# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 06:22:10 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: N-methyl-N-({4-[4-(propan-2-yloxy)phenyl]-1H-pyrrol-3-yl}methyl)ethane-1,2-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Oc1ccc(cc1)c2c[nH]cc2CN(C)CCN
#
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
 5L6  5L6  N-methyl-N-({4-[4-(propan-2-yloxy)phenyl]-1H-pyrrol-3-yl}methyl)ethane-1,2-diamine  ligand  46  21  .  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_5L6
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
 5L6  C4   C  CR16  0  -0.363   2.6061   1.2996  -0.0764
 5L6  C5   C  CR16  0  -0.319   1.3686   1.9231  -0.1665
 5L6  C6   C  CR16  0  -0.344   1.4968  -0.7391   0.5302
 5L6  N1   N  NT    0  -0.405  -2.8784  -0.9353  -0.0024
 5L6  C7   C  CR16  0  -0.325   0.2717  -0.1032   0.4432
 5L6  C8   C  CR6   0   0.018   0.1764   1.2489   0.0958
 5L6  N2   N  NH2   0  -0.803  -2.6540  -4.6524  -0.3142
 5L6  C9   C  CR5   0  -0.005  -1.1118   1.9459   0.0222
 5L6  C10  C  CR15  0  -0.094  -1.3191   3.2614   0.3802
 5L6  C11  C  CR15  0  -0.080  -3.2619   2.4879  -0.3688
 5L6  C12  C  CR5   0  -0.013  -2.3670   1.4487  -0.4556
 5L6  C13  C  CH2   0  -0.394  -2.6664   0.0953  -1.0136
 5L6  C14  C  CH3   0  -0.529  -4.0727  -0.6802   0.7735
 5L6  C15  C  CH2   0  -0.263  -2.8839  -2.2517  -0.6118
 5L6  C16  C  CH2   0  -0.301  -2.8170  -3.3919   0.3951
 5L6  N    N  NR15  0  -0.580  -2.6178   3.5692   0.1389
 5L6  C3   C  CR6   0   0.377   2.6822  -0.0450   0.2813
 5L6  O    O  O2    0  -0.487   3.8248  -0.7463   0.4297
 5L6  C1   C  CH1   0  -0.001   5.0770  -0.1928   0.0190
 5L6  C2   C  CH3   0  -0.665   6.1499  -1.0144   0.7054
 5L6  C    C  CH3   0  -0.678   5.2120  -0.2264  -1.4947
 5L6  H1   H  HCR6  0   0.272   3.4929   1.8785  -0.2960
 5L6  H2   H  HCR6  0   0.244   1.3383   2.9647  -0.4633
 5L6  H3   H  HCR6  0   0.251   1.5450  -1.7860   0.8054
 5L6  H5   H  HCR6  0   0.271  -0.6346  -0.6600   0.6544
 5L6  H6   H  HNH2  0   0.339  -1.7213  -4.7002  -0.7054
 5L6  H7   H  HNH2  0   0.349  -2.7161  -5.4209   0.3403
 5L6  H9   H  HCR5  0   0.269  -0.6379   3.9862   0.7968
 5L6  H10  H  HCR5  0   0.272  -4.3050   2.5286  -0.6396
 5L6  H11  H  HCH2  0   0.236  -1.8274  -0.2254  -1.6377
 5L6  H12  H  HCH2  0   0.213  -3.5372   0.1702  -1.6875
 5L6  H13  H  HCH3  0   0.237  -4.1768  -1.4091   1.5760
 5L6  H14  H  HCH3  0   0.242  -4.0149   0.3042   1.2367
 5L6  H15  H  HCH3  0   0.185  -4.9932  -0.7091   0.1671
 5L6  H16  H  HCH2  0   0.191  -3.7578  -2.4006  -1.2700
 5L6  H17  H  HCH2  0   0.221  -1.9995  -2.3205  -1.2540
 5L6  H18  H  HCH2  0   0.221  -3.7439  -3.4508   0.9690
 5L6  H19  H  HCH2  0   0.195  -2.0137  -3.1759   1.1144
 5L6  H20  H  HNR5  0   0.409  -3.0416   4.4627   0.3235
 5L6  H21  H  HCH1  0   0.227   5.1563   0.8416   0.3726
 5L6  H22  H  HCH3  0   0.229   6.0913  -2.0640   0.4128
 5L6  H23  H  HCH3  0   0.234   7.1352  -0.6433   0.4249
 5L6  H24  H  HCH3  0   0.240   6.0649  -0.9517   1.7905
 5L6  H25  H  HCH3  0   0.230   5.1647  -1.2530  -1.8621
 5L6  H26  H  HCH3  0   0.240   4.4329   0.3512  -1.9929
 5L6  H27  H  HCH3  0   0.237   6.1731   0.1943  -1.7908

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
 5L6  C2   C1   single    1.516  0.020  1.516
 5L6  C    C1   single    1.520  0.020  1.520
 5L6  C1   O    single    1.429  0.020  1.429
 5L6  O    C3   single    1.349  0.020  1.349
 5L6  C3   C4   aromatic  1.393  0.020  1.393
 5L6  C3   C6   aromatic  1.396  0.020  1.396
 5L6  C4   C5   aromatic  1.389  0.020  1.389
 5L6  C6   C7   aromatic  1.383  0.020  1.383
 5L6  C5   C8   aromatic  1.395  0.020  1.395
 5L6  C7   C8   aromatic  1.399  0.020  1.399
 5L6  C8   C9   single    1.467  0.020  1.467
 5L6  C10  C9   aromatic  1.379  0.020  1.379
 5L6  C10  N    aromatic  1.356  0.020  1.356
 5L6  C9   C12  aromatic  1.432  0.020  1.432
 5L6  N    C11  aromatic  1.357  0.020  1.357
 5L6  C12  C11  aromatic  1.374  0.020  1.374
 5L6  C12  C13  single    1.494  0.020  1.494
 5L6  C13  N1   single    1.459  0.020  1.459
 5L6  C14  N1   single    1.447  0.020  1.447
 5L6  N1   C15  single    1.451  0.020  1.451
 5L6  C16  C15  single    1.523  0.020  1.523
 5L6  C16  N2   single    1.455  0.020  1.455
 5L6  C4   H1   single    0.930  0.020  1.080
 5L6  C5   H2   single    0.930  0.020  1.080
 5L6  C6   H3   single    0.930  0.020  1.080
 5L6  C7   H5   single    0.930  0.020  1.080
 5L6  N2   H6   single    0.890  0.020  1.040
 5L6  N2   H7   single    0.890  0.020  1.040
 5L6  C10  H9   single    0.930  0.020  1.080
 5L6  C11  H10  single    0.930  0.020  1.080
 5L6  C13  H11  single    0.970  0.020  1.090
 5L6  C13  H12  single    0.970  0.020  1.090
 5L6  C14  H13  single    0.970  0.020  1.090
 5L6  C14  H14  single    0.970  0.020  1.090
 5L6  C14  H15  single    0.970  0.020  1.090
 5L6  C15  H16  single    0.970  0.020  1.090
 5L6  C15  H17  single    0.970  0.020  1.090
 5L6  C16  H18  single    0.970  0.020  1.090
 5L6  C16  H19  single    0.970  0.020  1.090
 5L6  N    H20  single    0.860  0.020  1.020
 5L6  C1   H21  single    0.970  0.020  1.090
 5L6  C2   H22  single    0.970  0.020  1.090
 5L6  C2   H23  single    0.970  0.020  1.090
 5L6  C2   H24  single    0.970  0.020  1.090
 5L6  C    H25  single    0.970  0.020  1.090
 5L6  C    H26  single    0.970  0.020  1.090
 5L6  C    H27  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
 5L6  H1   C4   C3   121.59  3.000
 5L6  H1   C4   C5   118.50  3.000
 5L6  C3   C4   C5   119.91  3.000
 5L6  H2   C5   C8   119.50  3.000
 5L6  H2   C5   C4   118.32  3.000
 5L6  C8   C5   C4   122.18  3.000
 5L6  H3   C6   C3   119.20  3.000
 5L6  H3   C6   C7   119.98  3.000
 5L6  C3   C6   C7   120.82  3.000
 5L6  C15  N1   C14  112.47  3.000
 5L6  C15  N1   C13  110.51  3.000
 5L6  C14  N1   C13  111.53  3.000
 5L6  H5   C7   C8   119.18  3.000
 5L6  H5   C7   C6   119.47  3.000
 5L6  C8   C7   C6   121.35  3.000
 5L6  C9   C8   C7   122.11  3.000
 5L6  C9   C8   C5   120.78  3.000
 5L6  C7   C8   C5   117.11  3.000
 5L6  H7   N2   H6   105.71  3.000
 5L6  H7   N2   C16  109.62  3.000
 5L6  H6   N2   C16  109.41  3.000
 5L6  C12  C9   C10  106.62  3.000
 5L6  C12  C9   C8   128.44  3.000
 5L6  C10  C9   C8   124.92  3.000
 5L6  H9   C10  N    121.40  3.000
 5L6  H9   C10  C9   130.28  3.000
 5L6  N    C10  C9   108.31  3.000
 5L6  H10  C11  N    121.53  3.000
 5L6  H10  C11  C12  129.98  3.000
 5L6  N    C11  C12  108.49  3.000
 5L6  C13  C12  C11  125.32  3.000
 5L6  C13  C12  C9   127.92  3.000
 5L6  C11  C12  C9   106.69  3.000
 5L6  H12  C13  H11  106.07  3.000
 5L6  H12  C13  C12  108.94  3.000
 5L6  H11  C13  C12  108.97  3.000
 5L6  H12  C13  N1   110.88  3.000
 5L6  H11  C13  N1   107.44  3.000
 5L6  C12  C13  N1   114.20  3.000
 5L6  H15  C14  H14  107.56  3.000
 5L6  H15  C14  H13  107.93  3.000
 5L6  H14  C14  H13  107.25  3.000
 5L6  H15  C14  N1   112.93  3.000
 5L6  H14  C14  N1   110.09  3.000
 5L6  H13  C14  N1   110.86  3.000
 5L6  H17  C15  H16  106.32  3.000
 5L6  H17  C15  C16  107.78  3.000
 5L6  H16  C15  C16  109.15  3.000
 5L6  H17  C15  N1   107.48  3.000
 5L6  H16  C15  N1   112.07  3.000
 5L6  C16  C15  N1   113.68  3.000
 5L6  H19  C16  H18  106.67  3.000
 5L6  H19  C16  C15  108.51  3.000
 5L6  H18  C16  C15  110.53  3.000
 5L6  H19  C16  N2   114.02  3.000
 5L6  H18  C16  N2   107.73  3.000
 5L6  C15  C16  N2   109.34  3.000
 5L6  H20  N    C11  125.19  3.000
 5L6  H20  N    C10  124.91  3.000
 5L6  C11  N    C10  109.89  3.000
 5L6  O    C3   C6   116.18  3.000
 5L6  C6   C3   C4   118.63  3.000
 5L6  O    C3   C4   125.18  3.000
 5L6  C1   O    C3   120.60  3.000
 5L6  H21  C1   C    109.62  3.000
 5L6  H21  C1   C2   108.31  3.000
 5L6  C    C1   C2   112.09  3.000
 5L6  H21  C1   O    109.65  3.000
 5L6  C    C1   O    110.82  3.000
 5L6  C2   C1   O    106.26  3.000
 5L6  H24  C2   H23  107.88  3.000
 5L6  H24  C2   H22  108.55  3.000
 5L6  H23  C2   H22  107.89  3.000
 5L6  H24  C2   C1   111.37  3.000
 5L6  H23  C2   C1   109.81  3.000
 5L6  H22  C2   C1   111.22  3.000
 5L6  H27  C    H26  107.54  3.000
 5L6  H27  C    H25  108.04  3.000
 5L6  H26  C    H25  108.28  3.000
 5L6  H27  C    C1   109.89  3.000
 5L6  H26  C    C1   112.32  3.000
 5L6  H25  C    C1   110.62  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
 5L6  CONST_01  C7   C6   C3   C4      0.00   0.0  0
 5L6  CONST_02  C7   C8   C5   C4      0.00   0.0  0
 5L6  CONST_03  C9   C8   C5   C4    180.00   0.0  0
 5L6  CONST_04  C6   C3   C4   C5      0.00   0.0  0
 5L6  CONST_05  C6   C7   C8   C5      0.00   0.0  0
 5L6  CONST_08  C9   C8   C7   C6    180.00   0.0  0
 5L6  CONST_11  C3   C4   C5   C8      0.00   0.0  0
 5L6  CONST_12  C3   C6   C7   C8      0.00   0.0  0
 5L6  CONST_13  N    C10  C9   C8    180.00   0.0  0
 5L6  CONST_14  C11  C12  C9   C8    180.00   0.0  0
 5L6  CONST_15  C11  N    C10  C9      0.00   0.0  0
 5L6  CONST_16  N    C11  C12  C9      0.00   0.0  0
 5L6  CONST_17  C11  C12  C9   C10     0.00   0.0  0
 5L6  CONST_18  C12  C11  N    C10     0.00   0.0  0
 5L6  CONST_19  N    C10  C9   C12     0.00   0.0  0
 5L6  CONST_20  O    C3   C4   C5    180.00   0.0  0
 5L6  CONST_21  O    C3   C6   C7    180.00   0.0  0
 5L6  CONST_22  C13  C12  C9   C8      0.00   0.0  0
 5L6  CONST_23  C13  C12  C9   C10   180.00   0.0  0
 5L6  CONST_24  N    C11  C12  C13   180.00   0.0  0
 5L6  CONST_25  H3   C6   C3   C4    180.00   0.0  0
 5L6  CONST_26  H5   C7   C8   C5    180.00   0.0  0
 5L6  CONST_27  H1   C4   C3   C6    180.00   0.0  0
 5L6  CONST_28  H2   C5   C8   C7    180.00   0.0  0
 5L6  CONST_29  H9   C10  C9   C8      0.00   0.0  0
 5L6  CONST_30  H20  N    C10  C9    180.00   0.0  0
 5L6  CONST_31  H10  C11  C12  C9    180.00   0.0  0
 5L6  Var_01    C9   C12  C13  N1     81.16  30.0  2
 5L6  Var_02    C14  N1   C13  C12    66.00  30.0  3
 5L6  Var_03    C2   C1   O    C3    162.66  30.0  2
 5L6  Var_04    N2   C16  C15  N1   -172.73  30.0  1
 5L6  Var_05    C16  C15  N1   C13   168.32  30.0  3
 5L6  Var_06    H13  C14  N1   C13  -175.39  30.0  3
 5L6  Var_07    H6   N2   C16  C15    71.00  30.0  3
 5L6  Var_08    H22  C2   C1   O      60.26  30.0  3
 5L6  Var_09    H25  C    C1   O     -60.51  30.0  3

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
 5L6  plan-1  C8   0.020
 5L6  plan-1  C9   0.020
 5L6  plan-1  C10  0.020
 5L6  plan-1  C11  0.020
 5L6  plan-1  C12  0.020
 5L6  plan-1  C13  0.020
 5L6  plan-1  N    0.020
 5L6  plan-1  H9   0.020
 5L6  plan-1  H10  0.020
 5L6  plan-1  H20  0.020
 5L6  plan-2  C4   0.020
 5L6  plan-2  C5   0.020
 5L6  plan-2  C6   0.020
 5L6  plan-2  C7   0.020
 5L6  plan-2  C8   0.020
 5L6  plan-2  C9   0.020
 5L6  plan-2  C3   0.020
 5L6  plan-2  O    0.020
 5L6  plan-2  H1   0.020
 5L6  plan-2  H2   0.020
 5L6  plan-2  H3   0.020
 5L6  plan-2  H5   0.020

