# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 01:42:53 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: (3S,4R,5R)-4-(acetylamino)-3-amino-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](N)[C@H]1NC(C)=O)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
 2H8  2H8  '(3S,4R,5R)-4-(acetylamino)-3-amino-5-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid'  ligand  44  20  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2H8
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
 2H8  CAA  C  CH3   0  -0.670   0.1640  -3.4948   1.7568
 2H8  CAI  C  CH2   0  -0.429  -1.0568  -3.5013   0.8487
 2H8  CAR  C  CH1   0   0.052  -1.0312  -2.4671  -0.2711
 2H8  CAJ  C  CH2   0  -0.414  -2.2756  -2.5951  -1.1454
 2H8  CAB  C  CH3   0  -0.677  -2.3340  -1.6380  -2.3269
 2H8  OAM  O  O2    0  -0.501  -0.9467  -1.1663   0.2960
 2H8  CAS  C  CH1   0   0.086   0.0038  -0.2963  -0.2577
 2H8  CAK  C  CH2   0  -0.513   1.4122  -0.5985   0.2511
 2H8  CAP  C  C     0  -0.072   2.3815   0.4901  -0.1111
 2H8  CAO  C  C     0   0.525   3.8440   0.2407  -0.0345
 2H8  OAG  O  O     0  -0.444   4.6985   1.0279  -0.3691
 2H8  OAF  O  OH1   0  -0.592   4.1246  -0.9589   0.4589
 2H8  CAH  C  C1    0  -0.194   1.9798   1.7089  -0.4731
 2H8  CAQ  C  CH1   0  -0.122   0.5484   2.1293  -0.5839
 2H8  NAD  N  NH2   0  -0.797   0.3871   3.4498   0.0074
 2H8  CAT  C  CH1   0  -0.110  -0.3828   1.1367   0.1120
 2H8  NAL  N  NH1   0  -0.634  -1.7471   1.4378  -0.2468
 2H8  CAN  C  C     0   0.520  -2.7979   1.3642   0.5956
 2H8  OAE  O  O     0  -0.496  -2.6852   1.1903   1.7989
 2H8  CAC  C  CH3   0  -0.788  -4.1424   1.5046  -0.0757
 2H8  H1   H  HCH3  0   0.232   0.1101  -4.3110   2.4776
 2H8  H2   H  HCH3  0   0.215   1.0867  -3.6193   1.1870
 2H8  H3   H  HCH3  0   0.223   0.2439  -2.5645   2.3185
 2H8  H4   H  HCH2  0   0.219  -1.1559  -4.4861   0.3843
 2H8  H5   H  HCH2  0   0.216  -1.9619  -3.3569   1.4479
 2H8  H6   H  HCH1  0   0.202  -0.1481  -2.6584  -0.8986
 2H8  H7   H  HCH2  0   0.216  -2.3140  -3.6238  -1.5148
 2H8  H8   H  HCH2  0   0.216  -3.1637  -2.4640  -0.5184
 2H8  H9   H  HCH3  0   0.234  -3.1924  -1.8599  -2.9618
 2H8  H10  H  HCH3  0   0.213  -2.4355  -0.6036  -2.0023
 2H8  H11  H  HCH3  0   0.219  -1.4388  -1.7064  -2.9477
 2H8  H12  H  HCH1  0   0.212   0.0060  -0.3754  -1.3560
 2H8  H13  H  HCH2  0   0.258   1.3818  -0.7205   1.3387
 2H8  H14  H  HCH2  0   0.257   1.7459  -1.5563  -0.1542
 2H8  H15  H  HOH1  0   0.485   5.0845  -1.0852   0.4939
 2H8  H16  H  H     0   0.271   2.7184   2.4631  -0.7243
 2H8  H17  H  HCH1  0   0.236   0.3036   2.1210  -1.6614
 2H8  H18  H  HNH2  0   0.353   0.9593   4.1171  -0.4961
 2H8  H19  H  HNH2  0   0.352  -0.5683   3.7569  -0.1317
 2H8  H21  H  HCH1  0   0.260  -0.2821   1.2677   1.1922
 2H8  H22  H  HNH1  0   0.397  -1.9415   1.5503  -1.2300
 2H8  H23  H  HCH3  0   0.267  -4.5093   0.5131  -0.3496
 2H8  H24  H  HCH3  0   0.263  -4.8620   1.9480   0.6088
 2H8  H25  H  HCH3  0   0.253  -4.1018   2.1042  -0.9844

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
 2H8  CAC  CAN  single  1.509  0.020  1.509
 2H8  CAI  CAR  single  1.524  0.020  1.524
 2H8  CAI  CAA  single  1.522  0.020  1.522
 2H8  CAR  CAJ  single  1.526  0.020  1.526
 2H8  CAR  OAM  single  1.422  0.020  1.422
 2H8  CAJ  CAB  single  1.522  0.020  1.522
 2H8  NAL  CAN  single  1.349  0.020  1.349
 2H8  NAL  CAT  single  1.442  0.020  1.442
 2H8  CAN  OAE  double  1.221  0.020  1.221
 2H8  OAM  CAS  single  1.402  0.020  1.402
 2H8  CAS  CAT  single  1.530  0.020  1.530
 2H8  CAS  CAK  single  1.528  0.020  1.528
 2H8  CAT  CAQ  single  1.529  0.020  1.529
 2H8  CAQ  NAD  single  1.456  0.020  1.456
 2H8  CAQ  CAH  single  1.496  0.020  1.496
 2H8  CAH  CAP  double  1.333  0.020  1.333
 2H8  CAK  CAP  single  1.502  0.020  1.502
 2H8  CAP  CAO  single  1.486  0.020  1.486
 2H8  OAG  CAO  double  1.209  0.020  1.209
 2H8  CAO  OAF  single  1.327  0.020  1.327
 2H8  CAA  H1   single  0.970  0.020  1.090
 2H8  CAA  H2   single  0.970  0.020  1.090
 2H8  CAA  H3   single  0.970  0.020  1.090
 2H8  CAI  H4   single  0.970  0.020  1.090
 2H8  CAI  H5   single  0.970  0.020  1.090
 2H8  CAR  H6   single  0.970  0.020  1.090
 2H8  CAJ  H7   single  0.970  0.020  1.090
 2H8  CAJ  H8   single  0.970  0.020  1.090
 2H8  CAB  H9   single  0.970  0.020  1.090
 2H8  CAB  H10  single  0.970  0.020  1.090
 2H8  CAB  H11  single  0.970  0.020  1.090
 2H8  CAS  H12  single  0.970  0.020  1.090
 2H8  CAK  H13  single  0.970  0.020  1.090
 2H8  CAK  H14  single  0.970  0.020  1.090
 2H8  OAF  H15  single  0.850  0.020  0.980
 2H8  CAH  H16  single  0.930  0.020  1.080
 2H8  CAQ  H17  single  0.970  0.020  1.090
 2H8  NAD  H18  single  0.890  0.020  1.040
 2H8  NAD  H19  single  0.890  0.020  1.040
 2H8  CAT  H21  single  0.970  0.020  1.090
 2H8  NAL  H22  single  0.860  0.020  1.020
 2H8  CAC  H23  single  0.970  0.020  1.090
 2H8  CAC  H24  single  0.970  0.020  1.090
 2H8  CAC  H25  single  0.970  0.020  1.090

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
 2H8  H3   CAA  H2   107.72  3.000
 2H8  H3   CAA  H1   107.57  3.000
 2H8  H2   CAA  H1   107.55  3.000
 2H8  H3   CAA  CAI  111.72  3.000
 2H8  H2   CAA  CAI  111.48  3.000
 2H8  H1   CAA  CAI  110.60  3.000
 2H8  H5   CAI  H4   106.04  3.000
 2H8  H5   CAI  CAR  109.05  3.000
 2H8  H4   CAI  CAR  107.49  3.000
 2H8  H5   CAI  CAA  109.64  3.000
 2H8  H4   CAI  CAA  109.27  3.000
 2H8  CAR  CAI  CAA  114.96  3.000
 2H8  H6   CAR  OAM  109.81  3.000
 2H8  H6   CAR  CAJ  108.25  3.000
 2H8  OAM  CAR  CAJ  110.72  3.000
 2H8  H6   CAR  CAI  108.33  3.000
 2H8  OAM  CAR  CAI  109.19  3.000
 2H8  CAJ  CAR  CAI  110.50  3.000
 2H8  H8   CAJ  H7   106.11  3.000
 2H8  H8   CAJ  CAB  109.77  3.000
 2H8  H7   CAJ  CAB  109.15  3.000
 2H8  H8   CAJ  CAR  108.86  3.000
 2H8  H7   CAJ  CAR  107.52  3.000
 2H8  CAB  CAJ  CAR  115.05  3.000
 2H8  H11  CAB  H10  107.79  3.000
 2H8  H11  CAB  H9   107.56  3.000
 2H8  H10  CAB  H9   107.07  3.000
 2H8  H11  CAB  CAJ  111.76  3.000
 2H8  H10  CAB  CAJ  111.70  3.000
 2H8  H9   CAB  CAJ  110.75  3.000
 2H8  CAS  OAM  CAR  116.77  3.000
 2H8  H12  CAS  CAT  107.99  3.000
 2H8  H12  CAS  CAK  108.43  3.000
 2H8  CAT  CAS  CAK  109.75  3.000
 2H8  H12  CAS  OAM  110.53  3.000
 2H8  CAK  CAS  OAM  111.75  3.000
 2H8  CAT  CAS  OAM  108.33  3.000
 2H8  H14  CAK  H13  106.23  3.000
 2H8  H14  CAK  CAP  110.42  3.000
 2H8  H13  CAK  CAP  109.77  3.000
 2H8  H14  CAK  CAS  109.36  3.000
 2H8  H13  CAK  CAS  109.10  3.000
 2H8  CAP  CAK  CAS  111.79  3.000
 2H8  CAH  CAP  CAO  117.65  3.000
 2H8  CAO  CAP  CAK  120.08  3.000
 2H8  CAH  CAP  CAK  122.25  3.000
 2H8  OAF  CAO  OAG  122.82  3.000
 2H8  OAF  CAO  CAP  112.28  3.000
 2H8  OAG  CAO  CAP  124.90  3.000
 2H8  H15  OAF  CAO  109.92  3.000
 2H8  H16  CAH  CAQ  116.04  3.000
 2H8  H16  CAH  CAP  119.54  3.000
 2H8  CAQ  CAH  CAP  124.42  3.000
 2H8  H17  CAQ  CAT  107.70  3.000
 2H8  H17  CAQ  NAD  112.23  3.000
 2H8  CAT  CAQ  NAD  109.67  3.000
 2H8  H17  CAQ  CAH  106.38  3.000
 2H8  NAD  CAQ  CAH  109.32  3.000
 2H8  CAT  CAQ  CAH  111.52  3.000
 2H8  H19  NAD  H18  105.35  3.000
 2H8  H19  NAD  CAQ  108.88  3.000
 2H8  H18  NAD  CAQ  109.45  3.000
 2H8  H21  CAT  NAL  107.94  3.000
 2H8  H21  CAT  CAQ  108.42  3.000
 2H8  NAL  CAT  CAQ  109.11  3.000
 2H8  H21  CAT  CAS  109.14  3.000
 2H8  CAQ  CAT  CAS  110.14  3.000
 2H8  NAL  CAT  CAS  112.00  3.000
 2H8  H22  NAL  CAN  117.70  3.000
 2H8  H22  NAL  CAT  116.62  3.000
 2H8  CAN  NAL  CAT  124.76  3.000
 2H8  CAC  CAN  OAE  122.26  3.000
 2H8  OAE  CAN  NAL  123.46  3.000
 2H8  CAC  CAN  NAL  114.27  3.000
 2H8  H25  CAC  H24  108.98  3.000
 2H8  H25  CAC  H23  107.64  3.000
 2H8  H24  CAC  H23  107.79  3.000
 2H8  H25  CAC  CAN  112.89  3.000
 2H8  H24  CAC  CAN  110.33  3.000
 2H8  H23  CAC  CAN  109.05  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
 2H8  CONST_01  CAC  CAN  NAL  CAT   180.00   0.0  0
 2H8  CONST_02  OAE  CAN  NAL  CAT     0.00   0.0  0
 2H8  CONST_03  H15  OAF  CAO  CAP   180.00   0.0  0
 2H8  CONST_04  H22  NAL  CAN  OAE   180.00   0.0  0
 2H8  Var_01    CAH  CAP  CAK  CAS    17.95  30.0  1
 2H8  Var_02    CAQ  CAH  CAP  CAK    -1.06  30.0  1
 2H8  Var_03    OAG  CAO  CAP  CAK   176.04  30.0  2
 2H8  Var_04    H6   CAR  OAM  CAS    14.27  30.0  1
 2H8  Var_05    CAJ  CAR  CAI  CAA   178.01  30.0  3
 2H8  Var_06    CAB  CAJ  CAR  CAI  -178.09  30.0  3
 2H8  Var_07    H1   CAA  CAI  CAR  -175.36  30.0  3
 2H8  Var_08    H9   CAB  CAJ  CAR   173.91  30.0  3
 2H8  Var_09    H23  CAC  CAN  NAL    91.37  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
 2H8  chir_01  CAS  OAM  CAT  CAK  negativ
 2H8  chir_02  CAQ  NAD  CAH  CAT  negativ
 2H8  chir_03  CAT  NAL  CAS  CAQ  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
 2H8  plan-1  CAT  0.020
 2H8  plan-1  NAL  0.020
 2H8  plan-1  CAN  0.020
 2H8  plan-1  OAE  0.020
 2H8  plan-1  CAC  0.020
 2H8  plan-1  H22  0.020
 2H8  plan-2  CAP  0.020
 2H8  plan-2  CAO  0.020
 2H8  plan-2  OAG  0.020
 2H8  plan-2  OAF  0.020
 2H8  plan-2  H15  0.020

