# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 03:20:07 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 4-acetyl-3-ethyl-N-[4-fluoro-3-(morpholin-4-ylsulfonyl)phenyl]-5-methyl-1H-pyrrole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1c([nH]c(C)c1C(C)=O)C(=O)Nc2ccc(F)c(c2)[S](=O)(=O)N3CCOCC3
#
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
 579  579  4-acetyl-3-ethyl-N-[4-fluoro-3-(morpholin-4-ylsulfonyl)phenyl]-5-methyl-1H-pyrrole-2-carboxamide  ligand  54  30  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_579
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
 579  C1   C  CH3   0  -0.666  -4.2676   2.8614  -0.9336
 579  C2   C  CH2   0  -0.547  -4.4484   1.4616  -1.5204
 579  O2   O  O2    0  -0.480   6.2519   0.4449   2.6346
 579  C3   C  CR5   0   0.046  -4.4920   0.3972  -0.4667
 579  C4   C  CR5   0  -0.163  -5.6263  -0.1346   0.2265
 579  C5   C  CR5   0   0.370  -5.1534  -1.1074   1.1167
 579  C7   C  CR5   0   0.154  -3.3891  -0.2742   0.0206
 579  C8   C  C     0   0.521  -1.9831  -0.1428  -0.3633
 579  C11  C  CR6   0   0.405   0.1553  -1.3923  -0.3382
 579  C12  C  CR16  0  -0.293   1.0454  -0.3246  -0.4433
 579  C13  C  CR6   0  -0.389   2.3945  -0.5751  -0.6494
 579  C14  C  CR6   0   0.609   2.8649  -1.8746  -0.7493
 579  C15  C  CR16  0  -0.394   1.9972  -2.9393  -0.6364
 579  C16  C  CR16  0  -0.318   0.6509  -2.6933  -0.4373
 579  C22  C  CH2   0  -0.306   5.9712   0.7658   0.2473
 579  C23  C  CH2   0  -0.186   6.7011   0.0397   1.3622
 579  C24  C  CH2   0  -0.315   4.0480   0.9188   1.7531
 579  C25  C  CH2   0  -0.184   4.8768   0.1859   2.7917
 579  C26  C  CH3   0  -0.723  -5.8437  -1.9677   2.1126
 579  C27  C  C     0   0.314  -7.0523   0.1814   0.1207
 579  C29  C  CH3   0  -0.806  -7.5216   1.2690  -0.8083
 579  N6   N  NR15  0  -0.687  -3.8279  -1.1761   0.9646
 579  N10  N  NH1   0  -0.774  -1.2116  -1.2430  -0.1027
 579  N21  N  N     0  -0.602   4.5384   0.5390   0.4300
 579  O28  O  O     0  -0.425  -7.8711  -0.4370   0.7822
 579  O9   O  O     0  -0.457  -1.5372   0.8696  -0.8776
 579  O19  O  OS    0  -0.645   4.2693   0.6168  -2.0627
 579  O20  O  OS    0  -0.641   2.7376   2.0067  -0.6569
 579  S18  S  S     0   1.403   3.5143   0.7877  -0.8335
 579  F1   F  F     0  -0.290   4.1636  -2.1020  -0.9483
 579  H1   H  HCH3  0   0.221  -5.0592   3.1131  -0.2268
 579  H2   H  HCH3  0   0.234  -3.3182   2.9334  -0.4054
 579  H3   H  HCH3  0   0.232  -4.2750   3.6130  -1.7233
 579  H4   H  HCH2  0   0.246  -5.3506   1.4276  -2.1285
 579  H5   H  HCH2  0   0.253  -3.6237   1.2623  -2.2038
 579  H6   H  HCR6  0   0.307   0.7057   0.6943  -0.3588
 579  H7   H  HCR6  0   0.299   2.3654  -3.9535  -0.7128
 579  H8   H  HCR6  0   0.295  -0.0268  -3.5343  -0.3569
 579  H10  H  HCH2  0   0.277   6.2963   0.3587  -0.7074
 579  H11  H  HCH2  0   0.251   7.7669   0.2626   1.3019
 579  H12  H  HCH2  0   0.214   6.5707  -1.0434   1.2330
 579  H13  H  HCH2  0   0.271   3.0046   0.6218   1.8717
 579  H14  H  HCH2  0   0.254   4.1120   2.0022   1.9008
 579  H15  H  HCH2  0   0.215   4.6730  -0.8910   2.7188
 579  H16  H  HCH2  0   0.252   4.5882   0.5209   3.7882
 579  H17  H  HCH3  0   0.260  -6.4138  -1.3735   2.8245
 579  H18  H  HCH3  0   0.261  -6.5438  -2.6475   1.6288
 579  H19  H  HCH3  0   0.248  -5.1207  -2.5643   2.6677
 579  H20  H  HCH3  0   0.268  -7.3888   0.9644  -1.8482
 579  H21  H  HCH3  0   0.267  -8.5795   1.4628  -0.6429
 579  H22  H  HCH3  0   0.261  -6.9676   2.1960  -0.6674
 579  H23  H  HNR5  0   0.419  -3.2369  -1.7417   1.5553
 579  H24  H  HNH1  0   0.419  -1.6916  -2.1068   0.0987
 579  H9   H  HCH2  0   0.245   6.2098   1.8350   0.2678

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
 579  C23  O2   single    1.409  0.020  1.409
 579  C23  C22  single    1.518  0.020  1.518
 579  O2   C25  single    1.408  0.020  1.408
 579  C26  C5   single    1.486  0.020  1.486
 579  C22  N21  single    1.462  0.020  1.462
 579  C25  C24  single    1.517  0.020  1.517
 579  C5   N6   aromatic  1.336  0.020  1.336
 579  C5   C4   aromatic  1.401  0.020  1.401
 579  N6   C7   aromatic  1.377  0.020  1.377
 579  O28  C27  double    1.221  0.020  1.221
 579  O9   C8   double    1.220  0.020  1.220
 579  N21  C24  single    1.461  0.020  1.461
 579  N21  S18  single    1.645  0.020  1.645
 579  C4   C27  single    1.464  0.020  1.464
 579  C4   C3   aromatic  1.432  0.020  1.432
 579  C27  C29  single    1.505  0.020  1.505
 579  O19  S18  double    1.453  0.020  1.453
 579  C7   C8   single    1.463  0.020  1.463
 579  C7   C3   aromatic  1.380  0.020  1.380
 579  C8   N10  single    1.369  0.020  1.369
 579  C3   C2   single    1.498  0.020  1.498
 579  S18  C13  single    1.773  0.020  1.773
 579  S18  O20  double    1.456  0.020  1.456
 579  C12  C13  aromatic  1.388  0.020  1.388
 579  C12  C11  aromatic  1.394  0.020  1.394
 579  C13  C14  aromatic  1.386  0.020  1.386
 579  C2   C1   single    1.529  0.020  1.529
 579  N10  C11  single    1.395  0.020  1.395
 579  C11  C16  aromatic  1.396  0.020  1.396
 579  C14  F1   single    1.333  0.020  1.333
 579  C14  C15  aromatic  1.378  0.020  1.378
 579  C16  C15  aromatic  1.383  0.020  1.383
 579  C1   H1   single    0.970  0.020  1.090
 579  C1   H2   single    0.970  0.020  1.090
 579  C1   H3   single    0.970  0.020  1.090
 579  C2   H4   single    0.970  0.020  1.090
 579  C2   H5   single    0.970  0.020  1.090
 579  C12  H6   single    0.930  0.020  1.080
 579  C15  H7   single    0.930  0.020  1.080
 579  C16  H8   single    0.930  0.020  1.080
 579  C22  H9   single    0.970  0.020  1.090
 579  C22  H10  single    0.970  0.020  1.090
 579  C23  H11  single    0.970  0.020  1.090
 579  C23  H12  single    0.970  0.020  1.090
 579  C24  H13  single    0.970  0.020  1.090
 579  C24  H14  single    0.970  0.020  1.090
 579  C25  H15  single    0.970  0.020  1.090
 579  C25  H16  single    0.970  0.020  1.090
 579  C26  H17  single    0.970  0.020  1.090
 579  C26  H18  single    0.970  0.020  1.090
 579  C26  H19  single    0.970  0.020  1.090
 579  C29  H20  single    0.970  0.020  1.090
 579  C29  H21  single    0.970  0.020  1.090
 579  C29  H22  single    0.970  0.020  1.090
 579  N6   H23  single    0.860  0.020  1.020
 579  N10  H24  single    0.860  0.020  1.020

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
 579  H3   C1   H2   108.16  3.000
 579  H3   C1   H1   107.78  3.000
 579  H2   C1   H1   107.65  3.000
 579  H3   C1   C2   110.63  3.000
 579  H2   C1   C2   110.48  3.000
 579  H1   C1   C2   111.98  3.000
 579  H5   C2   H4   105.74  3.000
 579  H5   C2   C3   109.46  3.000
 579  H4   C2   C3   110.28  3.000
 579  H5   C2   C1   108.59  3.000
 579  H4   C2   C1   109.94  3.000
 579  C3   C2   C1   112.58  3.000
 579  C25  O2   C23  111.05  3.000
 579  C7   C3   C4   106.35  3.000
 579  C7   C3   C2   124.79  3.000
 579  C4   C3   C2   128.86  3.000
 579  C27  C4   C5   121.63  3.000
 579  C27  C4   C3   131.02  3.000
 579  C5   C4   C3   107.34  3.000
 579  N6   C5   C26  120.49  3.000
 579  N6   C5   C4   107.36  3.000
 579  C26  C5   C4   132.15  3.000
 579  N6   C7   C8   123.00  3.000
 579  C8   C7   C3   129.17  3.000
 579  N6   C7   C3   107.81  3.000
 579  O9   C8   N10  122.77  3.000
 579  N10  C8   C7   114.80  3.000
 579  O9   C8   C7   122.43  3.000
 579  N10  C11  C16  117.36  3.000
 579  C16  C11  C12  118.81  3.000
 579  N10  C11  C12  123.81  3.000
 579  H6   C12  C13  119.27  3.000
 579  H6   C12  C11  121.14  3.000
 579  C13  C12  C11  119.59  3.000
 579  S18  C13  C14  119.93  3.000
 579  C14  C13  C12  120.67  3.000
 579  S18  C13  C12  119.38  3.000
 579  F1   C14  C15  119.59  3.000
 579  C15  C14  C13  120.33  3.000
 579  F1   C14  C13  120.09  3.000
 579  H7   C15  C16  120.55  3.000
 579  H7   C15  C14  120.29  3.000
 579  C16  C15  C14  119.16  3.000
 579  H8   C16  C15  118.79  3.000
 579  H8   C16  C11  119.76  3.000
 579  C15  C16  C11  121.44  3.000
 579  H10  C22  H9   108.46  3.000
 579  H10  C22  N21  110.15  3.000
 579  H9   C22  N21  111.25  3.000
 579  H10  C22  C23  108.78  3.000
 579  H9   C22  C23  110.39  3.000
 579  N21  C22  C23  107.77  3.000
 579  H12  C23  H11  108.12  3.000
 579  H12  C23  C22  109.16  3.000
 579  H11  C23  C22  109.36  3.000
 579  H12  C23  O2   110.61  3.000
 579  H11  C23  O2   107.62  3.000
 579  C22  C23  O2   111.87  3.000
 579  H14  C24  H13  108.09  3.000
 579  H14  C24  N21  111.08  3.000
 579  H13  C24  N21  110.40  3.000
 579  H14  C24  C25  110.70  3.000
 579  H13  C24  C25  108.44  3.000
 579  N21  C24  C25  108.11  3.000
 579  H16  C25  H15  108.22  3.000
 579  H16  C25  C24  109.43  3.000
 579  H15  C25  C24  109.07  3.000
 579  H16  C25  O2   107.70  3.000
 579  H15  C25  O2   110.74  3.000
 579  C24  C25  O2   111.60  3.000
 579  H19  C26  H18  108.13  3.000
 579  H19  C26  H17  108.25  3.000
 579  H18  C26  H17  107.13  3.000
 579  H19  C26  C5   110.50  3.000
 579  H18  C26  C5   111.24  3.000
 579  H17  C26  C5   111.44  3.000
 579  O28  C27  C29  119.42  3.000
 579  C29  C27  C4   120.27  3.000
 579  O28  C27  C4   120.31  3.000
 579  H22  C29  H21  108.87  3.000
 579  H22  C29  H20  107.39  3.000
 579  H21  C29  H20  108.22  3.000
 579  H22  C29  C27  112.12  3.000
 579  H21  C29  C27  109.75  3.000
 579  H20  C29  C27  110.38  3.000
 579  H23  N6   C7   125.57  3.000
 579  H23  N6   C5   122.91  3.000
 579  C7   N6   C5   111.13  3.000
 579  H24  N10  C11  114.10  3.000
 579  H24  N10  C8   117.27  3.000
 579  C11  N10  C8   127.31  3.000
 579  S18  N21  C24  116.56  3.000
 579  S18  N21  C22  119.37  3.000
 579  C24  N21  C22  113.68  3.000
 579  O20  S18  O19  118.58  3.000
 579  O20  S18  N21  111.43  3.000
 579  O19  S18  N21  107.97  3.000
 579  O20  S18  C13  107.09  3.000
 579  O19  S18  C13  109.00  3.000
 579  N21  S18  C13  101.37  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
 579  CONST_01  N6   C5   C4   C3      0.00   0.0  0
 579  CONST_02  C5   N6   C7   C3      0.00   0.0  0
 579  CONST_03  C7   N6   C5   C4      0.00   0.0  0
 579  CONST_04  N6   C7   C3   C4      0.00   0.0  0
 579  CONST_05  C7   C3   C4   C5      0.00   0.0  0
 579  CONST_06  C14  C13  C12  C11     0.00   0.0  0
 579  CONST_07  C14  C15  C16  C11     0.00   0.0  0
 579  CONST_08  C15  C14  C13  C12     0.00   0.0  0
 579  CONST_09  C15  C16  C11  C12     0.00   0.0  0
 579  CONST_10  C16  C11  C12  C13     0.00   0.0  0
 579  CONST_11  C16  C15  C14  C13     0.00   0.0  0
 579  CONST_12  C5   C4   C3   C2    180.00   0.0  0
 579  CONST_13  N6   C7   C3   C2    180.00   0.0  0
 579  CONST_14  C26  C5   C4   C3    180.00   0.0  0
 579  CONST_15  C8   C7   C3   C4    180.00   0.0  0
 579  CONST_16  C8   C7   N6   C5    180.00   0.0  0
 579  CONST_17  C26  C5   N6   C7    180.00   0.0  0
 579  CONST_18  C27  C4   C3   C7    180.00   0.0  0
 579  CONST_19  S18  C13  C12  C11   180.00   0.0  0
 579  CONST_20  F1   C14  C13  C12   180.00   0.0  0
 579  CONST_21  N10  C11  C12  C13   180.00   0.0  0
 579  CONST_22  S18  C13  C14  C15   180.00   0.0  0
 579  CONST_23  N10  C11  C16  C15   180.00   0.0  0
 579  CONST_24  F1   C14  C15  C16   180.00   0.0  0
 579  CONST_25  N6   C5   C4   C27   180.00   0.0  0
 579  CONST_26  H23  N6   C7   C3    180.00   0.0  0
 579  CONST_27  H7   C15  C16  C11   180.00   0.0  0
 579  CONST_28  H8   C16  C11  C12   180.00   0.0  0
 579  CONST_29  H6   C12  C13  C14   180.00   0.0  0
 579  CONST_30  C11  N10  C8   C7    180.00   0.0  0
 579  CONST_33  H24  N10  C11  C12   180.00   0.0  0
 579  CONST_34  O9   C8   N10  C11     0.00   0.0  0
 579  Var_01    N21  C22  C23  O2    -55.99  30.0  1
 579  Var_02    N21  C24  C25  O2     55.90  30.0  1
 579  Var_03    C25  C24  N21  C22   -54.97  30.0  1
 579  Var_04    C24  C25  O2   C23   -59.74  30.0  1
 579  Var_05    C24  N21  C22  C23    54.86  30.0  1
 579  Var_06    N21  S18  C13  C12   119.58  30.0  1
 579  Var_07    C22  N21  S18  C13   139.98  30.0  2
 579  Var_08    H11  C23  O2   C25  -179.88  30.0  1
 579  Var_09    C4   C3   C2   C1     90.56  30.0  2
 579  Var_10    O28  C27  C4   C3    177.25  30.0  2
 579  Var_11    O9   C8   C7   C3     23.73  30.0  2
 579  Var_12    H17  C26  C5   C4    -56.03  30.0  2
 579  Var_13    H1   C1   C2   C3    -57.77  30.0  3
 579  Var_14    H20  C29  C27  C4     69.36  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
 579  plan-1  C2   0.020
 579  plan-1  C3   0.020
 579  plan-1  C4   0.020
 579  plan-1  C5   0.020
 579  plan-1  C7   0.020
 579  plan-1  C8   0.020
 579  plan-1  C26  0.020
 579  plan-1  C27  0.020
 579  plan-1  N6   0.020
 579  plan-1  H23  0.020
 579  plan-2  C11  0.020
 579  plan-2  C12  0.020
 579  plan-2  C13  0.020
 579  plan-2  C14  0.020
 579  plan-2  C15  0.020
 579  plan-2  C16  0.020
 579  plan-2  N10  0.020
 579  plan-2  S18  0.020
 579  plan-2  F1   0.020
 579  plan-2  H6   0.020
 579  plan-2  H7   0.020
 579  plan-2  H8   0.020
 579  plan-3  C7   0.020
 579  plan-3  C8   0.020
 579  plan-3  C11  0.020
 579  plan-3  N10  0.020
 579  plan-3  O9   0.020
 579  plan-3  H24  0.020
 579  plan-4  C4   0.020
 579  plan-4  C27  0.020
 579  plan-4  C29  0.020
 579  plan-4  O28  0.020

