# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 12:09:26 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (2S)-1-(1H-indol-3-yl)-3-({5-[(E)-2-pyridin-4-ylethenyl]pyridin-3-yl}oxy)propan-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@H](COc1cncc(\C=C\c2ccncc2)c1)Cc3c[nH]c4ccccc34
#
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
 4EA  4EA  (2S)-1-(1H-indol-3-yl)-3-({5-[(E)-2-pyridin-4-ylethenyl]pyridin-3-yl}oxy)propan-2-amine  ligand  50  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 PERFECT
;

data_comp_4EA
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
 4EA  C1    C  C1    0  -0.293   4.4924  -0.0151  -0.0257
 4EA  C2    C  C1    0  -0.300   5.7630  -0.3756  -0.2446
 4EA  C3    C  CR6   0   0.249   6.9385   0.3851   0.1716
 4EA  C4    C  CR16  0  -0.381   8.2102  -0.1368  -0.0668
 4EA  C7    C  CR16  0  -0.398   6.8811   1.6268   0.8103
 4EA  C8    C  CR16  0  -0.063   8.0584   2.2568   1.1696
 4EA  N1    N  N     0  -0.408   9.2695   1.7538   0.9436
 4EA  C9    C  CR16  0  -0.060   9.3287   0.5762   0.3342
 4EA  C10   C  CR16  0  -0.286  -8.1729   1.8281  -0.8526
 4EA  C11   C  CR16  0  -0.305  -8.0796   1.4929   0.4843
 4EA  C12   C  CR56  0   0.352  -7.0107   0.6856   0.8725
 4EA  C13   C  CR56  0   0.018  -6.0459   0.2188  -0.0489
 4EA  C14   C  CR16  0  -0.378  -6.1687   0.5757  -1.3975
 4EA  C15   C  CR16  0  -0.268  -7.2269   1.3727  -1.7871
 4EA  N2    N  NR15  0  -0.686  -6.6697   0.1961   2.0981
 4EA  C16   C  CR15  0  -0.081  -5.5375  -0.5609   1.9842
 4EA  C17   C  CR5   0   0.015  -5.1090  -0.5808   0.6859
 4EA  C18   C  CR16  0  -0.195   1.0621  -2.1733  -1.1241
 4EA  N3    N  N     0  -0.379   2.2616  -2.6652  -1.4257
 4EA  C19   C  CR16  0  -0.136   3.3449  -1.9946  -1.0890
 4EA  C20   C  CR6   0   0.094   3.3032  -0.7649  -0.4180
 4EA  C21   C  CR16  0  -0.321   2.0504  -0.2536  -0.1073
 4EA  C22   C  CR6   0   0.347   0.9026  -0.9592  -0.4591
 4EA  O1    O  O2    0  -0.465  -0.2736  -0.4112  -0.1262
 4EA  C24   C  CH2   0  -0.170  -1.4623  -1.1479  -0.3620
 4EA  C23   C  CH1   0  -0.128  -2.6400  -0.3614   0.1837
 4EA  C25   C  CH2   0  -0.549  -3.8907  -1.2616   0.1565
 4EA  N4    N  NH2   0  -0.784  -2.7680   0.8983  -0.5243
 4EA  H1    H  H     0   0.265   4.2852   0.9131   0.4970
 4EA  H2    H  H     0   0.262   5.9823  -1.3038  -0.7612
 4EA  H4    H  HCR6  0   0.268   8.3318  -1.0927  -0.5601
 4EA  H7    H  HCR6  0   0.268   5.9392   2.1111   1.0297
 4EA  H8    H  HCR6  0   0.266   8.0204   3.2198   1.6668
 4EA  H9    H  HCR6  0   0.265  10.3182   0.1717   0.1524
 4EA  H11   H  HCR6  0   0.258  -8.8100   1.8436   1.2026
 4EA  H14   H  HCR6  0   0.237  -5.4456   0.2312  -2.1275
 4EA  H15   H  HCR6  0   0.245  -7.3328   1.6544  -2.8268
 4EA  HN2   H  HNR5  0   0.408  -7.1767   0.3499   2.9533
 4EA  H16   H  HCR5  0   0.280  -5.1124  -1.0425   2.8514
 4EA  H18   H  HCR6  0   0.280   0.2115  -2.7736  -1.4246
 4EA  H19   H  HCR6  0   0.259   4.2921  -2.4496  -1.3564
 4EA  H21   H  HCR6  0   0.277   1.9570   0.6920   0.4148
 4EA  H241  H  HCH2  0   0.234  -1.4065  -2.1230   0.1344
 4EA  H242  H  HCH2  0   0.225  -1.5951  -1.3290  -1.4365
 4EA  H23   H  HCH1  0   0.239  -2.4326  -0.1276   1.2336
 4EA  H251  H  HCH2  0   0.236  -4.0711  -1.5998  -0.8700
 4EA  H252  H  HCH2  0   0.244  -3.6870  -2.1624   0.7424
 4EA  HN41  H  HNH2  0   0.336  -3.0520   0.7297  -1.4836
 4EA  HN42  H  HNH2  0   0.354  -3.5117   1.4458  -0.1085
 4EA  H10   H  HCR6  0   0.248  -8.9920   2.4517  -1.1873

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
 4EA  C1   C2    double    1.339  0.020  1.339
 4EA  C1   C20   single    1.460  0.020  1.460
 4EA  C1   H1    single    0.930  0.020  1.080
 4EA  C2   C3    single    1.461  0.020  1.461
 4EA  C2   H2    single    0.930  0.020  1.080
 4EA  C3   C4    aromatic  1.395  0.020  1.395
 4EA  C3   C7    aromatic  1.397  0.020  1.397
 4EA  C4   C9    aromatic  1.386  0.020  1.386
 4EA  C4   H4    single    0.930  0.020  1.080
 4EA  C7   C8    aromatic  1.383  0.020  1.383
 4EA  C7   H7    single    0.930  0.020  1.080
 4EA  C8   N1    aromatic  1.331  0.020  1.331
 4EA  C8   H8    single    0.930  0.020  1.080
 4EA  N1   C9    aromatic  1.327  0.020  1.327
 4EA  C9   H9    single    0.930  0.020  1.080
 4EA  C10  C11   aromatic  1.381  0.020  1.381
 4EA  C10  C15   aromatic  1.406  0.020  1.406
 4EA  C10  H10   single    0.930  0.020  1.080
 4EA  C11  C12   aromatic  1.395  0.020  1.395
 4EA  C11  H11   single    0.930  0.020  1.080
 4EA  C12  C13   aromatic  1.413  0.020  1.413
 4EA  C12  N2    aromatic  1.363  0.020  1.363
 4EA  C13  C14   aromatic  1.400  0.020  1.400
 4EA  C13  C17   aromatic  1.434  0.020  1.434
 4EA  C14  C15   aromatic  1.381  0.020  1.381
 4EA  C14  H14   single    0.930  0.020  1.080
 4EA  C15  H15   single    0.930  0.020  1.080
 4EA  N2   C16   aromatic  1.367  0.020  1.367
 4EA  N2   HN2   single    0.860  0.020  1.020
 4EA  C16  C17   aromatic  1.367  0.020  1.367
 4EA  C16  H16   single    0.930  0.020  1.080
 4EA  C17  C25   single    1.493  0.020  1.493
 4EA  C18  N3    aromatic  1.331  0.020  1.331
 4EA  C18  C22   aromatic  1.394  0.020  1.394
 4EA  C18  H18   single    0.930  0.020  1.080
 4EA  N3   C19   aromatic  1.318  0.020  1.318
 4EA  C19  C20   aromatic  1.401  0.020  1.401
 4EA  C19  H19   single    0.930  0.020  1.080
 4EA  C20  C21   aromatic  1.388  0.020  1.388
 4EA  C21  C22   aromatic  1.392  0.020  1.392
 4EA  C21  H21   single    0.930  0.020  1.080
 4EA  C22  O1    single    1.340  0.020  1.340
 4EA  O1   C24   single    1.418  0.020  1.418
 4EA  C24  C23   single    1.518  0.020  1.518
 4EA  C24  H241  single    0.970  0.020  1.090
 4EA  C24  H242  single    0.970  0.020  1.090
 4EA  C23  C25   single    1.541  0.020  1.541
 4EA  C23  N4    single    1.451  0.020  1.451
 4EA  C23  H23   single    0.970  0.020  1.090
 4EA  C25  H251  single    0.970  0.020  1.090
 4EA  C25  H252  single    0.970  0.020  1.090
 4EA  N4   HN41  single    0.890  0.020  1.040
 4EA  N4   HN42  single    0.890  0.020  1.040

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
 4EA  H1    C1   C20   114.41  3.000
 4EA  H1    C1   C2    119.37  3.000
 4EA  C20   C1   C2    126.22  3.000
 4EA  H2    C2   C3    114.75  3.000
 4EA  H2    C2   C1    120.01  3.000
 4EA  C3    C2   C1    125.23  3.000
 4EA  C7    C3   C4    116.61  3.000
 4EA  C7    C3   C2    124.05  3.000
 4EA  C4    C3   C2    119.34  3.000
 4EA  H4    C4   C9    119.71  3.000
 4EA  H4    C4   C3    120.71  3.000
 4EA  C9    C4   C3    119.59  3.000
 4EA  H7    C7   C8    119.00  3.000
 4EA  H7    C7   C3    121.75  3.000
 4EA  C8    C7   C3    119.25  3.000
 4EA  H8    C8   N1    116.45  3.000
 4EA  H8    C8   C7    119.60  3.000
 4EA  N1    C8   C7    123.95  3.000
 4EA  C9    N1   C8    117.00  3.000
 4EA  H9    C9   N1    116.65  3.000
 4EA  H9    C9   C4    119.74  3.000
 4EA  N1    C9   C4    123.60  3.000
 4EA  H10   C10  C15   119.36  3.000
 4EA  H10   C10  C11   119.35  3.000
 4EA  C15   C10  C11   121.28  3.000
 4EA  H11   C11  C12   121.32  3.000
 4EA  H11   C11  C10   121.19  3.000
 4EA  C12   C11  C10   117.49  3.000
 4EA  N2    C12  C13   107.26  3.000
 4EA  N2    C12  C11   130.53  3.000
 4EA  C13   C12  C11   122.20  3.000
 4EA  C17   C13  C14   133.85  3.000
 4EA  C17   C13  C12   107.22  3.000
 4EA  C14   C13  C12   118.92  3.000
 4EA  H14   C14  C15   120.32  3.000
 4EA  H14   C14  C13   120.60  3.000
 4EA  C15   C14  C13   119.08  3.000
 4EA  H15   C15  C14   119.75  3.000
 4EA  H15   C15  C10   119.24  3.000
 4EA  C14   C15  C10   121.01  3.000
 4EA  HN2   N2   C16   124.96  3.000
 4EA  HN2   N2   C12   125.69  3.000
 4EA  C16   N2   C12   109.34  3.000
 4EA  H16   C16  C17   129.28  3.000
 4EA  H16   C16  N2    120.43  3.000
 4EA  C17   C16  N2    110.29  3.000
 4EA  C25   C17  C16   126.81  3.000
 4EA  C25   C17  C13   127.28  3.000
 4EA  C16   C17  C13   105.88  3.000
 4EA  H18   C18  C22   121.68  3.000
 4EA  H18   C18  N3    116.10  3.000
 4EA  C22   C18  N3    122.22  3.000
 4EA  C19   N3   C18   119.66  3.000
 4EA  H19   C19  C20   120.81  3.000
 4EA  H19   C19  N3    116.20  3.000
 4EA  C20   C19  N3    122.98  3.000
 4EA  C21   C20  C19   117.20  3.000
 4EA  C21   C20  C1    119.07  3.000
 4EA  C19   C20  C1    123.73  3.000
 4EA  H21   C21  C22   119.52  3.000
 4EA  H21   C21  C20   120.44  3.000
 4EA  C22   C21  C20   120.04  3.000
 4EA  O1    C22  C21   116.98  3.000
 4EA  O1    C22  C18   125.13  3.000
 4EA  C21   C22  C18   117.89  3.000
 4EA  C24   O1   C22   118.83  3.000
 4EA  H242  C24  H241  107.63  3.000
 4EA  H242  C24  C23   110.09  3.000
 4EA  H241  C24  C23   109.74  3.000
 4EA  H242  C24  O1    110.48  3.000
 4EA  H241  C24  O1    110.14  3.000
 4EA  C23   C24  O1    108.75  3.000
 4EA  H23   C23  N4    107.41  3.000
 4EA  H23   C23  C25   107.17  3.000
 4EA  N4    C23  C25   115.27  3.000
 4EA  H23   C23  C24   107.96  3.000
 4EA  N4    C23  C24   110.06  3.000
 4EA  C25   C23  C24   108.70  3.000
 4EA  H252  C25  H251  106.16  3.000
 4EA  H252  C25  C23   108.69  3.000
 4EA  H251  C25  C23   109.30  3.000
 4EA  H252  C25  C17   109.74  3.000
 4EA  H251  C25  C17   109.79  3.000
 4EA  C23   C25  C17   112.93  3.000
 4EA  HN42  N4   HN41  105.81  3.000
 4EA  HN42  N4   C23   109.50  3.000
 4EA  HN41  N4   C23   109.99  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
 4EA  CONST_01  N1   C9   C4   C3      0.00   0.0  0
 4EA  CONST_02  N1   C8   C7   C3      0.00   0.0  0
 4EA  CONST_03  C8   C7   C3   C4      0.00   0.0  0
 4EA  CONST_04  C8   N1   C9   C4      0.00   0.0  0
 4EA  CONST_05  C9   C4   C3   C7      0.00   0.0  0
 4EA  CONST_06  C9   N1   C8   C7      0.00   0.0  0
 4EA  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 4EA  CONST_08  N2   C12  C11  C10   180.00   0.0  0
 4EA  CONST_09  C13  C14  C15  C10     0.00   0.0  0
 4EA  CONST_10  C14  C15  C10  C11     0.00   0.0  0
 4EA  CONST_11  C14  C13  C12  C11     0.00   0.0  0
 4EA  CONST_12  C17  C13  C12  C11   180.00   0.0  0
 4EA  CONST_13  C16  N2   C12  C11   180.00   0.0  0
 4EA  CONST_14  C15  C10  C11  C12     0.00   0.0  0
 4EA  CONST_15  C15  C14  C13  C12     0.00   0.0  0
 4EA  CONST_16  C16  C17  C13  C12     0.00   0.0  0
 4EA  CONST_17  C17  C16  N2   C12     0.00   0.0  0
 4EA  CONST_18  C16  N2   C12  C13     0.00   0.0  0
 4EA  CONST_19  N2   C16  C17  C13     0.00   0.0  0
 4EA  CONST_20  N2   C12  C13  C14   180.00   0.0  0
 4EA  CONST_21  C16  C17  C13  C14   180.00   0.0  0
 4EA  CONST_22  C17  C13  C14  C15   180.00   0.0  0
 4EA  CONST_23  C17  C13  C12  N2      0.00   0.0  0
 4EA  CONST_24  C20  C19  N3   C18     0.00   0.0  0
 4EA  CONST_25  C20  C21  C22  C18     0.00   0.0  0
 4EA  CONST_26  C21  C22  C18  N3      0.00   0.0  0
 4EA  CONST_27  C21  C20  C19  N3      0.00   0.0  0
 4EA  CONST_28  C22  C18  N3   C19     0.00   0.0  0
 4EA  CONST_29  C22  C21  C20  C19     0.00   0.0  0
 4EA  CONST_30  N3   C19  C20  C1    180.00   0.0  0
 4EA  CONST_31  C22  C21  C20  C1    180.00   0.0  0
 4EA  CONST_32  C9   C4   C3   C2    180.00   0.0  0
 4EA  CONST_33  C8   C7   C3   C2    180.00   0.0  0
 4EA  CONST_34  C25  C17  C13  C12   180.00   0.0  0
 4EA  CONST_35  C25  C17  C13  C14     0.00   0.0  0
 4EA  CONST_36  C25  C17  C16  N2    180.00   0.0  0
 4EA  CONST_37  O1   C22  C18  N3    180.00   0.0  0
 4EA  CONST_38  O1   C22  C21  C20   180.00   0.0  0
 4EA  CONST_39  H9   C9   C4   C3    180.00   0.0  0
 4EA  CONST_40  H8   C8   C7   C3    180.00   0.0  0
 4EA  CONST_41  H7   C7   C3   C4    180.00   0.0  0
 4EA  CONST_42  H4   C4   C3   C7    180.00   0.0  0
 4EA  CONST_43  H14  C14  C15  C10   180.00   0.0  0
 4EA  CONST_44  H15  C15  C10  C11   180.00   0.0  0
 4EA  CONST_45  HN2  N2   C12  C11     0.00   0.0  0
 4EA  CONST_46  H10  C10  C11  C12   180.00   0.0  0
 4EA  CONST_47  H16  C16  N2   C12   180.00   0.0  0
 4EA  CONST_48  H11  C11  C12  C13   180.00   0.0  0
 4EA  CONST_49  H19  C19  N3   C18   180.00   0.0  0
 4EA  CONST_50  H21  C21  C22  C18   180.00   0.0  0
 4EA  CONST_51  H18  C18  N3   C19   180.00   0.0  0
 4EA  Var_01    C20  C1   C2   C3   -179.26   0.0  2
 4EA  Var_02    C4   C3   C2   C1    177.06  30.0  2
 4EA  Var_03    C19  C20  C1   C2      0.22  30.0  2
 4EA  Var_04    C23  C25  C17  C13    88.24  30.0  2
 4EA  Var_05    C23  C24  O1   C22   176.11  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 4EA  chir_01  C23  C24  C25  N4  positiv

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
 4EA  plan-1  C2   0.020
 4EA  plan-1  C3   0.020
 4EA  plan-1  C4   0.020
 4EA  plan-1  C7   0.020
 4EA  plan-1  C8   0.020
 4EA  plan-1  N1   0.020
 4EA  plan-1  C9   0.020
 4EA  plan-1  H4   0.020
 4EA  plan-1  H7   0.020
 4EA  plan-1  H8   0.020
 4EA  plan-1  H9   0.020
 4EA  plan-2  C1   0.020
 4EA  plan-2  C18  0.020
 4EA  plan-2  N3   0.020
 4EA  plan-2  C19  0.020
 4EA  plan-2  C20  0.020
 4EA  plan-2  C21  0.020
 4EA  plan-2  C22  0.020
 4EA  plan-2  O1   0.020
 4EA  plan-2  H18  0.020
 4EA  plan-2  H19  0.020
 4EA  plan-2  H21  0.020
 4EA  plan-3  C10  0.020
 4EA  plan-3  C11  0.020
 4EA  plan-3  C12  0.020
 4EA  plan-3  C13  0.020
 4EA  plan-3  C14  0.020
 4EA  plan-3  C15  0.020
 4EA  plan-3  N2   0.020
 4EA  plan-3  C16  0.020
 4EA  plan-3  C17  0.020
 4EA  plan-3  C25  0.020
 4EA  plan-3  H11  0.020
 4EA  plan-3  H14  0.020
 4EA  plan-3  H15  0.020
 4EA  plan-3  HN2  0.020
 4EA  plan-3  H16  0.020
 4EA  plan-3  H10  0.020
 4EA  plan-4  C1   0.020
 4EA  plan-4  C2   0.020
 4EA  plan-4  C3   0.020
 4EA  plan-4  C20  0.020
 4EA  plan-4  H1   0.020
 4EA  plan-4  H2   0.020

