# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 21:50:14 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: 6-chloro-N-[(3S)-1-(5-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)-2-oxo-pyrrolidin-3-yl]naphthalene-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1c2CCNCc2ccc1N3CC[C@H](N[S](=O)(=O)c4ccc5cc(Cl)ccc5c4)C3=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
 MZA  MZA  6-chloro-N-[(3S)-1-(5-fluoro-1,2,3,4-tetrahydroisoquinolin-6-yl)-2-oxo-pyrrolidin-3-yl]naphthalene-2-sulfonamide  ligand  53  32  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MZA
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
 MZA  F1    F   F     0  -0.298   1.1503  -0.4865  -1.2033
 MZA  C7    C   CR6   0   0.552   2.0785  -0.3046  -0.2525
 MZA  C6    C   CR6   0  -0.127   2.7127   0.9250  -0.1707
 MZA  C5    C   CH2   0  -0.504   2.3724   2.0349  -1.1276
 MZA  C1    C   CH2   0  -0.325   2.8674   3.3790  -0.6064
 MZA  N1    N   NH1   0  -0.577   4.2376   3.3292  -0.1282
 MZA  C3    C   CH2   0  -0.357   4.3665   2.4234   0.9937
 MZA  C11   C   CR6   0   0.051   3.6708   1.0903   0.8299
 MZA  C10   C   CR16  0  -0.316   3.9596   0.0401   1.6981
 MZA  C9    C   CR16  0  -0.285   3.3089  -1.1762   1.5885
 MZA  C8    C   CR6   0   0.145   2.3486  -1.3600   0.6024
 MZA  N2    N   NR5   0  -0.567   1.6220  -2.5607   0.4840
 MZA  C25   C   CR5   0   0.553   0.5671  -2.8378   1.2852
 MZA  O3    O   O     0  -0.448   0.2445  -2.2243   2.2792
 MZA  C12   C   CH2   0  -0.279   1.8259  -3.5313  -0.5817
 MZA  C13   C   CH2   0  -0.514   0.9493  -4.7018  -0.1289
 MZA  C14   C   CR15  0  -0.212  -0.1613  -4.0348   0.6716
 MZA  N3    N   NC1   0  -0.750  -1.2099  -3.5995  -0.2454
 MZA  S1    S   S     0   1.391  -2.5486  -2.7558   0.1903
 MZA  O1    O   OS    0  -0.652  -3.4927  -2.9361  -0.9002
 MZA  O2    O   OS    0  -0.647  -2.8925  -3.1742   1.5376
 MZA  C15   C   CR6   0  -0.210  -2.1296  -1.0293   0.2220
 MZA  C24   C   CR16  0  -0.294  -2.0218  -0.3646  -0.9700
 MZA  C16   C   CR16  0  -0.201  -1.9233  -0.3745   1.4524
 MZA  C17   C   CR16  0  -0.309  -1.5785   0.9470   1.4568
 MZA  C18   C   CR66  0   0.125  -1.4345   1.6647   0.2481
 MZA  C19   C   CR16  0  -0.270  -1.0705   3.0302   0.2383
 MZA  C20   C   CR6   0  -0.039  -0.9628   3.6881  -0.9530
 MZA  CL1   CL  CL    0  -0.112  -0.4926   5.3531  -0.9758
 MZA  C23   C   CR66  0   0.143  -1.6707   1.0001  -0.9810
 MZA  C22   C   CR16  0  -0.304  -1.5538   1.7245  -2.1897
 MZA  C21   C   CR16  0  -0.221  -1.2077   3.0457  -2.1840
 MZA  H51C  H   HCH2  0   0.253   2.8271   1.8270  -2.1019
 MZA  H52C  H   HCH2  0   0.257   1.2962   2.0742  -1.2999
 MZA  H11C  H   HCH2  0   0.244   2.7813   4.1343  -1.3889
 MZA  H12C  H   HCH2  0   0.227   2.2325   3.7110   0.2210
 MZA  H1    H   HNH1  0   0.347   4.8412   3.0200  -0.8812
 MZA  H31C  H   HCH2  0   0.257   5.4266   2.2613   1.1987
 MZA  H32C  H   HCH2  0   0.247   3.9584   2.9119   1.8860
 MZA  H10   H   HCR6  0   0.253   4.7077   0.1766   2.4696
 MZA  H9    H   HCR6  0   0.268   3.5401  -1.9904   2.2630
 MZA  H121  H   HCH2  0   0.252   1.5198  -3.1315  -1.5519
 MZA  H122  H   HCH2  0   0.274   2.8771  -3.8083  -0.6516
 MZA  H14   H   HCR5  0   0.305  -0.5908  -4.6779   1.4375
 MZA  H131  H   HCH2  0   0.284   0.5799  -5.3025  -0.9584
 MZA  H132  H   HCH2  0   0.287   1.5158  -5.3540   0.5355
 MZA  H3    H   HNC1  0   0.426  -0.9445  -3.4680  -1.2143
 MZA  H24   H   HCR6  0   0.284  -2.2028  -0.8613  -1.9154
 MZA  H16   H   HCR6  0   0.279  -2.0405  -0.9078   2.3831
 MZA  H17   H   HCR6  0   0.268  -1.4163   1.4588   2.3968
 MZA  H19   H   HCR6  0   0.283  -0.8798   3.5385   1.1746
 MZA  H21   H   HCR6  0   0.286  -1.1126   3.5953  -3.1102
 MZA  H22   H   HCR6  0   0.274  -1.7401   1.2209  -3.1297

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
 MZA  F1   C7    single    1.341  0.020  1.341
 MZA  C7   C6    aromatic  1.386  0.020  1.386
 MZA  C7   C8    aromatic  1.385  0.020  1.385
 MZA  C6   C5    single    1.504  0.020  1.504
 MZA  C6   C11   aromatic  1.395  0.020  1.395
 MZA  C5   C1    single    1.524  0.020  1.524
 MZA  C1   N1    single    1.452  0.020  1.452
 MZA  N1   C3    single    1.448  0.020  1.448
 MZA  C3   C11   single    1.513  0.020  1.513
 MZA  C11  C10   aromatic  1.393  0.020  1.393
 MZA  C10  C9    aromatic  1.384  0.020  1.384
 MZA  C9   C8    aromatic  1.389  0.020  1.389
 MZA  C8   N2    single    1.408  0.020  1.408
 MZA  N2   C25   single    1.353  0.020  1.353
 MZA  N2   C12   single    1.456  0.020  1.456
 MZA  C25  O3    double    1.212  0.020  1.212
 MZA  C25  C14   single    1.530  0.020  1.530
 MZA  C12  C13   single    1.531  0.020  1.531
 MZA  C13  C14   single    1.523  0.020  1.523
 MZA  C14  N3    single    1.459  0.020  1.459
 MZA  N3   S1    single    1.641  0.020  1.641
 MZA  S1   O1    double    1.454  0.020  1.454
 MZA  S1   O2    double    1.452  0.020  1.452
 MZA  S1   C15   single    1.777  0.020  1.777
 MZA  C15  C24   aromatic  1.369  0.020  1.369
 MZA  C15  C16   aromatic  1.409  0.020  1.409
 MZA  C24  C23   aromatic  1.409  0.020  1.409
 MZA  C16  C17   aromatic  1.366  0.020  1.366
 MZA  C17  C18   aromatic  1.413  0.020  1.413
 MZA  C18  C19   aromatic  1.413  0.020  1.413
 MZA  C18  C23   aromatic  1.417  0.020  1.417
 MZA  C19  C20   aromatic  1.365  0.020  1.365
 MZA  C20  CL1   single    1.730  0.020  1.730
 MZA  C20  C21   aromatic  1.410  0.020  1.410
 MZA  C23  C22   aromatic  1.414  0.020  1.414
 MZA  C22  C21   aromatic  1.366  0.020  1.366
 MZA  C5   H51C  single    0.970  0.020  1.090
 MZA  C5   H52C  single    0.970  0.020  1.090
 MZA  C1   H11C  single    0.970  0.020  1.090
 MZA  C1   H12C  single    0.970  0.020  1.090
 MZA  N1   H1    single    0.890  0.020  1.040
 MZA  C3   H31C  single    0.970  0.020  1.090
 MZA  C3   H32C  single    0.970  0.020  1.090
 MZA  C10  H10   single    0.930  0.020  1.080
 MZA  C9   H9    single    0.930  0.020  1.080
 MZA  C12  H121  single    0.970  0.020  1.090
 MZA  C12  H122  single    0.970  0.020  1.090
 MZA  C14  H14   single    0.970  0.020  1.090
 MZA  C13  H131  single    0.970  0.020  1.090
 MZA  C13  H132  single    0.970  0.020  1.090
 MZA  N3   H3    single    0.890  0.020  1.040
 MZA  C24  H24   single    0.930  0.020  1.080
 MZA  C16  H16   single    0.930  0.020  1.080
 MZA  C17  H17   single    0.930  0.020  1.080
 MZA  C19  H19   single    0.930  0.020  1.080
 MZA  C21  H21   single    0.930  0.020  1.080
 MZA  C22  H22   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
 MZA  C8    C7   C6    123.40  3.000
 MZA  C8    C7   F1    117.98  3.000
 MZA  C6    C7   F1    118.61  3.000
 MZA  C11   C6   C5    121.61  3.000
 MZA  C11   C6   C7    117.49  3.000
 MZA  C5    C6   C7    120.90  3.000
 MZA  H52C  C5   H51C  106.02  3.000
 MZA  H52C  C5   C1    110.04  3.000
 MZA  H51C  C5   C1    109.68  3.000
 MZA  H52C  C5   C6    110.50  3.000
 MZA  H51C  C5   C6    109.38  3.000
 MZA  C1    C5   C6    111.08  3.000
 MZA  H12C  C1   H11C  106.65  3.000
 MZA  H12C  C1   N1    107.99  3.000
 MZA  H11C  C1   N1    109.54  3.000
 MZA  H12C  C1   C5    109.73  3.000
 MZA  H11C  C1   C5    109.85  3.000
 MZA  N1    C1   C5    112.88  3.000
 MZA  H1    N1   C3    109.38  3.000
 MZA  H1    N1   C1    109.13  3.000
 MZA  C3    N1   C1    111.14  3.000
 MZA  H32C  C3   H31C  105.95  3.000
 MZA  H32C  C3   C11   108.04  3.000
 MZA  H31C  C3   C11   109.63  3.000
 MZA  H32C  C3   N1    108.60  3.000
 MZA  H31C  C3   N1    108.96  3.000
 MZA  C11   C3   N1    115.25  3.000
 MZA  C10   C11  C3    120.11  3.000
 MZA  C10   C11  C6    120.01  3.000
 MZA  C3    C11  C6    119.86  3.000
 MZA  H10   C10  C9    119.47  3.000
 MZA  H10   C10  C11   119.47  3.000
 MZA  C9    C10  C11   121.06  3.000
 MZA  H9    C9   C8    119.39  3.000
 MZA  H9    C9   C10   120.76  3.000
 MZA  C8    C9   C10   119.85  3.000
 MZA  N2    C8   C9    121.96  3.000
 MZA  N2    C8   C7    119.82  3.000
 MZA  C9    C8   C7    118.19  3.000
 MZA  C12   N2   C25   113.96  3.000
 MZA  C12   N2   C8    123.90  3.000
 MZA  C25   N2   C8    121.80  3.000
 MZA  C14   C25  O3    126.76  3.000
 MZA  C14   C25  N2    107.10  3.000
 MZA  O3    C25  N2    126.12  3.000
 MZA  H122  C12  H121  107.84  3.000
 MZA  H122  C12  C13   112.15  3.000
 MZA  H121  C12  C13   112.45  3.000
 MZA  H122  C12  N2    110.59  3.000
 MZA  H121  C12  N2    111.51  3.000
 MZA  C13   C12  N2    102.30  3.000
 MZA  H132  C13  H131  108.10  3.000
 MZA  H132  C13  C14   108.71  3.000
 MZA  H131  C13  C14   113.25  3.000
 MZA  H132  C13  C12   109.89  3.000
 MZA  H131  C13  C12   113.00  3.000
 MZA  C14   C13  C12   103.78  3.000
 MZA  H14   C14  N3    109.57  3.000
 MZA  H14   C14  C13   113.51  3.000
 MZA  N3    C14  C13   108.93  3.000
 MZA  H14   C14  C25   111.59  3.000
 MZA  N3    C14  C25   111.15  3.000
 MZA  C13   C14  C25   101.90  3.000
 MZA  H3    N3   S1    113.63  3.000
 MZA  H3    N3   C14   116.83  3.000
 MZA  S1    N3   C14   124.93  3.000
 MZA  C15   S1   O2    108.62  3.000
 MZA  C15   S1   O1    106.68  3.000
 MZA  O2    S1   O1    120.43  3.000
 MZA  C15   S1   N3    108.17  3.000
 MZA  O2    S1   N3    106.94  3.000
 MZA  O1    S1   N3    105.48  3.000
 MZA  C16   C15  C24   121.54  3.000
 MZA  C16   C15  S1    120.11  3.000
 MZA  C24   C15  S1    118.35  3.000
 MZA  H24   C24  C23   118.62  3.000
 MZA  H24   C24  C15   121.61  3.000
 MZA  C23   C24  C15   119.77  3.000
 MZA  H16   C16  C17   120.19  3.000
 MZA  H16   C16  C15   120.50  3.000
 MZA  C17   C16  C15   119.31  3.000
 MZA  H17   C17  C18   119.17  3.000
 MZA  H17   C17  C16   119.88  3.000
 MZA  C18   C17  C16   120.96  3.000
 MZA  C23   C18  C19   119.34  3.000
 MZA  C23   C18  C17   119.12  3.000
 MZA  C19   C18  C17   121.53  3.000
 MZA  H19   C19  C20   120.97  3.000
 MZA  H19   C19  C18   119.55  3.000
 MZA  C20   C19  C18   119.47  3.000
 MZA  C21   C20  CL1   118.30  3.000
 MZA  C21   C20  C19   121.91  3.000
 MZA  CL1   C20  C19   119.78  3.000
 MZA  C22   C23  C18   119.17  3.000
 MZA  C22   C23  C24   121.56  3.000
 MZA  C18   C23  C24   119.27  3.000
 MZA  H22   C22  C21   119.82  3.000
 MZA  H22   C22  C23   119.32  3.000
 MZA  C21   C22  C23   120.86  3.000
 MZA  H21   C21  C22   120.70  3.000
 MZA  H21   C21  C20   120.07  3.000
 MZA  C22   C21  C20   119.23  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
 MZA  CONST_01  C10  C11  C6   C7     0.00   0.0  0
 MZA  CONST_02  C10  C9   C8   C7     0.00   0.0  0
 MZA  CONST_03  C9   C8   C7   C6     0.00   0.0  0
 MZA  CONST_04  C9   C10  C11  C6     0.00   0.0  0
 MZA  CONST_05  C8   C7   C6   C11    0.00   0.0  0
 MZA  CONST_06  C8   C9   C10  C11    0.00   0.0  0
 MZA  CONST_07  C18  C23  C24  C15    0.00   0.0  0
 MZA  CONST_08  C22  C23  C24  C15  180.00   0.0  0
 MZA  CONST_09  C18  C17  C16  C15    0.00   0.0  0
 MZA  CONST_10  C17  C16  C15  C24    0.00   0.0  0
 MZA  CONST_11  C17  C18  C23  C24    0.00   0.0  0
 MZA  CONST_12  C19  C18  C23  C24  180.00   0.0  0
 MZA  CONST_13  C21  C22  C23  C24  180.00   0.0  0
 MZA  CONST_14  C23  C24  C15  C16    0.00   0.0  0
 MZA  CONST_15  C19  C18  C17  C16  180.00   0.0  0
 MZA  CONST_16  C23  C18  C17  C16    0.00   0.0  0
 MZA  CONST_17  C20  C19  C18  C17  180.00   0.0  0
 MZA  CONST_18  C22  C23  C18  C17  180.00   0.0  0
 MZA  CONST_19  C21  C20  C19  C18    0.00   0.0  0
 MZA  CONST_20  C21  C22  C23  C18    0.00   0.0  0
 MZA  CONST_21  C22  C23  C18  C19    0.00   0.0  0
 MZA  CONST_22  C22  C21  C20  C19    0.00   0.0  0
 MZA  CONST_23  C23  C18  C19  C20    0.00   0.0  0
 MZA  CONST_24  C23  C22  C21  C20    0.00   0.0  0
 MZA  CONST_25  N2   C8   C7   C6   180.00   0.0  0
 MZA  CONST_26  N2   C8   C9   C10  180.00   0.0  0
 MZA  CONST_27  C14  C25  N2   C8   180.00   0.0  0
 MZA  CONST_28  C14  C25  N2   C12    0.00   0.0  0
 MZA  CONST_29  C5   C6   C7   F1     0.00   0.0  0
 MZA  CONST_30  C11  C6   C7   F1   180.00   0.0  0
 MZA  CONST_31  C9   C8   C7   F1   180.00   0.0  0
 MZA  CONST_32  N2   C8   C7   F1     0.00   0.0  0
 MZA  CONST_33  C23  C24  C15  S1   180.00   0.0  0
 MZA  CONST_34  C17  C16  C15  S1   180.00   0.0  0
 MZA  CONST_35  CL1  C20  C19  C18  180.00   0.0  0
 MZA  CONST_36  C22  C21  C20  CL1  180.00   0.0  0
 MZA  CONST_37  O3   C25  N2   C8     0.00   0.0  0
 MZA  CONST_38  C12  N2   C25  O3   180.00   0.0  0
 MZA  CONST_39  H9   C9   C8   C7   180.00   0.0  0
 MZA  CONST_40  H10  C10  C11  C6   180.00   0.0  0
 MZA  CONST_41  H17  C17  C16  C15  180.00   0.0  0
 MZA  CONST_42  H16  C16  C15  C24  180.00   0.0  0
 MZA  CONST_43  H22  C22  C23  C24    0.00   0.0  0
 MZA  CONST_44  H24  C24  C15  C16  180.00   0.0  0
 MZA  CONST_45  H19  C19  C18  C17    0.00   0.0  0
 MZA  CONST_46  H21  C21  C20  C19  180.00   0.0  0
 MZA  Var_01    C1   C5   C6   C7   163.19  30.0  1
 MZA  Var_02    C25  N2   C8   C7   -98.38  30.0  2
 MZA  Var_03    N1   C1   C5   C6    46.84  30.0  1
 MZA  Var_04    N1   C3   C11  C6   -15.67  30.0  1
 MZA  Var_05    C3   N1   C1   C5   -62.40  30.0  1
 MZA  Var_06    C11  C3   N1   C1    45.31  30.0  1
 MZA  Var_07    C13  C12  N2   C8   172.23  30.0  1
 MZA  Var_08    C14  C13  C12  N2    29.03  30.0  1
 MZA  Var_09    C15  S1   N3   C14   84.89  30.0  3
 MZA  Var_10    C24  C15  S1   N3    76.60  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 MZA  chir_01  C14  C25  C13  N3  positiv

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
 MZA  plan-1  F1   0.020
 MZA  plan-1  C7   0.020
 MZA  plan-1  C6   0.020
 MZA  plan-1  C5   0.020
 MZA  plan-1  C3   0.020
 MZA  plan-1  C11  0.020
 MZA  plan-1  C10  0.020
 MZA  plan-1  C9   0.020
 MZA  plan-1  C8   0.020
 MZA  plan-1  N2   0.020
 MZA  plan-1  H10  0.020
 MZA  plan-1  H9   0.020
 MZA  plan-2  S1   0.020
 MZA  plan-2  C15  0.020
 MZA  plan-2  C24  0.020
 MZA  plan-2  C16  0.020
 MZA  plan-2  C17  0.020
 MZA  plan-2  C18  0.020
 MZA  plan-2  C19  0.020
 MZA  plan-2  C20  0.020
 MZA  plan-2  CL1  0.020
 MZA  plan-2  C23  0.020
 MZA  plan-2  C22  0.020
 MZA  plan-2  C21  0.020
 MZA  plan-2  H24  0.020
 MZA  plan-2  H16  0.020
 MZA  plan-2  H17  0.020
 MZA  plan-2  H19  0.020
 MZA  plan-2  H21  0.020
 MZA  plan-2  H22  0.020
 MZA  plan-3  C8   0.020
 MZA  plan-3  N2   0.020
 MZA  plan-3  C25  0.020
 MZA  plan-3  O3   0.020
 MZA  plan-3  C12  0.020
 MZA  plan-3  C14  0.020

