# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 21:21:23 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (2S)-1-[(3R)-3H-indol-3-yl]-3-[(5-isoquinolin-6-ylpyridin-3-yl)oxy]propan-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@H](COc1cncc(c1)c2ccc3cnccc3c2)C[C@H]4C=Nc5ccccc45
#
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
 2EA  2EA  (2S)-1-[(3R)-3H-indol-3-yl]-3-[(5-isoquinolin-6-ylpyridin-3-yl)oxy]propan-2-amine  ligand  52  30  .  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_2EA
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
 2EA  C1    C  CR6   0   0.093    4.1809   0.0525  -0.3472
 2EA  C2    C  CR16  0  -0.375    5.0811  -0.9610  -0.1185
 2EA  C3    C  CR66  0   0.234    6.3941  -0.6763   0.3119
 2EA  C4    C  CR66  0  -0.011    6.7802   0.6685   0.5089
 2EA  C5    C  CR16  0  -0.285    5.8463   1.7001   0.2720
 2EA  C6    C  CR16  0  -0.304    4.5812   1.3989  -0.1438
 2EA  C7    C  CR16  0  -0.379    7.3606  -1.6737   0.5690
 2EA  C8    C  CR16  0  -0.081    8.6074  -1.3012   0.9852
 2EA  N1    N  N     0  -0.406    8.9841  -0.0150   1.1711
 2EA  C9    C  CR16  0  -0.088    8.1029   0.9200   0.9408
 2EA  C10   C  CR16  0  -0.266   -8.9555  -0.9289   0.2484
 2EA  C11   C  CR16  0  -0.317   -8.1694  -0.8926   1.3963
 2EA  C12   C  CR56  0   0.220   -6.8159  -0.6469   1.2424
 2EA  C13   C  CR56  0   0.127   -6.2486  -0.4451  -0.0169
 2EA  C14   C  CR16  0  -0.332   -7.0308  -0.4792  -1.1540
 2EA  C15   C  CR16  0  -0.258   -8.3958  -0.7253  -1.0097
 2EA  N2    N  N     0  -0.404   -5.8495  -0.5655   2.2639
 2EA  C16   C  CR15  0  -0.018   -4.7310  -0.3201   1.6952
 2EA  C17   C  CR15  0  -0.434   -4.7861  -0.2008   0.1954
 2EA  C18   C  CR16  0  -0.192    0.3113  -0.9037  -1.6930
 2EA  N3    N  N     0  -0.381    1.3571  -1.5909  -2.1389
 2EA  C19   C  CR16  0  -0.120    2.5665  -1.2799  -1.7119
 2EA  C20   C  CR6   0   0.020    2.8110  -0.2490  -0.7997
 2EA  C21   C  CR16  0  -0.314    1.7209   0.4746  -0.3414
 2EA  C22   C  CR6   0   0.344    0.4425   0.1495  -0.7882
 2EA  O1    O  O2    0  -0.463   -0.5731   0.8766  -0.3035
 2EA  C24   C  CH2   0  -0.167   -1.8932   0.5616  -0.7111
 2EA  C23   C  CH1   0  -0.145   -2.8494   1.5322  -0.0401
 2EA  C25   C  CH2   0  -0.441   -4.3056   1.1546  -0.3453
 2EA  N4    N  NH2   0  -0.778   -2.5278   2.8883  -0.4526
 2EA  H2    H  HCR6  0   0.263    4.7877  -1.9961  -0.2444
 2EA  H5    H  HCR6  0   0.265    6.1440   2.7314   0.4160
 2EA  H6    H  HCR6  0   0.265    3.8780   2.1983  -0.3391
 2EA  H7    H  HCR6  0   0.270    7.1161  -2.7198   0.4380
 2EA  H8    H  HCR6  0   0.266    9.3632  -2.0503   1.1883
 2EA  H9    H  HCR6  0   0.269    8.4176   1.9485   1.0947
 2EA  H11   H  HCR6  0   0.258   -8.6013  -1.0501   2.3763
 2EA  H14   H  HCR6  0   0.253   -6.6040  -0.3203  -2.1367
 2EA  H15   H  HCR6  0   0.257   -9.0297  -0.7595  -1.8861
 2EA  H16   H  HCR5  0   0.273   -3.8216  -0.2177   2.2769
 2EA  H17   H  HCR5  0   0.303   -4.1960  -1.0136  -0.2467
 2EA  H18   H  HCR6  0   0.281   -0.6558  -1.2058  -2.0761
 2EA  H19   H  HCR6  0   0.261    3.3895  -1.8566  -2.1197
 2EA  H21   H  HCR6  0   0.277    1.8445   1.2775   0.3758
 2EA  H241  H  HCH2  0   0.240   -2.1315  -0.4707  -0.4349
 2EA  H242  H  HCH2  0   0.227   -1.9910   0.6426  -1.8016
 2EA  H23   H  HCH1  0   0.245   -2.6894   1.4778   1.0418
 2EA  H251  H  HCH2  0   0.254   -4.9467   1.9386   0.0669
 2EA  H252  H  HCH2  0   0.247   -4.4571   1.1684  -1.4296
 2EA  HN41  H  HNH2  0   0.339   -2.7720   3.0137  -1.4293
 2EA  HN42  H  HNH2  0   0.352   -3.1058   3.5416   0.0615
 2EA  H10   H  HCR6  0   0.258  -10.0180  -1.1160   0.3352

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
 2EA  C1   C2    aromatic  1.375  0.020  1.375
 2EA  C1   C6    aromatic  1.419  0.020  1.419
 2EA  C1   C20   single    1.474  0.020  1.474
 2EA  C2   C3    aromatic  1.411  0.020  1.411
 2EA  C2   H2    single    0.930  0.020  1.080
 2EA  C3   C4    aromatic  1.413  0.020  1.413
 2EA  C3   C7    aromatic  1.412  0.020  1.412
 2EA  C4   C5    aromatic  1.412  0.020  1.412
 2EA  C4   C9    aromatic  1.414  0.020  1.414
 2EA  C5   C6    aromatic  1.365  0.020  1.365
 2EA  C5   H5    single    0.930  0.020  1.080
 2EA  C6   H6    single    0.930  0.020  1.080
 2EA  C7   C8    aromatic  1.366  0.020  1.366
 2EA  C7   H7    single    0.930  0.020  1.080
 2EA  C8   N1    aromatic  1.353  0.020  1.353
 2EA  C8   H8    single    0.930  0.020  1.080
 2EA  N1   C9    aromatic  1.305  0.020  1.305
 2EA  C9   H9    single    0.930  0.020  1.080
 2EA  C10  C11   aromatic  1.392  0.020  1.392
 2EA  C10  C15   aromatic  1.392  0.020  1.392
 2EA  C10  H10   single    0.930  0.020  1.080
 2EA  C11  C12   aromatic  1.384  0.020  1.384
 2EA  C11  H11   single    0.930  0.020  1.080
 2EA  C12  C13   aromatic  1.396  0.020  1.396
 2EA  C12  N2    single    1.409  0.020  1.409
 2EA  C13  C14   aromatic  1.380  0.020  1.380
 2EA  C13  C17   single    1.498  0.020  1.498
 2EA  C14  C15   aromatic  1.395  0.020  1.395
 2EA  C14  H14   single    0.930  0.020  1.080
 2EA  C15  H15   single    0.930  0.020  1.080
 2EA  N2   C16   double    1.279  0.020  1.279
 2EA  C16  C17   single    1.506  0.020  1.506
 2EA  C16  H16   single    0.930  0.020  1.080
 2EA  C17  C25   single    1.536  0.020  1.536
 2EA  C17  H17   single    0.970  0.020  1.090
 2EA  C18  N3    aromatic  1.328  0.020  1.328
 2EA  C18  C22   aromatic  1.395  0.020  1.395
 2EA  C18  H18   single    0.930  0.020  1.080
 2EA  N3   C19   aromatic  1.320  0.020  1.320
 2EA  C19  C20   aromatic  1.398  0.020  1.398
 2EA  C19  H19   single    0.930  0.020  1.080
 2EA  C20  C21   aromatic  1.386  0.020  1.386
 2EA  C21  C22   aromatic  1.393  0.020  1.393
 2EA  C21  H21   single    0.930  0.020  1.080
 2EA  C22  O1    single    1.340  0.020  1.340
 2EA  O1   C24   single    1.417  0.020  1.417
 2EA  C24  C23   single    1.519  0.020  1.519
 2EA  C24  H241  single    0.970  0.020  1.090
 2EA  C24  H242  single    0.970  0.020  1.090
 2EA  C23  C25   single    1.535  0.020  1.535
 2EA  C23  N4    single    1.453  0.020  1.453
 2EA  C23  H23   single    0.970  0.020  1.090
 2EA  C25  H251  single    0.970  0.020  1.090
 2EA  C25  H252  single    0.970  0.020  1.090
 2EA  N4   HN41  single    0.890  0.020  1.040
 2EA  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
 2EA  C20   C1   C6    120.01  3.000
 2EA  C20   C1   C2    120.59  3.000
 2EA  C6    C1   C2    119.40  3.000
 2EA  H2    C2   C3    118.71  3.000
 2EA  H2    C2   C1    120.52  3.000
 2EA  C3    C2   C1    120.76  3.000
 2EA  C7    C3   C4    117.37  3.000
 2EA  C7    C3   C2    123.35  3.000
 2EA  C4    C3   C2    119.27  3.000
 2EA  C9    C4   C5    122.69  3.000
 2EA  C9    C4   C3    117.87  3.000
 2EA  C5    C4   C3    119.43  3.000
 2EA  H5    C5   C6    120.35  3.000
 2EA  H5    C5   C4    119.46  3.000
 2EA  C6    C5   C4    120.19  3.000
 2EA  H6    C6   C5    119.60  3.000
 2EA  H6    C6   C1    119.44  3.000
 2EA  C5    C6   C1    120.95  3.000
 2EA  H7    C7   C8    120.44  3.000
 2EA  H7    C7   C3    120.40  3.000
 2EA  C8    C7   C3    119.17  3.000
 2EA  H8    C8   N1    115.93  3.000
 2EA  H8    C8   C7    120.35  3.000
 2EA  N1    C8   C7    123.72  3.000
 2EA  C9    N1   C8    117.95  3.000
 2EA  H9    C9   N1    117.23  3.000
 2EA  H9    C9   C4    118.85  3.000
 2EA  N1    C9   C4    123.92  3.000
 2EA  H10   C10  C15   119.51  3.000
 2EA  H10   C10  C11   119.53  3.000
 2EA  C15   C10  C11   120.96  3.000
 2EA  H11   C11  C12   121.11  3.000
 2EA  H11   C11  C10   121.17  3.000
 2EA  C12   C11  C10   117.72  3.000
 2EA  N2    C12  C13   111.54  3.000
 2EA  N2    C12  C11   126.90  3.000
 2EA  C13   C12  C11   121.56  3.000
 2EA  C17   C13  C14   132.37  3.000
 2EA  C17   C13  C12   107.01  3.000
 2EA  C14   C13  C12   120.61  3.000
 2EA  H14   C14  C15   120.36  3.000
 2EA  H14   C14  C13   121.36  3.000
 2EA  C15   C14  C13   118.28  3.000
 2EA  H15   C15  C14   119.69  3.000
 2EA  H15   C15  C10   119.45  3.000
 2EA  C14   C15  C10   120.86  3.000
 2EA  C16   N2   C12   106.78  3.000
 2EA  H16   C16  C17   123.89  3.000
 2EA  H16   C16  N2    120.88  3.000
 2EA  C17   C16  N2    115.23  3.000
 2EA  H17   C17  C25   110.09  3.000
 2EA  H17   C17  C16   108.84  3.000
 2EA  C25   C17  C16   114.15  3.000
 2EA  H17   C17  C13   110.31  3.000
 2EA  C25   C17  C13   113.54  3.000
 2EA  C16   C17  C13    99.44  3.000
 2EA  H18   C18  C22   121.60  3.000
 2EA  H18   C18  N3    116.10  3.000
 2EA  C22   C18  N3    122.30  3.000
 2EA  C19   N3   C18   119.40  3.000
 2EA  H19   C19  C20   120.32  3.000
 2EA  H19   C19  N3    116.64  3.000
 2EA  C20   C19  N3    123.03  3.000
 2EA  C21   C20  C19   117.59  3.000
 2EA  C21   C20  C1    121.50  3.000
 2EA  C19   C20  C1    120.91  3.000
 2EA  H21   C21  C22   119.34  3.000
 2EA  H21   C21  C20   121.05  3.000
 2EA  C22   C21  C20   119.59  3.000
 2EA  O1    C22  C21   116.94  3.000
 2EA  O1    C22  C18   124.98  3.000
 2EA  C21   C22  C18   118.08  3.000
 2EA  C24   O1   C22   118.78  3.000
 2EA  H242  C24  H241  107.50  3.000
 2EA  H242  C24  C23   109.62  3.000
 2EA  H241  C24  C23   110.74  3.000
 2EA  H242  C24  O1    110.63  3.000
 2EA  H241  C24  O1    109.86  3.000
 2EA  C23   C24  O1    108.50  3.000
 2EA  H23   C23  N4    107.12  3.000
 2EA  H23   C23  C25   108.83  3.000
 2EA  N4    C23  C25   112.52  3.000
 2EA  H23   C23  C24   108.23  3.000
 2EA  N4    C23  C24   109.36  3.000
 2EA  C25   C23  C24   110.63  3.000
 2EA  H252  C25  H251  106.45  3.000
 2EA  H252  C25  C23   108.97  3.000
 2EA  H251  C25  C23   107.76  3.000
 2EA  H252  C25  C17   108.44  3.000
 2EA  H251  C25  C17   108.46  3.000
 2EA  C23   C25  C17   116.34  3.000
 2EA  HN42  N4   HN41  105.76  3.000
 2EA  HN42  N4   C23   109.37  3.000
 2EA  HN41  N4   C23   109.59  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
 2EA  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 2EA  CONST_02  C7   C3   C2   C1    180.00   0.0  0
 2EA  CONST_03  C4   C5   C6   C1      0.00   0.0  0
 2EA  CONST_04  N3   C19  C20  C1    180.00   0.0  0
 2EA  CONST_05  C22  C21  C20  C1    180.00   0.0  0
 2EA  CONST_06  C5   C6   C1   C2      0.00   0.0  0
 2EA  CONST_09  C5   C4   C3   C2      0.00   0.0  0
 2EA  CONST_10  C9   C4   C3   C2    180.00   0.0  0
 2EA  CONST_11  C8   C7   C3   C2    180.00   0.0  0
 2EA  CONST_12  C6   C1   C2   C3      0.00   0.0  0
 2EA  CONST_13  C20  C1   C2   C3    180.00   0.0  0
 2EA  CONST_14  C6   C5   C4   C3      0.00   0.0  0
 2EA  CONST_15  N1   C9   C4   C3      0.00   0.0  0
 2EA  CONST_16  N1   C8   C7   C3      0.00   0.0  0
 2EA  CONST_17  C8   C7   C3   C4      0.00   0.0  0
 2EA  CONST_18  C8   N1   C9   C4      0.00   0.0  0
 2EA  CONST_19  C7   C3   C4   C5    180.00   0.0  0
 2EA  CONST_20  N1   C9   C4   C5    180.00   0.0  0
 2EA  CONST_21  C20  C1   C6   C5    180.00   0.0  0
 2EA  CONST_24  C9   C4   C5   C6    180.00   0.0  0
 2EA  CONST_25  C9   C4   C3   C7      0.00   0.0  0
 2EA  CONST_26  C9   N1   C8   C7      0.00   0.0  0
 2EA  CONST_27  C13  C12  C11  C10     0.00   0.0  0
 2EA  CONST_28  C13  C14  C15  C10     0.00   0.0  0
 2EA  CONST_29  C14  C15  C10  C11     0.00   0.0  0
 2EA  CONST_30  C14  C13  C12  C11     0.00   0.0  0
 2EA  CONST_31  C15  C10  C11  C12     0.00   0.0  0
 2EA  CONST_32  C15  C14  C13  C12     0.00   0.0  0
 2EA  CONST_33  C20  C19  N3   C18     0.00   0.0  0
 2EA  CONST_34  C20  C21  C22  C18     0.00   0.0  0
 2EA  CONST_35  C21  C22  C18  N3      0.00   0.0  0
 2EA  CONST_36  C21  C20  C19  N3      0.00   0.0  0
 2EA  CONST_37  C22  C18  N3   C19     0.00   0.0  0
 2EA  CONST_38  C22  C21  C20  C19     0.00   0.0  0
 2EA  CONST_39  O1   C22  C18  N3    180.00   0.0  0
 2EA  CONST_40  O1   C22  C21  C20   180.00   0.0  0
 2EA  CONST_41  H5   C5   C6   C1    180.00   0.0  0
 2EA  CONST_42  H19  C19  C20  C1      0.00   0.0  0
 2EA  CONST_43  H21  C21  C20  C1      0.00   0.0  0
 2EA  CONST_44  H6   C6   C1   C2    180.00   0.0  0
 2EA  CONST_45  H7   C7   C3   C2      0.00   0.0  0
 2EA  CONST_46  H9   C9   C4   C3    180.00   0.0  0
 2EA  CONST_47  H8   C8   C7   C3    180.00   0.0  0
 2EA  CONST_48  H2   C2   C3   C4    180.00   0.0  0
 2EA  CONST_49  H14  C14  C15  C10   180.00   0.0  0
 2EA  CONST_50  H15  C15  C10  C11   180.00   0.0  0
 2EA  CONST_51  H10  C10  C11  C12   180.00   0.0  0
 2EA  CONST_52  H11  C11  C12  C13   180.00   0.0  0
 2EA  CONST_53  H18  C18  N3   C19   180.00   0.0  0
 2EA  Var_01    C23  C24  O1   C22  -179.36  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
 2EA  chir_01  C17  C13  C16  C25  positiv
 2EA  chir_02  C23  N4   C24  C25  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
 2EA  plan-1  C1   0.020
 2EA  plan-1  C18  0.020
 2EA  plan-1  N3   0.020
 2EA  plan-1  C19  0.020
 2EA  plan-1  C20  0.020
 2EA  plan-1  C21  0.020
 2EA  plan-1  C22  0.020
 2EA  plan-1  O1   0.020
 2EA  plan-1  H18  0.020
 2EA  plan-1  H19  0.020
 2EA  plan-1  H21  0.020
 2EA  plan-2  C10  0.020
 2EA  plan-2  C11  0.020
 2EA  plan-2  C12  0.020
 2EA  plan-2  C13  0.020
 2EA  plan-2  C14  0.020
 2EA  plan-2  C15  0.020
 2EA  plan-2  N2   0.020
 2EA  plan-2  C16  0.020
 2EA  plan-2  C17  0.020
 2EA  plan-2  C25  0.020
 2EA  plan-2  H11  0.020
 2EA  plan-2  H14  0.020
 2EA  plan-2  H15  0.020
 2EA  plan-2  H16  0.020
 2EA  plan-2  H17  0.020
 2EA  plan-2  H10  0.020
 2EA  plan-3  C1   0.020
 2EA  plan-3  C2   0.020
 2EA  plan-3  C3   0.020
 2EA  plan-3  C4   0.020
 2EA  plan-3  C5   0.020
 2EA  plan-3  C6   0.020
 2EA  plan-3  C7   0.020
 2EA  plan-3  C8   0.020
 2EA  plan-3  N1   0.020
 2EA  plan-3  C9   0.020
 2EA  plan-3  C20  0.020
 2EA  plan-3  H2   0.020
 2EA  plan-3  H5   0.020
 2EA  plan-3  H6   0.020
 2EA  plan-3  H7   0.020
 2EA  plan-3  H8   0.020
 2EA  plan-3  H9   0.020

