# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 08:51:59 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: N-[5-(ethylsulfonyl)-2-methoxyphenyl]-5-(3-pyridin-2-ylphenyl)-1,3-oxazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[S](=O)(=O)c1ccc(OC)c(Nc2oc(cn2)c3cccc(c3)c4ccccn4)c1
#
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
 AAZ  AAZ  N-[5-(ethylsulfonyl)-2-methoxyphenyl]-5-(3-pyridin-2-ylphenyl)-1,3-oxazol-2-amine  ligand  52  31  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AAZ
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
 AAZ  O4    O  OS    0  -0.675   0.7685   0.5650   7.0210
 AAZ  S3    S  S     0   1.207   1.2489   0.0919   5.7221
 AAZ  O5    O  OS    0  -0.673   2.3334   0.8294   5.0722
 AAZ  C2    C  CH2   0  -0.587   1.7688  -1.6137   5.9088
 AAZ  C1    C  CH3   0  -0.672   2.9441  -1.7138   6.8654
 AAZ  C6    C  CR6   0  -0.191  -0.1233   0.0046   4.6125
 AAZ  C7    C  CR16  0  -0.245  -1.3927  -0.1885   5.1207
 AAZ  C8    C  CR16  0  -0.374  -2.4593  -0.2904   4.2370
 AAZ  C9    C  CR6   0   0.350  -2.2484  -0.1994   2.8703
 AAZ  O10   O  O2    0  -0.475  -3.2103  -0.2844   1.9444
 AAZ  C11   C  CH3   0  -0.438  -4.5475  -0.5185   2.3550
 AAZ  C12   C  CR6   0   0.300  -0.9440   0.0000   2.3600
 AAZ  C31   C  CR16  0  -0.307   0.1169   0.1032   3.2444
 AAZ  N13   N  NH1   0  -0.791  -0.8231   0.0805   0.9808
 AAZ  C14   C  CR5   0   0.737   0.3088   0.2618   0.2674
 AAZ  N15   N  N     0  -0.495   1.5268   0.4342   0.6682
 AAZ  C16   C  CR15  0  -0.188   2.2476   0.5676  -0.4986
 AAZ  C17   C  CR5   0   0.334   1.4224   0.4699  -1.5648
 AAZ  O18   O  O     0  -0.453   0.1618   0.2690  -1.0594
 AAZ  C19   C  CR6   0   0.034   1.5944   0.5217  -3.0019
 AAZ  C20   C  CR16  0  -0.330   2.8449   0.8501  -3.5353
 AAZ  C21   C  CR16  0  -0.219   3.0249   0.8905  -4.9053
 AAZ  C22   C  CR16  0  -0.329   1.9732   0.6043  -5.7653
 AAZ  C23   C  CR6   0   0.101   0.7204   0.2740  -5.2521
 AAZ  C24   C  CR16  0  -0.349   0.5404   0.2434  -3.8702
 AAZ  C25   C  CR6   0   0.221  -0.4178  -0.0432  -6.1446
 AAZ  C26   C  CR16  0  -0.336  -0.2187  -0.5344  -7.4349
 AAZ  C27   C  CR16  0  -0.150  -1.3207  -0.8171  -8.2244
 AAZ  C28   C  CR16  0  -0.326  -2.5900  -0.6097  -7.7069
 AAZ  C29   C  CR16  0  -0.073  -2.6898  -0.1324  -6.4085
 AAZ  N30   N  N     0  -0.429  -1.6402   0.1435  -5.6483
 AAZ  H21A  H  HCH2  0   0.297   2.0219  -1.9780   4.9123
 AAZ  H22A  H  HCH2  0   0.297   0.9024  -2.1704   6.2684
 AAZ  H11   H  HCH3  0   0.265   3.2323  -2.7594   6.9602
 AAZ  H12   H  HCH3  0   0.249   3.8091  -1.1636   6.4994
 AAZ  H13A  H  HCH3  0   0.249   2.6874  -1.3474   7.8577
 AAZ  H7    H  HCR6  0   0.284  -1.5708  -0.2603   6.1845
 AAZ  H8    H  HCR6  0   0.299  -3.4539  -0.4395   4.6332
 AAZ  H111  H  HCH3  0   0.269  -5.1417  -0.5642   1.4471
 AAZ  H112  H  HCH3  0   0.240  -4.6392  -1.4651   2.8913
 AAZ  H113  H  HCH3  0   0.240  -4.9204   0.2910   2.9859
 AAZ  H31   H  HCR6  0   0.311   1.1161   0.2648   2.8683
 AAZ  H13   H  HNH1  0   0.429  -1.6735  -0.0240   0.4466
 AAZ  H16   H  HCR5  0   0.275   3.3152   0.7183  -0.4851
 AAZ  H20   H  HCR6  0   0.255   3.6757   1.0817  -2.8813
 AAZ  H21   H  HCR6  0   0.265   3.9917   1.1583  -5.3100
 AAZ  H22   H  HCR6  0   0.258   2.1346   0.6642  -6.8334
 AAZ  H24   H  HCR6  0   0.254  -0.4353  -0.0160  -3.4826
 AAZ  H26   H  HCR6  0   0.271   0.7776  -0.7139  -7.8142
 AAZ  H27   H  HCR6  0   0.276  -1.1869  -1.2022  -9.2267
 AAZ  H28   H  HCR6  0   0.273  -3.4795  -0.8161  -8.2855
 AAZ  H29   H  HCR6  0   0.263  -3.6637   0.0373  -5.9628

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
 AAZ  O4   S3    double    1.463  0.020  1.463
 AAZ  S3   O5    double    1.464  0.020  1.464
 AAZ  S3   C2    single    1.793  0.020  1.793
 AAZ  S3   C6    single    1.767  0.020  1.767
 AAZ  C2   C1    single    1.519  0.020  1.519
 AAZ  C2   H21A  single    0.970  0.020  1.090
 AAZ  C2   H22A  single    0.970  0.020  1.090
 AAZ  C1   H11   single    0.970  0.020  1.090
 AAZ  C1   H12   single    0.970  0.020  1.090
 AAZ  C1   H13A  single    0.970  0.020  1.090
 AAZ  C6   C7    aromatic  1.381  0.020  1.381
 AAZ  C6   C31   aromatic  1.393  0.020  1.393
 AAZ  C7   C8    aromatic  1.389  0.020  1.389
 AAZ  C7   H7    single    0.930  0.020  1.080
 AAZ  C8   C9    aromatic  1.386  0.020  1.386
 AAZ  C8   H8    single    0.930  0.020  1.080
 AAZ  C9   O10   single    1.338  0.020  1.338
 AAZ  C9   C12   aromatic  1.415  0.020  1.415
 AAZ  O10  C11   single    1.418  0.020  1.418
 AAZ  C11  H111  single    0.970  0.020  1.090
 AAZ  C11  H112  single    0.970  0.020  1.090
 AAZ  C11  H113  single    0.970  0.020  1.090
 AAZ  C12  C31   aromatic  1.385  0.020  1.385
 AAZ  C12  N13   single    1.387  0.020  1.387
 AAZ  C31  H31   single    0.930  0.020  1.080
 AAZ  N13  C14   single    1.350  0.020  1.350
 AAZ  N13  H13   single    0.860  0.020  1.020
 AAZ  C14  N15   aromatic  1.294  0.020  1.294
 AAZ  C14  O18   aromatic  1.335  0.020  1.335
 AAZ  N15  C16   aromatic  1.378  0.020  1.378
 AAZ  C16  C17   aromatic  1.352  0.020  1.352
 AAZ  C16  H16   single    0.930  0.020  1.080
 AAZ  C17  O18   aromatic  1.373  0.020  1.373
 AAZ  C17  C19   single    1.448  0.020  1.448
 AAZ  C19  C20   aromatic  1.399  0.020  1.399
 AAZ  C19  C24   aromatic  1.394  0.020  1.394
 AAZ  C20  C21   aromatic  1.382  0.020  1.382
 AAZ  C20  H20   single    0.930  0.020  1.080
 AAZ  C21  C22   aromatic  1.388  0.020  1.388
 AAZ  C21  H21   single    0.930  0.020  1.080
 AAZ  C22  C23   aromatic  1.394  0.020  1.394
 AAZ  C22  H22   single    0.930  0.020  1.080
 AAZ  C23  C24   aromatic  1.394  0.020  1.394
 AAZ  C23  C25   single    1.481  0.020  1.481
 AAZ  C24  H24   single    0.930  0.020  1.080
 AAZ  C25  C26   aromatic  1.395  0.020  1.395
 AAZ  C25  N30   aromatic  1.332  0.020  1.332
 AAZ  C26  C27   aromatic  1.385  0.020  1.385
 AAZ  C26  H26   single    0.930  0.020  1.080
 AAZ  C27  C28   aromatic  1.386  0.020  1.386
 AAZ  C27  H27   single    0.930  0.020  1.080
 AAZ  C28  C29   aromatic  1.387  0.020  1.387
 AAZ  C28  H28   single    0.930  0.020  1.080
 AAZ  C29  N30   aromatic  1.325  0.020  1.325
 AAZ  C29  H29   single    0.930  0.020  1.080

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
 AAZ  C6    S3   C2    104.10  3.000
 AAZ  C6    S3   O5    108.76  3.000
 AAZ  C2    S3   O5    108.10  3.000
 AAZ  C6    S3   O4    108.57  3.000
 AAZ  C2    S3   O4    108.08  3.000
 AAZ  O5    S3   O4    118.32  3.000
 AAZ  H22A  C2   H21A  108.36  3.000
 AAZ  H22A  C2   C1    111.92  3.000
 AAZ  H21A  C2   C1    111.96  3.000
 AAZ  H22A  C2   S3    106.83  3.000
 AAZ  H21A  C2   S3    106.85  3.000
 AAZ  C1    C2   S3    110.65  3.000
 AAZ  H13A  C1   H12   108.89  3.000
 AAZ  H13A  C1   H11   107.84  3.000
 AAZ  H12   C1   H11   107.73  3.000
 AAZ  H13A  C1   C2    111.69  3.000
 AAZ  H12   C1   C2    111.70  3.000
 AAZ  H11   C1   C2    108.85  3.000
 AAZ  C31   C6   C7    122.01  3.000
 AAZ  C31   C6   S3    118.65  3.000
 AAZ  C7    C6   S3    119.32  3.000
 AAZ  H7    C7   C8    119.65  3.000
 AAZ  H7    C7   C6    121.53  3.000
 AAZ  C8    C7   C6    118.82  3.000
 AAZ  H8    C8   C9    120.70  3.000
 AAZ  H8    C8   C7    118.92  3.000
 AAZ  C9    C8   C7    120.38  3.000
 AAZ  C12   C9   O10   114.98  3.000
 AAZ  C12   C9   C8    120.35  3.000
 AAZ  O10   C9   C8    124.68  3.000
 AAZ  C11   O10  C9    119.21  3.000
 AAZ  H113  C11  H112  109.29  3.000
 AAZ  H113  C11  H111  109.11  3.000
 AAZ  H112  C11  H111  109.16  3.000
 AAZ  H113  C11  O10   111.53  3.000
 AAZ  H112  C11  O10   111.37  3.000
 AAZ  H111  C11  O10   106.30  3.000
 AAZ  N13   C12  C31   124.33  3.000
 AAZ  N13   C12  C9    116.56  3.000
 AAZ  C31   C12  C9    119.10  3.000
 AAZ  H31   C31  C12   119.84  3.000
 AAZ  H31   C31  C6    120.82  3.000
 AAZ  C12   C31  C6    119.34  3.000
 AAZ  H13   N13  C14   116.12  3.000
 AAZ  H13   N13  C12   116.54  3.000
 AAZ  C14   N13  C12   127.32  3.000
 AAZ  O18   C14  N15   114.26  3.000
 AAZ  O18   C14  N13   115.70  3.000
 AAZ  N15   C14  N13   130.04  3.000
 AAZ  C16   N15  C14   104.06  3.000
 AAZ  H16   C16  C17   128.64  3.000
 AAZ  H16   C16  N15   121.38  3.000
 AAZ  C17   C16  N15   109.97  3.000
 AAZ  C19   C17  O18   118.66  3.000
 AAZ  C19   C17  C16   135.03  3.000
 AAZ  O18   C17  C16   106.31  3.000
 AAZ  C17   O18  C14   105.40  3.000
 AAZ  C24   C19  C20   119.04  3.000
 AAZ  C24   C19  C17   121.42  3.000
 AAZ  C20   C19  C17   119.54  3.000
 AAZ  H20   C20  C21   119.51  3.000
 AAZ  H20   C20  C19   120.40  3.000
 AAZ  C21   C20  C19   120.09  3.000
 AAZ  H21   C21  C22   119.76  3.000
 AAZ  H21   C21  C20   119.63  3.000
 AAZ  C22   C21  C20   120.61  3.000
 AAZ  H22   C22  C23   120.71  3.000
 AAZ  H22   C22  C21   119.15  3.000
 AAZ  C23   C22  C21   120.12  3.000
 AAZ  C25   C23  C24   119.58  3.000
 AAZ  C25   C23  C22   121.32  3.000
 AAZ  C24   C23  C22   119.10  3.000
 AAZ  H24   C24  C23   118.50  3.000
 AAZ  H24   C24  C19   120.46  3.000
 AAZ  C23   C24  C19   121.04  3.000
 AAZ  N30   C25  C26   121.65  3.000
 AAZ  N30   C25  C23   116.78  3.000
 AAZ  C26   C25  C23   121.55  3.000
 AAZ  H26   C26  C27   119.97  3.000
 AAZ  H26   C26  C25   120.97  3.000
 AAZ  C27   C26  C25   119.06  3.000
 AAZ  H27   C27  C28   120.81  3.000
 AAZ  H27   C27  C26   120.16  3.000
 AAZ  C28   C27  C26   119.03  3.000
 AAZ  H28   C28  C29   120.50  3.000
 AAZ  H28   C28  C27   121.67  3.000
 AAZ  C29   C28  C27   117.83  3.000
 AAZ  H29   C29  N30   116.30  3.000
 AAZ  H29   C29  C28   120.22  3.000
 AAZ  N30   C29  C28   123.48  3.000
 AAZ  C29   N30  C25   118.94  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
 AAZ  CONST_01  C9    C8   C7   C6      0.00   0.0  0
 AAZ  CONST_02  C9    C12  C31  C6      0.00   0.0  0
 AAZ  CONST_03  C12   C31  C6   C7      0.00   0.0  0
 AAZ  CONST_04  C12   C9   C8   C7      0.00   0.0  0
 AAZ  CONST_05  C31   C6   C7   C8      0.00   0.0  0
 AAZ  CONST_06  C31   C12  C9   C8      0.00   0.0  0
 AAZ  CONST_07  C17   C16  N15  C14     0.00   0.0  0
 AAZ  CONST_08  C16   C17  O18  C14     0.00   0.0  0
 AAZ  CONST_09  C19   C17  O18  C14   180.00   0.0  0
 AAZ  CONST_10  C17   O18  C14  N15     0.00   0.0  0
 AAZ  CONST_11  O18   C17  C16  N15     0.00   0.0  0
 AAZ  CONST_12  C19   C17  C16  N15   180.00   0.0  0
 AAZ  CONST_13  O18   C14  N15  C16     0.00   0.0  0
 AAZ  CONST_14  C20   C19  C17  C16     0.00   0.0  0
 AAZ  CONST_15  C24   C19  C17  C16   180.00   0.0  0
 AAZ  CONST_16  C21   C20  C19  C17   180.00   0.0  0
 AAZ  CONST_17  C23   C24  C19  C17   180.00   0.0  0
 AAZ  CONST_18  C20   C19  C17  O18   180.00   0.0  0
 AAZ  CONST_19  C24   C19  C17  O18     0.00   0.0  0
 AAZ  CONST_20  C22   C21  C20  C19     0.00   0.0  0
 AAZ  CONST_21  C22   C23  C24  C19     0.00   0.0  0
 AAZ  CONST_22  C25   C23  C24  C19   180.00   0.0  0
 AAZ  CONST_23  C23   C24  C19  C20     0.00   0.0  0
 AAZ  CONST_24  C23   C22  C21  C20     0.00   0.0  0
 AAZ  CONST_25  C24   C19  C20  C21     0.00   0.0  0
 AAZ  CONST_26  C24   C23  C22  C21     0.00   0.0  0
 AAZ  CONST_27  C25   C23  C22  C21   180.00   0.0  0
 AAZ  CONST_30  C27   C26  C25  C23   180.00   0.0  0
 AAZ  CONST_31  C29   N30  C25  C23   180.00   0.0  0
 AAZ  CONST_34  C28   C27  C26  C25     0.00   0.0  0
 AAZ  CONST_35  C28   C29  N30  C25     0.00   0.0  0
 AAZ  CONST_36  C29   N30  C25  C26     0.00   0.0  0
 AAZ  CONST_37  C29   C28  C27  C26     0.00   0.0  0
 AAZ  CONST_38  N30   C25  C26  C27     0.00   0.0  0
 AAZ  CONST_39  N30   C29  C28  C27     0.00   0.0  0
 AAZ  CONST_40  C8    C7   C6   S3    180.00   0.0  0
 AAZ  CONST_41  C12   C31  C6   S3    180.00   0.0  0
 AAZ  CONST_42  N13   C12  C31  C6    180.00   0.0  0
 AAZ  CONST_43  O10   C9   C8   C7    180.00   0.0  0
 AAZ  CONST_44  N13   C12  C9   C8    180.00   0.0  0
 AAZ  CONST_45  C31   C12  C9   O10   180.00   0.0  0
 AAZ  CONST_46  C16   N15  C14  N13   180.00   0.0  0
 AAZ  CONST_47  C17   O18  C14  N13   180.00   0.0  0
 AAZ  CONST_48  H8    C8   C7   C6    180.00   0.0  0
 AAZ  CONST_49  H31   C31  C6   C7    180.00   0.0  0
 AAZ  CONST_50  H7    C7   C8   C9    180.00   0.0  0
 AAZ  CONST_51  H16   C16  N15  C14   180.00   0.0  0
 AAZ  CONST_52  H20   C20  C19  C17     0.00   0.0  0
 AAZ  CONST_53  H24   C24  C19  C17     0.00   0.0  0
 AAZ  CONST_54  H21   C21  C20  C19   180.00   0.0  0
 AAZ  CONST_55  H22   C22  C21  C20   180.00   0.0  0
 AAZ  CONST_56  H26   C26  C25  C23     0.00   0.0  0
 AAZ  CONST_57  H27   C27  C26  C25   180.00   0.0  0
 AAZ  CONST_58  H29   C29  N30  C25   180.00   0.0  0
 AAZ  CONST_59  H28   C28  C27  C26   180.00   0.0  0
 AAZ  Var_01    C14   N13  C12  C9   -179.78  30.0  2
 AAZ  Var_02    N15   C14  N13  C12    -1.83  30.0  2
 AAZ  Var_03    C7    C6   S3   O4    -26.58  30.0  2
 AAZ  Var_04    C12   C9   O10  C11   178.40  30.0  3
 AAZ  Var_05    C6    S3   C2   C1   -179.06  30.0  1
 AAZ  Var_06    H111  C11  O10  C9   -179.13  30.0  3
 AAZ  Var_07    H11   C1   C2   S3    179.76  30.0  3

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
 AAZ  plan-1  N13  0.020
 AAZ  plan-1  C14  0.020
 AAZ  plan-1  N15  0.020
 AAZ  plan-1  C16  0.020
 AAZ  plan-1  C17  0.020
 AAZ  plan-1  O18  0.020
 AAZ  plan-1  C19  0.020
 AAZ  plan-1  H16  0.020
 AAZ  plan-2  S3   0.020
 AAZ  plan-2  C6   0.020
 AAZ  plan-2  C7   0.020
 AAZ  plan-2  C8   0.020
 AAZ  plan-2  C9   0.020
 AAZ  plan-2  O10  0.020
 AAZ  plan-2  C12  0.020
 AAZ  plan-2  C31  0.020
 AAZ  plan-2  N13  0.020
 AAZ  plan-2  H7   0.020
 AAZ  plan-2  H8   0.020
 AAZ  plan-2  H31  0.020
 AAZ  plan-3  C17  0.020
 AAZ  plan-3  C19  0.020
 AAZ  plan-3  C20  0.020
 AAZ  plan-3  C21  0.020
 AAZ  plan-3  C22  0.020
 AAZ  plan-3  C23  0.020
 AAZ  plan-3  C24  0.020
 AAZ  plan-3  C25  0.020
 AAZ  plan-3  H20  0.020
 AAZ  plan-3  H21  0.020
 AAZ  plan-3  H22  0.020
 AAZ  plan-3  H24  0.020
 AAZ  plan-4  C23  0.020
 AAZ  plan-4  C25  0.020
 AAZ  plan-4  C26  0.020
 AAZ  plan-4  C27  0.020
 AAZ  plan-4  C28  0.020
 AAZ  plan-4  C29  0.020
 AAZ  plan-4  N30  0.020
 AAZ  plan-4  H26  0.020
 AAZ  plan-4  H27  0.020
 AAZ  plan-4  H28  0.020
 AAZ  plan-4  H29  0.020

