# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 05:59:21 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (2S)-2-(naphthalen-1-yloxy)-N-[2-(pyridin-4-yl)-1,3-benzoxazol-5-yl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](Oc1cccc2ccccc12)C(=O)Nc3ccc4oc(nc4c3)c5ccncc5
#
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
 Q21  Q21  (2S)-2-(naphthalen-1-yloxy)-N-[2-(pyridin-4-yl)-1,3-benzoxazol-5-yl]propanamide  ligand  50  31  .  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_Q21
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
 Q21  O2   O  O     0  -0.444   1.4407  -1.0746  -0.5756
 Q21  C13  C  C     0   0.526   1.3915   0.0660  -0.1673
 Q21  C14  C  CH1   0  -0.120   2.5974   1.0039  -0.2033
 Q21  C15  C  CH3   0  -0.685   2.5341   1.8805  -1.4492
 Q21  O3   O  O2    0  -0.469   3.7241   0.1595  -0.2093
 Q21  C16  C  CR6   0   0.376   4.9454   0.6419   0.0868
 Q21  C17  C  CR16  0  -0.401   5.2101   1.9110   0.5375
 Q21  C18  C  CR16  0  -0.247   6.5366   2.2940   0.8282
 Q21  C19  C  CR16  0  -0.345   7.5770   1.4254   0.6688
 Q21  C21  C  CR66  0  -0.024   6.0066  -0.2969  -0.0880
 Q21  C46  C  CR16  0  -0.287   5.7743  -1.6150  -0.5454
 Q21  C45  C  CR16  0  -0.256   6.8165  -2.4897  -0.7035
 Q21  C44  C  CR16  0  -0.250   8.1355  -2.0890  -0.4131
 Q21  C43  C  CR16  0  -0.318   8.3848  -0.8194   0.0321
 Q21  C20  C  CR66  0   0.127   7.3327   0.1092   0.2081
 Q21  N3   N  NH1   0  -0.745   0.2764   0.6582   0.3222
 Q21  C10  C  CR6   0   0.357  -1.0156   0.1012   0.3473
 Q21  C11  C  CR16  0  -0.295  -1.2192  -1.2331   0.7409
 Q21  C12  C  CR16  0  -0.339  -2.4890  -1.7846   0.8051
 Q21  C7   C  CR56  0   0.354  -3.5324  -0.9453   0.4756
 Q21  C8   C  CR56  0   0.184  -3.3577   0.3794   0.0956
 Q21  C9   C  CR16  0  -0.407  -2.0835   0.9250   0.0172
 Q21  O1   O  O     0  -0.450  -4.8640  -1.1951   0.4573
 Q21  C1   C  CR5   0   0.536  -5.4269  -0.0312   0.0712
 Q21  N1   N  N     0  -0.444  -4.5979   0.9274  -0.1560
 Q21  C2   C  CR6   0   0.049  -6.8775   0.0218  -0.0406
 Q21  C3   C  CR16  0  -0.358  -7.6849  -1.0521   0.3208
 Q21  C4   C  CR16  0  -0.052  -9.0585  -0.9151   0.1913
 Q21  N2   N  N     0  -0.398  -9.6493   0.1836  -0.2608
 Q21  C5   C  CR16  0  -0.053  -8.8711   1.2040  -0.6057
 Q21  C6   C  CR16  0  -0.350  -7.4902   1.1779  -0.5160
 Q21  H1   H  HCH1  0   0.269   2.5857   1.6267   0.6990
 Q21  H2   H  HCH3  0   0.251   2.4967   1.2677  -2.3499
 Q21  H3   H  HCH3  0   0.250   1.6471   2.5123  -1.4270
 Q21  H4   H  HCH3  0   0.261   3.4009   2.5367  -1.5148
 Q21  H5   H  HCR6  0   0.281   4.4247   2.6408   0.6790
 Q21  H6   H  HCR6  0   0.261   6.7181   3.3009   1.1807
 Q21  H7   H  HCR6  0   0.252   8.5919   1.7301   0.8902
 Q21  H8   H  HCR6  0   0.257   4.7670  -1.9369  -0.7716
 Q21  H9   H  HCR6  0   0.258   6.6257  -3.4953  -1.0547
 Q21  H10  H  HCR6  0   0.258   8.9507  -2.7887  -0.5429
 Q21  H11  H  HCR6  0   0.256   9.3974  -0.5062   0.2558
 Q21  H12  H  HNH1  0   0.419   0.3415   1.6298   0.5863
 Q21  H13  H  HCR6  0   0.281  -0.3754  -1.8450   1.0207
 Q21  H14  H  HCR6  0   0.286  -2.6405  -2.8106   1.1103
 Q21  H15  H  HCR6  0   0.282  -1.9295   1.9527  -0.2863
 Q21  H16  H  HCR6  0   0.280  -7.2757  -1.9775   0.7006
 Q21  H17  H  HCR6  0   0.274  -9.7074  -1.7375   0.4698
 Q21  H18  H  HCR6  0   0.274  -9.3692   2.0930  -0.9747
 Q21  H19  H  HCR6  0   0.279  -6.9081   2.0388  -0.8137

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
 Q21  C15  C14  single    1.525  0.020  1.525
 Q21  C12  C11  aromatic  1.386  0.020  1.386
 Q21  C12  C7   aromatic  1.379  0.020  1.379
 Q21  C11  C10  aromatic  1.406  0.020  1.406
 Q21  C7   O1   aromatic  1.355  0.020  1.355
 Q21  C7   C8   aromatic  1.389  0.020  1.389
 Q21  O1   C1   aromatic  1.349  0.020  1.349
 Q21  N3   C10  single    1.407  0.020  1.407
 Q21  N3   C13  single    1.354  0.020  1.354
 Q21  C10  C9   aromatic  1.389  0.020  1.389
 Q21  C14  C13  single    1.528  0.020  1.528
 Q21  C14  O3   single    1.408  0.020  1.408
 Q21  C6   C5   aromatic  1.384  0.020  1.384
 Q21  C6   C2   aromatic  1.392  0.020  1.392
 Q21  C8   C9   aromatic  1.388  0.020  1.388
 Q21  C8   N1   aromatic  1.379  0.020  1.379
 Q21  C13  O2   double    1.212  0.020  1.212
 Q21  C1   C2   single    1.456  0.020  1.456
 Q21  C1   N1   aromatic  1.288  0.020  1.288
 Q21  C5   N2   aromatic  1.329  0.020  1.329
 Q21  C2   C3   aromatic  1.391  0.020  1.391
 Q21  N2   C4   aromatic  1.327  0.020  1.327
 Q21  C3   C4   aromatic  1.387  0.020  1.387
 Q21  O3   C16  single    1.346  0.020  1.346
 Q21  C17  C16  aromatic  1.373  0.020  1.373
 Q21  C17  C18  aromatic  1.411  0.020  1.411
 Q21  C16  C21  aromatic  1.428  0.020  1.428
 Q21  C18  C19  aromatic  1.365  0.020  1.365
 Q21  C21  C46  aromatic  1.414  0.020  1.414
 Q21  C21  C20  aromatic  1.418  0.020  1.418
 Q21  C46  C45  aromatic  1.370  0.020  1.370
 Q21  C19  C20  aromatic  1.416  0.020  1.416
 Q21  C20  C43  aromatic  1.414  0.020  1.414
 Q21  C45  C44  aromatic  1.409  0.020  1.409
 Q21  C43  C44  aromatic  1.368  0.020  1.368
 Q21  C14  H1   single    0.970  0.020  1.090
 Q21  C15  H2   single    0.970  0.020  1.090
 Q21  C15  H3   single    0.970  0.020  1.090
 Q21  C15  H4   single    0.970  0.020  1.090
 Q21  C17  H5   single    0.930  0.020  1.080
 Q21  C18  H6   single    0.930  0.020  1.080
 Q21  C19  H7   single    0.930  0.020  1.080
 Q21  C46  H8   single    0.930  0.020  1.080
 Q21  C45  H9   single    0.930  0.020  1.080
 Q21  C44  H10  single    0.930  0.020  1.080
 Q21  C43  H11  single    0.930  0.020  1.080
 Q21  N3   H12  single    0.860  0.020  1.020
 Q21  C11  H13  single    0.930  0.020  1.080
 Q21  C12  H14  single    0.930  0.020  1.080
 Q21  C9   H15  single    0.930  0.020  1.080
 Q21  C3   H16  single    0.930  0.020  1.080
 Q21  C4   H17  single    0.930  0.020  1.080
 Q21  C5   H18  single    0.930  0.020  1.080
 Q21  C6   H19  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
 Q21  N3   C13  C14  112.95  3.000
 Q21  C14  C13  O2   122.51  3.000
 Q21  N3   C13  O2   124.51  3.000
 Q21  H1   C14  O3   110.65  3.000
 Q21  H1   C14  C15  110.21  3.000
 Q21  O3   C14  C15  111.99  3.000
 Q21  H1   C14  C13  108.71  3.000
 Q21  O3   C14  C13  105.27  3.000
 Q21  C15  C14  C13  109.84  3.000
 Q21  H4   C15  H3   107.45  3.000
 Q21  H4   C15  H2   108.44  3.000
 Q21  H3   C15  H2   108.36  3.000
 Q21  H4   C15  C14  111.26  3.000
 Q21  H3   C15  C14  110.52  3.000
 Q21  H2   C15  C14  110.69  3.000
 Q21  C16  O3   C14  120.68  3.000
 Q21  C21  C16  C17  120.33  3.000
 Q21  C21  C16  O3   114.32  3.000
 Q21  C17  C16  O3   125.35  3.000
 Q21  H5   C17  C18  118.21  3.000
 Q21  H5   C17  C16  121.80  3.000
 Q21  C18  C17  C16  120.00  3.000
 Q21  H6   C18  C19  120.16  3.000
 Q21  H6   C18  C17  118.52  3.000
 Q21  C19  C18  C17  121.33  3.000
 Q21  H7   C19  C20  119.34  3.000
 Q21  H7   C19  C18  120.78  3.000
 Q21  C20  C19  C18  119.88  3.000
 Q21  C20  C21  C46  119.21  3.000
 Q21  C20  C21  C16  118.77  3.000
 Q21  C46  C21  C16  122.02  3.000
 Q21  H8   C46  C45  119.64  3.000
 Q21  H8   C46  C21  119.87  3.000
 Q21  C45  C46  C21  120.49  3.000
 Q21  H9   C45  C44  119.75  3.000
 Q21  H9   C45  C46  119.78  3.000
 Q21  C44  C45  C46  120.46  3.000
 Q21  H10  C44  C43  120.11  3.000
 Q21  H10  C44  C45  119.78  3.000
 Q21  C43  C44  C45  120.10  3.000
 Q21  H11  C43  C20  118.67  3.000
 Q21  H11  C43  C44  120.38  3.000
 Q21  C20  C43  C44  120.94  3.000
 Q21  C43  C20  C21  118.79  3.000
 Q21  C43  C20  C19  121.50  3.000
 Q21  C21  C20  C19  119.71  3.000
 Q21  H12  N3   C10  115.84  3.000
 Q21  H12  N3   C13  117.56  3.000
 Q21  C10  N3   C13  126.11  3.000
 Q21  C9   C10  C11  121.22  3.000
 Q21  C9   C10  N3   117.84  3.000
 Q21  C11  C10  N3   120.91  3.000
 Q21  H13  C11  C12  118.60  3.000
 Q21  H13  C11  C10  119.83  3.000
 Q21  C12  C11  C10  121.55  3.000
 Q21  H14  C12  C7   122.62  3.000
 Q21  H14  C12  C11  121.27  3.000
 Q21  C7   C12  C11  116.10  3.000
 Q21  O1   C7   C8   107.20  3.000
 Q21  C8   C7   C12  123.41  3.000
 Q21  O1   C7   C12  129.39  3.000
 Q21  N1   C8   C9   131.21  3.000
 Q21  N1   C8   C7   108.41  3.000
 Q21  C9   C8   C7   120.38  3.000
 Q21  H15  C9   C8   121.30  3.000
 Q21  H15  C9   C10  121.36  3.000
 Q21  C8   C9   C10  117.34  3.000
 Q21  C1   O1   C7   104.76  3.000
 Q21  C2   C1   N1   126.93  3.000
 Q21  N1   C1   O1   115.09  3.000
 Q21  C2   C1   O1   117.97  3.000
 Q21  C1   N1   C8   104.54  3.000
 Q21  C6   C2   C3   118.31  3.000
 Q21  C3   C2   C1   122.02  3.000
 Q21  C6   C2   C1   119.67  3.000
 Q21  H16  C3   C4   119.51  3.000
 Q21  H16  C3   C2   122.17  3.000
 Q21  C4   C3   C2   118.32  3.000
 Q21  H17  C4   N2   116.70  3.000
 Q21  H17  C4   C3   119.61  3.000
 Q21  N2   C4   C3   123.70  3.000
 Q21  C5   N2   C4   117.62  3.000
 Q21  H18  C5   C6   119.74  3.000
 Q21  H18  C5   N2   116.69  3.000
 Q21  C6   C5   N2   123.57  3.000
 Q21  H19  C6   C5   120.29  3.000
 Q21  H19  C6   C2   121.22  3.000
 Q21  C5   C6   C2   118.48  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
 Q21  CONST_01  C19  C18  C17  C16    0.00   0.0  0
 Q21  CONST_02  C45  C46  C21  C16  180.00   0.0  0
 Q21  CONST_03  C19  C20  C21  C16    0.00   0.0  0
 Q21  CONST_04  C43  C20  C21  C16  180.00   0.0  0
 Q21  CONST_05  C46  C21  C16  C17  180.00   0.0  0
 Q21  CONST_06  C20  C21  C16  C17    0.00   0.0  0
 Q21  CONST_07  C20  C19  C18  C17    0.00   0.0  0
 Q21  CONST_08  C21  C16  C17  C18    0.00   0.0  0
 Q21  CONST_09  C21  C20  C19  C18    0.00   0.0  0
 Q21  CONST_10  C43  C20  C19  C18  180.00   0.0  0
 Q21  CONST_11  C46  C21  C20  C19  180.00   0.0  0
 Q21  CONST_12  C44  C43  C20  C19  180.00   0.0  0
 Q21  CONST_13  C44  C45  C46  C21    0.00   0.0  0
 Q21  CONST_14  C44  C43  C20  C21    0.00   0.0  0
 Q21  CONST_15  C43  C20  C21  C46    0.00   0.0  0
 Q21  CONST_16  C43  C44  C45  C46    0.00   0.0  0
 Q21  CONST_17  C20  C21  C46  C45    0.00   0.0  0
 Q21  CONST_18  C20  C43  C44  C45    0.00   0.0  0
 Q21  CONST_19  C7   C12  C11  C10    0.00   0.0  0
 Q21  CONST_20  C7   C8   C9   C10    0.00   0.0  0
 Q21  CONST_21  N1   C8   C9   C10  180.00   0.0  0
 Q21  CONST_22  O1   C7   C12  C11  180.00   0.0  0
 Q21  CONST_23  C8   C7   C12  C11    0.00   0.0  0
 Q21  CONST_24  C8   C9   C10  C11    0.00   0.0  0
 Q21  CONST_25  C9   C10  C11  C12    0.00   0.0  0
 Q21  CONST_26  C1   O1   C7   C12  180.00   0.0  0
 Q21  CONST_27  C9   C8   C7   C12    0.00   0.0  0
 Q21  CONST_28  N1   C8   C7   C12  180.00   0.0  0
 Q21  CONST_29  C2   C1   O1   C7   180.00   0.0  0
 Q21  CONST_30  N1   C1   O1   C7     0.00   0.0  0
 Q21  CONST_31  C1   N1   C8   C7     0.00   0.0  0
 Q21  CONST_32  C1   O1   C7   C8     0.00   0.0  0
 Q21  CONST_33  O1   C1   N1   C8     0.00   0.0  0
 Q21  CONST_34  C2   C1   N1   C8   180.00   0.0  0
 Q21  CONST_35  O1   C7   C8   C9   180.00   0.0  0
 Q21  CONST_36  C1   N1   C8   C9   180.00   0.0  0
 Q21  CONST_37  N1   C8   C7   O1     0.00   0.0  0
 Q21  CONST_38  C6   C2   C1   O1   180.00   0.0  0
 Q21  CONST_39  C3   C2   C1   O1     0.00   0.0  0
 Q21  CONST_40  C5   C6   C2   C1   180.00   0.0  0
 Q21  CONST_41  C4   C3   C2   C1   180.00   0.0  0
 Q21  CONST_42  C6   C2   C1   N1     0.00   0.0  0
 Q21  CONST_43  C3   C2   C1   N1   180.00   0.0  0
 Q21  CONST_44  N2   C5   C6   C2     0.00   0.0  0
 Q21  CONST_45  N2   C4   C3   C2     0.00   0.0  0
 Q21  CONST_46  C5   C6   C2   C3     0.00   0.0  0
 Q21  CONST_47  C5   N2   C4   C3     0.00   0.0  0
 Q21  CONST_48  C6   C5   N2   C4     0.00   0.0  0
 Q21  CONST_49  C6   C2   C3   C4     0.00   0.0  0
 Q21  CONST_50  C18  C17  C16  O3   180.00   0.0  0
 Q21  CONST_51  C46  C21  C16  O3     0.00   0.0  0
 Q21  CONST_52  C20  C21  C16  O3   180.00   0.0  0
 Q21  CONST_53  C12  C11  C10  N3   180.00   0.0  0
 Q21  CONST_54  C8   C9   C10  N3   180.00   0.0  0
 Q21  CONST_55  H6   C18  C17  C16  180.00   0.0  0
 Q21  CONST_56  H8   C46  C21  C16    0.00   0.0  0
 Q21  CONST_57  H7   C19  C18  C17  180.00   0.0  0
 Q21  CONST_58  H5   C17  C18  C19  180.00   0.0  0
 Q21  CONST_59  H11  C43  C20  C19    0.00   0.0  0
 Q21  CONST_60  H9   C45  C46  C21  180.00   0.0  0
 Q21  CONST_61  H10  C44  C45  C46  180.00   0.0  0
 Q21  CONST_62  H14  C12  C11  C10  180.00   0.0  0
 Q21  CONST_63  H15  C9   C10  C11  180.00   0.0  0
 Q21  CONST_64  H13  C11  C12  C7   180.00   0.0  0
 Q21  CONST_65  H19  C6   C2   C1     0.00   0.0  0
 Q21  CONST_66  H16  C3   C2   C1     0.00   0.0  0
 Q21  CONST_67  H18  C5   C6   C2   180.00   0.0  0
 Q21  CONST_68  H17  C4   C3   C2   180.00   0.0  0
 Q21  CONST_72  C10  N3   C13  O2     0.00   0.0  0
 Q21  CONST_73  C10  N3   C13  C14  180.00   0.0  0
 Q21  Var_01    C17  C16  O3   C14    6.66  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
 Q21  chir_01  C14  C15  C13  O3  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
 Q21  plan-1  C1   0.020
 Q21  plan-1  C2   0.020
 Q21  plan-1  C3   0.020
 Q21  plan-1  C4   0.020
 Q21  plan-1  N2   0.020
 Q21  plan-1  C5   0.020
 Q21  plan-1  C6   0.020
 Q21  plan-1  H16  0.020
 Q21  plan-1  H17  0.020
 Q21  plan-1  H18  0.020
 Q21  plan-1  H19  0.020
 Q21  plan-2  N3   0.020
 Q21  plan-2  C10  0.020
 Q21  plan-2  C11  0.020
 Q21  plan-2  C12  0.020
 Q21  plan-2  C7   0.020
 Q21  plan-2  C8   0.020
 Q21  plan-2  C9   0.020
 Q21  plan-2  O1   0.020
 Q21  plan-2  C1   0.020
 Q21  plan-2  N1   0.020
 Q21  plan-2  C2   0.020
 Q21  plan-2  H13  0.020
 Q21  plan-2  H14  0.020
 Q21  plan-2  H15  0.020
 Q21  plan-3  O3   0.020
 Q21  plan-3  C16  0.020
 Q21  plan-3  C17  0.020
 Q21  plan-3  C18  0.020
 Q21  plan-3  C19  0.020
 Q21  plan-3  C21  0.020
 Q21  plan-3  C46  0.020
 Q21  plan-3  C45  0.020
 Q21  plan-3  C44  0.020
 Q21  plan-3  C43  0.020
 Q21  plan-3  C20  0.020
 Q21  plan-3  H5   0.020
 Q21  plan-3  H6   0.020
 Q21  plan-3  H7   0.020
 Q21  plan-3  H8   0.020
 Q21  plan-3  H9   0.020
 Q21  plan-3  H10  0.020
 Q21  plan-3  H11  0.020
 Q21  plan-4  O2   0.020
 Q21  plan-4  C13  0.020
 Q21  plan-4  C14  0.020
 Q21  plan-4  N3   0.020
 Q21  plan-4  C10  0.020
 Q21  plan-4  H12  0.020

