# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 02:24:48 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: 7-bromo-6-chloro-3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H]1CCCN[C@@H]1CC(=O)CN2C=Nc3cc(Br)c(Cl)cc3C2=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
 HFG  HFG  7-bromo-6-chloro-3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one  ligand  41  24  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HFG
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
 HFG  O4'  O   O     0  -0.389   2.5160   1.2593   1.1509
 HFG  C21  C   C     0   0.438   3.0637   1.2961   0.0770
 HFG  C3'  C   CH2   0  -0.575   4.5603   1.3699  -0.0826
 HFG  C2'  C   CH1   0  -0.110   5.2215   0.1401   0.5328
 HFG  N1'  N   NH1   0  -0.575   4.6527  -1.0460  -0.0867
 HFG  C6'  C   CH2   0  -0.312   5.2107  -2.2797   0.4435
 HFG  C5'  C   CH2   0  -0.451   6.7326  -2.3352   0.3562
 HFG  C4'  C   CH2   0  -0.482   7.3406  -1.0989   1.0101
 HFG  C39  C   CH1   0   0.089   6.7471   0.1798   0.4259
 HFG  O7'  O   OH1   0  -0.677   7.2070   1.3332   1.0961
 HFG  C1'  C   CH2   0  -0.462   2.2721   1.3092  -1.2124
 HFG  N3   N   NR6   0  -0.513   0.8478   1.2375  -0.9798
 HFG  C4   C   CR6   0   0.601   0.2765  -0.0037  -0.7503
 HFG  O11  O   O     0  -0.434   0.9300  -1.0247  -0.8109
 HFG  C10  C   CR66  0  -0.104  -1.1511   0.0577  -0.4515
 HFG  C5   C   CR16  0  -0.224  -1.8676  -1.1166  -0.2293
 HFG  C2   C   CR16  0   0.162   0.1335   2.3920  -0.8664
 HFG  N1   N   N     0  -0.463  -1.1137   2.4784  -0.5912
 HFG  C9   C   CR66  0   0.265  -1.7876   1.3013  -0.3800
 HFG  C8   C   CR16  0  -0.293  -3.1540   1.3510  -0.0815
 HFG  C7   C   CR6   0  -0.055  -3.8565   0.1867   0.1352
 HFG  BR1  BR  BR    0   0.022  -5.6841   0.2870   0.5320
 HFG  C6   C   CR6   0  -0.030  -3.2117  -1.0589   0.0604
 HFG  CL1  CL  CL    0  -0.087  -4.0780  -2.5211   0.3261
 HFG  H1   H   HCH2  0   0.253   4.8286   1.4522  -1.1407
 HFG  H2   H   HCH2  0   0.295   4.9125   2.2804   0.4067
 HFG  H3   H   HCH1  0   0.235   4.9601   0.1085   1.5984
 HFG  H4   H   HNH1  0   0.337   4.8150  -1.0130  -1.0883
 HFG  H6   H   HCH2  0   0.218   4.9017  -2.3703   1.4904
 HFG  H7   H   HCH2  0   0.239   4.7611  -3.1198  -0.0890
 HFG  H8   H   HCH2  0   0.233   7.1093  -3.2427   0.8339
 HFG  H9   H   HCH2  0   0.219   7.0311  -2.3874  -0.6963
 HFG  H10  H   HCH2  0   0.220   7.1437  -1.1182   2.0879
 HFG  H11  H   HCH2  0   0.237   8.4278  -1.0936   0.8863
 HFG  H12  H   HCH1  0   0.186   7.0058   0.2255  -0.6457
 HFG  H13  H   HOH1  0   0.450   8.1646   1.3711   1.0078
 HFG  H14  H   HCH2  0   0.323   2.5050   2.2245  -1.7612
 HFG  H15  H   HCH2  0   0.317   2.5991   0.4818  -1.8428
 HFG  H16  H   HCR6  0   0.296  -1.3673  -2.0736  -0.2885
 HFG  H17  H   HCR6  0   0.302   0.6992   3.2997  -1.0418
 HFG  H18  H   HCR6  0   0.298  -3.6386   2.3164  -0.0241

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
 HFG  CL1  C6   single    1.720  0.020  1.720
 HFG  C6   C5   aromatic  1.376  0.020  1.376
 HFG  C6   C7   aromatic  1.405  0.020  1.405
 HFG  BR1  C7   single    1.873  0.020  1.873
 HFG  C5   C10  aromatic  1.393  0.020  1.393
 HFG  C7   C8   aromatic  1.377  0.020  1.377
 HFG  O11  C4   double    1.214  0.020  1.214
 HFG  C10  C4   single    1.460  0.020  1.460
 HFG  C10  C9   aromatic  1.399  0.020  1.399
 HFG  C8   C9   aromatic  1.400  0.020  1.400
 HFG  C4   N3   single    1.386  0.020  1.386
 HFG  C9   N1   single    1.373  0.020  1.373
 HFG  N1'  C6'  single    1.454  0.020  1.454
 HFG  N1'  C2'  single    1.454  0.020  1.454
 HFG  C6'  C5'  single    1.525  0.020  1.525
 HFG  O4'  C21  double    1.206  0.020  1.206
 HFG  N3   C1'  single    1.445  0.020  1.445
 HFG  N3   C2   single    1.362  0.020  1.362
 HFG  N1   C2   double    1.280  0.020  1.280
 HFG  C21  C3'  single    1.507  0.020  1.507
 HFG  C21  C1'  single    1.513  0.020  1.513
 HFG  C3'  C2'  single    1.526  0.020  1.526
 HFG  C2'  C39  single    1.530  0.020  1.530
 HFG  C5'  C4'  single    1.525  0.020  1.525
 HFG  C39  C4'  single    1.526  0.020  1.526
 HFG  C39  O7'  single    1.411  0.020  1.411
 HFG  C3'  H1   single    0.970  0.020  1.090
 HFG  C3'  H2   single    0.970  0.020  1.090
 HFG  C2'  H3   single    0.970  0.020  1.090
 HFG  N1'  H4   single    0.890  0.020  1.040
 HFG  C6'  H6   single    0.970  0.020  1.090
 HFG  C6'  H7   single    0.970  0.020  1.090
 HFG  C5'  H8   single    0.970  0.020  1.090
 HFG  C5'  H9   single    0.970  0.020  1.090
 HFG  C4'  H10  single    0.970  0.020  1.090
 HFG  C4'  H11  single    0.970  0.020  1.090
 HFG  C39  H12  single    0.970  0.020  1.090
 HFG  O7'  H13  single    0.850  0.020  0.980
 HFG  C1'  H14  single    0.970  0.020  1.090
 HFG  C1'  H15  single    0.970  0.020  1.090
 HFG  C5   H16  single    0.930  0.020  1.080
 HFG  C2   H17  single    0.930  0.020  1.080
 HFG  C8   H18  single    0.930  0.020  1.080

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
 HFG  C1'  C21  C3'  115.40  3.000
 HFG  C1'  C21  O4'  121.43  3.000
 HFG  C3'  C21  O4'  123.15  3.000
 HFG  H2   C3'  H1   106.94  3.000
 HFG  H2   C3'  C2'  110.58  3.000
 HFG  H1   C3'  C2'  110.14  3.000
 HFG  H2   C3'  C21  108.28  3.000
 HFG  H1   C3'  C21  110.46  3.000
 HFG  C2'  C3'  C21  110.37  3.000
 HFG  H3   C2'  C39  107.82  3.000
 HFG  H3   C2'  N1'  107.27  3.000
 HFG  C39  C2'  N1'  112.42  3.000
 HFG  H3   C2'  C3'  108.16  3.000
 HFG  C39  C2'  C3'  112.52  3.000
 HFG  N1'  C2'  C3'  108.43  3.000
 HFG  H4   N1'  C6'  109.02  3.000
 HFG  H4   N1'  C2'  109.35  3.000
 HFG  C6'  N1'  C2'  112.75  3.000
 HFG  H7   C6'  H6   106.65  3.000
 HFG  H7   C6'  C5'  110.79  3.000
 HFG  H6   C6'  C5'  109.46  3.000
 HFG  H7   C6'  N1'  108.49  3.000
 HFG  H6   C6'  N1'  108.09  3.000
 HFG  C5'  C6'  N1'  113.13  3.000
 HFG  H9   C5'  H8   106.65  3.000
 HFG  H9   C5'  C4'  110.00  3.000
 HFG  H8   C5'  C4'  110.39  3.000
 HFG  H9   C5'  C6'  109.19  3.000
 HFG  H8   C5'  C6'  110.44  3.000
 HFG  C4'  C5'  C6'  110.11  3.000
 HFG  H11  C4'  H10  106.85  3.000
 HFG  H11  C4'  C39  109.82  3.000
 HFG  H10  C4'  C39  108.75  3.000
 HFG  H11  C4'  C5'  110.59  3.000
 HFG  H10  C4'  C5'  109.62  3.000
 HFG  C39  C4'  C5'  111.11  3.000
 HFG  H12  C39  O7'  110.55  3.000
 HFG  H12  C39  C4'  108.39  3.000
 HFG  O7'  C39  C4'  112.11  3.000
 HFG  H12  C39  C2'  107.62  3.000
 HFG  O7'  C39  C2'  108.24  3.000
 HFG  C4'  C39  C2'  109.84  3.000
 HFG  H13  O7'  C39  108.24  3.000
 HFG  H15  C1'  H14  106.34  3.000
 HFG  H15  C1'  N3   110.55  3.000
 HFG  H14  C1'  N3   109.42  3.000
 HFG  H15  C1'  C21  109.22  3.000
 HFG  H14  C1'  C21  108.90  3.000
 HFG  N3   C1'  C21  112.22  3.000
 HFG  C2   N3   C4   121.95  3.000
 HFG  C2   N3   C1'  119.22  3.000
 HFG  C4   N3   C1'  118.52  3.000
 HFG  C10  C4   O11  124.90  3.000
 HFG  C10  C4   N3   113.54  3.000
 HFG  O11  C4   N3   121.55  3.000
 HFG  C9   C10  C5   120.47  3.000
 HFG  C9   C10  C4   119.53  3.000
 HFG  C5   C10  C4   120.00  3.000
 HFG  H16  C5   C6   120.03  3.000
 HFG  H16  C5   C10  119.94  3.000
 HFG  C6   C5   C10  120.03  3.000
 HFG  H17  C2   N1   119.13  3.000
 HFG  H17  C2   N3   115.00  3.000
 HFG  N1   C2   N3   125.87  3.000
 HFG  C9   N1   C2   116.97  3.000
 HFG  C8   C9   N1   118.79  3.000
 HFG  N1   C9   C10  122.08  3.000
 HFG  C8   C9   C10  119.13  3.000
 HFG  H18  C8   C7   121.19  3.000
 HFG  H18  C8   C9   118.71  3.000
 HFG  C7   C8   C9   120.11  3.000
 HFG  C6   C7   BR1  120.45  3.000
 HFG  BR1  C7   C8   119.07  3.000
 HFG  C6   C7   C8   120.48  3.000
 HFG  CL1  C6   C7   120.96  3.000
 HFG  C7   C6   C5   119.79  3.000
 HFG  CL1  C6   C5   119.25  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
 HFG  CONST_01  C7   C6   C5   C10    0.00   0.0  0
 HFG  CONST_02  C7   C8   C9   C10    0.00   0.0  0
 HFG  CONST_03  C8   C7   C6   C5     0.00   0.0  0
 HFG  CONST_04  C8   C9   C10  C5     0.00   0.0  0
 HFG  CONST_05  C6   C5   C10  C9     0.00   0.0  0
 HFG  CONST_06  C6   C7   C8   C9     0.00   0.0  0
 HFG  CONST_07  C9   N1   C2   N3     0.00   0.0  0
 HFG  CONST_08  N1   C2   N3   C4     0.00   0.0  0
 HFG  CONST_09  C2   N3   C4   C10    0.00   0.0  0
 HFG  CONST_10  CL1  C6   C5   C10  180.00   0.0  0
 HFG  CONST_11  BR1  C7   C6   C5   180.00   0.0  0
 HFG  CONST_12  BR1  C7   C8   C9   180.00   0.0  0
 HFG  CONST_13  CL1  C6   C7   C8   180.00   0.0  0
 HFG  CONST_14  C10  C4   N3   C1'  180.00   0.0  0
 HFG  CONST_15  N1   C2   N3   C1'  180.00   0.0  0
 HFG  CONST_16  C2   N3   C4   O11  180.00   0.0  0
 HFG  CONST_17  H16  C5   C10  C4     0.00   0.0  0
 HFG  CONST_18  H18  C8   C9   C10  180.00   0.0  0
 HFG  CONST_19  H17  C2   N3   C4   180.00   0.0  0
 HFG  CONST_20  O11  C4   N3   C1'    0.00   0.0  0
 HFG  Var_01    C5'  C6'  N1'  C2'  -54.86  30.0  1
 HFG  Var_02    C4'  C5'  C6'  N1'   53.51  30.0  1
 HFG  Var_03    C39  C4'  C5'  C6'  -53.56  30.0  1
 HFG  Var_04    C4   N3   C1'  C21  -81.96  30.0  2
 HFG  Var_05    C2'  C3'  C21  O4'   61.27  30.0  3
 HFG  Var_06    N3   C1'  C21  O4'   -1.53  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
 HFG  chir_01  C2'  N1'  C3'  C39  positiv
 HFG  chir_02  C39  O7'  C2'  C4'  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
 HFG  plan-1  C1'  0.020
 HFG  plan-1  N3   0.020
 HFG  plan-1  C4   0.020
 HFG  plan-1  O11  0.020
 HFG  plan-1  C10  0.020
 HFG  plan-1  C5   0.020
 HFG  plan-1  C2   0.020
 HFG  plan-1  N1   0.020
 HFG  plan-1  C9   0.020
 HFG  plan-1  C8   0.020
 HFG  plan-1  C7   0.020
 HFG  plan-1  BR1  0.020
 HFG  plan-1  C6   0.020
 HFG  plan-1  CL1  0.020
 HFG  plan-1  H16  0.020
 HFG  plan-1  H17  0.020
 HFG  plan-1  H18  0.020
 HFG  plan-2  O4'  0.020
 HFG  plan-2  C21  0.020
 HFG  plan-2  C3'  0.020
 HFG  plan-2  C1'  0.020

