# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 01:10:06 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 5-amino-1-pyridin-3-ylpentan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCCCC(=O)c1cccnc1
#
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
 AN5  AN5  5-amino-1-pyridin-3-ylpentan-1-one  ligand  27  13  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_AN5
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
 AN5  C11   C  CR16  0  -0.148  -2.8254  -1.0875   0.0203
 AN5  C12   C  CR16  0  -0.314  -4.1006  -0.5558   0.0234
 AN5  C13   C  CR16  0  -0.052  -4.2411   0.8256   0.0048
 AN5  N11   N  N     0  -0.400  -3.2114   1.6629  -0.0152
 AN5  C14   C  CR16  0  -0.081  -1.9906   1.1442  -0.0173
 AN5  C15   C  CR6   0  -0.103  -1.7305  -0.2245  -0.0006
 AN5  C16   C  C     0   0.387  -0.3474  -0.7847  -0.0060
 AN5  C17   C  CH2   0  -0.587   0.8157   0.1727  -0.0143
 AN5  C18   C  CH2   0  -0.418   2.1779  -0.5023  -0.0230
 AN5  O11   O  O     0  -0.395  -0.1868  -1.9862  -0.0028
 AN5  C10   C  CH2   0  -0.272   4.6816  -0.1551  -0.0425
 AN5  N12   N  NH2   0  -0.801   5.7479   0.8365  -0.0417
 AN5  C1    C  CH2   0  -0.429   3.3145   0.5117  -0.0266
 AN5  H11   H  HCR6  0   0.278  -2.6781  -2.1592   0.0342
 AN5  H12   H  HCR6  0   0.279  -4.9737  -1.1932   0.0392
 AN5  H13   H  HCR6  0   0.276  -5.2288   1.2728   0.0059
 AN5  H14   H  HCR6  0   0.270  -1.1801   1.8634  -0.0336
 AN5  H171  H  HCH2  0   0.272   0.7137   0.8330  -0.8830
 AN5  H172  H  HCH2  0   0.272   0.7243   0.8327   0.8559
 AN5  H181  H  HCH2  0   0.226   2.2734  -1.1537   0.8495
 AN5  H182  H  HCH2  0   0.226   2.2649  -1.1487  -0.9003
 AN5  H11C  H  HCH2  0   0.216   3.2268   1.1703  -0.8961
 AN5  H12C  H  HCH2  0   0.215   3.2341   1.1542   0.8577
 AN5  H101  H  HCH2  0   0.212   4.7726  -0.7563  -0.9518
 AN5  H102  H  HCH2  0   0.188   4.7408  -0.8622   0.7983
 AN5  H121  H  HNH2  0   0.337   5.7386   1.3297   0.8430
 AN5  H122  H  HNH2  0   0.345   6.6435   0.3667  -0.0776

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
 AN5  C11  C12   aromatic  1.382  0.020  1.382
 AN5  C11  C15   aromatic  1.394  0.020  1.394
 AN5  C12  C13   aromatic  1.389  0.020  1.389
 AN5  C13  N11   aromatic  1.327  0.020  1.327
 AN5  N11  C14   aromatic  1.326  0.020  1.326
 AN5  C14  C15   aromatic  1.393  0.020  1.393
 AN5  C15  C16   single    1.492  0.020  1.492
 AN5  C16  C17   single    1.506  0.020  1.506
 AN5  C16  O11   double    1.212  0.020  1.212
 AN5  C17  C18   single    1.520  0.020  1.520
 AN5  C18  C1    single    1.523  0.020  1.523
 AN5  C10  N12   single    1.456  0.020  1.456
 AN5  C10  C1    single    1.521  0.020  1.521
 AN5  C11  H11   single    0.930  0.020  1.080
 AN5  C12  H12   single    0.930  0.020  1.080
 AN5  C13  H13   single    0.930  0.020  1.080
 AN5  C14  H14   single    0.930  0.020  1.080
 AN5  C17  H171  single    0.970  0.020  1.090
 AN5  C17  H172  single    0.970  0.020  1.090
 AN5  C18  H181  single    0.970  0.020  1.090
 AN5  C18  H182  single    0.970  0.020  1.090
 AN5  C1   H11C  single    0.970  0.020  1.090
 AN5  C1   H12C  single    0.970  0.020  1.090
 AN5  C10  H101  single    0.970  0.020  1.090
 AN5  C10  H102  single    0.970  0.020  1.090
 AN5  N12  H121  single    0.890  0.020  1.040
 AN5  N12  H122  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
 AN5  H11   C11  C15   120.42  3.000
 AN5  H11   C11  C12   120.46  3.000
 AN5  C15   C11  C12   119.12  3.000
 AN5  H12   C12  C13   120.33  3.000
 AN5  H12   C12  C11   121.23  3.000
 AN5  C13   C12  C11   118.44  3.000
 AN5  H13   C13  N11   116.52  3.000
 AN5  H13   C13  C12   120.16  3.000
 AN5  N11   C13  C12   123.31  3.000
 AN5  C14   N11  C13   117.86  3.000
 AN5  H14   C14  C15   120.84  3.000
 AN5  H14   C14  N11   115.39  3.000
 AN5  C15   C14  N11   123.77  3.000
 AN5  C16   C15  C14   122.80  3.000
 AN5  C16   C15  C11   119.71  3.000
 AN5  C14   C15  C11   117.49  3.000
 AN5  O11   C16  C17   121.85  3.000
 AN5  O11   C16  C15   119.66  3.000
 AN5  C17   C16  C15   118.49  3.000
 AN5  H172  C17  H171  105.00  3.000
 AN5  H172  C17  C18   110.28  3.000
 AN5  H171  C17  C18   110.26  3.000
 AN5  H172  C17  C16   108.30  3.000
 AN5  H171  C17  C16   108.39  3.000
 AN5  C18   C17  C16   114.18  3.000
 AN5  H182  C18  H181  106.34  3.000
 AN5  H182  C18  C1    109.41  3.000
 AN5  H181  C18  C1    109.48  3.000
 AN5  H182  C18  C17   109.78  3.000
 AN5  H181  C18  C17   109.77  3.000
 AN5  C1    C18  C17   111.91  3.000
 AN5  H102  C10  H101  106.11  3.000
 AN5  H102  C10  C1    108.80  3.000
 AN5  H101  C10  C1    108.93  3.000
 AN5  H102  C10  N12   113.45  3.000
 AN5  H101  C10  N12   108.28  3.000
 AN5  C1    C10  N12   111.08  3.000
 AN5  H122  N12  H121  105.37  3.000
 AN5  H122  N12  C10   109.38  3.000
 AN5  H121  N12  C10   108.98  3.000
 AN5  H12C  C1   H11C  106.40  3.000
 AN5  H12C  C1   C10   109.35  3.000
 AN5  H11C  C1   C10   109.13  3.000
 AN5  H12C  C1   C18   109.49  3.000
 AN5  H11C  C1   C18   110.04  3.000
 AN5  C10   C1   C18   112.26  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
 AN5  CONST_01  N11   C13  C12  C11     0.00   0.0  0
 AN5  CONST_02  N11   C14  C15  C11     0.00   0.0  0
 AN5  CONST_03  C14   C15  C11  C12     0.00   0.0  0
 AN5  CONST_04  C14   N11  C13  C12     0.00   0.0  0
 AN5  CONST_05  C15   C11  C12  C13     0.00   0.0  0
 AN5  CONST_06  C15   C14  N11  C13     0.00   0.0  0
 AN5  CONST_07  C16   C15  C11  C12   180.00   0.0  0
 AN5  CONST_08  C16   C15  C14  N11   180.00   0.0  0
 AN5  CONST_09  H13   C13  C12  C11   180.00   0.0  0
 AN5  CONST_10  H14   C14  C15  C11   180.00   0.0  0
 AN5  CONST_11  H11   C11  C12  C13   180.00   0.0  0
 AN5  CONST_12  H12   C12  C13  N11   180.00   0.0  0
 AN5  Var_01    C17   C16  C15  C11  -179.38  30.0  2
 AN5  Var_02    C18   C17  C16  C15  -179.85  30.0  3
 AN5  Var_03    C1    C18  C17  C16  -179.81  30.0  3
 AN5  Var_04    C10   C1   C18  C17  -179.71  30.0  3
 AN5  Var_05    N12   C10  C1   C18  -179.84  30.0  1
 AN5  Var_06    H121  N12  C10  C1     66.79  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
 AN5  plan-1  C11  0.020
 AN5  plan-1  C12  0.020
 AN5  plan-1  C13  0.020
 AN5  plan-1  N11  0.020
 AN5  plan-1  C14  0.020
 AN5  plan-1  C15  0.020
 AN5  plan-1  C16  0.020
 AN5  plan-1  H11  0.020
 AN5  plan-1  H12  0.020
 AN5  plan-1  H13  0.020
 AN5  plan-1  H14  0.020
 AN5  plan-2  C15  0.020
 AN5  plan-2  C16  0.020
 AN5  plan-2  C17  0.020
 AN5  plan-2  O11  0.020

