# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 13:48:29 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 4-amino-N-[(1R,3S)-3-hydroxycyclopentyl]-1,2,5-oxadiazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nonc1C(=O)N[C@@H]2CC[C@H](O)C2
#
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
 4FV  4FV  4-amino-N-[(1R,3S)-3-hydroxycyclopentyl]-1,2,5-oxadiazole-3-carboxamide  ligand  27  15  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4FV
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
 4FV  C1   C  CR5   0   0.041  -1.9761  -0.2241   0.0746
 4FV  C    C  CR5   0   0.373  -3.3162   0.2870   0.0545
 4FV  C2   C  C     0   0.578  -0.7171   0.5461   0.2183
 4FV  C4   C  CH2   0  -0.462   2.2670   1.0351  -0.9195
 4FV  C5   C  CH2   0  -0.477   3.6048   0.3303  -1.1588
 4FV  C7   C  CH2   0  -0.498   2.7516  -0.5865   0.8623
 4FV  C3   C  CR15  0  -0.054   1.7120   0.4383   0.4047
 4FV  C6   C  CR15  0   0.057   4.0469  -0.0817   0.2444
 4FV  N2   N  N     0  -0.107  -2.0370  -1.5063  -0.0727
 4FV  N1   N  N     0  -0.188  -4.1165  -0.7293  -0.1087
 4FV  N    N  NH2   0  -0.840  -3.7188   1.5608   0.2303
 4FV  N3   N  NH1   0  -0.653   0.4034  -0.1722   0.2846
 4FV  O1   O  O     0  -0.480  -0.7656   1.7683   0.2722
 4FV  O    O  O     0  -0.210  -3.3145  -1.8253  -0.1818
 4FV  O2   O  OH1   0  -0.669   5.0388  -1.0763   0.2973
 4FV  H5   H  HCH2  0   0.247   1.5701   0.8924  -1.7450
 4FV  H8   H  HCH2  0   0.227   3.4656  -0.5716  -1.7617
 4FV  H7   H  HCH2  0   0.241   4.3329   0.9614  -1.6712
 4FV  H11  H  HCH2  0   0.259   2.7921  -0.6869   1.9473
 4FV  H10  H  HCH2  0   0.237   2.5278  -1.5734   0.4413
 4FV  H    H  HCR5  0   0.266   1.6336   1.2324   1.1490
 4FV  H1   H  HCR5  0   0.201   4.3697   0.8187   0.7890
 4FV  H3   H  HNH2  0   0.406  -3.0347   2.2765   0.0508
 4FV  H2   H  HNH2  0   0.402  -4.6612   1.7878  -0.0417
 4FV  H4   H  HNH1  0   0.411   0.3486  -1.1751   0.1881
 4FV  H9   H  HOH1  0   0.451   5.8500  -0.7133  -0.0708
 4FV  H6   H  HCH2  0   0.242   2.4086   2.1101  -0.8052

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
 4FV  O2  C6   single    1.406  0.020  1.406
 4FV  C5  C6   single    1.528  0.020  1.528
 4FV  C5  C4   single    1.531  0.020  1.531
 4FV  C6  C7   single    1.521  0.020  1.521
 4FV  C4  C3   single    1.555  0.020  1.555
 4FV  C7  C3   single    1.530  0.020  1.530
 4FV  C3  N3   single    1.449  0.020  1.449
 4FV  N3  C2   single    1.333  0.020  1.333
 4FV  N2  C1   aromatic  1.292  0.020  1.292
 4FV  N2  O    aromatic  1.321  0.020  1.321
 4FV  C2  C1   single    1.483  0.020  1.483
 4FV  C2  O1   double    1.224  0.020  1.224
 4FV  C1  C    aromatic  1.434  0.020  1.434
 4FV  O   N1   aromatic  1.360  0.020  1.360
 4FV  C   N1   aromatic  1.304  0.020  1.304
 4FV  C   N    single    1.347  0.020  1.347
 4FV  C4  H6   single    0.970  0.020  1.090
 4FV  C4  H5   single    0.970  0.020  1.090
 4FV  C5  H8   single    0.970  0.020  1.090
 4FV  C5  H7   single    0.970  0.020  1.090
 4FV  C7  H11  single    0.970  0.020  1.090
 4FV  C7  H10  single    0.970  0.020  1.090
 4FV  C3  H    single    0.970  0.020  1.090
 4FV  C6  H1   single    0.970  0.020  1.090
 4FV  N   H3   single    0.890  0.020  1.040
 4FV  N   H2   single    0.890  0.020  1.040
 4FV  N3  H4   single    0.860  0.020  1.020
 4FV  O2  H9   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
 4FV  N2   C1  C2   124.50  3.000
 4FV  C2   C1  C    127.55  3.000
 4FV  N2   C1  C    107.94  3.000
 4FV  N    C   N1   124.74  3.000
 4FV  N    C   C1   127.89  3.000
 4FV  N1   C   C1   107.30  3.000
 4FV  O1   C2  N3   124.69  3.000
 4FV  O1   C2  C1   119.28  3.000
 4FV  N3   C2  C1   116.03  3.000
 4FV  H5   C4  H6   106.95  3.000
 4FV  H5   C4  C3   111.51  3.000
 4FV  H6   C4  C3   109.60  3.000
 4FV  H5   C4  C5   112.34  3.000
 4FV  H6   C4  C5   110.90  3.000
 4FV  C3   C4  C5   105.57  3.000
 4FV  H7   C5  H8   107.63  3.000
 4FV  H7   C5  C6   113.21  3.000
 4FV  H8   C5  C6   108.71  3.000
 4FV  H7   C5  C4   112.97  3.000
 4FV  H8   C5  C4   110.77  3.000
 4FV  C6   C5  C4   103.50  3.000
 4FV  H10  C7  H11  107.87  3.000
 4FV  H10  C7  C6   108.46  3.000
 4FV  H11  C7  C6   113.77  3.000
 4FV  H10  C7  C3   110.46  3.000
 4FV  H11  C7  C3   112.61  3.000
 4FV  C6   C7  C3   103.58  3.000
 4FV  H    C3  N3   107.36  3.000
 4FV  H    C3  C7   109.41  3.000
 4FV  N3   C3  C7   110.87  3.000
 4FV  H    C3  C4   109.10  3.000
 4FV  N3   C3  C4   114.42  3.000
 4FV  C7   C3  C4   105.62  3.000
 4FV  H1   C6  O2   110.69  3.000
 4FV  H1   C6  C7   108.68  3.000
 4FV  O2   C6  C7   110.53  3.000
 4FV  H1   C6  C5   108.58  3.000
 4FV  C7   C6  C5   102.48  3.000
 4FV  O2   C6  C5   115.44  3.000
 4FV  O    N2  C1   107.13  3.000
 4FV  O    N1  C    105.84  3.000
 4FV  H2   N   H3   115.32  3.000
 4FV  H2   N   C    117.23  3.000
 4FV  H3   N   C    116.49  3.000
 4FV  H4   N3  C3   118.41  3.000
 4FV  H4   N3  C2   119.03  3.000
 4FV  C3   N3  C2   122.44  3.000
 4FV  N1   O   N2   111.79  3.000
 4FV  H9   O2  C6   108.28  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
 4FV  CONST_01  N1  O   N2  C1    0.00   0.0  0
 4FV  CONST_02  O   N1  C   C1    0.00   0.0  0
 4FV  CONST_03  O   N2  C1  C     0.00   0.0  0
 4FV  CONST_04  N2  O   N1  C     0.00   0.0  0
 4FV  CONST_05  N1  C   C1  N2    0.00   0.0  0
 4FV  CONST_06  O   N2  C1  C2  180.00   0.0  0
 4FV  CONST_07  N1  C   C1  C2  180.00   0.0  0
 4FV  CONST_08  N   C   C1  N2  180.00   0.0  0
 4FV  CONST_09  O   N1  C   N   180.00   0.0  0
 4FV  CONST_10  C3  N3  C2  C1  180.00   0.0  0
 4FV  CONST_13  O1  C2  N3  C3    0.00   0.0  0
 4FV  CONST_14  H4  N3  C2  C1    0.00   0.0  0
 4FV  Var_01    C6  C5  C4  C3  -25.56  30.0  1
 4FV  Var_02    N3  C2  C1  C   176.27  30.0  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
 4FV  chir_01  C3  C4  C7  N3  positiv
 4FV  chir_02  C6  O2  C5  C7  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
 4FV  plan-1  C1  0.020
 4FV  plan-1  C   0.020
 4FV  plan-1  C2  0.020
 4FV  plan-1  N2  0.020
 4FV  plan-1  N1  0.020
 4FV  plan-1  N   0.020
 4FV  plan-1  O   0.020
 4FV  plan-2  C   0.020
 4FV  plan-2  N   0.020
 4FV  plan-2  H3  0.020
 4FV  plan-2  H2  0.020
 4FV  plan-3  C1  0.020
 4FV  plan-3  C2  0.020
 4FV  plan-3  C3  0.020
 4FV  plan-3  N3  0.020
 4FV  plan-3  O1  0.020
 4FV  plan-3  H4  0.020

