# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 21:23:36 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: (2S)-({(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)(4-fluorophenyl)ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1oc(cc1)\C=C2/SC(=NC2=O)N[C@H](C(O)=O)c3ccc(F)cc3
#
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
 VRX  VRX  '(2S)-({(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)(4-fluorophenyl)ethanoic acid'  ligand  40  26  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VRX
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
 VRX  C1    C  CR16   0  -0.288   4.0433  -2.4666  -3.5573
 VRX  C2    C  CR16   0  -0.403   5.0546  -2.7743  -4.4557
 VRX  C3    C  CR6    0   0.508   6.0259  -1.8246  -4.7066
 VRX  C4    C  CR16   0  -0.400   6.0133  -0.5882  -4.0927
 VRX  C5    C  CR16   0  -0.280   4.9930  -0.3010  -3.1960
 VRX  C6    C  CR6    0   0.148   3.9968  -1.2314  -2.9197
 VRX  F     F  F      0  -0.319   7.0074  -2.1105  -5.5809
 VRX  C8    C  CH1    0  -0.289   2.9111  -0.9495  -1.9124
 VRX  C9    C  C      0   0.441   3.3831  -1.3894  -0.4899
 VRX  O10   O  O      0  -0.575   3.6440  -2.5925  -0.3737
 VRX  O11   O  OC    -1  -0.585   3.4530  -0.4908   0.3682
 VRX  N12   N  NH1    0  -0.635   2.5472   0.4463  -1.8568
 VRX  C13   C  CR5    0   0.380   1.8926   1.0757  -2.8060
 VRX  S14   S  S2     0   0.151   1.5010   2.7863  -2.5592
 VRX  C15   C  CR5    0  -0.273   0.7294   2.7704  -4.1274
 VRX  C16   C  CR5    0   0.497   0.8493   1.4067  -4.7303
 VRX  N17   N  N      0  -0.484   1.5120   0.5274  -3.9244
 VRX  O18   O  O      0  -0.452   0.3955   1.1295  -5.8247
 VRX  C19   C  C1     0  -0.369   0.1061   3.7899  -4.7388
 VRX  C20   C  CR5    0   0.375  -0.0588   5.1141  -4.2444
 VRX  C21   C  CR15   0  -0.318  -0.6854   6.2121  -4.7615
 VRX  C22   C  CR15   0  -0.383  -0.5203   7.2503  -3.8099
 VRX  C23   C  CR5    0   0.399   0.1946   6.7229  -2.7773
 VRX  O24   O  O      0  -0.447   0.4739   5.4307  -3.0384
 VRX  C25   C  CH2    0  -0.539   0.6756   7.2807  -1.4908
 VRX  C26   C  CH3    0  -0.665   0.0656   6.5954  -0.2680
 VRX  H261  H  HCH3   0   0.232  -1.0194   6.6995  -0.2592
 VRX  H262  H  HCH3   0   0.241   0.4546   7.0437   0.6455
 VRX  H263  H  HCH3   0   0.231   0.3029   5.5321  -0.2426
 VRX  H251  H  HCH2   0   0.259   1.7662   7.2063  -1.4457
 VRX  H252  H  HCH2   0   0.260   0.4373   8.3448  -1.4802
 VRX  H22   H  HCR5   0   0.269  -0.8845   8.2628  -3.8746
 VRX  H21   H  HCR5   0   0.273  -1.2014   6.2609  -5.7072
 VRX  H19   H  H      0   0.291  -0.3242   3.5932  -5.7140
 VRX  H12   H  HNH1   0   0.408   2.7757   0.8946  -0.9756
 VRX  H8    H  HCH1   0   0.277   2.0279  -1.5405  -2.1733
 VRX  H5    H  HCR6   0   0.256   4.9807   0.6705  -2.7180
 VRX  H4    H  HCR6   0   0.276   6.7823   0.1420  -4.3083
 VRX  H2    H  HCR6   0   0.276   5.0813  -3.7338  -4.9558
 VRX  H1    H  HCR6   0   0.257   3.2726  -3.2012  -3.3620

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
 VRX  C1   C2    aromatic  1.387  0.020  1.387
 VRX  C1   C6    aromatic  1.391  0.020  1.391
 VRX  C1   H1    single    0.930  0.020  1.080
 VRX  C2   C3    aromatic  1.381  0.020  1.381
 VRX  C2   H2    single    0.930  0.020  1.080
 VRX  C3   C4    aromatic  1.381  0.020  1.381
 VRX  C3   F     single    1.345  0.020  1.345
 VRX  C4   C5    aromatic  1.388  0.020  1.388
 VRX  C4   H4    single    0.930  0.020  1.080
 VRX  C5   C6    aromatic  1.391  0.020  1.391
 VRX  C5   H5    single    0.930  0.020  1.080
 VRX  C6   C8    single    1.508  0.020  1.508
 VRX  C8   N12   single    1.443  0.020  1.443
 VRX  C8   C9    single    1.562  0.020  1.562
 VRX  C8   H8    single    0.970  0.020  1.090
 VRX  C9   O10   deloc     1.237  0.020  1.237
 VRX  C9   O11   deloc     1.244  0.020  1.244
 VRX  N12  C13   single    1.314  0.020  1.314
 VRX  N12  H12   single    0.860  0.020  1.020
 VRX  C13  S14   single    1.772  0.020  1.772
 VRX  C13  N17   double    1.303  0.020  1.303
 VRX  S14  C15   single    1.748  0.020  1.748
 VRX  C15  C19   double    1.342  0.020  1.342
 VRX  C15  C16   single    1.496  0.020  1.496
 VRX  C16  N17   single    1.364  0.020  1.364
 VRX  C16  O18   double    1.217  0.020  1.217
 VRX  C19  C20   single    1.423  0.020  1.423
 VRX  C19  H19   single    0.930  0.020  1.080
 VRX  C20  C21   aromatic  1.366  0.020  1.366
 VRX  C20  O24   aromatic  1.356  0.020  1.356
 VRX  C21  C22   aromatic  1.418  0.020  1.418
 VRX  C21  H21   single    0.930  0.020  1.080
 VRX  C22  C23   aromatic  1.362  0.020  1.362
 VRX  C22  H22   single    0.930  0.020  1.080
 VRX  C23  C25   single    1.482  0.020  1.482
 VRX  C23  O24   aromatic  1.348  0.020  1.348
 VRX  C25  C26   single    1.529  0.020  1.529
 VRX  C25  H251  single    0.970  0.020  1.090
 VRX  C25  H252  single    0.970  0.020  1.090
 VRX  C26  H261  single    0.970  0.020  1.090
 VRX  C26  H262  single    0.970  0.020  1.090
 VRX  C26  H263  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
 VRX  H1    C1   C6    119.75  3.000
 VRX  H1    C1   C2    119.04  3.000
 VRX  C6    C1   C2    121.21  3.000
 VRX  H2    C2   C3    120.54  3.000
 VRX  H2    C2   C1    120.92  3.000
 VRX  C3    C2   C1    118.54  3.000
 VRX  F     C3   C4    119.08  3.000
 VRX  F     C3   C2    119.01  3.000
 VRX  C4    C3   C2    121.90  3.000
 VRX  H4    C4   C5    120.76  3.000
 VRX  H4    C4   C3    120.61  3.000
 VRX  C5    C4   C3    118.63  3.000
 VRX  H5    C5   C6    120.29  3.000
 VRX  H5    C5   C4    118.62  3.000
 VRX  C6    C5   C4    121.08  3.000
 VRX  C8    C6   C5    121.56  3.000
 VRX  C8    C6   C1    119.76  3.000
 VRX  C5    C6   C1    118.63  3.000
 VRX  H8    C8   N12   109.15  3.000
 VRX  H8    C8   C9    107.99  3.000
 VRX  N12   C8   C9    108.26  3.000
 VRX  H8    C8   C6    108.72  3.000
 VRX  C9    C8   C6    109.77  3.000
 VRX  N12   C8   C6    112.84  3.000
 VRX  O11   C9   O10   128.75  3.000
 VRX  O11   C9   C8    116.21  3.000
 VRX  O10   C9   C8    115.04  3.000
 VRX  H12   N12  C13   121.87  3.000
 VRX  H12   N12  C8    113.82  3.000
 VRX  C13   N12  C8    124.13  3.000
 VRX  N17   C13  S14   117.48  3.000
 VRX  N17   C13  N12   124.36  3.000
 VRX  S14   C13  N12   118.16  3.000
 VRX  C15   S14  C13    87.93  3.000
 VRX  C19   C15  C16   123.10  3.000
 VRX  C16   C15  S14   109.54  3.000
 VRX  C19   C15  S14   127.36  3.000
 VRX  O18   C16  N17   124.44  3.000
 VRX  O18   C16  C15   122.71  3.000
 VRX  N17   C16  C15   112.86  3.000
 VRX  C16   N17  C13   112.19  3.000
 VRX  H19   C19  C20   115.81  3.000
 VRX  H19   C19  C15   117.15  3.000
 VRX  C20   C19  C15   127.04  3.000
 VRX  O24   C20  C21   109.22  3.000
 VRX  O24   C20  C19   118.74  3.000
 VRX  C21   C20  C19   132.04  3.000
 VRX  H21   C21  C22   127.67  3.000
 VRX  H21   C21  C20   126.01  3.000
 VRX  C22   C21  C20   106.32  3.000
 VRX  H22   C22  C23   125.91  3.000
 VRX  H22   C22  C21   127.45  3.000
 VRX  C23   C22  C21   106.64  3.000
 VRX  C25   C23  O24   117.50  3.000
 VRX  O24   C23  C22   109.46  3.000
 VRX  C25   C23  C22   133.04  3.000
 VRX  C23   O24  C20   108.35  3.000
 VRX  H252  C25  H251  106.48  3.000
 VRX  H252  C25  C26   110.03  3.000
 VRX  H251  C25  C26   109.53  3.000
 VRX  H252  C25  C23   107.74  3.000
 VRX  H251  C25  C23   109.49  3.000
 VRX  C26   C25  C23   113.33  3.000
 VRX  H263  C26  H262  107.71  3.000
 VRX  H263  C26  H261  108.05  3.000
 VRX  H262  C26  H261  108.03  3.000
 VRX  H263  C26  C25   111.66  3.000
 VRX  H262  C26  C25   110.11  3.000
 VRX  H261  C26  C25   111.15  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
 VRX  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 VRX  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 VRX  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 VRX  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 VRX  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 VRX  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 VRX  CONST_07  C23   C22  C21  C20     0.00   0.0  0
 VRX  CONST_08  C22   C23  O24  C20     0.00   0.0  0
 VRX  CONST_09  C23   O24  C20  C21     0.00   0.0  0
 VRX  CONST_10  O24   C23  C22  C21     0.00   0.0  0
 VRX  CONST_11  O24   C20  C21  C22     0.00   0.0  0
 VRX  CONST_12  C16   N17  C13  S14     0.00   0.0  0
 VRX  CONST_13  F     C3   C2   C1    180.00   0.0  0
 VRX  CONST_14  C8    C6   C1   C2    180.00   0.0  0
 VRX  CONST_15  C8    C6   C5   C4    180.00   0.0  0
 VRX  CONST_16  F     C3   C4   C5    180.00   0.0  0
 VRX  CONST_17  C22   C21  C20  C19   180.00   0.0  0
 VRX  CONST_18  C23   O24  C20  C19   180.00   0.0  0
 VRX  CONST_19  C25   C23  O24  C20   180.00   0.0  0
 VRX  CONST_20  C25   C23  C22  C21   180.00   0.0  0
 VRX  CONST_21  C16   N17  C13  N12   180.00   0.0  0
 VRX  CONST_22  H5    C5   C6   C1    180.00   0.0  0
 VRX  CONST_23  H4    C4   C3   C2    180.00   0.0  0
 VRX  CONST_24  H1    C1   C2   C3    180.00   0.0  0
 VRX  CONST_25  H2    C2   C3   C4    180.00   0.0  0
 VRX  CONST_26  H22   C22  C21  C20   180.00   0.0  0
 VRX  CONST_27  H21   C21  C22  C23   180.00   0.0  0
 VRX  CONST_28  S14   C13  N12  C8    180.00   0.0  0
 VRX  CONST_29  N17   C13  N12  C8      0.00   0.0  0
 VRX  CONST_30  H12   N12  C13  S14     0.00   0.0  0
 VRX  Var_01    C20   C19  C15  S14     0.29  30.0  2
 VRX  Var_02    C21   C20  C19  C15  -178.73  30.0  2
 VRX  Var_03    C26   C25  C23  C22   116.57  30.0  2
 VRX  Var_04    H261  C26  C25  C23   -60.40  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
 VRX  chir_01  C8  C6  N12  C9  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
 VRX  plan-1  C8   0.020
 VRX  plan-1  N12  0.020
 VRX  plan-1  C13  0.020
 VRX  plan-1  S14  0.020
 VRX  plan-1  C15  0.020
 VRX  plan-1  C16  0.020
 VRX  plan-1  N17  0.020
 VRX  plan-1  O18  0.020
 VRX  plan-1  C19  0.020
 VRX  plan-1  H12  0.020
 VRX  plan-2  C19  0.020
 VRX  plan-2  C20  0.020
 VRX  plan-2  C21  0.020
 VRX  plan-2  C22  0.020
 VRX  plan-2  C23  0.020
 VRX  plan-2  O24  0.020
 VRX  plan-2  C25  0.020
 VRX  plan-2  H22  0.020
 VRX  plan-2  H21  0.020
 VRX  plan-3  C1   0.020
 VRX  plan-3  C2   0.020
 VRX  plan-3  C3   0.020
 VRX  plan-3  C4   0.020
 VRX  plan-3  C5   0.020
 VRX  plan-3  C6   0.020
 VRX  plan-3  F    0.020
 VRX  plan-3  C8   0.020
 VRX  plan-3  H5   0.020
 VRX  plan-3  H4   0.020
 VRX  plan-3  H2   0.020
 VRX  plan-3  H1   0.020
 VRX  plan-4  C8   0.020
 VRX  plan-4  C9   0.020
 VRX  plan-4  O10  0.020
 VRX  plan-4  O11  0.020

