# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 01:11:12 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]-N~2~-methyl-L-valinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[C@@H](C(C)C)C(=O)N[C@H](CO)Cc1c[nH]c2ccccc12
#
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
 B9R  B9R  N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]-N~2~-methyl-L-valinamide  ligand  47  22  .  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_B9R
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
 B9R  N    N  NH1   0  -0.579   2.0923  -2.0553  -0.7577
 B9R  CA   C  CH1   0  -0.209   2.0292  -0.9217   0.1310
 B9R  C    C  C     0   0.559   1.3025   0.2753  -0.4989
 B9R  O    O  O     0  -0.495   1.1994   0.3960  -1.7115
 B9R  CB   C  CH1   0  -0.221   3.4336  -0.4980   0.6150
 B9R  CG1  C  CH3   0  -0.651   4.0836  -1.6252   1.4082
 B9R  CG2  C  CH3   0  -0.668   4.3369  -0.0479  -0.5293
 B9R  CAA  C  CR16  0  -0.264  -1.8769  -2.2774   1.5329
 B9R  CAB  C  CR16  0  -0.279  -2.5312  -3.0294   0.5433
 B9R  CAC  C  CR16  0  -0.310  -2.9645  -2.4444  -0.6305
 B9R  CAD  C  CR56  0   0.355  -2.7289  -1.0799  -0.7955
 B9R  CAE  C  CR56  0   0.031  -2.0749  -0.3034   0.1871
 B9R  CAF  C  CR16  0  -0.368  -1.6441  -0.9274   1.3639
 B9R  CAH  C  CR15  0  -0.082  -2.6237   1.0206  -1.5281
 B9R  CAI  C  CR5   0   0.027  -2.0198   1.0424  -0.3029
 B9R  CAJ  C  CH2   0  -0.535  -1.3898   2.2204   0.3627
 B9R  CAK  C  CH1   0  -0.105   0.1017   2.3717   0.0242
 B9R  CAL  C  CH2   0  -0.157   0.7222   3.5987   0.6700
 B9R  CAU  C  CH3   0  -0.524   0.8301  -2.7625  -0.8775
 B9R  NAG  N  NR15  0  -0.688  -3.0447  -0.2457  -1.8267
 B9R  NAM  N  NH1   0  -0.626   0.8432   1.1820   0.3795
 B9R  H1   H  HNH1  0   0.340   2.3777  -1.7361  -1.6748
 B9R  H3   H  HCH1  0   0.247   1.4617  -1.2298   1.0181
 B9R  H4   H  HCH1  0   0.224   3.2988   0.3512   1.2937
 B9R  H5   H  HCH3  0   0.223   5.0588  -1.3185   1.7900
 B9R  H6   H  HCH3  0   0.221   3.4709  -1.9141   2.2645
 B9R  H7   H  HCH3  0   0.221   4.2243  -2.5088   0.7858
 B9R  H8   H  HCH3  0   0.230   3.9417   0.8207  -1.0575
 B9R  H9   H  HCH3  0   0.230   5.3217   0.2263  -0.1485
 B9R  H10  H  HCH3  0   0.218   4.4848  -0.8459  -1.2598
 B9R  H12  H  HCR6  0   0.243  -2.7001  -4.0865   0.7042
 B9R  H13  H  HCR6  0   0.254  -3.4693  -3.0241  -1.3933
 B9R  H14  H  HCR6  0   0.232  -1.1366  -0.3631   2.1372
 B9R  H15  H  HCR5  0   0.275  -2.7906   1.8300  -2.2223
 B9R  H16  H  HCH2  0   0.244  -1.8971   3.1393   0.0563
 B9R  H17  H  HCH2  0   0.239  -1.5146   2.1479   1.4465
 B9R  H18  H  HCH1  0   0.260   0.1948   2.4964  -1.0552
 B9R  H19  H  HCH2  0   0.213   1.7584   3.6938   0.3229
 B9R  H20  H  HCH2  0   0.202   0.1809   4.4878   0.3209
 B9R  H21  H  HCH3  0   0.219   0.5876  -3.2499   0.0682
 B9R  H22  H  HCH3  0   0.213  -0.0293  -2.1327  -1.1388
 B9R  H23  H  HCH3  0   0.222   0.9226  -3.5407  -1.6355
 B9R  H24  H  HNR5  0   0.405  -3.5393  -0.5065  -2.6627
 B9R  H25  H  HNH1  0   0.387   0.9487   0.9852   1.3626
 B9R  H26  H  HOH1  0   0.460   1.1230   4.2009   2.4723
 B9R  OAV  O  OH1   0  -0.674   0.6567   3.4620   2.0717
 B9R  H11  H  HCR6  0   0.241  -1.5462  -2.7687   2.4392

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
 B9R  CG1  CB   single    1.524  0.020  1.524
 B9R  NAG  CAH  aromatic  1.367  0.020  1.367
 B9R  NAG  CAD  aromatic  1.363  0.020  1.363
 B9R  CAH  CAI  aromatic  1.366  0.020  1.366
 B9R  CAC  CAD  aromatic  1.395  0.020  1.395
 B9R  CAC  CAB  aromatic  1.381  0.020  1.381
 B9R  O    C    double    1.223  0.020  1.223
 B9R  CAD  CAE  aromatic  1.413  0.020  1.413
 B9R  CB   CG2  single    1.526  0.020  1.526
 B9R  CB   CA   single    1.545  0.020  1.545
 B9R  CAI  CAE  aromatic  1.433  0.020  1.433
 B9R  CAI  CAJ  single    1.493  0.020  1.493
 B9R  CAB  CAA  aromatic  1.405  0.020  1.405
 B9R  C    CA   single    1.535  0.020  1.535
 B9R  C    NAM  single    1.343  0.020  1.343
 B9R  CAE  CAF  aromatic  1.400  0.020  1.400
 B9R  CA   N    single    1.442  0.020  1.442
 B9R  CAK  NAM  single    1.446  0.020  1.446
 B9R  CAK  CAJ  single    1.537  0.020  1.537
 B9R  CAK  CAL  single    1.519  0.020  1.519
 B9R  CAA  CAF  aromatic  1.380  0.020  1.380
 B9R  CAL  OAV  single    1.410  0.020  1.410
 B9R  N    CAU  single    1.452  0.020  1.452
 B9R  N    H1   single    0.890  0.020  1.040
 B9R  CA   H3   single    0.970  0.020  1.090
 B9R  CB   H4   single    0.970  0.020  1.090
 B9R  CG1  H5   single    0.970  0.020  1.090
 B9R  CG1  H6   single    0.970  0.020  1.090
 B9R  CG1  H7   single    0.970  0.020  1.090
 B9R  CG2  H8   single    0.970  0.020  1.090
 B9R  CG2  H9   single    0.970  0.020  1.090
 B9R  CG2  H10  single    0.970  0.020  1.090
 B9R  CAA  H11  single    0.930  0.020  1.080
 B9R  CAB  H12  single    0.930  0.020  1.080
 B9R  CAC  H13  single    0.930  0.020  1.080
 B9R  CAF  H14  single    0.930  0.020  1.080
 B9R  CAH  H15  single    0.930  0.020  1.080
 B9R  CAJ  H16  single    0.970  0.020  1.090
 B9R  CAJ  H17  single    0.970  0.020  1.090
 B9R  CAK  H18  single    0.970  0.020  1.090
 B9R  CAL  H19  single    0.970  0.020  1.090
 B9R  CAL  H20  single    0.970  0.020  1.090
 B9R  CAU  H21  single    0.970  0.020  1.090
 B9R  CAU  H22  single    0.970  0.020  1.090
 B9R  CAU  H23  single    0.970  0.020  1.090
 B9R  NAG  H24  single    0.860  0.020  1.020
 B9R  NAM  H25  single    0.860  0.020  1.020
 B9R  OAV  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
 B9R  H1   N    CAU  108.90  3.000
 B9R  H1   N    CA   108.84  3.000
 B9R  CAU  N    CA   113.32  3.000
 B9R  H3   CA   CB   107.09  3.000
 B9R  H3   CA   C    107.80  3.000
 B9R  CB   CA   C    110.18  3.000
 B9R  H3   CA   N    107.47  3.000
 B9R  C    CA   N    112.38  3.000
 B9R  CB   CA   N    111.65  3.000
 B9R  NAM  C    O    123.57  3.000
 B9R  NAM  C    CA   114.82  3.000
 B9R  O    C    CA   121.57  3.000
 B9R  H4   CB   CG2  107.99  3.000
 B9R  H4   CB   CG1  107.66  3.000
 B9R  CG2  CB   CG1  110.86  3.000
 B9R  H4   CB   CA   107.15  3.000
 B9R  CG2  CB   CA   112.59  3.000
 B9R  CG1  CB   CA   110.37  3.000
 B9R  H7   CG1  H6   107.80  3.000
 B9R  H7   CG1  H5   108.20  3.000
 B9R  H6   CG1  H5   107.54  3.000
 B9R  H7   CG1  CB   110.95  3.000
 B9R  H6   CG1  CB   111.39  3.000
 B9R  H5   CG1  CB   110.82  3.000
 B9R  H10  CG2  H9   107.15  3.000
 B9R  H10  CG2  H8   107.89  3.000
 B9R  H9   CG2  H8   107.22  3.000
 B9R  H10  CG2  CB   111.49  3.000
 B9R  H9   CG2  CB   110.29  3.000
 B9R  H8   CG2  CB   112.56  3.000
 B9R  H11  CAA  CAF  119.66  3.000
 B9R  H11  CAA  CAB  119.28  3.000
 B9R  CAF  CAA  CAB  121.06  3.000
 B9R  H12  CAB  CAC  119.40  3.000
 B9R  H12  CAB  CAA  119.39  3.000
 B9R  CAC  CAB  CAA  121.21  3.000
 B9R  H13  CAC  CAD  121.27  3.000
 B9R  H13  CAC  CAB  121.21  3.000
 B9R  CAD  CAC  CAB  117.52  3.000
 B9R  NAG  CAD  CAE  107.27  3.000
 B9R  CAE  CAD  CAC  122.25  3.000
 B9R  NAG  CAD  CAC  130.47  3.000
 B9R  CAI  CAE  CAF  133.95  3.000
 B9R  CAF  CAE  CAD  118.82  3.000
 B9R  CAI  CAE  CAD  107.22  3.000
 B9R  H14  CAF  CAE  120.80  3.000
 B9R  H14  CAF  CAA  120.06  3.000
 B9R  CAE  CAF  CAA  119.14  3.000
 B9R  H15  CAH  NAG  120.42  3.000
 B9R  H15  CAH  CAI  129.29  3.000
 B9R  NAG  CAH  CAI  110.29  3.000
 B9R  CAJ  CAI  CAH  126.81  3.000
 B9R  CAJ  CAI  CAE  127.22  3.000
 B9R  CAH  CAI  CAE  105.94  3.000
 B9R  H17  CAJ  H16  106.29  3.000
 B9R  H17  CAJ  CAK  109.61  3.000
 B9R  H16  CAJ  CAK  107.81  3.000
 B9R  H17  CAJ  CAI  109.97  3.000
 B9R  H16  CAJ  CAI  110.02  3.000
 B9R  CAK  CAJ  CAI  112.90  3.000
 B9R  H18  CAK  NAM  107.07  3.000
 B9R  H18  CAK  CAL  107.07  3.000
 B9R  NAM  CAK  CAL  110.52  3.000
 B9R  H18  CAK  CAJ  108.19  3.000
 B9R  CAL  CAK  CAJ  112.47  3.000
 B9R  NAM  CAK  CAJ  111.25  3.000
 B9R  H20  CAL  H19  107.16  3.000
 B9R  H20  CAL  OAV  111.82  3.000
 B9R  H19  CAL  OAV  111.53  3.000
 B9R  H20  CAL  CAK  108.51  3.000
 B9R  H19  CAL  CAK  108.74  3.000
 B9R  OAV  CAL  CAK  108.99  3.000
 B9R  H23  CAU  H22  108.10  3.000
 B9R  H23  CAU  H21  107.60  3.000
 B9R  H22  CAU  H21  106.78  3.000
 B9R  H23  CAU  N    109.35  3.000
 B9R  H22  CAU  N    114.91  3.000
 B9R  H21  CAU  N    109.83  3.000
 B9R  H24  NAG  CAH  124.96  3.000
 B9R  H24  NAG  CAD  125.73  3.000
 B9R  CAH  NAG  CAD  109.27  3.000
 B9R  H25  NAM  CAK  116.99  3.000
 B9R  H25  NAM  C    118.04  3.000
 B9R  CAK  NAM  C    124.74  3.000
 B9R  H26  OAV  CAL  108.50  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
 B9R  CONST_01  CAD  CAC  CAB  CAA     0.00   0.0  0
 B9R  CONST_02  CAD  CAE  CAF  CAA     0.00   0.0  0
 B9R  CONST_03  CAI  CAE  CAF  CAA   180.00   0.0  0
 B9R  CONST_04  NAG  CAD  CAC  CAB   180.00   0.0  0
 B9R  CONST_05  CAE  CAD  CAC  CAB     0.00   0.0  0
 B9R  CONST_06  CAE  CAF  CAA  CAB     0.00   0.0  0
 B9R  CONST_07  CAH  NAG  CAD  CAC   180.00   0.0  0
 B9R  CONST_08  CAI  CAE  CAD  CAC   180.00   0.0  0
 B9R  CONST_09  CAF  CAE  CAD  CAC     0.00   0.0  0
 B9R  CONST_10  CAF  CAA  CAB  CAC     0.00   0.0  0
 B9R  CONST_11  CAI  CAH  NAG  CAD     0.00   0.0  0
 B9R  CONST_12  CAH  CAI  CAE  CAD     0.00   0.0  0
 B9R  CONST_13  CAH  NAG  CAD  CAE     0.00   0.0  0
 B9R  CONST_14  NAG  CAH  CAI  CAE     0.00   0.0  0
 B9R  CONST_15  NAG  CAD  CAE  CAF   180.00   0.0  0
 B9R  CONST_16  CAH  CAI  CAE  CAF   180.00   0.0  0
 B9R  CONST_17  NAG  CAD  CAE  CAI     0.00   0.0  0
 B9R  CONST_18  CAJ  CAI  CAE  CAD   180.00   0.0  0
 B9R  CONST_19  CAJ  CAI  CAE  CAF     0.00   0.0  0
 B9R  CONST_20  NAG  CAH  CAI  CAJ   180.00   0.0  0
 B9R  CONST_21  H13  CAC  CAB  CAA   180.00   0.0  0
 B9R  CONST_22  H14  CAF  CAA  CAB   180.00   0.0  0
 B9R  CONST_23  H24  NAG  CAD  CAC     0.00   0.0  0
 B9R  CONST_24  H11  CAA  CAB  CAC   180.00   0.0  0
 B9R  CONST_25  H15  CAH  NAG  CAD   180.00   0.0  0
 B9R  CONST_26  H12  CAB  CAC  CAD   180.00   0.0  0
 B9R  CONST_27  CAK  NAM  C    CA    180.00   0.0  0
 B9R  CONST_28  CAK  NAM  C    O       0.00   0.0  0
 B9R  CONST_29  H25  NAM  C    CA      0.00   0.0  0
 B9R  Var_01    CAK  CAJ  CAI  CAE    87.63  30.0  2
 B9R  Var_02    H5   CG1  CB   CA   -177.58  30.0  3
 B9R  Var_03    H8   CG2  CB   CA     61.25  30.0  3
 B9R  Var_04    H21  CAU  N    CA    -67.76  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
 B9R  chir_01  CA   CB   C    N    negativ
 B9R  chir_02  CAK  NAM  CAJ  CAL  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
 B9R  plan-1  CAA  0.020
 B9R  plan-1  CAB  0.020
 B9R  plan-1  CAC  0.020
 B9R  plan-1  CAD  0.020
 B9R  plan-1  CAE  0.020
 B9R  plan-1  CAF  0.020
 B9R  plan-1  CAH  0.020
 B9R  plan-1  CAI  0.020
 B9R  plan-1  CAJ  0.020
 B9R  plan-1  NAG  0.020
 B9R  plan-1  H12  0.020
 B9R  plan-1  H13  0.020
 B9R  plan-1  H14  0.020
 B9R  plan-1  H15  0.020
 B9R  plan-1  H24  0.020
 B9R  plan-1  H11  0.020
 B9R  plan-2  CA   0.020
 B9R  plan-2  C    0.020
 B9R  plan-2  O    0.020
 B9R  plan-2  CAK  0.020
 B9R  plan-2  NAM  0.020
 B9R  plan-2  H25  0.020

