# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 20:45:11 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: (2S)-6-azanyl-2-[[(2R)-3-cyclohexyl-1-(3-methylbutylamino)-1-oxidanylidene-propan-2-yl]carbamoylamino]hexanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCNC(=O)[C@@H](CC1CCCCC1)NC(=O)N[C@@H](CCCCN)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
 FH9  FH9  '(2S)-6-azanyl-2-[[(2R)-3-cyclohexyl-1-(3-methylbutylamino)-1-oxidanylidene-propan-2-yl]carbamoylamino]hexanoic acid'  ligand  68  29  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FH9
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
 FH9  C23   C  CH2    0  -0.416   1.0685  -2.8163  -2.0437
 FH9  C24   C  CH2    0  -0.430   0.8971  -4.2220  -1.4780
 FH9  C25   C  CH2    0  -0.429   2.0155  -4.5651  -0.5014
 FH9  C28   C  CH2    0  -0.426   2.1076  -3.5158   0.5992
 FH9  C29   C  CH2    0  -0.431   2.2838  -2.1115   0.0260
 FH9  C22   C  CH1    0  -0.223   1.1618  -1.7478  -0.9498
 FH9  C21   C  CH2    0  -0.432   1.3220  -0.3747  -1.6021
 FH9  C14   C  CH1    0  -0.185   1.0535   0.8610  -0.7212
 FH9  C15   C  C      0   0.546   2.1070   1.0706   0.3665
 FH9  O16   O  O      0  -0.500   1.8260   1.0726   1.5588
 FH9  N17   N  NH1    0  -0.637   3.3537   1.2412  -0.0844
 FH9  C18   C  CH2    0  -0.237   4.5066   1.3408   0.7870
 FH9  C19   C  CH2    0  -0.458   5.7845   1.0989  -0.0013
 FH9  C20   C  CH1    0  -0.238   7.0574   1.2177   0.8380
 FH9  C26   C  CH3    0  -0.660   7.1200   0.1611   1.9374
 FH9  C27   C  CH3    0  -0.650   8.2850   1.1227  -0.0626
 FH9  N13   N  NH1    0  -0.692  -0.2384   0.8377  -0.0951
 FH9  C11   C  C      0   0.750  -1.3861   1.0882  -0.7761
 FH9  O12   O  O      0  -0.558  -1.3892   1.4081  -1.9622
 FH9  N10   N  NH1    0  -0.668  -2.5278   0.9026  -0.0580
 FH9  C6    C  CH1    0  -0.190  -3.7708   1.4848  -0.5119
 FH9  C7    C  C      0   0.406  -3.7635   3.0350  -0.4926
 FH9  O8    O  OC    -1  -0.621  -4.7446   3.5781  -1.0411
 FH9  O9    O  O      0  -0.599  -2.8106   3.6019   0.0703
 FH9  C5    C  CH2    0  -0.451  -4.9200   0.9435   0.3380
 FH9  C4    C  CH2    0  -0.411  -5.1095  -0.5657   0.2438
 FH9  C3    C  CH2    0  -0.426  -6.2615  -1.0642   1.1068
 FH9  C2    C  CH2    0  -0.270  -6.4817  -2.5644   0.9914
 FH9  N1    N  NH2    0  -0.801  -7.5645  -3.0031   1.8617
 FH9  H231  H  HCH2   0   0.205   1.9797  -2.7794  -2.6534
 FH9  H232  H  HCH2   0   0.223   0.2388  -2.5835  -2.7178
 FH9  H241  H  HCH2   0   0.207  -0.0675  -4.2881  -0.9627
 FH9  H242  H  HCH2   0   0.224   0.8641  -4.9507  -2.2920
 FH9  H22   H  HCH1   0   0.211   0.2134  -1.7572  -0.3965
 FH9  H251  H  HCH2   0   0.224   1.8570  -5.5574  -0.0716
 FH9  H252  H  HCH2   0   0.206   2.9678  -4.6075  -1.0419
 FH9  H281  H  HCH2   0   0.207   1.1940  -3.5444   1.2035
 FH9  H282  H  HCH2   0   0.224   2.9331  -3.7435   1.2783
 FH9  H291  H  HCH2   0   0.233   2.3350  -1.4010   0.8519
 FH9  H292  H  HCH2   0   0.202   3.2455  -2.0516  -0.4981
 FH9  H211  H  HCH2   0   0.222   2.3191  -0.2959  -2.0483
 FH9  H212  H  HCH2   0   0.242   0.6212  -0.3072  -2.4381
 FH9  H14   H  HCH1   0   0.281   1.1096   1.7334  -1.3819
 FH9  H13   H  HNH1   0   0.385  -0.2700   0.5944   0.8821
 FH9  H17   H  HNH1   0   0.402   3.5092   1.2903  -1.0785
 FH9  H181  H  HCH2   0   0.231   4.5437   2.3250   1.2657
 FH9  H182  H  HCH2   0   0.235   4.4017   0.6033   1.5842
 FH9  H191  H  HCH2   0   0.224   5.7458   0.1037  -0.4598
 FH9  H192  H  HCH2   0   0.234   5.8333   1.8198  -0.8246
 FH9  H20   H  HCH1   0   0.218   7.0593   2.2065   1.3121
 FH9  H261  H  HCH3   0   0.215   7.0838  -0.8441   1.5097
 FH9  H262  H  HCH3   0   0.229   8.0474   0.2437   2.5063
 FH9  H263  H  HCH3   0   0.229   6.2971   0.2494   2.6469
 FH9  H271  H  HCH3   0   0.226   8.2846   1.9040  -0.8244
 FH9  H272  H  HCH3   0   0.227   9.2069   1.2189   0.5133
 FH9  H273  H  HCH3   0   0.214   8.3167   0.1582  -0.5756
 FH9  H10   H  HNH1   0   0.370  -2.4204   0.8688   0.9450
 FH9  H6    H  HCH1   0   0.226  -3.9392   1.1640  -1.5441
 FH9  H51C  H  HCH2   0   0.213  -4.7611   1.2287   1.3857
 FH9  H52C  H  HCH2   0   0.230  -5.8376   1.4440   0.0227
 FH9  H41C  H  HCH2   0   0.208  -5.2887  -0.8399  -0.8018
 FH9  H42C  H  HCH2   0   0.215  -4.1880  -1.0766   0.5385
 FH9  H31C  H  HCH2   0   0.211  -6.0748  -0.8106   2.1551
 FH9  H32C  H  HCH2   0   0.209  -7.1831  -0.5424   0.8227
 FH9  H21C  H  HCH2   0   0.186  -6.6412  -2.8193  -0.0669
 FH9  H22C  H  HCH2   0   0.209  -5.5680  -3.0835   1.2950
 FH9  H11N  H  HNH2   0   0.336  -8.4344  -2.5980   1.5373
 FH9  H12N  H  HNH2   0   0.344  -7.6845  -4.0040   1.7713

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
 FH9  C23  C24   single  1.525  0.020  1.525
 FH9  C23  C22   single  1.532  0.020  1.532
 FH9  C24  C25   single  1.524  0.020  1.524
 FH9  C25  C28   single  1.523  0.020  1.523
 FH9  C28  C29   single  1.527  0.020  1.527
 FH9  C29  C22   single  1.531  0.020  1.531
 FH9  C22  C21   single  1.529  0.020  1.529
 FH9  C21  C14   single  1.541  0.020  1.541
 FH9  C14  C15   single  1.529  0.020  1.529
 FH9  C14  N13   single  1.436  0.020  1.436
 FH9  C15  O16   double  1.225  0.020  1.225
 FH9  C15  N17   single  1.337  0.020  1.337
 FH9  N17  C18   single  1.449  0.020  1.449
 FH9  C18  C19   single  1.521  0.020  1.521
 FH9  C19  C20   single  1.529  0.020  1.529
 FH9  C20  C26   single  1.526  0.020  1.526
 FH9  C20  C27   single  1.525  0.020  1.525
 FH9  N13  C11   single  1.358  0.020  1.358
 FH9  C11  O12   double  1.229  0.020  1.229
 FH9  C11  N10   single  1.361  0.020  1.361
 FH9  N10  C6    single  1.446  0.020  1.446
 FH9  C6   C7    single  1.550  0.020  1.550
 FH9  C6   C5    single  1.528  0.020  1.528
 FH9  C7   O8    deloc   1.248  0.020  1.248
 FH9  C7   O9    deloc   1.244  0.020  1.244
 FH9  C5   C4    single  1.524  0.020  1.524
 FH9  C4   C3    single  1.523  0.020  1.523
 FH9  C3   C2    single  1.521  0.020  1.521
 FH9  C2   N1    single  1.457  0.020  1.457
 FH9  C23  H231  single  0.970  0.020  1.090
 FH9  C23  H232  single  0.970  0.020  1.090
 FH9  C24  H241  single  0.970  0.020  1.090
 FH9  C24  H242  single  0.970  0.020  1.090
 FH9  C22  H22   single  0.970  0.020  1.090
 FH9  C25  H251  single  0.970  0.020  1.090
 FH9  C25  H252  single  0.970  0.020  1.090
 FH9  C28  H281  single  0.970  0.020  1.090
 FH9  C28  H282  single  0.970  0.020  1.090
 FH9  C29  H291  single  0.970  0.020  1.090
 FH9  C29  H292  single  0.970  0.020  1.090
 FH9  C21  H211  single  0.970  0.020  1.090
 FH9  C21  H212  single  0.970  0.020  1.090
 FH9  C14  H14   single  0.970  0.020  1.090
 FH9  N13  H13   single  0.860  0.020  1.020
 FH9  N17  H17   single  0.860  0.020  1.020
 FH9  C18  H181  single  0.970  0.020  1.090
 FH9  C18  H182  single  0.970  0.020  1.090
 FH9  C19  H191  single  0.970  0.020  1.090
 FH9  C19  H192  single  0.970  0.020  1.090
 FH9  C20  H20   single  0.970  0.020  1.090
 FH9  C26  H261  single  0.970  0.020  1.090
 FH9  C26  H262  single  0.970  0.020  1.090
 FH9  C26  H263  single  0.970  0.020  1.090
 FH9  C27  H271  single  0.970  0.020  1.090
 FH9  C27  H272  single  0.970  0.020  1.090
 FH9  C27  H273  single  0.970  0.020  1.090
 FH9  N10  H10   single  0.890  0.020  1.040
 FH9  C6   H6    single  0.970  0.020  1.090
 FH9  C5   H51C  single  0.970  0.020  1.090
 FH9  C5   H52C  single  0.970  0.020  1.090
 FH9  C4   H41C  single  0.970  0.020  1.090
 FH9  C4   H42C  single  0.970  0.020  1.090
 FH9  C3   H31C  single  0.970  0.020  1.090
 FH9  C3   H32C  single  0.970  0.020  1.090
 FH9  C2   H21C  single  0.970  0.020  1.090
 FH9  C2   H22C  single  0.970  0.020  1.090
 FH9  N1   H11N  single  0.890  0.020  1.040
 FH9  N1   H12N  single  0.890  0.020  1.040

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
 FH9  H232  C23  H231  106.28  3.000
 FH9  H232  C23  C22   109.74  3.000
 FH9  H231  C23  C22   108.83  3.000
 FH9  H232  C23  C24   109.84  3.000
 FH9  H231  C23  C24   109.30  3.000
 FH9  C22   C23  C24   112.64  3.000
 FH9  H242  C24  H241  106.47  3.000
 FH9  H242  C24  C25   110.45  3.000
 FH9  H241  C24  C25   109.34  3.000
 FH9  H242  C24  C23   109.98  3.000
 FH9  H241  C24  C23   109.21  3.000
 FH9  C25   C24  C23   111.27  3.000
 FH9  H252  C25  H251  106.56  3.000
 FH9  H252  C25  C28   109.30  3.000
 FH9  H251  C25  C28   110.49  3.000
 FH9  H252  C25  C24   109.29  3.000
 FH9  H251  C25  C24   110.48  3.000
 FH9  C28   C25  C24   110.63  3.000
 FH9  H282  C28  H281  106.36  3.000
 FH9  H282  C28  C29   109.74  3.000
 FH9  H281  C28  C29   109.10  3.000
 FH9  H282  C28  C25   110.55  3.000
 FH9  H281  C28  C25   109.27  3.000
 FH9  C29   C28  C25   111.67  3.000
 FH9  H292  C29  H291  106.57  3.000
 FH9  H292  C29  C22   108.97  3.000
 FH9  H291  C29  C22   111.25  3.000
 FH9  H292  C29  C28   109.31  3.000
 FH9  H291  C29  C28   108.67  3.000
 FH9  C22   C29  C28   111.91  3.000
 FH9  H22   C22  C21   108.25  3.000
 FH9  H22   C22  C29   108.05  3.000
 FH9  C21   C22  C29   114.12  3.000
 FH9  H22   C22  C23   107.53  3.000
 FH9  C21   C22  C23   109.16  3.000
 FH9  C29   C22  C23   109.52  3.000
 FH9  H212  C21  H211  105.53  3.000
 FH9  H212  C21  C14   106.02  3.000
 FH9  H211  C21  C14   109.50  3.000
 FH9  H212  C21  C22   108.34  3.000
 FH9  H211  C21  C22   109.50  3.000
 FH9  C14   C21  C22   117.26  3.000
 FH9  H14   C14  N13   108.78  3.000
 FH9  H14   C14  C15   106.53  3.000
 FH9  N13   C14  C15   108.19  3.000
 FH9  H14   C14  C21   106.54  3.000
 FH9  N13   C14  C21   113.14  3.000
 FH9  C15   C14  C21   113.36  3.000
 FH9  N17   C15  O16   122.83  3.000
 FH9  N17   C15  C14   114.85  3.000
 FH9  O16   C15  C14   122.32  3.000
 FH9  H17   N17  C18   117.86  3.000
 FH9  H17   N17  C15   118.89  3.000
 FH9  C18   N17  C15   123.24  3.000
 FH9  H182  C18  H181  106.94  3.000
 FH9  H182  C18  C19   110.61  3.000
 FH9  H181  C18  C19   109.94  3.000
 FH9  H182  C18  N17   108.45  3.000
 FH9  H181  C18  N17   110.60  3.000
 FH9  C19   C18  N17   110.24  3.000
 FH9  H192  C19  H191  106.53  3.000
 FH9  H192  C19  C20   108.92  3.000
 FH9  H191  C19  C20   109.23  3.000
 FH9  H192  C19  C18   108.81  3.000
 FH9  H191  C19  C18   109.36  3.000
 FH9  C20   C19  C18   113.74  3.000
 FH9  H20   C20  C27   108.06  3.000
 FH9  H20   C20  C26   108.22  3.000
 FH9  C27   C20  C26   110.44  3.000
 FH9  H20   C20  C19   107.99  3.000
 FH9  C27   C20  C19   109.94  3.000
 FH9  C26   C20  C19   112.07  3.000
 FH9  H263  C26  H262  107.23  3.000
 FH9  H263  C26  H261  107.71  3.000
 FH9  H262  C26  H261  107.56  3.000
 FH9  H263  C26  C20   112.45  3.000
 FH9  H262  C26  C20   110.98  3.000
 FH9  H261  C26  C20   110.70  3.000
 FH9  H273  C27  H272  107.51  3.000
 FH9  H273  C27  H271  107.71  3.000
 FH9  H272  C27  H271  107.80  3.000
 FH9  H273  C27  C20   110.82  3.000
 FH9  H272  C27  C20   111.27  3.000
 FH9  H271  C27  C20   111.55  3.000
 FH9  H13   N13  C11   120.30  3.000
 FH9  H13   N13  C14   117.06  3.000
 FH9  C11   N13  C14   122.61  3.000
 FH9  N10   C11  O12   122.86  3.000
 FH9  N10   C11  N13   114.78  3.000
 FH9  O12   C11  N13   122.30  3.000
 FH9  H10   N10  C6    114.65  3.000
 FH9  H10   N10  C11   116.07  3.000
 FH9  C6    N10  C11   120.03  3.000
 FH9  H6    C6   C5    107.76  3.000
 FH9  H6    C6   C7    107.80  3.000
 FH9  C5    C6   C7    110.53  3.000
 FH9  H6    C6   N10   108.09  3.000
 FH9  C5    C6   N10   109.22  3.000
 FH9  C7    C6   N10   113.25  3.000
 FH9  O9    C7   O8    127.07  3.000
 FH9  O9    C7   C6    117.72  3.000
 FH9  O8    C7   C6    115.21  3.000
 FH9  H52C  C5   H51C  106.16  3.000
 FH9  H52C  C5   C4    109.37  3.000
 FH9  H51C  C5   C4    109.54  3.000
 FH9  H52C  C5   C6    108.00  3.000
 FH9  H51C  C5   C6    109.27  3.000
 FH9  C4    C5   C6    114.20  3.000
 FH9  H42C  C4   H41C  106.14  3.000
 FH9  H42C  C4   C3    109.36  3.000
 FH9  H41C  C4   C3    109.58  3.000
 FH9  H42C  C4   C5    109.94  3.000
 FH9  H41C  C4   C5    109.09  3.000
 FH9  C3    C4   C5    112.53  3.000
 FH9  H32C  C3   H31C  106.34  3.000
 FH9  H32C  C3   C2    109.15  3.000
 FH9  H31C  C3   C2    109.02  3.000
 FH9  H32C  C3   C4    109.46  3.000
 FH9  H31C  C3   C4    109.74  3.000
 FH9  C2    C3   C4    112.91  3.000
 FH9  H22C  C2   H21C  106.14  3.000
 FH9  H22C  C2   N1    108.19  3.000
 FH9  H21C  C2   N1    113.40  3.000
 FH9  H22C  C2   C3    109.04  3.000
 FH9  H21C  C2   C3    108.82  3.000
 FH9  N1    C2   C3    111.06  3.000
 FH9  H12N  N1   H11N  105.36  3.000
 FH9  H12N  N1   C2    109.42  3.000
 FH9  H11N  N1   C2    109.06  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
 FH9  CONST_01  C18   N17  C15  C14  180.00   0.0  0
 FH9  CONST_02  O12   C11  N13  C14    0.00   0.0  0
 FH9  CONST_03  C18   N17  C15  O16    0.00   0.0  0
 FH9  CONST_05  N10   C11  N13  C14  180.00   0.0  0
 FH9  CONST_07  H17   N17  C15  C14    0.00   0.0  0
 FH9  CONST_08  H13   N13  C11  O12  180.00   0.0  0
 FH9  CONST_09  H10   N10  C11  O12  180.00   0.0  0
 FH9  Var_01    C28   C25  C24  C23   54.89  30.0  1
 FH9  Var_02    C29   C28  C25  C24  -55.47  30.0  1
 FH9  Var_03    C22   C23  C24  C25  -55.68  30.0  1
 FH9  Var_04    C22   C29  C28  C25   56.25  30.0  1
 FH9  Var_05    C19   C18  N17  C15  162.55  30.0  3
 FH9  Var_06    C20   C19  C18  N17  178.66  30.0  3
 FH9  Var_07    C26   C20  C19  C18   63.38  30.0  3
 FH9  Var_08    C3    C4   C5   C6   179.88  30.0  3
 FH9  Var_09    C2    C3   C4   C5   178.50  30.0  3
 FH9  Var_10    N1    C2   C3   C4   178.30  30.0  3
 FH9  Var_11    H261  C26  C20  C19   58.99  30.0  3
 FH9  Var_12    H271  C27  C20  C19   58.79  30.0  3
 FH9  Var_13    H11N  N1   C2   C3    65.69  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
 FH9  chir_01  C22  C23  C29  C21  negativ
 FH9  chir_02  C14  N13  C15  C21  negativ
 FH9  chir_03  C6   N10  C7   C5   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
 FH9  plan-1  C14  0.020
 FH9  plan-1  C15  0.020
 FH9  plan-1  O16  0.020
 FH9  plan-1  N17  0.020
 FH9  plan-1  C18  0.020
 FH9  plan-1  H17  0.020
 FH9  plan-2  C14  0.020
 FH9  plan-2  N13  0.020
 FH9  plan-2  C11  0.020
 FH9  plan-2  O12  0.020
 FH9  plan-2  N10  0.020
 FH9  plan-2  C6   0.020
 FH9  plan-2  H13  0.020
 FH9  plan-2  H10  0.020
 FH9  plan-3  C6   0.020
 FH9  plan-3  C7   0.020
 FH9  plan-3  O8   0.020
 FH9  plan-3  O9   0.020

