# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 26 01:22:55 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: 2-(2,5-dibromophenoxy)-6-[4-methyl-1-(piperidin-4-yl)-1H-1,2,3-triazol-5-yl]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nnn(C2CCNCC2)c1c3cccc(Oc4cc(Br)ccc4Br)n3
#
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
 ZHM  ZHM  2-(2,5-dibromophenoxy)-6-[4-methyl-1-(piperidin-4-yl)-1H-1,2,3-triazol-5-yl]pyridine  ligand  46  27  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZHM
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
 ZHM  C10   C   CR5   0   0.084  11.1257   -5.0157   1.0398
 ZHM  C11   C   CH3   0  -0.753  10.5826   -4.0797   2.0596
 ZHM  C15   C   CH1   0  -0.099  11.4478   -7.7092  -1.3251
 ZHM  C02   C   CR6   0  -0.115   7.7538   -5.9125  -4.7208
 ZHM  C03   C   CR16  0  -0.273   7.1909   -6.0547  -3.4635
 ZHM  C04   C   CR6   0   0.424   7.1787   -7.3068  -2.8682
 ZHM  C06   C   CR6   0   0.512   7.2388   -7.2215  -0.5263
 ZHM  C08   C   CR6   0   0.199   9.1437   -6.5663   0.5222
 ZHM  C09   C   CR5   0   0.348  10.5151   -6.0766   0.4024
 ZHM  C16   C   CH2   0  -0.424  11.5715   -7.2819  -2.7839
 ZHM  C17   C   CH2   0  -0.302  11.6429   -8.5112  -3.6789
 ZHM  C19   C   CH2   0  -0.302  12.5435   -9.8650  -1.9236
 ZHM  C20   C   CH2   0  -0.419  12.5413   -8.7030  -0.9418
 ZHM  C21   C   CR16  0  -0.338   8.5563   -6.6965   1.7700
 ZHM  C22   C   CR16  0  -0.142   7.2299   -7.1134   1.8323
 ZHM  C23   C   CR16  0  -0.371   6.5411   -7.3839   0.6695
 ZHM  C24   C   CR6   0  -0.196   7.7366   -8.3973  -3.5211
 ZHM  C26   C   CR16  0  -0.231   8.2840   -8.2438  -4.7864
 ZHM  C27   C   CR16  0  -0.231   8.3001   -6.9973  -5.3910
 ZHM  N07   N   N     0  -0.463   8.4842   -6.8332  -0.6106
 ZHM  N12   N   N     0  -0.306  12.3780   -4.9161   0.5530
 ZHM  N13   N   N     0  -0.096  12.5711   -5.8439  -0.3225
 ZHM  N14   N   NR5   0  -0.342  11.4667   -6.5506  -0.4344
 ZHM  N18   N   NH1   0  -0.590  12.7420   -9.3649  -3.2714
 ZHM  BR25  BR  BR    0  -0.005   7.7410  -10.0760  -2.6820
 ZHM  H111  H   HCH3  0   0.259  11.1289   -3.1382   2.0374
 ZHM  H112  H   HCH3  0   0.250   9.5290   -3.8667   1.8821
 ZHM  H113  H   HCH3  0   0.254  10.6676   -4.4864   3.0688
 ZHM  H151  H   HCH1  0   0.269  10.4772   -8.1861  -1.1844
 ZHM  H031  H   HCR6  0   0.302   6.7521   -5.2155  -2.9391
 ZHM  H162  H   HCH2  0   0.234  12.4745   -6.6812  -2.9151
 ZHM  H161  H   HCH2  0   0.243  10.7153   -6.6647  -3.0657
 ZHM  H172  H   HCH2  0   0.239  11.7920   -8.1992  -4.7140
 ZHM  H171  H   HCH2  0   0.195  10.6745   -9.0349  -3.6407
 ZHM  H192  H   HCH2  0   0.192  11.6010  -10.4288  -1.8184
 ZHM  H191  H   HCH2  0   0.240  13.3534  -10.5522  -1.6735
 ZHM  H202  H   HCH2  0   0.245  12.3735   -9.0692   0.0732
 ZHM  H201  H   HCH2  0   0.235  13.5162   -8.2120  -0.9637
 ZHM  H211  H   HCR6  0   0.279   9.1178   -6.4944   2.6709
 ZHM  H221  H   HCR6  0   0.284   6.7407   -7.2280   2.7902
 ZHM  H231  H   HCR6  0   0.287   5.5090   -7.7056   0.6749
 ZHM  H261  H   HCR6  0   0.302   8.7088   -9.0905  -5.3083
 ZHM  H271  H   HCR6  0   0.293   8.7327   -6.8900  -6.3761
 ZHM  H181  H   HNH1  0   0.354  12.8188  -10.1435  -3.9126
 ZHM  O05   O   O2    0  -0.505   6.5543   -7.4774  -1.6677
 ZHM  BR01  BR  BR    0  -0.021   7.7721   -4.2140  -5.5352

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
 ZHM  C27   C26   aromatic  1.385  0.020  1.385
 ZHM  C27   C02   aromatic  1.387  0.020  1.387
 ZHM  BR01  C02   single    1.884  0.020  1.884
 ZHM  C26   C24   aromatic  1.387  0.020  1.387
 ZHM  C02   C03   aromatic  1.385  0.020  1.385
 ZHM  C24   BR25  single    1.877  0.020  1.877
 ZHM  C24   C04   aromatic  1.388  0.020  1.388
 ZHM  C17   N18   single    1.450  0.020  1.450
 ZHM  C17   C16   single    1.522  0.020  1.522
 ZHM  C03   C04   aromatic  1.386  0.020  1.386
 ZHM  N18   C19   single    1.451  0.020  1.451
 ZHM  C04   O05   single    1.364  0.020  1.364
 ZHM  C16   C15   single    1.525  0.020  1.525
 ZHM  C19   C20   single    1.521  0.020  1.521
 ZHM  O05   C06   single    1.355  0.020  1.355
 ZHM  C15   C20   single    1.527  0.020  1.527
 ZHM  C15   N14   single    1.461  0.020  1.461
 ZHM  N07   C06   aromatic  1.307  0.020  1.307
 ZHM  N07   C08   aromatic  1.338  0.020  1.338
 ZHM  C06   C23   aromatic  1.394  0.020  1.394
 ZHM  N14   N13   aromatic  1.316  0.020  1.316
 ZHM  N14   C09   aromatic  1.353  0.020  1.353
 ZHM  N13   N12   aromatic  1.290  0.020  1.290
 ZHM  C09   C08   single    1.461  0.020  1.461
 ZHM  C09   C10   aromatic  1.380  0.020  1.380
 ZHM  C08   C21   aromatic  1.385  0.020  1.385
 ZHM  C23   C22   aromatic  1.378  0.020  1.378
 ZHM  N12   C10   aromatic  1.347  0.020  1.347
 ZHM  C10   C11   single    1.487  0.020  1.487
 ZHM  C21   C22   aromatic  1.392  0.020  1.392
 ZHM  C11   H111  single    0.970  0.020  1.090
 ZHM  C11   H112  single    0.970  0.020  1.090
 ZHM  C11   H113  single    0.970  0.020  1.090
 ZHM  C15   H151  single    0.970  0.020  1.090
 ZHM  C03   H031  single    0.930  0.020  1.080
 ZHM  C16   H162  single    0.970  0.020  1.090
 ZHM  C16   H161  single    0.970  0.020  1.090
 ZHM  C17   H172  single    0.970  0.020  1.090
 ZHM  C17   H171  single    0.970  0.020  1.090
 ZHM  C19   H192  single    0.970  0.020  1.090
 ZHM  C19   H191  single    0.970  0.020  1.090
 ZHM  C20   H202  single    0.970  0.020  1.090
 ZHM  C20   H201  single    0.970  0.020  1.090
 ZHM  C21   H211  single    0.930  0.020  1.080
 ZHM  C22   H221  single    0.930  0.020  1.080
 ZHM  C23   H231  single    0.930  0.020  1.080
 ZHM  C26   H261  single    0.930  0.020  1.080
 ZHM  C27   H271  single    0.930  0.020  1.080
 ZHM  N18   H181  single    0.890  0.020  1.040

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
 ZHM  N12   C10  C09   107.53  3.000
 ZHM  N12   C10  C11   122.74  3.000
 ZHM  C09   C10  C11   129.72  3.000
 ZHM  H113  C11  H112  107.38  3.000
 ZHM  H113  C11  H111  107.58  3.000
 ZHM  H112  C11  H111  108.23  3.000
 ZHM  H113  C11  C10   111.79  3.000
 ZHM  H112  C11  C10   111.38  3.000
 ZHM  H111  C11  C10   110.31  3.000
 ZHM  H151  C15  N14   106.23  3.000
 ZHM  H151  C15  C20   108.69  3.000
 ZHM  N14   C15  C20   110.72  3.000
 ZHM  H151  C15  C16   108.55  3.000
 ZHM  N14   C15  C16   111.09  3.000
 ZHM  C20   C15  C16   111.37  3.000
 ZHM  BR01  C02  C27   119.50  3.000
 ZHM  BR01  C02  C03   119.28  3.000
 ZHM  C27   C02  C03   121.22  3.000
 ZHM  H031  C03  C04   119.24  3.000
 ZHM  H031  C03  C02   121.67  3.000
 ZHM  C04   C03  C02   119.09  3.000
 ZHM  O05   C04  C24   119.99  3.000
 ZHM  O05   C04  C03   119.67  3.000
 ZHM  C24   C04  C03   120.26  3.000
 ZHM  O05   C06  N07   118.87  3.000
 ZHM  N07   C06  C23   124.53  3.000
 ZHM  O05   C06  C23   116.60  3.000
 ZHM  N07   C08  C21   122.34  3.000
 ZHM  C21   C08  C09   120.22  3.000
 ZHM  N07   C08  C09   117.40  3.000
 ZHM  N14   C09  C08   126.40  3.000
 ZHM  C08   C09  C10   129.42  3.000
 ZHM  N14   C09  C10   104.11  3.000
 ZHM  H161  C16  H162  107.83  3.000
 ZHM  H161  C16  C17   109.96  3.000
 ZHM  H162  C16  C17   109.55  3.000
 ZHM  H161  C16  C15   109.97  3.000
 ZHM  H162  C16  C15   109.63  3.000
 ZHM  C17   C16  C15   109.87  3.000
 ZHM  H171  C17  H172  106.79  3.000
 ZHM  H171  C17  N18   112.13  3.000
 ZHM  H172  C17  N18   109.35  3.000
 ZHM  H171  C17  C16   108.80  3.000
 ZHM  H172  C17  C16   109.46  3.000
 ZHM  N18   C17  C16   110.23  3.000
 ZHM  H191  C19  H192  106.88  3.000
 ZHM  H191  C19  N18   109.17  3.000
 ZHM  H192  C19  N18   112.43  3.000
 ZHM  H191  C19  C20   109.52  3.000
 ZHM  H192  C19  C20   109.12  3.000
 ZHM  N18   C19  C20   109.66  3.000
 ZHM  H201  C20  H202  107.86  3.000
 ZHM  H201  C20  C19   109.22  3.000
 ZHM  H202  C20  C19   110.12  3.000
 ZHM  H201  C20  C15   109.98  3.000
 ZHM  H202  C20  C15   109.98  3.000
 ZHM  C19   C20  C15   109.65  3.000
 ZHM  H211  C21  C22   120.93  3.000
 ZHM  H211  C21  C08   120.87  3.000
 ZHM  C22   C21  C08   118.20  3.000
 ZHM  H221  C22  C23   120.02  3.000
 ZHM  H221  C22  C21   120.16  3.000
 ZHM  C23   C22  C21   119.82  3.000
 ZHM  H231  C23  C22   122.09  3.000
 ZHM  H231  C23  C06   121.12  3.000
 ZHM  C22   C23  C06   116.79  3.000
 ZHM  BR25  C24  C26   120.39  3.000
 ZHM  BR25  C24  C04   119.56  3.000
 ZHM  C26   C24  C04   120.05  3.000
 ZHM  H261  C26  C27   119.28  3.000
 ZHM  H261  C26  C24   120.57  3.000
 ZHM  C27   C26  C24   120.15  3.000
 ZHM  H271  C27  C26   119.44  3.000
 ZHM  H271  C27  C02   121.34  3.000
 ZHM  C26   C27  C02   119.22  3.000
 ZHM  C08   N07  C06   118.31  3.000
 ZHM  N13   N12  C10   109.34  3.000
 ZHM  N14   N13  N12   108.56  3.000
 ZHM  N13   N14  C09   110.46  3.000
 ZHM  C09   N14  C15   130.21  3.000
 ZHM  N13   N14  C15   119.24  3.000
 ZHM  H181  N18  C19   109.50  3.000
 ZHM  H181  N18  C17   109.42  3.000
 ZHM  C19   N18  C17   111.11  3.000
 ZHM  C06   O05  C04   119.11  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
 ZHM  CONST_01  N13   N14  C09  C10     0.00   0.0  0
 ZHM  CONST_04  N14   N13  N12  C10     0.00   0.0  0
 ZHM  CONST_05  C24   C26  C27  C02     0.00   0.0  0
 ZHM  CONST_06  C24   C04  C03  C02     0.00   0.0  0
 ZHM  CONST_07  C26   C27  C02  C03     0.00   0.0  0
 ZHM  CONST_08  C26   C24  C04  C03     0.00   0.0  0
 ZHM  CONST_09  C27   C26  C24  C04     0.00   0.0  0
 ZHM  CONST_10  C27   C02  C03  C04     0.00   0.0  0
 ZHM  CONST_11  C09   C08  N07  C06   180.00   0.0  0
 ZHM  CONST_12  C21   C08  N07  C06     0.00   0.0  0
 ZHM  CONST_13  C21   C22  C23  C06     0.00   0.0  0
 ZHM  CONST_14  C23   C06  N07  C08     0.00   0.0  0
 ZHM  CONST_15  N13   N14  C09  C08   180.00   0.0  0
 ZHM  CONST_16  N12   C10  C09  C08   180.00   0.0  0
 ZHM  CONST_17  C23   C22  C21  C08     0.00   0.0  0
 ZHM  CONST_18  N12   N13  N14  C09     0.00   0.0  0
 ZHM  CONST_19  C22   C21  C08  C09   180.00   0.0  0
 ZHM  CONST_20  N13   N12  C10  C09     0.00   0.0  0
 ZHM  CONST_22  N07   C06  C23  C22     0.00   0.0  0
 ZHM  CONST_23  N07   C08  C21  C22     0.00   0.0  0
 ZHM  CONST_25  N14   C09  C10  N12     0.00   0.0  0
 ZHM  CONST_26  C15   N14  C09  C10   180.00   0.0  0
 ZHM  CONST_27  N12   N13  N14  C15   180.00   0.0  0
 ZHM  CONST_28  C08   C09  N14  C15     0.00   0.0  0
 ZHM  CONST_29  N14   C09  C10  C11   180.00   0.0  0
 ZHM  CONST_30  C08   C09  C10  C11     0.00   0.0  0
 ZHM  CONST_31  N13   N12  C10  C11   180.00   0.0  0
 ZHM  CONST_32  O05   C04  C03  C02   180.00   0.0  0
 ZHM  CONST_33  BR25  C24  C04  C03   180.00   0.0  0
 ZHM  CONST_34  BR01  C02  C03  C04   180.00   0.0  0
 ZHM  CONST_35  O05   C06  N07  C08   180.00   0.0  0
 ZHM  CONST_36  O05   C06  C23  C22   180.00   0.0  0
 ZHM  CONST_37  BR01  C02  C27  C26   180.00   0.0  0
 ZHM  CONST_38  O05   C04  C24  C26   180.00   0.0  0
 ZHM  CONST_39  BR25  C24  C26  C27   180.00   0.0  0
 ZHM  CONST_40  H261  C26  C27  C02   180.00   0.0  0
 ZHM  CONST_41  H271  C27  C02  C03   180.00   0.0  0
 ZHM  CONST_42  H221  C22  C23  C06   180.00   0.0  0
 ZHM  CONST_43  H211  C21  C08  C09     0.00   0.0  0
 ZHM  CONST_44  H231  C23  C22  C21   180.00   0.0  0
 ZHM  CONST_45  H031  C03  C04  C24   180.00   0.0  0
 ZHM  Var_01    N18   C17  C16  C15   -56.29  30.0  1
 ZHM  Var_02    N18   C19  C20  C15    57.79  30.0  1
 ZHM  Var_03    C19   N18  C17  C16    62.90  30.0  1
 ZHM  Var_04    C20   C19  N18  C17   -63.60  30.0  1
 ZHM  Var_05    N07   C06  O05  C04    -0.79  30.0  2
 ZHM  Var_06    C24   C04  O05  C06    97.46  30.0  2
 ZHM  Var_07    H111  C11  C10  C09  -155.34  30.0  2

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
 ZHM  chir_01  C15  C16  C20  N14  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
 ZHM  plan-1  C10   0.020
 ZHM  plan-1  C11   0.020
 ZHM  plan-1  C15   0.020
 ZHM  plan-1  C08   0.020
 ZHM  plan-1  C09   0.020
 ZHM  plan-1  N12   0.020
 ZHM  plan-1  N13   0.020
 ZHM  plan-1  N14   0.020
 ZHM  plan-2  C02   0.020
 ZHM  plan-2  C03   0.020
 ZHM  plan-2  C04   0.020
 ZHM  plan-2  C24   0.020
 ZHM  plan-2  C26   0.020
 ZHM  plan-2  C27   0.020
 ZHM  plan-2  BR25  0.020
 ZHM  plan-2  H031  0.020
 ZHM  plan-2  H261  0.020
 ZHM  plan-2  H271  0.020
 ZHM  plan-2  O05   0.020
 ZHM  plan-2  BR01  0.020
 ZHM  plan-3  C06   0.020
 ZHM  plan-3  C08   0.020
 ZHM  plan-3  C09   0.020
 ZHM  plan-3  C21   0.020
 ZHM  plan-3  C22   0.020
 ZHM  plan-3  C23   0.020
 ZHM  plan-3  N07   0.020
 ZHM  plan-3  H211  0.020
 ZHM  plan-3  H221  0.020
 ZHM  plan-3  H231  0.020
 ZHM  plan-3  O05   0.020

