# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 23:44:08 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: (2R,4S)-2-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4-[(2-{[(Z)-iminomethyl]amino}ethyl)sulfanyl]-3,4-dihydro-2H-pyrrole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)[C@H]([C@H]1C[C@H](SCCNC=N)C(=N1)C(O)=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
 HIW  HIW  '(2R,4S)-2-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4-[(2-{[(Z)-iminomethyl]amino}ethyl)sulfanyl]-3,4-dihydro-2H-pyrrole-5-carboxylic acid'  ligand  40  21  .  2021-08-11  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HIW
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
 HIW  O31  O  O     0  -0.418  -1.2713   2.6774  -0.4767
 HIW  C31  C  C     0   0.518  -0.3138   2.1624  -0.9973
 HIW  O32  O  OH1   0  -0.575   0.2960   2.6210  -2.0720
 HIW  C3   C  CR5   0   0.189   0.3150   0.9258  -0.4519
 HIW  N4   N  N     0  -0.312   1.4299   0.5065  -0.8742
 HIW  C2   C  CR15  0  -0.480  -0.3472   0.0986   0.6170
 HIW  C1   C  CH2   0  -0.465   0.8315  -0.7763   1.0522
 HIW  C5   C  CR15  0  -0.114   1.7847  -0.7047  -0.1528
 HIW  C6   C  CH1   0  -0.407   3.2796  -0.7717   0.1811
 HIW  C7   C  C     0   0.527   3.6471   0.3185   1.1592
 HIW  O71  O  O     0  -0.426   3.5846   1.4958   0.9058
 HIW  O72  O  OH1   0  -0.586   4.0446  -0.1520   2.3351
 HIW  C61  C  CH1   0   0.061   4.1670  -0.6553  -1.0781
 HIW  O62  O  OH1   0  -0.658   3.7544  -1.5704  -2.0673
 HIW  C62  C  CH3   0  -0.698   5.6409  -0.8309  -0.7432
 HIW  S21  S  S2    0   0.012  -1.6636  -0.9400  -0.1135
 HIW  C22  C  CH2   0  -0.593  -3.1307   0.1269  -0.0109
 HIW  C23  C  CH2   0  -0.219  -4.3612  -0.7495   0.1629
 HIW  N24  N  NH1   0  -0.601  -5.5465   0.0710   0.1393
 HIW  C25  C  C1    0   0.110  -6.7848  -0.4407   0.2751
 HIW  N26  N  N     0  -0.667  -7.0064  -1.6913   0.4064
 HIW  H1   H  HOH1  0   0.491  -0.1376   3.4328  -2.3773
 HIW  H5   H  HCR5  0   0.322  -0.7802   0.6808   1.4302
 HIW  H6   H  HCH2  0   0.276   1.2753  -0.3362   1.9473
 HIW  H7   H  HCH2  0   0.279   0.5475  -1.7964   1.3056
 HIW  H8   H  HCR5  0   0.288   1.5889  -1.5372  -0.8368
 HIW  H9   H  HCH1  0   0.279   3.4646  -1.7470   0.6427
 HIW  H10  H  HOH1  0   0.480   4.2655   0.5830   2.9286
 HIW  H11  H  HCH1  0   0.239   4.0103   0.3342  -1.5110
 HIW  H12  H  HOH1  0   0.446   3.9921  -2.4595  -1.7820
 HIW  H13  H  HCH3  0   0.230   5.8302  -1.8114  -0.2992
 HIW  H14  H  HCH3  0   0.249   6.2466  -0.7434  -1.6451
 HIW  H15  H  HCH3  0   0.237   5.9960  -0.0759  -0.0412
 HIW  H16  H  HCH2  0   0.280  -3.0146   0.7935   0.8445
 HIW  H17  H  HCH2  0   0.275  -3.2177   0.7372  -0.9097
 HIW  H18  H  HCH2  0   0.234  -4.4113  -1.4973  -0.6351
 HIW  H19  H  HCH2  0   0.234  -4.2914  -1.3010   1.1053
 HIW  H20  H  HNH1  0   0.400  -5.4483   1.0696   0.0870
 HIW  H21  H  H     0   0.234  -7.5589   0.3279   0.2559
 HIW  H22  H  H     0   0.331  -8.0033  -1.8483   0.4835

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
 HIW  C62  C61  single  1.522  0.020  1.522
 HIW  O62  C61  single  1.409  0.020  1.409
 HIW  C61  C6   single  1.545  0.020  1.545
 HIW  O71  C7   double  1.206  0.020  1.206
 HIW  C1   C2   single  1.531  0.020  1.531
 HIW  C1   C5   single  1.538  0.020  1.538
 HIW  C7   C6   single  1.510  0.020  1.510
 HIW  C7   O72  single  1.327  0.020  1.327
 HIW  C6   C5   single  1.533  0.020  1.533
 HIW  C2   C3   single  1.505  0.020  1.505
 HIW  C2   S21  single  1.829  0.020  1.829
 HIW  C5   N4   single  1.454  0.020  1.454
 HIW  C3   N4   double  1.264  0.020  1.264
 HIW  C3   C31  single  1.491  0.020  1.491
 HIW  O31  C31  double  1.205  0.020  1.205
 HIW  C31  O32  single  1.318  0.020  1.318
 HIW  S21  C22  single  1.817  0.020  1.817
 HIW  C22  C23  single  1.521  0.020  1.521
 HIW  N26  C25  double  1.277  0.020  1.277
 HIW  C25  N24  single  1.347  0.020  1.347
 HIW  N24  C23  single  1.442  0.020  1.442
 HIW  O32  H1   single  0.850  0.020  0.980
 HIW  C2   H5   single  0.970  0.020  1.090
 HIW  C1   H6   single  0.970  0.020  1.090
 HIW  C1   H7   single  0.970  0.020  1.090
 HIW  C5   H8   single  0.970  0.020  1.090
 HIW  C6   H9   single  0.970  0.020  1.090
 HIW  O72  H10  single  0.850  0.020  0.980
 HIW  C61  H11  single  0.970  0.020  1.090
 HIW  O62  H12  single  0.850  0.020  0.980
 HIW  C62  H13  single  0.970  0.020  1.090
 HIW  C62  H14  single  0.970  0.020  1.090
 HIW  C62  H15  single  0.970  0.020  1.090
 HIW  C22  H16  single  0.970  0.020  1.090
 HIW  C22  H17  single  0.970  0.020  1.090
 HIW  C23  H18  single  0.970  0.020  1.090
 HIW  C23  H19  single  0.970  0.020  1.090
 HIW  N24  H20  single  0.860  0.020  1.020
 HIW  C25  H21  single  0.930  0.020  1.080
 HIW  N26  H22  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
 HIW  C3   C31  O32  113.07  3.000
 HIW  O32  C31  O31  124.82  3.000
 HIW  C3   C31  O31  122.11  3.000
 HIW  H1   O32  C31  109.95  3.000
 HIW  C2   C3   N4   116.30  3.000
 HIW  N4   C3   C31  121.68  3.000
 HIW  C2   C3   C31  122.02  3.000
 HIW  C5   N4   C3   109.02  3.000
 HIW  H5   C2   S21  108.39  3.000
 HIW  H5   C2   C1   113.52  3.000
 HIW  S21  C2   C1   110.07  3.000
 HIW  H5   C2   C3   114.28  3.000
 HIW  S21  C2   C3   110.19  3.000
 HIW  C1   C2   C3   100.21  3.000
 HIW  H7   C1   H6   107.03  3.000
 HIW  H7   C1   C5   112.80  3.000
 HIW  H6   C1   C5   111.82  3.000
 HIW  H7   C1   C2   113.63  3.000
 HIW  H6   C1   C2   108.40  3.000
 HIW  C5   C1   C2   103.17  3.000
 HIW  H8   C5   C6   106.09  3.000
 HIW  H8   C5   C1   110.07  3.000
 HIW  C6   C5   C1   115.57  3.000
 HIW  H8   C5   N4   106.25  3.000
 HIW  C6   C5   N4   112.49  3.000
 HIW  C1   C5   N4   106.04  3.000
 HIW  H9   C6   C61  108.29  3.000
 HIW  H9   C6   C7   109.21  3.000
 HIW  C61  C6   C7   109.50  3.000
 HIW  H9   C6   C5   107.19  3.000
 HIW  C7   C6   C5   110.29  3.000
 HIW  C61  C6   C5   112.28  3.000
 HIW  O72  C7   O71  123.21  3.000
 HIW  O72  C7   C6   113.00  3.000
 HIW  O71  C7   C6   123.79  3.000
 HIW  H10  O72  C7   109.97  3.000
 HIW  H11  C61  C62  109.33  3.000
 HIW  H11  C61  O62  105.56  3.000
 HIW  C62  C61  O62  111.29  3.000
 HIW  H11  C61  C6   108.01  3.000
 HIW  O62  C61  C6   110.80  3.000
 HIW  C62  C61  C6   111.61  3.000
 HIW  H12  O62  C61  108.61  3.000
 HIW  H15  C62  H14  107.22  3.000
 HIW  H15  C62  H13  107.65  3.000
 HIW  H14  C62  H13  108.18  3.000
 HIW  H15  C62  C61  112.16  3.000
 HIW  H14  C62  C61  110.30  3.000
 HIW  H13  C62  C61  111.15  3.000
 HIW  C22  S21  C2   103.01  3.000
 HIW  H17  C22  H16  108.25  3.000
 HIW  H17  C22  C23  110.63  3.000
 HIW  H16  C22  C23  110.41  3.000
 HIW  H17  C22  S21  110.28  3.000
 HIW  H16  C22  S21  108.50  3.000
 HIW  C23  C22  S21  108.75  3.000
 HIW  H19  C23  H18  106.64  3.000
 HIW  H19  C23  N24  110.69  3.000
 HIW  H18  C23  N24  109.83  3.000
 HIW  H19  C23  C22  109.71  3.000
 HIW  H18  C23  C22  110.33  3.000
 HIW  N24  C23  C22  109.60  3.000
 HIW  H20  N24  C25  118.21  3.000
 HIW  H20  N24  C23  119.08  3.000
 HIW  C25  N24  C23  122.55  3.000
 HIW  H21  C25  N26  124.66  3.000
 HIW  H21  C25  N24  112.52  3.000
 HIW  N26  C25  N24  122.83  3.000
 HIW  H22  N26  C25  109.31  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
 HIW  CONST_01  H1   O32  C31  C3    180.00   0.0  0
 HIW  CONST_02  N26  C25  N24  C23     0.00   0.0  0
 HIW  CONST_03  H10  O72  C7   C6    180.00   0.0  0
 HIW  CONST_04  H21  C25  N24  C23   180.00   0.0  0
 HIW  CONST_05  H22  N26  C25  N24   180.00   0.0  0
 HIW  CONST_06  H20  N24  C25  N26   180.00   0.0  0
 HIW  Var_01    C2   C3   C31  O31    11.75  30.0  2
 HIW  Var_02    C23  C22  S21  C2   -149.10  30.0  3
 HIW  Var_03    N24  C23  C22  S21  -175.45  30.0  3
 HIW  Var_04    C25  N24  C23  C22  -179.83  30.0  1

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
 HIW  chir_01  C2   C1   C3  S21  negativ
 HIW  chir_02  C5   N4   C6  C1   negativ
 HIW  chir_03  C6   C5   C7  C61  positiv
 HIW  chir_04  C61  O62  C6  C62  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
 HIW  plan-1  C23  0.020
 HIW  plan-1  N24  0.020
 HIW  plan-1  C25  0.020
 HIW  plan-1  N26  0.020
 HIW  plan-1  H20  0.020
 HIW  plan-1  H21  0.020
 HIW  plan-1  H22  0.020
 HIW  plan-2  O31  0.020
 HIW  plan-2  C31  0.020
 HIW  plan-2  O32  0.020
 HIW  plan-2  C3   0.020
 HIW  plan-2  H1   0.020
 HIW  plan-3  C6   0.020
 HIW  plan-3  C7   0.020
 HIW  plan-3  O71  0.020
 HIW  plan-3  O72  0.020
 HIW  plan-3  H10  0.020

