# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 16:05:33 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 2-(ethylsulfanyl)-N-methyl-N-[(1-phenyl-1H-pyrazol-4-yl)methyl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCSCC(=O)N(C)Cc1cnn(c1)c2ccccc2
#
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
 4GG  4GG  2-(ethylsulfanyl)-N-methyl-N-[(1-phenyl-1H-pyrazol-4-yl)methyl]acetamide  ligand  39  20  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4GG
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
 4GG  O    O  O     0  -0.488   1.8352   0.1502   1.5204
 4GG  C12  C  C     0   0.587   2.2323   0.8157   0.5746
 4GG  C13  C  CH2   0  -0.701   3.3794   0.3224  -0.2830
 4GG  N1   N  NT    0  -0.435   1.6977   2.0098   0.2466
 4GG  C1   C  CH3   0  -0.535   2.0024   2.6948  -0.9948
 4GG  C2   C  CH2   0  -0.441   0.5077   2.4528   0.9627
 4GG  C3   C  CR5   0  -0.130  -0.7525   1.8895   0.3904
 4GG  C11  C  CR15  0   0.029  -1.3708   0.7066   0.7139
 4GG  N3   N  NR5   0  -0.400  -2.4596   0.6000  -0.0822
 4GG  N2   N  N     0  -0.280  -2.5862   1.6457  -0.9021
 4GG  C4   C  CR15  0  -0.058  -1.5640   2.4275  -0.6287
 4GG  C5   C  CR6   0   0.376  -3.4132  -0.4373  -0.0973
 4GG  C10  C  CR16  0  -0.299  -4.7058  -0.1800  -0.5415
 4GG  C9   C  CR16  0  -0.247  -5.6420  -1.2027  -0.5489
 4GG  C8   C  CR16  0  -0.261  -5.3040  -2.4753  -0.1076
 4GG  C7   C  CR16  0  -0.249  -4.0116  -2.7225   0.3341
 4GG  C6   C  CR16  0  -0.315  -3.0613  -1.7121   0.3332
 4GG  H1   H  HCH2  0   0.300   3.0466   0.1799  -1.3152
 4GG  H2   H  HCH2  0   0.300   4.1893   1.0555  -0.3053
 4GG  H4   H  HCH3  0   0.246   1.4585   2.2758  -1.8448
 4GG  H5   H  HCH3  0   0.259   1.7253   3.7423  -0.8973
 4GG  H6   H  HCH3  0   0.264   3.0664   2.6643  -1.2175
 4GG  H7   H  HCH2  0   0.277   0.6051   2.1836   2.0123
 4GG  H8   H  HCH2  0   0.273   0.4842   3.5422   0.9162
 4GG  H9   H  HCR5  0   0.297  -1.1265  -0.0324   1.4582
 4GG  H10  H  HCR5  0   0.267  -1.4324   3.3575  -1.1625
 4GG  H11  H  HCR6  0   0.275  -4.9786   0.8113  -0.8746
 4GG  H12  H  HCR6  0   0.264  -6.6461  -0.9965  -0.8955
 4GG  H13  H  HCR6  0   0.262  -6.0402  -3.2675  -0.1114
 4GG  H14  H  HCR6  0   0.266  -3.7301  -3.7111   0.6713
 4GG  H15  H  HCR6  0   0.277  -2.0509  -1.9318   0.6515
 4GG  S1   S  S2    0  -0.006   3.9815  -1.2425   0.3913
 4GG  C15  C  CH2   0  -0.540   5.3121  -1.5526  -0.8066
 4GG  C16  C  CH3   0  -0.664   6.0040  -2.8616  -0.4672
 4GG  H3   H  HCH2  0   0.259   4.8885  -1.5917  -1.8118
 4GG  H16  H  HCH2  0   0.259   6.0239  -0.7259  -0.7777
 4GG  H17  H  HCH3  0   0.246   6.8015  -3.0580  -1.1837
 4GG  H18  H  HCH3  0   0.234   6.4498  -2.8311   0.5272
 4GG  H19  H  HCH3  0   0.234   5.3101  -3.7016  -0.5025

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
 4GG  C7   C8   aromatic  1.388  0.020  1.388
 4GG  C7   C6   aromatic  1.387  0.020  1.387
 4GG  C8   C9   aromatic  1.389  0.020  1.389
 4GG  C6   C5   aromatic  1.391  0.020  1.391
 4GG  C9   C10  aromatic  1.387  0.020  1.387
 4GG  C5   C10  aromatic  1.391  0.020  1.391
 4GG  C5   N3   single    1.409  0.020  1.409
 4GG  N2   N3   aromatic  1.335  0.020  1.335
 4GG  N2   C4   aromatic  1.316  0.020  1.316
 4GG  N3   C11  aromatic  1.353  0.020  1.353
 4GG  C4   C3   aromatic  1.409  0.020  1.409
 4GG  C11  C3   aromatic  1.373  0.020  1.373
 4GG  C3   C2   single    1.494  0.020  1.494
 4GG  C2   N1   single    1.458  0.020  1.458
 4GG  N1   C1   single    1.450  0.020  1.450
 4GG  N1   C12  single    1.349  0.020  1.349
 4GG  C12  O    double    1.223  0.020  1.223
 4GG  C12  C13  single    1.515  0.020  1.515
 4GG  C13  H1   single    0.970  0.020  1.090
 4GG  C13  H2   single    0.970  0.020  1.090
 4GG  C1   H4   single    0.970  0.020  1.090
 4GG  C1   H5   single    0.970  0.020  1.090
 4GG  C1   H6   single    0.970  0.020  1.090
 4GG  C2   H7   single    0.970  0.020  1.090
 4GG  C2   H8   single    0.970  0.020  1.090
 4GG  C11  H9   single    0.930  0.020  1.080
 4GG  C4   H10  single    0.930  0.020  1.080
 4GG  C10  H11  single    0.930  0.020  1.080
 4GG  C9   H12  single    0.930  0.020  1.080
 4GG  C8   H13  single    0.930  0.020  1.080
 4GG  C7   H14  single    0.930  0.020  1.080
 4GG  C6   H15  single    0.930  0.020  1.080
 4GG  C13  S1   single    1.807  0.020  1.807
 4GG  S1   C15  single    1.817  0.020  1.817
 4GG  C15  C16  single    1.519  0.020  1.519
 4GG  C15  H3   single    0.970  0.020  1.090
 4GG  C15  H16  single    0.970  0.020  1.090
 4GG  C16  H17  single    0.970  0.020  1.090
 4GG  C16  H18  single    0.970  0.020  1.090
 4GG  C16  H19  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
 4GG  N1   C12  C13  116.79  3.000
 4GG  C13  C12  O    120.44  3.000
 4GG  N1   C12  O    122.77  3.000
 4GG  S1   C13  H2   109.97  3.000
 4GG  S1   C13  H1   109.92  3.000
 4GG  H2   C13  H1   107.08  3.000
 4GG  S1   C13  C12  108.84  3.000
 4GG  H2   C13  C12  110.76  3.000
 4GG  H1   C13  C12  110.26  3.000
 4GG  C2   N1   C1   116.65  3.000
 4GG  C1   N1   C12  122.89  3.000
 4GG  C2   N1   C12  118.24  3.000
 4GG  H6   C1   H5   107.13  3.000
 4GG  H6   C1   H4   108.47  3.000
 4GG  H5   C1   H4   108.19  3.000
 4GG  H6   C1   N1   111.57  3.000
 4GG  H5   C1   N1   108.94  3.000
 4GG  H4   C1   N1   112.35  3.000
 4GG  H8   C2   H7   106.88  3.000
 4GG  H8   C2   C3   110.00  3.000
 4GG  H7   C2   C3   110.59  3.000
 4GG  H8   C2   N1   107.47  3.000
 4GG  H7   C2   N1   109.01  3.000
 4GG  C3   C2   N1   112.69  3.000
 4GG  C4   C3   C11  103.88  3.000
 4GG  C11  C3   C2   127.89  3.000
 4GG  C4   C3   C2   128.22  3.000
 4GG  H9   C11  N3   122.36  3.000
 4GG  H9   C11  C3   130.67  3.000
 4GG  N3   C11  C3   106.95  3.000
 4GG  C5   N3   N2   120.40  3.000
 4GG  N2   N3   C11  112.09  3.000
 4GG  C5   N3   C11  127.50  3.000
 4GG  C4   N2   N3   105.32  3.000
 4GG  H10  C4   N2   120.23  3.000
 4GG  H10  C4   C3   128.00  3.000
 4GG  N2   C4   C3   111.76  3.000
 4GG  C6   C5   C10  120.24  3.000
 4GG  C10  C5   N3   119.74  3.000
 4GG  C6   C5   N3   120.02  3.000
 4GG  H11  C10  C9   120.30  3.000
 4GG  H11  C10  C5   120.18  3.000
 4GG  C9   C10  C5   119.52  3.000
 4GG  H12  C9   C8   120.15  3.000
 4GG  H12  C9   C10  119.19  3.000
 4GG  C8   C9   C10  120.65  3.000
 4GG  H13  C8   C7   120.30  3.000
 4GG  H13  C8   C9   120.30  3.000
 4GG  C7   C8   C9   119.41  3.000
 4GG  H14  C7   C6   119.18  3.000
 4GG  H14  C7   C8   120.29  3.000
 4GG  C6   C7   C8   120.53  3.000
 4GG  H15  C6   C7   119.45  3.000
 4GG  H15  C6   C5   120.90  3.000
 4GG  C7   C6   C5   119.64  3.000
 4GG  C15  S1   C13   98.38  3.000
 4GG  H16  C15  H3   107.74  3.000
 4GG  H16  C15  C16  110.48  3.000
 4GG  H3   C15  C16  110.59  3.000
 4GG  H16  C15  S1   109.32  3.000
 4GG  H3   C15  S1   109.21  3.000
 4GG  C16  C15  S1   109.47  3.000
 4GG  H19  C16  H18  108.14  3.000
 4GG  H19  C16  H17  107.80  3.000
 4GG  H18  C16  H17  107.78  3.000
 4GG  H19  C16  C15  111.52  3.000
 4GG  H18  C16  C15  111.46  3.000
 4GG  H17  C16  C15  109.98  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
 4GG  CONST_01  N3   N2   C4   C3      0.00   0.0  0
 4GG  CONST_02  C5   N3   C11  C3    180.00   0.0  0
 4GG  CONST_03  N2   N3   C11  C3      0.00   0.0  0
 4GG  CONST_06  C4   N2   N3   C11     0.00   0.0  0
 4GG  CONST_07  N2   C4   C3   C11     0.00   0.0  0
 4GG  CONST_08  C7   C6   C5   N3    180.00   0.0  0
 4GG  CONST_09  C9   C10  C5   N3    180.00   0.0  0
 4GG  CONST_10  C4   C3   C11  N3      0.00   0.0  0
 4GG  CONST_13  C5   N3   N2   C4    180.00   0.0  0
 4GG  CONST_14  C8   C7   C6   C5      0.00   0.0  0
 4GG  CONST_15  C8   C9   C10  C5      0.00   0.0  0
 4GG  CONST_16  C7   C8   C9   C10     0.00   0.0  0
 4GG  CONST_17  C7   C6   C5   C10     0.00   0.0  0
 4GG  CONST_18  C6   C7   C8   C9      0.00   0.0  0
 4GG  CONST_19  C6   C5   C10  C9      0.00   0.0  0
 4GG  CONST_20  N2   C4   C3   C2    180.00   0.0  0
 4GG  CONST_21  N3   C11  C3   C2    180.00   0.0  0
 4GG  CONST_22  H10  C4   C3   C11   180.00   0.0  0
 4GG  CONST_23  H15  C6   C5   N3      0.00   0.0  0
 4GG  CONST_24  H11  C10  C5   N3      0.00   0.0  0
 4GG  CONST_25  H9   C11  N3   N2    180.00   0.0  0
 4GG  CONST_26  H14  C7   C6   C5    180.00   0.0  0
 4GG  CONST_27  H12  C9   C10  C5    180.00   0.0  0
 4GG  CONST_28  H13  C8   C9   C10   180.00   0.0  0
 4GG  CONST_29  C2   N1   C12  O       0.00   0.0  0
 4GG  CONST_30  C1   N1   C12  O     180.00   0.0  0
 4GG  CONST_31  C2   N1   C12  C13   180.00   0.0  0
 4GG  CONST_32  C1   N1   C12  C13     0.00   0.0  0
 4GG  Var_01    C4   C3   C2   N1    -89.38  30.0  2
 4GG  Var_02    C3   C2   N1   C12   -83.73  30.0  2
 4GG  Var_03    S1   C13  C12  O      -2.24  30.0  3
 4GG  Var_04    C16  C15  S1   C13  -179.58  30.0  3
 4GG  Var_05    H4   C1   N1   C12    78.15  30.0  3
 4GG  Var_06    H17  C16  C15  S1    179.76  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
 4GG  plan-1  C2   0.020
 4GG  plan-1  C3   0.020
 4GG  plan-1  C11  0.020
 4GG  plan-1  N3   0.020
 4GG  plan-1  N2   0.020
 4GG  plan-1  C4   0.020
 4GG  plan-1  C5   0.020
 4GG  plan-1  H9   0.020
 4GG  plan-1  H10  0.020
 4GG  plan-2  N3   0.020
 4GG  plan-2  C5   0.020
 4GG  plan-2  C10  0.020
 4GG  plan-2  C9   0.020
 4GG  plan-2  C8   0.020
 4GG  plan-2  C7   0.020
 4GG  plan-2  C6   0.020
 4GG  plan-2  H11  0.020
 4GG  plan-2  H12  0.020
 4GG  plan-2  H13  0.020
 4GG  plan-2  H14  0.020
 4GG  plan-2  H15  0.020
 4GG  plan-3  O    0.020
 4GG  plan-3  C12  0.020
 4GG  plan-3  C13  0.020
 4GG  plan-3  N1   0.020
 4GG  plan-3  C1   0.020
 4GG  plan-3  C2   0.020

