# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 12:50:00 2020
#   Inital geometry file: a 71 line input string
#   Ligand name: 2-cyano-~{N}-(1,3,5-trimethylpyrazol-4-yl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(C)c(NC(=O)CC#N)c1C
#
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
 GV4  GV4  2-cyano-~{N}-(1,3,5-trimethylpyrazol-4-yl)ethanamide  ligand  26  14  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_GV4
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
 GV4  N1   N  NR5   0  -0.329   2.7776   0.0069   0.1562
 GV4  N3   N  NH1   0  -0.744  -0.5916   0.4525  -0.8165
 GV4  C4   C  CR5   0   0.432   1.7524   0.8455  -0.0772
 GV4  C5   C  CH3   0  -0.519   4.0965   0.3546   0.6253
 GV4  C6   C  CH3   0  -0.742   1.8375   2.3212   0.0547
 GV4  C7   C  C     0   0.549  -1.6637   0.2729  -0.0232
 GV4  C8   C  CH2   0  -0.691  -2.9691   0.7315  -0.6622
 GV4  C1   C  CH3   0  -0.738   0.4438  -2.5388  -0.6870
 GV4  C2   C  CR5   0   0.280   1.1829  -1.2824  -0.3895
 GV4  C3   C  CR5   0  -0.036   0.6958   0.0369  -0.4449
 GV4  N2   N  N     0  -0.312   2.4469  -1.2778  -0.0152
 GV4  O1   O  O     0  -0.451  -1.6256  -0.2126   1.0882
 GV4  C9   C  CSP   0   0.142  -4.0678   0.6565   0.2801
 GV4  N4   N  NS    0  -0.262  -4.9534   0.6054   1.0108
 GV4  H1   H  HNH1  0   0.416  -0.7285   0.8532  -1.7329
 GV4  H2   H  HCH3  0   0.255   4.1318   0.4003   1.7140
 GV4  H3   H  HCH3  0   0.266   4.8020  -0.3956   0.2790
 GV4  H4   H  HCH3  0   0.258   4.3907   1.3209   0.2232
 GV4  H5   H  HCH3  0   0.262   2.5781   2.7460  -0.6245
 GV4  H6   H  HCH3  0   0.261   0.8751   2.7715  -0.1807
 GV4  H7   H  HCH3  0   0.262   2.1088   2.6204   1.0680
 GV4  H8   H  HCH2  0   0.346  -2.8859   1.7560  -1.0326
 GV4  H9   H  HCH2  0   0.352  -3.2037   0.1046  -1.5266
 GV4  H10  H  HCH3  0   0.247  -0.3480  -2.7114   0.0434
 GV4  H11  H  HCH3  0   0.245  -0.0286  -2.4965  -1.6692
 GV4  H12  H  HCH3  0   0.250   1.1133  -3.3970  -0.6687

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
 GV4  N4  C9   triple    1.149  0.020  1.149
 GV4  C9  C8   single    1.449  0.020  1.449
 GV4  C1  C2   single    1.488  0.020  1.488
 GV4  O1  C7   double    1.213  0.020  1.213
 GV4  C7  C8   single    1.524  0.020  1.524
 GV4  C7  N3   single    1.346  0.020  1.346
 GV4  C2  N2   aromatic  1.318  0.020  1.318
 GV4  C2  C3   aromatic  1.408  0.020  1.408
 GV4  N3  C3   single    1.403  0.020  1.403
 GV4  N2  N1   aromatic  1.338  0.020  1.338
 GV4  C3  C4   aromatic  1.380  0.020  1.380
 GV4  N1  C4   aromatic  1.345  0.020  1.345
 GV4  N1  C5   single    1.442  0.020  1.442
 GV4  C4  C6   single    1.484  0.020  1.484
 GV4  N3  H1   single    0.860  0.020  1.020
 GV4  C5  H2   single    0.970  0.020  1.090
 GV4  C5  H3   single    0.970  0.020  1.090
 GV4  C5  H4   single    0.970  0.020  1.090
 GV4  C6  H5   single    0.970  0.020  1.090
 GV4  C6  H6   single    0.970  0.020  1.090
 GV4  C6  H7   single    0.970  0.020  1.090
 GV4  C8  H8   single    0.970  0.020  1.090
 GV4  C8  H9   single    0.970  0.020  1.090
 GV4  C1  H10  single    0.970  0.020  1.090
 GV4  C1  H11  single    0.970  0.020  1.090
 GV4  C1  H12  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
 GV4  N2   N1  C5   119.95  3.000
 GV4  C5   N1  C4   127.09  3.000
 GV4  N2   N1  C4   112.84  3.000
 GV4  H1   N3  C3   118.85  3.000
 GV4  H1   N3  C7   118.69  3.000
 GV4  C3   N3  C7   122.37  3.000
 GV4  C3   C4  C6   130.54  3.000
 GV4  C6   C4  N1   124.12  3.000
 GV4  C3   C4  N1   105.34  3.000
 GV4  H4   C5  H3   108.67  3.000
 GV4  H4   C5  H2   108.87  3.000
 GV4  H3   C5  H2   109.04  3.000
 GV4  H4   C5  N1   109.96  3.000
 GV4  H3   C5  N1   108.88  3.000
 GV4  H2   C5  N1   111.38  3.000
 GV4  H7   C6  H6   107.90  3.000
 GV4  H7   C6  H5   107.62  3.000
 GV4  H6   C6  H5   107.74  3.000
 GV4  H7   C6  C4   111.69  3.000
 GV4  H6   C6  C4   109.97  3.000
 GV4  H5   C6  C4   111.77  3.000
 GV4  O1   C7  C8   122.09  3.000
 GV4  C8   C7  N3   113.27  3.000
 GV4  O1   C7  N3   124.63  3.000
 GV4  H9   C8  H8   106.62  3.000
 GV4  H9   C8  C9   108.77  3.000
 GV4  H8   C8  C9   109.07  3.000
 GV4  H9   C8  C7   110.04  3.000
 GV4  H8   C8  C7   111.04  3.000
 GV4  C9   C8  C7   111.17  3.000
 GV4  H12  C1  H11  108.19  3.000
 GV4  H12  C1  H10  108.09  3.000
 GV4  H11  C1  H10  107.14  3.000
 GV4  H12  C1  C2   110.90  3.000
 GV4  H11  C1  C2   111.25  3.000
 GV4  H10  C1  C2   111.12  3.000
 GV4  N2   C2  C3   109.86  3.000
 GV4  C3   C2  C1   127.72  3.000
 GV4  N2   C2  C1   122.42  3.000
 GV4  C2   C3  C4   105.88  3.000
 GV4  C4   C3  N3   126.83  3.000
 GV4  C2   C3  N3   127.28  3.000
 GV4  C2   N2  N1   106.07  3.000
 GV4  N4   C9  C8   180.00  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
 GV4  CONST_01  C3   C2  N2  N1     0.00   0.0  0
 GV4  CONST_02  C2   C3  C4  N1     0.00   0.0  0
 GV4  CONST_03  N2   C2  C3  C4     0.00   0.0  0
 GV4  CONST_04  C2   N2  N1  C4     0.00   0.0  0
 GV4  CONST_05  N2   N1  C4  C3     0.00   0.0  0
 GV4  CONST_06  C1   C2  N2  N1   180.00   0.0  0
 GV4  CONST_07  N3   C3  C4  N1   180.00   0.0  0
 GV4  CONST_08  N2   C2  C3  N3   180.00   0.0  0
 GV4  CONST_09  C1   C2  C3  C4   180.00   0.0  0
 GV4  CONST_10  C2   N2  N1  C5   180.00   0.0  0
 GV4  CONST_11  C3   C4  N1  C5   180.00   0.0  0
 GV4  CONST_12  C2   C3  C4  C6   180.00   0.0  0
 GV4  CONST_13  N2   N1  C4  C6   180.00   0.0  0
 GV4  CONST_17  C3   N3  C7  C8   180.00   0.0  0
 GV4  CONST_18  O1   C7  N3  C3     0.00   0.0  0
 GV4  Var_01    H5   C6  C4  N1    60.84  30.0  2
 GV4  Var_02    H2   C5  N1  C4    86.29  30.0  2
 GV4  Var_03    H10  C1  C2  C3   -66.27  30.0  2
 GV4  Var_04    C9   C8  C7  N3  -173.65  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
 GV4  plan-1  N1  0.020
 GV4  plan-1  N3  0.020
 GV4  plan-1  C4  0.020
 GV4  plan-1  C5  0.020
 GV4  plan-1  C6  0.020
 GV4  plan-1  C1  0.020
 GV4  plan-1  C2  0.020
 GV4  plan-1  C3  0.020
 GV4  plan-1  N2  0.020
 GV4  plan-2  N3  0.020
 GV4  plan-2  C7  0.020
 GV4  plan-2  C8  0.020
 GV4  plan-2  C3  0.020
 GV4  plan-2  O1  0.020
 GV4  plan-2  H1  0.020

