# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 10:46:28 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)NCCc1c[nH]c2ccc(O)cc12
#
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
 ASE  ASE  N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide  ligand  30  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ASE
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
 ASE  C1    C  CR6   0   0.359  -1.6115  -0.1062  -2.6325
 ASE  C2    C  CR16  0  -0.479  -1.0078  -0.4289  -1.4311
 ASE  C3    C  CR56  0   0.049   0.3820  -0.2969  -1.3197
 ASE  C4    C  CR16  0  -0.408  -0.8481   0.3478  -3.7248
 ASE  C5    C  CR16  0  -0.290   0.5241   0.4797  -3.6338
 ASE  C6    C  CR56  0   0.333   1.1328   0.1538  -2.4263
 ASE  C7    C  CR5   0   0.000   1.3083  -0.5368  -0.2539
 ASE  C8    C  CR15  0  -0.081   2.5456  -0.2296  -0.7511
 ASE  N9    N  NR15  0  -0.688   2.4469   0.1828  -2.0466
 ASE  O10   O  OH1   0  -0.649  -2.9591  -0.2402  -2.7243
 ASE  C11   C  CH2   0  -0.582   0.9816  -0.9905   1.1293
 ASE  C12   C  CH2   0  -0.234   0.2933   0.1068   1.9378
 ASE  N13   N  NH1   0  -0.635  -0.0326  -0.3710   3.2644
 ASE  C14   C  C     0   0.519  -0.8549   0.2794   4.1004
 ASE  C15   C  CH3   0  -0.776  -1.0693  -0.3732   5.4438
 ASE  O16   O  O     0  -0.513  -1.4079   1.3300   3.7971
 ASE  H2    H  HCR6  0   0.245  -1.6059  -0.7773  -0.5966
 ASE  H4    H  HCR6  0   0.264  -1.3446   0.6009  -4.6550
 ASE  H5    H  HCR6  0   0.264   1.0980   0.8285  -4.4828
 ASE  H8    H  HCR5  0   0.280   3.5068  -0.2798  -0.2630
 ASE  HN9   H  HNR5  0   0.407   3.2227   0.4502  -2.6280
 ASE  HO0   H  HOH1  0   0.469  -3.2607   0.0363  -3.5958
 ASE  H111  H  HCH2  0   0.254   1.8978  -1.2984   1.6405
 ASE  H112  H  HCH2  0   0.245   0.3301  -1.8698   1.0962
 ASE  H121  H  HCH2  0   0.238  -0.6218   0.4230   1.4332
 ASE  H122  H  HCH2  0   0.234   0.9468   0.9826   1.9910
 ASE  HN3   H  HNH1  0   0.401   0.4212  -1.2095   3.5879
 ASE  H151  H  HCH3  0   0.263  -0.8452   0.3431   6.2339
 ASE  H152  H  HCH3  0   0.265  -2.1186  -0.6508   5.5471
 ASE  H153  H  HCH3  0   0.247  -0.4622  -1.2629   5.6012

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
 ASE  C1   C2    aromatic  1.383  0.020  1.383
 ASE  C1   C4    aromatic  1.408  0.020  1.408
 ASE  C1   O10   single    1.357  0.020  1.357
 ASE  C2   C3    aromatic  1.401  0.020  1.401
 ASE  C2   H2    single    0.930  0.020  1.080
 ASE  C3   C6    aromatic  1.411  0.020  1.411
 ASE  C3   C7    aromatic  1.432  0.020  1.432
 ASE  C4   C5    aromatic  1.382  0.020  1.382
 ASE  C4   H4    single    0.930  0.020  1.080
 ASE  C5   C6    aromatic  1.391  0.020  1.391
 ASE  C5   H5    single    0.930  0.020  1.080
 ASE  C6   N9    aromatic  1.368  0.020  1.368
 ASE  C7   C8    aromatic  1.368  0.020  1.368
 ASE  C7   C11   single    1.492  0.020  1.492
 ASE  C8   N9    aromatic  1.363  0.020  1.363
 ASE  C8   H8    single    0.930  0.020  1.080
 ASE  N9   HN9   single    0.860  0.020  1.020
 ASE  O10  HO0   single    0.850  0.020  0.980
 ASE  C11  C12   single    1.527  0.020  1.527
 ASE  C11  H111  single    0.970  0.020  1.090
 ASE  C11  H112  single    0.970  0.020  1.090
 ASE  C12  N13   single    1.447  0.020  1.447
 ASE  C12  H121  single    0.970  0.020  1.090
 ASE  C12  H122  single    0.970  0.020  1.090
 ASE  N13  C14   single    1.341  0.020  1.341
 ASE  N13  HN3   single    0.860  0.020  1.020
 ASE  C14  C15   single    1.509  0.020  1.509
 ASE  C14  O16   double    1.225  0.020  1.225
 ASE  C15  H151  single    0.970  0.020  1.090
 ASE  C15  H152  single    0.970  0.020  1.090
 ASE  C15  H153  single    0.970  0.020  1.090

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
 ASE  O10   C1   C4    121.17  3.000
 ASE  O10   C1   C2    117.98  3.000
 ASE  C4    C1   C2    120.84  3.000
 ASE  H2    C2   C3    121.10  3.000
 ASE  H2    C2   C1    120.20  3.000
 ASE  C3    C2   C1    118.71  3.000
 ASE  C7    C3   C6    107.03  3.000
 ASE  C7    C3   C2    133.24  3.000
 ASE  C6    C3   C2    119.72  3.000
 ASE  H4    C4   C5    119.27  3.000
 ASE  H4    C4   C1    119.51  3.000
 ASE  C5    C4   C1    121.21  3.000
 ASE  H5    C5   C6    121.62  3.000
 ASE  H5    C5   C4    120.37  3.000
 ASE  C6    C5   C4    118.01  3.000
 ASE  N9    C6   C5    131.02  3.000
 ASE  N9    C6   C3    107.47  3.000
 ASE  C5    C6   C3    121.51  3.000
 ASE  C11   C7   C8    127.10  3.000
 ASE  C11   C7   C3    126.81  3.000
 ASE  C8    C7   C3    106.07  3.000
 ASE  H8    C8   N9    120.56  3.000
 ASE  H8    C8   C7    129.09  3.000
 ASE  N9    C8   C7    110.35  3.000
 ASE  HN9   N9   C8    125.03  3.000
 ASE  HN9   N9   C6    125.89  3.000
 ASE  C8    N9   C6    109.08  3.000
 ASE  HO0   O10  C1    110.12  3.000
 ASE  H112  C11  H111  106.65  3.000
 ASE  H112  C11  C12   108.96  3.000
 ASE  H111  C11  C12   109.42  3.000
 ASE  H112  C11  C7    110.28  3.000
 ASE  H111  C11  C7    109.61  3.000
 ASE  C12   C11  C7    111.78  3.000
 ASE  H122  C12  H121  106.94  3.000
 ASE  H122  C12  N13   110.75  3.000
 ASE  H121  C12  N13   109.30  3.000
 ASE  H122  C12  C11   109.38  3.000
 ASE  H121  C12  C11   109.95  3.000
 ASE  N13   C12  C11   110.46  3.000
 ASE  HN3   N13  C14   118.69  3.000
 ASE  HN3   N13  C12   117.91  3.000
 ASE  C14   N13  C12   123.33  3.000
 ASE  O16   C14  C15   121.80  3.000
 ASE  O16   C14  N13   122.57  3.000
 ASE  C15   C14  N13   115.62  3.000
 ASE  H153  C15  H152  108.36  3.000
 ASE  H153  C15  H151  108.53  3.000
 ASE  H152  C15  H151  107.25  3.000
 ASE  H153  C15  C14   113.76  3.000
 ASE  H152  C15  C14   109.34  3.000
 ASE  H151  C15  C14   109.39  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
 ASE  CONST_01  C6    C3   C2   C1      0.00   0.0  0
 ASE  CONST_02  C7    C3   C2   C1    180.00   0.0  0
 ASE  CONST_03  C6    C5   C4   C1      0.00   0.0  0
 ASE  CONST_04  C5    C4   C1   C2      0.00   0.0  0
 ASE  CONST_05  C5    C6   C3   C2      0.00   0.0  0
 ASE  CONST_06  N9    C6   C3   C2    180.00   0.0  0
 ASE  CONST_07  C8    C7   C3   C2    180.00   0.0  0
 ASE  CONST_08  C4    C1   C2   C3      0.00   0.0  0
 ASE  CONST_09  C4    C5   C6   C3      0.00   0.0  0
 ASE  CONST_10  C8    N9   C6   C3      0.00   0.0  0
 ASE  CONST_11  N9    C8   C7   C3      0.00   0.0  0
 ASE  CONST_12  N9    C6   C5   C4    180.00   0.0  0
 ASE  CONST_13  C7    C3   C6   C5    180.00   0.0  0
 ASE  CONST_14  C8    N9   C6   C5    180.00   0.0  0
 ASE  CONST_15  C8    C7   C3   C6      0.00   0.0  0
 ASE  CONST_16  C7    C8   N9   C6      0.00   0.0  0
 ASE  CONST_17  N9    C6   C3   C7      0.00   0.0  0
 ASE  CONST_18  C11   C7   C3   C2      0.00   0.0  0
 ASE  CONST_19  O10   C1   C2   C3    180.00   0.0  0
 ASE  CONST_20  O10   C1   C4   C5    180.00   0.0  0
 ASE  CONST_21  C11   C7   C3   C6    180.00   0.0  0
 ASE  CONST_22  C11   C7   C8   N9    180.00   0.0  0
 ASE  CONST_23  H5    C5   C4   C1    180.00   0.0  0
 ASE  CONST_24  H4    C4   C1   C2    180.00   0.0  0
 ASE  CONST_25  HN9   N9   C6   C3    180.00   0.0  0
 ASE  CONST_26  H8    C8   C7   C3    180.00   0.0  0
 ASE  CONST_27  H2    C2   C1   C4    180.00   0.0  0
 ASE  CONST_28  C15   C14  N13  C12   180.00   0.0  0
 ASE  CONST_29  O16   C14  N13  C12     0.00   0.0  0
 ASE  CONST_30  HN3   N13  C14  C15     0.00   0.0  0
 ASE  Var_01    C12   C11  C7   C3    -71.15  30.0  2
 ASE  Var_02    N13   C12  C11  C7    178.94  30.0  3
 ASE  Var_03    C14   N13  C12  C11  -167.09  30.0  3
 ASE  Var_04    H151  C15  C14  N13   126.11  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
 ASE  plan-1  C1   0.020
 ASE  plan-1  C2   0.020
 ASE  plan-1  C3   0.020
 ASE  plan-1  C4   0.020
 ASE  plan-1  C5   0.020
 ASE  plan-1  C6   0.020
 ASE  plan-1  C7   0.020
 ASE  plan-1  C8   0.020
 ASE  plan-1  N9   0.020
 ASE  plan-1  O10  0.020
 ASE  plan-1  C11  0.020
 ASE  plan-1  H2   0.020
 ASE  plan-1  H4   0.020
 ASE  plan-1  H5   0.020
 ASE  plan-1  H8   0.020
 ASE  plan-1  HN9  0.020
 ASE  plan-2  C12  0.020
 ASE  plan-2  N13  0.020
 ASE  plan-2  C14  0.020
 ASE  plan-2  C15  0.020
 ASE  plan-2  O16  0.020
 ASE  plan-2  HN3  0.020

