# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 01:58:33 2022
#   Inital geometry file: a 95 line input string
#   Ligand name: ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1ncn2c1CN(C)C(=O)c3cc(F)ccc23
#
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
 FYP  FYP  'ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate'  ligand  36  22  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FYP
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
 FYP  C01  C  CH3   0  -0.689   6.5295  -0.9684  -0.4191
 FYP  C02  C  CH2   0  -0.180   5.5456  -0.0581   0.2744
 FYP  C04  C  C     0   0.541   3.1965   0.1515   0.4375
 FYP  C06  C  CR5   0  -0.080   1.9168  -0.4630   0.0755
 FYP  C07  C  CR5   0   0.365   0.6685   0.0048   0.4014
 FYP  C08  C  CH2   0  -0.441   0.1126   1.1967   1.0876
 FYP  C10  C  C     0   0.552  -1.6495   1.6971  -0.5294
 FYP  C12  C  CR6   0  -0.055  -2.2818   0.3840  -0.1516
 FYP  C13  C  CR6   0   0.345  -1.6022  -0.8314  -0.0355
 FYP  C15  C  CR15  0   0.092   0.5445  -1.8481  -0.7771
 FYP  C17  C  CR16  0  -0.275  -2.2995  -2.0107   0.2009
 FYP  C18  C  CR16  0  -0.410  -3.6762  -2.0010   0.3209
 FYP  C19  C  CR6   0   0.559  -4.3366  -0.7922   0.2104
 FYP  C20  C  CR16  0  -0.450  -3.6693   0.3871  -0.0354
 FYP  F21  F  F     0  -0.305  -5.6678  -0.7655   0.3399
 FYP  N09  N  NT    0  -0.447  -0.5313   2.0704   0.1201
 FYP  N14  N  NR5   0  -0.565  -0.1993  -0.8902  -0.1520
 FYP  N16  N  N     0  -0.426   1.8144  -1.6170  -0.6553
 FYP  O03  O  O2    0  -0.454   4.2244  -0.5308  -0.0333
 FYP  O05  O  O     0  -0.454   3.2941   1.1655   1.0916
 FYP  O11  O  O     0  -0.471  -2.1912   2.3830  -1.3823
 FYP  H1   H  HCH3  0   0.240   7.5427  -0.6457  -0.1821
 FYP  H2   H  HCH3  0   0.237   6.4231  -2.0014  -0.0882
 FYP  H3   H  HCH3  0   0.237   6.4123  -0.9342  -1.5021
 FYP  H4   H  HCH2  0   0.237   5.6945  -0.0713   1.3563
 FYP  H5   H  HCH2  0   0.237   5.6601   0.9722  -0.0679
 FYP  H7   H  HCH2  0   0.308  -0.6014   0.8960   1.8593
 FYP  H8   H  HCH2  0   0.309   0.9015   1.7489   1.5869
 FYP  H9   H  HCR5  0   0.305   0.0934  -2.6717  -1.3092
 FYP  H11  H  HCR6  0   0.300  -1.7634  -2.9440   0.3080
 FYP  H12  H  HCR6  0   0.300  -4.2197  -2.9157   0.5147
 FYP  H13  H  HCR6  0   0.296  -4.2247   1.3099  -0.1380
 FYP  H14  H  HCH3  0   0.249   0.9744   3.0248  -1.0111
 FYP  H15  H  HCH3  0   0.266  -0.4918   3.9751  -0.7440
 FYP  H16  H  HCH3  0   0.254   0.6443   3.7236   0.5815
 FYP  C22  C  CH3   0  -0.528   0.1884   3.2611  -0.2909

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
 FYP  C01  C02  single    1.509  0.020  1.509
 FYP  C02  O03  single    1.437  0.020  1.437
 FYP  C04  C06  single    1.465  0.020  1.465
 FYP  C04  O03  single    1.321  0.020  1.321
 FYP  C04  O05  double    1.211  0.020  1.211
 FYP  C06  C07  aromatic  1.372  0.020  1.372
 FYP  C06  N16  aromatic  1.370  0.020  1.370
 FYP  C07  C08  single    1.483  0.020  1.483
 FYP  C08  N09  single    1.454  0.020  1.454
 FYP  C10  C12  single    1.506  0.020  1.506
 FYP  C10  N09  single    1.346  0.020  1.346
 FYP  C10  O11  double    1.221  0.020  1.221
 FYP  C12  C13  aromatic  1.397  0.020  1.397
 FYP  C12  C20  aromatic  1.392  0.020  1.392
 FYP  C13  C17  aromatic  1.390  0.020  1.390
 FYP  C13  N14  aromatic  1.409  0.020  1.409
 FYP  C15  N14  aromatic  1.364  0.020  1.364
 FYP  C15  N16  aromatic  1.296  0.020  1.296
 FYP  C17  C18  aromatic  1.382  0.020  1.382
 FYP  C18  C19  aromatic  1.382  0.020  1.382
 FYP  C19  C20  aromatic  1.377  0.020  1.377
 FYP  C19  F21  single    1.338  0.020  1.338
 FYP  C22  N09  single    1.451  0.020  1.451
 FYP  C01  H1   single    0.970  0.020  1.090
 FYP  C01  H2   single    0.970  0.020  1.090
 FYP  C01  H3   single    0.970  0.020  1.090
 FYP  C02  H4   single    0.970  0.020  1.090
 FYP  C02  H5   single    0.970  0.020  1.090
 FYP  C08  H7   single    0.970  0.020  1.090
 FYP  C08  H8   single    0.970  0.020  1.090
 FYP  C15  H9   single    0.930  0.020  1.080
 FYP  C17  H11  single    0.930  0.020  1.080
 FYP  C18  H12  single    0.930  0.020  1.080
 FYP  C20  H13  single    0.930  0.020  1.080
 FYP  C22  H14  single    0.970  0.020  1.090
 FYP  C22  H15  single    0.970  0.020  1.090
 FYP  C22  H16  single    0.970  0.020  1.090
 FYP  N14  C07  aromatic  1.364  0.020  1.364

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
 FYP  H3   C01  H2   108.72  3.000
 FYP  H3   C01  H1   107.87  3.000
 FYP  H2   C01  H1   107.79  3.000
 FYP  H3   C01  C02  111.57  3.000
 FYP  H2   C01  C02  111.63  3.000
 FYP  H1   C01  C02  109.13  3.000
 FYP  H5   C02  H4   107.92  3.000
 FYP  H5   C02  O03  109.87  3.000
 FYP  H4   C02  O03  109.49  3.000
 FYP  H5   C02  C01  110.90  3.000
 FYP  H4   C02  C01  111.04  3.000
 FYP  O03  C02  C01  107.62  3.000
 FYP  O05  C04  O03  124.24  3.000
 FYP  O05  C04  C06  123.73  3.000
 FYP  O03  C04  C06  112.03  3.000
 FYP  N16  C06  C07  110.24  3.000
 FYP  N16  C06  C04  123.40  3.000
 FYP  C07  C06  C04  126.36  3.000
 FYP  N14  C07  C08  118.46  3.000
 FYP  N14  C07  C06  104.99  3.000
 FYP  C08  C07  C06  136.44  3.000
 FYP  H8   C08  H7   106.86  3.000
 FYP  H8   C08  N09  108.81  3.000
 FYP  H7   C08  N09  110.22  3.000
 FYP  H8   C08  C07  110.45  3.000
 FYP  H7   C08  C07  110.50  3.000
 FYP  N09  C08  C07  109.94  3.000
 FYP  O11  C10  N09  123.35  3.000
 FYP  O11  C10  C12  118.61  3.000
 FYP  N09  C10  C12  118.02  3.000
 FYP  C20  C12  C13  118.66  3.000
 FYP  C20  C12  C10  115.94  3.000
 FYP  C13  C12  C10  125.11  3.000
 FYP  N14  C13  C17  118.56  3.000
 FYP  N14  C13  C12  120.91  3.000
 FYP  C17  C13  C12  120.53  3.000
 FYP  H9   C15  N16  126.28  3.000
 FYP  H9   C15  N14  122.26  3.000
 FYP  N16  C15  N14  111.46  3.000
 FYP  H11  C17  C18  119.42  3.000
 FYP  H11  C17  C13  120.01  3.000
 FYP  C18  C17  C13  120.56  3.000
 FYP  H12  C18  C19  120.93  3.000
 FYP  H12  C18  C17  120.69  3.000
 FYP  C19  C18  C17  118.38  3.000
 FYP  F21  C19  C20  118.83  3.000
 FYP  F21  C19  C18  119.03  3.000
 FYP  C20  C19  C18  122.13  3.000
 FYP  H13  C20  C19  119.91  3.000
 FYP  H13  C20  C12  120.37  3.000
 FYP  C19  C20  C12  119.72  3.000
 FYP  C22  N09  C10  120.21  3.000
 FYP  C22  N09  C08  117.52  3.000
 FYP  C10  N09  C08  121.49  3.000
 FYP  C15  N14  C13  127.59  3.000
 FYP  C15  N14  C07  107.44  3.000
 FYP  C13  N14  C07  124.93  3.000
 FYP  C15  N16  C06  105.87  3.000
 FYP  C04  O03  C02  118.00  3.000
 FYP  H16  C22  H15  108.54  3.000
 FYP  H16  C22  H14  108.62  3.000
 FYP  H15  C22  H14  108.55  3.000
 FYP  H16  C22  N09  109.25  3.000
 FYP  H15  C22  N09  110.32  3.000
 FYP  H14  C22  N09  111.49  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
 FYP  CONST_01  C13  N14  C07  C06   180.00   0.0  0
 FYP  CONST_02  C15  N14  C07  C06     0.00   0.0  0
 FYP  CONST_03  N14  C15  N16  C06     0.00   0.0  0
 FYP  CONST_04  C15  N16  C06  C07     0.00   0.0  0
 FYP  CONST_07  N16  C15  N14  C07     0.00   0.0  0
 FYP  CONST_08  C18  C17  C13  C12     0.00   0.0  0
 FYP  CONST_10  C18  C19  C20  C12     0.00   0.0  0
 FYP  CONST_11  C19  C20  C12  C13     0.00   0.0  0
 FYP  CONST_12  C19  C18  C17  C13     0.00   0.0  0
 FYP  CONST_13  N16  C15  N14  C13   180.00   0.0  0
 FYP  CONST_15  C20  C12  C13  C17     0.00   0.0  0
 FYP  CONST_16  C20  C19  C18  C17     0.00   0.0  0
 FYP  CONST_17  N14  C13  C17  C18   180.00   0.0  0
 FYP  CONST_18  N14  C13  C12  C20   180.00   0.0  0
 FYP  CONST_19  N16  C06  C07  N14     0.00   0.0  0
 FYP  CONST_20  C12  C10  N09  C08     0.00   0.0  0
 FYP  CONST_21  C08  C07  C06  C04     0.00   0.0  0
 FYP  CONST_22  N14  C07  C06  C04   180.00   0.0  0
 FYP  CONST_23  C15  N16  C06  C04   180.00   0.0  0
 FYP  CONST_24  F21  C19  C20  C12   180.00   0.0  0
 FYP  CONST_25  F21  C19  C18  C17   180.00   0.0  0
 FYP  CONST_26  O11  C10  N09  C08   180.00   0.0  0
 FYP  CONST_27  C22  N09  C10  C12   180.00   0.0  0
 FYP  CONST_28  H9   C15  N16  C06   180.00   0.0  0
 FYP  CONST_29  H13  C20  C12  C10     0.00   0.0  0
 FYP  CONST_30  H11  C17  C13  C12   180.00   0.0  0
 FYP  CONST_31  H12  C18  C17  C13   180.00   0.0  0
 FYP  CONST_32  O11  C10  N09  C22     0.00   0.0  0
 FYP  Var_01    N09  C08  C07  C06   108.22  30.0  1
 FYP  Var_02    C10  N09  C08  C07    67.03  30.0  1
 FYP  Var_03    N09  C10  C12  C13   -49.07  30.0  1
 FYP  Var_04    O03  C04  C06  C07  -179.47  30.0  2
 FYP  Var_05    H14  C22  N09  C08    77.46  30.0  3
 FYP  Var_06    C06  C04  O03  C02  -178.53  30.0  1
 FYP  Var_07    H4   C02  O03  C04    61.48  30.0  1
 FYP  Var_08    H1   C01  C02  O03  -178.65  30.0  3

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
 FYP  plan-1  C08  0.020
 FYP  plan-1  C10  0.020
 FYP  plan-1  C12  0.020
 FYP  plan-1  N09  0.020
 FYP  plan-1  O11  0.020
 FYP  plan-1  C22  0.020
 FYP  plan-2  C04  0.020
 FYP  plan-2  C06  0.020
 FYP  plan-2  C07  0.020
 FYP  plan-2  C08  0.020
 FYP  plan-2  C13  0.020
 FYP  plan-2  C15  0.020
 FYP  plan-2  N14  0.020
 FYP  plan-2  N16  0.020
 FYP  plan-2  H9   0.020
 FYP  plan-3  C10  0.020
 FYP  plan-3  C12  0.020
 FYP  plan-3  C13  0.020
 FYP  plan-3  C17  0.020
 FYP  plan-3  C18  0.020
 FYP  plan-3  C19  0.020
 FYP  plan-3  C20  0.020
 FYP  plan-3  F21  0.020
 FYP  plan-3  N14  0.020
 FYP  plan-3  H11  0.020
 FYP  plan-3  H12  0.020
 FYP  plan-3  H13  0.020
 FYP  plan-4  C04  0.020
 FYP  plan-4  C06  0.020
 FYP  plan-4  O03  0.020
 FYP  plan-4  O05  0.020

