# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jun 10 12:59:37 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 1-[(2-nitrophenyl)sulfonyl]-1H-pyrrolo[3,2-b]pyridine-6-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cnc2ccn(c2c1)[S](=O)(=O)c3ccccc3[N+]([O-])=O
#
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
 ZZY  ZZY  1-[(2-nitrophenyl)sulfonyl]-1H-pyrrolo[3,2-b]pyridine-6-carboxamide  ligand  34  24  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZZY
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
 ZZY  O11   O  O      0  -0.477   3.6632  -2.1780   0.9477
 ZZY  C10   C  C      0   0.507   3.9824  -1.3432   0.1126
 ZZY  N12   N  NH2    0  -0.817   5.0593  -1.4731  -0.6743
 ZZY  C5    C  CR6    0  -0.137   3.1625  -0.1066  -0.0717
 ZZY  C3    C  CR16   0  -0.194   1.8694  -0.1150   0.4370
 ZZY  C1    C  CR56   0   0.378   1.1303   1.0336   0.2540
 ZZY  C6    C  CR16   0  -0.111   3.6489   1.0549  -0.6892
 ZZY  N4    N  N      0  -0.416   2.9497   2.1639  -0.8433
 ZZY  C2    C  CR56   0   0.180   1.7014   2.1522  -0.3857
 ZZY  C8    C  CR15   0  -0.376   0.7145   3.1880  -0.4133
 ZZY  C7    C  CR15   0   0.024  -0.3982   2.6928   0.1743
 ZZY  N9    N  NR5    0  -0.749  -0.1696   1.3846   0.5842
 ZZY  S13   S  S      0   1.396  -1.2883   0.4114   1.3713
 ZZY  O16   O  OS     0  -0.595  -0.6104  -0.1400   2.5219
 ZZY  O15   O  OS     0  -0.599  -2.4880   1.2010   1.5184
 ZZY  C14   C  CR6    0  -0.207  -1.6004  -0.9452   0.2595
 ZZY  C21   C  CR6    0   0.309  -2.5000  -0.8894  -0.8063
 ZZY  N22   N  N      1   0.333  -3.1252   0.3546  -1.2317
 ZZY  O23   O  O     -1  -0.346  -4.3095   0.3355  -1.4435
 ZZY  O24   O  O      0  -0.362  -2.4026   1.3088  -1.3799
 ZZY  C20   C  CR16   0  -0.252  -1.0342  -2.1675   0.5898
 ZZY  C18   C  CR16   0  -0.210  -1.3168  -3.2991  -0.1633
 ZZY  C17   C  CR16   0  -0.235  -2.2032  -3.2253  -1.2216
 ZZY  C19   C  CR16   0  -0.244  -2.8125  -2.0180  -1.5357
 ZZY  H121  H  HNH2   0   0.409   5.6176  -2.3089  -0.6118
 ZZY  H122  H  HNH2   0   0.415   5.2368  -0.8715  -1.4592
 ZZY  H3    H  HCR6   0   0.277   1.4972  -0.9945   0.9416
 ZZY  H6    H  HCR6   0   0.264   4.6684   1.0953  -1.0563
 ZZY  H8    H  HCR5   0   0.277   0.8264   4.1799  -0.8198
 ZZY  H7    H  HCR5   0   0.327  -1.3491   3.1655   0.3521
 ZZY  H20   H  HCR6   0   0.317  -0.3835  -2.2579   1.4476
 ZZY  H19   H  HCR6   0   0.317  -3.5103  -1.9600  -2.3592
 ZZY  H18   H  HCR6   0   0.298  -0.8521  -4.2386   0.0996
 ZZY  H17   H  HCR6   0   0.300  -2.4358  -4.1050  -1.8049

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
 ZZY  O11  C10   double    1.223  0.020  1.223
 ZZY  C10  N12   single    1.340  0.020  1.340
 ZZY  C10  C5    single    1.495  0.020  1.495
 ZZY  C5   C3    aromatic  1.390  0.020  1.390
 ZZY  C5   C6    aromatic  1.403  0.020  1.403
 ZZY  C3   C1    aromatic  1.378  0.020  1.378
 ZZY  C1   C2    aromatic  1.410  0.020  1.410
 ZZY  C1   N9    aromatic  1.386  0.020  1.386
 ZZY  C6   N4    aromatic  1.320  0.020  1.320
 ZZY  N4   C2    aromatic  1.330  0.020  1.330
 ZZY  C2   C8    aromatic  1.431  0.020  1.431
 ZZY  C8   C7    aromatic  1.352  0.020  1.352
 ZZY  C7   N9    aromatic  1.390  0.020  1.390
 ZZY  N9   S13   single    1.679  0.020  1.679
 ZZY  S13  O16   double    1.445  0.020  1.445
 ZZY  S13  O15   double    1.444  0.020  1.444
 ZZY  S13  C14   single    1.781  0.020  1.781
 ZZY  C14  C21   aromatic  1.396  0.020  1.396
 ZZY  C14  C20   aromatic  1.387  0.020  1.387
 ZZY  C21  N22   single    1.456  0.020  1.456
 ZZY  C21  C19   aromatic  1.380  0.020  1.380
 ZZY  N22  O23   single    1.203  0.020  1.203
 ZZY  N22  O24   double    1.206  0.020  1.206
 ZZY  C20  C18   aromatic  1.388  0.020  1.388
 ZZY  C18  C17   aromatic  1.382  0.020  1.382
 ZZY  C17  C19   aromatic  1.388  0.020  1.388
 ZZY  N12  H121  single    0.860  0.020  1.020
 ZZY  N12  H122  single    0.860  0.020  1.020
 ZZY  C3   H3    single    0.930  0.020  1.080
 ZZY  C6   H6    single    0.930  0.020  1.080
 ZZY  C8   H8    single    0.930  0.020  1.080
 ZZY  C7   H7    single    0.930  0.020  1.080
 ZZY  C20  H20   single    0.930  0.020  1.080
 ZZY  C19  H19   single    0.930  0.020  1.080
 ZZY  C18  H18   single    0.930  0.020  1.080
 ZZY  C17  H17   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
 ZZY  C5    C10  N12   116.64  3.000
 ZZY  C5    C10  O11   120.37  3.000
 ZZY  N12   C10  O11   122.99  3.000
 ZZY  H122  N12  H121  116.58  3.000
 ZZY  H122  N12  C10   122.87  3.000
 ZZY  H121  N12  C10   119.30  3.000
 ZZY  C6    C5   C3    119.27  3.000
 ZZY  C6    C5   C10   123.30  3.000
 ZZY  C3    C5   C10   117.39  3.000
 ZZY  H3    C3   C1    123.77  3.000
 ZZY  H3    C3   C5    119.78  3.000
 ZZY  C1    C3   C5    116.45  3.000
 ZZY  N9    C1   C2    106.69  3.000
 ZZY  N9    C1   C3    133.02  3.000
 ZZY  C2    C1   C3    120.29  3.000
 ZZY  H6    C6   N4    115.29  3.000
 ZZY  H6    C6   C5    120.40  3.000
 ZZY  N4    C6   C5    124.29  3.000
 ZZY  C2    N4   C6    116.73  3.000
 ZZY  C8    C2   N4    129.39  3.000
 ZZY  C8    C2   C1    107.68  3.000
 ZZY  N4    C2   C1    122.93  3.000
 ZZY  H8    C8   C7    125.90  3.000
 ZZY  H8    C8   C2    127.00  3.000
 ZZY  C7    C8   C2    107.10  3.000
 ZZY  H7    C7   N9    120.65  3.000
 ZZY  H7    C7   C8    129.62  3.000
 ZZY  N9    C7   C8    109.72  3.000
 ZZY  S13   N9   C7    125.05  3.000
 ZZY  S13   N9   C1    126.14  3.000
 ZZY  C7    N9   C1    108.80  3.000
 ZZY  C14   S13  O15   109.54  3.000
 ZZY  C14   S13  O16   106.78  3.000
 ZZY  O15   S13  O16   121.16  3.000
 ZZY  C14   S13  N9    105.40  3.000
 ZZY  O15   S13  N9    106.53  3.000
 ZZY  O16   S13  N9    106.38  3.000
 ZZY  C20   C14  C21   118.69  3.000
 ZZY  C20   C14  S13   116.80  3.000
 ZZY  C21   C14  S13   123.99  3.000
 ZZY  C19   C21  N22   116.57  3.000
 ZZY  C19   C21  C14   121.13  3.000
 ZZY  N22   C21  C14   122.27  3.000
 ZZY  O24   N22  O23   125.50  3.000
 ZZY  O24   N22  C21   117.04  3.000
 ZZY  O23   N22  C21   117.42  3.000
 ZZY  H20   C20  C18   119.01  3.000
 ZZY  H20   C20  C14   120.58  3.000
 ZZY  C18   C20  C14   120.40  3.000
 ZZY  H18   C18  C17   120.56  3.000
 ZZY  H18   C18  C20   119.28  3.000
 ZZY  C17   C18  C20   120.15  3.000
 ZZY  H17   C17  C19   119.42  3.000
 ZZY  H17   C17  C18   120.51  3.000
 ZZY  C19   C17  C18   120.06  3.000
 ZZY  H19   C19  C17   120.15  3.000
 ZZY  H19   C19  C21   120.33  3.000
 ZZY  C17   C19  C21   119.50  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
 ZZY  CONST_01  C2    C1   C3   C5     0.00   0.0  0
 ZZY  CONST_02  N9    C1   C3   C5   180.00   0.0  0
 ZZY  CONST_03  C2    N4   C6   C5     0.00   0.0  0
 ZZY  CONST_04  N4    C6   C5   C3     0.00   0.0  0
 ZZY  CONST_05  N4    C2   C1   C3     0.00   0.0  0
 ZZY  CONST_06  C8    C2   C1   C3   180.00   0.0  0
 ZZY  CONST_07  C7    N9   C1   C3   180.00   0.0  0
 ZZY  CONST_08  C6    C5   C3   C1     0.00   0.0  0
 ZZY  CONST_09  C6    N4   C2   C1     0.00   0.0  0
 ZZY  CONST_10  C7    C8   C2   C1     0.00   0.0  0
 ZZY  CONST_11  C8    C7   N9   C1     0.00   0.0  0
 ZZY  CONST_12  C8    C2   N4   C6   180.00   0.0  0
 ZZY  CONST_13  N9    C1   C2   N4   180.00   0.0  0
 ZZY  CONST_14  C7    C8   C2   N4   180.00   0.0  0
 ZZY  CONST_15  C7    N9   C1   C2     0.00   0.0  0
 ZZY  CONST_16  N9    C7   C8   C2     0.00   0.0  0
 ZZY  CONST_17  N9    C1   C2   C8     0.00   0.0  0
 ZZY  CONST_18  C17   C19  C21  C14    0.00   0.0  0
 ZZY  CONST_19  C17   C18  C20  C14    0.00   0.0  0
 ZZY  CONST_20  C18   C20  C14  C21    0.00   0.0  0
 ZZY  CONST_21  C18   C17  C19  C21    0.00   0.0  0
 ZZY  CONST_22  C19   C21  C14  C20    0.00   0.0  0
 ZZY  CONST_23  C19   C17  C18  C20    0.00   0.0  0
 ZZY  CONST_24  C1    C3   C5   C10  180.00   0.0  0
 ZZY  CONST_25  N4    C6   C5   C10  180.00   0.0  0
 ZZY  CONST_26  S13   N9   C1   C3     0.00   0.0  0
 ZZY  CONST_27  S13   N9   C1   C2   180.00   0.0  0
 ZZY  CONST_28  S13   N9   C7   C8   180.00   0.0  0
 ZZY  CONST_29  C19   C21  C14  S13  180.00   0.0  0
 ZZY  CONST_30  C18   C20  C14  S13  180.00   0.0  0
 ZZY  CONST_31  C20   C14  C21  N22  180.00   0.0  0
 ZZY  CONST_32  C17   C19  C21  N22  180.00   0.0  0
 ZZY  CONST_33  H6    C6   C5   C3   180.00   0.0  0
 ZZY  CONST_34  H8    C8   C2   C1   180.00   0.0  0
 ZZY  CONST_35  H7    C7   N9   C1   180.00   0.0  0
 ZZY  CONST_36  H3    C3   C5   C6   180.00   0.0  0
 ZZY  CONST_37  H19   C19  C21  C14  180.00   0.0  0
 ZZY  CONST_38  H18   C18  C20  C14  180.00   0.0  0
 ZZY  CONST_39  H20   C20  C14  C21  180.00   0.0  0
 ZZY  CONST_40  H17   C17  C19  C21  180.00   0.0  0
 ZZY  CONST_45  H121  N12  C10  C5   180.00   0.0  0
 ZZY  CONST_46  H122  N12  C10  C5     0.00   0.0  0
 ZZY  Var_01    C14   S13  N9   C1   -64.61  30.0  2
 ZZY  Var_02    C21   C14  S13  N9   -82.81  30.0  2
 ZZY  Var_03    C3    C5   C10  O11  -17.76  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
 ZZY  plan-1  S13   0.020
 ZZY  plan-1  C14   0.020
 ZZY  plan-1  C21   0.020
 ZZY  plan-1  N22   0.020
 ZZY  plan-1  C20   0.020
 ZZY  plan-1  C18   0.020
 ZZY  plan-1  C17   0.020
 ZZY  plan-1  C19   0.020
 ZZY  plan-1  H20   0.020
 ZZY  plan-1  H19   0.020
 ZZY  plan-1  H18   0.020
 ZZY  plan-1  H17   0.020
 ZZY  plan-2  C10   0.020
 ZZY  plan-2  C5    0.020
 ZZY  plan-2  C3    0.020
 ZZY  plan-2  C1    0.020
 ZZY  plan-2  C6    0.020
 ZZY  plan-2  N4    0.020
 ZZY  plan-2  C2    0.020
 ZZY  plan-2  C8    0.020
 ZZY  plan-2  C7    0.020
 ZZY  plan-2  N9    0.020
 ZZY  plan-2  S13   0.020
 ZZY  plan-2  H3    0.020
 ZZY  plan-2  H6    0.020
 ZZY  plan-2  H8    0.020
 ZZY  plan-2  H7    0.020
 ZZY  plan-3  O11   0.020
 ZZY  plan-3  C10   0.020
 ZZY  plan-3  N12   0.020
 ZZY  plan-3  C5    0.020
 ZZY  plan-3  H121  0.020
 ZZY  plan-3  H122  0.020
 ZZY  plan-4  C21   0.020
 ZZY  plan-4  N22   0.020
 ZZY  plan-4  O23   0.020
 ZZY  plan-4  O24   0.020

