# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 04:50:42 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 6'-amino-4'-ethyl-5'-(4-hydroxyphenyl)-N-methyl[3,3'-bipyridine]-6-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1c(cnc(N)c1c2ccc(O)cc2)c3ccc(nc3)C(=O)NC
#
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
 8JP  8JP  6'-amino-4'-ethyl-5'-(4-hydroxyphenyl)-N-methyl[3,3'-bipyridine]-6-carboxamide  ligand  46  26  .  2021-08-06  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_8JP
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
 8JP  C4   C  CR6   0  -0.091  -0.2456   1.1720  -0.1976
 8JP  C14  C  CR16  0  -0.251   4.0229  -0.1337   1.0760
 8JP  C5   C  CR16  0  -0.084   0.0246   2.5016  -0.4742
 8JP  C11  C  CR16  0  -0.373   4.9797  -1.5337  -1.1121
 8JP  C7   C  CR6   0   0.425   2.2755   2.1775  -0.5575
 8JP  C8   C  CR6   0  -0.117   2.1270   0.8032  -0.2622
 8JP  C9   C  CR6   0  -0.041   3.3407  -0.0412  -0.1362
 8JP  C10  C  CR16  0  -0.256   3.8425  -0.7477  -1.2259
 8JP  C12  C  CR6   0   0.349   5.6433  -1.6237   0.1083
 8JP  C13  C  CR16  0  -0.327   5.1588  -0.9149   1.2058
 8JP  C3   C  CR6   0   0.201   0.8488   0.2923  -0.0828
 8JP  C1   C  CH3   0  -0.656   0.4914  -1.2811   1.8304
 8JP  C2   C  CH2   0  -0.536   0.6450  -1.1436   0.3163
 8JP  N6   N  N     0  -0.458   1.2368   3.0021  -0.6571
 8JP  O15  O  OH1   0  -0.631   6.7493  -2.3732   0.2810
 8JP  N16  N  NH2   0  -0.828   3.5111   2.7282  -0.7085
 8JP  C17  C  CR6   0  -0.055  -1.6501   0.7506  -0.0255
 8JP  C18  C  CR16  0  -0.176  -2.4436   1.2650   0.9939
 8JP  C19  C  CR16  0  -0.291  -3.7689   0.8725   1.0992
 8JP  C20  C  CR6   0   0.119  -4.2623  -0.0355   0.1757
 8JP  N21  N  N     0  -0.431  -3.5173  -0.5284  -0.8094
 8JP  C22  C  CR16  0  -0.094  -2.2580  -0.1450  -0.9088
 8JP  C23  C  C     0   0.529  -5.6896  -0.4955   0.2639
 8JP  O24  O  O     0  -0.490  -6.4394  -0.0767   1.1375
 8JP  N25  N  NH1   0  -0.633  -6.0536  -1.3767  -0.6683
 8JP  C26  C  CH3   0  -0.514  -7.3820  -1.9332  -0.7349
 8JP  H1   H  HCR6  0   0.252   3.6576   0.4124   1.9374
 8JP  H2   H  HCR6  0   0.256  -0.7982   3.2040  -0.5703
 8JP  H3   H  HCR6  0   0.272   5.3471  -2.0772  -1.9756
 8JP  H4   H  HCR6  0   0.257   3.3376  -0.6879  -2.1823
 8JP  H5   H  HCR6  0   0.264   5.6720  -0.9802   2.1571
 8JP  H6   H  HCH3  0   0.230   1.3900  -0.9445   2.3480
 8JP  H7   H  HCH3  0   0.229  -0.3476  -0.6914   2.2013
 8JP  H8   H  HCH3  0   0.238   0.3158  -2.3214   2.1038
 8JP  H9   H  HCH2  0   0.251  -0.2384  -1.5532  -0.1739
 8JP  H10  H  HCH2  0   0.257   1.4854  -1.7500  -0.0201
 8JP  H11  H  HOH1  0   0.475   6.9800  -2.8243  -0.5386
 8JP  H12  H  HNH2  0   0.385   3.5465   3.6289  -1.1568
 8JP  H13  H  HNH2  0   0.393   4.2838   2.1204  -0.9222
 8JP  H14  H  HCR6  0   0.271  -2.0238   1.9624   1.7079
 8JP  H15  H  HCR6  0   0.275  -4.4005   1.2604   1.8856
 8JP  H16  H  HCR6  0   0.270  -1.6908  -0.5560  -1.7376
 8JP  H17  H  HNH1  0   0.407  -5.3570  -1.6632  -1.3381
 8JP  H18  H  HCH3  0   0.239  -7.6355  -2.4800   0.1742
 8JP  H19  H  HCH3  0   0.240  -8.1353  -1.1597  -0.8890
 8JP  H20  H  HCH3  0   0.252  -7.4241  -2.6231  -1.5725

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
 8JP  C11  C10  aromatic  1.387  0.020  1.387
 8JP  C11  C12  aromatic  1.392  0.020  1.392
 8JP  C10  C9   aromatic  1.392  0.020  1.392
 8JP  O15  C12  single    1.347  0.020  1.347
 8JP  N16  C7   single    1.361  0.020  1.361
 8JP  C12  C13  aromatic  1.393  0.020  1.393
 8JP  C9   C8   single    1.484  0.020  1.484
 8JP  C9   C14  aromatic  1.394  0.020  1.394
 8JP  C7   N6   aromatic  1.330  0.020  1.330
 8JP  C7   C8   aromatic  1.413  0.020  1.413
 8JP  N6   C5   aromatic  1.324  0.020  1.324
 8JP  C8   C3   aromatic  1.388  0.020  1.388
 8JP  C13  C14  aromatic  1.385  0.020  1.385
 8JP  C5   C4   aromatic  1.385  0.020  1.385
 8JP  C3   C4   aromatic  1.409  0.020  1.409
 8JP  C3   C2   single    1.504  0.020  1.504
 8JP  C4   C17  single    1.476  0.020  1.476
 8JP  C2   C1   single    1.528  0.020  1.528
 8JP  C22  C17  aromatic  1.397  0.020  1.397
 8JP  C22  N21  aromatic  1.320  0.020  1.320
 8JP  C17  C18  aromatic  1.390  0.020  1.390
 8JP  N21  C20  aromatic  1.330  0.020  1.330
 8JP  C18  C19  aromatic  1.386  0.020  1.386
 8JP  C20  C19  aromatic  1.386  0.020  1.386
 8JP  C20  C23  single    1.502  0.020  1.502
 8JP  N25  C23  single    1.333  0.020  1.333
 8JP  N25  C26  single    1.442  0.020  1.442
 8JP  C23  O24  double    1.225  0.020  1.225
 8JP  C14  H1   single    0.930  0.020  1.080
 8JP  C5   H2   single    0.930  0.020  1.080
 8JP  C11  H3   single    0.930  0.020  1.080
 8JP  C10  H4   single    0.930  0.020  1.080
 8JP  C13  H5   single    0.930  0.020  1.080
 8JP  C1   H6   single    0.970  0.020  1.090
 8JP  C1   H7   single    0.970  0.020  1.090
 8JP  C1   H8   single    0.970  0.020  1.090
 8JP  C2   H9   single    0.970  0.020  1.090
 8JP  C2   H10  single    0.970  0.020  1.090
 8JP  O15  H11  single    0.850  0.020  0.980
 8JP  N16  H12  single    0.890  0.020  1.040
 8JP  N16  H13  single    0.890  0.020  1.040
 8JP  C18  H14  single    0.930  0.020  1.080
 8JP  C19  H15  single    0.930  0.020  1.080
 8JP  C22  H16  single    0.930  0.020  1.080
 8JP  N25  H17  single    0.860  0.020  1.020
 8JP  C26  H18  single    0.970  0.020  1.090
 8JP  C26  H19  single    0.970  0.020  1.090
 8JP  C26  H20  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
 8JP  C17  C4   C3   123.46  3.000
 8JP  C17  C4   C5   118.88  3.000
 8JP  C3   C4   C5   117.66  3.000
 8JP  H1   C14  C13  119.10  3.000
 8JP  H1   C14  C9   119.54  3.000
 8JP  C13  C14  C9   121.36  3.000
 8JP  H2   C5   N6   115.90  3.000
 8JP  H2   C5   C4   119.40  3.000
 8JP  N6   C5   C4   124.69  3.000
 8JP  H3   C11  C12  120.28  3.000
 8JP  H3   C11  C10  119.77  3.000
 8JP  C12  C11  C10  119.96  3.000
 8JP  N16  C7   N6   116.73  3.000
 8JP  N6   C7   C8   122.45  3.000
 8JP  N16  C7   C8   120.79  3.000
 8JP  C3   C8   C9   122.19  3.000
 8JP  C3   C8   C7   118.78  3.000
 8JP  C9   C8   C7   119.02  3.000
 8JP  C10  C9   C8   121.14  3.000
 8JP  C8   C9   C14  120.79  3.000
 8JP  C10  C9   C14  118.07  3.000
 8JP  H4   C10  C9   119.67  3.000
 8JP  H4   C10  C11  119.07  3.000
 8JP  C9   C10  C11  121.26  3.000
 8JP  O15  C12  C13  117.87  3.000
 8JP  C13  C12  C11  119.47  3.000
 8JP  O15  C12  C11  122.66  3.000
 8JP  H5   C13  C12  119.77  3.000
 8JP  H5   C13  C14  120.34  3.000
 8JP  C12  C13  C14  119.89  3.000
 8JP  C2   C3   C8   120.69  3.000
 8JP  C2   C3   C4   120.82  3.000
 8JP  C8   C3   C4   118.36  3.000
 8JP  H8   C1   H7   107.87  3.000
 8JP  H8   C1   H6   107.97  3.000
 8JP  H7   C1   H6   107.80  3.000
 8JP  H8   C1   C2   110.52  3.000
 8JP  H7   C1   C2   111.45  3.000
 8JP  H6   C1   C2   111.09  3.000
 8JP  H10  C2   H9   106.08  3.000
 8JP  H10  C2   C1   109.47  3.000
 8JP  H9   C2   C1   109.29  3.000
 8JP  H10  C2   C3   110.17  3.000
 8JP  H9   C2   C3   110.44  3.000
 8JP  C1   C2   C3   111.25  3.000
 8JP  C7   N6   C5   118.05  3.000
 8JP  H11  O15  C12  110.37  3.000
 8JP  H13  N16  H12  114.76  3.000
 8JP  H13  N16  C7   118.45  3.000
 8JP  H12  N16  C7   116.32  3.000
 8JP  C22  C17  C18  116.90  3.000
 8JP  C18  C17  C4   121.52  3.000
 8JP  C22  C17  C4   121.54  3.000
 8JP  H14  C18  C19  120.20  3.000
 8JP  H14  C18  C17  120.03  3.000
 8JP  C19  C18  C17  119.77  3.000
 8JP  H15  C19  C20  120.79  3.000
 8JP  H15  C19  C18  120.83  3.000
 8JP  C20  C19  C18  118.37  3.000
 8JP  C23  C20  N21  117.53  3.000
 8JP  C23  C20  C19  119.98  3.000
 8JP  N21  C20  C19  122.48  3.000
 8JP  C22  N21  C20  118.85  3.000
 8JP  H16  C22  N21  116.50  3.000
 8JP  H16  C22  C17  119.89  3.000
 8JP  N21  C22  C17  123.62  3.000
 8JP  N25  C23  O24  123.87  3.000
 8JP  O24  C23  C20  121.25  3.000
 8JP  N25  C23  C20  114.88  3.000
 8JP  H17  N25  C26  119.76  3.000
 8JP  H17  N25  C23  117.63  3.000
 8JP  C26  N25  C23  122.61  3.000
 8JP  H20  C26  H19  108.35  3.000
 8JP  H20  C26  H18  108.39  3.000
 8JP  H19  C26  H18  108.23  3.000
 8JP  H20  C26  N25  108.45  3.000
 8JP  H19  C26  N25  111.66  3.000
 8JP  H18  C26  N25  111.66  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
 8JP  CONST_01  C7   N6   C5   C4      0.00   0.0  0
 8JP  CONST_02  C9   C8   C3   C4    180.00   0.0  0
 8JP  CONST_03  C7   C8   C3   C4      0.00   0.0  0
 8JP  CONST_04  N21  C22  C17  C4    180.00   0.0  0
 8JP  CONST_05  C19  C18  C17  C4    180.00   0.0  0
 8JP  CONST_06  C11  C10  C9   C14     0.00   0.0  0
 8JP  CONST_09  C11  C12  C13  C14     0.00   0.0  0
 8JP  CONST_10  C8   C7   N6   C5      0.00   0.0  0
 8JP  CONST_11  C8   C3   C4   C5      0.00   0.0  0
 8JP  CONST_14  C8   C9   C10  C11   180.00   0.0  0
 8JP  CONST_16  C13  C14  C9   C8    180.00   0.0  0
 8JP  CONST_17  C17  C4   C3   C8    180.00   0.0  0
 8JP  CONST_18  C12  C11  C10  C9      0.00   0.0  0
 8JP  CONST_19  N6   C7   C8   C9    180.00   0.0  0
 8JP  CONST_20  C12  C13  C14  C9      0.00   0.0  0
 8JP  CONST_21  C13  C12  C11  C10     0.00   0.0  0
 8JP  CONST_23  C13  C14  C9   C10     0.00   0.0  0
 8JP  CONST_24  N6   C7   C8   C3      0.00   0.0  0
 8JP  CONST_25  N6   C5   C4   C3      0.00   0.0  0
 8JP  CONST_28  C17  C4   C5   N6    180.00   0.0  0
 8JP  CONST_29  C20  N21  C22  C17     0.00   0.0  0
 8JP  CONST_30  C20  C19  C18  C17     0.00   0.0  0
 8JP  CONST_31  N21  C22  C17  C18     0.00   0.0  0
 8JP  CONST_32  N21  C20  C19  C18     0.00   0.0  0
 8JP  CONST_33  C22  C17  C18  C19     0.00   0.0  0
 8JP  CONST_34  C22  N21  C20  C19     0.00   0.0  0
 8JP  CONST_35  O15  C12  C13  C14   180.00   0.0  0
 8JP  CONST_36  N16  C7   N6   C5    180.00   0.0  0
 8JP  CONST_37  C2   C3   C4   C5    180.00   0.0  0
 8JP  CONST_38  C2   C3   C8   C7    180.00   0.0  0
 8JP  CONST_39  N16  C7   C8   C9      0.00   0.0  0
 8JP  CONST_40  C2   C3   C8   C9      0.00   0.0  0
 8JP  CONST_41  O15  C12  C11  C10   180.00   0.0  0
 8JP  CONST_42  N16  C7   C8   C3    180.00   0.0  0
 8JP  CONST_43  C17  C4   C3   C2      0.00   0.0  0
 8JP  CONST_44  C23  C20  C19  C18   180.00   0.0  0
 8JP  CONST_45  C23  C20  N21  C22   180.00   0.0  0
 8JP  CONST_46  H16  C22  C17  C4      0.00   0.0  0
 8JP  CONST_47  H14  C18  C17  C4      0.00   0.0  0
 8JP  CONST_48  H4   C10  C9   C14   180.00   0.0  0
 8JP  CONST_49  H5   C13  C12  C11   180.00   0.0  0
 8JP  CONST_50  H2   C5   N6   C7    180.00   0.0  0
 8JP  CONST_51  H1   C14  C9   C8      0.00   0.0  0
 8JP  CONST_52  H3   C11  C10  C9    180.00   0.0  0
 8JP  CONST_53  H15  C19  C18  C17   180.00   0.0  0
 8JP  CONST_56  C26  N25  C23  C20   180.00   0.0  0
 8JP  CONST_57  H17  N25  C23  C20     0.00   0.0  0
 8JP  CONST_58  C26  N25  C23  O24     0.00   0.0  0
 8JP  Var_01    C1   C2   C3   C4    -80.89  30.0  2
 8JP  Var_02    N25  C23  C20  C19  -179.48  30.0  2
 8JP  Var_03    H6   C1   C2   C3    -61.81  30.0  3
 8JP  Var_04    H18  C26  N25  C23   -60.39  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
 8JP  plan-1  C14  0.020
 8JP  plan-1  C11  0.020
 8JP  plan-1  C8   0.020
 8JP  plan-1  C9   0.020
 8JP  plan-1  C10  0.020
 8JP  plan-1  C12  0.020
 8JP  plan-1  C13  0.020
 8JP  plan-1  O15  0.020
 8JP  plan-1  H1   0.020
 8JP  plan-1  H3   0.020
 8JP  plan-1  H4   0.020
 8JP  plan-1  H5   0.020
 8JP  plan-2  C4   0.020
 8JP  plan-2  C5   0.020
 8JP  plan-2  C7   0.020
 8JP  plan-2  C8   0.020
 8JP  plan-2  C9   0.020
 8JP  plan-2  C3   0.020
 8JP  plan-2  C2   0.020
 8JP  plan-2  N6   0.020
 8JP  plan-2  N16  0.020
 8JP  plan-2  C17  0.020
 8JP  plan-2  H2   0.020
 8JP  plan-3  C4   0.020
 8JP  plan-3  C17  0.020
 8JP  plan-3  C18  0.020
 8JP  plan-3  C19  0.020
 8JP  plan-3  C20  0.020
 8JP  plan-3  N21  0.020
 8JP  plan-3  C22  0.020
 8JP  plan-3  C23  0.020
 8JP  plan-3  H14  0.020
 8JP  plan-3  H15  0.020
 8JP  plan-3  H16  0.020
 8JP  plan-4  C20  0.020
 8JP  plan-4  C23  0.020
 8JP  plan-4  O24  0.020
 8JP  plan-4  N25  0.020
 8JP  plan-4  C26  0.020
 8JP  plan-4  H17  0.020
 8JP  plan-5  C7   0.020
 8JP  plan-5  N16  0.020
 8JP  plan-5  H12  0.020
 8JP  plan-5  H13  0.020

