# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 19:45:16 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: (2R,3R)-3-{[3,5-bis(trifluoromethyl)phenyl]amino}-2-cyano-3-sulfanylpropanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)[C@@H](C#N)[C@@H](S)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F
#
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
 221  221  (2R,3R)-3-{[3,5-bis(trifluoromethyl)phenyl]amino}-2-cyano-3-sulfanylpropanamide  ligand  32  23  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_221
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
 221  C1    C  CR16  0  -0.375   0.1562   1.0792  -4.9552
 221  C2    C  CR6   0  -0.152  -0.7874   1.7709  -4.2063
 221  C3    C  CR16  0  -0.360  -0.6191   1.9742  -2.8498
 221  C4    C  CR6   0   0.446   0.5111   1.4788  -2.1912
 221  C5    C  CR16  0  -0.360   1.4653   0.7889  -2.9411
 221  C6    C  CR6   0  -0.148   1.2796   0.5993  -4.3031
 221  C7    C  CT    0   1.059  -2.0333   2.3074  -4.8462
 221  C8    C  CT    0   1.057   2.3128  -0.1857  -5.0552
 221  N9    N  NH1   0  -0.693   0.6212   1.6718  -0.8342
 221  C10   C  CH1   0  -0.245   1.8192   1.4251  -0.0991
 221  C11   C  CH1   0  -0.509   2.8704   2.5605  -0.2748
 221  C12   C  C     0   0.565   4.2242   2.1961   0.3429
 221  N13   N  NH2   0  -0.789   4.9731   1.4087  -0.4299
 221  S14   S  S2    0  -0.164   1.2787   1.1862   1.6260
 221  O15   O  O     0  -0.453   4.5270   2.5699   1.4610
 221  C16   C  CSP   0   0.161   2.3800   3.8057   0.2918
 221  N17   N  NS    0  -0.238   1.9689   4.7921   0.7141
 221  F18   F  F     0  -0.299  -2.0522   2.1251  -6.1678
 221  F19   F  F     0  -0.311  -3.1280   1.7156  -4.3502
 221  F20   F  F     0  -0.310  -2.1746   3.6209  -4.6270
 221  F21   F  F     0  -0.300   2.2259  -0.0098  -6.3753
 221  F22   F  F     0  -0.309   3.5560   0.1514  -4.6913
 221  F23   F  F     0  -0.311   2.1870  -1.5003  -4.8259
 221  H1    H  HCR6  0   0.282   0.0193   0.9229  -6.0147
 221  H3    H  HCR6  0   0.295  -1.3611   2.5176  -2.2765
 221  H5    H  HCR6  0   0.281   2.3488   0.3848  -2.4665
 221  HN9   H  HNH1  0   0.408  -0.0126   2.3491  -0.4347
 221  H11   H  HCH1  0   0.362   2.9933   2.7219  -1.3520
 221  H131  H  HNH2  0   0.421   5.8690   1.0822  -0.1026
 221  H132  H  HNH2  0   0.414   4.7336   1.1962  -1.3835
 221  HS    H  HSH1  0   0.243   2.4825   1.2312   2.2071
 221  H10   H  HCH1  0   0.333   2.2741   0.4965  -0.4440

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
 221  C1   C2    aromatic  1.389  0.020  1.389
 221  C1   C6    aromatic  1.385  0.020  1.385
 221  C1   H1    single    0.930  0.020  1.080
 221  C2   C3    aromatic  1.382  0.020  1.382
 221  C2   C7    single    1.500  0.020  1.500
 221  C3   C4    aromatic  1.399  0.020  1.399
 221  C3   H3    single    0.930  0.020  1.080
 221  C4   N9    single    1.375  0.020  1.375
 221  C4   C5    aromatic  1.396  0.020  1.396
 221  C5   C6    aromatic  1.388  0.020  1.388
 221  C5   H5    single    0.930  0.020  1.080
 221  C6   C8    single    1.500  0.020  1.500
 221  C7   F19   single    1.340  0.020  1.340
 221  C7   F18   single    1.334  0.020  1.334
 221  C7   F20   single    1.339  0.020  1.339
 221  C8   F22   single    1.338  0.020  1.338
 221  C8   F21   single    1.335  0.020  1.335
 221  C8   F23   single    1.340  0.020  1.340
 221  N9   C10   single    1.427  0.020  1.427
 221  N9   HN9   single    0.890  0.020  1.040
 221  C10  C11   single    1.557  0.020  1.557
 221  C10  S14   single    1.824  0.020  1.824
 221  C10  H10   single    0.970  0.020  1.090
 221  C11  C16   single    1.453  0.020  1.453
 221  C11  C12   single    1.532  0.020  1.532
 221  C11  H11   single    0.970  0.020  1.090
 221  C12  N13   single    1.333  0.020  1.333
 221  C12  O15   double    1.217  0.020  1.217
 221  N13  H131  single    0.860  0.020  1.020
 221  N13  H132  single    0.860  0.020  1.020
 221  S14  HS    single    1.200  0.020  1.300
 221  C16  N17   triple    1.149  0.020  1.149

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
 221  H1    C1   C6    120.98  3.000
 221  H1    C1   C2    121.00  3.000
 221  C6    C1   C2    118.02  3.000
 221  C7    C2   C3    117.86  3.000
 221  C7    C2   C1    120.82  3.000
 221  C3    C2   C1    121.31  3.000
 221  H3    C3   C4    118.80  3.000
 221  H3    C3   C2    120.64  3.000
 221  C4    C3   C2    120.56  3.000
 221  N9    C4   C5    123.01  3.000
 221  C5    C4   C3    118.32  3.000
 221  N9    C4   C3    118.66  3.000
 221  H5    C5   C6    119.29  3.000
 221  H5    C5   C4    120.49  3.000
 221  C6    C5   C4    120.22  3.000
 221  C8    C6   C5    118.13  3.000
 221  C8    C6   C1    120.27  3.000
 221  C5    C6   C1    121.57  3.000
 221  F20   C7   F19   106.65  3.000
 221  F20   C7   F18   107.14  3.000
 221  F19   C7   F18   107.15  3.000
 221  F20   C7   C2    111.63  3.000
 221  F18   C7   C2    112.67  3.000
 221  F19   C7   C2    111.27  3.000
 221  F23   C8   F22   106.72  3.000
 221  F23   C8   F21   107.00  3.000
 221  F22   C8   F21   107.23  3.000
 221  F23   C8   C6    111.28  3.000
 221  F21   C8   C6    112.47  3.000
 221  F22   C8   C6    111.82  3.000
 221  HN9   N9   C10   116.04  3.000
 221  HN9   N9   C4    115.74  3.000
 221  C10   N9   C4    123.46  3.000
 221  H10   C10  S14   108.14  3.000
 221  H10   C10  C11   107.68  3.000
 221  S14   C10  C11   113.72  3.000
 221  H10   C10  N9    109.55  3.000
 221  S14   C10  N9    105.14  3.000
 221  C11   C10  N9    112.49  3.000
 221  H11   C11  C16   107.15  3.000
 221  H11   C11  C12   109.40  3.000
 221  C16   C11  C12   110.17  3.000
 221  H11   C11  C10   107.09  3.000
 221  C12   C11  C10   112.19  3.000
 221  C16   C11  C10   110.66  3.000
 221  O15   C12  N13   125.03  3.000
 221  O15   C12  C11   121.14  3.000
 221  N13   C12  C11   113.77  3.000
 221  H132  N13  H131  116.80  3.000
 221  H132  N13  C12   122.71  3.000
 221  H131  N13  C12   120.15  3.000
 221  HS    S14  C10    98.04  3.000
 221  N17   C16  C11   180.00  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
 221  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 221  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 221  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 221  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 221  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 221  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 221  CONST_07  C8    C6   C1   C2   180.00   0.0  0
 221  CONST_08  N9    C4   C3   C2   180.00   0.0  0
 221  CONST_09  C7    C2   C3   C4   180.00   0.0  0
 221  CONST_10  C8    C6   C5   C4   180.00   0.0  0
 221  CONST_11  C7    C2   C1   C6   180.00   0.0  0
 221  CONST_12  N9    C4   C5   C6   180.00   0.0  0
 221  CONST_13  H3    C3   C2   C1   180.00   0.0  0
 221  CONST_14  H5    C5   C6   C1   180.00   0.0  0
 221  CONST_15  H1    C1   C2   C3   180.00   0.0  0
 221  CONST_16  C10   N9   C4   C3   180.00   0.0  0
 221  CONST_17  C10   N9   C4   C5     0.00   0.0  0
 221  CONST_18  HN9   N9   C4   C3     0.00   0.0  0
 221  CONST_19  H131  N13  C12  C11  180.00   0.0  0
 221  CONST_20  H132  N13  C12  C11    0.00   0.0  0
 221  Var_01    F19   C7   C2   C1   115.85  30.0  2
 221  Var_02    F22   C8   C6   C1   139.19  30.0  2

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
 221  chir_01  C10  N9   C11  S14  negativ
 221  chir_02  C11  C10  C16  C12  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
 221  plan-1  C1    0.020
 221  plan-1  C2    0.020
 221  plan-1  C3    0.020
 221  plan-1  C4    0.020
 221  plan-1  C5    0.020
 221  plan-1  C6    0.020
 221  plan-1  C7    0.020
 221  plan-1  C8    0.020
 221  plan-1  N9    0.020
 221  plan-1  H1    0.020
 221  plan-1  H3    0.020
 221  plan-1  H5    0.020
 221  plan-2  C11   0.020
 221  plan-2  C12   0.020
 221  plan-2  N13   0.020
 221  plan-2  O15   0.020
 221  plan-2  H131  0.020
 221  plan-2  H132  0.020
 221  plan-3  C4    0.020
 221  plan-3  N9    0.020
 221  plan-3  C10   0.020
 221  plan-3  HN9   0.020

