# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 09:36:30 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 4-(3,5-dimethylphenoxy)-5-{[(furan-2-ylmethyl)sulfanyl]methyl}-3-iodo-6-methylpyridin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(CSCc2occc2)C(=C(I)C(=O)N1)Oc3cc(C)cc(C)c3
#
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
 R22  R22  4-(3,5-dimethylphenoxy)-5-{[(furan-2-ylmethyl)sulfanyl]methyl}-3-iodo-6-methylpyridin-2(1H)-one  ligand  46  26  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_R22
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
 R22  C1'   C  CR6   0   0.385  -0.7488   1.7080   0.2159
 R22  C2'   C  CR16  0  -0.386  -0.2693   2.7543  -0.5564
 R22  C3'   C  CR6   0   0.121  -0.4157   4.0619  -0.1071
 R22  C4'   C  CR16  0  -0.367  -1.0411   4.2884   1.1168
 R22  C5'   C  CR6   0   0.122  -1.5185   3.2381   1.8944
 R22  C6'   C  CR16  0  -0.387  -1.3729   1.9317   1.4336
 R22  O7'   O  O2    0  -0.493  -0.5882   0.4499  -0.3109
 R22  C8'   C  CH3   0  -0.725   0.1183   5.2024  -0.9236
 R22  C9'   C  CH3   0  -0.723  -2.1664   3.4975   3.2233
 R22  N1    N  NR16  0  -0.711  -0.9537  -2.8676   1.9655
 R22  C2    C  CR6   0   0.568  -2.0396  -2.5871   1.1570
 R22  C3    C  CR6   0  -0.560  -1.8720  -1.3815   0.3920
 R22  C4    C  CR6   0   0.531  -0.7345  -0.6322   0.4877
 R22  C5    C  CR6   0  -0.117   0.3247  -0.9859   1.3641
 R22  C6    C  CR6   0   0.383   0.1800  -2.1429   2.0840
 R22  C7    C  CH3   0  -0.746   1.2263  -2.6722   3.0080
 R22  I9    I  I     0   0.095  -3.4335  -0.8391  -0.8689
 R22  C10   C  CH2   0  -0.636   1.5868  -0.1876   1.4279
 R22  S11   S  S2    0   0.002   2.7174  -0.7821   0.1275
 R22  C12   C  CH2   0  -0.653   4.1388   0.3232   0.4400
 R22  C13   C  CR5   0   0.381   5.2288   0.0279  -0.5129
 R22  O14   O  O     0  -0.405   5.8907  -1.1419  -0.3716
 R22  C15   C  CR15  0  -0.011   6.8227  -1.2055  -1.3456
 R22  C16   C  CR15  0  -0.328   6.7723  -0.0947  -2.1160
 R22  C17   C  CR15  0  -0.375   5.7256   0.7116  -1.5731
 R22  H2'   H  HCR6  0   0.261   0.2130   2.5443  -1.5037
 R22  H4'   H  HCR6  0   0.241  -1.1623   5.3063   1.4696
 R22  H6'   H  HCR6  0   0.274  -1.7574   1.1085   2.0245
 R22  H8'1  H  HCH3  0   0.251   1.2067   5.2522  -0.8550
 R22  H8'2  H  HCH3  0   0.247  -0.1315   5.0908  -1.9788
 R22  H8'3  H  HCH3  0   0.246  -0.2760   6.1580  -0.5814
 R22  H9'1  H  HCH3  0   0.251  -1.4385   3.4092   4.0324
 R22  H9'2  H  HCH3  0   0.246  -2.5879   4.5007   3.2729
 R22  H9'3  H  HCH3  0   0.246  -2.9639   2.7836   3.4271
 R22  HN1   H  HNR6  0   0.427  -1.0324  -3.7149   2.5141
 R22  H71   H  HCH3  0   0.283   1.3451  -2.0173   3.8715
 R22  H72   H  HCH3  0   0.277   0.9753  -3.6659   3.3732
 R22  H73   H  HCH3  0   0.272   2.1895  -2.7307   2.5017
 R22  H101  H  HCH2  0   0.296   1.4080   0.8775   1.2848
 R22  H102  H  HCH2  0   0.299   2.0676  -0.2990   2.3998
 R22  H121  H  HCH2  0   0.294   3.8269   1.3594   0.3094
 R22  H122  H  HCH2  0   0.292   4.4670   0.1933   1.4739
 R22  H15   H  HCR5  0   0.279   7.4413  -2.0879  -1.3668
 R22  H16   H  HCR5  0   0.264   7.3991   0.1263  -2.9645
 R22  H17   H  HCR5  0   0.265   5.3885   1.6738  -1.9235
 R22  O8    O  OC    0  -0.477  -3.0123  -3.3270   1.1396

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
 R22  C1'  C2'   aromatic  1.386  0.020  1.386
 R22  C1'  C6'   aromatic  1.386  0.020  1.386
 R22  C1'  O7'   single    1.373  0.020  1.373
 R22  C2'  C3'   aromatic  1.390  0.020  1.390
 R22  C2'  H2'   single    0.930  0.020  1.080
 R22  C3'  C4'   aromatic  1.393  0.020  1.393
 R22  C3'  C8'   single    1.501  0.020  1.501
 R22  C4'  C5'   aromatic  1.391  0.020  1.391
 R22  C4'  H4'   single    0.930  0.020  1.080
 R22  C5'  C6'   aromatic  1.393  0.020  1.393
 R22  C5'  C9'   single    1.501  0.020  1.501
 R22  C6'  H6'   single    0.930  0.020  1.080
 R22  O7'  C4    single    1.353  0.020  1.353
 R22  C8'  H8'1  single    0.970  0.020  1.090
 R22  C8'  H8'2  single    0.970  0.020  1.090
 R22  C8'  H8'3  single    0.970  0.020  1.090
 R22  C9'  H9'1  single    0.970  0.020  1.090
 R22  C9'  H9'2  single    0.970  0.020  1.090
 R22  C9'  H9'3  single    0.970  0.020  1.090
 R22  N1   C2    aromatic  1.383  0.020  1.383
 R22  N1   C6    aromatic  1.351  0.020  1.351
 R22  N1   HN1   single    0.860  0.020  1.020
 R22  C2   C3    aromatic  1.438  0.020  1.438
 R22  C2   O8    double    1.222  0.020  1.222
 R22  C3   C4    aromatic  1.366  0.020  1.366
 R22  C3   I9    single    2.079  0.020  2.079
 R22  C4   C5    aromatic  1.420  0.020  1.420
 R22  C5   C6    aromatic  1.370  0.020  1.370
 R22  C5   C10   single    1.495  0.020  1.495
 R22  C6   C7    single    1.493  0.020  1.493
 R22  C7   H71   single    0.970  0.020  1.090
 R22  C7   H72   single    0.970  0.020  1.090
 R22  C7   H73   single    0.970  0.020  1.090
 R22  C10  S11   single    1.823  0.020  1.823
 R22  C10  H101  single    0.970  0.020  1.090
 R22  C10  H102  single    0.970  0.020  1.090
 R22  S11  C12   single    1.828  0.020  1.828
 R22  C12  C13   single    1.478  0.020  1.478
 R22  C12  H121  single    0.970  0.020  1.090
 R22  C12  H122  single    0.970  0.020  1.090
 R22  C13  O14   aromatic  1.351  0.020  1.351
 R22  C13  C17   aromatic  1.356  0.020  1.356
 R22  O14  C15   aromatic  1.350  0.020  1.350
 R22  C15  C16   aromatic  1.353  0.020  1.353
 R22  C15  H15   single    0.930  0.020  1.080
 R22  C16  C17   aromatic  1.428  0.020  1.428
 R22  C16  H16   single    0.930  0.020  1.080
 R22  C17  H17   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
 R22  O7'   C1'  C6'   122.51  3.000
 R22  O7'   C1'  C2'   115.93  3.000
 R22  C6'   C1'  C2'   121.55  3.000
 R22  H2'   C2'  C3'   120.78  3.000
 R22  H2'   C2'  C1'   119.65  3.000
 R22  C3'   C2'  C1'   119.57  3.000
 R22  C8'   C3'  C4'   120.94  3.000
 R22  C8'   C3'  C2'   120.09  3.000
 R22  C4'   C3'  C2'   118.96  3.000
 R22  H4'   C4'  C5'   119.25  3.000
 R22  H4'   C4'  C3'   119.26  3.000
 R22  C5'   C4'  C3'   121.49  3.000
 R22  C9'   C5'  C6'   120.00  3.000
 R22  C9'   C5'  C4'   120.83  3.000
 R22  C6'   C5'  C4'   119.16  3.000
 R22  H6'   C6'  C5'   119.67  3.000
 R22  H6'   C6'  C1'   121.06  3.000
 R22  C5'   C6'  C1'   119.27  3.000
 R22  C4    O7'  C1'   119.58  3.000
 R22  H8'3  C8'  H8'2  108.12  3.000
 R22  H8'3  C8'  H8'1  107.53  3.000
 R22  H8'2  C8'  H8'1  107.09  3.000
 R22  H8'3  C8'  C3'   111.54  3.000
 R22  H8'2  C8'  C3'   111.55  3.000
 R22  H8'1  C8'  C3'   110.81  3.000
 R22  H9'3  C9'  H9'2  108.16  3.000
 R22  H9'3  C9'  H9'1  107.24  3.000
 R22  H9'2  C9'  H9'1  107.38  3.000
 R22  H9'3  C9'  C5'   111.61  3.000
 R22  H9'2  C9'  C5'   111.50  3.000
 R22  H9'1  C9'  C5'   110.75  3.000
 R22  HN1   N1   C6    117.82  3.000
 R22  HN1   N1   C2    115.19  3.000
 R22  C6    N1   C2    126.99  3.000
 R22  O8    C2   C3    126.36  3.000
 R22  O8    C2   N1    120.70  3.000
 R22  C3    C2   N1    112.94  3.000
 R22  I9    C3   C4    121.67  3.000
 R22  I9    C3   C2    117.00  3.000
 R22  C4    C3   C2    121.33  3.000
 R22  C5    C4   C3    121.88  3.000
 R22  C5    C4   O7'   118.89  3.000
 R22  C3    C4   O7'   119.19  3.000
 R22  C10   C5   C6    121.18  3.000
 R22  C10   C5   C4    121.55  3.000
 R22  C6    C5   C4    117.12  3.000
 R22  C7    C6   C5    123.40  3.000
 R22  C7    C6   N1    116.90  3.000
 R22  C5    C6   N1    119.70  3.000
 R22  H73   C7   H72   108.11  3.000
 R22  H73   C7   H71   107.69  3.000
 R22  H72   C7   H71   107.93  3.000
 R22  H73   C7   C6    110.55  3.000
 R22  H72   C7   C6    111.71  3.000
 R22  H71   C7   C6    110.71  3.000
 R22  H102  C10  H101  106.82  3.000
 R22  H102  C10  S11   109.22  3.000
 R22  H101  C10  S11   109.08  3.000
 R22  H102  C10  C5    110.85  3.000
 R22  H101  C10  C5    112.21  3.000
 R22  S11   C10  C5    108.61  3.000
 R22  C12   S11  C10    99.39  3.000
 R22  H122  C12  H121  108.20  3.000
 R22  H122  C12  C13   111.41  3.000
 R22  H121  C12  C13   108.90  3.000
 R22  H122  C12  S11   108.88  3.000
 R22  H121  C12  S11   109.39  3.000
 R22  C13   C12  S11   110.03  3.000
 R22  C17   C13  O14   109.80  3.000
 R22  C17   C13  C12   132.36  3.000
 R22  O14   C13  C12   117.83  3.000
 R22  C15   O14  C13   107.67  3.000
 R22  H15   C15  C16   133.03  3.000
 R22  H15   C15  O14   116.68  3.000
 R22  C16   C15  O14   110.29  3.000
 R22  H16   C16  C17   127.56  3.000
 R22  H16   C16  C15   126.52  3.000
 R22  C17   C16  C15   105.92  3.000
 R22  H17   C17  C16   127.54  3.000
 R22  H17   C17  C13   126.13  3.000
 R22  C16   C17  C13   106.32  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
 R22  CONST_01  C4'   C3'  C2'  C1'     0.00   0.0  0
 R22  CONST_02  C4'   C5'  C6'  C1'     0.00   0.0  0
 R22  CONST_03  C5'   C6'  C1'  C2'     0.00   0.0  0
 R22  CONST_04  C5'   C4'  C3'  C2'     0.00   0.0  0
 R22  CONST_05  C6'   C1'  C2'  C3'     0.00   0.0  0
 R22  CONST_06  C6'   C5'  C4'  C3'     0.00   0.0  0
 R22  CONST_07  C4    C3   C2   N1      0.00   0.0  0
 R22  CONST_08  C4    C5   C6   N1      0.00   0.0  0
 R22  CONST_09  C5    C6   N1   C2      0.00   0.0  0
 R22  CONST_10  C5    C4   C3   C2      0.00   0.0  0
 R22  CONST_11  C6    N1   C2   C3      0.00   0.0  0
 R22  CONST_12  C6    C5   C4   C3      0.00   0.0  0
 R22  CONST_13  C16   C15  O14  C13     0.00   0.0  0
 R22  CONST_14  C15   C16  C17  C13     0.00   0.0  0
 R22  CONST_15  C16   C17  C13  O14     0.00   0.0  0
 R22  CONST_16  C17   C16  C15  O14     0.00   0.0  0
 R22  CONST_17  C17   C13  O14  C15     0.00   0.0  0
 R22  CONST_18  C8'   C3'  C2'  C1'   180.00   0.0  0
 R22  CONST_19  C9'   C5'  C6'  C1'   180.00   0.0  0
 R22  CONST_20  O7'   C1'  C2'  C3'   180.00   0.0  0
 R22  CONST_21  C9'   C5'  C4'  C3'   180.00   0.0  0
 R22  CONST_22  C8'   C3'  C4'  C5'   180.00   0.0  0
 R22  CONST_23  O7'   C1'  C6'  C5'   180.00   0.0  0
 R22  CONST_24  C2    C3   C4   O7'   180.00   0.0  0
 R22  CONST_25  C6    C5   C4   O7'   180.00   0.0  0
 R22  CONST_26  I9    C3   C2   N1    180.00   0.0  0
 R22  CONST_27  C10   C5   C6   N1    180.00   0.0  0
 R22  CONST_28  C7    C6   N1   C2    180.00   0.0  0
 R22  CONST_29  C10   C5   C4   C3    180.00   0.0  0
 R22  CONST_30  O8    C2   C3   C4    180.00   0.0  0
 R22  CONST_31  C7    C6   C5   C4    180.00   0.0  0
 R22  CONST_32  I9    C3   C4   C5    180.00   0.0  0
 R22  CONST_33  O8    C2   N1   C6    180.00   0.0  0
 R22  CONST_34  C15   O14  C13  C12   180.00   0.0  0
 R22  CONST_35  C16   C17  C13  C12   180.00   0.0  0
 R22  CONST_36  H6'   C6'  C1'  C2'   180.00   0.0  0
 R22  CONST_37  H4'   C4'  C3'  C2'   180.00   0.0  0
 R22  CONST_38  H2'   C2'  C3'  C4'   180.00   0.0  0
 R22  CONST_39  HN1   N1   C2   C3    180.00   0.0  0
 R22  CONST_40  H15   C15  O14  C13   180.00   0.0  0
 R22  CONST_41  H16   C16  C17  C13   180.00   0.0  0
 R22  CONST_42  H17   C17  C13  O14   180.00   0.0  0
 R22  Var_01    C3    C4   O7'  C1'   104.60  30.0  2
 R22  Var_02    S11   C10  C5   C4    -85.50  30.0  2
 R22  Var_03    O14   C13  C12  S11   -69.96  30.0  2
 R22  Var_04    H8'1  C8'  C3'  C2'   -74.22  30.0  2
 R22  Var_05    H9'1  C9'  C5'  C4'   -94.63  30.0  2
 R22  Var_06    H71   C7   C6   N1   -112.80  30.0  2
 R22  Var_07    C13   C12  S11  C10   179.77  30.0  3

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
 R22  plan-1  C12  0.020
 R22  plan-1  C13  0.020
 R22  plan-1  O14  0.020
 R22  plan-1  C15  0.020
 R22  plan-1  C16  0.020
 R22  plan-1  C17  0.020
 R22  plan-1  H15  0.020
 R22  plan-1  H16  0.020
 R22  plan-1  H17  0.020
 R22  plan-2  C1'  0.020
 R22  plan-2  C2'  0.020
 R22  plan-2  C3'  0.020
 R22  plan-2  C4'  0.020
 R22  plan-2  C5'  0.020
 R22  plan-2  C6'  0.020
 R22  plan-2  O7'  0.020
 R22  plan-2  C8'  0.020
 R22  plan-2  C9'  0.020
 R22  plan-2  H2'  0.020
 R22  plan-2  H4'  0.020
 R22  plan-2  H6'  0.020
 R22  plan-3  O7'  0.020
 R22  plan-3  N1   0.020
 R22  plan-3  C2   0.020
 R22  plan-3  C3   0.020
 R22  plan-3  C4   0.020
 R22  plan-3  C5   0.020
 R22  plan-3  C6   0.020
 R22  plan-3  C7   0.020
 R22  plan-3  I9   0.020
 R22  plan-3  C10  0.020
 R22  plan-3  HN1  0.020
 R22  plan-3  O8   0.020

