# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 12:11:45 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: N-[(4R)-6,8-dichloro-1,2,3,4-tetrahydroquinolin-4-yl]-N'-(5-fluoro-3H-imidazo[4,5-b]pyridin-2-yl)propane-1,3-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc2nc(NCCCN[C@@H]3CCNc4c(Cl)cc(Cl)cc34)[nH]c2n1
#
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
 4RC  4RC  N-[(4R)-6,8-dichloro-1,2,3,4-tetrahydroquinolin-4-yl]-N'-(5-fluoro-3H-imidazo[4,5-b]pyridin-2-yl)propane-1,3-diamine  ligand  46  27  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_4RC
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
 4RC  C1   C   CR16  0  -0.468   -8.9579  -0.4691  -0.2243
 4RC  N2   N   NH1   0  -0.601    1.5444   0.2532  -0.3142
 4RC  C3   C   CR56  0   0.116   -6.6427  -0.8979  -0.5483
 4RC  N4   N   NR15  0  -0.718   -5.0855   0.5674  -0.0212
 4RC  C5   C   CH2   0  -0.276   -2.2388   0.1687  -0.1126
 4RC  C6   C   CH2   0  -0.485   -0.8355  -0.2362  -0.5309
 4RC  C7   C   CH2   0  -0.255    0.2141   0.6884   0.0648
 4RC  C9   C   CH2   0  -0.485    2.7628   2.4447  -0.1657
 4RC  C14  C   CR6   0  -0.066    5.1630  -1.8011  -0.1046
 4RC  C13  C   CR16  0  -0.195    6.3645  -1.1177  -0.1212
 4RC  C12  C   CR6   0  -0.164    6.3406   0.2607  -0.0194
 4RC  CL   CL  CL    0  -0.124    7.8519   1.1180  -0.0585
 4RC  C15  C   CR16  0  -0.262    3.9646  -1.1175   0.0130
 4RC  C16  C   CR6   0  -0.003    3.9429   0.2630   0.1267
 4RC  C11  C   CR6   0   0.451    5.1497   0.9937   0.1061
 4RC  N3   N   NH1   0  -0.694    5.1597   2.3548   0.1682
 4RC  C10  C   CH2   0  -0.279    3.9624   3.0960   0.4916
 4RC  C8   C   CH1   0  -0.079    2.6241   0.9950   0.3033
 4RC  C4   C   CR5   0   0.694   -4.5401  -0.5771  -0.5399
 4RC  N    N   N     0  -0.533   -5.4404  -1.4772  -0.8644
 4RC  C17  C   CR56  0   0.447   -6.4412   0.3876  -0.0159
 4RC  N5   N   N     0  -0.451   -7.3677   1.2266   0.3960
 4RC  C    C   CR6   0   0.531   -8.5900   0.7698   0.2771
 4RC  F    F   F     0  -0.307   -9.5512   1.6085   0.6898
 4RC  C2   C   CR16  0  -0.233   -7.9540  -1.3343  -0.6528
 4RC  H1   H   HCR6  0   0.282  -10.0000  -0.7500  -0.2794
 4RC  H2   H   HNH1  0   0.342    1.6434   0.2859  -1.3235
 4RC  H4   H   HNR5  0   0.430   -4.5959   1.3843   0.3093
 4RC  H5   H   HCH2  0   0.237   -2.3141   0.1594   0.9813
 4RC  H6   H   HCH2  0   0.241   -2.4296   1.1941  -0.4409
 4RC  H7   H   HCH2  0   0.239   -0.6349  -1.2615  -0.2081
 4RC  H8   H   HCH2  0   0.239   -0.7657  -0.2212  -1.6227
 4RC  H9   H   HCH2  0   0.225    0.1472   0.6593   1.1568
 4RC  H10  H   HCH2  0   0.201   -0.0093   1.7236  -0.2313
 4RC  H11  H   HCH2  0   0.253    1.8651   3.0104   0.0863
 4RC  H12  H   HCH2  0   0.236    2.8749   2.4727  -1.2542
 4RC  H13  H   HCR6  0   0.292    7.3062  -1.6412  -0.2161
 4RC  H14  H   HCR6  0   0.269    3.0249  -1.6527   0.0179
 4RC  H15  H   HNH1  0   0.383    6.0326   2.7967   0.4043
 4RC  H16  H   HCH2  0   0.253    4.0880   4.1179   0.1336
 4RC  H17  H   HCH2  0   0.226    3.8040   3.1529   1.5760
 4RC  H18  H   HCH1  0   0.250    2.4079   1.0186   1.3795
 4RC  H21  H   HCR6  0   0.274   -8.2014  -2.3093  -1.0511
 4RC  N1   N   NH1   0  -0.686   -3.2155  -0.7173  -0.7130
 4RC  CL1  CL  CL    0  -0.145    5.1618  -3.5335  -0.2348
 4RC  H19  H   HNH1  0   0.400   -2.9178  -1.6543  -0.9350

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
 4RC  C9   C8   single    1.530  0.020  1.530
 4RC  C9   C10  single    1.515  0.020  1.515
 4RC  CL1  C14  single    1.737  0.020  1.737
 4RC  C14  C15  aromatic  1.385  0.020  1.385
 4RC  C14  C13  aromatic  1.382  0.020  1.382
 4RC  C15  C16  aromatic  1.385  0.020  1.385
 4RC  C13  C12  aromatic  1.382  0.020  1.382
 4RC  C16  C11  aromatic  1.411  0.020  1.411
 4RC  C16  C8   single    1.519  0.020  1.519
 4RC  C12  C11  aromatic  1.404  0.020  1.404
 4RC  C12  CL   single    1.738  0.020  1.738
 4RC  C11  N3   single    1.363  0.020  1.363
 4RC  C8   N2   single    1.448  0.020  1.448
 4RC  N3   C10  single    1.445  0.020  1.445
 4RC  N2   C7   single    1.450  0.020  1.450
 4RC  C7   C6   single    1.520  0.020  1.520
 4RC  C6   C5   single    1.519  0.020  1.519
 4RC  C5   N1   single    1.449  0.020  1.449
 4RC  N1   C4   single    1.343  0.020  1.343
 4RC  C4   N4   aromatic  1.370  0.020  1.370
 4RC  C4   N    aromatic  1.314  0.020  1.314
 4RC  N4   C17  aromatic  1.368  0.020  1.368
 4RC  N    C3   aromatic  1.372  0.020  1.372
 4RC  C17  C3   aromatic  1.406  0.020  1.406
 4RC  C17  N5   aromatic  1.316  0.020  1.316
 4RC  C3   C2   aromatic  1.386  0.020  1.386
 4RC  N5   C    aromatic  1.310  0.020  1.310
 4RC  C2   C1   aromatic  1.393  0.020  1.393
 4RC  C    C1   aromatic  1.386  0.020  1.386
 4RC  C    F    single    1.341  0.020  1.341
 4RC  C1   H1   single    0.930  0.020  1.080
 4RC  N2   H2   single    0.890  0.020  1.040
 4RC  N4   H4   single    0.860  0.020  1.020
 4RC  C5   H5   single    0.970  0.020  1.090
 4RC  C5   H6   single    0.970  0.020  1.090
 4RC  C6   H7   single    0.970  0.020  1.090
 4RC  C6   H8   single    0.970  0.020  1.090
 4RC  C7   H9   single    0.970  0.020  1.090
 4RC  C7   H10  single    0.970  0.020  1.090
 4RC  C9   H11  single    0.970  0.020  1.090
 4RC  C9   H12  single    0.970  0.020  1.090
 4RC  C13  H13  single    0.930  0.020  1.080
 4RC  C15  H14  single    0.930  0.020  1.080
 4RC  N3   H15  single    0.890  0.020  1.040
 4RC  C10  H16  single    0.970  0.020  1.090
 4RC  C10  H17  single    0.970  0.020  1.090
 4RC  C8   H18  single    0.970  0.020  1.090
 4RC  N1   H19  single    0.890  0.020  1.040
 4RC  C2   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
 4RC  H1   C1   C2   121.19  3.000
 4RC  H1   C1   C    120.44  3.000
 4RC  C2   C1   C    118.37  3.000
 4RC  H2   N2   C8   109.56  3.000
 4RC  H2   N2   C7   109.87  3.000
 4RC  C8   N2   C7   114.76  3.000
 4RC  C2   C3   C17  116.88  3.000
 4RC  C2   C3   N    132.77  3.000
 4RC  C17  C3   N    110.35  3.000
 4RC  H4   N4   C17  125.93  3.000
 4RC  H4   N4   C4   127.43  3.000
 4RC  C17  N4   C4   106.64  3.000
 4RC  H6   C5   H5   107.18  3.000
 4RC  H6   C5   N1   109.35  3.000
 4RC  H5   C5   N1   111.22  3.000
 4RC  H6   C5   C6   109.18  3.000
 4RC  H5   C5   C6   109.62  3.000
 4RC  N1   C5   C6   110.22  3.000
 4RC  H8   C6   H7   107.20  3.000
 4RC  H8   C6   C7   109.79  3.000
 4RC  H7   C6   C7   109.14  3.000
 4RC  H8   C6   C5   109.27  3.000
 4RC  H7   C6   C5   109.76  3.000
 4RC  C7   C6   C5   111.57  3.000
 4RC  H10  C7   H9   106.34  3.000
 4RC  H10  C7   C6   109.07  3.000
 4RC  H9   C7   C6   109.42  3.000
 4RC  H10  C7   N2   113.48  3.000
 4RC  H9   C7   N2   107.99  3.000
 4RC  C6   C7   N2   110.39  3.000
 4RC  H12  C9   H11  107.50  3.000
 4RC  H12  C9   C8   109.78  3.000
 4RC  H11  C9   C8   110.25  3.000
 4RC  H12  C9   C10  109.83  3.000
 4RC  H11  C9   C10  109.18  3.000
 4RC  C8   C9   C10  110.26  3.000
 4RC  C15  C14  C13  120.61  3.000
 4RC  C13  C14  CL1  119.51  3.000
 4RC  C15  C14  CL1  119.88  3.000
 4RC  H13  C13  C12  120.27  3.000
 4RC  H13  C13  C14  121.24  3.000
 4RC  C12  C13  C14  118.49  3.000
 4RC  C11  C12  CL   118.82  3.000
 4RC  CL   C12  C13  118.37  3.000
 4RC  C11  C12  C13  122.81  3.000
 4RC  H14  C15  C16  118.63  3.000
 4RC  H14  C15  C14  120.54  3.000
 4RC  C16  C15  C14  120.83  3.000
 4RC  C8   C16  C11  119.66  3.000
 4RC  C8   C16  C15  120.23  3.000
 4RC  C11  C16  C15  120.10  3.000
 4RC  N3   C11  C16  121.53  3.000
 4RC  N3   C11  C12  121.29  3.000
 4RC  C16  C11  C12  117.16  3.000
 4RC  H15  N3   C10  116.17  3.000
 4RC  H15  N3   C11  117.11  3.000
 4RC  C10  N3   C11  121.11  3.000
 4RC  H17  C10  H16  107.01  3.000
 4RC  H17  C10  N3   111.55  3.000
 4RC  H16  C10  N3   108.17  3.000
 4RC  H17  C10  C9   109.68  3.000
 4RC  H16  C10  C9   110.60  3.000
 4RC  N3   C10  C9   109.79  3.000
 4RC  H18  C8   C16  107.18  3.000
 4RC  H18  C8   C9   107.34  3.000
 4RC  C16  C8   C9   110.02  3.000
 4RC  H18  C8   N2   106.39  3.000
 4RC  C16  C8   N2   110.55  3.000
 4RC  C9   C8   N2   114.98  3.000
 4RC  N    C4   N1   124.93  3.000
 4RC  N    C4   N4   113.14  3.000
 4RC  N1   C4   N4   121.91  3.000
 4RC  C4   N    C3   104.74  3.000
 4RC  N5   C17  N4   127.97  3.000
 4RC  N5   C17  C3   126.91  3.000
 4RC  N4   C17  C3   105.12  3.000
 4RC  C    N5   C17  113.96  3.000
 4RC  F    C    N5   115.01  3.000
 4RC  F    C    C1   118.69  3.000
 4RC  N5   C    C1   126.30  3.000
 4RC  H21  C2   C3   121.87  3.000
 4RC  H21  C2   C1   120.55  3.000
 4RC  C3   C2   C1   117.59  3.000
 4RC  H19  N1   C4   114.62  3.000
 4RC  H19  N1   C5   117.43  3.000
 4RC  C4   N1   C5   123.20  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
 4RC  CONST_01  N    C3   C2   C1    180.00   0.0  0
 4RC  CONST_02  C17  C3   C2   C1      0.00   0.0  0
 4RC  CONST_03  C17  N5   C    C1      0.00   0.0  0
 4RC  CONST_04  N4   C4   N    C3      0.00   0.0  0
 4RC  CONST_05  C4   N4   C17  C3      0.00   0.0  0
 4RC  CONST_06  C    N5   C17  C3      0.00   0.0  0
 4RC  CONST_07  C    C1   C2   C3      0.00   0.0  0
 4RC  CONST_08  N    C3   C17  N4      0.00   0.0  0
 4RC  CONST_09  C2   C3   C17  N4    180.00   0.0  0
 4RC  CONST_10  C    N5   C17  N4    180.00   0.0  0
 4RC  CONST_11  C11  C16  C15  C14     0.00   0.0  0
 4RC  CONST_12  C11  C12  C13  C14     0.00   0.0  0
 4RC  CONST_13  C16  C15  C14  C13     0.00   0.0  0
 4RC  CONST_14  C16  C11  C12  C13     0.00   0.0  0
 4RC  CONST_15  C15  C14  C13  C12     0.00   0.0  0
 4RC  CONST_16  C15  C16  C11  C12     0.00   0.0  0
 4RC  CONST_17  N5   C17  N4   C4    180.00   0.0  0
 4RC  CONST_18  C17  C3   N    C4      0.00   0.0  0
 4RC  CONST_19  C2   C3   N    C4    180.00   0.0  0
 4RC  CONST_20  C17  N4   C4   N       0.00   0.0  0
 4RC  CONST_21  N5   C17  C3   N     180.00   0.0  0
 4RC  CONST_22  C2   C3   C17  N5      0.00   0.0  0
 4RC  CONST_23  C2   C1   C    N5      0.00   0.0  0
 4RC  CONST_24  N1   C4   N    C3    180.00   0.0  0
 4RC  CONST_25  C16  C15  C14  CL1   180.00   0.0  0
 4RC  CONST_26  C12  C13  C14  CL1   180.00   0.0  0
 4RC  CONST_27  CL   C12  C13  C14   180.00   0.0  0
 4RC  CONST_28  C16  C11  C12  CL    180.00   0.0  0
 4RC  CONST_29  N3   C11  C12  CL      0.00   0.0  0
 4RC  CONST_30  C17  N4   C4   N1    180.00   0.0  0
 4RC  CONST_31  F    C    N5   C17   180.00   0.0  0
 4RC  CONST_32  C2   C1   C    F     180.00   0.0  0
 4RC  CONST_33  H4   N4   C17  C3    180.00   0.0  0
 4RC  CONST_34  H1   C1   C2   C3    180.00   0.0  0
 4RC  CONST_35  H14  C15  C14  C13   180.00   0.0  0
 4RC  CONST_36  H13  C13  C14  C15   180.00   0.0  0
 4RC  CONST_37  H21  C2   C3   N       0.00   0.0  0
 4RC  CONST_38  C5   N1   C4   N4      0.00   0.0  0
 4RC  CONST_39  N    C4   N1   C5    180.00   0.0  0
 4RC  CONST_40  H19  N1   C4   N4    180.00   0.0  0
 4RC  Var_01    C11  N3   C10  C9    -38.57  30.0  1
 4RC  Var_02    C10  N3   C11  C12  -170.87  30.0  1
 4RC  Var_03    C8   C9   C10  N3     58.63  30.0  1
 4RC  Var_04    C8   N2   C7   C6   -174.57  30.0  1
 4RC  Var_05    C4   N1   C5   C6   -178.50  30.0  3
 4RC  Var_06    C5   C6   C7   N2    178.12  30.0  3
 4RC  Var_07    N1   C5   C6   C7    179.08  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
 4RC  chir_01  C8  C9  C16  N2  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
 4RC  plan-1  C1   0.020
 4RC  plan-1  C3   0.020
 4RC  plan-1  N4   0.020
 4RC  plan-1  C4   0.020
 4RC  plan-1  N    0.020
 4RC  plan-1  C17  0.020
 4RC  plan-1  N5   0.020
 4RC  plan-1  C    0.020
 4RC  plan-1  F    0.020
 4RC  plan-1  C2   0.020
 4RC  plan-1  H1   0.020
 4RC  plan-1  H4   0.020
 4RC  plan-1  H21  0.020
 4RC  plan-1  N1   0.020
 4RC  plan-2  C14  0.020
 4RC  plan-2  C13  0.020
 4RC  plan-2  C12  0.020
 4RC  plan-2  CL   0.020
 4RC  plan-2  C15  0.020
 4RC  plan-2  C16  0.020
 4RC  plan-2  C11  0.020
 4RC  plan-2  N3   0.020
 4RC  plan-2  C8   0.020
 4RC  plan-2  H13  0.020
 4RC  plan-2  H14  0.020
 4RC  plan-2  CL1  0.020
 4RC  plan-3  C5   0.020
 4RC  plan-3  C4   0.020
 4RC  plan-3  N1   0.020
 4RC  plan-3  H19  0.020

