# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 03:53:45 2022
#   Inital geometry file: a 130 line input string
#   Ligand name: 2-chloranyl-4-[2-[[(6-chloranyl-1~{H}-indol-2-yl)carbonyl-methyl-amino]methyl]-5-fluoranyl-phenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1ccc(F)cc1c2ccc(C(O)=O)c(Cl)c2)C(=O)c3[nH]c4cc(Cl)ccc4c3
#
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
 SLG  SLG  '2-chloranyl-4-[2-[[(6-chloranyl-1~{H}-indol-2-yl)carbonyl-methyl-amino]methyl]-5-fluoranyl-phenyl]benzoic acid'  ligand  48  32  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_SLG
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
 SLG  C1   C   CH2    0  -0.376   2.6311  33.7085  27.2749
 SLG  C2   C   CR6    0   0.033   3.3426  35.0442  27.2930
 SLG  C3   C   CR16   0  -0.263   3.0190  36.0130  28.2357
 SLG  C7   C   CR6    0   0.071   4.3186  35.3395  26.3310
 SLG  C8   C   CR6    0   0.004   4.7183  34.3447  25.3080
 SLG  C9   C   CR16   0  -0.269   5.2897  33.1265  25.6684
 SLG  C10  C   CR16   0  -0.290   5.6423  32.2071  24.6970
 SLG  C11  C   CR6    0   0.009   5.4785  32.4642  23.3353
 SLG  C12  C   C      0   0.370   5.9433  31.4100  22.3293
 SLG  C13  C   CR6    0  -0.080   4.9119  33.6890  22.9978
 SLG  C14  C   CR16   0  -0.240   4.5260  34.6148  23.9581
 SLG  C15  C   C      0   0.487   1.1245  32.9568  29.0974
 SLG  C16  C   CR5    0   0.238   2.2588  32.4538  29.9079
 SLG  C19  C   CR16   0  -0.341   5.3375  32.0458  31.7890
 SLG  C20  C   CR16   0  -0.229   5.5951  31.0373  32.6902
 SLG  C21  C   CR6    0  -0.059   4.6210  30.0568  32.9462
 SLG  C22  C   CR16   0  -0.269   3.3878  30.0497  32.3346
 SLG  CL1  CL  CL     0  -0.132   5.0015  28.8025  34.0851
 SLG  C23  C   CR56   0   0.356   3.1419  31.0814  31.4269
 SLG  C18  C   CR56   0   0.079   4.0992  32.0785  31.1362
 SLG  C17  C   CR15   0  -0.403   3.5152  32.9396  30.1664
 SLG  N1   N   NR15   0  -0.720   2.0407  31.3410  30.6792
 SLG  O2   O   O      0  -0.479  -0.0158  32.7025  29.4655
 SLG  N    N   NT     0  -0.464   1.3784  33.7029  28.0002
 SLG  C    C   CH3    0  -0.536   0.2526  34.2977  27.3031
 SLG  C6   C   CR16   0  -0.449   4.9229  36.5936  26.3165
 SLG  C5   C   CR6    0   0.540   4.5639  37.5313  27.2642
 SLG  F    F   F      0  -0.314   5.1471  38.7400  27.2361
 SLG  C4   C   CR16   0  -0.410   3.6250  37.2612  28.2365
 SLG  CL   CL  CL     0  -0.136   4.5803  34.1006  21.3410
 SLG  O1   O   O      0  -0.576   6.5879  31.8246  21.3543
 SLG  O    O   OC    -1  -0.585   5.6518  30.2369  22.6206
 SLG  H1   H   HCH2   0   0.285   2.4183  33.4297  26.2385
 SLG  H2   H   HCH2   0   0.286   3.2724  32.9194  27.6631
 SLG  H3   H   HCR6   0   0.269   2.2651  35.8040  28.9842
 SLG  H4   H   HCR6   0   0.258   5.4642  32.8965  26.7125
 SLG  H5   H   HCR6   0   0.256   6.0707  31.2600  24.9984
 SLG  H6   H   HCR6   0   0.270   4.0626  35.5450  23.6545
 SLG  H7   H   HCR6   0   0.260   6.0882  32.7996  31.5897
 SLG  H8   H   HCR6   0   0.272   6.5456  30.9932  33.2038
 SLG  H9   H   HCR6   0   0.284   2.6494  29.2877  32.5453
 SLG  H10  H   HCR5   0   0.272   3.9705  33.8214  29.7446
 SLG  H11  H   HNR5   0   0.413   1.1824  30.8122  30.6870
 SLG  H12  H   HCH3   0   0.256  -0.4727  34.6999  28.0054
 SLG  H13  H   HCH3   0   0.251   0.6164  35.1182  26.6881
 SLG  H14  H   HCH3   0   0.249  -0.2492  33.5762  26.6545
 SLG  H15  H   HCR6   0   0.274   5.6735  36.8294  25.5724
 SLG  H16  H   HCR6   0   0.279   3.3612  38.0075  28.9741

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
 SLG  O1   C12  deloc     1.240  0.020  1.240
 SLG  CL   C13  single    1.739  0.020  1.739
 SLG  C12  O    deloc     1.243  0.020  1.243
 SLG  C12  C11  single    1.529  0.020  1.529
 SLG  C13  C11  aromatic  1.391  0.020  1.391
 SLG  C13  C14  aromatic  1.389  0.020  1.389
 SLG  C11  C10  aromatic  1.395  0.020  1.395
 SLG  C14  C8   aromatic  1.390  0.020  1.390
 SLG  C10  C9   aromatic  1.383  0.020  1.383
 SLG  C8   C9   aromatic  1.393  0.020  1.393
 SLG  C8   C7   single    1.482  0.020  1.482
 SLG  C7   C6   aromatic  1.392  0.020  1.392
 SLG  C7   C2   aromatic  1.402  0.020  1.402
 SLG  C6   C5   aromatic  1.381  0.020  1.381
 SLG  C    N    single    1.452  0.020  1.452
 SLG  F    C5   single    1.342  0.020  1.342
 SLG  C5   C4   aromatic  1.378  0.020  1.378
 SLG  C2   C1   single    1.513  0.020  1.513
 SLG  C2   C3   aromatic  1.390  0.020  1.390
 SLG  C1   N    single    1.448  0.020  1.448
 SLG  N    C15  single    1.351  0.020  1.351
 SLG  C3   C4   aromatic  1.387  0.020  1.387
 SLG  C15  O2   double    1.225  0.020  1.225
 SLG  C15  C16  single    1.482  0.020  1.482
 SLG  C16  C17  aromatic  1.372  0.020  1.372
 SLG  C16  N1   aromatic  1.371  0.020  1.371
 SLG  C17  C18  aromatic  1.422  0.020  1.422
 SLG  N1   C23  aromatic  1.356  0.020  1.356
 SLG  C18  C23  aromatic  1.413  0.020  1.413
 SLG  C18  C19  aromatic  1.400  0.020  1.400
 SLG  C23  C22  aromatic  1.396  0.020  1.396
 SLG  C19  C20  aromatic  1.377  0.020  1.377
 SLG  C22  C21  aromatic  1.376  0.020  1.376
 SLG  C20  C21  aromatic  1.406  0.020  1.406
 SLG  C21  CL1  single    1.736  0.020  1.736
 SLG  C1   H1   single    0.970  0.020  1.090
 SLG  C1   H2   single    0.970  0.020  1.090
 SLG  C3   H3   single    0.930  0.020  1.080
 SLG  C9   H4   single    0.930  0.020  1.080
 SLG  C10  H5   single    0.930  0.020  1.080
 SLG  C14  H6   single    0.930  0.020  1.080
 SLG  C19  H7   single    0.930  0.020  1.080
 SLG  C20  H8   single    0.930  0.020  1.080
 SLG  C22  H9   single    0.930  0.020  1.080
 SLG  C17  H10  single    0.930  0.020  1.080
 SLG  N1   H11  single    0.860  0.020  1.020
 SLG  C    H12  single    0.970  0.020  1.090
 SLG  C    H13  single    0.970  0.020  1.090
 SLG  C    H14  single    0.970  0.020  1.090
 SLG  C6   H15  single    0.930  0.020  1.080
 SLG  C4   H16  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
 SLG  H2   C1   H1   105.53  3.000
 SLG  H2   C1   N    109.17  3.000
 SLG  H1   C1   N    107.77  3.000
 SLG  H2   C1   C2   111.01  3.000
 SLG  H1   C1   C2   109.12  3.000
 SLG  N    C1   C2   113.85  3.000
 SLG  C7   C2   C3   118.73  3.000
 SLG  C3   C2   C1   120.92  3.000
 SLG  C7   C2   C1   120.33  3.000
 SLG  H3   C3   C4   118.52  3.000
 SLG  H3   C3   C2   119.76  3.000
 SLG  C4   C3   C2   121.71  3.000
 SLG  C6   C7   C8   118.72  3.000
 SLG  C6   C7   C2   119.94  3.000
 SLG  C8   C7   C2   121.34  3.000
 SLG  C14  C8   C9   118.55  3.000
 SLG  C9   C8   C7   121.27  3.000
 SLG  C14  C8   C7   120.18  3.000
 SLG  H4   C9   C10  119.65  3.000
 SLG  H4   C9   C8   120.07  3.000
 SLG  C10  C9   C8   120.27  3.000
 SLG  H5   C10  C11  118.65  3.000
 SLG  H5   C10  C9   119.14  3.000
 SLG  C11  C10  C9   122.21  3.000
 SLG  C13  C11  C12  124.82  3.000
 SLG  C13  C11  C10  116.54  3.000
 SLG  C12  C11  C10  118.63  3.000
 SLG  O    C12  O1   128.42  3.000
 SLG  O    C12  C11  115.15  3.000
 SLG  O1   C12  C11  116.40  3.000
 SLG  CL   C13  C14  116.62  3.000
 SLG  C14  C13  C11  122.17  3.000
 SLG  CL   C13  C11  121.15  3.000
 SLG  H6   C14  C13  119.86  3.000
 SLG  H6   C14  C8   119.90  3.000
 SLG  C13  C14  C8   120.24  3.000
 SLG  N    C15  O2   122.25  3.000
 SLG  O2   C15  C16  118.53  3.000
 SLG  N    C15  C16  119.20  3.000
 SLG  N1   C16  C17  109.09  3.000
 SLG  N1   C16  C15  117.47  3.000
 SLG  C17  C16  C15  133.15  3.000
 SLG  H7   C19  C18  120.75  3.000
 SLG  H7   C19  C20  120.06  3.000
 SLG  C18  C19  C20  119.19  3.000
 SLG  H8   C20  C21  119.62  3.000
 SLG  H8   C20  C19  120.35  3.000
 SLG  C21  C20  C19  120.03  3.000
 SLG  CL1  C21  C22  118.94  3.000
 SLG  CL1  C21  C20  118.13  3.000
 SLG  C22  C21  C20  122.93  3.000
 SLG  H9   C22  C23  121.79  3.000
 SLG  H9   C22  C21  121.92  3.000
 SLG  C23  C22  C21  116.29  3.000
 SLG  N1   C23  C18  107.56  3.000
 SLG  C18  C23  C22  122.42  3.000
 SLG  N1   C23  C22  130.02  3.000
 SLG  C17  C18  C23  106.82  3.000
 SLG  C23  C18  C19  119.14  3.000
 SLG  C17  C18  C19  134.04  3.000
 SLG  H10  C17  C18  126.05  3.000
 SLG  H10  C17  C16  127.06  3.000
 SLG  C18  C17  C16  106.87  3.000
 SLG  H11  N1   C23  125.91  3.000
 SLG  H11  N1   C16  124.43  3.000
 SLG  C23  N1   C16  109.65  3.000
 SLG  C    N    C15  118.07  3.000
 SLG  C15  N    C1   124.87  3.000
 SLG  C    N    C1   115.40  3.000
 SLG  H14  C    H13  108.43  3.000
 SLG  H14  C    H12  108.76  3.000
 SLG  H13  C    H12  108.02  3.000
 SLG  H14  C    N    111.76  3.000
 SLG  H13  C    N    108.73  3.000
 SLG  H12  C    N    111.03  3.000
 SLG  H15  C6   C5   120.27  3.000
 SLG  H15  C6   C7   120.27  3.000
 SLG  C5   C6   C7   119.46  3.000
 SLG  C4   C5   F    119.15  3.000
 SLG  C4   C5   C6   121.89  3.000
 SLG  F    C5   C6   118.96  3.000
 SLG  H16  C4   C5   120.78  3.000
 SLG  H16  C4   C3   120.96  3.000
 SLG  C5   C4   C3   118.26  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
 SLG  CONST_03  C5   C6   C7   C2      0.00   0.0  0
 SLG  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 SLG  CONST_05  C8   C7   C2   C3    180.00   0.0  0
 SLG  CONST_06  C6   C7   C2   C3      0.00   0.0  0
 SLG  CONST_07  C6   C5   C4   C3      0.00   0.0  0
 SLG  CONST_08  C13  C14  C8   C7    180.00   0.0  0
 SLG  CONST_09  C10  C9   C8   C7    180.00   0.0  0
 SLG  CONST_10  C4   C5   C6   C7      0.00   0.0  0
 SLG  CONST_11  C4   C3   C2   C7      0.00   0.0  0
 SLG  CONST_12  C11  C13  C14  C8      0.00   0.0  0
 SLG  CONST_13  C11  C10  C9   C8      0.00   0.0  0
 SLG  CONST_14  C5   C6   C7   C8    180.00   0.0  0
 SLG  CONST_15  C13  C11  C10  C9      0.00   0.0  0
 SLG  CONST_16  C13  C14  C8   C9      0.00   0.0  0
 SLG  CONST_18  C14  C13  C11  C10     0.00   0.0  0
 SLG  CONST_19  C14  C8   C9   C10     0.00   0.0  0
 SLG  CONST_21  C23  C18  C17  C16     0.00   0.0  0
 SLG  CONST_22  C19  C18  C17  C16   180.00   0.0  0
 SLG  CONST_23  C18  C23  N1   C16     0.00   0.0  0
 SLG  CONST_24  C22  C23  N1   C16   180.00   0.0  0
 SLG  CONST_25  N1   C23  C18  C19   180.00   0.0  0
 SLG  CONST_26  C22  C23  C18  C19     0.00   0.0  0
 SLG  CONST_27  C22  C21  C20  C19     0.00   0.0  0
 SLG  CONST_28  C17  C18  C19  C20   180.00   0.0  0
 SLG  CONST_29  C23  C18  C19  C20     0.00   0.0  0
 SLG  CONST_30  C23  C22  C21  C20     0.00   0.0  0
 SLG  CONST_31  N1   C23  C22  C21   180.00   0.0  0
 SLG  CONST_32  C18  C23  C22  C21     0.00   0.0  0
 SLG  CONST_33  C18  C19  C20  C21     0.00   0.0  0
 SLG  CONST_34  C17  C18  C23  C22   180.00   0.0  0
 SLG  CONST_35  C17  C16  N1   C23     0.00   0.0  0
 SLG  CONST_36  N1   C16  C17  C18     0.00   0.0  0
 SLG  CONST_37  N1   C23  C18  C17     0.00   0.0  0
 SLG  CONST_38  C8   C7   C2   C1      0.00   0.0  0
 SLG  CONST_39  C6   C7   C2   C1    180.00   0.0  0
 SLG  CONST_40  C4   C3   C2   C1    180.00   0.0  0
 SLG  CONST_41  F    C5   C4   C3    180.00   0.0  0
 SLG  CONST_42  F    C5   C6   C7    180.00   0.0  0
 SLG  CONST_43  CL   C13  C14  C8    180.00   0.0  0
 SLG  CONST_44  C12  C11  C10  C9    180.00   0.0  0
 SLG  CONST_45  CL   C13  C11  C10   180.00   0.0  0
 SLG  CONST_46  C14  C13  C11  C12   180.00   0.0  0
 SLG  CONST_47  C18  C17  C16  C15   180.00   0.0  0
 SLG  CONST_48  C23  N1   C16  C15   180.00   0.0  0
 SLG  CONST_49  CL1  C21  C20  C19   180.00   0.0  0
 SLG  CONST_50  C23  C22  C21  CL1   180.00   0.0  0
 SLG  CONST_51  H15  C6   C7   C2    180.00   0.0  0
 SLG  CONST_52  H16  C4   C3   C2    180.00   0.0  0
 SLG  CONST_53  H6   C14  C8   C7      0.00   0.0  0
 SLG  CONST_54  H4   C9   C8   C7      0.00   0.0  0
 SLG  CONST_55  H3   C3   C2   C7    180.00   0.0  0
 SLG  CONST_56  H5   C10  C9   C8    180.00   0.0  0
 SLG  CONST_57  H10  C17  C18  C19     0.00   0.0  0
 SLG  CONST_58  H9   C22  C21  C20   180.00   0.0  0
 SLG  CONST_59  H7   C19  C20  C21   180.00   0.0  0
 SLG  CONST_60  H11  N1   C23  C22     0.00   0.0  0
 SLG  CONST_61  H8   C20  C21  C22   180.00   0.0  0
 SLG  CONST_63  C    N    C15  C16   180.00   0.0  0
 SLG  CONST_65  C    N    C15  O2      0.00   0.0  0
 SLG  Var_01    N    C1   C2   C3     18.00  30.0  2
 SLG  Var_02    O1   C12  C11  C10  -134.87  30.0  3
 SLG  Var_03    N    C15  C16  C17    30.59  30.0  2
 SLG  Var_04    C    N    C1   C2     78.50  30.0  3
 SLG  Var_05    H12  C    N    C1   -152.22  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
 SLG  plan-1  C1   0.020
 SLG  plan-1  C2   0.020
 SLG  plan-1  C3   0.020
 SLG  plan-1  C7   0.020
 SLG  plan-1  C8   0.020
 SLG  plan-1  C6   0.020
 SLG  plan-1  C5   0.020
 SLG  plan-1  F    0.020
 SLG  plan-1  C4   0.020
 SLG  plan-1  H3   0.020
 SLG  plan-1  H15  0.020
 SLG  plan-1  H16  0.020
 SLG  plan-2  C7   0.020
 SLG  plan-2  C8   0.020
 SLG  plan-2  C9   0.020
 SLG  plan-2  C10  0.020
 SLG  plan-2  C11  0.020
 SLG  plan-2  C12  0.020
 SLG  plan-2  C13  0.020
 SLG  plan-2  C14  0.020
 SLG  plan-2  CL   0.020
 SLG  plan-2  H4   0.020
 SLG  plan-2  H5   0.020
 SLG  plan-2  H6   0.020
 SLG  plan-3  C15  0.020
 SLG  plan-3  C16  0.020
 SLG  plan-3  C19  0.020
 SLG  plan-3  C20  0.020
 SLG  plan-3  C21  0.020
 SLG  plan-3  C22  0.020
 SLG  plan-3  CL1  0.020
 SLG  plan-3  C23  0.020
 SLG  plan-3  C18  0.020
 SLG  plan-3  C17  0.020
 SLG  plan-3  N1   0.020
 SLG  plan-3  H7   0.020
 SLG  plan-3  H8   0.020
 SLG  plan-3  H9   0.020
 SLG  plan-3  H10  0.020
 SLG  plan-3  H11  0.020
 SLG  plan-4  C1   0.020
 SLG  plan-4  C15  0.020
 SLG  plan-4  C16  0.020
 SLG  plan-4  O2   0.020
 SLG  plan-4  N    0.020
 SLG  plan-4  C    0.020
 SLG  plan-5  C11  0.020
 SLG  plan-5  C12  0.020
 SLG  plan-5  O1   0.020
 SLG  plan-5  O    0.020

