# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sat Jun  6 11:35:42 2020
#   Inital geometry file: a 167 line input string
#   Ligand name: N-methyl-D-phenylalanyl-N-[(2S)-4,4,5,5,5-pentafluoro-1-(1H-indol-3-yl)-3-oxopentan-2-yl]-L-prolinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)C(F)(F)C(F)(F)F
#
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
 MDL  MDL  N-methyl-D-phenylalanyl-N-[(2S)-4,4,5,5,5-pentafluoro-1-(1H-indol-3-yl)-3-oxopentan-2-yl]-L-prolinamide  peptide  69  40  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MDL
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
 MDL  N2    N  NH1   0  -0.560  -3.6023  -1.0268  -1.6304
 MDL  C6    C  CH1   0  -0.209  -3.6370  -0.3940  -0.3377
 MDL  C7    C  C     0   0.554  -2.2751   0.1768   0.0666
 MDL  O9    O  O     0  -0.494  -1.5208   0.6528  -0.7733
 MDL  C55   C  CH2   0  -0.534  -4.6673   0.7478  -0.3247
 MDL  C57   C  CR6   0   0.160  -6.0711   0.2443  -0.4948
 MDL  C60   C  CR16  0  -0.316  -6.8102  -0.1599   0.6146
 MDL  C64   C  CR16  0  -0.303  -6.6544   0.1402  -1.7548
 MDL  C61   C  CR16  0  -0.240  -8.0982  -0.6592   0.4728
 MDL  C63   C  CR16  0  -0.245  -7.9432  -0.3547  -1.9027
 MDL  C62   C  CR16  0  -0.273  -8.6688  -0.7595  -0.7893
 MDL  C1    C  CH3   0  -0.531  -2.8147  -2.2447  -1.6648
 MDL  N8    N  NT    0  -0.473  -1.9416   0.1611   1.3658
 MDL  C18   C  CH1   0  -0.172  -0.6238   0.6116   1.7660
 MDL  C21   C  C     0   0.592   0.4470  -0.1856   1.0386
 MDL  O24   O  O     0  -0.469   0.3508  -1.3874   0.8615
 MDL  C15   C  CH2   0  -0.480  -0.5792   0.3283   3.2768
 MDL  C12   C  CH2   0  -0.470  -2.0498   0.2960   3.6823
 MDL  C11   C  CH2   0  -0.283  -2.7240  -0.3525   2.4826
 MDL  N23   N  NH1   0  -0.657   1.5523   0.4980   0.6987
 MDL  C25   C  CH1   0  -0.156   2.6169  -0.1588  -0.0111
 MDL  C26   C  CH2   0  -0.570   3.8350   0.7833  -0.1319
 MDL  C27   C  CR5   0  -0.012   3.4964   2.0559  -0.8340
 MDL  C30   C  CR15  0  -0.060   3.4752   2.2662  -2.1852
 MDL  C31   C  CR56  0   0.005   3.0717   3.2863  -0.2319
 MDL  C32   C  CR56  0   0.361   2.8090   4.1910  -1.2851
 MDL  N33   N  NR15  0  -0.683   3.0670   3.5381  -2.4543
 MDL  C34   C  CR16  0  -0.302   2.3714   5.4937  -1.0532
 MDL  C35   C  CR16  0  -0.282   2.1946   5.8825   0.2606
 MDL  C36   C  CR16  0  -0.264   2.4520   5.0013   1.3238
 MDL  C37   C  CR16  0  -0.381   2.8899   3.7126   1.0914
 MDL  C44   C  C     0   0.252   3.0446  -1.3970   0.7591
 MDL  O46   O  O     0  -0.327   3.1665  -1.4303   1.9487
 MDL  C47   C  CT    0   0.570   3.4857  -2.6349  -0.0581
 MDL  F48   F  F     0  -0.320   4.1228  -2.2290  -1.1802
 MDL  F49   F  F     0  -0.317   4.3510  -3.3483   0.6799
 MDL  C50   C  CT    0   0.950   2.3578  -3.5919  -0.4867
 MDL  F51   F  F     0  -0.286   1.5175  -2.9952  -1.3208
 MDL  F52   F  F     0  -0.300   2.8790  -4.6461  -1.1107
 MDL  F53   F  F     0  -0.288   1.6927  -4.0253   0.5757
 MDL  HN2   H  HNH1  0   0.342  -3.2430  -0.3701  -2.3123
 MDL  H6    H  HCH1  0   0.261  -3.9492  -1.1537   0.3866
 MDL  H551  H  HCH2  0   0.262  -4.5884   1.3025   0.6147
 MDL  H552  H  HCH2  0   0.261  -4.4160   1.4548  -1.1201
 MDL  H60   H  HCR6  0   0.244  -6.3756  -0.0763   1.6048
 MDL  H64   H  HCR6  0   0.241  -6.0986   0.4551  -2.6291
 MDL  H61   H  HCR6  0   0.253  -8.6566  -0.9635   1.3489
 MDL  H63   H  HCR6  0   0.252  -8.3813  -0.4273  -2.8901
 MDL  H62   H  HCR6  0   0.253  -9.6731  -1.1464  -0.9053
 MDL  H11   H  HCH3  0   0.235  -2.8042  -2.6383  -2.6809
 MDL  H12   H  HCH3  0   0.205  -1.7721  -2.1301  -1.3407
 MDL  H13   H  HCH3  0   0.223  -3.2772  -3.0010  -1.0278
 MDL  H18   H  HCH1  0   0.275  -0.5082   1.6826   1.5679
 MDL  H151  H  HCH2  0   0.268  -0.0017   1.0812   3.8101
 MDL  H152  H  HCH2  0   0.254  -0.1214  -0.6439   3.4701
 MDL  H121  H  HCH2  0   0.248  -2.4308   1.3089   3.8249
 MDL  H122  H  HCH2  0   0.260  -2.2205  -0.2613   4.6021
 MDL  H111  H  HCH2  0   0.253  -3.7738  -0.0743   2.4001
 MDL  H112  H  HCH2  0   0.250  -2.6651  -1.4436   2.5358
 MDL  HN3   H  HNH1  0   0.407   1.5231   1.5059   0.6851
 MDL  H25   H  HCH1  0   0.293   2.2877  -0.4338  -1.0178
 MDL  H261  H  HCH2  0   0.272   4.2189   0.9922   0.8699
 MDL  H262  H  HCH2  0   0.286   4.6288   0.2608  -0.6661
 MDL  H30   H  HCR5  0   0.288   3.7275   1.5900  -2.9874
 MDL  HN33  H  HNR5  0   0.413   2.9782   3.9290  -3.3775
 MDL  H34   H  HCR6  0   0.262   2.1772   6.1763  -1.8707
 MDL  H35   H  HCR6  0   0.253   1.8534   6.8865   0.4765
 MDL  H36   H  HCR6  0   0.251   2.3059   5.3415   2.3405
 MDL  H37   H  HCR6  0   0.249   3.0957   3.0501   1.9249

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
 MDL  C1   N2    single    1.451  0.020  1.451
 MDL  C1   H11   single    0.970  0.020  1.090
 MDL  C1   H12   single    0.970  0.020  1.090
 MDL  C1   H13   single    0.970  0.020  1.090
 MDL  N2   C6    single    1.440  0.020  1.440
 MDL  N2   HN2   single    0.890  0.020  1.040
 MDL  C6   C7    single    1.531  0.020  1.531
 MDL  C6   C55   single    1.538  0.020  1.538
 MDL  C6   H6    single    0.970  0.020  1.090
 MDL  C7   N8    single    1.341  0.020  1.341
 MDL  C7   O9    double    1.225  0.020  1.225
 MDL  N8   C11   single    1.457  0.020  1.457
 MDL  N8   C18   single    1.449  0.020  1.449
 MDL  C11  C12   single    1.521  0.020  1.521
 MDL  C11  H111  single    0.970  0.020  1.090
 MDL  C11  H112  single    0.970  0.020  1.090
 MDL  C12  C15   single    1.526  0.020  1.526
 MDL  C12  H121  single    0.970  0.020  1.090
 MDL  C12  H122  single    0.970  0.020  1.090
 MDL  C15  C18   single    1.538  0.020  1.538
 MDL  C15  H151  single    0.970  0.020  1.090
 MDL  C15  H152  single    0.970  0.020  1.090
 MDL  C18  C21   single    1.520  0.020  1.520
 MDL  C18  H18   single    0.970  0.020  1.090
 MDL  C21  N23   single    1.343  0.020  1.343
 MDL  C21  O24   double    1.219  0.020  1.219
 MDL  N23  C25   single    1.438  0.020  1.438
 MDL  N23  HN3   single    0.860  0.020  1.020
 MDL  C25  C26   single    1.545  0.020  1.545
 MDL  C25  C44   single    1.520  0.020  1.520
 MDL  C25  H25   single    0.970  0.020  1.090
 MDL  C26  C27   single    1.492  0.020  1.492
 MDL  C26  H261  single    0.970  0.020  1.090
 MDL  C26  H262  single    0.970  0.020  1.090
 MDL  C27  C30   aromatic  1.368  0.020  1.368
 MDL  C27  C31   aromatic  1.434  0.020  1.434
 MDL  C30  N33   aromatic  1.363  0.020  1.363
 MDL  C30  H30   single    0.930  0.020  1.080
 MDL  C31  C32   aromatic  1.413  0.020  1.413
 MDL  C31  C37   aromatic  1.402  0.020  1.402
 MDL  C32  N33   aromatic  1.364  0.020  1.364
 MDL  C32  C34   aromatic  1.394  0.020  1.394
 MDL  N33  HN33  single    0.860  0.020  1.020
 MDL  C34  C35   aromatic  1.381  0.020  1.381
 MDL  C34  H34   single    0.930  0.020  1.080
 MDL  C35  C36   aromatic  1.405  0.020  1.405
 MDL  C35  H35   single    0.930  0.020  1.080
 MDL  C36  C37   aromatic  1.381  0.020  1.381
 MDL  C36  H36   single    0.930  0.020  1.080
 MDL  C37  H37   single    0.930  0.020  1.080
 MDL  C44  O46   double    1.196  0.020  1.196
 MDL  C44  C47   single    1.548  0.020  1.548
 MDL  C47  F48   single    1.353  0.020  1.353
 MDL  C47  F49   single    1.343  0.020  1.343
 MDL  C47  C50   single    1.540  0.020  1.540
 MDL  C50  F51   single    1.326  0.020  1.326
 MDL  C50  F52   single    1.331  0.020  1.331
 MDL  C50  F53   single    1.326  0.020  1.326
 MDL  C55  C57   single    1.501  0.020  1.501
 MDL  C55  H551  single    0.970  0.020  1.090
 MDL  C55  H552  single    0.970  0.020  1.090
 MDL  C57  C60   aromatic  1.393  0.020  1.393
 MDL  C57  C64   aromatic  1.392  0.020  1.392
 MDL  C60  C61   aromatic  1.389  0.020  1.389
 MDL  C60  H60   single    0.930  0.020  1.080
 MDL  C61  C62   aromatic  1.389  0.020  1.389
 MDL  C61  H61   single    0.930  0.020  1.080
 MDL  C62  C63   aromatic  1.389  0.020  1.389
 MDL  C62  H62   single    0.930  0.020  1.080
 MDL  C63  C64   aromatic  1.388  0.020  1.388
 MDL  C63  H63   single    0.930  0.020  1.080
 MDL  C64  H64   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
 MDL  HN2   N2   C1    109.62  3.000
 MDL  HN2   N2   C6    109.16  3.000
 MDL  C1    N2   C6    113.79  3.000
 MDL  H6    C6   C55   108.57  3.000
 MDL  H6    C6   C7    109.73  3.000
 MDL  C55   C6   C7    108.48  3.000
 MDL  H6    C6   N2    107.21  3.000
 MDL  C55   C6   N2    110.49  3.000
 MDL  C7    C6   N2    112.30  3.000
 MDL  N8    C7   O9    121.02  3.000
 MDL  O9    C7   C6    120.76  3.000
 MDL  N8    C7   C6    118.20  3.000
 MDL  H552  C55  H551  106.28  3.000
 MDL  H552  C55  C57   110.45  3.000
 MDL  H551  C55  C57   109.57  3.000
 MDL  H552  C55  C6    108.66  3.000
 MDL  H551  C55  C6    109.60  3.000
 MDL  C57   C55  C6    112.12  3.000
 MDL  C64   C57  C60   118.47  3.000
 MDL  C64   C57  C55   121.29  3.000
 MDL  C60   C57  C55   120.21  3.000
 MDL  H60   C60  C61   119.51  3.000
 MDL  H60   C60  C57   119.48  3.000
 MDL  C61   C60  C57   121.01  3.000
 MDL  H64   C64  C63   119.61  3.000
 MDL  H64   C64  C57   119.60  3.000
 MDL  C63   C64  C57   120.79  3.000
 MDL  H61   C61  C62   120.21  3.000
 MDL  H61   C61  C60   119.80  3.000
 MDL  C62   C61  C60   119.99  3.000
 MDL  H63   C63  C62   120.00  3.000
 MDL  H63   C63  C64   119.78  3.000
 MDL  C62   C63  C64   120.22  3.000
 MDL  H62   C62  C63   120.19  3.000
 MDL  H62   C62  C61   120.29  3.000
 MDL  C63   C62  C61   119.52  3.000
 MDL  H13   C1   H12   107.61  3.000
 MDL  H13   C1   H11   107.33  3.000
 MDL  H12   C1   H11   107.69  3.000
 MDL  H13   C1   N2    109.74  3.000
 MDL  H12   C1   N2    114.89  3.000
 MDL  H11   C1   N2    109.30  3.000
 MDL  C11   N8   C18   112.72  3.000
 MDL  C18   N8   C7    119.34  3.000
 MDL  C11   N8   C7    127.80  3.000
 MDL  H18   C18  C15   110.78  3.000
 MDL  H18   C18  C21   110.60  3.000
 MDL  C15   C18  C21   110.67  3.000
 MDL  H18   C18  N8    110.50  3.000
 MDL  C21   C18  N8    110.20  3.000
 MDL  C15   C18  N8    103.91  3.000
 MDL  N23   C21  O24   122.01  3.000
 MDL  O24   C21  C18   122.08  3.000
 MDL  N23   C21  C18   115.70  3.000
 MDL  H152  C15  H151  107.85  3.000
 MDL  H152  C15  C12   109.77  3.000
 MDL  H151  C15  C12   113.32  3.000
 MDL  H152  C15  C18   110.50  3.000
 MDL  H151  C15  C18   111.67  3.000
 MDL  C12   C15  C18   103.71  3.000
 MDL  H122  C12  H121  108.05  3.000
 MDL  H122  C12  C11   112.24  3.000
 MDL  H121  C12  C11   110.11  3.000
 MDL  H122  C12  C15   112.73  3.000
 MDL  H121  C12  C15   110.58  3.000
 MDL  C11   C12  C15   103.10  3.000
 MDL  H112  C11  H111  108.08  3.000
 MDL  H112  C11  C12   111.28  3.000
 MDL  H111  C11  C12   112.21  3.000
 MDL  H112  C11  N8    111.09  3.000
 MDL  H111  C11  N8    111.68  3.000
 MDL  C12   C11  N8    102.49  3.000
 MDL  HN3   N23  C25   118.11  3.000
 MDL  HN3   N23  C21   119.22  3.000
 MDL  C25   N23  C21   120.10  3.000
 MDL  H25   C25  C44   110.25  3.000
 MDL  H25   C25  C26   108.58  3.000
 MDL  C44   C25  C26   108.34  3.000
 MDL  H25   C25  N23   110.25  3.000
 MDL  C44   C25  N23   109.28  3.000
 MDL  C26   C25  N23   110.11  3.000
 MDL  H262  C26  H261  106.55  3.000
 MDL  H262  C26  C27   110.08  3.000
 MDL  H261  C26  C27   110.36  3.000
 MDL  H262  C26  C25   108.68  3.000
 MDL  H261  C26  C25   108.78  3.000
 MDL  C27   C26  C25   112.21  3.000
 MDL  C31   C27  C30   106.16  3.000
 MDL  C31   C27  C26   126.96  3.000
 MDL  C30   C27  C26   126.83  3.000
 MDL  H30   C30  N33   120.54  3.000
 MDL  H30   C30  C27   129.38  3.000
 MDL  N33   C30  C27   110.08  3.000
 MDL  C37   C31  C32   118.99  3.000
 MDL  C37   C31  C27   134.07  3.000
 MDL  C32   C31  C27   106.94  3.000
 MDL  C34   C32  N33   130.51  3.000
 MDL  C34   C32  C31   122.19  3.000
 MDL  N33   C32  C31   107.30  3.000
 MDL  HN33  N33  C32   125.72  3.000
 MDL  HN33  N33  C30   124.76  3.000
 MDL  C32   N33  C30   109.52  3.000
 MDL  H34   C34  C35   121.18  3.000
 MDL  H34   C34  C32   121.33  3.000
 MDL  C35   C34  C32   117.49  3.000
 MDL  H35   C35  C36   119.26  3.000
 MDL  H35   C35  C34   119.42  3.000
 MDL  C36   C35  C34   121.32  3.000
 MDL  H36   C36  C37   119.63  3.000
 MDL  H36   C36  C35   119.28  3.000
 MDL  C37   C36  C35   121.09  3.000
 MDL  H37   C37  C36   120.07  3.000
 MDL  H37   C37  C31   121.00  3.000
 MDL  C36   C37  C31   118.93  3.000
 MDL  C47   C44  O46   118.28  3.000
 MDL  C47   C44  C25   117.67  3.000
 MDL  O46   C44  C25   123.74  3.000
 MDL  C50   C47  F49   107.14  3.000
 MDL  C50   C47  F48   107.49  3.000
 MDL  F49   C47  F48   108.17  3.000
 MDL  C50   C47  C44   115.81  3.000
 MDL  F49   C47  C44   108.57  3.000
 MDL  F48   C47  C44   109.41  3.000
 MDL  F53   C50  F52   108.24  3.000
 MDL  F53   C50  F51   109.46  3.000
 MDL  F52   C50  F51   108.03  3.000
 MDL  F53   C50  C47   110.34  3.000
 MDL  F52   C50  C47   109.62  3.000
 MDL  F51   C50  C47   111.07  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
 MDL  CONST_01  C62   C61  C60  C57     0.00   0.0  0
 MDL  CONST_02  C62   C63  C64  C57     0.00   0.0  0
 MDL  CONST_03  C63   C64  C57  C60     0.00   0.0  0
 MDL  CONST_04  C63   C62  C61  C60     0.00   0.0  0
 MDL  CONST_05  C61   C60  C57  C64     0.00   0.0  0
 MDL  CONST_06  C61   C62  C63  C64     0.00   0.0  0
 MDL  CONST_07  C32   N33  C30  C27     0.00   0.0  0
 MDL  CONST_08  N33   C32  C31  C27     0.00   0.0  0
 MDL  CONST_09  C34   C32  C31  C27   180.00   0.0  0
 MDL  CONST_10  C36   C37  C31  C27   180.00   0.0  0
 MDL  CONST_11  C32   C31  C27  C30     0.00   0.0  0
 MDL  CONST_12  C37   C31  C27  C30   180.00   0.0  0
 MDL  CONST_13  C31   C32  N33  C30     0.00   0.0  0
 MDL  CONST_14  C34   C32  N33  C30   180.00   0.0  0
 MDL  CONST_15  N33   C30  C27  C31     0.00   0.0  0
 MDL  CONST_16  C35   C34  C32  C31     0.00   0.0  0
 MDL  CONST_17  C35   C36  C37  C31     0.00   0.0  0
 MDL  CONST_18  C36   C37  C31  C32     0.00   0.0  0
 MDL  CONST_19  C36   C35  C34  C32     0.00   0.0  0
 MDL  CONST_20  C37   C31  C32  N33   180.00   0.0  0
 MDL  CONST_21  C35   C34  C32  N33   180.00   0.0  0
 MDL  CONST_22  C37   C31  C32  C34     0.00   0.0  0
 MDL  CONST_23  C37   C36  C35  C34     0.00   0.0  0
 MDL  CONST_24  C61   C60  C57  C55   180.00   0.0  0
 MDL  CONST_25  C63   C64  C57  C55   180.00   0.0  0
 MDL  CONST_26  N33   C30  C27  C26   180.00   0.0  0
 MDL  CONST_27  C32   C31  C27  C26   180.00   0.0  0
 MDL  CONST_28  C37   C31  C27  C26     0.00   0.0  0
 MDL  CONST_29  H61   C61  C60  C57   180.00   0.0  0
 MDL  CONST_30  H63   C63  C64  C57   180.00   0.0  0
 MDL  CONST_31  H64   C64  C57  C60   180.00   0.0  0
 MDL  CONST_32  H62   C62  C61  C60   180.00   0.0  0
 MDL  CONST_33  H60   C60  C57  C64   180.00   0.0  0
 MDL  CONST_34  HN33  N33  C30  C27   180.00   0.0  0
 MDL  CONST_35  H37   C37  C31  C27     0.00   0.0  0
 MDL  CONST_36  H30   C30  C27  C31   180.00   0.0  0
 MDL  CONST_37  H34   C34  C32  C31   180.00   0.0  0
 MDL  CONST_38  H36   C36  C37  C31   180.00   0.0  0
 MDL  CONST_39  H35   C35  C34  C32   180.00   0.0  0
 MDL  CONST_40  C11   N8   C7   C6      0.00   0.0  0
 MDL  CONST_41  C18   N8   C7   C6    180.00   0.0  0
 MDL  CONST_42  C11   N8   C7   O9    180.00   0.0  0
 MDL  CONST_43  C18   N8   C7   O9      0.00   0.0  0
 MDL  CONST_44  C25   N23  C21  C18   180.00   0.0  0
 MDL  CONST_46  C25   N23  C21  O24     0.00   0.0  0
 MDL  Var_01    C15   C12  C11  N8    -35.14  30.0  1
 MDL  Var_02    C12   C11  N8   C18    21.68  30.0  1
 MDL  Var_03    C11   C12  C15  C18    36.28  30.0  1
 MDL  Var_04    C60   C57  C55  C6     86.94  30.0  2
 MDL  Var_05    C30   C27  C26  C25   -84.76  30.0  2
 MDL  Var_06    F48   C47  C44  C25    34.71  30.0  3
 MDL  Var_07    F51   C50  C47  C44    64.25  30.0  3
 MDL  Var_08    H11   C1   N2   C6   -177.68  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
 MDL  chir_01  C6   N2   C7   C55  negativ
 MDL  chir_02  C18  N8   C15  C21  negativ
 MDL  chir_03  C25  N23  C26  C44  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
 MDL  plan-1  C55   0.020
 MDL  plan-1  C57   0.020
 MDL  plan-1  C60   0.020
 MDL  plan-1  C64   0.020
 MDL  plan-1  C61   0.020
 MDL  plan-1  C63   0.020
 MDL  plan-1  C62   0.020
 MDL  plan-1  H60   0.020
 MDL  plan-1  H64   0.020
 MDL  plan-1  H61   0.020
 MDL  plan-1  H63   0.020
 MDL  plan-1  H62   0.020
 MDL  plan-2  C26   0.020
 MDL  plan-2  C27   0.020
 MDL  plan-2  C30   0.020
 MDL  plan-2  C31   0.020
 MDL  plan-2  C32   0.020
 MDL  plan-2  N33   0.020
 MDL  plan-2  C34   0.020
 MDL  plan-2  C35   0.020
 MDL  plan-2  C36   0.020
 MDL  plan-2  C37   0.020
 MDL  plan-2  H30   0.020
 MDL  plan-2  HN33  0.020
 MDL  plan-2  H34   0.020
 MDL  plan-2  H35   0.020
 MDL  plan-2  H36   0.020
 MDL  plan-2  H37   0.020
 MDL  plan-3  C18   0.020
 MDL  plan-3  C21   0.020
 MDL  plan-3  O24   0.020
 MDL  plan-3  N23   0.020
 MDL  plan-3  C25   0.020
 MDL  plan-3  HN3   0.020
 MDL  plan-4  C6    0.020
 MDL  plan-4  C7    0.020
 MDL  plan-4  O9    0.020
 MDL  plan-4  N8    0.020
 MDL  plan-4  C18   0.020
 MDL  plan-4  C11   0.020
 MDL  plan-5  C25   0.020
 MDL  plan-5  C44   0.020
 MDL  plan-5  O46   0.020
 MDL  plan-5  C47   0.020

