# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 14:24:43 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 2-{(1S)-1-[(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)amino]-2-phenylethyl}-4-oxo-1,4-dihydropyrimidine-5-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)Cc2cc(Cl)ccc2C(=N1)N[C@@H](Cc3ccccc3)C4=NC(=O)C(=CN4)C#N
#
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
 1BB  1BB  2-{(1S)-1-[(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)amino]-2-phenylethyl}-4-oxo-1,4-dihydropyrimidine-5-carbonitrile  ligand  53  31  .  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_1BB
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
 1BB  CL1  CL  CL    0  -0.121  -6.0861   1.9537  -0.9977
 1BB  C1   C   CR6   0  -0.031  -4.5056   1.3825  -0.5806
 1BB  C2   C   CR16  0  -0.286  -3.6955   2.1660   0.2281
 1BB  C3   C   CR66  0   0.119  -2.4293   1.7144   0.5666
 1BB  C4   C   CR66  0  -0.002  -1.9848   0.4813   0.0854
 1BB  C5   C   CR16  0  -0.300  -2.8186  -0.2986  -0.7085
 1BB  C6   C   CR16  0  -0.217  -4.0842   0.1494  -1.0525
 1BB  C9   C   C     0  -0.496  -1.4904   2.5001   1.4274
 1BB  C10  C   CR6   0   0.030  -0.6475   1.5712   2.3107
 1BB  N11  N   N     0  -0.418  -0.0132   0.5332   1.5087
 1BB  C12  C   CR6   0   0.462  -0.6392   0.0485   0.5114
 1BB  N13  N   NH1   0  -0.661  -0.0680  -0.9760  -0.2010
 1BB  C14  C   CH1   0  -0.160   1.2470  -1.4064   0.1752
 1BB  C15  C   CH2   0  -0.563   1.7304  -2.5226  -0.7614
 1BB  C27  C   CH3   0  -0.635   0.4652   2.3781   2.9727
 1BB  C28  C   CH3   0  -0.634  -1.5092   0.9102   3.3903
 1BB  C7   C   CR6   0   0.542   2.2388  -0.2620   0.1467
 1BB  N8   N   NR16  0  -0.640   3.0934  -0.1632   1.1950
 1BB  C11  C   CR16  0   0.121   4.0265   0.8009   1.2309
 1BB  C13  C   CR6   0  -0.299   4.1108   1.6721   0.1937
 1BB  C19  C   CR6   0   0.479   3.1961   1.5482  -0.9399
 1BB  N24  N   N     0  -0.450   2.2839   0.5178  -0.8752
 1BB  O25  O   O     0  -0.447   3.2350   2.3075  -1.8921
 1BB  C26  C   CR6   0   0.156   0.8051  -3.7075  -0.7406
 1BB  C29  C   CR16  0  -0.322  -0.1192  -3.9077  -1.7616
 1BB  C30  C   CR16  0  -0.239  -0.9962  -4.9841  -1.7264
 1BB  C31  C   CR16  0  -0.271  -0.9598  -5.8764  -0.6636
 1BB  C32  C   CR16  0  -0.239  -0.0383  -5.6880   0.3594
 1BB  C33  C   CR16  0  -0.305   0.8372  -4.6121   0.3187
 1BB  C8   C   CSP   0   0.070   5.0771   2.7076   0.1813
 1BB  N9   N   NS    0  -0.250   5.8529   3.5597   0.1561
 1BB  H1   H   HCR6  0   0.276  -4.0480   3.1206   0.5970
 1BB  H2   H   HCR6  0   0.258  -2.5027  -1.2741  -1.0553
 1BB  H3   H   HCR6  0   0.284  -4.7308  -0.4569  -1.6712
 1BB  H4   H   H     0   0.261  -0.8177   3.0753   0.7800
 1BB  H5   H   H     0   0.257  -2.0338   3.2233   2.0389
 1BB  H6   H   HNH1  0   0.392  -0.2679  -0.9920  -1.1897
 1BB  H7   H   HCH1  0   0.292   1.2029  -1.7961   1.1971
 1BB  H8   H   HCH2  0   0.275   1.8176  -2.1236  -1.7754
 1BB  H9   H   HCH2  0   0.285   2.7347  -2.8215  -0.4530
 1BB  H10  H   HCH3  0   0.220   0.0528   3.1520   3.6223
 1BB  H11  H   HCH3  0   0.229   1.1027   1.7289   3.5742
 1BB  H12  H   HCH3  0   0.224   1.0927   2.8642   2.2238
 1BB  H13  H   HCH3  0   0.229  -2.3062   0.3026   2.9584
 1BB  H14  H   HCH3  0   0.232  -0.8978   0.2605   4.0178
 1BB  H15  H   HCH3  0   0.225  -1.9709   1.6614   4.0335
 1BB  H16  H   HNR6  0   0.450   2.9913  -0.7827   1.9865
 1BB  H17  H   HCR6  0   0.348   4.6673   0.8345   2.0998
 1BB  H18  H   HCR6  0   0.251  -0.1514  -3.2193  -2.5983
 1BB  H19  H   HCR6  0   0.256  -1.7070  -5.1255  -2.5303
 1BB  H20  H   HCR6  0   0.256  -1.6414  -6.7164  -0.6337
 1BB  H21  H   HCR6  0   0.256   0.0009  -6.3823   1.1888
 1BB  H22  H   HCR6  0   0.250   1.5580  -4.4763   1.1169

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
 1BB  N9   C8   triple    1.153  0.020  1.153
 1BB  CL1  C1   single    1.732  0.020  1.732
 1BB  C8   C13  single    1.416  0.020  1.416
 1BB  C11  C13  double    1.357  0.020  1.357
 1BB  C11  N8   single    1.342  0.020  1.342
 1BB  C6   C1   aromatic  1.386  0.020  1.386
 1BB  C6   C5   aromatic  1.386  0.020  1.386
 1BB  C1   C2   aromatic  1.387  0.020  1.387
 1BB  C13  C19  single    1.462  0.020  1.462
 1BB  N8   C7   single    1.356  0.020  1.356
 1BB  C5   C4   aromatic  1.391  0.020  1.391
 1BB  C2   C3   aromatic  1.386  0.020  1.386
 1BB  C19  O25  double    1.219  0.020  1.219
 1BB  C19  N24  single    1.378  0.020  1.378
 1BB  C4   C3   aromatic  1.396  0.020  1.396
 1BB  C4   C12  single    1.476  0.020  1.476
 1BB  C3   C9   single    1.497  0.020  1.497
 1BB  C7   N24  double    1.286  0.020  1.286
 1BB  C7   C14  single    1.515  0.020  1.515
 1BB  N13  C12  single    1.372  0.020  1.372
 1BB  N13  C14  single    1.434  0.020  1.434
 1BB  C12  N11  double    1.273  0.020  1.273
 1BB  C14  C15  single    1.535  0.020  1.535
 1BB  C9   C10  single    1.534  0.020  1.534
 1BB  C15  C26  single    1.504  0.020  1.504
 1BB  N11  C10  single    1.457  0.020  1.457
 1BB  C10  C28  single    1.531  0.020  1.531
 1BB  C10  C27  single    1.526  0.020  1.526
 1BB  C33  C26  aromatic  1.393  0.020  1.393
 1BB  C33  C32  aromatic  1.388  0.020  1.388
 1BB  C26  C29  aromatic  1.392  0.020  1.392
 1BB  C32  C31  aromatic  1.390  0.020  1.390
 1BB  C29  C30  aromatic  1.389  0.020  1.389
 1BB  C31  C30  aromatic  1.388  0.020  1.388
 1BB  C2   H1   single    0.930  0.020  1.080
 1BB  C5   H2   single    0.930  0.020  1.080
 1BB  C6   H3   single    0.930  0.020  1.080
 1BB  C9   H4   single    0.970  0.020  1.090
 1BB  C9   H5   single    0.970  0.020  1.090
 1BB  N13  H6   single    0.890  0.020  1.040
 1BB  C14  H7   single    0.970  0.020  1.090
 1BB  C15  H8   single    0.970  0.020  1.090
 1BB  C15  H9   single    0.970  0.020  1.090
 1BB  C27  H10  single    0.970  0.020  1.090
 1BB  C27  H11  single    0.970  0.020  1.090
 1BB  C27  H12  single    0.970  0.020  1.090
 1BB  C28  H13  single    0.970  0.020  1.090
 1BB  C28  H14  single    0.970  0.020  1.090
 1BB  C28  H15  single    0.970  0.020  1.090
 1BB  N8   H16  single    0.860  0.020  1.020
 1BB  C11  H17  single    0.930  0.020  1.080
 1BB  C29  H18  single    0.930  0.020  1.080
 1BB  C30  H19  single    0.930  0.020  1.080
 1BB  C31  H20  single    0.930  0.020  1.080
 1BB  C32  H21  single    0.930  0.020  1.080
 1BB  C33  H22  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
 1BB  C6   C1   C2   121.57  3.000
 1BB  C2   C1   CL1  119.15  3.000
 1BB  C6   C1   CL1  119.28  3.000
 1BB  H1   C2   C3   120.10  3.000
 1BB  H1   C2   C1   120.44  3.000
 1BB  C3   C2   C1   119.46  3.000
 1BB  C9   C3   C4   117.52  3.000
 1BB  C9   C3   C2   122.85  3.000
 1BB  C4   C3   C2   119.62  3.000
 1BB  C12  C4   C5   123.15  3.000
 1BB  C12  C4   C3   116.72  3.000
 1BB  C5   C4   C3   120.07  3.000
 1BB  H2   C5   C6   118.57  3.000
 1BB  H2   C5   C4   120.88  3.000
 1BB  C6   C5   C4   120.54  3.000
 1BB  H3   C6   C5   120.47  3.000
 1BB  H3   C6   C1   120.80  3.000
 1BB  C5   C6   C1   118.73  3.000
 1BB  H5   C9   H4   106.77  3.000
 1BB  H5   C9   C10  110.61  3.000
 1BB  H4   C9   C10  108.69  3.000
 1BB  H5   C9   C3   110.95  3.000
 1BB  H4   C9   C3   108.70  3.000
 1BB  C10  C9   C3   110.98  3.000
 1BB  C28  C10  C27  109.44  3.000
 1BB  C27  C10  N11  107.35  3.000
 1BB  C28  C10  N11  108.99  3.000
 1BB  C27  C10  C9   109.29  3.000
 1BB  C28  C10  C9   110.99  3.000
 1BB  N11  C10  C9   110.71  3.000
 1BB  C12  N11  C10  119.23  3.000
 1BB  N13  C12  N11  119.09  3.000
 1BB  N11  C12  C4   124.23  3.000
 1BB  N13  C12  C4   116.64  3.000
 1BB  H6   N13  C14  115.72  3.000
 1BB  H6   N13  C12  115.99  3.000
 1BB  C14  N13  C12  118.01  3.000
 1BB  H7   C14  C7   108.23  3.000
 1BB  H7   C14  C15  108.87  3.000
 1BB  C7   C14  C15  109.37  3.000
 1BB  H7   C14  N13  108.35  3.000
 1BB  C15  C14  N13  110.31  3.000
 1BB  C7   C14  N13  111.64  3.000
 1BB  H9   C15  H8   106.76  3.000
 1BB  H9   C15  C26  110.26  3.000
 1BB  H8   C15  C26  110.46  3.000
 1BB  H9   C15  C14  108.44  3.000
 1BB  H8   C15  C14  109.01  3.000
 1BB  C26  C15  C14  111.76  3.000
 1BB  H12  C27  H11  107.90  3.000
 1BB  H12  C27  H10  108.05  3.000
 1BB  H11  C27  H10  108.34  3.000
 1BB  H12  C27  C10  110.92  3.000
 1BB  H11  C27  C10  110.54  3.000
 1BB  H10  C27  C10  110.96  3.000
 1BB  H15  C28  H14  107.94  3.000
 1BB  H15  C28  H13  107.91  3.000
 1BB  H14  C28  H13  107.78  3.000
 1BB  H15  C28  C10  110.88  3.000
 1BB  H14  C28  C10  110.33  3.000
 1BB  H13  C28  C10  111.86  3.000
 1BB  N24  C7   N8   123.22  3.000
 1BB  N24  C7   C14  119.73  3.000
 1BB  N8   C7   C14  116.95  3.000
 1BB  H16  N8   C11  119.34  3.000
 1BB  H16  N8   C7   119.81  3.000
 1BB  C11  N8   C7   120.74  3.000
 1BB  H17  C11  C13  123.91  3.000
 1BB  H17  C11  N8   117.15  3.000
 1BB  C13  C11  N8   118.94  3.000
 1BB  C8   C13  C19  118.82  3.000
 1BB  C19  C13  C11  119.96  3.000
 1BB  C8   C13  C11  121.22  3.000
 1BB  O25  C19  N24  121.60  3.000
 1BB  N24  C19  C13  116.18  3.000
 1BB  O25  C19  C13  122.22  3.000
 1BB  C19  N24  C7   120.93  3.000
 1BB  C33  C26  C29  118.67  3.000
 1BB  C29  C26  C15  120.79  3.000
 1BB  C33  C26  C15  120.53  3.000
 1BB  H18  C29  C30  119.54  3.000
 1BB  H18  C29  C26  119.65  3.000
 1BB  C30  C29  C26  120.81  3.000
 1BB  H19  C30  C31  120.13  3.000
 1BB  H19  C30  C29  119.80  3.000
 1BB  C31  C30  C29  120.07  3.000
 1BB  H20  C31  C32  120.17  3.000
 1BB  H20  C31  C30  120.23  3.000
 1BB  C32  C31  C30  119.60  3.000
 1BB  H21  C32  C33  119.80  3.000
 1BB  H21  C32  C31  120.08  3.000
 1BB  C33  C32  C31  120.12  3.000
 1BB  H22  C33  C32  119.68  3.000
 1BB  H22  C33  C26  119.59  3.000
 1BB  C32  C33  C26  120.74  3.000
 1BB  N9   C8   C13  180.00  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
 1BB  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 1BB  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 1BB  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 1BB  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 1BB  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 1BB  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 1BB  CONST_07  C31  C32  C33  C26    0.00   0.0  0
 1BB  CONST_08  C31  C30  C29  C26    0.00   0.0  0
 1BB  CONST_09  C32  C33  C26  C29    0.00   0.0  0
 1BB  CONST_10  C32  C31  C30  C29    0.00   0.0  0
 1BB  CONST_11  C33  C26  C29  C30    0.00   0.0  0
 1BB  CONST_12  C33  C32  C31  C30    0.00   0.0  0
 1BB  CONST_13  C10  N11  C12  C4     0.00   0.0  0
 1BB  CONST_14  C19  N24  C7   N8     0.00   0.0  0
 1BB  CONST_15  N24  C7   N8   C11    0.00   0.0  0
 1BB  CONST_16  C5   C6   C1   CL1  180.00   0.0  0
 1BB  CONST_17  C3   C2   C1   CL1  180.00   0.0  0
 1BB  CONST_18  C32  C33  C26  C15  180.00   0.0  0
 1BB  CONST_19  C30  C29  C26  C15  180.00   0.0  0
 1BB  CONST_20  N13  C12  N11  C10  180.00   0.0  0
 1BB  CONST_21  C11  N8   C7   C14  180.00   0.0  0
 1BB  CONST_22  C19  N24  C7   C14  180.00   0.0  0
 1BB  CONST_23  H2   C5   C6   C1   180.00   0.0  0
 1BB  CONST_24  H3   C6   C1   C2   180.00   0.0  0
 1BB  CONST_25  H1   C2   C3   C4   180.00   0.0  0
 1BB  CONST_26  H21  C32  C33  C26  180.00   0.0  0
 1BB  CONST_27  H19  C30  C29  C26  180.00   0.0  0
 1BB  CONST_28  H22  C33  C26  C29  180.00   0.0  0
 1BB  CONST_29  H20  C31  C30  C29  180.00   0.0  0
 1BB  CONST_30  H18  C29  C30  C31  180.00   0.0  0
 1BB  CONST_31  H16  N8   C7   N24  180.00   0.0  0
 1BB  CONST_32  C14  N13  C12  C4   180.00   0.0  0
 1BB  CONST_33  C14  N13  C12  N11    0.00   0.0  0
 1BB  Var_01    C10  C9   C3   C2   145.37  30.0  1
 1BB  Var_02    N11  C12  C4   C3    17.97  30.0  1
 1BB  Var_03    N11  C10  C9   C3    51.47  30.0  1
 1BB  Var_04    C33  C26  C15  C14  -77.52  30.0  2
 1BB  Var_05    H13  C28  C10  C9    60.60  30.0  3
 1BB  Var_06    H10  C27  C10  C9    62.10  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
 1BB  chir_01  C14  C7  N13  C15  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
 1BB  plan-1  C14  0.020
 1BB  plan-1  C7   0.020
 1BB  plan-1  N8   0.020
 1BB  plan-1  C11  0.020
 1BB  plan-1  C13  0.020
 1BB  plan-1  C19  0.020
 1BB  plan-1  N24  0.020
 1BB  plan-1  O25  0.020
 1BB  plan-1  C8   0.020
 1BB  plan-1  N9   0.020
 1BB  plan-1  H16  0.020
 1BB  plan-1  H17  0.020
 1BB  plan-2  C15  0.020
 1BB  plan-2  C26  0.020
 1BB  plan-2  C29  0.020
 1BB  plan-2  C30  0.020
 1BB  plan-2  C31  0.020
 1BB  plan-2  C32  0.020
 1BB  plan-2  C33  0.020
 1BB  plan-2  H18  0.020
 1BB  plan-2  H19  0.020
 1BB  plan-2  H20  0.020
 1BB  plan-2  H21  0.020
 1BB  plan-2  H22  0.020
 1BB  plan-3  CL1  0.020
 1BB  plan-3  C1   0.020
 1BB  plan-3  C2   0.020
 1BB  plan-3  C3   0.020
 1BB  plan-3  C4   0.020
 1BB  plan-3  C5   0.020
 1BB  plan-3  C6   0.020
 1BB  plan-3  C9   0.020
 1BB  plan-3  C12  0.020
 1BB  plan-3  H1   0.020
 1BB  plan-3  H2   0.020
 1BB  plan-3  H3   0.020
 1BB  plan-4  C4   0.020
 1BB  plan-4  C10  0.020
 1BB  plan-4  N11  0.020
 1BB  plan-4  C12  0.020
 1BB  plan-4  N13  0.020
 1BB  plan-4  C14  0.020
 1BB  plan-4  H6   0.020

