# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Fri Jun  5 16:46:42 2020
#   Inital geometry file: a 165 line input string
#   Ligand name: 6-cyclohexylhexyl 4-O-alpha-D-glucopyranosyl-beta-D-glucopyranoside
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OCCCCCCC3CCCCC3)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O
#
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
 MA4  MA4  '6-cyclohexylhexyl 4-O-alpha-D-glucopyranosyl-beta-D-glucopyranoside'  ligand  79  35  .  2020-10-23  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MA4
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
 MA4  C1    C  CH1   0   0.221  -0.3602   0.9184  -5.3576
 MA4  C2    C  CH1   0  -0.013  -1.0524   0.2415  -6.5413
 MA4  C3    C  CH1   0  -0.011  -0.1551  -0.8597  -7.1021
 MA4  C4    C  CH1   0   0.034   1.2059  -0.2727  -7.4587
 MA4  C5    C  CH1   0  -0.016   1.7999   0.4283  -6.2358
 MA4  C6    C  CH2   0  -0.160   3.0866   1.1556  -6.5622
 MA4  O2    O  OH1   0  -0.689  -2.3381  -0.2208  -6.2254
 MA4  O3    O  OH1   0  -0.677  -0.6949  -1.4240  -8.2747
 MA4  O5    O  O2    0  -0.495   0.8878   1.4005  -5.7432
 MA4  O6    O  OH1   0  -0.663   3.6215   1.6863  -5.3731
 MA4  O1    O  O2    0  -0.518  -0.2505  -0.0079  -4.3124
 MA4  O4    O  OH1   0  -0.673   2.1143  -1.2637  -7.8721
 MA4  C10   C  CH1   0   0.299  -0.8335  -0.3482  -0.2474
 MA4  C20   C  CH1   0  -0.026  -2.0651  -0.5652  -1.1212
 MA4  C30   C  CH1   0   0.013  -1.6174  -0.8016  -2.5558
 MA4  C40   C  CH1   0   0.019  -0.7143   0.3325  -3.0262
 MA4  C50   C  CH1   0  -0.010   0.4471   0.5045  -2.0352
 MA4  C60   C  CH2   0  -0.186   1.3333   1.6827  -2.3758
 MA4  O20   O  OH1   0  -0.668  -2.7960  -1.6934  -0.7139
 MA4  O30   O  OH1   0  -0.670  -2.7143  -0.8840  -3.4363
 MA4  O50   O  O2    0  -0.493  -0.0820   0.7295  -0.7448
 MA4  O60   O  OH1   0  -0.669   2.3830   1.7405  -1.4372
 MA4  C21   C  CH2   0  -0.465  -0.8719   0.2290   3.3642
 MA4  C31   C  CH2   0  -0.425  -0.0241  -0.1789   4.5630
 MA4  C41   C  CH2   0  -0.410  -0.5213   0.4365   5.8654
 MA4  C51   C  CH2   0  -0.421   0.2182  -0.0721   7.0965
 MA4  C61   C  CH2   0  -0.403  -0.2598   0.5918   8.3830
 MA4  C12   C  CH1   0  -0.219   0.4388   0.1128   9.6550
 MA4  C22   C  CH2   0  -0.414   0.0769   1.0085  10.8412
 MA4  C32   C  CH2   0  -0.431   0.7438   0.5563  12.1365
 MA4  C42   C  CH2   0  -0.428   0.4141  -0.8987  12.4501
 MA4  C52   C  CH2   0  -0.428   0.7839  -1.8042  11.2805
 MA4  C62   C  CH2   0  -0.421   0.1179  -1.3456   9.9861
 MA4  H11   H  HCH1  0   0.254  -0.9367   1.7935  -5.0355
 MA4  H21   H  HCH1  0   0.237  -1.1778   1.0052  -7.3177
 MA4  H31   H  HCH1  0   0.211  -0.0099  -1.6328  -6.3321
 MA4  H41   H  HCH1  0   0.210   1.0550   0.4803  -8.2497
 MA4  H51   H  HCH1  0   0.229   2.0070  -0.3250  -5.4632
 MA4  H61   H  HCH2  0   0.195   2.8744   1.9393  -7.3029
 MA4  H62   H  HCH2  0   0.212   3.7744   0.4464  -7.0340
 MA4  HO2   H  HOH1  0   0.449  -2.3348  -0.6363  -5.3473
 MA4  HO3   H  HOH1  0   0.453  -1.5343  -1.8386  -8.0497
 MA4  HO6   H  HOH1  0   0.456   4.4722   2.0825  -5.5808
 MA4  HO4   H  HOH1  0   0.455   1.7384  -1.7166  -8.6340
 MA4  H101  H  HCH1  0   0.187  -0.2171  -1.2668  -0.2511
 MA4  H201  H  HCH1  0   0.226  -2.6773   0.3491  -1.0849
 MA4  H301  H  HCH1  0   0.229  -1.0300  -1.7331  -2.5826
 MA4  H401  H  HCH1  0   0.241  -1.2937   1.2673  -3.0555
 MA4  H501  H  HCH1  0   0.226   1.0524  -0.4168  -2.0435
 MA4  H601  H  HCH2  0   0.238   1.7149   1.5599  -3.3915
 MA4  H602  H  HCH2  0   0.192   0.7256   2.5996  -2.3659
 MA4  HO20  H  HOH1  0   0.457  -3.1958  -1.5048   0.1412
 MA4  HO30  H  HOH1  0   0.466  -3.2112  -1.6846  -3.2370
 MA4  HO60  H  HOH1  0   0.455   3.0451   2.3500  -1.7740
 MA4  H111  H  HCH2  0   0.207  -0.1862  -1.4086   2.1403
 MA4  H112  H  HCH2  0   0.212   0.6518   0.1197   1.8488
 MA4  H211  H  HCH2  0   0.224  -0.9257   1.3201   3.3006
 MA4  H212  H  HCH2  0   0.224  -1.8954  -0.1305   3.5088
 MA4  H311  H  HCH2  0   0.214  -0.0286  -1.2703   4.6530
 MA4  H312  H  HCH2  0   0.215   1.0199   0.1091   4.4005
 MA4  H411  H  HCH2  0   0.210  -0.4312   1.5266   5.8079
 MA4  H412  H  HCH2  0   0.209  -1.5908   0.2272   5.9777
 MA4  H511  H  HCH2  0   0.214   0.0914  -1.1571   7.1611
 MA4  H512  H  HCH2  0   0.207   1.2938   0.1013   6.9794
 MA4  H611  H  HCH2  0   0.212  -0.1176   1.6747   8.2902
 MA4  H612  H  HCH2  0   0.202  -1.3408   0.4395   8.4901
 MA4  H121  H  HCH1  0   0.198   1.5243   0.1925   9.4980
 MA4  H221  H  HCH2  0   0.220   0.3517   2.0440  10.6196
 MA4  H222  H  HCH2  0   0.201  -1.0122   0.9996  10.9728
 MA4  H321  H  HCH2  0   0.206   1.8297   0.6673  12.0396
 MA4  H322  H  HCH2  0   0.223   0.4384   1.2031  12.9632
 MA4  H421  H  HCH2  0   0.223   0.9311  -1.2204  13.3578
 MA4  H422  H  HCH2  0   0.205  -0.6586  -0.9913  12.6536
 MA4  H521  H  HCH2  0   0.206   1.8717  -1.7969  11.1497
 MA4  H522  H  HCH2  0   0.223   0.5061  -2.8389  11.4970
 MA4  H621  H  HCH2  0   0.201  -0.9698  -1.4528  10.0836
 MA4  H622  H  HCH2  0   0.226   0.4205  -2.0015   9.1660
 MA4  O10   O  O2    0  -0.503  -1.2520  -0.0325   1.0251
 MA4  C11   C  CH2   0  -0.143  -0.3271  -0.3229   2.0639

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
 MA4  C1   C2    single  1.529  0.020  1.529
 MA4  C1   O5    single  1.392  0.020  1.392
 MA4  C1   O1    single  1.401  0.020  1.401
 MA4  C1   H11   single  0.970  0.020  1.090
 MA4  C2   C3    single  1.527  0.020  1.527
 MA4  C2   O2    single  1.402  0.020  1.402
 MA4  C2   H21   single  0.970  0.020  1.090
 MA4  C3   C4    single  1.525  0.020  1.525
 MA4  C3   O3    single  1.409  0.020  1.409
 MA4  C3   H31   single  0.970  0.020  1.090
 MA4  C4   C5    single  1.530  0.020  1.530
 MA4  C4   O4    single  1.406  0.020  1.406
 MA4  C4   H41   single  0.970  0.020  1.090
 MA4  C5   C6    single  1.514  0.020  1.514
 MA4  C5   O5    single  1.421  0.020  1.421
 MA4  C5   H51   single  0.970  0.020  1.090
 MA4  C6   O6    single  1.408  0.020  1.408
 MA4  C6   H61   single  0.970  0.020  1.090
 MA4  C6   H62   single  0.970  0.020  1.090
 MA4  O2   HO2   single  0.850  0.020  0.980
 MA4  O3   HO3   single  0.850  0.020  0.980
 MA4  O6   HO6   single  0.850  0.020  0.980
 MA4  O1   C40   single  1.409  0.020  1.409
 MA4  O4   HO4   single  0.850  0.020  0.980
 MA4  C10  C20   single  1.526  0.020  1.526
 MA4  C10  O10   single  1.376  0.020  1.376
 MA4  C10  O50   single  1.405  0.020  1.405
 MA4  C10  H101  single  0.970  0.020  1.090
 MA4  C20  C30   single  1.521  0.020  1.521
 MA4  C20  O20   single  1.405  0.020  1.405
 MA4  C20  H201  single  0.970  0.020  1.090
 MA4  C30  C40   single  1.524  0.020  1.524
 MA4  C30  O30   single  1.409  0.020  1.409
 MA4  C30  H301  single  0.970  0.020  1.090
 MA4  C40  C50   single  1.537  0.020  1.537
 MA4  C40  H401  single  0.970  0.020  1.090
 MA4  C50  C60   single  1.513  0.020  1.513
 MA4  C50  O50   single  1.413  0.020  1.413
 MA4  C50  H501  single  0.970  0.020  1.090
 MA4  C60  O60   single  1.409  0.020  1.409
 MA4  C60  H601  single  0.970  0.020  1.090
 MA4  C60  H602  single  0.970  0.020  1.090
 MA4  O10  C11   single  1.421  0.020  1.421
 MA4  O20  HO20  single  0.850  0.020  0.980
 MA4  O30  HO30  single  0.850  0.020  0.980
 MA4  O60  HO60  single  0.850  0.020  0.980
 MA4  C11  C21   single  1.514  0.020  1.514
 MA4  C11  H111  single  0.970  0.020  1.090
 MA4  C11  H112  single  0.970  0.020  1.090
 MA4  C21  C31   single  1.524  0.020  1.524
 MA4  C21  H211  single  0.970  0.020  1.090
 MA4  C21  H212  single  0.970  0.020  1.090
 MA4  C31  C41   single  1.524  0.020  1.524
 MA4  C31  H311  single  0.970  0.020  1.090
 MA4  C31  H312  single  0.970  0.020  1.090
 MA4  C41  C51   single  1.524  0.020  1.524
 MA4  C41  H411  single  0.970  0.020  1.090
 MA4  C41  H412  single  0.970  0.020  1.090
 MA4  C51  C61   single  1.525  0.020  1.525
 MA4  C51  H511  single  0.970  0.020  1.090
 MA4  C51  H512  single  0.970  0.020  1.090
 MA4  C61  C12   single  1.528  0.020  1.528
 MA4  C61  H611  single  0.970  0.020  1.090
 MA4  C61  H612  single  0.970  0.020  1.090
 MA4  C12  C22   single  1.530  0.020  1.530
 MA4  C12  C62   single  1.530  0.020  1.530
 MA4  C12  H121  single  0.970  0.020  1.090
 MA4  C22  C32   single  1.525  0.020  1.525
 MA4  C22  H221  single  0.970  0.020  1.090
 MA4  C22  H222  single  0.970  0.020  1.090
 MA4  C32  C42   single  1.525  0.020  1.525
 MA4  C32  H321  single  0.970  0.020  1.090
 MA4  C32  H322  single  0.970  0.020  1.090
 MA4  C42  C52   single  1.525  0.020  1.525
 MA4  C42  H421  single  0.970  0.020  1.090
 MA4  C42  H422  single  0.970  0.020  1.090
 MA4  C52  C62   single  1.526  0.020  1.526
 MA4  C52  H521  single  0.970  0.020  1.090
 MA4  C52  H522  single  0.970  0.020  1.090
 MA4  C62  H621  single  0.970  0.020  1.090
 MA4  C62  H622  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
 MA4  H11   C1   O1    110.47  3.000
 MA4  H11   C1   O5    106.04  3.000
 MA4  O1    C1   O5    111.43  3.000
 MA4  H11   C1   C2    110.04  3.000
 MA4  O1    C1   C2    108.68  3.000
 MA4  O5    C1   C2    110.16  3.000
 MA4  H21   C2   O2    106.52  3.000
 MA4  H21   C2   C3    108.03  3.000
 MA4  O2    C2   C3    112.56  3.000
 MA4  H21   C2   C1    106.95  3.000
 MA4  O2    C2   C1    112.74  3.000
 MA4  C3    C2   C1    109.72  3.000
 MA4  H31   C3   O3    110.58  3.000
 MA4  H31   C3   C4    108.44  3.000
 MA4  O3    C3   C4    107.55  3.000
 MA4  H31   C3   C2    109.10  3.000
 MA4  O3    C3   C2    111.67  3.000
 MA4  C4    C3   C2    109.44  3.000
 MA4  H41   C4   O4    111.03  3.000
 MA4  H41   C4   C5    108.29  3.000
 MA4  O4    C4   C5    107.88  3.000
 MA4  H41   C4   C3    107.98  3.000
 MA4  O4    C4   C3    111.96  3.000
 MA4  C5    C4   C3    109.64  3.000
 MA4  H51   C5   O5    110.26  3.000
 MA4  H51   C5   C6    108.72  3.000
 MA4  O5    C5   C6    106.96  3.000
 MA4  H51   C5   C4    108.73  3.000
 MA4  O5    C5   C4    109.96  3.000
 MA4  C6    C5   C4    112.20  3.000
 MA4  H62   C6   H61   107.03  3.000
 MA4  H62   C6   O6    111.69  3.000
 MA4  H61   C6   O6    111.95  3.000
 MA4  H62   C6   C5    108.40  3.000
 MA4  H61   C6   C5    108.89  3.000
 MA4  O6    C6   C5    108.78  3.000
 MA4  HO2   O2   C2    109.97  3.000
 MA4  HO3   O3   C3    108.18  3.000
 MA4  C5    O5   C1    115.75  3.000
 MA4  HO6   O6   C6    108.01  3.000
 MA4  C40   O1   C1    119.71  3.000
 MA4  HO4   O4   C4    108.17  3.000
 MA4  H101  C10  O50   109.74  3.000
 MA4  H101  C10  O10   111.29  3.000
 MA4  O50   C10  O10   108.30  3.000
 MA4  H101  C10  C20   109.25  3.000
 MA4  O50   C10  C20   109.76  3.000
 MA4  O10   C10  C20   108.47  3.000
 MA4  H201  C20  O20   111.60  3.000
 MA4  H201  C20  C30   108.89  3.000
 MA4  O20   C20  C30   107.57  3.000
 MA4  H201  C20  C10   108.17  3.000
 MA4  O20   C20  C10   111.61  3.000
 MA4  C30   C20  C10   108.94  3.000
 MA4  H301  C30  O30   110.51  3.000
 MA4  H301  C30  C40   107.80  3.000
 MA4  O30   C30  C40   108.18  3.000
 MA4  H301  C30  C20   108.14  3.000
 MA4  O30   C30  C20   111.67  3.000
 MA4  C40   C30  C20   110.48  3.000
 MA4  H401  C40  C50   108.67  3.000
 MA4  H401  C40  C30   109.17  3.000
 MA4  C50   C40  C30   109.40  3.000
 MA4  H401  C40  O1    110.75  3.000
 MA4  C50   C40  O1    111.53  3.000
 MA4  C30   C40  O1    107.28  3.000
 MA4  H501  C50  O50   110.23  3.000
 MA4  H501  C50  C60   109.11  3.000
 MA4  O50   C50  C60   107.52  3.000
 MA4  H501  C50  C40   108.46  3.000
 MA4  O50   C50  C40   108.90  3.000
 MA4  C60   C50  C40   112.63  3.000
 MA4  H602  C60  H601  107.16  3.000
 MA4  H602  C60  O60   111.79  3.000
 MA4  H601  C60  O60   111.34  3.000
 MA4  H602  C60  C50   108.87  3.000
 MA4  H601  C60  C50   109.06  3.000
 MA4  O60   C60  C50   108.56  3.000
 MA4  HO20  O20  C20   108.44  3.000
 MA4  HO30  O30  C30   108.72  3.000
 MA4  C50   O50  C10   113.68  3.000
 MA4  HO60  O60  C60   107.80  3.000
 MA4  H212  C21  H211  106.81  3.000
 MA4  H212  C21  C31   109.18  3.000
 MA4  H211  C21  C31   109.87  3.000
 MA4  H212  C21  C11   109.28  3.000
 MA4  H211  C21  C11   109.34  3.000
 MA4  C31   C21  C11   112.20  3.000
 MA4  H312  C31  H311  106.15  3.000
 MA4  H312  C31  C41   109.37  3.000
 MA4  H311  C31  C41   109.32  3.000
 MA4  H312  C31  C21   110.08  3.000
 MA4  H311  C31  C21   109.21  3.000
 MA4  C41   C31  C21   112.50  3.000
 MA4  H412  C41  H411  106.01  3.000
 MA4  H412  C41  C51   109.10  3.000
 MA4  H411  C41  C51   109.56  3.000
 MA4  H412  C41  C31   109.21  3.000
 MA4  H411  C41  C31   109.28  3.000
 MA4  C51   C41  C31   113.42  3.000
 MA4  H512  C51  H511  106.07  3.000
 MA4  H512  C51  C61   109.21  3.000
 MA4  H511  C51  C61   110.22  3.000
 MA4  H512  C51  C41   109.71  3.000
 MA4  H511  C51  C41   108.81  3.000
 MA4  C61   C51  C41   112.60  3.000
 MA4  H612  C61  H611  105.87  3.000
 MA4  H612  C61  C12   109.01  3.000
 MA4  H611  C61  C12   108.71  3.000
 MA4  H612  C61  C51   109.32  3.000
 MA4  H611  C61  C51   108.55  3.000
 MA4  C12   C61  C51   114.99  3.000
 MA4  H121  C12  C62   107.89  3.000
 MA4  H121  C12  C22   107.57  3.000
 MA4  C62   C12  C22   109.92  3.000
 MA4  H121  C12  C61   108.04  3.000
 MA4  C62   C12  C61   112.52  3.000
 MA4  C22   C12  C61   110.71  3.000
 MA4  H222  C22  H221  106.34  3.000
 MA4  H222  C22  C32   109.25  3.000
 MA4  H221  C22  C32   110.04  3.000
 MA4  H222  C22  C12   108.86  3.000
 MA4  H221  C22  C12   109.74  3.000
 MA4  C32   C22  C12   112.42  3.000
 MA4  H322  C32  H321  106.48  3.000
 MA4  H322  C32  C42   110.41  3.000
 MA4  H321  C32  C42   109.22  3.000
 MA4  H322  C32  C22   110.16  3.000
 MA4  H321  C32  C22   109.15  3.000
 MA4  C42   C32  C22   111.28  3.000
 MA4  H422  C42  H421  106.50  3.000
 MA4  H422  C42  C52   109.25  3.000
 MA4  H421  C42  C52   110.34  3.000
 MA4  H422  C42  C32   109.30  3.000
 MA4  H421  C42  C32   110.45  3.000
 MA4  C52   C42  C32   110.89  3.000
 MA4  H522  C52  H521  106.39  3.000
 MA4  H522  C52  C62   109.97  3.000
 MA4  H521  C52  C62   109.27  3.000
 MA4  H522  C52  C42   110.41  3.000
 MA4  H521  C52  C42   109.17  3.000
 MA4  C62   C52  C42   111.49  3.000
 MA4  H622  C62  H621  106.41  3.000
 MA4  H622  C62  C52   109.58  3.000
 MA4  H621  C62  C52   109.14  3.000
 MA4  H622  C62  C12   110.59  3.000
 MA4  H621  C62  C12   108.69  3.000
 MA4  C52   C62  C12   112.24  3.000
 MA4  C11   O10  C10   115.54  3.000
 MA4  H112  C11  H111  107.38  3.000
 MA4  H112  C11  C21   110.05  3.000
 MA4  H111  C11  C21   110.31  3.000
 MA4  H112  C11  O10   110.83  3.000
 MA4  H111  C11  O10   109.67  3.000
 MA4  C21   C11  O10   108.61  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
 MA4  Var_01  C42  C32  C22  C12  -55.60  30.0  1
 MA4  Var_02  C42  C52  C62  C12   55.49  30.0  1
 MA4  Var_03  C52  C42  C32  C22   55.05  30.0  1
 MA4  Var_04  C62  C52  C42  C32  -55.09  30.0  1
 MA4  Var_05  C21  C11  O10  C10  173.47  30.0  3
 MA4  Var_06  C12  C61  C51  C41  179.53  30.0  3
 MA4  Var_07  C31  C21  C11  O10  173.26  30.0  3
 MA4  Var_08  C41  C31  C21  C11  176.80  30.0  3
 MA4  Var_09  C51  C41  C31  C21  173.89  30.0  3
 MA4  Var_10  C61  C51  C41  C31  177.96  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
 MA4  chir_01  C1   C2   O5   O1   positiv
 MA4  chir_02  C2   O2   C1   C3   negativ
 MA4  chir_03  C3   O3   C2   C4   positiv
 MA4  chir_04  C4   O4   C5   C3   positiv
 MA4  chir_05  C5   O5   C4   C6   negativ
 MA4  chir_06  C10  C20  O10  O50  positiv
 MA4  chir_07  C20  O20  C10  C30  negativ
 MA4  chir_08  C30  O30  C20  C40  positiv
 MA4  chir_09  C40  O1   C50  C30  positiv
 MA4  chir_10  C50  O50  C40  C60  negativ
 MA4  chir_11  C12  C61  C22  C62  negativ

