# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 06:54:32 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: 4-[(3S)-3-({[(E)-2-(5-chlorothiophen-2-yl)ethenyl]sulfonyl}amino)-2-oxo-2,3-dihydro-1H-pyrrol-1-yl]-3-fluoro-N-methylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1ccc(N2C=C[C@H](N[S](=O)(=O)\C=C\c3sc(Cl)cc3)C2=O)c(F)c1
#
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
 4O5  4O5  4-[(3S)-3-({[(E)-2-(5-chlorothiophen-2-yl)ethenyl]sulfonyl}amino)-2-oxo-2,3-dihydro-1H-pyrrol-1-yl]-3-fluoro-N-methylbenzamide  ligand  44  29  .  2022-07-23  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_4O5
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
 4O5  C1    C   CH3   0  -0.515   7.1692   3.9716  -0.6216
 4O5  N2    N   NH1   0  -0.636   6.1795   2.9643  -0.3186
 4O5  C3    C   C     0   0.532   6.2973   1.7021  -0.7475
 4O5  O4    O   O     0  -0.487   7.2360   1.3191  -1.4330
 4O5  C5    C   CR6   0  -0.014   5.2036   0.7600  -0.3495
 4O5  C6    C   CR16  0  -0.282   4.9563  -0.3452  -1.1581
 4O5  C7    C   CR16  0  -0.265   3.9509  -1.2389  -0.8348
 4O5  C8    C   CR6   0   0.163   3.1999  -1.0687   0.3218
 4O5  C9    C   CR6   0   0.553   3.4841   0.0186   1.1372
 4O5  F10   F   F     0  -0.295   2.8101   0.1632   2.2799
 4O5  C11   C   CR16  0  -0.460   4.4603   0.9367   0.8140
 4O5  N12   N   NR5   0  -0.618   2.1945  -1.9792   0.6756
 4O5  C13   C   CR15  0   0.040   2.3456  -3.3799   0.6614
 4O5  C14   C   CR15  0  -0.348   1.1912  -3.9986   0.8786
 4O5  C15   C   CR15  0  -0.244   0.1282  -2.9653   1.0977
 4O5  N16   N   NC1   0  -0.732  -1.0373  -3.1502   0.2712
 4O5  S17   S   S     0   1.375  -2.5606  -2.7435   0.7365
 4O5  O18   O   OS    0  -0.650  -3.4601  -3.4969  -0.1202
 4O5  O19   O   OS    0  -0.660  -2.6054  -2.9220   2.1796
 4O5  C20   C   C1    0  -0.505  -2.7749  -1.0382   0.4080
 4O5  C21   C   C1    0  -0.162  -3.6480  -0.6070  -0.5050
 4O5  C22   C   CR5   0  -0.172  -3.8959   0.7716  -0.8388
 4O5  C23   C   CR15  0  -0.215  -4.7980   1.2246  -1.7653
 4O5  C24   C   CR15  0  -0.118  -4.8282   2.6330  -1.8852
 4O5  C25   C   CR5   0  -0.245  -3.9395   3.2220  -1.0393
 4O5  CL26  CL  CL    0  -0.060  -3.6514   4.8907  -0.8591
 4O5  S27   S   S2    0   0.297  -3.0604   2.0910  -0.0928
 4O5  C28   C   CR5   0   0.573   0.8744  -1.6477   0.8453
 4O5  O29   O   O     0  -0.423   0.4035  -0.5391   0.7780
 4O5  H1    H   HCH3  0   0.253   6.8717   4.8977  -0.1392
 4O5  H2    H   HCH3  0   0.243   8.1514   3.6869  -0.2455
 4O5  H3    H   HCH3  0   0.240   7.2506   4.1519  -1.6943
 4O5  H4    H   HNH1  0   0.415   5.3321   3.2613   0.1347
 4O5  H5    H   HCR6  0   0.272   5.5345  -0.4966  -2.0587
 4O5  H6    H   HCR6  0   0.292   3.7435  -2.0765  -1.4885
 4O5  H7    H   HCR6  0   0.289   4.6479   1.7532   1.5005
 4O5  H8    H   HCR5  0   0.312   3.3291  -3.7991   0.5140
 4O5  H9    H   HCR5  0   0.285   1.0359  -5.0624   0.9509
 4O5  H10   H   HCR5  0   0.335  -0.1844  -2.9705   2.1475
 4O5  H11   H   HNC1  0   0.428  -0.8897  -3.1477  -0.7316
 4O5  H12   H   H     0   0.320  -2.1407  -0.3917   1.0022
 4O5  H13   H   H     0   0.302  -4.2425  -1.3205  -1.0658
 4O5  H14   H   HCR5  0   0.289  -5.4241   0.5602  -2.3440
 4O5  H15   H   HCR5  0   0.296  -5.4705   3.1794  -2.5593

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
 4O5  O4   C3    double    1.224  0.020  1.224
 4O5  C3   N2    single    1.338  0.020  1.338
 4O5  C3   C5    single    1.497  0.020  1.497
 4O5  C1   N2    single    1.444  0.020  1.444
 4O5  C11  C5    aromatic  1.392  0.020  1.392
 4O5  C11  C9    aromatic  1.379  0.020  1.379
 4O5  C5   C6    aromatic  1.392  0.020  1.392
 4O5  F10  C9    single    1.335  0.020  1.335
 4O5  C9   C8    aromatic  1.388  0.020  1.388
 4O5  C6   C7    aromatic  1.383  0.020  1.383
 4O5  C8   C7    aromatic  1.390  0.020  1.390
 4O5  C8   N12   single    1.402  0.020  1.402
 4O5  N12  C13   single    1.409  0.020  1.409
 4O5  N12  C28   single    1.372  0.020  1.372
 4O5  C13  C14   double    1.328  0.020  1.328
 4O5  O29  C28   double    1.206  0.020  1.206
 4O5  C28  C15   single    1.535  0.020  1.535
 4O5  C14  C15   single    1.499  0.020  1.499
 4O5  N16  C15   single    1.441  0.020  1.441
 4O5  N16  S17   single    1.644  0.020  1.644
 4O5  O19  S17   double    1.455  0.020  1.455
 4O5  S17  C20   single    1.750  0.020  1.750
 4O5  S17  O18   double    1.453  0.020  1.453
 4O5  C20  C21   double    1.335  0.020  1.335
 4O5  S27  C22   aromatic  1.731  0.020  1.731
 4O5  S27  C25   aromatic  1.717  0.020  1.717
 4O5  C21  C22   single    1.440  0.020  1.440
 4O5  C22  C23   aromatic  1.370  0.020  1.370
 4O5  C25  CL26  single    1.703  0.020  1.703
 4O5  C25  C24   aromatic  1.361  0.020  1.361
 4O5  C23  C24   aromatic  1.414  0.020  1.414
 4O5  C1   H1    single    0.970  0.020  1.090
 4O5  C1   H2    single    0.970  0.020  1.090
 4O5  C1   H3    single    0.970  0.020  1.090
 4O5  N2   H4    single    0.860  0.020  1.020
 4O5  C6   H5    single    0.930  0.020  1.080
 4O5  C7   H6    single    0.930  0.020  1.080
 4O5  C11  H7    single    0.930  0.020  1.080
 4O5  C13  H8    single    0.930  0.020  1.080
 4O5  C14  H9    single    0.930  0.020  1.080
 4O5  C15  H10   single    0.970  0.020  1.090
 4O5  N16  H11   single    0.890  0.020  1.040
 4O5  C20  H12   single    0.930  0.020  1.080
 4O5  C21  H13   single    0.930  0.020  1.080
 4O5  C23  H14   single    0.930  0.020  1.080
 4O5  C24  H15   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
 4O5  H3    C1   H2    108.39  3.000
 4O5  H3    C1   H1    108.44  3.000
 4O5  H2    C1   H1    108.45  3.000
 4O5  H3    C1   N2    111.88  3.000
 4O5  H2    C1   N2    111.29  3.000
 4O5  H1    C1   N2    108.30  3.000
 4O5  H4    N2   C3    119.81  3.000
 4O5  H4    N2   C1    117.76  3.000
 4O5  C3    N2   C1    122.02  3.000
 4O5  C5    C3   O4    120.82  3.000
 4O5  C5    C3   N2    116.35  3.000
 4O5  O4    C3   N2    122.83  3.000
 4O5  C11   C5   C6    119.45  3.000
 4O5  C6    C5   C3    118.36  3.000
 4O5  C11   C5   C3    122.17  3.000
 4O5  H5    C6   C7    119.53  3.000
 4O5  H5    C6   C5    120.02  3.000
 4O5  C7    C6   C5    120.43  3.000
 4O5  H6    C7   C8    119.59  3.000
 4O5  H6    C7   C6    119.87  3.000
 4O5  C8    C7   C6    120.54  3.000
 4O5  N12   C8   C9    120.48  3.000
 4O5  N12   C8   C7    121.21  3.000
 4O5  C9    C8   C7    118.30  3.000
 4O5  C11   C9   F10   119.09  3.000
 4O5  F10   C9   C8    118.97  3.000
 4O5  C11   C9   C8    121.92  3.000
 4O5  H7    C11  C9    118.43  3.000
 4O5  H7    C11  C5    122.21  3.000
 4O5  C9    C11  C5    119.31  3.000
 4O5  C28   N12  C13   110.17  3.000
 4O5  C28   N12  C8    124.37  3.000
 4O5  C13   N12  C8    124.49  3.000
 4O5  H8    C13  C14   129.33  3.000
 4O5  H8    C13  N12   119.03  3.000
 4O5  C14   C13  N12   111.62  3.000
 4O5  H9    C14  C15   124.66  3.000
 4O5  H9    C14  C13   126.61  3.000
 4O5  C15   C14  C13   108.63  3.000
 4O5  H10   C15  C28   107.48  3.000
 4O5  H10   C15  N16   108.56  3.000
 4O5  C28   C15  N16   114.15  3.000
 4O5  H10   C15  C14   109.83  3.000
 4O5  N16   C15  C14   113.67  3.000
 4O5  C28   C15  C14   102.88  3.000
 4O5  H11   N16  S17   114.48  3.000
 4O5  H11   N16  C15   116.71  3.000
 4O5  S17   N16  C15   123.74  3.000
 4O5  C20   S17  O19   107.58  3.000
 4O5  C20   S17  O18   108.60  3.000
 4O5  O19   S17  O18   120.15  3.000
 4O5  O18   S17  N16   106.17  3.000
 4O5  C20   S17  N16   107.55  3.000
 4O5  O19   S17  N16   106.19  3.000
 4O5  H12   C20  C21   124.43  3.000
 4O5  H12   C20  S17   114.02  3.000
 4O5  C21   C20  S17   121.55  3.000
 4O5  H13   C21  C22   114.55  3.000
 4O5  H13   C21  C20   119.97  3.000
 4O5  C22   C21  C20   125.48  3.000
 4O5  S27   C22  C23   110.93  3.000
 4O5  C23   C22  C21   125.92  3.000
 4O5  S27   C22  C21   123.15  3.000
 4O5  H14   C23  C24   123.68  3.000
 4O5  H14   C23  C22   122.69  3.000
 4O5  C24   C23  C22   113.62  3.000
 4O5  H15   C24  C25   123.89  3.000
 4O5  H15   C24  C23   124.74  3.000
 4O5  C25   C24  C23   111.37  3.000
 4O5  S27   C25  CL26  120.03  3.000
 4O5  CL26  C25  C24   126.89  3.000
 4O5  S27   C25  C24   113.08  3.000
 4O5  C25   S27  C22    90.99  3.000
 4O5  O29   C28  C15   127.46  3.000
 4O5  C15   C28  N12   106.30  3.000
 4O5  O29   C28  N12   126.22  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
 4O5  CONST_01  C8    C9   C11  C5      0.00   0.0  0
 4O5  CONST_02  C8    C7   C6   C5      0.00   0.0  0
 4O5  CONST_03  C9    C11  C5   C6      0.00   0.0  0
 4O5  CONST_04  C9    C8   C7   C6      0.00   0.0  0
 4O5  CONST_05  C11   C5   C6   C7      0.00   0.0  0
 4O5  CONST_06  C11   C9   C8   C7      0.00   0.0  0
 4O5  CONST_07  C24   C25  S27  C22     0.00   0.0  0
 4O5  CONST_08  C25   C24  C23  C22     0.00   0.0  0
 4O5  CONST_09  C25   S27  C22  C23     0.00   0.0  0
 4O5  CONST_10  S27   C25  C24  C23     0.00   0.0  0
 4O5  CONST_11  S27   C22  C23  C24     0.00   0.0  0
 4O5  CONST_12  N12   C8   C7   C6    180.00   0.0  0
 4O5  CONST_13  N12   C8   C9   C11   180.00   0.0  0
 4O5  CONST_14  C15   C28  N12  C8    180.00   0.0  0
 4O5  CONST_15  C15   C28  N12  C13     0.00   0.0  0
 4O5  CONST_16  C9    C11  C5   C3    180.00   0.0  0
 4O5  CONST_17  C7    C6   C5   C3    180.00   0.0  0
 4O5  CONST_18  F10   C9   C11  C5    180.00   0.0  0
 4O5  CONST_19  F10   C9   C8   C7    180.00   0.0  0
 4O5  CONST_20  N12   C8   C9   F10     0.00   0.0  0
 4O5  CONST_21  C25   S27  C22  C21   180.00   0.0  0
 4O5  CONST_22  C24   C23  C22  C21   180.00   0.0  0
 4O5  CONST_23  CL26  C25  S27  C22   180.00   0.0  0
 4O5  CONST_24  CL26  C25  C24  C23   180.00   0.0  0
 4O5  CONST_25  O29   C28  N12  C8      0.00   0.0  0
 4O5  CONST_26  O29   C28  N12  C13   180.00   0.0  0
 4O5  CONST_27  H6    C7   C6   C5    180.00   0.0  0
 4O5  CONST_28  H7    C11  C5   C6    180.00   0.0  0
 4O5  CONST_29  H5    C6   C7   C8    180.00   0.0  0
 4O5  CONST_30  H15   C24  C23  C22   180.00   0.0  0
 4O5  CONST_31  H14   C23  C24  C25   180.00   0.0  0
 4O5  CONST_32  C5    C3   N2   C1    180.00   0.0  0
 4O5  CONST_33  H4    N2   C3   C5      0.00   0.0  0
 4O5  CONST_34  O4    C3   N2   C1      0.00   0.0  0
 4O5  Var_01    C13   N12  C8   C7     46.91  30.0  2
 4O5  Var_02    C14   C13  N12  C8   -172.11  30.0  1
 4O5  Var_03    C15   C14  C13  N12    -1.37  30.0  1
 4O5  Var_04    C11   C5   C3   N2    -27.81  30.0  2
 4O5  Var_05    S27   C22  C21  C20     0.68  30.0  2
 4O5  Var_06    C22   C21  C20  S17   179.75   0.0  2
 4O5  Var_07    O19   S17  N16  C15   -31.16  30.0  3
 4O5  Var_08    C21   C20  S17  N16   114.33  30.0  3
 4O5  Var_09    H1    C1   N2   C3   -178.04  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
 4O5  chir_01  C15  C28  C14  N16  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
 4O5  plan-1  C21   0.020
 4O5  plan-1  C22   0.020
 4O5  plan-1  C23   0.020
 4O5  plan-1  C24   0.020
 4O5  plan-1  C25   0.020
 4O5  plan-1  CL26  0.020
 4O5  plan-1  S27   0.020
 4O5  plan-1  H14   0.020
 4O5  plan-1  H15   0.020
 4O5  plan-2  C3    0.020
 4O5  plan-2  C5    0.020
 4O5  plan-2  C6    0.020
 4O5  plan-2  C7    0.020
 4O5  plan-2  C8    0.020
 4O5  plan-2  C9    0.020
 4O5  plan-2  F10   0.020
 4O5  plan-2  C11   0.020
 4O5  plan-2  N12   0.020
 4O5  plan-2  H5    0.020
 4O5  plan-2  H6    0.020
 4O5  plan-2  H7    0.020
 4O5  plan-3  C1    0.020
 4O5  plan-3  N2    0.020
 4O5  plan-3  C3    0.020
 4O5  plan-3  O4    0.020
 4O5  plan-3  C5    0.020
 4O5  plan-3  H4    0.020
 4O5  plan-4  C8    0.020
 4O5  plan-4  N12   0.020
 4O5  plan-4  C13   0.020
 4O5  plan-4  C15   0.020
 4O5  plan-4  C28   0.020
 4O5  plan-4  O29   0.020
 4O5  plan-5  S17   0.020
 4O5  plan-5  C20   0.020
 4O5  plan-5  C21   0.020
 4O5  plan-5  C22   0.020
 4O5  plan-5  H12   0.020
 4O5  plan-5  H13   0.020

