# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:02:54 2022
#   Inital geometry file: a 68 line input string
#   Ligand name: 3-(1H-pyrrolo[3,2-b]pyridin-3-yl)-L-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1c[nH]c2cccnc12)C(O)=O
#
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
 4AW  4AW  3-(1H-pyrrolo[3,2-b]pyridin-3-yl)-L-alanine  L-peptide  25  15  .  2016-04-22  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4AW
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
 4AW  N    N  NH2    0  -0.786  7.4774  22.3307  -2.2999
 4AW  CA   C  CH1    0  -0.220  7.4148  21.7341  -0.9747
 4AW  C    C  C      0   0.389  8.2333  20.4301  -0.7750
 4AW  O    O  O      0  -0.600  8.8502  19.9754  -1.7574
 4AW  CB   C  CH2    0  -0.493  5.9495  21.5056  -0.5746
 4AW  CG   C  CR5    0  -0.028  5.2328  20.5439  -1.4670
 4AW  CD1  C  CR15   0  -0.059  5.2856  19.1763  -1.4345
 4AW  CD2  C  CR56   0   0.099  4.3765  20.8638  -2.5678
 4AW  NE1  N  NR15   0  -0.682  4.5271  18.6376  -2.4371
 4AW  CE2  C  CR56   0   0.309  3.9527  19.6434  -3.1492
 4AW  NE3  N  N      0  -0.422  3.9854  22.0576  -3.0233
 4AW  CZ2  C  CR16   0  -0.213  3.0985  19.6490  -4.2422
 4AW  CZ3  C  CR16   0  -0.121  3.1703  22.0536  -4.0630
 4AW  CH2  C  CR16   0  -0.339  2.7058  20.8939  -4.6998
 4AW  OXT  O  OC    -1  -0.618  8.2040  19.9475   0.3780
 4AW  H    H  HNH2   0   0.330  8.4519  22.4497  -2.5490
 4AW  H2   H  HNH2   0   0.328  7.1341  21.6514  -2.9701
 4AW  HA   H  HCH1   0   0.215  7.8180  22.4713  -0.2685
 4AW  HB2  H  HCH2   0   0.232  5.9245  21.1518   0.4560
 4AW  HB3  H  HCH2   0   0.223  5.4232  22.4631  -0.5923
 4AW  HD1  H  HCR5   0   0.276  5.8213  18.5334  -0.7539
 4AW  HE1  H  HNR5   0   0.409  4.4066  17.6526  -2.6056
 4AW  HZ2  H  HCR6   0   0.270  2.7552  18.7356  -4.7116
 4AW  HZ3  H  HCR6   0   0.243  2.8522  23.0231  -4.4316
 4AW  HH2  H  HCR6   0   0.259  2.0402  20.9841  -5.5473

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
 4AW  N    CA   single    1.458  0.019  1.458
 4AW  CA   CB   single    1.530  0.020  1.530
 4AW  CA   C    single    1.525  0.021  1.525
 4AW  CB   CG   single    1.495  0.020  1.495
 4AW  CG   CD1  aromatic  1.369  0.020  1.369
 4AW  CG   CD2  aromatic  1.431  0.020  1.431
 4AW  CD1  NE1  aromatic  1.368  0.020  1.368
 4AW  CD2  CE2  aromatic  1.417  0.020  1.417
 4AW  CD2  NE3  aromatic  1.336  0.020  1.336
 4AW  CE2  NE1  aromatic  1.360  0.020  1.360
 4AW  CE2  CZ2  aromatic  1.387  0.020  1.387
 4AW  CZ3  CH2  aromatic  1.402  0.020  1.402
 4AW  CZ3  NE3  aromatic  1.321  0.020  1.321
 4AW  CZ2  CH2  aromatic  1.383  0.020  1.383
 4AW  C    O    deloc     1.231  0.020  1.231
 4AW  C    OXT  deloc     1.250  0.020  1.250
 4AW  N    H    single    0.860  0.020  0.860
 4AW  N    H2   single    0.890  0.020  1.040
 4AW  CA   HA   single    0.970  0.020  0.970
 4AW  CB   HB2  single    0.970  0.020  1.090
 4AW  CB   HB3  single    0.970  0.020  1.090
 4AW  CD1  HD1  single    0.930  0.020  1.080
 4AW  NE1  HE1  single    0.860  0.020  1.020
 4AW  CZ2  HZ2  single    0.930  0.020  1.080
 4AW  CZ3  HZ3  single    0.930  0.020  1.080
 4AW  CH2  HH2  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
 4AW  H2   N    H    104.00  3.000
 4AW  H2   N    CA   108.22  3.000
 4AW  H    N    CA   114.00  3.000
 4AW  HA   CA   CB   109.00  3.000
 4AW  HA   CA   C    109.00  3.000
 4AW  CB   CA   C    110.10  1.900
 4AW  HA   CA   N    110.00  3.000
 4AW  C    CA   N    111.00  2.800
 4AW  CB   CA   N    110.50  1.700
 4AW  OXT  C    O    126.72  3.000
 4AW  OXT  C    CA   115.50  3.000
 4AW  O    C    CA   120.80  1.700
 4AW  HB3  CB   HB2  106.78  3.000
 4AW  HB3  CB   CG   108.86  3.000
 4AW  HB2  CB   CG   110.16  3.000
 4AW  HB3  CB   CA   108.96  3.000
 4AW  HB2  CB   CA   108.45  3.000
 4AW  CG   CB   CA   113.43  3.000
 4AW  CD2  CG   CD1  105.35  3.000
 4AW  CD2  CG   CB   127.04  3.000
 4AW  CD1  CG   CB   127.59  3.000
 4AW  HD1  CD1  NE1  120.21  3.000
 4AW  HD1  CD1  CG   129.01  3.000
 4AW  NE1  CD1  CG   110.77  3.000
 4AW  NE3  CD2  CE2  122.83  3.000
 4AW  NE3  CD2  CG   129.58  3.000
 4AW  CE2  CD2  CG   107.59  3.000
 4AW  HE1  NE1  CE2  125.84  3.000
 4AW  HE1  NE1  CD1  125.07  3.000
 4AW  CE2  NE1  CD1  109.08  3.000
 4AW  CZ2  CE2  NE1  132.52  3.000
 4AW  CZ2  CE2  CD2  120.27  3.000
 4AW  NE1  CE2  CD2  107.21  3.000
 4AW  CZ3  NE3  CD2  116.49  3.000
 4AW  HZ2  CZ2  CH2  121.72  3.000
 4AW  HZ2  CZ2  CE2  122.24  3.000
 4AW  CH2  CZ2  CE2  116.04  3.000
 4AW  HZ3  CZ3  CH2  119.18  3.000
 4AW  HZ3  CZ3  NE3  116.46  3.000
 4AW  CH2  CZ3  NE3  124.36  3.000
 4AW  HH2  CH2  CZ3  119.40  3.000
 4AW  HH2  CH2  CZ2  120.60  3.000
 4AW  CZ3  CH2  CZ2  120.00  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
 4AW  CONST_01  CE2  NE1  CD1  CG     0.00   0.0  0
 4AW  CONST_02  NE1  CE2  CD2  CG     0.00   0.0  0
 4AW  CONST_03  CZ2  CE2  CD2  CG   180.00   0.0  0
 4AW  CONST_04  CZ3  NE3  CD2  CG   180.00   0.0  0
 4AW  CONST_05  CE2  CD2  CG   CD1    0.00   0.0  0
 4AW  CONST_06  NE3  CD2  CG   CD1  180.00   0.0  0
 4AW  CONST_07  CD2  CE2  NE1  CD1    0.00   0.0  0
 4AW  CONST_08  CZ2  CE2  NE1  CD1  180.00   0.0  0
 4AW  CONST_09  NE1  CD1  CG   CD2    0.00   0.0  0
 4AW  CONST_10  CH2  CZ2  CE2  CD2    0.00   0.0  0
 4AW  CONST_11  CH2  CZ3  NE3  CD2    0.00   0.0  0
 4AW  CONST_12  NE3  CD2  CE2  NE1  180.00   0.0  0
 4AW  CONST_13  CH2  CZ2  CE2  NE1  180.00   0.0  0
 4AW  CONST_14  CZ3  NE3  CD2  CE2    0.00   0.0  0
 4AW  CONST_15  CZ3  CH2  CZ2  CE2    0.00   0.0  0
 4AW  CONST_16  CZ2  CE2  CD2  NE3    0.00   0.0  0
 4AW  CONST_17  CZ2  CH2  CZ3  NE3    0.00   0.0  0
 4AW  CONST_18  NE1  CD1  CG   CB   180.00   0.0  0
 4AW  CONST_19  CE2  CD2  CG   CB   180.00   0.0  0
 4AW  CONST_20  NE3  CD2  CG   CB     0.00   0.0  0
 4AW  CONST_21  HE1  NE1  CD1  CG   180.00   0.0  0
 4AW  CONST_22  HD1  CD1  CG   CD2  180.00   0.0  0
 4AW  CONST_23  HZ2  CZ2  CE2  CD2  180.00   0.0  0
 4AW  CONST_24  HZ3  CZ3  NE3  CD2  180.00   0.0  0
 4AW  CONST_25  HH2  CH2  CZ2  CE2  180.00   0.0  0
 4AW  Var_01    CD1  CG   CB   CA    80.14  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 4AW  chir_01  CA  N  CB  C  negativ

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
 4AW  plan-1  CB   0.020
 4AW  plan-1  CG   0.020
 4AW  plan-1  CD1  0.020
 4AW  plan-1  CD2  0.020
 4AW  plan-1  NE1  0.020
 4AW  plan-1  CE2  0.020
 4AW  plan-1  NE3  0.020
 4AW  plan-1  CZ2  0.020
 4AW  plan-1  CZ3  0.020
 4AW  plan-1  CH2  0.020
 4AW  plan-1  HD1  0.020
 4AW  plan-1  HE1  0.020
 4AW  plan-1  HZ2  0.020
 4AW  plan-1  HZ3  0.020
 4AW  plan-1  HH2  0.020
 4AW  plan-2  CA   0.020
 4AW  plan-2  C    0.020
 4AW  plan-2  O    0.020
 4AW  plan-2  OXT  0.020

