# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 19 07:02:45 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: N-(2-cyano-3-methyl-1H-indol-5-yl)butane-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC[S](=O)(=O)Nc1ccc2[nH]c(C#N)c(C)c2c1
#
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
 O6G  O6G  N-(2-cyano-3-methyl-1H-indol-5-yl)butane-1-sulfonamide  ligand  37  20  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O6G
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
 O6G  C10  C  CR6   0   0.267   0.0634   1.4544  -0.0767
 O6G  C13  C  CH2   0  -0.611   2.6546  -0.5202   0.4573
 O6G  C15  C  CH2   0  -0.422   3.7909  -2.7609   0.4738
 O6G  C02  C  CR5   0   0.017  -3.0401  -0.5248   0.7558
 O6G  C03  C  CR5   0   0.271  -4.0038  -0.5696  -0.2234
 O6G  C04  C  CSP   0   0.006  -5.2448  -1.2396  -0.1755
 O6G  N05  N  NS    0  -0.241  -6.2546  -1.7943  -0.1174
 O6G  N06  N  NR15  0  -0.733  -3.6082   0.1474  -1.3276
 O6G  C07  C  CR56  0   0.370  -2.3815   0.6691  -1.0836
 O6G  C09  C  CR16  0  -0.265  -0.3530   1.8643  -1.3615
 O6G  C14  C  CH2   0  -0.425   3.8880  -1.3052   0.0303
 O6G  C01  C  CH3   0  -0.750  -3.0715  -1.1664   2.0963
 O6G  C08  C  CR16  0  -0.307  -1.5643   1.4732  -1.8818
 O6G  C16  C  CH3   0  -0.664   5.0250  -3.5600   0.0824
 O6G  C19  C  CR16  0  -0.388  -0.7428   0.6613   0.7116
 O6G  C20  C  CR56  0   0.055  -1.9904   0.2699   0.2120
 O6G  N11  N  NC1   0  -0.806   1.3226   1.9087   0.4048
 O6G  O17  O  OS    0  -0.670   3.8115   1.8571   0.5179
 O6G  O18  O  OS    0  -0.660   2.6453   1.1387  -1.5882
 O6G  S12  S  S     0   1.333   2.7105   1.1660  -0.1355
 O6G  H1   H  HCH2  0   0.293   1.7405  -0.9645   0.0579
 O6G  H2   H  HCH2  0   0.297   2.5682  -0.4723   1.5445
 O6G  H3   H  HCH2  0   0.224   3.6510  -2.8045   1.5576
 O6G  H4   H  HCH2  0   0.225   2.9000  -3.2150   0.0309
 O6G  H5   H  HNR5  0   0.425  -4.1484   0.2657  -2.1693
 O6G  H6   H  HCR6  0   0.270   0.2919   2.5104  -1.9396
 O6G  H7   H  HCH2  0   0.244   3.9983  -1.2633  -1.0558
 O6G  H8   H  HCH2  0   0.244   4.7822  -0.8487   0.4612
 O6G  H9   H  HCH3  0   0.256  -2.9556  -0.4238   2.8872
 O6G  H10  H  HCH3  0   0.251  -4.0071  -1.6957   2.2710
 O6G  H11  H  HCH3  0   0.256  -2.2579  -1.8854   2.2058
 O6G  H12  H  HCR6  0   0.274  -1.8739   1.7904  -2.8684
 O6G  H13  H  HCH3  0   0.232   4.9384  -4.6000   0.3973
 O6G  H14  H  HCH3  0   0.221   5.1732  -3.5526  -0.9987
 O6G  H15  H  HCH3  0   0.221   5.9243  -3.1478   0.5425
 O6G  H16  H  HCR6  0   0.267  -0.4206   0.3506   1.6987
 O6G  H17  H  HNC1  0   0.420   1.3574   2.0801   1.4047

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
 O6G  N05  C04  triple    1.154  0.020  1.154
 O6G  N06  C03  aromatic  1.375  0.020  1.375
 O6G  N06  C07  aromatic  1.355  0.020  1.355
 O6G  C04  C03  single    1.411  0.020  1.411
 O6G  C08  C07  aromatic  1.397  0.020  1.397
 O6G  C08  C09  aromatic  1.375  0.020  1.375
 O6G  C03  C02  aromatic  1.375  0.020  1.375
 O6G  C07  C20  aromatic  1.411  0.020  1.411
 O6G  C09  C10  aromatic  1.411  0.020  1.411
 O6G  C02  C20  aromatic  1.424  0.020  1.424
 O6G  C02  C01  single    1.486  0.020  1.486
 O6G  C20  C19  aromatic  1.400  0.020  1.400
 O6G  C10  C19  aromatic  1.379  0.020  1.379
 O6G  C10  N11  single    1.423  0.020  1.423
 O6G  N11  S12  single    1.664  0.020  1.664
 O6G  O18  S12  double    1.454  0.020  1.454
 O6G  S12  O17  double    1.455  0.020  1.455
 O6G  S12  C13  single    1.788  0.020  1.788
 O6G  C13  C14  single    1.523  0.020  1.523
 O6G  C14  C15  single    1.525  0.020  1.525
 O6G  C15  C16  single    1.521  0.020  1.521
 O6G  C13  H1   single    0.970  0.020  1.090
 O6G  C13  H2   single    0.970  0.020  1.090
 O6G  C15  H3   single    0.970  0.020  1.090
 O6G  C15  H4   single    0.970  0.020  1.090
 O6G  N06  H5   single    0.860  0.020  1.020
 O6G  C09  H6   single    0.930  0.020  1.080
 O6G  C14  H7   single    0.970  0.020  1.090
 O6G  C14  H8   single    0.970  0.020  1.090
 O6G  C01  H9   single    0.970  0.020  1.090
 O6G  C01  H10  single    0.970  0.020  1.090
 O6G  C01  H11  single    0.970  0.020  1.090
 O6G  C08  H12  single    0.930  0.020  1.080
 O6G  C16  H13  single    0.970  0.020  1.090
 O6G  C16  H14  single    0.970  0.020  1.090
 O6G  C16  H15  single    0.970  0.020  1.090
 O6G  C19  H16  single    0.930  0.020  1.080
 O6G  N11  H17  single    0.890  0.020  1.040

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
 O6G  N11  C10  C19  120.52  3.000
 O6G  N11  C10  C09  118.46  3.000
 O6G  C19  C10  C09  121.00  3.000
 O6G  H2   C13  H1   108.41  3.000
 O6G  H2   C13  S12  106.93  3.000
 O6G  H1   C13  S12  106.78  3.000
 O6G  H2   C13  C14  111.46  3.000
 O6G  H1   C13  C14  111.44  3.000
 O6G  S12  C13  C14  111.58  3.000
 O6G  H4   C15  H3   106.30  3.000
 O6G  H4   C15  C16  109.78  3.000
 O6G  H3   C15  C16  109.74  3.000
 O6G  H4   C15  C14  109.30  3.000
 O6G  H3   C15  C14  109.54  3.000
 O6G  C16  C15  C14  112.02  3.000
 O6G  C20  C02  C01  126.91  3.000
 O6G  C01  C02  C03  127.84  3.000
 O6G  C20  C02  C03  105.24  3.000
 O6G  N06  C03  C04  121.87  3.000
 O6G  C04  C03  C02  127.43  3.000
 O6G  N06  C03  C02  110.70  3.000
 O6G  N05  C04  C03  180.00  3.000
 O6G  H5   N06  C07  126.21  3.000
 O6G  H5   N06  C03  125.33  3.000
 O6G  C07  N06  C03  108.46  3.000
 O6G  C20  C07  C08  121.69  3.000
 O6G  C20  C07  N06  107.89  3.000
 O6G  C08  C07  N06  130.41  3.000
 O6G  H6   C09  C08  119.56  3.000
 O6G  H6   C09  C10  118.98  3.000
 O6G  C08  C09  C10  121.45  3.000
 O6G  H8   C14  H7   107.06  3.000
 O6G  H8   C14  C15  109.65  3.000
 O6G  H7   C14  C15  109.40  3.000
 O6G  H8   C14  C13  109.69  3.000
 O6G  H7   C14  C13  109.92  3.000
 O6G  C15  C14  C13  111.03  3.000
 O6G  H11  C01  H10  107.71  3.000
 O6G  H11  C01  H9   107.24  3.000
 O6G  H10  C01  H9   107.80  3.000
 O6G  H11  C01  C02  111.05  3.000
 O6G  H10  C01  C02  111.88  3.000
 O6G  H9   C01  C02  110.95  3.000
 O6G  H12  C08  C09  120.92  3.000
 O6G  H12  C08  C07  121.50  3.000
 O6G  C09  C08  C07  117.57  3.000
 O6G  H15  C16  H14  107.65  3.000
 O6G  H15  C16  H13  107.70  3.000
 O6G  H14  C16  H13  107.66  3.000
 O6G  H15  C16  C15  111.21  3.000
 O6G  H14  C16  C15  111.19  3.000
 O6G  H13  C16  C15  111.25  3.000
 O6G  H16  C19  C20  120.65  3.000
 O6G  H16  C19  C10  120.79  3.000
 O6G  C20  C19  C10  118.56  3.000
 O6G  C19  C20  C07  119.71  3.000
 O6G  C19  C20  C02  132.58  3.000
 O6G  C07  C20  C02  107.71  3.000
 O6G  H17  N11  S12  111.50  3.000
 O6G  H17  N11  C10  114.68  3.000
 O6G  S12  N11  C10  119.06  3.000
 O6G  O18  S12  O17  119.43  3.000
 O6G  O17  S12  N11  105.86  3.000
 O6G  O18  S12  N11  107.17  3.000
 O6G  O17  S12  C13  108.83  3.000
 O6G  O18  S12  C13  108.18  3.000
 O6G  N11  S12  C13  106.69  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
 O6G  CONST_01  C07  C08  C09  C10     0.00   0.0  0
 O6G  CONST_02  C07  C20  C19  C10     0.00   0.0  0
 O6G  CONST_03  C02  C20  C19  C10   180.00   0.0  0
 O6G  CONST_04  C07  N06  C03  C02     0.00   0.0  0
 O6G  CONST_05  N06  C07  C20  C02     0.00   0.0  0
 O6G  CONST_06  C08  C07  C20  C02   180.00   0.0  0
 O6G  CONST_07  C08  C07  N06  C03   180.00   0.0  0
 O6G  CONST_08  C20  C07  N06  C03     0.00   0.0  0
 O6G  CONST_09  C07  C20  C02  C03     0.00   0.0  0
 O6G  CONST_10  C19  C20  C02  C03   180.00   0.0  0
 O6G  CONST_11  C20  C02  C03  N06     0.00   0.0  0
 O6G  CONST_12  C09  C08  C07  N06   180.00   0.0  0
 O6G  CONST_13  C19  C20  C07  N06   180.00   0.0  0
 O6G  CONST_14  C20  C07  C08  C09     0.00   0.0  0
 O6G  CONST_15  C20  C19  C10  C09     0.00   0.0  0
 O6G  CONST_16  C19  C20  C07  C08     0.00   0.0  0
 O6G  CONST_17  C19  C10  C09  C08     0.00   0.0  0
 O6G  CONST_18  C07  N06  C03  C04   180.00   0.0  0
 O6G  CONST_19  C20  C02  C03  C04   180.00   0.0  0
 O6G  CONST_20  C01  C02  C03  N06   180.00   0.0  0
 O6G  CONST_21  C01  C02  C20  C07   180.00   0.0  0
 O6G  CONST_22  C19  C20  C02  C01     0.00   0.0  0
 O6G  CONST_23  N11  C10  C09  C08   180.00   0.0  0
 O6G  CONST_24  N11  C10  C19  C20   180.00   0.0  0
 O6G  CONST_25  H12  C08  C09  C10   180.00   0.0  0
 O6G  CONST_26  H5   N06  C03  C02   180.00   0.0  0
 O6G  CONST_27  H16  C19  C20  C02     0.00   0.0  0
 O6G  CONST_28  H6   C09  C08  C07   180.00   0.0  0
 O6G  Var_01    H9   C01  C02  C03  -122.26  30.0  2
 O6G  Var_02    O18  S12  N11  C10    50.86  30.0  3
 O6G  Var_03    C16  C15  C14  C13  -178.87  30.0  3
 O6G  Var_04    S12  C13  C14  C15  -176.77  30.0  2
 O6G  Var_05    N11  S12  C13  C14  -179.61  30.0  1
 O6G  Var_06    H13  C16  C15  C14  -179.49  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
 O6G  plan-1  C10  0.020
 O6G  plan-1  C02  0.020
 O6G  plan-1  C03  0.020
 O6G  plan-1  C04  0.020
 O6G  plan-1  N05  0.020
 O6G  plan-1  N06  0.020
 O6G  plan-1  C07  0.020
 O6G  plan-1  C09  0.020
 O6G  plan-1  C01  0.020
 O6G  plan-1  C08  0.020
 O6G  plan-1  C19  0.020
 O6G  plan-1  C20  0.020
 O6G  plan-1  N11  0.020
 O6G  plan-1  H5   0.020
 O6G  plan-1  H6   0.020
 O6G  plan-1  H12  0.020
 O6G  plan-1  H16  0.020
 O6G  plan-2  C10  0.020
 O6G  plan-2  N11  0.020
 O6G  plan-2  S12  0.020
 O6G  plan-2  H17  0.020

