# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 12:05:21 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: 2-cyclopropyl-N-[(2S)-3,3-dimethylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NC(=O)c1c[nH]c2ncc(nc12)C3CC3)C(C)(C)C
#
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
 933  933  2-cyclopropyl-N-[(2S)-3,3-dimethylbutan-2-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide  ligand  43  21  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_933
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
 933  N1   N  N     0  -0.377  -3.2674   1.9851  -0.1613
 933  C2   C  CR16  0  -0.152  -3.9951   0.8977   0.0259
 933  C3   C  CR6   0   0.251  -3.4373  -0.3887   0.1896
 933  N4   N  N     0  -0.416  -2.1255  -0.5825   0.1669
 933  C5   C  CR56  0   0.474  -1.9682   1.7681  -0.1789
 933  C6   C  CR56  0   0.123  -1.3746   0.5003  -0.0142
 933  C7   C  CR5   0  -0.204   0.0396   0.6886  -0.1160
 933  C8   C  CR15  0  -0.010   0.2212   2.0382  -0.3163
 933  N9   N  NR15  0  -0.662  -0.9718   2.6794  -0.3540
 933  C10  C  CH1   0  -0.369  -4.2837  -1.5850   0.3917
 933  C11  C  CH2   0  -0.479  -5.5861  -1.5096   1.1437
 933  C12  C  CH2   0  -0.479  -5.5985  -1.7434  -0.3271
 933  C13  C  C     0   0.510   1.0764  -0.3456   0.0359
 933  N14  N  NH1   0  -0.657   2.2577  -0.0701  -0.5518
 933  O15  O  O     0  -0.492   0.8546  -1.3721   0.6666
 933  C16  C  CH1   0  -0.050   3.4332  -0.9200  -0.4804
 933  C17  C  CT    0  -0.080   4.5452  -0.2770   0.3866
 933  C18  C  CH3   0  -0.642   4.0059  -0.0388   1.7992
 933  C19  C  CH3   0  -0.650   5.7304  -1.2419   0.4795
 933  C20  C  CH3   0  -0.659   5.0214   1.0556  -0.1933
 933  C21  C  CH3   0  -0.674   3.8635  -1.2945  -1.8956
 933  H1   H  HCR6  0   0.264  -5.0696   1.0367   0.0479
 933  H2   H  HCR5  0   0.308   1.1358   2.6018  -0.4155
 933  H3   H  HNR5  0   0.425  -1.0947   3.6738  -0.4657
 933  H4   H  HCH1  0   0.269  -3.7029  -2.4890   0.5297
 933  H5   H  HCH2  0   0.266  -5.8244  -2.3354   1.8013
 933  H6   H  HCH2  0   0.257  -5.9032  -0.5423   1.5134
 933  H7   H  HCH2  0   0.257  -5.9212  -0.9369  -0.9740
 933  H8   H  HCH2  0   0.266  -5.8462  -2.7314  -0.6923
 933  H9   H  HNH1  0   0.395   2.3000   0.7166  -1.1804
 933  H10  H  HCH1  0   0.246   3.1231  -1.8340   0.0301
 933  H11  H  HCH3  0   0.222   3.6476  -0.9663   2.2514
 933  H12  H  HCH3  0   0.226   4.7939   0.3617   2.4405
 933  H13  H  HCH3  0   0.225   3.1827   0.6768   1.8072
 933  H14  H  HCH3  0   0.228   6.2415  -1.3635  -0.4763
 933  H15  H  HCH3  0   0.229   6.4667  -0.8689   1.1939
 933  H16  H  HCH3  0   0.224   5.4123  -2.2311   0.8179
 933  H17  H  HCH3  0   0.221   4.2210   1.7978  -0.2257
 933  H18  H  HCH3  0   0.232   5.8165   1.4699   0.4295
 933  H19  H  HCH3  0   0.229   5.4227   0.9493  -1.2026
 933  H20  H  HCH3  0   0.225   4.1900  -0.4256  -2.4703
 933  H21  H  HCH3  0   0.239   4.6811  -2.0129  -1.8878
 933  H22  H  HCH3  0   0.242   3.0302  -1.7511  -2.4296

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
 933  C18  C17  single    1.531  0.020  1.531
 933  C19  C17  single    1.531  0.020  1.531
 933  C20  C17  single    1.529  0.020  1.529
 933  C17  C16  single    1.550  0.020  1.550
 933  C16  N14  single    1.452  0.020  1.452
 933  C16  C21  single    1.526  0.020  1.526
 933  N14  C13  single    1.348  0.020  1.348
 933  O15  C13  double    1.225  0.020  1.225
 933  C11  C10  single    1.506  0.020  1.506
 933  C11  C12  single    1.489  0.020  1.489
 933  C13  C7   single    1.472  0.020  1.472
 933  C7   C8   aromatic  1.376  0.020  1.376
 933  C7   C6   aromatic  1.430  0.020  1.430
 933  N4   C6   aromatic  1.330  0.020  1.330
 933  N4   C3   aromatic  1.326  0.020  1.326
 933  C8   N9   aromatic  1.355  0.020  1.355
 933  C6   C5   aromatic  1.410  0.020  1.410
 933  C10  C3   single    1.479  0.020  1.479
 933  C10  C12  single    1.507  0.020  1.507
 933  C3   C2   aromatic  1.412  0.020  1.412
 933  N9   C5   aromatic  1.362  0.020  1.362
 933  C5   N1   aromatic  1.317  0.020  1.317
 933  C2   N1   aromatic  1.322  0.020  1.322
 933  C2   H1   single    0.930  0.020  1.080
 933  C8   H2   single    0.930  0.020  1.080
 933  N9   H3   single    0.860  0.020  1.020
 933  C10  H4   single    0.970  0.020  1.090
 933  C11  H5   single    0.970  0.020  1.090
 933  C11  H6   single    0.970  0.020  1.090
 933  C12  H7   single    0.970  0.020  1.090
 933  C12  H8   single    0.970  0.020  1.090
 933  N14  H9   single    0.860  0.020  1.020
 933  C16  H10  single    0.970  0.020  1.090
 933  C18  H11  single    0.970  0.020  1.090
 933  C18  H12  single    0.970  0.020  1.090
 933  C18  H13  single    0.970  0.020  1.090
 933  C19  H14  single    0.970  0.020  1.090
 933  C19  H15  single    0.970  0.020  1.090
 933  C19  H16  single    0.970  0.020  1.090
 933  C20  H17  single    0.970  0.020  1.090
 933  C20  H18  single    0.970  0.020  1.090
 933  C20  H19  single    0.970  0.020  1.090
 933  C21  H20  single    0.970  0.020  1.090
 933  C21  H21  single    0.970  0.020  1.090
 933  C21  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
 933  C5   N1   C2   114.16  3.000
 933  H1   C2   C3   120.41  3.000
 933  H1   C2   N1   116.31  3.000
 933  C3   C2   N1   123.27  3.000
 933  C10  C3   N4   116.75  3.000
 933  C10  C3   C2   121.79  3.000
 933  N4   C3   C2   121.47  3.000
 933  C6   N4   C3   116.22  3.000
 933  N9   C5   C6   107.99  3.000
 933  N9   C5   N1   127.82  3.000
 933  C6   C5   N1   124.19  3.000
 933  C7   C6   C5   106.84  3.000
 933  C5   C6   N4   120.69  3.000
 933  C7   C6   N4   132.46  3.000
 933  C13  C7   C8   127.65  3.000
 933  C8   C7   C6   105.66  3.000
 933  C13  C7   C6   126.62  3.000
 933  H2   C8   N9   119.78  3.000
 933  H2   C8   C7   129.61  3.000
 933  N9   C8   C7   110.60  3.000
 933  H3   N9   C8   125.25  3.000
 933  H3   N9   C5   125.82  3.000
 933  C8   N9   C5   108.91  3.000
 933  H4   C10  C12  116.17  3.000
 933  H4   C10  C11  116.23  3.000
 933  C12  C10  C11   59.25  3.000
 933  H4   C10  C3   112.67  3.000
 933  C12  C10  C3   121.27  3.000
 933  C11  C10  C3   121.50  3.000
 933  H6   C11  H5   114.17  3.000
 933  H6   C11  C12  118.35  3.000
 933  H5   C11  C12  118.59  3.000
 933  H6   C11  C10  117.94  3.000
 933  H5   C11  C10  117.11  3.000
 933  C12  C11  C10   60.41  3.000
 933  H8   C12  H7   114.21  3.000
 933  H8   C12  C11  118.59  3.000
 933  H7   C12  C11  118.39  3.000
 933  H8   C12  C10  117.17  3.000
 933  H7   C12  C10  117.82  3.000
 933  C11  C12  C10   60.34  3.000
 933  O15  C13  N14  123.67  3.000
 933  O15  C13  C7   120.95  3.000
 933  N14  C13  C7   115.38  3.000
 933  H9   N14  C16  116.97  3.000
 933  H9   N14  C13  117.92  3.000
 933  C16  N14  C13  124.63  3.000
 933  H10  C16  C21  107.96  3.000
 933  H10  C16  C17  106.83  3.000
 933  C21  C16  C17  114.73  3.000
 933  H10  C16  N14  106.44  3.000
 933  C21  C16  N14  109.05  3.000
 933  C17  C16  N14  111.44  3.000
 933  C20  C17  C19  109.34  3.000
 933  C20  C17  C18  108.91  3.000
 933  C19  C17  C18  108.35  3.000
 933  C20  C17  C16  111.89  3.000
 933  C19  C17  C16  109.14  3.000
 933  C18  C17  C16  109.15  3.000
 933  H13  C18  H12  107.43  3.000
 933  H13  C18  H11  107.84  3.000
 933  H12  C18  H11  107.76  3.000
 933  H13  C18  C17  112.01  3.000
 933  H12  C18  C17  110.17  3.000
 933  H11  C18  C17  111.44  3.000
 933  H16  C19  H15  107.63  3.000
 933  H16  C19  H14  107.87  3.000
 933  H15  C19  H14  107.19  3.000
 933  H16  C19  C17  111.34  3.000
 933  H15  C19  C17  110.27  3.000
 933  H14  C19  C17  112.33  3.000
 933  H19  C20  H18  107.26  3.000
 933  H19  C20  H17  107.96  3.000
 933  H18  C20  H17  107.03  3.000
 933  H19  C20  C17  112.35  3.000
 933  H18  C20  C17  109.95  3.000
 933  H17  C20  C17  112.04  3.000
 933  H22  C21  H21  107.54  3.000
 933  H22  C21  H20  107.71  3.000
 933  H21  C21  H20  107.73  3.000
 933  H22  C21  C16  109.97  3.000
 933  H21  C21  C16  111.54  3.000
 933  H20  C21  C16  112.16  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
 933  CONST_01  C7   C6   C5   N1   180.00   0.0  0
 933  CONST_02  N4   C6   C5   N1     0.00   0.0  0
 933  CONST_03  C8   N9   C5   N1   180.00   0.0  0
 933  CONST_04  N4   C3   C2   N1     0.00   0.0  0
 933  CONST_05  C6   N4   C3   C2     0.00   0.0  0
 933  CONST_06  C6   C5   N1   C2     0.00   0.0  0
 933  CONST_07  N9   C5   N1   C2   180.00   0.0  0
 933  CONST_08  C7   C6   N4   C3   180.00   0.0  0
 933  CONST_09  C5   C6   N4   C3     0.00   0.0  0
 933  CONST_10  C5   N1   C2   C3     0.00   0.0  0
 933  CONST_11  C8   C7   C6   N4   180.00   0.0  0
 933  CONST_12  N9   C5   C6   N4   180.00   0.0  0
 933  CONST_13  C8   C7   C6   C5     0.00   0.0  0
 933  CONST_14  C7   C8   N9   C5     0.00   0.0  0
 933  CONST_15  N9   C8   C7   C6     0.00   0.0  0
 933  CONST_16  C8   N9   C5   C6     0.00   0.0  0
 933  CONST_17  N9   C5   C6   C7     0.00   0.0  0
 933  CONST_18  C10  C3   C2   N1   180.00   0.0  0
 933  CONST_19  C10  C3   N4   C6   180.00   0.0  0
 933  CONST_20  C13  C7   C6   N4     0.00   0.0  0
 933  CONST_21  C13  C7   C6   C5   180.00   0.0  0
 933  CONST_22  C13  C7   C8   N9   180.00   0.0  0
 933  CONST_23  H3   N9   C5   N1     0.00   0.0  0
 933  CONST_24  H1   C2   C3   N4   180.00   0.0  0
 933  CONST_25  H2   C8   N9   C5   180.00   0.0  0
 933  CONST_26  C16  N14  C13  C7   180.00   0.0  0
 933  CONST_27  H9   N14  C13  C7     0.00   0.0  0
 933  CONST_28  C16  N14  C13  O15    0.00   0.0  0
 933  Var_01    C11  C10  C3   C2   -33.45  30.0  3
 933  Var_02    C12  C11  C10  C3   110.11  30.0  1
 933  Var_03    N14  C13  C7   C6   157.26  30.0  2
 933  Var_04    H11  C18  C17  C16   57.22  30.0  3
 933  Var_05    H14  C19  C17  C16   68.18  30.0  3
 933  Var_06    H17  C20  C17  C16   62.25  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 933  chir_02  C16  C17  N14  C21  negativ
 933  chir_03  C10  C11  C3   C12  both

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
 933  plan-1  N1   0.020
 933  plan-1  C2   0.020
 933  plan-1  C3   0.020
 933  plan-1  N4   0.020
 933  plan-1  C5   0.020
 933  plan-1  C6   0.020
 933  plan-1  C7   0.020
 933  plan-1  C8   0.020
 933  plan-1  N9   0.020
 933  plan-1  C10  0.020
 933  plan-1  C13  0.020
 933  plan-1  H1   0.020
 933  plan-1  H2   0.020
 933  plan-1  H3   0.020
 933  plan-2  C7   0.020
 933  plan-2  C13  0.020
 933  plan-2  N14  0.020
 933  plan-2  O15  0.020
 933  plan-2  C16  0.020
 933  plan-2  H9   0.020

