# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 13:33:05 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: 2-({[3-(3,4-dihydroisoquinolin-2(1H)-ylsulfonyl)phenyl]carbonyl}amino)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1NC(=O)c2cccc(c2)[S](=O)(=O)N3CCc4ccccc4C3
#
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
 DY6  DY6  '2-({[3-(3,4-dihydroisoquinolin-2(1H)-ylsulfonyl)phenyl]carbonyl}amino)benzoic acid'  ligand  50  31  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DY6
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
 DY6  N1    N  N      0  -0.576  -3.5188  -0.2300  -1.0397
 DY6  S2    S  S      0   1.379  -2.4465  -1.1278  -1.9244
 DY6  C3    C  CH2    0  -0.339  -4.0830  -0.8814   0.1388
 DY6  C4    C  CH2    0  -0.337  -3.1761   1.1720  -0.7907
 DY6  C5    C  CR6    0  -0.178  -1.0023  -1.2987  -0.9101
 DY6  O6    O  OS     0  -0.648  -3.0379  -2.4435  -2.0952
 DY6  O7    O  OS     0  -0.644  -2.0902  -0.3415  -3.0925
 DY6  C8    C  CR6    0   0.052  -5.2070  -0.0619   0.7183
 DY6  C9    C  CH2    0  -0.484  -4.4658   1.9465  -0.5995
 DY6  C10   C  CR16   0  -0.256  -0.0159  -0.3267  -0.9703
 DY6  C11   C  CR16   0  -0.235  -0.9103  -2.3705  -0.0297
 DY6  C12   C  CR6    0   0.076  -5.3807   1.2798   0.3893
 DY6  C13   C  CR16   0  -0.284  -6.0674  -0.6670   1.6320
 DY6  C14   C  CR6    0  -0.025   1.0988  -0.4285  -0.1446
 DY6  C15   C  CR16   0  -0.235   0.1930  -2.4564   0.8033
 DY6  C16   C  CR16   0  -0.298  -6.4240   1.9916   0.9803
 DY6  C17   C  CR16   0  -0.260  -7.0990   0.0485   2.2157
 DY6  C18   C  C      0   0.529   2.1304   0.6575  -0.2370
 DY6  C19   C  CR16   0  -0.273   1.1917  -1.4954   0.7465
 DY6  C20   C  CR16   0  -0.255  -7.2793   1.3874   1.8862
 DY6  N21   N  NH1    0  -0.789   3.3639   0.2877   0.1508
 DY6  O22   O  O      0  -0.472   1.8121   1.7637  -0.6493
 DY6  C23   C  CR6    0   0.354   4.5295   1.0465   0.2441
 DY6  C24   C  CR6    0  -0.229   5.6993   0.3731   0.6632
 DY6  C25   C  CR16   0  -0.320   4.5849   2.4147  -0.0411
 DY6  C26   C  CR16   0  -0.283   6.8795   1.1022   0.7719
 DY6  C27   C  C      0   0.472   5.7417  -1.1123   1.0062
 DY6  C28   C  CR16   0  -0.251   5.7796   3.1058   0.0804
 DY6  C29   C  CR16   0  -0.261   6.9361   2.4559   0.4847
 DY6  O30   O  OC    -1  -0.554   6.8157  -1.5743   1.4071
 DY6  O31   O  O      0  -0.603   4.6772  -1.7747   0.8555
 DY6  H3    H  HCH2   0   0.288  -4.4596  -1.8655  -0.1349
 DY6  H3A   H  HCH2   0   0.259  -3.3160  -1.0240   0.9135
 DY6  H4    H  HCH2   0   0.249  -2.5346   1.2552   0.0954
 DY6  H4A   H  HCH2   0   0.282  -2.6310   1.5815  -1.6383
 DY6  H9    H  HCH2   0   0.262  -4.2269   2.9594  -0.2700
 DY6  H9A   H  HCH2   0   0.262  -4.9711   2.0416  -1.5645
 DY6  H10   H  HCR6   0   0.286  -0.0911   0.4991  -1.6648
 DY6  H11   H  HCR6   0   0.294  -1.6782  -3.1307   0.0105
 DY6  H13   H  HCR6   0   0.252  -5.9254  -1.7110   1.8868
 DY6  H15   H  HCR6   0   0.282   0.2756  -3.2780   1.5011
 DY6  H16   H  HCR6   0   0.251  -6.5613   3.0359   0.7245
 DY6  H17   H  HCR6   0   0.256  -7.7611  -0.4359   2.9216
 DY6  H19   H  HCR6   0   0.269   2.0344  -1.5842   1.4193
 DY6  H20   H  HCR6   0   0.255  -8.0815   1.9574   2.3366
 DY6  HN21  H  HNH1   0   0.447   3.5840  -0.7048   0.3835
 DY6  H25   H  HCR6   0   0.277   3.6994   2.9397  -0.3580
 DY6  H26   H  HCR6   0   0.251   7.7731   0.5845   1.0915
 DY6  H28   H  HCR6   0   0.256   5.7998   4.1646  -0.1450
 DY6  H29   H  HCR6   0   0.250   7.8690   2.9965   0.5767

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
 DY6  C3   N1    single    1.460  0.020  1.460
 DY6  N1   S2    single    1.655  0.020  1.655
 DY6  N1   C4    single    1.465  0.020  1.465
 DY6  C5   S2    single    1.773  0.020  1.773
 DY6  O7   S2    double    1.452  0.020  1.452
 DY6  S2   O6    double    1.453  0.020  1.453
 DY6  C8   C3    single    1.507  0.020  1.507
 DY6  C3   H3    single    0.970  0.020  1.090
 DY6  C3   H3A   single    0.970  0.020  1.090
 DY6  C4   C9    single    1.517  0.020  1.517
 DY6  C4   H4    single    0.970  0.020  1.090
 DY6  C4   H4A   single    0.970  0.020  1.090
 DY6  C10  C5    aromatic  1.386  0.020  1.386
 DY6  C5   C11   aromatic  1.390  0.020  1.390
 DY6  C13  C8    aromatic  1.393  0.020  1.393
 DY6  C8   C12   aromatic  1.392  0.020  1.392
 DY6  C12  C9    single    1.503  0.020  1.503
 DY6  C9   H9    single    0.970  0.020  1.090
 DY6  C9   H9A   single    0.970  0.020  1.090
 DY6  C14  C10   aromatic  1.391  0.020  1.391
 DY6  C10  H10   single    0.930  0.020  1.080
 DY6  C15  C11   aromatic  1.385  0.020  1.385
 DY6  C11  H11   single    0.930  0.020  1.080
 DY6  C16  C12   aromatic  1.394  0.020  1.394
 DY6  C17  C13   aromatic  1.385  0.020  1.385
 DY6  C13  H13   single    0.930  0.020  1.080
 DY6  C18  C14   single    1.501  0.020  1.501
 DY6  C14  C19   aromatic  1.393  0.020  1.393
 DY6  C19  C15   aromatic  1.387  0.020  1.387
 DY6  C15  H15   single    0.930  0.020  1.080
 DY6  C20  C16   aromatic  1.385  0.020  1.385
 DY6  C16  H16   single    0.930  0.020  1.080
 DY6  C17  C20   aromatic  1.391  0.020  1.391
 DY6  C17  H17   single    0.930  0.020  1.080
 DY6  N21  C18   single    1.345  0.020  1.345
 DY6  O22  C18   double    1.223  0.020  1.223
 DY6  C19  H19   single    0.930  0.020  1.080
 DY6  C20  H20   single    0.930  0.020  1.080
 DY6  C23  N21   single    1.394  0.020  1.394
 DY6  N21  HN21  single    0.860  0.020  1.020
 DY6  C24  C23   aromatic  1.413  0.020  1.413
 DY6  C25  C23   aromatic  1.399  0.020  1.399
 DY6  C26  C24   aromatic  1.391  0.020  1.391
 DY6  C24  C27   single    1.525  0.020  1.525
 DY6  C28  C25   aromatic  1.386  0.020  1.386
 DY6  C25  H25   single    0.930  0.020  1.080
 DY6  C29  C26   aromatic  1.385  0.020  1.385
 DY6  C26  H26   single    0.930  0.020  1.080
 DY6  O31  C27   deloc     1.263  0.020  1.263
 DY6  C27  O30   deloc     1.236  0.020  1.236
 DY6  C29  C28   aromatic  1.387  0.020  1.387
 DY6  C28  H28   single    0.930  0.020  1.080
 DY6  C29  H29   single    0.930  0.020  1.080

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
 DY6  C4    N1   C3   112.35  3.000
 DY6  C4    N1   S2   117.30  3.000
 DY6  C3    N1   S2   116.10  3.000
 DY6  O7    S2   O6   119.72  3.000
 DY6  O6    S2   C5   108.16  3.000
 DY6  O7    S2   C5   108.20  3.000
 DY6  O6    S2   N1   106.89  3.000
 DY6  O7    S2   N1   107.17  3.000
 DY6  C5    S2   N1   105.92  3.000
 DY6  H3A   C3   H3   107.53  3.000
 DY6  H3A   C3   C8   108.66  3.000
 DY6  H3    C3   C8   109.29  3.000
 DY6  H3A   C3   N1   110.92  3.000
 DY6  H3    C3   N1   109.52  3.000
 DY6  C8    C3   N1   110.86  3.000
 DY6  H4A   C4   H4   107.93  3.000
 DY6  H4A   C4   C9   109.41  3.000
 DY6  H4    C4   C9   110.89  3.000
 DY6  H4A   C4   N1   110.19  3.000
 DY6  H4    C4   N1   110.28  3.000
 DY6  C9    C4   N1   108.14  3.000
 DY6  C11   C5   C10  121.41  3.000
 DY6  C11   C5   S2   119.37  3.000
 DY6  C10   C5   S2   119.16  3.000
 DY6  C13   C8   C12  119.76  3.000
 DY6  C12   C8   C3   121.75  3.000
 DY6  C13   C8   C3   118.46  3.000
 DY6  H9A   C9   H9   106.67  3.000
 DY6  H9A   C9   C12  109.75  3.000
 DY6  H9    C9   C12  110.26  3.000
 DY6  H9A   C9   C4   109.03  3.000
 DY6  H9    C9   C4   109.01  3.000
 DY6  C12   C9   C4   111.97  3.000
 DY6  H10   C10  C14  119.52  3.000
 DY6  H10   C10  C5   120.92  3.000
 DY6  C14   C10  C5   119.55  3.000
 DY6  H11   C11  C15  119.98  3.000
 DY6  H11   C11  C5   121.24  3.000
 DY6  C15   C11  C5   118.78  3.000
 DY6  C16   C12  C9   120.52  3.000
 DY6  C16   C12  C8   119.02  3.000
 DY6  C9    C12  C8   120.46  3.000
 DY6  H13   C13  C17  119.75  3.000
 DY6  H13   C13  C8   119.44  3.000
 DY6  C17   C13  C8   120.81  3.000
 DY6  C19   C14  C18  123.21  3.000
 DY6  C19   C14  C10  119.28  3.000
 DY6  C18   C14  C10  117.48  3.000
 DY6  H15   C15  C19  119.86  3.000
 DY6  H15   C15  C11  119.75  3.000
 DY6  C19   C15  C11  120.39  3.000
 DY6  H16   C16  C20  119.77  3.000
 DY6  H16   C16  C12  119.12  3.000
 DY6  C20   C16  C12  121.11  3.000
 DY6  H17   C17  C20  120.41  3.000
 DY6  H17   C17  C13  119.97  3.000
 DY6  C20   C17  C13  119.62  3.000
 DY6  O22   C18  N21  125.79  3.000
 DY6  O22   C18  C14  119.77  3.000
 DY6  N21   C18  C14  114.44  3.000
 DY6  H19   C19  C15  118.58  3.000
 DY6  H19   C19  C14  120.83  3.000
 DY6  C15   C19  C14  120.58  3.000
 DY6  H20   C20  C17  120.31  3.000
 DY6  H20   C20  C16  120.02  3.000
 DY6  C17   C20  C16  119.68  3.000
 DY6  HN21  N21  C23  109.06  3.000
 DY6  HN21  N21  C18  121.31  3.000
 DY6  C23   N21  C18  129.54  3.000
 DY6  C25   C23  C24  119.58  3.000
 DY6  C25   C23  N21  123.50  3.000
 DY6  C24   C23  N21  116.91  3.000
 DY6  C27   C24  C26  117.98  3.000
 DY6  C27   C24  C23  123.62  3.000
 DY6  C26   C24  C23  118.40  3.000
 DY6  H25   C25  C28  119.44  3.000
 DY6  H25   C25  C23  120.28  3.000
 DY6  C28   C25  C23  120.28  3.000
 DY6  H26   C26  C29  119.70  3.000
 DY6  H26   C26  C24  118.25  3.000
 DY6  C29   C26  C24  122.05  3.000
 DY6  O31   C27  O30  125.11  3.000
 DY6  O30   C27  C24  117.46  3.000
 DY6  O31   C27  C24  117.43  3.000
 DY6  H28   C28  C29  120.23  3.000
 DY6  H28   C28  C25  119.05  3.000
 DY6  C29   C28  C25  120.72  3.000
 DY6  H29   C29  C28  120.63  3.000
 DY6  H29   C29  C26  120.40  3.000
 DY6  C28   C29  C26  118.97  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
 DY6  CONST_01  C19   C14  C10  C5      0.00   0.0  0
 DY6  CONST_02  C19   C15  C11  C5      0.00   0.0  0
 DY6  CONST_03  C20   C17  C13  C8      0.00   0.0  0
 DY6  CONST_04  C20   C16  C12  C8      0.00   0.0  0
 DY6  CONST_05  C15   C11  C5   C10     0.00   0.0  0
 DY6  CONST_06  C15   C19  C14  C10     0.00   0.0  0
 DY6  CONST_07  C14   C10  C5   C11     0.00   0.0  0
 DY6  CONST_08  C14   C19  C15  C11     0.00   0.0  0
 DY6  CONST_09  C17   C13  C8   C12     0.00   0.0  0
 DY6  CONST_10  C17   C20  C16  C12     0.00   0.0  0
 DY6  CONST_11  C16   C12  C8   C13     0.00   0.0  0
 DY6  CONST_12  C16   C20  C17  C13     0.00   0.0  0
 DY6  CONST_13  C29   C26  C24  C23     0.00   0.0  0
 DY6  CONST_14  C29   C28  C25  C23     0.00   0.0  0
 DY6  CONST_15  C28   C25  C23  C24     0.00   0.0  0
 DY6  CONST_16  C28   C29  C26  C24     0.00   0.0  0
 DY6  CONST_17  C26   C24  C23  C25     0.00   0.0  0
 DY6  CONST_18  C26   C29  C28  C25     0.00   0.0  0
 DY6  CONST_19  C14   C10  C5   S2    180.00   0.0  0
 DY6  CONST_20  C15   C11  C5   S2    180.00   0.0  0
 DY6  CONST_21  C18   C14  C10  C5    180.00   0.0  0
 DY6  CONST_22  C18   C14  C19  C15   180.00   0.0  0
 DY6  CONST_23  C26   C24  C23  N21   180.00   0.0  0
 DY6  CONST_24  C28   C25  C23  N21   180.00   0.0  0
 DY6  CONST_25  C27   C24  C23  C25   180.00   0.0  0
 DY6  CONST_26  C29   C26  C24  C27   180.00   0.0  0
 DY6  CONST_27  H13   C13  C8   C3      0.00   0.0  0
 DY6  CONST_28  H15   C15  C11  C5    180.00   0.0  0
 DY6  CONST_29  H17   C17  C13  C8    180.00   0.0  0
 DY6  CONST_30  H16   C16  C12  C8    180.00   0.0  0
 DY6  CONST_31  H11   C11  C5   C10   180.00   0.0  0
 DY6  CONST_32  H19   C19  C14  C10   180.00   0.0  0
 DY6  CONST_33  H10   C10  C5   C11   180.00   0.0  0
 DY6  CONST_34  H20   C20  C16  C12   180.00   0.0  0
 DY6  CONST_35  H26   C26  C24  C23   180.00   0.0  0
 DY6  CONST_36  H28   C28  C25  C23   180.00   0.0  0
 DY6  CONST_37  H25   C25  C23  C24   180.00   0.0  0
 DY6  CONST_38  H29   C29  C26  C24   180.00   0.0  0
 DY6  CONST_39  C23   N21  C18  C14   180.00   0.0  0
 DY6  CONST_40  C24   C23  N21  C18   180.00   0.0  0
 DY6  CONST_41  C25   C23  N21  C18     0.00   0.0  0
 DY6  CONST_42  HN21  N21  C23  C24     0.00   0.0  0
 DY6  CONST_43  C23   N21  C18  O22     0.00   0.0  0
 DY6  Var_01    C13   C8   C3   N1    164.62  30.0  1
 DY6  Var_02    C12   C9   C4   N1     49.56  30.0  1
 DY6  Var_03    C9    C4   N1   C3    -68.58  30.0  1
 DY6  Var_04    C8    C3   N1   C4     50.75  30.0  1
 DY6  Var_05    C8    C12  C9   C4    -18.50  30.0  1
 DY6  Var_06    C10   C5   S2   N1    -87.97  30.0  3
 DY6  Var_07    C5    S2   N1   C3    -68.92  30.0  3
 DY6  Var_08    N21   C18  C14  C10  -155.58  30.0  2
 DY6  Var_09    O31   C27  C24  C23     2.70  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
 DY6  plan-1  S2    0.020
 DY6  plan-1  C5    0.020
 DY6  plan-1  C10   0.020
 DY6  plan-1  C11   0.020
 DY6  plan-1  C14   0.020
 DY6  plan-1  C15   0.020
 DY6  plan-1  C18   0.020
 DY6  plan-1  C19   0.020
 DY6  plan-1  H10   0.020
 DY6  plan-1  H11   0.020
 DY6  plan-1  H15   0.020
 DY6  plan-1  H19   0.020
 DY6  plan-2  N21   0.020
 DY6  plan-2  C23   0.020
 DY6  plan-2  C24   0.020
 DY6  plan-2  C25   0.020
 DY6  plan-2  C26   0.020
 DY6  plan-2  C27   0.020
 DY6  plan-2  C28   0.020
 DY6  plan-2  C29   0.020
 DY6  plan-2  H25   0.020
 DY6  plan-2  H26   0.020
 DY6  plan-2  H28   0.020
 DY6  plan-2  H29   0.020
 DY6  plan-3  C3    0.020
 DY6  plan-3  C8    0.020
 DY6  plan-3  C9    0.020
 DY6  plan-3  C12   0.020
 DY6  plan-3  C13   0.020
 DY6  plan-3  C16   0.020
 DY6  plan-3  C17   0.020
 DY6  plan-3  C20   0.020
 DY6  plan-3  H13   0.020
 DY6  plan-3  H16   0.020
 DY6  plan-3  H17   0.020
 DY6  plan-3  H20   0.020
 DY6  plan-4  C14   0.020
 DY6  plan-4  C18   0.020
 DY6  plan-4  N21   0.020
 DY6  plan-4  O22   0.020
 DY6  plan-4  C23   0.020
 DY6  plan-4  HN21  0.020
 DY6  plan-5  C24   0.020
 DY6  plan-5  C27   0.020
 DY6  plan-5  O30   0.020
 DY6  plan-5  O31   0.020

