# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 11:31:44 2020
#   Inital geometry file: a 156 line input string
#   Ligand name: 6-(2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl)-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(CCN2CCC(CC2)=C(c3ccc(F)cc3)c4ccc(F)cc4)C(=O)N5C=CSC5=N1
#
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
 E2J  E2J  6-(2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl)-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one  ligand  59  34  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_E2J
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
 E2J  C10  C  CR56  0   0.310   6.8178  -0.4543   0.1700
 E2J  N11  N  N     0  -0.464   6.4190  -1.2177  -0.7923
 E2J  C12  C  CH2   0  -0.524   2.9145   0.1524  -1.2274
 E2J  C13  C  CH2   0  -0.241   1.9056  -0.6292  -0.3828
 E2J  C15  C  CH2   0  -0.259  -0.2824  -1.5988  -0.3092
 E2J  C26  C  CR6   0   0.021  -4.0518   1.2895  -0.1398
 E2J  C28  C  CR16  0  -0.380  -3.8749   3.4761   0.8950
 E2J  C31  C  CR16  0  -0.246  -5.2741   1.6762  -0.6904
 E2J  C33  C  CH2   0  -0.493  -1.4219   0.7470  -1.4710
 E2J  C34  C  CH2   0  -0.268  -0.0492   0.7228  -0.8060
 E2J  C19  C  CR6   0   0.036  -4.4379  -1.1660   0.0746
 E2J  C18  C  C     0  -0.021  -3.5240  -0.0810  -0.3603
 E2J  C21  C  CR16  0  -0.377  -5.8487  -2.1478   1.7868
 E2J  C01  C  CH3   0  -0.736   4.7344  -1.9111  -2.3679
 E2J  C02  C  CR6   0   0.226   5.1559  -1.0146  -1.2446
 E2J  C03  C  CR6   0  -0.145   4.3163  -0.0508  -0.7334
 E2J  C04  C  CR6   0   0.581   4.7557   0.7893   0.3397
 E2J  O05  O  O     0  -0.431   4.1241   1.6727   0.8980
 E2J  N06  N  N     0  -0.561   6.0751   0.5220   0.7556
 E2J  C07  C  CR15  0   0.149   6.7267   1.2040   1.7746
 E2J  C08  C  CR15  0  -0.541   7.9707   0.7602   1.9767
 E2J  S09  S  S2    0   0.259   8.3864  -0.5361   0.9011
 E2J  N14  N  NT    0  -0.409   0.5597  -0.5889  -0.9228
 E2J  C16  C  CH2   0  -0.494  -1.6624  -1.6640  -0.9654
 E2J  C17  C  C     0   0.094  -2.3172  -0.3146  -0.9021
 E2J  C20  C  CR16  0  -0.249  -4.9776  -1.1569   1.3619
 E2J  C22  C  CR6   0   0.531  -6.1928  -3.1498   0.8990
 E2J  C23  C  CR16  0  -0.377  -5.6971  -3.1877  -0.3889
 E2J  C24  C  CR16  0  -0.264  -4.8215  -2.1889  -0.7923
 E2J  F25  F  F     0  -0.309  -7.0443  -4.1088   1.2992
 E2J  C27  C  CR16  0  -0.264  -3.3711   2.2039   0.6626
 E2J  C29  C  CR6   0   0.530  -5.0791   3.8237   0.3164
 E2J  C30  C  CR16  0  -0.374  -5.7929   2.9438  -0.4753
 E2J  F32  F  F     0  -0.309  -5.5775   5.0518   0.5369
 E2J  H1   H  HCH2  0   0.238   2.8225  -0.1629  -2.2679
 E2J  H2   H  HCH2  0   0.258   2.6857   1.2192  -1.2088
 E2J  H3   H  HCH2  0   0.212   2.2203  -1.6758  -0.3541
 E2J  H4   H  HCH2  0   0.209   1.9422  -0.2675   0.6581
 E2J  H5   H  HCH2  0   0.220   0.2032  -2.5720  -0.4112
 E2J  H6   H  HCH2  0   0.189  -0.4126  -1.4186   0.7728
 E2J  H7   H  HCR6  0   0.250  -3.3418   4.1779   1.5226
 E2J  H8   H  HCR6  0   0.235  -5.8302   0.9796  -1.3055
 E2J  H9   H  HCH2  0   0.251  -1.8460   1.7464  -1.3940
 E2J  H10  H  HCH2  0   0.237  -1.2855   0.5390  -2.5386
 E2J  H11  H  HCH2  0   0.231   0.5849   1.4662  -1.2906
 E2J  H12  H  HCH2  0   0.185  -0.1499   1.0291   0.2511
 E2J  H13  H  HCR6  0   0.251  -6.2545  -2.1379   2.7901
 E2J  H14  H  HCH3  0   0.249   4.6474  -1.3490  -3.2997
 E2J  H15  H  HCH3  0   0.258   5.4690  -2.6987  -2.5164
 E2J  H16  H  HCH3  0   0.244   3.7656  -2.3731  -2.1815
 E2J  H18  H  HCR5  0   0.308   6.2188   1.9947   2.3001
 E2J  H19  H  HCR5  0   0.288   8.6783   1.1228   2.7041
 E2J  H21  H  HCH2  0   0.228  -1.5411  -1.9737  -2.0086
 E2J  H22  H  HCH2  0   0.249  -2.2475  -2.4327  -0.4626
 E2J  H23  H  HCR6  0   0.237  -4.7107  -0.3653   2.0512
 E2J  H24  H  HCR6  0   0.247  -5.9947  -3.9730  -1.0715
 E2J  H25  H  HCR6  0   0.237  -4.4433  -2.2027  -1.8064
 E2J  H26  H  HCR6  0   0.240  -2.4345   1.9169   1.1246
 E2J  H27  H  HCR6  0   0.249  -6.7368   3.2404  -0.9139

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
 E2J  F32  C29  single    1.344  0.020  1.344
 E2J  C29  C28  aromatic  1.380  0.020  1.380
 E2J  C29  C30  aromatic  1.382  0.020  1.382
 E2J  C28  C27  aromatic  1.388  0.020  1.388
 E2J  C30  C31  aromatic  1.386  0.020  1.386
 E2J  C27  C26  aromatic  1.394  0.020  1.394
 E2J  C31  C26  aromatic  1.395  0.020  1.395
 E2J  C26  C18  single    1.485  0.020  1.485
 E2J  C18  C19  single    1.484  0.020  1.484
 E2J  C18  C17  double    1.343  0.020  1.343
 E2J  C16  C17  single    1.501  0.020  1.501
 E2J  C16  C15  single    1.529  0.020  1.529
 E2J  C24  C19  aromatic  1.395  0.020  1.395
 E2J  C24  C23  aromatic  1.388  0.020  1.388
 E2J  C19  C20  aromatic  1.396  0.020  1.396
 E2J  C17  C33  single    1.501  0.020  1.501
 E2J  C23  C22  aromatic  1.381  0.020  1.381
 E2J  C15  N14  single    1.451  0.020  1.451
 E2J  C20  C21  aromatic  1.386  0.020  1.386
 E2J  C22  C21  aromatic  1.382  0.020  1.382
 E2J  C22  F25  single    1.344  0.020  1.344
 E2J  C33  C34  single    1.525  0.020  1.525
 E2J  N14  C34  single    1.451  0.020  1.451
 E2J  N14  C13  single    1.451  0.020  1.451
 E2J  C13  C12  single    1.530  0.020  1.530
 E2J  C01  C02  single    1.498  0.020  1.498
 E2J  C12  C03  single    1.500  0.020  1.500
 E2J  C02  C03  double    1.377  0.020  1.377
 E2J  C02  N11  single    1.357  0.020  1.357
 E2J  C03  C04  single    1.432  0.020  1.432
 E2J  N11  C10  double    1.292  0.020  1.292
 E2J  C04  O05  double    1.221  0.020  1.221
 E2J  C04  N06  single    1.409  0.020  1.409
 E2J  C10  N06  single    1.359  0.020  1.359
 E2J  C10  S09  single    1.732  0.020  1.732
 E2J  N06  C07  single    1.389  0.020  1.389
 E2J  C07  C08  double    1.336  0.020  1.336
 E2J  S09  C08  single    1.735  0.020  1.735
 E2J  C12  H1   single    0.970  0.020  1.090
 E2J  C12  H2   single    0.970  0.020  1.090
 E2J  C13  H3   single    0.970  0.020  1.090
 E2J  C13  H4   single    0.970  0.020  1.090
 E2J  C15  H5   single    0.970  0.020  1.090
 E2J  C15  H6   single    0.970  0.020  1.090
 E2J  C28  H7   single    0.930  0.020  1.080
 E2J  C31  H8   single    0.930  0.020  1.080
 E2J  C33  H9   single    0.970  0.020  1.090
 E2J  C33  H10  single    0.970  0.020  1.090
 E2J  C34  H11  single    0.970  0.020  1.090
 E2J  C34  H12  single    0.970  0.020  1.090
 E2J  C21  H13  single    0.930  0.020  1.080
 E2J  C01  H14  single    0.970  0.020  1.090
 E2J  C01  H15  single    0.970  0.020  1.090
 E2J  C01  H16  single    0.970  0.020  1.090
 E2J  C07  H18  single    0.930  0.020  1.080
 E2J  C08  H19  single    0.930  0.020  1.080
 E2J  C16  H21  single    0.970  0.020  1.090
 E2J  C16  H22  single    0.970  0.020  1.090
 E2J  C20  H23  single    0.930  0.020  1.080
 E2J  C23  H24  single    0.930  0.020  1.080
 E2J  C24  H25  single    0.930  0.020  1.080
 E2J  C27  H26  single    0.930  0.020  1.080
 E2J  C30  H27  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
 E2J  S09  C10  N06  110.29  3.000
 E2J  S09  C10  N11  124.48  3.000
 E2J  N06  C10  N11  125.22  3.000
 E2J  C02  N11  C10  116.57  3.000
 E2J  H2   C12  H1   106.33  3.000
 E2J  H2   C12  C03  108.83  3.000
 E2J  H1   C12  C03  110.72  3.000
 E2J  H2   C12  C13  110.58  3.000
 E2J  H1   C12  C13  108.85  3.000
 E2J  C03  C12  C13  111.42  3.000
 E2J  H4   C13  H3   106.24  3.000
 E2J  H4   C13  N14  111.91  3.000
 E2J  H3   C13  N14  107.66  3.000
 E2J  H4   C13  C12  109.37  3.000
 E2J  H3   C13  C12  108.27  3.000
 E2J  N14  C13  C12  113.08  3.000
 E2J  H6   C15  H5   106.81  3.000
 E2J  H6   C15  C16  108.71  3.000
 E2J  H5   C15  C16  108.85  3.000
 E2J  H6   C15  N14  111.66  3.000
 E2J  H5   C15  N14  108.82  3.000
 E2J  C16  C15  N14  111.83  3.000
 E2J  C27  C26  C18  121.15  3.000
 E2J  C18  C26  C31  120.57  3.000
 E2J  C27  C26  C31  118.24  3.000
 E2J  H7   C28  C29  120.64  3.000
 E2J  H7   C28  C27  120.85  3.000
 E2J  C29  C28  C27  118.51  3.000
 E2J  H8   C31  C30  118.95  3.000
 E2J  H8   C31  C26  119.71  3.000
 E2J  C30  C31  C26  121.33  3.000
 E2J  H10  C33  H9   106.95  3.000
 E2J  H10  C33  C17  108.00  3.000
 E2J  H9   C33  C17  112.97  3.000
 E2J  H10  C33  C34  108.04  3.000
 E2J  H9   C33  C34  109.54  3.000
 E2J  C17  C33  C34  111.12  3.000
 E2J  H12  C34  H11  106.80  3.000
 E2J  H12  C34  N14  111.46  3.000
 E2J  H11  C34  N14  109.66  3.000
 E2J  H12  C34  C33  109.30  3.000
 E2J  H11  C34  C33  108.58  3.000
 E2J  N14  C34  C33  110.91  3.000
 E2J  C24  C19  C20  118.14  3.000
 E2J  C20  C19  C18  120.24  3.000
 E2J  C24  C19  C18  121.57  3.000
 E2J  C17  C18  C19  122.98  3.000
 E2J  C17  C18  C26  122.66  3.000
 E2J  C19  C18  C26  114.36  3.000
 E2J  H13  C21  C22  120.57  3.000
 E2J  H13  C21  C20  120.89  3.000
 E2J  C22  C21  C20  118.54  3.000
 E2J  H16  C01  H15  108.49  3.000
 E2J  H16  C01  H14  107.07  3.000
 E2J  H15  C01  H14  108.07  3.000
 E2J  H16  C01  C02  112.07  3.000
 E2J  H15  C01  C02  110.24  3.000
 E2J  H14  C01  C02  110.75  3.000
 E2J  C03  C02  C01  121.73  3.000
 E2J  C03  C02  N11  123.28  3.000
 E2J  C01  C02  N11  114.98  3.000
 E2J  C04  C03  C02  120.12  3.000
 E2J  C04  C03  C12  117.01  3.000
 E2J  C02  C03  C12  122.85  3.000
 E2J  N06  C04  O05  119.12  3.000
 E2J  N06  C04  C03  113.41  3.000
 E2J  O05  C04  C03  127.47  3.000
 E2J  C07  N06  C04  124.26  3.000
 E2J  C07  N06  C10  114.36  3.000
 E2J  C04  N06  C10  121.38  3.000
 E2J  H18  C07  C08  127.54  3.000
 E2J  H18  C07  N06  119.83  3.000
 E2J  C08  C07  N06  112.63  3.000
 E2J  H19  C08  S09  120.84  3.000
 E2J  H19  C08  C07  126.98  3.000
 E2J  S09  C08  C07  112.18  3.000
 E2J  C08  S09  C10   90.54  3.000
 E2J  C34  N14  C15  110.59  3.000
 E2J  C34  N14  C13  112.61  3.000
 E2J  C15  N14  C13  111.21  3.000
 E2J  H22  C16  H21  107.44  3.000
 E2J  H22  C16  C17  112.38  3.000
 E2J  H21  C16  C17  110.04  3.000
 E2J  H22  C16  C15  108.47  3.000
 E2J  H21  C16  C15  108.71  3.000
 E2J  C17  C16  C15  109.71  3.000
 E2J  C16  C17  C18  124.42  3.000
 E2J  C16  C17  C33  111.08  3.000
 E2J  C18  C17  C33  124.46  3.000
 E2J  H23  C20  C21  118.83  3.000
 E2J  H23  C20  C19  119.77  3.000
 E2J  C21  C20  C19  121.40  3.000
 E2J  F25  C22  C23  119.07  3.000
 E2J  F25  C22  C21  118.94  3.000
 E2J  C23  C22  C21  121.99  3.000
 E2J  H24  C23  C24  120.82  3.000
 E2J  H24  C23  C22  120.64  3.000
 E2J  C24  C23  C22  118.54  3.000
 E2J  H25  C24  C23  118.92  3.000
 E2J  H25  C24  C19  119.71  3.000
 E2J  C23  C24  C19  121.37  3.000
 E2J  H26  C27  C28  119.04  3.000
 E2J  H26  C27  C26  119.60  3.000
 E2J  C28  C27  C26  121.36  3.000
 E2J  F32  C29  C30  118.96  3.000
 E2J  C30  C29  C28  122.02  3.000
 E2J  F32  C29  C28  119.01  3.000
 E2J  H27  C30  C29  120.53  3.000
 E2J  H27  C30  C31  120.93  3.000
 E2J  C29  C30  C31  118.53  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
 E2J  CONST_01  C29  C28  C27  C26     0.00   0.0  0
 E2J  CONST_02  C29  C30  C31  C26     0.00   0.0  0
 E2J  CONST_03  C31  C30  C29  C28     0.00   0.0  0
 E2J  CONST_04  C31  C26  C27  C28     0.00   0.0  0
 E2J  CONST_05  C22  C23  C24  C19     0.00   0.0  0
 E2J  CONST_06  C22  C21  C20  C19     0.00   0.0  0
 E2J  CONST_07  C24  C19  C20  C21     0.00   0.0  0
 E2J  CONST_08  C24  C23  C22  C21     0.00   0.0  0
 E2J  CONST_09  C23  C24  C19  C20     0.00   0.0  0
 E2J  CONST_10  C23  C22  C21  C20     0.00   0.0  0
 E2J  CONST_11  C30  C29  C28  C27     0.00   0.0  0
 E2J  CONST_12  C30  C31  C26  C27     0.00   0.0  0
 E2J  CONST_13  C03  C04  N06  C10     0.00   0.0  0
 E2J  CONST_14  C04  N06  C10  N11     0.00   0.0  0
 E2J  CONST_15  C07  N06  C10  N11   180.00   0.0  0
 E2J  CONST_16  N06  C10  N11  C02     0.00   0.0  0
 E2J  CONST_17  S09  C10  N11  C02   180.00   0.0  0
 E2J  CONST_18  C07  N06  C04  C03   180.00   0.0  0
 E2J  CONST_19  S09  C10  N06  C04   180.00   0.0  0
 E2J  CONST_20  S09  C10  N06  C07     0.00   0.0  0
 E2J  CONST_21  C18  C26  C27  C28   180.00   0.0  0
 E2J  CONST_22  F32  C29  C30  C31   180.00   0.0  0
 E2J  CONST_23  C30  C31  C26  C18   180.00   0.0  0
 E2J  CONST_24  C23  C24  C19  C18   180.00   0.0  0
 E2J  CONST_25  C21  C20  C19  C18   180.00   0.0  0
 E2J  CONST_26  F25  C22  C21  C20   180.00   0.0  0
 E2J  CONST_27  F25  C22  C23  C24   180.00   0.0  0
 E2J  CONST_28  F32  C29  C28  C27   180.00   0.0  0
 E2J  CONST_29  O05  C04  N06  C10   180.00   0.0  0
 E2J  CONST_30  C07  N06  C04  O05     0.00   0.0  0
 E2J  CONST_31  H7   C28  C27  C26   180.00   0.0  0
 E2J  CONST_32  H27  C30  C31  C26   180.00   0.0  0
 E2J  CONST_33  H26  C27  C26  C31   180.00   0.0  0
 E2J  CONST_34  H24  C23  C24  C19   180.00   0.0  0
 E2J  CONST_35  H13  C21  C20  C19   180.00   0.0  0
 E2J  CONST_36  H25  C24  C19  C20   180.00   0.0  0
 E2J  CONST_37  H23  C20  C21  C22   180.00   0.0  0
 E2J  CONST_38  H8   C31  C26  C27   180.00   0.0  0
 E2J  Var_01    C33  C17  C16  C15    53.12  30.0  1
 E2J  Var_02    C33  C34  N14  C15   -58.85  30.0  1
 E2J  Var_03    C16  C17  C33  C34   -53.47  30.0  1
 E2J  Var_04    C16  C15  N14  C34    59.85  30.0  1
 E2J  Var_05    C17  C16  C15  N14   -56.68  30.0  1
 E2J  Var_06    C17  C33  C34  N14    55.99  30.0  1
 E2J  Var_07    C24  C19  C18  C26   125.93  30.0  2
 E2J  Var_08    C19  C18  C26  C31   -56.67  30.0  2
 E2J  Var_09    C15  N14  C13  C12   165.30  30.0  2
 E2J  Var_10    C02  C03  C12  C13    93.77  30.0  3
 E2J  Var_11    N14  C13  C12  C03  -173.03  30.0  1
 E2J  Var_12    H14  C01  C02  N11  -109.73  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
 E2J  plan-1  C19  0.020
 E2J  plan-1  C18  0.020
 E2J  plan-1  C21  0.020
 E2J  plan-1  C20  0.020
 E2J  plan-1  C22  0.020
 E2J  plan-1  C23  0.020
 E2J  plan-1  C24  0.020
 E2J  plan-1  F25  0.020
 E2J  plan-1  H13  0.020
 E2J  plan-1  H23  0.020
 E2J  plan-1  H24  0.020
 E2J  plan-1  H25  0.020
 E2J  plan-2  C26  0.020
 E2J  plan-2  C28  0.020
 E2J  plan-2  C31  0.020
 E2J  plan-2  C18  0.020
 E2J  plan-2  C27  0.020
 E2J  plan-2  C29  0.020
 E2J  plan-2  C30  0.020
 E2J  plan-2  F32  0.020
 E2J  plan-2  H7   0.020
 E2J  plan-2  H8   0.020
 E2J  plan-2  H26  0.020
 E2J  plan-2  H27  0.020
 E2J  plan-3  C10  0.020
 E2J  plan-3  N11  0.020
 E2J  plan-3  C12  0.020
 E2J  plan-3  C01  0.020
 E2J  plan-3  C02  0.020
 E2J  plan-3  C03  0.020
 E2J  plan-3  C04  0.020
 E2J  plan-3  O05  0.020
 E2J  plan-3  N06  0.020
 E2J  plan-3  C07  0.020
 E2J  plan-3  C08  0.020
 E2J  plan-3  S09  0.020
 E2J  plan-3  H18  0.020
 E2J  plan-3  H19  0.020

