# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 13:32:00 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: [4-(2-chloro-4-nitrophenyl)piperazin-1-yl][3-(2-chloropyridin-3-yl)-5-methyl-1,2-oxazol-4-yl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(c2cccnc2Cl)c1C(=O)N3CCN(CC3)c4ccc(cc4Cl)[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
 0MM  0MM  '[4-(2-chloro-4-nitrophenyl)piperazin-1-yl][3-(2-chloropyridin-3-yl)-5-methyl-1,2-oxazol-4-yl]methanone'  ligand  48  31  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0MM
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
 0MM  C1    C   CR16   0  -0.315   3.9031   2.2114  -1.7178
 0MM  C2    C   CR16   0  -0.165   3.9244   0.8687  -1.3828
 0MM  C3    C   CR16   0  -0.338  -4.0351  -0.7264  -0.8484
 0MM  C4    C   CR16   0  -0.252  -5.3615  -0.4927  -0.5483
 0MM  C5    C   CR16   0  -0.229  -4.7048   1.4021   0.7985
 0MM  C6    C   CR16   0  -0.050   3.7431   3.1348  -0.6992
 0MM  C7    C   CR6    0   0.010   3.7895   0.4836  -0.0535
 0MM  C8    C   CR5    0  -0.338   2.9423  -1.9501  -0.2531
 0MM  C9    C   CR6    0   0.436  -3.0069   0.0766  -0.3400
 0MM  C10   C   CR6    0   0.233  -5.6866   0.5641   0.2876
 0MM  C11   C   CR6    0  -0.104  -3.3876   1.1610   0.4742
 0MM  C12   C   CR5    0   0.261   3.7872  -0.9429   0.2916
 0MM  C13   C   CR5    0   0.456   3.3795  -3.0906   0.3450
 0MM  C14   C   CR6    0   0.124   3.6184   1.5097   0.8747
 0MM  C16   C   CH2    0  -0.324  -1.3623  -0.8741  -1.8634
 0MM  C17   C   CH2    0  -0.301  -0.7802  -0.5188   0.4387
 0MM  C18   C   CH2    0  -0.315   0.0713  -0.5618  -2.2612
 0MM  C19   C   CH2    0  -0.320   0.6566  -0.2030   0.0631
 0MM  C20   C   CH3    0  -0.753   2.9596  -4.5047   0.2573
 0MM  N21   N   N      0  -0.380   3.5986   2.7838   0.5743
 0MM  N22   N   N      0  -0.143   4.6375  -1.4500   1.1333
 0MM  N23   N   NT     0  -0.508  -1.6787  -0.1458  -0.6477
 0MM  N24   N   NT     0  -0.455   0.9958  -0.8652  -1.1834
 0MM  N25   N   N      1   0.327  -7.0703   0.8145   0.6264
 0MM  O26   O   O      0  -0.382  -7.9127   0.0876   0.1517
 0MM  O27   O   O      0  -0.470   1.9710  -2.5892  -2.2850
 0MM  O28   O   O     -1  -0.383  -7.3186   1.7369   1.3691
 0MM  O29   O   O      0  -0.329   4.3732  -2.7821   1.1768
 0MM  CL30  CL  CL     0  -0.084  -2.2011   2.2969   1.0148
 0MM  CL31  CL  CL     0  -0.089   3.3578   1.1261   2.5444
 0MM  H1    H   HCR6   0   0.289   4.0113   2.5342  -2.7430
 0MM  H2    H   HCR6   0   0.289   4.0565   0.1161  -2.1499
 0MM  H4    H   HCR6   0   0.302  -6.1206  -1.1484  -0.9486
 0MM  H5    H   HCR6   0   0.314  -4.9590   2.2506   1.4171
 0MM  H6    H   HCR6   0   0.288   3.7252   4.1968  -0.9093
 0MM  H16   H   HCH2   0   0.275  -2.0225  -0.5487  -2.6676
 0MM  H16A  H   HCH2   0   0.238  -1.4832  -1.9591  -1.7394
 0MM  H17   H   HCH2   0   0.245  -0.8720  -1.5936   0.6474
 0MM  H17A  H   HCH2   0   0.272  -1.0349   0.0086   1.3542
 0MM  H18   H   HCH2   0   0.278   0.3430  -1.1262  -3.1486
 0MM  H18A  H   HCH2   0   0.260   0.1563   0.5031  -2.4955
 0MM  H19   H   HCH2   0   0.252   0.7800   0.8779  -0.0503
 0MM  H19A  H   HCH2   0   0.275   1.2998  -0.5429   0.8707
 0MM  H20   H   HCH3   0   0.279   3.7749  -5.1277  -0.1123
 0MM  H20A  H   HCH3   0   0.278   2.6642  -4.8851   1.2352
 0MM  H20B  H   HCH3   0   0.270   2.1192  -4.6052  -0.4234
 0MM  C15   C   C      0   0.481   1.9186  -1.8408  -1.3193
 0MM  H3    H   HCR6   0   0.296  -3.7917  -1.5699  -1.4792

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
 0MM  C1   C2    aromatic  1.384  0.020  1.384
 0MM  C1   C6    aromatic  1.384  0.020  1.384
 0MM  C1   H1    single    0.930  0.020  1.080
 0MM  C2   C7    aromatic  1.391  0.020  1.391
 0MM  C2   H2    single    0.930  0.020  1.080
 0MM  C3   C4    aromatic  1.380  0.020  1.380
 0MM  C3   C9    aromatic  1.400  0.020  1.400
 0MM  C3   H3    single    0.930  0.020  1.080
 0MM  C4   C10   aromatic  1.386  0.020  1.386
 0MM  C4   H4    single    0.930  0.020  1.080
 0MM  C5   C10   aromatic  1.388  0.020  1.388
 0MM  C5   C11   aromatic  1.378  0.020  1.378
 0MM  C5   H5    single    0.930  0.020  1.080
 0MM  C6   N21   aromatic  1.329  0.020  1.329
 0MM  C6   H6    single    0.930  0.020  1.080
 0MM  C7   C12   single    1.468  0.020  1.468
 0MM  C7   C14   aromatic  1.394  0.020  1.394
 0MM  C8   C12   aromatic  1.423  0.020  1.423
 0MM  C8   C13   aromatic  1.360  0.020  1.360
 0MM  C8   C15   single    1.482  0.020  1.482
 0MM  C9   C11   aromatic  1.408  0.020  1.408
 0MM  C9   N23   single    1.381  0.020  1.381
 0MM  C10  N25   single    1.446  0.020  1.446
 0MM  C11  CL30  single    1.729  0.020  1.729
 0MM  C12  N22   aromatic  1.299  0.020  1.299
 0MM  C13  C20   single    1.478  0.020  1.478
 0MM  C13  O29   aromatic  1.332  0.020  1.332
 0MM  C14  N21   aromatic  1.309  0.020  1.309
 0MM  C14  CL31  single    1.733  0.020  1.733
 0MM  C15  N24   single    1.350  0.020  1.350
 0MM  C15  O27   double    1.223  0.020  1.223
 0MM  C16  C18   single    1.520  0.020  1.520
 0MM  C16  N23   single    1.452  0.020  1.452
 0MM  C16  H16   single    0.970  0.020  1.090
 0MM  C16  H16A  single    0.970  0.020  1.090
 0MM  C17  C19   single    1.518  0.020  1.518
 0MM  C17  N23   single    1.458  0.020  1.458
 0MM  C17  H17   single    0.970  0.020  1.090
 0MM  C17  H17A  single    0.970  0.020  1.090
 0MM  C18  N24   single    1.452  0.020  1.452
 0MM  C18  H18   single    0.970  0.020  1.090
 0MM  C18  H18A  single    0.970  0.020  1.090
 0MM  C19  N24   single    1.452  0.020  1.452
 0MM  C19  H19   single    0.970  0.020  1.090
 0MM  C19  H19A  single    0.970  0.020  1.090
 0MM  C20  H20   single    0.970  0.020  1.090
 0MM  C20  H20A  single    0.970  0.020  1.090
 0MM  C20  H20B  single    0.970  0.020  1.090
 0MM  N22  O29   aromatic  1.359  0.020  1.359
 0MM  N25  O26   double    1.210  0.020  1.210
 0MM  N25  O28   single    1.210  0.020  1.210

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
 0MM  H1    C1   C6    120.71  3.000
 0MM  H1    C1   C2    121.20  3.000
 0MM  C6    C1   C2    118.09  3.000
 0MM  H2    C2   C7    119.78  3.000
 0MM  H2    C2   C1    120.32  3.000
 0MM  C7    C2   C1    119.90  3.000
 0MM  H3    C3   C9    119.61  3.000
 0MM  H3    C3   C4    118.39  3.000
 0MM  C9    C3   C4    121.99  3.000
 0MM  H4    C4   C10   121.43  3.000
 0MM  H4    C4   C3    119.49  3.000
 0MM  C10   C4   C3    119.06  3.000
 0MM  H5    C5   C11   119.81  3.000
 0MM  H5    C5   C10   121.23  3.000
 0MM  C11   C5   C10   118.94  3.000
 0MM  H6    C6   N21   116.31  3.000
 0MM  H6    C6   C1    120.90  3.000
 0MM  N21   C6   C1    122.80  3.000
 0MM  C14   C7   C12   123.96  3.000
 0MM  C14   C7   C2    116.39  3.000
 0MM  C12   C7   C2    119.61  3.000
 0MM  C15   C8   C13   126.89  3.000
 0MM  C15   C8   C12   129.29  3.000
 0MM  C13   C8   C12   103.55  3.000
 0MM  N23   C9   C11   120.83  3.000
 0MM  N23   C9   C3    122.20  3.000
 0MM  C11   C9   C3    116.94  3.000
 0MM  N25   C10  C5    119.07  3.000
 0MM  N25   C10  C4    119.84  3.000
 0MM  C5    C10  C4    121.08  3.000
 0MM  CL30  C11  C9    120.07  3.000
 0MM  CL30  C11  C5    117.87  3.000
 0MM  C9    C11  C5    121.95  3.000
 0MM  N22   C12  C8    111.12  3.000
 0MM  N22   C12  C7    122.04  3.000
 0MM  C8    C12  C7    126.79  3.000
 0MM  O29   C13  C20   118.07  3.000
 0MM  O29   C13  C8    108.68  3.000
 0MM  C20   C13  C8    133.24  3.000
 0MM  CL31  C14  N21   115.74  3.000
 0MM  CL31  C14  C7    119.80  3.000
 0MM  N21   C14  C7    124.43  3.000
 0MM  H16A  C16  H16   108.14  3.000
 0MM  H16A  C16  N23   112.14  3.000
 0MM  H16   C16  N23   109.63  3.000
 0MM  H16A  C16  C18   109.64  3.000
 0MM  H16   C16  C18   108.47  3.000
 0MM  N23   C16  C18   108.76  3.000
 0MM  H17A  C17  H17   107.16  3.000
 0MM  H17A  C17  N23   111.04  3.000
 0MM  H17   C17  N23   109.89  3.000
 0MM  H17A  C17  C19   109.22  3.000
 0MM  H17   C17  C19   109.24  3.000
 0MM  N23   C17  C19   110.22  3.000
 0MM  H18A  C18  H18   108.15  3.000
 0MM  H18A  C18  N24   108.23  3.000
 0MM  H18   C18  N24   109.79  3.000
 0MM  H18A  C18  C16   109.23  3.000
 0MM  H18   C18  C16   110.06  3.000
 0MM  N24   C18  C16   111.30  3.000
 0MM  H19A  C19  H19   108.62  3.000
 0MM  H19A  C19  N24   110.92  3.000
 0MM  H19   C19  N24   109.59  3.000
 0MM  H19A  C19  C17   108.13  3.000
 0MM  H19   C19  C17   109.75  3.000
 0MM  N24   C19  C17   109.80  3.000
 0MM  H20B  C20  H20A  108.68  3.000
 0MM  H20B  C20  H20   108.25  3.000
 0MM  H20A  C20  H20   107.89  3.000
 0MM  H20B  C20  C13   110.22  3.000
 0MM  H20A  C20  C13   110.96  3.000
 0MM  H20   C20  C13   110.75  3.000
 0MM  C14   N21  C6    118.38  3.000
 0MM  O29   N22  C12   106.02  3.000
 0MM  C17   N23  C16   111.17  3.000
 0MM  C17   N23  C9    117.88  3.000
 0MM  C16   N23  C9    118.47  3.000
 0MM  C19   N24  C18   113.16  3.000
 0MM  C19   N24  C15   125.16  3.000
 0MM  C18   N24  C15   120.77  3.000
 0MM  O28   N25  O26   123.78  3.000
 0MM  O28   N25  C10   118.17  3.000
 0MM  O26   N25  C10   118.05  3.000
 0MM  N22   O29  C13   110.62  3.000
 0MM  O27   C15  N24   123.44  3.000
 0MM  O27   C15  C8    119.57  3.000
 0MM  N24   C15  C8    116.94  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
 0MM  CONST_01  C12   C7   C2   C1    180.00   0.0  0
 0MM  CONST_02  C14   C7   C2   C1      0.00   0.0  0
 0MM  CONST_03  C14   N21  C6   C1      0.00   0.0  0
 0MM  CONST_04  N21   C6   C1   C2      0.00   0.0  0
 0MM  CONST_07  N21   C14  C7   C2      0.00   0.0  0
 0MM  CONST_08  C5    C10  C4   C3      0.00   0.0  0
 0MM  CONST_09  C5    C11  C9   C3      0.00   0.0  0
 0MM  CONST_10  C11   C9   C3   C4      0.00   0.0  0
 0MM  CONST_11  C11   C5   C10  C4      0.00   0.0  0
 0MM  CONST_12  C7    C2   C1   C6      0.00   0.0  0
 0MM  CONST_13  C7    C14  N21  C6      0.00   0.0  0
 0MM  CONST_14  C13   C8   C12  C7    180.00   0.0  0
 0MM  CONST_15  O29   N22  C12  C7    180.00   0.0  0
 0MM  CONST_17  O29   N22  C12  C8      0.00   0.0  0
 0MM  CONST_18  N22   O29  C13  C8      0.00   0.0  0
 0MM  CONST_19  C10   C4   C3   C9      0.00   0.0  0
 0MM  CONST_20  C10   C5   C11  C9      0.00   0.0  0
 0MM  CONST_21  N21   C14  C7   C12   180.00   0.0  0
 0MM  CONST_22  O29   C13  C8   C12     0.00   0.0  0
 0MM  CONST_23  C13   O29  N22  C12     0.00   0.0  0
 0MM  CONST_24  N22   C12  C8   C13     0.00   0.0  0
 0MM  CONST_26  N23   C9   C3   C4    180.00   0.0  0
 0MM  CONST_27  N23   C9   C11  C5    180.00   0.0  0
 0MM  CONST_28  CL31  C14  C7   C2    180.00   0.0  0
 0MM  CONST_29  N25   C10  C4   C3    180.00   0.0  0
 0MM  CONST_30  CL30  C11  C9   C3    180.00   0.0  0
 0MM  CONST_31  CL31  C14  N21  C6    180.00   0.0  0
 0MM  CONST_32  C15   C8   C12  C7      0.00   0.0  0
 0MM  CONST_33  CL30  C11  C5   C10   180.00   0.0  0
 0MM  CONST_34  N25   C10  C5   C11   180.00   0.0  0
 0MM  CONST_35  CL31  C14  C7   C12     0.00   0.0  0
 0MM  CONST_36  C20   C13  C8   C12   180.00   0.0  0
 0MM  CONST_37  N22   C12  C8   C15   180.00   0.0  0
 0MM  CONST_38  O29   C13  C8   C15   180.00   0.0  0
 0MM  CONST_39  N22   O29  C13  C20   180.00   0.0  0
 0MM  CONST_40  CL30  C11  C9   N23     0.00   0.0  0
 0MM  CONST_41  C18   N24  C15  C8    180.00   0.0  0
 0MM  CONST_43  H6    C6   C1   C2    180.00   0.0  0
 0MM  CONST_44  H5    C5   C10  C4    180.00   0.0  0
 0MM  CONST_45  H4    C4   C10  C5    180.00   0.0  0
 0MM  CONST_46  H2    C2   C1   C6    180.00   0.0  0
 0MM  CONST_47  H1    C1   C2   C7    180.00   0.0  0
 0MM  CONST_48  H3    C3   C4   C10   180.00   0.0  0
 0MM  CONST_49  O27   C15  N24  C18     0.00   0.0  0
 0MM  CONST_51  O26   N25  C10  C4      0.00   0.0  0
 0MM  CONST_52  O28   N25  C10  C4    180.00   0.0  0
 0MM  CONST_53  O26   N25  C10  C5    180.00   0.0  0
 0MM  CONST_54  O28   N25  C10  C5      0.00   0.0  0
 0MM  Var_01    C16   N23  C9   C3     22.82  30.0  2
 0MM  Var_02    C18   C16  N23  C9    159.30  30.0  1
 0MM  Var_03    C19   C17  N23  C9   -158.16  30.0  1
 0MM  Var_04    C19   N24  C18  C16   -54.76  30.0  1
 0MM  Var_05    C18   N24  C19  C17    53.98  30.0  1
 0MM  Var_06    N24   C18  C16  N23    55.89  30.0  1
 0MM  Var_07    N24   C19  C17  N23   -55.82  30.0  1
 0MM  Var_08    N24   C15  C8   C12   -51.33  30.0  2
 0MM  Var_09    H20   C20  C13  C8    118.74  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
 0MM  plan-1  C7    0.020
 0MM  plan-1  C8    0.020
 0MM  plan-1  C12   0.020
 0MM  plan-1  C13   0.020
 0MM  plan-1  C20   0.020
 0MM  plan-1  N22   0.020
 0MM  plan-1  O29   0.020
 0MM  plan-1  C15   0.020
 0MM  plan-2  C1    0.020
 0MM  plan-2  C2    0.020
 0MM  plan-2  C6    0.020
 0MM  plan-2  C7    0.020
 0MM  plan-2  C12   0.020
 0MM  plan-2  C14   0.020
 0MM  plan-2  N21   0.020
 0MM  plan-2  CL31  0.020
 0MM  plan-2  H1    0.020
 0MM  plan-2  H2    0.020
 0MM  plan-2  H6    0.020
 0MM  plan-3  C3    0.020
 0MM  plan-3  C4    0.020
 0MM  plan-3  C5    0.020
 0MM  plan-3  C9    0.020
 0MM  plan-3  C10   0.020
 0MM  plan-3  C11   0.020
 0MM  plan-3  N23   0.020
 0MM  plan-3  N25   0.020
 0MM  plan-3  CL30  0.020
 0MM  plan-3  H4    0.020
 0MM  plan-3  H5    0.020
 0MM  plan-3  H3    0.020
 0MM  plan-4  C8    0.020
 0MM  plan-4  C18   0.020
 0MM  plan-4  C19   0.020
 0MM  plan-4  N24   0.020
 0MM  plan-4  O27   0.020
 0MM  plan-4  C15   0.020
 0MM  plan-5  C10   0.020
 0MM  plan-5  N25   0.020
 0MM  plan-5  O26   0.020
 0MM  plan-5  O28   0.020

