# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 17:31:53 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 1-(2-hydroxyethyl)-3-(2-methylbutan-2-yl)-5-[4-(2-methyl-1H-imidazol-1-yl)phenyl]-6,7-dihydropyrazolo[4,3-e][1,4]diazepin-8(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(C)(C)c1nn(CCO)c2C(=O)NCC(=Nc12)c3ccc(cc3)n4ccnc4C
#
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
 1L6  1L6  1-(2-hydroxyethyl)-3-(2-methylbutan-2-yl)-5-[4-(2-methyl-1H-imidazol-1-yl)phenyl]-6,7-dihydropyrazolo[4,3-e][1,4]diazepin-8(1H)-one  ligand  59  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 PERFECT
;

data_comp_1L6
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
 1L6  N3   N  N     0  -0.280   4.0876  -0.7334  -0.1251
 1L6  C7   C  CH3   0  -0.656   1.7441  -3.1721  -1.0430
 1L6  C6   C  CH3   0  -0.660   1.7326  -2.8145   1.4421
 1L6  C9   C  CH3   0  -0.677   3.7290  -4.9423   0.5188
 1L6  C13  C  CR16  0  -0.260  -3.5237  -0.9943   0.0182
 1L6  C20  C  CR15  0  -0.118  -6.5186  -1.1687  -0.5992
 1L6  C21  C  CR15  0  -0.219  -7.7859  -0.9933  -0.1405
 1L6  C8   C  CH2   0  -0.397   3.8763  -3.4454   0.2760
 1L6  C18  C  CR16  0  -0.283  -2.1672  -0.8163  -0.1647
 1L6  C16  C  CR16  0  -0.308  -2.5490   1.4489  -0.8538
 1L6  C26  C  C     0   0.516   2.3322   2.4209  -0.4184
 1L6  O31  O  O     0  -0.473   3.0323   3.3170   0.0340
 1L6  C1   C  CR5   0   0.288   2.7375   1.0043  -0.3894
 1L6  N4   N  NR5   0  -0.349   4.0159   0.5787  -0.3052
 1L6  C10  C  CH2   0  -0.329   5.2500   1.3330  -0.3715
 1L6  C11  C  CH2   0  -0.148   5.7819   1.6458   1.0187
 1L6  O25  O  OH1   0  -0.669   6.9978   2.3343   0.8466
 1L6  N27  N  NH1   0  -0.618   1.1114   2.6322  -0.9409
 1L6  C28  C  CH2   0  -0.431   0.3583   1.6445  -1.6798
 1L6  C29  C  C     0   0.234  -0.2010   0.5738  -0.7736
 1L6  N30  N  N     0  -0.405   0.5703  -0.2337  -0.1561
 1L6  C12  C  CR5   0  -0.046   1.9393  -0.1279  -0.2334
 1L6  C2   C  CR5   0   0.320   2.8560  -1.1966  -0.0549
 1L6  C5   C  CT    0  -0.167   2.5561  -2.6625   0.1553
 1L6  C17  C  CR6   0   0.048  -1.6556   0.4082  -0.6046
 1L6  C15  C  CR16  0  -0.253  -3.9126   1.2768  -0.6742
 1L6  C14  C  CR6   0   0.310  -4.4018   0.0561  -0.2333
 1L6  N19  N  NR5   0  -0.544  -5.7873  -0.1392  -0.0533
 1L6  C23  C  CR5   0   0.418  -6.6385   0.6001   0.7167
 1L6  C24  C  CH3   0  -0.755  -6.2245   1.7856   1.5119
 1L6  N22  N  N     0  -0.458  -7.8465   0.1014   0.6778
 1L6  H1   H  HCH3  0   0.226   2.3299  -3.1233  -1.9633
 1L6  H2   H  HCH3  0   0.230   1.4385  -4.2090  -0.8982
 1L6  H3   H  HCH3  0   0.240   0.8381  -2.5843  -1.1888
 1L6  H4   H  HCH3  0   0.246   0.8110  -2.2359   1.3936
 1L6  H5   H  HCH3  0   0.230   1.4590  -3.8570   1.6097
 1L6  H6   H  HCH3  0   0.224   2.2985  -2.4739   2.3116
 1L6  H7   H  HCH3  0   0.222   3.2478  -5.1644   1.4717
 1L6  H8   H  HCH3  0   0.222   3.1580  -5.4382  -0.2665
 1L6  H9   H  HCH3  0   0.232   4.7139  -5.4101   0.5432
 1L6  H10  H  HCR6  0   0.281  -3.9026  -1.9459   0.3676
 1L6  H11  H  HCR5  0   0.296  -6.0785  -1.8937  -1.2633
 1L6  H12  H  HCR5  0   0.253  -8.6558  -1.5939  -0.3563
 1L6  H13  H  HCH2  0   0.221   4.4683  -3.0152   1.0878
 1L6  H14  H  HCH2  0   0.221   4.4637  -3.2941  -0.6338
 1L6  H15  H  HCR6  0   0.273  -1.4897  -1.6351   0.0351
 1L6  H16  H  HCR6  0   0.264  -2.1986   2.4170  -1.1854
 1L6  H17  H  HCH2  0   0.270   5.9680   0.7262  -0.9226
 1L6  H18  H  HCH2  0   0.268   5.0795   2.2486  -0.9321
 1L6  H19  H  HCH2  0   0.207   5.0416   2.2445   1.5609
 1L6  H20  H  HCH2  0   0.202   5.9168   0.7066   1.5689
 1L6  H21  H  HOH1  0   0.460   7.3505   2.5450   1.7154
 1L6  H22  H  HNH1  0   0.413   0.7593   3.5778  -0.9131
 1L6  H23  H  HCH2  0   0.301  -0.4152   2.1647  -2.2363
 1L6  H24  H  HCH2  0   0.297   0.9979   1.1561  -2.4227
 1L6  H27  H  HCR6  0   0.281  -4.5889   2.0927  -0.8906
 1L6  H28  H  HCH3  0   0.259  -5.2637   1.6339   2.0033
 1L6  H29  H  HCH3  0   0.260  -6.1425   2.6849   0.8998
 1L6  H30  H  HCH3  0   0.270  -6.9735   1.9756   2.2772

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
 1L6  O31  C26  double    1.224  0.020  1.224
 1L6  C24  C23  single    1.486  0.020  1.486
 1L6  N27  C26  single    1.345  0.020  1.345
 1L6  N27  C28  single    1.445  0.020  1.445
 1L6  C26  C1   single    1.474  0.020  1.474
 1L6  O25  C11  single    1.408  0.020  1.408
 1L6  C18  C13  aromatic  1.380  0.020  1.380
 1L6  C18  C17  aromatic  1.398  0.020  1.398
 1L6  C28  C29  single    1.510  0.020  1.510
 1L6  C13  C14  aromatic  1.392  0.020  1.392
 1L6  C23  N22  aromatic  1.308  0.020  1.308
 1L6  C23  N19  aromatic  1.365  0.020  1.365
 1L6  C11  C10  single    1.521  0.020  1.521
 1L6  C10  N4   single    1.448  0.020  1.448
 1L6  N22  C21  aromatic  1.368  0.020  1.368
 1L6  C1   N4   aromatic  1.350  0.020  1.350
 1L6  C1   C12  aromatic  1.394  0.020  1.394
 1L6  C17  C29  single    1.474  0.020  1.474
 1L6  C17  C16  aromatic  1.394  0.020  1.394
 1L6  C29  N30  double    1.276  0.020  1.276
 1L6  C14  N19  single    1.411  0.020  1.411
 1L6  C14  C15  aromatic  1.387  0.020  1.387
 1L6  N19  C20  aromatic  1.376  0.020  1.376
 1L6  N4   N3   aromatic  1.326  0.020  1.326
 1L6  C12  N30  single    1.375  0.020  1.375
 1L6  C12  C2   aromatic  1.419  0.020  1.419
 1L6  C21  C20  aromatic  1.359  0.020  1.359
 1L6  C16  C15  aromatic  1.386  0.020  1.386
 1L6  N3   C2   aromatic  1.318  0.020  1.318
 1L6  C2   C5   single    1.511  0.020  1.511
 1L6  C5   C6   single    1.535  0.020  1.535
 1L6  C5   C8   single    1.540  0.020  1.540
 1L6  C5   C7   single    1.535  0.020  1.535
 1L6  C9   C8   single    1.524  0.020  1.524
 1L6  C7   H1   single    0.970  0.020  1.090
 1L6  C7   H2   single    0.970  0.020  1.090
 1L6  C7   H3   single    0.970  0.020  1.090
 1L6  C6   H4   single    0.970  0.020  1.090
 1L6  C6   H5   single    0.970  0.020  1.090
 1L6  C6   H6   single    0.970  0.020  1.090
 1L6  C9   H7   single    0.970  0.020  1.090
 1L6  C9   H8   single    0.970  0.020  1.090
 1L6  C9   H9   single    0.970  0.020  1.090
 1L6  C13  H10  single    0.930  0.020  1.080
 1L6  C20  H11  single    0.930  0.020  1.080
 1L6  C21  H12  single    0.930  0.020  1.080
 1L6  C8   H13  single    0.970  0.020  1.090
 1L6  C8   H14  single    0.970  0.020  1.090
 1L6  C18  H15  single    0.930  0.020  1.080
 1L6  C16  H16  single    0.930  0.020  1.080
 1L6  C10  H17  single    0.970  0.020  1.090
 1L6  C10  H18  single    0.970  0.020  1.090
 1L6  C11  H19  single    0.970  0.020  1.090
 1L6  C11  H20  single    0.970  0.020  1.090
 1L6  O25  H21  single    0.850  0.020  0.980
 1L6  N27  H22  single    0.860  0.020  1.020
 1L6  C28  H23  single    0.970  0.020  1.090
 1L6  C28  H24  single    0.970  0.020  1.090
 1L6  C15  H27  single    0.930  0.020  1.080
 1L6  C24  H28  single    0.970  0.020  1.090
 1L6  C24  H29  single    0.970  0.020  1.090
 1L6  C24  H30  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
 1L6  C2   N3   N4   107.73  3.000
 1L6  H3   C7   H2   107.31  3.000
 1L6  H3   C7   H1   108.00  3.000
 1L6  H2   C7   H1   107.74  3.000
 1L6  H3   C7   C5   111.42  3.000
 1L6  H2   C7   C5   111.12  3.000
 1L6  H1   C7   C5   111.06  3.000
 1L6  H6   C6   H5   107.81  3.000
 1L6  H6   C6   H4   107.95  3.000
 1L6  H5   C6   H4   107.60  3.000
 1L6  H6   C6   C5   111.01  3.000
 1L6  H5   C6   C5   110.98  3.000
 1L6  H4   C6   C5   111.34  3.000
 1L6  H9   C9   H8   107.09  3.000
 1L6  H9   C9   H7   106.96  3.000
 1L6  H8   C9   H7   107.80  3.000
 1L6  H9   C9   C8   109.73  3.000
 1L6  H8   C9   C8   112.50  3.000
 1L6  H7   C9   C8   112.46  3.000
 1L6  H10  C13  C14  120.07  3.000
 1L6  H10  C13  C18  120.01  3.000
 1L6  C14  C13  C18  119.92  3.000
 1L6  H11  C20  N19  122.08  3.000
 1L6  H11  C20  C21  132.53  3.000
 1L6  N19  C20  C21  105.37  3.000
 1L6  H12  C21  N22  121.96  3.000
 1L6  H12  C21  C20  127.76  3.000
 1L6  N22  C21  C20  110.27  3.000
 1L6  H14  C8   H13  105.81  3.000
 1L6  H14  C8   C5   108.97  3.000
 1L6  H13  C8   C5   108.81  3.000
 1L6  H14  C8   C9   108.70  3.000
 1L6  H13  C8   C9   108.71  3.000
 1L6  C5   C8   C9   115.42  3.000
 1L6  H15  C18  C17  119.48  3.000
 1L6  H15  C18  C13  119.58  3.000
 1L6  C17  C18  C13  120.94  3.000
 1L6  H16  C16  C15  118.01  3.000
 1L6  H16  C16  C17  121.02  3.000
 1L6  C15  C16  C17  120.97  3.000
 1L6  N27  C26  C1   114.10  3.000
 1L6  C1   C26  O31  122.63  3.000
 1L6  N27  C26  O31  123.23  3.000
 1L6  C12  C1   N4   106.21  3.000
 1L6  C12  C1   C26  128.72  3.000
 1L6  N4   C1   C26  124.38  3.000
 1L6  C10  N4   C1   129.79  3.000
 1L6  C1   N4   N3   111.81  3.000
 1L6  C10  N4   N3   118.39  3.000
 1L6  H18  C10  H17  108.15  3.000
 1L6  H18  C10  C11  110.67  3.000
 1L6  H17  C10  C11  110.26  3.000
 1L6  H18  C10  N4   109.19  3.000
 1L6  H17  C10  N4   107.13  3.000
 1L6  C11  C10  N4   111.31  3.000
 1L6  H20  C11  H19  107.62  3.000
 1L6  H20  C11  O25  111.96  3.000
 1L6  H19  C11  O25  112.14  3.000
 1L6  H20  C11  C10  108.99  3.000
 1L6  H19  C11  C10  109.17  3.000
 1L6  O25  C11  C10  106.91  3.000
 1L6  H21  O25  C11  108.28  3.000
 1L6  H22  N27  C28  118.20  3.000
 1L6  H22  N27  C26  116.95  3.000
 1L6  C28  N27  C26  124.36  3.000
 1L6  H24  C28  H23  106.38  3.000
 1L6  H24  C28  C29  107.88  3.000
 1L6  H23  C28  C29  112.55  3.000
 1L6  H24  C28  N27  110.32  3.000
 1L6  H23  C28  N27  107.81  3.000
 1L6  C29  C28  N27  111.76  3.000
 1L6  C17  C29  N30  118.04  3.000
 1L6  N30  C29  C28  121.01  3.000
 1L6  C17  C29  C28  120.93  3.000
 1L6  C12  N30  C29  121.72  3.000
 1L6  C2   C12  N30  125.30  3.000
 1L6  C2   C12  C1   104.82  3.000
 1L6  N30  C12  C1   129.70  3.000
 1L6  C5   C2   C12  128.31  3.000
 1L6  C5   C2   N3   122.27  3.000
 1L6  C12  C2   N3   109.41  3.000
 1L6  C2   C5   C8   109.52  3.000
 1L6  C8   C5   C6   110.11  3.000
 1L6  C2   C5   C6   108.62  3.000
 1L6  C8   C5   C7   110.24  3.000
 1L6  C6   C5   C7   109.74  3.000
 1L6  C2   C5   C7   108.57  3.000
 1L6  C29  C17  C16  121.88  3.000
 1L6  C16  C17  C18  118.40  3.000
 1L6  C29  C17  C18  119.71  3.000
 1L6  H27  C15  C14  120.46  3.000
 1L6  H27  C15  C16  119.70  3.000
 1L6  C14  C15  C16  119.83  3.000
 1L6  N19  C14  C15  120.58  3.000
 1L6  C15  C14  C13  119.94  3.000
 1L6  N19  C14  C13  119.48  3.000
 1L6  C23  N19  C14  127.54  3.000
 1L6  C14  N19  C20  125.10  3.000
 1L6  C23  N19  C20  107.32  3.000
 1L6  N22  C23  C24  125.27  3.000
 1L6  N22  C23  N19  110.65  3.000
 1L6  C24  C23  N19  124.06  3.000
 1L6  H30  C24  H29  107.61  3.000
 1L6  H30  C24  H28  108.32  3.000
 1L6  H29  C24  H28  107.55  3.000
 1L6  H30  C24  C23  108.90  3.000
 1L6  H29  C24  C23  112.22  3.000
 1L6  H28  C24  C23  112.07  3.000
 1L6  C23  N22  C21  106.38  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
 1L6  CONST_01  C16  C17  C18  C13    0.00   0.0  0
 1L6  CONST_04  C16  C15  C14  C13    0.00   0.0  0
 1L6  CONST_05  N22  C23  N19  C20    0.00   0.0  0
 1L6  CONST_07  C23  N22  C21  C20    0.00   0.0  0
 1L6  CONST_08  N19  C23  N22  C21    0.00   0.0  0
 1L6  CONST_09  C23  N19  C20  C21    0.00   0.0  0
 1L6  CONST_10  C14  N19  C20  C21  180.00   0.0  0
 1L6  CONST_11  N19  C14  C13  C18  180.00   0.0  0
 1L6  CONST_12  C15  C14  C13  C18    0.00   0.0  0
 1L6  CONST_13  C15  C16  C17  C18    0.00   0.0  0
 1L6  CONST_14  N19  C14  C15  C16  180.00   0.0  0
 1L6  CONST_15  C2   N3   N4   C1     0.00   0.0  0
 1L6  CONST_16  C12  C2   N3   N4     0.00   0.0  0
 1L6  CONST_17  C14  C13  C18  C17    0.00   0.0  0
 1L6  CONST_18  C14  C15  C16  C17    0.00   0.0  0
 1L6  CONST_20  N22  C23  N19  C14  180.00   0.0  0
 1L6  CONST_21  N22  C21  C20  N19    0.00   0.0  0
 1L6  CONST_22  C29  C17  C18  C13  180.00   0.0  0
 1L6  CONST_23  C15  C16  C17  C29  180.00   0.0  0
 1L6  CONST_24  C24  C23  N19  C20  180.00   0.0  0
 1L6  CONST_25  C24  C23  N22  C21  180.00   0.0  0
 1L6  CONST_26  C5   C2   N3   N4   180.00   0.0  0
 1L6  CONST_27  C2   N3   N4   C10  180.00   0.0  0
 1L6  CONST_28  C24  C23  N19  C14    0.00   0.0  0
 1L6  CONST_29  H27  C15  C14  C13  180.00   0.0  0
 1L6  CONST_30  H16  C16  C17  C18  180.00   0.0  0
 1L6  CONST_31  H15  C18  C17  C16  180.00   0.0  0
 1L6  CONST_32  H10  C13  C18  C17  180.00   0.0  0
 1L6  CONST_33  H11  C20  N19  C14    0.00   0.0  0
 1L6  CONST_34  H12  C21  C20  N19  180.00   0.0  0
 1L6  Var_01    C11  C10  N4   N3   -82.12  30.0  2
 1L6  Var_02    C6   C5   C2   N3   120.81  30.0  2
 1L6  Var_03    H28  C24  C23  N19  -40.81  30.0  2
 1L6  Var_04    C2   C5   C8   C9   178.88  30.0  2
 1L6  Var_05    O25  C11  C10  N4   177.98  30.0  2
 1L6  Var_06    H4   C6   C5   C2    57.84  30.0  3
 1L6  Var_07    H1   C7   C5   C2    64.44  30.0  3
 1L6  Var_08    H7   C9   C8   C5   -63.66  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
 1L6  plan-1  C20  0.020
 1L6  plan-1  C21  0.020
 1L6  plan-1  C14  0.020
 1L6  plan-1  N19  0.020
 1L6  plan-1  C23  0.020
 1L6  plan-1  C24  0.020
 1L6  plan-1  N22  0.020
 1L6  plan-1  H11  0.020
 1L6  plan-1  H12  0.020
 1L6  plan-2  C13  0.020
 1L6  plan-2  C18  0.020
 1L6  plan-2  C16  0.020
 1L6  plan-2  C29  0.020
 1L6  plan-2  C17  0.020
 1L6  plan-2  C15  0.020
 1L6  plan-2  C14  0.020
 1L6  plan-2  N19  0.020
 1L6  plan-2  H10  0.020
 1L6  plan-2  H15  0.020
 1L6  plan-2  H16  0.020
 1L6  plan-2  H27  0.020
 1L6  plan-3  N3   0.020
 1L6  plan-3  C26  0.020
 1L6  plan-3  C1   0.020
 1L6  plan-3  N4   0.020
 1L6  plan-3  C10  0.020
 1L6  plan-3  N30  0.020
 1L6  plan-3  C12  0.020
 1L6  plan-3  C2   0.020
 1L6  plan-3  C5   0.020
 1L6  plan-4  C26  0.020
 1L6  plan-4  O31  0.020
 1L6  plan-4  C1   0.020
 1L6  plan-4  N27  0.020
 1L6  plan-4  C28  0.020
 1L6  plan-4  H22  0.020

