# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 05:25:32 2021
#   Inital geometry file: a 91 line input string
#   Ligand name: 5-methyl-~{N}-(5-nitro-1,3-thiazol-2-yl)-3-phenyl-1,2-oxazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(c2ccccc2)c1C(=O)Nc3sc(cn3)[N+]([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
 EHL  EHL  5-methyl-~{N}-(5-nitro-1,3-thiazol-2-yl)-3-phenyl-1,2-oxazole-4-carboxamide  ligand  33  23  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EHL
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
 EHL  C3   C  CR5    0  -0.059  70.1554  -75.8883  10.4894
 EHL  C5   C  CR5    0   0.475  76.5333  -75.4966   8.9097
 EHL  C9   C  CR16   0  -0.279  76.3474  -72.1898   5.8052
 EHL  C13  C  CR16   0  -0.265  75.3178  -74.1297   4.8165
 EHL  O1   O  O      0  -0.389  68.0372  -76.4875  10.9508
 EHL  N    N  NH1    0  -0.726  73.5787  -75.2629   9.1876
 EHL  C    C  C      0   0.490  74.1820  -75.3311   7.9394
 EHL  O    O  O      0  -0.387  73.5751  -75.5678   6.9253
 EHL  C1   C  CR5    0   0.332  72.2845  -75.5932   9.4665
 EHL  C10  C  CR16   0  -0.244  75.9968  -71.4367   4.6946
 EHL  C11  C  CR16   0  -0.252  75.3080  -72.0270   3.6435
 EHL  C12  C  CR16   0  -0.245  74.9753  -73.3741   3.7049
 EHL  C2   C  CR15   0   0.033  70.2995  -76.4765   9.2705
 EHL  C4   C  CR5    0  -0.363  75.6266  -75.0704   7.9828
 EHL  C7   C  CR5    0   0.285  76.4102  -74.3147   7.0575
 EHL  C8   C  CR6    0   0.032  76.0030  -73.5390   5.8761
 EHL  N1   N  N      0  -0.387  71.5094  -76.3052   8.7007
 EHL  N2   N  N      1   0.362  69.0261  -75.9050  11.3330
 EHL  N3   N  N      0  -0.155  77.6553  -74.2973   7.4311
 EHL  O2   O  O     -1  -0.391  69.1269  -75.3265  12.3950
 EHL  O3   O  O      0  -0.325  77.7309  -75.0413   8.5707
 EHL  S    S  S2     0   0.305  71.5901  -75.0615  10.9632
 EHL  H2   H  HCR6   0   0.261  76.8785  -71.7256   6.6260
 EHL  H3   H  HCR6   0   0.258  75.0631  -75.1789   4.8517
 EHL  H4   H  HNH1   0   0.445  74.1003  -74.7994   9.9179
 EHL  H6   H  HCR6   0   0.263  76.2613  -70.3884   4.6516
 EHL  H7   H  HCR6   0   0.263  75.0318  -71.4394   2.7777
 EHL  H8   H  HCR6   0   0.263  74.4482  -73.8407   2.8833
 EHL  H10  H  HCR5   0   0.322  69.5389  -77.0526   8.7636
 EHL  H11  H  HCH3   0   0.293  77.3123  -76.9734  10.2237
 EHL  H12  H  HCH3   0   0.288  76.3816  -75.7104  11.0233
 EHL  H13  H  HCH3   0   0.275  75.5529  -76.9639  10.0962
 EHL  C6   C  CH3    0  -0.781  76.4370  -76.3325  10.1280

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
 EHL  C11  C12  aromatic  1.389  0.020  1.389
 EHL  C11  C10  aromatic  1.388  0.020  1.388
 EHL  C12  C13  aromatic  1.387  0.020  1.387
 EHL  C10  C9   aromatic  1.387  0.020  1.387
 EHL  C13  C8   aromatic  1.393  0.020  1.393
 EHL  C9   C8   aromatic  1.394  0.020  1.394
 EHL  C8   C7   single    1.471  0.020  1.471
 EHL  C7   N3   aromatic  1.300  0.020  1.300
 EHL  C7   C4   aromatic  1.429  0.020  1.429
 EHL  N3   O3   aromatic  1.363  0.020  1.363
 EHL  O    C    double    1.205  0.020  1.205
 EHL  C4   C    single    1.469  0.020  1.469
 EHL  C4   C5   aromatic  1.365  0.020  1.365
 EHL  C    N    single    1.388  0.020  1.388
 EHL  N1   C2   aromatic  1.348  0.020  1.348
 EHL  N1   C1   aromatic  1.302  0.020  1.302
 EHL  O3   C5   aromatic  1.325  0.020  1.325
 EHL  C2   C3   aromatic  1.361  0.020  1.361
 EHL  C5   C6   single    1.481  0.020  1.481
 EHL  N    C1   single    1.364  0.020  1.364
 EHL  C1   S    aromatic  1.734  0.020  1.734
 EHL  O1   N2   double    1.210  0.020  1.210
 EHL  C3   N2   single    1.410  0.020  1.410
 EHL  C3   S    aromatic  1.722  0.020  1.722
 EHL  N2   O2   single    1.213  0.020  1.213
 EHL  C9   H2   single    0.930  0.020  1.080
 EHL  C13  H3   single    0.930  0.020  1.080
 EHL  N    H4   single    0.860  0.020  1.020
 EHL  C10  H6   single    0.930  0.020  1.080
 EHL  C11  H7   single    0.930  0.020  1.080
 EHL  C12  H8   single    0.930  0.020  1.080
 EHL  C2   H10  single    0.930  0.020  1.080
 EHL  C6   H11  single    0.970  0.020  1.090
 EHL  C6   H12  single    0.970  0.020  1.090
 EHL  C6   H13  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
 EHL  S    C3   N2   120.55  3.000
 EHL  S    C3   C2   111.45  3.000
 EHL  N2   C3   C2   128.00  3.000
 EHL  O3   C5   C6   117.59  3.000
 EHL  C6   C5   C4   133.78  3.000
 EHL  O3   C5   C4   108.62  3.000
 EHL  H2   C9   C8   119.85  3.000
 EHL  H2   C9   C10  119.90  3.000
 EHL  C8   C9   C10  120.25  3.000
 EHL  H3   C13  C8   120.20  3.000
 EHL  H3   C13  C12  119.80  3.000
 EHL  C8   C13  C12  120.00  3.000
 EHL  H4   N    C1   116.94  3.000
 EHL  H4   N    C    116.63  3.000
 EHL  C1   N    C    125.74  3.000
 EHL  C4   C    O    123.71  3.000
 EHL  C4   C    N    113.10  3.000
 EHL  O    C    N    123.19  3.000
 EHL  S    C1   N1   115.93  3.000
 EHL  S    C1   N    118.83  3.000
 EHL  N1   C1   N    125.24  3.000
 EHL  H6   C10  C11  120.21  3.000
 EHL  H6   C10  C9   119.74  3.000
 EHL  C11  C10  C9   120.05  3.000
 EHL  H7   C11  C12  120.06  3.000
 EHL  H7   C11  C10  120.09  3.000
 EHL  C12  C11  C10  119.85  3.000
 EHL  H8   C12  C11  120.10  3.000
 EHL  H8   C12  C13  119.60  3.000
 EHL  C11  C12  C13  120.30  3.000
 EHL  H10  C2   N1   120.07  3.000
 EHL  H10  C2   C3   125.18  3.000
 EHL  N1   C2   C3   114.75  3.000
 EHL  C7   C4   C    127.90  3.000
 EHL  C    C4   C5   128.17  3.000
 EHL  C7   C4   C5   103.93  3.000
 EHL  N3   C7   C8   119.27  3.000
 EHL  N3   C7   C4   110.26  3.000
 EHL  C8   C7   C4   130.34  3.000
 EHL  C7   C8   C13  121.56  3.000
 EHL  C7   C8   C9   118.87  3.000
 EHL  C13  C8   C9   119.54  3.000
 EHL  C2   N1   C1   110.80  3.000
 EHL  O2   N2   O1   125.03  3.000
 EHL  O2   N2   C3   116.84  3.000
 EHL  O1   N2   C3   118.13  3.000
 EHL  O3   N3   C7   106.62  3.000
 EHL  N3   O3   C5   110.56  3.000
 EHL  C1   S    C3    87.07  3.000
 EHL  H13  C6   H12  108.29  3.000
 EHL  H13  C6   H11  108.33  3.000
 EHL  H12  C6   H11  107.70  3.000
 EHL  H13  C6   C5   110.90  3.000
 EHL  H12  C6   C5   110.88  3.000
 EHL  H11  C6   C5   110.62  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
 EHL  CONST_01  C1   N1   C2   C3      0.00   0.0  0
 EHL  CONST_02  N1   C1   S    C3      0.00   0.0  0
 EHL  CONST_03  C8   C7   C4   C5    180.00   0.0  0
 EHL  CONST_04  N3   C7   C4   C5      0.00   0.0  0
 EHL  CONST_05  C7   N3   O3   C5      0.00   0.0  0
 EHL  CONST_06  C12  C11  C10  C9      0.00   0.0  0
 EHL  CONST_07  C12  C13  C8   C9      0.00   0.0  0
 EHL  CONST_10  C10  C11  C12  C13     0.00   0.0  0
 EHL  CONST_11  C10  C9   C8   C13     0.00   0.0  0
 EHL  CONST_14  C2   C3   S    C1      0.00   0.0  0
 EHL  CONST_15  C7   C8   C9   C10   180.00   0.0  0
 EHL  CONST_16  C8   C13  C12  C11     0.00   0.0  0
 EHL  CONST_17  C8   C9   C10  C11     0.00   0.0  0
 EHL  CONST_18  C7   C8   C13  C12   180.00   0.0  0
 EHL  CONST_19  S    C1   N1   C2      0.00   0.0  0
 EHL  CONST_20  O3   N3   C7   C4      0.00   0.0  0
 EHL  CONST_21  N3   O3   C5   C4      0.00   0.0  0
 EHL  CONST_22  O3   C5   C4   C7      0.00   0.0  0
 EHL  CONST_23  O3   N3   C7   C8    180.00   0.0  0
 EHL  CONST_24  S    C3   C2   N1      0.00   0.0  0
 EHL  CONST_25  N    C1   S    C3    180.00   0.0  0
 EHL  CONST_26  C2   N1   C1   N     180.00   0.0  0
 EHL  CONST_27  C8   C7   C4   C       0.00   0.0  0
 EHL  CONST_28  N3   C7   C4   C     180.00   0.0  0
 EHL  CONST_29  O3   C5   C4   C     180.00   0.0  0
 EHL  CONST_30  N2   C3   S    C1    180.00   0.0  0
 EHL  CONST_31  C7   C4   C5   C6    180.00   0.0  0
 EHL  CONST_32  N3   O3   C5   C6    180.00   0.0  0
 EHL  CONST_33  N2   C3   C2   N1    180.00   0.0  0
 EHL  CONST_34  H7   C11  C10  C9    180.00   0.0  0
 EHL  CONST_35  H3   C13  C8   C9    180.00   0.0  0
 EHL  CONST_36  H2   C9   C8   C13   180.00   0.0  0
 EHL  CONST_37  H10  C2   N1   C1    180.00   0.0  0
 EHL  CONST_38  H8   C12  C11  C10   180.00   0.0  0
 EHL  CONST_39  H6   C10  C11  C12   180.00   0.0  0
 EHL  CONST_40  C4   C    N    C1    180.00   0.0  0
 EHL  CONST_41  C2   C3   N2   O1      0.00   0.0  0
 EHL  CONST_42  S    C3   N2   O1    180.00   0.0  0
 EHL  CONST_45  O2   N2   C3   C2    180.00   0.0  0
 EHL  CONST_46  S    C3   N2   O2      0.00   0.0  0
 EHL  CONST_47  H4   N    C1   N1    180.00   0.0  0
 EHL  CONST_48  C1   N    C    O       0.00   0.0  0
 EHL  Var_01    O    C    C4   C5   -140.08  30.0  2
 EHL  Var_02    H11  C6   C5   C4    142.16  30.0  2

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
 EHL  plan-1  C5   0.020
 EHL  plan-1  C    0.020
 EHL  plan-1  C4   0.020
 EHL  plan-1  C7   0.020
 EHL  plan-1  C8   0.020
 EHL  plan-1  N3   0.020
 EHL  plan-1  O3   0.020
 EHL  plan-1  C6   0.020
 EHL  plan-2  C3   0.020
 EHL  plan-2  N    0.020
 EHL  plan-2  C1   0.020
 EHL  plan-2  C2   0.020
 EHL  plan-2  N1   0.020
 EHL  plan-2  N2   0.020
 EHL  plan-2  S    0.020
 EHL  plan-2  H10  0.020
 EHL  plan-3  C9   0.020
 EHL  plan-3  C13  0.020
 EHL  plan-3  C10  0.020
 EHL  plan-3  C11  0.020
 EHL  plan-3  C12  0.020
 EHL  plan-3  C7   0.020
 EHL  plan-3  C8   0.020
 EHL  plan-3  H2   0.020
 EHL  plan-3  H3   0.020
 EHL  plan-3  H6   0.020
 EHL  plan-3  H7   0.020
 EHL  plan-3  H8   0.020
 EHL  plan-4  N    0.020
 EHL  plan-4  C    0.020
 EHL  plan-4  O    0.020
 EHL  plan-4  C1   0.020
 EHL  plan-4  C4   0.020
 EHL  plan-4  H4   0.020
 EHL  plan-5  C3   0.020
 EHL  plan-5  O1   0.020
 EHL  plan-5  N2   0.020
 EHL  plan-5  O2   0.020

