# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 11:43:04 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: ~{N}-propan-2-ylquinoline-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)NC(=O)c1ccc2ccccc2n1
#
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
 GUG  GUG  ~{N}-propan-2-ylquinoline-2-carboxamide  ligand  30  16  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GUG
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
 GUG  N1   N  NH1   0  -0.634  -2.3679   0.2350   0.0611
 GUG  C4   C  C     0   0.536  -1.7392  -0.9368   0.1586
 GUG  C5   C  CR6   0   0.096  -0.2340  -0.8386   0.1348
 GUG  C6   C  CR16  0  -0.297   0.5316  -2.0133   0.2888
 GUG  C7   C  CR16  0  -0.182   1.8931  -1.9096   0.2564
 GUG  C8   C  CR66  0   0.082   2.4929  -0.6465   0.0682
 GUG  C10  C  CR16  0  -0.249   4.4092   0.7971  -0.1673
 GUG  C13  C  CR66  0   0.219   1.6337   0.4723  -0.0753
 GUG  C1   C  CH3   0  -0.658  -4.2261   1.5434   0.9263
 GUG  C2   C  CH1   0  -0.098  -3.8085   0.4036   0.0073
 GUG  C3   C  CH3   0  -0.645  -4.2694   0.6376  -1.4274
 GUG  O1   O  O     0  -0.486  -2.2890  -2.0262   0.2642
 GUG  C9   C  CR16  0  -0.313   3.8917  -0.4556   0.0180
 GUG  C11  C  CR16  0  -0.256   3.5528   1.9109  -0.3101
 GUG  C12  C  CR16  0  -0.292   2.1947   1.7561  -0.2655
 GUG  N2   N  N     0  -0.470   0.2907   0.3458  -0.0369
 GUG  H1   H  HNH1  0   0.399  -1.7831   1.0517  -0.0527
 GUG  H2   H  HCR6  0   0.274   0.0450  -2.9670   0.4317
 GUG  H3   H  HCR6  0   0.276   2.5182  -2.7863   0.3738
 GUG  H4   H  HCR6  0   0.268   5.4808   0.9408  -0.2053
 GUG  H5   H  HCH3  0   0.224  -3.7860   2.4898   0.6045
 GUG  H6   H  HCH3  0   0.235  -5.3096   1.6615   0.9130
 GUG  H7   H  HCH3  0   0.238  -3.9180   1.3561   1.9549
 GUG  H8   H  HCH1  0   0.246  -4.2513  -0.5234   0.3730
 GUG  H9   H  HCH3  0   0.235  -3.9863  -0.1937  -2.0732
 GUG  H10  H  HCH3  0   0.230  -5.3542   0.7427  -1.4686
 GUG  H11  H  HCH3  0   0.222  -3.8293   1.5504  -1.8341
 GUG  H12  H  HCR6  0   0.266   4.5453  -1.3121   0.1266
 GUG  H13  H  HCR6  0   0.268   3.9795   2.8942  -0.4579
 GUG  H14  H  HCR6  0   0.266   1.5278   2.6015  -0.3749

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
 GUG  C10  C9   aromatic  1.368  0.020  1.368
 GUG  C10  C11  aromatic  1.412  0.020  1.412
 GUG  C9   C8   aromatic  1.413  0.020  1.413
 GUG  C11  C12  aromatic  1.368  0.020  1.368
 GUG  C8   C7   aromatic  1.411  0.020  1.411
 GUG  C8   C13  aromatic  1.418  0.020  1.418
 GUG  C12  C13  aromatic  1.414  0.020  1.414
 GUG  C7   C6   aromatic  1.366  0.020  1.366
 GUG  C13  N2   aromatic  1.350  0.020  1.350
 GUG  C6   C5   aromatic  1.411  0.020  1.411
 GUG  N2   C5   aromatic  1.307  0.020  1.307
 GUG  C5   C4   single    1.509  0.020  1.509
 GUG  C4   O1   double    1.225  0.020  1.225
 GUG  C4   N1   single    1.333  0.020  1.333
 GUG  N1   C2   single    1.451  0.020  1.451
 GUG  C2   C1   single    1.522  0.020  1.522
 GUG  C2   C3   single    1.525  0.020  1.525
 GUG  N1   H1   single    0.860  0.020  1.020
 GUG  C6   H2   single    0.930  0.020  1.080
 GUG  C7   H3   single    0.930  0.020  1.080
 GUG  C10  H4   single    0.930  0.020  1.080
 GUG  C1   H5   single    0.970  0.020  1.090
 GUG  C1   H6   single    0.970  0.020  1.090
 GUG  C1   H7   single    0.970  0.020  1.090
 GUG  C2   H8   single    0.970  0.020  1.090
 GUG  C3   H9   single    0.970  0.020  1.090
 GUG  C3   H10  single    0.970  0.020  1.090
 GUG  C3   H11  single    0.970  0.020  1.090
 GUG  C9   H12  single    0.930  0.020  1.080
 GUG  C11  H13  single    0.930  0.020  1.080
 GUG  C12  H14  single    0.930  0.020  1.080

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
 GUG  H1   N1   C2   118.44  3.000
 GUG  H1   N1   C4   116.45  3.000
 GUG  C2   N1   C4   124.95  3.000
 GUG  O1   C4   C5   120.48  3.000
 GUG  O1   C4   N1   125.19  3.000
 GUG  C5   C4   N1   114.34  3.000
 GUG  N2   C5   C6   123.45  3.000
 GUG  N2   C5   C4   117.50  3.000
 GUG  C6   C5   C4   119.05  3.000
 GUG  H2   C6   C7   121.28  3.000
 GUG  H2   C6   C5   120.35  3.000
 GUG  C7   C6   C5   118.37  3.000
 GUG  H3   C7   C8   119.59  3.000
 GUG  H3   C7   C6   120.75  3.000
 GUG  C8   C7   C6   119.67  3.000
 GUG  C9   C8   C13  119.33  3.000
 GUG  C13  C8   C7   117.53  3.000
 GUG  C9   C8   C7   123.14  3.000
 GUG  H4   C10  C11  119.50  3.000
 GUG  H4   C10  C9   120.07  3.000
 GUG  C11  C10  C9   120.43  3.000
 GUG  N2   C13  C12  118.93  3.000
 GUG  N2   C13  C8   121.75  3.000
 GUG  C12  C13  C8   119.31  3.000
 GUG  H7   C1   H6   108.12  3.000
 GUG  H7   C1   H5   108.24  3.000
 GUG  H6   C1   H5   107.64  3.000
 GUG  H7   C1   C2   111.31  3.000
 GUG  H6   C1   C2   110.27  3.000
 GUG  H5   C1   C2   111.12  3.000
 GUG  H8   C2   C3   108.86  3.000
 GUG  H8   C2   C1   108.82  3.000
 GUG  C3   C2   C1   111.72  3.000
 GUG  H8   C2   N1   106.97  3.000
 GUG  C3   C2   N1   110.65  3.000
 GUG  C1   C2   N1   109.68  3.000
 GUG  H11  C3   H10  107.83  3.000
 GUG  H11  C3   H9   108.19  3.000
 GUG  H10  C3   H9   108.03  3.000
 GUG  H11  C3   C2   110.91  3.000
 GUG  H10  C3   C2   110.54  3.000
 GUG  H9   C3   C2   111.22  3.000
 GUG  H12  C9   C10  120.64  3.000
 GUG  H12  C9   C8   119.15  3.000
 GUG  C10  C9   C8   120.21  3.000
 GUG  H13  C11  C12  119.93  3.000
 GUG  H13  C11  C10  119.42  3.000
 GUG  C12  C11  C10  120.64  3.000
 GUG  H14  C12  C11  121.34  3.000
 GUG  H14  C12  C13  118.58  3.000
 GUG  C11  C12  C13  120.08  3.000
 GUG  C13  N2   C5   119.23  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
 GUG  CONST_01  C8   C7   C6   C5     0.00   0.0  0
 GUG  CONST_02  C8   C13  N2   C5     0.00   0.0  0
 GUG  CONST_03  C12  C13  N2   C5   180.00   0.0  0
 GUG  CONST_04  C9   C8   C7   C6   180.00   0.0  0
 GUG  CONST_05  C13  C8   C7   C6     0.00   0.0  0
 GUG  CONST_06  C13  N2   C5   C6     0.00   0.0  0
 GUG  CONST_07  C10  C9   C8   C7   180.00   0.0  0
 GUG  CONST_08  C12  C13  C8   C7   180.00   0.0  0
 GUG  CONST_09  N2   C13  C8   C7     0.00   0.0  0
 GUG  CONST_10  N2   C5   C6   C7     0.00   0.0  0
 GUG  CONST_11  C11  C10  C9   C8     0.00   0.0  0
 GUG  CONST_12  C11  C12  C13  C8     0.00   0.0  0
 GUG  CONST_13  C13  C8   C9   C10    0.00   0.0  0
 GUG  CONST_14  C13  C12  C11  C10    0.00   0.0  0
 GUG  CONST_15  C12  C11  C10  C9     0.00   0.0  0
 GUG  CONST_16  C12  C13  C8   C9     0.00   0.0  0
 GUG  CONST_17  N2   C13  C8   C9   180.00   0.0  0
 GUG  CONST_18  N2   C13  C12  C11  180.00   0.0  0
 GUG  CONST_19  C7   C6   C5   C4   180.00   0.0  0
 GUG  CONST_20  C13  N2   C5   C4   180.00   0.0  0
 GUG  CONST_21  H3   C7   C6   C5   180.00   0.0  0
 GUG  CONST_22  H12  C9   C8   C7     0.00   0.0  0
 GUG  CONST_23  H4   C10  C9   C8   180.00   0.0  0
 GUG  CONST_24  H2   C6   C7   C8   180.00   0.0  0
 GUG  CONST_25  H14  C12  C13  C8   180.00   0.0  0
 GUG  CONST_26  H13  C11  C12  C13  180.00   0.0  0
 GUG  CONST_27  C2   N1   C4   C5   180.00   0.0  0
 GUG  CONST_28  H1   N1   C4   C5     0.00   0.0  0
 GUG  CONST_29  O1   C4   N1   C2     0.00   0.0  0
 GUG  Var_01    C6   C5   C4   N1   177.33  30.0  2
 GUG  Var_02    C1   C2   N1   C4   135.47  30.0  3
 GUG  Var_03    H5   C1   C2   N1    62.20  30.0  3
 GUG  Var_04    H9   C3   C2   N1    58.79  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
 GUG  plan-1  C4   0.020
 GUG  plan-1  C5   0.020
 GUG  plan-1  C6   0.020
 GUG  plan-1  C7   0.020
 GUG  plan-1  C8   0.020
 GUG  plan-1  C10  0.020
 GUG  plan-1  C13  0.020
 GUG  plan-1  C9   0.020
 GUG  plan-1  C11  0.020
 GUG  plan-1  C12  0.020
 GUG  plan-1  N2   0.020
 GUG  plan-1  H2   0.020
 GUG  plan-1  H3   0.020
 GUG  plan-1  H4   0.020
 GUG  plan-1  H12  0.020
 GUG  plan-1  H13  0.020
 GUG  plan-1  H14  0.020
 GUG  plan-2  N1   0.020
 GUG  plan-2  C4   0.020
 GUG  plan-2  C5   0.020
 GUG  plan-2  C2   0.020
 GUG  plan-2  O1   0.020
 GUG  plan-2  H1   0.020

