# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 18:22:06 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: N-(2-aminoethyl)-5-(2-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)thiophene-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c2nccc(c3sc(cc3)[S](=O)(=O)NCCN)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
 IE6  IE6  N-(2-aminoethyl)-5-(2-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)thiophene-2-sulfonamide  ligand  38  22  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_IE6
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
 IE6  C12   C  CR15  0  -0.217   0.0451  -0.7703  -2.4255
 IE6  C13   C  CR15  0  -0.133  -1.2824  -0.2957  -2.4521
 IE6  C06   C  CR16  0  -0.424   2.6596  -1.9539  -1.4670
 IE6  C03   C  CR15  0  -0.531   2.7385   1.1116   0.7596
 IE6  C07   C  CR16  0  -0.082   3.9620  -2.3205  -1.1405
 IE6  C04   C  CR56  0  -0.002   2.8697  -0.0793  -0.0164
 IE6  C05   C  CR6   0   0.210   2.0781  -0.8163  -0.9076
 IE6  C11   C  CR5   0  -0.237   0.7116  -0.4541  -1.2667
 IE6  C02   C  CR5   0   0.373   3.9187   1.2901   1.4306
 IE6  C09   C  CR56  0   0.458   4.1765  -0.5740   0.2301
 IE6  C14   C  CR5   0  -0.443  -1.6005   0.3795  -1.3095
 IE6  C01   C  CH3   0  -0.737   4.3162   2.3640   2.3743
 IE6  C20   C  CH2   0  -0.293  -3.5894  -0.6416   1.1093
 IE6  C21   C  CH2   0  -0.289  -4.7631  -1.3195   1.8010
 IE6  N08   N  N     0  -0.424   4.7331  -1.6486  -0.2945
 IE6  N10   N  NR15  0  -0.700   4.7759   0.2730   1.1098
 IE6  N19   N  NC1   0  -0.721  -4.0425  -0.0622  -0.1512
 IE6  N22   N  NH2   0  -0.801  -4.3019  -1.9524   3.0233
 IE6  O17   O  OS    0  -0.653  -2.8620   2.1175   0.0872
 IE6  O18   O  OS    0  -0.645  -3.8322   1.3955  -2.1374
 IE6  S15   S  S2    0   0.304  -0.2992   0.4417  -0.1983
 IE6  S16   S  S     0   1.382  -3.1474   1.0888  -0.8964
 IE6  H12   H  HCR5  0   0.282   0.5020  -1.3078  -3.2438
 IE6  H13   H  HCR5  0   0.297  -1.9627  -0.4371  -3.2794
 IE6  H06   H  HCR6  0   0.266   2.0974  -2.5813  -2.1447
 IE6  H07   H  HCR6  0   0.260   4.3918  -3.2101  -1.5851
 IE6  H03   H  HCR5  0   0.255   1.8971   1.7819   0.8250
 IE6  H011  H  HCH3  0   0.260   4.5176   1.9622   3.3688
 IE6  H012  H  HCH3  0   0.259   5.2214   2.8726   2.0388
 IE6  H013  H  HCH3  0   0.260   3.5241   3.1039   2.4631
 IE6  H10   H  HNR5  0   0.412   5.7155   0.1681   1.4578
 IE6  H201  H  HCH2  0   0.261  -3.2070   0.1528   1.7489
 IE6  H202  H  HCH2  0   0.239  -2.7805  -1.3636   0.9487
 IE6  H211  H  HCH2  0   0.236  -5.5052  -0.5600   2.0520
 IE6  H212  H  HCH2  0   0.205  -5.2467  -2.0116   1.0970
 IE6  H19   H  HNC1  0   0.413  -4.4079  -0.7419  -0.8103
 IE6  H221  H  HNH2  0   0.356  -5.0996  -2.2704   3.5572
 IE6  H222  H  HNH2  0   0.345  -3.7748  -2.7855   2.7937

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
 IE6  C12  C13   aromatic  1.410  0.020  1.410
 IE6  C12  C11   aromatic  1.374  0.020  1.374
 IE6  C13  C14   aromatic  1.365  0.020  1.365
 IE6  C06  C07   aromatic  1.392  0.020  1.392
 IE6  C06  C05   aromatic  1.395  0.020  1.395
 IE6  C03  C04   aromatic  1.428  0.020  1.428
 IE6  C03  C02   aromatic  1.369  0.020  1.369
 IE6  C07  N08   aromatic  1.327  0.020  1.327
 IE6  C04  C05   aromatic  1.401  0.020  1.401
 IE6  C04  C09   aromatic  1.419  0.020  1.419
 IE6  C05  C11   single    1.459  0.020  1.459
 IE6  C11  S15   aromatic  1.722  0.020  1.722
 IE6  C02  C01   single    1.484  0.020  1.484
 IE6  C02  N10   aromatic  1.368  0.020  1.368
 IE6  C09  N08   aromatic  1.319  0.020  1.319
 IE6  C09  N10   aromatic  1.360  0.020  1.360
 IE6  C14  S15   aromatic  1.712  0.020  1.712
 IE6  C14  S16   single    1.751  0.020  1.751
 IE6  C20  C21   single    1.522  0.020  1.522
 IE6  C20  N19   single    1.459  0.020  1.459
 IE6  C21  N22   single    1.452  0.020  1.452
 IE6  N19  S16   single    1.637  0.020  1.637
 IE6  O17  S16   double    1.452  0.020  1.452
 IE6  O18  S16   double    1.450  0.020  1.450
 IE6  C12  H12   single    0.930  0.020  1.080
 IE6  C13  H13   single    0.930  0.020  1.080
 IE6  C06  H06   single    0.930  0.020  1.080
 IE6  C07  H07   single    0.930  0.020  1.080
 IE6  C03  H03   single    0.930  0.020  1.080
 IE6  C01  H011  single    0.970  0.020  1.090
 IE6  C01  H012  single    0.970  0.020  1.090
 IE6  C01  H013  single    0.970  0.020  1.090
 IE6  N10  H10   single    0.860  0.020  1.020
 IE6  C20  H201  single    0.970  0.020  1.090
 IE6  C20  H202  single    0.970  0.020  1.090
 IE6  C21  H211  single    0.970  0.020  1.090
 IE6  C21  H212  single    0.970  0.020  1.090
 IE6  N19  H19   single    0.890  0.020  1.040
 IE6  N22  H221  single    0.890  0.020  1.040
 IE6  N22  H222  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
 IE6  H12   C12  C11   123.24  3.000
 IE6  H12   C12  C13   123.46  3.000
 IE6  C11   C12  C13   113.28  3.000
 IE6  H13   C13  C14   123.99  3.000
 IE6  H13   C13  C12   124.27  3.000
 IE6  C14   C13  C12   111.73  3.000
 IE6  H06   C06  C05   120.53  3.000
 IE6  H06   C06  C07   118.73  3.000
 IE6  C05   C06  C07   120.72  3.000
 IE6  H03   C03  C02   124.21  3.000
 IE6  H03   C03  C04   128.57  3.000
 IE6  C02   C03  C04   107.21  3.000
 IE6  H07   C07  N08   116.53  3.000
 IE6  H07   C07  C06   119.42  3.000
 IE6  N08   C07  C06   124.04  3.000
 IE6  C09   C04  C05   116.58  3.000
 IE6  C09   C04  C03   106.32  3.000
 IE6  C05   C04  C03   137.10  3.000
 IE6  C11   C05  C04   123.72  3.000
 IE6  C11   C05  C06   119.64  3.000
 IE6  C04   C05  C06   116.65  3.000
 IE6  S15   C11  C05   121.76  3.000
 IE6  S15   C11  C12   111.00  3.000
 IE6  C05   C11  C12   127.23  3.000
 IE6  N10   C02  C01   121.28  3.000
 IE6  N10   C02  C03   109.16  3.000
 IE6  C01   C02  C03   129.56  3.000
 IE6  N10   C09  N08   125.35  3.000
 IE6  N10   C09  C04   107.53  3.000
 IE6  N08   C09  C04   127.12  3.000
 IE6  S16   C14  S15   120.23  3.000
 IE6  S16   C14  C13   127.14  3.000
 IE6  S15   C14  C13   112.59  3.000
 IE6  H013  C01  H012  108.19  3.000
 IE6  H013  C01  H011  108.09  3.000
 IE6  H012  C01  H011  107.38  3.000
 IE6  H013  C01  C02   110.44  3.000
 IE6  H012  C01  C02   111.35  3.000
 IE6  H011  C01  C02   111.26  3.000
 IE6  H202  C20  H201  107.90  3.000
 IE6  H202  C20  N19   111.35  3.000
 IE6  H201  C20  N19   109.06  3.000
 IE6  H202  C20  C21   110.02  3.000
 IE6  H201  C20  C21   109.19  3.000
 IE6  N19   C20  C21   109.27  3.000
 IE6  H212  C21  H211  106.65  3.000
 IE6  H212  C21  N22   113.86  3.000
 IE6  H211  C21  N22   109.02  3.000
 IE6  H212  C21  C20   109.18  3.000
 IE6  H211  C21  C20   108.60  3.000
 IE6  N22   C21  C20   109.38  3.000
 IE6  C09   N08  C07   114.89  3.000
 IE6  H10   N10  C09   124.71  3.000
 IE6  H10   N10  C02   125.50  3.000
 IE6  C09   N10  C02   109.78  3.000
 IE6  H19   N19  S16   111.84  3.000
 IE6  H19   N19  C20   114.00  3.000
 IE6  S16   N19  C20   120.16  3.000
 IE6  H222  N22  H221  105.77  3.000
 IE6  H222  N22  C21   109.47  3.000
 IE6  H221  N22  C21   109.33  3.000
 IE6  C14   S15  C11    91.41  3.000
 IE6  O18   S16  O17   121.52  3.000
 IE6  O18   S16  N19   106.26  3.000
 IE6  O17   S16  N19   107.29  3.000
 IE6  O18   S16  C14   107.51  3.000
 IE6  O17   S16  C14   105.85  3.000
 IE6  N19   S16  C14   107.79  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
 IE6  CONST_01  S15   C14  C13  C12    0.00   0.0  0
 IE6  CONST_04  C14   S15  C11  C12    0.00   0.0  0
 IE6  CONST_05  C05   C11  C12  C13  180.00   0.0  0
 IE6  CONST_06  S15   C11  C12  C13    0.00   0.0  0
 IE6  CONST_07  C11   S15  C14  C13    0.00   0.0  0
 IE6  CONST_08  C09   N08  C07  C06    0.00   0.0  0
 IE6  CONST_09  C03   C04  C05  C06  180.00   0.0  0
 IE6  CONST_10  C09   C04  C05  C06    0.00   0.0  0
 IE6  CONST_12  C11   C05  C04  C03    0.00   0.0  0
 IE6  CONST_13  N08   C09  C04  C03  180.00   0.0  0
 IE6  CONST_14  N10   C09  C04  C03    0.00   0.0  0
 IE6  CONST_15  C09   N10  C02  C03    0.00   0.0  0
 IE6  CONST_16  C04   C05  C06  C07    0.00   0.0  0
 IE6  CONST_17  C11   C05  C06  C07  180.00   0.0  0
 IE6  CONST_18  C04   C09  N08  C07    0.00   0.0  0
 IE6  CONST_19  N10   C09  N08  C07  180.00   0.0  0
 IE6  CONST_20  N10   C02  C03  C04    0.00   0.0  0
 IE6  CONST_22  C02   N10  C09  C04    0.00   0.0  0
 IE6  CONST_23  N08   C07  C06  C05    0.00   0.0  0
 IE6  CONST_24  C02   C03  C04  C05  180.00   0.0  0
 IE6  CONST_25  N08   C09  C04  C05    0.00   0.0  0
 IE6  CONST_26  N10   C09  C04  C05  180.00   0.0  0
 IE6  CONST_27  C14   S15  C11  C05  180.00   0.0  0
 IE6  CONST_28  C14   C13  C12  C11    0.00   0.0  0
 IE6  CONST_29  C09   C04  C05  C11  180.00   0.0  0
 IE6  CONST_30  C09   C04  C03  C02    0.00   0.0  0
 IE6  CONST_31  N08   C09  N10  C02  180.00   0.0  0
 IE6  CONST_32  S16   C14  C13  C12  180.00   0.0  0
 IE6  CONST_33  C01   C02  C03  C04  180.00   0.0  0
 IE6  CONST_34  S16   C14  S15  C11  180.00   0.0  0
 IE6  CONST_35  C01   C02  N10  C09  180.00   0.0  0
 IE6  CONST_36  H10   N10  C02  C03  180.00   0.0  0
 IE6  CONST_37  H06   C06  C05  C04  180.00   0.0  0
 IE6  CONST_38  H07   C07  C06  C05  180.00   0.0  0
 IE6  CONST_39  H03   C03  C04  C05    0.00   0.0  0
 IE6  CONST_40  H12   C12  C11  C05    0.00   0.0  0
 IE6  CONST_41  H13   C13  C12  C11  180.00   0.0  0
 IE6  Var_01    N19   S16  C14  C13   88.21  30.0  2
 IE6  Var_02    H011  C01  C02  C03  117.05  30.0  2
 IE6  Var_03    C20   N19  S16  C14   62.13  30.0  2
 IE6  Var_04    S16   N19  C20  C21  161.91  30.0  3
 IE6  Var_05    N22   C21  C20  N19  177.26  30.0  3
 IE6  Var_06    H221  N22  C21  C20  170.80  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
 IE6  plan-1  C12  0.020
 IE6  plan-1  C13  0.020
 IE6  plan-1  C05  0.020
 IE6  plan-1  C11  0.020
 IE6  plan-1  C14  0.020
 IE6  plan-1  S15  0.020
 IE6  plan-1  S16  0.020
 IE6  plan-1  H12  0.020
 IE6  plan-1  H13  0.020
 IE6  plan-2  C06  0.020
 IE6  plan-2  C03  0.020
 IE6  plan-2  C07  0.020
 IE6  plan-2  C04  0.020
 IE6  plan-2  C05  0.020
 IE6  plan-2  C11  0.020
 IE6  plan-2  C02  0.020
 IE6  plan-2  C09  0.020
 IE6  plan-2  C01  0.020
 IE6  plan-2  N08  0.020
 IE6  plan-2  N10  0.020
 IE6  plan-2  H06  0.020
 IE6  plan-2  H07  0.020
 IE6  plan-2  H03  0.020
 IE6  plan-2  H10  0.020

