# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 02:49:54 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: 2-{(1S)-1-[(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)amino]-2-phenylethyl}pyrido[4,3-d]pyrimidin-4(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)Cc2cc(Cl)ccc2C(=N1)N[C@@H](Cc3ccccc3)C4=NC(=O)c5cnccc5N4
#
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
 1BS  1BS  2-{(1S)-1-[(6-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)amino]-2-phenylethyl}pyrido[4,3-d]pyrimidin-4(1H)-one  ligand  57  33  .  2022-07-22  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_1BS
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
 1BS  CL1  CL  CL    0  -0.121  -6.3704   2.2796  -0.6897
 1BS  C1   C   CR6   0  -0.031  -4.7938   1.6258  -0.3981
 1BS  C2   C   CR16  0  -0.285  -3.8724   2.3787   0.3148
 1BS  C3   C   CR66  0   0.118  -2.6085   1.8619   0.5539
 1BS  C4   C   CR66  0  -0.003  -2.2781   0.5944   0.0716
 1BS  C5   C   CR16  0  -0.302  -3.2213  -0.1532  -0.6256
 1BS  C6   C   CR16  0  -0.217  -4.4852   0.3602  -0.8712
 1BS  C9   C   C     0  -0.497  -1.5541   2.6145   1.3047
 1BS  C10  C   CR6   0   0.032  -0.6815   1.6634   2.1344
 1BS  N11  N   N     0  -0.415  -0.1899   0.5619   1.3174
 1BS  C12  C   CR6   0   0.460  -0.9280   0.0913   0.3933
 1BS  N13  N   NH1   0  -0.659  -0.4865  -0.9875  -0.3309
 1BS  C14  C   CH1   0  -0.169   0.8252  -1.4960  -0.0550
 1BS  C15  C   CH2   0  -0.560   1.1344  -2.6859  -0.9729
 1BS  C27  C   CH3   0  -0.634   0.5405   2.4183   2.6494
 1BS  C28  C   CH3   0  -0.633  -1.4666   1.0958   3.3206
 1BS  C7   C   CR6   0   0.522   1.8948  -0.4351  -0.2220
 1BS  N8   N   NR16  0  -0.719   2.8478  -0.3955   0.7266
 1BS  C19  C   CR6   0   0.453   2.8582   1.2616  -1.4692
 1BS  N24  N   N     0  -0.472   1.8817   0.3126  -1.2755
 1BS  O25  O   O     0  -0.451   2.8420   1.9855  -2.4508
 1BS  C26  C   CR6   0   0.157   0.1797  -3.8231  -0.7389
 1BS  C29  C   CR16  0  -0.320  -0.8781  -4.0630  -1.6107
 1BS  C30  C   CR16  0  -0.240  -1.7775  -5.0941  -1.3709
 1BS  C31  C   CR16  0  -0.271  -1.6295  -5.8997  -0.2501
 1BS  C32  C   CR16  0  -0.239  -0.5744  -5.6709   0.6248
 1BS  C33  C   CR16  0  -0.305   0.3226  -4.6410   0.3799
 1BS  C8   C   CR66  0  -0.257   3.9105   1.3553  -0.4474
 1BS  C16  C   CR66  0   0.507   3.8757   0.4990   0.6509
 1BS  C17  C   CR16  0  -0.386   4.8721   0.5887   1.6220
 1BS  C18  C   CR16  0  -0.058   5.8558   1.5333   1.4353
 1BS  N20  N   N     0  -0.412   5.9141   2.3634   0.3868
 1BS  C21  C   CR16  0  -0.069   4.9635   2.2683  -0.5215
 1BS  H1   H   HCR6  0   0.276  -4.1360   3.3599   0.6879
 1BS  H2   H   HCR6  0   0.258  -2.9911  -1.1528  -0.9714
 1BS  H3   H   HCR6  0   0.284  -5.2168  -0.2212  -1.4148
 1BS  H4   H   H     0   0.261  -0.9171   3.1409   0.5838
 1BS  H5   H   H     0   0.256  -2.0044   3.3784   1.9412
 1BS  H6   H   HNH1  0   0.390  -0.7714  -1.0157  -1.2983
 1BS  H7   H   HCH1  0   0.286   0.8449  -1.8408   0.9840
 1BS  H8   H   HCH2  0   0.273   1.0940  -2.3555  -2.0138
 1BS  H9   H   HCH2  0   0.283   2.1597  -3.0119  -0.7840
 1BS  H10  H   HCH3  0   0.218   0.2491   3.2395   3.3062
 1BS  H11  H   HCH3  0   0.228   1.1948   1.7471   3.2073
 1BS  H12  H   HCH3  0   0.224   1.1165   2.8344   1.8214
 1BS  H13  H   HCH3  0   0.229  -2.3547   0.5489   2.9983
 1BS  H14  H   HCH3  0   0.231  -0.8406   0.4112   3.8944
 1BS  H15  H   HCH3  0   0.224  -1.7893   1.8963   3.9888
 1BS  H16  H   HNR6  0   0.432   2.7698  -0.9938   1.5369
 1BS  H17  H   HCR6  0   0.249  -0.9959  -3.4409  -2.4907
 1BS  H18  H   HCR6  0   0.256  -2.5931  -5.2667  -2.0613
 1BS  H19  H   HCR6  0   0.256  -2.3296  -6.7031  -0.0613
 1BS  H20  H   HCR6  0   0.256  -0.4491  -6.2983   1.4980
 1BS  H21  H   HCR6  0   0.249   1.1449  -4.4752   1.0671
 1BS  H22  H   HCR6  0   0.298   4.8771  -0.0576   2.4891
 1BS  H23  H   HCR6  0   0.281   6.6459   1.6327   2.1700
 1BS  H24  H   HCR6  0   0.279   5.0203   2.9443  -1.3669

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
 1BS  C18  N20  aromatic  1.339  0.020  1.339
 1BS  C18  C17  aromatic  1.376  0.020  1.376
 1BS  N20  C21  aromatic  1.318  0.020  1.318
 1BS  C17  C16  aromatic  1.394  0.020  1.394
 1BS  CL1  C1   single    1.732  0.020  1.732
 1BS  C21  C8   aromatic  1.396  0.020  1.396
 1BS  C16  C8   aromatic  1.393  0.020  1.393
 1BS  C16  N8   single    1.365  0.020  1.365
 1BS  C6   C1   aromatic  1.386  0.020  1.386
 1BS  C6   C5   aromatic  1.386  0.020  1.386
 1BS  C1   C2   aromatic  1.387  0.020  1.387
 1BS  C8   C19  single    1.470  0.020  1.470
 1BS  N8   C7   single    1.345  0.020  1.345
 1BS  C5   C4   aromatic  1.391  0.020  1.391
 1BS  C2   C3   aromatic  1.386  0.020  1.386
 1BS  C19  O25  double    1.220  0.020  1.220
 1BS  C19  N24  single    1.375  0.020  1.375
 1BS  C4   C3   aromatic  1.396  0.020  1.396
 1BS  C4   C12  single    1.476  0.020  1.476
 1BS  C3   C9   single    1.497  0.020  1.497
 1BS  C7   N24  double    1.292  0.020  1.292
 1BS  C7   C14  single    1.516  0.020  1.516
 1BS  N13  C12  single    1.372  0.020  1.372
 1BS  N13  C14  single    1.434  0.020  1.434
 1BS  C12  N11  double    1.273  0.020  1.273
 1BS  C14  C15  single    1.534  0.020  1.534
 1BS  C9   C10  single    1.534  0.020  1.534
 1BS  C15  C26  single    1.503  0.020  1.503
 1BS  N11  C10  single    1.457  0.020  1.457
 1BS  C10  C28  single    1.532  0.020  1.532
 1BS  C10  C27  single    1.526  0.020  1.526
 1BS  C33  C26  aromatic  1.393  0.020  1.393
 1BS  C33  C32  aromatic  1.388  0.020  1.388
 1BS  C26  C29  aromatic  1.392  0.020  1.392
 1BS  C32  C31  aromatic  1.390  0.020  1.390
 1BS  C29  C30  aromatic  1.389  0.020  1.389
 1BS  C31  C30  aromatic  1.388  0.020  1.388
 1BS  C2   H1   single    0.930  0.020  1.080
 1BS  C5   H2   single    0.930  0.020  1.080
 1BS  C6   H3   single    0.930  0.020  1.080
 1BS  C9   H4   single    0.970  0.020  1.090
 1BS  C9   H5   single    0.970  0.020  1.090
 1BS  N13  H6   single    0.890  0.020  1.040
 1BS  C14  H7   single    0.970  0.020  1.090
 1BS  C15  H8   single    0.970  0.020  1.090
 1BS  C15  H9   single    0.970  0.020  1.090
 1BS  C27  H10  single    0.970  0.020  1.090
 1BS  C27  H11  single    0.970  0.020  1.090
 1BS  C27  H12  single    0.970  0.020  1.090
 1BS  C28  H13  single    0.970  0.020  1.090
 1BS  C28  H14  single    0.970  0.020  1.090
 1BS  C28  H15  single    0.970  0.020  1.090
 1BS  N8   H16  single    0.860  0.020  1.020
 1BS  C29  H17  single    0.930  0.020  1.080
 1BS  C30  H18  single    0.930  0.020  1.080
 1BS  C31  H19  single    0.930  0.020  1.080
 1BS  C32  H20  single    0.930  0.020  1.080
 1BS  C33  H21  single    0.930  0.020  1.080
 1BS  C17  H22  single    0.930  0.020  1.080
 1BS  C18  H23  single    0.930  0.020  1.080
 1BS  C21  H24  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
 1BS  C6   C1   C2   121.55  3.000
 1BS  C2   C1   CL1  119.11  3.000
 1BS  C6   C1   CL1  119.34  3.000
 1BS  H1   C2   C3   120.04  3.000
 1BS  H1   C2   C1   120.49  3.000
 1BS  C3   C2   C1   119.47  3.000
 1BS  C9   C3   C4   117.58  3.000
 1BS  C9   C3   C2   122.76  3.000
 1BS  C4   C3   C2   119.65  3.000
 1BS  C12  C4   C5   123.11  3.000
 1BS  C12  C4   C3   116.79  3.000
 1BS  C5   C4   C3   120.05  3.000
 1BS  H2   C5   C6   118.64  3.000
 1BS  H2   C5   C4   120.82  3.000
 1BS  C6   C5   C4   120.54  3.000
 1BS  H3   C6   C5   120.46  3.000
 1BS  H3   C6   C1   120.80  3.000
 1BS  C5   C6   C1   118.73  3.000
 1BS  H5   C9   H4   106.67  3.000
 1BS  H5   C9   C10  110.68  3.000
 1BS  H4   C9   C10  108.82  3.000
 1BS  H5   C9   C3   110.71  3.000
 1BS  H4   C9   C3   108.71  3.000
 1BS  C10  C9   C3   111.11  3.000
 1BS  C28  C10  C27  109.41  3.000
 1BS  C27  C10  N11  107.04  3.000
 1BS  C28  C10  N11  109.09  3.000
 1BS  C27  C10  C9   109.35  3.000
 1BS  C28  C10  C9   110.92  3.000
 1BS  N11  C10  C9   110.94  3.000
 1BS  C12  N11  C10  119.41  3.000
 1BS  N13  C12  N11  119.16  3.000
 1BS  N11  C12  C4   124.23  3.000
 1BS  N13  C12  C4   116.56  3.000
 1BS  H6   N13  C14  115.66  3.000
 1BS  H6   N13  C12  115.92  3.000
 1BS  C14  N13  C12  118.15  3.000
 1BS  H7   C14  C7   108.19  3.000
 1BS  H7   C14  C15  108.65  3.000
 1BS  C7   C14  C15  109.56  3.000
 1BS  H7   C14  N13  108.11  3.000
 1BS  C15  C14  N13  110.15  3.000
 1BS  C7   C14  N13  112.10  3.000
 1BS  H9   C15  H8   106.84  3.000
 1BS  H9   C15  C26  110.08  3.000
 1BS  H8   C15  C26  110.70  3.000
 1BS  H9   C15  C14  108.50  3.000
 1BS  H8   C15  C14  109.15  3.000
 1BS  C26  C15  C14  111.45  3.000
 1BS  H12  C27  H11  107.83  3.000
 1BS  H12  C27  H10  108.10  3.000
 1BS  H11  C27  H10  108.38  3.000
 1BS  H12  C27  C10  110.81  3.000
 1BS  H11  C27  C10  110.40  3.000
 1BS  H10  C27  C10  111.20  3.000
 1BS  H15  C28  H14  107.94  3.000
 1BS  H15  C28  H13  107.92  3.000
 1BS  H14  C28  H13  107.92  3.000
 1BS  H15  C28  C10  110.73  3.000
 1BS  H14  C28  C10  110.24  3.000
 1BS  H13  C28  C10  111.96  3.000
 1BS  N24  C7   N8   124.42  3.000
 1BS  N24  C7   C14  119.19  3.000
 1BS  N8   C7   C14  116.29  3.000
 1BS  H16  N8   C16  119.39  3.000
 1BS  H16  N8   C7   119.57  3.000
 1BS  C16  N8   C7   120.91  3.000
 1BS  C8   C19  O25  122.08  3.000
 1BS  O25  C19  N24  120.89  3.000
 1BS  C8   C19  N24  117.03  3.000
 1BS  C19  N24  C7   120.46  3.000
 1BS  C33  C26  C29  118.67  3.000
 1BS  C29  C26  C15  121.04  3.000
 1BS  C33  C26  C15  120.26  3.000
 1BS  H17  C29  C30  119.72  3.000
 1BS  H17  C29  C26  119.49  3.000
 1BS  C30  C29  C26  120.79  3.000
 1BS  H18  C30  C31  120.19  3.000
 1BS  H18  C30  C29  119.74  3.000
 1BS  C31  C30  C29  120.07  3.000
 1BS  H19  C31  C32  120.24  3.000
 1BS  H19  C31  C30  120.18  3.000
 1BS  C32  C31  C30  119.59  3.000
 1BS  H20  C32  C33  119.85  3.000
 1BS  H20  C32  C31  120.02  3.000
 1BS  C33  C32  C31  120.13  3.000
 1BS  H21  C33  C32  119.46  3.000
 1BS  H21  C33  C26  119.80  3.000
 1BS  C32  C33  C26  120.74  3.000
 1BS  C21  C8   C16  117.57  3.000
 1BS  C16  C8   C19  119.40  3.000
 1BS  C21  C8   C19  123.03  3.000
 1BS  C17  C16  C8   119.45  3.000
 1BS  C8   C16  N8   117.74  3.000
 1BS  C17  C16  N8   122.81  3.000
 1BS  H22  C17  C18  121.04  3.000
 1BS  H22  C17  C16  121.55  3.000
 1BS  C18  C17  C16  117.41  3.000
 1BS  H23  C18  N20  116.26  3.000
 1BS  H23  C18  C17  119.48  3.000
 1BS  N20  C18  C17  124.26  3.000
 1BS  C21  N20  C18  117.62  3.000
 1BS  H24  C21  N20  117.04  3.000
 1BS  H24  C21  C8   119.27  3.000
 1BS  N20  C21  C8   123.69  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
 1BS  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 1BS  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 1BS  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 1BS  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 1BS  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 1BS  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 1BS  CONST_07  C31  C32  C33  C26    0.00   0.0  0
 1BS  CONST_08  C31  C30  C29  C26    0.00   0.0  0
 1BS  CONST_09  C32  C33  C26  C29    0.00   0.0  0
 1BS  CONST_10  C32  C31  C30  C29    0.00   0.0  0
 1BS  CONST_11  C33  C26  C29  C30    0.00   0.0  0
 1BS  CONST_12  C33  C32  C31  C30    0.00   0.0  0
 1BS  CONST_13  C18  N20  C21  C8     0.00   0.0  0
 1BS  CONST_14  C18  C17  C16  C8     0.00   0.0  0
 1BS  CONST_15  N20  C18  C17  C16    0.00   0.0  0
 1BS  CONST_16  N20  C21  C8   C16    0.00   0.0  0
 1BS  CONST_17  C21  N20  C18  C17    0.00   0.0  0
 1BS  CONST_18  C21  C8   C16  C17    0.00   0.0  0
 1BS  CONST_19  C10  N11  C12  C4     0.00   0.0  0
 1BS  CONST_20  C19  N24  C7   N8     0.00   0.0  0
 1BS  CONST_21  C16  N8   C7   N24    0.00   0.0  0
 1BS  CONST_22  C5   C6   C1   CL1  180.00   0.0  0
 1BS  CONST_23  C3   C2   C1   CL1  180.00   0.0  0
 1BS  CONST_24  C32  C33  C26  C15  180.00   0.0  0
 1BS  CONST_25  C30  C29  C26  C15  180.00   0.0  0
 1BS  CONST_26  N13  C12  N11  C10  180.00   0.0  0
 1BS  CONST_27  C16  N8   C7   C14  180.00   0.0  0
 1BS  CONST_28  C19  N24  C7   C14  180.00   0.0  0
 1BS  CONST_29  H2   C5   C6   C1   180.00   0.0  0
 1BS  CONST_30  H3   C6   C1   C2   180.00   0.0  0
 1BS  CONST_31  H1   C2   C3   C4   180.00   0.0  0
 1BS  CONST_32  H22  C17  C16  N8     0.00   0.0  0
 1BS  CONST_33  H24  C21  C8   C19    0.00   0.0  0
 1BS  CONST_34  H20  C32  C33  C26  180.00   0.0  0
 1BS  CONST_35  H18  C30  C29  C26  180.00   0.0  0
 1BS  CONST_36  H21  C33  C26  C29  180.00   0.0  0
 1BS  CONST_37  H19  C31  C30  C29  180.00   0.0  0
 1BS  CONST_38  H17  C29  C30  C31  180.00   0.0  0
 1BS  CONST_39  H23  C18  C17  C16  180.00   0.0  0
 1BS  CONST_40  H16  N8   C7   N24  180.00   0.0  0
 1BS  CONST_41  C14  N13  C12  C4   180.00   0.0  0
 1BS  CONST_42  C14  N13  C12  N11    0.00   0.0  0
 1BS  Var_01    C10  C9   C3   C2   145.68  30.0  1
 1BS  Var_02    N11  C12  C4   C3    17.78  30.0  1
 1BS  Var_03    N11  C10  C9   C3    50.67  30.0  1
 1BS  Var_04    C33  C26  C15  C14  -76.42  30.0  2
 1BS  Var_05    H13  C28  C10  C9    59.07  30.0  3
 1BS  Var_06    H10  C27  C10  C9    62.02  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
 1BS  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
 1BS  plan-1  C15  0.020
 1BS  plan-1  C26  0.020
 1BS  plan-1  C29  0.020
 1BS  plan-1  C30  0.020
 1BS  plan-1  C31  0.020
 1BS  plan-1  C32  0.020
 1BS  plan-1  C33  0.020
 1BS  plan-1  H17  0.020
 1BS  plan-1  H18  0.020
 1BS  plan-1  H19  0.020
 1BS  plan-1  H20  0.020
 1BS  plan-1  H21  0.020
 1BS  plan-2  CL1  0.020
 1BS  plan-2  C1   0.020
 1BS  plan-2  C2   0.020
 1BS  plan-2  C3   0.020
 1BS  plan-2  C4   0.020
 1BS  plan-2  C5   0.020
 1BS  plan-2  C6   0.020
 1BS  plan-2  C9   0.020
 1BS  plan-2  C12  0.020
 1BS  plan-2  H1   0.020
 1BS  plan-2  H2   0.020
 1BS  plan-2  H3   0.020
 1BS  plan-3  C14  0.020
 1BS  plan-3  C7   0.020
 1BS  plan-3  N8   0.020
 1BS  plan-3  C19  0.020
 1BS  plan-3  N24  0.020
 1BS  plan-3  O25  0.020
 1BS  plan-3  C8   0.020
 1BS  plan-3  C16  0.020
 1BS  plan-3  C17  0.020
 1BS  plan-3  C18  0.020
 1BS  plan-3  N20  0.020
 1BS  plan-3  C21  0.020
 1BS  plan-3  H16  0.020
 1BS  plan-3  H22  0.020
 1BS  plan-3  H23  0.020
 1BS  plan-3  H24  0.020
 1BS  plan-4  C4   0.020
 1BS  plan-4  C10  0.020
 1BS  plan-4  N11  0.020
 1BS  plan-4  C12  0.020
 1BS  plan-4  N13  0.020
 1BS  plan-4  C14  0.020
 1BS  plan-4  H6   0.020

