# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jul  5 12:19:07 2020
#   Inital geometry file: a 158 line input string
#   Ligand name: (2S)-2-({(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)-2-(4-fluorophenyl)-N-[(4-nitrophenyl)sulfonyl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1oc(cc1)\C=C\2SC(=NC\2=O)N[C@H](C(=O)N[S](=O)(=O)c3ccc(cc3)[N+]([O-])=O)c4ccc(F)cc4
#
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
 VR1  VR1  (2S)-2-({(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)-2-(4-fluorophenyl)-N-[(4-nitrophenyl)sulfonyl]ethanamide  ligand  57  38  .  2021-08-24  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VR1
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
 VR1  C1    C  CR5    0   0.403  -4.3128   6.3661  -3.7057
 VR1  C2    C  CR15   0  -0.381  -4.5721   6.8808  -4.9408
 VR1  C3    C  CR15   0  -0.312  -4.0145   5.9798  -5.8810
 VR1  C4    C  CR5    0   0.374  -3.4523   4.9674  -5.1556
 VR1  O5    O  O      0  -0.447  -3.6361   5.2087  -3.8338
 VR1  C6    C  CH2    0  -0.538  -4.6355   6.8290  -2.3349
 VR1  C7    C  CH3    0  -0.668  -5.4494   5.8196  -1.5263
 VR1  C8    C  C1     0  -0.360  -2.7626   3.7886  -5.5475
 VR1  C9    C  CR5    0  -0.279  -2.2579   2.8396  -4.7422
 VR1  C10   C  CR5    0   0.510  -1.5523   1.6273  -5.2511
 VR1  N11   N  N      0  -0.483  -1.1311   0.8010  -4.2419
 VR1  C12   C  CR5    0   0.386  -1.4474   1.2635  -3.0728
 VR1  S13   S  S2     0   0.173  -2.3128   2.7987  -2.9934
 VR1  O14   O  O      0  -0.441  -1.3754   1.4068  -6.4324
 VR1  N15   N  NH1    0  -0.645  -1.1574   0.6391  -1.9412
 VR1  C16   C  CH1    0  -0.281  -0.4237  -0.5994  -1.9430
 VR1  C17   C  C      0   0.599  -0.5244  -1.2200  -0.5586
 VR1  O18   O  O      0  -0.398  -0.7287  -0.5711   0.4376
 VR1  N19   N  NC1    0  -0.801  -0.2434  -2.5606  -0.5385
 VR1  S20   S  S      0   1.401   0.3760  -3.3281   0.8279
 VR1  C21   C  CR6    0   0.122   1.0603  -0.4171  -2.2112
 VR1  C22   C  CR16   0  -0.255   1.7769   0.5653  -1.5344
 VR1  C23   C  CR16   0  -0.398   3.1383   0.7147  -1.7404
 VR1  C24   C  CR6    0   0.526   3.7706  -0.1390  -2.6247
 VR1  C25   C  CR16   0  -0.398   3.0896  -1.1278  -3.3067
 VR1  C26   C  CR16   0  -0.286   1.7247  -1.2592  -3.0933
 VR1  F     F  F      0  -0.309   5.0891  -0.0036  -2.8235
 VR1  O28   O  OS     0  -0.602  -0.5324  -3.1565   1.9350
 VR1  O29   O  OS     0  -0.621   0.7415  -4.6474   0.3609
 VR1  C30   C  CR6    0  -0.210   1.8408  -2.3698   1.1057
 VR1  C31   C  CR16   0  -0.206   1.8752  -1.4446   2.1351
 VR1  C32   C  CR16   0  -0.255   3.0070  -0.6601   2.2921
 VR1  C33   C  CR6    0   0.271   4.0567  -0.8185   1.4045
 VR1  C34   C  CR16   0  -0.248   4.0275  -1.7488   0.3768
 VR1  C35   C  CR16   0  -0.209   2.9047  -2.5398   0.2294
 VR1  N36   N  N      1   0.330   5.2346   0.0335   1.5461
 VR1  O37   O  O     -1  -0.364   5.3425   0.6817   2.5576
 VR1  O38   O  O      0  -0.361   6.0296   0.0439   0.6385
 VR1  H2    H  HCR5   0   0.270  -5.1007   7.7976  -5.1451
 VR1  H3    H  HCR5   0   0.276  -4.0240   6.0590  -6.9563
 VR1  H61   H  HCH2   0   0.261  -3.7097   7.0656  -1.8014
 VR1  H62   H  HCH2   0   0.261  -5.1857   7.7662  -2.4266
 VR1  H71   H  HCH3   0   0.233  -6.3847   5.5739  -2.0290
 VR1  H72   H  HCH3   0   0.243  -5.6918   6.2344  -0.5488
 VR1  H73   H  HCH3   0   0.231  -4.8983   4.8935  -1.3653
 VR1  H81   H  H      0   0.295  -2.6386   3.6491  -6.6154
 VR1  HN15  H  HNH1   0   0.428  -1.4018   1.0506  -1.0512
 VR1  H16   H  HCH1   0   0.339  -0.8519  -1.2709  -2.6919
 VR1  HN19  H  HNC1   0   0.452  -0.0976  -3.0572  -1.4108
 VR1  H22   H  HCR6   0   0.271   1.2796   1.2314  -0.8405
 VR1  H23   H  HCR6   0   0.287   3.6968   1.4814  -1.2203
 VR1  H25   H  HCR6   0   0.288   3.6096  -1.7785  -3.9971
 VR1  H26   H  HCR6   0   0.275   1.1790  -2.0237  -3.6328
 VR1  H31   H  HCR6   0   0.307   1.0428  -1.3222   2.8123
 VR1  H32   H  HCR6   0   0.315   3.0447   0.0683   3.0884
 VR1  H34   H  HCR6   0   0.317   4.8602  -1.8701  -0.2997
 VR1  H35   H  HCR6   0   0.311   2.8730  -3.2696  -0.5677

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
 VR1  C1   C6    single    1.482  0.020  1.482
 VR1  C1   O5    aromatic  1.347  0.020  1.347
 VR1  C1   C2    aromatic  1.363  0.020  1.363
 VR1  C2   C3    aromatic  1.417  0.020  1.417
 VR1  C2   H2    single    0.930  0.020  1.080
 VR1  C3   C4    aromatic  1.366  0.020  1.366
 VR1  C3   H3    single    0.930  0.020  1.080
 VR1  C4   O5    aromatic  1.356  0.020  1.356
 VR1  C4   C8    single    1.421  0.020  1.421
 VR1  C6   C7    single    1.528  0.020  1.528
 VR1  C6   H61   single    0.970  0.020  1.090
 VR1  C6   H62   single    0.970  0.020  1.090
 VR1  C7   H71   single    0.970  0.020  1.090
 VR1  C7   H72   single    0.970  0.020  1.090
 VR1  C7   H73   single    0.970  0.020  1.090
 VR1  C8   C9    double    1.343  0.020  1.343
 VR1  C8   H81   single    0.930  0.020  1.080
 VR1  C9   C10   single    1.492  0.020  1.492
 VR1  C9   S13   single    1.750  0.020  1.750
 VR1  C10  O14   double    1.215  0.020  1.215
 VR1  C10  N11   single    1.371  0.020  1.371
 VR1  N11  C12   double    1.296  0.020  1.296
 VR1  C12  S13   single    1.764  0.020  1.764
 VR1  C12  N15   single    1.325  0.020  1.325
 VR1  N15  C16   single    1.440  0.020  1.440
 VR1  N15  HN15  single    0.860  0.020  1.020
 VR1  C16  C21   single    1.519  0.020  1.519
 VR1  C16  C17   single    1.520  0.020  1.520
 VR1  C16  H16   single    0.970  0.020  1.090
 VR1  C17  O18   double    1.206  0.020  1.206
 VR1  C17  N19   single    1.370  0.020  1.370
 VR1  N19  S20   single    1.685  0.020  1.685
 VR1  N19  HN19  single    0.890  0.020  1.040
 VR1  S20  O29   double    1.446  0.020  1.446
 VR1  S20  C30   single    1.772  0.020  1.772
 VR1  S20  O28   double    1.442  0.020  1.442
 VR1  C21  C22   aromatic  1.392  0.020  1.392
 VR1  C21  C26   aromatic  1.389  0.020  1.389
 VR1  C22  C23   aromatic  1.385  0.020  1.385
 VR1  C22  H22   single    0.930  0.020  1.080
 VR1  C23  C24   aromatic  1.382  0.020  1.382
 VR1  C23  H23   single    0.930  0.020  1.080
 VR1  C24  F     single    1.340  0.020  1.340
 VR1  C24  C25   aromatic  1.381  0.020  1.381
 VR1  C25  C26   aromatic  1.388  0.020  1.388
 VR1  C25  H25   single    0.930  0.020  1.080
 VR1  C26  H26   single    0.930  0.020  1.080
 VR1  C30  C31   aromatic  1.385  0.020  1.385
 VR1  C30  C35   aromatic  1.389  0.020  1.389
 VR1  C31  C32   aromatic  1.386  0.020  1.386
 VR1  C31  H31   single    0.930  0.020  1.080
 VR1  C32  C33   aromatic  1.384  0.020  1.384
 VR1  C32  H32   single    0.930  0.020  1.080
 VR1  C33  N36   single    1.461  0.020  1.461
 VR1  C33  C34   aromatic  1.387  0.020  1.387
 VR1  C34  C35   aromatic  1.381  0.020  1.381
 VR1  C34  H34   single    0.930  0.020  1.080
 VR1  C35  H35   single    0.930  0.020  1.080
 VR1  N36  O37   single    1.206  0.020  1.206
 VR1  N36  O38   double    1.207  0.020  1.207

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
 VR1  C6    C1   O5   117.75  3.000
 VR1  O5    C1   C2   109.51  3.000
 VR1  C6    C1   C2   132.73  3.000
 VR1  H2    C2   C3   127.46  3.000
 VR1  H2    C2   C1   125.90  3.000
 VR1  C3    C2   C1   106.64  3.000
 VR1  H3    C3   C4   125.98  3.000
 VR1  H3    C3   C2   127.71  3.000
 VR1  C4    C3   C2   106.31  3.000
 VR1  C8    C4   O5   118.83  3.000
 VR1  C8    C4   C3   131.91  3.000
 VR1  O5    C4   C3   109.26  3.000
 VR1  C4    O5   C1   108.28  3.000
 VR1  H62   C6   H61  106.38  3.000
 VR1  H62   C6   C7   110.09  3.000
 VR1  H61   C6   C7   109.60  3.000
 VR1  H62   C6   C1   107.48  3.000
 VR1  H61   C6   C1   109.52  3.000
 VR1  C7    C6   C1   113.51  3.000
 VR1  H73   C7   H72  107.68  3.000
 VR1  H73   C7   H71  108.09  3.000
 VR1  H72   C7   H71  107.99  3.000
 VR1  H73   C7   C6   111.73  3.000
 VR1  H72   C7   C6   109.99  3.000
 VR1  H71   C7   C6   111.22  3.000
 VR1  H81   C8   C9   117.17  3.000
 VR1  H81   C8   C4   115.72  3.000
 VR1  C9    C8   C4   127.11  3.000
 VR1  S13   C9   C10  109.67  3.000
 VR1  S13   C9   C8   127.14  3.000
 VR1  C10   C9   C8   123.18  3.000
 VR1  O14   C10  N11  124.18  3.000
 VR1  N11   C10  C9   112.58  3.000
 VR1  O14   C10  C9   123.24  3.000
 VR1  C12   N11  C10  111.96  3.000
 VR1  N15   C12  S13  118.63  3.000
 VR1  N15   C12  N11  123.29  3.000
 VR1  S13   C12  N11  118.08  3.000
 VR1  C12   S13  C9    87.70  3.000
 VR1  HN15  N15  C16  118.34  3.000
 VR1  HN15  N15  C12  120.50  3.000
 VR1  C16   N15  C12  121.07  3.000
 VR1  H16   C16  C21  109.60  3.000
 VR1  H16   C16  C17  110.31  3.000
 VR1  C21   C16  C17  105.93  3.000
 VR1  H16   C16  N15  109.25  3.000
 VR1  C17   C16  N15  108.44  3.000
 VR1  C21   C16  N15  113.26  3.000
 VR1  N19   C17  O18  123.30  3.000
 VR1  N19   C17  C16  113.53  3.000
 VR1  O18   C17  C16  122.93  3.000
 VR1  HN19  N19  S20  114.93  3.000
 VR1  HN19  N19  C17  119.74  3.000
 VR1  S20   N19  C17  122.21  3.000
 VR1  C30   S20  O29  109.57  3.000
 VR1  C30   S20  O28  109.63  3.000
 VR1  O29   S20  O28  121.03  3.000
 VR1  O28   S20  N19  109.67  3.000
 VR1  C30   S20  N19  100.64  3.000
 VR1  O29   S20  N19  104.27  3.000
 VR1  C26   C21  C22  119.38  3.000
 VR1  C26   C21  C16  120.45  3.000
 VR1  C22   C21  C16  120.13  3.000
 VR1  H22   C22  C23  118.71  3.000
 VR1  H22   C22  C21  120.62  3.000
 VR1  C23   C22  C21  120.66  3.000
 VR1  H23   C23  C24  120.61  3.000
 VR1  H23   C23  C22  120.83  3.000
 VR1  C24   C23  C22  118.57  3.000
 VR1  F     C24  C25  118.96  3.000
 VR1  C25   C24  C23  122.19  3.000
 VR1  F     C24  C23  118.85  3.000
 VR1  H25   C25  C26  120.93  3.000
 VR1  H25   C25  C24  120.59  3.000
 VR1  C26   C25  C24  118.48  3.000
 VR1  H26   C26  C25  119.06  3.000
 VR1  H26   C26  C21  120.22  3.000
 VR1  C25   C26  C21  120.72  3.000
 VR1  C35   C30  C31  122.14  3.000
 VR1  C35   C30  S20  117.91  3.000
 VR1  C31   C30  S20  119.90  3.000
 VR1  H31   C31  C32  119.62  3.000
 VR1  H31   C31  C30  121.51  3.000
 VR1  C32   C31  C30  118.87  3.000
 VR1  H32   C32  C33  121.59  3.000
 VR1  H32   C32  C31  119.59  3.000
 VR1  C33   C32  C31  118.81  3.000
 VR1  N36   C33  C34  118.70  3.000
 VR1  C34   C33  C32  122.43  3.000
 VR1  N36   C33  C32  118.87  3.000
 VR1  H34   C34  C35  119.72  3.000
 VR1  H34   C34  C33  121.57  3.000
 VR1  C35   C34  C33  118.71  3.000
 VR1  H35   C35  C34  119.27  3.000
 VR1  H35   C35  C30  121.70  3.000
 VR1  C34   C35  C30  119.03  3.000
 VR1  O38   N36  O37  124.55  3.000
 VR1  O38   N36  C33  117.61  3.000
 VR1  O37   N36  C33  117.83  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
 VR1  CONST_01  C3    C4   O5   C1      0.00   0.0  0
 VR1  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 VR1  CONST_03  C4    O5   C1   C2      0.00   0.0  0
 VR1  CONST_04  O5    C4   C3   C2      0.00   0.0  0
 VR1  CONST_05  O5    C1   C2   C3      0.00   0.0  0
 VR1  CONST_06  C24   C23  C22  C21     0.00   0.0  0
 VR1  CONST_07  C24   C25  C26  C21     0.00   0.0  0
 VR1  CONST_08  C25   C26  C21  C22     0.00   0.0  0
 VR1  CONST_09  C25   C24  C23  C22     0.00   0.0  0
 VR1  CONST_10  C26   C21  C22  C23     0.00   0.0  0
 VR1  CONST_11  C26   C25  C24  C23     0.00   0.0  0
 VR1  CONST_12  C33   C32  C31  C30     0.00   0.0  0
 VR1  CONST_13  C33   C34  C35  C30     0.00   0.0  0
 VR1  CONST_14  C34   C35  C30  C31     0.00   0.0  0
 VR1  CONST_15  C34   C33  C32  C31     0.00   0.0  0
 VR1  CONST_16  C35   C30  C31  C32     0.00   0.0  0
 VR1  CONST_17  C35   C34  C33  C32     0.00   0.0  0
 VR1  CONST_18  S13   C12  N11  C10     0.00   0.0  0
 VR1  CONST_19  C8    C4   O5   C1    180.00   0.0  0
 VR1  CONST_20  C8    C4   C3   C2    180.00   0.0  0
 VR1  CONST_21  C6    C1   C2   C3    180.00   0.0  0
 VR1  CONST_22  C6    C1   O5   C4    180.00   0.0  0
 VR1  CONST_23  C23   C22  C21  C16   180.00   0.0  0
 VR1  CONST_24  C25   C26  C21  C16   180.00   0.0  0
 VR1  CONST_25  C32   C31  C30  S20   180.00   0.0  0
 VR1  CONST_26  C34   C35  C30  S20   180.00   0.0  0
 VR1  CONST_27  F     C24  C23  C22   180.00   0.0  0
 VR1  CONST_28  F     C24  C25  C26   180.00   0.0  0
 VR1  CONST_29  N36   C33  C32  C31   180.00   0.0  0
 VR1  CONST_30  N36   C33  C34  C35   180.00   0.0  0
 VR1  CONST_31  N15   C12  N11  C10   180.00   0.0  0
 VR1  CONST_32  H3    C3   C2   C1    180.00   0.0  0
 VR1  CONST_33  H2    C2   C3   C4    180.00   0.0  0
 VR1  CONST_34  H23   C23  C22  C21   180.00   0.0  0
 VR1  CONST_35  H25   C25  C26  C21   180.00   0.0  0
 VR1  CONST_36  H26   C26  C21  C22   180.00   0.0  0
 VR1  CONST_37  H22   C22  C23  C24   180.00   0.0  0
 VR1  CONST_38  H32   C32  C31  C30   180.00   0.0  0
 VR1  CONST_39  H34   C34  C35  C30   180.00   0.0  0
 VR1  CONST_40  H35   C35  C30  C31   180.00   0.0  0
 VR1  CONST_41  H31   C31  C32  C33   180.00   0.0  0
 VR1  CONST_42  O37   N36  C33  C32     0.00   0.0  0
 VR1  CONST_43  O38   N36  C33  C32   180.00   0.0  0
 VR1  CONST_44  O37   N36  C33  C34   180.00   0.0  0
 VR1  CONST_45  O38   N36  C33  C34     0.00   0.0  0
 VR1  CONST_46  C16   N15  C12  N11     0.00   0.0  0
 VR1  CONST_47  C16   N15  C12  S13   180.00   0.0  0
 VR1  CONST_48  HN15  N15  C12  N11   180.00   0.0  0
 VR1  CONST_51  HN19  N19  C17  C16     0.00   0.0  0
 VR1  Var_01    C9    C8   C4   C3   -179.13  30.0  2
 VR1  Var_02    C10   C9   C8   C4    179.66  30.0  2
 VR1  Var_03    C7    C6   C1   C2    122.00  30.0  2
 VR1  Var_04    C31   C30  S20  N19   104.65  30.0  2
 VR1  Var_05    C30   S20  N19  C17   -56.77  30.0  3
 VR1  Var_06    H71   C7   C6   C1    -57.88  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
 VR1  chir_01  C16  N15  C21  C17  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
 VR1  plan-1  C1    0.020
 VR1  plan-1  C2    0.020
 VR1  plan-1  C3    0.020
 VR1  plan-1  C4    0.020
 VR1  plan-1  O5    0.020
 VR1  plan-1  C6    0.020
 VR1  plan-1  C8    0.020
 VR1  plan-1  H2    0.020
 VR1  plan-1  H3    0.020
 VR1  plan-2  C8    0.020
 VR1  plan-2  C9    0.020
 VR1  plan-2  C10   0.020
 VR1  plan-2  N11   0.020
 VR1  plan-2  C12   0.020
 VR1  plan-2  S13   0.020
 VR1  plan-2  O14   0.020
 VR1  plan-2  N15   0.020
 VR1  plan-2  C16   0.020
 VR1  plan-2  HN15  0.020
 VR1  plan-3  C16   0.020
 VR1  plan-3  C21   0.020
 VR1  plan-3  C22   0.020
 VR1  plan-3  C23   0.020
 VR1  plan-3  C24   0.020
 VR1  plan-3  C25   0.020
 VR1  plan-3  C26   0.020
 VR1  plan-3  F     0.020
 VR1  plan-3  H22   0.020
 VR1  plan-3  H23   0.020
 VR1  plan-3  H25   0.020
 VR1  plan-3  H26   0.020
 VR1  plan-4  S20   0.020
 VR1  plan-4  C30   0.020
 VR1  plan-4  C31   0.020
 VR1  plan-4  C32   0.020
 VR1  plan-4  C33   0.020
 VR1  plan-4  C34   0.020
 VR1  plan-4  C35   0.020
 VR1  plan-4  N36   0.020
 VR1  plan-4  H31   0.020
 VR1  plan-4  H32   0.020
 VR1  plan-4  H34   0.020
 VR1  plan-4  H35   0.020
 VR1  plan-5  C16   0.020
 VR1  plan-5  C17   0.020
 VR1  plan-5  O18   0.020
 VR1  plan-5  N19   0.020
 VR1  plan-5  S20   0.020
 VR1  plan-5  HN19  0.020
 VR1  plan-6  C33   0.020
 VR1  plan-6  N36   0.020
 VR1  plan-6  O37   0.020
 VR1  plan-6  O38   0.020

