# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 05:07:18 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: 4-{5-[(E)-2-{4-(2-chlorophenyl)-5-[5-(methylsulfonyl)pyridin-2-yl]-4H-1,2,4-triazol-3-yl}ethenyl]-1,3,4-oxadiazol-2-yl}benzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)c1ccc(nc1)c2nnc(\C=C\c3oc(nn3)c4ccc(cc4)C#N)n2c5ccccc5Cl
#
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
 1AK  1AK  4-{5-[(E)-2-{4-(2-chlorophenyl)-5-[5-(methylsulfonyl)pyridin-2-yl]-4H-1,2,4-triazol-3-yl}ethenyl]-1,3,4-oxadiazol-2-yl}benzonitrile  ligand  53  37  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1AK
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
 1AK  CL1   CL  CL    0  -0.095  -2.0255   1.2213  -2.3629
 1AK  C01   C   CR16  0  -0.229  -2.0610   3.3399  -0.6904
 1AK  C02   C   CR16  0  -0.244  -1.9373   3.9276   0.5611
 1AK  C03   C   CR16  0  -0.255  -1.6208   3.1596   1.6724
 1AK  C04   C   CR16  0  -0.251  -1.4314   1.7931   1.5356
 1AK  C05   C   CR6   0   0.329  -1.5583   1.2031   0.2899
 1AK  C06   C   CR6   0  -0.038  -1.8661   1.9764  -0.8225
 1AK  N08   N   NR5   0  -0.603  -1.3264  -0.1882   0.1424
 1AK  C09   C   CR5   0   0.444  -2.2120  -1.2113   0.0021
 1AK  N10   N   N     0  -0.305  -1.5548  -2.3328  -0.1488
 1AK  N11   N   N     0  -0.305  -0.2466  -2.0663  -0.1180
 1AK  C12   C   CR5   0   0.481  -0.0996  -0.7751   0.0530
 1AK  C13   C   C1    0  -0.303   1.1463  -0.0525   0.1290
 1AK  C14   C   C1    0  -0.345   2.3329  -0.6692   0.0909
 1AK  C15   C   CR5   0   0.525   3.5729   0.0584   0.1595
 1AK  N16   N   N     0  -0.301   3.7839   1.3288   0.2771
 1AK  N17   N   N     0  -0.297   5.1290   1.5046   0.2915
 1AK  C18   C   CR5   0   0.501   5.6630   0.3337   0.1822
 1AK  C19   C   CR6   0  -0.019   7.0713  -0.0148   0.1498
 1AK  C20   C   CR16  0  -0.254   8.0215   1.0010   0.2674
 1AK  C21   C   CR16  0  -0.221   9.3671   0.6966   0.2403
 1AK  C22   C   CR6   0   0.007   9.7697  -0.6312   0.0938
 1AK  C23   C   CR16  0  -0.221   8.8261  -1.6497  -0.0238
 1AK  C24   C   CR16  0  -0.274   7.4792  -1.3404   0.0043
 1AK  C25   C   CSP   0   0.062  11.1610  -0.9489   0.0632
 1AK  N26   N   NS    0  -0.242  12.2839  -1.2044   0.0392
 1AK  O27   O   O     0  -0.419   4.7290  -0.6210   0.0956
 1AK  C28   C   CR6   0   0.184  -3.6673  -1.1111   0.0251
 1AK  C29   C   CR16  0  -0.280  -4.4381  -2.2541  -0.1816
 1AK  C30   C   CR16  0  -0.123  -5.8126  -2.1322  -0.1410
 1AK  C31   C   CR6   0  -0.286  -6.3523  -0.8776   0.1030
 1AK  C32   C   CR16  0  -0.024  -5.5061   0.2081   0.2845
 1AK  N33   N   N     0  -0.410  -4.1917   0.0875   0.2496
 1AK  S34   S   S     0   1.220  -8.1112  -0.6548   0.1716
 1AK  O35   O   OS    0  -0.660  -8.4062   0.7181  -0.2262
 1AK  O36   O   OS    0  -0.660  -8.7302  -1.7558  -0.5600
 1AK  C37   C   CH3   0  -0.789  -8.4897  -0.8380   1.8972
 1AK  H01   H   HCR6  0   0.290  -2.3043   3.9384  -1.5574
 1AK  H02   H   HCR6  0   0.278  -2.0872   4.9938   0.6623
 1AK  H03   H   HCR6  0   0.276  -1.5228   3.6202   2.6456
 1AK  H04   H   HCR6  0   0.287  -1.1905   1.1786   2.3929
 1AK  H13   H   H     0   0.304   1.0917   1.0260   0.2163
 1AK  H14   H   H     0   0.309   2.4034  -1.7465   0.0064
 1AK  H20   H   HCR6  0   0.282   7.7078   2.0293   0.3818
 1AK  H21   H   HCR6  0   0.293  10.1035   1.4824   0.3318
 1AK  H23   H   HCR6  0   0.293   9.1431  -2.6769  -0.1379
 1AK  H24   H   HCR6  0   0.282   6.7571  -2.1393  -0.0882
 1AK  H29   H   HCR6  0   0.293  -3.9727  -3.2100  -0.3732
 1AK  H30   H   HCR6  0   0.304  -6.4417  -2.9976  -0.2993
 1AK  H32   H   HCR6  0   0.295  -5.8968   1.2028   0.4641
 1AK  H37   H   HCH3  0   0.299  -7.9565  -0.0812   2.4679
 1AK  H37A  H   HCH3  0   0.316  -9.5651  -0.6991   2.0057
 1AK  H37B  H   HCH3  0   0.300  -8.2063  -1.8348   2.2269

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
 1AK  C06  CL1   single    1.723  0.020  1.723
 1AK  C02  C01   aromatic  1.388  0.020  1.388
 1AK  C01  C06   aromatic  1.384  0.020  1.384
 1AK  C01  H01   single    0.930  0.020  1.080
 1AK  C02  C03   aromatic  1.387  0.020  1.387
 1AK  C02  H02   single    0.930  0.020  1.080
 1AK  C03  C04   aromatic  1.386  0.020  1.386
 1AK  C03  H03   single    0.930  0.020  1.080
 1AK  C04  C05   aromatic  1.384  0.020  1.384
 1AK  C04  H04   single    0.930  0.020  1.080
 1AK  C06  C05   aromatic  1.389  0.020  1.389
 1AK  C05  N08   single    1.418  0.020  1.418
 1AK  N08  C09   aromatic  1.360  0.020  1.360
 1AK  N08  C12   aromatic  1.363  0.020  1.363
 1AK  C28  C09   single    1.459  0.020  1.459
 1AK  C09  N10   aromatic  1.309  0.020  1.309
 1AK  N10  N11   aromatic  1.335  0.020  1.335
 1AK  C12  N11   aromatic  1.311  0.020  1.311
 1AK  C12  C13   single    1.442  0.020  1.442
 1AK  C13  C14   double    1.338  0.020  1.338
 1AK  C13  H13   single    0.930  0.020  1.080
 1AK  C15  C14   single    1.439  0.020  1.439
 1AK  C14  H14   single    0.930  0.020  1.080
 1AK  O27  C15   aromatic  1.342  0.020  1.342
 1AK  C15  N16   aromatic  1.293  0.020  1.293
 1AK  N17  N16   aromatic  1.357  0.020  1.357
 1AK  C18  N17   aromatic  1.292  0.020  1.292
 1AK  C19  C18   single    1.451  0.020  1.451
 1AK  O27  C18   aromatic  1.338  0.020  1.338
 1AK  C24  C19   aromatic  1.395  0.020  1.395
 1AK  C19  C20   aromatic  1.396  0.020  1.396
 1AK  C21  C20   aromatic  1.380  0.020  1.380
 1AK  C20  H20   single    0.930  0.020  1.080
 1AK  C22  C21   aromatic  1.395  0.020  1.395
 1AK  C21  H21   single    0.930  0.020  1.080
 1AK  C25  C22   single    1.427  0.020  1.427
 1AK  C23  C22   aromatic  1.393  0.020  1.393
 1AK  C23  C24   aromatic  1.382  0.020  1.382
 1AK  C23  H23   single    0.930  0.020  1.080
 1AK  C24  H24   single    0.930  0.020  1.080
 1AK  N26  C25   triple    1.152  0.020  1.152
 1AK  C29  C28   aromatic  1.394  0.020  1.394
 1AK  C28  N33   aromatic  1.327  0.020  1.327
 1AK  C30  C29   aromatic  1.380  0.020  1.380
 1AK  C29  H29   single    0.930  0.020  1.080
 1AK  C30  C31   aromatic  1.387  0.020  1.387
 1AK  C30  H30   single    0.930  0.020  1.080
 1AK  S34  C31   single    1.774  0.020  1.774
 1AK  C31  C32   aromatic  1.388  0.020  1.388
 1AK  C32  N33   aromatic  1.320  0.020  1.320
 1AK  C32  H32   single    0.930  0.020  1.080
 1AK  C37  S34   single    1.776  0.020  1.776
 1AK  O35  S34   double    1.459  0.020  1.459
 1AK  S34  O36   double    1.460  0.020  1.460
 1AK  C37  H37   single    0.970  0.020  1.090
 1AK  C37  H37A  single    0.970  0.020  1.090
 1AK  C37  H37B  single    0.970  0.020  1.090

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
 1AK  H01   C01  C06   120.04  3.000
 1AK  H01   C01  C02   120.58  3.000
 1AK  C06   C01  C02   119.39  3.000
 1AK  H02   C02  C03   120.16  3.000
 1AK  H02   C02  C01   119.30  3.000
 1AK  C03   C02  C01   120.54  3.000
 1AK  H03   C03  C04   119.76  3.000
 1AK  H03   C03  C02   120.39  3.000
 1AK  C04   C03  C02   119.85  3.000
 1AK  H04   C04  C05   119.43  3.000
 1AK  H04   C04  C03   120.80  3.000
 1AK  C05   C04  C03   119.77  3.000
 1AK  N08   C05  C06   119.93  3.000
 1AK  N08   C05  C04   119.79  3.000
 1AK  C06   C05  C04   120.24  3.000
 1AK  C05   C06  C01   120.21  3.000
 1AK  C05   C06  CL1   119.50  3.000
 1AK  C01   C06  CL1   120.28  3.000
 1AK  C12   N08  C09   104.79  3.000
 1AK  C12   N08  C05   125.21  3.000
 1AK  C09   N08  C05   129.94  3.000
 1AK  C28   C09  N10   124.17  3.000
 1AK  N10   C09  N08   109.23  3.000
 1AK  C28   C09  N08   126.59  3.000
 1AK  N11   N10  C09   108.56  3.000
 1AK  C12   N11  N10   108.02  3.000
 1AK  C13   C12  N11   126.67  3.000
 1AK  C13   C12  N08   123.94  3.000
 1AK  N11   C12  N08   109.39  3.000
 1AK  H13   C13  C14   120.39  3.000
 1AK  H13   C13  C12   117.35  3.000
 1AK  C14   C13  C12   122.26  3.000
 1AK  H14   C14  C15   116.78  3.000
 1AK  H14   C14  C13   121.23  3.000
 1AK  C15   C14  C13   121.99  3.000
 1AK  O27   C15  N16   111.16  3.000
 1AK  N16   C15  C14   129.91  3.000
 1AK  O27   C15  C14   118.94  3.000
 1AK  N17   N16  C15   106.86  3.000
 1AK  C18   N17  N16   106.95  3.000
 1AK  O27   C18  C19   120.29  3.000
 1AK  O27   C18  N17   111.32  3.000
 1AK  C19   C18  N17   128.38  3.000
 1AK  C24   C19  C20   120.09  3.000
 1AK  C20   C19  C18   118.94  3.000
 1AK  C24   C19  C18   120.97  3.000
 1AK  H20   C20  C21   119.65  3.000
 1AK  H20   C20  C19   120.24  3.000
 1AK  C21   C20  C19   120.11  3.000
 1AK  H21   C21  C22   120.28  3.000
 1AK  H21   C21  C20   120.16  3.000
 1AK  C22   C21  C20   119.56  3.000
 1AK  C25   C22  C23   119.71  3.000
 1AK  C23   C22  C21   120.61  3.000
 1AK  C25   C22  C21   119.69  3.000
 1AK  H23   C23  C24   120.03  3.000
 1AK  H23   C23  C22   120.33  3.000
 1AK  C24   C23  C22   119.64  3.000
 1AK  H24   C24  C23   118.94  3.000
 1AK  H24   C24  C19   121.07  3.000
 1AK  C23   C24  C19   119.99  3.000
 1AK  N26   C25  C22   180.00  3.000
 1AK  C18   O27  C15   103.70  3.000
 1AK  N33   C28  C29   123.16  3.000
 1AK  N33   C28  C09   117.31  3.000
 1AK  C29   C28  C09   119.53  3.000
 1AK  H29   C29  C30   120.82  3.000
 1AK  H29   C29  C28   120.90  3.000
 1AK  C30   C29  C28   118.28  3.000
 1AK  H30   C30  C31   121.54  3.000
 1AK  H30   C30  C29   120.28  3.000
 1AK  C31   C30  C29   118.18  3.000
 1AK  S34   C31  C32   120.06  3.000
 1AK  C32   C31  C30   119.55  3.000
 1AK  S34   C31  C30   120.40  3.000
 1AK  H32   C32  N33   116.56  3.000
 1AK  H32   C32  C31   121.32  3.000
 1AK  N33   C32  C31   122.12  3.000
 1AK  C32   N33  C28   118.70  3.000
 1AK  C37   S34  O36   108.59  3.000
 1AK  O36   S34  O35   119.16  3.000
 1AK  C37   S34  O35   108.59  3.000
 1AK  O36   S34  C31   107.83  3.000
 1AK  O35   S34  C31   107.93  3.000
 1AK  C37   S34  C31   103.64  3.000
 1AK  H37B  C37  H37A  110.11  3.000
 1AK  H37B  C37  H37   110.55  3.000
 1AK  H37A  C37  H37   110.05  3.000
 1AK  H37B  C37  S34   109.49  3.000
 1AK  H37A  C37  S34   107.08  3.000
 1AK  H37   C37  S34   109.48  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
 1AK  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 1AK  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 1AK  CONST_03  N08  C05  C06  C01   180.00   0.0  0
 1AK  CONST_04  C05  C06  C01  C02     0.00   0.0  0
 1AK  CONST_05  C05  C04  C03  C02     0.00   0.0  0
 1AK  CONST_06  C06  C01  C02  C03     0.00   0.0  0
 1AK  CONST_07  C06  C05  C04  C03     0.00   0.0  0
 1AK  CONST_08  N08  C05  C04  C03   180.00   0.0  0
 1AK  CONST_11  C28  C09  N08  C05     0.00   0.0  0
 1AK  CONST_12  N10  C09  N08  C05   180.00   0.0  0
 1AK  CONST_13  N11  C12  N08  C05   180.00   0.0  0
 1AK  CONST_16  C29  C28  C09  N08   180.00   0.0  0
 1AK  CONST_17  N33  C28  C09  N08     0.00   0.0  0
 1AK  CONST_18  N11  N10  C09  N08     0.00   0.0  0
 1AK  CONST_19  N10  N11  C12  N08     0.00   0.0  0
 1AK  CONST_20  N11  C12  N08  C09     0.00   0.0  0
 1AK  CONST_21  C30  C29  C28  C09   180.00   0.0  0
 1AK  CONST_22  C32  N33  C28  C09   180.00   0.0  0
 1AK  CONST_23  C12  N11  N10  C09     0.00   0.0  0
 1AK  CONST_24  C12  N08  C09  N10     0.00   0.0  0
 1AK  CONST_25  C29  C28  C09  N10     0.00   0.0  0
 1AK  CONST_26  N33  C28  C09  N10   180.00   0.0  0
 1AK  CONST_27  C28  C09  N10  N11   180.00   0.0  0
 1AK  CONST_28  C28  C09  N08  C12   180.00   0.0  0
 1AK  CONST_29  N17  C18  O27  C15     0.00   0.0  0
 1AK  CONST_30  C19  C18  O27  C15   180.00   0.0  0
 1AK  CONST_31  C18  N17  N16  C15     0.00   0.0  0
 1AK  CONST_32  C18  O27  C15  N16     0.00   0.0  0
 1AK  CONST_33  C19  C18  N17  N16   180.00   0.0  0
 1AK  CONST_34  O27  C18  N17  N16     0.00   0.0  0
 1AK  CONST_35  O27  C15  N16  N17     0.00   0.0  0
 1AK  CONST_36  C24  C19  C18  N17   180.00   0.0  0
 1AK  CONST_37  C20  C19  C18  N17     0.00   0.0  0
 1AK  CONST_38  C23  C24  C19  C18   180.00   0.0  0
 1AK  CONST_39  C21  C20  C19  C18   180.00   0.0  0
 1AK  CONST_40  C22  C23  C24  C19     0.00   0.0  0
 1AK  CONST_41  C22  C21  C20  C19     0.00   0.0  0
 1AK  CONST_42  O27  C18  C19  C20   180.00   0.0  0
 1AK  CONST_43  C23  C24  C19  C20     0.00   0.0  0
 1AK  CONST_44  C23  C22  C21  C20     0.00   0.0  0
 1AK  CONST_45  C24  C19  C20  C21     0.00   0.0  0
 1AK  CONST_46  C24  C23  C22  C21     0.00   0.0  0
 1AK  CONST_47  O27  C18  C19  C24     0.00   0.0  0
 1AK  CONST_48  C31  C30  C29  C28     0.00   0.0  0
 1AK  CONST_49  C31  C32  N33  C28     0.00   0.0  0
 1AK  CONST_50  C32  N33  C28  C29     0.00   0.0  0
 1AK  CONST_51  C32  C31  C30  C29     0.00   0.0  0
 1AK  CONST_52  N33  C28  C29  C30     0.00   0.0  0
 1AK  CONST_53  N33  C32  C31  C30     0.00   0.0  0
 1AK  CONST_54  C02  C01  C06  CL1   180.00   0.0  0
 1AK  CONST_55  C04  C05  C06  CL1   180.00   0.0  0
 1AK  CONST_56  N08  C05  C06  CL1     0.00   0.0  0
 1AK  CONST_57  C13  C12  N08  C05     0.00   0.0  0
 1AK  CONST_58  C13  C12  N08  C09   180.00   0.0  0
 1AK  CONST_59  C13  C12  N11  N10   180.00   0.0  0
 1AK  CONST_60  C18  O27  C15  C14   180.00   0.0  0
 1AK  CONST_61  N17  N16  C15  C14   180.00   0.0  0
 1AK  CONST_62  C25  C22  C21  C20   180.00   0.0  0
 1AK  CONST_63  C25  C22  C23  C24   180.00   0.0  0
 1AK  CONST_64  S34  C31  C30  C29   180.00   0.0  0
 1AK  CONST_65  S34  C31  C32  N33   180.00   0.0  0
 1AK  CONST_66  H03  C03  C02  C01   180.00   0.0  0
 1AK  CONST_67  H04  C04  C03  C02   180.00   0.0  0
 1AK  CONST_68  H01  C01  C02  C03   180.00   0.0  0
 1AK  CONST_69  H02  C02  C03  C04   180.00   0.0  0
 1AK  CONST_70  H29  C29  C28  C09     0.00   0.0  0
 1AK  CONST_71  H24  C24  C19  C18     0.00   0.0  0
 1AK  CONST_72  H20  C20  C19  C18     0.00   0.0  0
 1AK  CONST_73  H23  C23  C24  C19   180.00   0.0  0
 1AK  CONST_74  H21  C21  C20  C19   180.00   0.0  0
 1AK  CONST_75  H30  C30  C29  C28   180.00   0.0  0
 1AK  CONST_76  H32  C32  N33  C28   180.00   0.0  0
 1AK  Var_01    C15  C14  C13  C12   179.64   0.0  2
 1AK  Var_02    C14  C13  C12  N08   177.26  30.0  2
 1AK  Var_03    O27  C15  C14  C13  -179.00  30.0  1
 1AK  Var_04    C37  S34  C31  C30    92.81  30.0  2
 1AK  Var_05    H37  C37  S34  C31    60.08  30.0  3

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
 1AK  plan-1  C05  0.020
 1AK  plan-1  N08  0.020
 1AK  plan-1  C09  0.020
 1AK  plan-1  N10  0.020
 1AK  plan-1  N11  0.020
 1AK  plan-1  C12  0.020
 1AK  plan-1  C13  0.020
 1AK  plan-1  C28  0.020
 1AK  plan-2  C14  0.020
 1AK  plan-2  C15  0.020
 1AK  plan-2  N16  0.020
 1AK  plan-2  N17  0.020
 1AK  plan-2  C18  0.020
 1AK  plan-2  C19  0.020
 1AK  plan-2  O27  0.020
 1AK  plan-3  CL1  0.020
 1AK  plan-3  C01  0.020
 1AK  plan-3  C02  0.020
 1AK  plan-3  C03  0.020
 1AK  plan-3  C04  0.020
 1AK  plan-3  C05  0.020
 1AK  plan-3  C06  0.020
 1AK  plan-3  N08  0.020
 1AK  plan-3  H01  0.020
 1AK  plan-3  H02  0.020
 1AK  plan-3  H03  0.020
 1AK  plan-3  H04  0.020
 1AK  plan-4  C18  0.020
 1AK  plan-4  C19  0.020
 1AK  plan-4  C20  0.020
 1AK  plan-4  C21  0.020
 1AK  plan-4  C22  0.020
 1AK  plan-4  C23  0.020
 1AK  plan-4  C24  0.020
 1AK  plan-4  C25  0.020
 1AK  plan-4  N26  0.020
 1AK  plan-4  H20  0.020
 1AK  plan-4  H21  0.020
 1AK  plan-4  H23  0.020
 1AK  plan-4  H24  0.020
 1AK  plan-5  C09  0.020
 1AK  plan-5  C28  0.020
 1AK  plan-5  C29  0.020
 1AK  plan-5  C30  0.020
 1AK  plan-5  C31  0.020
 1AK  plan-5  C32  0.020
 1AK  plan-5  N33  0.020
 1AK  plan-5  S34  0.020
 1AK  plan-5  H29  0.020
 1AK  plan-5  H30  0.020
 1AK  plan-5  H32  0.020
 1AK  plan-6  C12  0.020
 1AK  plan-6  C13  0.020
 1AK  plan-6  C14  0.020
 1AK  plan-6  C15  0.020
 1AK  plan-6  H13  0.020
 1AK  plan-6  H14  0.020

