# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 06:39:42 2020
#   Inital geometry file: a 160 line input string
#   Ligand name: N-[(1R,3R)-3-hydroxy-1-(hydroxymethyl)-3-phenylpropyl]pentadecanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCC(=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
 H15  H15  N-[(1R,3R)-3-hydroxy-1-(hydroxymethyl)-3-phenylpropyl]pentadecanamide  ligand  72  29  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_H15
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
 H15  O21   O  O     0  -0.503    2.8829  -1.4603   1.7596
 H15  C21   C  C     0   0.566    2.8674  -1.0290   0.6142
 H15  N2    N  NH1   0  -0.635    3.9075  -1.1430  -0.2325
 H15  C2    C  CH1   0  -0.120    5.1564  -1.8055   0.0811
 H15  C1    C  CH2   0  -0.147    5.2494  -3.1547  -0.6162
 H15  O1    O  OH1   0  -0.673    5.2257  -2.9551  -2.0109
 H15  C3    C  CH2   0  -0.479    6.3449  -0.9068  -0.2583
 H15  C4    C  CH1   0  -0.017    6.3687   0.4067   0.5242
 H15  C5    C  CR6   0   0.124    7.5499   1.2484   0.0857
 H15  C6    C  CR16  0  -0.305    7.4349   2.0592  -1.0405
 H15  C7    C  CR16  0  -0.240    8.5107   2.8113  -1.4906
 H15  C8    C  CR16  0  -0.272    9.7238   2.7626  -0.8155
 H15  C9    C  CR16  0  -0.237    9.8481   1.9570   0.3083
 H15  C10   C  CR16  0  -0.327    8.7684   1.2071   0.7565
 H15  O4    O  OH1   0  -0.660    6.3339   0.1959   1.9159
 H15  C22   C  CH2   0  -0.582    1.6677  -0.2975   0.0484
 H15  C23   C  CH2   0  -0.414    0.3408  -0.8155   0.5867
 H15  C24   C  CH2   0  -0.415   -0.8521  -0.0767  -0.0051
 H15  C25   C  CH2   0  -0.413   -2.1858  -0.5710   0.5413
 H15  C26   C  CH2   0  -0.412   -3.3841   0.1447  -0.0692
 H15  C27   C  CH2   0  -0.412   -4.7212  -0.3519   0.4642
 H15  C28   C  CH2   0  -0.412   -5.9151   0.3573  -0.1609
 H15  C29   C  CH2   0  -0.412   -7.2578  -0.1364   0.3628
 H15  C30   C  CH2   0  -0.412   -8.4451   0.5723  -0.2762
 H15  C31   C  CH2   0  -0.412   -9.7932   0.0875   0.2424
 H15  C32   C  CH2   0  -0.411  -10.9758   0.7934  -0.4084
 H15  C33   C  CH2   0  -0.406  -12.3265   0.3065   0.1006
 H15  C34   C  CH2   0  -0.420  -13.5066   1.0095  -0.5589
 H15  C35   C  CH3   0  -0.661  -14.8526   0.5086  -0.0541
 H15  HN2   H  HNH1  0   0.392    3.7825  -0.8240  -1.1803
 H15  H2    H  HCH1  0   0.260    5.1548  -2.0066   1.1524
 H15  H1    H  HCH2  0   0.201    6.1721  -3.6514  -0.2900
 H15  H1A   H  HCH2  0   0.211    4.4108  -3.7791  -0.2837
 H15  HO1   H  HOH1  0   0.459    5.2213  -3.8156  -2.4395
 H15  H3    H  HCH2  0   0.243    7.2698  -1.4596  -0.0576
 H15  H3A   H  HCH2  0   0.251    6.3539  -0.6809  -1.3276
 H15  H4    H  HCH1  0   0.243    5.4565   0.9637   0.2886
 H15  H6    H  HCR6  0   0.246    6.4887   2.1083  -1.5687
 H15  H7    H  HCR6  0   0.255    8.4001   3.4412  -2.3642
 H15  H8    H  HCR6  0   0.254   10.5634   3.3534  -1.1581
 H15  H9    H  HCR6  0   0.254   10.7893   1.9127   0.8417
 H15  H10   H  HCR6  0   0.238    8.8893   0.5929   1.6405
 H15  HO4   H  HOH1  0   0.449    6.9727  -0.4864   2.1478
 H15  H22   H  HCH2  0   0.266    1.7776   0.7625   0.3037
 H15  H22A  H  HCH2  0   0.246    1.6733  -0.3453  -1.0439
 H15  H23   H  HCH2  0   0.220    0.2477  -1.8845   0.3704
 H15  H23A  H  HCH2  0   0.222    0.3244  -0.7199   1.6749
 H15  H24   H  HCH2  0   0.211   -0.7549   0.9965   0.1930
 H15  H24A  H  HCH2  0   0.210   -0.8489  -0.1850  -1.0955
 H15  H25   H  HCH2  0   0.208   -2.2750  -1.6476   0.3594
 H15  H25A  H  HCH2  0   0.208   -2.2028  -0.4452   1.6296
 H15  H26   H  HCH2  0   0.207   -3.2961   1.2210   0.1154
 H15  H26A  H  HCH2  0   0.206   -3.3605   0.0228  -1.1579
 H15  H27   H  HCH2  0   0.206   -4.8053  -1.4300   0.2874
 H15  H27A  H  HCH2  0   0.206   -4.7508  -0.2226   1.5519
 H15  H28   H  HCH2  0   0.206   -5.8288   1.4347   0.0167
 H15  H28A  H  HCH2  0   0.206   -5.8805   0.2295  -1.2488
 H15  H29   H  HCH2  0   0.206   -7.3413  -1.2149   0.1876
 H15  H29A  H  HCH2  0   0.206   -7.2970  -0.0037   1.4498
 H15  H30   H  HCH2  0   0.206   -8.3581   1.6513  -0.1070
 H15  H30A  H  HCH2  0   0.206   -8.4052   0.4352  -1.3628
 H15  H31   H  HCH2  0   0.206   -9.8789  -0.9923   0.0764
 H15  H31A  H  HCH2  0   0.206   -9.8380   0.2296   1.3280
 H15  H32   H  HCH2  0   0.206  -10.8908   1.8725  -0.2383
 H15  H32A  H  HCH2  0   0.206  -10.9256   0.6550  -1.4943
 H15  H33   H  HCH2  0   0.205  -12.4087  -0.7738  -0.0639
 H15  H33A  H  HCH2  0   0.206  -12.3797   0.4517   1.1855
 H15  H34   H  HCH2  0   0.210  -13.4284   2.0874  -0.3859
 H15  H34A  H  HCH2  0   0.210  -13.4484   0.8715  -1.6432
 H15  H35   H  HCH3  0   0.215  -14.9556   0.6704   1.0206
 H15  H35A  H  HCH3  0   0.225  -15.6821   1.0188  -0.5453
 H15  H35B  H  HCH3  0   0.215  -14.9680  -0.5617  -0.2355

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
 H15  O21  C21   double    1.224  0.020  1.224
 H15  C21  N2    single    1.346  0.020  1.346
 H15  C21  C22   single    1.515  0.020  1.515
 H15  N2   C2    single    1.448  0.020  1.448
 H15  C2   C1    single    1.522  0.020  1.522
 H15  C2   C3    single    1.528  0.020  1.528
 H15  C1   O1    single    1.409  0.020  1.409
 H15  C3   C4    single    1.529  0.020  1.529
 H15  C4   C5    single    1.515  0.020  1.515
 H15  C4   O4    single    1.408  0.020  1.408
 H15  C5   C6    aromatic  1.392  0.020  1.392
 H15  C5   C10   aromatic  1.392  0.020  1.392
 H15  C6   C7    aromatic  1.388  0.020  1.388
 H15  C7   C8    aromatic  1.389  0.020  1.389
 H15  C8   C9    aromatic  1.388  0.020  1.388
 H15  C9   C10   aromatic  1.389  0.020  1.389
 H15  C22  C23   single    1.523  0.020  1.523
 H15  C23  C24   single    1.523  0.020  1.523
 H15  C24  C25   single    1.524  0.020  1.524
 H15  C25  C26   single    1.523  0.020  1.523
 H15  C26  C27   single    1.523  0.020  1.523
 H15  C27  C28   single    1.523  0.020  1.523
 H15  C28  C29   single    1.523  0.020  1.523
 H15  C29  C30   single    1.523  0.020  1.523
 H15  C30  C31   single    1.524  0.020  1.524
 H15  C31  C32   single    1.523  0.020  1.523
 H15  C32  C33   single    1.523  0.020  1.523
 H15  C33  C34   single    1.524  0.020  1.524
 H15  C34  C35   single    1.522  0.020  1.522
 H15  N2   HN2   single    0.860  0.020  1.020
 H15  C2   H2    single    0.970  0.020  1.090
 H15  C1   H1    single    0.970  0.020  1.090
 H15  C1   H1A   single    0.970  0.020  1.090
 H15  O1   HO1   single    0.850  0.020  0.980
 H15  C3   H3    single    0.970  0.020  1.090
 H15  C3   H3A   single    0.970  0.020  1.090
 H15  C4   H4    single    0.970  0.020  1.090
 H15  C6   H6    single    0.930  0.020  1.080
 H15  C7   H7    single    0.930  0.020  1.080
 H15  C8   H8    single    0.930  0.020  1.080
 H15  C9   H9    single    0.930  0.020  1.080
 H15  C10  H10   single    0.930  0.020  1.080
 H15  O4   HO4   single    0.850  0.020  0.980
 H15  C22  H22   single    0.970  0.020  1.090
 H15  C22  H22A  single    0.970  0.020  1.090
 H15  C23  H23   single    0.970  0.020  1.090
 H15  C23  H23A  single    0.970  0.020  1.090
 H15  C24  H24   single    0.970  0.020  1.090
 H15  C24  H24A  single    0.970  0.020  1.090
 H15  C25  H25   single    0.970  0.020  1.090
 H15  C25  H25A  single    0.970  0.020  1.090
 H15  C26  H26   single    0.970  0.020  1.090
 H15  C26  H26A  single    0.970  0.020  1.090
 H15  C27  H27   single    0.970  0.020  1.090
 H15  C27  H27A  single    0.970  0.020  1.090
 H15  C28  H28   single    0.970  0.020  1.090
 H15  C28  H28A  single    0.970  0.020  1.090
 H15  C29  H29   single    0.970  0.020  1.090
 H15  C29  H29A  single    0.970  0.020  1.090
 H15  C30  H30   single    0.970  0.020  1.090
 H15  C30  H30A  single    0.970  0.020  1.090
 H15  C31  H31   single    0.970  0.020  1.090
 H15  C31  H31A  single    0.970  0.020  1.090
 H15  C32  H32   single    0.970  0.020  1.090
 H15  C32  H32A  single    0.970  0.020  1.090
 H15  C33  H33   single    0.970  0.020  1.090
 H15  C33  H33A  single    0.970  0.020  1.090
 H15  C34  H34   single    0.970  0.020  1.090
 H15  C34  H34A  single    0.970  0.020  1.090
 H15  C35  H35   single    0.970  0.020  1.090
 H15  C35  H35A  single    0.970  0.020  1.090
 H15  C35  H35B  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
 H15  C22   C21  N2    114.70  3.000
 H15  C22   C21  O21   121.99  3.000
 H15  N2    C21  O21   123.30  3.000
 H15  HN2   N2   C2    117.10  3.000
 H15  HN2   N2   C21   117.96  3.000
 H15  C2    N2   C21   124.68  3.000
 H15  H2    C2   C3    109.14  3.000
 H15  H2    C2   C1    106.67  3.000
 H15  C3    C2   C1    111.85  3.000
 H15  H2    C2   N2    107.22  3.000
 H15  C3    C2   N2    110.71  3.000
 H15  C1    C2   N2    111.05  3.000
 H15  H1A   C1   H1    107.15  3.000
 H15  H1A   C1   O1    111.58  3.000
 H15  H1    C1   O1    111.87  3.000
 H15  H1A   C1   C2    108.61  3.000
 H15  H1    C1   C2    108.45  3.000
 H15  O1    C1   C2    109.08  3.000
 H15  HO1   O1   C1    108.33  3.000
 H15  H3A   C3   H3    106.04  3.000
 H15  H3A   C3   C4    108.84  3.000
 H15  H3    C3   C4    109.05  3.000
 H15  H3A   C3   C2    110.20  3.000
 H15  H3    C3   C2    108.61  3.000
 H15  C4    C3   C2    113.80  3.000
 H15  H4    C4   O4    105.57  3.000
 H15  H4    C4   C5    107.74  3.000
 H15  O4    C4   C5    112.86  3.000
 H15  H4    C4   C3    108.30  3.000
 H15  O4    C4   C3    112.14  3.000
 H15  C5    C4   C3    109.95  3.000
 H15  C10   C5   C6    118.65  3.000
 H15  C10   C5   C4    121.78  3.000
 H15  C6    C5   C4    119.55  3.000
 H15  H6    C6   C7    119.58  3.000
 H15  H6    C6   C5    119.49  3.000
 H15  C7    C6   C5    120.93  3.000
 H15  H7    C7   C8    120.12  3.000
 H15  H7    C7   C6    119.86  3.000
 H15  C8    C7   C6    120.02  3.000
 H15  H8    C8   C9    120.23  3.000
 H15  H8    C8   C7    120.29  3.000
 H15  C9    C8   C7    119.47  3.000
 H15  H9    C9   C10   119.65  3.000
 H15  H9    C9   C8    120.03  3.000
 H15  C10   C9   C8    120.32  3.000
 H15  H10   C10  C9    118.86  3.000
 H15  H10   C10  C5    120.53  3.000
 H15  C9    C10  C5    120.60  3.000
 H15  HO4   O4   C4    109.12  3.000
 H15  H22A  C22  H22   105.93  3.000
 H15  H22A  C22  C23   110.05  3.000
 H15  H22   C22  C23   109.52  3.000
 H15  H22A  C22  C21   110.37  3.000
 H15  H22   C22  C21   107.49  3.000
 H15  C23   C22  C21   113.19  3.000
 H15  H23A  C23  H23   106.32  3.000
 H15  H23A  C23  C24   109.45  3.000
 H15  H23   C23  C24   109.29  3.000
 H15  H23A  C23  C22   109.60  3.000
 H15  H23   C23  C22   109.66  3.000
 H15  C24   C23  C22   112.35  3.000
 H15  H24A  C24  H24   106.05  3.000
 H15  H24A  C24  C25   109.11  3.000
 H15  H24   C24  C25   109.30  3.000
 H15  H24A  C24  C23   109.66  3.000
 H15  H24   C24  C23   109.60  3.000
 H15  C25   C24  C23   112.89  3.000
 H15  H25A  C25  H25   106.05  3.000
 H15  H25A  C25  C26   109.38  3.000
 H15  H25   C25  C26   109.33  3.000
 H15  H25A  C25  C24   109.43  3.000
 H15  H25   C25  C24   109.30  3.000
 H15  C26   C25  C24   113.10  3.000
 H15  H26A  C26  H26   105.95  3.000
 H15  H26A  C26  C27   109.31  3.000
 H15  H26   C26  C27   109.38  3.000
 H15  H26A  C26  C25   109.21  3.000
 H15  H26   C26  C25   109.32  3.000
 H15  C27   C26  C25   113.40  3.000
 H15  H27A  C27  H27   105.91  3.000
 H15  H27A  C27  C28   109.35  3.000
 H15  H27   C27  C28   109.38  3.000
 H15  H27A  C27  C26   109.44  3.000
 H15  H27   C27  C26   109.37  3.000
 H15  C28   C27  C26   113.13  3.000
 H15  H28A  C28  H28   105.86  3.000
 H15  H28A  C28  C29   109.34  3.000
 H15  H28   C28  C29   109.42  3.000
 H15  H28A  C28  C27   109.18  3.000
 H15  H28   C28  C27   109.25  3.000
 H15  C29   C28  C27   113.51  3.000
 H15  H29A  C29  H29   105.96  3.000
 H15  H29A  C29  C30   109.39  3.000
 H15  H29   C29  C30   109.35  3.000
 H15  H29A  C29  C28   109.47  3.000
 H15  H29   C29  C28   109.34  3.000
 H15  C30   C29  C28   113.08  3.000
 H15  H30A  C30  H30   105.87  3.000
 H15  H30A  C30  C31   109.27  3.000
 H15  H30   C30  C31   109.33  3.000
 H15  H30A  C30  C29   109.23  3.000
 H15  H30   C30  C29   109.36  3.000
 H15  C31   C30  C29   113.51  3.000
 H15  H31A  C31  H31   105.94  3.000
 H15  H31A  C31  C32   109.36  3.000
 H15  H31   C31  C32   109.34  3.000
 H15  H31A  C31  C30   109.40  3.000
 H15  H31   C31  C30   109.34  3.000
 H15  C32   C31  C30   113.21  3.000
 H15  H32A  C32  H32   105.94  3.000
 H15  H32A  C32  C33   109.35  3.000
 H15  H32   C32  C33   109.37  3.000
 H15  H32A  C32  C31   109.23  3.000
 H15  H32   C32  C31   109.26  3.000
 H15  C33   C32  C31   113.43  3.000
 H15  H33A  C33  H33   106.00  3.000
 H15  H33A  C33  C34   109.26  3.000
 H15  H33   C33  C34   109.38  3.000
 H15  H33A  C33  C32   109.36  3.000
 H15  H33   C33  C32   109.35  3.000
 H15  C34   C33  C32   113.25  3.000
 H15  H34A  C34  H34   106.08  3.000
 H15  H34A  C34  C35   109.51  3.000
 H15  H34   C34  C35   109.56  3.000
 H15  H34A  C34  C33   109.24  3.000
 H15  H34   C34  C33   109.31  3.000
 H15  C35   C34  C33   112.92  3.000
 H15  H35B  C35  H35A  107.66  3.000
 H15  H35B  C35  H35   107.39  3.000
 H15  H35A  C35  H35   107.59  3.000
 H15  H35B  C35  C34   111.16  3.000
 H15  H35A  C35  C34   111.67  3.000
 H15  H35   C35  C34   111.17  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
 H15  CONST_01  C8   C7   C6   C5      0.00   0.0  0
 H15  CONST_02  C8   C9   C10  C5      0.00   0.0  0
 H15  CONST_03  C9   C10  C5   C6      0.00   0.0  0
 H15  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 H15  CONST_05  C10  C5   C6   C7      0.00   0.0  0
 H15  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 H15  CONST_07  C7   C6   C5   C4    180.00   0.0  0
 H15  CONST_08  C9   C10  C5   C4    180.00   0.0  0
 H15  CONST_09  H7   C7   C6   C5    180.00   0.0  0
 H15  CONST_10  H9   C9   C10  C5    180.00   0.0  0
 H15  CONST_11  H10  C10  C5   C6    180.00   0.0  0
 H15  CONST_12  H8   C8   C7   C6    180.00   0.0  0
 H15  CONST_13  H6   C6   C7   C8    180.00   0.0  0
 H15  CONST_14  C2   N2   C21  O21     0.00   0.0  0
 H15  CONST_15  C22  C21  N2   C2    180.00   0.0  0
 H15  CONST_16  HN2  N2   C21  O21   180.00   0.0  0
 H15  Var_01    C23  C22  C21  O21   -33.75  30.0  3
 H15  Var_02    C24  C23  C22  C21  -179.41  30.0  3
 H15  Var_03    C25  C24  C23  C22  -179.12  30.0  3
 H15  Var_04    C26  C25  C24  C23  -178.79  30.0  3
 H15  Var_05    C27  C26  C25  C24   179.54  30.0  3
 H15  Var_06    C28  C27  C26  C25  -179.39  30.0  3
 H15  Var_07    C29  C28  C27  C26   179.79  30.0  3
 H15  Var_08    C30  C29  C28  C27  -179.58  30.0  3
 H15  Var_09    C31  C30  C29  C28  -179.90  30.0  3
 H15  Var_10    C32  C31  C30  C29  -179.58  30.0  3
 H15  Var_11    C33  C32  C31  C30   179.65  30.0  3
 H15  Var_12    C34  C33  C32  C31  -179.66  30.0  3
 H15  Var_13    C35  C34  C33  C32   179.48  30.0  3
 H15  Var_14    H35  C35  C34  C33    60.32  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
 H15  chir_01  C2  N2  C1  C3  negativ
 H15  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
 H15  plan-1  C4   0.020
 H15  plan-1  C5   0.020
 H15  plan-1  C6   0.020
 H15  plan-1  C7   0.020
 H15  plan-1  C8   0.020
 H15  plan-1  C9   0.020
 H15  plan-1  C10  0.020
 H15  plan-1  H6   0.020
 H15  plan-1  H7   0.020
 H15  plan-1  H8   0.020
 H15  plan-1  H9   0.020
 H15  plan-1  H10  0.020
 H15  plan-2  O21  0.020
 H15  plan-2  C21  0.020
 H15  plan-2  N2   0.020
 H15  plan-2  C2   0.020
 H15  plan-2  C22  0.020
 H15  plan-2  HN2  0.020

