# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 11:47:29 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: N-{3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]-2,4-difluorophenyl}propane-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[S](=O)(=O)Nc1ccc(F)c(c1F)C(=O)c2c[nH]c3ncc(Cl)cc23
#
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
 324  324  N-{3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]-2,4-difluorophenyl}propane-1-sulfonamide  ligand  41  27  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_324
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
 324  O24   O   OS    0  -0.653  -5.4675  -0.7529   0.8754
 324  S22   S   S     0   1.335  -4.9562  -0.3815  -0.4335
 324  O23   O   OS    0  -0.661  -5.7818  -0.5734  -1.6135
 324  C25   C   CH2   0  -0.603  -4.4225   1.3243  -0.3663
 324  C26   C   CH2   0  -0.437  -5.5900   2.2601  -0.0750
 324  C27   C   CH3   0  -0.662  -5.1217   3.7084  -0.0392
 324  N21   N   NC1   0  -0.806  -3.5875  -1.2986  -0.6930
 324  C17   C   CR6   0   0.105  -2.6130  -1.3986   0.3210
 324  C18   C   CR6   0   0.603  -1.4196  -0.6919   0.2441
 324  F20   F   F     0  -0.286  -1.2099   0.1112  -0.8030
 324  C16   C   CR16  0  -0.239  -2.8073  -2.2283   1.4199
 324  C15   C   CR16  0  -0.432  -1.8507  -2.3317   2.4162
 324  C14   C   CR6   0   0.578  -0.6831  -1.6076   2.2886
 324  F19   F   F     0  -0.292   0.2614  -1.7078   3.2279
 324  C13   C   CR6   0  -0.500  -0.4306  -0.7872   1.2031
 324  C11   C   C     0   0.351   0.8388   0.0167   1.1124
 324  O12   O   O     0  -0.381   0.9632   1.0282   1.7741
 324  C9    C   CR5   0  -0.192   1.8605  -0.4905   0.2370
 324  C8    C   CR15  0   0.047   1.7964  -1.6507  -0.5125
 324  C2    C   CR56  0   0.035   3.1508   0.0819  -0.0215
 324  C1    C   CR16  0  -0.189   3.8509   1.2085   0.3949
 324  C3    C   CR56  0   0.487   3.7950  -0.7814  -0.9270
 324  N7    N   NR15  0  -0.654   2.9388  -1.8178  -1.1983
 324  N4    N   N     0  -0.409   5.0046  -0.6338  -1.4286
 324  C5    C   CR16  0  -0.051   5.6613   0.4407  -1.0259
 324  C6    C   CR6   0  -0.113   5.1207   1.3680  -0.1279
 324  CL10  CL  CL    0  -0.114   6.0780   2.7348   0.3247
 324  H25   H   HCH2  0   0.293  -3.6602   1.3924   0.4124
 324  H25A  H   HCH2  0   0.299  -3.9621   1.5476  -1.3301
 324  H26   H   HCH2  0   0.248  -6.3579   2.1397  -0.8411
 324  H26A  H   HCH2  0   0.249  -6.0420   1.9948   0.8817
 324  H27   H   HCH3  0   0.229  -4.3606   3.8618   0.7269
 324  H27A  H   HCH3  0   0.230  -4.6999   4.0131  -0.9975
 324  H27B  H   HCH3  0   0.243  -5.9563   4.3724   0.1839
 324  HN21  H   HNC1  0   0.426  -3.2425  -1.2262  -1.6445
 324  H16   H   HCR6  0   0.296  -3.7167  -2.8078   1.4872
 324  H15   H   HCR6  0   0.297  -2.0043  -2.9786   3.2689
 324  H8    H   HCR5  0   0.316   1.0014  -2.3753  -0.5908
 324  H1    H   HCR6  0   0.289   3.4306   1.9215   1.0895
 324  H5    H   HCR6  0   0.286   6.6591   0.5879  -1.4212
 324  H14   H   HNR5  0   0.432   3.1388  -2.5918  -1.8144

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
 324  O24  S22   double    1.453  0.020  1.453
 324  S22  O23   double    1.453  0.020  1.453
 324  S22  C25   single    1.789  0.020  1.789
 324  S22  N21   single    1.668  0.020  1.668
 324  C25  C26   single    1.524  0.020  1.524
 324  C25  H25   single    0.970  0.020  1.090
 324  C25  H25A  single    0.970  0.020  1.090
 324  C26  C27   single    1.523  0.020  1.523
 324  C26  H26   single    0.970  0.020  1.090
 324  C26  H26A  single    0.970  0.020  1.090
 324  C27  H27   single    0.970  0.020  1.090
 324  C27  H27A  single    0.970  0.020  1.090
 324  C27  H27B  single    0.970  0.020  1.090
 324  N21  C17   single    1.410  0.020  1.410
 324  N21  HN21  single    0.890  0.020  1.040
 324  C17  C18   aromatic  1.389  0.020  1.389
 324  C17  C16   aromatic  1.391  0.020  1.391
 324  C18  F20   single    1.336  0.020  1.336
 324  C18  C13   aromatic  1.381  0.020  1.381
 324  C16  C15   aromatic  1.385  0.020  1.385
 324  C16  H16   single    0.930  0.020  1.080
 324  C15  C14   aromatic  1.380  0.020  1.380
 324  C15  H15   single    0.930  0.020  1.080
 324  C14  F19   single    1.336  0.020  1.336
 324  C14  C13   aromatic  1.384  0.020  1.384
 324  C13  C11   single    1.505  0.020  1.505
 324  C11  O12   double    1.215  0.020  1.215
 324  C11  C9    single    1.438  0.020  1.438
 324  C9   C8    aromatic  1.383  0.020  1.383
 324  C9   C2    aromatic  1.435  0.020  1.435
 324  C8   N7    aromatic  1.343  0.020  1.343
 324  C8   H8    single    0.930  0.020  1.080
 324  C2   C1    aromatic  1.390  0.020  1.390
 324  C2   C3    aromatic  1.407  0.020  1.407
 324  C1   C6    aromatic  1.382  0.020  1.382
 324  C1   H1    single    0.930  0.020  1.080
 324  C3   N7    aromatic  1.371  0.020  1.371
 324  C3   N4    aromatic  1.318  0.020  1.318
 324  N4   C5    aromatic  1.322  0.020  1.322
 324  C5   C6    aromatic  1.400  0.020  1.400
 324  C5   H5    single    0.930  0.020  1.080
 324  C6   CL10  single    1.729  0.020  1.729
 324  N7   H14   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
 324  N21   S22  C25   106.58  3.000
 324  N21   S22  O23   105.50  3.000
 324  C25   S22  O23   109.03  3.000
 324  N21   S22  O24   106.76  3.000
 324  C25   S22  O24   108.35  3.000
 324  O23   S22  O24   119.85  3.000
 324  H25A  C25  H25   108.82  3.000
 324  H25A  C25  C26   111.49  3.000
 324  H25   C25  C26   111.11  3.000
 324  H25A  C25  S22   106.73  3.000
 324  H25   C25  S22   107.13  3.000
 324  C26   C25  S22   111.35  3.000
 324  H26A  C26  H26   107.29  3.000
 324  H26A  C26  C27   109.77  3.000
 324  H26   C26  C27   109.75  3.000
 324  H26A  C26  C25   109.61  3.000
 324  H26   C26  C25   109.70  3.000
 324  C27   C26  C25   110.66  3.000
 324  H27B  C27  H27A  107.82  3.000
 324  H27B  C27  H27   107.76  3.000
 324  H27A  C27  H27   107.94  3.000
 324  H27B  C27  C26   110.42  3.000
 324  H27A  C27  C26   111.35  3.000
 324  H27   C27  C26   111.40  3.000
 324  HN21  N21  C17   116.39  3.000
 324  HN21  N21  S22   112.69  3.000
 324  C17   N21  S22   119.62  3.000
 324  C16   C17  C18   117.86  3.000
 324  C16   C17  N21   120.94  3.000
 324  C18   C17  N21   121.20  3.000
 324  C13   C18  F20   118.25  3.000
 324  C13   C18  C17   122.81  3.000
 324  F20   C18  C17   118.94  3.000
 324  H16   C16  C15   119.77  3.000
 324  H16   C16  C17   119.13  3.000
 324  C15   C16  C17   121.10  3.000
 324  H15   C15  C14   120.46  3.000
 324  H15   C15  C16   120.92  3.000
 324  C14   C15  C16   118.61  3.000
 324  C13   C14  F19   117.84  3.000
 324  C13   C14  C15   122.55  3.000
 324  F19   C14  C15   119.60  3.000
 324  C11   C13  C14   121.18  3.000
 324  C11   C13  C18   121.69  3.000
 324  C14   C13  C18   117.06  3.000
 324  C9    C11  O12   123.54  3.000
 324  C9    C11  C13   116.58  3.000
 324  O12   C11  C13   119.87  3.000
 324  C2    C9   C8    106.19  3.000
 324  C2    C9   C11   127.43  3.000
 324  C8    C9   C11   126.38  3.000
 324  H8    C8   N7    120.43  3.000
 324  H8    C8   C9    129.58  3.000
 324  N7    C8   C9    109.99  3.000
 324  C3    C2   C1    117.34  3.000
 324  C3    C2   C9    106.43  3.000
 324  C1    C2   C9    136.23  3.000
 324  H1    C1   C6    121.62  3.000
 324  H1    C1   C2    122.10  3.000
 324  C6    C1   C2    116.29  3.000
 324  N4    C3   N7    125.63  3.000
 324  N4    C3   C2    126.61  3.000
 324  N7    C3   C2    107.76  3.000
 324  H14   N7   C3    125.21  3.000
 324  H14   N7   C8    125.15  3.000
 324  C3    N7   C8    109.64  3.000
 324  C5    N4   C3    115.54  3.000
 324  H5    C5   C6    120.00  3.000
 324  H5    C5   N4    117.18  3.000
 324  C6    C5   N4    122.82  3.000
 324  CL10  C6   C5    118.54  3.000
 324  CL10  C6   C1    120.05  3.000
 324  C5    C6   C1    121.40  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
 324  CONST_01  C14   C13  C18  C17     0.00   0.0  0
 324  CONST_02  C14   C15  C16  C17     0.00   0.0  0
 324  CONST_03  C15   C16  C17  C18     0.00   0.0  0
 324  CONST_04  C15   C14  C13  C18     0.00   0.0  0
 324  CONST_05  C13   C18  C17  C16     0.00   0.0  0
 324  CONST_06  C13   C14  C15  C16     0.00   0.0  0
 324  CONST_07  C3    N7   C8   C9      0.00   0.0  0
 324  CONST_08  C6    C1   C2   C9    180.00   0.0  0
 324  CONST_09  N7    C3   C2   C9      0.00   0.0  0
 324  CONST_10  N4    C3   C2   C9    180.00   0.0  0
 324  CONST_11  C1    C2   C9   C8    180.00   0.0  0
 324  CONST_12  C3    C2   C9   C8      0.00   0.0  0
 324  CONST_13  C2    C3   N7   C8      0.00   0.0  0
 324  CONST_14  N4    C3   N7   C8    180.00   0.0  0
 324  CONST_15  N7    C8   C9   C2      0.00   0.0  0
 324  CONST_16  C5    C6   C1   C2      0.00   0.0  0
 324  CONST_17  C5    N4   C3   C2      0.00   0.0  0
 324  CONST_18  N7    C3   C2   C1    180.00   0.0  0
 324  CONST_19  N4    C3   C2   C1      0.00   0.0  0
 324  CONST_20  N4    C5   C6   C1      0.00   0.0  0
 324  CONST_21  C6    C1   C2   C3      0.00   0.0  0
 324  CONST_22  C6    C5   N4   C3      0.00   0.0  0
 324  CONST_23  C5    N4   C3   N7    180.00   0.0  0
 324  CONST_24  C13   C18  C17  N21   180.00   0.0  0
 324  CONST_25  C15   C16  C17  N21   180.00   0.0  0
 324  CONST_26  C11   C13  C18  C17   180.00   0.0  0
 324  CONST_27  F19   C14  C13  C18   180.00   0.0  0
 324  CONST_28  C16   C17  C18  F20   180.00   0.0  0
 324  CONST_29  C14   C13  C18  F20   180.00   0.0  0
 324  CONST_30  F19   C14  C15  C16   180.00   0.0  0
 324  CONST_31  C11   C13  C14  C15   180.00   0.0  0
 324  CONST_32  N7    C8   C9   C11   180.00   0.0  0
 324  CONST_33  C1    C2   C9   C11     0.00   0.0  0
 324  CONST_34  C3    C2   C9   C11   180.00   0.0  0
 324  CONST_35  CL10  C6   C1   C2    180.00   0.0  0
 324  CONST_36  CL10  C6   C5   N4    180.00   0.0  0
 324  CONST_37  H15   C15  C16  C17   180.00   0.0  0
 324  CONST_38  H16   C16  C17  C18   180.00   0.0  0
 324  CONST_39  H14   N7   C8   C9    180.00   0.0  0
 324  CONST_40  H1    C1   C2   C9      0.00   0.0  0
 324  CONST_41  H8    C8   C9   C2    180.00   0.0  0
 324  CONST_42  H5    C5   C6   C1    180.00   0.0  0
 324  Var_01    C9    C11  C13  C18   -80.57  30.0  2
 324  Var_02    C8    C9   C11  C13    -0.95  30.0  2
 324  Var_03    C17   N21  S22  O24   -47.24  30.0  3
 324  Var_04    C26   C25  S22  O24   -63.15  30.0  3
 324  Var_05    C27   C26  C25  S22  -179.27  30.0  3
 324  Var_06    H27   C27  C26  C25   -59.46  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
 324  plan-1  N21   0.020
 324  plan-1  C17   0.020
 324  plan-1  C18   0.020
 324  plan-1  F20   0.020
 324  plan-1  C16   0.020
 324  plan-1  C15   0.020
 324  plan-1  C14   0.020
 324  plan-1  F19   0.020
 324  plan-1  C13   0.020
 324  plan-1  C11   0.020
 324  plan-1  H16   0.020
 324  plan-1  H15   0.020
 324  plan-2  C11   0.020
 324  plan-2  C9    0.020
 324  plan-2  C8    0.020
 324  plan-2  C2    0.020
 324  plan-2  C1    0.020
 324  plan-2  C3    0.020
 324  plan-2  N7    0.020
 324  plan-2  N4    0.020
 324  plan-2  C5    0.020
 324  plan-2  C6    0.020
 324  plan-2  CL10  0.020
 324  plan-2  H8    0.020
 324  plan-2  H1    0.020
 324  plan-2  H5    0.020
 324  plan-2  H14   0.020
 324  plan-3  S22   0.020
 324  plan-3  N21   0.020
 324  plan-3  C17   0.020
 324  plan-3  HN21  0.020
 324  plan-4  C13   0.020
 324  plan-4  C11   0.020
 324  plan-4  O12   0.020
 324  plan-4  C9    0.020

