# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 00:41:57 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]-Nalpha-methyl-L-phenylalaninamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@@H](Cc1ccccc1)C(=O)N[C@H](CO)Cc2c[nH]c3ccccc23
#
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
 B9L  B9L  N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]-Nalpha-methyl-L-phenylalaninamide  ligand  51  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_B9L
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
 B9L  N    N  NH1   0  -0.593  -1.4666  -0.6480   1.5983
 B9L  CA   C  CH1   0  -0.185  -1.2744   0.2744   0.5093
 B9L  C    C  C     0   0.557  -0.0395   1.1413   0.7637
 B9L  O    O  O     0  -0.490   0.2753   1.5006   1.8866
 B9L  CB   C  CH2   0  -0.516  -2.4852   1.2171   0.3843
 B9L  CG   C  CR6   0   0.106  -3.7536   0.4767   0.0608
 B9L  CD1  C  CR16  0  -0.300  -3.9870   0.0094  -1.2324
 B9L  CD2  C  CR16  0  -0.310  -4.7060   0.2169   1.0431
 B9L  CE1  C  CR16  0  -0.240  -5.1405  -0.6989  -1.5354
 B9L  CE2  C  CR16  0  -0.242  -5.8630  -0.4933   0.7441
 B9L  CZ   C  CR16  0  -0.269  -6.0835  -0.9536  -0.5462
 B9L  CAB  C  CR16  0  -0.267   1.7698  -2.8596  -1.1980
 B9L  CAC  C  CR16  0  -0.282   2.2109  -3.6470  -0.1215
 B9L  CAD  C  CR16  0  -0.306   2.9432  -3.0989   0.9137
 B9L  CAE  C  CR56  0   0.354   3.2268  -1.7352   0.8498
 B9L  CAF  C  CR56  0   0.035   2.7931  -0.9241  -0.2227
 B9L  CAG  C  CR16  0  -0.371   2.0506  -1.5092  -1.2550
 B9L  CAI  C  CH3   0  -0.531  -0.4948  -1.7239   1.6241
 B9L  CAK  C  CR15  0  -0.080   3.9436   0.3413   1.2163
 B9L  CAL  C  CR5   0   0.028   3.2671   0.4038   0.0309
 B9L  CAM  C  CH2   0  -0.540   3.0227   1.6180  -0.8013
 B9L  CAN  C  CH1   0  -0.104   1.7607   2.3860  -0.3780
 B9L  CAO  C  CH2   0  -0.155   1.5005   3.6035  -1.2493
 B9L  NAJ  N  NR15  0  -0.689   3.9197  -0.9342   1.7085
 B9L  NAX  N  NH1   0  -0.626   0.6028   1.5204  -0.3530
 B9L  H1   H  HNH1  0   0.355  -2.3936  -1.0483   1.5261
 B9L  H3   H  HCH1  0   0.223  -1.1473  -0.2451  -0.4582
 B9L  H4   H  HCH2  0   0.258  -2.5982   1.7678   1.3210
 B9L  H5   H  HCH2  0   0.261  -2.2801   1.9510  -0.3984
 B9L  H6   H  HCR6  0   0.247  -3.2594   0.2067  -2.0119
 B9L  H7   H  HCR6  0   0.253  -4.5444   0.5764   2.0528
 B9L  H8   H  HCR6  0   0.255  -5.3067  -1.0499  -2.5459
 B9L  H9   H  HCR6  0   0.255  -6.5913  -0.6849   1.5216
 B9L  H10  H  HCR6  0   0.255  -6.9842  -1.5054  -0.7822
 B9L  H12  H  HCR6  0   0.244   1.9726  -4.7028  -0.1031
 B9L  H13  H  HCR6  0   0.254   3.2847  -3.7062   1.7429
 B9L  H14  H  HCR6  0   0.231   1.7008  -0.9176  -2.0924
 B9L  H15  H  HCH3  0   0.202  -0.4545  -2.3135   0.6998
 B9L  H16  H  HCH3  0   0.237   0.5079  -1.3315   1.7941
 B9L  H17  H  HCH3  0   0.228  -0.7246  -2.4010   2.4469
 B9L  H18  H  HCR5  0   0.276   4.4516   1.1260   1.7556
 B9L  H19  H  HCH2  0   0.246   3.8698   2.3050  -0.7261
 B9L  H20  H  HCH2  0   0.241   2.9501   1.3386  -1.8559
 B9L  H21  H  HCH1  0   0.261   1.9102   2.7474   0.6400
 B9L  H22  H  HCH2  0   0.214   0.6508   4.1573  -0.8320
 B9L  H23  H  HCH2  0   0.202   2.3763   4.2629  -1.1948
 B9L  H24  H  HNR5  0   0.405   4.3617  -1.2318   2.5614
 B9L  H25  H  HNH1  0   0.385   0.2835   1.1516  -1.2348
 B9L  H26  H  HOH1  0   0.460   0.9668   3.9411  -3.0846
 B9L  OAP  O  OH1   0  -0.673   1.2444   3.1791  -2.5688
 B9L  H11  H  HCR6  0   0.241   1.1991  -3.3230  -1.9927

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
 B9L  CD1  CE1  aromatic  1.387  0.020  1.387
 B9L  CD1  CG   aromatic  1.395  0.020  1.395
 B9L  CE1  CZ   aromatic  1.390  0.020  1.390
 B9L  CB   CG   single    1.504  0.020  1.504
 B9L  CB   CA   single    1.540  0.020  1.540
 B9L  CG   CD2  aromatic  1.393  0.020  1.393
 B9L  CZ   CE2  aromatic  1.388  0.020  1.388
 B9L  CD2  CE2  aromatic  1.390  0.020  1.390
 B9L  CAI  N    single    1.450  0.020  1.450
 B9L  CA   N    single    1.440  0.020  1.440
 B9L  CA   C    single    1.530  0.020  1.530
 B9L  C    O    double    1.220  0.020  1.220
 B9L  C    NAX  single    1.343  0.020  1.343
 B9L  NAX  CAN  single    1.446  0.020  1.446
 B9L  CAD  CAC  aromatic  1.381  0.020  1.381
 B9L  CAD  CAE  aromatic  1.394  0.020  1.394
 B9L  NAJ  CAE  aromatic  1.364  0.020  1.364
 B9L  NAJ  CAK  aromatic  1.367  0.020  1.367
 B9L  CAC  CAB  aromatic  1.405  0.020  1.405
 B9L  CAE  CAF  aromatic  1.413  0.020  1.413
 B9L  CAO  CAN  single    1.520  0.020  1.520
 B9L  CAO  OAP  single    1.410  0.020  1.410
 B9L  CAK  CAL  aromatic  1.366  0.020  1.366
 B9L  CAN  CAM  single    1.537  0.020  1.537
 B9L  CAB  CAG  aromatic  1.381  0.020  1.381
 B9L  CAF  CAL  aromatic  1.433  0.020  1.433
 B9L  CAF  CAG  aromatic  1.400  0.020  1.400
 B9L  CAL  CAM  single    1.492  0.020  1.492
 B9L  N    H1   single    0.890  0.020  1.040
 B9L  CA   H3   single    0.970  0.020  1.090
 B9L  CB   H4   single    0.970  0.020  1.090
 B9L  CB   H5   single    0.970  0.020  1.090
 B9L  CD1  H6   single    0.930  0.020  1.080
 B9L  CD2  H7   single    0.930  0.020  1.080
 B9L  CE1  H8   single    0.930  0.020  1.080
 B9L  CE2  H9   single    0.930  0.020  1.080
 B9L  CZ   H10  single    0.930  0.020  1.080
 B9L  CAB  H11  single    0.930  0.020  1.080
 B9L  CAC  H12  single    0.930  0.020  1.080
 B9L  CAD  H13  single    0.930  0.020  1.080
 B9L  CAG  H14  single    0.930  0.020  1.080
 B9L  CAI  H15  single    0.970  0.020  1.090
 B9L  CAI  H16  single    0.970  0.020  1.090
 B9L  CAI  H17  single    0.970  0.020  1.090
 B9L  CAK  H18  single    0.930  0.020  1.080
 B9L  CAM  H19  single    0.970  0.020  1.090
 B9L  CAM  H20  single    0.970  0.020  1.090
 B9L  CAN  H21  single    0.970  0.020  1.090
 B9L  CAO  H22  single    0.970  0.020  1.090
 B9L  CAO  H23  single    0.970  0.020  1.090
 B9L  NAJ  H24  single    0.860  0.020  1.020
 B9L  NAX  H25  single    0.860  0.020  1.020
 B9L  OAP  H26  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
 B9L  H1   N    CAI  108.76  3.000
 B9L  H1   N    CA   108.76  3.000
 B9L  CAI  N    CA   113.53  3.000
 B9L  H3   CA   CB   107.89  3.000
 B9L  H3   CA   C    108.60  3.000
 B9L  CB   CA   C    107.54  3.000
 B9L  H3   CA   N    112.10  3.000
 B9L  C    CA   N    110.17  3.000
 B9L  CB   CA   N    110.40  3.000
 B9L  NAX  C    O    123.96  3.000
 B9L  NAX  C    CA   114.06  3.000
 B9L  O    C    CA   121.87  3.000
 B9L  H5   CB   H4   107.16  3.000
 B9L  H5   CB   CG   109.58  3.000
 B9L  H4   CB   CG   110.20  3.000
 B9L  H5   CB   CA   108.77  3.000
 B9L  H4   CB   CA   108.69  3.000
 B9L  CG   CB   CA   112.29  3.000
 B9L  CD2  CG   CD1  118.49  3.000
 B9L  CD2  CG   CB   121.13  3.000
 B9L  CD1  CG   CB   120.37  3.000
 B9L  H6   CD1  CE1  119.59  3.000
 B9L  H6   CD1  CG   119.56  3.000
 B9L  CE1  CD1  CG   120.85  3.000
 B9L  H7   CD2  CE2  119.60  3.000
 B9L  H7   CD2  CG   119.55  3.000
 B9L  CE2  CD2  CG   120.85  3.000
 B9L  H8   CE1  CZ   120.05  3.000
 B9L  H8   CE1  CD1  119.81  3.000
 B9L  CZ   CE1  CD1  120.14  3.000
 B9L  H9   CE2  CZ   120.15  3.000
 B9L  H9   CE2  CD2  119.73  3.000
 B9L  CZ   CE2  CD2  120.12  3.000
 B9L  H10  CZ   CE2  120.27  3.000
 B9L  H10  CZ   CE1  120.18  3.000
 B9L  CE2  CZ   CE1  119.55  3.000
 B9L  H11  CAB  CAG  119.71  3.000
 B9L  H11  CAB  CAC  119.22  3.000
 B9L  CAG  CAB  CAC  121.07  3.000
 B9L  H12  CAC  CAD  119.40  3.000
 B9L  H12  CAC  CAB  119.38  3.000
 B9L  CAD  CAC  CAB  121.22  3.000
 B9L  H13  CAD  CAE  121.29  3.000
 B9L  H13  CAD  CAC  121.23  3.000
 B9L  CAE  CAD  CAC  117.48  3.000
 B9L  NAJ  CAE  CAF  107.26  3.000
 B9L  CAF  CAE  CAD  122.27  3.000
 B9L  NAJ  CAE  CAD  130.47  3.000
 B9L  CAL  CAF  CAG  133.91  3.000
 B9L  CAG  CAF  CAE  118.86  3.000
 B9L  CAL  CAF  CAE  107.23  3.000
 B9L  H14  CAG  CAF  120.87  3.000
 B9L  H14  CAG  CAB  120.02  3.000
 B9L  CAF  CAG  CAB  119.10  3.000
 B9L  H17  CAI  H16  107.45  3.000
 B9L  H17  CAI  H15  108.05  3.000
 B9L  H16  CAI  H15  106.92  3.000
 B9L  H17  CAI  N    109.46  3.000
 B9L  H16  CAI  N    110.62  3.000
 B9L  H15  CAI  N    114.10  3.000
 B9L  H18  CAK  NAJ  120.44  3.000
 B9L  H18  CAK  CAL  129.30  3.000
 B9L  NAJ  CAK  CAL  110.26  3.000
 B9L  CAM  CAL  CAK  127.03  3.000
 B9L  CAM  CAL  CAF  126.96  3.000
 B9L  CAK  CAL  CAF  105.97  3.000
 B9L  H20  CAM  H19  106.16  3.000
 B9L  H20  CAM  CAN  109.81  3.000
 B9L  H19  CAM  CAN  107.66  3.000
 B9L  H20  CAM  CAL  109.93  3.000
 B9L  H19  CAM  CAL  110.24  3.000
 B9L  CAN  CAM  CAL  112.80  3.000
 B9L  H21  CAN  NAX  106.98  3.000
 B9L  H21  CAN  CAO  107.05  3.000
 B9L  NAX  CAN  CAO  110.64  3.000
 B9L  H21  CAN  CAM  108.07  3.000
 B9L  CAO  CAN  CAM  112.52  3.000
 B9L  NAX  CAN  CAM  111.29  3.000
 B9L  H23  CAO  H22  107.21  3.000
 B9L  H23  CAO  OAP  111.86  3.000
 B9L  H22  CAO  OAP  111.56  3.000
 B9L  H23  CAO  CAN  108.44  3.000
 B9L  H22  CAO  CAN  108.60  3.000
 B9L  OAP  CAO  CAN  109.07  3.000
 B9L  H24  NAJ  CAK  125.00  3.000
 B9L  H24  NAJ  CAE  125.70  3.000
 B9L  CAK  NAJ  CAE  109.28  3.000
 B9L  H25  NAX  CAN  117.24  3.000
 B9L  H25  NAX  C    118.21  3.000
 B9L  CAN  NAX  C    124.50  3.000
 B9L  H26  OAP  CAO  108.43  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
 B9L  CONST_01  CZ   CE1  CD1  CG     0.00   0.0  0
 B9L  CONST_02  CZ   CE2  CD2  CG     0.00   0.0  0
 B9L  CONST_03  CE2  CZ   CE1  CD1    0.00   0.0  0
 B9L  CONST_04  CE2  CD2  CG   CD1    0.00   0.0  0
 B9L  CONST_05  CE1  CD1  CG   CD2    0.00   0.0  0
 B9L  CONST_06  CE1  CZ   CE2  CD2    0.00   0.0  0
 B9L  CONST_07  CAE  CAD  CAC  CAB    0.00   0.0  0
 B9L  CONST_08  CAE  CAF  CAG  CAB    0.00   0.0  0
 B9L  CONST_09  CAL  CAF  CAG  CAB  180.00   0.0  0
 B9L  CONST_10  NAJ  CAE  CAD  CAC  180.00   0.0  0
 B9L  CONST_11  CAF  CAE  CAD  CAC    0.00   0.0  0
 B9L  CONST_12  CAF  CAG  CAB  CAC    0.00   0.0  0
 B9L  CONST_13  CAG  CAB  CAC  CAD    0.00   0.0  0
 B9L  CONST_14  CAK  NAJ  CAE  CAD  180.00   0.0  0
 B9L  CONST_15  CAL  CAF  CAE  CAD  180.00   0.0  0
 B9L  CONST_16  CAG  CAF  CAE  CAD    0.00   0.0  0
 B9L  CONST_17  CAL  CAK  NAJ  CAE    0.00   0.0  0
 B9L  CONST_18  CAK  CAL  CAF  CAE    0.00   0.0  0
 B9L  CONST_19  CAK  NAJ  CAE  CAF    0.00   0.0  0
 B9L  CONST_20  NAJ  CAK  CAL  CAF    0.00   0.0  0
 B9L  CONST_21  NAJ  CAE  CAF  CAG  180.00   0.0  0
 B9L  CONST_22  CAK  CAL  CAF  CAG  180.00   0.0  0
 B9L  CONST_23  NAJ  CAE  CAF  CAL    0.00   0.0  0
 B9L  CONST_24  CE1  CD1  CG   CB   180.00   0.0  0
 B9L  CONST_25  CE2  CD2  CG   CB   180.00   0.0  0
 B9L  CONST_26  CAM  CAL  CAF  CAE  180.00   0.0  0
 B9L  CONST_27  CAM  CAL  CAF  CAG    0.00   0.0  0
 B9L  CONST_28  NAJ  CAK  CAL  CAM  180.00   0.0  0
 B9L  CONST_29  H8   CE1  CD1  CG   180.00   0.0  0
 B9L  CONST_30  H9   CE2  CD2  CG   180.00   0.0  0
 B9L  CONST_31  H10  CZ   CE1  CD1  180.00   0.0  0
 B9L  CONST_32  H7   CD2  CG   CD1  180.00   0.0  0
 B9L  CONST_33  H6   CD1  CG   CD2  180.00   0.0  0
 B9L  CONST_34  H13  CAD  CAC  CAB  180.00   0.0  0
 B9L  CONST_35  H14  CAG  CAB  CAC  180.00   0.0  0
 B9L  CONST_36  H11  CAB  CAC  CAD  180.00   0.0  0
 B9L  CONST_37  H24  NAJ  CAE  CAD    0.00   0.0  0
 B9L  CONST_38  H12  CAC  CAD  CAE  180.00   0.0  0
 B9L  CONST_39  H18  CAK  NAJ  CAE  180.00   0.0  0
 B9L  CONST_40  CAN  NAX  C    CA   180.00   0.0  0
 B9L  CONST_41  CAN  NAX  C    O      0.00   0.0  0
 B9L  CONST_42  H25  NAX  C    CA     0.00   0.0  0
 B9L  Var_01    CD1  CG   CB   CA   -76.22  30.0  2
 B9L  Var_02    CAN  CAM  CAL  CAF   90.57  30.0  2
 B9L  Var_03    H15  CAI  N    CA   -56.59  30.0  3

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
 B9L  chir_01  CA   CB   N    C    positiv
 B9L  chir_02  CAN  NAX  CAO  CAM  positiv

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
 B9L  plan-1  CB   0.020
 B9L  plan-1  CG   0.020
 B9L  plan-1  CD1  0.020
 B9L  plan-1  CD2  0.020
 B9L  plan-1  CE1  0.020
 B9L  plan-1  CE2  0.020
 B9L  plan-1  CZ   0.020
 B9L  plan-1  H6   0.020
 B9L  plan-1  H7   0.020
 B9L  plan-1  H8   0.020
 B9L  plan-1  H9   0.020
 B9L  plan-1  H10  0.020
 B9L  plan-2  CAB  0.020
 B9L  plan-2  CAC  0.020
 B9L  plan-2  CAD  0.020
 B9L  plan-2  CAE  0.020
 B9L  plan-2  CAF  0.020
 B9L  plan-2  CAG  0.020
 B9L  plan-2  CAK  0.020
 B9L  plan-2  CAL  0.020
 B9L  plan-2  CAM  0.020
 B9L  plan-2  NAJ  0.020
 B9L  plan-2  H12  0.020
 B9L  plan-2  H13  0.020
 B9L  plan-2  H14  0.020
 B9L  plan-2  H18  0.020
 B9L  plan-2  H24  0.020
 B9L  plan-2  H11  0.020
 B9L  plan-3  CA   0.020
 B9L  plan-3  C    0.020
 B9L  plan-3  O    0.020
 B9L  plan-3  CAN  0.020
 B9L  plan-3  NAX  0.020
 B9L  plan-3  H25  0.020

