# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 05:37:34 2021
#   Inital geometry file: a 148 line input string
#   Ligand name: (4~{R})-6-[(~{E})-5-(7-methoxy-3,4-dihydro-2~{H}-quinolin-1-yl)pent-1-enyl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2CCCN(CCC/C=C/c3cccc4NC(=O)C[C@@H](C)Nc34)c2c1
#
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
 OSN  OSN  (4~{R})-6-[(~{E})-5-(7-methoxy-3,4-dihydro-2~{H}-quinolin-1-yl)pent-1-enyl]-4-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one  ligand  61  30  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OSN
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
 OSN  C4   C  CR6   0   0.383  28.5456  24.4170  106.2400
 OSN  C14  C  C1    0  -0.204  26.0940  28.3990  104.4957
 OSN  C5   C  CR16  0  -0.469  28.5502  25.8049  106.3540
 OSN  C6   C  CR6   0   0.407  29.6890  26.5063  106.7683
 OSN  C7   C  CH2   0  -0.280  30.9048  28.5949  107.1444
 OSN  C8   C  CH2   0  -0.467  31.8390  27.8243  108.0559
 OSN  C9   C  CH2   0  -0.478  32.1373  26.4638  107.4500
 OSN  C10  C  CH3   0  -0.431  27.3010  22.4769  105.6710
 OSN  C12  C  CH2   0  -0.444  28.5201  28.8838  104.9612
 OSN  C13  C  CH2   0  -0.498  27.1807  29.4263  104.4504
 OSN  N1   N  NT    0  -0.525  29.6642  27.8724  106.9386
 OSN  N2   N  NH1   0  -0.669  23.2527  27.8895  101.6557
 OSN  C3   C  CR16  0  -0.415  29.6921  23.6866  106.5255
 OSN  N3   N  NH1   0  -0.703  21.4722  25.7537  101.6015
 OSN  C1   C  CR6   0  -0.001  30.8668  25.7679  107.0395
 OSN  C2   C  CR16  0  -0.300  30.8263  24.3910  106.9199
 OSN  O1   O  O2    0  -0.475  27.3731  23.8755  105.8431
 OSN  C15  C  C1    0  -0.319  25.5287  27.8593  103.4151
 OSN  C16  C  CR6   0   0.055  24.5253  26.7851  103.4327
 OSN  C17  C  CR6   0   0.217  23.4705  26.8010  102.5047
 OSN  C18  C  CR6   0   0.334  22.5516  25.7404  102.4965
 OSN  C19  C  CR16  0  -0.333  22.6603  24.7061  103.4164
 OSN  C20  C  CR16  0  -0.260  23.6786  24.7157  104.3575
 OSN  C21  C  CR16  0  -0.335  24.6062  25.7434  104.3579
 OSN  C22  C  CH1   0  -0.084  23.4341  27.7432  100.2125
 OSN  C23  C  CH2   0  -0.619  22.9046  26.3859   99.7544
 OSN  C24  C  C     0   0.497  21.5260  26.0877  100.2888
 OSN  C25  C  CH3   0  -0.666  22.7377  28.8975   99.5114
 OSN  O2   O  O     0  -0.476  20.5208  26.1127   99.5967
 OSN  H1   H  H     0   0.245  25.7641  28.0710  105.4784
 OSN  H2   H  HCR6  0   0.254  27.6343  26.3226  106.1047
 OSN  H3   H  HCH2  0   0.254  28.5732  29.6161  106.9840
 OSN  H4   H  HCH2  0   0.242  27.6128  28.1828  106.8167
 OSN  H5   H  HCH2  0   0.219  31.4089  28.8101  106.1921
 OSN  H6   H  HCH2  0   0.241  30.6578  29.5587  107.5935
 OSN  H7   H  HCH2  0   0.242  32.7581  28.3940  108.1993
 OSN  H8   H  HCH2  0   0.232  31.3727  27.7085  109.0379
 OSN  H9   H  HCH2  0   0.245  32.6907  25.8410  108.1563
 OSN  H10  H  HCH2  0   0.236  32.7931  26.5924  106.5821
 OSN  H11  H  HCH3  0   0.253  26.2847  22.2559  105.3526
 OSN  H12  H  HCH3  0   0.224  27.9934  22.1208  104.9032
 OSN  H13  H  HCH3  0   0.224  27.5024  21.9369  106.5999
 OSN  H14  H  HCH2  0   0.233  28.7542  27.9548  104.4345
 OSN  H15  H  HCH2  0   0.242  29.3131  29.5911  104.7047
 OSN  H16  H  HCH2  0   0.246  27.3042  29.7813  103.4249
 OSN  H17  H  HCH2  0   0.238  26.8923  30.2968  105.0495
 OSN  H19  H  HCR6  0   0.264  29.7280  22.6087  106.4527
 OSN  H20  H  HNH1  0   0.400  20.5762  25.4411  101.9495
 OSN  H21  H  HCR6  0   0.242  31.7269  23.8305  107.1462
 OSN  H22  H  H     0   0.252  25.8371  28.2216  102.4367
 OSN  H23  H  HCR6  0   0.267  21.9396  23.8980  103.3963
 OSN  H24  H  HCR6  0   0.253  23.7606  23.9085  105.0729
 OSN  H25  H  HCR6  0   0.260  25.4293  25.7190  105.0593
 OSN  H26  H  HCH1  0   0.241  24.5007  27.7724   99.9482
 OSN  H27  H  HCH2  0   0.284  22.8678  26.3687   98.6659
 OSN  H28  H  HCH2  0   0.284  23.5948  25.5957  100.0632
 OSN  H29  H  HCH3  0   0.238  23.1289  29.8544   99.8603
 OSN  H30  H  HCH3  0   0.233  22.9002  28.8457   98.4347
 OSN  H31  H  HCH3  0   0.229  21.6629  28.8869   99.6974
 OSN  C11  C  CH2   0  -0.329  28.5386  28.6507  106.4745
 OSN  H18  H  HNH1  0   0.374  23.7128  28.7260  101.9874

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
 OSN  C23  C22  single    1.527  0.020  1.527
 OSN  C23  C24  single    1.508  0.020  1.508
 OSN  C25  C22  single    1.520  0.020  1.520
 OSN  O2   C24  double    1.221  0.020  1.221
 OSN  C22  N2   single    1.462  0.020  1.462
 OSN  C24  N3   single    1.356  0.020  1.356
 OSN  N2   C17  single    1.397  0.020  1.397
 OSN  N3   C18  single    1.402  0.020  1.402
 OSN  C17  C18  aromatic  1.403  0.020  1.403
 OSN  C17  C16  aromatic  1.405  0.020  1.405
 OSN  C18  C19  aromatic  1.388  0.020  1.388
 OSN  C15  C16  single    1.470  0.020  1.470
 OSN  C15  C14  double    1.334  0.020  1.334
 OSN  C16  C21  aromatic  1.396  0.020  1.396
 OSN  C19  C20  aromatic  1.387  0.020  1.387
 OSN  C21  C20  aromatic  1.384  0.020  1.384
 OSN  C13  C14  single    1.496  0.020  1.496
 OSN  C13  C12  single    1.533  0.020  1.533
 OSN  C12  C11  single    1.531  0.020  1.531
 OSN  C10  O1   single    1.411  0.020  1.411
 OSN  O1   C4   single    1.351  0.020  1.351
 OSN  C11  N1   single    1.445  0.020  1.445
 OSN  C4   C5   aromatic  1.393  0.020  1.393
 OSN  C4   C3   aromatic  1.389  0.020  1.389
 OSN  C5   C6   aromatic  1.400  0.020  1.400
 OSN  C3   C2   aromatic  1.392  0.020  1.392
 OSN  C6   N1   single    1.377  0.020  1.377
 OSN  C6   C1   aromatic  1.416  0.020  1.416
 OSN  C2   C1   aromatic  1.383  0.020  1.383
 OSN  C7   N1   single    1.450  0.020  1.450
 OSN  C7   C8   single    1.516  0.020  1.516
 OSN  C1   C9   single    1.506  0.020  1.506
 OSN  C9   C8   single    1.519  0.020  1.519
 OSN  C14  H1   single    0.930  0.020  1.080
 OSN  C5   H2   single    0.930  0.020  1.080
 OSN  C11  H3   single    0.970  0.020  1.090
 OSN  C11  H4   single    0.970  0.020  1.090
 OSN  C7   H5   single    0.970  0.020  1.090
 OSN  C7   H6   single    0.970  0.020  1.090
 OSN  C8   H7   single    0.970  0.020  1.090
 OSN  C8   H8   single    0.970  0.020  1.090
 OSN  C9   H9   single    0.970  0.020  1.090
 OSN  C9   H10  single    0.970  0.020  1.090
 OSN  C10  H11  single    0.970  0.020  1.090
 OSN  C10  H12  single    0.970  0.020  1.090
 OSN  C10  H13  single    0.970  0.020  1.090
 OSN  C12  H14  single    0.970  0.020  1.090
 OSN  C12  H15  single    0.970  0.020  1.090
 OSN  C13  H16  single    0.970  0.020  1.090
 OSN  C13  H17  single    0.970  0.020  1.090
 OSN  N2   H18  single    0.890  0.020  1.040
 OSN  C3   H19  single    0.930  0.020  1.080
 OSN  N3   H20  single    0.860  0.020  1.020
 OSN  C2   H21  single    0.930  0.020  1.080
 OSN  C15  H22  single    0.930  0.020  1.080
 OSN  C19  H23  single    0.930  0.020  1.080
 OSN  C20  H24  single    0.930  0.020  1.080
 OSN  C21  H25  single    0.930  0.020  1.080
 OSN  C22  H26  single    0.970  0.020  1.090
 OSN  C23  H27  single    0.970  0.020  1.090
 OSN  C23  H28  single    0.970  0.020  1.090
 OSN  C25  H29  single    0.970  0.020  1.090
 OSN  C25  H30  single    0.970  0.020  1.090
 OSN  C25  H31  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
 OSN  O1   C4   C3   124.47  3.000
 OSN  C3   C4   C5   120.30  3.000
 OSN  O1   C4   C5   115.23  3.000
 OSN  H1   C14  C15  118.79  3.000
 OSN  H1   C14  C13  117.06  3.000
 OSN  C15  C14  C13  124.14  3.000
 OSN  H2   C5   C6   121.16  3.000
 OSN  H2   C5   C4   117.10  3.000
 OSN  C6   C5   C4   121.75  3.000
 OSN  C1   C6   N1   120.57  3.000
 OSN  C1   C6   C5   118.15  3.000
 OSN  N1   C6   C5   121.26  3.000
 OSN  H6   C7   H5   106.70  3.000
 OSN  H6   C7   N1   107.74  3.000
 OSN  H5   C7   N1   111.53  3.000
 OSN  H6   C7   C8   109.93  3.000
 OSN  H5   C7   C8   109.75  3.000
 OSN  N1   C7   C8   111.06  3.000
 OSN  H8   C8   H7   107.25  3.000
 OSN  H8   C8   C9   110.31  3.000
 OSN  H7   C8   C9   110.78  3.000
 OSN  H8   C8   C7   109.34  3.000
 OSN  H7   C8   C7   109.45  3.000
 OSN  C9   C8   C7   109.67  3.000
 OSN  H10  C9   H9   106.02  3.000
 OSN  H10  C9   C1   110.09  3.000
 OSN  H9   C9   C1   109.90  3.000
 OSN  H10  C9   C8   109.17  3.000
 OSN  H9   C9   C8   110.62  3.000
 OSN  C1   C9   C8   110.92  3.000
 OSN  H13  C10  H12  108.60  3.000
 OSN  H13  C10  H11  108.70  3.000
 OSN  H12  C10  H11  108.66  3.000
 OSN  H13  C10  O1   112.12  3.000
 OSN  H12  C10  O1   112.10  3.000
 OSN  H11  C10  O1   106.55  3.000
 OSN  H15  C12  H14  106.34  3.000
 OSN  H15  C12  C13  109.07  3.000
 OSN  H14  C12  C13  109.11  3.000
 OSN  H15  C12  C11  108.76  3.000
 OSN  H14  C12  C11  110.13  3.000
 OSN  C13  C12  C11  113.19  3.000
 OSN  H17  C13  H16  106.56  3.000
 OSN  H17  C13  C12  109.21  3.000
 OSN  H16  C13  C12  109.22  3.000
 OSN  H17  C13  C14  109.75  3.000
 OSN  H16  C13  C14  109.50  3.000
 OSN  C12  C13  C14  112.43  3.000
 OSN  C7   N1   C11  116.33  3.000
 OSN  C7   N1   C6   119.76  3.000
 OSN  C11  N1   C6   120.58  3.000
 OSN  H18  N2   C22  110.50  3.000
 OSN  H18  N2   C17  111.98  3.000
 OSN  C22  N2   C17  120.16  3.000
 OSN  H19  C3   C2   119.77  3.000
 OSN  H19  C3   C4   122.54  3.000
 OSN  C2   C3   C4   117.68  3.000
 OSN  H20  N3   C24  116.41  3.000
 OSN  H20  N3   C18  117.36  3.000
 OSN  C24  N3   C18  126.14  3.000
 OSN  C2   C1   C9   120.57  3.000
 OSN  C9   C1   C6   120.86  3.000
 OSN  C2   C1   C6   118.57  3.000
 OSN  H21  C2   C1   118.18  3.000
 OSN  H21  C2   C3   118.30  3.000
 OSN  C1   C2   C3   123.52  3.000
 OSN  C10  O1   C4   118.52  3.000
 OSN  H22  C15  C16  116.59  3.000
 OSN  H22  C15  C14  118.28  3.000
 OSN  C16  C15  C14  125.13  3.000
 OSN  C21  C16  C17  119.33  3.000
 OSN  C21  C16  C15  120.91  3.000
 OSN  C17  C16  C15  119.76  3.000
 OSN  C18  C17  C16  119.14  3.000
 OSN  C16  C17  N2   121.81  3.000
 OSN  C18  C17  N2   118.88  3.000
 OSN  C19  C18  C17  120.52  3.000
 OSN  C19  C18  N3   119.35  3.000
 OSN  C17  C18  N3   120.04  3.000
 OSN  H23  C19  C20  120.43  3.000
 OSN  H23  C19  C18  119.44  3.000
 OSN  C20  C19  C18  120.13  3.000
 OSN  H24  C20  C21  120.20  3.000
 OSN  H24  C20  C19  119.96  3.000
 OSN  C21  C20  C19  119.83  3.000
 OSN  H25  C21  C20  119.56  3.000
 OSN  H25  C21  C16  119.40  3.000
 OSN  C20  C21  C16  121.00  3.000
 OSN  H26  C22  C25  108.27  3.000
 OSN  H26  C22  C23  106.73  3.000
 OSN  C25  C22  C23  112.20  3.000
 OSN  H26  C22  N2   110.80  3.000
 OSN  C25  C22  N2   108.82  3.000
 OSN  C23  C22  N2   110.00  3.000
 OSN  H28  C23  H27  106.98  3.000
 OSN  H28  C23  C24  109.51  3.000
 OSN  H27  C23  C24  108.67  3.000
 OSN  H28  C23  C22  109.79  3.000
 OSN  H27  C23  C22  109.00  3.000
 OSN  C24  C23  C22  112.72  3.000
 OSN  O2   C24  C23  123.21  3.000
 OSN  O2   C24  N3   121.42  3.000
 OSN  C23  C24  N3   115.35  3.000
 OSN  H31  C25  H30  108.35  3.000
 OSN  H31  C25  H29  107.90  3.000
 OSN  H30  C25  H29  107.70  3.000
 OSN  H31  C25  C22  111.44  3.000
 OSN  H30  C25  C22  110.57  3.000
 OSN  H29  C25  C22  110.76  3.000
 OSN  H4   C11  H3   105.03  3.000
 OSN  H4   C11  N1   109.20  3.000
 OSN  H3   C11  N1   107.55  3.000
 OSN  H4   C11  C12  111.38  3.000
 OSN  H3   C11  C12  109.08  3.000
 OSN  N1   C11  C12  114.13  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
 OSN  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 OSN  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 OSN  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 OSN  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 OSN  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 OSN  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 OSN  CONST_07  C19  C20  C21  C16     0.00   0.0  0
 OSN  CONST_08  C20  C21  C16  C17     0.00   0.0  0
 OSN  CONST_09  C21  C20  C19  C18     0.00   0.0  0
 OSN  CONST_10  O1   C4   C5   C6    180.00   0.0  0
 OSN  CONST_11  O1   C4   C3   C2    180.00   0.0  0
 OSN  CONST_12  C20  C21  C16  C15   180.00   0.0  0
 OSN  CONST_13  H21  C2   C3   C4    180.00   0.0  0
 OSN  CONST_14  H19  C3   C4   C5    180.00   0.0  0
 OSN  CONST_15  H2   C5   C6   N1      0.00   0.0  0
 OSN  CONST_16  H24  C20  C21  C16   180.00   0.0  0
 OSN  CONST_17  H25  C21  C16  C17   180.00   0.0  0
 OSN  CONST_18  H23  C19  C20  C21   180.00   0.0  0
 OSN  Var_01    C7   N1   C6   C5   -169.51  30.0  1
 OSN  Var_02    C8   C7   N1   C6    -40.12  30.0  1
 OSN  Var_03    C8   C9   C1   C6     23.19  30.0  1
 OSN  Var_04    C1   C9   C8   C7    -49.67  30.0  1
 OSN  Var_05    N1   C7   C8   C9     58.76  30.0  1
 OSN  Var_06    C17  C16  C15  C14   142.49  30.0  2
 OSN  Var_07    C12  C11  N1   C6    -76.84  30.0  3
 OSN  Var_08    C3   C4   O1   C10    -1.61  30.0  2
 OSN  Var_09    C16  C15  C14  C13   175.65   0.0  2
 OSN  Var_10    N1   C11  C12  C13   167.00  30.0  3
 OSN  Var_11    H11  C10  O1   C4   -179.93  30.0  3
 OSN  Var_12    C11  C12  C13  C14   -71.05  30.0  3
 OSN  Var_13    C15  C14  C13  C12  -111.71  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
 OSN  chir_01  C22  C23  C25  N2  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
 OSN  plan-1  C4   0.020
 OSN  plan-1  C5   0.020
 OSN  plan-1  C6   0.020
 OSN  plan-1  C9   0.020
 OSN  plan-1  N1   0.020
 OSN  plan-1  C3   0.020
 OSN  plan-1  C1   0.020
 OSN  plan-1  C2   0.020
 OSN  plan-1  O1   0.020
 OSN  plan-1  H2   0.020
 OSN  plan-1  H19  0.020
 OSN  plan-1  H21  0.020
 OSN  plan-2  N2   0.020
 OSN  plan-2  N3   0.020
 OSN  plan-2  C15  0.020
 OSN  plan-2  C16  0.020
 OSN  plan-2  C17  0.020
 OSN  plan-2  C18  0.020
 OSN  plan-2  C19  0.020
 OSN  plan-2  C20  0.020
 OSN  plan-2  C21  0.020
 OSN  plan-2  H23  0.020
 OSN  plan-2  H24  0.020
 OSN  plan-2  H25  0.020
 OSN  plan-3  N3   0.020
 OSN  plan-3  C18  0.020
 OSN  plan-3  C23  0.020
 OSN  plan-3  C24  0.020
 OSN  plan-3  O2   0.020
 OSN  plan-3  H20  0.020
 OSN  plan-4  C14  0.020
 OSN  plan-4  C13  0.020
 OSN  plan-4  C15  0.020
 OSN  plan-4  C16  0.020
 OSN  plan-4  H1   0.020
 OSN  plan-4  H22  0.020

