# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 11:17:45 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: [1-(4-fluorobenzyl)cyclobutyl]methyl {(1S)-1-[oxo(1H-pyrazol-5-ylamino)acetyl]pentyl}carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC[C@H](NC(=O)OCC1(CCC1)Cc2ccc(F)cc2)C(=O)C(=O)Nc3[nH]ncc3
#
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
 FSP  FSP  '[1-(4-fluorobenzyl)cyclobutyl]methyl {(1S)-1-[oxo(1H-pyrazol-5-ylamino)acetyl]pentyl}carbamate'  ligand  61  32  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_FSP
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
 FSP  C1    C  CH3   0  -0.669   0.8067  -4.7358   0.4139
 FSP  C2    C  CH2   0  -0.419  -0.4440  -3.9136   0.6890
 FSP  C3    C  CH2   0  -0.420  -0.3219  -2.4805   0.1864
 FSP  C4    C  CH2   0  -0.434  -1.5451  -1.6396   0.5288
 FSP  C5    C  CH1   0  -0.207  -1.5157  -0.2579  -0.1486
 FSP  N6    N  NH1   0  -0.656  -0.3455   0.4887   0.2117
 FSP  C7    C  C     0   0.762   0.4852   1.0315  -0.7030
 FSP  O8    O  O     0  -0.510   0.3437   0.9639  -1.9062
 FSP  O9    O  O2    0  -0.487   1.5022   1.6498  -0.1021
 FSP  C10   C  CH2   0  -0.157   2.5683   2.1255  -0.9257
 FSP  C11   C  C     0  -0.102   3.7038   2.5450  -0.0234
 FSP  C12   C  CH2   0  -0.510   4.1890   1.4183   0.9051
 FSP  C13   C  CR6   0   0.138   4.5047   0.1200   0.2137
 FSP  C14   C  CR16  0  -0.306   5.7490  -0.1079  -0.3721
 FSP  C15   C  CR16  0  -0.394   6.0336  -1.2913  -1.0406
 FSP  C16   C  CR6   0   0.511   5.0537  -2.2611  -1.1127
 FSP  F17   F  F     0  -0.317   5.3166  -3.4099  -1.7593
 FSP  C18   C  CR16  0  -0.397   3.8144  -2.0878  -0.5293
 FSP  C19   C  CR16  0  -0.298   3.5537  -0.8966   0.1327
 FSP  C20   C  C     0  -0.434   4.8574   3.2531  -0.7765
 FSP  C21   C  C     0  -0.455   4.8927   4.3207   0.3317
 FSP  C22   C  C     0  -0.424   3.4951   3.8547   0.7772
 FSP  O26   O  O     0  -0.426  -4.0498  -0.7144  -1.4002
 FSP  N27   N  NH1   0  -0.726  -5.1668   0.6109   0.0767
 FSP  C28   C  CR5   0   0.636  -6.4575   0.3862  -0.3604
 FSP  C29   C  CR15  0  -0.488  -6.9861  -0.3264  -1.4177
 FSP  C30   C  CR15  0  -0.073  -8.3721  -0.1348  -1.2839
 FSP  N31   N  N     0  -0.270  -8.6723   0.6201  -0.2468
 FSP  N32   N  NR15  0  -0.504  -7.4978   0.9261   0.3017
 FSP  C23   C  C     0   0.303  -2.7701   0.5008   0.2279
 FSP  O24   O  O     0  -0.341  -2.7898   1.3958   1.0322
 FSP  H11   H  HCH3  0   0.217   1.6736  -4.3183   0.9299
 FSP  H12   H  HCH3  0   0.234   0.6900  -5.7664   0.7501
 FSP  H13   H  HCH3  0   0.219   1.0367  -4.7605  -0.6532
 FSP  H21   H  HCH2  0   0.218  -1.3086  -4.3890   0.2168
 FSP  H22   H  HCH2  0   0.217  -0.6493  -3.9076   1.7637
 FSP  H31   H  HCH2  0   0.227   0.5731  -2.0222   0.6174
 FSP  H32A  H  HCH2  0   0.222  -0.1735  -2.4864  -0.8986
 FSP  H41   H  HCH2  0   0.253  -2.4464  -2.1648   0.2070
 FSP  H42   H  HCH2  0   0.243  -1.6232  -1.5169   1.6134
 FSP  H5    H  HCH1  0   0.296  -1.5062  -0.4114  -1.2284
 FSP  HN6   H  HNH1  0   0.404  -0.1298   0.6070   1.1900
 FSP  H101  H  HCH2  0   0.238   2.8929   1.3448  -1.6190
 FSP  H102  H  HCH2  0   0.239   2.2296   2.9809  -1.5171
 FSP  H121  H  HCH2  0   0.253   5.0765   1.7758   1.4344
 FSP  H122  H  HCH2  0   0.256   3.4293   1.2470   1.6708
 FSP  H14   H  HCR6  0   0.258   6.5245   0.6438  -0.2990
 FSP  H15   H  HCR6  0   0.277   7.0039  -1.4555  -1.4912
 FSP  H18   H  HCR6  0   0.268   3.0659  -2.8678  -0.5858
 FSP  H19   H  HCR6  0   0.253   2.5869  -0.7649   0.6026
 FSP  H201  H  H     0   0.237   5.7672   2.6823  -0.9636
 FSP  H202  H  H     0   0.236   4.5205   3.6690  -1.7286
 FSP  H211  H  H     0   0.230   5.6571   4.1168   1.0823
 FSP  H212  H  H     0   0.235   4.9958   5.3587   0.0169
 FSP  H221  H  H     0   0.234   2.7028   4.4694   0.3456
 FSP  H222  H  H     0   0.233   3.3098   3.7547   1.8480
 FSP  H27   H  HNH1  0   0.431  -5.0322   1.2456   0.8532
 FSP  H29   H  HCR5  0   0.277  -6.4668  -0.8897  -2.1701
 FSP  H30   H  HCR5  0   0.263  -9.1534  -0.5248  -1.9184
 FSP  H32   H  HNR5  0   0.425  -7.4643   1.4996   1.1303
 FSP  C25   C  C     0   0.483  -4.0659   0.0546  -0.4616

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
 FSP  C1   C2    single    1.522  0.020  1.522
 FSP  C1   H11   single    0.970  0.020  1.090
 FSP  C1   H12   single    0.970  0.020  1.090
 FSP  C1   H13   single    0.970  0.020  1.090
 FSP  C2   C3    single    1.524  0.020  1.524
 FSP  C2   H21   single    0.970  0.020  1.090
 FSP  C2   H22   single    0.970  0.020  1.090
 FSP  C3   C4    single    1.523  0.020  1.523
 FSP  C3   H31   single    0.970  0.020  1.090
 FSP  C3   H32A  single    0.970  0.020  1.090
 FSP  C4   C5    single    1.539  0.020  1.539
 FSP  C4   H41   single    0.970  0.020  1.090
 FSP  C4   H42   single    0.970  0.020  1.090
 FSP  C5   N6    single    1.434  0.020  1.434
 FSP  C5   C23   single    1.514  0.020  1.514
 FSP  C5   H5    single    0.970  0.020  1.090
 FSP  N6   C7    single    1.349  0.020  1.349
 FSP  N6   HN6   single    0.860  0.020  1.020
 FSP  C7   O8    double    1.213  0.020  1.213
 FSP  C7   O9    single    1.333  0.020  1.333
 FSP  O9   C10   single    1.429  0.020  1.429
 FSP  C10  C11   single    1.510  0.020  1.510
 FSP  C10  H101  single    0.970  0.020  1.090
 FSP  C10  H102  single    0.970  0.020  1.090
 FSP  C11  C12   single    1.538  0.020  1.538
 FSP  C11  C20   single    1.549  0.020  1.549
 FSP  C11  C22   single    1.549  0.020  1.549
 FSP  C12  C13   single    1.504  0.020  1.504
 FSP  C12  H121  single    0.970  0.020  1.090
 FSP  C12  H122  single    0.970  0.020  1.090
 FSP  C13  C14   aromatic  1.394  0.020  1.394
 FSP  C13  C19   aromatic  1.394  0.020  1.394
 FSP  C14  C15   aromatic  1.389  0.020  1.389
 FSP  C14  H14   single    0.930  0.020  1.080
 FSP  C15  C16   aromatic  1.381  0.020  1.381
 FSP  C15  H15   single    0.930  0.020  1.080
 FSP  C16  F17   single    1.344  0.020  1.344
 FSP  C16  C18   aromatic  1.381  0.020  1.381
 FSP  C18  C19   aromatic  1.387  0.020  1.387
 FSP  C18  H18   single    0.930  0.020  1.080
 FSP  C19  H19   single    0.930  0.020  1.080
 FSP  C20  C21   single    1.539  0.020  1.539
 FSP  C20  H201  single    0.970  0.020  1.090
 FSP  C20  H202  single    0.970  0.020  1.090
 FSP  C21  C22   single    1.539  0.020  1.539
 FSP  C21  H211  single    0.970  0.020  1.090
 FSP  C21  H212  single    0.970  0.020  1.090
 FSP  C22  H221  single    0.970  0.020  1.090
 FSP  C22  H222  single    0.970  0.020  1.090
 FSP  C25  O26   double    1.214  0.020  1.214
 FSP  C25  N27   single    1.346  0.020  1.346
 FSP  C25  C23   single    1.534  0.020  1.534
 FSP  N27  C28   single    1.381  0.020  1.381
 FSP  N27  H27   single    0.860  0.020  1.020
 FSP  C28  C29   aromatic  1.380  0.020  1.380
 FSP  C28  N32   aromatic  1.346  0.020  1.346
 FSP  C29  C30   aromatic  1.406  0.020  1.406
 FSP  C29  H29   single    0.930  0.020  1.080
 FSP  C30  N31   aromatic  1.317  0.020  1.317
 FSP  C30  H30   single    0.930  0.020  1.080
 FSP  N31  N32   aromatic  1.332  0.020  1.332
 FSP  N32  H32   single    0.860  0.020  1.020
 FSP  C23  O24   double    1.203  0.020  1.203

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
 FSP  H13   C1   H12   107.61  3.000
 FSP  H13   C1   H11   107.65  3.000
 FSP  H12   C1   H11   107.50  3.000
 FSP  H13   C1   C2    111.23  3.000
 FSP  H12   C1   C2    111.53  3.000
 FSP  H11   C1   C2    111.13  3.000
 FSP  H22   C2   H21   106.15  3.000
 FSP  H22   C2   C3    109.51  3.000
 FSP  H21   C2   C3    109.25  3.000
 FSP  H22   C2   C1    109.56  3.000
 FSP  H21   C2   C1    109.68  3.000
 FSP  C3    C2   C1    112.50  3.000
 FSP  H32A  C3   H31   106.37  3.000
 FSP  H32A  C3   C4    109.54  3.000
 FSP  H31   C3   C4    109.70  3.000
 FSP  H32A  C3   C2    109.42  3.000
 FSP  H31   C3   C2    109.25  3.000
 FSP  C4    C3   C2    112.38  3.000
 FSP  H42   C4   H41   106.69  3.000
 FSP  H42   C4   C5    109.69  3.000
 FSP  H41   C4   C5    108.54  3.000
 FSP  H42   C4   C3    110.00  3.000
 FSP  H41   C4   C3    109.34  3.000
 FSP  C5    C4   C3    112.41  3.000
 FSP  H5    C5   C23   108.90  3.000
 FSP  H5    C5   N6    108.35  3.000
 FSP  C23   C5   N6    110.66  3.000
 FSP  H5    C5   C4    108.03  3.000
 FSP  C23   C5   C4    108.95  3.000
 FSP  N6    C5   C4    111.87  3.000
 FSP  HN6   N6   C7    118.59  3.000
 FSP  HN6   N6   C5    118.63  3.000
 FSP  C7    N6   C5    122.78  3.000
 FSP  O9    C7   O8    124.17  3.000
 FSP  O9    C7   N6    110.52  3.000
 FSP  O8    C7   N6    125.31  3.000
 FSP  C10   O9   C7    117.63  3.000
 FSP  H102  C10  H101  107.91  3.000
 FSP  H102  C10  C11   109.80  3.000
 FSP  H101  C10  C11   110.73  3.000
 FSP  H102  C10  O9    109.94  3.000
 FSP  H101  C10  O9    110.45  3.000
 FSP  C11   C10  O9    108.01  3.000
 FSP  C22   C11  C20    88.00  3.000
 FSP  C22   C11  C12   110.48  3.000
 FSP  C20   C11  C12   113.16  3.000
 FSP  C22   C11  C10   116.26  3.000
 FSP  C20   C11  C10   113.36  3.000
 FSP  C12   C11  C10   113.23  3.000
 FSP  H122  C12  H121  106.05  3.000
 FSP  H122  C12  C13   109.44  3.000
 FSP  H121  C12  C13   109.53  3.000
 FSP  H122  C12  C11   108.58  3.000
 FSP  H121  C12  C11   107.98  3.000
 FSP  C13   C12  C11   114.89  3.000
 FSP  C19   C13  C14   117.71  3.000
 FSP  C19   C13  C12   120.85  3.000
 FSP  C14   C13  C12   121.44  3.000
 FSP  H14   C14  C15   118.52  3.000
 FSP  H14   C14  C13   119.83  3.000
 FSP  C15   C14  C13   121.64  3.000
 FSP  H15   C15  C16   120.53  3.000
 FSP  H15   C15  C14   120.90  3.000
 FSP  C16   C15  C14   118.57  3.000
 FSP  C18   C16  F17   119.08  3.000
 FSP  C18   C16  C15   121.80  3.000
 FSP  F17   C16  C15   119.12  3.000
 FSP  H18   C18  C19   120.91  3.000
 FSP  H18   C18  C16   120.54  3.000
 FSP  C19   C18  C16   118.55  3.000
 FSP  H19   C19  C18   118.63  3.000
 FSP  H19   C19  C13   119.67  3.000
 FSP  C18   C19  C13   121.70  3.000
 FSP  H202  C20  H201  107.89  3.000
 FSP  H202  C20  C21   111.75  3.000
 FSP  H201  C20  C21   117.88  3.000
 FSP  H202  C20  C11   111.60  3.000
 FSP  H201  C20  C11   117.75  3.000
 FSP  C21   C20  C11    89.09  3.000
 FSP  H212  C21  H211  108.10  3.000
 FSP  H212  C21  C22   117.25  3.000
 FSP  H211  C21  C22   112.37  3.000
 FSP  H212  C21  C20   117.06  3.000
 FSP  H211  C21  C20   112.46  3.000
 FSP  C22   C21  C20    88.71  3.000
 FSP  H222  C22  H221  108.43  3.000
 FSP  H222  C22  C21   117.77  3.000
 FSP  H221  C22  C21   111.97  3.000
 FSP  H222  C22  C11   116.90  3.000
 FSP  H221  C22  C11   111.69  3.000
 FSP  C21   C22  C11    89.09  3.000
 FSP  H27   N27  C28   117.98  3.000
 FSP  H27   N27  C25   117.22  3.000
 FSP  C28   N27  C25   124.80  3.000
 FSP  N32   C28  C29   106.73  3.000
 FSP  N32   C28  N27   120.09  3.000
 FSP  C29   C28  N27   133.18  3.000
 FSP  H29   C29  C30   127.96  3.000
 FSP  H29   C29  C28   128.49  3.000
 FSP  C30   C29  C28   103.55  3.000
 FSP  H30   C30  N31   120.32  3.000
 FSP  H30   C30  C29   127.49  3.000
 FSP  N31   C30  C29   112.19  3.000
 FSP  N32   N31  C30   104.77  3.000
 FSP  H32   N32  N31   119.90  3.000
 FSP  H32   N32  C28   127.34  3.000
 FSP  N31   N32  C28   112.76  3.000
 FSP  O24   C23  C25   120.19  3.000
 FSP  O24   C23  C5    123.54  3.000
 FSP  C25   C23  C5    116.26  3.000
 FSP  C23   C25  N27   113.02  3.000
 FSP  C23   C25  O26   121.38  3.000
 FSP  N27   C25  O26   125.60  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
 FSP  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 FSP  CONST_02  C16  C18  C19  C13     0.00   0.0  0
 FSP  CONST_03  C18  C19  C13  C14     0.00   0.0  0
 FSP  CONST_04  C18  C16  C15  C14     0.00   0.0  0
 FSP  CONST_05  C19  C13  C14  C15     0.00   0.0  0
 FSP  CONST_06  C19  C18  C16  C15     0.00   0.0  0
 FSP  CONST_07  N31  C30  C29  C28     0.00   0.0  0
 FSP  CONST_08  C30  N31  N32  C28     0.00   0.0  0
 FSP  CONST_09  N31  N32  C28  C29     0.00   0.0  0
 FSP  CONST_10  N32  N31  C30  C29     0.00   0.0  0
 FSP  CONST_11  N32  C28  C29  C30     0.00   0.0  0
 FSP  CONST_12  C15  C14  C13  C12   180.00   0.0  0
 FSP  CONST_13  C18  C19  C13  C12   180.00   0.0  0
 FSP  CONST_14  F17  C16  C15  C14   180.00   0.0  0
 FSP  CONST_15  C19  C18  C16  F17   180.00   0.0  0
 FSP  CONST_16  C30  C29  C28  N27   180.00   0.0  0
 FSP  CONST_17  N31  N32  C28  N27   180.00   0.0  0
 FSP  CONST_18  H15  C15  C14  C13   180.00   0.0  0
 FSP  CONST_19  H18  C18  C19  C13   180.00   0.0  0
 FSP  CONST_20  H19  C19  C13  C14   180.00   0.0  0
 FSP  CONST_21  H14  C14  C15  C16   180.00   0.0  0
 FSP  CONST_22  H30  C30  C29  C28   180.00   0.0  0
 FSP  CONST_23  H32  N32  C28  C29   180.00   0.0  0
 FSP  CONST_24  H29  C29  C30  N31   180.00   0.0  0
 FSP  CONST_25  C29  C28  N27  C25     0.00   0.0  0
 FSP  CONST_26  N32  C28  N27  C25   180.00   0.0  0
 FSP  CONST_27  H27  N27  C28  C29   180.00   0.0  0
 FSP  CONST_28  C28  N27  C25  O26     0.00   0.0  0
 FSP  CONST_29  C23  C25  N27  C28   180.00   0.0  0
 FSP  Var_01    C22  C21  C20  C11   -17.04  30.0  1
 FSP  Var_02    C14  C13  C12  C11    84.67  30.0  2
 FSP  Var_03    C11  C10  O9   C7   -169.52  30.0  3
 FSP  Var_04    C4   C3   C2   C1   -176.95  30.0  3
 FSP  Var_05    C5   C4   C3   C2   -171.74  30.0  3
 FSP  Var_06    O8   C7   N6   C5      0.49  30.0  2
 FSP  Var_07    O26  C25  C23  C5    -11.05  30.0  2
 FSP  Var_08    H11  C1   C2   C3     61.94  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
 FSP  chir_01  C5   C4   N6   C23  positiv
 FSP  chir_02  C11  C20  C22  C10  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
 FSP  plan-1  N27  0.020
 FSP  plan-1  C28  0.020
 FSP  plan-1  C29  0.020
 FSP  plan-1  C30  0.020
 FSP  plan-1  N31  0.020
 FSP  plan-1  N32  0.020
 FSP  plan-1  H29  0.020
 FSP  plan-1  H30  0.020
 FSP  plan-1  H32  0.020
 FSP  plan-2  C12  0.020
 FSP  plan-2  C13  0.020
 FSP  plan-2  C14  0.020
 FSP  plan-2  C15  0.020
 FSP  plan-2  C16  0.020
 FSP  plan-2  F17  0.020
 FSP  plan-2  C18  0.020
 FSP  plan-2  C19  0.020
 FSP  plan-2  H14  0.020
 FSP  plan-2  H15  0.020
 FSP  plan-2  H18  0.020
 FSP  plan-2  H19  0.020
 FSP  plan-3  C5   0.020
 FSP  plan-3  C23  0.020
 FSP  plan-3  O24  0.020
 FSP  plan-3  C25  0.020
 FSP  plan-4  O26  0.020
 FSP  plan-4  N27  0.020
 FSP  plan-4  C28  0.020
 FSP  plan-4  C23  0.020
 FSP  plan-4  H27  0.020
 FSP  plan-4  C25  0.020
 FSP  plan-5  N6   0.020
 FSP  plan-5  C7   0.020
 FSP  plan-5  O8   0.020
 FSP  plan-5  O9   0.020

