# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 16:05:37 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: (2~{S})-2-[2-[[(2~{S})-1-oxidanylbutan-2-yl]amino]ethylamino]butan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H](CO)NCCN[C@@H](CC)CO
#
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
 95E  95E  (2~{S})-2-[2-[[(2~{S})-1-oxidanylbutan-2-yl]amino]ethylamino]butan-1-ol  ligand  38  14  .  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_95E
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
 95E  C2   C  CH2   0  -0.164  -3.3796   0.9031  -1.3542
 95E  O12  O  OH1   0  -0.676   3.5451   2.0229   0.5562
 95E  C11  C  CH2   0  -0.164   3.3665   0.8828   1.3696
 95E  C10  C  CH1   0  -0.100   3.0448  -0.3191   0.4848
 95E  C13  C  CH2   0  -0.420   4.2085  -0.6696  -0.4444
 95E  C14  C  CH3   0  -0.657   4.0151  -1.9941  -1.1681
 95E  N9   N  NH1   0  -0.593   1.8236  -0.1789  -0.2911
 95E  C8   C  CH2   0  -0.275   0.5938  -0.1509   0.4717
 95E  C7   C  CH2   0  -0.274  -0.6081  -0.1562  -0.4613
 95E  N6   N  NH1   0  -0.593  -1.8382  -0.1676   0.3014
 95E  C3   C  CH1   0  -0.100  -3.0606  -0.3026  -0.4737
 95E  O1   O  OH1   0  -0.676  -3.5573   2.0401  -0.5363
 95E  C4   C  CH2   0  -0.420  -4.2246  -0.6532   0.4549
 95E  C5   C  CH3   0  -0.657  -4.0349  -1.9819   1.1717
 95E  H1   H  HCH2  0   0.203  -2.5662   1.0553  -2.0753
 95E  H2   H  HCH2  0   0.192  -4.2810   0.6831  -1.9426
 95E  H3   H  HOH1  0   0.455   3.6243   2.7918   1.1266
 95E  H5   H  HCH2  0   0.204   2.5539   1.0334   2.0919
 95E  H6   H  HCH1  0   0.218   2.8984  -1.1633   1.1706
 95E  H7   H  HCH2  0   0.215   4.3488   0.1325  -1.1753
 95E  H8   H  HCH2  0   0.214   5.1283  -0.7053   0.1467
 95E  H9   H  HCH3  0   0.211   3.9326  -2.8221  -0.4608
 95E  H10  H  HCH3  0   0.221   3.1068  -1.9808  -1.7689
 95E  H11  H  HCH3  0   0.221   4.8552  -2.2087  -1.8300
 95E  H12  H  HNH1  0   0.332   1.8891   0.6545  -0.8646
 95E  H14  H  HCH2  0   0.215   0.5528  -1.0430   1.1035
 95E  H15  H  HCH2  0   0.188   0.5101   0.7129   1.1513
 95E  H16  H  HCH2  0   0.187  -0.5209   0.6962  -1.1549
 95E  H17  H  HCH2  0   0.215  -0.5704  -1.0588  -1.0783
 95E  H18  H  HNH1  0   0.332  -1.8957   0.6702   0.8693
 95E  H20  H  HCH1  0   0.218  -2.9165  -1.1450  -1.1621
 95E  H21  H  HOH1  0   0.455  -3.6383   2.8109  -1.1040
 95E  H22  H  HCH2  0   0.215  -4.3616   0.1458   1.1898
 95E  H23  H  HCH2  0   0.214  -5.1450  -0.6831  -0.1357
 95E  H24  H  HCH3  0   0.211  -3.9513  -2.8061   0.4601
 95E  H25  H  HCH3  0   0.220  -3.1279  -1.9726   1.7748
 95E  H26  H  HCH3  0   0.221  -4.8770  -2.1990   1.8302
 95E  H4   H  HCH2  0   0.192   4.2680   0.6591   1.9565

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
 95E  C5   C4   single  1.522  0.020  1.522
 95E  C4   C3   single  1.530  0.020  1.530
 95E  C3   N6   single  1.454  0.020  1.454
 95E  C3   C2   single  1.527  0.020  1.527
 95E  C13  C10  single  1.530  0.020  1.530
 95E  C13  C14  single  1.522  0.020  1.522
 95E  N6   C7   single  1.447  0.020  1.447
 95E  C10  C11  single  1.527  0.020  1.527
 95E  C10  N9   single  1.454  0.020  1.454
 95E  C8   C7   single  1.521  0.020  1.521
 95E  C8   N9   single  1.447  0.020  1.447
 95E  O12  C11  single  1.412  0.020  1.412
 95E  C2   O1   single  1.412  0.020  1.412
 95E  C2   H1   single  0.970  0.020  1.090
 95E  C2   H2   single  0.970  0.020  1.090
 95E  O12  H3   single  0.850  0.020  0.980
 95E  C11  H4   single  0.970  0.020  1.090
 95E  C11  H5   single  0.970  0.020  1.090
 95E  C10  H6   single  0.970  0.020  1.090
 95E  C13  H7   single  0.970  0.020  1.090
 95E  C13  H8   single  0.970  0.020  1.090
 95E  C14  H9   single  0.970  0.020  1.090
 95E  C14  H10  single  0.970  0.020  1.090
 95E  C14  H11  single  0.970  0.020  1.090
 95E  N9   H12  single  0.890  0.020  1.040
 95E  C8   H14  single  0.970  0.020  1.090
 95E  C8   H15  single  0.970  0.020  1.090
 95E  C7   H16  single  0.970  0.020  1.090
 95E  C7   H17  single  0.970  0.020  1.090
 95E  N6   H18  single  0.890  0.020  1.040
 95E  C3   H20  single  0.970  0.020  1.090
 95E  O1   H21  single  0.850  0.020  0.980
 95E  C4   H22  single  0.970  0.020  1.090
 95E  C4   H23  single  0.970  0.020  1.090
 95E  C5   H24  single  0.970  0.020  1.090
 95E  C5   H25  single  0.970  0.020  1.090
 95E  C5   H26  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
 95E  H2   C2   H1   106.50  3.000
 95E  H2   C2   O1   111.60  3.000
 95E  H1   C2   O1   111.23  3.000
 95E  H2   C2   C3   108.79  3.000
 95E  H1   C2   C3   109.49  3.000
 95E  O1   C2   C3   109.16  3.000
 95E  H3   O12  C11  108.33  3.000
 95E  H5   C11  H4   106.49  3.000
 95E  H5   C11  C10  109.48  3.000
 95E  H4   C11  C10  108.79  3.000
 95E  H5   C11  O12  111.23  3.000
 95E  H4   C11  O12  111.61  3.000
 95E  C10  C11  O12  109.17  3.000
 95E  H6   C10  N9   107.20  3.000
 95E  H6   C10  C13  107.74  3.000
 95E  N9   C10  C13  109.69  3.000
 95E  H6   C10  C11  105.75  3.000
 95E  N9   C10  C11  114.23  3.000
 95E  C13  C10  C11  111.85  3.000
 95E  H8   C13  H7   106.08  3.000
 95E  H8   C13  C14  109.60  3.000
 95E  H7   C13  C14  109.67  3.000
 95E  H8   C13  C10  108.59  3.000
 95E  H7   C13  C10  109.59  3.000
 95E  C14  C13  C10  113.06  3.000
 95E  H11  C14  H10  108.06  3.000
 95E  H11  C14  H9   107.59  3.000
 95E  H10  C14  H9   107.67  3.000
 95E  H11  C14  C13  111.22  3.000
 95E  H10  C14  C13  110.96  3.000
 95E  H9   C14  C13  111.19  3.000
 95E  H12  N9   C8   109.70  3.000
 95E  H12  N9   C10  109.08  3.000
 95E  C8   N9   C10  115.74  3.000
 95E  H15  C8   H14  106.27  3.000
 95E  H15  C8   C7   108.71  3.000
 95E  H14  C8   C7   108.77  3.000
 95E  H15  C8   N9   113.87  3.000
 95E  H14  C8   N9   108.68  3.000
 95E  C7   C8   N9   110.36  3.000
 95E  H17  C7   H16  106.28  3.000
 95E  H17  C7   N6   108.66  3.000
 95E  H16  C7   N6   113.88  3.000
 95E  H17  C7   C8   108.76  3.000
 95E  H16  C7   C8   108.70  3.000
 95E  N6   C7   C8   110.38  3.000
 95E  H18  N6   C3   109.13  3.000
 95E  H18  N6   C7   109.68  3.000
 95E  C3   N6   C7   115.75  3.000
 95E  H20  C3   C4   107.74  3.000
 95E  H20  C3   N6   107.18  3.000
 95E  C4   C3   N6   109.72  3.000
 95E  H20  C3   C2   105.77  3.000
 95E  N6   C3   C2   114.20  3.000
 95E  C4   C3   C2   111.84  3.000
 95E  H21  O1   C2   108.32  3.000
 95E  H23  C4   H22  106.10  3.000
 95E  H23  C4   C5   109.59  3.000
 95E  H22  C4   C5   109.68  3.000
 95E  H23  C4   C3   108.59  3.000
 95E  H22  C4   C3   109.61  3.000
 95E  C5   C4   C3   113.03  3.000
 95E  H26  C5   H25  108.08  3.000
 95E  H26  C5   H24  107.59  3.000
 95E  H25  C5   H24  107.67  3.000
 95E  H26  C5   C4   111.21  3.000
 95E  H25  C5   C4   110.93  3.000
 95E  H24  C5   C4   111.20  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
 95E  Var_01  C7   C8   N9   C10  -173.77  30.0  1
 95E  Var_02  N6   C7   C8   N9    178.33  30.0  3
 95E  Var_03  C3   N6   C7   C8   -174.35  30.0  1
 95E  Var_04  H9   C14  C13  C10   -60.79  30.0  3
 95E  Var_05  H24  C5   C4   C3    -60.52  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
 95E  chir_01  C10  C13  C11  N9  negativ
 95E  chir_02  C3   N6   C4   C2  negativ

