# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 20:18:25 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: N-(3-hydroxypropyl)-4-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(/C=C/c2ccc(cc2)C(=O)NCCCO)cc(OC)c1OC
#
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
 TMS  TMS  N-(3-hydroxypropyl)-4-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]benzamide  ligand  52  27  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TMS
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
 TMS  C1   C  C1    0  -0.307  -0.8865   0.0320    0.6409
 TMS  O20  O  O2    0  -0.463   2.6624   0.3035    5.5872
 TMS  C20  C  CH3   0  -0.438   3.8841   0.3117    4.8752
 TMS  O21  O  O2    0  -0.480   0.4085   0.3059    7.0059
 TMS  C21  C  CH3   0  -0.409   0.5835  -0.9104    7.7221
 TMS  O22  O  O2    0  -0.464  -1.9557  -0.0072    5.8440
 TMS  C22  C  CH3   0  -0.439  -3.2417  -0.1383    5.2707
 TMS  C2   C  C1    0  -0.301   0.1875  -0.1528    1.4202
 TMS  C3   C  CR6   0   0.171  -0.9179  -0.0344   -0.8169
 TMS  C4   C  CR6   0   0.205   0.2073  -0.0701    2.8797
 TMS  C5   C  CR16  0  -0.321   0.1644  -0.4568   -1.5965
 TMS  C6   C  CR16  0  -0.304  -2.0914   0.3406   -1.4784
 TMS  C7   C  CR16  0  -0.490   1.4457   0.0479    3.5100
 TMS  C8   C  CR16  0  -0.517  -0.9619  -0.0962    3.6416
 TMS  C9   C  CR16  0  -0.265   0.0815  -0.4752   -2.9762
 TMS  C10  C  CR16  0  -0.256  -2.1802   0.3093   -2.8582
 TMS  C11  C  CR6   0   0.351   1.5191   0.1678    4.8952
 TMS  C12  C  CR6   0   0.368  -0.8913   0.0144    5.0248
 TMS  C13  C  CR6   0  -0.055  -1.0892  -0.0839   -3.6277
 TMS  C14  C  CR6   0   0.167   0.3490   0.1612    5.6577
 TMS  C15  C  C     0   0.534  -1.2364  -0.0994   -5.1136
 TMS  N1   N  NH1   0  -0.655  -0.1040   0.0214   -5.8246
 TMS  C16  C  CH2   0  -0.247  -0.1009   0.0611   -7.2719
 TMS  O1   O  O     0  -0.493  -2.3361  -0.2140   -5.6410
 TMS  C17  C  CH2   0  -0.505   1.3188  -0.0454   -7.8047
 TMS  C18  C  CH2   0  -0.137   1.3363   0.0284   -9.3193
 TMS  O2   O  OH1   0  -0.672   2.6728  -0.0532   -9.7625
 TMS  HE2  H  H     0   0.252  -1.8371   0.2855    1.0998
 TMS  HGA  H  HCH3  0   0.262   4.6710   0.4252    5.6166
 TMS  HGB  H  HCH3  0   0.229   4.0460  -0.6220    4.3308
 TMS  HGC  H  HCH3  0   0.229   3.9416   1.1460    4.1716
 TMS  H1A  H  HCH3  0   0.237   0.6178  -0.6565    8.7801
 TMS  H1B  H  HCH3  0   0.221  -0.2466  -1.6010    7.5554
 TMS  H1C  H  HCH3  0   0.223   1.5169  -1.4094    7.4521
 TMS  HFA  H  HCH3  0   0.262  -3.9495  -0.1201    6.0954
 TMS  HFB  H  HCH3  0   0.229  -3.4712   0.6861    4.5907
 TMS  HFC  H  HCH3  0   0.230  -3.3534  -1.0823    4.7311
 TMS  HE3  H  H     0   0.256   1.1511  -0.3554    0.9626
 TMS  HC4  H  HCR6  0   0.260   1.0816  -0.7888   -1.1285
 TMS  HC5  H  HCR6  0   0.259  -2.9475   0.6654   -0.8994
 TMS  HB6  H  HCR6  0   0.279   2.3408   0.0557    2.9019
 TMS  HB7  H  HCR6  0   0.276  -1.9171  -0.2273    3.1524
 TMS  HD8  H  HCR6  0   0.260   0.9369  -0.8291   -3.5383
 TMS  HD9  H  HCR6  0   0.260  -3.1025   0.6052   -3.3399
 TMS  H1   H  HNH1  0   0.406   0.7438   0.2929   -5.3532
 TMS  HJB  H  HCH2  0   0.233  -0.5656   0.9872   -7.6275
 TMS  HJA  H  HCH2  0   0.240  -0.7057  -0.7642   -7.6523
 TMS  HKA  H  HCH2  0   0.240   1.7648  -0.9878   -7.4751
 TMS  HKB  H  HCH2  0   0.237   1.9279   0.7668   -7.3955
 TMS  HLB  H  HCH2  0   0.194   0.8646   0.9662   -9.6409
 TMS  HLA  H  HCH2  0   0.195   0.7270  -0.7883   -9.7288
 TMS  HO2  H  HOH1  0   0.454   2.6715  -0.0153  -10.7230

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
 TMS  C1   C2   double    1.340  0.020  1.340
 TMS  C1   C3   single    1.460  0.020  1.460
 TMS  C1   HE2  single    0.930  0.020  1.080
 TMS  O20  C20  single    1.414  0.020  1.414
 TMS  O20  C11  single    1.343  0.020  1.343
 TMS  C20  HGA  single    0.970  0.020  1.090
 TMS  C20  HGB  single    0.970  0.020  1.090
 TMS  C20  HGC  single    0.970  0.020  1.090
 TMS  O21  C21  single    1.422  0.020  1.422
 TMS  O21  C14  single    1.357  0.020  1.357
 TMS  C21  H1A  single    0.970  0.020  1.090
 TMS  C21  H1B  single    0.970  0.020  1.090
 TMS  C21  H1C  single    0.970  0.020  1.090
 TMS  O22  C22  single    1.414  0.020  1.414
 TMS  O22  C12  single    1.343  0.020  1.343
 TMS  C22  HFA  single    0.970  0.020  1.090
 TMS  C22  HFB  single    0.970  0.020  1.090
 TMS  C22  HFC  single    0.970  0.020  1.090
 TMS  C2   C4   single    1.462  0.020  1.462
 TMS  C2   HE3  single    0.930  0.020  1.080
 TMS  C3   C5   aromatic  1.399  0.020  1.399
 TMS  C3   C6   aromatic  1.398  0.020  1.398
 TMS  C4   C7   aromatic  1.395  0.020  1.395
 TMS  C4   C8   aromatic  1.396  0.020  1.396
 TMS  C5   C9   aromatic  1.382  0.020  1.382
 TMS  C5   HC4  single    0.930  0.020  1.080
 TMS  C6   C10  aromatic  1.383  0.020  1.383
 TMS  C6   HC5  single    0.930  0.020  1.080
 TMS  C7   C11  aromatic  1.392  0.020  1.392
 TMS  C7   HB6  single    0.930  0.020  1.080
 TMS  C8   C12  aromatic  1.389  0.020  1.389
 TMS  C8   HB7  single    0.930  0.020  1.080
 TMS  C9   C13  aromatic  1.396  0.020  1.396
 TMS  C9   HD8  single    0.930  0.020  1.080
 TMS  C10  C13  aromatic  1.392  0.020  1.392
 TMS  C10  HD9  single    0.930  0.020  1.080
 TMS  C11  C14  aromatic  1.397  0.020  1.397
 TMS  C12  C14  aromatic  1.400  0.020  1.400
 TMS  C13  C15  single    1.493  0.020  1.493
 TMS  C15  N1   single    1.343  0.020  1.343
 TMS  C15  O1   double    1.225  0.020  1.225
 TMS  N1   C16  single    1.448  0.020  1.448
 TMS  N1   H1   single    0.860  0.020  1.020
 TMS  C16  C17  single    1.520  0.020  1.520
 TMS  C16  HJB  single    0.970  0.020  1.090
 TMS  C16  HJA  single    0.970  0.020  1.090
 TMS  C17  C18  single    1.517  0.020  1.517
 TMS  C17  HKA  single    0.970  0.020  1.090
 TMS  C17  HKB  single    0.970  0.020  1.090
 TMS  C18  O2   single    1.410  0.020  1.410
 TMS  C18  HLB  single    0.970  0.020  1.090
 TMS  C18  HLA  single    0.970  0.020  1.090
 TMS  O2   HO2  single    0.850  0.020  0.980

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
 TMS  HE2  C1   C3   114.46  3.000
 TMS  HE2  C1   C2   119.22  3.000
 TMS  C3   C1   C2   126.29  3.000
 TMS  C11  O20  C20  118.46  3.000
 TMS  HGC  C20  HGB  108.88  3.000
 TMS  HGC  C20  HGA  108.74  3.000
 TMS  HGB  C20  HGA  108.77  3.000
 TMS  HGC  C20  O20  111.97  3.000
 TMS  HGB  C20  O20  111.95  3.000
 TMS  HGA  C20  O20  106.42  3.000
 TMS  C14  O21  C21  114.48  3.000
 TMS  H1C  C21  H1B  108.83  3.000
 TMS  H1C  C21  H1A  108.65  3.000
 TMS  H1B  C21  H1A  108.64  3.000
 TMS  H1C  C21  O21  111.80  3.000
 TMS  H1B  C21  O21  111.73  3.000
 TMS  H1A  C21  O21  107.09  3.000
 TMS  C12  O22  C22  118.35  3.000
 TMS  HFC  C22  HFB  108.84  3.000
 TMS  HFC  C22  HFA  108.81  3.000
 TMS  HFB  C22  HFA  108.83  3.000
 TMS  HFC  C22  O22  111.91  3.000
 TMS  HFB  C22  O22  111.91  3.000
 TMS  HFA  C22  O22  106.44  3.000
 TMS  HE3  C2   C4   114.79  3.000
 TMS  HE3  C2   C1   119.48  3.000
 TMS  C4   C2   C1   125.71  3.000
 TMS  C6   C3   C5   117.81  3.000
 TMS  C6   C3   C1   118.57  3.000
 TMS  C5   C3   C1   123.61  3.000
 TMS  C8   C4   C7   119.92  3.000
 TMS  C8   C4   C2   122.18  3.000
 TMS  C7   C4   C2   117.90  3.000
 TMS  HC4  C5   C9   118.58  3.000
 TMS  HC4  C5   C3   120.50  3.000
 TMS  C9   C5   C3   120.92  3.000
 TMS  HC5  C6   C10  119.28  3.000
 TMS  HC5  C6   C3   119.40  3.000
 TMS  C10  C6   C3   121.32  3.000
 TMS  HB6  C7   C11  120.99  3.000
 TMS  HB6  C7   C4   118.76  3.000
 TMS  C11  C7   C4   120.25  3.000
 TMS  HB7  C8   C12  120.34  3.000
 TMS  HB7  C8   C4   119.69  3.000
 TMS  C12  C8   C4   119.95  3.000
 TMS  HD8  C9   C13  120.79  3.000
 TMS  HD8  C9   C5   118.36  3.000
 TMS  C13  C9   C5   120.83  3.000
 TMS  HD9  C10  C13  119.96  3.000
 TMS  HD9  C10  C6   119.53  3.000
 TMS  C13  C10  C6   120.51  3.000
 TMS  C14  C11  C7   119.91  3.000
 TMS  C14  C11  O20  115.61  3.000
 TMS  C7   C11  O20  124.48  3.000
 TMS  C14  C12  C8   120.23  3.000
 TMS  C14  C12  O22  115.34  3.000
 TMS  C8   C12  O22  124.44  3.000
 TMS  C15  C13  C10  118.41  3.000
 TMS  C15  C13  C9   122.97  3.000
 TMS  C10  C13  C9   118.60  3.000
 TMS  C12  C14  C11  119.73  3.000
 TMS  C12  C14  O21  119.94  3.000
 TMS  C11  C14  O21  120.34  3.000
 TMS  O1   C15  N1   122.52  3.000
 TMS  O1   C15  C13  121.19  3.000
 TMS  N1   C15  C13  116.29  3.000
 TMS  H1   N1   C16  117.30  3.000
 TMS  H1   N1   C15  119.09  3.000
 TMS  C16  N1   C15  122.25  3.000
 TMS  HJA  C16  HJB  106.92  3.000
 TMS  HJA  C16  C17  110.02  3.000
 TMS  HJB  C16  C17  109.97  3.000
 TMS  HJA  C16  N1   109.05  3.000
 TMS  HJB  C16  N1   110.29  3.000
 TMS  C17  C16  N1   110.52  3.000
 TMS  HKB  C17  HKA  107.44  3.000
 TMS  HKB  C17  C18  109.32  3.000
 TMS  HKA  C17  C18  109.77  3.000
 TMS  HKB  C17  C16  109.68  3.000
 TMS  HKA  C17  C16  109.61  3.000
 TMS  C18  C17  C16  110.95  3.000
 TMS  HLA  C18  HLB  106.72  3.000
 TMS  HLA  C18  O2   111.45  3.000
 TMS  HLB  C18  O2   111.38  3.000
 TMS  HLA  C18  C17  109.26  3.000
 TMS  HLB  C18  C17  109.21  3.000
 TMS  O2   C18  C17  108.78  3.000
 TMS  HO2  O2   C18  108.08  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
 TMS  CONST_01  C13  C9   C5   C3      0.00   0.0  0
 TMS  CONST_02  C13  C10  C6   C3      0.00   0.0  0
 TMS  CONST_03  C14  C11  C7   C4      0.00   0.0  0
 TMS  CONST_04  C14  C12  C8   C4      0.00   0.0  0
 TMS  CONST_05  C10  C6   C3   C5      0.00   0.0  0
 TMS  CONST_06  C10  C13  C9   C5      0.00   0.0  0
 TMS  CONST_07  C9   C5   C3   C6      0.00   0.0  0
 TMS  CONST_08  C9   C13  C10  C6      0.00   0.0  0
 TMS  CONST_09  C12  C8   C4   C7      0.00   0.0  0
 TMS  CONST_10  C12  C14  C11  C7      0.00   0.0  0
 TMS  CONST_11  C11  C7   C4   C8      0.00   0.0  0
 TMS  CONST_12  C11  C14  C12  C8      0.00   0.0  0
 TMS  CONST_13  C9   C5   C3   C1    180.00   0.0  0
 TMS  CONST_14  C10  C6   C3   C1    180.00   0.0  0
 TMS  CONST_15  C4   C7   C11  O20   180.00   0.0  0
 TMS  CONST_16  C12  C14  C11  O20   180.00   0.0  0
 TMS  CONST_17  C7   C11  C14  O21   180.00   0.0  0
 TMS  CONST_18  C8   C12  C14  O21   180.00   0.0  0
 TMS  CONST_19  C4   C8   C12  O22   180.00   0.0  0
 TMS  CONST_20  C11  C14  C12  O22   180.00   0.0  0
 TMS  CONST_21  C11  C7   C4   C2    180.00   0.0  0
 TMS  CONST_22  C12  C8   C4   C2    180.00   0.0  0
 TMS  CONST_23  C15  C13  C9   C5    180.00   0.0  0
 TMS  CONST_24  C15  C13  C10  C6    180.00   0.0  0
 TMS  CONST_25  HD8  C9   C5   C3    180.00   0.0  0
 TMS  CONST_26  HD9  C10  C6   C3    180.00   0.0  0
 TMS  CONST_27  HC5  C6   C3   C5    180.00   0.0  0
 TMS  CONST_28  HC4  C5   C3   C6    180.00   0.0  0
 TMS  CONST_29  HB7  C8   C4   C7    180.00   0.0  0
 TMS  CONST_30  HB6  C7   C4   C8    180.00   0.0  0
 TMS  CONST_31  C16  N1   C15  C13   180.00   0.0  0
 TMS  CONST_32  H1   N1   C15  C13     0.00   0.0  0
 TMS  CONST_33  O1   C15  N1   C16     0.00   0.0  0
 TMS  Var_01    C4   C2   C1   C3    179.34   0.0  2
 TMS  Var_02    C7   C4   C2   C1   -164.05  30.0  2
 TMS  Var_03    C7   C11  O20  C20    -0.75  30.0  2
 TMS  Var_04    C11  C14  O21  C21   -87.56  30.0  2
 TMS  Var_05    C8   C12  O22  C22    -0.63  30.0  2
 TMS  Var_06    C5   C3   C1   C2      7.62  30.0  2
 TMS  Var_07    N1   C15  C13  C9    -25.99  30.0  2
 TMS  Var_08    HGA  C20  O20  C11  -179.74  30.0  3
 TMS  Var_09    HFA  C22  O22  C12  -179.25  30.0  3
 TMS  Var_10    H1A  C21  O21  C14   179.83  30.0  3
 TMS  Var_11    C17  C16  N1   C15  -170.01  30.0  3
 TMS  Var_12    C18  C17  C16  N1   -178.66  30.0  3
 TMS  Var_13    O2   C18  C17  C16   179.08  30.0  3

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
 TMS  plan-1  C1   0.020
 TMS  plan-1  C3   0.020
 TMS  plan-1  C5   0.020
 TMS  plan-1  C6   0.020
 TMS  plan-1  C9   0.020
 TMS  plan-1  C10  0.020
 TMS  plan-1  C13  0.020
 TMS  plan-1  C15  0.020
 TMS  plan-1  HC4  0.020
 TMS  plan-1  HC5  0.020
 TMS  plan-1  HD8  0.020
 TMS  plan-1  HD9  0.020
 TMS  plan-2  O20  0.020
 TMS  plan-2  O21  0.020
 TMS  plan-2  O22  0.020
 TMS  plan-2  C2   0.020
 TMS  plan-2  C4   0.020
 TMS  plan-2  C7   0.020
 TMS  plan-2  C8   0.020
 TMS  plan-2  C11  0.020
 TMS  plan-2  C12  0.020
 TMS  plan-2  C14  0.020
 TMS  plan-2  HB6  0.020
 TMS  plan-2  HB7  0.020
 TMS  plan-3  C13  0.020
 TMS  plan-3  C15  0.020
 TMS  plan-3  N1   0.020
 TMS  plan-3  C16  0.020
 TMS  plan-3  O1   0.020
 TMS  plan-3  H1   0.020
 TMS  plan-4  C1   0.020
 TMS  plan-4  C2   0.020
 TMS  plan-4  C3   0.020
 TMS  plan-4  C4   0.020
 TMS  plan-4  HE2  0.020
 TMS  plan-4  HE3  0.020

