# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 08:56:47 2021
#   Inital geometry file: a 134 line input string
#   Ligand name: 3-tert-butyl-N-[(2S)-1-(2-cyano-1,2-dimethylhydrazinyl)-4-methyl-1-oxopentan-2-yl]-1-methyl-1H-pyrazole-5-carboxamide (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H](NC(=O)c1cc(nn1C)C(C)(C)C)C(=O)N(C)N(C)C#N
#
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
 GES  GES  '3-tert-butyl-N-[(2S)-1-(2-cyano-1,2-dimethylhydrazinyl)-4-methyl-1-oxopentan-2-yl]-1-methyl-1H-pyrazole-5-carboxamide (non-preferred name)'  ligand  56  26  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GES
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
 GES  C10  C  CH1   0  -0.229  -1.2114  14.5525  46.8709
 GES  C11  C  CH2   0  -0.452  -0.3709  15.5515  47.6699
 GES  N5   N  NT    0  -0.302  -2.8743  16.5162  44.1656
 GES  C5   C  CH3   0  -0.655   3.0390   9.1336  48.1494
 GES  C4   C  CT    0  -0.175   2.4019   8.5644  46.8820
 GES  C9   C  C     0   0.526  -1.1206  12.2148  46.2536
 GES  N3   N  NH1   0  -0.651  -0.4988  13.3145  46.7209
 GES  C2   C  CR5   0   0.330  -0.2738  11.0096  46.1930
 GES  N1   N  NR5   0  -0.321  -0.5640   9.9276  45.4381
 GES  C1   C  CR15  0  -0.563   0.8832  10.7058  46.8847
 GES  C8   C  CH3   0  -0.514  -1.6746   9.7157  44.5332
 GES  C7   C  CH3   0  -0.634   1.9575   7.1234  47.1465
 GES  C6   C  CH3   0  -0.628   3.4369   8.5788  45.7498
 GES  C12  C  C     0   0.594  -1.5328  15.1327  45.4929
 GES  C13  C  CH3   0  -0.515  -3.4544  16.4764  46.4699
 GES  C14  C  CH3   0  -0.507  -3.6797  15.6972  43.2678
 GES  C15  C  CSP   0   0.308  -2.0075  17.3883  43.6748
 GES  C16  C  CH1   0  -0.228  -0.0124  15.0920  49.0854
 GES  C17  C  CH3   0  -0.654   0.8193  16.1726  49.7687
 GES  C18  C  CH3   0  -0.672  -1.2535  14.7624  49.9078
 GES  C3   C  CR5   0   0.343   1.2187   9.4071  46.4792
 GES  N2   N  N     0  -0.289   0.3291   8.9649  45.6010
 GES  N4   N  NT    0  -0.360  -2.5820  16.0025  45.4121
 GES  N6   N  NS    0  -0.322  -1.2884  18.1880  43.2480
 GES  O1   O  O     0  -0.471  -2.3030  12.2109  45.9454
 GES  O2   O  O     0  -0.451  -0.8606  14.8710  44.5182
 GES  H1   H  HCH1  0   0.285  -2.1405  14.3383  47.4017
 GES  H2   H  HCH2  0   0.259   0.5441  15.7720  47.1106
 GES  H3   H  HCH2  0   0.255  -0.9164  16.4976  47.7376
 GES  H4   H  HCH3  0   0.230   2.3318   9.1571  48.9805
 GES  H5   H  HCH3  0   0.235   3.8877   8.5171  48.4506
 GES  H6   H  HCH3  0   0.229   3.4136  10.1475  47.9980
 GES  H7   H  HNH1  0   0.413   0.5080  13.3345  46.7619
 GES  H8   H  HCR5  0   0.270   1.3913  11.3277  47.6034
 GES  H9   H  HCH3  0   0.264  -1.4798   8.7952  43.9923
 GES  H10  H  HCH3  0   0.257  -2.6110   9.6212  45.0772
 GES  H11  H  HCH3  0   0.257  -1.7579  10.5343  43.8231
 GES  H12  H  HCH3  0   0.226   1.2156   7.0767  47.9458
 GES  H13  H  HCH3  0   0.230   1.5228   6.6661  46.2579
 GES  H14  H  HCH3  0   0.224   2.8132   6.5169  47.4510
 GES  H15  H  HCH3  0   0.225   4.3144   7.9925  46.0311
 GES  H16  H  HCH3  0   0.228   3.0277   8.1538  44.8322
 GES  H17  H  HCH3  0   0.227   3.7695   9.5948  45.5300
 GES  H18  H  HCH3  0   0.260  -3.1902  16.0306  47.4226
 GES  H19  H  HCH3  0   0.265  -3.3707  17.5577  46.5691
 GES  H20  H  HCH3  0   0.264  -4.4900  16.2152  46.2542
 GES  H21  H  HCH3  0   0.265  -4.6060  15.4329  43.7728
 GES  H22  H  HCH3  0   0.271  -3.9268  16.2835  42.3866
 GES  H23  H  HCH3  0   0.258  -3.1539  14.7929  42.9650
 GES  H25  H  HCH1  0   0.226   0.6049  14.1896  49.0183
 GES  H26  H  HCH3  0   0.232   1.1372  15.8516  50.7615
 GES  H27  H  HCH3  0   0.229   1.7163  16.4113  49.1947
 GES  H28  H  HCH3  0   0.218   0.2454  17.0950  49.8850
 GES  H29  H  HCH3  0   0.238  -0.9855  14.5445  50.9424
 GES  H30  H  HCH3  0   0.220  -1.9524  15.6029  49.9169
 GES  H31  H  HCH3  0   0.232  -1.7848  13.8894  49.5260

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
 GES  N6   C15  triple    1.157  0.020  1.157
 GES  C14  N5   single    1.458  0.020  1.458
 GES  C15  N5   single    1.324  0.020  1.324
 GES  N5   N4   single    1.380  0.020  1.380
 GES  C8   N1   single    1.448  0.020  1.448
 GES  O2   C12  double    1.213  0.020  1.213
 GES  C6   C4   single    1.534  0.020  1.534
 GES  N4   C12  single    1.365  0.020  1.365
 GES  N4   C13  single    1.451  0.020  1.451
 GES  N2   N1   aromatic  1.323  0.020  1.323
 GES  N2   C3   aromatic  1.326  0.020  1.326
 GES  N1   C2   aromatic  1.351  0.020  1.351
 GES  C12  C10  single    1.529  0.020  1.529
 GES  O1   C9   double    1.222  0.020  1.222
 GES  C3   C4   single    1.507  0.020  1.507
 GES  C3   C1   aromatic  1.401  0.020  1.401
 GES  C2   C9   single    1.474  0.020  1.474
 GES  C2   C1   aromatic  1.382  0.020  1.382
 GES  C4   C7   single    1.531  0.020  1.531
 GES  C4   C5   single    1.528  0.020  1.528
 GES  C9   N3   single    1.347  0.020  1.347
 GES  C10  N3   single    1.436  0.020  1.436
 GES  C10  C11  single    1.531  0.020  1.531
 GES  C11  C16  single    1.531  0.020  1.531
 GES  C16  C18  single    1.525  0.020  1.525
 GES  C16  C17  single    1.525  0.020  1.525
 GES  C10  H1   single    0.970  0.020  1.090
 GES  C11  H2   single    0.970  0.020  1.090
 GES  C11  H3   single    0.970  0.020  1.090
 GES  C5   H4   single    0.970  0.020  1.090
 GES  C5   H5   single    0.970  0.020  1.090
 GES  C5   H6   single    0.970  0.020  1.090
 GES  N3   H7   single    0.860  0.020  1.020
 GES  C1   H8   single    0.930  0.020  1.080
 GES  C8   H9   single    0.970  0.020  1.090
 GES  C8   H10  single    0.970  0.020  1.090
 GES  C8   H11  single    0.970  0.020  1.090
 GES  C7   H12  single    0.970  0.020  1.090
 GES  C7   H13  single    0.970  0.020  1.090
 GES  C7   H14  single    0.970  0.020  1.090
 GES  C6   H15  single    0.970  0.020  1.090
 GES  C6   H16  single    0.970  0.020  1.090
 GES  C6   H17  single    0.970  0.020  1.090
 GES  C13  H18  single    0.970  0.020  1.090
 GES  C13  H19  single    0.970  0.020  1.090
 GES  C13  H20  single    0.970  0.020  1.090
 GES  C14  H21  single    0.970  0.020  1.090
 GES  C14  H22  single    0.970  0.020  1.090
 GES  C14  H23  single    0.970  0.020  1.090
 GES  C16  H25  single    0.970  0.020  1.090
 GES  C17  H26  single    0.970  0.020  1.090
 GES  C17  H27  single    0.970  0.020  1.090
 GES  C17  H28  single    0.970  0.020  1.090
 GES  C18  H29  single    0.970  0.020  1.090
 GES  C18  H30  single    0.970  0.020  1.090
 GES  C18  H31  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
 GES  H1   C10  C12  109.50  3.000
 GES  H1   C10  N3   107.70  3.000
 GES  C12  C10  N3   109.70  3.000
 GES  H1   C10  C11  109.99  3.000
 GES  N3   C10  C11  110.16  3.000
 GES  C12  C10  C11  109.76  3.000
 GES  H3   C11  H2   105.92  3.000
 GES  H3   C11  C16  108.61  3.000
 GES  H2   C11  C16  109.70  3.000
 GES  H3   C11  C10  108.83  3.000
 GES  H2   C11  C10  108.89  3.000
 GES  C16  C11  C10  114.54  3.000
 GES  N4   N5   C15  116.20  3.000
 GES  N4   N5   C14  117.67  3.000
 GES  C15  N5   C14  120.23  3.000
 GES  H6   C5   H5   107.22  3.000
 GES  H6   C5   H4   107.94  3.000
 GES  H5   C5   H4   107.81  3.000
 GES  H6   C5   C4   111.96  3.000
 GES  H5   C5   C4   110.04  3.000
 GES  H4   C5   C4   111.68  3.000
 GES  C3   C4   C6   109.09  3.000
 GES  C3   C4   C7   110.15  3.000
 GES  C6   C4   C7   109.40  3.000
 GES  C7   C4   C5   109.16  3.000
 GES  C3   C4   C5   109.91  3.000
 GES  C6   C4   C5   109.11  3.000
 GES  O1   C9   C2   122.88  3.000
 GES  C2   C9   N3   114.62  3.000
 GES  O1   C9   N3   122.46  3.000
 GES  H7   N3   C9   119.44  3.000
 GES  H7   N3   C10  118.31  3.000
 GES  C9   N3   C10  120.73  3.000
 GES  C1   C2   N1   106.47  3.000
 GES  C1   C2   C9   129.80  3.000
 GES  N1   C2   C9   123.67  3.000
 GES  N2   N1   C8   119.21  3.000
 GES  N2   N1   C2   111.65  3.000
 GES  C8   N1   C2   129.14  3.000
 GES  H8   C1   C3   127.95  3.000
 GES  H8   C1   C2   126.99  3.000
 GES  C3   C1   C2   105.03  3.000
 GES  H11  C8   H10  109.05  3.000
 GES  H11  C8   H9   109.08  3.000
 GES  H10  C8   H9   109.29  3.000
 GES  H11  C8   N1   110.90  3.000
 GES  H10  C8   N1   111.14  3.000
 GES  H9   C8   N1   107.33  3.000
 GES  H14  C7   H13  107.88  3.000
 GES  H14  C7   H12  107.74  3.000
 GES  H13  C7   H12  107.94  3.000
 GES  H14  C7   C4   110.09  3.000
 GES  H13  C7   C4   111.71  3.000
 GES  H12  C7   C4   111.34  3.000
 GES  H17  C6   H16  107.92  3.000
 GES  H17  C6   H15  107.86  3.000
 GES  H16  C6   H15  107.99  3.000
 GES  H17  C6   C4   111.28  3.000
 GES  H16  C6   C4   111.35  3.000
 GES  H15  C6   C4   110.30  3.000
 GES  O2   C12  N4   121.06  3.000
 GES  N4   C12  C10  117.16  3.000
 GES  O2   C12  C10  121.73  3.000
 GES  H20  C13  H19  109.21  3.000
 GES  H20  C13  H18  107.87  3.000
 GES  H19  C13  H18  108.03  3.000
 GES  H20  C13  N4   110.42  3.000
 GES  H19  C13  N4   110.15  3.000
 GES  H18  C13  N4   111.08  3.000
 GES  H23  C14  H22  109.40  3.000
 GES  H23  C14  H21  109.79  3.000
 GES  H22  C14  H21  108.29  3.000
 GES  H23  C14  N5   111.78  3.000
 GES  H22  C14  N5   108.78  3.000
 GES  H21  C14  N5   108.73  3.000
 GES  N6   C15  N5   180.00  3.000
 GES  H25  C16  C18  108.28  3.000
 GES  H25  C16  C17  107.68  3.000
 GES  C18  C16  C17  110.81  3.000
 GES  H25  C16  C11  108.82  3.000
 GES  C17  C16  C11  109.23  3.000
 GES  C18  C16  C11  111.90  3.000
 GES  H28  C17  H27  107.64  3.000
 GES  H28  C17  H26  107.74  3.000
 GES  H27  C17  H26  107.67  3.000
 GES  H28  C17  C16  111.06  3.000
 GES  H27  C17  C16  111.56  3.000
 GES  H26  C17  C16  110.99  3.000
 GES  H31  C18  H30  107.86  3.000
 GES  H31  C18  H29  106.96  3.000
 GES  H30  C18  H29  107.63  3.000
 GES  H31  C18  C16  112.37  3.000
 GES  H30  C18  C16  111.02  3.000
 GES  H29  C18  C16  110.78  3.000
 GES  N2   C3   C1   109.89  3.000
 GES  C1   C3   C4   128.95  3.000
 GES  N2   C3   C4   121.14  3.000
 GES  C3   N2   N1   106.96  3.000
 GES  C13  N4   C12  128.84  3.000
 GES  C13  N4   N5   114.19  3.000
 GES  C12  N4   N5   116.97  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
 GES  CONST_01  C3   N2   N1   C2      0.00   0.0  0
 GES  CONST_02  N2   C3   C1   C2      0.00   0.0  0
 GES  CONST_03  C1   C3   N2   N1      0.00   0.0  0
 GES  CONST_04  C3   C1   C2   N1      0.00   0.0  0
 GES  CONST_05  N2   N1   C2   C1      0.00   0.0  0
 GES  CONST_06  N1   N2   C3   C4    180.00   0.0  0
 GES  CONST_07  C2   C1   C3   C4    180.00   0.0  0
 GES  CONST_08  N2   N1   C2   C9    180.00   0.0  0
 GES  CONST_09  C3   C1   C2   C9    180.00   0.0  0
 GES  CONST_10  C8   N1   C2   C1    180.00   0.0  0
 GES  CONST_11  C3   N2   N1   C8    180.00   0.0  0
 GES  CONST_12  H8   C1   C2   N1    180.00   0.0  0
 GES  CONST_13  C2   C9   N3   C10   180.00   0.0  0
 GES  CONST_15  N5   N4   C12  C10   180.00   0.0  0
 GES  CONST_16  C13  N4   C12  C10     0.00   0.0  0
 GES  CONST_17  O1   C9   N3   C10     0.00   0.0  0
 GES  CONST_18  O2   C12  N4   N5      0.00   0.0  0
 GES  CONST_19  O2   C12  N4   C13   180.00   0.0  0
 GES  Var_01    N2   C3   C4   C5   -164.89  30.0  3
 GES  Var_02    N1   C2   C9   N3   -161.15  30.0  2
 GES  Var_03    H9   C8   N1   C2    170.99  30.0  2
 GES  Var_04    H15  C6   C4   C3    178.66  30.0  3
 GES  Var_05    H12  C7   C4   C3    -59.84  30.0  3
 GES  Var_06    H4   C5   C4   C3     59.54  30.0  3
 GES  Var_07    C18  C16  C11  C10   -56.86  30.0  3
 GES  Var_08    C14  N5   N4   C12    82.18  30.0  3
 GES  Var_09    H29  C18  C16  C11  -173.73  30.0  3
 GES  Var_10    H26  C17  C16  C11  -176.90  30.0  3
 GES  Var_11    H18  C13  N4   N5    179.13  30.0  3
 GES  Var_12    H21  C14  N5   C15  -152.85  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
 GES  chir_01  C10  C12  N3  C11  negativ

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
 GES  plan-1  C4   0.020
 GES  plan-1  C9   0.020
 GES  plan-1  C2   0.020
 GES  plan-1  N1   0.020
 GES  plan-1  C1   0.020
 GES  plan-1  C8   0.020
 GES  plan-1  C3   0.020
 GES  plan-1  N2   0.020
 GES  plan-1  H8   0.020
 GES  plan-2  C10  0.020
 GES  plan-2  C9   0.020
 GES  plan-2  N3   0.020
 GES  plan-2  C2   0.020
 GES  plan-2  O1   0.020
 GES  plan-2  H7   0.020
 GES  plan-3  C10  0.020
 GES  plan-3  N5   0.020
 GES  plan-3  C12  0.020
 GES  plan-3  C13  0.020
 GES  plan-3  N4   0.020
 GES  plan-3  O2   0.020

