# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 20:50:34 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 3-amino-N-(2'-amino-6'-methyl[4,4'-bipyridin]-3-yl)-6-(2-fluorophenyl)pyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(cc(N)n1)c2ccncc2NC(=O)c3nc(ccc3N)c4ccccc4F
#
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
 6CB  6CB  3-amino-N-(2'-amino-6'-methyl[4,4'-bipyridin]-3-yl)-6-(2-fluorophenyl)pyridine-2-carboxamide  ligand  50  31  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6CB
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
 6CB  C1   C  CR6   0   0.261   1.4828   3.2456   0.7136
 6CB  C2   C  CR16  0  -0.414   2.3328   2.1640   0.8847
 6CB  C3   C  CR6   0   0.130   2.2754   1.1158  -0.0360
 6CB  C11  C  C     0   0.549   0.6439  -2.7163  -0.0529
 6CB  C12  C  CR6   0   0.004  -0.8203  -2.4825  -0.1898
 6CB  C13  C  CR6   0   0.205  -2.4513  -0.8455  -0.2767
 6CB  C14  C  CR16  0  -0.310  -3.4436  -1.8216  -0.4642
 6CB  C15  C  CR16  0  -0.230  -3.0888  -3.1434  -0.5164
 6CB  C16  C  CR6   0   0.328  -1.7395  -3.5351  -0.3854
 6CB  C17  C  CR6   0  -0.141  -2.7778   0.5931  -0.2593
 6CB  C18  C  CR16  0  -0.285  -3.7167   1.1151  -1.1516
 6CB  C19  C  CR16  0  -0.259  -4.0317   2.4644  -1.1664
 6CB  C20  C  CR16  0  -0.253  -3.4110   3.3273  -0.2724
 6CB  C21  C  CR16  0  -0.386  -2.4801   2.8366   0.6307
 6CB  C22  C  CR6   0   0.527  -2.1786   1.4892   0.6200
 6CB  F    F  F     0  -0.302  -1.2853   1.0416   1.5129
 6CB  N4   N  N     0  -0.459  -1.1953  -1.2076  -0.1418
 6CB  N5   N  NH2   0  -0.861  -1.4095  -4.8420  -0.4160
 6CB  O    O  O     0  -0.476   1.1533  -3.8227  -0.1726
 6CB  C10  C  CR6   0   0.261   2.7038  -1.3620   0.2310
 6CB  C9   C  CR16  0  -0.116   3.6432  -2.3837   0.4049
 6CB  N2   N  N     0  -0.394   4.9502  -2.1692   0.4549
 6CB  C8   C  CR16  0  -0.077   5.3969  -0.9259   0.3512
 6CB  C7   C  CR16  0  -0.353   4.5508   0.1586   0.1959
 6CB  C6   C  CR6   0   0.091   3.1800  -0.0455   0.1224
 6CB  C4   C  CR16  0  -0.442   1.3785   1.1951  -1.0843
 6CB  C5   C  CR6   0   0.470   0.5492   2.3260  -1.1703
 6CB  N    N  NH2   0  -0.837  -0.3352   2.4637  -2.1998
 6CB  N1   N  N     0  -0.475   0.6173   3.3228  -0.2950
 6CB  C    C  CH3   0  -0.721   1.4786   4.3876   1.6832
 6CB  H3   H  HCR6  0   0.257   3.0136   2.1279   1.7244
 6CB  H11  H  HCR6  0   0.278  -4.4843  -1.5406  -0.5573
 6CB  H12  H  HCR6  0   0.283  -3.8477  -3.9039  -0.6532
 6CB  H15  H  HCR6  0   0.266  -4.1921   0.4500  -1.8616
 6CB  H16  H  HCR6  0   0.262  -4.7546   2.8417  -1.8771
 6CB  H17  H  HCR6  0   0.268  -3.6487   4.3827  -0.2746
 6CB  H18  H  HCR6  0   0.274  -1.9841   3.4914   1.3345
 6CB  H13  H  HNH2  0   0.406  -0.4423  -5.1034  -0.4994
 6CB  H14  H  HNH2  0   0.398  -2.0956  -5.5066  -0.7300
 6CB  H10  H  HNH1  0   0.440   0.7309  -0.7571   0.2353
 6CB  H9   H  HCR6  0   0.281   3.3219  -3.4087   0.5124
 6CB  H8   H  HCR6  0   0.265   6.4701  -0.7822   0.3965
 6CB  H7   H  HCR6  0   0.273   4.9556   1.1587   0.1152
 6CB  H4   H  HCR6  0   0.274   1.3168   0.4202  -1.8379
 6CB  H6   H  HNH2  0   0.386  -0.6411   1.6216  -2.6585
 6CB  H5   H  HNH2  0   0.383  -1.0735   3.1331  -2.0505
 6CB  H1   H  HCH3  0   0.249   1.5461   5.3418   1.1605
 6CB  H    H  HCH3  0   0.251   0.5467   4.3983   2.2521
 6CB  H2   H  HCH3  0   0.243   2.3037   4.3210   2.3894
 6CB  N3   N  NH1   0  -0.771   1.3314  -1.5761   0.2014

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
 6CB  N    C5   single    1.364  0.020  1.364
 6CB  N1   C5   aromatic  1.328  0.020  1.328
 6CB  N1   C1   aromatic  1.331  0.020  1.331
 6CB  C20  C19  aromatic  1.389  0.020  1.389
 6CB  C20  C21  aromatic  1.387  0.020  1.387
 6CB  C    C1   single    1.498  0.020  1.498
 6CB  C5   C4   aromatic  1.405  0.020  1.405
 6CB  C19  C18  aromatic  1.386  0.020  1.386
 6CB  C1   C2   aromatic  1.386  0.020  1.386
 6CB  C21  C22  aromatic  1.381  0.020  1.381
 6CB  C4   C3   aromatic  1.382  0.020  1.382
 6CB  C2   C3   aromatic  1.396  0.020  1.396
 6CB  C18  C17  aromatic  1.397  0.020  1.397
 6CB  C22  C17  aromatic  1.391  0.020  1.391
 6CB  C22  F    single    1.340  0.020  1.340
 6CB  C3   C6   single    1.481  0.020  1.481
 6CB  C17  C13  single    1.475  0.020  1.475
 6CB  C7   C6   aromatic  1.388  0.020  1.388
 6CB  C7   C8   aromatic  1.384  0.020  1.384
 6CB  C6   C10  aromatic  1.404  0.020  1.404
 6CB  C13  N4   aromatic  1.314  0.020  1.314
 6CB  C13  C14  aromatic  1.404  0.020  1.404
 6CB  N4   C12  aromatic  1.330  0.020  1.330
 6CB  C8   N2   aromatic  1.325  0.020  1.325
 6CB  C10  N3   single    1.389  0.020  1.389
 6CB  C10  C9   aromatic  1.399  0.020  1.399
 6CB  N3   C11  single    1.356  0.020  1.356
 6CB  C14  C15  aromatic  1.370  0.020  1.370
 6CB  N2   C9   aromatic  1.325  0.020  1.325
 6CB  C12  C11  single    1.489  0.020  1.489
 6CB  C12  C16  aromatic  1.411  0.020  1.411
 6CB  C11  O    double    1.224  0.020  1.224
 6CB  C15  C16  aromatic  1.411  0.020  1.411
 6CB  C16  N5   single    1.348  0.020  1.348
 6CB  C2   H3   single    0.930  0.020  1.080
 6CB  C14  H11  single    0.930  0.020  1.080
 6CB  C15  H12  single    0.930  0.020  1.080
 6CB  C18  H15  single    0.930  0.020  1.080
 6CB  C19  H16  single    0.930  0.020  1.080
 6CB  C20  H17  single    0.930  0.020  1.080
 6CB  C21  H18  single    0.930  0.020  1.080
 6CB  N5   H13  single    0.890  0.020  1.040
 6CB  N5   H14  single    0.890  0.020  1.040
 6CB  N3   H10  single    0.860  0.020  1.020
 6CB  C9   H9   single    0.930  0.020  1.080
 6CB  C8   H8   single    0.930  0.020  1.080
 6CB  C7   H7   single    0.930  0.020  1.080
 6CB  C4   H4   single    0.930  0.020  1.080
 6CB  N    H6   single    0.890  0.020  1.040
 6CB  N    H5   single    0.890  0.020  1.040
 6CB  C    H1   single    0.970  0.020  1.090
 6CB  C    H    single    0.970  0.020  1.090
 6CB  C    H2   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
 6CB  C    C1   N1   116.38  3.000
 6CB  C    C1   C2   121.11  3.000
 6CB  N1   C1   C2   122.50  3.000
 6CB  H3   C2   C3   120.85  3.000
 6CB  H3   C2   C1   120.51  3.000
 6CB  C3   C2   C1   118.63  3.000
 6CB  C4   C3   C6   121.52  3.000
 6CB  C6   C3   C2   119.55  3.000
 6CB  C4   C3   C2   118.93  3.000
 6CB  N3   C11  O    124.59  3.000
 6CB  O    C11  C12  122.83  3.000
 6CB  N3   C11  C12  112.58  3.000
 6CB  N4   C12  C16  122.45  3.000
 6CB  C16  C12  C11  122.42  3.000
 6CB  N4   C12  C11  115.12  3.000
 6CB  N4   C13  C17  118.62  3.000
 6CB  N4   C13  C14  119.83  3.000
 6CB  C17  C13  C14  121.53  3.000
 6CB  H11  C14  C15  119.77  3.000
 6CB  H11  C14  C13  120.70  3.000
 6CB  C15  C14  C13  119.53  3.000
 6CB  H12  C15  C16  119.14  3.000
 6CB  H12  C15  C14  120.06  3.000
 6CB  C16  C15  C14  120.80  3.000
 6CB  N5   C16  C15  120.06  3.000
 6CB  N5   C16  C12  124.53  3.000
 6CB  C15  C16  C12  115.39  3.000
 6CB  C22  C17  C18  116.91  3.000
 6CB  C22  C17  C13  122.71  3.000
 6CB  C18  C17  C13  120.38  3.000
 6CB  H15  C18  C19  119.43  3.000
 6CB  H15  C18  C17  118.98  3.000
 6CB  C19  C18  C17  121.58  3.000
 6CB  H16  C19  C20  120.32  3.000
 6CB  H16  C19  C18  119.91  3.000
 6CB  C20  C19  C18  119.77  3.000
 6CB  H17  C20  C21  119.61  3.000
 6CB  H17  C20  C19  120.44  3.000
 6CB  C21  C20  C19  119.96  3.000
 6CB  H18  C21  C22  119.71  3.000
 6CB  H18  C21  C20  121.15  3.000
 6CB  C22  C21  C20  119.13  3.000
 6CB  F    C22  C21  117.80  3.000
 6CB  F    C22  C17  119.55  3.000
 6CB  C21  C22  C17  122.65  3.000
 6CB  C13  N4   C12  122.00  3.000
 6CB  H14  N5   H13  117.30  3.000
 6CB  H14  N5   C16  118.73  3.000
 6CB  H13  N5   C16  119.30  3.000
 6CB  C6   C10  C9   117.82  3.000
 6CB  C9   C10  N3   123.61  3.000
 6CB  C6   C10  N3   118.55  3.000
 6CB  H9   C9   N2   116.32  3.000
 6CB  H9   C9   C10  120.40  3.000
 6CB  N2   C9   C10  123.28  3.000
 6CB  C8   N2   C9   118.77  3.000
 6CB  H8   C8   C7   120.41  3.000
 6CB  H8   C8   N2   117.06  3.000
 6CB  C7   C8   N2   122.54  3.000
 6CB  H7   C7   C6   120.11  3.000
 6CB  H7   C7   C8   120.25  3.000
 6CB  C6   C7   C8   119.63  3.000
 6CB  C7   C6   C10  117.96  3.000
 6CB  C10  C6   C3   122.44  3.000
 6CB  C7   C6   C3   119.59  3.000
 6CB  H4   C4   C5   119.99  3.000
 6CB  H4   C4   C3   121.59  3.000
 6CB  C5   C4   C3   118.41  3.000
 6CB  N1   C5   N    117.05  3.000
 6CB  N1   C5   C4   122.24  3.000
 6CB  N    C5   C4   120.67  3.000
 6CB  H5   N    H6   113.61  3.000
 6CB  H5   N    C5   115.48  3.000
 6CB  H6   N    C5   117.17  3.000
 6CB  C5   N1   C1   119.28  3.000
 6CB  H2   C    H    108.04  3.000
 6CB  H2   C    H1   108.53  3.000
 6CB  H    C    H1   107.11  3.000
 6CB  H2   C    C1   111.79  3.000
 6CB  H    C    C1   110.31  3.000
 6CB  H1   C    C1   110.90  3.000
 6CB  H10  N3   C10  117.31  3.000
 6CB  H10  N3   C11  112.62  3.000
 6CB  C10  N3   C11  129.39  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
 6CB  CONST_01  C4   C5   N1   C1      0.00   0.0  0
 6CB  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 6CB  CONST_03  C6   C3   C2   C1    180.00   0.0  0
 6CB  CONST_04  C5   N1   C1   C2      0.00   0.0  0
 6CB  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 6CB  CONST_08  N1   C5   C4   C3      0.00   0.0  0
 6CB  CONST_09  N1   C1   C2   C3      0.00   0.0  0
 6CB  CONST_10  C8   C7   C6   C3    180.00   0.0  0
 6CB  CONST_11  C9   C10  C6   C3    180.00   0.0  0
 6CB  CONST_12  C17  C13  N4   C12   180.00   0.0  0
 6CB  CONST_13  C14  C13  N4   C12     0.00   0.0  0
 6CB  CONST_14  C14  C15  C16  C12     0.00   0.0  0
 6CB  CONST_15  C19  C18  C17  C13   180.00   0.0  0
 6CB  CONST_16  C21  C22  C17  C13   180.00   0.0  0
 6CB  CONST_17  C16  C12  N4   C13     0.00   0.0  0
 6CB  CONST_18  C16  C15  C14  C13     0.00   0.0  0
 6CB  CONST_21  C17  C13  C14  C15   180.00   0.0  0
 6CB  CONST_22  N4   C13  C14  C15     0.00   0.0  0
 6CB  CONST_23  N4   C12  C16  C15     0.00   0.0  0
 6CB  CONST_24  C20  C19  C18  C17     0.00   0.0  0
 6CB  CONST_25  C20  C21  C22  C17     0.00   0.0  0
 6CB  CONST_26  C21  C20  C19  C18     0.00   0.0  0
 6CB  CONST_27  C21  C22  C17  C18     0.00   0.0  0
 6CB  CONST_29  C22  C21  C20  C19     0.00   0.0  0
 6CB  CONST_30  C22  C17  C18  C19     0.00   0.0  0
 6CB  CONST_33  C8   C7   C6   C10     0.00   0.0  0
 6CB  CONST_34  C8   N2   C9   C10     0.00   0.0  0
 6CB  CONST_35  C7   C6   C10  C9      0.00   0.0  0
 6CB  CONST_36  C7   C8   N2   C9      0.00   0.0  0
 6CB  CONST_37  C6   C7   C8   N2      0.00   0.0  0
 6CB  CONST_38  C6   C10  C9   N2      0.00   0.0  0
 6CB  CONST_40  C5   C4   C3   C6    180.00   0.0  0
 6CB  CONST_41  N    C5   N1   C1    180.00   0.0  0
 6CB  CONST_42  N    C5   C4   C3    180.00   0.0  0
 6CB  CONST_43  C    C1   C2   C3    180.00   0.0  0
 6CB  CONST_44  N3   C10  C6   C3      0.00   0.0  0
 6CB  CONST_45  C13  N4   C12  C11   180.00   0.0  0
 6CB  CONST_46  C15  C16  C12  C11   180.00   0.0  0
 6CB  CONST_47  F    C22  C17  C13     0.00   0.0  0
 6CB  CONST_48  N5   C16  C15  C14   180.00   0.0  0
 6CB  CONST_49  F    C22  C17  C18   180.00   0.0  0
 6CB  CONST_50  F    C22  C21  C20   180.00   0.0  0
 6CB  CONST_51  N5   C16  C12  N4    180.00   0.0  0
 6CB  CONST_52  C7   C6   C10  N3    180.00   0.0  0
 6CB  CONST_53  N2   C9   C10  N3    180.00   0.0  0
 6CB  CONST_54  C    C1   N1   C5    180.00   0.0  0
 6CB  CONST_55  H4   C4   C3   C2    180.00   0.0  0
 6CB  CONST_56  H7   C7   C6   C3      0.00   0.0  0
 6CB  CONST_57  H12  C15  C16  C12   180.00   0.0  0
 6CB  CONST_58  H15  C18  C17  C13     0.00   0.0  0
 6CB  CONST_59  H11  C14  C15  C16   180.00   0.0  0
 6CB  CONST_60  H16  C19  C18  C17   180.00   0.0  0
 6CB  CONST_61  H18  C21  C22  C17   180.00   0.0  0
 6CB  CONST_62  H17  C20  C19  C18   180.00   0.0  0
 6CB  CONST_63  H8   C8   N2   C9    180.00   0.0  0
 6CB  CONST_64  H9   C9   N2   C8    180.00   0.0  0
 6CB  CONST_65  H3   C2   C3   C6      0.00   0.0  0
 6CB  CONST_66  C10  N3   C11  C12   180.00   0.0  0
 6CB  CONST_69  H13  N5   C16  C12     0.00   0.0  0
 6CB  CONST_70  H14  N5   C16  C12   180.00   0.0  0
 6CB  CONST_71  H10  N3   C10  C9    180.00   0.0  0
 6CB  CONST_74  C10  N3   C11  O       0.00   0.0  0
 6CB  Var_01    N3   C11  C12  C16  -176.57  30.0  2
 6CB  Var_02    H1   C    C1   C2    130.53  30.0  2

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
 6CB  plan-1  C11  0.020
 6CB  plan-1  C12  0.020
 6CB  plan-1  C13  0.020
 6CB  plan-1  C14  0.020
 6CB  plan-1  C15  0.020
 6CB  plan-1  C16  0.020
 6CB  plan-1  C17  0.020
 6CB  plan-1  N4   0.020
 6CB  plan-1  N5   0.020
 6CB  plan-1  H11  0.020
 6CB  plan-1  H12  0.020
 6CB  plan-2  C13  0.020
 6CB  plan-2  C17  0.020
 6CB  plan-2  C18  0.020
 6CB  plan-2  C19  0.020
 6CB  plan-2  C20  0.020
 6CB  plan-2  C21  0.020
 6CB  plan-2  C22  0.020
 6CB  plan-2  F    0.020
 6CB  plan-2  H15  0.020
 6CB  plan-2  H16  0.020
 6CB  plan-2  H17  0.020
 6CB  plan-2  H18  0.020
 6CB  plan-3  C3   0.020
 6CB  plan-3  C10  0.020
 6CB  plan-3  C9   0.020
 6CB  plan-3  N2   0.020
 6CB  plan-3  C8   0.020
 6CB  plan-3  C7   0.020
 6CB  plan-3  C6   0.020
 6CB  plan-3  H9   0.020
 6CB  plan-3  H8   0.020
 6CB  plan-3  H7   0.020
 6CB  plan-3  N3   0.020
 6CB  plan-4  C1   0.020
 6CB  plan-4  C2   0.020
 6CB  plan-4  C3   0.020
 6CB  plan-4  C6   0.020
 6CB  plan-4  C4   0.020
 6CB  plan-4  C5   0.020
 6CB  plan-4  N    0.020
 6CB  plan-4  N1   0.020
 6CB  plan-4  C    0.020
 6CB  plan-4  H3   0.020
 6CB  plan-4  H4   0.020
 6CB  plan-5  C11  0.020
 6CB  plan-5  C12  0.020
 6CB  plan-5  O    0.020
 6CB  plan-5  C10  0.020
 6CB  plan-5  H10  0.020
 6CB  plan-5  N3   0.020
 6CB  plan-6  C16  0.020
 6CB  plan-6  N5   0.020
 6CB  plan-6  H13  0.020
 6CB  plan-6  H14  0.020
 6CB  plan-7  C5   0.020
 6CB  plan-7  N    0.020
 6CB  plan-7  H6   0.020
 6CB  plan-7  H5   0.020

