# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 14:20:44 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: ethyl 2-[[(4-aminophenyl)methyl-prop-2-ynyl-carbamoyl]amino]ethanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)CNC(=O)N(CC#C)Cc1ccc(N)cc1
#
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
 F1Z  F1Z  'ethyl 2-[[(4-aminophenyl)methyl-prop-2-ynyl-carbamoyl]amino]ethanoate'  ligand  40  21  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F1Z
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
 F1Z  O2   O  O     0  -0.542   0.2408   0.4769   1.8892
 F1Z  C4   C  C     0   0.777   0.3575  -0.1714   0.8549
 F1Z  N    N  NH1   0  -0.701   1.5347  -0.2182   0.1730
 F1Z  C3   C  CH2   0  -0.364   2.6858   0.4598   0.7038
 F1Z  C2   C  C     0   0.568   3.8721   0.2361  -0.2020
 F1Z  O1   O  O     0  -0.448   3.8837  -0.5337  -1.1300
 F1Z  O    O  O2    0  -0.451   4.8964   0.9750   0.1736
 F1Z  C1   C  CH2   0  -0.183   6.1320   0.8488  -0.5550
 F1Z  C    C  CH3   0  -0.688   7.1405   1.7645   0.0932
 F1Z  N1   N  NT    0  -0.483  -0.6821  -0.8618   0.3007
 F1Z  C5   C  CH2   0  -0.497  -0.6151  -1.4445  -1.0200
 F1Z  C6   C  CSP   0   0.247   0.0363  -2.7569  -1.0388
 F1Z  C7   C  CSP1  0  -0.488   0.5925  -3.8224  -1.0428
 F1Z  C8   C  CH2   0  -0.398  -1.9181  -1.0555   1.0399
 F1Z  C9   C  CR6   0   0.091  -3.0572  -0.2248   0.5106
 F1Z  C14  C  CR16  0  -0.304  -4.2168  -0.8122   0.0189
 F1Z  C13  C  CR16  0  -0.316  -5.2707  -0.0489  -0.4630
 F1Z  C12  C  CR6   0   0.291  -5.1939   1.3466  -0.4699
 F1Z  N2   N  NH2   0  -0.859  -6.2547   2.1197  -0.8926
 F1Z  C11  C  CR16  0  -0.310  -4.0220   1.9421   0.0193
 F1Z  C10  C  CR16  0  -0.286  -2.9818   1.1680   0.4985
 F1Z  H1   H  HNH1  0   0.397   1.7302  -0.9782  -0.4608
 F1Z  H2   H  HCH2  0   0.285   2.5025   1.5325   0.7908
 F1Z  H3   H  HCH2  0   0.280   2.9583   0.1069   1.7054
 F1Z  H4   H  HCH2  0   0.241   6.4680  -0.1892  -0.5253
 F1Z  H5   H  HCH2  0   0.241   5.9671   1.1222  -1.5987
 F1Z  H6   H  HCH3  0   0.241   8.0861   1.6889  -0.4426
 F1Z  H7   H  HCH3  0   0.238   6.8192   2.8053   0.0577
 F1Z  H8   H  HCH3  0   0.238   7.3217   1.4895   1.1322
 F1Z  H9   H  HCH2  0   0.308  -1.6334  -1.5431  -1.4033
 F1Z  H10  H  HCH2  0   0.299  -0.1093  -0.7712  -1.7165
 F1Z  H11  H  H     0   0.285   1.0773  -4.7717  -1.0458
 F1Z  H12  H  HCH2  0   0.263  -2.1843  -2.1158   0.9992
 F1Z  H13  H  HCH2  0   0.272  -1.7269  -0.8233   2.0860
 F1Z  H14  H  HCR6  0   0.248  -4.3081  -1.8927   0.0082
 F1Z  H15  H  HCR6  0   0.253  -6.1601  -0.5391  -0.8416
 F1Z  H16  H  HNH2  0   0.378  -6.0184   3.0438  -1.2174
 F1Z  H17  H  HNH2  0   0.378  -6.9073   1.6652  -1.5110
 F1Z  H18  H  HCR6  0   0.253  -3.9339   3.0226   0.0271
 F1Z  H19  H  HCR6  0   0.247  -2.0927   1.6590   0.8766

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
 F1Z  N2   C12  single    1.379  0.020  1.379
 F1Z  C12  C11  aromatic  1.403  0.020  1.403
 F1Z  C12  C13  aromatic  1.398  0.020  1.398
 F1Z  C11  C10  aromatic  1.382  0.020  1.382
 F1Z  C13  C14  aromatic  1.388  0.020  1.388
 F1Z  C10  C9   aromatic  1.395  0.020  1.395
 F1Z  C14  C9   aromatic  1.390  0.020  1.390
 F1Z  C9   C8   single    1.506  0.020  1.506
 F1Z  C8   N1   single    1.453  0.020  1.453
 F1Z  O2   C4   double    1.226  0.020  1.226
 F1Z  N1   C4   single    1.365  0.020  1.365
 F1Z  N1   C5   single    1.445  0.020  1.445
 F1Z  C4   N    single    1.361  0.020  1.361
 F1Z  C1   C    single    1.509  0.020  1.509
 F1Z  C1   O    single    1.440  0.020  1.440
 F1Z  O1   C2   double    1.206  0.020  1.206
 F1Z  C5   C6   single    1.465  0.020  1.465
 F1Z  O    C2   single    1.318  0.020  1.318
 F1Z  C2   C3   single    1.509  0.020  1.509
 F1Z  N    C3   single    1.438  0.020  1.438
 F1Z  C6   C7   triple    1.202  0.020  1.202
 F1Z  N    H1   single    0.868  0.020  1.013
 F1Z  C3   H2   single    0.939  0.020  1.096
 F1Z  C3   H3   single    0.939  0.020  1.096
 F1Z  C1   H4   single    0.939  0.020  1.096
 F1Z  C1   H5   single    0.939  0.020  1.096
 F1Z  C    H6   single    0.939  0.020  1.096
 F1Z  C    H7   single    0.939  0.020  1.096
 F1Z  C    H8   single    0.939  0.020  1.096
 F1Z  C5   H9   single    0.939  0.020  1.096
 F1Z  C5   H10  single    0.939  0.020  1.096
 F1Z  C7   H11  single    0.913  0.020  1.066
 F1Z  C8   H12  single    0.939  0.020  1.096
 F1Z  C8   H13  single    0.939  0.020  1.096
 F1Z  C14  H14  single    0.929  0.020  1.085
 F1Z  C13  H15  single    0.929  0.020  1.085
 F1Z  N2   H16  single    0.868  0.020  1.013
 F1Z  N2   H17  single    0.868  0.020  1.013
 F1Z  C11  H18  single    0.929  0.020  1.085
 F1Z  C10  H19  single    0.929  0.020  1.085

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
 F1Z  N1   C4   N    115.96  3.000
 F1Z  N    C4   O2   121.53  3.000
 F1Z  N1   C4   O2   122.49  3.000
 F1Z  H1   N    C3   115.61  3.000
 F1Z  H1   N    C4   120.55  3.000
 F1Z  C3   N    C4   119.43  3.000
 F1Z  H3   C3   H2   106.58  3.000
 F1Z  H3   C3   C2   107.77  3.000
 F1Z  H2   C3   C2   108.99  3.000
 F1Z  H3   C3   N    112.61  3.000
 F1Z  H2   C3   N    111.00  3.000
 F1Z  C2   C3   N    109.75  3.000
 F1Z  O    C2   O1   124.74  3.000
 F1Z  O    C2   C3   110.91  3.000
 F1Z  O1   C2   C3   124.34  3.000
 F1Z  C1   O    C2   118.27  3.000
 F1Z  H5   C1   H4   108.10  3.000
 F1Z  H5   C1   C    111.09  3.000
 F1Z  H4   C1   C    111.08  3.000
 F1Z  H5   C1   O    109.41  3.000
 F1Z  H4   C1   O    109.50  3.000
 F1Z  C    C1   O    107.64  3.000
 F1Z  H8   C    H7   108.72  3.000
 F1Z  H8   C    H6   107.88  3.000
 F1Z  H7   C    H6   107.82  3.000
 F1Z  H8   C    C1   111.57  3.000
 F1Z  H7   C    C1   111.62  3.000
 F1Z  H6   C    C1   109.08  3.000
 F1Z  C8   N1   C5   116.78  3.000
 F1Z  C5   N1   C4   122.65  3.000
 F1Z  C8   N1   C4   120.57  3.000
 F1Z  H10  C5   H9   105.27  3.000
 F1Z  H10  C5   C6   109.75  3.000
 F1Z  H9   C5   C6   109.21  3.000
 F1Z  H10  C5   N1   110.82  3.000
 F1Z  H9   C5   N1   108.29  3.000
 F1Z  C6   C5   N1   113.18  3.000
 F1Z  C7   C6   C5   180.00  3.000
 F1Z  H11  C7   C6   180.00  3.000
 F1Z  H13  C8   H12  106.58  3.000
 F1Z  H13  C8   C9   110.67  3.000
 F1Z  H12  C8   C9   109.73  3.000
 F1Z  H13  C8   N1   108.12  3.000
 F1Z  H12  C8   N1   108.50  3.000
 F1Z  C9   C8   N1   113.02  3.000
 F1Z  C10  C9   C14  117.65  3.000
 F1Z  C14  C9   C8   121.49  3.000
 F1Z  C10  C9   C8   120.86  3.000
 F1Z  H14  C14  C13  118.73  3.000
 F1Z  H14  C14  C9   119.66  3.000
 F1Z  C13  C14  C9   121.60  3.000
 F1Z  H15  C13  C12  119.67  3.000
 F1Z  H15  C13  C14  119.72  3.000
 F1Z  C12  C13  C14  120.61  3.000
 F1Z  C11  C12  N2   120.77  3.000
 F1Z  C11  C12  C13  117.91  3.000
 F1Z  N2   C12  C13  121.26  3.000
 F1Z  H17  N2   H16  111.58  3.000
 F1Z  H17  N2   C12  115.70  3.000
 F1Z  H16  N2   C12  115.63  3.000
 F1Z  H18  C11  C10  119.64  3.000
 F1Z  H18  C11  C12  119.57  3.000
 F1Z  C10  C11  C12  120.79  3.000
 F1Z  H19  C10  C11  118.98  3.000
 F1Z  H19  C10  C9   119.59  3.000
 F1Z  C11  C10  C9   121.43  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
 F1Z  CONST_01  C12  C11  C10  C9      0.00   0.0  0
 F1Z  CONST_02  C12  C13  C14  C9      0.00   0.0  0
 F1Z  CONST_03  C11  C12  C13  C14     0.00   0.0  0
 F1Z  CONST_04  C11  C10  C9   C14     0.00   0.0  0
 F1Z  CONST_05  C10  C11  C12  C13     0.00   0.0  0
 F1Z  CONST_06  C10  C9   C14  C13     0.00   0.0  0
 F1Z  CONST_07  C11  C10  C9   C8    180.00   0.0  0
 F1Z  CONST_08  C13  C14  C9   C8    180.00   0.0  0
 F1Z  CONST_09  N2   C12  C13  C14   180.00   0.0  0
 F1Z  CONST_10  C10  C11  C12  N2    180.00   0.0  0
 F1Z  CONST_11  H18  C11  C10  C9    180.00   0.0  0
 F1Z  CONST_12  H15  C13  C14  C9    180.00   0.0  0
 F1Z  CONST_13  H19  C10  C9   C14   180.00   0.0  0
 F1Z  CONST_14  H14  C14  C13  C12   180.00   0.0  0
 F1Z  CONST_17  C8   N1   C4   O2      0.00   0.0  0
 F1Z  CONST_18  C5   N1   C4   O2    180.00   0.0  0
 F1Z  CONST_19  C3   N    C4   O2      0.00   0.0  0
 F1Z  CONST_20  C8   N1   C4   N     180.00   0.0  0
 F1Z  CONST_21  C5   N1   C4   N       0.00   0.0  0
 F1Z  CONST_22  N1   C4   N    C3    180.00   0.0  0
 F1Z  Var_01    C10  C9   C8   N1    -60.91  30.0  2
 F1Z  Var_02    C9   C8   N1   C4    107.69  30.0  3
 F1Z  Var_03    C6   C5   N1   C4     83.12  30.0  3
 F1Z  Var_04    C2   C3   N    C4    178.52  30.0  3
 F1Z  Var_05    O1   C2   C3   N      -8.71  30.0  1
 F1Z  Var_06    C    C1   O    C2   -178.51  30.0  1
 F1Z  Var_07    H6   C    C1   O    -179.87  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
 F1Z  plan-1  C8   0.020
 F1Z  plan-1  C9   0.020
 F1Z  plan-1  C14  0.020
 F1Z  plan-1  C13  0.020
 F1Z  plan-1  C12  0.020
 F1Z  plan-1  N2   0.020
 F1Z  plan-1  C11  0.020
 F1Z  plan-1  C10  0.020
 F1Z  plan-1  H14  0.020
 F1Z  plan-1  H15  0.020
 F1Z  plan-1  H18  0.020
 F1Z  plan-1  H19  0.020
 F1Z  plan-2  O2   0.020
 F1Z  plan-2  C4   0.020
 F1Z  plan-2  N    0.020
 F1Z  plan-2  C3   0.020
 F1Z  plan-2  N1   0.020
 F1Z  plan-2  C5   0.020
 F1Z  plan-2  C8   0.020
 F1Z  plan-2  H1   0.020
 F1Z  plan-3  C12  0.020
 F1Z  plan-3  N2   0.020
 F1Z  plan-3  H16  0.020
 F1Z  plan-3  H17  0.020
 F1Z  plan-4  C3   0.020
 F1Z  plan-4  C2   0.020
 F1Z  plan-4  O1   0.020
 F1Z  plan-4  O    0.020

