# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 02:55:04 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 3-[2-bromo-4-(1H-pyrazol-4-yl)thiophen-3-yl]-N-(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-L-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)Cc2cc(Cl)ccc2C(=N1)N[C@@H](Cc3c(Br)scc3c4c[nH]nc4)C(O)=O
#
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
 1B8  1B8  3-[2-bromo-4-(1H-pyrazol-4-yl)thiophen-3-yl]-N-(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-L-alanine  ligand  49  30  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1B8
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
 1B8  CL1  CL  CL     0  -0.127  -6.5123  -0.7973   0.6786
 1B8  C2   C   CR6    0  -0.035  -4.8843  -0.2741   0.3973
 1B8  C3   C   CR16   0  -0.218  -3.9115  -1.2126   0.0940
 1B8  C4   C   CR16   0  -0.306  -2.6130  -0.7790  -0.1247
 1B8  C7   C   CR16   0  -0.285  -4.5807   1.0753   0.4969
 1B8  C6   C   CR66   0   0.115  -3.2795   1.5010   0.2753
 1B8  C5   C   CR66   0  -0.009  -2.2898   0.5725  -0.0526
 1B8  C11  C   C      0  -0.492  -2.8746   2.9378   0.3748
 1B8  C10  C   CR6    0   0.035  -1.4461   3.0612   0.9171
 1B8  C29  C   CH3    0  -0.639  -0.9835   4.5078   0.7700
 1B8  C28  C   CH3    0  -0.632  -1.3836   2.6625   2.3954
 1B8  N9   N   N      0  -0.420  -0.5248   2.2323   0.1551
 1B8  C8   C   CR6    0   0.449  -0.9159   1.0925  -0.2656
 1B8  N12  N   NH1    0  -0.648  -0.0522   0.2397  -0.8901
 1B8  C13  C   CH1    0  -0.181   1.2583   0.6938  -1.2762
 1B8  C25  C   C      0   0.402   1.2681   1.5683  -2.5546
 1B8  O26  O   OC    -1  -0.612   2.3307   2.1867  -2.7648
 1B8  O27  O   O      0  -0.600   0.2521   1.5507  -3.2712
 1B8  C14  C   CH2    0  -0.569   2.1762  -0.5193  -1.4808
 1B8  C15  C   CR5    0   0.297   2.3346  -1.3135  -0.2251
 1B8  C16  C   CR5    0  -0.466   1.7431  -2.5098   0.0448
 1B8  BR1  BR  BR     0  -0.001   0.6385  -3.5102  -1.0750
 1B8  S17  S   S2     0   0.269   2.0598  -3.0966   1.6288
 1B8  C18  C   CR15   0  -0.562   3.0162  -1.7192   1.9713
 1B8  C19  C   CR5    0   0.151   3.0808  -0.8547   0.9185
 1B8  C20  C   CR5    0  -0.150   3.8062   0.4124   0.9868
 1B8  C21  C   CR15   0   0.001   3.7742   1.3209   2.0259
 1B8  N22  N   NR15   0  -0.425   4.6022   2.3187   1.6871
 1B8  N23  N   N      0  -0.268   5.1789   2.1400   0.5046
 1B8  C24  C   CR15   0  -0.100   4.7048   0.9910   0.0655
 1B8  H1   H   HCR6   0   0.280  -4.1545  -2.2646   0.0376
 1B8  H2   H   HCR6   0   0.252  -1.8512  -1.5192  -0.3343
 1B8  H3   H   HCR6   0   0.272  -5.3511   1.7927   0.7498
 1B8  H4   H   H      0   0.255  -2.9106   3.3878  -0.6245
 1B8  H5   H   H      0   0.249  -3.5787   3.4948   0.9965
 1B8  H6   H   HCH3   0   0.213  -1.6218   5.1890   1.3356
 1B8  H7   H   HCH3   0   0.224   0.0391   4.6218   1.1329
 1B8  H8   H   HCH3   0   0.222  -1.0035   4.8164  -0.2769
 1B8  H9   H   HCH3   0   0.226  -1.7151   1.6351   2.5557
 1B8  H10  H   HCH3   0   0.227  -0.3574   2.7393   2.7580
 1B8  H11  H   HCH3   0   0.218  -2.0081   3.3164   3.0071
 1B8  H12  H   HNH1   0   0.362  -0.4855  -0.3724  -1.5647
 1B8  H13  H   HCH1   0   0.255   1.6584   1.2891  -0.4554
 1B8  H15  H   HCH2   0   0.249   1.7850  -1.1460  -2.2861
 1B8  H16  H   HCH2   0   0.267   3.1446  -0.1568  -1.8224
 1B8  H17  H   HCR5   0   0.293   3.5034  -1.6231   2.9300
 1B8  H18  H   HCR5   0   0.287   3.2172   1.3251   2.9487
 1B8  H19  H   HNR5   0   0.422   4.8059   3.1457   2.2252
 1B8  H20  H   HCR5   0   0.253   5.0297   0.5993  -0.8857

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
 1B8  CL1  C2   single    1.733  0.020  1.733
 1B8  C3   C2   aromatic  1.385  0.020  1.385
 1B8  C3   C4   aromatic  1.386  0.020  1.386
 1B8  C2   C7   aromatic  1.387  0.020  1.387
 1B8  C4   C5   aromatic  1.392  0.020  1.392
 1B8  N23  N22  aromatic  1.328  0.020  1.328
 1B8  N23  C24  aromatic  1.318  0.020  1.318
 1B8  O27  C25  deloc     1.243  0.020  1.243
 1B8  C7   C6   aromatic  1.387  0.020  1.387
 1B8  N22  C21  aromatic  1.340  0.020  1.340
 1B8  C5   C6   aromatic  1.396  0.020  1.396
 1B8  C5   C8   single    1.484  0.020  1.484
 1B8  C24  C20  aromatic  1.411  0.020  1.411
 1B8  C6   C11  single    1.496  0.020  1.496
 1B8  C25  O26  deloc     1.247  0.020  1.247
 1B8  C25  C13  single    1.549  0.020  1.549
 1B8  N12  C8   single    1.365  0.020  1.365
 1B8  N12  C13  single    1.440  0.020  1.440
 1B8  C21  C20  aromatic  1.381  0.020  1.381
 1B8  C8   N9   double    1.276  0.020  1.276
 1B8  C20  C19  single    1.462  0.020  1.462
 1B8  C13  C14  single    1.535  0.020  1.535
 1B8  C11  C10  single    1.533  0.020  1.533
 1B8  C14  C15  single    1.494  0.020  1.494
 1B8  N9   C10  single    1.455  0.020  1.455
 1B8  C19  C15  aromatic  1.441  0.020  1.441
 1B8  C19  C18  aromatic  1.364  0.020  1.364
 1B8  C10  C28  single    1.532  0.020  1.532
 1B8  C10  C29  single    1.526  0.020  1.526
 1B8  C15  C16  aromatic  1.362  0.020  1.362
 1B8  C18  S17  aromatic  1.711  0.020  1.711
 1B8  C16  S17  aromatic  1.719  0.020  1.719
 1B8  C16  BR1  single    1.864  0.020  1.864
 1B8  C3   H1   single    0.930  0.020  1.080
 1B8  C4   H2   single    0.930  0.020  1.080
 1B8  C7   H3   single    0.930  0.020  1.080
 1B8  C11  H4   single    0.970  0.020  1.090
 1B8  C11  H5   single    0.970  0.020  1.090
 1B8  C29  H6   single    0.970  0.020  1.090
 1B8  C29  H7   single    0.970  0.020  1.090
 1B8  C29  H8   single    0.970  0.020  1.090
 1B8  C28  H9   single    0.970  0.020  1.090
 1B8  C28  H10  single    0.970  0.020  1.090
 1B8  C28  H11  single    0.970  0.020  1.090
 1B8  N12  H12  single    0.890  0.020  1.040
 1B8  C13  H13  single    0.970  0.020  1.090
 1B8  C14  H15  single    0.970  0.020  1.090
 1B8  C14  H16  single    0.970  0.020  1.090
 1B8  C18  H17  single    0.930  0.020  1.080
 1B8  C21  H18  single    0.930  0.020  1.080
 1B8  N22  H19  single    0.860  0.020  1.020
 1B8  C24  H20  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
 1B8  C7   C2   C3   121.42  3.000
 1B8  C7   C2   CL1  119.20  3.000
 1B8  C3   C2   CL1  119.38  3.000
 1B8  H1   C3   C4   120.44  3.000
 1B8  H1   C3   C2   120.85  3.000
 1B8  C4   C3   C2   118.71  3.000
 1B8  H2   C4   C5   120.71  3.000
 1B8  H2   C4   C3   118.41  3.000
 1B8  C5   C4   C3   120.87  3.000
 1B8  H3   C7   C6   120.10  3.000
 1B8  H3   C7   C2   120.39  3.000
 1B8  C6   C7   C2   119.51  3.000
 1B8  C11  C6   C5   117.55  3.000
 1B8  C11  C6   C7   122.55  3.000
 1B8  C5   C6   C7   119.90  3.000
 1B8  C8   C5   C6   117.19  3.000
 1B8  C8   C5   C4   123.21  3.000
 1B8  C6   C5   C4   119.57  3.000
 1B8  H5   C11  H4   106.76  3.000
 1B8  H5   C11  C10  111.00  3.000
 1B8  H4   C11  C10  108.65  3.000
 1B8  H5   C11  C6   110.69  3.000
 1B8  H4   C11  C6   108.95  3.000
 1B8  C10  C11  C6   110.67  3.000
 1B8  N9   C10  C28  109.34  3.000
 1B8  C28  C10  C29  109.11  3.000
 1B8  N9   C10  C29  107.32  3.000
 1B8  C29  C10  C11  108.95  3.000
 1B8  C28  C10  C11  111.00  3.000
 1B8  N9   C10  C11  111.03  3.000
 1B8  H8   C29  H7   107.86  3.000
 1B8  H8   C29  H6   108.05  3.000
 1B8  H7   C29  H6   108.09  3.000
 1B8  H8   C29  C10  110.79  3.000
 1B8  H7   C29  C10  110.55  3.000
 1B8  H6   C29  C10  111.37  3.000
 1B8  H11  C28  H10  108.04  3.000
 1B8  H11  C28  H9   107.92  3.000
 1B8  H10  C28  H9   107.65  3.000
 1B8  H11  C28  C10  111.19  3.000
 1B8  H10  C28  C10  109.92  3.000
 1B8  H9   C28  C10  111.98  3.000
 1B8  C8   N9   C10  119.17  3.000
 1B8  N12  C8   N9   120.99  3.000
 1B8  N9   C8   C5   123.31  3.000
 1B8  N12  C8   C5   115.62  3.000
 1B8  H12  N12  C13  113.77  3.000
 1B8  H12  N12  C8   114.41  3.000
 1B8  C13  N12  C8   120.11  3.000
 1B8  H13  C13  C14  108.21  3.000
 1B8  H13  C13  C25  108.11  3.000
 1B8  C14  C13  C25  109.42  3.000
 1B8  H13  C13  N12  107.73  3.000
 1B8  C14  C13  N12  109.32  3.000
 1B8  C25  C13  N12  113.90  3.000
 1B8  O27  C25  O26  127.30  3.000
 1B8  O26  C25  C13  115.11  3.000
 1B8  O27  C25  C13  117.55  3.000
 1B8  H16  C14  H15  106.14  3.000
 1B8  H16  C14  C15  110.26  3.000
 1B8  H15  C14  C15  110.63  3.000
 1B8  H16  C14  C13  108.09  3.000
 1B8  H15  C14  C13  109.72  3.000
 1B8  C15  C14  C13  111.81  3.000
 1B8  C19  C15  C16  110.33  3.000
 1B8  C16  C15  C14  125.98  3.000
 1B8  C19  C15  C14  123.56  3.000
 1B8  S17  C16  BR1  118.66  3.000
 1B8  BR1  C16  C15  127.58  3.000
 1B8  S17  C16  C15  113.74  3.000
 1B8  C18  S17  C16   90.72  3.000
 1B8  H17  C18  C19  127.42  3.000
 1B8  H17  C18  S17  120.10  3.000
 1B8  C19  C18  S17  112.47  3.000
 1B8  C20  C19  C18  122.48  3.000
 1B8  C18  C19  C15  112.73  3.000
 1B8  C20  C19  C15  124.77  3.000
 1B8  C24  C20  C21  103.67  3.000
 1B8  C21  C20  C19  126.45  3.000
 1B8  C24  C20  C19  129.87  3.000
 1B8  H18  C21  N22  122.20  3.000
 1B8  H18  C21  C20  131.21  3.000
 1B8  N22  C21  C20  106.58  3.000
 1B8  H19  N22  N23  119.89  3.000
 1B8  H19  N22  C21  126.95  3.000
 1B8  N23  N22  C21  113.16  3.000
 1B8  C24  N23  N22  104.94  3.000
 1B8  H20  C24  N23  120.13  3.000
 1B8  H20  C24  C20  128.21  3.000
 1B8  N23  C24  C20  111.65  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
 1B8  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 1B8  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 1B8  CONST_03  C6   C7   C2   C3      0.00   0.0  0
 1B8  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 1B8  CONST_05  C7   C2   C3   C4      0.00   0.0  0
 1B8  CONST_06  C7   C6   C5   C4      0.00   0.0  0
 1B8  CONST_09  S17  C18  C19  C15     0.00   0.0  0
 1B8  CONST_10  C18  S17  C16  C15     0.00   0.0  0
 1B8  CONST_11  C20  C19  C15  C16   180.00   0.0  0
 1B8  CONST_12  C18  C19  C15  C16     0.00   0.0  0
 1B8  CONST_13  C19  C18  S17  C16     0.00   0.0  0
 1B8  CONST_14  C20  C19  C18  S17   180.00   0.0  0
 1B8  CONST_15  C19  C15  C16  S17     0.00   0.0  0
 1B8  CONST_18  N23  C24  C20  C19   180.00   0.0  0
 1B8  CONST_19  N22  C21  C20  C19   180.00   0.0  0
 1B8  CONST_20  N22  N23  C24  C20     0.00   0.0  0
 1B8  CONST_21  N23  N22  C21  C20     0.00   0.0  0
 1B8  CONST_22  C24  N23  N22  C21     0.00   0.0  0
 1B8  CONST_23  N23  C24  C20  C21     0.00   0.0  0
 1B8  CONST_24  C24  C20  C21  N22     0.00   0.0  0
 1B8  CONST_25  C10  N9   C8   C5      0.00   0.0  0
 1B8  CONST_26  C4   C3   C2   CL1   180.00   0.0  0
 1B8  CONST_27  C6   C7   C2   CL1   180.00   0.0  0
 1B8  CONST_28  C20  C19  C15  C14     0.00   0.0  0
 1B8  CONST_29  C18  C19  C15  C14   180.00   0.0  0
 1B8  CONST_30  S17  C16  C15  C14   180.00   0.0  0
 1B8  CONST_31  C19  C15  C16  BR1   180.00   0.0  0
 1B8  CONST_32  C18  S17  C16  BR1   180.00   0.0  0
 1B8  CONST_33  N12  C8   N9   C10   180.00   0.0  0
 1B8  CONST_34  H2   C4   C3   C2    180.00   0.0  0
 1B8  CONST_35  H3   C7   C2   C3    180.00   0.0  0
 1B8  CONST_36  H1   C3   C2   C7    180.00   0.0  0
 1B8  CONST_37  H17  C18  C19  C15   180.00   0.0  0
 1B8  CONST_38  H20  C24  C20  C19     0.00   0.0  0
 1B8  CONST_39  H18  C21  C20  C19     0.00   0.0  0
 1B8  CONST_40  H19  N22  C21  C20   180.00   0.0  0
 1B8  CONST_41  C13  N12  C8   C5    180.00   0.0  0
 1B8  CONST_42  C13  N12  C8   N9      0.00   0.0  0
 1B8  Var_01    N9   C8   C5   C4   -159.47  30.0  1
 1B8  Var_02    C10  C11  C6   C7    145.84  30.0  1
 1B8  Var_03    N9   C10  C11  C6     52.02  30.0  1
 1B8  Var_04    C19  C15  C14  C13   -70.91  30.0  2
 1B8  Var_05    H9   C28  C10  C11    59.38  30.0  3
 1B8  Var_06    H6   C29  C10  C11    60.80  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
 1B8  chir_01  C13  C25  N12  C14  negativ

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
 1B8  plan-1  C14  0.020
 1B8  plan-1  C15  0.020
 1B8  plan-1  C16  0.020
 1B8  plan-1  BR1  0.020
 1B8  plan-1  S17  0.020
 1B8  plan-1  C18  0.020
 1B8  plan-1  C19  0.020
 1B8  plan-1  C20  0.020
 1B8  plan-1  H17  0.020
 1B8  plan-2  C19  0.020
 1B8  plan-2  C20  0.020
 1B8  plan-2  C21  0.020
 1B8  plan-2  N22  0.020
 1B8  plan-2  N23  0.020
 1B8  plan-2  C24  0.020
 1B8  plan-2  H18  0.020
 1B8  plan-2  H19  0.020
 1B8  plan-2  H20  0.020
 1B8  plan-3  CL1  0.020
 1B8  plan-3  C2   0.020
 1B8  plan-3  C3   0.020
 1B8  plan-3  C4   0.020
 1B8  plan-3  C7   0.020
 1B8  plan-3  C6   0.020
 1B8  plan-3  C5   0.020
 1B8  plan-3  C11  0.020
 1B8  plan-3  C8   0.020
 1B8  plan-3  H1   0.020
 1B8  plan-3  H2   0.020
 1B8  plan-3  H3   0.020
 1B8  plan-4  C5   0.020
 1B8  plan-4  C10  0.020
 1B8  plan-4  N9   0.020
 1B8  plan-4  C8   0.020
 1B8  plan-4  N12  0.020
 1B8  plan-4  C13  0.020
 1B8  plan-4  H12  0.020
 1B8  plan-5  C13  0.020
 1B8  plan-5  C25  0.020
 1B8  plan-5  O26  0.020
 1B8  plan-5  O27  0.020

