# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 07:54:30 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: N-[4-[[4-(4-methoxyphenyl)oxan-4-yl]methylcarbamoyl]phenyl]furan-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)C2(CCOCC2)CNC(=O)c3ccc(NC(=O)c4occc4)cc3
#
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
 A95  A95  N-[4-[[4-(4-methoxyphenyl)oxan-4-yl]methylcarbamoyl]phenyl]furan-2-carboxamide  ligand  58  32  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A95
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
 A95  C     C  C     0   0.493  -5.0019   0.6318  -0.2843
 A95  N     N  NH1   0  -0.760  -4.4100  -0.5575   0.0030
 A95  O     O  O     0  -0.455  -4.4085   1.6821  -0.4598
 A95  C1    C  CR5   0   0.225  -6.4647   0.5902  -0.3827
 A95  N1    N  NH1   0  -0.642   1.9259  -1.2374   0.9693
 A95  O1    O  O     0  -0.413  -7.1272  -0.5707  -0.1800
 A95  C2    C  CR15  0   0.025  -8.4369  -0.3203  -0.3375
 A95  O2    O  O     0  -0.488   1.3186  -3.2928   0.2427
 A95  C3    C  CR15  0  -0.332  -8.6356   0.9872  -0.6405
 A95  O3    O  O2    0  -0.472   2.6799   4.7997   0.6559
 A95  C4    C  CR15  0  -0.314  -7.3467   1.5839  -0.6696
 A95  O4    O  O2    0  -0.482   5.6415  -2.6263  -1.6682
 A95  C5    C  CR6   0   0.391  -3.0552  -0.8502   0.1345
 A95  C6    C  CR16  0  -0.345  -2.7287  -2.1874   0.3862
 A95  C7    C  CR16  0  -0.255  -1.4142  -2.5822   0.5160
 A95  C8    C  CR6   0  -0.047  -0.3783  -1.6543   0.4242
 A95  C9    C  CR16  0  -0.277  -0.7080  -0.3265   0.1707
 A95  C10   C  CR16  0  -0.302  -2.0240   0.0841   0.0235
 A95  C11   C  C     0   0.524   1.0283  -2.1388   0.5338
 A95  C12   C  CH2   0  -0.274   3.3532  -1.4404   0.9782
 A95  C13   C  CT    0  -0.181   4.0696  -0.6615  -0.1513
 A95  C14   C  CR6   0   0.145   3.6987   0.8080   0.0030
 A95  C15   C  CR16  0  -0.287   4.2099   1.5588   1.0671
 A95  C16   C  CR16  0  -0.329   3.8599   2.8804   1.2637
 A95  C17   C  CR6   0   0.365   2.9648   3.5089   0.3954
 A95  C18   C  CH3   0  -0.436   1.7884   5.4764  -0.2072
 A95  C19   C  CR16  0  -0.365   2.4321   2.7803  -0.6612
 A95  C20   C  CR16  0  -0.316   2.8013   1.4498  -0.8418
 A95  C21   C  CH2   0  -0.468   3.6739  -1.2036  -1.5319
 A95  C22   C  CH2   0  -0.185   4.2380  -2.5887  -1.8056
 A95  C23   C  CH2   0  -0.186   6.0438  -2.2582  -0.3688
 A95  C24   C  CH2   0  -0.444   5.5914  -0.8510  -0.0068
 A95  HN    H  HNH1  0   0.424  -5.0212  -1.3528   0.1199
 A95  HN1   H  HNH1  0   0.405   1.5981  -0.3354   1.2734
 A95  H2    H  HCR5  0   0.293  -9.1081  -1.1534  -0.2061
 A95  H3    H  HCR5  0   0.277  -9.5839   1.4652  -0.8216
 A95  H4    H  HCR5  0   0.278  -7.1057   2.6134  -0.8771
 A95  H6    H  HCR6  0   0.278  -3.5167  -2.9260   0.4701
 A95  H7    H  HCR6  0   0.264  -1.1928  -3.6255   0.6967
 A95  H9    H  HCR6  0   0.251   0.0629   0.4257   0.0495
 A95  H10   H  HCR6  0   0.288  -2.2279   1.1207  -0.1840
 A95  H12   H  HCH2  0   0.258   3.7475  -1.1110   1.9427
 A95  H12A  H  HCH2  0   0.260   3.5460  -2.5096   0.9131
 A95  H15   H  HCR6  0   0.250   4.9003   1.1078   1.7699
 A95  H16   H  HCR6  0   0.260   4.2784   3.4365   2.0935
 A95  H18   H  HCH3  0   0.228   2.1616   5.5107  -1.2343
 A95  H18A  H  HCH3  0   0.227   0.7952   5.0189  -0.2099
 A95  H18B  H  HCH3  0   0.259   1.7038   6.4931   0.1685
 A95  H19   H  HCR6  0   0.277   1.7304   3.2228  -1.3556
 A95  H20   H  HCR6  0   0.259   2.3611   0.9224  -1.6773
 A95  H21   H  HCH2  0   0.242   2.5883  -1.2406  -1.6524
 A95  H21A  H  HCH2  0   0.244   4.0467  -0.5194  -2.3006
 A95  H22   H  HCH2  0   0.238   4.0108  -2.8800  -2.8326
 A95  H22A  H  HCH2  0   0.204   3.7665  -3.3334  -1.1503
 A95  H23   H  HCH2  0   0.201   5.6680  -2.9832   0.3674
 A95  H23A  H  HCH2  0   0.241   7.1335  -2.3140  -0.3422
 A95  H24   H  HCH2  0   0.243   6.0982  -0.1344  -0.6593
 A95  H24A  H  HCH2  0   0.240   5.9216  -0.6355   1.0127

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
 A95  C    N     single    1.359  0.020  1.359
 A95  C    O     double    1.219  0.020  1.219
 A95  C    C1    single    1.467  0.020  1.467
 A95  N    C5    single    1.392  0.020  1.392
 A95  C1   O1    aromatic  1.352  0.020  1.352
 A95  C1   C4    aromatic  1.359  0.020  1.359
 A95  N1   C11   single    1.345  0.020  1.345
 A95  N1   C12   single    1.442  0.020  1.442
 A95  O1   C2    aromatic  1.343  0.020  1.343
 A95  C2   C3    aromatic  1.357  0.020  1.357
 A95  O2   C11   double    1.225  0.020  1.225
 A95  C3   C4    aromatic  1.421  0.020  1.421
 A95  O3   C17   single    1.347  0.020  1.347
 A95  O3   C18   single    1.413  0.020  1.413
 A95  O4   C22   single    1.411  0.020  1.411
 A95  O4   C23   single    1.409  0.020  1.409
 A95  C5   C6    aromatic  1.399  0.020  1.399
 A95  C5   C10   aromatic  1.396  0.020  1.396
 A95  C6   C7    aromatic  1.379  0.020  1.379
 A95  C7   C8    aromatic  1.394  0.020  1.394
 A95  C8   C9    aromatic  1.391  0.020  1.391
 A95  C8   C11   single    1.492  0.020  1.492
 A95  C9   C10   aromatic  1.386  0.020  1.386
 A95  C12  C13   single    1.548  0.020  1.548
 A95  C13  C14   single    1.523  0.020  1.523
 A95  C13  C21   single    1.535  0.020  1.535
 A95  C13  C24   single    1.540  0.020  1.540
 A95  C14  C15   aromatic  1.399  0.020  1.399
 A95  C14  C20   aromatic  1.390  0.020  1.390
 A95  C15  C16   aromatic  1.381  0.020  1.381
 A95  C16  C17   aromatic  1.396  0.020  1.396
 A95  C17  C19   aromatic  1.390  0.020  1.390
 A95  C19  C20   aromatic  1.392  0.020  1.392
 A95  C21  C22   single    1.520  0.020  1.520
 A95  C23  C24   single    1.522  0.020  1.522
 A95  N    HN    single    0.860  0.020  1.020
 A95  N1   HN1   single    0.860  0.020  1.020
 A95  C2   H2    single    0.930  0.020  1.080
 A95  C3   H3    single    0.930  0.020  1.080
 A95  C4   H4    single    0.930  0.020  1.080
 A95  C6   H6    single    0.930  0.020  1.080
 A95  C7   H7    single    0.930  0.020  1.080
 A95  C9   H9    single    0.930  0.020  1.080
 A95  C10  H10   single    0.930  0.020  1.080
 A95  C12  H12   single    0.970  0.020  1.090
 A95  C12  H12A  single    0.970  0.020  1.090
 A95  C15  H15   single    0.930  0.020  1.080
 A95  C16  H16   single    0.930  0.020  1.080
 A95  C18  H18   single    0.970  0.020  1.090
 A95  C18  H18A  single    0.970  0.020  1.090
 A95  C18  H18B  single    0.970  0.020  1.090
 A95  C19  H19   single    0.930  0.020  1.080
 A95  C20  H20   single    0.930  0.020  1.080
 A95  C21  H21   single    0.970  0.020  1.090
 A95  C21  H21A  single    0.970  0.020  1.090
 A95  C22  H22   single    0.970  0.020  1.090
 A95  C22  H22A  single    0.970  0.020  1.090
 A95  C23  H23   single    0.970  0.020  1.090
 A95  C23  H23A  single    0.970  0.020  1.090
 A95  C24  H24   single    0.970  0.020  1.090
 A95  C24  H24A  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
 A95  C1    C    O     120.02  3.000
 A95  C1    C    N     115.07  3.000
 A95  O     C    N     124.92  3.000
 A95  HN    N    C5    114.36  3.000
 A95  HN    N    C     116.75  3.000
 A95  C5    N    C     128.88  3.000
 A95  C4    C1   O1    109.96  3.000
 A95  C4    C1   C     129.83  3.000
 A95  O1    C1   C     120.20  3.000
 A95  HN1   N1   C12   116.53  3.000
 A95  HN1   N1   C11   118.76  3.000
 A95  C12   N1   C11   124.64  3.000
 A95  C2    O1   C1    107.48  3.000
 A95  H2    C2   C3    132.91  3.000
 A95  H2    C2   O1    116.68  3.000
 A95  C3    C2   O1    110.42  3.000
 A95  H3    C3   C4    127.50  3.000
 A95  H3    C3   C2    126.45  3.000
 A95  C4    C3   C2    106.05  3.000
 A95  C18   O3   C17   118.30  3.000
 A95  H4    C4   C3    127.46  3.000
 A95  H4    C4   C1    126.44  3.000
 A95  C3    C4   C1    106.10  3.000
 A95  C23   O4   C22   111.53  3.000
 A95  C10   C5   C6    118.78  3.000
 A95  C10   C5   N     124.79  3.000
 A95  C6    C5   N     116.42  3.000
 A95  H6    C6   C7    119.41  3.000
 A95  H6    C6   C5    119.72  3.000
 A95  C7    C6   C5    120.87  3.000
 A95  H7    C7   C8    120.06  3.000
 A95  H7    C7   C6    119.15  3.000
 A95  C8    C7   C6    120.78  3.000
 A95  C11   C8   C9    123.14  3.000
 A95  C11   C8   C7    118.67  3.000
 A95  C9    C8   C7    118.12  3.000
 A95  H9    C9   C10   117.24  3.000
 A95  H9    C9   C8    120.94  3.000
 A95  C10   C9   C8    121.80  3.000
 A95  H10   C10  C9    119.04  3.000
 A95  H10   C10  C5    121.32  3.000
 A95  C9    C10  C5    119.64  3.000
 A95  C8    C11  O2    120.80  3.000
 A95  C8    C11  N1    115.82  3.000
 A95  O2    C11  N1    123.39  3.000
 A95  H12A  C12  H12   106.56  3.000
 A95  H12A  C12  C13   111.63  3.000
 A95  H12   C12  C13   108.99  3.000
 A95  H12A  C12  N1    108.26  3.000
 A95  H12   C12  N1    108.68  3.000
 A95  C13   C12  N1    112.51  3.000
 A95  C24   C13  C21   107.19  3.000
 A95  C24   C13  C14   110.47  3.000
 A95  C21   C13  C14   111.65  3.000
 A95  C24   C13  C12   109.08  3.000
 A95  C21   C13  C12   111.06  3.000
 A95  C14   C13  C12   107.39  3.000
 A95  C20   C14  C15   116.78  3.000
 A95  C20   C14  C13   122.77  3.000
 A95  C15   C14  C13   120.38  3.000
 A95  H15   C15  C16   117.87  3.000
 A95  H15   C15  C14   120.19  3.000
 A95  C16   C15  C14   121.95  3.000
 A95  H16   C16  C17   119.53  3.000
 A95  H16   C16  C15   120.16  3.000
 A95  C17   C16  C15   120.31  3.000
 A95  C19   C17  C16   118.84  3.000
 A95  C19   C17  O3    124.63  3.000
 A95  C16   C17  O3    116.53  3.000
 A95  H18B  C18  H18A  108.75  3.000
 A95  H18B  C18  H18   108.77  3.000
 A95  H18A  C18  H18   108.71  3.000
 A95  H18B  C18  O3    106.61  3.000
 A95  H18A  C18  O3    111.97  3.000
 A95  H18   C18  O3    111.92  3.000
 A95  H19   C19  C20   118.66  3.000
 A95  H19   C19  C17   121.48  3.000
 A95  C20   C19  C17   119.87  3.000
 A95  H20   C20  C19   117.27  3.000
 A95  H20   C20  C14   120.48  3.000
 A95  C19   C20  C14   122.25  3.000
 A95  H21A  C21  H21   106.39  3.000
 A95  H21A  C21  C22   108.46  3.000
 A95  H21   C21  C22   108.53  3.000
 A95  H21A  C21  C13   108.85  3.000
 A95  H21   C21  C13   111.54  3.000
 A95  C22   C21  C13   112.83  3.000
 A95  H22A  C22  H22   106.92  3.000
 A95  H22A  C22  C21   110.55  3.000
 A95  H22   C22  C21   109.59  3.000
 A95  H22A  C22  O4    110.54  3.000
 A95  H22   C22  O4    106.96  3.000
 A95  C21   C22  O4    112.08  3.000
 A95  H23A  C23  H23   106.93  3.000
 A95  H23A  C23  C24   109.78  3.000
 A95  H23   C23  C24   110.42  3.000
 A95  H23A  C23  O4    107.10  3.000
 A95  H23   C23  O4    110.34  3.000
 A95  C24   C23  O4    112.09  3.000
 A95  H24A  C24  H24   106.69  3.000
 A95  H24A  C24  C23   108.32  3.000
 A95  H24   C24  C23   109.04  3.000
 A95  H24A  C24  C13   111.20  3.000
 A95  H24   C24  C13   108.74  3.000
 A95  C23   C24  C13   112.66  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
 A95  CONST_01  C3   C2   O1   C1      0.00   0.0  0
 A95  CONST_02  C2   C3   C4   C1      0.00   0.0  0
 A95  CONST_03  C3   C4   C1   O1      0.00   0.0  0
 A95  CONST_04  C4   C3   C2   O1      0.00   0.0  0
 A95  CONST_05  C4   C1   O1   C2      0.00   0.0  0
 A95  CONST_06  C8   C7   C6   C5      0.00   0.0  0
 A95  CONST_07  C8   C9   C10  C5      0.00   0.0  0
 A95  CONST_08  C9   C10  C5   C6      0.00   0.0  0
 A95  CONST_09  C9   C8   C7   C6      0.00   0.0  0
 A95  CONST_10  C10  C5   C6   C7      0.00   0.0  0
 A95  CONST_11  C10  C9   C8   C7      0.00   0.0  0
 A95  CONST_12  C17  C16  C15  C14     0.00   0.0  0
 A95  CONST_13  C17  C19  C20  C14     0.00   0.0  0
 A95  CONST_14  C19  C20  C14  C15     0.00   0.0  0
 A95  CONST_15  C19  C17  C16  C15     0.00   0.0  0
 A95  CONST_16  C20  C14  C15  C16     0.00   0.0  0
 A95  CONST_17  C20  C19  C17  C16     0.00   0.0  0
 A95  CONST_18  C16  C15  C14  C13   180.00   0.0  0
 A95  CONST_19  C19  C20  C14  C13   180.00   0.0  0
 A95  CONST_20  C2   O1   C1   C     180.00   0.0  0
 A95  CONST_21  C3   C4   C1   C     180.00   0.0  0
 A95  CONST_22  C7   C6   C5   N     180.00   0.0  0
 A95  CONST_23  C9   C10  C5   N     180.00   0.0  0
 A95  CONST_24  C15  C16  C17  O3    180.00   0.0  0
 A95  CONST_25  C20  C19  C17  O3    180.00   0.0  0
 A95  CONST_26  C11  C8   C7   C6    180.00   0.0  0
 A95  CONST_27  C11  C8   C9   C10   180.00   0.0  0
 A95  CONST_28  H2   C2   O1   C1    180.00   0.0  0
 A95  CONST_29  H3   C3   C4   C1    180.00   0.0  0
 A95  CONST_30  H4   C4   C1   O1    180.00   0.0  0
 A95  CONST_31  H7   C7   C6   C5    180.00   0.0  0
 A95  CONST_32  H9   C9   C10  C5    180.00   0.0  0
 A95  CONST_33  H10  C10  C5   C6    180.00   0.0  0
 A95  CONST_34  H6   C6   C7   C8    180.00   0.0  0
 A95  CONST_35  H15  C15  C14  C13     0.00   0.0  0
 A95  CONST_36  H20  C20  C14  C13     0.00   0.0  0
 A95  CONST_37  H16  C16  C15  C14   180.00   0.0  0
 A95  CONST_38  H19  C19  C20  C14   180.00   0.0  0
 A95  CONST_39  C5   N    C    C1    180.00   0.0  0
 A95  CONST_40  C6   C5   N    C     180.00   0.0  0
 A95  CONST_41  C10  C5   N    C       0.00   0.0  0
 A95  CONST_42  HN   N    C5   C6      0.00   0.0  0
 A95  CONST_43  C5   N    C    O       0.00   0.0  0
 A95  CONST_44  C12  N1   C11  C8    180.00   0.0  0
 A95  CONST_45  HN1  N1   C11  C8      0.00   0.0  0
 A95  CONST_46  C12  N1   C11  O2      0.00   0.0  0
 A95  Var_01    C13  C21  C22  O4    -55.77  30.0  1
 A95  Var_02    C13  C24  C23  O4     55.75  30.0  1
 A95  Var_03    C24  C23  O4   C22   -59.68  30.0  1
 A95  Var_04    O1   C1   C    N       0.62  30.0  2
 A95  Var_05    C7   C8   C11  N1   -154.39  30.0  2
 A95  Var_06    C19  C17  O3   C18    -0.70  30.0  2
 A95  Var_07    C13  C12  N1   C11   104.66  30.0  3
 A95  Var_08    H18  C18  O3   C17   -60.62  30.0  3

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
 A95  chir_01  C13  C14  C21  C24  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
 A95  plan-1  C    0.020
 A95  plan-1  C1   0.020
 A95  plan-1  O1   0.020
 A95  plan-1  C2   0.020
 A95  plan-1  C3   0.020
 A95  plan-1  C4   0.020
 A95  plan-1  H2   0.020
 A95  plan-1  H3   0.020
 A95  plan-1  H4   0.020
 A95  plan-2  N    0.020
 A95  plan-2  C5   0.020
 A95  plan-2  C6   0.020
 A95  plan-2  C7   0.020
 A95  plan-2  C8   0.020
 A95  plan-2  C9   0.020
 A95  plan-2  C10  0.020
 A95  plan-2  C11  0.020
 A95  plan-2  H6   0.020
 A95  plan-2  H7   0.020
 A95  plan-2  H9   0.020
 A95  plan-2  H10  0.020
 A95  plan-3  O3   0.020
 A95  plan-3  C13  0.020
 A95  plan-3  C14  0.020
 A95  plan-3  C15  0.020
 A95  plan-3  C16  0.020
 A95  plan-3  C17  0.020
 A95  plan-3  C19  0.020
 A95  plan-3  C20  0.020
 A95  plan-3  H15  0.020
 A95  plan-3  H16  0.020
 A95  plan-3  H19  0.020
 A95  plan-3  H20  0.020
 A95  plan-4  N1   0.020
 A95  plan-4  O2   0.020
 A95  plan-4  C8   0.020
 A95  plan-4  C11  0.020
 A95  plan-4  C12  0.020
 A95  plan-4  HN1  0.020
 A95  plan-5  C    0.020
 A95  plan-5  N    0.020
 A95  plan-5  O    0.020
 A95  plan-5  C1   0.020
 A95  plan-5  C5   0.020
 A95  plan-5  HN   0.020

