# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 01:19:45 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: [cyclopentyl(hydroxy)amino](oxo)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ON(C1CCCC1)C(=O)C(O)=O
#
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
 EN4  EN4  '[cyclopentyl(hydroxy)amino](oxo)acetic acid'  ligand  23  12  .  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_EN4
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
 EN4  C02  C  C     0   0.510   2.4329   0.2696   0.0412
 EN4  C03  C  C     0   0.428   0.9078   0.3982   0.0688
 EN4  C06  C  CH1   0  -0.069  -1.2480  -0.7754   0.0818
 EN4  C07  C  CH2   0  -0.460  -1.9328  -0.0080   1.2428
 EN4  C08  C  CH2   0  -0.438  -2.9263   0.9455   0.5733
 EN4  C09  C  CH2   0  -0.454  -3.2451   0.2692  -0.7592
 EN4  C10  C  CH2   0  -0.451  -1.8861  -0.2501  -1.2173
 EN4  N04  N  NT    0  -0.198   0.2086  -0.7374   0.0856
 EN4  O01  O  OH1   0  -0.548   2.9967   1.4442   0.0630
 EN4  O05  O  OH1   0  -0.568   0.7608  -1.9966   0.0637
 EN4  O11  O  O     0  -0.472   0.3952   1.5077   0.0743
 EN4  O12  O  O     0  -0.444   3.0308  -0.7841   0.0002
 EN4  H1   H  HCH1  0   0.285  -1.4841  -1.8336   0.1835
 EN4  H2   H  HCH2  0   0.242  -2.4614  -0.7278   1.8695
 EN4  H3   H  HCH2  0   0.249  -1.2243   0.5092   1.8873
 EN4  H4   H  HCH2  0   0.232  -3.8113   1.1239   1.1848
 EN4  H5   H  HCH2  0   0.226  -2.4530   1.9119   0.3888
 EN4  H6   H  HCH2  0   0.222  -3.9374  -0.5633  -0.6034
 EN4  H7   H  HCH2  0   0.237  -3.7056   0.9407  -1.4849
 EN4  H8   H  HCH2  0   0.242  -1.3000   0.5724  -1.6271
 EN4  H9   H  HCH2  0   0.244  -1.9469  -1.0275  -1.9792
 EN4  H10  H  HOH1  0   0.502   3.9633   1.3591   0.0439
 EN4  H11  H  HOH1  0   0.482   1.7318  -1.8665   0.0201

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
 EN4  C09  C08  single  1.528  0.020  1.528
 EN4  C09  C10  single  1.525  0.020  1.525
 EN4  C08  C07  single  1.531  0.020  1.531
 EN4  C10  C06  single  1.540  0.020  1.540
 EN4  C07  C06  single  1.551  0.020  1.551
 EN4  C06  N04  single  1.457  0.020  1.457
 EN4  N04  O05  single  1.375  0.020  1.375
 EN4  N04  C03  single  1.334  0.020  1.334
 EN4  O12  C02  double  1.212  0.020  1.212
 EN4  C02  C03  single  1.531  0.020  1.531
 EN4  C02  O01  single  1.303  0.020  1.303
 EN4  C03  O11  double  1.222  0.020  1.222
 EN4  C06  H1   single  0.970  0.020  1.090
 EN4  C07  H2   single  0.970  0.020  1.090
 EN4  C07  H3   single  0.970  0.020  1.090
 EN4  C08  H4   single  0.970  0.020  1.090
 EN4  C08  H5   single  0.970  0.020  1.090
 EN4  C09  H6   single  0.970  0.020  1.090
 EN4  C09  H7   single  0.970  0.020  1.090
 EN4  C10  H8   single  0.970  0.020  1.090
 EN4  C10  H9   single  0.970  0.020  1.090
 EN4  O01  H10  single  0.850  0.020  0.980
 EN4  O05  H11  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
 EN4  O12  C02  O01  124.80  3.000
 EN4  O01  C02  C03  110.79  3.000
 EN4  O12  C02  C03  124.41  3.000
 EN4  O11  C03  N04  123.57  3.000
 EN4  O11  C03  C02  119.62  3.000
 EN4  N04  C03  C02  116.81  3.000
 EN4  H1   C06  N04  104.00  3.000
 EN4  H1   C06  C10  108.69  3.000
 EN4  N04  C06  C10  114.05  3.000
 EN4  H1   C06  C07  108.37  3.000
 EN4  N04  C06  C07  115.25  3.000
 EN4  C10  C06  C07  106.25  3.000
 EN4  H3   C07  H2   106.78  3.000
 EN4  H3   C07  C08  112.67  3.000
 EN4  H2   C07  C08  110.35  3.000
 EN4  H3   C07  C06  113.01  3.000
 EN4  H2   C07  C06  108.51  3.000
 EN4  C08  C07  C06  105.50  3.000
 EN4  H5   C08  H4   107.57  3.000
 EN4  H5   C08  C09  109.56  3.000
 EN4  H4   C08  C09  113.09  3.000
 EN4  H5   C08  C07  110.11  3.000
 EN4  H4   C08  C07  112.54  3.000
 EN4  C09  C08  C07  103.95  3.000
 EN4  H7   C09  H6   107.23  3.000
 EN4  H7   C09  C10  112.71  3.000
 EN4  H6   C09  C10  110.33  3.000
 EN4  H7   C09  C08  113.32  3.000
 EN4  H6   C09  C08  110.16  3.000
 EN4  C10  C09  C08  103.10  3.000
 EN4  H9   C10  H8   107.77  3.000
 EN4  H9   C10  C09  113.76  3.000
 EN4  H8   C10  C09  109.58  3.000
 EN4  H9   C10  C06  111.69  3.000
 EN4  H8   C10  C06  110.60  3.000
 EN4  C09  C10  C06  103.42  3.000
 EN4  O05  N04  C06  112.18  3.000
 EN4  O05  N04  C03  124.67  3.000
 EN4  C06  N04  C03  123.12  3.000
 EN4  H10  O01  C02  110.58  3.000
 EN4  H11  O05  N04  106.07  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
 EN4  CONST_01  C06  N04  C03  C02  180.00   0.0  0
 EN4  CONST_02  O11  C03  N04  C06    0.00   0.0  0
 EN4  CONST_03  O05  N04  C03  C02    0.00   0.0  0
 EN4  CONST_04  O11  C03  N04  O05  180.00   0.0  0
 EN4  CONST_05  H10  O01  C02  C03  180.00   0.0  0
 EN4  Var_01    C08  C09  C10  C06   40.17  30.0  1
 EN4  Var_02    C10  C09  C08  C07  -40.99  30.0  1
 EN4  Var_03    O12  C02  C03  N04    1.93  30.0  3

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
 EN4  chir_01  C06  C10  C07  N04  positiv

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
 EN4  plan-1  C02  0.020
 EN4  plan-1  C03  0.020
 EN4  plan-1  C06  0.020
 EN4  plan-1  N04  0.020
 EN4  plan-1  O05  0.020
 EN4  plan-1  O11  0.020
 EN4  plan-2  C02  0.020
 EN4  plan-2  C03  0.020
 EN4  plan-2  O01  0.020
 EN4  plan-2  O12  0.020
 EN4  plan-2  H10  0.020

