# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 02:38:30 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  49  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 PERFECT
;

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  -0.128  -6.1958  -1.5562   0.5285
 1BF  C2   C   CR6    0  -0.035  -4.6068  -0.9203   0.2549
 1BF  C3   C   CR16   0  -0.218  -3.6828  -1.6788  -0.4451
 1BF  C4   C   CR16   0  -0.312  -2.4150  -1.1579  -0.6547
 1BF  C7   C   CR16   0  -0.287  -4.2825   0.3310   0.7565
 1BF  C6   C   CR6    0   0.114  -3.0136   0.8467   0.5389
 1BF  C5   C   CR6    0  -0.011  -2.0764   0.1078  -0.1863
 1BF  C11  C   CH2    0  -0.492  -2.5862   2.1799   1.0658
 1BF  C10  C   CT     0   0.039  -1.1033   2.1508   1.4554
 1BF  C28  C   CH3    0  -0.642  -0.6454   3.5699   1.7784
 1BF  C29  C   CH3    0  -0.633  -0.8791   1.2650   2.6849
 1BF  N9   N   N      0  -0.430  -0.2896   1.6684   0.3517
 1BF  C8   C   C      0   0.469  -0.7324   0.7128  -0.3742
 1BF  N12  N   NH1    0  -0.650   0.0339   0.1501  -1.3420
 1BF  C13  C   CH1    0  -0.198   1.3487   0.6371  -1.6535
 1BF  C25  C   C      0   0.400   1.3701   1.7211  -2.7576
 1BF  O26  O   OC    -1  -0.615   2.4931   2.2085  -2.9994
 1BF  O27  O   O      0  -0.599   0.2940   2.0073  -3.3121
 1BF  C14  C   CH2    0  -0.564   2.2632  -0.5360  -2.0389
 1BF  C15  C   CR5    0   0.221   2.2817  -1.6149  -1.0015
 1BF  C16  C   CR15   0  -0.553   1.7557  -2.8537  -1.2028
 1BF  S17  S   S2     0   0.202   1.8435  -3.8428   0.1949
 1BF  C18  C   CR15   0  -0.568   2.6028  -2.5928   1.0838
 1BF  C19  C   CR5    0   0.171   2.7774  -1.4611   0.3397
 1BF  C20  C   CR5    0  -0.151   3.3787  -0.2441   0.8790
 1BF  C21  C   CR15   0   0.009   3.1471   0.3145   2.1192
 1BF  N22  N   NR15   0  -0.428   3.9123   1.4126   2.1950
 1BF  N23  N   N      0  -0.271   4.6307   1.6251   1.0992
 1BF  C24  C   CR15   0  -0.111   4.3171   0.6303   0.2909
 1BF  H1   H   HCR6   0   0.280  -3.9393  -2.6624  -0.8135
 1BF  H2   H   HCR6   0   0.260  -1.6861  -1.7680  -1.1727
 1BF  H3   H   HCR6   0   0.272  -5.0087   0.8995   1.3236
 1BF  H4   H   HCH2   0   0.253  -2.7309   2.9373   0.2854
 1BF  H5   H   HCH2   0   0.248  -3.2096   2.4808   1.9112
 1BF  H6   H   HCH3   0   0.213  -1.2215   3.9911   2.6043
 1BF  H7   H   HCH3   0   0.224   0.4082   3.5751   2.0625
 1BF  H8   H   HCH3   0   0.221  -0.7647   4.2239   0.9130
 1BF  H9   H   HCH3   0   0.224  -1.2086   0.2387   2.5142
 1BF  H10  H   HCH3   0   0.231   0.1840   1.2328   2.9263
 1BF  H11  H   HCH3   0   0.215  -1.4136   1.6516   3.5553
 1BF  H12  H   HNH1   0   0.365  -0.4563  -0.2957  -2.1001
 1BF  H13  H   HCH1   0   0.269   1.7361   1.0896  -0.7396
 1BF  H15  H   HCH2   0   0.242   1.9329  -0.9651  -2.9905
 1BF  H16  H   HCH2   0   0.249   3.2643  -0.1417  -2.2165
 1BF  H17  H   HCR5   0   0.281   1.2989  -3.2273  -2.1069
 1BF  H18  H   HCR5   0   0.281   2.9041  -2.7558   2.1077
 1BF  H19  H   HCR5   0   0.278   2.4893   0.0184   2.9197
 1BF  H20  H   HNR5   0   0.420   3.9768   2.0526   2.9699
 1BF  H21  H   HCR5   0   0.250   4.7761   0.5591  -0.6832

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    1.733  0.020  1.733
 1BF  C3   C2   aromatic  1.385  0.020  1.385
 1BF  C3   C4   aromatic  1.387  0.020  1.387
 1BF  C2   C7   aromatic  1.387  0.020  1.387
 1BF  C4   C5   aromatic  1.391  0.020  1.391
 1BF  O27  C25  deloc     1.244  0.020  1.244
 1BF  C7   C6   aromatic  1.387  0.020  1.387
 1BF  N23  N22  aromatic  1.327  0.020  1.327
 1BF  N23  C24  aromatic  1.320  0.020  1.320
 1BF  C5   C6   aromatic  1.396  0.020  1.396
 1BF  C5   C8   single    1.486  0.020  1.486
 1BF  C6   C11  single    1.496  0.020  1.496
 1BF  C25  O26  deloc     1.248  0.020  1.248
 1BF  C25  C13  single    1.547  0.020  1.547
 1BF  N22  C21  aromatic  1.341  0.020  1.341
 1BF  N12  C8   single    1.357  0.020  1.357
 1BF  N12  C13  single    1.436  0.020  1.436
 1BF  C24  C20  aromatic  1.411  0.020  1.411
 1BF  C8   N9   double    1.279  0.020  1.279
 1BF  C13  C14  single    1.537  0.020  1.537
 1BF  C11  C10  single    1.533  0.020  1.533
 1BF  C14  C15  single    1.497  0.020  1.497
 1BF  C21  C20  aromatic  1.380  0.020  1.380
 1BF  C20  C19  single    1.461  0.020  1.461
 1BF  N9   C10  single    1.454  0.020  1.454
 1BF  C10  C29  single    1.532  0.020  1.532
 1BF  C10  C28  single    1.526  0.020  1.526
 1BF  C15  C19  aromatic  1.438  0.020  1.438
 1BF  C15  C16  aromatic  1.361  0.020  1.361
 1BF  C19  C18  aromatic  1.366  0.020  1.366
 1BF  C16  S17  aromatic  1.715  0.020  1.715
 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  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   121.40  3.000
 1BF  C7   C2   CL1  119.23  3.000
 1BF  C3   C2   CL1  119.36  3.000
 1BF  H1   C3   C4   120.47  3.000
 1BF  H1   C3   C2   120.80  3.000
 1BF  C4   C3   C2   118.72  3.000
 1BF  H2   C4   C5   120.66  3.000
 1BF  H2   C4   C3   118.44  3.000
 1BF  C5   C4   C3   120.89  3.000
 1BF  H3   C7   C6   120.04  3.000
 1BF  H3   C7   C2   120.43  3.000
 1BF  C6   C7   C2   119.52  3.000
 1BF  C11  C6   C5   117.57  3.000
 1BF  C11  C6   C7   122.51  3.000
 1BF  C5   C6   C7   119.92  3.000
 1BF  C8   C5   C6   117.21  3.000
 1BF  C8   C5   C4   123.22  3.000
 1BF  C6   C5   C4   119.53  3.000
 1BF  H5   C11  H4   106.56  3.000
 1BF  H5   C11  C10  111.12  3.000
 1BF  H4   C11  C10  108.74  3.000
 1BF  H5   C11  C6   110.79  3.000
 1BF  H4   C11  C6   109.09  3.000
 1BF  C10  C11  C6   110.41  3.000
 1BF  N9   C10  C29  109.61  3.000
 1BF  C29  C10  C28  108.90  3.000
 1BF  N9   C10  C28  107.54  3.000
 1BF  C28  C10  C11  109.05  3.000
 1BF  C29  C10  C11  110.88  3.000
 1BF  N9   C10  C11  110.78  3.000
 1BF  H8   C28  H7   108.01  3.000
 1BF  H8   C28  H6   108.13  3.000
 1BF  H7   C28  H6   108.11  3.000
 1BF  H8   C28  C10  110.89  3.000
 1BF  H7   C28  C10  110.44  3.000
 1BF  H6   C28  C10  111.14  3.000
 1BF  H11  C29  H10  108.13  3.000
 1BF  H11  C29  H9   108.05  3.000
 1BF  H10  C29  H9   107.53  3.000
 1BF  H11  C29  C10  111.30  3.000
 1BF  H10  C29  C10  109.72  3.000
 1BF  H9   C29  C10  111.96  3.000
 1BF  C8   N9   C10  119.01  3.000
 1BF  N12  C8   N9   121.27  3.000
 1BF  N9   C8   C5   123.06  3.000
 1BF  N12  C8   C5   115.61  3.000
 1BF  H12  N12  C13  115.63  3.000
 1BF  H12  N12  C8   116.47  3.000
 1BF  C13  N12  C8   122.09  3.000
 1BF  H13  C13  C14  108.39  3.000
 1BF  H13  C13  C25  107.60  3.000
 1BF  C14  C13  C25  110.34  3.000
 1BF  H13  C13  N12  106.50  3.000
 1BF  C14  C13  N12  109.90  3.000
 1BF  C25  C13  N12  113.89  3.000
 1BF  O27  C25  O26  127.03  3.000
 1BF  O26  C25  C13  115.11  3.000
 1BF  O27  C25  C13  117.86  3.000
 1BF  H16  C14  H15  106.09  3.000
 1BF  H16  C14  C15  111.23  3.000
 1BF  H15  C14  C15  108.88  3.000
 1BF  H16  C14  C13  108.13  3.000
 1BF  H15  C14  C13  109.73  3.000
 1BF  C15  C14  C13  112.57  3.000
 1BF  C19  C15  C16  111.63  3.000
 1BF  C16  C15  C14  123.29  3.000
 1BF  C19  C15  C14  125.00  3.000
 1BF  H17  C16  S17  120.31  3.000
 1BF  H17  C16  C15  127.04  3.000
 1BF  S17  C16  C15  112.63  3.000
 1BF  C18  S17  C16   91.42  3.000
 1BF  H18  C18  C19  127.31  3.000
 1BF  H18  C18  S17  120.40  3.000
 1BF  C19  C18  S17  112.27  3.000
 1BF  C20  C19  C18  122.82  3.000
 1BF  C18  C19  C15  112.05  3.000
 1BF  C20  C19  C15  125.12  3.000
 1BF  C24  C20  C21  103.61  3.000
 1BF  C21  C20  C19  126.88  3.000
 1BF  C24  C20  C19  129.51  3.000
 1BF  H19  C21  N22  122.11  3.000
 1BF  H19  C21  C20  131.22  3.000
 1BF  N22  C21  C20  106.66  3.000
 1BF  H20  N22  N23  119.92  3.000
 1BF  H20  N22  C21  126.91  3.000
 1BF  N23  N22  C21  113.17  3.000
 1BF  C24  N23  N22  104.85  3.000
 1BF  H21  C24  N23  120.11  3.000
 1BF  H21  C24  C20  128.18  3.000
 1BF  N23  C24  C20  111.71  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  Var_01    N9   C8   C5   C4   -159.32  30.0  1
 1BF  Var_02    C10  C11  C6   C7    145.38  30.0  1
 1BF  Var_03    N9   C10  C11  C6     53.02  30.0  1
 1BF  Var_04    C19  C15  C14  C13   -64.09  30.0  2
 1BF  Var_05    H9   C29  C10  C11    58.93  30.0  3
 1BF  Var_06    H6   C28  C10  C11    59.82  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

