# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 17:03:57 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 3-cyano-N-(3-cyano-4-methyl-1H-indol-7-yl)benzene-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(N[S](=O)(=O)c2cccc(c2)C#N)c3[nH]cc(C#N)c13
#
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
 O6M  O6M  3-cyano-N-(3-cyano-4-methyl-1H-indol-7-yl)benzene-1-sulfonamide  ligand  36  24  .  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_O6M
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
 O6M  C10  C  CR6   0   0.016  -2.8063  -1.8926   0.2885
 O6M  C11  C  CSP   0   0.067  -3.4871  -2.8111   1.1444
 O6M  C12  C  CR16  0  -0.238  -2.7395  -0.5479   0.6432
 O6M  C14  C  CR15  0   0.030   1.6009  -1.7926   0.8092
 O6M  C15  C  CR5   0  -0.133   2.5921  -1.4044  -0.0613
 O6M  C16  C  CSP   0  -0.039   3.5909  -2.2629  -0.5622
 O6M  C2   C  CR6   0   0.012   3.0624   0.9333  -1.1365
 O6M  C3   C  CR16  0  -0.339   2.5519   2.2200  -1.1495
 O6M  C4   C  CR16  0  -0.277   1.4238   2.5895  -0.4080
 O6M  C5   C  CR6   0   0.217   0.7561   1.6741   0.3790
 O6M  N1   N  NC1   0  -0.821  -0.4142   2.0400   1.0871
 O6M  S1   S  S     0   1.376  -1.8662   2.0146   0.2852
 O6M  O1   O  OS    0  -0.639  -2.8731   2.3541   1.2715
 O6M  O2   O  OS    0  -0.630  -1.7065   2.8003  -0.9211
 O6M  C6   C  CR6   0  -0.204  -2.0813   0.3237  -0.2077
 O6M  C7   C  CR16  0  -0.204  -1.5039  -0.1136  -1.3943
 O6M  C8   C  CR16  0  -0.228  -1.5709  -1.4582  -1.7256
 O6M  C9   C  CR16  0  -0.216  -2.2170  -2.3523  -0.8891
 O6M  N2   N  NS    0  -0.237  -4.0360  -3.5543   1.8315
 O6M  C13  C  CR56  0   0.391   1.2633   0.3706   0.4074
 O6M  N3   N  NR15  0  -0.684   0.8151  -0.7331   1.0822
 O6M  N4   N  NS    0  -0.264   4.4063  -2.9726  -0.9676
 O6M  C17  C  CR56  0   0.127   2.3963  -0.0050  -0.3338
 O6M  H1   H  HCR6  0   0.314  -3.1932  -0.2054   1.5636
 O6M  H2   H  HCR5  0   0.321   1.4160  -2.7589   1.2493
 O6M  H3   H  HCH3  0   0.252   4.0399  -0.2105  -2.6748
 O6M  H4   H  HCH3  0   0.260   4.6559   1.4270  -2.4799
 O6M  H5   H  HCH3  0   0.251   5.0706   0.1803  -1.3075
 O6M  H6   H  HCR6  0   0.257   3.0404   2.9720  -1.7562
 O6M  H7   H  HCR6  0   0.270   1.0675   3.6096  -0.4487
 O6M  H8   H  HNC1  0   0.426  -0.4860   1.7620   2.0604
 O6M  H9   H  HCR6  0   0.306  -1.0036   0.5786  -2.0578
 O6M  H10  H  HCR6  0   0.294  -1.1186  -1.8085  -2.6423
 O6M  H11  H  HCR6  0   0.300  -2.2710  -3.4009  -1.1472
 O6M  H12  H  HNR5  0   0.423   0.0438  -0.7603   1.7293
 O6M  C1   C  CH3   0  -0.756   4.2691   0.5639  -1.9408

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
 O6M  N2   C11  triple    1.151  0.020  1.151
 O6M  C11  C10  single    1.428  0.020  1.428
 O6M  C10  C9   aromatic  1.395  0.020  1.395
 O6M  C10  C12  aromatic  1.392  0.020  1.392
 O6M  C9   C8   aromatic  1.384  0.020  1.384
 O6M  C12  C6   aromatic  1.385  0.020  1.385
 O6M  C8   C7   aromatic  1.386  0.020  1.386
 O6M  C6   C7   aromatic  1.390  0.020  1.390
 O6M  C6   S1   single    1.774  0.020  1.774
 O6M  O2   S1   double    1.448  0.020  1.448
 O6M  O1   S1   double    1.450  0.020  1.450
 O6M  S1   N1   single    1.659  0.020  1.659
 O6M  N1   C5   single    1.416  0.020  1.416
 O6M  C4   C5   aromatic  1.380  0.020  1.380
 O6M  C4   C3   aromatic  1.400  0.020  1.400
 O6M  C5   C13  aromatic  1.399  0.020  1.399
 O6M  C3   C2   aromatic  1.384  0.020  1.384
 O6M  C13  N3   aromatic  1.369  0.020  1.369
 O6M  C13  C17  aromatic  1.405  0.020  1.405
 O6M  C2   C17  aromatic  1.403  0.020  1.403
 O6M  C2   C1   single    1.497  0.020  1.497
 O6M  N3   C14  aromatic  1.347  0.020  1.347
 O6M  C17  C15  aromatic  1.439  0.020  1.439
 O6M  C14  C15  aromatic  1.375  0.020  1.375
 O6M  C15  C16  single    1.409  0.020  1.409
 O6M  C16  N4   triple    1.155  0.020  1.155
 O6M  C12  H1   single    0.930  0.020  1.080
 O6M  C14  H2   single    0.930  0.020  1.080
 O6M  C1   H3   single    0.970  0.020  1.090
 O6M  C1   H4   single    0.970  0.020  1.090
 O6M  C1   H5   single    0.970  0.020  1.090
 O6M  C3   H6   single    0.930  0.020  1.080
 O6M  C4   H7   single    0.930  0.020  1.080
 O6M  N1   H8   single    0.890  0.020  1.040
 O6M  C7   H9   single    0.930  0.020  1.080
 O6M  C8   H10  single    0.930  0.020  1.080
 O6M  C9   H11  single    0.930  0.020  1.080
 O6M  N3   H12  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
 O6M  C9   C10  C12  120.87  3.000
 O6M  C12  C10  C11  119.43  3.000
 O6M  C9   C10  C11  119.70  3.000
 O6M  N2   C11  C10  180.00  3.000
 O6M  H1   C12  C6   121.54  3.000
 O6M  H1   C12  C10  120.16  3.000
 O6M  C6   C12  C10  118.30  3.000
 O6M  H2   C14  N3   121.49  3.000
 O6M  H2   C14  C15  129.44  3.000
 O6M  N3   C14  C15  109.07  3.000
 O6M  C17  C15  C16  128.43  3.000
 O6M  C16  C15  C14  124.33  3.000
 O6M  C17  C15  C14  107.24  3.000
 O6M  N4   C16  C15  180.00  3.000
 O6M  C17  C2   C3   116.87  3.000
 O6M  C17  C2   C1   121.69  3.000
 O6M  C3   C2   C1   121.45  3.000
 O6M  H6   C3   C4   118.50  3.000
 O6M  H6   C3   C2   118.98  3.000
 O6M  C4   C3   C2   122.52  3.000
 O6M  H7   C4   C5   119.21  3.000
 O6M  H7   C4   C3   119.65  3.000
 O6M  C5   C4   C3   121.14  3.000
 O6M  C13  C5   N1   122.02  3.000
 O6M  C13  C5   C4   117.03  3.000
 O6M  N1   C5   C4   120.92  3.000
 O6M  H8   N1   S1   113.42  3.000
 O6M  H8   N1   C5   117.86  3.000
 O6M  S1   N1   C5   118.54  3.000
 O6M  C6   S1   O2   107.39  3.000
 O6M  O2   S1   O1   121.07  3.000
 O6M  C6   S1   O1   109.15  3.000
 O6M  O1   S1   N1   105.99  3.000
 O6M  O2   S1   N1   107.32  3.000
 O6M  C6   S1   N1   104.77  3.000
 O6M  C7   C6   S1   119.11  3.000
 O6M  S1   C6   C12  119.12  3.000
 O6M  C7   C6   C12  121.61  3.000
 O6M  H9   C7   C8   119.77  3.000
 O6M  H9   C7   C6   120.96  3.000
 O6M  C8   C7   C6   119.27  3.000
 O6M  H10  C8   C9   119.90  3.000
 O6M  H10  C8   C7   119.80  3.000
 O6M  C9   C8   C7   120.30  3.000
 O6M  H11  C9   C8   120.35  3.000
 O6M  H11  C9   C10  120.01  3.000
 O6M  C8   C9   C10  119.64  3.000
 O6M  C17  C13  N3   107.97  3.000
 O6M  C17  C13  C5   122.05  3.000
 O6M  N3   C13  C5   129.98  3.000
 O6M  H12  N3   C13  126.10  3.000
 O6M  H12  N3   C14  123.76  3.000
 O6M  C13  N3   C14  110.07  3.000
 O6M  C13  C17  C2   120.39  3.000
 O6M  C2   C17  C15  133.96  3.000
 O6M  C13  C17  C15  105.65  3.000
 O6M  H5   C1   H4   107.77  3.000
 O6M  H5   C1   H3   107.16  3.000
 O6M  H4   C1   H3   107.71  3.000
 O6M  H5   C1   C2   111.54  3.000
 O6M  H4   C1   C2   110.92  3.000
 O6M  H3   C1   C2   111.55  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
 O6M  CONST_01  C7   C8   C9   C10     0.00   0.0  0
 O6M  CONST_02  C7   C6   C12  C10     0.00   0.0  0
 O6M  CONST_03  C8   C9   C10  C12     0.00   0.0  0
 O6M  CONST_04  C8   C7   C6   C12     0.00   0.0  0
 O6M  CONST_05  C5   C13  N3   C14   180.00   0.0  0
 O6M  CONST_06  C17  C13  N3   C14     0.00   0.0  0
 O6M  CONST_07  C13  C17  C15  C14     0.00   0.0  0
 O6M  CONST_08  C2   C17  C15  C14   180.00   0.0  0
 O6M  CONST_09  C5   C13  C17  C15   180.00   0.0  0
 O6M  CONST_10  N3   C13  C17  C15     0.00   0.0  0
 O6M  CONST_11  C3   C2   C17  C15   180.00   0.0  0
 O6M  CONST_12  C13  N3   C14  C15     0.00   0.0  0
 O6M  CONST_13  C5   C4   C3   C2      0.00   0.0  0
 O6M  CONST_14  C5   C13  C17  C2      0.00   0.0  0
 O6M  CONST_15  N3   C13  C17  C2    180.00   0.0  0
 O6M  CONST_16  C13  C5   C4   C3      0.00   0.0  0
 O6M  CONST_17  C13  C17  C2   C3      0.00   0.0  0
 O6M  CONST_18  N3   C13  C5   C4    180.00   0.0  0
 O6M  CONST_19  C17  C13  C5   C4      0.00   0.0  0
 O6M  CONST_20  C17  C2   C3   C4      0.00   0.0  0
 O6M  CONST_21  C9   C10  C12  C6      0.00   0.0  0
 O6M  CONST_22  C9   C8   C7   C6      0.00   0.0  0
 O6M  CONST_23  C17  C15  C14  N3      0.00   0.0  0
 O6M  CONST_24  S1   C6   C12  C10   180.00   0.0  0
 O6M  CONST_25  C8   C9   C10  C11   180.00   0.0  0
 O6M  CONST_26  C6   C12  C10  C11   180.00   0.0  0
 O6M  CONST_27  C1   C2   C17  C15     0.00   0.0  0
 O6M  CONST_28  C13  C17  C15  C16   180.00   0.0  0
 O6M  CONST_29  C2   C17  C15  C16     0.00   0.0  0
 O6M  CONST_30  N3   C14  C15  C16   180.00   0.0  0
 O6M  CONST_31  C4   C3   C2   C1    180.00   0.0  0
 O6M  CONST_32  C13  C17  C2   C1    180.00   0.0  0
 O6M  CONST_33  N1   C5   C4   C3    180.00   0.0  0
 O6M  CONST_34  N3   C13  C5   N1      0.00   0.0  0
 O6M  CONST_35  C17  C13  C5   N1    180.00   0.0  0
 O6M  CONST_36  C8   C7   C6   S1    180.00   0.0  0
 O6M  CONST_37  H10  C8   C9   C10   180.00   0.0  0
 O6M  CONST_38  H11  C9   C10  C12   180.00   0.0  0
 O6M  CONST_39  H9   C7   C6   C12   180.00   0.0  0
 O6M  CONST_40  H12  N3   C14  C15   180.00   0.0  0
 O6M  CONST_41  H7   C4   C3   C2    180.00   0.0  0
 O6M  CONST_42  H6   C3   C4   C5    180.00   0.0  0
 O6M  CONST_43  H1   C12  C6   C7    180.00   0.0  0
 O6M  CONST_44  H2   C14  N3   C13   180.00   0.0  0
 O6M  Var_01    O2   S1   C6   C12  -155.78  30.0  2
 O6M  Var_02    C6   S1   N1   C5     61.38  30.0  1
 O6M  Var_03    H3   C1   C2   C3   -118.96  30.0  2

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
 O6M  plan-1  C10  0.020
 O6M  plan-1  C11  0.020
 O6M  plan-1  C12  0.020
 O6M  plan-1  S1   0.020
 O6M  plan-1  C6   0.020
 O6M  plan-1  C7   0.020
 O6M  plan-1  C8   0.020
 O6M  plan-1  C9   0.020
 O6M  plan-1  N2   0.020
 O6M  plan-1  H1   0.020
 O6M  plan-1  H9   0.020
 O6M  plan-1  H10  0.020
 O6M  plan-1  H11  0.020
 O6M  plan-2  C14  0.020
 O6M  plan-2  C15  0.020
 O6M  plan-2  C16  0.020
 O6M  plan-2  C2   0.020
 O6M  plan-2  C3   0.020
 O6M  plan-2  C4   0.020
 O6M  plan-2  C5   0.020
 O6M  plan-2  N1   0.020
 O6M  plan-2  C13  0.020
 O6M  plan-2  N3   0.020
 O6M  plan-2  N4   0.020
 O6M  plan-2  C17  0.020
 O6M  plan-2  H2   0.020
 O6M  plan-2  H6   0.020
 O6M  plan-2  H7   0.020
 O6M  plan-2  H12  0.020
 O6M  plan-2  C1   0.020
 O6M  plan-3  C5   0.020
 O6M  plan-3  N1   0.020
 O6M  plan-3  S1   0.020
 O6M  plan-3  H8   0.020

