# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 22:59:01 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: 3-fluoro-5-morpholin-4-yl-N-[3-(2-pyridin-4-ylethyl)-1H-indol-5-yl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cc(cc(c1)C(=O)Nc2ccc3[nH]cc(CCc4ccncc4)c3c2)N5CCOCC5
#
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
 LI2  LI2  3-fluoro-5-morpholin-4-yl-N-[3-(2-pyridin-4-ylethyl)-1H-indol-5-yl]benzamide  ligand  58  33  .  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_LI2
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
 LI2  F1    F  F     0  -0.316   3.7499   0.2318   4.9790
 LI2  C2    C  CR6   0   0.585   2.5815   0.2320   4.3184
 LI2  C3    C  CR16  0  -0.537   1.4226   0.1486   5.0620
 LI2  C4    C  CR6   0   0.443   0.1796   0.1708   4.4116
 LI2  C5    C  CR16  0  -0.389   0.1865   0.2531   3.0090
 LI2  C6    C  CR6   0   0.004   1.3711   0.3060   2.2929
 LI2  C7    C  CR16  0  -0.515   2.6045   0.3085   2.9434
 LI2  C8    C  C     0   0.524   1.2603   0.4111   0.8014
 LI2  O9    O  O     0  -0.467   0.2841   0.9254   0.2791
 LI2  N10   N  NH1   0  -0.756   2.2966  -0.1162   0.1143
 LI2  C11   C  CR6   0   0.365   2.5252  -0.1082  -1.2743
 LI2  C12   C  CR16  0  -0.372   3.8451  -0.4061  -1.6788
 LI2  C13   C  CR16  0  -0.290   4.2072  -0.4476  -3.0076
 LI2  C14   C  CR56  0   0.346   3.2226  -0.1806  -3.9557
 LI2  N15   N  NR15  0  -0.688   3.2727  -0.1411  -5.3181
 LI2  C17   C  CR15  0  -0.085   2.0328   0.1667  -5.8037
 LI2  C18   C  CR5   0   0.013   1.1502   0.3362  -4.7734
 LI2  C19   C  CH2   0  -0.535  -0.3086   0.6340  -4.8598
 LI2  C20   C  CH2   0  -0.509  -1.1735  -0.6114  -4.5966
 LI2  C21   C  CR6   0   0.213  -2.6322  -0.2693  -4.5770
 LI2  C22   C  CR16  0  -0.376  -3.3982  -0.2667  -5.7383
 LI2  C23   C  CR16  0  -0.060  -4.7320   0.1050  -5.6709
 LI2  N24   N  N     0  -0.413  -5.3392   0.4665  -4.5459
 LI2  C25   C  CR16  0  -0.060  -4.6093   0.4648  -3.4358
 LI2  C26   C  CR16  0  -0.374  -3.2697   0.1110  -3.3999
 LI2  C27   C  CR56  0   0.055   1.8992   0.1157  -3.5726
 LI2  C28   C  CR16  0  -0.452   1.5457   0.1501  -2.2190
 LI2  N29   N  NT    0  -0.531  -1.0073   0.1493   5.1179
 LI2  C30   C  CH2   0  -0.329  -0.9626   0.0493   6.5654
 LI2  C31   C  CH2   0  -0.186  -2.2981   0.4519   7.1648
 LI2  O32   O  O2    0  -0.479  -3.3674  -0.2908   6.6317
 LI2  C33   C  CH2   0  -0.188  -3.4351  -0.1023   5.2382
 LI2  C34   C  CH2   0  -0.325  -2.1579  -0.5415   4.5500
 LI2  H3    H  HCR6  0   0.293   1.5115   0.0611   6.1351
 LI2  H5    H  HCR6  0   0.272  -0.7388   0.2942   2.4543
 LI2  H7    H  HCR6  0   0.275   3.5480   0.4057   2.4226
 LI2  H10   H  HNH1  0   0.420   3.0137  -0.5749   0.6542
 LI2  H12   H  HCR6  0   0.264   4.5964  -0.6027  -0.9229
 LI2  H13   H  HCR6  0   0.265   5.2257  -0.6766  -3.2932
 LI2  H15   H  HNR5  0   0.409   4.0871  -0.3113  -5.8833
 LI2  H17   H  HCR5  0   0.282   1.8652   0.2448  -6.8668
 LI2  H191  H  HCH2  0   0.244  -0.5746   1.4103  -4.1350
 LI2  H192  H  HCH2  0   0.255  -0.5539   1.0370  -5.8449
 LI2  H201  H  HCH2  0   0.255  -0.9715  -1.3546  -5.3704
 LI2  H202  H  HCH2  0   0.255  -0.8881  -1.0570  -3.6409
 LI2  H22   H  HCR6  0   0.262  -2.9666  -0.5545  -6.6889
 LI2  H23   H  HCR6  0   0.261  -5.3384   0.1091  -6.5703
 LI2  H25   H  HCR6  0   0.261  -5.1158   0.7574  -2.5223
 LI2  H26   H  HCR6  0   0.258  -2.7330   0.1261  -2.4590
 LI2  H28   H  HCR6  0   0.260   0.5308   0.3724  -1.9294
 LI2  H301  H  HCH2  0   0.230  -0.6895  -0.9653   6.8898
 LI2  H302  H  HCH2  0   0.261  -0.2162   0.7351   6.9664
 LI2  H311  H  HCH2  0   0.247  -2.2767   0.2801   8.2416
 LI2  H312  H  HCH2  0   0.208  -2.4562   1.5266   6.9968
 LI2  H331  H  HCH2  0   0.246  -4.2709  -0.6936   4.8622
 LI2  H332  H  HCH2  0   0.209  -3.6312   0.9530   5.0022
 LI2  H341  H  HCH2  0   0.265  -2.2642  -0.3173   3.4917
 LI2  H342  H  HCH2  0   0.232  -2.0366  -1.6296   4.6438

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
 LI2  F1   C2    single    1.342  0.020  1.342
 LI2  C2   C3    aromatic  1.379  0.020  1.379
 LI2  C2   C7    aromatic  1.377  0.020  1.377
 LI2  C3   C4    aromatic  1.403  0.020  1.403
 LI2  C3   H3    single    0.930  0.020  1.080
 LI2  C4   C5    aromatic  1.405  0.020  1.405
 LI2  C4   N29   single    1.381  0.020  1.381
 LI2  C5   C6    aromatic  1.385  0.020  1.385
 LI2  C5   H5    single    0.930  0.020  1.080
 LI2  C6   C7    aromatic  1.394  0.020  1.394
 LI2  C6   C8    single    1.499  0.020  1.499
 LI2  C7   H7    single    0.930  0.020  1.080
 LI2  C8   O9    double    1.221  0.020  1.221
 LI2  C8   N10   single    1.351  0.020  1.351
 LI2  N10  C11   single    1.407  0.020  1.407
 LI2  N10  H10   single    0.860  0.020  1.020
 LI2  C11  C12   aromatic  1.412  0.020  1.412
 LI2  C11  C28   aromatic  1.385  0.020  1.385
 LI2  C12  C13   aromatic  1.378  0.020  1.378
 LI2  C12  H12   single    0.930  0.020  1.080
 LI2  C13  C14   aromatic  1.393  0.020  1.393
 LI2  C13  H13   single    0.930  0.020  1.080
 LI2  C14  N15   aromatic  1.364  0.020  1.364
 LI2  C14  C27   aromatic  1.409  0.020  1.409
 LI2  N15  C17   aromatic  1.367  0.020  1.367
 LI2  N15  H15   single    0.860  0.020  1.020
 LI2  C17  C18   aromatic  1.367  0.020  1.367
 LI2  C17  H17   single    0.930  0.020  1.080
 LI2  C18  C19   single    1.491  0.020  1.491
 LI2  C18  C27   aromatic  1.432  0.020  1.432
 LI2  C19  C20   single    1.539  0.020  1.539
 LI2  C19  H191  single    0.970  0.020  1.090
 LI2  C19  H192  single    0.970  0.020  1.090
 LI2  C20  C21   single    1.498  0.020  1.498
 LI2  C20  H201  single    0.970  0.020  1.090
 LI2  C20  H202  single    0.970  0.020  1.090
 LI2  C21  C22   aromatic  1.391  0.020  1.391
 LI2  C21  C26   aromatic  1.392  0.020  1.392
 LI2  C22  C23   aromatic  1.386  0.020  1.386
 LI2  C22  H22   single    0.930  0.020  1.080
 LI2  C23  N24   aromatic  1.329  0.020  1.329
 LI2  C23  H23   single    0.930  0.020  1.080
 LI2  N24  C25   aromatic  1.329  0.020  1.329
 LI2  C25  C26   aromatic  1.386  0.020  1.386
 LI2  C25  H25   single    0.930  0.020  1.080
 LI2  C26  H26   single    0.930  0.020  1.080
 LI2  C27  C28   aromatic  1.399  0.020  1.399
 LI2  C28  H28   single    0.930  0.020  1.080
 LI2  N29  C30   single    1.452  0.020  1.452
 LI2  N29  C34   single    1.457  0.020  1.457
 LI2  C30  C31   single    1.518  0.020  1.518
 LI2  C30  H301  single    0.970  0.020  1.090
 LI2  C30  H302  single    0.970  0.020  1.090
 LI2  C31  O32   single    1.407  0.020  1.407
 LI2  C31  H311  single    0.970  0.020  1.090
 LI2  C31  H312  single    0.970  0.020  1.090
 LI2  O32  C33   single    1.408  0.020  1.408
 LI2  C33  C34   single    1.516  0.020  1.516
 LI2  C33  H331  single    0.970  0.020  1.090
 LI2  C33  H332  single    0.970  0.020  1.090
 LI2  C34  H341  single    0.970  0.020  1.090
 LI2  C34  H342  single    0.970  0.020  1.090

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
 LI2  C7    C2   C3    123.75  3.000
 LI2  C7    C2   F1    118.48  3.000
 LI2  C3    C2   F1    117.77  3.000
 LI2  H3    C3   C4    122.32  3.000
 LI2  H3    C3   C2    118.11  3.000
 LI2  C4    C3   C2    119.57  3.000
 LI2  N29   C4   C5    121.03  3.000
 LI2  N29   C4   C3    121.60  3.000
 LI2  C5    C4   C3    117.34  3.000
 LI2  H5    C5   C6    117.76  3.000
 LI2  H5    C5   C4    120.73  3.000
 LI2  C6    C5   C4    121.50  3.000
 LI2  C8    C6   C7    121.96  3.000
 LI2  C8    C6   C5    116.98  3.000
 LI2  C7    C6   C5    121.01  3.000
 LI2  H7    C7   C6    123.15  3.000
 LI2  H7    C7   C2    120.00  3.000
 LI2  C6    C7   C2    116.80  3.000
 LI2  N10   C8   O9    124.08  3.000
 LI2  N10   C8   C6    114.96  3.000
 LI2  O9    C8   C6    120.95  3.000
 LI2  H10   N10  C11   114.55  3.000
 LI2  H10   N10  C8    116.81  3.000
 LI2  C11   N10  C8    128.64  3.000
 LI2  C28   C11  C12   120.33  3.000
 LI2  C28   C11  N10   124.00  3.000
 LI2  C12   C11  N10   115.67  3.000
 LI2  H12   C12  C13   119.02  3.000
 LI2  H12   C12  C11   119.10  3.000
 LI2  C13   C12  C11   121.88  3.000
 LI2  H13   C13  C14   121.75  3.000
 LI2  H13   C13  C12   120.54  3.000
 LI2  C14   C13  C12   117.71  3.000
 LI2  C27   C14  N15   107.45  3.000
 LI2  C27   C14  C13   121.27  3.000
 LI2  N15   C14  C13   131.27  3.000
 LI2  H15   N15  C17   124.96  3.000
 LI2  H15   N15  C14   125.88  3.000
 LI2  C17   N15  C14   109.16  3.000
 LI2  H17   C17  C18   129.28  3.000
 LI2  H17   C17  N15   120.48  3.000
 LI2  C18   C17  N15   110.24  3.000
 LI2  C27   C18  C19   126.21  3.000
 LI2  C27   C18  C17   105.96  3.000
 LI2  C19   C18  C17   127.78  3.000
 LI2  H192  C19  H191  106.32  3.000
 LI2  H192  C19  C20   109.06  3.000
 LI2  H191  C19  C20   108.91  3.000
 LI2  H192  C19  C18   110.22  3.000
 LI2  H191  C19  C18   109.93  3.000
 LI2  C20   C19  C18   112.22  3.000
 LI2  H202  C20  H201  107.10  3.000
 LI2  H202  C20  C21   109.64  3.000
 LI2  H201  C20  C21   110.17  3.000
 LI2  H202  C20  C19   109.44  3.000
 LI2  H201  C20  C19   109.01  3.000
 LI2  C21   C20  C19   111.38  3.000
 LI2  C26   C21  C22   116.96  3.000
 LI2  C26   C21  C20   121.29  3.000
 LI2  C22   C21  C20   121.70  3.000
 LI2  H22   C22  C23   119.83  3.000
 LI2  H22   C22  C21   120.86  3.000
 LI2  C23   C22  C21   119.32  3.000
 LI2  H23   C23  N24   116.46  3.000
 LI2  H23   C23  C22   119.91  3.000
 LI2  N24   C23  C22   123.63  3.000
 LI2  C25   N24  C23   117.14  3.000
 LI2  H25   C25  C26   119.89  3.000
 LI2  H25   C25  N24   116.54  3.000
 LI2  C26   C25  N24   123.57  3.000
 LI2  H26   C26  C25   119.85  3.000
 LI2  H26   C26  C21   120.76  3.000
 LI2  C25   C26  C21   119.38  3.000
 LI2  C28   C27  C18   132.46  3.000
 LI2  C28   C27  C14   120.35  3.000
 LI2  C18   C27  C14   107.19  3.000
 LI2  H28   C28  C27   120.16  3.000
 LI2  H28   C28  C11   121.38  3.000
 LI2  C27   C28  C11   118.46  3.000
 LI2  C34   N29  C30   112.35  3.000
 LI2  C34   N29  C4    119.12  3.000
 LI2  C30   N29  C4    118.97  3.000
 LI2  H302  C30  H301  107.57  3.000
 LI2  H302  C30  C31   106.87  3.000
 LI2  H301  C30  C31   110.28  3.000
 LI2  H302  C30  N29   110.16  3.000
 LI2  H301  C30  N29   111.43  3.000
 LI2  C31   C30  N29   110.38  3.000
 LI2  H312  C31  H311  107.92  3.000
 LI2  H312  C31  O32   110.42  3.000
 LI2  H311  C31  O32   107.81  3.000
 LI2  H312  C31  C30   108.99  3.000
 LI2  H311  C31  C30   109.32  3.000
 LI2  O32   C31  C30   112.27  3.000
 LI2  C33   O32  C31   109.94  3.000
 LI2  H332  C33  H331  108.05  3.000
 LI2  H332  C33  C34   109.33  3.000
 LI2  H331  C33  C34   109.39  3.000
 LI2  H332  C33  O32   110.47  3.000
 LI2  H331  C33  O32   107.79  3.000
 LI2  C34   C33  O32   111.72  3.000
 LI2  H342  C34  H341  107.34  3.000
 LI2  H342  C34  C33   109.95  3.000
 LI2  H341  C34  C33   107.45  3.000
 LI2  H342  C34  N29   110.43  3.000
 LI2  H341  C34  N29   111.03  3.000
 LI2  C33   C34  N29   110.55  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
 LI2  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 LI2  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 LI2  CONST_03  C6   C7   C2   C3      0.00   0.0  0
 LI2  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 LI2  CONST_05  C7   C2   C3   C4      0.00   0.0  0
 LI2  CONST_06  C7   C6   C5   C4      0.00   0.0  0
 LI2  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 LI2  CONST_08  C14  C27  C28  C11     0.00   0.0  0
 LI2  CONST_09  C18  C27  C28  C11   180.00   0.0  0
 LI2  CONST_10  C27  C28  C11  C12     0.00   0.0  0
 LI2  CONST_11  N15  C14  C13  C12   180.00   0.0  0
 LI2  CONST_12  C27  C14  C13  C12     0.00   0.0  0
 LI2  CONST_13  C28  C11  C12  C13     0.00   0.0  0
 LI2  CONST_14  C17  N15  C14  C13   180.00   0.0  0
 LI2  CONST_15  C18  C27  C14  C13   180.00   0.0  0
 LI2  CONST_16  C28  C27  C14  C13     0.00   0.0  0
 LI2  CONST_17  C18  C17  N15  C14     0.00   0.0  0
 LI2  CONST_18  C17  C18  C27  C14     0.00   0.0  0
 LI2  CONST_19  C18  C27  C14  N15     0.00   0.0  0
 LI2  CONST_20  C28  C27  C14  N15   180.00   0.0  0
 LI2  CONST_21  C27  C18  C17  N15     0.00   0.0  0
 LI2  CONST_22  C27  C14  N15  C17     0.00   0.0  0
 LI2  CONST_23  C28  C27  C18  C17   180.00   0.0  0
 LI2  CONST_24  N24  C23  C22  C21     0.00   0.0  0
 LI2  CONST_25  N24  C25  C26  C21     0.00   0.0  0
 LI2  CONST_26  C25  C26  C21  C22     0.00   0.0  0
 LI2  CONST_27  C25  N24  C23  C22     0.00   0.0  0
 LI2  CONST_28  C26  C21  C22  C23     0.00   0.0  0
 LI2  CONST_29  C26  C25  N24  C23     0.00   0.0  0
 LI2  CONST_30  N29  C4   C3   C2    180.00   0.0  0
 LI2  CONST_31  N29  C4   C5   C6    180.00   0.0  0
 LI2  CONST_32  C4   C3   C2   F1    180.00   0.0  0
 LI2  CONST_33  C6   C7   C2   F1    180.00   0.0  0
 LI2  CONST_34  C8   C6   C7   C2    180.00   0.0  0
 LI2  CONST_35  C8   C6   C5   C4    180.00   0.0  0
 LI2  CONST_36  C13  C12  C11  N10   180.00   0.0  0
 LI2  CONST_37  C27  C28  C11  N10   180.00   0.0  0
 LI2  CONST_38  C19  C18  C27  C14   180.00   0.0  0
 LI2  CONST_39  C19  C18  C17  N15   180.00   0.0  0
 LI2  CONST_40  C28  C27  C18  C19     0.00   0.0  0
 LI2  CONST_41  C23  C22  C21  C20   180.00   0.0  0
 LI2  CONST_42  C25  C26  C21  C20   180.00   0.0  0
 LI2  CONST_43  H7   C7   C2   C3    180.00   0.0  0
 LI2  CONST_44  H5   C5   C4   C3    180.00   0.0  0
 LI2  CONST_45  H3   C3   C4   C5    180.00   0.0  0
 LI2  CONST_46  H13  C13  C12  C11   180.00   0.0  0
 LI2  CONST_47  H28  C28  C11  C12   180.00   0.0  0
 LI2  CONST_48  H15  N15  C14  C13     0.00   0.0  0
 LI2  CONST_49  H12  C12  C13  C14   180.00   0.0  0
 LI2  CONST_50  H17  C17  N15  C14   180.00   0.0  0
 LI2  CONST_51  H23  C23  C22  C21   180.00   0.0  0
 LI2  CONST_52  H25  C25  C26  C21   180.00   0.0  0
 LI2  CONST_53  H26  C26  C21  C22   180.00   0.0  0
 LI2  CONST_54  H22  C22  C23  N24   180.00   0.0  0
 LI2  CONST_55  C11  N10  C8   C6    180.00   0.0  0
 LI2  CONST_59  C11  N10  C8   O9      0.00   0.0  0
 LI2  Var_01    C30  N29  C4   C3     -2.41  30.0  2
 LI2  Var_02    C31  C30  N29  C4    163.15  30.0  1
 LI2  Var_03    C33  C34  N29  C4   -162.65  30.0  1
 LI2  Var_04    O32  C31  C30  N29    55.05  30.0  1
 LI2  Var_05    O32  C33  C34  N29   -55.71  30.0  1
 LI2  Var_06    C34  C33  O32  C31    59.62  30.0  1
 LI2  Var_07    O9   C8   C6   C5     27.18  30.0  2
 LI2  Var_08    C20  C19  C18  C17   102.60  30.0  2
 LI2  Var_09    C21  C20  C19  C18   175.36  30.0  3
 LI2  Var_10    C22  C21  C20  C19    88.09  30.0  2

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
 LI2  plan-1  F1   0.020
 LI2  plan-1  C2   0.020
 LI2  plan-1  C3   0.020
 LI2  plan-1  C4   0.020
 LI2  plan-1  C5   0.020
 LI2  plan-1  C6   0.020
 LI2  plan-1  C7   0.020
 LI2  plan-1  C8   0.020
 LI2  plan-1  N29  0.020
 LI2  plan-1  H3   0.020
 LI2  plan-1  H5   0.020
 LI2  plan-1  H7   0.020
 LI2  plan-2  C20  0.020
 LI2  plan-2  C21  0.020
 LI2  plan-2  C22  0.020
 LI2  plan-2  C23  0.020
 LI2  plan-2  N24  0.020
 LI2  plan-2  C25  0.020
 LI2  plan-2  C26  0.020
 LI2  plan-2  H22  0.020
 LI2  plan-2  H23  0.020
 LI2  plan-2  H25  0.020
 LI2  plan-2  H26  0.020
 LI2  plan-3  N10  0.020
 LI2  plan-3  C11  0.020
 LI2  plan-3  C12  0.020
 LI2  plan-3  C13  0.020
 LI2  plan-3  C14  0.020
 LI2  plan-3  N15  0.020
 LI2  plan-3  C17  0.020
 LI2  plan-3  C18  0.020
 LI2  plan-3  C19  0.020
 LI2  plan-3  C27  0.020
 LI2  plan-3  C28  0.020
 LI2  plan-3  H12  0.020
 LI2  plan-3  H13  0.020
 LI2  plan-3  H15  0.020
 LI2  plan-3  H17  0.020
 LI2  plan-3  H28  0.020
 LI2  plan-4  C6   0.020
 LI2  plan-4  C8   0.020
 LI2  plan-4  O9   0.020
 LI2  plan-4  N10  0.020
 LI2  plan-4  C11  0.020
 LI2  plan-4  H10  0.020

