# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 10:53:06 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: N-[(9-cyano-10-methyl-9,10-dihydroacridin-9-yl)carbonyl]-beta-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1c2ccccc2C(C#N)(C(=O)NCCC(O)=O)c3ccccc13
#
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
 BC1  BC1  N-[(9-cyano-10-methyl-9,10-dihydroacridin-9-yl)carbonyl]-beta-alanine  ligand  41  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BC1
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
 BC1  O1   O  OC    -1  -0.623   0.9493   1.3726  -5.8344
 BC1  C1   C  C      0   0.422   0.0526   1.3602  -4.9683
 BC1  O2   O  O      0  -0.605  -1.0946   1.8347  -5.0742
 BC1  C2   C  CH2    0  -0.625   0.4166   0.6786  -3.6352
 BC1  C3   C  CH2    0  -0.251  -0.6837   0.7278  -2.5921
 BC1  N1   N  NH1    0  -0.630  -0.2496   0.0750  -1.3663
 BC1  C4   C  C      0   0.625  -1.0640  -0.5772  -0.5471
 BC1  O3   O  O      0  -0.467  -2.2605  -0.7331  -0.7100
 BC1  C5   C  CR6    0  -0.414  -0.4024  -1.2004   0.7321
 BC1  C6   C  CSP    0   0.166  -0.7042  -2.6290   0.6504
 BC1  N2   N  NS     0  -0.240  -0.9337  -3.7528   0.5752
 BC1  C7   C  CR6    0   0.110  -1.0925  -0.5858   1.9357
 BC1  C8   C  C1     0  -0.316  -2.2461  -1.1204   2.4899
 BC1  C9   C  C1     0  -0.266  -2.9079  -0.4707   3.5201
 BC1  C10  C  C1     0  -0.252  -2.4043   0.7316   3.9946
 BC1  C11  C  C1     0  -0.339  -1.2460   1.2722   3.4612
 BC1  C12  C  CR6    0   0.363  -0.5761   0.6209   2.4218
 BC1  N3   N  NR6    0  -0.615   0.5970   1.1300   1.8774
 BC1  C13  C  CR6    0   0.354   1.5283   0.2375   1.3697
 BC1  C14  C  CR6    0   0.025   1.0910  -0.9822   0.8329
 BC1  C15  C  C1     0  -0.290   2.0166  -1.8892   0.3316
 BC1  C16  C  C1     0  -0.264   3.3724  -1.6058   0.3434
 BC1  C17  C  C1     0  -0.246   3.8039  -0.3943   0.8650
 BC1  C18  C  C1     0  -0.338   2.8981   0.5180   1.3787
 BC1  C19  C  CH3    0  -0.574   0.9961   2.4877   2.1778
 BC1  H2   H  HCH2   0   0.234   1.3267   1.1486  -3.2456
 BC1  H3   H  HCH2   0   0.241   0.6852  -0.3635  -3.8373
 BC1  H4   H  HCH2   0   0.243  -1.5769   0.2198  -2.9504
 BC1  H5   H  HCH2   0   0.239  -0.9632   1.7612  -2.3759
 BC1  H6   H  HNH1   0   0.409   0.7249   0.1515  -1.1196
 BC1  H7   H  H      0   0.262  -2.6459  -2.0527   2.1124
 BC1  H8   H  H      0   0.258  -3.8088  -0.8967   3.9399
 BC1  H9   H  H      0   0.262  -2.9063   1.2534   4.7988
 BC1  H10  H  H      0   0.280  -0.8606   2.1936   3.8747
 BC1  H11  H  H      0   0.266   1.6772  -2.8253  -0.0938
 BC1  H12  H  H      0   0.262   4.0798  -2.3195  -0.0558
 BC1  H13  H  H      0   0.265   4.8592  -0.1557   0.8866
 BC1  H14  H  H      0   0.283   3.2665   1.4402   1.8047
 BC1  H15  H  HCH3   0   0.270   1.6515   2.8577   1.3925
 BC1  H16  H  HCH3   0   0.271   0.1176   3.1281   2.1913
 BC1  H17  H  HCH3   0   0.247   1.5122   2.5813   3.1372

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
 BC1  O1   C1   deloc     1.247  0.020  1.247
 BC1  C1   O2   deloc     1.246  0.020  1.246
 BC1  C1   C2   single    1.541  0.020  1.541
 BC1  C2   C3   single    1.517  0.020  1.517
 BC1  C2   H2   single    0.970  0.020  1.090
 BC1  C2   H3   single    0.970  0.020  1.090
 BC1  C3   N1   single    1.455  0.020  1.455
 BC1  C3   H4   single    0.970  0.020  1.090
 BC1  C3   H5   single    0.970  0.020  1.090
 BC1  N1   C4   single    1.327  0.020  1.327
 BC1  N1   H6   single    0.860  0.020  1.020
 BC1  C4   O3   double    1.218  0.020  1.218
 BC1  C4   C5   single    1.569  0.020  1.569
 BC1  C5   C6   single    1.462  0.020  1.462
 BC1  C5   C7   single    1.517  0.020  1.517
 BC1  C5   C14  single    1.513  0.020  1.513
 BC1  C6   N2   triple    1.149  0.020  1.149
 BC1  C7   C8   aromatic  1.387  0.020  1.387
 BC1  C7   C12  aromatic  1.400  0.020  1.400
 BC1  C8   C9   aromatic  1.386  0.020  1.386
 BC1  C8   H7   single    0.930  0.020  1.080
 BC1  C9   C10  aromatic  1.387  0.020  1.387
 BC1  C9   H8   single    0.930  0.020  1.080
 BC1  C10  C11  aromatic  1.385  0.020  1.385
 BC1  C10  H9   single    0.930  0.020  1.080
 BC1  C11  C12  aromatic  1.398  0.020  1.398
 BC1  C11  H10  single    0.930  0.020  1.080
 BC1  C12  N3   single    1.390  0.020  1.390
 BC1  N3   C13  single    1.386  0.020  1.386
 BC1  N3   C19  single    1.447  0.020  1.447
 BC1  C13  C14  aromatic  1.402  0.020  1.402
 BC1  C13  C18  aromatic  1.398  0.020  1.398
 BC1  C14  C15  aromatic  1.390  0.020  1.390
 BC1  C15  C16  aromatic  1.385  0.020  1.385
 BC1  C15  H11  single    0.930  0.020  1.080
 BC1  C16  C17  aromatic  1.388  0.020  1.388
 BC1  C16  H12  single    0.930  0.020  1.080
 BC1  C17  C18  aromatic  1.384  0.020  1.384
 BC1  C17  H13  single    0.930  0.020  1.080
 BC1  C18  H14  single    0.930  0.020  1.080
 BC1  C19  H15  single    0.970  0.020  1.090
 BC1  C19  H16  single    0.970  0.020  1.090
 BC1  C19  H17  single    0.970  0.020  1.090

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
 BC1  C2   C1   O2   117.36  3.000
 BC1  C2   C1   O1   115.82  3.000
 BC1  O2   C1   O1   126.82  3.000
 BC1  H3   C2   H2   105.67  3.000
 BC1  H3   C2   C3   109.61  3.000
 BC1  H2   C2   C3   110.12  3.000
 BC1  H3   C2   C1   108.62  3.000
 BC1  H2   C2   C1   108.30  3.000
 BC1  C3   C2   C1   114.15  3.000
 BC1  H5   C3   H4   107.27  3.000
 BC1  H5   C3   N1   109.52  3.000
 BC1  H4   C3   N1   108.23  3.000
 BC1  H5   C3   C2   110.63  3.000
 BC1  H4   C3   C2   110.72  3.000
 BC1  N1   C3   C2   110.38  3.000
 BC1  H6   N1   C4   118.66  3.000
 BC1  H6   N1   C3   117.42  3.000
 BC1  C4   N1   C3   123.89  3.000
 BC1  C5   C4   O3   118.20  3.000
 BC1  C5   C4   N1   116.09  3.000
 BC1  O3   C4   N1   125.71  3.000
 BC1  C14  C5   C7   109.74  3.000
 BC1  C14  C5   C6   110.39  3.000
 BC1  C7   C5   C6   110.25  3.000
 BC1  C14  C5   C4   114.41  3.000
 BC1  C7   C5   C4   107.10  3.000
 BC1  C6   C5   C4   104.79  3.000
 BC1  N2   C6   C5   180.00  3.000
 BC1  C12  C7   C8   120.02  3.000
 BC1  C12  C7   C5   117.18  3.000
 BC1  C8   C7   C5   122.62  3.000
 BC1  H7   C8   C9   119.11  3.000
 BC1  H7   C8   C7   119.99  3.000
 BC1  C9   C8   C7   120.89  3.000
 BC1  H8   C9   C10  120.73  3.000
 BC1  H8   C9   C8   120.11  3.000
 BC1  C10  C9   C8   119.15  3.000
 BC1  H9   C10  C11  119.07  3.000
 BC1  H9   C10  C9   120.25  3.000
 BC1  C11  C10  C9   120.67  3.000
 BC1  H10  C11  C12  120.72  3.000
 BC1  H10  C11  C10  118.91  3.000
 BC1  C12  C11  C10  120.36  3.000
 BC1  N3   C12  C11  121.68  3.000
 BC1  N3   C12  C7   119.42  3.000
 BC1  C11  C12  C7   118.89  3.000
 BC1  C19  N3   C13  119.67  3.000
 BC1  C19  N3   C12  119.69  3.000
 BC1  C13  N3   C12  118.34  3.000
 BC1  C18  C13  C14  118.84  3.000
 BC1  C18  C13  N3   121.77  3.000
 BC1  C14  C13  N3   119.38  3.000
 BC1  C15  C14  C13  119.87  3.000
 BC1  C15  C14  C5   122.65  3.000
 BC1  C13  C14  C5   117.31  3.000
 BC1  H11  C15  C16  119.15  3.000
 BC1  H11  C15  C14  119.81  3.000
 BC1  C16  C15  C14  121.02  3.000
 BC1  H12  C16  C17  120.77  3.000
 BC1  H12  C16  C15  120.14  3.000
 BC1  C17  C16  C15  119.09  3.000
 BC1  H13  C17  C18  119.04  3.000
 BC1  H13  C17  C16  120.21  3.000
 BC1  C18  C17  C16  120.75  3.000
 BC1  H14  C18  C17  119.05  3.000
 BC1  H14  C18  C13  120.52  3.000
 BC1  C17  C18  C13  120.42  3.000
 BC1  H17  C19  H16  108.67  3.000
 BC1  H17  C19  H15  108.65  3.000
 BC1  H16  C19  H15  107.19  3.000
 BC1  H17  C19  N3   113.13  3.000
 BC1  H16  C19  N3   109.42  3.000
 BC1  H15  C19  N3   109.61  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
 BC1  CONST_01  C10  C9   C8   C7      0.00   0.0  0
 BC1  CONST_02  C10  C11  C12  C7      0.00   0.0  0
 BC1  CONST_03  C11  C12  C7   C8      0.00   0.0  0
 BC1  CONST_04  C11  C10  C9   C8      0.00   0.0  0
 BC1  CONST_05  C12  C7   C8   C9      0.00   0.0  0
 BC1  CONST_06  C12  C11  C10  C9      0.00   0.0  0
 BC1  CONST_07  C16  C15  C14  C13     0.00   0.0  0
 BC1  CONST_08  C16  C17  C18  C13     0.00   0.0  0
 BC1  CONST_09  C17  C18  C13  C14     0.00   0.0  0
 BC1  CONST_10  C17  C16  C15  C14     0.00   0.0  0
 BC1  CONST_11  C18  C13  C14  C15     0.00   0.0  0
 BC1  CONST_12  C18  C17  C16  C15     0.00   0.0  0
 BC1  CONST_13  H7   C8   C7   C5      0.00   0.0  0
 BC1  CONST_14  H11  C15  C14  C5      0.00   0.0  0
 BC1  CONST_15  H8   C9   C8   C7    180.00   0.0  0
 BC1  CONST_16  H10  C11  C12  C7    180.00   0.0  0
 BC1  CONST_17  H9   C10  C9   C8    180.00   0.0  0
 BC1  CONST_18  H14  C18  C13  N3      0.00   0.0  0
 BC1  CONST_19  H13  C17  C18  C13   180.00   0.0  0
 BC1  CONST_20  H12  C16  C15  C14   180.00   0.0  0
 BC1  CONST_21  C5   C4   N1   C3    180.00   0.0  0
 BC1  CONST_22  H6   N1   C4   C5      0.00   0.0  0
 BC1  CONST_23  O3   C4   N1   C3      0.00   0.0  0
 BC1  Var_01    C13  N3   C12  C7    -29.46  30.0  1
 BC1  Var_02    C14  C13  N3   C12    29.93  30.0  1
 BC1  Var_03    H15  C19  N3   C12  -156.38  30.0  3
 BC1  Var_04    C3   C2   C1   O1    177.96  30.0  3
 BC1  Var_05    N1   C3   C2   C1   -179.43  30.0  3
 BC1  Var_06    C4   N1   C3   C2   -147.99  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
 BC1  chir_01  C5  C6  C7  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
 BC1  plan-1  C3   0.020
 BC1  plan-1  N1   0.020
 BC1  plan-1  C4   0.020
 BC1  plan-1  O3   0.020
 BC1  plan-1  C5   0.020
 BC1  plan-1  H6   0.020
 BC1  plan-2  C5   0.020
 BC1  plan-2  C7   0.020
 BC1  plan-2  C8   0.020
 BC1  plan-2  C9   0.020
 BC1  plan-2  C10  0.020
 BC1  plan-2  C11  0.020
 BC1  plan-2  C12  0.020
 BC1  plan-2  N3   0.020
 BC1  plan-2  H7   0.020
 BC1  plan-2  H8   0.020
 BC1  plan-2  H9   0.020
 BC1  plan-2  H10  0.020
 BC1  plan-3  C5   0.020
 BC1  plan-3  N3   0.020
 BC1  plan-3  C13  0.020
 BC1  plan-3  C14  0.020
 BC1  plan-3  C15  0.020
 BC1  plan-3  C16  0.020
 BC1  plan-3  C17  0.020
 BC1  plan-3  C18  0.020
 BC1  plan-3  H11  0.020
 BC1  plan-3  H12  0.020
 BC1  plan-3  H13  0.020
 BC1  plan-3  H14  0.020
 BC1  plan-4  O1   0.020
 BC1  plan-4  C1   0.020
 BC1  plan-4  O2   0.020
 BC1  plan-4  C2   0.020

