# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 12:49:49 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: N-(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-3-[4-(1H-pyrazol-4-yl)thiophen-3-yl]-L-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)Cc2cc(Cl)ccc2C(=N1)N[C@@H](Cc3cscc3c4c[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
 1BF  1BF  N-(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-3-[4-(1H-pyrazol-4-yl)thiophen-3-yl]-L-alanine  ligand  50  29  .  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_1BF
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
 1BF  CL1  CL  CL    0  -0.123  -6.0572  -1.8197   1.0457
 1BF  C2   C   CR6   0  -0.033  -4.5305  -1.0982   0.6607
 1BF  C3   C   CR16  0  -0.216  -3.5049  -1.8964   0.1797
 1BF  C4   C   CR16  0  -0.304  -2.2872  -1.3065  -0.1209
 1BF  C7   C   CR16  0  -0.285  -4.3587   0.2644   0.8540
 1BF  C6   C   CR66  0   0.117  -3.1395   0.8491   0.5473
 1BF  C5   C   CR66  0   0.005  -2.1018   0.0623   0.0445
 1BF  C11  C   C     0  -0.496  -2.8773   2.3116   0.7273
 1BF  C10  C   CR6   0   0.029  -1.4218   2.5656   1.1395
 1BF  C28  C   CH3   0  -0.634  -1.1262   4.0589   1.0366
 1BF  C29  C   CH3   0  -0.632  -1.1714   2.0941   2.5748
 1BF  N9   N   N     0  -0.421  -0.4962   1.8803   0.2489
 1BF  C8   C   CR6   0   0.457  -0.8166   0.7423  -0.2274
 1BF  N12  N   NH1   0  -0.663   0.0882   0.0539  -0.9849
 1BF  C13  C   CH1   0  -0.164   1.3748   0.6292  -1.2284
 1BF  C25  C   C     0   0.547   1.2796   1.9194  -2.0283
 1BF  O26  O   OH1   0  -0.590   2.2699   2.7512  -1.7349
 1BF  O27  O   O     0  -0.444   0.4516   2.1332  -2.8756
 1BF  C14  C   CH2   0  -0.588   2.2631  -0.3705  -1.9872
 1BF  C15  C   CR5   0   0.199   2.3707  -1.6745  -1.2585
 1BF  C16  C   CR15  0  -0.547   1.8105  -2.8295  -1.7115
 1BF  S17  S   S2    0   0.221   2.0117  -4.1263  -0.6108
 1BF  C18  C   CR15  0  -0.556   2.8666  -3.1267   0.4836
 1BF  C19  C   CR5   0   0.162   2.9910  -1.8465   0.0255
 1BF  C20  C   CR5   0  -0.167   3.6588  -0.7875   0.7798
 1BF  C21  C   CR15  0  -0.001   3.4744  -0.4686   2.1101
 1BF  N22  N   NR15  0  -0.423   4.3001   0.5536   2.3757
 1BF  N23  N   N     0  -0.265   5.0151   0.9352   1.3253
 1BF  C24  C   CR15  0  -0.108   4.6377   0.1331   0.3484
 1BF  H1   H   HCR6  0   0.283  -3.6458  -2.9604   0.0503
 1BF  H2   H   HCR6  0   0.255  -1.4790  -1.9381  -0.4672
 1BF  H3   H   HCR6  0   0.274  -5.1674   0.8676   1.2466
 1BF  H4   H   H     0   0.259  -3.0731   2.8241  -0.2222
 1BF  H5   H   H     0   0.254  -3.5654   2.7395   1.4594
 1BF  H6   H   HCH3  0   0.216  -1.7819   4.6366   1.6901
 1BF  H7   H   HCH3  0   0.227  -0.0939   4.2641   1.3222
 1BF  H8   H   HCH3  0   0.224  -1.2681   4.4114   0.0137
 1BF  H9   H   HCH3  0   0.228  -1.3922   1.0320   2.6959
 1BF  H10  H   HCH3  0   0.229  -0.1259   2.2487   2.8458
 1BF  H11  H   HCH3  0   0.221  -1.7884   2.6492   3.2837
 1BF  H12  H   HNH1  0   0.389  -0.2728  -0.5769  -1.6828
 1BF  H13  H   HCH1  0   0.286   1.8383   0.8586  -0.2671
 1BF  H14  H   HOH1  0   0.479   2.2230   3.5368  -2.3002
 1BF  H15  H   HCH2  0   0.275   1.8471  -0.5444  -2.9831
 1BF  H16  H   HCH2  0   0.277   3.2459   0.0795  -2.1395
 1BF  H17  H   HCR5  0   0.293   1.2700  -2.9758  -2.6349
 1BF  H18  H   HCR5  0   0.288   3.2591  -3.5315   1.4042
 1BF  H19  H   HCR5  0   0.288   2.8153  -0.8835   2.8551
 1BF  H20  H   HNR5  0   0.423   4.4082   1.0312   3.2563
 1BF  H21  H   HCR5  0   0.254   5.0848   0.2208  -0.6307

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
 1BF  CL1  C2   single    1.732  0.020  1.732
 1BF  C3   C2   aromatic  1.386  0.020  1.386
 1BF  C3   C4   aromatic  1.386  0.020  1.386
 1BF  C2   C7   aromatic  1.387  0.020  1.387
 1BF  C4   C5   aromatic  1.391  0.020  1.391
 1BF  O27  C25  double    1.204  0.020  1.204
 1BF  C7   C6   aromatic  1.387  0.020  1.387
 1BF  N23  N22  aromatic  1.327  0.020  1.327
 1BF  N23  C24  aromatic  1.319  0.020  1.319
 1BF  C5   C6   aromatic  1.396  0.020  1.396
 1BF  C5   C8   single    1.479  0.020  1.479
 1BF  C6   C11  single    1.497  0.020  1.497
 1BF  C25  O26  single    1.326  0.020  1.326
 1BF  C25  C13  single    1.521  0.020  1.521
 1BF  N22  C21  aromatic  1.341  0.020  1.341
 1BF  N12  C8   single    1.366  0.020  1.366
 1BF  N12  C13  single    1.430  0.020  1.430
 1BF  C24  C20  aromatic  1.411  0.020  1.411
 1BF  C8   N9   double    1.275  0.020  1.275
 1BF  C13  C14  single    1.538  0.020  1.538
 1BF  C11  C10  single    1.534  0.020  1.534
 1BF  C14  C15  single    1.498  0.020  1.498
 1BF  C21  C20  aromatic  1.380  0.020  1.380
 1BF  C20  C19  single    1.462  0.020  1.462
 1BF  N9   C10  single    1.456  0.020  1.456
 1BF  C10  C29  single    1.531  0.020  1.531
 1BF  C10  C28  single    1.526  0.020  1.526
 1BF  C15  C19  aromatic  1.436  0.020  1.436
 1BF  C15  C16  aromatic  1.361  0.020  1.361
 1BF  C19  C18  aromatic  1.365  0.020  1.365
 1BF  C16  S17  aromatic  1.713  0.020  1.713
 1BF  C18  S17  aromatic  1.711  0.020  1.711
 1BF  C3   H1   single    0.930  0.020  1.080
 1BF  C4   H2   single    0.930  0.020  1.080
 1BF  C7   H3   single    0.930  0.020  1.080
 1BF  C11  H4   single    0.970  0.020  1.090
 1BF  C11  H5   single    0.970  0.020  1.090
 1BF  C28  H6   single    0.970  0.020  1.090
 1BF  C28  H7   single    0.970  0.020  1.090
 1BF  C28  H8   single    0.970  0.020  1.090
 1BF  C29  H9   single    0.970  0.020  1.090
 1BF  C29  H10  single    0.970  0.020  1.090
 1BF  C29  H11  single    0.970  0.020  1.090
 1BF  N12  H12  single    0.890  0.020  1.040
 1BF  C13  H13  single    0.970  0.020  1.090
 1BF  O26  H14  single    0.850  0.020  0.980
 1BF  C14  H15  single    0.970  0.020  1.090
 1BF  C14  H16  single    0.970  0.020  1.090
 1BF  C16  H17  single    0.930  0.020  1.080
 1BF  C18  H18  single    0.930  0.020  1.080
 1BF  C21  H19  single    0.930  0.020  1.080
 1BF  N22  H20  single    0.860  0.020  1.020
 1BF  C24  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
 1BF  C7   C2   C3   121.51  3.000
 1BF  C7   C2   CL1  119.17  3.000
 1BF  C3   C2   CL1  119.32  3.000
 1BF  H1   C3   C4   120.49  3.000
 1BF  H1   C3   C2   120.80  3.000
 1BF  C4   C3   C2   118.71  3.000
 1BF  H2   C4   C5   120.83  3.000
 1BF  H2   C4   C3   118.49  3.000
 1BF  C5   C4   C3   120.67  3.000
 1BF  H3   C7   C6   120.14  3.000
 1BF  H3   C7   C2   120.36  3.000
 1BF  C6   C7   C2   119.50  3.000
 1BF  C11  C6   C5   117.64  3.000
 1BF  C11  C6   C7   122.65  3.000
 1BF  C5   C6   C7   119.71  3.000
 1BF  C8   C5   C6   116.93  3.000
 1BF  C8   C5   C4   123.11  3.000
 1BF  C6   C5   C4   119.89  3.000
 1BF  H5   C11  H4   106.55  3.000
 1BF  H5   C11  C10  110.66  3.000
 1BF  H4   C11  C10  108.95  3.000
 1BF  H5   C11  C6   110.68  3.000
 1BF  H4   C11  C6   108.74  3.000
 1BF  C10  C11  C6   111.12  3.000
 1BF  N9   C10  C29  108.93  3.000
 1BF  C29  C10  C28  109.44  3.000
 1BF  N9   C10  C28  107.23  3.000
 1BF  C28  C10  C11  109.14  3.000
 1BF  C29  C10  C11  110.85  3.000
 1BF  N9   C10  C11  111.16  3.000
 1BF  H8   C28  H7   107.92  3.000
 1BF  H8   C28  H6   108.19  3.000
 1BF  H7   C28  H6   108.20  3.000
 1BF  H8   C28  C10  110.74  3.000
 1BF  H7   C28  C10  110.49  3.000
 1BF  H6   C28  C10  111.18  3.000
 1BF  H11  C29  H10  107.96  3.000
 1BF  H11  C29  H9   107.97  3.000
 1BF  H10  C29  H9   107.71  3.000
 1BF  H11  C29  C10  111.08  3.000
 1BF  H10  C29  C10  110.23  3.000
 1BF  H9   C29  C10  111.75  3.000
 1BF  C8   N9   C10  119.28  3.000
 1BF  N12  C8   N9   119.38  3.000
 1BF  N9   C8   C5   124.07  3.000
 1BF  N12  C8   C5   116.46  3.000
 1BF  H12  N12  C13  117.14  3.000
 1BF  H12  N12  C8   117.54  3.000
 1BF  C13  N12  C8   119.17  3.000
 1BF  H13  C13  C14  109.02  3.000
 1BF  H13  C13  C25  108.14  3.000
 1BF  C14  C13  C25  109.15  3.000
 1BF  H13  C13  N12  108.46  3.000
 1BF  C14  C13  N12  110.01  3.000
 1BF  C25  C13  N12  111.99  3.000
 1BF  O27  C25  O26  123.91  3.000
 1BF  O26  C25  C13  111.65  3.000
 1BF  O27  C25  C13  124.32  3.000
 1BF  H14  O26  C25  110.08  3.000
 1BF  H16  C14  H15  106.32  3.000
 1BF  H16  C14  C15  111.23  3.000
 1BF  H15  C14  C15  109.39  3.000
 1BF  H16  C14  C13  108.72  3.000
 1BF  H15  C14  C13  109.46  3.000
 1BF  C15  C14  C13  111.56  3.000
 1BF  C19  C15  C16  111.93  3.000
 1BF  C16  C15  C14  123.18  3.000
 1BF  C19  C15  C14  124.77  3.000
 1BF  H17  C16  S17  120.38  3.000
 1BF  H17  C16  C15  127.26  3.000
 1BF  S17  C16  C15  112.35  3.000
 1BF  C18  S17  C16   91.57  3.000
 1BF  H18  C18  C19  127.20  3.000
 1BF  H18  C18  S17  120.53  3.000
 1BF  C19  C18  S17  112.25  3.000
 1BF  C20  C19  C18  123.22  3.000
 1BF  C18  C19  C15  111.89  3.000
 1BF  C20  C19  C15  124.88  3.000
 1BF  C24  C20  C21  103.68  3.000
 1BF  C21  C20  C19  127.14  3.000
 1BF  C24  C20  C19  129.18  3.000
 1BF  H19  C21  N22  122.22  3.000
 1BF  H19  C21  C20  131.22  3.000
 1BF  N22  C21  C20  106.55  3.000
 1BF  H20  N22  N23  119.85  3.000
 1BF  H20  N22  C21  126.92  3.000
 1BF  N23  N22  C21  113.22  3.000
 1BF  C24  N23  N22  104.91  3.000
 1BF  H21  C24  N23  120.24  3.000
 1BF  H21  C24  C20  128.11  3.000
 1BF  N23  C24  C20  111.64  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
 1BF  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 1BF  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 1BF  CONST_03  C6   C7   C2   C3      0.00   0.0  0
 1BF  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 1BF  CONST_05  C7   C2   C3   C4      0.00   0.0  0
 1BF  CONST_06  C7   C6   C5   C4      0.00   0.0  0
 1BF  CONST_09  S17  C18  C19  C15     0.00   0.0  0
 1BF  CONST_10  C18  S17  C16  C15     0.00   0.0  0
 1BF  CONST_11  C20  C19  C15  C16   180.00   0.0  0
 1BF  CONST_12  C18  C19  C15  C16     0.00   0.0  0
 1BF  CONST_13  C19  C18  S17  C16     0.00   0.0  0
 1BF  CONST_14  C19  C15  C16  S17     0.00   0.0  0
 1BF  CONST_15  C20  C19  C18  S17   180.00   0.0  0
 1BF  CONST_18  N23  C24  C20  C19   180.00   0.0  0
 1BF  CONST_19  N22  C21  C20  C19   180.00   0.0  0
 1BF  CONST_20  N22  N23  C24  C20     0.00   0.0  0
 1BF  CONST_21  N23  N22  C21  C20     0.00   0.0  0
 1BF  CONST_22  C24  N23  N22  C21     0.00   0.0  0
 1BF  CONST_23  N23  C24  C20  C21     0.00   0.0  0
 1BF  CONST_24  C24  C20  C21  N22     0.00   0.0  0
 1BF  CONST_25  C10  N9   C8   C5      0.00   0.0  0
 1BF  CONST_26  C4   C3   C2   CL1   180.00   0.0  0
 1BF  CONST_27  C6   C7   C2   CL1   180.00   0.0  0
 1BF  CONST_28  C20  C19  C15  C14     0.00   0.0  0
 1BF  CONST_29  C18  C19  C15  C14   180.00   0.0  0
 1BF  CONST_30  S17  C16  C15  C14   180.00   0.0  0
 1BF  CONST_31  N12  C8   N9   C10   180.00   0.0  0
 1BF  CONST_32  H2   C4   C3   C2    180.00   0.0  0
 1BF  CONST_33  H3   C7   C2   C3    180.00   0.0  0
 1BF  CONST_34  H1   C3   C2   C7    180.00   0.0  0
 1BF  CONST_35  H18  C18  C19  C15   180.00   0.0  0
 1BF  CONST_36  H17  C16  S17  C18   180.00   0.0  0
 1BF  CONST_37  H21  C24  C20  C19     0.00   0.0  0
 1BF  CONST_38  H19  C21  C20  C19     0.00   0.0  0
 1BF  CONST_39  H20  N22  C21  C20   180.00   0.0  0
 1BF  CONST_40  C13  N12  C8   C5    180.00   0.0  0
 1BF  CONST_41  C13  N12  C8   N9      0.00   0.0  0
 1BF  CONST_43  H14  O26  C25  C13   180.00   0.0  0
 1BF  Var_01    N9   C8   C5   C4   -159.62  30.0  1
 1BF  Var_02    C10  C11  C6   C7    145.90  30.0  1
 1BF  Var_03    N9   C10  C11  C6     50.59  30.0  1
 1BF  Var_04    C19  C15  C14  C13   -64.96  30.0  2
 1BF  Var_05    H9   C29  C10  C11    58.37  30.0  3
 1BF  Var_06    H6   C28  C10  C11    60.03  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
 1BF  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
 1BF  plan-1  C14  0.020
 1BF  plan-1  C15  0.020
 1BF  plan-1  C16  0.020
 1BF  plan-1  S17  0.020
 1BF  plan-1  C18  0.020
 1BF  plan-1  C19  0.020
 1BF  plan-1  C20  0.020
 1BF  plan-1  H17  0.020
 1BF  plan-1  H18  0.020
 1BF  plan-2  C19  0.020
 1BF  plan-2  C20  0.020
 1BF  plan-2  C21  0.020
 1BF  plan-2  N22  0.020
 1BF  plan-2  N23  0.020
 1BF  plan-2  C24  0.020
 1BF  plan-2  H19  0.020
 1BF  plan-2  H20  0.020
 1BF  plan-2  H21  0.020
 1BF  plan-3  CL1  0.020
 1BF  plan-3  C2   0.020
 1BF  plan-3  C3   0.020
 1BF  plan-3  C4   0.020
 1BF  plan-3  C7   0.020
 1BF  plan-3  C6   0.020
 1BF  plan-3  C5   0.020
 1BF  plan-3  C11  0.020
 1BF  plan-3  C8   0.020
 1BF  plan-3  H1   0.020
 1BF  plan-3  H2   0.020
 1BF  plan-3  H3   0.020
 1BF  plan-4  C5   0.020
 1BF  plan-4  C10  0.020
 1BF  plan-4  N9   0.020
 1BF  plan-4  C8   0.020
 1BF  plan-4  N12  0.020
 1BF  plan-4  C13  0.020
 1BF  plan-4  H12  0.020
 1BF  plan-5  C13  0.020
 1BF  plan-5  C25  0.020
 1BF  plan-5  O26  0.020
 1BF  plan-5  O27  0.020
 1BF  plan-5  H14  0.020

