# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 13 01:54:18 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: ethyl 2-[[(4-aminophenyl)methyl-propyl-carbamoyl]amino]ethanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN(Cc1ccc(N)cc1)C(=O)NCC(=O)OCC
#
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
 L36  L36  'ethyl 2-[[(4-aminophenyl)methyl-propyl-carbamoyl]amino]ethanoate'  ligand  44  21  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_L36
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
 L36  O    O  O     0  -0.560   0.3002   0.8053   1.9161
 L36  C10  C  C     0   0.775   0.4060   0.0107   0.9826
 L36  N2   N  NH1   0  -0.709   1.5769  -0.1032   0.3045
 L36  C11  C  CH2   0  -0.356   2.7090   0.7013   0.6620
 L36  C12  C  C     0   0.566   3.8943   0.3208  -0.1912
 L36  O2   O  O2    0  -0.451   4.9430   1.0612   0.1050
 L36  C13  C  CH2   0  -0.183   6.1690   0.8264  -0.6127
 L36  C14  C  CH3   0  -0.688   7.2086   1.7733  -0.0661
 L36  O1   O  O     0  -0.448   3.8809  -0.5465  -1.0295
 L36  N    N  NT    0  -0.482  -0.6206  -0.7839   0.5713
 L36  C2   C  CH2   0  -0.342  -0.5349  -1.7028  -0.5471
 L36  C1   C  CH2   0  -0.429   0.0400  -3.0670  -0.1773
 L36  C    C  CH3   0  -0.665   0.0568  -4.0162  -1.3664
 L36  C3   C  CH2   0  -0.406  -1.8626  -0.8040   1.3246
 L36  C4   C  CR6   0   0.106  -2.9915  -0.0976   0.6217
 L36  C5   C  CR16  0  -0.305  -4.1131  -0.7878   0.1781
 L36  C6   C  CR16  0  -0.317  -5.1549  -0.1425  -0.4730
 L36  C7   C  CR6   0   0.290  -5.1045   1.2352  -0.7040
 L36  N1   N  NH2   0  -0.859  -6.1576   1.8987  -1.2987
 L36  C8   C  CR16  0  -0.311  -3.9723   1.9341  -0.2614
 L36  C9   C  CR16  0  -0.291  -2.9429   1.2760   0.3863
 L36  H1   H  HNH1  0   0.399   1.7137  -0.7793  -0.4272
 L36  H2   H  HCH2  0   0.279   2.5145   1.7696   0.5236
 L36  H3   H  HCH2  0   0.280   2.9888   0.5713   1.7124
 L36  H4   H  HCH2  0   0.240   6.4763  -0.2124  -0.4789
 L36  H5   H  HCH2  0   0.241   6.0047   0.9974  -1.6783
 L36  H6   H  HCH3  0   0.238   6.9224   2.8143  -0.2149
 L36  H7   H  HCH3  0   0.238   7.3838   1.6063   0.9967
 L36  H8   H  HCH3  0   0.241   8.1493   1.6068  -0.5902
 L36  H9   H  HCH2  0   0.261  -1.5450  -1.8290  -0.9454
 L36  H10  H  HCH2  0   0.245   0.0300  -1.2546  -1.3695
 L36  H11  H  HCH2  0   0.221   1.0534  -2.9486   0.2167
 L36  H12  H  HCH2  0   0.231  -0.5550  -3.4959   0.6334
 L36  H13  H  HCH3  0   0.222   0.6660  -3.6222  -2.1820
 L36  H14  H  HCH3  0   0.235   0.4670  -4.9870  -1.0892
 L36  H15  H  HCH3  0   0.223  -0.9490  -4.1808  -1.7565
 L36  H16  H  HCH2  0   0.256  -2.1447  -1.8453   1.5069
 L36  H17  H  HCH2  0   0.267  -1.6824  -0.3591   2.3011
 L36  H18  H  HCR6  0   0.246  -4.1828  -1.8575   0.3435
 L36  H19  H  HCR6  0   0.252  -6.0138  -0.7121  -0.8087
 L36  H20  H  HNH2  0   0.377  -6.7596   1.3327  -1.8751
 L36  H21  H  HNH2  0   0.377  -5.9262   2.7702  -1.7480
 L36  H22  H  HCR6  0   0.252  -3.9061   3.0034  -0.4269
 L36  H23  H  HCR6  0   0.245  -2.0839   1.8455   0.7221

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
 L36  N1   C7   single    1.380  0.020  1.380
 L36  C7   C6   aromatic  1.398  0.020  1.398
 L36  C7   C8   aromatic  1.402  0.020  1.402
 L36  C6   C5   aromatic  1.388  0.020  1.388
 L36  C8   C9   aromatic  1.383  0.020  1.383
 L36  C5   C4   aromatic  1.390  0.020  1.390
 L36  C9   C4   aromatic  1.394  0.020  1.394
 L36  C4   C3   single    1.506  0.020  1.506
 L36  C3   N    single    1.453  0.020  1.453
 L36  O    C10  double    1.230  0.020  1.230
 L36  N    C10  single    1.362  0.020  1.362
 L36  N    C2   single    1.450  0.020  1.450
 L36  C10  N2   single    1.358  0.020  1.358
 L36  O1   C12  double    1.206  0.020  1.206
 L36  C13  C14  single    1.509  0.020  1.509
 L36  C13  O2   single    1.440  0.020  1.440
 L36  C2   C1   single    1.526  0.020  1.526
 L36  O2   C12  single    1.318  0.020  1.318
 L36  C12  C11  single    1.509  0.020  1.509
 L36  N2   C11  single    1.434  0.020  1.434
 L36  C1   C    single    1.522  0.020  1.522
 L36  N2   H1   single    0.860  0.020  1.020
 L36  C11  H2   single    0.970  0.020  1.090
 L36  C11  H3   single    0.970  0.020  1.090
 L36  C13  H4   single    0.970  0.020  1.090
 L36  C13  H5   single    0.970  0.020  1.090
 L36  C14  H6   single    0.970  0.020  1.090
 L36  C14  H7   single    0.970  0.020  1.090
 L36  C14  H8   single    0.970  0.020  1.090
 L36  C2   H9   single    0.970  0.020  1.090
 L36  C2   H10  single    0.970  0.020  1.090
 L36  C1   H11  single    0.970  0.020  1.090
 L36  C1   H12  single    0.970  0.020  1.090
 L36  C    H13  single    0.970  0.020  1.090
 L36  C    H14  single    0.970  0.020  1.090
 L36  C    H15  single    0.970  0.020  1.090
 L36  C3   H16  single    0.970  0.020  1.090
 L36  C3   H17  single    0.970  0.020  1.090
 L36  C5   H18  single    0.930  0.020  1.080
 L36  C6   H19  single    0.930  0.020  1.080
 L36  N1   H20  single    0.890  0.020  1.040
 L36  N1   H21  single    0.890  0.020  1.040
 L36  C8   H22  single    0.930  0.020  1.080
 L36  C9   H23  single    0.930  0.020  1.080

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
 L36  N    C10  N2   116.77  3.000
 L36  N2   C10  O    120.48  3.000
 L36  N    C10  O    122.76  3.000
 L36  H1   N2   C11  116.82  3.000
 L36  H1   N2   C10  122.48  3.000
 L36  C11  N2   C10  120.61  3.000
 L36  H3   C11  H2   106.41  3.000
 L36  H3   C11  C12  108.17  3.000
 L36  H2   C11  C12  108.31  3.000
 L36  H3   C11  N2   111.98  3.000
 L36  H2   C11  N2   112.07  3.000
 L36  C12  C11  N2   109.73  3.000
 L36  O1   C12  O2   124.69  3.000
 L36  O2   C12  C11  110.88  3.000
 L36  O1   C12  C11  124.44  3.000
 L36  C13  O2   C12  118.30  3.000
 L36  H5   C13  H4   108.13  3.000
 L36  H5   C13  C14  111.05  3.000
 L36  H4   C13  C14  111.03  3.000
 L36  H5   C13  O2   109.44  3.000
 L36  H4   C13  O2   109.50  3.000
 L36  C14  C13  O2   107.68  3.000
 L36  H8   C14  H7   107.87  3.000
 L36  H8   C14  H6   107.88  3.000
 L36  H7   C14  H6   108.76  3.000
 L36  H8   C14  C13  108.95  3.000
 L36  H7   C14  C13  111.58  3.000
 L36  H6   C14  C13  111.66  3.000
 L36  C3   N    C2   116.21  3.000
 L36  C2   N    C10  123.93  3.000
 L36  C3   N    C10  119.73  3.000
 L36  H10  C2   H9   104.51  3.000
 L36  H10  C2   C1   110.73  3.000
 L36  H9   C2   C1   109.47  3.000
 L36  H10  C2   N    110.53  3.000
 L36  H9   C2   N    107.43  3.000
 L36  C1   C2   N    113.70  3.000
 L36  H12  C1   H11  106.24  3.000
 L36  H12  C1   C    109.93  3.000
 L36  H11  C1   C    109.81  3.000
 L36  H12  C1   C2   108.98  3.000
 L36  H11  C1   C2   109.85  3.000
 L36  C    C1   C2   111.87  3.000
 L36  H15  C    H14  107.66  3.000
 L36  H15  C    H13  107.56  3.000
 L36  H14  C    H13  107.55  3.000
 L36  H15  C    C1   111.30  3.000
 L36  H14  C    C1   111.17  3.000
 L36  H13  C    C1   111.40  3.000
 L36  H17  C3   H16  106.40  3.000
 L36  H17  C3   C4   110.56  3.000
 L36  H16  C3   C4   109.32  3.000
 L36  H17  C3   N    108.55  3.000
 L36  H16  C3   N    108.66  3.000
 L36  C4   C3   N    113.10  3.000
 L36  C9   C4   C5   117.61  3.000
 L36  C9   C4   C3   120.98  3.000
 L36  C5   C4   C3   121.41  3.000
 L36  H18  C5   C6   118.81  3.000
 L36  H18  C5   C4   119.53  3.000
 L36  C6   C5   C4   121.65  3.000
 L36  H19  C6   C7   119.69  3.000
 L36  H19  C6   C5   119.72  3.000
 L36  C7   C6   C5   120.59  3.000
 L36  C8   C7   N1   120.84  3.000
 L36  C8   C7   C6   117.92  3.000
 L36  N1   C7   C6   121.19  3.000
 L36  H21  N1   H20  111.60  3.000
 L36  H21  N1   C7   115.65  3.000
 L36  H20  N1   C7   115.63  3.000
 L36  H22  C8   C9   119.70  3.000
 L36  H22  C8   C7   119.52  3.000
 L36  C9   C8   C7   120.78  3.000
 L36  H23  C9   C8   119.01  3.000
 L36  H23  C9   C4   119.53  3.000
 L36  C8   C9   C4   121.46  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
 L36  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 L36  CONST_02  C7   C8   C9   C4      0.00   0.0  0
 L36  CONST_03  C8   C7   C6   C5      0.00   0.0  0
 L36  CONST_04  C8   C9   C4   C5      0.00   0.0  0
 L36  CONST_05  C9   C8   C7   C6      0.00   0.0  0
 L36  CONST_06  C9   C4   C5   C6      0.00   0.0  0
 L36  CONST_07  C6   C5   C4   C3    180.00   0.0  0
 L36  CONST_08  C8   C9   C4   C3    180.00   0.0  0
 L36  CONST_09  N1   C7   C6   C5    180.00   0.0  0
 L36  CONST_10  C9   C8   C7   N1    180.00   0.0  0
 L36  CONST_11  H19  C6   C5   C4    180.00   0.0  0
 L36  CONST_12  H22  C8   C9   C4    180.00   0.0  0
 L36  CONST_13  H23  C9   C4   C5    180.00   0.0  0
 L36  CONST_14  H18  C5   C6   C7    180.00   0.0  0
 L36  CONST_17  C3   N    C10  O       0.00   0.0  0
 L36  CONST_18  C2   N    C10  O     180.00   0.0  0
 L36  CONST_19  C11  N2   C10  O       0.00   0.0  0
 L36  CONST_20  C3   N    C10  N2    180.00   0.0  0
 L36  CONST_21  C2   N    C10  N2      0.00   0.0  0
 L36  CONST_22  N    C10  N2   C11   180.00   0.0  0
 L36  CONST_23  H1   N2   C10  O     180.00   0.0  0
 L36  Var_01    C5   C4   C3   N     114.61  30.0  2
 L36  Var_02    C4   C3   N    C10   107.33  30.0  1
 L36  Var_03    C1   C2   N    C10    85.47  30.0  3
 L36  Var_04    C12  C11  N2   C10   176.73  30.0  3
 L36  Var_05    O1   C12  C11  N2     -1.06  30.0  2
 L36  Var_06    C14  C13  O2   C12  -178.71  30.0  1
 L36  Var_07    C    C1   C2   N     177.60  30.0  3
 L36  Var_08    H6   C14  C13  O2    -61.44  30.0  3
 L36  Var_09    H13  C    C1   C2     60.20  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
 L36  plan-1  C3   0.020
 L36  plan-1  C4   0.020
 L36  plan-1  C5   0.020
 L36  plan-1  C6   0.020
 L36  plan-1  C7   0.020
 L36  plan-1  N1   0.020
 L36  plan-1  C8   0.020
 L36  plan-1  C9   0.020
 L36  plan-1  H18  0.020
 L36  plan-1  H19  0.020
 L36  plan-1  H22  0.020
 L36  plan-1  H23  0.020
 L36  plan-2  O    0.020
 L36  plan-2  C10  0.020
 L36  plan-2  N2   0.020
 L36  plan-2  C11  0.020
 L36  plan-2  N    0.020
 L36  plan-2  C2   0.020
 L36  plan-2  C3   0.020
 L36  plan-2  H1   0.020
 L36  plan-3  C7   0.020
 L36  plan-3  N1   0.020
 L36  plan-3  H20  0.020
 L36  plan-3  H21  0.020
 L36  plan-4  C11  0.020
 L36  plan-4  C12  0.020
 L36  plan-4  O2   0.020
 L36  plan-4  O1   0.020

