# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 16 22:26:43 2020
#   Inital geometry file: a 147 line input string
#   Ligand name: (2R,3E)-2-{4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzyl}-3-(propoxyimino)butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCO/N=C(C)/[C@@H](Cc1ccc(OCc2nc(oc2C)c3ccccc3)cc1)C(O)=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
 MMB  MMB  '(2R,3E)-2-{4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzyl}-3-(propoxyimino)butanoic acid'  ligand  60  32  .  2022-07-25  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_MMB
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
 MMB  C1    C  CH2   0  -0.518   1.0800   0.6830   -2.5061
 MMB  C2    C  CH1   0  -0.500   0.0055  -0.4153   -2.3453
 MMB  C4    C  C     0   0.280  -1.2334  -0.1188   -3.1428
 MMB  C6    C  C     0   0.576  -0.3572  -0.6642   -0.8973
 MMB  O2    O  OH1   0  -0.589   0.7117  -0.8413   -0.1346
 MMB  O3    O  O     0  -0.430  -1.4871  -0.7243   -0.4811
 MMB  C7    C  CR6   0   0.120   1.3741   0.9591   -3.9537
 MMB  C8    C  CR16  0  -0.286   2.0873   0.0408   -4.7255
 MMB  C9    C  CR16  0  -0.330   2.3375   0.2667   -6.0646
 MMB  C10   C  CR6   0   0.373   1.8732   1.4321   -6.6791
 MMB  C11   C  CR16  0  -0.367   1.1638   2.3603   -5.9257
 MMB  C12   C  CR16  0  -0.292   0.9254   2.1132   -4.5768
 MMB  O4    O  O2    0  -0.471   2.1608   1.5677   -7.9915
 MMB  C13   C  CH2   0  -0.301   1.7481   2.7536   -8.6532
 MMB  C14   C  CR5   0   0.092   2.2538   2.6936  -10.0444
 MMB  C15   C  CR5   0   0.318   1.5693   2.4911  -11.1950
 MMB  O5    O  O     0  -0.431   2.4806   2.5164  -12.1998
 MMB  C3    C  CR5   0   0.509   3.6717   2.7265  -11.6177
 MMB  N1    N  N     0  -0.435   3.5927   2.8407  -10.3367
 MMB  C16   C  CR16  0  -0.240   5.9358   2.7410  -14.6103
 MMB  C17   C  CR16  0  -0.289   4.7841   2.6647  -13.8419
 MMB  C18   C  CR6   0  -0.027   4.8598   2.8010  -12.4552
 MMB  C19   C  CR16  0  -0.283   6.1016   3.0131  -11.8533
 MMB  C20   C  CR16  0  -0.239   7.2473   3.0882  -12.6270
 MMB  C21   C  CR16  0  -0.253   7.1688   2.9523  -14.0081
 MMB  C26   C  CH2   0  -0.112  -2.8441  -1.6018   -5.7823
 MMB  C28   C  CH3   0  -0.672  -4.4097  -2.2393   -7.6273
 MMB  C29   C  CH2   0  -0.477  -4.1507  -1.2764   -6.4760
 MMB  C32   C  CH3   0  -0.735  -1.9986   1.1436   -2.9007
 MMB  N4    N  N     0  -0.107  -1.5260  -0.9863   -4.0230
 MMB  O1    O  O2    0  -0.413  -2.6496  -0.6687   -4.7319
 MMB  C5    C  CH3   0  -0.753   0.1515   2.2633  -11.5392
 MMB  H11A  H  HCH2  0   0.258   0.7554   1.6021   -2.0127
 MMB  H12A  H  HCH2  0   0.276   1.9891   0.3601   -1.9969
 MMB  H2    H  HCH1  0   0.312   0.4247  -1.3554   -2.7224
 MMB  HO2   H  HOH1  0   0.485   0.4429  -1.0232    0.7789
 MMB  H8    H  HCR6  0   0.249   2.4604  -0.8693   -4.2698
 MMB  H9    H  HCR6  0   0.259   2.8981  -0.4551   -6.6458
 MMB  H11   H  HCR6  0   0.279   0.7860   3.2758   -6.3599
 MMB  H12   H  HCR6  0   0.251   0.3745   2.8515   -4.0059
 MMB  H131  H  HCH2  0   0.246   2.1550   3.6352   -8.1465
 MMB  H132  H  HCH2  0   0.241   0.6569   2.8433   -8.6458
 MMB  H16   H  HCR6  0   0.264   5.8675   2.6361  -15.6849
 MMB  H17   H  HCR6  0   0.260   3.8331   2.4983  -14.3301
 MMB  H19   H  HCR6  0   0.260   6.1659   3.1169  -10.7782
 MMB  H20   H  HCR6  0   0.264   8.2048   3.2540  -12.1511
 MMB  H21   H  HCR6  0   0.264   8.0644   3.0114  -14.6125
 MMB  H261  H  HCH2  0   0.205  -2.8709  -2.6218   -5.3827
 MMB  H262  H  HCH2  0   0.204  -2.0129  -1.5481   -6.4952
 MMB  H281  H  HCH3  0   0.223  -4.4710  -3.2705   -7.2758
 MMB  H282  H  HCH3  0   0.237  -5.3484  -2.0057   -8.1283
 MMB  H283  H  HCH3  0   0.224  -3.6152  -2.1897   -8.3732
 MMB  H291  H  HCH2  0   0.229  -4.9715  -1.3307   -5.7564
 MMB  H292  H  HCH2  0   0.229  -4.1237  -0.2502   -6.8517
 MMB  H321  H  HCH3  0   0.258  -2.0360   1.7490   -3.8077
 MMB  H322  H  HCH3  0   0.242  -1.5471   1.7450   -2.1152
 MMB  H323  H  HCH3  0   0.268  -3.0283   0.9322   -2.6101
 MMB  H51   H  HCH3  0   0.260  -0.4614   2.2949  -10.6414
 MMB  H52   H  HCH3  0   0.266  -0.2205   3.0225  -12.2285
 MMB  H53   H  HCH3  0   0.267   0.0073   1.2884  -12.0075

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
 MMB  C1   C2    single    1.545  0.020  1.545
 MMB  C1   C7    single    1.503  0.020  1.503
 MMB  C1   H11A  single    0.970  0.020  1.090
 MMB  C1   H12A  single    0.970  0.020  1.090
 MMB  C2   C4    single    1.503  0.020  1.503
 MMB  C2   C6    single    1.513  0.020  1.513
 MMB  C2   H2    single    0.970  0.020  1.090
 MMB  C4   C32   single    1.496  0.020  1.496
 MMB  C4   N4    double    1.270  0.020  1.270
 MMB  C6   O3    double    1.206  0.020  1.206
 MMB  C6   O2    single    1.325  0.020  1.325
 MMB  O2   HO2   single    0.850  0.020  0.980
 MMB  C7   C8    aromatic  1.395  0.020  1.395
 MMB  C7   C12   aromatic  1.386  0.020  1.386
 MMB  C8   C9    aromatic  1.381  0.020  1.381
 MMB  C8   H8    single    0.930  0.020  1.080
 MMB  C9   C10   aromatic  1.397  0.020  1.397
 MMB  C9   H9    single    0.930  0.020  1.080
 MMB  C10  O4    single    1.350  0.020  1.350
 MMB  C10  C11   aromatic  1.390  0.020  1.390
 MMB  C11  C12   aromatic  1.392  0.020  1.392
 MMB  C11  H11   single    0.930  0.020  1.080
 MMB  C12  H12   single    0.930  0.020  1.080
 MMB  O4   C13   single    1.419  0.020  1.419
 MMB  C13  C14   single    1.481  0.020  1.481
 MMB  C13  H131  single    0.970  0.020  1.090
 MMB  C13  H132  single    0.970  0.020  1.090
 MMB  C14  N1    aromatic  1.378  0.020  1.378
 MMB  C14  C15   aromatic  1.354  0.020  1.354
 MMB  C15  O5    aromatic  1.357  0.020  1.357
 MMB  C15  C5    single    1.477  0.020  1.477
 MMB  O5   C3    aromatic  1.342  0.020  1.342
 MMB  C3   C18   single    1.456  0.020  1.456
 MMB  C3   N1    aromatic  1.288  0.020  1.288
 MMB  C16  C21   aromatic  1.388  0.020  1.388
 MMB  C16  C17   aromatic  1.387  0.020  1.387
 MMB  C16  H16   single    0.930  0.020  1.080
 MMB  C17  C18   aromatic  1.395  0.020  1.395
 MMB  C17  H17   single    0.930  0.020  1.080
 MMB  C18  C19   aromatic  1.396  0.020  1.396
 MMB  C19  C20   aromatic  1.384  0.020  1.384
 MMB  C19  H19   single    0.930  0.020  1.080
 MMB  C20  C21   aromatic  1.390  0.020  1.390
 MMB  C20  H20   single    0.930  0.020  1.080
 MMB  C21  H21   single    0.930  0.020  1.080
 MMB  C26  C29   single    1.515  0.020  1.515
 MMB  C26  O1    single    1.418  0.020  1.418
 MMB  C26  H261  single    0.970  0.020  1.090
 MMB  C26  H262  single    0.970  0.020  1.090
 MMB  C28  C29   single    1.523  0.020  1.523
 MMB  C28  H281  single    0.970  0.020  1.090
 MMB  C28  H282  single    0.970  0.020  1.090
 MMB  C28  H283  single    0.970  0.020  1.090
 MMB  C29  H291  single    0.970  0.020  1.090
 MMB  C29  H292  single    0.970  0.020  1.090
 MMB  C32  H321  single    0.970  0.020  1.090
 MMB  C32  H322  single    0.970  0.020  1.090
 MMB  C32  H323  single    0.970  0.020  1.090
 MMB  N4   O1    single    1.366  0.020  1.366
 MMB  C5   H51   single    0.970  0.020  1.090
 MMB  C5   H52   single    0.970  0.020  1.090
 MMB  C5   H53   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
 MMB  H12A  C1   H11A  106.60  3.000
 MMB  H12A  C1   C7    109.93  3.000
 MMB  H11A  C1   C7    109.79  3.000
 MMB  H12A  C1   C2    108.70  3.000
 MMB  H11A  C1   C2    110.15  3.000
 MMB  C7    C1   C2    111.53  3.000
 MMB  H2    C2   C6    106.24  3.000
 MMB  H2    C2   C4    107.57  3.000
 MMB  C6    C2   C4    110.03  3.000
 MMB  H2    C2   C1    107.93  3.000
 MMB  C6    C2   C1    112.53  3.000
 MMB  C4    C2   C1    112.20  3.000
 MMB  N4    C4   C32   124.80  3.000
 MMB  N4    C4   C2    115.02  3.000
 MMB  C32   C4   C2    120.15  3.000
 MMB  O3    C6   O2    123.41  3.000
 MMB  O2    C6   C2    112.30  3.000
 MMB  O3    C6   C2    124.27  3.000
 MMB  HO2   O2   C6    110.11  3.000
 MMB  C12   C7   C8    117.69  3.000
 MMB  C12   C7   C1    121.51  3.000
 MMB  C8    C7   C1    120.79  3.000
 MMB  H8    C8   C9    118.85  3.000
 MMB  H8    C8   C7    119.73  3.000
 MMB  C9    C8   C7    121.41  3.000
 MMB  H9    C9   C10   119.47  3.000
 MMB  H9    C9   C8    120.34  3.000
 MMB  C10   C9   C8    120.19  3.000
 MMB  O4    C10  C11   124.64  3.000
 MMB  C11   C10  C9    119.23  3.000
 MMB  O4    C10  C9    116.13  3.000
 MMB  H11   C11  C12   118.66  3.000
 MMB  H11   C11  C10   121.73  3.000
 MMB  C12   C11  C10   119.61  3.000
 MMB  H12   C12  C11   118.46  3.000
 MMB  H12   C12  C7    119.67  3.000
 MMB  C11   C12  C7    121.87  3.000
 MMB  C13   O4   C10   118.36  3.000
 MMB  H132  C13  H131  107.53  3.000
 MMB  H132  C13  C14   110.48  3.000
 MMB  H131  C13  C14   109.89  3.000
 MMB  H132  C13  O4    110.80  3.000
 MMB  H131  C13  O4    110.41  3.000
 MMB  C14   C13  O4    107.74  3.000
 MMB  N1    C14  C15   109.08  3.000
 MMB  C15   C14  C13   129.16  3.000
 MMB  N1    C14  C13   121.76  3.000
 MMB  C5    C15  O5    118.37  3.000
 MMB  C5    C15  C14   134.95  3.000
 MMB  O5    C15  C14   106.68  3.000
 MMB  C3    O5   C15   106.12  3.000
 MMB  C18   C3   N1    128.14  3.000
 MMB  N1    C3   O5    112.99  3.000
 MMB  C18   C3   O5    118.87  3.000
 MMB  C3    N1   C14   105.13  3.000
 MMB  H16   C16  C21   120.11  3.000
 MMB  H16   C16  C17   119.52  3.000
 MMB  C21   C16  C17   120.37  3.000
 MMB  H17   C17  C18   120.75  3.000
 MMB  H17   C17  C16   119.24  3.000
 MMB  C18   C17  C16   120.02  3.000
 MMB  C19   C18  C17   119.44  3.000
 MMB  C19   C18  C3    119.06  3.000
 MMB  C17   C18  C3    121.50  3.000
 MMB  H19   C19  C20   120.06  3.000
 MMB  H19   C19  C18   119.72  3.000
 MMB  C20   C19  C18   120.22  3.000
 MMB  H20   C20  C21   120.13  3.000
 MMB  H20   C20  C19   119.66  3.000
 MMB  C21   C20  C19   120.21  3.000
 MMB  H21   C21  C20   120.19  3.000
 MMB  H21   C21  C16   120.07  3.000
 MMB  C20   C21  C16   119.74  3.000
 MMB  H262  C26  H261  107.53  3.000
 MMB  H262  C26  O1    110.20  3.000
 MMB  H261  C26  O1    110.22  3.000
 MMB  H262  C26  C29   110.22  3.000
 MMB  H261  C26  C29   110.24  3.000
 MMB  O1    C26  C29   108.43  3.000
 MMB  H283  C28  H282  107.66  3.000
 MMB  H283  C28  H281  107.70  3.000
 MMB  H282  C28  H281  107.60  3.000
 MMB  H283  C28  C29   111.36  3.000
 MMB  H282  C28  C29   111.02  3.000
 MMB  H281  C28  C29   111.32  3.000
 MMB  H292  C29  H291  106.95  3.000
 MMB  H292  C29  C28   109.75  3.000
 MMB  H291  C29  C28   109.79  3.000
 MMB  H292  C29  C26   109.74  3.000
 MMB  H291  C29  C26   109.61  3.000
 MMB  C28   C29  C26   110.92  3.000
 MMB  H323  C32  H322  107.86  3.000
 MMB  H323  C32  H321  107.25  3.000
 MMB  H322  C32  H321  107.93  3.000
 MMB  H323  C32  C4    111.25  3.000
 MMB  H322  C32  C4    111.79  3.000
 MMB  H321  C32  C4    110.56  3.000
 MMB  O1    N4   C4    112.98  3.000
 MMB  N4    O1   C26   110.13  3.000
 MMB  H53   C5   H52   107.79  3.000
 MMB  H53   C5   H51   107.81  3.000
 MMB  H52   C5   H51   108.02  3.000
 MMB  H53   C5   C15   111.40  3.000
 MMB  H52   C5   C15   111.55  3.000
 MMB  H51   C5   C15   110.13  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
 MMB  CONST_01  C10   C9   C8   C7     0.00   0.0  0
 MMB  CONST_02  C10   C11  C12  C7     0.00   0.0  0
 MMB  CONST_03  C11   C12  C7   C8     0.00   0.0  0
 MMB  CONST_04  C11   C10  C9   C8     0.00   0.0  0
 MMB  CONST_05  C12   C7   C8   C9     0.00   0.0  0
 MMB  CONST_06  C12   C11  C10  C9     0.00   0.0  0
 MMB  CONST_07  O5    C3   N1   C14    0.00   0.0  0
 MMB  CONST_08  C18   C3   N1   C14  180.00   0.0  0
 MMB  CONST_09  C3    O5   C15  C14    0.00   0.0  0
 MMB  CONST_10  C3    N1   C14  C15    0.00   0.0  0
 MMB  CONST_11  C18   C3   O5   C15  180.00   0.0  0
 MMB  CONST_12  N1    C3   O5   C15    0.00   0.0  0
 MMB  CONST_13  N1    C14  C15  O5     0.00   0.0  0
 MMB  CONST_14  C17   C18  C3   O5     0.00   0.0  0
 MMB  CONST_15  C19   C18  C3   O5   180.00   0.0  0
 MMB  CONST_16  C16   C17  C18  C3   180.00   0.0  0
 MMB  CONST_17  C20   C19  C18  C3   180.00   0.0  0
 MMB  CONST_18  C17   C18  C3   N1   180.00   0.0  0
 MMB  CONST_19  C19   C18  C3   N1     0.00   0.0  0
 MMB  CONST_20  C19   C20  C21  C16    0.00   0.0  0
 MMB  CONST_21  C19   C18  C17  C16    0.00   0.0  0
 MMB  CONST_22  C20   C21  C16  C17    0.00   0.0  0
 MMB  CONST_23  C20   C19  C18  C17    0.00   0.0  0
 MMB  CONST_24  C21   C16  C17  C18    0.00   0.0  0
 MMB  CONST_25  C21   C20  C19  C18    0.00   0.0  0
 MMB  CONST_26  C9    C8   C7   C1   180.00   0.0  0
 MMB  CONST_27  C11   C12  C7   C1   180.00   0.0  0
 MMB  CONST_28  O4    C10  C9   C8   180.00   0.0  0
 MMB  CONST_29  O4    C10  C11  C12  180.00   0.0  0
 MMB  CONST_30  C3    N1   C14  C13  180.00   0.0  0
 MMB  CONST_31  O5    C15  C14  C13  180.00   0.0  0
 MMB  CONST_32  C5    C15  O5   C3   180.00   0.0  0
 MMB  CONST_33  C5    C15  C14  N1   180.00   0.0  0
 MMB  CONST_34  H9    C9   C8   C7   180.00   0.0  0
 MMB  CONST_35  H11   C11  C12  C7   180.00   0.0  0
 MMB  CONST_36  H12   C12  C7   C8   180.00   0.0  0
 MMB  CONST_37  H8    C8   C9   C10  180.00   0.0  0
 MMB  CONST_38  H17   C17  C18  C3     0.00   0.0  0
 MMB  CONST_39  H19   C19  C18  C3     0.00   0.0  0
 MMB  CONST_40  H20   C20  C21  C16  180.00   0.0  0
 MMB  CONST_41  H21   C21  C16  C17  180.00   0.0  0
 MMB  CONST_42  H16   C16  C17  C18  180.00   0.0  0
 MMB  CONST_43  HO2   O2   C6   C2   180.00   0.0  0
 MMB  Var_01    C8    C7   C1   C2   -72.32  30.0  2
 MMB  Var_02    C14   C13  O4   C10  176.50  30.0  3
 MMB  Var_03    N1    C14  C13  O4   -71.66  30.0  2
 MMB  Var_04    H51   C5   C15  C14    1.76  30.0  2
 MMB  Var_05    O1    C26  C29  C28  179.43  30.0  1
 MMB  Var_06    H321  C32  C4   C2   119.81  30.0  3
 MMB  Var_07    H281  C28  C29  C26   60.24  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
 MMB  chir_01  C2  C1  C4  C6  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
 MMB  plan-1  C13  0.020
 MMB  plan-1  C14  0.020
 MMB  plan-1  C15  0.020
 MMB  plan-1  O5   0.020
 MMB  plan-1  C3   0.020
 MMB  plan-1  N1   0.020
 MMB  plan-1  C18  0.020
 MMB  plan-1  C5   0.020
 MMB  plan-2  C1   0.020
 MMB  plan-2  C7   0.020
 MMB  plan-2  C8   0.020
 MMB  plan-2  C9   0.020
 MMB  plan-2  C10  0.020
 MMB  plan-2  C11  0.020
 MMB  plan-2  C12  0.020
 MMB  plan-2  O4   0.020
 MMB  plan-2  H8   0.020
 MMB  plan-2  H9   0.020
 MMB  plan-2  H11  0.020
 MMB  plan-2  H12  0.020
 MMB  plan-3  C3   0.020
 MMB  plan-3  C16  0.020
 MMB  plan-3  C17  0.020
 MMB  plan-3  C18  0.020
 MMB  plan-3  C19  0.020
 MMB  plan-3  C20  0.020
 MMB  plan-3  C21  0.020
 MMB  plan-3  H16  0.020
 MMB  plan-3  H17  0.020
 MMB  plan-3  H19  0.020
 MMB  plan-3  H20  0.020
 MMB  plan-3  H21  0.020
 MMB  plan-4  C2   0.020
 MMB  plan-4  C6   0.020
 MMB  plan-4  O2   0.020
 MMB  plan-4  O3   0.020
 MMB  plan-4  HO2  0.020
 MMB  plan-5  C2   0.020
 MMB  plan-5  C4   0.020
 MMB  plan-5  C32  0.020
 MMB  plan-5  N4   0.020
 MMB  plan-5  O1   0.020

