# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 16:51:13 2022
#   Inital geometry file: a 138 line input string
#   Ligand name: 4-methyl-3-(morpholin-4-ylmethyl)-7-[(2~{S})-2-phenylpropoxy]chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](COc1ccc2C(=C(CN3CCOCC3)C(=O)Oc2c1)C)c4ccccc4
#
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
 9ZX  9ZX  4-methyl-3-(morpholin-4-ylmethyl)-7-[(2~{S})-2-phenylpropoxy]chromen-2-one  ligand  56  29  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9ZX
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
 9ZX  O    O  O     0  -0.419   -6.8437  -17.6340  37.8785
 9ZX  C    C  CR6   0   0.537   -6.0041  -17.5620  37.0156
 9ZX  O1   O  O     0  -0.466   -4.9664  -18.4329  37.1102
 9ZX  C1   C  CR66  0   0.400   -3.9376  -18.4505  36.2388
 9ZX  C2   C  CR16  0  -0.473   -2.9510  -19.4009  36.4696
 9ZX  C3   C  CR6   0   0.399   -1.8614  -19.4509  35.6112
 9ZX  O2   O  O2    0  -0.460   -0.8522  -20.3181  35.7314
 9ZX  C4   C  CH2   0  -0.160   -0.9011  -21.3079  36.7467
 9ZX  C5   C  CH1   0  -0.377    0.3371  -22.1810  36.6185
 9ZX  C7   C  CR6   0   0.178    0.4500  -22.7911  35.2409
 9ZX  C8   C  CR16  0  -0.325    1.5265  -22.4781  34.4167
 9ZX  C9   C  CR16  0  -0.237    1.6479  -23.0406  33.1519
 9ZX  C10  C  CR16  0  -0.272    0.6858  -23.9267  32.6893
 9ZX  C11  C  CR16  0  -0.237   -0.3962  -24.2444  33.5014
 9ZX  C12  C  CR16  0  -0.313   -0.5112  -23.6821  34.7649
 9ZX  C6   C  CH3   0  -0.651    0.3217  -23.2433  37.7170
 9ZX  C13  C  CR16  0  -0.335   -1.7776  -18.5483  34.5380
 9ZX  C14  C  CR16  0  -0.310   -2.7740  -17.6269  34.3322
 9ZX  C15  C  CR66  0  -0.046   -3.8909  -17.5508  35.1799
 9ZX  C16  C  CR6   0   0.229   -4.9813  -16.6149  35.0108
 9ZX  C17  C  CH3   0  -0.766   -4.9096  -15.6929  33.8353
 9ZX  C18  C  CR6   0  -0.230   -6.0071  -16.6219  35.9030
 9ZX  C19  C  CH2   0  -0.359   -7.2204  -15.7374  35.8417
 9ZX  N    N  NT    0  -0.417   -8.3815  -16.4691  35.3673
 9ZX  C20  C  CH2   0  -0.305   -8.3145  -16.7747  33.9504
 9ZX  C21  C  CH2   0  -0.180   -9.5256  -17.5926  33.5432
 9ZX  O3   O  O2    0  -0.480  -10.7289  -16.9219  33.8422
 9ZX  C22  C  CH2   0  -0.186  -10.8010  -16.6113  35.2155
 9ZX  C23  C  CH2   0  -0.303   -9.6193  -15.7710  35.6615
 9ZX  H1   H  HCR6  0   0.300   -3.0583  -20.0710  37.3116
 9ZX  H2   H  HCH2  0   0.243   -0.9225  -20.8387  37.7366
 9ZX  H3   H  HCH2  0   0.230   -1.8092  -21.9140  36.6443
 9ZX  H4   H  HCH1  0   0.258    1.2106  -21.5411  36.7782
 9ZX  H5   H  HCR6  0   0.247    2.2833  -21.7869  34.7693
 9ZX  H6   H  HCR6  0   0.251    2.4949  -22.7839  32.5283
 9ZX  H7   H  HCR6  0   0.251    0.7765  -24.3674  31.7048
 9ZX  H8   H  HCR6  0   0.251   -1.1533  -24.9340  33.1501
 9ZX  H9   H  HCR6  0   0.250   -1.3630  -23.9465  35.3815
 9ZX  H10  H  HCH3  0   0.237    0.2923  -22.7818  38.7051
 9ZX  H11  H  HCH3  0   0.228   -0.5456  -23.8987  37.6284
 9ZX  H12  H  HCH3  0   0.243    1.2159  -23.8630  37.6636
 9ZX  H13  H  HCR6  0   0.271   -0.9238  -18.5913  33.8747
 9ZX  H14  H  HCR6  0   0.272   -2.6857  -16.9493  33.4943
 9ZX  H15  H  HCH3  0   0.270   -5.7645  -15.0305  33.7561
 9ZX  H16  H  HCH3  0   0.269   -4.0117  -15.0753  33.8889
 9ZX  H17  H  HCH3  0   0.265   -4.8492  -16.2665  32.9089
 9ZX  H18  H  HCH2  0   0.229   -7.0230  -14.8403  35.2402
 9ZX  H19  H  HCH2  0   0.257   -7.4414  -15.3769  36.8484
 9ZX  H21  H  HCH2  0   0.245   -7.4150  -17.3559  33.7343
 9ZX  H22  H  HCH2  0   0.197   -8.2672  -15.8570  33.3380
 9ZX  H23  H  HCH2  0   0.198   -9.4911  -18.5666  34.0518
 9ZX  H24  H  HCH2  0   0.234   -9.5108  -17.7740  32.4673
 9ZX  H25  H  HCH2  0   0.234  -11.7331  -16.0686  35.3802
 9ZX  H26  H  HCH2  0   0.198  -10.8332  -17.5317  35.8158
 9ZX  H27  H  HCH2  0   0.197   -9.6612  -14.7829  35.1717
 9ZX  H28  H  HCH2  0   0.241   -9.6939  -15.6018  36.7387

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
 9ZX  C21  O3   single    1.410  0.020  1.410
 9ZX  C21  C20  single    1.517  0.020  1.517
 9ZX  C9   C10  aromatic  1.387  0.020  1.387
 9ZX  C9   C8   aromatic  1.390  0.020  1.390
 9ZX  C10  C11  aromatic  1.390  0.020  1.390
 9ZX  O3   C22  single    1.410  0.020  1.410
 9ZX  C20  N    single    1.451  0.020  1.451
 9ZX  C8   C7   aromatic  1.391  0.020  1.391
 9ZX  C17  C16  single    1.496  0.020  1.496
 9ZX  C11  C12  aromatic  1.388  0.020  1.388
 9ZX  C22  C23  single    1.517  0.020  1.517
 9ZX  C14  C13  aromatic  1.373  0.020  1.373
 9ZX  C14  C15  aromatic  1.404  0.020  1.404
 9ZX  C13  C3   aromatic  1.405  0.020  1.405
 9ZX  N    C23  single    1.451  0.020  1.451
 9ZX  N    C19  single    1.452  0.020  1.452
 9ZX  C16  C15  single    1.447  0.020  1.447
 9ZX  C16  C18  double    1.360  0.020  1.360
 9ZX  C7   C12  aromatic  1.394  0.020  1.394
 9ZX  C7   C5   single    1.511  0.020  1.511
 9ZX  C15  C1   aromatic  1.390  0.020  1.390
 9ZX  C3   O2   single    1.336  0.020  1.336
 9ZX  C3   C2   aromatic  1.388  0.020  1.388
 9ZX  O2   C4   single    1.419  0.020  1.419
 9ZX  C19  C18  single    1.503  0.020  1.503
 9ZX  C18  C    single    1.457  0.020  1.457
 9ZX  C1   C2   aromatic  1.389  0.020  1.389
 9ZX  C1   O1   single    1.348  0.020  1.348
 9ZX  C5   C4   single    1.521  0.020  1.521
 9ZX  C5   C6   single    1.528  0.020  1.528
 9ZX  C    O1   single    1.358  0.020  1.358
 9ZX  C    O    double    1.206  0.020  1.206
 9ZX  C2   H1   single    0.930  0.020  1.080
 9ZX  C4   H2   single    0.970  0.020  1.090
 9ZX  C4   H3   single    0.970  0.020  1.090
 9ZX  C5   H4   single    0.970  0.020  1.090
 9ZX  C8   H5   single    0.930  0.020  1.080
 9ZX  C9   H6   single    0.930  0.020  1.080
 9ZX  C10  H7   single    0.930  0.020  1.080
 9ZX  C11  H8   single    0.930  0.020  1.080
 9ZX  C12  H9   single    0.930  0.020  1.080
 9ZX  C6   H10  single    0.970  0.020  1.090
 9ZX  C6   H11  single    0.970  0.020  1.090
 9ZX  C6   H12  single    0.970  0.020  1.090
 9ZX  C13  H13  single    0.930  0.020  1.080
 9ZX  C14  H14  single    0.930  0.020  1.080
 9ZX  C17  H15  single    0.970  0.020  1.090
 9ZX  C17  H16  single    0.970  0.020  1.090
 9ZX  C17  H17  single    0.970  0.020  1.090
 9ZX  C19  H18  single    0.970  0.020  1.090
 9ZX  C19  H19  single    0.970  0.020  1.090
 9ZX  C20  H21  single    0.970  0.020  1.090
 9ZX  C20  H22  single    0.970  0.020  1.090
 9ZX  C21  H23  single    0.970  0.020  1.090
 9ZX  C21  H24  single    0.970  0.020  1.090
 9ZX  C22  H25  single    0.970  0.020  1.090
 9ZX  C22  H26  single    0.970  0.020  1.090
 9ZX  C23  H27  single    0.970  0.020  1.090
 9ZX  C23  H28  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
 9ZX  C18  C    O1   117.95  3.000
 9ZX  O1   C    O    116.35  3.000
 9ZX  C18  C    O    125.70  3.000
 9ZX  C1   O1   C    123.12  3.000
 9ZX  C15  C1   C2   123.06  3.000
 9ZX  C2   C1   O1   116.32  3.000
 9ZX  C15  C1   O1   120.62  3.000
 9ZX  H1   C2   C3   122.48  3.000
 9ZX  H1   C2   C1   118.87  3.000
 9ZX  C3   C2   C1   118.65  3.000
 9ZX  C13  C3   O2   116.15  3.000
 9ZX  O2   C3   C2   124.11  3.000
 9ZX  C13  C3   C2   119.74  3.000
 9ZX  C4   O2   C3   119.42  3.000
 9ZX  H3   C4   H2   107.75  3.000
 9ZX  H3   C4   C5   110.43  3.000
 9ZX  H2   C4   C5   109.75  3.000
 9ZX  H3   C4   O2   110.32  3.000
 9ZX  H2   C4   O2   110.39  3.000
 9ZX  C5   C4   O2   108.19  3.000
 9ZX  H4   C5   C6   108.03  3.000
 9ZX  H4   C5   C7   108.03  3.000
 9ZX  C6   C5   C7   112.05  3.000
 9ZX  H4   C5   C4   107.57  3.000
 9ZX  C6   C5   C4   109.29  3.000
 9ZX  C7   C5   C4   111.69  3.000
 9ZX  C12  C7   C8   118.35  3.000
 9ZX  C12  C7   C5   121.19  3.000
 9ZX  C8   C7   C5   120.46  3.000
 9ZX  H5   C8   C9   119.55  3.000
 9ZX  H5   C8   C7   119.40  3.000
 9ZX  C9   C8   C7   121.04  3.000
 9ZX  H6   C9   C10  120.13  3.000
 9ZX  H6   C9   C8   119.78  3.000
 9ZX  C10  C9   C8   120.09  3.000
 9ZX  H7   C10  C11  120.24  3.000
 9ZX  H7   C10  C9   120.34  3.000
 9ZX  C11  C10  C9   119.41  3.000
 9ZX  H8   C11  C12  119.71  3.000
 9ZX  H8   C11  C10  120.03  3.000
 9ZX  C12  C11  C10  120.26  3.000
 9ZX  H9   C12  C11  118.95  3.000
 9ZX  H9   C12  C7   120.21  3.000
 9ZX  C11  C12  C7   120.84  3.000
 9ZX  H12  C6   H11  107.87  3.000
 9ZX  H12  C6   H10  107.89  3.000
 9ZX  H11  C6   H10  107.84  3.000
 9ZX  H12  C6   C5   110.60  3.000
 9ZX  H11  C6   C5   111.55  3.000
 9ZX  H10  C6   C5   110.93  3.000
 9ZX  H13  C13  C14  120.50  3.000
 9ZX  H13  C13  C3   119.33  3.000
 9ZX  C14  C13  C3   120.17  3.000
 9ZX  H14  C14  C15  119.92  3.000
 9ZX  H14  C14  C13  118.53  3.000
 9ZX  C15  C14  C13  121.55  3.000
 9ZX  C16  C15  C14  124.33  3.000
 9ZX  C16  C15  C1   118.84  3.000
 9ZX  C14  C15  C1   116.83  3.000
 9ZX  C18  C16  C17  123.72  3.000
 9ZX  C18  C16  C15  119.25  3.000
 9ZX  C17  C16  C15  117.03  3.000
 9ZX  H17  C17  H16  107.08  3.000
 9ZX  H17  C17  H15  107.62  3.000
 9ZX  H16  C17  H15  107.85  3.000
 9ZX  H17  C17  C16  110.23  3.000
 9ZX  H16  C17  C16  110.47  3.000
 9ZX  H15  C17  C16  113.34  3.000
 9ZX  C19  C18  C16  125.41  3.000
 9ZX  C19  C18  C    114.38  3.000
 9ZX  C16  C18  C    120.20  3.000
 9ZX  H19  C19  H18  105.77  3.000
 9ZX  H19  C19  N    107.80  3.000
 9ZX  H18  C19  N    112.12  3.000
 9ZX  H19  C19  C18  108.67  3.000
 9ZX  H18  C19  C18  110.99  3.000
 9ZX  N    C19  C18  111.24  3.000
 9ZX  C23  N    C20  109.80  3.000
 9ZX  C23  N    C19  111.92  3.000
 9ZX  C20  N    C19  112.84  3.000
 9ZX  H22  C20  H21  107.29  3.000
 9ZX  H22  C20  C21  109.47  3.000
 9ZX  H21  C20  C21  108.50  3.000
 9ZX  H22  C20  N    111.62  3.000
 9ZX  H21  C20  N    110.07  3.000
 9ZX  C21  C20  N    109.80  3.000
 9ZX  H24  C21  H23  107.97  3.000
 9ZX  H24  C21  O3   107.45  3.000
 9ZX  H23  C21  O3   110.50  3.000
 9ZX  H24  C21  C20  110.08  3.000
 9ZX  H23  C21  C20  109.17  3.000
 9ZX  O3   C21  C20  111.59  3.000
 9ZX  C22  O3   C21  110.80  3.000
 9ZX  H26  C22  H25  108.00  3.000
 9ZX  H26  C22  C23  109.03  3.000
 9ZX  H25  C22  C23  110.21  3.000
 9ZX  H26  C22  O3   110.43  3.000
 9ZX  H25  C22  O3   107.47  3.000
 9ZX  C23  C22  O3   111.63  3.000
 9ZX  H28  C23  H27  107.23  3.000
 9ZX  H28  C23  C22  108.80  3.000
 9ZX  H27  C23  C22  109.63  3.000
 9ZX  H28  C23  N    109.42  3.000
 9ZX  H27  C23  N    111.91  3.000
 9ZX  C22  C23  N    109.78  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
 9ZX  CONST_01  C13  C14  C15  C1      0.00   0.0  0
 9ZX  CONST_02  C13  C3   C2   C1      0.00   0.0  0
 9ZX  CONST_03  C14  C13  C3   C2      0.00   0.0  0
 9ZX  CONST_04  C14  C15  C1   C2      0.00   0.0  0
 9ZX  CONST_05  C15  C14  C13  C3      0.00   0.0  0
 9ZX  CONST_06  C15  C1   C2   C3      0.00   0.0  0
 9ZX  CONST_07  C10  C9   C8   C7      0.00   0.0  0
 9ZX  CONST_08  C10  C11  C12  C7      0.00   0.0  0
 9ZX  CONST_09  C11  C10  C9   C8      0.00   0.0  0
 9ZX  CONST_10  C11  C12  C7   C8      0.00   0.0  0
 9ZX  CONST_11  C12  C11  C10  C9      0.00   0.0  0
 9ZX  CONST_12  C12  C7   C8   C9      0.00   0.0  0
 9ZX  CONST_13  O2   C3   C2   C1    180.00   0.0  0
 9ZX  CONST_14  C14  C13  C3   O2    180.00   0.0  0
 9ZX  CONST_15  C9   C8   C7   C5    180.00   0.0  0
 9ZX  CONST_16  C11  C12  C7   C5    180.00   0.0  0
 9ZX  CONST_17  H1   C2   C1   O1      0.00   0.0  0
 9ZX  CONST_18  H14  C14  C15  C1    180.00   0.0  0
 9ZX  CONST_19  H13  C13  C3   C2    180.00   0.0  0
 9ZX  CONST_20  H6   C9   C8   C7    180.00   0.0  0
 9ZX  CONST_21  H8   C11  C12  C7    180.00   0.0  0
 9ZX  CONST_22  H7   C10  C9   C8    180.00   0.0  0
 9ZX  CONST_23  H9   C12  C7   C8    180.00   0.0  0
 9ZX  CONST_24  H5   C8   C9   C10   180.00   0.0  0
 9ZX  Var_01    C15  C16  C18  C       0.04  30.0  1
 9ZX  Var_02    C15  C1   O1   C       0.23  30.0  1
 9ZX  Var_03    C16  C18  C    O1     -1.20  30.0  1
 9ZX  Var_04    C18  C16  C15  C1      1.25  30.0  1
 9ZX  Var_05    C18  C    O1   C1      1.08  30.0  1
 9ZX  Var_06    O3   C21  C20  N      57.40  30.0  1
 9ZX  Var_07    O3   C22  C23  N     -57.37  30.0  1
 9ZX  Var_08    C22  C23  N    C20    56.99  30.0  1
 9ZX  Var_09    C23  C22  O3   C21    57.27  30.0  1
 9ZX  Var_10    C23  N    C20  C21   -57.02  30.0  1
 9ZX  Var_11    N    C19  C18  C     -74.73  30.0  2
 9ZX  Var_12    C20  N    C19  C18   -72.23  30.0  1
 9ZX  Var_13    C13  C3   O2   C4   -176.60  30.0  3
 9ZX  Var_14    H15  C17  C16  C15   178.95  30.0  3
 9ZX  Var_15    C5   C4   O2   C3    177.83  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
 9ZX  chir_01  C5  C7  C4  C6  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
 9ZX  plan-1  C5   0.020
 9ZX  plan-1  C7   0.020
 9ZX  plan-1  C8   0.020
 9ZX  plan-1  C9   0.020
 9ZX  plan-1  C10  0.020
 9ZX  plan-1  C11  0.020
 9ZX  plan-1  C12  0.020
 9ZX  plan-1  H5   0.020
 9ZX  plan-1  H6   0.020
 9ZX  plan-1  H7   0.020
 9ZX  plan-1  H8   0.020
 9ZX  plan-1  H9   0.020
 9ZX  plan-2  O1   0.020
 9ZX  plan-2  C1   0.020
 9ZX  plan-2  C2   0.020
 9ZX  plan-2  C3   0.020
 9ZX  plan-2  O2   0.020
 9ZX  plan-2  C13  0.020
 9ZX  plan-2  C14  0.020
 9ZX  plan-2  C15  0.020
 9ZX  plan-2  C16  0.020
 9ZX  plan-2  H1   0.020
 9ZX  plan-2  H13  0.020
 9ZX  plan-2  H14  0.020
 9ZX  plan-3  O    0.020
 9ZX  plan-3  C    0.020
 9ZX  plan-3  O1   0.020
 9ZX  plan-3  C18  0.020

