# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 23:14:33 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: N-methyl-4-{[(Z)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]amino}benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[S](=O)(=O)c1ccc(N\C=C2/C(=O)Nc3ccccc23)cc1
#
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
 LS1  LS1  N-methyl-4-{[(Z)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]amino}benzenesulfonamide  ligand  38  23  .  2021-08-12  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LS1
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
 LS1  N1    N  NR15  0  -0.766  -1.5350  -0.3246  -4.8524
 LS1  C2    C  CR5   0   0.535  -1.6055  -0.2903  -3.4884
 LS1  C3    C  CR5   0  -0.183  -0.2414  -0.0216  -3.0185
 LS1  C4    C  CR16  0  -0.393   1.9462   0.3356  -4.3972
 LS1  C5    C  CR16  0  -0.262   2.4367   0.3836  -5.6991
 LS1  C6    C  CR16  0  -0.278   1.5886   0.1911  -6.7853
 LS1  C7    C  CR16  0  -0.302   0.2300  -0.0554  -6.6017
 LS1  C8    C  CR56  0   0.375  -0.2434  -0.1005  -5.3046
 LS1  C9    C  CR56  0   0.070   0.5966   0.0925  -4.1965
 LS1  O11   O  O     0  -0.489  -2.6202  -0.4529  -2.8172
 LS1  C12   C  C1    0   0.015   0.1104   0.0942  -1.7123
 LS1  N17   N  NH1   0  -0.731  -0.7496  -0.0235  -0.6861
 LS1  C20   C  CR6   0   0.432  -0.4634   0.0920   0.6621
 LS1  C21   C  CR16  0  -0.342  -1.5280  -0.0247   1.5629
 LS1  C22   C  CR16  0  -0.218  -1.3142   0.0880   2.9199
 LS1  C23   C  CR6   0  -0.234  -0.0281   0.3187   3.3983
 LS1  C24   C  CR16  0  -0.221   1.0366   0.4313   2.5144
 LS1  C25   C  CR16  0  -0.319   0.8239   0.3190   1.1526
 LS1  S30   S  S     0   1.368   0.2419   0.4220   5.1400
 LS1  O31   O  OS    0  -0.660  -0.9272   1.0358   5.7487
 LS1  O32   O  OS    0  -0.658   1.5600   0.9988   5.3485
 LS1  N33   N  NC1   0  -0.708   0.2978  -1.1181   5.7145
 LS1  C35   C  CH3   0  -0.528   1.3387  -2.0068   5.2166
 LS1  H1N   H  HNR5  0   0.410  -2.3300  -0.4967  -5.4483
 LS1  H41   H  HCR6  0   0.247   2.6157   0.4846  -3.5589
 LS1  H51   H  HCR6  0   0.253   3.4892   0.5699  -5.8671
 LS1  H61   H  HCR6  0   0.256   1.9868   0.2330  -7.7907
 LS1  H71   H  HCR6  0   0.265  -0.4293  -0.2064  -7.4467
 LS1  H121  H  H     0   0.301   1.1426   0.2982  -1.4598
 LS1  H17N  H  HNH1  0   0.427  -1.7146  -0.2103  -0.9377
 LS1  H211  H  HCR6  0   0.286  -2.5308  -0.1995   1.1940
 LS1  H221  H  HCR6  0   0.290  -2.1546   0.0015   3.5955
 LS1  H241  H  HCR6  0   0.290   2.0398   0.6137   2.8738
 LS1  H251  H  HCR6  0   0.291   1.6754   0.4114   0.4935
 LS1  H33N  H  HNC1  0   0.414  -0.6229  -1.5411   5.7507
 LS1  H351  H  HCH3  0   0.271   1.2119  -2.9678   5.7083
 LS1  H352  H  HCH3  0   0.237   1.2946  -2.1665   4.1358
 LS1  H353  H  HCH3  0   0.259   2.3202  -1.6212   5.4802

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
 LS1  N1   C2    single    1.366  0.020  1.366
 LS1  N1   C8    single    1.387  0.020  1.387
 LS1  N1   H1N   single    0.860  0.020  1.020
 LS1  C2   C3    single    1.467  0.020  1.467
 LS1  C2   O11   double    1.227  0.020  1.227
 LS1  C3   C9    single    1.450  0.020  1.450
 LS1  C3   C12   double    1.358  0.020  1.358
 LS1  C4   C5    aromatic  1.392  0.020  1.392
 LS1  C4   C9    aromatic  1.386  0.020  1.386
 LS1  C4   H41   single    0.930  0.020  1.080
 LS1  C5   C6    aromatic  1.392  0.020  1.392
 LS1  C5   H51   single    0.930  0.020  1.080
 LS1  C6   C7    aromatic  1.393  0.020  1.393
 LS1  C6   H61   single    0.930  0.020  1.080
 LS1  C7   C8    aromatic  1.381  0.020  1.381
 LS1  C7   H71   single    0.930  0.020  1.080
 LS1  C8   C9    aromatic  1.404  0.020  1.404
 LS1  C12  N17   single    1.344  0.020  1.344
 LS1  C12  H121  single    0.930  0.020  1.080
 LS1  N17  C20   single    1.383  0.020  1.383
 LS1  N17  H17N  single    0.860  0.020  1.020
 LS1  C20  C21   aromatic  1.399  0.020  1.399
 LS1  C20  C25   aromatic  1.396  0.020  1.396
 LS1  C21  C22   aromatic  1.378  0.020  1.378
 LS1  C21  H211  single    0.930  0.020  1.080
 LS1  C22  C23   aromatic  1.391  0.020  1.391
 LS1  C22  H221  single    0.930  0.020  1.080
 LS1  C23  C24   aromatic  1.388  0.020  1.388
 LS1  C23  S30   single    1.766  0.020  1.766
 LS1  C24  C25   aromatic  1.383  0.020  1.383
 LS1  C24  H241  single    0.930  0.020  1.080
 LS1  C25  H251  single    0.930  0.020  1.080
 LS1  S30  O31   double    1.454  0.020  1.454
 LS1  S30  O32   double    1.454  0.020  1.454
 LS1  S30  N33   single    1.645  0.020  1.645
 LS1  N33  C35   single    1.457  0.020  1.457
 LS1  N33  H33N  single    0.890  0.020  1.040
 LS1  C35  H351  single    0.970  0.020  1.090
 LS1  C35  H352  single    0.970  0.020  1.090
 LS1  C35  H353  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
 LS1  H1N   N1   C8    124.69  3.000
 LS1  H1N   N1   C2    123.62  3.000
 LS1  C8    N1   C2    111.69  3.000
 LS1  O11   C2   C3    128.14  3.000
 LS1  O11   C2   N1    125.82  3.000
 LS1  C3    C2   N1    106.04  3.000
 LS1  C12   C3   C9    128.68  3.000
 LS1  C12   C3   C2    124.37  3.000
 LS1  C9    C3   C2    106.95  3.000
 LS1  H41   C4   C9    120.93  3.000
 LS1  H41   C4   C5    120.09  3.000
 LS1  C9    C4   C5    118.98  3.000
 LS1  H51   C5   C6    119.71  3.000
 LS1  H51   C5   C4    119.60  3.000
 LS1  C6    C5   C4    120.70  3.000
 LS1  H61   C6   C7    119.23  3.000
 LS1  H61   C6   C5    119.70  3.000
 LS1  C7    C6   C5    121.07  3.000
 LS1  H71   C7   C8    121.31  3.000
 LS1  H71   C7   C6    121.06  3.000
 LS1  C8    C7   C6    117.63  3.000
 LS1  C9    C8   C7    122.11  3.000
 LS1  C9    C8   N1    108.79  3.000
 LS1  C7    C8   N1    129.10  3.000
 LS1  C8    C9   C4    119.50  3.000
 LS1  C8    C9   C3    106.53  3.000
 LS1  C4    C9   C3    133.96  3.000
 LS1  H121  C12  N17   116.66  3.000
 LS1  H121  C12  C3    119.20  3.000
 LS1  N17   C12  C3    124.14  3.000
 LS1  H17N  N17  C20   117.00  3.000
 LS1  H17N  N17  C12   115.81  3.000
 LS1  C20   N17  C12   127.19  3.000
 LS1  C25   C20  C21   119.26  3.000
 LS1  C25   C20  N17   123.15  3.000
 LS1  C21   C20  N17   117.58  3.000
 LS1  H211  C21  C22   119.49  3.000
 LS1  H211  C21  C20   119.91  3.000
 LS1  C22   C21  C20   120.59  3.000
 LS1  H221  C22  C23   121.11  3.000
 LS1  H221  C22  C21   119.20  3.000
 LS1  C23   C22  C21   119.69  3.000
 LS1  S30   C23  C24   120.40  3.000
 LS1  S30   C23  C22   119.35  3.000
 LS1  C24   C23  C22   120.23  3.000
 LS1  H241  C24  C25   118.94  3.000
 LS1  H241  C24  C23   120.91  3.000
 LS1  C25   C24  C23   120.15  3.000
 LS1  H251  C25  C24   118.19  3.000
 LS1  H251  C25  C20   121.74  3.000
 LS1  C24   C25  C20   120.07  3.000
 LS1  N33   S30  O32   106.89  3.000
 LS1  N33   S30  O31   106.05  3.000
 LS1  O32   S30  O31   120.09  3.000
 LS1  N33   S30  C23   107.16  3.000
 LS1  O32   S30  C23   107.66  3.000
 LS1  O31   S30  C23   108.35  3.000
 LS1  H33N  N33  C35   113.99  3.000
 LS1  H33N  N33  S30   111.86  3.000
 LS1  C35   N33  S30   118.44  3.000
 LS1  H353  C35  H352  109.15  3.000
 LS1  H353  C35  H351  108.02  3.000
 LS1  H352  C35  H351  108.26  3.000
 LS1  H353  C35  N33   110.24  3.000
 LS1  H352  C35  N33   113.46  3.000
 LS1  H351  C35  N33   107.54  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
 LS1  CONST_01  C7    C6   C5   C4     0.00   0.0  0
 LS1  CONST_02  C7    C8   C9   C4     0.00   0.0  0
 LS1  CONST_03  C8    C9   C4   C5     0.00   0.0  0
 LS1  CONST_04  C8    C7   C6   C5     0.00   0.0  0
 LS1  CONST_05  C9    C4   C5   C6     0.00   0.0  0
 LS1  CONST_06  C9    C8   C7   C6     0.00   0.0  0
 LS1  CONST_07  C23   C22  C21  C20    0.00   0.0  0
 LS1  CONST_08  C23   C24  C25  C20    0.00   0.0  0
 LS1  CONST_09  C24   C25  C20  C21    0.00   0.0  0
 LS1  CONST_10  C24   C23  C22  C21    0.00   0.0  0
 LS1  CONST_11  C25   C20  C21  C22    0.00   0.0  0
 LS1  CONST_12  C25   C24  C23  C22    0.00   0.0  0
 LS1  CONST_13  C8    N1   C2   C3     0.00   0.0  0
 LS1  CONST_14  C22   C21  C20  N17  180.00   0.0  0
 LS1  CONST_15  C24   C25  C20  N17  180.00   0.0  0
 LS1  CONST_16  S30   C23  C22  C21  180.00   0.0  0
 LS1  CONST_17  S30   C23  C24  C25  180.00   0.0  0
 LS1  CONST_18  O11   C2   N1   C8   180.00   0.0  0
 LS1  CONST_19  H71   C7   C8   N1     0.00   0.0  0
 LS1  CONST_20  H41   C4   C9   C3     0.00   0.0  0
 LS1  CONST_21  H61   C6   C5   C4   180.00   0.0  0
 LS1  CONST_22  H51   C5   C6   C7   180.00   0.0  0
 LS1  CONST_23  H221  C22  C21  C20  180.00   0.0  0
 LS1  CONST_24  H241  C24  C25  C20  180.00   0.0  0
 LS1  CONST_25  H251  C25  C20  C21  180.00   0.0  0
 LS1  CONST_26  H211  C21  C22  C23  180.00   0.0  0
 LS1  CONST_27  H1N   N1   C2   C3   180.00   0.0  0
 LS1  CONST_28  C20   N17  C12  C3   180.00   0.0  0
 LS1  CONST_29  C21   C20  N17  C12  180.00   0.0  0
 LS1  CONST_30  C25   C20  N17  C12    0.00   0.0  0
 LS1  CONST_31  H17N  N17  C20  C21    0.00   0.0  0
 LS1  CONST_32  H121  C12  N17  C20    0.00   0.0  0
 LS1  Var_01    N17   C12  C3   C2     0.01  30.0  2
 LS1  Var_02    O31   S30  C23  C22  -34.29  30.0  2
 LS1  Var_03    C35   N33  S30  C23   61.25  30.0  3
 LS1  Var_04    H351  C35  N33  S30  179.99  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
 LS1  plan-1  N17   0.020
 LS1  plan-1  C20   0.020
 LS1  plan-1  C21   0.020
 LS1  plan-1  C22   0.020
 LS1  plan-1  C23   0.020
 LS1  plan-1  C24   0.020
 LS1  plan-1  C25   0.020
 LS1  plan-1  S30   0.020
 LS1  plan-1  H211  0.020
 LS1  plan-1  H221  0.020
 LS1  plan-1  H241  0.020
 LS1  plan-1  H251  0.020
 LS1  plan-2  N1    0.020
 LS1  plan-2  C2    0.020
 LS1  plan-2  C3    0.020
 LS1  plan-2  C4    0.020
 LS1  plan-2  C5    0.020
 LS1  plan-2  C6    0.020
 LS1  plan-2  C7    0.020
 LS1  plan-2  C8    0.020
 LS1  plan-2  C9    0.020
 LS1  plan-2  O11   0.020
 LS1  plan-2  C12   0.020
 LS1  plan-2  H1N   0.020
 LS1  plan-2  H41   0.020
 LS1  plan-2  H51   0.020
 LS1  plan-2  H61   0.020
 LS1  plan-2  H71   0.020
 LS1  plan-3  C12   0.020
 LS1  plan-3  N17   0.020
 LS1  plan-3  C20   0.020
 LS1  plan-3  H17N  0.020

