# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 20:30:30 2020
#   Inital geometry file: a 166 line input string
#   Ligand name: N-[(1R,3R)-3-hydroxy-1-(hydroxymethyl)-3-phenylpropyl]hexadecanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)C[C@@H](O)c1ccccc1
#
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
 16H  16H  N-[(1R,3R)-3-hydroxy-1-(hydroxymethyl)-3-phenylpropyl]hexadecanamide  ligand  75  30  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_16H
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
 16H  O21   O  O     0  -0.502    3.4933  -1.4236   1.7927
 16H  C21   C  C     0   0.565    3.4346  -0.9886   0.6505
 16H  N2    N  NH1   0  -0.635    4.4399  -1.1039  -0.2372
 16H  C2    C  CH1   0  -0.121    5.6900  -1.7901   0.0143
 16H  C1    C  CH2   0  -0.148    5.7434  -3.1107  -0.7395
 16H  O1    O  OH1   0  -0.673    5.6931  -2.8511  -2.1236
 16H  C3    C  CH2   0  -0.481    6.8782  -0.8900  -0.3251
 16H  C4    C  CH1   0  -0.013    6.9873   0.3472   0.5663
 16H  C5    C  CR6   0   0.117    8.1232   1.2301   0.0900
 16H  C6    C  CR16  0  -0.303    7.9181   2.0847  -0.9910
 16H  C7    C  CR16  0  -0.240    8.9464   2.8799  -1.4758
 16H  C8    C  CR16  0  -0.272   10.2016   2.8328  -0.8818
 16H  C9    C  CR16  0  -0.238   10.4150   1.9857   0.1966
 16H  C10   C  CR16  0  -0.327    9.3821   1.1914   0.6804
 16H  O4    O  OH1   0  -0.660    7.0913   0.0107   1.9291
 16H  C22   C  CH2   0  -0.581    2.2178  -0.2495   0.1344
 16H  C23   C  CH2   0  -0.414    0.9079  -0.7871   0.6956
 16H  C24   C  CH2   0  -0.416   -0.3021  -0.0651   0.1176
 16H  C25   C  CH2   0  -0.413   -1.6249  -0.5828   0.6672
 16H  C26   C  CH2   0  -0.412   -2.8369   0.1054   0.0529
 16H  C27   C  CH2   0  -0.413   -4.1656  -0.4103   0.5906
 16H  C28   C  CH2   0  -0.412   -5.3715   0.2685  -0.0463
 16H  C29   C  CH2   0  -0.412   -6.7067  -0.2438   0.4784
 16H  C30   C  CH2   0  -0.412   -7.9042   0.4357  -0.1730
 16H  C31   C  CH2   0  -0.412   -9.2460  -0.0706   0.3405
 16H  C32   C  CH2   0  -0.411  -10.4357   0.6129  -0.3212
 16H  C33   C  CH2   0  -0.412  -11.7828   0.1122   0.1836
 16H  C34   C  CH2   0  -0.406  -12.9666   0.7997  -0.4844
 16H  C35   C  CH2   0  -0.418  -14.3174   0.3030   0.0154
 16H  C36   C  CH3   0  -0.663  -15.4915   0.9980  -0.6597
 16H  HN2   H  HNH1  0   0.392    4.2762  -0.7830  -1.1786
 16H  H2    H  HCH1  0   0.261    5.7169  -2.0334   1.0768
 16H  H1    H  HCH2  0   0.201    6.6637  -3.6380  -0.4554
 16H  H1A   H  HCH2  0   0.214    4.9009  -3.7333  -0.4146
 16H  HO1   H  HOH1  0   0.459    5.5907  -3.6874  -2.5857
 16H  H3    H  HCH2  0   0.244    7.8012  -1.4752  -0.2371
 16H  H3A   H  HCH2  0   0.252    6.8237  -0.5713  -1.3691
 16H  H4    H  HCH1  0   0.243    6.0596   0.9222   0.4756
 16H  H6    H  HCR6  0   0.246    6.9393   2.1349  -1.4560
 16H  H7    H  HCR6  0   0.254    8.7676   3.5415  -2.3138
 16H  H8    H  HCR6  0   0.254   11.0044   3.4561  -1.2538
 16H  H9    H  HCR6  0   0.254   11.3883   1.9440   0.6688
 16H  H10   H  HCR6  0   0.239    9.5707   0.5471   1.5299
 16H  HO4   H  HOH1  0   0.449    7.7072  -0.7229   2.0277
 16H  H22   H  HCH2  0   0.266    2.3302   0.8055   0.4073
 16H  H22A  H  HCH2  0   0.245    2.1942  -0.2751  -0.9582
 16H  H23   H  HCH2  0   0.221    0.8261  -1.8566   0.4783
 16H  H23A  H  HCH2  0   0.222    0.9065  -0.6933   1.7840
 16H  H24   H  HCH2  0   0.211   -0.2187   1.0087   0.3184
 16H  H24A  H  HCH2  0   0.210   -0.2986  -0.1687  -0.9731
 16H  H25   H  HCH2  0   0.208   -1.6936  -1.6620   0.4907
 16H  H25A  H  HCH2  0   0.208   -1.6438  -0.4534   1.7550
 16H  H26   H  HCH2  0   0.207   -2.7690   1.1850   0.2271
 16H  H26A  H  HCH2  0   0.206   -2.8118  -0.0252  -1.0348
 16H  H27   H  HCH2  0   0.206   -4.2292  -1.4917   0.4258
 16H  H27A  H  HCH2  0   0.207   -4.1996  -0.2688   1.6766
 16H  H28   H  HCH2  0   0.206   -5.3078   1.3498   0.1192
 16H  H28A  H  HCH2  0   0.206   -5.3319   0.1286  -1.1324
 16H  H29   H  HCH2  0   0.206   -6.7705  -1.3256   0.3161
 16H  H29A  H  HCH2  0   0.206   -6.7520  -0.0990   1.5636
 16H  H30   H  HCH2  0   0.206   -7.8388   1.5174  -0.0108
 16H  H30A  H  HCH2  0   0.206   -7.8544   0.2918  -1.2582
 16H  H31   H  HCH2  0   0.206   -9.3127  -1.1524   0.1792
 16H  H31A  H  HCH2  0   0.206   -9.2999   0.0757   1.4251
 16H  H32   H  HCH2  0   0.206  -10.3673   1.6945  -0.1595
 16H  H32A  H  HCH2  0   0.206  -10.3784   0.4676  -1.4058
 16H  H33   H  HCH2  0   0.206  -11.8526  -0.9694   0.0220
 16H  H33A  H  HCH2  0   0.206  -11.8425   0.2588   1.2679
 16H  H34   H  HCH2  0   0.205  -12.8961   1.8813  -0.3228
 16H  H34A  H  HCH2  0   0.205  -12.9057   0.6539  -1.5688
 16H  H35   H  HCH2  0   0.210  -14.3877  -0.7772  -0.1469
 16H  H35A  H  HCH2  0   0.210  -14.3781   0.4492   1.0985
 16H  H36   H  HCH3  0   0.226  -16.4468   0.6273  -0.2867
 16H  H36A  H  HCH3  0   0.215  -15.4645   2.0755  -0.4861
 16H  H36B  H  HCH3  0   0.216  -15.4747   0.8405  -1.7399

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
 16H  O21  C21   double    1.224  0.020  1.224
 16H  C21  N2    single    1.346  0.020  1.346
 16H  C21  C22   single    1.514  0.020  1.514
 16H  N2   C2    single    1.448  0.020  1.448
 16H  C2   C1    single    1.522  0.020  1.522
 16H  C2   C3    single    1.529  0.020  1.529
 16H  C1   O1    single    1.409  0.020  1.409
 16H  C3   C4    single    1.529  0.020  1.529
 16H  C4   C5    single    1.516  0.020  1.516
 16H  C4   O4    single    1.408  0.020  1.408
 16H  C5   C6    aromatic  1.393  0.020  1.393
 16H  C5   C10   aromatic  1.391  0.020  1.391
 16H  C6   C7    aromatic  1.387  0.020  1.387
 16H  C7   C8    aromatic  1.389  0.020  1.389
 16H  C8   C9    aromatic  1.388  0.020  1.388
 16H  C9   C10   aromatic  1.390  0.020  1.390
 16H  C22  C23   single    1.523  0.020  1.523
 16H  C23  C24   single    1.523  0.020  1.523
 16H  C24  C25   single    1.523  0.020  1.523
 16H  C25  C26   single    1.523  0.020  1.523
 16H  C26  C27   single    1.523  0.020  1.523
 16H  C27  C28   single    1.523  0.020  1.523
 16H  C28  C29   single    1.523  0.020  1.523
 16H  C29  C30   single    1.523  0.020  1.523
 16H  C30  C31   single    1.523  0.020  1.523
 16H  C31  C32   single    1.523  0.020  1.523
 16H  C32  C33   single    1.523  0.020  1.523
 16H  C33  C34   single    1.523  0.020  1.523
 16H  C34  C35   single    1.524  0.020  1.524
 16H  C35  C36   single    1.522  0.020  1.522
 16H  N2   HN2   single    0.860  0.020  1.020
 16H  C2   H2    single    0.970  0.020  1.090
 16H  C1   H1    single    0.970  0.020  1.090
 16H  C1   H1A   single    0.970  0.020  1.090
 16H  O1   HO1   single    0.850  0.020  0.980
 16H  C3   H3    single    0.970  0.020  1.090
 16H  C3   H3A   single    0.970  0.020  1.090
 16H  C4   H4    single    0.970  0.020  1.090
 16H  C6   H6    single    0.930  0.020  1.080
 16H  C7   H7    single    0.930  0.020  1.080
 16H  C8   H8    single    0.930  0.020  1.080
 16H  C9   H9    single    0.930  0.020  1.080
 16H  C10  H10   single    0.930  0.020  1.080
 16H  O4   HO4   single    0.850  0.020  0.980
 16H  C22  H22   single    0.970  0.020  1.090
 16H  C22  H22A  single    0.970  0.020  1.090
 16H  C23  H23   single    0.970  0.020  1.090
 16H  C23  H23A  single    0.970  0.020  1.090
 16H  C24  H24   single    0.970  0.020  1.090
 16H  C24  H24A  single    0.970  0.020  1.090
 16H  C25  H25   single    0.970  0.020  1.090
 16H  C25  H25A  single    0.970  0.020  1.090
 16H  C26  H26   single    0.970  0.020  1.090
 16H  C26  H26A  single    0.970  0.020  1.090
 16H  C27  H27   single    0.970  0.020  1.090
 16H  C27  H27A  single    0.970  0.020  1.090
 16H  C28  H28   single    0.970  0.020  1.090
 16H  C28  H28A  single    0.970  0.020  1.090
 16H  C29  H29   single    0.970  0.020  1.090
 16H  C29  H29A  single    0.970  0.020  1.090
 16H  C30  H30   single    0.970  0.020  1.090
 16H  C30  H30A  single    0.970  0.020  1.090
 16H  C31  H31   single    0.970  0.020  1.090
 16H  C31  H31A  single    0.970  0.020  1.090
 16H  C32  H32   single    0.970  0.020  1.090
 16H  C32  H32A  single    0.970  0.020  1.090
 16H  C33  H33   single    0.970  0.020  1.090
 16H  C33  H33A  single    0.970  0.020  1.090
 16H  C34  H34   single    0.970  0.020  1.090
 16H  C34  H34A  single    0.970  0.020  1.090
 16H  C35  H35   single    0.970  0.020  1.090
 16H  C35  H35A  single    0.970  0.020  1.090
 16H  C36  H36   single    0.970  0.020  1.090
 16H  C36  H36A  single    0.970  0.020  1.090
 16H  C36  H36B  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
 16H  C22   C21  N2    114.66  3.000
 16H  C22   C21  O21   122.02  3.000
 16H  N2    C21  O21   123.32  3.000
 16H  HN2   N2   C2    116.95  3.000
 16H  HN2   N2   C21   117.87  3.000
 16H  C2    N2   C21   124.81  3.000
 16H  H2    C2   C3    109.18  3.000
 16H  H2    C2   C1    106.75  3.000
 16H  C3    C2   C1    111.95  3.000
 16H  H2    C2   N2    107.23  3.000
 16H  C3    C2   N2    110.70  3.000
 16H  C1    C2   N2    110.83  3.000
 16H  H1A   C1   H1    107.13  3.000
 16H  H1A   C1   O1    111.60  3.000
 16H  H1    C1   O1    111.87  3.000
 16H  H1A   C1   C2    108.60  3.000
 16H  H1    C1   C2    108.55  3.000
 16H  O1    C1   C2    108.99  3.000
 16H  HO1   O1   C1    108.41  3.000
 16H  H3A   C3   H3    105.92  3.000
 16H  H3A   C3   C4    108.93  3.000
 16H  H3    C3   C4    108.97  3.000
 16H  H3A   C3   C2    110.18  3.000
 16H  H3    C3   C2    108.80  3.000
 16H  C4    C3   C2    113.73  3.000
 16H  H4    C4   O4    105.57  3.000
 16H  H4    C4   C5    107.64  3.000
 16H  O4    C4   C5    112.85  3.000
 16H  H4    C4   C3    108.43  3.000
 16H  O4    C4   C3    112.10  3.000
 16H  C5    C4   C3    109.98  3.000
 16H  C10   C5   C6    118.66  3.000
 16H  C10   C5   C4    121.92  3.000
 16H  C6    C5   C4    119.40  3.000
 16H  H6    C6   C7    119.49  3.000
 16H  H6    C6   C5    119.60  3.000
 16H  C7    C6   C5    120.91  3.000
 16H  H7    C7   C8    120.06  3.000
 16H  H7    C7   C6    119.90  3.000
 16H  C8    C7   C6    120.05  3.000
 16H  H8    C8   C9    120.30  3.000
 16H  H8    C8   C7    120.24  3.000
 16H  C9    C8   C7    119.46  3.000
 16H  H9    C9   C10   119.62  3.000
 16H  H9    C9   C8    120.04  3.000
 16H  C10   C9   C8    120.34  3.000
 16H  H10   C10  C9    118.93  3.000
 16H  H10   C10  C5    120.48  3.000
 16H  C9    C10  C5    120.59  3.000
 16H  HO4   O4   C4    109.18  3.000
 16H  H22A  C22  H22   105.89  3.000
 16H  H22A  C22  C23   109.96  3.000
 16H  H22   C22  C23   109.65  3.000
 16H  H22A  C22  C21   110.28  3.000
 16H  H22   C22  C21   107.62  3.000
 16H  C23   C22  C21   113.16  3.000
 16H  H23A  C23  H23   106.35  3.000
 16H  H23A  C23  C24   109.65  3.000
 16H  H23   C23  C24   109.18  3.000
 16H  H23A  C23  C22   109.75  3.000
 16H  H23   C23  C22   109.64  3.000
 16H  C24   C23  C22   112.10  3.000
 16H  H24A  C24  H24   105.95  3.000
 16H  H24A  C24  C25   109.26  3.000
 16H  H24   C24  C25   109.46  3.000
 16H  H24A  C24  C23   109.29  3.000
 16H  H24   C24  C23   109.55  3.000
 16H  C25   C24  C23   113.08  3.000
 16H  H25A  C25  H25   105.97  3.000
 16H  H25A  C25  C26   109.47  3.000
 16H  H25   C25  C26   109.28  3.000
 16H  H25A  C25  C24   109.45  3.000
 16H  H25   C25  C24   109.33  3.000
 16H  C26   C25  C24   113.08  3.000
 16H  H26A  C26  H26   105.89  3.000
 16H  H26A  C26  C27   109.27  3.000
 16H  H26   C26  C27   109.36  3.000
 16H  H26A  C26  C25   109.16  3.000
 16H  H26   C26  C25   109.38  3.000
 16H  C27   C26  C25   113.50  3.000
 16H  H27A  C27  H27   105.94  3.000
 16H  H27A  C27  C28   109.41  3.000
 16H  H27   C27  C28   109.33  3.000
 16H  H27A  C27  C26   109.46  3.000
 16H  H27   C27  C26   109.37  3.000
 16H  C28   C27  C26   113.08  3.000
 16H  H28A  C28  H28   105.87  3.000
 16H  H28A  C28  C29   109.28  3.000
 16H  H28   C28  C29   109.32  3.000
 16H  H28A  C28  C27   109.20  3.000
 16H  H28   C28  C27   109.30  3.000
 16H  C29   C28  C27   113.58  3.000
 16H  H29A  C29  H29   105.94  3.000
 16H  H29A  C29  C30   109.39  3.000
 16H  H29   C29  C30   109.35  3.000
 16H  H29A  C29  C28   109.45  3.000
 16H  H29   C29  C28   109.39  3.000
 16H  C30   C29  C28   113.07  3.000
 16H  H30A  C30  H30   105.87  3.000
 16H  H30A  C30  C31   109.29  3.000
 16H  H30   C30  C31   109.32  3.000
 16H  H30A  C30  C29   109.22  3.000
 16H  H30   C30  C29   109.28  3.000
 16H  C31   C30  C29   113.58  3.000
 16H  H31A  C31  H31   105.94  3.000
 16H  H31A  C31  C32   109.37  3.000
 16H  H31   C31  C32   109.36  3.000
 16H  H31A  C31  C30   109.43  3.000
 16H  H31   C31  C30   109.40  3.000
 16H  C32   C31  C30   113.10  3.000
 16H  H32A  C32  H32   105.88  3.000
 16H  H32A  C32  C33   109.31  3.000
 16H  H32   C32  C33   109.31  3.000
 16H  H32A  C32  C31   109.25  3.000
 16H  H32   C32  C31   109.27  3.000
 16H  C33   C32  C31   113.53  3.000
 16H  H33A  C33  H33   105.94  3.000
 16H  H33A  C33  C34   109.34  3.000
 16H  H33   C33  C34   109.35  3.000
 16H  H33A  C33  C32   109.40  3.000
 16H  H33   C33  C32   109.38  3.000
 16H  C34   C33  C32   113.18  3.000
 16H  H34A  C34  H34   105.88  3.000
 16H  H34A  C34  C35   109.30  3.000
 16H  H34   C34  C35   109.30  3.000
 16H  H34A  C34  C33   109.31  3.000
 16H  H34   C34  C33   109.32  3.000
 16H  C35   C34  C33   113.45  3.000
 16H  H35A  C35  H35   105.96  3.000
 16H  H35A  C35  C36   109.58  3.000
 16H  H35   C35  C36   109.59  3.000
 16H  H35A  C35  C34   109.28  3.000
 16H  H35   C35  C34   109.27  3.000
 16H  C36   C35  C34   112.92  3.000
 16H  H36B  C36  H36A  107.42  3.000
 16H  H36B  C36  H36   107.64  3.000
 16H  H36A  C36  H36   107.62  3.000
 16H  H36B  C36  C35   111.17  3.000
 16H  H36A  C36  C35   111.16  3.000
 16H  H36   C36  C35   111.64  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
 16H  CONST_01  C8   C7   C6   C5      0.00   0.0  0
 16H  CONST_02  C8   C9   C10  C5      0.00   0.0  0
 16H  CONST_03  C9   C10  C5   C6      0.00   0.0  0
 16H  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 16H  CONST_05  C10  C5   C6   C7      0.00   0.0  0
 16H  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 16H  CONST_07  C7   C6   C5   C4    180.00   0.0  0
 16H  CONST_08  C9   C10  C5   C4    180.00   0.0  0
 16H  CONST_09  H7   C7   C6   C5    180.00   0.0  0
 16H  CONST_10  H9   C9   C10  C5    180.00   0.0  0
 16H  CONST_11  H10  C10  C5   C6    180.00   0.0  0
 16H  CONST_12  H8   C8   C7   C6    180.00   0.0  0
 16H  CONST_13  H6   C6   C7   C8    180.00   0.0  0
 16H  CONST_14  C2   N2   C21  O21     0.00   0.0  0
 16H  CONST_15  C22  C21  N2   C2    180.00   0.0  0
 16H  CONST_16  HN2  N2   C21  O21   180.00   0.0  0
 16H  Var_01    C23  C22  C21  O21   -35.25  30.0  3
 16H  Var_02    C24  C23  C22  C21  -177.65  30.0  3
 16H  Var_03    C25  C24  C23  C22  -179.83  30.0  3
 16H  Var_04    C26  C25  C24  C23  -177.97  30.0  3
 16H  Var_05    C27  C26  C25  C24   179.70  30.0  3
 16H  Var_06    C28  C27  C26  C25  -179.07  30.0  3
 16H  Var_07    C29  C28  C27  C26   179.71  30.0  3
 16H  Var_08    C30  C29  C28  C27  -179.60  30.0  3
 16H  Var_09    C31  C30  C29  C28   179.85  30.0  3
 16H  Var_10    C32  C31  C30  C29  -179.81  30.0  3
 16H  Var_11    C33  C32  C31  C30   179.91  30.0  3
 16H  Var_12    C34  C33  C32  C31  -179.94  30.0  3
 16H  Var_13    C35  C34  C33  C32   179.97  30.0  3
 16H  Var_14    C36  C35  C34  C33   179.99  30.0  3
 16H  Var_15    H36  C36  C35  C34  -179.98  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
 16H  chir_01  C2  N2  C1  C3  negativ
 16H  chir_02  C4  O4  C3  C5  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
 16H  plan-1  C4   0.020
 16H  plan-1  C5   0.020
 16H  plan-1  C6   0.020
 16H  plan-1  C7   0.020
 16H  plan-1  C8   0.020
 16H  plan-1  C9   0.020
 16H  plan-1  C10  0.020
 16H  plan-1  H6   0.020
 16H  plan-1  H7   0.020
 16H  plan-1  H8   0.020
 16H  plan-1  H9   0.020
 16H  plan-1  H10  0.020
 16H  plan-2  O21  0.020
 16H  plan-2  C21  0.020
 16H  plan-2  N2   0.020
 16H  plan-2  C2   0.020
 16H  plan-2  C22  0.020
 16H  plan-2  HN2  0.020

