# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 15:23:49 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: N-[2-(acetylamino)ethyl]-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)NCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(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
 9EF  9EF  N-[2-(acetylamino)ethyl]-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide  ligand  51  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9EF
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
 9EF  OAG  O  O     0  -0.710  -5.5162  -2.1180   2.0955
 9EF  PAW  P  P     0   1.450  -5.9463  -1.7124   0.7447
 9EF  OAH  O  OH1   0  -0.742  -7.1171  -0.6277   0.8615
 9EF  OAR  O  O2    0  -0.588  -4.8368  -1.0847  -0.2100
 9EF  CAN  C  CH2   0  -0.157  -4.0433   0.0167   0.2555
 9EF  CAX  C  CT    0  -0.161  -3.5205   0.7909  -0.9537
 9EF  CAB  C  CH3   0  -0.667  -2.6137  -0.0964  -1.8097
 9EF  CAC  C  CH3   0  -0.650  -4.6925   1.2818  -1.8092
 9EF  CAV  C  CH1   0  -0.033  -2.7366   2.0421  -0.4654
 9EF  OAI  O  OH1   0  -0.661  -3.5452   2.9320   0.2556
 9EF  CAU  C  C     0   0.520  -1.5180   1.6966   0.3927
 9EF  OAF  O  O     0  -0.499  -1.6351   1.5942   1.6093
 9EF  NAQ  N  NH1   0  -0.639  -0.3597   1.5330  -0.2461
 9EF  CAL  C  CH2   0  -0.236   0.8677   1.1762   0.4382
 9EF  CAM  C  CH2   0  -0.629   1.9966   1.0425  -0.5710
 9EF  CAT  C  C     0   0.561   3.3115   0.7261   0.1122
 9EF  OAE  O  O     0  -0.496   3.6620   1.3022   1.1320
 9EF  NAP  N  NH1   0  -0.634   4.0472  -0.2215  -0.4908
 9EF  CAK  C  CH2   0  -0.296   5.3613  -0.6266  -0.0528
 9EF  CAJ  C  CH2   0  -0.295   6.4682   0.1587  -0.7587
 9EF  NAO  N  NH1   0  -0.624   7.7816  -0.3372  -0.4269
 9EF  CAS  C  C     0   0.520   8.4658   0.0333   0.6695
 9EF  OAD  O  O     0  -0.505   8.0456   0.8633   1.4648
 9EF  CAA  C  CH3   0  -0.776   9.8078  -0.6327   0.8490
 9EF  O1   O  OH1   0  -0.731  -6.4368  -2.8532  -0.2544
 9EF  H1   H  HOH1  0   0.493  -7.5183  -0.3480   0.0281
 9EF  H2   H  HCH2  0   0.239  -4.6443   0.6791   0.8856
 9EF  H3   H  HCH2  0   0.254  -3.2261  -0.3818   0.8592
 9EF  H4   H  HCH3  0   0.248  -3.1813  -0.9165  -2.2478
 9EF  H5   H  HCH3  0   0.236  -2.1844   0.4739  -2.6362
 9EF  H6   H  HCH3  0   0.235  -1.7933  -0.5331  -1.2392
 9EF  H7   H  HCH3  0   0.236  -5.4042   1.8704  -1.2302
 9EF  H8   H  HCH3  0   0.232  -4.3313   1.9056  -2.6295
 9EF  H9   H  HCH3  0   0.240  -5.2299   0.4445  -2.2532
 9EF  H10  H  HCH1  0   0.258  -2.4000   2.5662  -1.3678
 9EF  H11  H  HOH1  0   0.446  -3.4497   2.7231   1.1940
 9EF  H12  H  HNH1  0   0.409  -0.3285   1.6863  -1.2415
 9EF  H13  H  HCH2  0   0.251   1.1133   1.9379   1.1794
 9EF  H14  H  HCH2  0   0.251   0.7307   0.2331   0.9726
 9EF  H15  H  HCH2  0   0.267   1.7506   0.2819  -1.3156
 9EF  H16  H  HCH2  0   0.285   2.1232   1.9865  -1.1108
 9EF  H17  H  HNH1  0   0.404   3.6941  -0.6356  -1.3379
 9EF  H18  H  HCH2  0   0.253   5.4383  -0.4918   1.0250
 9EF  H19  H  HCH2  0   0.254   5.4764  -1.6907  -0.2615
 9EF  H20  H  HCH2  0   0.254   6.3450   0.0774  -1.8389
 9EF  H21  H  HCH2  0   0.249   6.3961   1.2152  -0.5003
 9EF  H22  H  HNH1  0   0.403   8.1709  -1.0520  -1.0186
 9EF  H23  H  HCH3  0   0.264   9.8535  -1.0942   1.8349
 9EF  H24  H  HCH3  0   0.247  10.0227  -1.3935   0.1008
 9EF  H25  H  HCH3  0   0.266  10.5935   0.1217   0.8072
 9EF  H26  H  HOH1  0   0.504  -7.0012  -3.5196   0.1597

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
 9EF  CAB  CAX  single  1.530  0.020  1.530
 9EF  OAR  CAN  single  1.435  0.020  1.435
 9EF  OAR  PAW  single  1.593  0.020  1.593
 9EF  CAN  CAX  single  1.528  0.020  1.528
 9EF  OAG  PAW  double  1.474  0.020  1.474
 9EF  CAX  CAC  single  1.532  0.020  1.532
 9EF  CAX  CAV  single  1.555  0.020  1.555
 9EF  PAW  OAH  single  1.600  0.020  1.600
 9EF  CAA  CAS  single  1.509  0.020  1.509
 9EF  CAV  CAU  single  1.530  0.020  1.530
 9EF  CAV  OAI  single  1.402  0.020  1.402
 9EF  OAF  CAU  double  1.227  0.020  1.227
 9EF  CAS  OAD  double  1.224  0.020  1.224
 9EF  CAS  NAO  single  1.344  0.020  1.344
 9EF  CAU  NAQ  single  1.333  0.020  1.333
 9EF  NAO  CAJ  single  1.443  0.020  1.443
 9EF  NAQ  CAL  single  1.450  0.020  1.450
 9EF  CAM  CAL  single  1.520  0.020  1.520
 9EF  CAM  CAT  single  1.515  0.020  1.515
 9EF  NAP  CAT  single  1.343  0.020  1.343
 9EF  NAP  CAK  single  1.443  0.020  1.443
 9EF  CAJ  CAK  single  1.530  0.020  1.530
 9EF  CAT  OAE  double  1.223  0.020  1.223
 9EF  PAW  O1   single  1.594  0.020  1.594
 9EF  OAH  H1   single  0.850  0.020  0.980
 9EF  CAN  H2   single  0.970  0.020  1.090
 9EF  CAN  H3   single  0.970  0.020  1.090
 9EF  CAB  H4   single  0.970  0.020  1.090
 9EF  CAB  H5   single  0.970  0.020  1.090
 9EF  CAB  H6   single  0.970  0.020  1.090
 9EF  CAC  H7   single  0.970  0.020  1.090
 9EF  CAC  H8   single  0.970  0.020  1.090
 9EF  CAC  H9   single  0.970  0.020  1.090
 9EF  CAV  H10  single  0.970  0.020  1.090
 9EF  OAI  H11  single  0.850  0.020  0.980
 9EF  NAQ  H12  single  0.860  0.020  1.020
 9EF  CAL  H13  single  0.970  0.020  1.090
 9EF  CAL  H14  single  0.970  0.020  1.090
 9EF  CAM  H15  single  0.970  0.020  1.090
 9EF  CAM  H16  single  0.970  0.020  1.090
 9EF  NAP  H17  single  0.860  0.020  1.020
 9EF  CAK  H18  single  0.970  0.020  1.090
 9EF  CAK  H19  single  0.970  0.020  1.090
 9EF  CAJ  H20  single  0.970  0.020  1.090
 9EF  CAJ  H21  single  0.970  0.020  1.090
 9EF  NAO  H22  single  0.860  0.020  1.020
 9EF  CAA  H23  single  0.970  0.020  1.090
 9EF  CAA  H24  single  0.970  0.020  1.090
 9EF  CAA  H25  single  0.970  0.020  1.090
 9EF  O1   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
 9EF  O1   PAW  OAR   96.93  3.000
 9EF  O1   PAW  OAH  107.80  3.000
 9EF  OAR  PAW  OAH  106.64  3.000
 9EF  O1   PAW  OAG  117.85  3.000
 9EF  OAH  PAW  OAG  109.45  3.000
 9EF  OAR  PAW  OAG  117.02  3.000
 9EF  H1   OAH  PAW  115.91  3.000
 9EF  CAN  OAR  PAW  119.56  3.000
 9EF  H3   CAN  H2   108.29  3.000
 9EF  H3   CAN  CAX  111.50  3.000
 9EF  H2   CAN  CAX  109.69  3.000
 9EF  H3   CAN  OAR  108.26  3.000
 9EF  H2   CAN  OAR  110.34  3.000
 9EF  CAX  CAN  OAR  108.75  3.000
 9EF  CAV  CAX  CAC  107.65  3.000
 9EF  CAV  CAX  CAB  110.08  3.000
 9EF  CAC  CAX  CAB  109.07  3.000
 9EF  CAV  CAX  CAN  109.37  3.000
 9EF  CAC  CAX  CAN  110.03  3.000
 9EF  CAB  CAX  CAN  110.58  3.000
 9EF  H6   CAB  H5   108.01  3.000
 9EF  H6   CAB  H4   107.51  3.000
 9EF  H5   CAB  H4   107.07  3.000
 9EF  H6   CAB  CAX  112.67  3.000
 9EF  H5   CAB  CAX  110.70  3.000
 9EF  H4   CAB  CAX  110.66  3.000
 9EF  H9   CAC  H8   107.22  3.000
 9EF  H9   CAC  H7   108.03  3.000
 9EF  H8   CAC  H7   107.85  3.000
 9EF  H9   CAC  CAX  111.02  3.000
 9EF  H8   CAC  CAX  110.46  3.000
 9EF  H7   CAC  CAX  112.08  3.000
 9EF  H10  CAV  CAU  108.97  3.000
 9EF  H10  CAV  OAI  107.27  3.000
 9EF  CAU  CAV  OAI  108.32  3.000
 9EF  H10  CAV  CAX  106.32  3.000
 9EF  OAI  CAV  CAX  112.42  3.000
 9EF  CAU  CAV  CAX  113.32  3.000
 9EF  H11  OAI  CAV  107.78  3.000
 9EF  NAQ  CAU  OAF  123.23  3.000
 9EF  NAQ  CAU  CAV  116.82  3.000
 9EF  OAF  CAU  CAV  119.95  3.000
 9EF  H12  NAQ  CAL  118.52  3.000
 9EF  H12  NAQ  CAU  118.79  3.000
 9EF  CAL  NAQ  CAU  122.66  3.000
 9EF  H14  CAL  H13  107.38  3.000
 9EF  H14  CAL  CAM  109.99  3.000
 9EF  H13  CAL  CAM  110.20  3.000
 9EF  H14  CAL  NAQ  109.70  3.000
 9EF  H13  CAL  NAQ  109.85  3.000
 9EF  CAM  CAL  NAQ  109.69  3.000
 9EF  H16  CAM  H15  106.88  3.000
 9EF  H16  CAM  CAT  107.58  3.000
 9EF  H15  CAM  CAT  110.93  3.000
 9EF  H16  CAM  CAL  109.72  3.000
 9EF  H15  CAM  CAL  110.28  3.000
 9EF  CAT  CAM  CAL  111.31  3.000
 9EF  NAP  CAT  OAE  123.37  3.000
 9EF  OAE  CAT  CAM  121.77  3.000
 9EF  NAP  CAT  CAM  114.86  3.000
 9EF  H17  NAP  CAK  117.33  3.000
 9EF  H17  NAP  CAT  118.43  3.000
 9EF  CAK  NAP  CAT  124.10  3.000
 9EF  H19  CAK  H18  107.62  3.000
 9EF  H19  CAK  CAJ  109.65  3.000
 9EF  H18  CAK  CAJ  109.99  3.000
 9EF  H19  CAK  NAP  108.18  3.000
 9EF  H18  CAK  NAP  109.28  3.000
 9EF  CAJ  CAK  NAP  112.00  3.000
 9EF  H21  CAJ  H20  107.44  3.000
 9EF  H21  CAJ  NAO  109.80  3.000
 9EF  H20  CAJ  NAO  107.77  3.000
 9EF  H21  CAJ  CAK  109.90  3.000
 9EF  H20  CAJ  CAK  109.71  3.000
 9EF  NAO  CAJ  CAK  112.10  3.000
 9EF  H22  NAO  CAS  118.58  3.000
 9EF  H22  NAO  CAJ  117.46  3.000
 9EF  CAS  NAO  CAJ  123.79  3.000
 9EF  CAA  CAS  OAD  121.83  3.000
 9EF  OAD  CAS  NAO  122.83  3.000
 9EF  CAA  CAS  NAO  115.34  3.000
 9EF  H25  CAA  H24  108.37  3.000
 9EF  H25  CAA  H23  107.31  3.000
 9EF  H24  CAA  H23  108.52  3.000
 9EF  H25  CAA  CAS  109.33  3.000
 9EF  H24  CAA  CAS  113.73  3.000
 9EF  H23  CAA  CAS  109.39  3.000
 9EF  H26  O1   PAW  113.87  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
 9EF  CONST_01  CAL  NAQ  CAU  CAV   180.00   0.0  0
 9EF  CONST_02  CAL  NAQ  CAU  OAF     0.00   0.0  0
 9EF  CONST_03  CAK  NAP  CAT  CAM   180.00   0.0  0
 9EF  CONST_04  CAK  NAP  CAT  OAE     0.00   0.0  0
 9EF  CONST_05  CAA  CAS  NAO  CAJ   180.00   0.0  0
 9EF  CONST_06  OAD  CAS  NAO  CAJ     0.00   0.0  0
 9EF  CONST_07  H12  NAQ  CAU  CAV     0.00   0.0  0
 9EF  CONST_08  H17  NAP  CAT  CAM     0.00   0.0  0
 9EF  CONST_09  H22  NAO  CAS  OAD   180.00   0.0  0
 9EF  Var_01    CAX  CAN  OAR  PAW  -156.24  30.0  3
 9EF  Var_02    CAB  CAX  CAN  OAR   -62.33  30.0  3
 9EF  Var_03    O1   PAW  OAR  CAN  -178.70  30.0  3
 9EF  Var_04    CAM  CAL  NAQ  CAU   178.98  30.0  3
 9EF  Var_05    CAT  CAM  CAL  NAQ   177.64  30.0  1
 9EF  Var_06    NAP  CAT  CAM  CAL   136.62  30.0  3
 9EF  Var_07    CAJ  CAK  NAP  CAT   -92.34  30.0  3
 9EF  Var_08    NAO  CAJ  CAK  NAP  -174.01  30.0  1
 9EF  Var_09    CAS  NAO  CAJ  CAK   -84.34  30.0  1
 9EF  Var_10    H4   CAB  CAX  CAN    65.34  30.0  3
 9EF  Var_11    H7   CAC  CAX  CAN    55.04  30.0  3
 9EF  Var_12    H23  CAA  CAS  NAO  -125.96  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
 9EF  chir_01  CAV  CAX  CAU  OAI  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
 9EF  plan-1  CAV  0.020
 9EF  plan-1  CAU  0.020
 9EF  plan-1  OAF  0.020
 9EF  plan-1  NAQ  0.020
 9EF  plan-1  CAL  0.020
 9EF  plan-1  H12  0.020
 9EF  plan-2  CAM  0.020
 9EF  plan-2  CAT  0.020
 9EF  plan-2  OAE  0.020
 9EF  plan-2  NAP  0.020
 9EF  plan-2  CAK  0.020
 9EF  plan-2  H17  0.020
 9EF  plan-3  CAJ  0.020
 9EF  plan-3  NAO  0.020
 9EF  plan-3  CAS  0.020
 9EF  plan-3  OAD  0.020
 9EF  plan-3  CAA  0.020
 9EF  plan-3  H22  0.020

