# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 21:15:42 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: (3S,4R,5R)-4-(acetylamino)-3-{4-[(1R)-1-hydroxypropyl]-1H-1,2,3-triazol-1-yl}-5-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(CC)O[C@@H]1CC(=C[C@@H]([C@H]1NC(C)=O)n2cc(nn2)[C@H](O)CC)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
 1SN  1SN  '(3S,4R,5R)-4-(acetylamino)-3-{4-[(1R)-1-hydroxypropyl]-1H-1,2,3-triazol-1-yl}-5-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid'  ligand  58  28  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1SN
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
 1SN  CAB  C  CH3   0  -0.669   4.8480   0.4277   2.3415
 1SN  CAL  C  CH2   0  -0.430   5.0309  -0.8256   1.5001
 1SN  CAX  C  CH1   0   0.050   4.2647  -0.8146   0.1821
 1SN  CAM  C  CH2   0  -0.414   4.5582  -2.0740  -0.6274
 1SN  CAC  C  CH3   0  -0.676   3.9848  -2.0948  -2.0374
 1SN  OAR  O  O2    0  -0.498   2.8778  -0.7183   0.4817
 1SN  CAZ  C  CH1   0   0.086   2.1053   0.1570  -0.2866
 1SN  CBA  C  CH1   0  -0.118   0.6520  -0.3115  -0.1845
 1SN  NAQ  N  NH1   0  -0.631   0.4974  -1.7022  -0.5044
 1SN  CAS  C  C     0   0.531   0.3756  -2.6774   0.4213
 1SN  CAD  C  CH3   0  -0.786   0.4475  -4.0802  -0.1266
 1SN  OAE  O  O     0  -0.494   0.2251  -2.4549   1.6117
 1SN  CAN  C  CH2   0  -0.517   2.2174   1.5996   0.2017
 1SN  CAU  C  C     0  -0.072   1.1696   2.4807  -0.4154
 1SN  CAT  C  C     0   0.533   1.3170   3.9622  -0.3599
 1SN  OAG  O  O     0  -0.435   0.5705   4.7463  -0.8944
 1SN  OAF  O  OH1   0  -0.588   2.3644   4.3308   0.3622
 1SN  CAI  C  C1    0  -0.197   0.0749   1.9984  -1.0025
 1SN  CAY  C  CH1   0  -0.138  -0.2136   0.5358  -1.1197
 1SN  NBB  N  NR5   0  -0.269  -1.6193   0.2710  -0.8806
 1SN  CAJ  C  CR15  0  -0.085  -2.3752   0.6507   0.1655
 1SN  NAP  N  N     0  -0.088  -2.3038  -0.5107  -1.6985
 1SN  NAO  N  N     0  -0.320  -3.4894  -0.6416  -1.2185
 1SN  CAV  C  CR5   0   0.160  -3.5881   0.0574  -0.0643
 1SN  CAW  C  CH1   0  -0.041  -4.8351   0.0861   0.7643
 1SN  CAK  C  CH2   0  -0.452  -6.0557   0.4760  -0.0660
 1SN  CAA  C  CH3   0  -0.667  -7.3270   0.5889   0.7626
 1SN  OAH  O  OH1   0  -0.658  -5.0185  -1.1391   1.4473
 1SN  H1   H  HCH3  0   0.215   5.1729   1.3202   1.8031
 1SN  H2   H  HCH3  0   0.224   3.8076   0.5701   2.6314
 1SN  H3   H  HCH3  0   0.231   5.4389   0.3673   3.2561
 1SN  H4   H  HCH2  0   0.221   6.0914  -0.9588   1.2714
 1SN  H5   H  HCH2  0   0.217   4.7318  -1.7072   2.0757
 1SN  H6   H  HCH1  0   0.204   4.5864   0.0635  -0.3973
 1SN  H7   H  HCH2  0   0.217   5.6446  -2.1834  -0.6879
 1SN  H8   H  HCH2  0   0.218   4.1945  -2.9415  -0.0680
 1SN  H9   H  HCH3  0   0.220   4.3078  -1.2261  -2.6145
 1SN  H10  H  HCH3  0   0.235   4.3192  -2.9847  -2.5719
 1SN  H11  H  HCH3  0   0.213   2.8953  -2.1141  -2.0409
 1SN  H12  H  HCH1  0   0.224   2.4035   0.1250  -1.3455
 1SN  H13  H  HCH1  0   0.282   0.3138  -0.1675   0.8450
 1SN  H14  H  HNH1  0   0.403   0.6520  -1.9776  -1.4618
 1SN  H15  H  HCH3  0   0.269   1.4173  -4.5087   0.1324
 1SN  H16  H  HCH3  0   0.265  -0.3178  -4.7000   0.3374
 1SN  H17  H  HCH3  0   0.250   0.3344  -4.1340  -1.2080
 1SN  H18  H  HCH2  0   0.269   2.1228   1.6241   1.2923
 1SN  H19  H  HCH2  0   0.267   3.2148   1.9802  -0.0298
 1SN  H21  H  HOH1  0   0.488   2.4308   5.2974   0.3824
 1SN  H22  H  H     0   0.294  -0.6526   2.6680  -1.4462
 1SN  H24  H  HCH1  0   0.318  -0.0383   0.2301  -2.1572
 1SN  H25  H  HCR5  0   0.319  -2.0179   1.2873   0.9581
 1SN  H26  H  HCH1  0   0.241  -4.6961   0.8373   1.5475
 1SN  H27  H  HCH2  0   0.233  -5.8464   1.4322  -0.5526
 1SN  H28  H  HCH2  0   0.227  -6.1915  -0.2513  -0.8723
 1SN  H29  H  HCH3  0   0.223  -7.5963  -0.3620   1.2215
 1SN  H30  H  HCH3  0   0.220  -7.2126   1.3248   1.5605
 1SN  H31  H  HCH3  0   0.231  -8.1659   0.9039   0.1418
 1SN  H32  H  HOH1  0   0.443  -5.2087  -1.8217   0.7941

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
 1SN  OAG  CAT  double    1.207  0.020  1.207
 1SN  NAO  NAP  aromatic  1.286  0.020  1.286
 1SN  NAO  CAV  aromatic  1.353  0.020  1.353
 1SN  NAP  NBB  aromatic  1.322  0.020  1.322
 1SN  CAT  CAU  single    1.490  0.020  1.490
 1SN  CAT  OAF  single    1.325  0.020  1.325
 1SN  CAA  CAK  single    1.522  0.020  1.522
 1SN  CAU  CAI  double    1.333  0.020  1.333
 1SN  CAU  CAN  single    1.502  0.020  1.502
 1SN  CAI  CAY  single    1.495  0.020  1.495
 1SN  CAN  CAZ  single    1.527  0.020  1.527
 1SN  CAV  CAW  single    1.497  0.020  1.497
 1SN  CAV  CAJ  aromatic  1.370  0.020  1.370
 1SN  NBB  CAY  single    1.450  0.020  1.450
 1SN  NBB  CAJ  aromatic  1.345  0.020  1.345
 1SN  CAW  CAK  single    1.527  0.020  1.527
 1SN  CAW  OAH  single    1.415  0.020  1.415
 1SN  OAE  CAS  double    1.220  0.020  1.220
 1SN  CAY  CBA  single    1.530  0.020  1.530
 1SN  CBA  CAZ  single    1.530  0.020  1.530
 1SN  CBA  NAQ  single    1.435  0.020  1.435
 1SN  CAZ  OAR  single    1.398  0.020  1.398
 1SN  OAR  CAX  single    1.422  0.020  1.422
 1SN  CAS  NAQ  single    1.350  0.020  1.350
 1SN  CAS  CAD  single    1.508  0.020  1.508
 1SN  CAX  CAL  single    1.525  0.020  1.525
 1SN  CAX  CAM  single    1.526  0.020  1.526
 1SN  CAB  CAL  single    1.521  0.020  1.521
 1SN  CAC  CAM  single    1.522  0.020  1.522
 1SN  CAB  H1   single    0.970  0.020  1.090
 1SN  CAB  H2   single    0.970  0.020  1.090
 1SN  CAB  H3   single    0.970  0.020  1.090
 1SN  CAL  H4   single    0.970  0.020  1.090
 1SN  CAL  H5   single    0.970  0.020  1.090
 1SN  CAX  H6   single    0.970  0.020  1.090
 1SN  CAM  H7   single    0.970  0.020  1.090
 1SN  CAM  H8   single    0.970  0.020  1.090
 1SN  CAC  H9   single    0.970  0.020  1.090
 1SN  CAC  H10  single    0.970  0.020  1.090
 1SN  CAC  H11  single    0.970  0.020  1.090
 1SN  CAZ  H12  single    0.970  0.020  1.090
 1SN  CBA  H13  single    0.970  0.020  1.090
 1SN  NAQ  H14  single    0.860  0.020  1.020
 1SN  CAD  H15  single    0.970  0.020  1.090
 1SN  CAD  H16  single    0.970  0.020  1.090
 1SN  CAD  H17  single    0.970  0.020  1.090
 1SN  CAN  H18  single    0.970  0.020  1.090
 1SN  CAN  H19  single    0.970  0.020  1.090
 1SN  OAF  H21  single    0.850  0.020  0.980
 1SN  CAI  H22  single    0.930  0.020  1.080
 1SN  CAY  H24  single    0.970  0.020  1.090
 1SN  CAJ  H25  single    0.930  0.020  1.080
 1SN  CAW  H26  single    0.970  0.020  1.090
 1SN  CAK  H27  single    0.970  0.020  1.090
 1SN  CAK  H28  single    0.970  0.020  1.090
 1SN  CAA  H29  single    0.970  0.020  1.090
 1SN  CAA  H30  single    0.970  0.020  1.090
 1SN  CAA  H31  single    0.970  0.020  1.090
 1SN  OAH  H32  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
 1SN  H3   CAB  H2   107.55  3.000
 1SN  H3   CAB  H1   107.32  3.000
 1SN  H2   CAB  H1   107.98  3.000
 1SN  H3   CAB  CAL  110.69  3.000
 1SN  H2   CAB  CAL  111.70  3.000
 1SN  H1   CAB  CAL  111.41  3.000
 1SN  H5   CAL  H4   106.08  3.000
 1SN  H5   CAL  CAX  108.85  3.000
 1SN  H4   CAL  CAX  107.92  3.000
 1SN  H5   CAL  CAB  109.88  3.000
 1SN  H4   CAL  CAB  109.45  3.000
 1SN  CAX  CAL  CAB  114.33  3.000
 1SN  H6   CAX  OAR  110.00  3.000
 1SN  H6   CAX  CAM  108.86  3.000
 1SN  OAR  CAX  CAM  110.81  3.000
 1SN  H6   CAX  CAL  108.31  3.000
 1SN  CAM  CAX  CAL  110.86  3.000
 1SN  OAR  CAX  CAL  107.97  3.000
 1SN  H8   CAM  H7   106.21  3.000
 1SN  H8   CAM  CAC  109.72  3.000
 1SN  H7   CAM  CAC  108.76  3.000
 1SN  H8   CAM  CAX  108.61  3.000
 1SN  H7   CAM  CAX  107.64  3.000
 1SN  CAC  CAM  CAX  115.49  3.000
 1SN  H11  CAC  H10  106.89  3.000
 1SN  H11  CAC  H9   107.95  3.000
 1SN  H10  CAC  H9   107.43  3.000
 1SN  H11  CAC  CAM  112.32  3.000
 1SN  H10  CAC  CAM  110.46  3.000
 1SN  H9   CAC  CAM  111.55  3.000
 1SN  CAZ  OAR  CAX  117.75  3.000
 1SN  H12  CAZ  CAN  108.38  3.000
 1SN  H12  CAZ  CBA  108.22  3.000
 1SN  CAN  CAZ  CBA  109.73  3.000
 1SN  H12  CAZ  OAR  111.16  3.000
 1SN  CBA  CAZ  OAR  107.24  3.000
 1SN  CAN  CAZ  OAR  112.04  3.000
 1SN  H13  CBA  CAY  109.12  3.000
 1SN  H13  CBA  NAQ  107.71  3.000
 1SN  CAY  CBA  NAQ  109.84  3.000
 1SN  H13  CBA  CAZ  108.44  3.000
 1SN  NAQ  CBA  CAZ  112.59  3.000
 1SN  CAY  CBA  CAZ  109.08  3.000
 1SN  H14  NAQ  CAS  117.88  3.000
 1SN  H14  NAQ  CBA  117.37  3.000
 1SN  CAS  NAQ  CBA  123.84  3.000
 1SN  OAE  CAS  CAD  122.00  3.000
 1SN  CAD  CAS  NAQ  114.75  3.000
 1SN  OAE  CAS  NAQ  123.25  3.000
 1SN  H17  CAD  H16  108.80  3.000
 1SN  H17  CAD  H15  107.97  3.000
 1SN  H16  CAD  H15  107.46  3.000
 1SN  H17  CAD  CAS  113.70  3.000
 1SN  H16  CAD  CAS  109.96  3.000
 1SN  H15  CAD  CAS  108.75  3.000
 1SN  H19  CAN  H18  106.39  3.000
 1SN  H19  CAN  CAU  110.22  3.000
 1SN  H18  CAN  CAU  109.63  3.000
 1SN  H19  CAN  CAZ  109.17  3.000
 1SN  H18  CAN  CAZ  109.47  3.000
 1SN  CAU  CAN  CAZ  111.81  3.000
 1SN  CAI  CAU  CAT  117.23  3.000
 1SN  CAI  CAU  CAN  122.82  3.000
 1SN  CAT  CAU  CAN  119.94  3.000
 1SN  OAF  CAT  OAG  123.34  3.000
 1SN  OAF  CAT  CAU  112.04  3.000
 1SN  OAG  CAT  CAU  124.62  3.000
 1SN  H21  OAF  CAT  110.06  3.000
 1SN  H22  CAI  CAY  116.28  3.000
 1SN  H22  CAI  CAU  120.55  3.000
 1SN  CAY  CAI  CAU  123.16  3.000
 1SN  H24  CAY  NBB  105.08  3.000
 1SN  H24  CAY  CAI  108.43  3.000
 1SN  NBB  CAY  CAI  110.65  3.000
 1SN  H24  CAY  CBA  109.50  3.000
 1SN  NBB  CAY  CBA  110.27  3.000
 1SN  CAI  CAY  CBA  112.61  3.000
 1SN  NAP  NBB  CAJ  110.91  3.000
 1SN  CAJ  NBB  CAY  128.41  3.000
 1SN  NAP  NBB  CAY  120.51  3.000
 1SN  H25  CAJ  CAV  132.29  3.000
 1SN  H25  CAJ  NBB  123.53  3.000
 1SN  CAV  CAJ  NBB  104.17  3.000
 1SN  NAO  NAP  NBB  107.86  3.000
 1SN  CAV  NAO  NAP  109.46  3.000
 1SN  CAW  CAV  NAO  122.87  3.000
 1SN  CAW  CAV  CAJ  129.52  3.000
 1SN  NAO  CAV  CAJ  107.60  3.000
 1SN  H26  CAW  OAH  105.40  3.000
 1SN  H26  CAW  CAK  108.39  3.000
 1SN  OAH  CAW  CAK  112.33  3.000
 1SN  H26  CAW  CAV  107.67  3.000
 1SN  OAH  CAW  CAV  111.01  3.000
 1SN  CAK  CAW  CAV  111.70  3.000
 1SN  H28  CAK  H27  106.09  3.000
 1SN  H28  CAK  CAA  110.30  3.000
 1SN  H27  CAK  CAA  109.72  3.000
 1SN  H28  CAK  CAW  109.28  3.000
 1SN  H27  CAK  CAW  108.20  3.000
 1SN  CAA  CAK  CAW  113.00  3.000
 1SN  H31  CAA  H30  107.59  3.000
 1SN  H31  CAA  H29  107.57  3.000
 1SN  H30  CAA  H29  107.84  3.000
 1SN  H31  CAA  CAK  110.75  3.000
 1SN  H30  CAA  CAK  111.13  3.000
 1SN  H29  CAA  CAK  111.78  3.000
 1SN  H32  OAH  CAW  108.17  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
 1SN  CONST_01  CAV  NAO  NAP  NBB     0.00   0.0  0
 1SN  CONST_02  NAO  CAV  CAJ  NBB     0.00   0.0  0
 1SN  CONST_03  NAP  NAO  CAV  CAJ     0.00   0.0  0
 1SN  CONST_04  NAO  NAP  NBB  CAJ     0.00   0.0  0
 1SN  CONST_05  CAV  CAJ  NBB  NAP     0.00   0.0  0
 1SN  CONST_06  NAO  NAP  NBB  CAY   180.00   0.0  0
 1SN  CONST_07  CAV  CAJ  NBB  CAY   180.00   0.0  0
 1SN  CONST_08  CAW  CAV  CAJ  NBB   180.00   0.0  0
 1SN  CONST_09  CAW  CAV  NAO  NAP   180.00   0.0  0
 1SN  CONST_10  H25  CAJ  NBB  CAY     0.00   0.0  0
 1SN  CONST_11  OAE  CAS  NAQ  CBA     0.00   0.0  0
 1SN  CONST_12  CAD  CAS  NAQ  CBA   180.00   0.0  0
 1SN  CONST_13  H21  OAF  CAT  CAU   180.00   0.0  0
 1SN  CONST_14  H14  NAQ  CAS  CAD     0.00   0.0  0
 1SN  Var_01    CAI  CAU  CAN  CAZ    17.41  30.0  1
 1SN  Var_02    CAY  CAI  CAU  CAN    -0.69  30.0  1
 1SN  Var_03    OAG  CAT  CAU  CAN   175.40  30.0  2
 1SN  Var_04    H6   CAX  OAR  CAZ    18.83  30.0  3
 1SN  Var_05    OAR  CAX  CAL  CAB   -61.26  30.0  2
 1SN  Var_06    CAC  CAM  CAX  CAL  -172.72  30.0  3
 1SN  Var_07    H1   CAB  CAL  CAX   -59.30  30.0  3
 1SN  Var_08    H9   CAC  CAM  CAX    55.33  30.0  3
 1SN  Var_09    H15  CAD  CAS  NAQ   105.62  30.0  3
 1SN  Var_10    H29  CAA  CAK  CAW   -62.15  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
 1SN  chir_01  CAZ  CAN  CBA  OAR  positiv
 1SN  chir_02  CBA  NAQ  CAY  CAZ  positiv
 1SN  chir_03  CAY  NBB  CAI  CBA  negativ
 1SN  chir_04  CAW  OAH  CAV  CAK  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
 1SN  plan-1  CAY  0.020
 1SN  plan-1  NBB  0.020
 1SN  plan-1  CAJ  0.020
 1SN  plan-1  NAP  0.020
 1SN  plan-1  NAO  0.020
 1SN  plan-1  CAV  0.020
 1SN  plan-1  CAW  0.020
 1SN  plan-1  H25  0.020
 1SN  plan-2  CBA  0.020
 1SN  plan-2  NAQ  0.020
 1SN  plan-2  CAS  0.020
 1SN  plan-2  CAD  0.020
 1SN  plan-2  OAE  0.020
 1SN  plan-2  H14  0.020
 1SN  plan-3  CAU  0.020
 1SN  plan-3  CAT  0.020
 1SN  plan-3  OAG  0.020
 1SN  plan-3  OAF  0.020
 1SN  plan-3  H21  0.020

