# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 10:00:15 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: 6-ethyl-5-[9-(3-methoxypropyl)-9H-carbazol-2-yl]pyrimidine-2,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1nc(N)nc(N)c1c2ccc3c(c2)n(CCCOC)c4ccccc34
#
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
 2IG  2IG  6-ethyl-5-[9-(3-methoxypropyl)-9H-carbazol-2-yl]pyrimidine-2,4-diamine  ligand  53  28  .  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_2IG
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
 2IG  C1    C  CR6   0   0.486   2.9994  -0.7463   1.2368
 2IG  N1    N  N     0  -0.507   4.1973  -1.3208   1.2206
 2IG  C2    C  CR6   0   0.530   5.0587  -0.8836   0.3059
 2IG  N2    N  N     0  -0.503   4.8359   0.0663  -0.5979
 2IG  C3    C  CR6   0   0.275   3.6325   0.6439  -0.5750
 2IG  C4    C  CR6   0  -0.151   2.6516   0.2842   0.3341
 2IG  N3    N  NH2   0  -0.811   2.1118  -1.2097   2.1404
 2IG  N4    N  NH2   0  -0.808   6.2984  -1.4342   0.3261
 2IG  C5    C  CH2   0  -0.504   3.3807   1.6695  -1.6416
 2IG  C6    C  CH3   0  -0.643   2.8068   1.0251  -2.9023
 2IG  C7    C  CR16  0  -0.274   1.1188   2.1450   1.0116
 2IG  C8    C  CR16  0  -0.341  -0.1352   2.7221   1.1049
 2IG  C9    C  CR56  0   0.072  -1.2318   2.0505   0.5751
 2IG  C10   C  CR56  0   0.380  -1.0407   0.8042  -0.0530
 2IG  C11   C  CR16  0  -0.330   0.2183   0.2230  -0.1510
 2IG  C12   C  CR6   0  -0.014   1.3069   0.9022   0.3844
 2IG  N5    N  NR5   0  -0.644  -2.2499   0.3334  -0.5017
 2IG  C13   C  CH2   0  -0.308  -2.4500  -0.9421  -1.1398
 2IG  C14   C  CH2   0  -0.474  -2.5375  -2.1005  -0.1520
 2IG  C15   C  CH2   0  -0.097  -2.7188  -3.4171  -0.8793
 2IG  O1    O  O2    0  -0.471  -2.7304  -4.4599   0.0570
 2IG  C16   C  CH3   0  -0.371  -2.8997  -5.7169  -0.5366
 2IG  C17   C  CR16  0  -0.293  -4.6034   1.1751  -0.3788
 2IG  C18   C  CR56  0   0.369  -3.2319   1.2339  -0.1559
 2IG  C19   C  CR56  0   0.079  -2.6423   2.3274   0.5083
 2IG  C20   C  CR16  0  -0.346  -3.4380   3.3807   0.9472
 2IG  C21   C  CR16  0  -0.236  -4.8015   3.3289   0.7243
 2IG  C22   C  CR16  0  -0.237  -5.3728   2.2346   0.0679
 2IG  HN31  H  HNH2  0   0.375   2.4526  -1.7991   2.8793
 2IG  HN32  H  HNH2  0   0.390   1.2767  -0.6872   2.3374
 2IG  HN41  H  HNH2  0   0.372   6.8757  -1.3053  -0.4855
 2IG  HN42  H  HNH2  0   0.372   6.4144  -2.3079   0.8078
 2IG  H51   H  HCH2  0   0.243   4.3257   2.1593  -1.8804
 2IG  H52   H  HCH2  0   0.240   2.6970   2.4398  -1.2835
 2IG  H61   H  HCH3  0   0.221   3.4637   0.2394  -3.2754
 2IG  H62   H  HCH3  0   0.223   1.8281   0.5847  -2.7113
 2IG  H63   H  HCH3  0   0.228   2.6896   1.7661  -3.6927
 2IG  H8    H  HCR6  0   0.220  -0.2552   3.6800   1.5946
 2IG  H11   H  HCR6  0   0.230   0.3668  -0.7384  -0.6280
 2IG  H131  H  HCH2  0   0.249  -3.3545  -0.8842  -1.7473
 2IG  H132  H  HCH2  0   0.244  -1.6343  -1.1032  -1.8490
 2IG  H141  H  HCH2  0   0.237  -1.6261  -2.1394   0.4509
 2IG  H142  H  HCH2  0   0.242  -3.3708  -1.9356   0.5356
 2IG  H151  H  HCH2  0   0.184  -3.6544  -3.4016  -1.4590
 2IG  H152  H  HCH2  0   0.184  -1.9067  -3.5588  -1.6089
 2IG  H161  H  HCH3  0   0.221  -2.8871  -6.4675   0.2525
 2IG  H162  H  HCH3  0   0.191  -3.8533  -5.7958  -1.0736
 2IG  H163  H  HCH3  0   0.192  -2.0971  -5.9503  -1.2476
 2IG  H17   H  HCR6  0   0.225  -5.0658   0.3347  -0.8792
 2IG  H20   H  HCR6  0   0.213  -2.9968   4.2286   1.4557
 2IG  H21   H  HCR6  0   0.223  -5.4342   4.1389   1.0608
 2IG  H22   H  HCR6  0   0.225  -6.4423   2.2129  -0.0945
 2IG  H7    H  HCR6  0   0.229   1.9758   2.6524   1.4350

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
 2IG  C1   N1    aromatic  1.329  0.020  1.329
 2IG  C1   C4    aromatic  1.413  0.020  1.413
 2IG  C1   N3    single    1.349  0.020  1.349
 2IG  N1   C2    aromatic  1.330  0.020  1.330
 2IG  C2   N2    aromatic  1.330  0.020  1.330
 2IG  C2   N4    single    1.357  0.020  1.357
 2IG  N2   C3    aromatic  1.335  0.020  1.335
 2IG  C3   C4    aromatic  1.385  0.020  1.385
 2IG  C3   C5    single    1.501  0.020  1.501
 2IG  C4   C12   single    1.481  0.020  1.481
 2IG  N3   HN31  single    0.890  0.020  1.040
 2IG  N3   HN32  single    0.890  0.020  1.040
 2IG  N4   HN41  single    0.890  0.020  1.040
 2IG  N4   HN42  single    0.890  0.020  1.040
 2IG  C5   C6    single    1.528  0.020  1.528
 2IG  C5   H51   single    0.970  0.020  1.090
 2IG  C5   H52   single    0.970  0.020  1.090
 2IG  C6   H61   single    0.970  0.020  1.090
 2IG  C6   H62   single    0.970  0.020  1.090
 2IG  C6   H63   single    0.970  0.020  1.090
 2IG  C7   C8    aromatic  1.384  0.020  1.384
 2IG  C7   C12   aromatic  1.405  0.020  1.405
 2IG  C7   H7    single    0.930  0.020  1.080
 2IG  C8   C9    aromatic  1.391  0.020  1.391
 2IG  C8   H8    single    0.930  0.020  1.080
 2IG  C9   C10   aromatic  1.409  0.020  1.409
 2IG  C9   C19   aromatic  1.439  0.020  1.439
 2IG  C10  C11   aromatic  1.390  0.020  1.390
 2IG  C10  N5    aromatic  1.373  0.020  1.373
 2IG  C11  C12   aromatic  1.390  0.020  1.390
 2IG  C11  H11   single    0.930  0.020  1.080
 2IG  N5   C13   single    1.440  0.020  1.440
 2IG  N5   C18   aromatic  1.377  0.020  1.377
 2IG  C13  C14   single    1.525  0.020  1.525
 2IG  C13  H131  single    0.970  0.020  1.090
 2IG  C13  H132  single    0.970  0.020  1.090
 2IG  C14  C15   single    1.515  0.020  1.515
 2IG  C14  H141  single    0.970  0.020  1.090
 2IG  C14  H142  single    0.970  0.020  1.090
 2IG  C15  O1    single    1.401  0.020  1.401
 2IG  C15  H151  single    0.970  0.020  1.090
 2IG  C15  H152  single    0.970  0.020  1.090
 2IG  O1   C16   single    1.400  0.020  1.400
 2IG  C16  H161  single    0.970  0.020  1.090
 2IG  C16  H162  single    0.970  0.020  1.090
 2IG  C16  H163  single    0.970  0.020  1.090
 2IG  C17  C18   aromatic  1.391  0.020  1.391
 2IG  C17  C22   aromatic  1.383  0.020  1.383
 2IG  C17  H17   single    0.930  0.020  1.080
 2IG  C18  C19   aromatic  1.409  0.020  1.409
 2IG  C19  C20   aromatic  1.391  0.020  1.391
 2IG  C20  C21   aromatic  1.383  0.020  1.383
 2IG  C20  H20   single    0.930  0.020  1.080
 2IG  C21  C22   aromatic  1.398  0.020  1.398
 2IG  C21  H21   single    0.930  0.020  1.080
 2IG  C22  H22   single    0.930  0.020  1.080

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
 2IG  N3    C1   C4    121.09  3.000
 2IG  N3    C1   N1    116.94  3.000
 2IG  C4    C1   N1    121.96  3.000
 2IG  C2    N1   C1    116.75  3.000
 2IG  N4    C2   N2    116.94  3.000
 2IG  N4    C2   N1    116.62  3.000
 2IG  N2    C2   N1    126.41  3.000
 2IG  C3    N2   C2    116.64  3.000
 2IG  C5    C3   C4    121.68  3.000
 2IG  C5    C3   N2    115.76  3.000
 2IG  C4    C3   N2    122.50  3.000
 2IG  C12   C4   C3    123.86  3.000
 2IG  C12   C4   C1    120.40  3.000
 2IG  C3    C4   C1    115.74  3.000
 2IG  HN32  N3   HN31  116.29  3.000
 2IG  HN32  N3   C1    119.98  3.000
 2IG  HN31  N3   C1    118.10  3.000
 2IG  HN42  N4   HN41  115.65  3.000
 2IG  HN42  N4   C2    117.76  3.000
 2IG  HN41  N4   C2    117.46  3.000
 2IG  H52   C5   H51   107.32  3.000
 2IG  H52   C5   C6    109.48  3.000
 2IG  H51   C5   C6    109.53  3.000
 2IG  H52   C5   C3    110.76  3.000
 2IG  H51   C5   C3    108.48  3.000
 2IG  C6    C5   C3    111.18  3.000
 2IG  H63   C6   H62   107.78  3.000
 2IG  H63   C6   H61   107.86  3.000
 2IG  H62   C6   H61   108.05  3.000
 2IG  H63   C6   C5    110.62  3.000
 2IG  H62   C6   C5    111.29  3.000
 2IG  H61   C6   C5    111.10  3.000
 2IG  H7    C7   C12   118.91  3.000
 2IG  H7    C7   C8    119.72  3.000
 2IG  C12   C7   C8    121.36  3.000
 2IG  H8    C8   C9    120.81  3.000
 2IG  H8    C8   C7    120.00  3.000
 2IG  C9    C8   C7    119.18  3.000
 2IG  C19   C9   C10   106.41  3.000
 2IG  C19   C9   C8    134.24  3.000
 2IG  C10   C9   C8    119.35  3.000
 2IG  N5    C10  C11   129.14  3.000
 2IG  N5    C10  C9    109.25  3.000
 2IG  C11   C10  C9    121.62  3.000
 2IG  H11   C11  C12   119.72  3.000
 2IG  H11   C11  C10   121.75  3.000
 2IG  C12   C11  C10   118.53  3.000
 2IG  C11   C12  C7    119.96  3.000
 2IG  C11   C12  C4    119.60  3.000
 2IG  C7    C12  C4    120.40  3.000
 2IG  C18   N5   C13   126.27  3.000
 2IG  C18   N5   C10   108.77  3.000
 2IG  C13   N5   C10   124.81  3.000
 2IG  H132  C13  H131  105.39  3.000
 2IG  H132  C13  C14   110.56  3.000
 2IG  H131  C13  C14   110.70  3.000
 2IG  H132  C13  N5    108.32  3.000
 2IG  H131  C13  N5    108.35  3.000
 2IG  C14   C13  N5    113.19  3.000
 2IG  H142  C14  H141  107.10  3.000
 2IG  H142  C14  C15   109.99  3.000
 2IG  H141  C14  C15   109.48  3.000
 2IG  H142  C14  C13   109.68  3.000
 2IG  H141  C14  C13   109.66  3.000
 2IG  C15   C14  C13   110.86  3.000
 2IG  H152  C15  H151  106.24  3.000
 2IG  H152  C15  O1    110.68  3.000
 2IG  H151  C15  O1    110.81  3.000
 2IG  H152  C15  C14   109.99  3.000
 2IG  H151  C15  C14   110.02  3.000
 2IG  O1    C15  C14   109.08  3.000
 2IG  C16   O1   C15   112.69  3.000
 2IG  H163  C16  H162  107.65  3.000
 2IG  H163  C16  H161  108.32  3.000
 2IG  H162  C16  H161  108.36  3.000
 2IG  H163  C16  O1    112.16  3.000
 2IG  H162  C16  O1    112.16  3.000
 2IG  H161  C16  O1    108.06  3.000
 2IG  H17   C17  C22   120.44  3.000
 2IG  H17   C17  C18   121.90  3.000
 2IG  C22   C17  C18   117.66  3.000
 2IG  C19   C18  C17   121.41  3.000
 2IG  C19   C18  N5    109.13  3.000
 2IG  C17   C18  N5    129.46  3.000
 2IG  C20   C19  C18   119.81  3.000
 2IG  C20   C19  C9    133.76  3.000
 2IG  C18   C19  C9    106.43  3.000
 2IG  H20   C20  C21   120.46  3.000
 2IG  H20   C20  C19   120.54  3.000
 2IG  C21   C20  C19   119.00  3.000
 2IG  H21   C21  C22   119.55  3.000
 2IG  H21   C21  C20   119.92  3.000
 2IG  C22   C21  C20   120.53  3.000
 2IG  H22   C22  C21   119.35  3.000
 2IG  H22   C22  C17   119.07  3.000
 2IG  C21   C22  C17   121.58  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
 2IG  CONST_01  N2    C2   N1   C1      0.00   0.0  0
 2IG  CONST_02  N2    C3   C4   C1      0.00   0.0  0
 2IG  CONST_05  C3    C4   C1   N1      0.00   0.0  0
 2IG  CONST_06  C12   C4   C1   N1    180.00   0.0  0
 2IG  CONST_07  C3    N2   C2   N1      0.00   0.0  0
 2IG  CONST_08  C4    C1   N1   C2      0.00   0.0  0
 2IG  CONST_09  C4    C3   N2   C2      0.00   0.0  0
 2IG  CONST_10  C12   C4   C3   N2    180.00   0.0  0
 2IG  CONST_13  C8    C7   C12  C4    180.00   0.0  0
 2IG  CONST_14  C10   C11  C12  C4    180.00   0.0  0
 2IG  CONST_15  C10   C9   C8   C7      0.00   0.0  0
 2IG  CONST_16  C19   C9   C8   C7    180.00   0.0  0
 2IG  CONST_17  C10   C11  C12  C7      0.00   0.0  0
 2IG  CONST_18  C11   C12  C7   C8      0.00   0.0  0
 2IG  CONST_19  C11   C10  C9   C8      0.00   0.0  0
 2IG  CONST_20  N5    C10  C9   C8    180.00   0.0  0
 2IG  CONST_21  C18   C19  C9   C8    180.00   0.0  0
 2IG  CONST_22  C20   C19  C9   C8      0.00   0.0  0
 2IG  CONST_23  C12   C7   C8   C9      0.00   0.0  0
 2IG  CONST_24  C12   C11  C10  C9      0.00   0.0  0
 2IG  CONST_25  C18   N5   C10  C9      0.00   0.0  0
 2IG  CONST_26  N5    C18  C19  C9      0.00   0.0  0
 2IG  CONST_27  C17   C18  C19  C9    180.00   0.0  0
 2IG  CONST_28  C21   C20  C19  C9    180.00   0.0  0
 2IG  CONST_29  C18   C19  C9   C10     0.00   0.0  0
 2IG  CONST_30  C20   C19  C9   C10   180.00   0.0  0
 2IG  CONST_31  C17   C18  N5   C10   180.00   0.0  0
 2IG  CONST_32  C19   C18  N5   C10     0.00   0.0  0
 2IG  CONST_33  C19   C9   C10  C11   180.00   0.0  0
 2IG  CONST_34  C18   N5   C10  C11   180.00   0.0  0
 2IG  CONST_35  N5    C10  C11  C12   180.00   0.0  0
 2IG  CONST_36  C19   C9   C10  N5      0.00   0.0  0
 2IG  CONST_37  C22   C17  C18  N5    180.00   0.0  0
 2IG  CONST_38  C20   C19  C18  N5    180.00   0.0  0
 2IG  CONST_39  C20   C19  C18  C17     0.00   0.0  0
 2IG  CONST_40  C20   C21  C22  C17     0.00   0.0  0
 2IG  CONST_41  C21   C22  C17  C18     0.00   0.0  0
 2IG  CONST_42  C21   C20  C19  C18     0.00   0.0  0
 2IG  CONST_43  C22   C17  C18  C19     0.00   0.0  0
 2IG  CONST_44  C22   C21  C20  C19     0.00   0.0  0
 2IG  CONST_45  N4    C2   N1   C1    180.00   0.0  0
 2IG  CONST_46  C5    C3   C4   C1    180.00   0.0  0
 2IG  CONST_47  N3    C1   N1   C2    180.00   0.0  0
 2IG  CONST_48  C5    C3   N2   C2    180.00   0.0  0
 2IG  CONST_49  N4    C2   N2   C3    180.00   0.0  0
 2IG  CONST_50  N3    C1   C4   C3    180.00   0.0  0
 2IG  CONST_51  C12   C4   C1   N3      0.00   0.0  0
 2IG  CONST_52  C12   C4   C3   C5      0.00   0.0  0
 2IG  CONST_53  C13   N5   C10  C9    180.00   0.0  0
 2IG  CONST_54  C13   N5   C10  C11     0.00   0.0  0
 2IG  CONST_55  C17   C18  N5   C13     0.00   0.0  0
 2IG  CONST_56  C19   C18  N5   C13   180.00   0.0  0
 2IG  CONST_57  H7    C7   C12  C4      0.00   0.0  0
 2IG  CONST_58  H11   C11  C12  C4      0.00   0.0  0
 2IG  CONST_59  H20   C20  C19  C9      0.00   0.0  0
 2IG  CONST_60  H8    C8   C9   C10   180.00   0.0  0
 2IG  CONST_61  H17   C17  C18  N5      0.00   0.0  0
 2IG  CONST_62  H21   C21  C22  C17   180.00   0.0  0
 2IG  CONST_63  H22   C22  C17  C18   180.00   0.0  0
 2IG  CONST_64  HN31  N3   C1   N1      0.00   0.0  0
 2IG  CONST_65  HN32  N3   C1   N1    180.00   0.0  0
 2IG  Var_01    C6    C5   C3   N2     88.98  30.0  2
 2IG  Var_02    C14   C13  N5   C10    80.43  30.0  2
 2IG  Var_03    C15   C14  C13  N5   -178.82  30.0  3
 2IG  Var_04    H61   C6   C5   C3    -56.48  30.0  3
 2IG  Var_05    O1    C15  C14  C13   177.20  30.0  3
 2IG  Var_06    H161  C16  O1   C15   179.42  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
 2IG  plan-1  C1    0.020
 2IG  plan-1  N1    0.020
 2IG  plan-1  C2    0.020
 2IG  plan-1  N2    0.020
 2IG  plan-1  C3    0.020
 2IG  plan-1  C4    0.020
 2IG  plan-1  N3    0.020
 2IG  plan-1  N4    0.020
 2IG  plan-1  C5    0.020
 2IG  plan-1  C12   0.020
 2IG  plan-2  C4    0.020
 2IG  plan-2  C7    0.020
 2IG  plan-2  C8    0.020
 2IG  plan-2  C9    0.020
 2IG  plan-2  C10   0.020
 2IG  plan-2  C11   0.020
 2IG  plan-2  C12   0.020
 2IG  plan-2  N5    0.020
 2IG  plan-2  C13   0.020
 2IG  plan-2  C17   0.020
 2IG  plan-2  C18   0.020
 2IG  plan-2  C19   0.020
 2IG  plan-2  C20   0.020
 2IG  plan-2  C21   0.020
 2IG  plan-2  C22   0.020
 2IG  plan-2  H8    0.020
 2IG  plan-2  H11   0.020
 2IG  plan-2  H17   0.020
 2IG  plan-2  H20   0.020
 2IG  plan-2  H21   0.020
 2IG  plan-2  H22   0.020
 2IG  plan-2  H7    0.020
 2IG  plan-3  C1    0.020
 2IG  plan-3  N3    0.020
 2IG  plan-3  HN31  0.020
 2IG  plan-3  HN32  0.020
 2IG  plan-4  C2    0.020
 2IG  plan-4  N4    0.020
 2IG  plan-4  HN41  0.020
 2IG  plan-4  HN42  0.020

