  C11    0.00   0.0  0
 T1K  CONST_21  N16  C9   N17  C11  180.00   0.0  0
 T1K  CONST_22  C4   C8   C7   C11  180.00   0.0  0
 T1K  CONST_23  C5   C6   N18  C12  180.00   0.0  0
 T1K  CONST_24  N16  C9   N18  C12  180.00   0.0  0
 T1K  CONST_25  N17  C9   N18  C12    0.00   0.0  0
 T1K  CONST_26  N17  C11  C10  C12    0.00   0.0  0
 T1K  CONST_27  N16  C5   C6   N18    0.00   0.0  0
 T1K  CONST_28  C5   N16  C9   N18    0.00   0.0  0
 T1K  CONST_29  N17  C9   N16  C5   180.00   0.0  0
 T1K  CONST_30  N16  C9   N18  C6     0.00   0.0  0
 T1K  CONST_31  N17  C9   N18  C6   180.00   0.0  0
 T1K  CONST_32  O20  C8   C4   C2   180.00   0.0  0
 T1K  CONST_33  O20  C8   C7   C3   180.00   0.0  0
 T1K  CONST_34  N19  C12  N18  C9   180.00   0.0  0
 T1K  CONST_35  N19  C12  C10  C11  180.00   0.0  0
 T1K  CONST_36  O20  C8   C7   C11    0.00   0.0  0
 T1K  CONST_37  N19  C12  N18  C6     0.00   0.0  0
 T1K  CONST_38  H13  C4   C2   C1   180.00   0.0  0
 T1K  CONST_39  H3   C3   C1   C2   180.00   0.0  0
 T1K  CONST_40  H2   C2   C1   C3   180.00   0.0  0
 T1K  CONST_41  H4   C10  C11  C7     0.00   0.0  0
 T1K  CONST_42  H1   C1   C3   C7   180.00   0.0  0
 T1K  CONST_43  H15  C6   N18  C9   180.00   0.0  0
 T1K  CONST_44  H14  C5   N16  C9   180.00   0.0  0
 T1K  CONST_45  C14  N19  C12  C10    0.00   0.0  0
 T1K  Var_01    C13  C15  N19  C12  135.32  30.0  3
 T1K  Var_02    H8   C14  N19  C12  -48.47  30.0  3
 T1K  Var_03    H5   C13  C15  N19  178.14  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
 T1K  plan-1  C1   0.020
 T1K  plan-1  C2   0.020
 T1K  plan-1  C3   0.020
 T1K  plan-1  C7   0.020
 T1K  plan-1  C8   0.020
 T1K  plan-1  C11  0.020
 T1K  plan-1  C4   0.020
 T1K  plan-1  O20  0.020
 T1K  plan-1  H1   0.020
 T1K  plan-1  H2   0.020
 T1K  plan-1  H3   0.020
 T1K  plan-1  H13  0.020
 T1K  plan-2  C7   0.020
 T1K  plan-2  C9   0.020
 T1K  plan-2  C10  0.020
 T1K  plan-2  C11  0.020
 T1K  plan-2  C12  0.020
 T1K  plan-2  N18  0.020
 T1K  plan-2  C5   0.020
 T1K  plan-2  C6   0.020
 T1K  plan-2  N16  0.020
 T1K  plan-2  N17  0.020
 T1K  plan-2  N19  0.020
 T1K  plan-2  H4   0.020
 T1K  plan-2  H14  0.020
 T1K  plan-2  H15  0.020
 T1K  plan-3  C12  0.020
 T1K  plan-3  C14  0.020
 T1K  plan-3  C15  0.020
 T1K  plan-3  N19  0.020

