# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 13:52:32 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: N-[(1R,3R)-3-hydroxy-1-(hydroxymethyl)-3-phenylpropyl]tetradecanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCC(=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
 14H  14H  N-[(1R,3R)-3-hydroxy-1-(hydroxymethyl)-3-phenylpropyl]tetradecanamide  ligand  69  28  .  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_14H
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
 14H  O21   O  O     0  -0.503    2.3572  -1.4011   1.7951
 14H  C21   C  C     0   0.566    2.3272  -0.9644   0.6523
 14H  N2    N  NH1   0  -0.635    3.3502  -1.0895  -0.2133
 14H  C2    C  CH1   0  -0.121    4.5885  -1.7862   0.0661
 14H  C1    C  CH2   0  -0.148    4.6343  -3.1248  -0.6559
 14H  O1    O  OH1   0  -0.673    4.6015  -2.8981  -2.0461
 14H  C3    C  CH2   0  -0.481    5.7904  -0.9077  -0.2808
 14H  C4    C  CH1   0  -0.013    5.9069   0.3449   0.5880
 14H  C5    C  CR6   0   0.117    7.0558   1.2066   0.1039
 14H  C6    C  CR16  0  -0.303    6.8677   2.0438  -0.9938
 14H  C7    C  CR16  0  -0.240    7.9079   2.8192  -1.4853
 14H  C8    C  CR16  0  -0.272    9.1583   2.7694  -0.8814
 14H  C9    C  CR16  0  -0.237    9.3548   1.9394   0.2133
 14H  C10   C  CR16  0  -0.327    8.3101   1.1652   0.7039
 14H  O4    O  OH1   0  -0.660    5.9972   0.0321   1.9574
 14H  C22   C  CH2   0  -0.581    1.1297  -0.2119   0.1111
 14H  C23   C  CH2   0  -0.414   -0.1970  -0.7311   0.6492
 14H  C24   C  CH2   0  -0.415   -1.3871   0.0078   0.0516
 14H  C25   C  CH2   0  -0.413   -2.7252  -0.4914   0.5813
 14H  C26   C  CH2   0  -0.412   -3.9191   0.2161  -0.0464
 14H  C27   C  CH2   0  -0.412   -5.2609  -0.2813   0.4759
 14H  C28   C  CH2   0  -0.412   -6.4509   0.4163  -0.1701
 14H  C29   C  CH2   0  -0.412   -7.7971  -0.0783   0.3436
 14H  C30   C  CH2   0  -0.411   -8.9817   0.6183  -0.3135
 14H  C31   C  CH2   0  -0.412  -10.3319   0.1264   0.1922
 14H  C32   C  CH2   0  -0.406  -11.5120   0.8241  -0.4718
 14H  C33   C  CH2   0  -0.418  -12.8651   0.3348   0.0291
 14H  C34   C  CH3   0  -0.663  -14.0359   1.0389  -0.6423
 14H  HN2   H  HNH1  0   0.392    3.2113  -0.7647  -1.1573
 14H  H2    H  HCH1  0   0.261    4.6016  -2.0053   1.1341
 14H  H1    H  HCH2  0   0.201    5.5454  -3.6552  -0.3491
 14H  H1A   H  HCH2  0   0.213    3.7812  -3.7300  -0.3250
 14H  HO1   H  HOH1  0   0.459    4.5380  -3.7481  -2.4901
 14H  H3    H  HCH2  0   0.244    6.7054  -1.5023  -0.1738
 14H  H3A   H  HCH2  0   0.252    5.7486  -0.6093  -1.3313
 14H  H4    H  HCH1  0   0.243    4.9861   0.9279   0.4804
 14H  H6    H  HCR6  0   0.246    5.8929   2.0963  -1.4667
 14H  H7    H  HCR6  0   0.254    7.7419   3.4675  -2.3362
 14H  H8    H  HCR6  0   0.254    9.9702   3.3778  -1.2582
 14H  H9    H  HCR6  0   0.254   10.3243   1.8955   0.6931
 14H  H10   H  HCR6  0   0.239    8.4861   0.5345   1.5662
 14H  HO4   H  HOH1  0   0.449    6.6102  -0.7013   2.0744
 14H  H22   H  HCH2  0   0.266    1.2499   0.8424   0.3832
 14H  H22A  H  HCH2  0   0.245    1.1264  -0.2407  -0.9817
 14H  H23   H  HCH2  0   0.221   -0.2899  -1.7994   0.4303
 14H  H23A  H  HCH2  0   0.222   -0.2162  -0.6373   1.7374
 14H  H24   H  HCH2  0   0.211   -1.2921   1.0803   0.2541
 14H  H24A  H  HCH2  0   0.210   -1.3679  -0.0959  -1.0389
 14H  H25   H  HCH2  0   0.208   -2.8073  -1.5690   0.4011
 14H  H25A  H  HCH2  0   0.208   -2.7567  -0.3645   1.6691
 14H  H26   H  HCH2  0   0.207   -3.8374   1.2942   0.1309
 14H  H26A  H  HCH2  0   0.206   -3.8834   0.0869  -1.1340
 14H  H27   H  HCH2  0   0.206   -5.3383  -1.3612   0.3075
 14H  H27A  H  HCH2  0   0.207   -5.3035  -0.1423   1.5620
 14H  H28   H  HCH2  0   0.206   -6.3732   1.4963  -0.0022
 14H  H28A  H  HCH2  0   0.206   -6.4046   0.2775  -1.2561
 14H  H29   H  HCH2  0   0.206   -7.8742  -1.1588   0.1785
 14H  H29A  H  HCH2  0   0.206   -7.8478   0.0645   1.4288
 14H  H30   H  HCH2  0   0.206   -8.9041   1.6987  -0.1478
 14H  H30A  H  HCH2  0   0.206   -8.9275   0.4764  -1.3988
 14H  H31   H  HCH2  0   0.206  -10.4097  -0.9541   0.0278
 14H  H31A  H  HCH2  0   0.206  -10.3887   0.2705   1.2770
 14H  H32   H  HCH2  0   0.205  -11.4340   1.9047  -0.3071
 14H  H32A  H  HCH2  0   0.205  -11.4539   0.6810  -1.5567
 14H  H33   H  HCH2  0   0.210  -12.9424  -0.7445  -0.1356
 14H  H33A  H  HCH2  0   0.210  -12.9231   0.4788   1.1126
 14H  H34   H  HCH3  0   0.216  -14.0019   2.1157  -0.4660
 14H  H34A  H  HCH3  0   0.216  -14.0219   0.8841  -1.7229
 14H  H34B  H  HCH3  0   0.226  -14.9929   0.6732  -0.2685

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
 14H  O21  C21   double    1.224  0.020  1.224
 14H  C21  N2    single    1.346  0.020  1.346
 14H  C21  C22   single    1.514  0.020  1.514
 14H  N2   C2    single    1.448  0.020  1.448
 14H  C2   C1    single    1.522  0.020  1.522
 14H  C2   C3    single    1.529  0.020  1.529
 14H  C1   O1    single    1.409  0.020  1.409
 14H  C3   C4    single    1.529  0.020  1.529
 14H  C4   C5    single    1.516  0.020  1.516
 14H  C4   O4    single    1.408  0.020  1.408
 14H  C5   C6    aromatic  1.393  0.020  1.393
 14H  C5   C10   aromatic  1.391  0.020  1.391
 14H  C6   C7    aromatic  1.387  0.020  1.387
 14H  C7   C8    aromatic  1.389  0.020  1.389
 14H  C8   C9    aromatic  1.388  0.020  1.388
 14H  C9   C10   aromatic  1.390  0.020  1.390
 14H  C22  C23   single    1.523  0.020  1.523
 14H  C23  C24   single    1.523  0.020  1.523
 14H  C24  C25   single    1.523  0.020  1.523
 14H  C25  C26   single    1.523  0.020  1.523
 14H  C26  C27   single    1.523  0.020  1.523
 14H  C27  C28   single    1.523  0.020  1.523
 14H  C28  C29   single    1.523  0.020  1.523
 14H  C29  C30   single    1.523  0.020  1.523
 14H  C30  C31   single    1.523  0.020  1.523
 14H  C31  C32   single    1.523  0.020  1.523
 14H  C32  C33   single    1.524  0.020  1.524
 14H  C33  C34   single    1.522  0.020  1.522
 14H  N2   HN2   single    0.860  0.020  1.020
 14H  C2   H2    single    0.970  0.020  1.090
 14H  C1   H1    single    0.970  0.020  1.090
 14H  C1   H1A   single    0.970  0.020  1.090
 14H  O1   HO1   single    0.850  0.020  0.980
 14H  C3   H3    single    0.970  0.020  1.090
 14H  C3   H3A   single    0.970  0.020  1.090
 14H  C4   H4    single    0.970  0.020  1.090
 14H  C6   H6    single    0.930  0.020  1.080
 14H  C7   H7    single    0.930  0.020  1.080
 14H  C8   H8    single    0.930  0.020  1.080
 14H  C9   H9    single    0.930  0.020  1.080
 14H  C10  H10   single    0.930  0.020  1.080
 14H  O4   HO4   single    0.850  0.020  0.980
 14H  C22  H22   single    0.970  0.020  1.090
 14H  C22  H22A  single    0.970  0.020  1.090
 14H  C23  H23   single    0.970  0.020  1.090
 14H  C23  H23A  single    0.970  0.020  1.090
 14H  C24  H24   single    0.970  0.020  1.090
 14H  C24  H24A  single    0.970  0.020  1.090
 14H  C25  H25   single    0.970  0.020  1.090
 14H  C25  H25A  single    0.970  0.020  1.090
 14H  C26  H26   single    0.970  0.020  1.090
 14H  C26  H26A  single    0.970  0.020  1.090
 14H  C27  H27   single    0.970  0.020  1.090
 14H  C27  H27A  single    0.970  0.020  1.090
 14H  C28  H28   single    0.970  0.020  1.090
 14H  C28  H28A  single    0.970  0.020  1.090
 14H  C29  H29   single    0.970  0.020  1.090
 14H  C29  H29A  single    0.970  0.020  1.090
 14H  C30  H30   single    0.970  0.020  1.090
 14H  C30  H30A  single    0.970  0.020  1.090
 14H  C31  H31   single    0.970  0.020  1.090
 14H  C31  H31A  single    0.970  0.020  1.090
 14H  C32  H32   single    0.970  0.020  1.090
 14H  C32  H32A  single    0.970  0.020  1.090
 14H  C33  H33   single    0.970  0.020  1.090
 14H  C33  H33A  single    0.970  0.020  1.090
 14H  C34  H34   single    0.970  0.020  1.090
 14H  C34  H34A  single    0.970  0.020  1.090
 14H  C34  H34B  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
 14H  C22   C21  N2    114.67  3.000
 14H  C22   C21  O21   122.03  3.000
 14H  N2    C21  O21   123.29  3.000
 14H  HN2   N2   C2    116.98  3.000
 14H  HN2   N2   C21   117.88  3.000
 14H  C2    N2   C21   124.79  3.000
 14H  H2    C2   C3    109.17  3.000
 14H  H2    C2   C1    106.72  3.000
 14H  C3    C2   C1    111.98  3.000
 14H  H2    C2   N2    107.21  3.000
 14H  C3    C2   N2    110.61  3.000
 14H  C1    C2   N2    110.94  3.000
 14H  H1A   C1   H1    107.13  3.000
 14H  H1A   C1   O1    111.61  3.000
 14H  H1    C1   O1    111.88  3.000
 14H  H1A   C1   C2    108.59  3.000
 14H  H1    C1   C2    108.50  3.000
 14H  O1    C1   C2    109.02  3.000
 14H  HO1   O1   C1    108.36  3.000
 14H  H3A   C3   H3    105.89  3.000
 14H  H3A   C3   C4    108.99  3.000
 14H  H3    C3   C4    108.98  3.000
 14H  H3A   C3   C2    110.18  3.000
 14H  H3    C3   C2    108.81  3.000
 14H  C4    C3   C2    113.69  3.000
 14H  H4    C4   O4    105.53  3.000
 14H  H4    C4   C5    107.66  3.000
 14H  O4    C4   C5    112.86  3.000
 14H  H4    C4   C3    108.44  3.000
 14H  O4    C4   C3    112.07  3.000
 14H  C5    C4   C3    110.01  3.000
 14H  C10   C5   C6    118.65  3.000
 14H  C10   C5   C4    121.93  3.000
 14H  C6    C5   C4    119.40  3.000
 14H  H6    C6   C7    119.48  3.000
 14H  H6    C6   C5    119.60  3.000
 14H  C7    C6   C5    120.91  3.000
 14H  H7    C7   C8    120.07  3.000
 14H  H7    C7   C6    119.89  3.000
 14H  C8    C7   C6    120.05  3.000
 14H  H8    C8   C9    120.30  3.000
 14H  H8    C8   C7    120.25  3.000
 14H  C9    C8   C7    119.45  3.000
 14H  H9    C9   C10   119.61  3.000
 14H  H9    C9   C8    120.05  3.000
 14H  C10   C9   C8    120.34  3.000
 14H  H10   C10  C9    118.91  3.000
 14H  H10   C10  C5    120.50  3.000
 14H  C9    C10  C5    120.59  3.000
 14H  HO4   O4   C4    109.16  3.000
 14H  H22A  C22  H22   105.90  3.000
 14H  H22A  C22  C23   109.97  3.000
 14H  H22   C22  C23   109.63  3.000
 14H  H22A  C22  C21   110.28  3.000
 14H  H22   C22  C21   107.63  3.000
 14H  C23   C22  C21   113.16  3.000
 14H  H23A  C23  H23   106.35  3.000
 14H  H23A  C23  C24   109.60  3.000
 14H  H23   C23  C24   109.20  3.000
 14H  H23A  C23  C22   109.75  3.000
 14H  H23   C23  C22   109.63  3.000
 14H  C24   C23  C22   112.13  3.000
 14H  H24A  C24  H24   105.97  3.000
 14H  H24A  C24  C25   109.30  3.000
 14H  H24   C24  C25   109.43  3.000
 14H  H24A  C24  C23   109.32  3.000
 14H  H24   C24  C23   109.56  3.000
 14H  C25   C24  C23   113.02  3.000
 14H  H25A  C25  H25   105.97  3.000
 14H  H25A  C25  C26   109.44  3.000
 14H  H25   C25  C26   109.29  3.000
 14H  H25A  C25  C24   109.42  3.000
 14H  H25   C25  C24   109.32  3.000
 14H  C26   C25  C24   113.14  3.000
 14H  H26A  C26  H26   105.91  3.000
 14H  H26A  C26  C27   109.30  3.000
 14H  H26   C26  C27   109.35  3.000
 14H  H26A  C26  C25   109.19  3.000
 14H  H26   C26  C25   109.39  3.000
 14H  C27   C26  C25   113.42  3.000
 14H  H27A  C27  H27   105.94  3.000
 14H  H27A  C27  C28   109.39  3.000
 14H  H27   C27  C28   109.33  3.000
 14H  H27A  C27  C26   109.43  3.000
 14H  H27   C27  C26   109.35  3.000
 14H  C28   C27  C26   113.16  3.000
 14H  H28A  C28  H28   105.88  3.000
 14H  H28A  C28  C29   109.30  3.000
 14H  H28   C28  C29   109.33  3.000
 14H  H28A  C28  C27   109.22  3.000
 14H  H28   C28  C27   109.33  3.000
 14H  C29   C28  C27   113.50  3.000
 14H  H29A  C29  H29   105.93  3.000
 14H  H29A  C29  C30   109.37  3.000
 14H  H29   C29  C30   109.34  3.000
 14H  H29A  C29  C28   109.43  3.000
 14H  H29   C29  C28   109.36  3.000
 14H  C30   C29  C28   113.16  3.000
 14H  H30A  C30  H30   105.90  3.000
 14H  H30A  C30  C31   109.32  3.000
 14H  H30   C30  C31   109.32  3.000
 14H  H30A  C30  C29   109.24  3.000
 14H  H30   C30  C29   109.30  3.000
 14H  C31   C30  C29   113.48  3.000
 14H  H31A  C31  H31   105.93  3.000
 14H  H31A  C31  C32   109.34  3.000
 14H  H31   C31  C32   109.34  3.000
 14H  H31A  C31  C30   109.40  3.000
 14H  H31   C31  C30   109.36  3.000
 14H  C32   C31  C30   113.21  3.000
 14H  H32A  C32  H32   105.89  3.000
 14H  H32A  C32  C33   109.30  3.000
 14H  H32   C32  C33   109.30  3.000
 14H  H32A  C32  C31   109.31  3.000
 14H  H32   C32  C31   109.33  3.000
 14H  C33   C32  C31   113.43  3.000
 14H  H33A  C33  H33   105.96  3.000
 14H  H33A  C33  C34   109.57  3.000
 14H  H33   C33  C34   109.60  3.000
 14H  H33A  C33  C32   109.28  3.000
 14H  H33   C33  C32   109.26  3.000
 14H  C34   C33  C32   112.93  3.000
 14H  H34B  C34  H34A  107.64  3.000
 14H  H34B  C34  H34   107.62  3.000
 14H  H34A  C34  H34   107.42  3.000
 14H  H34B  C34  C33   111.63  3.000
 14H  H34A  C34  C33   111.17  3.000
 14H  H34   C34  C33   111.16  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
 14H  CONST_01  C8   C7   C6   C5      0.00   0.0  0
 14H  CONST_02  C8   C9   C10  C5      0.00   0.0  0
 14H  CONST_03  C9   C10  C5   C6      0.00   0.0  0
 14H  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 14H  CONST_05  C10  C5   C6   C7      0.00   0.0  0
 14H  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 14H  CONST_07  C7   C6   C5   C4    180.00   0.0  0
 14H  CONST_08  C9   C10  C5   C4    180.00   0.0  0
 14H  CONST_09  H7   C7   C6   C5    180.00   0.0  0
 14H  CONST_10  H9   C9   C10  C5    180.00   0.0  0
 14H  CONST_11  H10  C10  C5   C6    180.00   0.0  0
 14H  CONST_12  H8   C8   C7   C6    180.00   0.0  0
 14H  CONST_13  H6   C6   C7   C8    180.00   0.0  0
 14H  CONST_14  C2   N2   C21  O21     0.00   0.0  0
 14H  CONST_15  C22  C21  N2   C2    180.00   0.0  0
 14H  CONST_16  HN2  N2   C21  O21   180.00   0.0  0
 14H  Var_01    C23  C22  C21  O21   -34.96  30.0  3
 14H  Var_02    C24  C23  C22  C21  -177.91  30.0  3
 14H  Var_03    C25  C24  C23  C22  -179.73  30.0  3
 14H  Var_04    C26  C25  C24  C23  -178.22  30.0  3
 14H  Var_05    C27  C26  C25  C24   179.83  30.0  3
 14H  Var_06    C28  C27  C26  C25  -179.18  30.0  3
 14H  Var_07    C29  C28  C27  C26   179.82  30.0  3
 14H  Var_08    C30  C29  C28  C27  -179.65  30.0  3
 14H  Var_09    C31  C30  C29  C28   179.84  30.0  3
 14H  Var_10    C32  C31  C30  C29  -179.83  30.0  3
 14H  Var_11    C33  C32  C31  C30   179.93  30.0  3
 14H  Var_12    C34  C33  C32  C31  -179.97  30.0  3
 14H  Var_13    H34  C34  C33  C32   -59.80  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
 14H  chir_01  C2  N2  C1  C3  negativ
 14H  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
 14H  plan-1  C4   0.020
 14H  plan-1  C5   0.020
 14H  plan-1  C6   0.020
 14H  plan-1  C7   0.020
 14H  plan-1  C8   0.020
 14H  plan-1  C9   0.020
 14H  plan-1  C10  0.020
 14H  plan-1  H6   0.020
 14H  plan-1  H7   0.020
 14H  plan-1  H8   0.020
 14H  plan-1  H9   0.020
 14H  plan-1  H10  0.020
 14H  plan-2  O21  0.020
 14H  plan-2  C21  0.020
 14H  plan-2  N2   0.020
 14H  plan-2  C2   0.020
 14H  plan-2  C22  0.020
 14H  plan-2  HN2  0.020

