# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 03:57:44 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 2-(2-methylpropyl)-4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Cc1cc(ccc1C(O)=O)c2c[nH]c3ncc(cc23)c4ccccc4
#
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
 F6J  F6J  '2-(2-methylpropyl)-4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid'  ligand  49  28  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F6J
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
 F6J  C1   C  CH3    0  -0.655   6.8953   0.7438  -1.2825
 F6J  N2   N  N      0  -0.419  -3.4495   2.8595   0.1314
 F6J  C5   C  CR6    0   0.147   3.1906  -0.1059  -0.5669
 F6J  C6   C  CR16   0  -0.396   2.1477   0.8158  -0.5289
 F6J  C7   C  CR6    0   0.080   0.9605   0.5884   0.1676
 F6J  C9   C  CR16   0  -0.263   1.8745  -1.5307   0.8530
 F6J  C10  C  CR6    0  -0.133   3.0496  -1.3153   0.1344
 F6J  C11  C  C      0   0.357   4.0898  -2.4305   0.1407
 F6J  C12  C  CR5    0  -0.050  -0.1083   1.5867   0.1728
 F6J  C13  C  CR15   0  -0.045   0.0482   2.9486   0.1979
 F6J  C15  C  CR16   0  -0.124  -4.2151   1.7838   0.0678
 F6J  C16  C  CR6    0  -0.014  -3.7357   0.4613   0.0178
 F6J  C18  C  CR56   0   0.013  -1.5253   1.3597   0.1480
 F6J  C19  C  CR6    0   0.085  -4.6798  -0.6679  -0.0838
 F6J  C23  C  CR16   0  -0.239  -6.7040  -1.6441  -0.9824
 F6J  C24  C  CR16   0  -0.314  -5.8225  -0.5774  -0.8812
 F6J  C2   C  CH1    0  -0.234   5.6425   0.5793  -0.4294
 F6J  C3   C  CH3    0  -0.648   5.3975   1.8229   0.4175
 F6J  C4   C  CH2    0  -0.483   4.4388   0.2570  -1.3261
 F6J  C8   C  CR16   0  -0.351   0.8375  -0.6128   0.8641
 F6J  O1   O  O      0  -0.588   4.7011  -2.6533  -0.9215
 F6J  O2   O  OC    -1  -0.598   4.2161  -3.0544   1.2128
 F6J  N1   N  NR15   0  -0.666  -1.1675   3.5691   0.1927
 F6J  C14  C  CR56   0   0.473  -2.1479   2.6284   0.1604
 F6J  C17  C  CR16   0  -0.318  -2.3617   0.2525   0.0610
 F6J  C20  C  CR16   0  -0.312  -4.4458  -1.8581   0.6080
 F6J  C21  C  CR16   0  -0.239  -5.3237  -2.9269   0.5026
 F6J  C22  C  CR16   0  -0.268  -6.4572  -2.8244  -0.2935
 F6J  H1   H  HCH3   0   0.211   6.7819   1.5736  -1.9846
 F6J  H2   H  HCH3   0   0.223   7.7737   0.9489  -0.6679
 F6J  H3   H  HCH3   0   0.223   7.0987  -0.1577  -1.8636
 F6J  H4   H  HCR6   0   0.230   2.2563   1.7422  -1.0830
 F6J  H5   H  HCR6   0   0.241   1.7661  -2.4485   1.4169
 F6J  H6   H  HCR5   0   0.293   0.9554   3.5304   0.2397
 F6J  H7   H  HCR6   0   0.256  -5.2853   1.9609   0.0668
 F6J  H8   H  HCR6   0   0.257  -7.5809  -1.5557  -1.6108
 F6J  H9   H  HCR6   0   0.253  -6.0171   0.3269  -1.4450
 F6J  H10  H  HCH1   0   0.223   5.8033  -0.2663   0.2470
 F6J  H11  H  HCH3   0   0.227   4.5150   1.7189   1.0502
 F6J  H12  H  HCH3   0   0.222   6.2478   2.0257   1.0717
 F6J  H13  H  HCH3   0   0.208   5.2491   2.7027  -0.2143
 F6J  H14  H  HCH2   0   0.243   4.7081  -0.5611  -1.9915
 F6J  H15  H  HCH2   0   0.218   4.2362   1.1318  -1.9537
 F6J  H16  H  HCR6   0   0.238  -0.0542  -0.8229   1.4424
 F6J  H18  H  HNR5   0   0.414  -1.3136   4.5653   0.2194
 F6J  H19  H  HCR6   0   0.259  -1.9588  -0.7513  -0.0012
 F6J  H20  H  HCR6   0   0.252  -3.5772  -1.9445   1.2494
 F6J  H21  H  HCR6   0   0.257  -5.1248  -3.8391   1.0505
 F6J  H22  H  HCR6   0   0.257  -7.1422  -3.6579  -0.3771

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
 F6J  C22  C23  aromatic  1.389  0.020  1.389
 F6J  C22  C21  aromatic  1.389  0.020  1.389
 F6J  C23  C24  aromatic  1.387  0.020  1.387
 F6J  C1   C2   single    1.525  0.020  1.525
 F6J  C21  C20  aromatic  1.387  0.020  1.387
 F6J  C3   C2   single    1.524  0.020  1.524
 F6J  O1   C11  deloc     1.246  0.020  1.246
 F6J  C24  C19  aromatic  1.396  0.020  1.396
 F6J  C2   C4   single    1.535  0.020  1.535
 F6J  C20  C19  aromatic  1.396  0.020  1.396
 F6J  C19  C16  single    1.475  0.020  1.475
 F6J  C4   C5   single    1.505  0.020  1.505
 F6J  C11  C10  single    1.525  0.020  1.525
 F6J  C11  O2   deloc     1.247  0.020  1.247
 F6J  C5   C10  aromatic  1.405  0.020  1.405
 F6J  C5   C6   aromatic  1.392  0.020  1.392
 F6J  C10  C9   aromatic  1.394  0.020  1.394
 F6J  C16  C17  aromatic  1.390  0.020  1.390
 F6J  C16  C15  aromatic  1.408  0.020  1.408
 F6J  C17  C18  aromatic  1.390  0.020  1.390
 F6J  C6   C7   aromatic  1.395  0.020  1.395
 F6J  C9   C8   aromatic  1.385  0.020  1.385
 F6J  C7   C8   aromatic  1.394  0.020  1.394
 F6J  C7   C12  single    1.462  0.020  1.462
 F6J  C15  N2   aromatic  1.322  0.020  1.322
 F6J  C18  C12  aromatic  1.435  0.020  1.435
 F6J  C18  C14  aromatic  1.413  0.020  1.413
 F6J  C12  C13  aromatic  1.371  0.020  1.371
 F6J  N2   C14  aromatic  1.322  0.020  1.322
 F6J  C14  N1   aromatic  1.359  0.020  1.359
 F6J  C13  N1   aromatic  1.365  0.020  1.365
 F6J  C1   H1   single    0.970  0.020  1.090
 F6J  C1   H2   single    0.970  0.020  1.090
 F6J  C1   H3   single    0.970  0.020  1.090
 F6J  C6   H4   single    0.930  0.020  1.080
 F6J  C9   H5   single    0.930  0.020  1.080
 F6J  C13  H6   single    0.930  0.020  1.080
 F6J  C15  H7   single    0.930  0.020  1.080
 F6J  C23  H8   single    0.930  0.020  1.080
 F6J  C24  H9   single    0.930  0.020  1.080
 F6J  C2   H10  single    0.970  0.020  1.090
 F6J  C3   H11  single    0.970  0.020  1.090
 F6J  C3   H12  single    0.970  0.020  1.090
 F6J  C3   H13  single    0.970  0.020  1.090
 F6J  C4   H14  single    0.970  0.020  1.090
 F6J  C4   H15  single    0.970  0.020  1.090
 F6J  C8   H16  single    0.930  0.020  1.080
 F6J  N1   H18  single    0.860  0.020  1.020
 F6J  C17  H19  single    0.930  0.020  1.080
 F6J  C20  H20  single    0.930  0.020  1.080
 F6J  C21  H21  single    0.930  0.020  1.080
 F6J  C22  H22  single    0.930  0.020  1.080

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
 F6J  H3   C1   H2   107.75  3.000
 F6J  H3   C1   H1   107.72  3.000
 F6J  H2   C1   H1   107.62  3.000
 F6J  H3   C1   C2   111.22  3.000
 F6J  H2   C1   C2   111.50  3.000
 F6J  H1   C1   C2   110.86  3.000
 F6J  C14  N2   C15  115.40  3.000
 F6J  C4   C5   C10  122.85  3.000
 F6J  C10  C5   C6   118.75  3.000
 F6J  C4   C5   C6   118.38  3.000
 F6J  H4   C6   C7   118.64  3.000
 F6J  H4   C6   C5   118.45  3.000
 F6J  C7   C6   C5   122.90  3.000
 F6J  C8   C7   C12  121.46  3.000
 F6J  C12  C7   C6   120.82  3.000
 F6J  C8   C7   C6   117.71  3.000
 F6J  H5   C9   C8   118.86  3.000
 F6J  H5   C9   C10  118.94  3.000
 F6J  C8   C9   C10  122.20  3.000
 F6J  C11  C10  C9   117.37  3.000
 F6J  C9   C10  C5   118.35  3.000
 F6J  C11  C10  C5   124.27  3.000
 F6J  O2   C11  O1   126.44  3.000
 F6J  O2   C11  C10  116.01  3.000
 F6J  O1   C11  C10  117.52  3.000
 F6J  C18  C12  C13  105.66  3.000
 F6J  C13  C12  C7   126.49  3.000
 F6J  C18  C12  C7   127.84  3.000
 F6J  H6   C13  N1   120.28  3.000
 F6J  H6   C13  C12  129.23  3.000
 F6J  N1   C13  C12  110.48  3.000
 F6J  H7   C15  C16  119.30  3.000
 F6J  H7   C15  N2   116.02  3.000
 F6J  C16  C15  N2   124.68  3.000
 F6J  C17  C16  C19  121.30  3.000
 F6J  C17  C16  C15  118.46  3.000
 F6J  C19  C16  C15  120.24  3.000
 F6J  C17  C18  C14  116.77  3.000
 F6J  C14  C18  C12  107.03  3.000
 F6J  C17  C18  C12  136.13  3.000
 F6J  C20  C19  C24  118.37  3.000
 F6J  C20  C19  C16  120.73  3.000
 F6J  C24  C19  C16  120.89  3.000
 F6J  H8   C23  C22  120.09  3.000
 F6J  H8   C23  C24  119.62  3.000
 F6J  C22  C23  C24  120.28  3.000
 F6J  H9   C24  C23  119.32  3.000
 F6J  H9   C24  C19  119.89  3.000
 F6J  C23  C24  C19  120.78  3.000
 F6J  H10  C2   C4   108.30  3.000
 F6J  H10  C2   C3   108.09  3.000
 F6J  C4   C2   C3   111.70  3.000
 F6J  H10  C2   C1   107.96  3.000
 F6J  C4   C2   C1   109.88  3.000
 F6J  C3   C2   C1   110.79  3.000
 F6J  H13  C3   H12  107.61  3.000
 F6J  H13  C3   H11  107.58  3.000
 F6J  H12  C3   H11  107.47  3.000
 F6J  H13  C3   C2   110.94  3.000
 F6J  H12  C3   C2   111.06  3.000
 F6J  H11  C3   C2   111.99  3.000
 F6J  H15  C4   H14  107.20  3.000
 F6J  H15  C4   C2   108.18  3.000
 F6J  H14  C4   C2   108.71  3.000
 F6J  H15  C4   C5   109.15  3.000
 F6J  H14  C4   C5   109.41  3.000
 F6J  C2   C4   C5   113.96  3.000
 F6J  H16  C8   C9   119.47  3.000
 F6J  H16  C8   C7   120.43  3.000
 F6J  C9   C8   C7   120.07  3.000
 F6J  H18  N1   C14  125.49  3.000
 F6J  H18  N1   C13  125.36  3.000
 F6J  C14  N1   C13  109.14  3.000
 F6J  N1   C14  C18  107.68  3.000
 F6J  N1   C14  N2   126.13  3.000
 F6J  C18  C14  N2   126.18  3.000
 F6J  H19  C17  C18  121.17  3.000
 F6J  H19  C17  C16  120.33  3.000
 F6J  C18  C17  C16  118.47  3.000
 F6J  H20  C20  C21  119.41  3.000
 F6J  H20  C20  C19  119.72  3.000
 F6J  C21  C20  C19  120.87  3.000
 F6J  H21  C21  C22  120.15  3.000
 F6J  H21  C21  C20  119.64  3.000
 F6J  C22  C21  C20  120.21  3.000
 F6J  H22  C22  C21  120.27  3.000
 F6J  H22  C22  C23  120.25  3.000
 F6J  C21  C22  C23  119.48  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
 F6J  CONST_01  C19  C16  C15  N2    180.00   0.0  0
 F6J  CONST_02  C17  C16  C15  N2      0.00   0.0  0
 F6J  CONST_03  C17  C18  C14  N2      0.00   0.0  0
 F6J  CONST_04  C12  C18  C14  N2    180.00   0.0  0
 F6J  CONST_05  C13  N1   C14  N2    180.00   0.0  0
 F6J  CONST_06  C8   C9   C10  C5      0.00   0.0  0
 F6J  CONST_07  C8   C7   C6   C5      0.00   0.0  0
 F6J  CONST_08  C12  C7   C6   C5    180.00   0.0  0
 F6J  CONST_09  C9   C10  C5   C6      0.00   0.0  0
 F6J  CONST_10  C9   C8   C7   C6      0.00   0.0  0
 F6J  CONST_13  C10  C5   C6   C7      0.00   0.0  0
 F6J  CONST_14  C10  C9   C8   C7      0.00   0.0  0
 F6J  CONST_15  C17  C18  C12  C7      0.00   0.0  0
 F6J  CONST_16  C14  C18  C12  C7    180.00   0.0  0
 F6J  CONST_17  N1   C13  C12  C7    180.00   0.0  0
 F6J  CONST_18  C12  C7   C8   C9    180.00   0.0  0
 F6J  CONST_19  C16  C17  C18  C12   180.00   0.0  0
 F6J  CONST_20  N1   C14  C18  C12     0.00   0.0  0
 F6J  CONST_21  C14  N1   C13  C12     0.00   0.0  0
 F6J  CONST_23  C17  C18  C12  C13   180.00   0.0  0
 F6J  CONST_24  C14  C18  C12  C13     0.00   0.0  0
 F6J  CONST_25  C18  C14  N1   C13     0.00   0.0  0
 F6J  CONST_28  C18  C17  C16  C15     0.00   0.0  0
 F6J  CONST_29  C18  C14  N2   C15     0.00   0.0  0
 F6J  CONST_30  N1   C14  N2   C15   180.00   0.0  0
 F6J  CONST_31  C23  C24  C19  C16   180.00   0.0  0
 F6J  CONST_32  C21  C20  C19  C16   180.00   0.0  0
 F6J  CONST_33  C14  C18  C17  C16     0.00   0.0  0
 F6J  CONST_34  C14  N2   C15  C16     0.00   0.0  0
 F6J  CONST_35  C19  C16  C17  C18   180.00   0.0  0
 F6J  CONST_37  N1   C13  C12  C18     0.00   0.0  0
 F6J  CONST_38  C22  C23  C24  C19     0.00   0.0  0
 F6J  CONST_39  C22  C21  C20  C19     0.00   0.0  0
 F6J  CONST_40  C20  C21  C22  C23     0.00   0.0  0
 F6J  CONST_41  C20  C19  C24  C23     0.00   0.0  0
 F6J  CONST_42  C21  C22  C23  C24     0.00   0.0  0
 F6J  CONST_43  C21  C20  C19  C24     0.00   0.0  0
 F6J  CONST_45  C17  C18  C14  N1    180.00   0.0  0
 F6J  CONST_47  C11  C10  C5   C6    180.00   0.0  0
 F6J  CONST_48  C4   C5   C6   C7    180.00   0.0  0
 F6J  CONST_49  C4   C5   C10  C9    180.00   0.0  0
 F6J  CONST_50  C8   C9   C10  C11   180.00   0.0  0
 F6J  CONST_51  H18  N1   C14  N2      0.00   0.0  0
 F6J  CONST_52  H5   C9   C10  C5    180.00   0.0  0
 F6J  CONST_53  H16  C8   C7   C6    180.00   0.0  0
 F6J  CONST_54  H6   C13  C12  C7      0.00   0.0  0
 F6J  CONST_55  H4   C6   C5   C10   180.00   0.0  0
 F6J  CONST_56  H19  C17  C18  C12     0.00   0.0  0
 F6J  CONST_57  H9   C24  C19  C16     0.00   0.0  0
 F6J  CONST_58  H20  C20  C19  C16     0.00   0.0  0
 F6J  CONST_59  H8   C23  C24  C19   180.00   0.0  0
 F6J  CONST_60  H21  C21  C20  C19   180.00   0.0  0
 F6J  CONST_61  H7   C15  C16  C19     0.00   0.0  0
 F6J  CONST_62  H22  C22  C23  C24   180.00   0.0  0
 F6J  Var_01    O1   C11  C10  C5    -37.56  30.0  2
 F6J  Var_02    C2   C4   C5   C6    107.32  30.0  3
 F6J  Var_03    C5   C4   C2   C1    172.23  30.0  3
 F6J  Var_04    H11  C3   C2   C1   -178.94  30.0  3
 F6J  Var_05    H1   C1   C2   C3    -62.34  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
 F6J  plan-1  C5   0.020
 F6J  plan-1  C6   0.020
 F6J  plan-1  C7   0.020
 F6J  plan-1  C9   0.020
 F6J  plan-1  C10  0.020
 F6J  plan-1  C11  0.020
 F6J  plan-1  C12  0.020
 F6J  plan-1  C4   0.020
 F6J  plan-1  C8   0.020
 F6J  plan-1  H4   0.020
 F6J  plan-1  H5   0.020
 F6J  plan-1  H16  0.020
 F6J  plan-2  C16  0.020
 F6J  plan-2  C19  0.020
 F6J  plan-2  C23  0.020
 F6J  plan-2  C24  0.020
 F6J  plan-2  C20  0.020
 F6J  plan-2  C21  0.020
 F6J  plan-2  C22  0.020
 F6J  plan-2  H8   0.020
 F6J  plan-2  H9   0.020
 F6J  plan-2  H20  0.020
 F6J  plan-2  H21  0.020
 F6J  plan-2  H22  0.020
 F6J  plan-3  N2   0.020
 F6J  plan-3  C7   0.020
 F6J  plan-3  C12  0.020
 F6J  plan-3  C13  0.020
 F6J  plan-3  C15  0.020
 F6J  plan-3  C16  0.020
 F6J  plan-3  C18  0.020
 F6J  plan-3  C19  0.020
 F6J  plan-3  N1   0.020
 F6J  plan-3  C14  0.020
 F6J  plan-3  C17  0.020
 F6J  plan-3  H6   0.020
 F6J  plan-3  H7   0.020
 F6J  plan-3  H18  0.020
 F6J  plan-3  H19  0.020
 F6J  plan-4  C10  0.020
 F6J  plan-4  C11  0.020
 F6J  plan-4  O1   0.020
 F6J  plan-4  O2   0.020

