# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 02:39:41 2020
#   Inital geometry file: a 151 line input string
#   Ligand name: N~2~-[(benzyloxy)carbonyl]-N-[(1S,2S)-2-hydroxy-1-(4-hydroxybenzyl)propyl]-L-leucinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc2ccc(O)cc2)[C@H](C)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
 CMQ  CMQ  N~2~-[(benzyloxy)carbonyl]-N-[(1S,2S)-2-hydroxy-1-(4-hydroxybenzyl)propyl]-L-leucinamide  ligand  63  31  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CMQ
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
 CMQ  O2    O  O     0  -0.519   0.9149  -0.1973   2.2434
 CMQ  C1    C  C     0   0.774   1.4088   0.1057   1.1770
 CMQ  O1    O  O2    0  -0.481   2.4826  -0.4946   0.6519
 CMQ  C2    C  CH2   0  -0.249   3.1020  -1.5236   1.4313
 CMQ  C3    C  CR6   0   0.077   4.3343  -1.9489   0.6924
 CMQ  C4    C  CR16  0  -0.290   5.5362  -1.2726   0.8837
 CMQ  C5    C  CR16  0  -0.243   6.6752  -1.6471   0.1851
 CMQ  C6    C  CR16  0  -0.261   6.6216  -2.7044  -0.7149
 CMQ  C7    C  CR16  0  -0.245   5.4264  -3.3833  -0.9122
 CMQ  C8    C  CR16  0  -0.299   4.2882  -3.0047  -0.2128
 CMQ  N1    N  NH1   0  -0.652   0.9840   1.0949   0.3679
 CMQ  C9    C  CH1   0  -0.227  -0.1919   1.8907   0.6298
 CMQ  C11   C  CH2   0  -0.398   0.1469   3.3787   0.5341
 CMQ  C12   C  CH1   0  -0.268  -1.0285   4.3344   0.7412
 CMQ  C13   C  CH3   0  -0.658  -1.6967   4.1554   2.1008
 CMQ  C14   C  CH3   0  -0.647  -0.5525   5.7731   0.5643
 CMQ  C10   C  C     0   0.579  -1.2665   1.5174  -0.3914
 CMQ  O3    O  O     0  -0.485  -1.0442   1.6225  -1.5871
 CMQ  N2    N  NH1   0  -0.646  -2.4310   1.0956   0.1283
 CMQ  C15   C  CH1   0  -0.083  -3.5307   0.5632  -0.6502
 CMQ  C16   C  CH1   0   0.029  -4.7963   1.4151  -0.4823
 CMQ  O4    O  OH1   0  -0.664  -5.2350   1.4384   0.8620
 CMQ  C24   C  CH3   0  -0.704  -4.6189   2.8146  -1.0452
 CMQ  C17   C  CH2   0  -0.533  -3.7711  -0.9064  -0.2842
 CMQ  C18   C  CR6   0   0.134  -2.5554  -1.7584  -0.5125
 CMQ  C19   C  CR16  0  -0.294  -2.2759  -2.2870  -1.7688
 CMQ  C21   C  CR16  0  -0.368  -1.1405  -3.0498  -2.0006
 CMQ  C23   C  CR6   0   0.341  -0.2481  -3.2984  -0.9615
 CMQ  O5    O  OH1   0  -0.637   0.8653  -4.0465  -1.1203
 CMQ  C22   C  CR16  0  -0.321  -0.5061  -2.7705   0.2996
 CMQ  C20   C  CR16  0  -0.298  -1.6459  -2.0117   0.5109
 CMQ  H21A  H  HCH2  0   0.249   3.3574  -1.1429   2.4224
 CMQ  H22A  H  HCH2  0   0.247   2.4158  -2.3634   1.5583
 CMQ  H4    H  HCR6  0   0.255   5.5834  -0.4499   1.5874
 CMQ  H5    H  HCR6  0   0.258   7.6047  -1.1160   0.3441
 CMQ  H6    H  HCR6  0   0.258   7.5095  -2.9990  -1.2595
 CMQ  H7    H  HCR6  0   0.258   5.3801  -4.2087  -1.6106
 CMQ  H8    H  HCR6  0   0.261   3.3564  -3.5346  -0.3708
 CMQ  HN1   H  HNH1  0   0.399   1.4511   1.2324  -0.5154
 CMQ  H9    H  HCH1  0   0.272  -0.5247   1.6559   1.6411
 CMQ  H111  H  HCH2  0   0.233   0.5925   3.5727  -0.4461
 CMQ  H112  H  HCH2  0   0.239   0.9201   3.5894   1.2790
 CMQ  H12   H  HCH1  0   0.231  -1.7752   4.1423  -0.0383
 CMQ  H131  H  HCH3  0   0.235  -2.4907   4.8905   2.2408
 CMQ  H132  H  HCH3  0   0.213  -2.1516   3.1708   2.2196
 CMQ  H133  H  HCH3  0   0.223  -0.9757   4.2850   2.9114
 CMQ  H141  H  HCH3  0   0.217   0.2046   6.0305   1.3089
 CMQ  H142  H  HCH3  0   0.227  -0.1140   5.9283  -0.4229
 CMQ  H143  H  HCH3  0   0.229  -1.3793   6.4758   0.6757
 CMQ  HN2   H  HNH1  0   0.395  -2.4626   0.9412   1.1244
 CMQ  H15   H  HCH1  0   0.262  -3.2376   0.6168  -1.7003
 CMQ  H16   H  HCH1  0   0.233  -5.5884   0.9110  -1.0449
 CMQ  HO4   H  HOH1  0   0.439  -4.7275   2.1028   1.3395
 CMQ  H241  H  HCH3  0   0.237  -4.3132   2.7750  -2.0908
 CMQ  H242  H  HCH3  0   0.246  -5.5492   3.3798  -0.9859
 CMQ  H243  H  HCH3  0   0.226  -3.8517   3.3703  -0.5002
 CMQ  H171  H  HCH2  0   0.251  -4.0890  -0.9745   0.7595
 CMQ  H172  H  HCH2  0   0.254  -4.6063  -1.2715  -0.8876
 CMQ  H19   H  HCR6  0   0.247  -2.9613  -2.1070  -2.5894
 CMQ  H21   H  HCR6  0   0.266  -0.9560  -3.4550  -2.9897
 CMQ  HO5   H  HOH1  0   0.472   0.9453  -4.3404  -2.0343
 CMQ  H22   H  HCR6  0   0.259   0.1794  -2.9607   1.1157
 CMQ  H20   H  HCR6  0   0.242  -1.8306  -1.6190   1.5036

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
 CMQ  O2   C1    double    1.214  0.020  1.214
 CMQ  C1   O1    single    1.338  0.020  1.338
 CMQ  C1   N1    single    1.347  0.020  1.347
 CMQ  O1   C2    single    1.432  0.020  1.432
 CMQ  C2   C3    single    1.498  0.020  1.498
 CMQ  C2   H21A  single    0.970  0.020  1.090
 CMQ  C2   H22A  single    0.970  0.020  1.090
 CMQ  C3   C4    aromatic  1.392  0.020  1.392
 CMQ  C3   C8    aromatic  1.391  0.020  1.391
 CMQ  C4   C5    aromatic  1.388  0.020  1.388
 CMQ  C4   H4    single    0.930  0.020  1.080
 CMQ  C5   C6    aromatic  1.389  0.020  1.389
 CMQ  C5   H5    single    0.930  0.020  1.080
 CMQ  C6   C7    aromatic  1.389  0.020  1.389
 CMQ  C6   H6    single    0.930  0.020  1.080
 CMQ  C7   C8    aromatic  1.389  0.020  1.389
 CMQ  C7   H7    single    0.930  0.020  1.080
 CMQ  C8   H8    single    0.930  0.020  1.080
 CMQ  N1   C9    single    1.444  0.020  1.444
 CMQ  N1   HN1   single    0.860  0.020  1.020
 CMQ  C9   C11   single    1.529  0.020  1.529
 CMQ  C9   C10   single    1.529  0.020  1.529
 CMQ  C9   H9    single    0.970  0.020  1.090
 CMQ  C11  C12   single    1.529  0.020  1.529
 CMQ  C11  H111  single    0.970  0.020  1.090
 CMQ  C11  H112  single    0.970  0.020  1.090
 CMQ  C12  C13   single    1.525  0.020  1.525
 CMQ  C12  C14   single    1.526  0.020  1.526
 CMQ  C12  H12   single    0.970  0.020  1.090
 CMQ  C13  H131  single    0.970  0.020  1.090
 CMQ  C13  H132  single    0.970  0.020  1.090
 CMQ  C13  H133  single    0.970  0.020  1.090
 CMQ  C14  H141  single    0.970  0.020  1.090
 CMQ  C14  H142  single    0.970  0.020  1.090
 CMQ  C14  H143  single    0.970  0.020  1.090
 CMQ  C10  O3    double    1.221  0.020  1.221
 CMQ  C10  N2    single    1.343  0.020  1.343
 CMQ  N2   C15   single    1.449  0.020  1.449
 CMQ  N2   HN2   single    0.860  0.020  1.020
 CMQ  C15  C16   single    1.535  0.020  1.535
 CMQ  C15  C17   single    1.533  0.020  1.533
 CMQ  C15  H15   single    0.970  0.020  1.090
 CMQ  C16  O4    single    1.414  0.020  1.414
 CMQ  C16  C24   single    1.519  0.020  1.519
 CMQ  C16  H16   single    0.970  0.020  1.090
 CMQ  O4   HO4   single    0.850  0.020  0.980
 CMQ  C24  H241  single    0.970  0.020  1.090
 CMQ  C24  H242  single    0.970  0.020  1.090
 CMQ  C24  H243  single    0.970  0.020  1.090
 CMQ  C17  C18   single    1.502  0.020  1.502
 CMQ  C17  H171  single    0.970  0.020  1.090
 CMQ  C17  H172  single    0.970  0.020  1.090
 CMQ  C18  C19   aromatic  1.391  0.020  1.391
 CMQ  C18  C20   aromatic  1.392  0.020  1.392
 CMQ  C19  C21   aromatic  1.387  0.020  1.387
 CMQ  C19  H19   single    0.930  0.020  1.080
 CMQ  C21  C23   aromatic  1.392  0.020  1.392
 CMQ  C21  H21   single    0.930  0.020  1.080
 CMQ  C23  O5    single    1.351  0.020  1.351
 CMQ  C23  C22   aromatic  1.391  0.020  1.391
 CMQ  O5   HO5   single    0.850  0.020  0.980
 CMQ  C22  C20   aromatic  1.385  0.020  1.385
 CMQ  C22  H22   single    0.930  0.020  1.080
 CMQ  C20  H20   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
 CMQ  N1    C1   O1    110.31  3.000
 CMQ  N1    C1   O2    125.66  3.000
 CMQ  O1    C1   O2    124.03  3.000
 CMQ  C2    O1   C1    117.14  3.000
 CMQ  H22A  C2   H21A  108.03  3.000
 CMQ  H22A  C2   C3    110.85  3.000
 CMQ  H21A  C2   C3    110.74  3.000
 CMQ  H22A  C2   O1    110.13  3.000
 CMQ  H21A  C2   O1    110.16  3.000
 CMQ  C3    C2   O1    106.94  3.000
 CMQ  C8    C3   C4    119.11  3.000
 CMQ  C8    C3   C2    120.59  3.000
 CMQ  C4    C3   C2    120.28  3.000
 CMQ  H4    C4   C5    119.74  3.000
 CMQ  H4    C4   C3    119.72  3.000
 CMQ  C5    C4   C3    120.55  3.000
 CMQ  H5    C5   C6    120.11  3.000
 CMQ  H5    C5   C4    119.90  3.000
 CMQ  C6    C5   C4    119.99  3.000
 CMQ  H6    C6   C7    120.09  3.000
 CMQ  H6    C6   C5    120.09  3.000
 CMQ  C7    C6   C5    119.81  3.000
 CMQ  H7    C7   C8    119.86  3.000
 CMQ  H7    C7   C6    120.09  3.000
 CMQ  C8    C7   C6    120.05  3.000
 CMQ  H8    C8   C7    119.88  3.000
 CMQ  H8    C8   C3    119.63  3.000
 CMQ  C7    C8   C3    120.49  3.000
 CMQ  HN1   N1   C9    117.45  3.000
 CMQ  HN1   N1   C1    118.70  3.000
 CMQ  C9    N1   C1    123.56  3.000
 CMQ  H9    C9   C10   110.64  3.000
 CMQ  H9    C9   C11   109.59  3.000
 CMQ  C10   C9   C11   110.58  3.000
 CMQ  H9    C9   N1    107.35  3.000
 CMQ  C10   C9   N1    108.46  3.000
 CMQ  C11   C9   N1    110.16  3.000
 CMQ  H112  C11  H111  106.74  3.000
 CMQ  H112  C11  C12   109.31  3.000
 CMQ  H111  C11  C12   108.88  3.000
 CMQ  H112  C11  C9    107.54  3.000
 CMQ  H111  C11  C9    108.60  3.000
 CMQ  C12   C11  C9    115.44  3.000
 CMQ  H12   C12  C14   107.17  3.000
 CMQ  H12   C12  C13   108.35  3.000
 CMQ  C14   C12  C13   110.53  3.000
 CMQ  H12   C12  C11   108.52  3.000
 CMQ  C14   C12  C11   109.51  3.000
 CMQ  C13   C12  C11   112.59  3.000
 CMQ  H133  C13  H132  107.54  3.000
 CMQ  H133  C13  H131  107.77  3.000
 CMQ  H132  C13  H131  106.89  3.000
 CMQ  H133  C13  C12   110.99  3.000
 CMQ  H132  C13  C12   112.68  3.000
 CMQ  H131  C13  C12   110.74  3.000
 CMQ  H143  C14  H142  107.78  3.000
 CMQ  H143  C14  H141  107.69  3.000
 CMQ  H142  C14  H141  107.73  3.000
 CMQ  H143  C14  C12   111.05  3.000
 CMQ  H142  C14  C12   111.37  3.000
 CMQ  H141  C14  C12   111.06  3.000
 CMQ  N2    C10  O3    124.33  3.000
 CMQ  N2    C10  C9    115.32  3.000
 CMQ  O3    C10  C9    120.35  3.000
 CMQ  HN2   N2   C15   116.79  3.000
 CMQ  HN2   N2   C10   117.22  3.000
 CMQ  C15   N2   C10   124.44  3.000
 CMQ  H15   C15  C17   108.59  3.000
 CMQ  H15   C15  C16   107.42  3.000
 CMQ  C17   C15  C16   112.12  3.000
 CMQ  H15   C15  N2    107.16  3.000
 CMQ  C17   C15  N2    110.06  3.000
 CMQ  C16   C15  N2    111.29  3.000
 CMQ  H16   C16  C24   108.56  3.000
 CMQ  H16   C16  O4    105.76  3.000
 CMQ  C24   C16  O4    111.93  3.000
 CMQ  H16   C16  C15   106.55  3.000
 CMQ  C24   C16  C15   112.00  3.000
 CMQ  O4    C16  C15   111.65  3.000
 CMQ  HO4   O4   C16   108.62  3.000
 CMQ  H243  C24  H242  107.95  3.000
 CMQ  H243  C24  H241  107.45  3.000
 CMQ  H242  C24  H241  108.08  3.000
 CMQ  H243  C24  C16   111.45  3.000
 CMQ  H242  C24  C16   110.97  3.000
 CMQ  H241  C24  C16   110.78  3.000
 CMQ  H172  C17  H171  106.49  3.000
 CMQ  H172  C17  C18   110.19  3.000
 CMQ  H171  C17  C18   110.19  3.000
 CMQ  H172  C17  C15   107.95  3.000
 CMQ  H171  C17  C15   109.46  3.000
 CMQ  C18   C17  C15   112.36  3.000
 CMQ  C20   C18  C19   117.60  3.000
 CMQ  C20   C18  C17   121.35  3.000
 CMQ  C19   C18  C17   121.02  3.000
 CMQ  H19   C19  C21   118.83  3.000
 CMQ  H19   C19  C18   119.56  3.000
 CMQ  C21   C19  C18   121.61  3.000
 CMQ  H21   C21  C23   120.33  3.000
 CMQ  H21   C21  C19   119.80  3.000
 CMQ  C23   C21  C19   119.87  3.000
 CMQ  C22   C23  O5    118.01  3.000
 CMQ  C22   C23  C21   119.34  3.000
 CMQ  O5    C23  C21   122.65  3.000
 CMQ  HO5   O5   C23   110.42  3.000
 CMQ  H22   C22  C20   120.14  3.000
 CMQ  H22   C22  C23   119.95  3.000
 CMQ  C20   C22  C23   119.91  3.000
 CMQ  H20   C20  C22   118.59  3.000
 CMQ  H20   C20  C18   119.75  3.000
 CMQ  C22   C20  C18   121.66  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
 CMQ  CONST_01  C6    C5   C4   C3      0.00   0.0  0
 CMQ  CONST_02  C6    C7   C8   C3      0.00   0.0  0
 CMQ  CONST_03  C7    C8   C3   C4      0.00   0.0  0
 CMQ  CONST_04  C7    C6   C5   C4      0.00   0.0  0
 CMQ  CONST_05  C8    C3   C4   C5      0.00   0.0  0
 CMQ  CONST_06  C8    C7   C6   C5      0.00   0.0  0
 CMQ  CONST_07  C23   C21  C19  C18     0.00   0.0  0
 CMQ  CONST_08  C23   C22  C20  C18     0.00   0.0  0
 CMQ  CONST_09  C22   C20  C18  C19     0.00   0.0  0
 CMQ  CONST_10  C22   C23  C21  C19     0.00   0.0  0
 CMQ  CONST_11  C20   C18  C19  C21     0.00   0.0  0
 CMQ  CONST_12  C20   C22  C23  C21     0.00   0.0  0
 CMQ  CONST_13  C5    C4   C3   C2    180.00   0.0  0
 CMQ  CONST_14  C7    C8   C3   C2    180.00   0.0  0
 CMQ  CONST_15  C21   C19  C18  C17   180.00   0.0  0
 CMQ  CONST_16  C22   C20  C18  C17   180.00   0.0  0
 CMQ  CONST_17  O5    C23  C21  C19   180.00   0.0  0
 CMQ  CONST_18  C20   C22  C23  O5    180.00   0.0  0
 CMQ  CONST_19  H5    C5   C4   C3    180.00   0.0  0
 CMQ  CONST_20  H7    C7   C8   C3    180.00   0.0  0
 CMQ  CONST_21  H8    C8   C3   C4    180.00   0.0  0
 CMQ  CONST_22  H6    C6   C5   C4    180.00   0.0  0
 CMQ  CONST_23  H4    C4   C5   C6    180.00   0.0  0
 CMQ  CONST_24  H21   C21  C19  C18   180.00   0.0  0
 CMQ  CONST_25  H22   C22  C20  C18   180.00   0.0  0
 CMQ  CONST_26  H20   C20  C18  C19   180.00   0.0  0
 CMQ  CONST_27  H19   C19  C21  C23   180.00   0.0  0
 CMQ  CONST_28  C15   N2   C10  C9    180.00   0.0  0
 CMQ  CONST_29  C15   N2   C10  O3      0.00   0.0  0
 CMQ  CONST_30  HN2   N2   C10  C9      0.00   0.0  0
 CMQ  Var_01    C4    C3   C2   O1     86.68  30.0  2
 CMQ  Var_02    C19   C18  C17  C15   -84.28  30.0  2
 CMQ  Var_03    C3    C2   O1   C1   -175.15  30.0  3
 CMQ  Var_04    C9    N1   C1   O2     -4.02  30.0  2
 CMQ  Var_05    N1    C1   O1   C2    176.59  30.0  1
 CMQ  Var_06    C13   C12  C11  C9     58.79  30.0  3
 CMQ  Var_07    H131  C13  C12  C11   176.59  30.0  3
 CMQ  Var_08    H141  C14  C12  C11   -61.99  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
 CMQ  chir_01  C9   N1  C11  C10  negativ
 CMQ  chir_02  C15  N2  C16  C17  positiv
 CMQ  chir_03  C16  O4  C15  C24  positiv

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
 CMQ  plan-1  C2   0.020
 CMQ  plan-1  C3   0.020
 CMQ  plan-1  C4   0.020
 CMQ  plan-1  C5   0.020
 CMQ  plan-1  C6   0.020
 CMQ  plan-1  C7   0.020
 CMQ  plan-1  C8   0.020
 CMQ  plan-1  H4   0.020
 CMQ  plan-1  H5   0.020
 CMQ  plan-1  H6   0.020
 CMQ  plan-1  H7   0.020
 CMQ  plan-1  H8   0.020
 CMQ  plan-2  C17  0.020
 CMQ  plan-2  C18  0.020
 CMQ  plan-2  C19  0.020
 CMQ  plan-2  C21  0.020
 CMQ  plan-2  C23  0.020
 CMQ  plan-2  O5   0.020
 CMQ  plan-2  C22  0.020
 CMQ  plan-2  C20  0.020
 CMQ  plan-2  H19  0.020
 CMQ  plan-2  H21  0.020
 CMQ  plan-2  H22  0.020
 CMQ  plan-2  H20  0.020
 CMQ  plan-3  C9   0.020
 CMQ  plan-3  C10  0.020
 CMQ  plan-3  O3   0.020
 CMQ  plan-3  N2   0.020
 CMQ  plan-3  C15  0.020
 CMQ  plan-3  HN2  0.020
 CMQ  plan-4  O2   0.020
 CMQ  plan-4  C1   0.020
 CMQ  plan-4  O1   0.020
 CMQ  plan-4  N1   0.020

