# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 19 05:58:25 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: N-(2-cyano-3-methyl-1H-indol-5-yl)pentane-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC[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
 O6J  O6J  N-(2-cyano-3-methyl-1H-indol-5-yl)pentane-1-sulfonamide  ligand  40  21  .  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_O6J
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
 O6J  C10  C  CR6   0   0.271  -0.3561   1.6299  -0.0468
 O6J  C15  C  CR5   0   0.271  -4.1442  -0.8786  -0.2027
 O6J  C01  C  CH3   0  -0.661   5.2407  -4.1635   0.2503
 O6J  C02  C  CH2   0  -0.423   5.1745  -2.6830  -0.0989
 O6J  C03  C  CH2   0  -0.410   3.8632  -2.0394   0.3334
 O6J  C04  C  CH2   0  -0.430   3.7886  -0.5601  -0.0303
 O6J  C05  C  CH2   0  -0.612   2.4660   0.0403   0.4275
 O6J  C11  C  CR16  0  -0.270  -0.7739   1.9238  -1.3627
 O6J  C12  C  CR16  0  -0.305  -1.9092   1.3601  -1.8967
 O6J  C13  C  CR56  0   0.369  -2.6519   0.5017  -1.0824
 O6J  C16  C  CSP   0   0.006  -5.3013  -1.6845  -0.1509
 O6J  C18  C  CR5   0   0.017  -3.2259  -0.6703   0.7988
 O6J  C19  C  CH3   0  -0.750  -3.2236  -1.2469   2.1690
 O6J  C20  C  CR56  0   0.057  -2.2603   0.2163   0.2425
 O6J  C21  C  CR16  0  -0.394  -1.0867   0.7800   0.7557
 O6J  N09  N  NC1   0  -0.805   0.8114   2.2618   0.4613
 O6J  N14  N  NR15  0  -0.734  -3.7997  -0.1749  -1.3322
 O6J  N17  N  NS    0  -0.241  -6.2427  -2.3486  -0.0897
 O6J  O07  O  OS    0  -0.670   3.2712   2.5500   0.6969
 O6J  O08  O  OS    0  -0.659   2.3171   1.8222  -1.5086
 O6J  S06  S  S     0   1.333   2.3116   1.7563  -0.0555
 O6J  H1   H  HCH3  0   0.228   6.1889  -4.6045  -0.0588
 O6J  H2   H  HCH3  0   0.217   5.1387  -4.3197   1.3257
 O6J  H3   H  HCH3  0   0.218   4.4409  -4.7203  -0.2407
 O6J  H4   H  HCH2  0   0.216   6.0095  -2.1565   0.3726
 O6J  H5   H  HCH2  0   0.216   5.3029  -2.5539  -1.1778
 O6J  H6   H  HCH2  0   0.221   3.0260  -2.5684  -0.1333
 O6J  H7   H  HCH2  0   0.221   3.7382  -2.1576   1.4146
 O6J  H8   H  HCH2  0   0.245   4.6199  -0.0234   0.4329
 O6J  H9   H  HCH2  0   0.245   3.8924  -0.4455  -1.1115
 O6J  H10  H  HCH2  0   0.293   1.6179  -0.4886  -0.0129
 O6J  H11  H  HCH2  0   0.298   2.3646   0.0099   1.5142
 O6J  H12  H  HCR6  0   0.271  -0.1952   2.6174  -1.9554
 O6J  H13  H  HCR6  0   0.275  -2.2199   1.5895  -2.9070
 O6J  H14  H  HCH3  0   0.256  -2.3534  -1.8875   2.3222
 O6J  H15  H  HCH3  0   0.255  -3.1835  -0.4604   2.9235
 O6J  H16  H  HCH3  0   0.251  -4.1128  -1.8467   2.3589
 O6J  H17  H  HCR6  0   0.268  -0.7636   0.5612   1.7669
 O6J  H18  H  HNC1  0   0.420   0.8011   2.4089   1.4655
 O6J  H19  H  HNR5  0   0.426  -4.3185  -0.1693  -2.1954

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
 O6J  N14  C13  aromatic  1.356  0.020  1.356
 O6J  N14  C15  aromatic  1.375  0.020  1.375
 O6J  N17  C16  triple    1.154  0.020  1.154
 O6J  C12  C13  aromatic  1.397  0.020  1.397
 O6J  C12  C11  aromatic  1.375  0.020  1.375
 O6J  C16  C15  single    1.411  0.020  1.411
 O6J  C13  C20  aromatic  1.411  0.020  1.411
 O6J  C15  C18  aromatic  1.375  0.020  1.375
 O6J  C11  C10  aromatic  1.412  0.020  1.412
 O6J  C20  C18  aromatic  1.424  0.020  1.424
 O6J  C20  C21  aromatic  1.399  0.020  1.399
 O6J  C18  C19  single    1.487  0.020  1.487
 O6J  C10  C21  aromatic  1.378  0.020  1.378
 O6J  C10  N09  single    1.421  0.020  1.421
 O6J  N09  S06  single    1.665  0.020  1.665
 O6J  S06  O07  double    1.455  0.020  1.455
 O6J  S06  C05  single    1.789  0.020  1.789
 O6J  S06  O08  double    1.455  0.020  1.455
 O6J  C05  C04  single    1.523  0.020  1.523
 O6J  C04  C03  single    1.525  0.020  1.525
 O6J  C03  C02  single    1.523  0.020  1.523
 O6J  C02  C01  single    1.523  0.020  1.523
 O6J  C01  H1   single    0.970  0.020  1.090
 O6J  C01  H2   single    0.970  0.020  1.090
 O6J  C01  H3   single    0.970  0.020  1.090
 O6J  C02  H4   single    0.970  0.020  1.090
 O6J  C02  H5   single    0.970  0.020  1.090
 O6J  C03  H6   single    0.970  0.020  1.090
 O6J  C03  H7   single    0.970  0.020  1.090
 O6J  C04  H8   single    0.970  0.020  1.090
 O6J  C04  H9   single    0.970  0.020  1.090
 O6J  C05  H10  single    0.970  0.020  1.090
 O6J  C05  H11  single    0.970  0.020  1.090
 O6J  C11  H12  single    0.930  0.020  1.080
 O6J  C12  H13  single    0.930  0.020  1.080
 O6J  C19  H14  single    0.970  0.020  1.090
 O6J  C19  H15  single    0.970  0.020  1.090
 O6J  C19  H16  single    0.970  0.020  1.090
 O6J  C21  H17  single    0.930  0.020  1.080
 O6J  N09  H18  single    0.890  0.020  1.040
 O6J  N14  H19  single    0.860  0.020  1.020

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
 O6J  N09  C10  C21  120.09  3.000
 O6J  N09  C10  C11  118.93  3.000
 O6J  C21  C10  C11  120.94  3.000
 O6J  N14  C15  C18  110.71  3.000
 O6J  C18  C15  C16  127.42  3.000
 O6J  N14  C15  C16  121.87  3.000
 O6J  H3   C01  H2   107.57  3.000
 O6J  H3   C01  H1   107.66  3.000
 O6J  H2   C01  H1   107.62  3.000
 O6J  H3   C01  C02  111.17  3.000
 O6J  H2   C01  C02  111.17  3.000
 O6J  H1   C01  C02  111.47  3.000
 O6J  H5   C02  H4   106.18  3.000
 O6J  H5   C02  C03  109.33  3.000
 O6J  H4   C02  C03  109.35  3.000
 O6J  H5   C02  C01  109.62  3.000
 O6J  H4   C02  C01  109.62  3.000
 O6J  C03  C02  C01  112.53  3.000
 O6J  H7   C03  H6   106.35  3.000
 O6J  H7   C03  C04  109.56  3.000
 O6J  H6   C03  C04  109.25  3.000
 O6J  H7   C03  C02  109.45  3.000
 O6J  H6   C03  C02  109.46  3.000
 O6J  C04  C03  C02  112.60  3.000
 O6J  H9   C04  H8   107.21  3.000
 O6J  H9   C04  C05  109.80  3.000
 O6J  H8   C04  C05  109.86  3.000
 O6J  H9   C04  C03  109.46  3.000
 O6J  H8   C04  C03  109.76  3.000
 O6J  C05  C04  C03  110.68  3.000
 O6J  H11  C05  H10  108.40  3.000
 O6J  H11  C05  S06  106.70  3.000
 O6J  H10  C05  S06  106.77  3.000
 O6J  H11  C05  C04  111.64  3.000
 O6J  H10  C05  C04  111.24  3.000
 O6J  S06  C05  C04  111.83  3.000
 O6J  H12  C11  C12  119.49  3.000
 O6J  H12  C11  C10  119.11  3.000
 O6J  C12  C11  C10  121.39  3.000
 O6J  H13  C12  C13  121.48  3.000
 O6J  H13  C12  C11  120.85  3.000
 O6J  C13  C12  C11  117.67  3.000
 O6J  N14  C13  C20  107.89  3.000
 O6J  C20  C13  C12  121.61  3.000
 O6J  N14  C13  C12  130.49  3.000
 O6J  N17  C16  C15  180.00  3.000
 O6J  C20  C18  C19  126.91  3.000
 O6J  C19  C18  C15  127.86  3.000
 O6J  C20  C18  C15  105.23  3.000
 O6J  H16  C19  H15  107.85  3.000
 O6J  H16  C19  H14  107.65  3.000
 O6J  H15  C19  H14  107.26  3.000
 O6J  H16  C19  C18  111.90  3.000
 O6J  H15  C19  C18  110.98  3.000
 O6J  H14  C19  C18  111.00  3.000
 O6J  C21  C20  C18  132.55  3.000
 O6J  C21  C20  C13  119.71  3.000
 O6J  C18  C20  C13  107.74  3.000
 O6J  H17  C21  C20  120.71  3.000
 O6J  H17  C21  C10  120.64  3.000
 O6J  C20  C21  C10  118.65  3.000
 O6J  H18  N09  S06  111.11  3.000
 O6J  H18  N09  C10  114.19  3.000
 O6J  S06  N09  C10  119.61  3.000
 O6J  H19  N14  C13  126.26  3.000
 O6J  H19  N14  C15  125.31  3.000
 O6J  C13  N14  C15  108.43  3.000
 O6J  O08  S06  O07  119.30  3.000
 O6J  O08  S06  N09  107.44  3.000
 O6J  O07  S06  N09  105.55  3.000
 O6J  O08  S06  C05  108.22  3.000
 O6J  O07  S06  C05  109.07  3.000
 O6J  N09  S06  C05  106.56  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
 O6J  CONST_01  C13  C12  C11  C10     0.00   0.0  0
 O6J  CONST_02  C13  C20  C21  C10     0.00   0.0  0
 O6J  CONST_03  C18  C20  C21  C10   180.00   0.0  0
 O6J  CONST_04  C12  C13  N14  C15   180.00   0.0  0
 O6J  CONST_05  C20  C13  N14  C15     0.00   0.0  0
 O6J  CONST_06  C13  C20  C18  C15     0.00   0.0  0
 O6J  CONST_07  C21  C20  C18  C15   180.00   0.0  0
 O6J  CONST_08  N14  C13  C12  C11   180.00   0.0  0
 O6J  CONST_09  C20  C13  C12  C11     0.00   0.0  0
 O6J  CONST_10  C20  C21  C10  C11     0.00   0.0  0
 O6J  CONST_11  C18  C20  C13  C12   180.00   0.0  0
 O6J  CONST_12  C21  C20  C13  C12     0.00   0.0  0
 O6J  CONST_13  C21  C10  C11  C12     0.00   0.0  0
 O6J  CONST_14  C18  C15  N14  C13     0.00   0.0  0
 O6J  CONST_15  N14  C13  C20  C18     0.00   0.0  0
 O6J  CONST_16  N14  C15  C18  C20     0.00   0.0  0
 O6J  CONST_17  N14  C13  C20  C21   180.00   0.0  0
 O6J  CONST_18  N09  C10  C11  C12   180.00   0.0  0
 O6J  CONST_19  C16  C15  N14  C13   180.00   0.0  0
 O6J  CONST_20  C19  C18  C20  C13   180.00   0.0  0
 O6J  CONST_21  C20  C18  C15  C16   180.00   0.0  0
 O6J  CONST_22  N14  C15  C18  C19   180.00   0.0  0
 O6J  CONST_23  C21  C20  C18  C19     0.00   0.0  0
 O6J  CONST_24  N09  C10  C21  C20   180.00   0.0  0
 O6J  CONST_25  H13  C12  C11  C10   180.00   0.0  0
 O6J  CONST_26  H17  C21  C10  C11   180.00   0.0  0
 O6J  CONST_27  H19  N14  C13  C12     0.00   0.0  0
 O6J  CONST_28  H12  C11  C12  C13   180.00   0.0  0
 O6J  Var_01    H14  C19  C18  C15   116.26  30.0  2
 O6J  Var_02    O07  S06  N09  C10  -177.21  30.0  3
 O6J  Var_03    C04  C03  C02  C01  -179.33  30.0  2
 O6J  Var_04    C05  C04  C03  C02  -179.70  30.0  1
 O6J  Var_05    S06  C05  C04  C03  -177.18  30.0  2
 O6J  Var_06    N09  S06  C05  C04   178.16  30.0  2
 O6J  Var_07    H1   C01  C02  C03  -179.51  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
 O6J  plan-1  C10  0.020
 O6J  plan-1  C15  0.020
 O6J  plan-1  C11  0.020
 O6J  plan-1  C12  0.020
 O6J  plan-1  C13  0.020
 O6J  plan-1  C16  0.020
 O6J  plan-1  C18  0.020
 O6J  plan-1  C19  0.020
 O6J  plan-1  C20  0.020
 O6J  plan-1  C21  0.020
 O6J  plan-1  N09  0.020
 O6J  plan-1  N14  0.020
 O6J  plan-1  N17  0.020
 O6J  plan-1  H12  0.020
 O6J  plan-1  H13  0.020
 O6J  plan-1  H17  0.020
 O6J  plan-1  H19  0.020
 O6J  plan-2  C10  0.020
 O6J  plan-2  N09  0.020
 O6J  plan-2  S06  0.020
 O6J  plan-2  H18  0.020

