# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 14:11:21 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (2S,3S)-3-{3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl}-1-cyclopentylidene-4-cyclopropyl-1-fluorobutan-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)c1ccc(c(Cl)c1)c2noc(n2)[C@@H](CC3CC3)[C@H](N)C(F)=C4CCCC4
#
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
 317  317  (2S,3S)-3-{3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl}-1-cyclopentylidene-4-cyclopropyl-1-fluorobutan-2-amine  ligand  55  30  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_317
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
 317  C1    C   CH1   0  -0.364   2.6869  -1.4515   0.0783
 317  C2    C   CH1   0  -0.246   3.2831  -0.4556   1.1099
 317  C3    C   C     0   0.449   3.4740   0.9139   0.5331
 317  C4    C   C     0  -0.095   4.5951   1.5552   0.2481
 317  F5    F   F     0  -0.337   2.2875   1.5512   0.3076
 317  N6    N   NH2   0  -0.777   2.5095  -0.4888   2.3391
 317  C7    C   CH2   0  -0.448   3.6631  -1.7855  -1.0556
 317  C8    C   CH2   0  -0.467   4.6709   2.9510  -0.3268
 317  C9    C   CH2   0  -0.454   6.1589   3.3069  -0.2439
 317  C10   C   CH2   0  -0.445   6.8605   1.9592  -0.3944
 317  C11   C   CH2   0  -0.502   5.9929   1.0148   0.4418
 317  C18   C   CH1   0  -0.256   4.8102  -2.6472  -0.5892
 317  C19   C   CH2   0  -0.493   5.4285  -3.6290  -1.5348
 317  C20   C   CH2   0  -0.480   4.5926  -4.1155  -0.3881
 317  C26   C   CR5   0   0.542   1.3692  -0.9706  -0.4198
 317  N27   N   N     0  -0.435   0.2322  -0.9806   0.1962
 317  C28   C   CR5   0   0.280  -0.6002  -0.3903  -0.7036
 317  N29   N   N     0  -0.130  -0.0190  -0.0506  -1.8143
 317  O30   O   O     0  -0.322   1.2749  -0.4330  -1.6300
 317  C31   C   CR6   0   0.125  -2.0169  -0.0946  -0.4669
 317  C32   C   CR16  0  -0.282  -2.5092   1.1526  -0.8468
 317  C33   C   CR16  0  -0.206  -3.8335   1.4938  -0.6408
 317  C34   C   CR6   0  -0.214  -4.6743   0.5645  -0.0494
 317  C35   C   CR16  0  -0.170  -4.2213  -0.6856   0.3352
 317  C36   C   CR6   0  -0.083  -2.8915  -1.0096   0.1195
 317  S40   S   S     0   1.219  -6.3855   0.9799   0.2208
 317  O41   O   OS    0  -0.659  -6.9095   0.0827   1.2463
 317  O42   O   OS    0  -0.660  -6.4711   2.4222   0.4280
 317  C43   C   CH3   0  -0.791  -7.1532   0.5829  -1.3309
 317  CL47  CL  CL    0  -0.091  -2.3669  -2.5920   0.5548
 317  H1    H   HCH1  0   0.301   2.4744  -2.3649   0.6414
 317  H2    H   HCH1  0   0.277   4.2761  -0.8409   1.3498
 317  HN6   H   HNH2  0   0.357   2.9617   0.0856   3.0394
 317  HN6A  H   HNH2  0   0.353   1.5859  -0.0969   2.2009
 317  H7    H   HCH2  0   0.253   3.1293  -2.3216  -1.8450
 317  H7A   H   HCH2  0   0.251   4.0457  -0.8663  -1.5098
 317  H8    H   HCH2  0   0.248   4.3424   2.9408  -1.3708
 317  H8A   H   HCH2  0   0.250   4.0333   3.6641   0.1977
 317  H9    H   HCH2  0   0.236   6.4596   4.0376  -0.9950
 317  H9A   H   HCH2  0   0.230   6.3873   3.7324   0.7370
 317  H10   H   HCH2  0   0.230   6.8469   1.6464  -1.4418
 317  H10A  H   HCH2  0   0.238   7.9008   1.9743  -0.0688
 317  H11   H   HCH2  0   0.250   6.2766   1.0852   1.4968
 317  H11A  H   HCH2  0   0.253   6.1059  -0.0299   0.1515
 317  H18   H   HCH1  0   0.258   5.5018  -2.1768   0.1030
 317  H19   H   HCH2  0   0.245   5.0133  -3.7020  -2.5328
 317  H19A  H   HCH2  0   0.251   6.4993  -3.7797  -1.4889
 317  H20   H   HCH2  0   0.251   5.0900  -4.6026   0.4405
 317  H20A  H   HCH2  0   0.245   3.6096  -4.5140  -0.6120
 317  H32   H   HCR6  0   0.286  -1.8380   1.8732  -1.2935
 317  H33   H   HCR6  0   0.299  -4.1898   2.4711  -0.9355
 317  H35   H   HCR6  0   0.312  -4.8839  -1.4065   0.7941
 317  H43   H   HCH3  0   0.300  -7.0235  -0.4770  -1.5362
 317  H43A  H   HCH3  0   0.317  -8.2126   0.8198  -1.2365
 317  H43B  H   HCH3  0   0.300  -6.7054   1.1817  -2.1207

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
 317  C1   C2    single    1.553  0.020  1.553
 317  C1   C7    single    1.533  0.020  1.533
 317  C1   C26   single    1.489  0.020  1.489
 317  C2   C3    single    1.498  0.020  1.498
 317  C2   N6    single    1.453  0.020  1.453
 317  C3   C4    double    1.323  0.020  1.323
 317  C3   F5    single    1.366  0.020  1.366
 317  C4   C8    single    1.511  0.020  1.511
 317  C4   C11   single    1.511  0.020  1.511
 317  C7   C18   single    1.509  0.020  1.509
 317  C8   C9    single    1.532  0.020  1.532
 317  C9   C10   single    1.527  0.020  1.527
 317  C10  C11   single    1.531  0.020  1.531
 317  C18  C19   single    1.497  0.020  1.497
 317  C18  C20   single    1.498  0.020  1.498
 317  C19  C20   single    1.500  0.020  1.500
 317  C26  N27   aromatic  1.293  0.020  1.293
 317  C26  O30   aromatic  1.328  0.020  1.328
 317  N27  C28   aromatic  1.360  0.020  1.360
 317  C28  N29   aromatic  1.299  0.020  1.299
 317  C28  C31   single    1.466  0.020  1.466
 317  N29  O30   aromatic  1.362  0.020  1.362
 317  C31  C32   aromatic  1.394  0.020  1.394
 317  C31  C36   aromatic  1.395  0.020  1.395
 317  C32  C33   aromatic  1.383  0.020  1.383
 317  C33  C34   aromatic  1.386  0.020  1.386
 317  C34  C35   aromatic  1.384  0.020  1.384
 317  C34  S40   single    1.781  0.020  1.781
 317  C35  C36   aromatic  1.386  0.020  1.386
 317  C36  CL47  single    1.723  0.020  1.723
 317  S40  O41   double    1.460  0.020  1.460
 317  S40  O42   double    1.460  0.020  1.460
 317  S40  C43   single    1.776  0.020  1.776
 317  C1   H1    single    0.970  0.020  1.090
 317  C2   H2    single    0.970  0.020  1.090
 317  N6   HN6   single    0.890  0.020  1.040
 317  N6   HN6A  single    0.890  0.020  1.040
 317  C7   H7    single    0.970  0.020  1.090
 317  C7   H7A   single    0.970  0.020  1.090
 317  C8   H8    single    0.970  0.020  1.090
 317  C8   H8A   single    0.970  0.020  1.090
 317  C9   H9    single    0.970  0.020  1.090
 317  C9   H9A   single    0.970  0.020  1.090
 317  C10  H10   single    0.970  0.020  1.090
 317  C10  H10A  single    0.970  0.020  1.090
 317  C11  H11   single    0.970  0.020  1.090
 317  C11  H11A  single    0.970  0.020  1.090
 317  C18  H18   single    0.970  0.020  1.090
 317  C19  H19   single    0.970  0.020  1.090
 317  C19  H19A  single    0.970  0.020  1.090
 317  C20  H20   single    0.970  0.020  1.090
 317  C20  H20A  single    0.970  0.020  1.090
 317  C32  H32   single    0.930  0.020  1.080
 317  C33  H33   single    0.930  0.020  1.080
 317  C35  H35   single    0.930  0.020  1.080
 317  C43  H43   single    0.970  0.020  1.090
 317  C43  H43A  single    0.970  0.020  1.090
 317  C43  H43B  single    0.970  0.020  1.090

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
 317  H1    C1   C26   105.66  3.000
 317  H1    C1   C7    108.82  3.000
 317  C26   C1   C7    112.74  3.000
 317  H1    C1   C2    105.55  3.000
 317  C26   C1   C2    110.79  3.000
 317  C7    C1   C2    112.74  3.000
 317  H2    C2   N6    106.88  3.000
 317  H2    C2   C3    106.94  3.000
 317  N6    C2   C3    114.49  3.000
 317  H2    C2   C1    105.59  3.000
 317  N6    C2   C1    110.06  3.000
 317  C3    C2   C1    112.29  3.000
 317  F5    C3   C4    118.34  3.000
 317  F5    C3   C2    112.30  3.000
 317  C4    C3   C2    129.36  3.000
 317  C11   C4   C8    109.43  3.000
 317  C11   C4   C3    125.67  3.000
 317  C8    C4   C3    124.90  3.000
 317  HN6A  N6   HN6   106.39  3.000
 317  HN6A  N6   C2    111.18  3.000
 317  HN6   N6   C2    109.54  3.000
 317  H7A   C7   H7    106.43  3.000
 317  H7A   C7   C18   110.02  3.000
 317  H7    C7   C18   108.32  3.000
 317  H7A   C7   C1    110.28  3.000
 317  H7    C7   C1    109.26  3.000
 317  C18   C7   C1    112.33  3.000
 317  H8A   C8   H8    106.82  3.000
 317  H8A   C8   C9    112.94  3.000
 317  H8    C8   C9    110.20  3.000
 317  H8A   C8   C4    113.04  3.000
 317  H8    C8   C4    109.83  3.000
 317  C9    C8   C4    104.04  3.000
 317  H9A   C9   H9    107.43  3.000
 317  H9A   C9   C10   109.63  3.000
 317  H9    C9   C10   113.39  3.000
 317  H9A   C9   C8    109.99  3.000
 317  H9    C9   C8    112.73  3.000
 317  C10   C9   C8    103.65  3.000
 317  H10A  C10  H10   107.58  3.000
 317  H10A  C10  C11   112.72  3.000
 317  H10   C10  C11   109.86  3.000
 317  H10A  C10  C9    113.38  3.000
 317  H10   C10  C9    109.95  3.000
 317  C11   C10  C9    103.31  3.000
 317  H11A  C11  H11   106.95  3.000
 317  H11A  C11  C10   112.77  3.000
 317  H11   C11  C10   109.87  3.000
 317  H11A  C11  C4    113.86  3.000
 317  H11   C11  C4    109.89  3.000
 317  C10   C11  C4    103.51  3.000
 317  H18   C18  C20   115.57  3.000
 317  H18   C18  C19   115.07  3.000
 317  C20   C18  C19    60.12  3.000
 317  H18   C18  C7    115.72  3.000
 317  C20   C18  C7    119.41  3.000
 317  C19   C18  C7    119.57  3.000
 317  H19A  C19  H19   114.14  3.000
 317  H19A  C19  C20   118.27  3.000
 317  H19   C19  C20   117.95  3.000
 317  H19A  C19  C18   118.24  3.000
 317  H19   C19  C18   117.89  3.000
 317  C20   C19  C18    59.98  3.000
 317  H20A  C20  H20   114.17  3.000
 317  H20A  C20  C19   117.81  3.000
 317  H20   C20  C19   118.37  3.000
 317  H20A  C20  C18   117.66  3.000
 317  H20   C20  C18   118.50  3.000
 317  C19   C20  C18    59.90  3.000
 317  O30   C26  N27   112.02  3.000
 317  O30   C26  C1    119.92  3.000
 317  N27   C26  C1    128.06  3.000
 317  C28   N27  C26   102.68  3.000
 317  C31   C28  N29   121.17  3.000
 317  C31   C28  N27   124.87  3.000
 317  N29   C28  N27   113.91  3.000
 317  O30   N29  C28   103.65  3.000
 317  N29   O30  C26   107.73  3.000
 317  C36   C31  C32   118.69  3.000
 317  C36   C31  C28   122.77  3.000
 317  C32   C31  C28   118.54  3.000
 317  H32   C32  C33   119.44  3.000
 317  H32   C32  C31   119.32  3.000
 317  C33   C32  C31   121.23  3.000
 317  H33   C33  C34   121.51  3.000
 317  H33   C33  C32   119.86  3.000
 317  C34   C33  C32   118.63  3.000
 317  S40   C34  C35   118.87  3.000
 317  S40   C34  C33   119.42  3.000
 317  C35   C34  C33   121.71  3.000
 317  H35   C35  C36   119.88  3.000
 317  H35   C35  C34   121.30  3.000
 317  C36   C35  C34   118.82  3.000
 317  CL47  C36  C35   117.88  3.000
 317  CL47  C36  C31   121.18  3.000
 317  C35   C36  C31   120.91  3.000
 317  C43   S40  O42   108.63  3.000
 317  C43   S40  O41   108.73  3.000
 317  O42   S40  O41   119.11  3.000
 317  C43   S40  C34   103.33  3.000
 317  O42   S40  C34   107.96  3.000
 317  O41   S40  C34   107.94  3.000
 317  H43B  C43  H43A  110.10  3.000
 317  H43B  C43  H43   110.52  3.000
 317  H43A  C43  H43   110.13  3.000
 317  H43B  C43  S40   109.47  3.000
 317  H43A  C43  S40   107.21  3.000
 317  H43   C43  S40   109.34  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
 317  CONST_01  N29   C28  N27  C26     0.00   0.0  0
 317  CONST_02  C31   C28  N27  C26   180.00   0.0  0
 317  CONST_03  C28   N29  O30  C26     0.00   0.0  0
 317  CONST_04  N29   O30  C26  N27     0.00   0.0  0
 317  CONST_05  O30   N29  C28  N27     0.00   0.0  0
 317  CONST_08  O30   C26  N27  C28     0.00   0.0  0
 317  CONST_09  C33   C32  C31  C28   180.00   0.0  0
 317  CONST_10  C35   C36  C31  C28   180.00   0.0  0
 317  CONST_13  C31   C28  N29  O30   180.00   0.0  0
 317  CONST_14  C34   C33  C32  C31     0.00   0.0  0
 317  CONST_15  C34   C35  C36  C31     0.00   0.0  0
 317  CONST_16  C35   C36  C31  C32     0.00   0.0  0
 317  CONST_17  C35   C34  C33  C32     0.00   0.0  0
 317  CONST_18  C36   C31  C32  C33     0.00   0.0  0
 317  CONST_19  C36   C35  C34  C33     0.00   0.0  0
 317  CONST_20  C28   N27  C26  C1    180.00   0.0  0
 317  CONST_21  N29   O30  C26  C1    180.00   0.0  0
 317  CONST_22  CL47  C36  C31  C28     0.00   0.0  0
 317  CONST_23  CL47  C36  C31  C32   180.00   0.0  0
 317  CONST_24  S40   C34  C33  C32   180.00   0.0  0
 317  CONST_25  CL47  C36  C35  C34   180.00   0.0  0
 317  CONST_26  S40   C34  C35  C36   180.00   0.0  0
 317  CONST_27  H32   C32  C31  C28     0.00   0.0  0
 317  CONST_28  H33   C33  C32  C31   180.00   0.0  0
 317  CONST_29  H35   C35  C36  C31   180.00   0.0  0
 317  Var_01    C10   C9   C8   C4     30.55  30.0  1
 317  Var_02    C9    C10  C11  C4     34.27  30.0  1
 317  Var_03    C10   C11  C4   C8    -15.52  30.0  1
 317  Var_04    C11   C10  C9   C8    -40.56  30.0  1
 317  Var_05    C11   C4   C8   C9     -9.28  30.0  1
 317  Var_06    C20   C19  C18  C7   -108.97  30.0  1
 317  Var_07    H20   C20  C19  C18  -108.29  30.0  1
 317  Var_08    C19   C18  C7   C1    148.46  30.0  3
 317  Var_09    C8    C4   C3   C2   -179.52  30.0  2
 317  Var_10    O41   S40  C34  C33  -159.94  30.0  2
 317  Var_11    H43   C43  S40  C34    60.87  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
 317  chir_01  C1   C2  C7   C26  positiv
 317  chir_02  C2   N6  C1   C3   negativ
 317  chir_03  C18  C7  C19  C20  both

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
 317  plan-1  C1    0.020
 317  plan-1  C26   0.020
 317  plan-1  N27   0.020
 317  plan-1  C28   0.020
 317  plan-1  N29   0.020
 317  plan-1  O30   0.020
 317  plan-1  C31   0.020
 317  plan-2  C28   0.020
 317  plan-2  C31   0.020
 317  plan-2  C32   0.020
 317  plan-2  C33   0.020
 317  plan-2  C34   0.020
 317  plan-2  C35   0.020
 317  plan-2  C36   0.020
 317  plan-2  S40   0.020
 317  plan-2  CL47  0.020
 317  plan-2  H32   0.020
 317  plan-2  H33   0.020
 317  plan-2  H35   0.020

