# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 10:27:23 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 1-[1-[(2S)-3-(6-chloronaphthalen-2-yl)sulfonyl-2-hydroxy-propanoyl]piperidin-4-yl]-1,3-diazinan-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H](C[S](=O)(=O)c1ccc2cc(Cl)ccc2c1)C(=O)N3CC[C@@H](CC3)N4CCCNC4=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
 443  443  1-[1-[(2S)-3-(6-chloronaphthalen-2-yl)sulfonyl-2-hydroxy-propanoyl]piperidin-4-yl]-1,3-diazinan-2-one  ligand  58  32  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_443
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
 443  C4    C   CH2   0  -0.654   0.5215  -2.0800   0.2865
 443  C8    C   CR6   0  -0.185   3.1108  -1.3521  -0.4835
 443  C10   C   CR16  0  -0.299   5.1174  -1.1787   0.8116
 443  C13   C   CR6   0  -0.036   6.5019   2.2223   0.3395
 443  C15   C   CR16  0  -0.210   5.5578   2.7962  -0.5360
 443  C17   C   CR66  0   0.140   4.3237   0.7189  -0.5080
 443  C22   C   C     0  -0.329  -3.2001  -0.6701   2.2292
 443  C24   C   CR16  0  -0.058  -4.3028   0.9959   0.7289
 443  C26   C   C     0  -0.340  -1.9975   0.1207   0.2730
 443  C28   C   CH2   0  -0.282  -5.7158   3.0146   0.5047
 443  O1    O   OH1   0  -0.650  -0.8715  -3.9258  -0.4335
 443  C2    C   CH1   0  -0.076  -0.8648  -2.5637  -0.1576
 443  S5    S   S     0   1.224   1.7316  -2.3295  -1.0214
 443  O6    O   OS    0  -0.654   2.1544  -3.7251  -1.0516
 443  O7    O   OS    0  -0.663   1.1806  -1.7268  -2.2345
 443  C9    C   CR16  0  -0.234   4.0551  -1.9271   0.3925
 443  C11   C   CR66  0   0.125   5.2819   0.1567   0.3735
 443  C12   C   CR16  0  -0.266   6.3810   0.9393   0.7916
 443  CL14  CL  CL    0  -0.111   7.8450   3.1853   0.8437
 443  C16   C   CR16  0  -0.306   4.4902   2.0519  -0.9486
 443  C18   C   CR16  0  -0.288   3.2296  -0.0650  -0.9298
 443  C19   C   C     0   0.521  -1.8532  -2.2618   0.9805
 443  O20   O   O     0  -0.496  -2.1738  -3.1983   1.7032
 443  N21   N   NR6   0  -0.440  -2.2758  -1.0045   1.1535
 443  C23   C   C     0  -0.428  -4.5308  -0.1907   1.6634
 443  C25   C   C     0  -0.424  -3.2815   0.6480  -0.3547
 443  N27   N   NT    0  -0.514  -5.5284   1.5978   0.2169
 443  C29   C   CH2   0  -0.489  -7.1535   3.4415   0.2970
 443  C30   C   CH2   0  -0.269  -7.6080   3.0116  -1.0795
 443  N31   N   NH1   0  -0.669  -7.3577   1.5964  -1.2168
 443  C32   C   C     0   0.705  -6.3187   0.9187  -0.6632
 443  O33   O   O     0  -0.556  -6.1325  -0.2667  -0.9402
 443  H4    H   HCH2  0   0.320   0.5317  -1.0131   0.5149
 443  H4A   H   HCH2  0   0.329   0.8707  -2.6179   1.1703
 443  H10   H   HCR6  0   0.275   5.8499  -1.6103   1.4814
 443  H15   H   HCR6  0   0.289   5.6834   3.8151  -0.8745
 443  H22   H   H     0   0.274  -3.3414  -1.5355   2.8701
 443  H22A  H   H     0   0.249  -2.7394   0.1145   2.8385
 443  H24   H   HCR6  0   0.241  -3.8428   1.7812   1.3376
 443  H26   H   H     0   0.260  -1.5162   0.9045   0.8659
 443  H26A  H   H     0   0.261  -1.2968  -0.1474  -0.5130
 443  H28   H   HCH2  0   0.254  -5.4293   3.1909   1.5427
 443  H28A  H   HCH2  0   0.232  -5.0508   3.6236  -0.1185
 443  HO1   H   HOH1  0   0.448  -1.1207  -4.3784   0.3859
 443  H2    H   HCH1  0   0.284  -1.1600  -2.0413  -1.0701
 443  H9    H   HCR6  0   0.287   3.9449  -2.9493   0.7278
 443  H12   H   HCR6  0   0.286   7.1150   0.5131   1.4630
 443  H16   H   HCR6  0   0.277   3.7600   2.4842  -1.6205
 443  H18   H   HCR6  0   0.288   2.5029   0.3678  -1.6058
 443  H23   H   H     0   0.247  -5.0184  -1.0074   1.1324
 443  H23A  H   H     0   0.243  -5.1813   0.1073   2.4890
 443  H25   H   H     0   0.246  -3.6853  -0.0995  -1.0368
 443  H25A  H   H     0   0.248  -3.0408   1.5389  -0.9394
 443  H29   H   HCH2  0   0.244  -7.7932   2.9881   1.0575
 443  H29A  H   HCH2  0   0.256  -7.2288   4.5236   0.4040
 443  H30   H   HCH2  0   0.255  -8.6748   3.1900  -1.2135
 443  H30A  H   HCH2  0   0.227  -7.0832   3.5898  -1.8487
 443  HN31  H   HNH1  0   0.392  -7.8779   1.0810  -1.9073

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
 443  S5   C4    single    1.799  0.020  1.799
 443  C4   C2    single    1.534  0.020  1.534
 443  C4   H4    single    0.970  0.020  1.090
 443  C4   H4A   single    0.970  0.020  1.090
 443  S5   C8    single    1.774  0.020  1.774
 443  C18  C8    aromatic  1.368  0.020  1.368
 443  C8   C9    aromatic  1.411  0.020  1.411
 443  C9   C10   aromatic  1.365  0.020  1.365
 443  C11  C10   aromatic  1.415  0.020  1.415
 443  C10  H10   single    0.930  0.020  1.080
 443  C15  C13   aromatic  1.410  0.020  1.410
 443  C13  C12   aromatic  1.366  0.020  1.366
 443  C13  CL14  single    1.728  0.020  1.728
 443  C16  C15   aromatic  1.365  0.020  1.365
 443  C15  H15   single    0.930  0.020  1.080
 443  C18  C17   aromatic  1.411  0.020  1.411
 443  C16  C17   aromatic  1.414  0.020  1.414
 443  C17  C11   aromatic  1.418  0.020  1.418
 443  N21  C22   single    1.457  0.020  1.457
 443  C22  C23   single    1.523  0.020  1.523
 443  C22  H22   single    0.970  0.020  1.090
 443  C22  H22A  single    0.970  0.020  1.090
 443  C23  C24   single    1.527  0.020  1.527
 443  C25  C24   single    1.529  0.020  1.529
 443  C24  N27   single    1.458  0.020  1.458
 443  C24  H24   single    0.970  0.020  1.090
 443  N21  C26   single    1.456  0.020  1.456
 443  C26  C25   single    1.523  0.020  1.523
 443  C26  H26   single    0.970  0.020  1.090
 443  C26  H26A  single    0.970  0.020  1.090
 443  N27  C28   single    1.458  0.020  1.458
 443  C28  C29   single    1.514  0.020  1.514
 443  C28  H28   single    0.970  0.020  1.090
 443  C28  H28A  single    0.970  0.020  1.090
 443  C2   O1    single    1.390  0.020  1.390
 443  O1   HO1   single    0.850  0.020  0.980
 443  C2   C19   single    1.537  0.020  1.537
 443  C2   H2    single    0.970  0.020  1.090
 443  O7   S5    double    1.462  0.020  1.462
 443  S5   O6    double    1.459  0.020  1.459
 443  C9   H9    single    0.930  0.020  1.080
 443  C11  C12   aromatic  1.413  0.020  1.413
 443  C12  H12   single    0.930  0.020  1.080
 443  C16  H16   single    0.930  0.020  1.080
 443  C18  H18   single    0.930  0.020  1.080
 443  O20  C19   double    1.226  0.020  1.226
 443  C19  N21   single    1.338  0.020  1.338
 443  C23  H23   single    0.970  0.020  1.090
 443  C23  H23A  single    0.970  0.020  1.090
 443  C25  H25   single    0.970  0.020  1.090
 443  C25  H25A  single    0.970  0.020  1.090
 443  N27  C32   single    1.364  0.020  1.364
 443  C29  C30   single    1.512  0.020  1.512
 443  C29  H29   single    0.970  0.020  1.090
 443  C29  H29A  single    0.970  0.020  1.090
 443  N31  C30   single    1.444  0.020  1.444
 443  C30  H30   single    0.970  0.020  1.090
 443  C30  H30A  single    0.970  0.020  1.090
 443  C32  N31   single    1.358  0.020  1.358
 443  N31  HN31  single    0.860  0.020  1.020
 443  O33  C32   double    1.231  0.020  1.231

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
 443  H4A   C4   H4   108.02  3.000
 443  H4A   C4   S5   107.75  3.000
 443  H4    C4   S5   106.35  3.000
 443  H4A   C4   C2   111.59  3.000
 443  H4    C4   C2   112.17  3.000
 443  S5    C4   C2   110.71  3.000
 443  C18   C8   C9   121.88  3.000
 443  C9    C8   S5   118.96  3.000
 443  C18   C8   S5   119.15  3.000
 443  H10   C10  C11  119.30  3.000
 443  H10   C10  C9   119.86  3.000
 443  C11   C10  C9   120.84  3.000
 443  CL14  C13  C12  119.72  3.000
 443  CL14  C13  C15  118.35  3.000
 443  C12   C13  C15  121.93  3.000
 443  H15   C15  C16  120.67  3.000
 443  H15   C15  C13  120.03  3.000
 443  C16   C15  C13  119.30  3.000
 443  C18   C17  C16  121.48  3.000
 443  C16   C17  C11  119.21  3.000
 443  C18   C17  C11  119.32  3.000
 443  H22A  C22  H22  107.30  3.000
 443  H22A  C22  C23  110.40  3.000
 443  H22   C22  C23  110.87  3.000
 443  H22A  C22  N21  107.96  3.000
 443  H22   C22  N21  109.59  3.000
 443  C23   C22  N21  110.61  3.000
 443  H24   C24  N27  104.61  3.000
 443  H24   C24  C25  106.06  3.000
 443  N27   C24  C25  113.98  3.000
 443  H24   C24  C23  106.25  3.000
 443  N27   C24  C23  114.20  3.000
 443  C25   C24  C23  110.89  3.000
 443  H26A  C26  H26  106.56  3.000
 443  H26A  C26  C25  109.33  3.000
 443  H26   C26  C25  110.24  3.000
 443  H26A  C26  N21  111.72  3.000
 443  H26   C26  N21  108.06  3.000
 443  C25   C26  N21  110.83  3.000
 443  H28A  C28  H28  106.97  3.000
 443  H28A  C28  C29  109.96  3.000
 443  H28   C28  C29  109.53  3.000
 443  H28A  C28  N27  110.47  3.000
 443  H28   C28  N27  108.12  3.000
 443  C29   C28  N27  111.65  3.000
 443  HO1   O1   C2   106.93  3.000
 443  H2    C2   C19  110.54  3.000
 443  H2    C2   O1   107.56  3.000
 443  C19   C2   O1   109.66  3.000
 443  H2    C2   C4   109.59  3.000
 443  C19   C2   C4   107.75  3.000
 443  O1    C2   C4   111.77  3.000
 443  O7    S5   O6   119.10  3.000
 443  O6    S5   C8   107.94  3.000
 443  O7    S5   C8   108.51  3.000
 443  O6    S5   C4   110.04  3.000
 443  O7    S5   C4   107.01  3.000
 443  C8    S5   C4   103.07  3.000
 443  H9    C9   C10  120.14  3.000
 443  H9    C9   C8   120.64  3.000
 443  C10   C9   C8   119.21  3.000
 443  C12   C11  C17  119.34  3.000
 443  C12   C11  C10  121.44  3.000
 443  C17   C11  C10  119.21  3.000
 443  H12   C12  C11  119.55  3.000
 443  H12   C12  C13  121.02  3.000
 443  C11   C12  C13  119.43  3.000
 443  H16   C16  C17  119.38  3.000
 443  H16   C16  C15  119.82  3.000
 443  C17   C16  C15  120.79  3.000
 443  H18   C18  C17  119.03  3.000
 443  H18   C18  C8   121.44  3.000
 443  C17   C18  C8   119.53  3.000
 443  N21   C19  O20  124.01  3.000
 443  N21   C19  C2   118.91  3.000
 443  O20   C19  C2   117.04  3.000
 443  C19   N21  C26  126.01  3.000
 443  C19   N21  C22  120.77  3.000
 443  C26   N21  C22  112.98  3.000
 443  H23A  C23  H23  107.84  3.000
 443  H23A  C23  C24  109.84  3.000
 443  H23   C23  C24  110.55  3.000
 443  H23A  C23  C22  108.98  3.000
 443  H23   C23  C22  109.64  3.000
 443  C24   C23  C22  109.96  3.000
 443  H25A  C25  H25  107.83  3.000
 443  H25A  C25  C26  108.49  3.000
 443  H25   C25  C26  109.44  3.000
 443  H25A  C25  C24  109.93  3.000
 443  H25   C25  C24  110.63  3.000
 443  C26   C25  C24  110.47  3.000
 443  C32   N27  C28  122.47  3.000
 443  C32   N27  C24  120.53  3.000
 443  C28   N27  C24  116.09  3.000
 443  H29A  C29  H29  107.66  3.000
 443  H29A  C29  C30  110.54  3.000
 443  H29   C29  C30  109.86  3.000
 443  H29A  C29  C28  109.39  3.000
 443  H29   C29  C28  110.09  3.000
 443  C30   C29  C28  109.28  3.000
 443  H30A  C30  H30  107.22  3.000
 443  H30A  C30  N31  111.56  3.000
 443  H30   C30  N31  108.57  3.000
 443  H30A  C30  C29  110.18  3.000
 443  H30   C30  C29  111.08  3.000
 443  N31   C30  C29  108.25  3.000
 443  HN31  N31  C32  114.80  3.000
 443  HN31  N31  C30  118.53  3.000
 443  C32   N31  C30  125.66  3.000
 443  O33   C32  N31  120.28  3.000
 443  O33   C32  N27  122.47  3.000
 443  N31   C32  N27  117.24  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
 443  CONST_01  C16   C17  C18  C8     180.00   0.0  0
 443  CONST_02  C11   C17  C18  C8       0.00   0.0  0
 443  CONST_03  C11   C10  C9   C8       0.00   0.0  0
 443  CONST_04  C18   C8   C9   C10      0.00   0.0  0
 443  CONST_05  C18   C17  C11  C10      0.00   0.0  0
 443  CONST_06  C16   C17  C11  C10    180.00   0.0  0
 443  CONST_07  C13   C12  C11  C10    180.00   0.0  0
 443  CONST_08  C17   C16  C15  C13      0.00   0.0  0
 443  CONST_09  C17   C11  C12  C13      0.00   0.0  0
 443  CONST_10  C11   C12  C13  C15      0.00   0.0  0
 443  CONST_11  C18   C17  C16  C15    180.00   0.0  0
 443  CONST_12  C11   C17  C16  C15      0.00   0.0  0
 443  CONST_13  C9    C8   C18  C17      0.00   0.0  0
 443  CONST_14  C9    C10  C11  C17      0.00   0.0  0
 443  CONST_15  C12   C11  C10  C9     180.00   0.0  0
 443  CONST_16  C16   C15  C13  C12      0.00   0.0  0
 443  CONST_17  C18   C17  C11  C12    180.00   0.0  0
 443  CONST_18  C16   C17  C11  C12      0.00   0.0  0
 443  CONST_19  N31   C32  N27  C24    180.00   0.0  0
 443  CONST_20  N31   C32  N27  C28      0.00   0.0  0
 443  CONST_21  C30   N31  C32  N27      0.00   0.0  0
 443  CONST_22  S5    C8   C9   C10    180.00   0.0  0
 443  CONST_23  S5    C8   C18  C17    180.00   0.0  0
 443  CONST_24  CL14  C13  C12  C11    180.00   0.0  0
 443  CONST_25  C16   C15  C13  CL14   180.00   0.0  0
 443  CONST_26  O33   C32  N27  C24      0.00   0.0  0
 443  CONST_27  O33   C32  N27  C28    180.00   0.0  0
 443  CONST_28  O33   C32  N31  C30    180.00   0.0  0
 443  CONST_29  H10   C10  C9   C8     180.00   0.0  0
 443  CONST_30  H12   C12  C11  C10      0.00   0.0  0
 443  CONST_31  H16   C16  C15  C13    180.00   0.0  0
 443  CONST_32  H15   C15  C16  C17    180.00   0.0  0
 443  CONST_33  H18   C18  C8   C9     180.00   0.0  0
 443  CONST_34  H9    C9   C10  C11    180.00   0.0  0
 443  CONST_35  HN31  N31  C32  N27    180.00   0.0  0
 443  CONST_36  C2    C19  N21  C22    180.00   0.0  0
 443  CONST_37  O20   C19  N21  C22      0.00   0.0  0
 443  CONST_38  C2    C19  N21  C26      0.00   0.0  0
 443  CONST_39  O20   C19  N21  C26    180.00   0.0  0
 443  Var_01    C25   C26  N21  C22    -58.56  30.0  1
 443  Var_02    N21   C22  C23  C24    -56.29  30.0  1
 443  Var_03    N21   C26  C25  C24     54.79  30.0  1
 443  Var_04    C29   C28  N27  C24   -163.50  30.0  1
 443  Var_05    C23   C22  N21  C26     59.41  30.0  1
 443  Var_06    N31   C30  C29  C28     53.65  30.0  1
 443  Var_07    C30   C29  C28  N27    -52.07  30.0  1
 443  Var_08    C32   N31  C30  C29    -33.76  30.0  1
 443  Var_09    C18   C8   S5   C4     -93.70  30.0  2
 443  Var_10    C2    C4   S5   C8     166.03  30.0  3

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
 443  chir_01  C24  C23  C25  N27  negativ
 443  chir_02  C2   O1   C4   C19  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
 443  plan-1  C22   0.020
 443  plan-1  C26   0.020
 443  plan-1  C2    0.020
 443  plan-1  C19   0.020
 443  plan-1  O20   0.020
 443  plan-1  N21   0.020
 443  plan-2  C8    0.020
 443  plan-2  C10   0.020
 443  plan-2  C13   0.020
 443  plan-2  C15   0.020
 443  plan-2  C17   0.020
 443  plan-2  S5    0.020
 443  plan-2  C9    0.020
 443  plan-2  C11   0.020
 443  plan-2  C12   0.020
 443  plan-2  CL14  0.020
 443  plan-2  C16   0.020
 443  plan-2  C18   0.020
 443  plan-2  H10   0.020
 443  plan-2  H15   0.020
 443  plan-2  H9    0.020
 443  plan-2  H12   0.020
 443  plan-2  H16   0.020
 443  plan-2  H18   0.020
 443  plan-3  C24   0.020
 443  plan-3  C28   0.020
 443  plan-3  N27   0.020
 443  plan-3  C30   0.020
 443  plan-3  N31   0.020
 443  plan-3  C32   0.020
 443  plan-3  O33   0.020
 443  plan-3  HN31  0.020

