# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 15:38:07 2022
#   Inital geometry file: a 148 line input string
#   Ligand name: (3R,5R)-7-{4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyheptanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1nc(nc(c2ccc(F)cc2)c1CC[C@@H](O)C[C@@H](O)CC(O)=O)N(C)[S](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
 FBI  FBI  '(3R,5R)-7-{4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyheptanoic acid'  ligand  62  33  .  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_FBI
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
 FBI  O1S   O  OS     0  -0.655  -0.7965   2.1038  -6.2798
 FBI  O2S   O  OS     0  -0.646   0.3517   2.3838  -4.0843
 FBI  N3    N  N      0  -0.703  -1.2685   0.4288  -4.4795
 FBI  C12   C  CH3    0  -0.509  -2.6120   0.3825  -5.0492
 FBI  S1    S  S      0   1.342  -0.1428   1.5021  -5.1272
 FBI  C13   C  CH3    0  -0.784   1.1783   0.4765  -5.7152
 FBI  C8    C  CR6    0   0.227   0.4381  -0.6853  -1.6068
 FBI  C10   C  CR6    0  -0.019  -0.6044  -0.9882  -0.7224
 FBI  C9    C  CR6    0   0.314  -1.8942  -0.8482  -1.2522
 FBI  N2    N  N      0  -0.445  -2.1025  -0.3941  -2.4845
 FBI  C11   C  CR6    0   0.637  -1.0454  -0.0804  -3.2029
 FBI  N1    N  N      0  -0.468   0.2115  -0.2335  -2.8352
 FBI  C83   C  CR16   0  -0.405   3.7642  -2.1413  -0.5364
 FBI  C82   C  CR16   0  -0.278   2.4050  -2.0143  -0.7788
 FBI  C81   C  CR6    0   0.030   1.8752  -0.8257  -1.2759
 FBI  C86   C  CR16   0  -0.256   2.7375   0.2347  -1.5501
 FBI  C85   C  CR16   0  -0.403   4.0964   0.1301  -1.2999
 FBI  C84   C  CR6    0   0.527   4.5845  -1.0605  -0.7952
 FBI  F1    F  F      0  -0.312   5.9000  -1.1744  -0.5602
 FBI  O1B   O  OC    -1  -0.620  -1.1495   2.0189   8.6043
 FBI  O1A   O  O      0  -0.623  -2.9376   1.0547   7.6927
 FBI  O3    O  OH1    0  -0.673  -0.5549  -0.5276   6.0400
 FBI  C2    C  CH2    0  -0.575  -1.2211   1.7932   6.2314
 FBI  C3    C  CH1    0   0.047  -1.2473   0.5230   5.3912
 FBI  C4    C  CH2    0  -0.491  -0.7383   0.7871   3.9751
 FBI  C5    C  CH1    0   0.046  -0.5367  -0.4611   3.1148
 FBI  C6    C  CH2    0  -0.460  -0.6187  -0.1227   1.6287
 FBI  C92   C  CH3    0  -0.649  -4.1508  -0.0635  -0.4839
 FBI  C93   C  CH3    0  -0.646  -3.7597  -2.4736  -1.1131
 FBI  O5    O  OH1    0  -0.665   0.6737  -1.1286   3.4272
 FBI  H121  H  HCH3   0   0.263  -3.0583  -0.5705  -4.7832
 FBI  H122  H  HCH3   0   0.246  -3.2508   1.1821  -4.6751
 FBI  H123  H  HCH3   0   0.263  -2.5564   0.4414  -6.1308
 FBI  H131  H  HCH3   0   0.303   1.8827   1.1293  -6.2287
 FBI  H132  H  HCH3   0   0.302   1.6550  -0.0151  -4.8737
 FBI  H133  H  HCH3   0   0.293   0.7699  -0.2535  -6.4094
 FBI  H83   H  HCR6   0   0.284   4.1751  -3.0681  -0.1594
 FBI  H82   H  HCR6   0   0.281   1.7614  -2.8663  -0.6007
 FBI  H86   H  HCR6   0   0.266   2.3411   1.1523  -1.9653
 FBI  H85   H  HCR6   0   0.283   4.7645   0.9574  -1.5000
 FBI  HO3   H  HOH1   0   0.433   0.3882  -0.4045   5.8949
 FBI  H21   H  HCH2   0   0.200  -0.1939   2.1678   6.2920
 FBI  H22   H  HCH2   0   0.220  -1.8009   2.5663   5.7132
 FBI  H3    H  HCH1   0   0.207  -2.2838   0.1802   5.3161
 FBI  H41   H  HCH2   0   0.222   0.2067   1.3465   4.0052
 FBI  H42   H  HCH2   0   0.235  -1.4570   1.4521   3.4875
 FBI  H5    H  HCH1   0   0.224  -1.3297  -1.1847   3.3357
 FBI  H61   H  HCH2   0   0.234   0.1056   0.6630   1.3822
 FBI  H62   H  HCH2   0   0.239  -1.6057   0.3051   1.4300
 FBI  H71   H  HCH2   0   0.251  -1.0248  -2.1618   1.0256
 FBI  H72   H  HCH2   0   0.264   0.6366  -1.6868   0.8799
 FBI  H91   H  HCH1   0   0.247  -2.8911  -1.4448   0.5392
 FBI  H921  H  HCH3   0   0.232  -3.7354   0.8286  -0.0123
 FBI  H922  H  HCH3   0   0.232  -4.4574   0.2011  -1.4951
 FBI  H923  H  HCH3   0   0.233  -5.0397  -0.3524   0.0781
 FBI  H931  H  HCH3   0   0.234  -3.0620  -3.3120  -1.0930
 FBI  H932  H  HCH3   0   0.236  -4.6517  -2.7679  -0.5588
 FBI  H933  H  HCH3   0   0.229  -4.0479  -2.2982  -2.1502
 FBI  HO5   H  HOH1   0   0.439   1.4011  -0.5332   3.2145
 FBI  C7    C  CH2    0  -0.558  -0.3784  -1.3338   0.7233
 FBI  C91   C  CH1    0  -0.329  -3.1477  -1.2146  -0.4949
 FBI  C1    C  C      0   0.405  -1.8152   1.5996   7.6361

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
 FBI  O1S  S1    double    1.455  0.020  1.455
 FBI  O2S  S1    double    1.452  0.020  1.452
 FBI  N3   C12   single    1.460  0.020  1.460
 FBI  N3   S1    single    1.685  0.020  1.685
 FBI  N3   C11   single    1.392  0.020  1.392
 FBI  C12  H121  single    0.970  0.020  1.090
 FBI  C12  H122  single    0.970  0.020  1.090
 FBI  C12  H123  single    0.970  0.020  1.090
 FBI  S1   C13   single    1.773  0.020  1.773
 FBI  C13  H131  single    0.970  0.020  1.090
 FBI  C13  H132  single    0.970  0.020  1.090
 FBI  C13  H133  single    0.970  0.020  1.090
 FBI  C8   C10   aromatic  1.400  0.020  1.400
 FBI  C8   N1    aromatic  1.328  0.020  1.328
 FBI  C8   C81   single    1.481  0.020  1.481
 FBI  C10  C9    aromatic  1.401  0.020  1.401
 FBI  C10  C7    single    1.503  0.020  1.503
 FBI  C9   N2    aromatic  1.330  0.020  1.330
 FBI  C9   C91   single    1.510  0.020  1.510
 FBI  N2   C11   aromatic  1.316  0.020  1.316
 FBI  C11  N1    aromatic  1.318  0.020  1.318
 FBI  C83  C82   aromatic  1.386  0.020  1.386
 FBI  C83  C84   aromatic  1.381  0.020  1.381
 FBI  C83  H83   single    0.930  0.020  1.080
 FBI  C82  C81   aromatic  1.393  0.020  1.393
 FBI  C82  H82   single    0.930  0.020  1.080
 FBI  C81  C86   aromatic  1.394  0.020  1.394
 FBI  C86  C85   aromatic  1.386  0.020  1.386
 FBI  C86  H86   single    0.930  0.020  1.080
 FBI  C85  C84   aromatic  1.382  0.020  1.382
 FBI  C85  H85   single    0.930  0.020  1.080
 FBI  C84  F1    single    1.341  0.020  1.341
 FBI  O1B  C1    deloc     1.248  0.020  1.248
 FBI  O1A  C1    deloc     1.249  0.020  1.249
 FBI  O3   C3    single    1.416  0.020  1.416
 FBI  O3   HO3   single    0.850  0.020  0.980
 FBI  C1   C2    single    1.537  0.020  1.537
 FBI  C2   C3    single    1.523  0.020  1.523
 FBI  C2   H21   single    0.970  0.020  1.090
 FBI  C2   H22   single    0.970  0.020  1.090
 FBI  C3   C4    single    1.528  0.020  1.528
 FBI  C3   H3    single    0.970  0.020  1.090
 FBI  C4   C5    single    1.529  0.020  1.529
 FBI  C4   H41   single    0.970  0.020  1.090
 FBI  C4   H42   single    0.970  0.020  1.090
 FBI  C5   C6    single    1.526  0.020  1.526
 FBI  C5   O5    single    1.417  0.020  1.417
 FBI  C5   H5    single    0.970  0.020  1.090
 FBI  C6   C7    single    1.531  0.020  1.531
 FBI  C6   H61   single    0.970  0.020  1.090
 FBI  C6   H62   single    0.970  0.020  1.090
 FBI  C7   H71   single    0.970  0.020  1.090
 FBI  C7   H72   single    0.970  0.020  1.090
 FBI  C91  C92   single    1.527  0.020  1.527
 FBI  C91  C93   single    1.530  0.020  1.530
 FBI  C91  H91   single    0.970  0.020  1.090
 FBI  C92  H921  single    0.970  0.020  1.090
 FBI  C92  H922  single    0.970  0.020  1.090
 FBI  C92  H923  single    0.970  0.020  1.090
 FBI  C93  H931  single    0.970  0.020  1.090
 FBI  C93  H932  single    0.970  0.020  1.090
 FBI  C93  H933  single    0.970  0.020  1.090
 FBI  O5   HO5   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
 FBI  C11   N3   S1    118.58  3.000
 FBI  C11   N3   C12   119.58  3.000
 FBI  S1    N3   C12   119.01  3.000
 FBI  H123  C12  H122  109.43  3.000
 FBI  H123  C12  H121  108.24  3.000
 FBI  H122  C12  H121  108.60  3.000
 FBI  H123  C12  N3    109.89  3.000
 FBI  H122  C12  N3    112.47  3.000
 FBI  H121  C12  N3    108.09  3.000
 FBI  C13   S1   N3    104.88  3.000
 FBI  C13   S1   O2S   109.61  3.000
 FBI  N3    S1   O2S   109.76  3.000
 FBI  C13   S1   O1S   108.14  3.000
 FBI  N3    S1   O1S   105.53  3.000
 FBI  O2S   S1   O1S   118.07  3.000
 FBI  H133  C13  H132  110.86  3.000
 FBI  H133  C13  H131  110.14  3.000
 FBI  H132  C13  H131  110.68  3.000
 FBI  H133  C13  S1    108.68  3.000
 FBI  H132  C13  S1    109.41  3.000
 FBI  H131  C13  S1    106.95  3.000
 FBI  C81   C8   N1    113.85  3.000
 FBI  C81   C8   C10   124.10  3.000
 FBI  N1    C8   C10   122.05  3.000
 FBI  C7    C10  C9    121.66  3.000
 FBI  C7    C10  C8    123.03  3.000
 FBI  C9    C10  C8    115.14  3.000
 FBI  C91   C9   N2    114.69  3.000
 FBI  C91   C9   C10   123.39  3.000
 FBI  N2    C9   C10   121.92  3.000
 FBI  C11   N2   C9    117.48  3.000
 FBI  N1    C11  N2    125.86  3.000
 FBI  N1    C11  N3    116.80  3.000
 FBI  N2    C11  N3    117.32  3.000
 FBI  C11   N1   C8    117.39  3.000
 FBI  H83   C83  C84   120.67  3.000
 FBI  H83   C83  C82   120.78  3.000
 FBI  C84   C83  C82   118.54  3.000
 FBI  H82   C82  C81   120.28  3.000
 FBI  H82   C82  C83   118.82  3.000
 FBI  C81   C82  C83   120.89  3.000
 FBI  C86   C81  C82   118.95  3.000
 FBI  C86   C81  C8    118.95  3.000
 FBI  C82   C81  C8    121.97  3.000
 FBI  H86   C86  C85   119.50  3.000
 FBI  H86   C86  C81   119.60  3.000
 FBI  C85   C86  C81   120.91  3.000
 FBI  H85   C85  C84   120.54  3.000
 FBI  H85   C85  C86   120.95  3.000
 FBI  C84   C85  C86   118.51  3.000
 FBI  F1    C84  C85   118.92  3.000
 FBI  F1    C84  C83   118.89  3.000
 FBI  C85   C84  C83   122.19  3.000
 FBI  HO3   O3   C3    108.39  3.000
 FBI  H22   C2   H21   106.33  3.000
 FBI  H22   C2   C3    108.55  3.000
 FBI  H21   C2   C3    109.38  3.000
 FBI  H22   C2   C1    108.44  3.000
 FBI  H21   C2   C1    110.79  3.000
 FBI  C3    C2   C1    113.10  3.000
 FBI  H3    C3   C4    107.82  3.000
 FBI  H3    C3   C2    108.39  3.000
 FBI  C4    C3   C2    111.19  3.000
 FBI  H3    C3   O3    105.20  3.000
 FBI  C4    C3   O3    112.96  3.000
 FBI  C2    C3   O3    110.96  3.000
 FBI  H42   C4   H41   105.53  3.000
 FBI  H42   C4   C5    109.39  3.000
 FBI  H41   C4   C5    108.52  3.000
 FBI  H42   C4   C3    107.42  3.000
 FBI  H41   C4   C3    110.44  3.000
 FBI  C5    C4   C3    115.11  3.000
 FBI  H5    C5   O5    105.22  3.000
 FBI  H5    C5   C6    107.68  3.000
 FBI  O5    C5   C6    111.40  3.000
 FBI  H5    C5   C4    109.28  3.000
 FBI  O5    C5   C4    111.91  3.000
 FBI  C6    C5   C4    111.08  3.000
 FBI  H62   C6   H61   105.96  3.000
 FBI  H62   C6   C7    110.09  3.000
 FBI  H61   C6   C7    109.27  3.000
 FBI  H62   C6   C5    108.18  3.000
 FBI  H61   C6   C5    110.01  3.000
 FBI  C7    C6   C5    113.08  3.000
 FBI  H923  C92  H922  108.26  3.000
 FBI  H923  C92  H921  107.71  3.000
 FBI  H922  C92  H921  108.05  3.000
 FBI  H923  C92  C91   109.84  3.000
 FBI  H922  C92  C91   111.18  3.000
 FBI  H921  C92  C91   111.67  3.000
 FBI  H933  C93  H932  108.10  3.000
 FBI  H933  C93  H931  108.07  3.000
 FBI  H932  C93  H931  107.84  3.000
 FBI  H933  C93  C91   110.95  3.000
 FBI  H932  C93  C91   110.11  3.000
 FBI  H931  C93  C91   111.66  3.000
 FBI  HO5   O5   C5    107.75  3.000
 FBI  H72   C7   H71   105.46  3.000
 FBI  H72   C7   C6    108.58  3.000
 FBI  H71   C7   C6    110.05  3.000
 FBI  H72   C7   C10   110.73  3.000
 FBI  H71   C7   C10   110.56  3.000
 FBI  C6    C7   C10   111.30  3.000
 FBI  H91   C91  C93   107.68  3.000
 FBI  H91   C91  C92   107.88  3.000
 FBI  C93   C91  C92   111.13  3.000
 FBI  H91   C91  C9    109.37  3.000
 FBI  C93   C91  C9    109.21  3.000
 FBI  C92   C91  C9    111.48  3.000
 FBI  C2    C1   O1A   116.33  3.000
 FBI  C2    C1   O1B   117.43  3.000
 FBI  O1A   C1   O1B   126.23  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
 FBI  CONST_01  N2    C9   C10  C8      0.00   0.0  0
 FBI  CONST_02  N2    C11  N1   C8      0.00   0.0  0
 FBI  CONST_03  C83   C82  C81  C8    180.00   0.0  0
 FBI  CONST_04  C85   C86  C81  C8    180.00   0.0  0
 FBI  CONST_05  C11   N1   C8   C10     0.00   0.0  0
 FBI  CONST_08  C11   N2   C9   C10     0.00   0.0  0
 FBI  CONST_09  N1    C8   C10  C9      0.00   0.0  0
 FBI  CONST_10  C81   C8   C10  C9    180.00   0.0  0
 FBI  CONST_11  N1    C11  N2   C9      0.00   0.0  0
 FBI  CONST_12  C81   C8   N1   C11   180.00   0.0  0
 FBI  CONST_15  C86   C81  C82  C83     0.00   0.0  0
 FBI  CONST_16  C86   C85  C84  C83     0.00   0.0  0
 FBI  CONST_17  C85   C84  C83  C82     0.00   0.0  0
 FBI  CONST_18  C85   C86  C81  C82     0.00   0.0  0
 FBI  CONST_19  C84   C83  C82  C81     0.00   0.0  0
 FBI  CONST_20  C84   C85  C86  C81     0.00   0.0  0
 FBI  CONST_21  C9    N2   C11  N3    180.00   0.0  0
 FBI  CONST_22  C8    N1   C11  N3    180.00   0.0  0
 FBI  CONST_23  C91   C9   C10  C8    180.00   0.0  0
 FBI  CONST_24  C7    C10  C9   N2    180.00   0.0  0
 FBI  CONST_25  C91   C9   N2   C11   180.00   0.0  0
 FBI  CONST_26  C7    C10  C8   N1    180.00   0.0  0
 FBI  CONST_27  F1    C84  C83  C82   180.00   0.0  0
 FBI  CONST_28  C7    C10  C8   C81     0.00   0.0  0
 FBI  CONST_29  F1    C84  C85  C86   180.00   0.0  0
 FBI  CONST_30  H82   C82  C81  C8      0.00   0.0  0
 FBI  CONST_31  H86   C86  C81  C8      0.00   0.0  0
 FBI  CONST_32  H85   C85  C84  C83   180.00   0.0  0
 FBI  CONST_33  H83   C83  C82  C81   180.00   0.0  0
 FBI  CONST_34  N2    C11  N3   C12     0.00   0.0  0
 FBI  CONST_35  N1    C11  N3   C12   180.00   0.0  0
 FBI  Var_01    C6    C7   C10  C8     98.94  30.0  2
 FBI  Var_02    C92   C91  C9   C10   127.75  30.0  2
 FBI  Var_03    C11   N3   S1   O1S  -166.07  30.0  1
 FBI  Var_04    C5    C6   C7   C10   174.26  30.0  2
 FBI  Var_05    H921  C92  C91  C9    -59.96  30.0  3
 FBI  Var_06    H931  C93  C91  C9     58.64  30.0  3
 FBI  Var_07    H121  C12  N3   C11   -40.01  30.0  3
 FBI  Var_08    C3    C2   C1   O1B   131.11  30.0  3
 FBI  Var_09    H131  C13  S1   O1S    62.37  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
 FBI  chir_01  C3  O3  C2  C4  negativ
 FBI  chir_02  C5  O5  C4  C6  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
 FBI  plan-1  N3   0.020
 FBI  plan-1  C8   0.020
 FBI  plan-1  C10  0.020
 FBI  plan-1  C9   0.020
 FBI  plan-1  N2   0.020
 FBI  plan-1  C11  0.020
 FBI  plan-1  N1   0.020
 FBI  plan-1  C81  0.020
 FBI  plan-1  C7   0.020
 FBI  plan-1  C91  0.020
 FBI  plan-2  C8   0.020
 FBI  plan-2  C83  0.020
 FBI  plan-2  C82  0.020
 FBI  plan-2  C81  0.020
 FBI  plan-2  C86  0.020
 FBI  plan-2  C85  0.020
 FBI  plan-2  C84  0.020
 FBI  plan-2  F1   0.020
 FBI  plan-2  H83  0.020
 FBI  plan-2  H82  0.020
 FBI  plan-2  H86  0.020
 FBI  plan-2  H85  0.020
 FBI  plan-3  N3   0.020
 FBI  plan-3  C12  0.020
 FBI  plan-3  S1   0.020
 FBI  plan-3  C11  0.020
 FBI  plan-4  O1B  0.020
 FBI  plan-4  O1A  0.020
 FBI  plan-4  C2   0.020
 FBI  plan-4  C1   0.020

