# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 09:35:06 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: N~1~-(5-chloro-1H-imidazo[4,5-b]pyridin-2-yl)-N~2~-[(4R)-6,8-dichloro-1,2,3,4-tetrahydroquinolin-4-yl]-N~1~-methylethane-1,2-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCN[C@@H]1CCNc2c(Cl)cc(Cl)cc12)c3[nH]c4ccc(Cl)nc4n3
#
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
 8WA  8WA  N~1~-(5-chloro-1H-imidazo[4,5-b]pyridin-2-yl)-N~2~-[(4R)-6,8-dichloro-1,2,3,4-tetrahydroquinolin-4-yl]-N~1~-methylethane-1,2-diamine  ligand  46  27  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8WA
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
 8WA  CL2  CL  CL    0  -0.134   7.0746  -2.3214  -1.8557
 8WA  C16  C   CR6   0   0.116   6.3742  -1.0006  -0.9567
 8WA  C15  C   CR16  0  -0.292   7.1775  -0.3359  -0.0397
 8WA  C14  C   CR16  0  -0.214   6.6259   0.7214   0.6842
 8WA  N4   N   N     0  -0.426   5.1144  -0.7333  -1.2225
 8WA  C17  C   CR56  0   0.289   4.5861   0.2705  -0.5367
 8WA  C13  C   CR56  0   0.267   5.3101   1.0150   0.4187
 8WA  N3   N   NR15  0  -0.752   4.4111   1.9384   0.8880
 8WA  N5   N   N     0  -0.532   3.3103   0.7243  -0.6377
 8WA  C12  C   CR5   0   0.756   3.2373   1.7254   0.2219
 8WA  N    N   NT    0  -0.511   2.1517   2.4861   0.4255
 8WA  C    C   CH3   0  -0.564   2.1394   3.4654   1.4925
 8WA  C1   C   CH2   0  -0.333   0.8895   2.0860  -0.1654
 8WA  C2   C   CH2   0  -0.267   0.1393   1.0633   0.6810
 8WA  N1   N   NH1   0  -0.602  -1.1033   0.7139   0.0232
 8WA  C3   C   CH1   0  -0.081  -2.0193  -0.0638   0.8330
 8WA  C11  C   CR6   0  -0.005  -3.3832  -0.1349   0.1688
 8WA  C6   C   CR6   0   0.448  -4.2123  -1.2547   0.3890
 8WA  N2   N   NH1   0  -0.692  -3.7954  -2.3163   1.1358
 8WA  C5   C   CH2   0  -0.281  -2.5978  -2.2291   1.9398
 8WA  C4   C   CH2   0  -0.484  -1.5284  -1.4701   1.1820
 8WA  C10  C   CR16  0  -0.260  -3.8210   0.9079  -0.6323
 8WA  C9   C   CR6   0  -0.066  -5.0761   0.8757  -1.2156
 8WA  CL1  CL  CL    0  -0.144  -5.6034   2.1987  -2.2096
 8WA  C8   C   CR16  0  -0.193  -5.9165  -0.2042  -1.0173
 8WA  C7   C   CR6   0  -0.163  -5.4745  -1.2476  -0.2261
 8WA  CL   CL  CL    0  -0.124  -6.5276  -2.6099   0.0075
 8WA  H1   H   HCR6  0   0.284   8.2056  -0.6297   0.1104
 8WA  H2   H   HCR6  0   0.285   7.2148   1.2666   1.4093
 8WA  H3   H   HNR5  0   0.431   4.5905   2.6329   1.5955
 8WA  H5   H   HCH3  0   0.257   2.9968   4.1353   1.4211
 8WA  H6   H   HCH3  0   0.269   1.2472   4.0779   1.3932
 8WA  H7   H   HCH3  0   0.250   2.1315   3.0100   2.4860
 8WA  H8   H   HCH2  0   0.255   0.2770   2.9799  -0.2880
 8WA  H9   H   HCH2  0   0.259   1.0775   1.6840  -1.1614
 8WA  H10  H   HCH2  0   0.209   0.7967   0.2042   0.8729
 8WA  H11  H   HCH2  0   0.232  -0.1003   1.5014   1.6545
 8WA  H12  H   HNH1  0   0.345  -0.9046   0.2136  -0.8370
 8WA  H14  H   HCH1  0   0.253  -2.1404   0.4856   1.7758
 8WA  H15  H   HNH1  0   0.383  -4.5074  -2.9439   1.4714
 8WA  H16  H   HCH2  0   0.226  -2.7928  -1.7359   2.9006
 8WA  H17  H   HCH2  0   0.253  -2.2620  -3.2417   2.1623
 8WA  H18  H   HCH2  0   0.236  -1.2689  -2.0079   0.2646
 8WA  H19  H   HCH2  0   0.253  -0.6265  -1.4138   1.7933
 8WA  H20  H   HCR6  0   0.270  -3.1602   1.7490  -0.7920
 8WA  H21  H   HCR6  0   0.293  -6.8975  -0.2424  -1.4701

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
 8WA  C4   C5   single    1.515  0.020  1.515
 8WA  C4   C3   single    1.530  0.020  1.530
 8WA  CL1  C9   single    1.737  0.020  1.737
 8WA  CL   C7   single    1.738  0.020  1.738
 8WA  C8   C9   aromatic  1.383  0.020  1.383
 8WA  C8   C7   aromatic  1.382  0.020  1.382
 8WA  C9   C10  aromatic  1.384  0.020  1.384
 8WA  C7   C6   aromatic  1.404  0.020  1.404
 8WA  C10  C11  aromatic  1.386  0.020  1.386
 8WA  C6   N2   single    1.363  0.020  1.363
 8WA  C6   C11  aromatic  1.411  0.020  1.411
 8WA  N2   C5   single    1.445  0.020  1.445
 8WA  C11  C3   single    1.519  0.020  1.519
 8WA  C3   N1   single    1.449  0.020  1.449
 8WA  N1   C2   single    1.449  0.020  1.449
 8WA  C2   C1   single    1.525  0.020  1.525
 8WA  C1   N    single    1.450  0.020  1.450
 8WA  C    N    single    1.448  0.020  1.448
 8WA  N    C12  single    1.341  0.020  1.341
 8WA  C12  N3   aromatic  1.366  0.020  1.366
 8WA  C12  N5   aromatic  1.322  0.020  1.322
 8WA  N3   C13  aromatic  1.372  0.020  1.372
 8WA  N5   C17  aromatic  1.358  0.020  1.358
 8WA  C13  C17  aromatic  1.411  0.020  1.411
 8WA  C13  C14  aromatic  1.374  0.020  1.374
 8WA  C17  N4   aromatic  1.326  0.020  1.326
 8WA  C14  C15  aromatic  1.395  0.020  1.395
 8WA  N4   C16  aromatic  1.315  0.020  1.315
 8WA  C15  C16  aromatic  1.389  0.020  1.389
 8WA  C16  CL2  single    1.744  0.020  1.744
 8WA  C15  H1   single    0.930  0.020  1.080
 8WA  C14  H2   single    0.930  0.020  1.080
 8WA  N3   H3   single    0.860  0.020  1.020
 8WA  C    H5   single    0.970  0.020  1.090
 8WA  C    H6   single    0.970  0.020  1.090
 8WA  C    H7   single    0.970  0.020  1.090
 8WA  C1   H8   single    0.970  0.020  1.090
 8WA  C1   H9   single    0.970  0.020  1.090
 8WA  C2   H10  single    0.970  0.020  1.090
 8WA  C2   H11  single    0.970  0.020  1.090
 8WA  N1   H12  single    0.890  0.020  1.040
 8WA  C3   H14  single    0.970  0.020  1.090
 8WA  N2   H15  single    0.890  0.020  1.040
 8WA  C5   H16  single    0.970  0.020  1.090
 8WA  C5   H17  single    0.970  0.020  1.090
 8WA  C4   H18  single    0.970  0.020  1.090
 8WA  C4   H19  single    0.970  0.020  1.090
 8WA  C10  H20  single    0.930  0.020  1.080
 8WA  C8   H21  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
 8WA  N4   C16  C15  126.18  3.000
 8WA  C15  C16  CL2  118.07  3.000
 8WA  N4   C16  CL2  115.75  3.000
 8WA  H1   C15  C14  120.70  3.000
 8WA  H1   C15  C16  120.82  3.000
 8WA  C14  C15  C16  118.48  3.000
 8WA  H2   C14  C13  122.90  3.000
 8WA  H2   C14  C15  120.98  3.000
 8WA  C13  C14  C15  116.12  3.000
 8WA  C17  N4   C16  115.55  3.000
 8WA  N5   C17  C13  110.86  3.000
 8WA  C13  C17  N4   123.05  3.000
 8WA  N5   C17  N4   126.09  3.000
 8WA  N3   C13  C17  104.52  3.000
 8WA  C17  C13  C14  120.62  3.000
 8WA  N3   C13  C14  134.86  3.000
 8WA  H3   N3   C12  127.07  3.000
 8WA  H3   N3   C13  126.00  3.000
 8WA  C12  N3   C13  106.93  3.000
 8WA  C12  N5   C17  104.87  3.000
 8WA  N    C12  N5   124.97  3.000
 8WA  N5   C12  N3   112.82  3.000
 8WA  N    C12  N3   122.20  3.000
 8WA  C1   N    C    118.64  3.000
 8WA  C    N    C12  120.15  3.000
 8WA  C1   N    C12  119.10  3.000
 8WA  H7   C    H6   108.18  3.000
 8WA  H7   C    H5   108.73  3.000
 8WA  H6   C    H5   107.05  3.000
 8WA  H7   C    N    112.83  3.000
 8WA  H6   C    N    108.71  3.000
 8WA  H5   C    N    111.13  3.000
 8WA  H9   C1   H8   107.24  3.000
 8WA  H9   C1   C2   110.15  3.000
 8WA  H8   C1   C2   109.63  3.000
 8WA  H9   C1   N    108.90  3.000
 8WA  H8   C1   N    107.98  3.000
 8WA  C2   C1   N    112.77  3.000
 8WA  H11  C2   H10  106.78  3.000
 8WA  H11  C2   N1   108.23  3.000
 8WA  H10  C2   N1   113.83  3.000
 8WA  H11  C2   C1   109.45  3.000
 8WA  H10  C2   C1   109.09  3.000
 8WA  N1   C2   C1   109.37  3.000
 8WA  H12  N1   C3   109.44  3.000
 8WA  H12  N1   C2   109.63  3.000
 8WA  C3   N1   C2   114.70  3.000
 8WA  H14  C3   C4   107.43  3.000
 8WA  H14  C3   C11  107.45  3.000
 8WA  C4   C3   C11  110.18  3.000
 8WA  H14  C3   N1   106.32  3.000
 8WA  C11  C3   N1   110.39  3.000
 8WA  C4   C3   N1   114.71  3.000
 8WA  C10  C11  C6   120.12  3.000
 8WA  C6   C11  C3   119.78  3.000
 8WA  C10  C11  C3   120.09  3.000
 8WA  C7   C6   N2   121.25  3.000
 8WA  N2   C6   C11  121.60  3.000
 8WA  C7   C6   C11  117.12  3.000
 8WA  H15  N2   C5   116.00  3.000
 8WA  H15  N2   C6   116.86  3.000
 8WA  C5   N2   C6   120.74  3.000
 8WA  H17  C5   H16  107.07  3.000
 8WA  H17  C5   C4   110.50  3.000
 8WA  H16  C5   C4   109.77  3.000
 8WA  H17  C5   N2   108.23  3.000
 8WA  H16  C5   N2   111.53  3.000
 8WA  C4   C5   N2   109.70  3.000
 8WA  H19  C4   H18  107.39  3.000
 8WA  H19  C4   C5   109.22  3.000
 8WA  H18  C4   C5   109.91  3.000
 8WA  H19  C4   C3   110.23  3.000
 8WA  H18  C4   C3   109.66  3.000
 8WA  C5   C4   C3   110.38  3.000
 8WA  H20  C10  C9   120.66  3.000
 8WA  H20  C10  C11  118.52  3.000
 8WA  C9   C10  C11  120.83  3.000
 8WA  C8   C9   CL1  119.51  3.000
 8WA  C8   C9   C10  120.58  3.000
 8WA  CL1  C9   C10  119.91  3.000
 8WA  H21  C8   C7   120.21  3.000
 8WA  H21  C8   C9   121.27  3.000
 8WA  C7   C8   C9   118.52  3.000
 8WA  CL   C7   C8   118.36  3.000
 8WA  C8   C7   C6   122.83  3.000
 8WA  CL   C7   C6   118.81  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
 8WA  CONST_01  N5   C17  N4   C16   180.00   0.0  0
 8WA  CONST_02  C13  C17  N4   C16     0.00   0.0  0
 8WA  CONST_03  C13  C14  C15  C16     0.00   0.0  0
 8WA  CONST_04  N3   C13  C14  C15   180.00   0.0  0
 8WA  CONST_05  C17  C13  C14  C15     0.00   0.0  0
 8WA  CONST_06  C17  N4   C16  C15     0.00   0.0  0
 8WA  CONST_07  C12  N3   C13  C14   180.00   0.0  0
 8WA  CONST_08  N5   C17  C13  C14   180.00   0.0  0
 8WA  CONST_09  N4   C17  C13  C14     0.00   0.0  0
 8WA  CONST_10  N4   C16  C15  C14     0.00   0.0  0
 8WA  CONST_11  C12  N5   C17  N4    180.00   0.0  0
 8WA  CONST_12  N3   C13  C17  N4    180.00   0.0  0
 8WA  CONST_13  N3   C12  N5   C17     0.00   0.0  0
 8WA  CONST_14  C12  N3   C13  C17     0.00   0.0  0
 8WA  CONST_15  N5   C12  N3   C13     0.00   0.0  0
 8WA  CONST_16  C12  N5   C17  C13     0.00   0.0  0
 8WA  CONST_17  N5   C17  C13  N3      0.00   0.0  0
 8WA  CONST_18  C8   C9   C10  C11     0.00   0.0  0
 8WA  CONST_19  C8   C7   C6   C11     0.00   0.0  0
 8WA  CONST_20  C9   C8   C7   C6      0.00   0.0  0
 8WA  CONST_21  C9   C10  C11  C6      0.00   0.0  0
 8WA  CONST_22  C7   C8   C9   C10     0.00   0.0  0
 8WA  CONST_23  C7   C6   C11  C10     0.00   0.0  0
 8WA  CONST_24  C17  N4   C16  CL2   180.00   0.0  0
 8WA  CONST_25  C14  C15  C16  CL2   180.00   0.0  0
 8WA  CONST_26  N    C12  N5   C17   180.00   0.0  0
 8WA  CONST_27  N    C12  N3   C13   180.00   0.0  0
 8WA  CONST_28  CL1  C9   C10  C11   180.00   0.0  0
 8WA  CONST_29  CL   C7   C6   C11   180.00   0.0  0
 8WA  CONST_30  CL   C7   C6   N2      0.00   0.0  0
 8WA  CONST_31  CL   C7   C8   C9    180.00   0.0  0
 8WA  CONST_32  C7   C8   C9   CL1   180.00   0.0  0
 8WA  CONST_33  H2   C14  C15  C16   180.00   0.0  0
 8WA  CONST_34  H3   N3   C13  C14     0.00   0.0  0
 8WA  CONST_35  H1   C15  C16  N4    180.00   0.0  0
 8WA  CONST_36  H20  C10  C11  C3      0.00   0.0  0
 8WA  CONST_37  H21  C8   C7   C6    180.00   0.0  0
 8WA  CONST_38  C1   N    C12  N3    180.00   0.0  0
 8WA  CONST_39  C    N    C12  N3      0.00   0.0  0
 8WA  CONST_40  C1   N    C12  N5      0.00   0.0  0
 8WA  CONST_41  C    N    C12  N5    180.00   0.0  0
 8WA  Var_01    N2   C5   C4   C3     58.98  30.0  1
 8WA  Var_02    C5   N2   C6   C11    12.01  30.0  1
 8WA  Var_03    C4   C5   N2   C6    -39.91  30.0  1
 8WA  Var_04    C2   C1   N    C12    83.86  30.0  2
 8WA  Var_05    C3   N1   C2   C1   -169.45  30.0  2
 8WA  Var_06    H5   C    N    C12    53.57  30.0  3
 8WA  Var_07    N1   C2   C1   N    -179.83  30.0  1

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
 8WA  chir_01  C3  C4  C11  N1  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
 8WA  plan-1  CL2  0.020
 8WA  plan-1  C16  0.020
 8WA  plan-1  C15  0.020
 8WA  plan-1  C14  0.020
 8WA  plan-1  N4   0.020
 8WA  plan-1  C17  0.020
 8WA  plan-1  C13  0.020
 8WA  plan-1  N3   0.020
 8WA  plan-1  N5   0.020
 8WA  plan-1  C12  0.020
 8WA  plan-1  N    0.020
 8WA  plan-1  H1   0.020
 8WA  plan-1  H2   0.020
 8WA  plan-1  H3   0.020
 8WA  plan-2  C3   0.020
 8WA  plan-2  C11  0.020
 8WA  plan-2  C6   0.020
 8WA  plan-2  N2   0.020
 8WA  plan-2  C10  0.020
 8WA  plan-2  C9   0.020
 8WA  plan-2  CL1  0.020
 8WA  plan-2  C8   0.020
 8WA  plan-2  C7   0.020
 8WA  plan-2  CL   0.020
 8WA  plan-2  H20  0.020
 8WA  plan-2  H21  0.020
 8WA  plan-3  C12  0.020
 8WA  plan-3  N    0.020
 8WA  plan-3  C    0.020
 8WA  plan-3  C1   0.020

