# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 19:25:02 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: (2R)-4-(6-chloropyridazin-3-yl)-N-(4-methoxybenzyl)-1-{[4-(trifluoromethoxy)phenyl]sulfonyl}piperazine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(CNC(=O)[C@H]2CN(CCN2[S](=O)(=O)c3ccc(OC(F)(F)F)cc3)c4ccc(Cl)nn4)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
 46F  46F  (2R)-4-(6-chloropyridazin-3-yl)-N-(4-methoxybenzyl)-1-{[4-(trifluoromethoxy)phenyl]sulfonyl}piperazine-2-carboxamide  ligand  62  39  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_46F
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
 46F  C1    C   CR16  0  -0.293  -1.1081  -4.5999  -0.0394
 46F  C2    C   CR16  0  -0.290  -2.6671  -2.7963   0.0712
 46F  C3    C   CR16  0  -0.330  -2.1500  -5.5065  -0.1269
 46F  C4    C   CR16  0  -0.376  -3.7257  -3.6908  -0.0189
 46F  C5    C   CR16  0  -0.283   3.4297  -1.0985  -0.2179
 46F  C6    C   CR16  0  -0.288   3.6967   0.8525   1.1908
 46F  C7    C   CR16  0  -0.242   2.8818  -0.3036  -1.2122
 46F  C8    C   CR16  0  -0.220   3.1538   1.6455   0.1964
 46F  C9    C   CR16  0  -0.300  -2.7535   2.8058   1.7387
 46F  C10   C   CR16  0  -0.189  -3.3443   2.3129   2.8634
 46F  C11   C   CR6   0   0.062  -1.3474  -3.2324   0.0641
 46F  C12   C   CR6   0   0.370  -3.4710  -5.0582  -0.1175
 46F  C13   C   CR6   0   0.335   3.8196  -0.5104   0.9720
 46F  C14   C   CR6   0  -0.192   2.7432   1.0590  -0.9938
 46F  C15   C   CR6   0   0.557  -2.7401   1.9858   0.5855
 46F  C16   C   CR6   0   0.119  -3.8931   1.0307   2.7804
 46F  C17   C   C     0   0.595  -0.1999   0.1138  -0.4934
 46F  C18   C   CH2   0  -0.348  -1.4197   3.5962  -0.7537
 46F  C19   C   CH2   0  -0.284   0.0677   3.2863  -0.7013
 46F  C20   C   CH2   0  -0.331  -1.9489   1.4668  -1.6721
 46F  C21   C   CH1   0  -0.256  -0.4740   1.0408  -1.6801
 46F  C22   C   CH3   0  -0.436  -5.7790  -5.5995  -0.2146
 46F  C23   C   CH2   0  -0.341  -0.2072  -2.2553   0.1790
 46F  C24   C   CT    0   1.077   5.6194  -1.5335   2.0612
 46F  N25   N   N     0  -0.351  -3.2896   0.7735   0.6102
 46F  N26   N   N     0  -0.230  -3.8600   0.3096   1.6984
 46F  N27   N   NT    0  -0.489  -2.2177   2.3987  -0.6029
 46F  N28   N   N     0  -0.582   0.3652   2.2364  -1.6828
 46F  N29   N   NH1   0  -0.627  -0.3160  -1.1891  -0.7894
 46F  O30   O   O     0  -0.464   0.0527   0.5485   0.6169
 46F  O31   O   OS    0  -0.644   2.5267   3.3794  -2.1944
 46F  O32   O   OS    0  -0.646   1.8745   1.2954  -3.4407
 46F  O33   O   O2    0  -0.471  -4.4252  -6.0051  -0.2093
 46F  F35   F   F     0  -0.297   6.3187  -0.4079   2.2090
 46F  F36   F   F     0  -0.273   5.8427  -2.3071   3.1094
 46F  F37   F   F     0  -0.296   6.0940  -2.1440   0.9752
 46F  S38   S   S     0   1.399   1.9238   2.0585  -2.2052
 46F  CL39  CL  CL    0  -0.102  -4.6596   0.3302   4.1629
 46F  H1    H   HCR6  0   0.252  -0.0887  -4.9680  -0.0561
 46F  H2    H   HCR6  0   0.287  -2.8831  -1.7364   0.1416
 46F  H3    H   HCR6  0   0.260  -1.9476  -6.5672  -0.2099
 46F  H4    H   HCR6  0   0.275  -4.7366  -3.3055  -0.0080
 46F  H5    H   HCR6  0   0.294   3.5353  -2.1641  -0.3704
 46F  H6    H   HCR6  0   0.294   4.0039   1.2912   2.1302
 46F  H7    H   HCR6  0   0.298   2.5763  -0.7566  -2.1447
 46F  H8    H   HCR6  0   0.293   3.0581   2.7100   0.3610
 46F  H9    H   HCR6  0   0.298  -2.3130   3.7909   1.7569
 46F  H10   H   HCR6  0   0.304  -3.3825   2.8879   3.7775
 46F  H18   H   HCH2  0   0.285  -1.6568   4.3434  -0.0020
 46F  H18A  H   HCH2  0   0.272  -1.6649   4.0382  -1.7225
 46F  H19   H   HCH2  0   0.280   0.6080   4.1895  -0.9734
 46F  H19A  H   HCH2  0   0.258   0.3614   2.9937   0.3077
 46F  H20   H   HCH2  0   0.285  -2.1681   1.9579  -2.6229
 46F  H20A  H   HCH2  0   0.297  -2.5850   0.5897  -1.5954
 46F  H21   H   HCH1  0   0.306  -0.3158   0.5091  -2.6204
 46F  H22   H   HCH3  0   0.228  -6.0571  -5.0908   0.7124
 46F  H22A  H   HCH3  0   0.227  -6.0056  -4.9413  -1.0576
 46F  H22B  H   HCH3  0   0.259  -6.3732  -6.5051  -0.3091
 46F  H23   H   HCH2  0   0.265  -0.1846  -1.7998   1.1690
 46F  H23A  H   HCH2  0   0.255   0.7447  -2.7789   0.0541
 46F  HN29  H   HNH1  0   0.403  -0.4884  -1.4556  -1.7460
 46F  O34   O   O2    0  -0.520   4.2980  -1.3143   1.9939

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
 46F  C1   C3    aromatic  1.384  0.020  1.384
 46F  C1   C11   aromatic  1.392  0.020  1.392
 46F  C2   C4    aromatic  1.389  0.020  1.389
 46F  C2   C11   aromatic  1.390  0.020  1.390
 46F  C3   C12   aromatic  1.395  0.020  1.395
 46F  C4   C12   aromatic  1.394  0.020  1.394
 46F  C5   C7    aromatic  1.386  0.020  1.386
 46F  C5   C13   aromatic  1.383  0.020  1.383
 46F  C6   C8    aromatic  1.383  0.020  1.383
 46F  C6   C13   aromatic  1.386  0.020  1.386
 46F  C7   C14   aromatic  1.387  0.020  1.387
 46F  C8   C14   aromatic  1.389  0.020  1.389
 46F  C9   C10   aromatic  1.363  0.020  1.363
 46F  C9   C15   aromatic  1.415  0.020  1.415
 46F  C10  C16   aromatic  1.397  0.020  1.397
 46F  C11  C23   single    1.506  0.020  1.506
 46F  C12  O33   single    1.347  0.020  1.347
 46F  C13  O34   single    1.385  0.020  1.385
 46F  C14  S38   single    1.771  0.020  1.771
 46F  C15  N25   aromatic  1.331  0.020  1.331
 46F  C15  N27   single    1.362  0.020  1.362
 46F  C16  N26   aromatic  1.301  0.020  1.301
 46F  C16  CL39  single    1.729  0.020  1.729
 46F  C17  C21   single    1.531  0.020  1.531
 46F  C17  N29   single    1.341  0.020  1.341
 46F  C17  O30   double    1.219  0.020  1.219
 46F  C18  C19   single    1.520  0.020  1.520
 46F  C18  N27   single    1.447  0.020  1.447
 46F  C19  N28   single    1.468  0.020  1.468
 46F  C20  C21   single    1.535  0.020  1.535
 46F  C20  N27   single    1.444  0.020  1.444
 46F  C21  N28   single    1.461  0.020  1.461
 46F  C22  O33   single    1.413  0.020  1.413
 46F  C23  N29   single    1.444  0.020  1.444
 46F  C24  O34   single    1.341  0.020  1.341
 46F  C24  F35   single    1.333  0.020  1.333
 46F  C24  F36   single    1.322  0.020  1.322
 46F  C24  F37   single    1.333  0.020  1.333
 46F  N25  N26   aromatic  1.313  0.020  1.313
 46F  N28  S38   single    1.653  0.020  1.653
 46F  O31  S38   double    1.452  0.020  1.452
 46F  O32  S38   double    1.453  0.020  1.453
 46F  C1   H1    single    0.930  0.020  1.080
 46F  C2   H2    single    0.930  0.020  1.080
 46F  C3   H3    single    0.930  0.020  1.080
 46F  C4   H4    single    0.930  0.020  1.080
 46F  C5   H5    single    0.930  0.020  1.080
 46F  C6   H6    single    0.930  0.020  1.080
 46F  C7   H7    single    0.930  0.020  1.080
 46F  C8   H8    single    0.930  0.020  1.080
 46F  C9   H9    single    0.930  0.020  1.080
 46F  C10  H10   single    0.930  0.020  1.080
 46F  C18  H18   single    0.970  0.020  1.090
 46F  C18  H18A  single    0.970  0.020  1.090
 46F  C19  H19   single    0.970  0.020  1.090
 46F  C19  H19A  single    0.970  0.020  1.090
 46F  C20  H20   single    0.970  0.020  1.090
 46F  C20  H20A  single    0.970  0.020  1.090
 46F  C21  H21   single    0.970  0.020  1.090
 46F  C22  H22   single    0.970  0.020  1.090
 46F  C22  H22A  single    0.970  0.020  1.090
 46F  C22  H22B  single    0.970  0.020  1.090
 46F  C23  H23   single    0.970  0.020  1.090
 46F  C23  H23A  single    0.970  0.020  1.090
 46F  N29  HN29  single    0.860  0.020  1.020

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
 46F  H1    C1   C11   119.76  3.000
 46F  H1    C1   C3    118.99  3.000
 46F  C11   C1   C3    121.25  3.000
 46F  H2    C2   C11   119.75  3.000
 46F  H2    C2   C4    118.82  3.000
 46F  C11   C2   C4    121.42  3.000
 46F  H3    C3   C12   119.49  3.000
 46F  H3    C3   C1    120.37  3.000
 46F  C12   C3   C1    120.13  3.000
 46F  H4    C4   C12   121.38  3.000
 46F  H4    C4   C2    118.83  3.000
 46F  C12   C4   C2    119.80  3.000
 46F  H5    C5   C13   120.84  3.000
 46F  H5    C5   C7    120.17  3.000
 46F  C13   C5   C7    118.99  3.000
 46F  H6    C6   C13   120.73  3.000
 46F  H6    C6   C8    120.23  3.000
 46F  C13   C6   C8    119.03  3.000
 46F  H7    C7   C14   121.29  3.000
 46F  H7    C7   C5    119.36  3.000
 46F  C14   C7   C5    119.34  3.000
 46F  H8    C8   C14   121.33  3.000
 46F  H8    C8   C6    119.32  3.000
 46F  C14   C8   C6    119.35  3.000
 46F  H9    C9   C15   122.60  3.000
 46F  H9    C9   C10   119.55  3.000
 46F  C15   C9   C10   117.85  3.000
 46F  H10   C10  C16   121.64  3.000
 46F  H10   C10  C9    121.41  3.000
 46F  C16   C10  C9    116.95  3.000
 46F  C23   C11  C2    120.99  3.000
 46F  C23   C11  C1    120.85  3.000
 46F  C2    C11  C1    118.15  3.000
 46F  O33   C12  C4    124.37  3.000
 46F  O33   C12  C3    116.38  3.000
 46F  C4    C12  C3    119.25  3.000
 46F  O34   C13  C6    119.00  3.000
 46F  O34   C13  C5    119.02  3.000
 46F  C6    C13  C5    121.93  3.000
 46F  S38   C14  C8    118.98  3.000
 46F  S38   C14  C7    119.53  3.000
 46F  C8    C14  C7    121.35  3.000
 46F  N27   C15  N25   116.78  3.000
 46F  N27   C15  C9    122.61  3.000
 46F  N25   C15  C9    120.57  3.000
 46F  CL39  C16  N26   116.86  3.000
 46F  CL39  C16  C10   119.90  3.000
 46F  N26   C16  C10   123.24  3.000
 46F  O30   C17  N29   124.44  3.000
 46F  O30   C17  C21   121.83  3.000
 46F  N29   C17  C21   113.69  3.000
 46F  H18A  C18  H18   106.64  3.000
 46F  H18A  C18  N27   107.66  3.000
 46F  H18   C18  N27   112.14  3.000
 46F  H18A  C18  C19   109.43  3.000
 46F  H18   C18  C19   109.27  3.000
 46F  N27   C18  C19   111.55  3.000
 46F  H19A  C19  H19   108.69  3.000
 46F  H19A  C19  N28   111.85  3.000
 46F  H19   C19  N28   109.04  3.000
 46F  H19A  C19  C18   110.49  3.000
 46F  H19   C19  C18   107.95  3.000
 46F  N28   C19  C18   108.73  3.000
 46F  H20A  C20  H20   107.87  3.000
 46F  H20A  C20  N27   111.09  3.000
 46F  H20   C20  N27   108.49  3.000
 46F  H20A  C20  C21   109.81  3.000
 46F  H20   C20  C21   108.24  3.000
 46F  N27   C20  C21   111.22  3.000
 46F  H21   C21  N28   108.29  3.000
 46F  H21   C21  C20   106.19  3.000
 46F  N28   C21  C20   108.96  3.000
 46F  H21   C21  C17   110.29  3.000
 46F  N28   C21  C17   113.22  3.000
 46F  C20   C21  C17   109.63  3.000
 46F  H22B  C22  H22A  108.73  3.000
 46F  H22B  C22  H22   108.80  3.000
 46F  H22A  C22  H22   108.72  3.000
 46F  H22B  C22  O33   106.55  3.000
 46F  H22A  C22  O33   111.97  3.000
 46F  H22   C22  O33   111.96  3.000
 46F  H23A  C23  H23   106.60  3.000
 46F  H23A  C23  N29   110.02  3.000
 46F  H23   C23  N29   107.58  3.000
 46F  H23A  C23  C11   109.86  3.000
 46F  H23   C23  C11   110.86  3.000
 46F  N29   C23  C11   111.76  3.000
 46F  F37   C24  F36   108.53  3.000
 46F  F37   C24  F35   106.87  3.000
 46F  F36   C24  F35   108.52  3.000
 46F  F37   C24  O34   112.63  3.000
 46F  F36   C24  O34   107.57  3.000
 46F  F35   C24  O34   112.60  3.000
 46F  N26   N25  C15   121.09  3.000
 46F  N25   N26  C16   120.30  3.000
 46F  C20   N27  C18   110.76  3.000
 46F  C20   N27  C15   121.46  3.000
 46F  C18   N27  C15   123.59  3.000
 46F  S38   N28  C21   117.01  3.000
 46F  S38   N28  C19   118.64  3.000
 46F  C21   N28  C19   117.90  3.000
 46F  HN29  N29  C23   117.00  3.000
 46F  HN29  N29  C17   118.76  3.000
 46F  C23   N29  C17   124.23  3.000
 46F  C22   O33  C12   118.49  3.000
 46F  O32   S38  O31   119.88  3.000
 46F  O32   S38  N28   107.05  3.000
 46F  O31   S38  N28   106.93  3.000
 46F  O32   S38  C14   107.51  3.000
 46F  O31   S38  C14   108.43  3.000
 46F  N28   S38  C14   106.30  3.000
 46F  C24   O34  C13   118.17  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
 46F  CONST_01  C4    C12  C3   C1     0.00   0.0  0
 46F  CONST_02  C4    C2   C11  C1     0.00   0.0  0
 46F  CONST_03  C3    C12  C4   C2     0.00   0.0  0
 46F  CONST_04  C3    C1   C11  C2     0.00   0.0  0
 46F  CONST_05  C8    C14  C7   C5     0.00   0.0  0
 46F  CONST_06  C8    C6   C13  C5     0.00   0.0  0
 46F  CONST_07  C7    C14  C8   C6     0.00   0.0  0
 46F  CONST_08  C7    C5   C13  C6     0.00   0.0  0
 46F  CONST_09  N26   C16  C10  C9     0.00   0.0  0
 46F  CONST_10  N26   N25  C15  C9     0.00   0.0  0
 46F  CONST_11  N25   C15  C9   C10    0.00   0.0  0
 46F  CONST_12  N25   N26  C16  C10    0.00   0.0  0
 46F  CONST_13  C12   C3   C1   C11    0.00   0.0  0
 46F  CONST_14  C12   C4   C2   C11    0.00   0.0  0
 46F  CONST_15  C14   C7   C5   C13    0.00   0.0  0
 46F  CONST_16  C14   C8   C6   C13    0.00   0.0  0
 46F  CONST_17  C16   C10  C9   C15    0.00   0.0  0
 46F  CONST_18  C16   N26  N25  C15    0.00   0.0  0
 46F  CONST_19  N27   C15  C9   C10  180.00   0.0  0
 46F  CONST_20  N27   C15  N25  N26  180.00   0.0  0
 46F  CONST_21  O33   C12  C3   C1   180.00   0.0  0
 46F  CONST_22  O33   C12  C4   C2   180.00   0.0  0
 46F  CONST_23  C23   C11  C1   C3   180.00   0.0  0
 46F  CONST_24  C23   C11  C2   C4   180.00   0.0  0
 46F  CONST_25  S38   C14  C7   C5   180.00   0.0  0
 46F  CONST_26  S38   C14  C8   C6   180.00   0.0  0
 46F  CONST_27  O34   C13  C5   C7   180.00   0.0  0
 46F  CONST_28  O34   C13  C6   C8   180.00   0.0  0
 46F  CONST_29  CL39  C16  C10  C9   180.00   0.0  0
 46F  CONST_30  CL39  C16  N26  N25  180.00   0.0  0
 46F  CONST_31  H2    C2   C11  C1   180.00   0.0  0
 46F  CONST_32  H1    C1   C11  C2   180.00   0.0  0
 46F  CONST_33  H4    C4   C12  C3   180.00   0.0  0
 46F  CONST_34  H3    C3   C12  C4   180.00   0.0  0
 46F  CONST_35  H6    C6   C13  C5   180.00   0.0  0
 46F  CONST_36  H5    C5   C13  C6   180.00   0.0  0
 46F  CONST_37  H8    C8   C14  C7   180.00   0.0  0
 46F  CONST_38  H7    C7   C14  C8   180.00   0.0  0
 46F  CONST_39  H10   C10  C9   C15  180.00   0.0  0
 46F  CONST_40  H9    C9   C10  C16  180.00   0.0  0
 46F  CONST_41  C23   N29  C17  C21  180.00   0.0  0
 46F  CONST_42  HN29  N29  C17  C21    0.00   0.0  0
 46F  CONST_43  O30   C17  N29  C23    0.00   0.0  0
 46F  Var_01    C18   N27  C15  C9    11.49  30.0  2
 46F  Var_02    C19   C18  N27  C15   95.94  30.0  1
 46F  Var_03    C21   C20  N27  C15  -97.23  30.0  1
 46F  Var_04    C21   N28  C19  C18  -49.34  30.0  1
 46F  Var_05    N28   C19  C18  N27   53.13  30.0  1
 46F  Var_06    N28   S38  C14  C7    97.66  30.0  2
 46F  Var_07    C19   N28  S38  C14   83.56  30.0  1
 46F  Var_08    N29   C23  C11  C1   128.66  30.0  2
 46F  Var_09    C17   N29  C23  C11  131.04  30.0  3
 46F  Var_10    F35   C24  O34  C13   59.88  30.0  3
 46F  Var_11    H22   C22  O33  C12  -61.97  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
 46F  chir_01  C21  C17  C20  N28  negativ

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
 46F  plan-1  C1    0.020
 46F  plan-1  C2    0.020
 46F  plan-1  C3    0.020
 46F  plan-1  C4    0.020
 46F  plan-1  C11   0.020
 46F  plan-1  C12   0.020
 46F  plan-1  C23   0.020
 46F  plan-1  O33   0.020
 46F  plan-1  H1    0.020
 46F  plan-1  H2    0.020
 46F  plan-1  H3    0.020
 46F  plan-1  H4    0.020
 46F  plan-2  C5    0.020
 46F  plan-2  C6    0.020
 46F  plan-2  C7    0.020
 46F  plan-2  C8    0.020
 46F  plan-2  C13   0.020
 46F  plan-2  C14   0.020
 46F  plan-2  S38   0.020
 46F  plan-2  H5    0.020
 46F  plan-2  H6    0.020
 46F  plan-2  H7    0.020
 46F  plan-2  H8    0.020
 46F  plan-2  O34   0.020
 46F  plan-3  C9    0.020
 46F  plan-3  C10   0.020
 46F  plan-3  C15   0.020
 46F  plan-3  C16   0.020
 46F  plan-3  N25   0.020
 46F  plan-3  N26   0.020
 46F  plan-3  N27   0.020
 46F  plan-3  CL39  0.020
 46F  plan-3  H9    0.020
 46F  plan-3  H10   0.020
 46F  plan-4  C17   0.020
 46F  plan-4  C21   0.020
 46F  plan-4  C23   0.020
 46F  plan-4  N29   0.020
 46F  plan-4  O30   0.020
 46F  plan-4  HN29  0.020

