# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 00:00:02 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: N-(propan-2-yl)-2-(3,4,5-trimethoxyphenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(OC)c1OC)c2cnc3[nH]cc(C(=O)NC(C)C)c3n2
#
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
 1B4  1B4  N-(propan-2-yl)-2-(3,4,5-trimethoxyphenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide  ligand  49  27  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1B4
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
 1B4  C1   C  CR6   0   0.095   1.6843   0.5745  -0.1801
 1B4  N2   N  N     0  -0.378  -0.7217   3.4281  -0.5021
 1B4  C3   C  CR16  0  -0.127   0.3934   2.7169  -0.4650
 1B4  C4   C  CR6   0   0.157   0.4164   1.3333  -0.1929
 1B4  N5   N  N     0  -0.397  -0.7022   0.6536   0.0316
 1B4  C6   C  CR56  0   0.480  -1.8137   2.7345  -0.2628
 1B4  C7   C  CR56  0   0.145  -1.8303   1.3470   0.0045
 1B4  C8   C  CR5   0  -0.204  -3.2010   0.9742   0.1782
 1B4  C9   C  CR15  0  -0.003  -3.9220   2.1350   0.0240
 1B4  N10  N  NR15  0  -0.663  -3.0984   3.1803  -0.2400
 1B4  C11  C  CR16  0  -0.505   2.8969   1.2116   0.0709
 1B4  C12  C  CR6   0   0.366   4.0806   0.4783   0.0670
 1B4  C13  C  CR6   0   0.170   4.0544  -0.8940  -0.1933
 1B4  C14  C  CR6   0   0.362   2.8314  -1.5303  -0.4259
 1B4  C15  C  CR16  0  -0.472   1.6506  -0.7961  -0.4230
 1B4  O16  O  O2    0  -0.465   5.2952   1.0017   0.3031
 1B4  C17  C  CH3   0  -0.441   5.3979   2.3945   0.5252
 1B4  O18  O  O2    0  -0.480   5.2108  -1.6032  -0.2345
 1B4  C19  C  CH3   0  -0.409   5.6092  -2.1485   1.0173
 1B4  O20  O  O2    0  -0.464   2.9013  -2.8523  -0.6540
 1B4  C21  C  CH3   0  -0.439   1.6991  -3.5598  -0.8867
 1B4  C22  C  C     0   0.506  -3.7105  -0.3650   0.5198
 1B4  N23  N  NH1   0  -0.647  -4.9997  -0.5959   0.2060
 1B4  O24  O  O     0  -0.490  -2.9964  -1.1929   1.0713
 1B4  C25  C  CH1   0  -0.090  -5.6847  -1.8464   0.4884
 1B4  C26  C  CH3   0  -0.667  -7.1656  -1.5676   0.7006
 1B4  C27  C  CH3   0  -0.648  -5.4579  -2.8728  -0.6167
 1B4  H2   H  HCR5  0   0.313  -4.9850   2.2980   0.1073
 1B4  H3   H  HNR5  0   0.427  -3.3942   4.1351  -0.3734
 1B4  H4   H  HCR6  0   0.276   2.9181   2.2672   0.3005
 1B4  H5   H  HCR6  0   0.277   0.6969  -1.2684  -0.6107
 1B4  H6   H  HCH3  0   0.263   6.4550   2.6065   0.6633
 1B4  H7   H  HCH3  0   0.229   5.0306   2.9710  -0.3277
 1B4  H8   H  HCH3  0   0.231   4.8570   2.7069   1.4221
 1B4  H9   H  HCH3  0   0.222   5.7915  -1.3671   1.7589
 1B4  H10  H  HCH3  0   0.223   4.8630  -2.8417   1.4125
 1B4  H11  H  HCH3  0   0.238   6.5371  -2.6924   0.8493
 1B4  H12  H  HCH3  0   0.230   1.1908  -3.2154  -1.7910
 1B4  H13  H  HCH3  0   0.262   1.9770  -4.6026  -1.0172
 1B4  H14  H  HCH3  0   0.229   1.0089  -3.4811  -0.0431
 1B4  H15  H  HNH1  0   0.396  -5.4761   0.0585  -0.3946
 1B4  H16  H  HCH1  0   0.242  -5.2696  -2.2374   1.4189
 1B4  H17  H  HCH3  0   0.225  -7.6279  -1.1659  -0.2039
 1B4  H18  H  HCH3  0   0.238  -7.6892  -2.4886   0.9561
 1B4  H19  H  HCH3  0   0.239  -7.3227  -0.8538   1.5097
 1B4  H20  H  HCH3  0   0.228  -5.9460  -3.8159  -0.3663
 1B4  H21  H  HCH3  0   0.220  -5.8698  -2.5219  -1.5649
 1B4  H22  H  HCH3  0   0.235  -4.3958  -3.0729  -0.7571
 1B4  H1   H  HCR6  0   0.268   1.3086   3.2525  -0.6825

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
 1B4  C26  C25  single    1.522  0.020  1.522
 1B4  C21  O20  single    1.414  0.020  1.414
 1B4  C25  N23  single    1.454  0.020  1.454
 1B4  C25  C27  single    1.525  0.020  1.525
 1B4  O20  C14  single    1.343  0.020  1.343
 1B4  C19  O18  single    1.422  0.020  1.422
 1B4  O24  C22  double    1.225  0.020  1.225
 1B4  N23  C22  single    1.347  0.020  1.347
 1B4  C22  C8   single    1.473  0.020  1.473
 1B4  C14  C15  aromatic  1.390  0.020  1.390
 1B4  C14  C13  aromatic  1.398  0.020  1.398
 1B4  C15  C1   aromatic  1.392  0.020  1.392
 1B4  O18  C13  single    1.357  0.020  1.357
 1B4  C13  C12  aromatic  1.397  0.020  1.397
 1B4  C8   C7   aromatic  1.431  0.020  1.431
 1B4  C8   C9   aromatic  1.375  0.020  1.375
 1B4  N5   C7   aromatic  1.324  0.020  1.324
 1B4  N5   C4   aromatic  1.328  0.020  1.328
 1B4  C1   C4   single    1.478  0.020  1.478
 1B4  C1   C11  aromatic  1.393  0.020  1.393
 1B4  C7   C6   aromatic  1.413  0.020  1.413
 1B4  C12  C11  aromatic  1.392  0.020  1.392
 1B4  C12  O16  single    1.343  0.020  1.343
 1B4  C4   C3   aromatic  1.410  0.020  1.410
 1B4  C9   N10  aromatic  1.357  0.020  1.357
 1B4  O16  C17  single    1.414  0.020  1.414
 1B4  C6   N10  aromatic  1.360  0.020  1.360
 1B4  C6   N2   aromatic  1.316  0.020  1.316
 1B4  C3   N2   aromatic  1.323  0.020  1.323
 1B4  C3   H1   single    0.930  0.020  1.080
 1B4  C9   H2   single    0.930  0.020  1.080
 1B4  N10  H3   single    0.860  0.020  1.020
 1B4  C11  H4   single    0.930  0.020  1.080
 1B4  C15  H5   single    0.930  0.020  1.080
 1B4  C17  H6   single    0.970  0.020  1.090
 1B4  C17  H7   single    0.970  0.020  1.090
 1B4  C17  H8   single    0.970  0.020  1.090
 1B4  C19  H9   single    0.970  0.020  1.090
 1B4  C19  H10  single    0.970  0.020  1.090
 1B4  C19  H11  single    0.970  0.020  1.090
 1B4  C21  H12  single    0.970  0.020  1.090
 1B4  C21  H13  single    0.970  0.020  1.090
 1B4  C21  H14  single    0.970  0.020  1.090
 1B4  N23  H15  single    0.860  0.020  1.020
 1B4  C25  H16  single    0.970  0.020  1.090
 1B4  C26  H17  single    0.970  0.020  1.090
 1B4  C26  H18  single    0.970  0.020  1.090
 1B4  C26  H19  single    0.970  0.020  1.090
 1B4  C27  H20  single    0.970  0.020  1.090
 1B4  C27  H21  single    0.970  0.020  1.090
 1B4  C27  H22  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
 1B4  C15  C1   C11  120.19  3.000
 1B4  C11  C1   C4   120.92  3.000
 1B4  C15  C1   C4   118.89  3.000
 1B4  C6   N2   C3   114.27  3.000
 1B4  H1   C3   C4   120.69  3.000
 1B4  H1   C3   N2   116.17  3.000
 1B4  C4   C3   N2   123.13  3.000
 1B4  N5   C4   C3   121.40  3.000
 1B4  C3   C4   C1   121.29  3.000
 1B4  N5   C4   C1   117.28  3.000
 1B4  C7   N5   C4   116.49  3.000
 1B4  N10  C6   C7   107.91  3.000
 1B4  N10  C6   N2   127.90  3.000
 1B4  C7   C6   N2   124.18  3.000
 1B4  C8   C7   C6   106.86  3.000
 1B4  C6   C7   N5   120.53  3.000
 1B4  C8   C7   N5   132.61  3.000
 1B4  C22  C8   C9   127.74  3.000
 1B4  C9   C8   C7   105.59  3.000
 1B4  C22  C8   C7   126.60  3.000
 1B4  H2   C9   N10  119.79  3.000
 1B4  H2   C9   C8   129.46  3.000
 1B4  N10  C9   C8   110.73  3.000
 1B4  H3   N10  C9   125.26  3.000
 1B4  H3   N10  C6   125.81  3.000
 1B4  C9   N10  C6   108.91  3.000
 1B4  H4   C11  C12  119.90  3.000
 1B4  H4   C11  C1   120.15  3.000
 1B4  C12  C11  C1   119.92  3.000
 1B4  O16  C12  C13  115.62  3.000
 1B4  O16  C12  C11  124.26  3.000
 1B4  C13  C12  C11  120.13  3.000
 1B4  O18  C13  C14  120.16  3.000
 1B4  O18  C13  C12  120.20  3.000
 1B4  C14  C13  C12  119.63  3.000
 1B4  O20  C14  C15  124.35  3.000
 1B4  C15  C14  C13  120.15  3.000
 1B4  O20  C14  C13  115.50  3.000
 1B4  H5   C15  C14  121.22  3.000
 1B4  H5   C15  C1   118.81  3.000
 1B4  C14  C15  C1   119.97  3.000
 1B4  C17  O16  C12  118.48  3.000
 1B4  H8   C17  H7   108.86  3.000
 1B4  H8   C17  H6   108.74  3.000
 1B4  H7   C17  H6   108.85  3.000
 1B4  H8   C17  O16  112.00  3.000
 1B4  H7   C17  O16  111.87  3.000
 1B4  H6   C17  O16  106.42  3.000
 1B4  C19  O18  C13  114.34  3.000
 1B4  H11  C19  H10  108.72  3.000
 1B4  H11  C19  H9   108.65  3.000
 1B4  H10  C19  H9   108.80  3.000
 1B4  H11  C19  O18  107.13  3.000
 1B4  H10  C19  O18  111.73  3.000
 1B4  H9   C19  O18  111.71  3.000
 1B4  C21  O20  C14  118.43  3.000
 1B4  H14  C21  H13  108.86  3.000
 1B4  H14  C21  H12  108.80  3.000
 1B4  H13  C21  H12  108.77  3.000
 1B4  H14  C21  O20  111.95  3.000
 1B4  H13  C21  O20  106.40  3.000
 1B4  H12  C21  O20  111.95  3.000
 1B4  O24  C22  N23  123.18  3.000
 1B4  N23  C22  C8   115.65  3.000
 1B4  O24  C22  C8   121.16  3.000
 1B4  H15  N23  C25  116.84  3.000
 1B4  H15  N23  C22  118.69  3.000
 1B4  C25  N23  C22  123.60  3.000
 1B4  H16  C25  C27  108.67  3.000
 1B4  H16  C25  C26  108.47  3.000
 1B4  C27  C25  C26  111.66  3.000
 1B4  H16  C25  N23  107.13  3.000
 1B4  C27  C25  N23  111.60  3.000
 1B4  C26  C25  N23  109.15  3.000
 1B4  H19  C26  H18  108.06  3.000
 1B4  H19  C26  H17  108.22  3.000
 1B4  H18  C26  H17  107.55  3.000
 1B4  H19  C26  C25  111.32  3.000
 1B4  H18  C26  C25  110.21  3.000
 1B4  H17  C26  C25  111.33  3.000
 1B4  H22  C27  H21  108.35  3.000
 1B4  H22  C27  H20  107.87  3.000
 1B4  H21  C27  H20  107.96  3.000
 1B4  H22  C27  C25  111.21  3.000
 1B4  H21  C27  C25  110.91  3.000
 1B4  H20  C27  C25  110.42  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
 1B4  CONST_01  C13  C14  C15  C1      0.00   0.0  0
 1B4  CONST_02  C7   N5   C4   C1    180.00   0.0  0
 1B4  CONST_03  N2   C3   C4   C1    180.00   0.0  0
 1B4  CONST_04  C13  C12  C11  C1      0.00   0.0  0
 1B4  CONST_05  C8   C7   C6   N2    180.00   0.0  0
 1B4  CONST_06  N5   C7   C6   N2      0.00   0.0  0
 1B4  CONST_07  C9   N10  C6   N2    180.00   0.0  0
 1B4  CONST_08  N5   C4   C3   N2      0.00   0.0  0
 1B4  CONST_09  C7   N5   C4   C3      0.00   0.0  0
 1B4  CONST_12  C7   C6   N2   C3      0.00   0.0  0
 1B4  CONST_13  N10  C6   N2   C3    180.00   0.0  0
 1B4  CONST_14  C8   C7   N5   C4    180.00   0.0  0
 1B4  CONST_15  C6   C7   N5   C4      0.00   0.0  0
 1B4  CONST_16  C14  C15  C1   C4    180.00   0.0  0
 1B4  CONST_17  C12  C11  C1   C4    180.00   0.0  0
 1B4  CONST_18  C6   N2   C3   C4      0.00   0.0  0
 1B4  CONST_19  C9   C8   C7   N5    180.00   0.0  0
 1B4  CONST_20  N10  C6   C7   N5    180.00   0.0  0
 1B4  CONST_23  C9   C8   C7   C6      0.00   0.0  0
 1B4  CONST_24  C8   C9   N10  C6      0.00   0.0  0
 1B4  CONST_25  N10  C9   C8   C7      0.00   0.0  0
 1B4  CONST_26  C9   N10  C6   C7      0.00   0.0  0
 1B4  CONST_27  N10  C6   C7   C8      0.00   0.0  0
 1B4  CONST_28  C14  C15  C1   C11     0.00   0.0  0
 1B4  CONST_29  C14  C13  C12  C11     0.00   0.0  0
 1B4  CONST_30  C15  C14  C13  C12     0.00   0.0  0
 1B4  CONST_31  C15  C1   C11  C12     0.00   0.0  0
 1B4  CONST_32  O20  C14  C15  C1    180.00   0.0  0
 1B4  CONST_33  O16  C12  C11  C1    180.00   0.0  0
 1B4  CONST_34  C22  C8   C7   N5      0.00   0.0  0
 1B4  CONST_35  C22  C8   C7   C6    180.00   0.0  0
 1B4  CONST_36  C22  C8   C9   N10   180.00   0.0  0
 1B4  CONST_37  O18  C13  C12  C11   180.00   0.0  0
 1B4  CONST_38  O20  C14  C13  C12   180.00   0.0  0
 1B4  CONST_39  O16  C12  C13  C14   180.00   0.0  0
 1B4  CONST_40  O18  C13  C14  C15   180.00   0.0  0
 1B4  CONST_41  H1   C3   C4   C1      0.00   0.0  0
 1B4  CONST_42  H3   N10  C6   N2      0.00   0.0  0
 1B4  CONST_43  H5   C15  C1   C4      0.00   0.0  0
 1B4  CONST_44  H4   C11  C1   C4      0.00   0.0  0
 1B4  CONST_45  H2   C9   N10  C6    180.00   0.0  0
 1B4  CONST_46  C25  N23  C22  C8    180.00   0.0  0
 1B4  CONST_47  H15  N23  C22  C8      0.00   0.0  0
 1B4  CONST_48  C25  N23  C22  O24     0.00   0.0  0
 1B4  Var_01    O24  C22  C8   C7     22.14  30.0  1
 1B4  Var_02    H6   C17  O16  C12  -178.33  30.0  3
 1B4  Var_03    H9   C19  O18  C13   -61.44  30.0  3
 1B4  Var_04    H12  C21  O20  C14    62.89  30.0  3
 1B4  Var_05    C26  C25  N23  C22   150.68  30.0  2
 1B4  Var_06    H17  C26  C25  N23    63.17  30.0  3
 1B4  Var_07    H20  C27  C25  N23   177.70  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
 1B4  plan-1  C1   0.020
 1B4  plan-1  C4   0.020
 1B4  plan-1  C11  0.020
 1B4  plan-1  C12  0.020
 1B4  plan-1  C13  0.020
 1B4  plan-1  C14  0.020
 1B4  plan-1  C15  0.020
 1B4  plan-1  O16  0.020
 1B4  plan-1  O18  0.020
 1B4  plan-1  O20  0.020
 1B4  plan-1  H4   0.020
 1B4  plan-1  H5   0.020
 1B4  plan-2  C1   0.020
 1B4  plan-2  N2   0.020
 1B4  plan-2  C3   0.020
 1B4  plan-2  C4   0.020
 1B4  plan-2  N5   0.020
 1B4  plan-2  C6   0.020
 1B4  plan-2  C7   0.020
 1B4  plan-2  C8   0.020
 1B4  plan-2  C9   0.020
 1B4  plan-2  N10  0.020
 1B4  plan-2  C22  0.020
 1B4  plan-2  H2   0.020
 1B4  plan-2  H3   0.020
 1B4  plan-2  H1   0.020
 1B4  plan-3  C8   0.020
 1B4  plan-3  C22  0.020
 1B4  plan-3  N23  0.020
 1B4  plan-3  O24  0.020
 1B4  plan-3  C25  0.020
 1B4  plan-3  H15  0.020

