# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 06:56:27 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: 5-({[2-(benzylcarbamoyl)benzyl](prop-2-en-1-yl)amino}methyl)-1,3-benzodioxole-4-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [O-]C(=O)c1c(CN(CC=C)Cc2ccccc2C(=O)NCc3ccccc3)ccc4OCOc14
#
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
 N44  N44  5-({[2-(benzylcarbamoyl)benzyl](prop-2-en-1-yl)amino}methyl)-1,3-benzodioxole-4-carboxylate  ligand  59  34  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_N44
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
 N44  C1    C  CR16   0  -0.268  -4.4551  -2.7223   2.7429
 N44  C2    C  CR16   0  -0.260   1.7524  -4.5468  -2.2247
 N44  C3    C  CR16   0  -0.243  -3.8015  -1.5550   3.1103
 N44  C4    C  CR16   0  -0.244  -4.2975  -3.2231   1.4549
 N44  C5    C  CR16   0  -0.245   3.0794  -4.1496  -2.1773
 N44  C6    C  CR16   0  -0.256   0.7517  -3.6217  -1.9582
 N44  C7    C  CR16   0  -0.309  -2.9930  -0.8892   2.1953
 N44  C8    C  CR16   0  -0.284  -3.4907  -2.5572   0.5449
 N44  C9    C  CR16   0  -0.304   3.3956  -2.8371  -1.8501
 N44  C10   C  CR16   0  -0.330   2.0706   2.7401  -1.5578
 N44  C11   C  CR16   0  -0.349   1.3279   3.6146  -2.3571
 N44  C12   C  CR6    0  -0.077   1.0687  -2.3018  -1.6568
 N44  C13   C  CR6    0  -0.192   0.3733   2.7005   0.1861
 N44  C14   C  CR6    0   0.072  -2.8326  -1.3820   0.9050
 N44  C15   C  CR6    0   0.079   2.4037  -1.8979  -1.5907
 N44  C16   C  CR6    0   0.121   1.6225   2.2729  -0.3286
 N44  C17   C  CR56   0   0.285   0.1065   3.9873  -1.8636
 N44  C18   C  CR56   0   0.286  -0.3548   3.5357  -0.6353
 N44  C20   C  C1     0  -0.147   1.4167  -1.0973   2.1680
 N44  C21   C  C      0   0.502  -0.0581  -1.3236  -1.5012
 N44  C23   C  CH2    0   0.065  -1.9495   4.7503  -1.5890
 N44  C24   C  CH2    0  -0.365  -1.9443  -0.6763  -0.0835
 N44  C25   C  CH2    0  -0.348   2.7733  -0.4962  -1.1897
 N44  C26   C  CH2    0  -0.411   2.4874   1.2822   0.4093
 N44  C27   C  CH2    0  -0.357   2.5460  -0.9967   1.1868
 N44  N28   N  NH1    0  -0.608  -0.8146  -1.5213  -0.4116
 N44  N29   N  NT     0  -0.398   2.1889  -0.1108   0.0814
 N44  O30   O  O      0  -0.588   0.6682   2.4270   2.5183
 N44  O31   O  O      0  -0.484  -0.3035  -0.5013  -2.3702
 N44  O32   O  OC    -1  -0.567  -1.3810   2.2035   1.6793
 N44  O33   O  O      0  -0.490  -0.7897   4.8560  -2.4001
 N44  O34   O  O      0  -0.479  -1.5504   4.1366  -0.3788
 N44  H1    H  HCR6   0   0.253  -5.0869  -3.2400   3.4531
 N44  H2    H  HCR6   0   0.257   1.4935  -5.5693  -2.4664
 N44  H3    H  HCR6   0   0.251  -3.9183  -1.1608   4.1118
 N44  H4    H  HCR6   0   0.252  -4.8053  -4.1330   1.1611
 N44  H5    H  HCR6   0   0.257   3.8701  -4.8606  -2.3792
 N44  H6    H  HCR6   0   0.256  -0.2869  -3.9274  -1.9980
 N44  H7    H  HCR6   0   0.261  -2.4867   0.0261   2.4783
 N44  H8    H  HCR6   0   0.246  -3.3699  -2.9521  -0.4574
 N44  H9    H  HCR6   0   0.252   4.4348  -2.5376  -1.7826
 N44  H10   H  HCR6   0   0.248   3.0449   2.4254  -1.9127
 N44  H11   H  HCR6   0   0.263   1.7046   3.9812  -3.3023
 N44  H19   H  H      0   0.234   1.2810  -3.2042   2.2707
 N44  H19A  H  H      0   0.236   0.0797  -2.2624   3.3050
 N44  H20   H  H      0   0.255   1.0011  -0.1595   2.5247
 N44  H23   H  HCH2   0   0.240  -2.3522   5.7431  -1.3884
 N44  H23A  H  HCH2   0   0.222  -2.7003   4.1299  -2.0943
 N44  H24   H  HCH2   0   0.244  -2.4938  -0.4725  -1.0043
 N44  H24A  H  HCH2   0   0.289  -1.6145   0.2843   0.3175
 N44  H25   H  HCH2   0   0.212   3.8729  -0.4036  -1.1887
 N44  H25A  H  HCH2   0   0.263   2.4067   0.2005  -1.9464
 N44  H26   H  HCH2   0   0.207   3.5469   1.5045   0.2004
 N44  H26A  H  HCH2   0   0.269   2.3459   1.4203   1.4765
 N44  H27   H  HCH2   0   0.221   3.4619  -0.6527   1.6937
 N44  H27A  H  HCH2   0   0.251   2.7726  -1.9950   0.8103
 N44  HN28  H  HNH1   0   0.404  -0.3811  -2.0094   0.3593
 N44  C22   C  C      0   0.412  -0.1562   2.3984   1.5840
 N44  C19   C  C2     0  -0.560   0.9024  -2.2433   2.6020

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
 N44  C1   C3    aromatic  1.387  0.020  1.387
 N44  C1   C4    aromatic  1.391  0.020  1.391
 N44  C2   C5    aromatic  1.386  0.020  1.386
 N44  C2   C6    aromatic  1.389  0.020  1.389
 N44  C3   C7    aromatic  1.391  0.020  1.391
 N44  C4   C8    aromatic  1.387  0.020  1.387
 N44  C5   C9    aromatic  1.389  0.020  1.389
 N44  C6   C12   aromatic  1.390  0.020  1.390
 N44  C7   C14   aromatic  1.391  0.020  1.391
 N44  C8   C14   aromatic  1.394  0.020  1.394
 N44  C9   C15   aromatic  1.390  0.020  1.390
 N44  C10  C11   aromatic  1.398  0.020  1.398
 N44  C10  C16   aromatic  1.389  0.020  1.389
 N44  C11  C17   aromatic  1.369  0.020  1.369
 N44  C12  C15   aromatic  1.396  0.020  1.396
 N44  C12  C21   single    1.500  0.020  1.500
 N44  C13  C16   aromatic  1.417  0.020  1.417
 N44  C13  C18   aromatic  1.379  0.020  1.379
 N44  C13  C22   single    1.525  0.020  1.525
 N44  C14  C24   single    1.505  0.020  1.505
 N44  C15  C25   single    1.504  0.020  1.504
 N44  C16  C26   single    1.508  0.020  1.508
 N44  C17  C18   aromatic  1.388  0.020  1.388
 N44  C17  O33   single    1.359  0.020  1.359
 N44  C18  O34   single    1.362  0.020  1.362
 N44  C19  C20   double    1.329  0.020  1.329
 N44  C20  C27   single    1.499  0.020  1.499
 N44  C21  N28   single    1.341  0.020  1.341
 N44  C21  O31   double    1.221  0.020  1.221
 N44  C22  O30   deloc     1.246  0.020  1.246
 N44  C22  O32   deloc     1.244  0.020  1.244
 N44  C23  O33   single    1.419  0.020  1.419
 N44  C23  O34   single    1.414  0.020  1.414
 N44  C24  N28   single    1.448  0.020  1.448
 N44  C25  N29   single    1.451  0.020  1.451
 N44  C26  N29   single    1.462  0.020  1.462
 N44  C27  N29   single    1.461  0.020  1.461
 N44  C1   H1    single    0.930  0.020  1.080
 N44  C2   H2    single    0.930  0.020  1.080
 N44  C3   H3    single    0.930  0.020  1.080
 N44  C4   H4    single    0.930  0.020  1.080
 N44  C5   H5    single    0.930  0.020  1.080
 N44  C6   H6    single    0.930  0.020  1.080
 N44  C7   H7    single    0.930  0.020  1.080
 N44  C8   H8    single    0.930  0.020  1.080
 N44  C9   H9    single    0.930  0.020  1.080
 N44  C10  H10   single    0.930  0.020  1.080
 N44  C11  H11   single    0.930  0.020  1.080
 N44  C19  H19   single    0.930  0.020  1.080
 N44  C19  H19A  single    0.930  0.020  1.080
 N44  C20  H20   single    0.930  0.020  1.080
 N44  C23  H23   single    0.970  0.020  1.090
 N44  C23  H23A  single    0.970  0.020  1.090
 N44  C24  H24   single    0.970  0.020  1.090
 N44  C24  H24A  single    0.970  0.020  1.090
 N44  C25  H25   single    0.970  0.020  1.090
 N44  C25  H25A  single    0.970  0.020  1.090
 N44  C26  H26   single    0.970  0.020  1.090
 N44  C26  H26A  single    0.970  0.020  1.090
 N44  C27  H27   single    0.970  0.020  1.090
 N44  C27  H27A  single    0.970  0.020  1.090
 N44  N28  HN28  single    0.890  0.020  1.040

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
 N44  H1    C1   C4   120.10  3.000
 N44  H1    C1   C3   120.25  3.000
 N44  C4    C1   C3   119.66  3.000
 N44  H2    C2   C6   120.00  3.000
 N44  H2    C2   C5   120.50  3.000
 N44  C6    C2   C5   119.50  3.000
 N44  H3    C3   C7   119.81  3.000
 N44  H3    C3   C1   120.03  3.000
 N44  C7    C3   C1   120.16  3.000
 N44  H4    C4   C8   119.90  3.000
 N44  H4    C4   C1   120.05  3.000
 N44  C8    C4   C1   120.05  3.000
 N44  H5    C5   C9   119.89  3.000
 N44  H5    C5   C2   120.32  3.000
 N44  C9    C5   C2   119.78  3.000
 N44  H6    C6   C12  119.63  3.000
 N44  H6    C6   C2   119.72  3.000
 N44  C12   C6   C2   120.64  3.000
 N44  H7    C7   C14  119.19  3.000
 N44  H7    C7   C3   120.28  3.000
 N44  C14   C7   C3   120.53  3.000
 N44  H8    C8   C14  119.55  3.000
 N44  H8    C8   C4   119.78  3.000
 N44  C14   C8   C4   120.66  3.000
 N44  H9    C9   C15  119.07  3.000
 N44  H9    C9   C5   119.61  3.000
 N44  C15   C9   C5   121.32  3.000
 N44  H10   C10  C16  118.82  3.000
 N44  H10   C10  C11  118.17  3.000
 N44  C16   C10  C11  123.01  3.000
 N44  H11   C11  C17  122.24  3.000
 N44  H11   C11  C10  121.78  3.000
 N44  C17   C11  C10  115.98  3.000
 N44  C21   C12  C15  121.64  3.000
 N44  C21   C12  C6   118.04  3.000
 N44  C15   C12  C6   120.19  3.000
 N44  C22   C13  C18  118.85  3.000
 N44  C22   C13  C16  125.40  3.000
 N44  C18   C13  C16  115.58  3.000
 N44  C24   C14  C8   120.29  3.000
 N44  C24   C14  C7   120.77  3.000
 N44  C8    C14  C7   118.94  3.000
 N44  C25   C15  C12  121.14  3.000
 N44  C25   C15  C9   120.26  3.000
 N44  C12   C15  C9   118.54  3.000
 N44  C26   C16  C13  121.74  3.000
 N44  C26   C16  C10  117.97  3.000
 N44  C13   C16  C10  120.28  3.000
 N44  O33   C17  C18  109.78  3.000
 N44  O33   C17  C11  128.33  3.000
 N44  C18   C17  C11  121.81  3.000
 N44  O34   C18  C17  108.35  3.000
 N44  O34   C18  C13  128.18  3.000
 N44  C17   C18  C13  123.29  3.000
 N44  H20   C20  C27  116.44  3.000
 N44  H20   C20  C19  119.29  3.000
 N44  C27   C20  C19  124.26  3.000
 N44  O31   C21  N28  124.34  3.000
 N44  O31   C21  C12  121.07  3.000
 N44  N28   C21  C12  114.32  3.000
 N44  H23A  C23  H23  110.30  3.000
 N44  H23A  C23  O34  109.98  3.000
 N44  H23   C23  O34  110.00  3.000
 N44  H23A  C23  O33  109.76  3.000
 N44  H23   C23  O33  109.84  3.000
 N44  O34   C23  O33  106.90  3.000
 N44  H24A  C24  H24  107.32  3.000
 N44  H24A  C24  N28  111.15  3.000
 N44  H24   C24  N28  108.09  3.000
 N44  H24A  C24  C14  110.46  3.000
 N44  H24   C24  C14  110.16  3.000
 N44  N28   C24  C14  109.61  3.000
 N44  H25A  C25  H25  106.36  3.000
 N44  H25A  C25  N29  107.60  3.000
 N44  H25   C25  N29  112.23  3.000
 N44  H25A  C25  C15  109.10  3.000
 N44  H25   C25  C15  108.86  3.000
 N44  N29   C25  C15  112.46  3.000
 N44  H26A  C26  H26  106.61  3.000
 N44  H26A  C26  N29  108.37  3.000
 N44  H26   C26  N29  110.23  3.000
 N44  H26A  C26  C16  108.83  3.000
 N44  H26   C26  C16  109.02  3.000
 N44  N29   C26  C16  113.53  3.000
 N44  H27A  C27  H27  105.78  3.000
 N44  H27A  C27  N29  110.16  3.000
 N44  H27   C27  N29  111.22  3.000
 N44  H27A  C27  C20  108.72  3.000
 N44  H27   C27  C20  110.23  3.000
 N44  N29   C27  C20  110.59  3.000
 N44  HN28  N28  C24  116.34  3.000
 N44  HN28  N28  C21  116.69  3.000
 N44  C24   N28  C21  122.54  3.000
 N44  C27   N29  C26  111.00  3.000
 N44  C27   N29  C25  113.78  3.000
 N44  C26   N29  C25  111.55  3.000
 N44  C23   O33  C17  105.41  3.000
 N44  C23   O34  C18  106.14  3.000
 N44  O32   C22  O30  126.69  3.000
 N44  O32   C22  C13  116.31  3.000
 N44  O30   C22  C13  116.93  3.000
 N44  H19A  C19  H19  116.62  3.000
 N44  H19A  C19  C20  121.43  3.000
 N44  H19   C19  C20  121.95  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
 N44  CONST_01  C14  C7   C3   C1      0.00   0.0  0
 N44  CONST_02  C14  C8   C4   C1      0.00   0.0  0
 N44  CONST_03  C15  C9   C5   C2      0.00   0.0  0
 N44  CONST_04  C15  C12  C6   C2      0.00   0.0  0
 N44  CONST_05  C8   C4   C1   C3      0.00   0.0  0
 N44  CONST_06  C8   C14  C7   C3      0.00   0.0  0
 N44  CONST_07  C7   C3   C1   C4      0.00   0.0  0
 N44  CONST_08  C7   C14  C8   C4      0.00   0.0  0
 N44  CONST_09  C12  C6   C2   C5      0.00   0.0  0
 N44  CONST_10  C12  C15  C9   C5      0.00   0.0  0
 N44  CONST_11  C9   C5   C2   C6      0.00   0.0  0
 N44  CONST_12  C9   C15  C12  C6      0.00   0.0  0
 N44  CONST_13  C18  C17  C11  C10     0.00   0.0  0
 N44  CONST_14  C18  C13  C16  C10     0.00   0.0  0
 N44  CONST_15  C13  C16  C10  C11     0.00   0.0  0
 N44  CONST_16  C13  C18  C17  C11     0.00   0.0  0
 N44  CONST_17  C17  C11  C10  C16     0.00   0.0  0
 N44  CONST_18  C17  C18  C13  C16     0.00   0.0  0
 N44  CONST_19  C21  C12  C6   C2    180.00   0.0  0
 N44  CONST_20  C24  C14  C7   C3    180.00   0.0  0
 N44  CONST_21  C24  C14  C8   C4    180.00   0.0  0
 N44  CONST_22  C25  C15  C9   C5    180.00   0.0  0
 N44  CONST_23  C25  C15  C12  C6    180.00   0.0  0
 N44  CONST_24  C21  C12  C15  C9    180.00   0.0  0
 N44  CONST_25  C22  C13  C16  C10   180.00   0.0  0
 N44  CONST_26  C26  C16  C10  C11   180.00   0.0  0
 N44  CONST_27  C22  C13  C18  C17   180.00   0.0  0
 N44  CONST_28  C26  C16  C13  C18   180.00   0.0  0
 N44  CONST_29  O34  C18  C13  C22     0.00   0.0  0
 N44  CONST_30  H7   C7   C3   C1    180.00   0.0  0
 N44  CONST_31  H8   C8   C4   C1    180.00   0.0  0
 N44  CONST_32  H9   C9   C5   C2    180.00   0.0  0
 N44  CONST_33  H4   C4   C1   C3    180.00   0.0  0
 N44  CONST_34  H3   C3   C1   C4    180.00   0.0  0
 N44  CONST_35  H6   C6   C2   C5    180.00   0.0  0
 N44  CONST_36  H5   C5   C2   C6    180.00   0.0  0
 N44  CONST_37  H1   C1   C3   C7    180.00   0.0  0
 N44  CONST_38  H2   C2   C5   C9    180.00   0.0  0
 N44  CONST_39  H10  C10  C16  C13   180.00   0.0  0
 N44  CONST_40  H11  C11  C10  C16   180.00   0.0  0
 N44  CONST_41  C24  N28  C21  C12   180.00   0.0  0
 N44  CONST_43  O31  C21  N28  C24     0.00   0.0  0
 N44  Var_01    O34  C23  O33  C17    17.69  30.0  1
 N44  Var_02    O33  C23  O34  C18   -18.29  30.0  1
 N44  Var_03    N28  C21  C12  C6     69.16  30.0  2
 N44  Var_04    N28  C24  C14  C7    114.47  30.0  2
 N44  Var_05    N29  C25  C15  C9   -123.24  30.0  2
 N44  Var_06    N29  C26  C16  C10   -90.05  30.0  2
 N44  Var_07    O30  C22  C13  C16    38.82  30.0  2
 N44  Var_08    C21  N28  C24  C14   162.02  30.0  3
 N44  Var_09    C26  N29  C25  C15  -176.23  30.0  3
 N44  Var_10    C25  N29  C26  C16    78.51  30.0  3
 N44  Var_11    N29  C27  C20  C19   128.10  30.0  3
 N44  Var_12    H19  C19  C20  C27     0.44   0.0  2

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
 N44  plan-1  C1    0.020
 N44  plan-1  C3    0.020
 N44  plan-1  C4    0.020
 N44  plan-1  C7    0.020
 N44  plan-1  C8    0.020
 N44  plan-1  C14   0.020
 N44  plan-1  C24   0.020
 N44  plan-1  H1    0.020
 N44  plan-1  H3    0.020
 N44  plan-1  H4    0.020
 N44  plan-1  H7    0.020
 N44  plan-1  H8    0.020
 N44  plan-2  C2    0.020
 N44  plan-2  C5    0.020
 N44  plan-2  C6    0.020
 N44  plan-2  C9    0.020
 N44  plan-2  C12   0.020
 N44  plan-2  C15   0.020
 N44  plan-2  C21   0.020
 N44  plan-2  C25   0.020
 N44  plan-2  H2    0.020
 N44  plan-2  H5    0.020
 N44  plan-2  H6    0.020
 N44  plan-2  H9    0.020
 N44  plan-3  C10   0.020
 N44  plan-3  C11   0.020
 N44  plan-3  C13   0.020
 N44  plan-3  C16   0.020
 N44  plan-3  C17   0.020
 N44  plan-3  C18   0.020
 N44  plan-3  C26   0.020
 N44  plan-3  O33   0.020
 N44  plan-3  O34   0.020
 N44  plan-3  H10   0.020
 N44  plan-3  H11   0.020
 N44  plan-3  C22   0.020
 N44  plan-4  C12   0.020
 N44  plan-4  C21   0.020
 N44  plan-4  C24   0.020
 N44  plan-4  N28   0.020
 N44  plan-4  O31   0.020
 N44  plan-4  HN28  0.020
 N44  plan-5  C13   0.020
 N44  plan-5  O30   0.020
 N44  plan-5  O32   0.020
 N44  plan-5  C22   0.020
 N44  plan-6  C20   0.020
 N44  plan-6  C27   0.020
 N44  plan-6  H19   0.020
 N44  plan-6  H19A  0.020
 N44  plan-6  H20   0.020
 N44  plan-6  C19   0.020

