# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 14 08:45:31 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: 4-acetyl-N-[3-(diethylsulfamoyl)phenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)[S](=O)(=O)c1cccc(NC(=O)c2[nH]c(C)c(C(C)=O)c2CC)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
 L33  L33  4-acetyl-N-[3-(diethylsulfamoyl)phenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide  ligand  55  28  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L33
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
 L33  C15  C  CR16  0  -0.236   2.3138  -3.0079  -0.4175
 L33  C14  C  CR16  0  -0.266   3.3357  -2.1004  -0.6517
 L33  C12  C  CR16  0  -0.343   1.7304  -0.3058  -0.4184
 L33  C4   C  CR5   0  -0.188  -4.9562   0.5016   0.2857
 L33  C3   C  CR5   0   0.092  -4.2260  -0.7303   0.3165
 L33  C11  C  CR6   0   0.402   0.7096  -1.2269  -0.1892
 L33  C16  C  CR16  0  -0.292   1.0128  -2.5904  -0.1825
 L33  C13  C  CR6   0  -0.163   3.0247  -0.7487  -0.6389
 L33  C7   C  CR5   0   0.146  -2.9328  -0.4272  -0.0455
 L33  C5   C  CR5   0   0.360  -4.0637   1.5065  -0.1053
 L33  C8   C  C     0   0.509  -1.7728  -1.3169  -0.1597
 L33  C26  C  CH3   0  -0.760  -4.2170   2.9641  -0.3669
 L33  C29  C  CH3   0  -0.795  -6.9636   2.0441   0.6837
 L33  C23  C  CH3   0  -0.648   7.0454   0.4240   1.3435
 L33  C25  C  CH3   0  -0.649   5.0356   3.4560   0.7649
 L33  C2   C  CH2   0  -0.502  -4.7286  -2.0898   0.6899
 L33  N6   N  NR15  0  -0.691  -2.8698   0.9280  -0.2845
 L33  N10  N  NH1   0  -0.766  -0.5665  -0.7065   0.0377
 L33  N21  N  N     0  -0.575   4.7333   0.9822   0.5787
 L33  O28  O  O     0  -0.422  -7.0860  -0.3099   0.8202
 L33  O9   O  O     0  -0.453  -1.8878  -2.5048  -0.4090
 L33  O19  O  OS    0  -0.648   5.4247  -0.2355  -1.5040
 L33  O20  O  OS    0  -0.652   3.6944   1.5875  -1.6014
 L33  S18  S  S     0   1.380   4.2995   0.4633  -0.9024
 L33  H1   H  HCR6  0   0.274   2.5326  -4.0672  -0.4158
 L33  H2   H  HCR6  0   0.283   4.3410  -2.4457  -0.8468
 L33  H3   H  HCR6  0   0.293   1.4973   0.7521  -0.4400
 L33  H4   H  HCR6  0   0.288   0.2488  -3.3259   0.0076
 L33  H5   H  HCH3  0   0.266  -4.9637   3.1583  -1.1358
 L33  H6   H  HCH3  0   0.266  -4.5188   3.5056   0.5285
 L33  H7   H  HCH3  0   0.273  -3.2746   3.3908  -0.7070
 L33  H8   H  HCH3  0   0.261  -6.9857   2.5120  -0.3024
 L33  H9   H  HCH3  0   0.268  -7.9856   1.9884   1.0531
 L33  H10  H  HCH3  0   0.256  -6.3886   2.6975   1.3401
 L33  H11  H  HCH3  0   0.225  -5.6959  -3.8146  -0.1975
 L33  H12  H  HCH3  0   0.226  -6.2144  -2.2769  -0.8841
 L33  H13  H  HCH3  0   0.223  -4.6313  -2.9417  -1.3002
 L33  H14  H  HCH3  0   0.233   7.4215   0.3000   0.3292
 L33  H15  H  HCH3  0   0.230   7.2587   1.4425   1.6673
 L33  H16  H  HCH3  0   0.233   7.5961  -0.2534   1.9966
 L33  H17  H  HCH3  0   0.231   4.6050   4.3439   1.2290
 L33  H18  H  HCH3  0   0.229   6.0601   3.3556   1.1213
 L33  H19  H  HCH3  0   0.231   5.0621   3.6177  -0.3116
 L33  H20  H  HCH2  0   0.233  -3.9027  -2.6855   1.0777
 L33  H21  H  HCH2  0   0.237  -5.4583  -2.0048   1.4926
 L33  H22  H  HCH2  0   0.253   5.3826  -0.9297   1.1524
 L33  H23  H  HCH2  0   0.255   5.1993   0.2213   2.4402
 L33  H24  H  HCH2  0   0.252   4.1635   2.1095   2.1994
 L33  H25  H  HCH2  0   0.253   3.1724   2.3786   0.7942
 L33  H26  H  HNR5  0   0.416  -2.0749   1.4233  -0.6604
 L33  H27  H  HNH1  0   0.415  -0.5788   0.2500   0.3538
 L33  C27  C  C     0   0.310  -6.3742   0.6581   0.6094
 L33  C22  C  CH2   0  -0.300   5.5602   0.1151   1.4159
 L33  C1   C  CH3   0  -0.664  -5.3556  -2.8219  -0.4950
 L33  C24  C  CH2   0  -0.290   4.2041   2.2349   1.1170

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
 L33  C26  C5   single    1.489  0.020  1.489
 L33  C23  C22  single    1.519  0.020  1.519
 L33  O19  S18  double    1.455  0.020  1.455
 L33  C5   N6   aromatic  1.339  0.020  1.339
 L33  C5   C4   aromatic  1.400  0.020  1.400
 L33  C22  N21  single    1.462  0.020  1.462
 L33  N6   C7   aromatic  1.378  0.020  1.378
 L33  O28  C27  double    1.220  0.020  1.220
 L33  O9   C8   double    1.219  0.020  1.219
 L33  C4   C27  single    1.463  0.020  1.463
 L33  C4   C3   aromatic  1.432  0.020  1.432
 L33  C27  C29  single    1.508  0.020  1.508
 L33  N21  S18  single    1.628  0.020  1.628
 L33  N21  C24  single    1.463  0.020  1.463
 L33  C7   C8   single    1.466  0.020  1.466
 L33  C7   C3   aromatic  1.377  0.020  1.377
 L33  S18  O20  double    1.456  0.020  1.456
 L33  S18  C13  single    1.779  0.020  1.779
 L33  C8   N10  single    1.366  0.020  1.366
 L33  C3   C2   single    1.497  0.020  1.497
 L33  C24  C25  single    1.519  0.020  1.519
 L33  C12  C13  aromatic  1.386  0.020  1.386
 L33  C12  C11  aromatic  1.394  0.020  1.394
 L33  C13  C14  aromatic  1.387  0.020  1.387
 L33  N10  C11  single    1.397  0.020  1.397
 L33  C2   C1   single    1.527  0.020  1.527
 L33  C11  C16  aromatic  1.397  0.020  1.397
 L33  C14  C15  aromatic  1.387  0.020  1.387
 L33  C16  C15  aromatic  1.386  0.020  1.386
 L33  C15  H1   single    0.930  0.020  1.080
 L33  C14  H2   single    0.930  0.020  1.080
 L33  C12  H3   single    0.930  0.020  1.080
 L33  C16  H4   single    0.930  0.020  1.080
 L33  C26  H5   single    0.970  0.020  1.090
 L33  C26  H6   single    0.970  0.020  1.090
 L33  C26  H7   single    0.970  0.020  1.090
 L33  C29  H8   single    0.970  0.020  1.090
 L33  C29  H9   single    0.970  0.020  1.090
 L33  C29  H10  single    0.970  0.020  1.090
 L33  C1   H11  single    0.970  0.020  1.090
 L33  C1   H12  single    0.970  0.020  1.090
 L33  C1   H13  single    0.970  0.020  1.090
 L33  C23  H14  single    0.970  0.020  1.090
 L33  C23  H15  single    0.970  0.020  1.090
 L33  C23  H16  single    0.970  0.020  1.090
 L33  C25  H17  single    0.970  0.020  1.090
 L33  C25  H18  single    0.970  0.020  1.090
 L33  C25  H19  single    0.970  0.020  1.090
 L33  C2   H20  single    0.970  0.020  1.090
 L33  C2   H21  single    0.970  0.020  1.090
 L33  C22  H22  single    0.970  0.020  1.090
 L33  C22  H23  single    0.970  0.020  1.090
 L33  C24  H24  single    0.970  0.020  1.090
 L33  C24  H25  single    0.970  0.020  1.090
 L33  N6   H26  single    0.860  0.020  1.020
 L33  N10  H27  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
 L33  H1   C15  C16  118.98  3.000
 L33  H1   C15  C14  119.48  3.000
 L33  C16  C15  C14  121.54  3.000
 L33  H2   C14  C13  121.44  3.000
 L33  H2   C14  C15  120.46  3.000
 L33  C13  C14  C15  118.10  3.000
 L33  H3   C12  C13  120.65  3.000
 L33  H3   C12  C11  119.40  3.000
 L33  C13  C12  C11  119.94  3.000
 L33  C27  C4   C5   127.09  3.000
 L33  C27  C4   C3   125.55  3.000
 L33  C5   C4   C3   107.36  3.000
 L33  C2   C3   C7   125.52  3.000
 L33  C2   C3   C4   127.98  3.000
 L33  C7   C3   C4   106.49  3.000
 L33  N10  C11  C16  124.14  3.000
 L33  C16  C11  C12  119.13  3.000
 L33  N10  C11  C12  116.72  3.000
 L33  H4   C16  C11  120.88  3.000
 L33  H4   C16  C15  119.33  3.000
 L33  C11  C16  C15  119.79  3.000
 L33  S18  C13  C12  118.38  3.000
 L33  C12  C13  C14  121.49  3.000
 L33  S18  C13  C14  120.13  3.000
 L33  N6   C7   C8   123.18  3.000
 L33  C8   C7   C3   129.05  3.000
 L33  N6   C7   C3   107.76  3.000
 L33  N6   C5   C26  119.43  3.000
 L33  N6   C5   C4   107.21  3.000
 L33  C26  C5   C4   133.34  3.000
 L33  O9   C8   N10  123.24  3.000
 L33  N10  C8   C7   114.59  3.000
 L33  O9   C8   C7   122.17  3.000
 L33  H7   C26  H6   107.56  3.000
 L33  H7   C26  H5   107.63  3.000
 L33  H6   C26  H5   107.56  3.000
 L33  H7   C26  C5   110.45  3.000
 L33  H6   C26  C5   111.77  3.000
 L33  H5   C26  C5   111.66  3.000
 L33  H10  C29  H9   108.76  3.000
 L33  H10  C29  H8   107.32  3.000
 L33  H9   C29  H8   108.03  3.000
 L33  H10  C29  C27  111.99  3.000
 L33  H9   C29  C27  109.68  3.000
 L33  H8   C29  C27  110.94  3.000
 L33  H16  C23  H15  107.68  3.000
 L33  H16  C23  H14  108.23  3.000
 L33  H15  C23  H14  108.39  3.000
 L33  H16  C23  C22  109.82  3.000
 L33  H15  C23  C22  111.55  3.000
 L33  H14  C23  C22  111.04  3.000
 L33  H19  C25  H18  108.31  3.000
 L33  H19  C25  H17  108.03  3.000
 L33  H18  C25  H17  107.89  3.000
 L33  H19  C25  C24  111.22  3.000
 L33  H18  C25  C24  111.41  3.000
 L33  H17  C25  C24  109.87  3.000
 L33  H21  C2   H20  106.77  3.000
 L33  H21  C2   C1   109.54  3.000
 L33  H20  C2   C1   108.98  3.000
 L33  H21  C2   C3   109.77  3.000
 L33  H20  C2   C3   109.32  3.000
 L33  C1   C2   C3   112.31  3.000
 L33  H26  N6   C5   122.70  3.000
 L33  H26  N6   C7   125.69  3.000
 L33  C5   N6   C7   111.17  3.000
 L33  H27  N10  C8   117.31  3.000
 L33  H27  N10  C11  114.57  3.000
 L33  C8   N10  C11  128.08  3.000
 L33  S18  N21  C24  120.76  3.000
 L33  C24  N21  C22  120.13  3.000
 L33  S18  N21  C22  118.86  3.000
 L33  O20  S18  O19  119.60  3.000
 L33  O20  S18  N21  107.55  3.000
 L33  O19  S18  N21  108.86  3.000
 L33  O20  S18  C13  107.42  3.000
 L33  N21  S18  C13  105.86  3.000
 L33  O19  S18  C13  106.76  3.000
 L33  O28  C27  C29  119.52  3.000
 L33  C29  C27  C4   119.21  3.000
 L33  O28  C27  C4   121.26  3.000
 L33  H23  C22  H22  105.41  3.000
 L33  H23  C22  N21  107.02  3.000
 L33  H22  C22  N21  109.71  3.000
 L33  H23  C22  C23  110.39  3.000
 L33  H22  C22  C23  110.01  3.000
 L33  N21  C22  C23  113.91  3.000
 L33  H13  C1   H12  108.37  3.000
 L33  H13  C1   H11  107.99  3.000
 L33  H12  C1   H11  107.87  3.000
 L33  H13  C1   C2   110.68  3.000
 L33  H12  C1   C2   111.17  3.000
 L33  H11  C1   C2   110.65  3.000
 L33  H25  C24  H24  105.88  3.000
 L33  H25  C24  N21  110.26  3.000
 L33  H24  C24  N21  106.28  3.000
 L33  H25  C24  C25  110.08  3.000
 L33  H24  C24  C25  110.06  3.000
 L33  N21  C24  C25  113.91  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
 L33  CONST_01  C12  C13  C14  C15     0.00   0.0  0
 L33  CONST_02  C12  C11  C16  C15     0.00   0.0  0
 L33  CONST_03  C11  C12  C13  C14     0.00   0.0  0
 L33  CONST_04  C11  C16  C15  C14     0.00   0.0  0
 L33  CONST_05  C7   N6   C5   C4      0.00   0.0  0
 L33  CONST_06  N6   C7   C3   C4      0.00   0.0  0
 L33  CONST_07  N6   C5   C4   C3      0.00   0.0  0
 L33  CONST_08  C5   N6   C7   C3      0.00   0.0  0
 L33  CONST_09  C13  C12  C11  C16     0.00   0.0  0
 L33  CONST_10  C13  C14  C15  C16     0.00   0.0  0
 L33  CONST_11  C5   C4   C3   C7      0.00   0.0  0
 L33  CONST_12  S18  C13  C14  C15   180.00   0.0  0
 L33  CONST_13  N10  C11  C16  C15   180.00   0.0  0
 L33  CONST_14  C8   C7   C3   C4    180.00   0.0  0
 L33  CONST_15  C26  C5   C4   C3    180.00   0.0  0
 L33  CONST_16  S18  C13  C12  C11   180.00   0.0  0
 L33  CONST_17  N10  C11  C12  C13   180.00   0.0  0
 L33  CONST_18  C26  C5   N6   C7    180.00   0.0  0
 L33  CONST_19  C27  C4   C3   C7    180.00   0.0  0
 L33  CONST_20  C8   C7   N6   C5    180.00   0.0  0
 L33  CONST_21  C2   C3   C4   C5    180.00   0.0  0
 L33  CONST_22  N6   C5   C4   C27   180.00   0.0  0
 L33  CONST_23  N6   C7   C3   C2    180.00   0.0  0
 L33  CONST_24  H3   C12  C13  C14   180.00   0.0  0
 L33  CONST_25  H4   C16  C15  C14   180.00   0.0  0
 L33  CONST_26  H2   C14  C13  C12   180.00   0.0  0
 L33  CONST_27  H26  N6   C5   C4    180.00   0.0  0
 L33  CONST_28  H1   C15  C16  C11   180.00   0.0  0
 L33  CONST_29  C7   C8   N10  C11   180.00   0.0  0
 L33  CONST_33  O9   C8   N10  C11     0.00   0.0  0
 L33  Var_01    O19  S18  C13  C14    17.44  30.0  1
 L33  Var_02    C1   C2   C3   C4     86.28  30.0  2
 L33  Var_03    O28  C27  C4   C3     -6.92  30.0  2
 L33  Var_04    O9   C8   C7   C3     27.18  30.0  2
 L33  Var_05    H5   C26  C5   C4    -57.29  30.0  2
 L33  Var_06    C22  N21  S18  C13    75.18  30.0  2
 L33  Var_07    H8   C29  C27  C4     67.74  30.0  3
 L33  Var_08    H11  C1   C2   C3    178.98  30.0  3
 L33  Var_09    S18  N21  C22  C23    96.19  30.0  3
 L33  Var_10    H14  C23  C22  N21   -60.81  30.0  3
 L33  Var_11    H17  C25  C24  N21  -177.84  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
 L33  plan-1  C4   0.020
 L33  plan-1  C3   0.020
 L33  plan-1  C7   0.020
 L33  plan-1  C5   0.020
 L33  plan-1  C8   0.020
 L33  plan-1  C26  0.020
 L33  plan-1  C2   0.020
 L33  plan-1  N6   0.020
 L33  plan-1  H26  0.020
 L33  plan-1  C27  0.020
 L33  plan-2  C15  0.020
 L33  plan-2  C14  0.020
 L33  plan-2  C12  0.020
 L33  plan-2  C11  0.020
 L33  plan-2  C16  0.020
 L33  plan-2  C13  0.020
 L33  plan-2  N10  0.020
 L33  plan-2  S18  0.020
 L33  plan-2  H1   0.020
 L33  plan-2  H2   0.020
 L33  plan-2  H3   0.020
 L33  plan-2  H4   0.020
 L33  plan-3  C11  0.020
 L33  plan-3  C7   0.020
 L33  plan-3  C8   0.020
 L33  plan-3  N10  0.020
 L33  plan-3  O9   0.020
 L33  plan-3  H27  0.020
 L33  plan-4  C4   0.020
 L33  plan-4  C29  0.020
 L33  plan-4  O28  0.020
 L33  plan-4  C27  0.020

