# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 15:55:54 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: (2E)-N-hydroxy-3-[1-methyl-4-(phenylacetyl)-1H-pyrrol-2-yl]prop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(cc1\C=C\C(=O)NO)C(=O)Cc2ccccc2
#
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
 AGE  AGE  (2E)-N-hydroxy-3-[1-methyl-4-(phenylacetyl)-1H-pyrrol-2-yl]prop-2-enamide  ligand  37  21  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AGE
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
 AGE  N1    N  NR5   0  -0.480  -1.3379   2.3332  -0.0154
 AGE  C2    C  CR16  0  -0.270   6.5844  -1.2645   0.0302
 AGE  N2    N  NH1   0  -0.398  -5.2188  -2.3016   0.0908
 AGE  C4    C  CR16  0  -0.308   4.4950  -1.0116   1.1962
 AGE  C5    C  CR6   0   0.167   3.8173  -0.8622  -0.0102
 AGE  C6    C  CR16  0  -0.306   4.5436  -0.9153  -1.1964
 AGE  O1    O  OH1   0  -0.542  -6.4896  -2.7447  -0.1184
 AGE  O2    O  O     0  -0.481  -5.8473  -0.1262   0.0514
 AGE  O3    O  O     0  -0.406   2.8004   1.7211  -0.0375
 AGE  C1    C  CR16  0  -0.243   5.9172  -1.1164  -1.1791
 AGE  C3    C  CR16  0  -0.242   5.8688  -1.2130   1.2192
 AGE  C7    C  CH2   0  -0.690   2.3378  -0.6275  -0.0300
 AGE  C8    C  C     0   0.338   1.9612   0.8417  -0.0286
 AGE  C9    C  CR5   0  -0.081   0.5336   1.1441  -0.0183
 AGE  C10   C  CR15  0  -0.006  -0.0024   2.4254  -0.0290
 AGE  C11   C  CH3   0  -0.542  -2.2416   3.4658  -0.0210
 AGE  C12   C  CR5   0   0.431  -1.7142   1.0037   0.0049
 AGE  C13   C  CR15  0  -0.437  -0.5592   0.2507   0.0029
 AGE  C14   C  C1    0  -0.266  -3.0943   0.5998   0.0222
 AGE  C15   C  C1    0  -0.440  -3.5239  -0.6690   0.0411
 AGE  C16   C  C     0   0.542  -4.9664  -0.9720   0.0483
 AGE  H4    H  HCR6  0   0.248   3.9415  -0.9748   2.1275
 AGE  H6    H  HCR6  0   0.248   4.0294  -0.8029  -2.1439
 AGE  H1    H  HCR6  0   0.254   6.4675  -1.1602  -2.1104
 AGE  H3    H  HCR6  0   0.254   6.3799  -1.3332   2.1659
 AGE  H7    H  HCH2  0   0.293   1.8827  -1.0908  -0.9115
 AGE  H7A   H  HCH2  0   0.292   1.8583  -1.1026   0.8315
 AGE  H10   H  HCR5  0   0.300   0.4936   3.3825  -0.0465
 AGE  H11   H  HCH3  0   0.268  -2.8641   3.4685   0.8715
 AGE  H11A  H  HCH3  0   0.277  -1.6558   4.3800  -0.0355
 AGE  H11B  H  HCH3  0   0.268  -2.8781   3.4489  -0.9035
 AGE  H13   H  HCR5  0   0.262  -0.5150  -0.8275   0.0163
 AGE  H14   H  H     0   0.283  -3.8425   1.3855   0.0180
 AGE  H15   H  H     0   0.267  -2.8223  -1.4958   0.0478
 AGE  H151  H  HNH1  0   0.413  -4.5039  -2.9813  -0.1278
 AGE  H16   H  HOH1  0   0.478  -6.8495  -2.9468   0.7545
 AGE  H2    H  HCR6  0   0.254   7.6551  -1.4217   0.0453

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
 AGE  N1   C12   aromatic  1.382  0.020  1.382
 AGE  C2   C1    aromatic  1.389  0.020  1.389
 AGE  C2   C3    aromatic  1.389  0.020  1.389
 AGE  C2   H2    single    0.930  0.020  1.080
 AGE  N2   O1    single    1.362  0.020  1.362
 AGE  C4   C5    aromatic  1.392  0.020  1.392
 AGE  C4   H4    single    0.930  0.020  1.080
 AGE  C5   C7    single    1.498  0.020  1.498
 AGE  C6   C5    aromatic  1.392  0.020  1.392
 AGE  C6   H6    single    0.930  0.020  1.080
 AGE  O2   C16   double    1.221  0.020  1.221
 AGE  C1   C6    aromatic  1.388  0.020  1.388
 AGE  C1   H1    single    0.930  0.020  1.080
 AGE  C3   C4    aromatic  1.389  0.020  1.389
 AGE  C3   H3    single    0.930  0.020  1.080
 AGE  C7   C8    single    1.517  0.020  1.517
 AGE  C7   H7    single    0.970  0.020  1.090
 AGE  C7   H7A   single    0.970  0.020  1.090
 AGE  C8   O3    double    1.216  0.020  1.216
 AGE  C9   C8    single    1.459  0.020  1.459
 AGE  C9   C13   aromatic  1.412  0.020  1.412
 AGE  C10  N1    aromatic  1.339  0.020  1.339
 AGE  C10  C9    aromatic  1.389  0.020  1.389
 AGE  C10  H10   single    0.930  0.020  1.080
 AGE  C11  N1    single    1.449  0.020  1.449
 AGE  C11  H11   single    0.970  0.020  1.090
 AGE  C11  H11A  single    0.970  0.020  1.090
 AGE  C11  H11B  single    0.970  0.020  1.090
 AGE  C12  C14   single    1.438  0.020  1.438
 AGE  C12  C13   aromatic  1.379  0.020  1.379
 AGE  C13  H13   single    0.930  0.020  1.080
 AGE  C14  C15   double    1.340  0.020  1.340
 AGE  C14  H14   single    0.930  0.020  1.080
 AGE  C15  C16   single    1.474  0.020  1.474
 AGE  C15  H15   single    0.930  0.020  1.080
 AGE  C16  N2    single    1.354  0.020  1.354
 AGE  N2   H151  single    0.890  0.020  1.040
 AGE  O1   H16   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
 AGE  C12   N1   C11   125.61  3.000
 AGE  C11   N1   C10   124.63  3.000
 AGE  C12   N1   C10   109.76  3.000
 AGE  H2    C2   C3    120.22  3.000
 AGE  H2    C2   C1    120.18  3.000
 AGE  C3    C2   C1    119.60  3.000
 AGE  H151  N2   C16   121.46  3.000
 AGE  H151  N2   O1    114.08  3.000
 AGE  C16   N2   O1    119.24  3.000
 AGE  H4    C4   C3    119.72  3.000
 AGE  C3    C4   C5    120.77  3.000
 AGE  H4    C4   C5    119.51  3.000
 AGE  C7    C5   C6    120.66  3.000
 AGE  C6    C5   C4    118.72  3.000
 AGE  C7    C5   C4    120.61  3.000
 AGE  H6    C6   C1    119.69  3.000
 AGE  C1    C6   C5    120.74  3.000
 AGE  H6    C6   C5    119.56  3.000
 AGE  H16   O1   N2    106.09  3.000
 AGE  H1    C1   C6    119.87  3.000
 AGE  H1    C1   C2    120.03  3.000
 AGE  C6    C1   C2    120.10  3.000
 AGE  H3    C3   C4    119.85  3.000
 AGE  H3    C3   C2    120.09  3.000
 AGE  C4    C3   C2    120.07  3.000
 AGE  H7A   C7   H7    105.55  3.000
 AGE  H7A   C7   C8    108.12  3.000
 AGE  H7    C7   C8    107.91  3.000
 AGE  H7A   C7   C5    110.74  3.000
 AGE  H7    C7   C5    110.79  3.000
 AGE  C8    C7   C5    113.38  3.000
 AGE  C9    C8   C7    116.33  3.000
 AGE  C9    C8   O3    121.70  3.000
 AGE  C7    C8   O3    121.97  3.000
 AGE  C13   C9   C10   106.57  3.000
 AGE  C10   C9   C8    124.65  3.000
 AGE  C13   C9   C8    128.77  3.000
 AGE  H10   C10  C9    129.91  3.000
 AGE  H10   C10  N1    121.34  3.000
 AGE  C9    C10  N1    108.75  3.000
 AGE  H11B  C11  H11A  108.53  3.000
 AGE  H11B  C11  H11   109.30  3.000
 AGE  H11A  C11  H11   108.51  3.000
 AGE  H11B  C11  N1    110.84  3.000
 AGE  H11A  C11  N1    108.77  3.000
 AGE  H11   C11  N1    110.83  3.000
 AGE  C14   C12  C13   130.58  3.000
 AGE  C13   C12  N1    107.30  3.000
 AGE  C14   C12  N1    122.12  3.000
 AGE  H13   C13  C12   125.44  3.000
 AGE  H13   C13  C9    126.93  3.000
 AGE  C12   C13  C9    107.63  3.000
 AGE  H14   C14  C15   117.70  3.000
 AGE  H14   C14  C12   117.28  3.000
 AGE  C15   C14  C12   125.02  3.000
 AGE  H15   C15  C16   118.45  3.000
 AGE  H15   C15  C14   120.98  3.000
 AGE  C16   C15  C14   120.57  3.000
 AGE  C15   C16  O2    124.30  3.000
 AGE  C15   C16  N2    112.61  3.000
 AGE  O2    C16  N2    123.06  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
 AGE  CONST_01  C9    C13  C12  N1      0.00   0.0  0
 AGE  CONST_02  C13   C9   C10  N1      0.00   0.0  0
 AGE  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 AGE  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 AGE  CONST_05  C1    C6   C5   C4      0.00   0.0  0
 AGE  CONST_06  C1    C2   C3   C4      0.00   0.0  0
 AGE  CONST_07  C3    C4   C5   C6      0.00   0.0  0
 AGE  CONST_08  C3    C2   C1   C6      0.00   0.0  0
 AGE  CONST_09  C12   N1   C10  C9      0.00   0.0  0
 AGE  CONST_10  C13   C12  N1   C10     0.00   0.0  0
 AGE  CONST_11  C12   C13  C9   C10     0.00   0.0  0
 AGE  CONST_12  C8    C9   C10  N1    180.00   0.0  0
 AGE  CONST_13  C7    C5   C6   C1    180.00   0.0  0
 AGE  CONST_14  C7    C5   C4   C3    180.00   0.0  0
 AGE  CONST_15  C12   C13  C9   C8    180.00   0.0  0
 AGE  CONST_16  C14   C12  C13  C9    180.00   0.0  0
 AGE  CONST_17  C11   N1   C10  C9    180.00   0.0  0
 AGE  CONST_18  C14   C12  N1   C10   180.00   0.0  0
 AGE  CONST_19  C13   C12  N1   C11   180.00   0.0  0
 AGE  CONST_20  H13   C13  C12  N1    180.00   0.0  0
 AGE  CONST_21  H6    C6   C1   C2    180.00   0.0  0
 AGE  CONST_22  H4    C4   C3   C2    180.00   0.0  0
 AGE  CONST_23  H2    C2   C3   C4    180.00   0.0  0
 AGE  CONST_24  H3    C3   C4   C5    180.00   0.0  0
 AGE  CONST_25  H1    C1   C6   C5    180.00   0.0  0
 AGE  CONST_26  H10   C10  N1   C12   180.00   0.0  0
 AGE  CONST_27  O2    C16  N2   O1      0.00   0.0  0
 AGE  CONST_28  C15   C16  N2   O1    180.00   0.0  0
 AGE  CONST_29  H151  N2   C16  O2    180.00   0.0  0
 AGE  Var_01    C15   C14  C12  N1    179.94  30.0  2
 AGE  Var_02    C8    C7   C5   C4     91.59  30.0  2
 AGE  Var_03    C9    C8   C7   C5   -178.73  30.0  3
 AGE  Var_04    C13   C9   C8   O3   -179.46  30.0  2
 AGE  Var_05    H11   C11  N1   C10  -119.34  30.0  2
 AGE  Var_06    C16   C15  C14  C12  -179.57   0.0  2
 AGE  Var_07    C14   C15  C16  N2   -178.94  30.0  1

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
 AGE  plan-1  N1    0.020
 AGE  plan-1  C8    0.020
 AGE  plan-1  C9    0.020
 AGE  plan-1  C10   0.020
 AGE  plan-1  C11   0.020
 AGE  plan-1  C12   0.020
 AGE  plan-1  C13   0.020
 AGE  plan-1  C14   0.020
 AGE  plan-1  H10   0.020
 AGE  plan-1  H13   0.020
 AGE  plan-2  C2    0.020
 AGE  plan-2  C4    0.020
 AGE  plan-2  C5    0.020
 AGE  plan-2  C6    0.020
 AGE  plan-2  C1    0.020
 AGE  plan-2  C3    0.020
 AGE  plan-2  C7    0.020
 AGE  plan-2  H4    0.020
 AGE  plan-2  H6    0.020
 AGE  plan-2  H1    0.020
 AGE  plan-2  H3    0.020
 AGE  plan-2  H2    0.020
 AGE  plan-3  N2    0.020
 AGE  plan-3  O1    0.020
 AGE  plan-3  O2    0.020
 AGE  plan-3  C15   0.020
 AGE  plan-3  C16   0.020
 AGE  plan-3  H151  0.020
 AGE  plan-4  O3    0.020
 AGE  plan-4  C7    0.020
 AGE  plan-4  C8    0.020
 AGE  plan-4  C9    0.020
 AGE  plan-5  C12   0.020
 AGE  plan-5  C14   0.020
 AGE  plan-5  C15   0.020
 AGE  plan-5  C16   0.020
 AGE  plan-5  H14   0.020
 AGE  plan-5  H15   0.020

