# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 16:27:53 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 3-[(5-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methyl-4-(morpholin-4-yl)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[S](=O)(=O)c1ccc(N2CCOCC2)c(Nc3ncnc4[nH]cc(Cl)c34)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
 4EF  4EF  3-[(5-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methyl-4-(morpholin-4-yl)benzenesulfonamide  ligand  47  28  .  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_4EF
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
 4EF  C1   C   CR56  0   0.011   2.5235  -1.6840   0.1337
 4EF  C2   C   CR56  0   0.492   2.8785  -2.9750   0.5532
 4EF  C3   C   CR15  0   0.041   4.7433  -1.9629  -0.1109
 4EF  C4   C   CR5   0  -0.259   3.7348  -1.0641  -0.2869
 4EF  C5   C   CR16  0  -0.251  -3.1163   1.4887  -0.6698
 4EF  C9   C   CR6   0   0.256  -0.7429   1.7348  -0.2801
 4EF  C10  C   CR16  0  -0.300  -1.9904   2.2875  -0.5306
 4EF  C8   C   CR6   0   0.343  -0.6067   0.3282  -0.2147
 4EF  C7   C   CR16  0  -0.296  -1.7337  -0.4750  -0.3296
 4EF  C6   C   CR6   0  -0.213  -2.9721   0.1179  -0.5454
 4EF  O2   O   OS    0  -0.658  -5.4623  -0.1972  -1.2760
 4EF  O1   O   OS    0  -0.658  -3.9990  -2.2381  -1.0740
 4EF  N1   N   NR15  0  -0.663   4.2133  -3.1165   0.3991
 4EF  C12  C   CR6   0   0.542   1.1514  -1.3755   0.2335
 4EF  C13  C   CR16  0   0.055   0.7890  -3.4884   1.0472
 4EF  C14  C   C     0  -0.341   0.8106   2.6579   1.3022
 4EF  C15  C   C     0  -0.325   0.4754   3.7860  -0.7882
 4EF  O3   O   O     0  -0.482   2.2558   4.5011   0.6863
 4EF  N2   N   NH1   0  -0.771   0.6936  -0.1480  -0.1135
 4EF  C16  C   C     0  -0.184   2.1932   3.2750   1.3788
 4EF  C17  C   C     0  -0.184   1.8806   4.3443  -0.6640
 4EF  N3   N   NC1   0  -0.708  -4.8905  -1.1344   0.9595
 4EF  S    S   S     0   1.370  -4.4023  -0.9248  -0.5976
 4EF  CL   CL  CL    0  -0.144   3.9206   0.5181  -0.9262
 4EF  N4   N   N     0  -0.487   0.3114  -2.2959   0.6873
 4EF  N5   N   N     0  -0.442   2.0368  -3.9000   1.0158
 4EF  N6   N   NR6   0  -0.531   0.4195   2.5045  -0.1021
 4EF  C11  C   CH3   0  -0.529  -5.3201   0.0310   1.7199
 4EF  H1   H   HCR5  0   0.315   5.7967  -1.8679  -0.3136
 4EF  H3   H   HCR6  0   0.283  -4.0784   1.9430  -0.8606
 4EF  H4   H   HCR6  0   0.278  -2.0989   3.3612  -0.6039
 4EF  H5   H   HCR6  0   0.300  -1.6364  -1.5476  -0.2727
 4EF  H6   H   HCR6  0   0.256   0.0520  -4.1962   1.4098
 4EF  H7   H   H     0   0.265   0.8267   1.6864   1.7991
 4EF  H8   H   H     0   0.238   0.0855   3.2882   1.8367
 4EF  H9   H   H     0   0.224  -0.2382   4.5113  -0.3719
 4EF  H10  H   H     0   0.263   0.2334   3.6458  -1.8429
 4EF  H11  H   HNH1  0   0.401   1.3825   0.5511  -0.3654
 4EF  H12  H   H     0   0.245   2.4509   3.4726   2.4200
 4EF  H13  H   H     0   0.197   2.9298   2.5664   0.9768
 4EF  H14  H   H     0   0.203   2.5821   3.6793  -1.1864
 4EF  H15  H   H     0   0.245   1.9320   5.3270  -1.1343
 4EF  H16  H   HNC1  0   0.414  -4.2688  -1.7525   1.4688
 4EF  H17  H   HCH3  0   0.238  -4.5396   0.7879   1.8380
 4EF  H18  H   HCH3  0   0.258  -6.1878   0.4858   1.2492
 4EF  H19  H   HCH3  0   0.271  -5.6145  -0.3129   2.7077
 4EF  H2   H   HNR5  0   0.425   4.7416  -3.9441   0.6284

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
 4EF  C11  N3   single    1.456  0.020  1.456
 4EF  N5   C13  aromatic  1.314  0.020  1.314
 4EF  N5   C2   aromatic  1.333  0.020  1.333
 4EF  N3   S    single    1.645  0.020  1.645
 4EF  C13  N4   aromatic  1.334  0.020  1.334
 4EF  N1   C2   aromatic  1.351  0.020  1.351
 4EF  N1   C3   aromatic  1.368  0.020  1.368
 4EF  C2   C1   aromatic  1.403  0.020  1.403
 4EF  N4   C12  aromatic  1.326  0.020  1.326
 4EF  C3   C4   aromatic  1.362  0.020  1.362
 4EF  C14  C16  single    1.516  0.020  1.516
 4EF  C14  N6   single    1.466  0.020  1.466
 4EF  C1   C12  aromatic  1.410  0.020  1.410
 4EF  C1   C4   aromatic  1.424  0.020  1.424
 4EF  C12  N2   single    1.355  0.020  1.355
 4EF  C16  O3   single    1.410  0.020  1.410
 4EF  C4   CL   single    1.717  0.020  1.717
 4EF  N2   C8   single    1.388  0.020  1.388
 4EF  C7   C8   aromatic  1.389  0.020  1.389
 4EF  C7   C6   aromatic  1.390  0.020  1.390
 4EF  C8   C9   aromatic  1.415  0.020  1.415
 4EF  O2   S    double    1.454  0.020  1.454
 4EF  S    C6   single    1.771  0.020  1.771
 4EF  S    O1   double    1.454  0.020  1.454
 4EF  C6   C5   aromatic  1.384  0.020  1.384
 4EF  C9   N6   single    1.405  0.020  1.405
 4EF  C9   C10  aromatic  1.387  0.020  1.387
 4EF  N6   C15  single    1.455  0.020  1.455
 4EF  O3   C17  single    1.410  0.020  1.410
 4EF  C5   C10  aromatic  1.387  0.020  1.387
 4EF  C15  C17  single    1.517  0.020  1.517
 4EF  C3   H1   single    0.930  0.020  1.080
 4EF  C5   H3   single    0.930  0.020  1.080
 4EF  C10  H4   single    0.930  0.020  1.080
 4EF  C7   H5   single    0.930  0.020  1.080
 4EF  C13  H6   single    0.930  0.020  1.080
 4EF  C14  H7   single    0.970  0.020  1.090
 4EF  C14  H8   single    0.970  0.020  1.090
 4EF  C15  H9   single    0.970  0.020  1.090
 4EF  C15  H10  single    0.970  0.020  1.090
 4EF  N2   H11  single    0.860  0.020  1.020
 4EF  C16  H12  single    0.970  0.020  1.090
 4EF  C16  H13  single    0.970  0.020  1.090
 4EF  C17  H14  single    0.970  0.020  1.090
 4EF  C17  H15  single    0.970  0.020  1.090
 4EF  N3   H16  single    0.890  0.020  1.040
 4EF  C11  H17  single    0.970  0.020  1.090
 4EF  C11  H18  single    0.970  0.020  1.090
 4EF  C11  H19  single    0.970  0.020  1.090
 4EF  N1   H2   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
 4EF  C12  C1   C4   138.88  3.000
 4EF  C4   C1   C2   105.88  3.000
 4EF  C12  C1   C2   115.24  3.000
 4EF  N5   C2   N1   126.19  3.000
 4EF  N1   C2   C1   108.19  3.000
 4EF  N5   C2   C1   125.61  3.000
 4EF  H1   C3   N1   121.56  3.000
 4EF  H1   C3   C4   129.91  3.000
 4EF  N1   C3   C4   108.52  3.000
 4EF  CL   C4   C3   125.18  3.000
 4EF  CL   C4   C1   127.10  3.000
 4EF  C3   C4   C1   107.72  3.000
 4EF  H3   C5   C6   121.66  3.000
 4EF  H3   C5   C10  119.87  3.000
 4EF  C6   C5   C10  118.47  3.000
 4EF  N6   C9   C8   117.32  3.000
 4EF  N6   C9   C10  123.26  3.000
 4EF  C8   C9   C10  119.41  3.000
 4EF  H4   C10  C9   119.87  3.000
 4EF  H4   C10  C5   118.90  3.000
 4EF  C9   C10  C5   121.23  3.000
 4EF  N2   C8   C7   124.58  3.000
 4EF  C7   C8   C9   119.55  3.000
 4EF  N2   C8   C9   115.76  3.000
 4EF  H5   C7   C6   120.85  3.000
 4EF  H5   C7   C8   119.85  3.000
 4EF  C6   C7   C8   119.29  3.000
 4EF  S    C6   C7   118.23  3.000
 4EF  S    C6   C5   119.77  3.000
 4EF  C7   C6   C5   121.96  3.000
 4EF  H2   N1   C3   125.02  3.000
 4EF  H2   N1   C2   125.29  3.000
 4EF  C3   N1   C2   109.69  3.000
 4EF  N4   C12  N2   120.15  3.000
 4EF  N2   C12  C1   120.58  3.000
 4EF  N4   C12  C1   119.26  3.000
 4EF  H6   C13  N5   116.67  3.000
 4EF  H6   C13  N4   115.49  3.000
 4EF  N5   C13  N4   127.84  3.000
 4EF  H8   C14  H7   107.38  3.000
 4EF  H8   C14  N6   110.48  3.000
 4EF  H7   C14  N6   110.30  3.000
 4EF  H8   C14  C16  110.09  3.000
 4EF  H7   C14  C16  109.02  3.000
 4EF  N6   C14  C16  109.53  3.000
 4EF  H10  C15  H9   107.87  3.000
 4EF  H10  C15  N6   109.52  3.000
 4EF  H9   C15  N6   112.19  3.000
 4EF  H10  C15  C17  109.38  3.000
 4EF  H9   C15  C17  109.11  3.000
 4EF  N6   C15  C17  108.73  3.000
 4EF  C17  O3   C16  111.21  3.000
 4EF  H11  N2   C12  117.31  3.000
 4EF  H11  N2   C8   112.45  3.000
 4EF  C12  N2   C8   130.22  3.000
 4EF  H13  C16  H12  107.93  3.000
 4EF  H13  C16  O3   110.59  3.000
 4EF  H12  C16  O3   107.51  3.000
 4EF  H13  C16  C14  109.30  3.000
 4EF  H12  C16  C14  109.72  3.000
 4EF  O3   C16  C14  111.70  3.000
 4EF  H15  C17  H14  108.07  3.000
 4EF  H15  C17  O3   107.47  3.000
 4EF  H14  C17  O3   110.65  3.000
 4EF  H15  C17  C15  109.87  3.000
 4EF  H14  C17  C15  109.25  3.000
 4EF  O3   C17  C15  111.46  3.000
 4EF  H16  N3   C11  113.98  3.000
 4EF  H16  N3   S    111.79  3.000
 4EF  C11  N3   S    118.67  3.000
 4EF  N3   S    O1   106.10  3.000
 4EF  O1   S    O2   120.10  3.000
 4EF  N3   S    O2   106.80  3.000
 4EF  O1   S    C6   108.51  3.000
 4EF  O2   S    C6   107.94  3.000
 4EF  N3   S    C6   106.67  3.000
 4EF  C13  N4   C12  119.08  3.000
 4EF  C13  N5   C2   112.97  3.000
 4EF  C15  N6   C14  110.45  3.000
 4EF  C15  N6   C9   117.03  3.000
 4EF  C14  N6   C9   113.53  3.000
 4EF  H19  C11  H18  108.05  3.000
 4EF  H19  C11  H17  108.31  3.000
 4EF  H18  C11  H17  109.09  3.000
 4EF  H19  C11  N3   107.54  3.000
 4EF  H18  C11  N3   110.14  3.000
 4EF  H17  C11  N3   113.56  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
 4EF  CONST_01  C13  N5   C2   C1      0.00   0.0  0
 4EF  CONST_02  C3   N1   C2   C1      0.00   0.0  0
 4EF  CONST_03  C13  N4   C12  C1      0.00   0.0  0
 4EF  CONST_04  N1   C3   C4   C1      0.00   0.0  0
 4EF  CONST_05  N4   C13  N5   C2      0.00   0.0  0
 4EF  CONST_06  C4   C3   N1   C2      0.00   0.0  0
 4EF  CONST_07  N4   C12  C1   C2      0.00   0.0  0
 4EF  CONST_08  C3   C4   C1   C2      0.00   0.0  0
 4EF  CONST_09  N5   C2   N1   C3    180.00   0.0  0
 4EF  CONST_10  C12  C1   C4   C3    180.00   0.0  0
 4EF  CONST_11  N5   C2   C1   C4    180.00   0.0  0
 4EF  CONST_12  N1   C2   C1   C4      0.00   0.0  0
 4EF  CONST_13  N4   C12  C1   C4    180.00   0.0  0
 4EF  CONST_14  C8   C7   C6   C5      0.00   0.0  0
 4EF  CONST_15  C8   C9   C10  C5      0.00   0.0  0
 4EF  CONST_16  C6   C7   C8   C9      0.00   0.0  0
 4EF  CONST_17  C6   C5   C10  C9      0.00   0.0  0
 4EF  CONST_18  C7   C8   C9   C10     0.00   0.0  0
 4EF  CONST_19  C7   C6   C5   C10     0.00   0.0  0
 4EF  CONST_20  C13  N5   C2   N1    180.00   0.0  0
 4EF  CONST_21  C12  C1   C2   N1    180.00   0.0  0
 4EF  CONST_22  N5   C13  N4   C12     0.00   0.0  0
 4EF  CONST_23  N5   C2   C1   C12     0.00   0.0  0
 4EF  CONST_24  N6   C9   C10  C5    180.00   0.0  0
 4EF  CONST_25  N6   C9   C8   C7    180.00   0.0  0
 4EF  CONST_26  N2   C12  C1   C2    180.00   0.0  0
 4EF  CONST_27  CL   C4   C1   C2    180.00   0.0  0
 4EF  CONST_28  N2   C12  C1   C4      0.00   0.0  0
 4EF  CONST_29  N2   C8   C9   C10   180.00   0.0  0
 4EF  CONST_30  S    C6   C5   C10   180.00   0.0  0
 4EF  CONST_31  S    C6   C7   C8    180.00   0.0  0
 4EF  CONST_32  N2   C8   C7   C6    180.00   0.0  0
 4EF  CONST_33  CL   C4   C3   N1    180.00   0.0  0
 4EF  CONST_34  CL   C4   C1   C12     0.00   0.0  0
 4EF  CONST_35  N2   C12  N4   C13   180.00   0.0  0
 4EF  CONST_36  N6   C9   C8   N2      0.00   0.0  0
 4EF  CONST_37  H2   N1   C2   C1    180.00   0.0  0
 4EF  CONST_38  H1   C3   C4   C1    180.00   0.0  0
 4EF  CONST_39  H6   C13  N5   C2    180.00   0.0  0
 4EF  CONST_40  H5   C7   C6   C5    180.00   0.0  0
 4EF  CONST_41  H3   C5   C10  C9    180.00   0.0  0
 4EF  CONST_42  H4   C10  C9   C8    180.00   0.0  0
 4EF  Var_01    C16  C14  N6   C9    169.69  30.0  1
 4EF  Var_02    C17  C15  N6   C9   -170.50  30.0  1
 4EF  Var_03    C14  N6   C9   C10   101.46  30.0  2
 4EF  Var_04    N6   C14  C16  O3     55.86  30.0  1
 4EF  Var_05    N6   C15  C17  O3    -58.47  30.0  1
 4EF  Var_06    C8   N2   C12  C1    173.22  30.0  2
 4EF  Var_07    C12  N2   C8   C9    165.00  30.0  2
 4EF  Var_08    H14  C17  O3   C16   -63.29  30.0  1
 4EF  Var_09    H12  C16  O3   C17  -177.55  30.0  1
 4EF  Var_10    N3   S    C6   C5    -92.62  30.0  2
 4EF  Var_11    C11  N3   S    C6     62.67  30.0  2
 4EF  Var_12    H17  C11  N3   S     -61.04  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
 4EF  plan-1  C5   0.020
 4EF  plan-1  C9   0.020
 4EF  plan-1  C10  0.020
 4EF  plan-1  C8   0.020
 4EF  plan-1  C7   0.020
 4EF  plan-1  C6   0.020
 4EF  plan-1  N2   0.020
 4EF  plan-1  S    0.020
 4EF  plan-1  N6   0.020
 4EF  plan-1  H3   0.020
 4EF  plan-1  H4   0.020
 4EF  plan-1  H5   0.020
 4EF  plan-2  C1   0.020
 4EF  plan-2  C2   0.020
 4EF  plan-2  C3   0.020
 4EF  plan-2  C4   0.020
 4EF  plan-2  N1   0.020
 4EF  plan-2  C12  0.020
 4EF  plan-2  C13  0.020
 4EF  plan-2  N2   0.020
 4EF  plan-2  CL   0.020
 4EF  plan-2  N4   0.020
 4EF  plan-2  N5   0.020
 4EF  plan-2  H1   0.020
 4EF  plan-2  H6   0.020
 4EF  plan-2  H2   0.020

