# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 16:00:37 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: (6~{R})-1-[4-[3-(dimethylamino)phenyl]-3,5-bis(fluoranyl)phenyl]-6-propan-2-yl-6,7-dihydro-5~{H}-benzotriazol-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@H]1CC(=O)c2nnn(c3cc(F)c(c(F)c3)c4cccc(c4)N(C)C)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
 B5X  B5X  (6~{R})-1-[4-[3-(dimethylamino)phenyl]-3,5-bis(fluoranyl)phenyl]-6-propan-2-yl-6,7-dihydro-5~{H}-benzotriazol-4-one  ligand  54  30  .  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_B5X
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
 B5X  C13   C  CR6   0   0.574  -1.5491  -1.0011  -0.9061
 B5X  C15   C  CR6   0   0.575  -1.0506   0.6756   0.6600
 B5X  C20   C  CR6   0   0.410  -5.7512   0.2738   0.2110
 B5X  C21   C  CR16  0  -0.359  -5.9906   1.5123  -0.4154
 B5X  C22   C  CR16  0  -0.230  -4.9470   2.2636  -0.9268
 B5X  C26   C  CH3   0  -0.536  -8.1383  -0.0839   0.4909
 B5X  C1    C  CH1   0  -0.246   4.8119   1.1277  -0.1779
 B5X  C2    C  CH2   0  -0.595   5.7763   0.1650   0.5329
 B5X  C3    C  C     0   0.377   5.4930  -1.3031   0.3073
 B5X  O4    O  O     0  -0.401   6.3556  -2.1546   0.2778
 B5X  C5    C  CR5   0  -0.020   4.0734  -1.6007   0.1791
 B5X  C6    C  CR5   0   0.427   3.1119  -0.6230   0.1707
 B5X  C7    C  CH2   0  -0.528   3.3542   0.8359   0.2204
 B5X  N8    N  NR5   0  -0.486   1.9648  -1.3146   0.0619
 B5X  N9    N  N     0  -0.071   2.2141  -2.6377   0.0019
 B5X  N10   N  N     0  -0.268   3.4726  -2.8107   0.0693
 B5X  C11   C  CR6   0   0.373   0.6373  -0.8458  -0.0097
 B5X  C12   C  CR16  0  -0.456  -0.2564  -1.4806  -0.8595
 B5X  C14   C  CR6   0  -0.388  -1.9943   0.0869  -0.1678
 B5X  C16   C  CR16  0  -0.460   0.2521   0.2326   0.7714
 B5X  F17   F  F     0  -0.290  -1.4294   1.7120   1.4099
 B5X  C18   C  CR6   0   0.125  -3.3824   0.5930  -0.2558
 B5X  C19   C  CR16  0  -0.389  -4.4183  -0.1747   0.2589
 B5X  C23   C  CR16  0  -0.327  -3.6330   1.8253  -0.8496
 B5X  C25   C  CH3   0  -0.539  -6.5100  -1.7967   1.2376
 B5X  F27   F  F     0  -0.290  -2.4139  -1.5994  -1.7272
 B5X  H211  H  HCR6  0   0.267  -6.9949   1.9007  -0.5073
 B5X  H221  H  HCR6  0   0.254  -5.1702   3.2118  -1.3991
 B5X  H262  H  HCH3  0   0.227  -8.3931  -0.1274  -0.5740
 B5X  H261  H  HCH3  0   0.255  -8.8042  -0.7594   1.0211
 B5X  H263  H  HCH3  0   0.239  -8.3540   0.9252   0.8461
 B5X  H281  H  HCH1  0   0.223   5.0892   2.7470   1.1931
 B5X  H011  H  HCH1  0   0.251   4.8994   0.9637  -1.2596
 B5X  H021  H  HCH2  0   0.281   6.8084   0.3534   0.2400
 B5X  H022  H  HCH2  0   0.277   5.7217   0.3356   1.6168
 B5X  H071  H  HCH2  0   0.281   3.1676   1.2073   1.2342
 B5X  H072  H  HCH2  0   0.295   2.6582   1.3543  -0.4404
 B5X  H121  H  HCR6  0   0.307   0.0424  -2.3161  -1.4767
 B5X  H161  H  HCR6  0   0.308   0.9238   0.7061   1.4739
 B5X  H191  H  HCR6  0   0.266  -4.1728  -1.1265   0.7088
 B5X  H231  H  HCR6  0   0.247  -2.8252   2.4177  -1.2587
 B5X  H251  H  HCH3  0   0.226  -6.2170  -2.4895   0.4405
 B5X  H253  H  HCH3  0   0.240  -5.7230  -1.8031   1.9937
 B5X  H252  H  HCH3  0   0.256  -7.4080  -2.1883   1.7081
 B5X  H291  H  HCH3  0   0.234   7.3501   2.3874   0.2459
 B5X  H293  H  HCH3  0   0.219   6.7463   2.7167  -1.3777
 B5X  H292  H  HCH3  0   0.234   6.7943   3.9969  -0.1680
 B5X  H302  H  HCH3  0   0.220   4.2125   3.4096  -1.6632
 B5X  H303  H  HCH3  0   0.236   3.1711   3.4400  -0.2399
 B5X  H301  H  HCH3  0   0.236   4.4843   4.5902  -0.3836
 B5X  N24   N  NT    0  -0.507  -6.7695  -0.4594   0.7586
 B5X  C28   C  CH1   0  -0.218   5.1686   2.5965   0.1089
 B5X  C29   C  CH3   0  -0.667   6.5959   2.9350  -0.3179
 B5X  C30   C  CH3   0  -0.670   4.1998   3.5561  -0.5803

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
 B5X  N10  N9    aromatic  1.272  0.020  1.272
 B5X  N10  C5    aromatic  1.355  0.020  1.355
 B5X  O4   C3    double    1.212  0.020  1.212
 B5X  N9   N8    aromatic  1.348  0.020  1.348
 B5X  C5   C3    single    1.456  0.020  1.456
 B5X  C5   C6    aromatic  1.371  0.020  1.371
 B5X  C3   C2    single    1.512  0.020  1.512
 B5X  N8   C6    aromatic  1.344  0.020  1.344
 B5X  N8   C11   single    1.410  0.020  1.410
 B5X  C25  N24   single    1.444  0.020  1.444
 B5X  C16  C11   aromatic  1.386  0.020  1.386
 B5X  C16  C15   aromatic  1.380  0.020  1.380
 B5X  C6   C7    single    1.480  0.020  1.480
 B5X  F17  C15   single    1.334  0.020  1.334
 B5X  C11  C12   aromatic  1.387  0.020  1.387
 B5X  C2   C1    single    1.537  0.020  1.537
 B5X  C15  C14   aromatic  1.387  0.020  1.387
 B5X  N24  C26   single    1.444  0.020  1.444
 B5X  N24  C20   single    1.369  0.020  1.369
 B5X  C12  C13   aromatic  1.380  0.020  1.380
 B5X  C19  C20   aromatic  1.407  0.020  1.407
 B5X  C19  C18   aromatic  1.388  0.020  1.388
 B5X  C7   C1    single    1.539  0.020  1.539
 B5X  C1   C28   single    1.538  0.020  1.538
 B5X  C14  C13   aromatic  1.388  0.020  1.388
 B5X  C14  C18   single    1.480  0.020  1.480
 B5X  C20  C21   aromatic  1.408  0.020  1.408
 B5X  C13  F27   single    1.334  0.020  1.334
 B5X  C18  C23   aromatic  1.391  0.020  1.391
 B5X  C28  C29   single    1.528  0.020  1.528
 B5X  C28  C30   single    1.528  0.020  1.528
 B5X  C21  C22   aromatic  1.384  0.020  1.384
 B5X  C23  C22   aromatic  1.387  0.020  1.387
 B5X  C21  H211  single    0.930  0.020  1.080
 B5X  C22  H221  single    0.930  0.020  1.080
 B5X  C26  H262  single    0.970  0.020  1.090
 B5X  C26  H261  single    0.970  0.020  1.090
 B5X  C26  H263  single    0.970  0.020  1.090
 B5X  C28  H281  single    0.970  0.020  1.090
 B5X  C1   H011  single    0.970  0.020  1.090
 B5X  C2   H021  single    0.970  0.020  1.090
 B5X  C2   H022  single    0.970  0.020  1.090
 B5X  C7   H071  single    0.970  0.020  1.090
 B5X  C7   H072  single    0.970  0.020  1.090
 B5X  C12  H121  single    0.930  0.020  1.080
 B5X  C16  H161  single    0.930  0.020  1.080
 B5X  C19  H191  single    0.930  0.020  1.080
 B5X  C23  H231  single    0.930  0.020  1.080
 B5X  C25  H251  single    0.970  0.020  1.090
 B5X  C25  H253  single    0.970  0.020  1.090
 B5X  C25  H252  single    0.970  0.020  1.090
 B5X  C29  H291  single    0.970  0.020  1.090
 B5X  C29  H293  single    0.970  0.020  1.090
 B5X  C29  H292  single    0.970  0.020  1.090
 B5X  C30  H302  single    0.970  0.020  1.090
 B5X  C30  H303  single    0.970  0.020  1.090
 B5X  C30  H301  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
 B5X  F27   C13  C14   118.10  3.000
 B5X  F27   C13  C12   118.18  3.000
 B5X  C14   C13  C12   123.71  3.000
 B5X  F17   C15  C16   118.16  3.000
 B5X  F17   C15  C14   118.18  3.000
 B5X  C16   C15  C14   123.65  3.000
 B5X  N24   C20  C19   121.35  3.000
 B5X  C19   C20  C21   117.16  3.000
 B5X  N24   C20  C21   121.49  3.000
 B5X  H211  C21  C22   118.31  3.000
 B5X  H211  C21  C20   120.79  3.000
 B5X  C22   C21  C20   120.90  3.000
 B5X  H221  C22  C23   119.75  3.000
 B5X  H221  C22  C21   118.76  3.000
 B5X  C23   C22  C21   121.49  3.000
 B5X  H263  C26  H261  107.15  3.000
 B5X  H263  C26  H262  107.88  3.000
 B5X  H261  C26  H262  107.88  3.000
 B5X  H263  C26  N24   111.55  3.000
 B5X  H261  C26  N24   109.19  3.000
 B5X  H262  C26  N24   112.96  3.000
 B5X  H011  C1   C7    107.60  3.000
 B5X  H011  C1   C2    108.19  3.000
 B5X  C7    C1   C2    110.85  3.000
 B5X  H011  C1   C28   107.93  3.000
 B5X  C7    C1   C28   110.63  3.000
 B5X  C2    C1   C28   111.49  3.000
 B5X  H022  C2   H021  106.59  3.000
 B5X  H022  C2   C3    106.77  3.000
 B5X  H021  C2   C3    107.78  3.000
 B5X  H022  C2   C1    109.14  3.000
 B5X  H021  C2   C1    111.22  3.000
 B5X  C3    C2   C1    114.93  3.000
 B5X  C5    C3   O4    123.23  3.000
 B5X  C5    C3   C2    113.22  3.000
 B5X  O4    C3   C2    123.52  3.000
 B5X  N10   C5   C6    108.98  3.000
 B5X  C6    C5   C3    122.58  3.000
 B5X  N10   C5   C3    128.44  3.000
 B5X  N8    C6   C7    130.53  3.000
 B5X  C7    C6   C5    126.01  3.000
 B5X  N8    C6   C5    103.42  3.000
 B5X  H072  C7   H071  106.90  3.000
 B5X  H072  C7   C6    110.11  3.000
 B5X  H071  C7   C6    109.72  3.000
 B5X  H072  C7   C1    110.94  3.000
 B5X  H071  C7   C1    109.67  3.000
 B5X  C6    C7   C1    109.47  3.000
 B5X  C11   N8   N9    119.89  3.000
 B5X  C11   N8   C6    129.56  3.000
 B5X  N9    N8   C6    110.54  3.000
 B5X  N10   N9   N8    108.31  3.000
 B5X  N9    N10  C5    108.75  3.000
 B5X  C16   C11  C12   121.48  3.000
 B5X  C12   C11  N8    119.06  3.000
 B5X  C16   C11  N8    119.46  3.000
 B5X  H121  C12  C11   121.70  3.000
 B5X  H121  C12  C13   120.56  3.000
 B5X  C11   C12  C13   117.74  3.000
 B5X  C18   C14  C15   121.91  3.000
 B5X  C18   C14  C13   122.49  3.000
 B5X  C15   C14  C13   115.60  3.000
 B5X  H161  C16  C11   122.29  3.000
 B5X  H161  C16  C15   119.87  3.000
 B5X  C11   C16  C15   117.81  3.000
 B5X  C23   C18  C19   120.92  3.000
 B5X  C23   C18  C14   119.83  3.000
 B5X  C19   C18  C14   119.25  3.000
 B5X  H191  C19  C18   118.15  3.000
 B5X  H191  C19  C20   120.66  3.000
 B5X  C18   C19  C20   121.19  3.000
 B5X  H231  C23  C18   120.80  3.000
 B5X  H231  C23  C22   120.87  3.000
 B5X  C18   C23  C22   118.32  3.000
 B5X  H252  C25  H253  107.08  3.000
 B5X  H252  C25  H251  107.94  3.000
 B5X  H253  C25  H251  107.90  3.000
 B5X  H252  C25  N24   109.19  3.000
 B5X  H253  C25  N24   111.41  3.000
 B5X  H251  C25  N24   113.09  3.000
 B5X  C25   N24  C26   118.20  3.000
 B5X  C26   N24  C20   119.44  3.000
 B5X  C25   N24  C20   119.67  3.000
 B5X  H281  C28  C30   108.28  3.000
 B5X  H281  C28  C29   108.25  3.000
 B5X  C30   C28  C29   109.10  3.000
 B5X  H281  C28  C1    107.35  3.000
 B5X  C30   C28  C1    111.63  3.000
 B5X  C29   C28  C1    112.09  3.000
 B5X  H292  C29  H293  107.62  3.000
 B5X  H292  C29  H291  107.00  3.000
 B5X  H293  C29  H291  107.84  3.000
 B5X  H292  C29  C28   110.32  3.000
 B5X  H293  C29  C28   110.81  3.000
 B5X  H291  C29  C28   113.01  3.000
 B5X  H301  C30  H303  106.92  3.000
 B5X  H301  C30  H302  107.62  3.000
 B5X  H303  C30  H302  107.83  3.000
 B5X  H301  C30  C28   110.42  3.000
 B5X  H303  C30  C28   113.00  3.000
 B5X  H302  C30  C28   110.82  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
 B5X  CONST_01  N8    C11  C12  C13   180.00   0.0  0
 B5X  CONST_02  C16   C11  C12  C13     0.00   0.0  0
 B5X  CONST_03  C16   C15  C14  C13     0.00   0.0  0
 B5X  CONST_06  N8    C11  C16  C15   180.00   0.0  0
 B5X  CONST_07  C12   C11  C16  C15     0.00   0.0  0
 B5X  CONST_08  C12   C13  C14  C15     0.00   0.0  0
 B5X  CONST_11  C14   C18  C19  C20   180.00   0.0  0
 B5X  CONST_12  C23   C18  C19  C20     0.00   0.0  0
 B5X  CONST_13  C23   C22  C21  C20     0.00   0.0  0
 B5X  CONST_14  C18   C19  C20  C21     0.00   0.0  0
 B5X  CONST_15  C18   C23  C22  C21     0.00   0.0  0
 B5X  CONST_16  C19   C20  C21  C22     0.00   0.0  0
 B5X  CONST_17  C19   C18  C23  C22     0.00   0.0  0
 B5X  CONST_18  C14   C18  C23  C22   180.00   0.0  0
 B5X  CONST_19  N8    N9   N10  C5      0.00   0.0  0
 B5X  CONST_20  N9    N8   C6   C5      0.00   0.0  0
 B5X  CONST_21  C11   N8   C6   C5    180.00   0.0  0
 B5X  CONST_22  N9    N10  C5   C6      0.00   0.0  0
 B5X  CONST_23  N10   N9   N8   C6      0.00   0.0  0
 B5X  CONST_26  N10   C5   C6   N8      0.00   0.0  0
 B5X  CONST_29  C11   N8   N9   N10   180.00   0.0  0
 B5X  CONST_30  C14   C15  C16  C11     0.00   0.0  0
 B5X  CONST_31  C14   C13  C12  C11     0.00   0.0  0
 B5X  CONST_32  C18   C14  C13  C12   180.00   0.0  0
 B5X  CONST_33  C18   C14  C15  C16   180.00   0.0  0
 B5X  CONST_34  C11   N8   C6   C7      0.00   0.0  0
 B5X  CONST_35  F17   C15  C14  C13   180.00   0.0  0
 B5X  CONST_36  F27   C13  C14  C15   180.00   0.0  0
 B5X  CONST_37  N24   C20  C21  C22   180.00   0.0  0
 B5X  CONST_38  F17   C15  C16  C11   180.00   0.0  0
 B5X  CONST_39  F27   C13  C12  C11   180.00   0.0  0
 B5X  CONST_40  C18   C14  C15  F17     0.00   0.0  0
 B5X  CONST_41  N24   C20  C19  C18   180.00   0.0  0
 B5X  CONST_42  F27   C13  C14  C18     0.00   0.0  0
 B5X  CONST_43  H221  C22  C21  C20   180.00   0.0  0
 B5X  CONST_44  H191  C19  C20  C21   180.00   0.0  0
 B5X  CONST_45  H231  C23  C22  C21   180.00   0.0  0
 B5X  CONST_46  H161  C16  C11  N8      0.00   0.0  0
 B5X  CONST_47  H121  C12  C11  N8      0.00   0.0  0
 B5X  CONST_48  H211  C21  C20  C19   180.00   0.0  0
 B5X  CONST_49  C25   N24  C20  C21   180.00   0.0  0
 B5X  CONST_50  C26   N24  C20  C21     0.00   0.0  0
 B5X  CONST_51  C19   C20  N24  C26   180.00   0.0  0
 B5X  CONST_52  C25   N24  C20  C19     0.00   0.0  0
 B5X  Var_01    C5    C3   C2   C1    -34.02  30.0  1
 B5X  Var_02    C5    C6   C7   C1     18.49  30.0  1
 B5X  Var_03    N10   C5   C3   C2   -174.74  30.0  1
 B5X  Var_04    H251  C25  N24  C20   -64.41  30.0  3
 B5X  Var_05    H262  C26  N24  C20    61.21  30.0  3
 B5X  Var_06    H291  C29  C28  C1    -64.29  30.0  3
 B5X  Var_07    H302  C30  C28  C1    -59.50  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
 B5X  chir_01  C1  C2  C7  C28  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
 B5X  plan-1  C13   0.020
 B5X  plan-1  C15   0.020
 B5X  plan-1  N8    0.020
 B5X  plan-1  C11   0.020
 B5X  plan-1  C12   0.020
 B5X  plan-1  C14   0.020
 B5X  plan-1  C16   0.020
 B5X  plan-1  F17   0.020
 B5X  plan-1  C18   0.020
 B5X  plan-1  F27   0.020
 B5X  plan-1  H121  0.020
 B5X  plan-1  H161  0.020
 B5X  plan-2  C20   0.020
 B5X  plan-2  C21   0.020
 B5X  plan-2  C22   0.020
 B5X  plan-2  C14   0.020
 B5X  plan-2  C18   0.020
 B5X  plan-2  C19   0.020
 B5X  plan-2  C23   0.020
 B5X  plan-2  H211  0.020
 B5X  plan-2  H221  0.020
 B5X  plan-2  H191  0.020
 B5X  plan-2  H231  0.020
 B5X  plan-2  N24   0.020
 B5X  plan-3  C3    0.020
 B5X  plan-3  C5    0.020
 B5X  plan-3  C6    0.020
 B5X  plan-3  C7    0.020
 B5X  plan-3  N8    0.020
 B5X  plan-3  N9    0.020
 B5X  plan-3  N10   0.020
 B5X  plan-3  C11   0.020
 B5X  plan-4  C20   0.020
 B5X  plan-4  C26   0.020
 B5X  plan-4  C25   0.020
 B5X  plan-4  N24   0.020
 B5X  plan-5  C2    0.020
 B5X  plan-5  C3    0.020
 B5X  plan-5  O4    0.020
 B5X  plan-5  C5    0.020

