# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 10:10:06 2020
#   Inital geometry file: a 48 line input string
#   Ligand name: (4~{S})-4-azanyl-5-oxidanyl-pent-1-en-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](CO)C(=O)C=C
#
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
 KIK  KIK  (4~{S})-4-azanyl-5-oxidanyl-pent-1-en-3-one  ligand  17  8  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_KIK
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
 KIK  C5   C  C2    0  -0.461   2.9384   0.8628   0.0025
 KIK  N1   N  NH2   0  -0.783  -1.2916  -1.5490  -0.4290
 KIK  C4   C  C1    0  -0.297   1.6576   0.7995  -0.3522
 KIK  C3   C  C     0   0.362   0.8040  -0.3691  -0.0301
 KIK  O3   O  O     0  -0.395   1.2355  -1.3543   0.5282
 KIK  C2   C  CH1   0  -0.248  -0.6545  -0.2531  -0.4260
 KIK  C1   C  CH2   0  -0.143  -1.3225   0.7915   0.4797
 KIK  O1   O  OH1   0  -0.666  -2.6350   0.9849   0.0105
 KIK  H1   H  H     0   0.264   3.4180   0.0655   0.5556
 KIK  H2   H  H     0   0.267   3.5486   1.7179  -0.2524
 KIK  H4   H  HNH2  0   0.353  -2.2635  -1.4388  -0.6873
 KIK  H6   H  H     0   0.272   1.2026   1.6129  -0.9057
 KIK  H7   H  HCH1  0   0.265  -0.6743   0.1450  -1.4489
 KIK  H8   H  HCH2  0   0.205  -1.3103   0.4167   1.5121
 KIK  H9   H  HCH2  0   0.205  -0.7513   1.7291   0.4711
 KIK  H10  H  HOH1  0   0.459  -3.0989   1.5499   0.6350
 KIK  H3   H  HNH2  0   0.342  -1.2904  -1.9398   0.5057

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
 KIK  C4  C5   double  1.330  0.020  1.330
 KIK  C4  C3   single  1.483  0.020  1.483
 KIK  O3  C3   double  1.212  0.020  1.212
 KIK  C3  C2   single  1.516  0.020  1.516
 KIK  C2  N1   single  1.444  0.020  1.444
 KIK  C2  C1   single  1.535  0.020  1.535
 KIK  C1  O1   single  1.407  0.020  1.407
 KIK  C5  H1   single  0.930  0.020  1.080
 KIK  C5  H2   single  0.930  0.020  1.080
 KIK  N1  H3   single  0.890  0.020  1.040
 KIK  N1  H4   single  0.890  0.020  1.040
 KIK  C4  H6   single  0.930  0.020  1.080
 KIK  C2  H7   single  0.970  0.020  1.090
 KIK  C1  H8   single  0.970  0.020  1.090
 KIK  C1  H9   single  0.970  0.020  1.090
 KIK  O1  H10  single  0.850  0.020  0.980

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
 KIK  H2   C5  H1  116.94  3.000
 KIK  H2   C5  C4  121.21  3.000
 KIK  H1   C5  C4  121.85  3.000
 KIK  H4   N1  H3  106.18  3.000
 KIK  H4   N1  C2  109.06  3.000
 KIK  H3   N1  C2  110.10  3.000
 KIK  H6   C4  C3  117.43  3.000
 KIK  H6   C4  C5  120.30  3.000
 KIK  C3   C4  C5  122.27  3.000
 KIK  C2   C3  O3  121.68  3.000
 KIK  C2   C3  C4  115.91  3.000
 KIK  O3   C3  C4  122.40  3.000
 KIK  H7   C2  C1  107.16  3.000
 KIK  H7   C2  C3  106.77  3.000
 KIK  C1   C2  C3  108.46  3.000
 KIK  H7   C2  N1  108.39  3.000
 KIK  C1   C2  N1  114.82  3.000
 KIK  C3   C2  N1  110.88  3.000
 KIK  H9   C1  H8  107.04  3.000
 KIK  H9   C1  O1  111.42  3.000
 KIK  H8   C1  O1  111.75  3.000
 KIK  H9   C1  C2  110.49  3.000
 KIK  H8   C1  C2  108.51  3.000
 KIK  O1   C1  C2  107.61  3.000
 KIK  H10  O1  C1  108.30  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
 KIK  Var_01  O3  C3  C4  C5  -2.93  30.0  2
 KIK  Var_02  H1  C5  C4  C3  -0.71   0.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 KIK  chir_01  C2  C3  N1  C1  negativ

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
 KIK  plan-1  C4  0.020
 KIK  plan-1  C3  0.020
 KIK  plan-1  O3  0.020
 KIK  plan-1  C2  0.020
 KIK  plan-2  C5  0.020
 KIK  plan-2  C4  0.020
 KIK  plan-2  C3  0.020
 KIK  plan-2  H1  0.020
 KIK  plan-2  H2  0.020
 KIK  plan-2  H6  0.020

