# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 19:43:01 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: {4-[6-bromo-3-(butylamino)imidazo[1,2-a]pyridin-2-yl]phenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCNc1n2cc(Br)ccc2nc1c3ccc(OCC(O)=O)cc3
#
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
 46B  46B  '{4-[6-bromo-3-(butylamino)imidazo[1,2-a]pyridin-2-yl]phenoxy}acetic acid'  ligand  45  26  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_46B
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
 46B  O19   O   OC    -1  -0.622   8.1245   2.1250  -0.0257
 46B  C18   C   C      0   0.384   7.5560   1.0725  -0.3760
 46B  O20   O   O      0  -0.592   8.0481   0.0929  -0.9537
 46B  C17   C   CH2    0  -0.332   6.0598   1.0419  -0.0263
 46B  O16   O   O2     0  -0.459   5.4701  -0.1761  -0.4405
 46B  C13   C   CR6    0   0.378   4.1539  -0.3516  -0.2478
 46B  C14   C   CR16   0  -0.339   3.6093  -1.5562  -0.7041
 46B  C15   C   CR16   0  -0.281   2.2630  -1.8196  -0.5561
 46B  C12   C   CR16   0  -0.364   3.3090   0.5719   0.3659
 46B  C11   C   CR16   0  -0.329   1.9555   0.2964   0.5046
 46B  C10   C   CR6    0  -0.006   1.3997  -0.8975   0.0483
 46B  C2    C   CR5    0   0.139  -0.0230  -1.2130   0.1811
 46B  N1    N   N      0  -0.505  -0.4898  -2.4502  -0.1394
 46B  C9    C   CR56   0   0.553  -1.7869  -2.4222   0.0689
 46B  C8    C   CR16   0  -0.400  -2.7655  -3.4259  -0.0700
 46B  C7    C   CR16   0  -0.129  -4.0692  -3.1411   0.2083
 46B  C3    C   CR5    0   0.415  -1.0568  -0.3874   0.5898
 46B  N4    N   N      0  -0.543  -2.1893  -1.1706   0.5019
 46B  C5    C   CR16   0   0.057  -3.4859  -0.8618   0.7784
 46B  C6    C   CR6    0  -0.266  -4.4226  -1.8340   0.6336
 46B  BR1   BR  BR     0  -0.019  -6.2231  -1.4360   1.0003
 46B  N21   N   NH1    0  -0.696  -1.0710   0.9465   0.9532
 46B  C22   C   CH2    0  -0.279  -1.1832   1.9286  -0.1241
 46B  C23   C   CH2    0  -0.439  -0.8507   3.3221   0.3794
 46B  C24   C   CH2    0  -0.424  -0.9382   4.3746  -0.7185
 46B  C25   C   CH3    0  -0.662  -0.5565   5.7648  -0.2305
 46B  H171  H   HCH2   0   0.228   5.9446   1.1779   1.0559
 46B  H172  H   HCH2   0   0.228   5.5641   1.8931  -0.5089
 46B  H14   H   HCR6   0   0.257   4.2543  -2.2842  -1.1811
 46B  H12   H   HCR6   0   0.274   3.6828   1.5125   0.7460
 46B  H15   H   HCR6   0   0.250   1.8696  -2.7588  -0.9214
 46B  H11   H   HCR6   0   0.266   1.3291   1.0303   0.9925
 46B  H8    H   HCR6   0   0.287  -2.4615  -4.4102  -0.3972
 46B  H7    H   HCR6   0   0.289  -4.8276  -3.9042   0.1053
 46B  H5    H   HCR6   0   0.320  -3.6979   0.1489   1.0955
 46B  H121  H   HNH1   0   0.372  -1.6847   1.1520   1.7311
 46B  H221  H   HCH2   0   0.235  -0.4732   1.6447  -0.9047
 46B  H222  H   HCH2   0   0.221  -2.1790   1.9254  -0.5875
 46B  H231  H   HCH2   0   0.219  -1.5299   3.5909   1.1961
 46B  H232  H   HCH2   0   0.221   0.1572   3.3139   0.8059
 46B  H241  H   HCH2   0   0.216  -0.2851   4.0863  -1.5477
 46B  H242  H   HCH2   0   0.216  -1.9537   4.3941  -1.1250
 46B  H251  H   HCH3   0   0.218   0.4697   5.7840   0.1407
 46B  H252  H   HCH3   0   0.228  -0.6336   6.5028  -1.0293
 46B  H253  H   HCH3   0   0.217  -1.2062   6.0906   0.5839

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
 46B  O19  C18   deloc     1.246  0.020  1.246
 46B  C18  O20   deloc     1.239  0.020  1.239
 46B  C18  C17   single    1.537  0.020  1.537
 46B  C17  O16   single    1.415  0.020  1.415
 46B  O16  C13   single    1.342  0.020  1.342
 46B  C13  C14   aromatic  1.399  0.020  1.399
 46B  C13  C12   aromatic  1.394  0.020  1.394
 46B  C14  C15   aromatic  1.380  0.020  1.380
 46B  C15  C10   aromatic  1.400  0.020  1.400
 46B  C12  C11   aromatic  1.388  0.020  1.388
 46B  C11  C10   aromatic  1.394  0.020  1.394
 46B  C10  C2    single    1.463  0.020  1.463
 46B  C2   N1    aromatic  1.361  0.020  1.361
 46B  C2   C3    aromatic  1.385  0.020  1.385
 46B  N1   C9    aromatic  1.314  0.020  1.314
 46B  C9   C8    aromatic  1.409  0.020  1.409
 46B  C9   N4    aromatic  1.384  0.020  1.384
 46B  C8   C7    aromatic  1.363  0.020  1.363
 46B  C7   C6    aromatic  1.419  0.020  1.419
 46B  C3   N4    aromatic  1.380  0.020  1.380
 46B  C3   N21   single    1.383  0.020  1.383
 46B  N4   C5    aromatic  1.361  0.020  1.361
 46B  C5   C6    aromatic  1.358  0.020  1.358
 46B  C6   BR1   single    1.880  0.020  1.880
 46B  N21  C22   single    1.462  0.020  1.462
 46B  C22  C23   single    1.519  0.020  1.519
 46B  C23  C24   single    1.523  0.020  1.523
 46B  C24  C25   single    1.522  0.020  1.522
 46B  C17  H171  single    0.970  0.020  1.090
 46B  C17  H172  single    0.970  0.020  1.090
 46B  C14  H14   single    0.930  0.020  1.080
 46B  C12  H12   single    0.930  0.020  1.080
 46B  C15  H15   single    0.930  0.020  1.080
 46B  C11  H11   single    0.930  0.020  1.080
 46B  C8   H8    single    0.930  0.020  1.080
 46B  C7   H7    single    0.930  0.020  1.080
 46B  C5   H5    single    0.930  0.020  1.080
 46B  N21  H121  single    0.890  0.020  1.040
 46B  C22  H221  single    0.970  0.020  1.090
 46B  C22  H222  single    0.970  0.020  1.090
 46B  C23  H231  single    0.970  0.020  1.090
 46B  C23  H232  single    0.970  0.020  1.090
 46B  C24  H241  single    0.970  0.020  1.090
 46B  C24  H242  single    0.970  0.020  1.090
 46B  C25  H251  single    0.970  0.020  1.090
 46B  C25  H252  single    0.970  0.020  1.090
 46B  C25  H253  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
 46B  C17   C18  O20   118.49  3.000
 46B  C17   C18  O19   113.39  3.000
 46B  O20   C18  O19   128.13  3.000
 46B  H172  C17  H171  106.89  3.000
 46B  H172  C17  O16   110.54  3.000
 46B  H171  C17  O16   110.59  3.000
 46B  H172  C17  C18   108.93  3.000
 46B  H171  C17  C18   108.92  3.000
 46B  O16   C17  C18   110.87  3.000
 46B  C13   O16  C17   118.64  3.000
 46B  C12   C13  C14   118.57  3.000
 46B  C12   C13  O16   124.83  3.000
 46B  C14   C13  O16   116.60  3.000
 46B  H14   C14  C15   119.99  3.000
 46B  H14   C14  C13   119.38  3.000
 46B  C15   C14  C13   120.62  3.000
 46B  H15   C15  C10   119.55  3.000
 46B  H15   C15  C14   118.97  3.000
 46B  C10   C15  C14   121.48  3.000
 46B  H12   C12  C11   118.33  3.000
 46B  H12   C12  C13   121.44  3.000
 46B  C11   C12  C13   120.23  3.000
 46B  H11   C11  C10   119.88  3.000
 46B  H11   C11  C12   118.38  3.000
 46B  C10   C11  C12   121.74  3.000
 46B  C2    C10  C11   122.87  3.000
 46B  C2    C10  C15   119.78  3.000
 46B  C11   C10  C15   117.35  3.000
 46B  C3    C2   N1    110.83  3.000
 46B  C3    C2   C10   128.61  3.000
 46B  N1    C2   C10   120.55  3.000
 46B  C9    N1   C2    106.38  3.000
 46B  N4    C9   C8    118.24  3.000
 46B  N4    C9   N1    110.84  3.000
 46B  C8    C9   N1    130.92  3.000
 46B  H8    C8   C7    121.41  3.000
 46B  H8    C8   C9    118.90  3.000
 46B  C7    C8   C9    119.69  3.000
 46B  H7    C7   C6    120.27  3.000
 46B  H7    C7   C8    120.27  3.000
 46B  C6    C7   C8    119.46  3.000
 46B  N21   C3   N4    123.78  3.000
 46B  N21   C3   C2    131.34  3.000
 46B  N4    C3   C2    104.80  3.000
 46B  C5    N4   C3    129.80  3.000
 46B  C5    N4   C9    123.06  3.000
 46B  C3    N4   C9    107.13  3.000
 46B  H5    C5   C6    124.46  3.000
 46B  H5    C5   N4    117.31  3.000
 46B  C6    C5   N4    118.23  3.000
 46B  BR1   C6   C5    119.23  3.000
 46B  BR1   C6   C7    119.46  3.000
 46B  C5    C6   C7    121.31  3.000
 46B  H121  N21  C22   112.55  3.000
 46B  H121  N21  C3    113.84  3.000
 46B  C22   N21  C3    117.07  3.000
 46B  H222  C22  H221  106.68  3.000
 46B  H222  C22  C23   109.94  3.000
 46B  H221  C22  C23   109.45  3.000
 46B  H222  C22  N21   112.24  3.000
 46B  H221  C22  N21   107.58  3.000
 46B  C23   C22  N21   110.81  3.000
 46B  H232  C23  H231  106.39  3.000
 46B  H232  C23  C24   109.81  3.000
 46B  H231  C23  C24   109.40  3.000
 46B  H232  C23  C22   108.90  3.000
 46B  H231  C23  C22   109.67  3.000
 46B  C24   C23  C22   112.48  3.000
 46B  H242  C24  H241  106.09  3.000
 46B  H242  C24  C25   109.61  3.000
 46B  H241  C24  C25   109.51  3.000
 46B  H242  C24  C23   109.48  3.000
 46B  H241  C24  C23   109.26  3.000
 46B  C25   C24  C23   112.68  3.000
 46B  H253  C25  H252  107.61  3.000
 46B  H253  C25  H251  107.49  3.000
 46B  H252  C25  H251  107.69  3.000
 46B  H253  C25  C24   111.26  3.000
 46B  H252  C25  C24   111.45  3.000
 46B  H251  C25  C24   111.15  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
 46B  CONST_01  C10   C15  C14  C13     0.00   0.0  0
 46B  CONST_02  C10   C11  C12  C13     0.00   0.0  0
 46B  CONST_03  C11   C12  C13  C14     0.00   0.0  0
 46B  CONST_04  C11   C10  C15  C14     0.00   0.0  0
 46B  CONST_05  C2    C10  C15  C14   180.00   0.0  0
 46B  CONST_06  C12   C13  C14  C15     0.00   0.0  0
 46B  CONST_07  C12   C11  C10  C15     0.00   0.0  0
 46B  CONST_08  N1    C2   C10  C15     0.00   0.0  0
 46B  CONST_09  C3    C2   C10  C15   180.00   0.0  0
 46B  CONST_10  C2    C10  C11  C12   180.00   0.0  0
 46B  CONST_11  N1    C2   C10  C11   180.00   0.0  0
 46B  CONST_12  C3    C2   C10  C11     0.00   0.0  0
 46B  CONST_13  C9    N1   C2   C10   180.00   0.0  0
 46B  CONST_14  N4    C3   C2   C10   180.00   0.0  0
 46B  CONST_15  C8    C9   N1   C2    180.00   0.0  0
 46B  CONST_16  N4    C9   N1   C2      0.00   0.0  0
 46B  CONST_17  C9    N4   C3   C2      0.00   0.0  0
 46B  CONST_18  C5    N4   C3   C2    180.00   0.0  0
 46B  CONST_19  N4    C3   C2   N1      0.00   0.0  0
 46B  CONST_20  C7    C8   C9   N1    180.00   0.0  0
 46B  CONST_21  C3    N4   C9   N1      0.00   0.0  0
 46B  CONST_22  C5    N4   C9   N1    180.00   0.0  0
 46B  CONST_23  C3    C2   N1   C9      0.00   0.0  0
 46B  CONST_24  C6    C7   C8   C9      0.00   0.0  0
 46B  CONST_25  C6    C5   N4   C9      0.00   0.0  0
 46B  CONST_26  C3    N4   C9   C8    180.00   0.0  0
 46B  CONST_27  C5    N4   C9   C8      0.00   0.0  0
 46B  CONST_28  C5    C6   C7   C8      0.00   0.0  0
 46B  CONST_29  N4    C9   C8   C7      0.00   0.0  0
 46B  CONST_30  N4    C5   C6   C7      0.00   0.0  0
 46B  CONST_31  C6    C5   N4   C3    180.00   0.0  0
 46B  CONST_32  C15   C14  C13  O16   180.00   0.0  0
 46B  CONST_33  C11   C12  C13  O16   180.00   0.0  0
 46B  CONST_34  N21   C3   C2   C10     0.00   0.0  0
 46B  CONST_35  N21   C3   C2   N1    180.00   0.0  0
 46B  CONST_36  N21   C3   N4   C9    180.00   0.0  0
 46B  CONST_37  BR1   C6   C7   C8    180.00   0.0  0
 46B  CONST_38  BR1   C6   C5   N4    180.00   0.0  0
 46B  CONST_39  N21   C3   N4   C5      0.00   0.0  0
 46B  CONST_40  H15   C15  C14  C13   180.00   0.0  0
 46B  CONST_41  H11   C11  C12  C13   180.00   0.0  0
 46B  CONST_42  H12   C12  C13  C14   180.00   0.0  0
 46B  CONST_43  H14   C14  C13  C12   180.00   0.0  0
 46B  CONST_44  H8    C8   C9   N1      0.00   0.0  0
 46B  CONST_45  H7    C7   C8   C9    180.00   0.0  0
 46B  CONST_46  H5    C5   N4   C9    180.00   0.0  0
 46B  Var_01    C14   C13  O16  C17   178.40  30.0  2
 46B  Var_02    C23   C22  N21  C3   -166.28  30.0  3
 46B  Var_03    H171  C17  O16  C13    61.10  30.0  1
 46B  Var_04    O16   C17  C18  O19  -179.70  30.0  3
 46B  Var_05    C24   C23  C22  N21   179.25  30.0  3
 46B  Var_06    C25   C24  C23  C22  -177.90  30.0  3
 46B  Var_07    H251  C25  C24  C23    60.32  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
 46B  plan-1  O16   0.020
 46B  plan-1  C13   0.020
 46B  plan-1  C14   0.020
 46B  plan-1  C15   0.020
 46B  plan-1  C12   0.020
 46B  plan-1  C11   0.020
 46B  plan-1  C10   0.020
 46B  plan-1  C2    0.020
 46B  plan-1  H14   0.020
 46B  plan-1  H12   0.020
 46B  plan-1  H15   0.020
 46B  plan-1  H11   0.020
 46B  plan-2  C10   0.020
 46B  plan-2  C2    0.020
 46B  plan-2  N1    0.020
 46B  plan-2  C9    0.020
 46B  plan-2  C8    0.020
 46B  plan-2  C7    0.020
 46B  plan-2  C3    0.020
 46B  plan-2  N4    0.020
 46B  plan-2  C5    0.020
 46B  plan-2  C6    0.020
 46B  plan-2  BR1   0.020
 46B  plan-2  N21   0.020
 46B  plan-2  H8    0.020
 46B  plan-2  H7    0.020
 46B  plan-2  H5    0.020
 46B  plan-3  C3    0.020
 46B  plan-3  N21   0.020
 46B  plan-3  C22   0.020
 46B  plan-3  H121  0.020
 46B  plan-4  O19   0.020
 46B  plan-4  C18   0.020
 46B  plan-4  O20   0.020
 46B  plan-4  C17   0.020

