# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 20:01:50 2020
#   Inital geometry file: a 160 line input string
#   Ligand name: N-[(2R)-1-(2-{[(5-carbamimidoyl-1-methyl-1H-pyrrol-2-yl)methyl]carbamoyl}-1H-pyrrol-1-yl)-3-cyclohexyl-1-oxopropan-2-yl]glycine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1c(CNC(=O)c2cccn2C(=O)[C@@H](CC3CCCCC3)NCC(O)=O)ccc1C(N)=N
#
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
 163  163  N-[(2R)-1-(2-{[(5-carbamimidoyl-1-methyl-1H-pyrrol-2-yl)methyl]carbamoyl}-1H-pyrrol-1-yl)-3-cyclohexyl-1-oxopropan-2-yl]glycine  peptide  65  33  .  2022-03-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_163
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
 163  C12   C  C     0   0.572   1.4065  -0.1460  -0.6358
 163  O1    O  O     0  -0.386   0.8253  -1.1944  -0.7357
 163  C13   C  CH1   0  -0.235   2.9256  -0.0071  -0.7181
 163  C14   C  CH2   0  -0.469   3.4895   0.5122   0.6135
 163  C15   C  CH1   0  -0.217   4.9952   0.7685   0.5913
 163  C16   C  CH2   0  -0.433   5.3774   1.8676  -0.4002
 163  C17   C  CH2   0  -0.427   6.8744   2.1621  -0.3749
 163  C18   C  CH2   0  -0.430   7.3443   2.5249   1.0295
 163  C19   C  CH2   0  -0.432   6.9762   1.4301   2.0250
 163  C20   C  CH2   0  -0.414   5.4802   1.1334   1.9953
 163  N5    N  NH1   0  -0.596   3.5867  -1.2051  -1.1675
 163  C21   C  CH2   0  -0.402   3.6352  -2.3312  -0.2688
 163  C22   C  C     0   0.527   4.4603  -3.4448  -0.8627
 163  O2    O  OH1   0  -0.595   4.5816  -4.4549  -0.0089
 163  O3    O  O     0  -0.439   4.9396  -3.4434  -1.9672
 163  O     O  O     0  -0.482  -0.9387  -0.6112   1.5190
 163  C8    C  CR5   0   0.224  -0.6684   1.0842  -0.1209
 163  C9    C  CR15  0  -0.354  -1.1000   2.3676  -0.2855
 163  C10   C  CR15  0  -0.331   0.0048   3.1423  -0.7386
 163  C11   C  CR15  0  -0.040   1.0724   2.3065  -0.8325
 163  N4    N  NR5   0  -0.559   0.6748   1.0394  -0.4510
 163  N     N  N     0  -0.640  -8.7963   1.2348  -0.9138
 163  N1    N  NH2   0  -0.800  -8.3463   1.1722   1.3360
 163  C1    C  CR5   0   0.229  -6.9106  -0.0800  -0.1446
 163  N2    N  NR5   0  -0.498  -5.7252  -0.0198   0.5416
 163  C2    C  CH3   0  -0.544  -5.3455   0.9729   1.5289
 163  C3    C  CR15  0  -0.351  -6.8429  -1.1380  -1.0253
 163  C4    C  CR15  0  -0.376  -5.5815  -1.7388  -0.8609
 163  C5    C  CR5   0   0.293  -4.9117  -1.0268   0.1071
 163  C6    C  CH2   0  -0.366  -3.5239  -1.2366   0.6034
 163  N3    N  NH1   0  -0.632  -2.6148  -0.2518   0.0422
 163  H13   H  HCH1  0   0.285   3.1239   0.7444  -1.4898
 163  H141  H  HCH2  0   0.256   2.9817   1.4428   0.8796
 163  H142  H  HCH2  0   0.252   3.2468  -0.1913   1.4162
 163  H15   H  HCH1  0   0.223   5.5075  -0.1522   0.2866
 163  H161  H  HCH2  0   0.233   5.0764   1.5937  -1.4150
 163  H162  H  HCH2  0   0.207   4.8270   2.7821  -0.1450
 163  H171  H  HCH2  0   0.210   7.4230   1.2806  -0.7245
 163  H172  H  HCH2  0   0.226   7.1068   2.9683  -1.0750
 163  H181  H  HCH2  0   0.226   8.4230   2.6994   1.0372
 163  H182  H  HCH2  0   0.208   6.8743   3.4659   1.3356
 163  H191  H  HCH2  0   0.208   7.5301   0.5178   1.7776
 163  H192  H  HCH2  0   0.226   7.2811   1.7146   3.0350
 163  H201  H  HCH2  0   0.207   4.9265   2.0125   2.3466
 163  H202  H  HCH2  0   0.226   5.2443   0.3217   2.6897
 163  H5    H  HNH1  0   0.363   3.2355  -1.4829  -2.0738
 163  H211  H  HCH2  0   0.275   4.1139  -2.0445   0.6709
 163  H212  H  HCH2  0   0.268   2.6612  -2.7532   0.0097
 163  HO2   H  HOH1  0   0.483   5.1025  -5.1673  -0.4083
 163  H9    H  HCR5  0   0.271  -2.0911   2.7296  -0.0601
 163  H10   H  HCR5  0   0.265   0.0061   4.1948  -0.9708
 163  H11   H  HCR5  0   0.298   2.0686   2.5113  -1.1855
 163  H     H  H     0   0.330  -8.3921   0.9669  -1.8033
 163  H11A  H  HNH2  0   0.385  -9.2225   1.6516   1.4744
 163  H12   H  HNH2  0   0.393  -8.1148   0.5267   2.0731
 163  H21   H  HCH3  0   0.257  -5.6545   0.6790   2.5310
 163  H22   H  HCH3  0   0.264  -4.2669   1.0982   1.5226
 163  H23   H  HCH3  0   0.270  -5.7944   1.9316   1.2896
 163  H3    H  HCR5  0   0.257  -7.6355  -1.4518  -1.6867
 163  H4    H  HCR5  0   0.253  -5.1924  -2.5986  -1.3840
 163  H61   H  HCH2  0   0.272  -3.4717  -1.1809   1.6925
 163  H62   H  HCH2  0   0.276  -3.2139  -2.2479   0.3275
 163  HN3   H  HNH1  0   0.411  -2.8519   0.1532  -0.8500
 163  C7    C  C     0   0.518  -1.3912  -0.0264   0.5476
 163  C     C  C     0   0.302  -8.0683   0.8115   0.0493

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
 163  N    C     double    1.279  0.020  1.279
 163  N    H     single    0.860  0.020  0.860
 163  C    N1    single    1.365  0.020  1.365
 163  C    C1    single    1.474  0.020  1.474
 163  N1   H11A  single    0.890  0.020  1.040
 163  N1   H12   single    0.890  0.020  1.040
 163  C1   N2    aromatic  1.371  0.020  1.371
 163  C1   C3    aromatic  1.378  0.020  1.378
 163  N2   C2    single    1.451  0.020  1.451
 163  N2   C5    aromatic  1.366  0.020  1.366
 163  C2   H21   single    0.970  0.020  1.090
 163  C2   H22   single    0.970  0.020  1.090
 163  C2   H23   single    0.970  0.020  1.090
 163  C3   C4    aromatic  1.407  0.020  1.407
 163  C3   H3    single    0.930  0.020  1.080
 163  C4   C5    aromatic  1.376  0.020  1.376
 163  C4   H4    single    0.930  0.020  1.080
 163  C5   C6    single    1.489  0.020  1.489
 163  C6   N3    single    1.453  0.020  1.453
 163  C6   H61   single    0.970  0.020  1.090
 163  C6   H62   single    0.970  0.020  1.090
 163  N3   C7    single    1.343  0.020  1.343
 163  N3   HN3   single    0.860  0.020  1.020
 163  C7   O     double    1.221  0.020  1.221
 163  C7   C8    single    1.484  0.020  1.484
 163  C8   C9    aromatic  1.364  0.020  1.364
 163  C8   N4    aromatic  1.384  0.020  1.384
 163  C9   C10   aromatic  1.423  0.020  1.423
 163  C9   H9    single    0.930  0.020  1.080
 163  C10  C11   aromatic  1.359  0.020  1.359
 163  C10  H10   single    0.930  0.020  1.080
 163  C11  N4    aromatic  1.382  0.020  1.382
 163  C11  H11   single    0.930  0.020  1.080
 163  N4   C12   single    1.405  0.020  1.405
 163  C12  O1    double    1.203  0.020  1.203
 163  C12  C13   single    1.528  0.020  1.528
 163  C13  C14   single    1.536  0.020  1.536
 163  C13  N5    single    1.440  0.020  1.440
 163  C13  H13   single    0.970  0.020  1.090
 163  C14  C15   single    1.528  0.020  1.528
 163  C14  H141  single    0.970  0.020  1.090
 163  C14  H142  single    0.970  0.020  1.090
 163  C15  C16   single    1.529  0.020  1.529
 163  C15  C20   single    1.530  0.020  1.530
 163  C15  H15   single    0.970  0.020  1.090
 163  C16  C17   single    1.526  0.020  1.526
 163  C16  H161  single    0.970  0.020  1.090
 163  C16  H162  single    0.970  0.020  1.090
 163  C17  C18   single    1.525  0.020  1.525
 163  C17  H171  single    0.970  0.020  1.090
 163  C17  H172  single    0.970  0.020  1.090
 163  C18  C19   single    1.525  0.020  1.525
 163  C18  H181  single    0.970  0.020  1.090
 163  C18  H182  single    0.970  0.020  1.090
 163  C19  C20   single    1.525  0.020  1.525
 163  C19  H191  single    0.970  0.020  1.090
 163  C19  H192  single    0.970  0.020  1.090
 163  C20  H201  single    0.970  0.020  1.090
 163  C20  H202  single    0.970  0.020  1.090
 163  N5   C21   single    1.442  0.020  1.442
 163  N5   H5    single    0.890  0.020  1.040
 163  C21  C22   single    1.508  0.020  1.508
 163  C21  H211  single    0.970  0.020  1.090
 163  C21  H212  single    0.970  0.020  1.090
 163  C22  O2    single    1.328  0.020  1.328
 163  C22  O3    double    1.204  0.020  1.204
 163  O2   HO2   single    0.850  0.020  0.980

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
 163  N4    C12  C13   116.63  3.000
 163  C13   C12  O1    123.73  3.000
 163  N4    C12  O1    119.64  3.000
 163  H13   C13  N5    105.53  3.000
 163  H13   C13  C14   108.20  3.000
 163  N5    C13  C14   112.53  3.000
 163  H13   C13  C12   106.28  3.000
 163  N5    C13  C12   113.43  3.000
 163  C14   C13  C12   110.43  3.000
 163  H142  C14  H141  105.41  3.000
 163  H142  C14  C15   109.69  3.000
 163  H141  C14  C15   108.58  3.000
 163  H142  C14  C13   109.69  3.000
 163  H141  C14  C13   109.17  3.000
 163  C15   C14  C13   113.94  3.000
 163  H15   C15  C20   107.89  3.000
 163  H15   C15  C16   107.85  3.000
 163  C20   C15  C16   110.15  3.000
 163  H15   C15  C14   108.88  3.000
 163  C20   C15  C14   109.83  3.000
 163  C16   C15  C14   112.11  3.000
 163  H162  C16  H161  106.65  3.000
 163  H162  C16  C17   109.11  3.000
 163  H161  C16  C17   109.50  3.000
 163  H162  C16  C15   108.84  3.000
 163  H161  C16  C15   110.67  3.000
 163  C17   C16  C15   111.92  3.000
 163  H172  C17  H171  106.42  3.000
 163  H172  C17  C18   110.43  3.000
 163  H171  C17  C18   109.33  3.000
 163  H172  C17  C16   109.90  3.000
 163  H171  C17  C16   109.31  3.000
 163  C18   C17  C16   111.32  3.000
 163  H182  C18  H181  106.52  3.000
 163  H182  C18  C19   109.32  3.000
 163  H181  C18  C19   110.39  3.000
 163  H182  C18  C17   109.24  3.000
 163  H181  C18  C17   110.41  3.000
 163  C19   C18  C17   110.86  3.000
 163  H192  C19  H191  106.52  3.000
 163  H192  C19  C20   110.02  3.000
 163  H191  C19  C20   109.24  3.000
 163  H192  C19  C18   110.43  3.000
 163  H191  C19  C18   109.17  3.000
 163  C20   C19  C18   111.33  3.000
 163  H202  C20  H201  106.41  3.000
 163  H202  C20  C19   110.09  3.000
 163  H201  C20  C19   109.45  3.000
 163  H202  C20  C15   109.71  3.000
 163  H201  C20  C15   108.98  3.000
 163  C19   C20  C15   112.04  3.000
 163  H5    N5   C21   110.86  3.000
 163  H5    N5   C13   110.42  3.000
 163  C21   N5   C13   118.08  3.000
 163  H212  C21  H211  105.75  3.000
 163  H212  C21  C22   107.56  3.000
 163  H211  C21  C22   107.03  3.000
 163  H212  C21  N5    115.38  3.000
 163  H211  C21  N5    110.23  3.000
 163  C22   C21  N5    110.47  3.000
 163  O3    C22  O2    123.65  3.000
 163  O3    C22  C21   125.33  3.000
 163  O2    C22  C21   111.01  3.000
 163  HO2   O2   C22   110.08  3.000
 163  N4    C8   C9    107.98  3.000
 163  N4    C8   C7    123.77  3.000
 163  C9    C8   C7    127.18  3.000
 163  H9    C9   C10   126.65  3.000
 163  H9    C9   C8    125.53  3.000
 163  C10   C9   C8    107.75  3.000
 163  H10   C10  C11   125.78  3.000
 163  H10   C10  C9    126.94  3.000
 163  C11   C10  C9    107.28  3.000
 163  H11   C11  N4    122.09  3.000
 163  H11   C11  C10   129.24  3.000
 163  N4    C11  C10   108.59  3.000
 163  C11   N4   C8    108.39  3.000
 163  C11   N4   C12   125.98  3.000
 163  C8    N4   C12   124.34  3.000
 163  H     N    C     110.28  3.000
 163  H12   N1   H11A  113.84  3.000
 163  H12   N1   C     118.29  3.000
 163  H11A  N1   C     115.59  3.000
 163  C3    C1   N2    108.12  3.000
 163  C3    C1   C     125.94  3.000
 163  N2    C1   C     125.92  3.000
 163  C5    N2   C2    124.42  3.000
 163  C5    N2   C1    108.87  3.000
 163  C2    N2   C1    126.66  3.000
 163  H23   C2   H22   107.91  3.000
 163  H23   C2   H21   108.90  3.000
 163  H22   C2   H21   108.56  3.000
 163  H23   C2   N2    110.25  3.000
 163  H22   C2   N2    109.58  3.000
 163  H21   C2   N2    111.55  3.000
 163  H3    C3   C4    127.30  3.000
 163  H3    C3   C1    125.38  3.000
 163  C4    C3   C1    107.29  3.000
 163  H4    C4   C5    125.31  3.000
 163  H4    C4   C3    127.38  3.000
 163  C5    C4   C3    107.32  3.000
 163  C6    C5   C4    127.99  3.000
 163  C6    C5   N2    123.58  3.000
 163  C4    C5   N2    108.39  3.000
 163  H62   C6   H61   106.58  3.000
 163  H62   C6   N3    110.61  3.000
 163  H61   C6   N3    108.71  3.000
 163  H62   C6   C5    108.09  3.000
 163  H61   C6   C5    111.71  3.000
 163  N3    C6   C5    111.03  3.000
 163  HN3   N3   C6    117.84  3.000
 163  HN3   N3   C7    118.68  3.000
 163  C6    N3   C7    122.58  3.000
 163  N3    C7   C8    113.57  3.000
 163  C8    C7   O     122.43  3.000
 163  N3    C7   O     123.83  3.000
 163  C1    C    N1    116.34  3.000
 163  C1    C    N     123.23  3.000
 163  N1    C    N     120.42  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
 163  CONST_01  C11   C10  C9   C8      0.00   0.0  0
 163  CONST_02  C10   C11  N4   C8      0.00   0.0  0
 163  CONST_03  C11   N4   C8   C9      0.00   0.0  0
 163  CONST_04  N4    C11  C10  C9      0.00   0.0  0
 163  CONST_05  N4    C8   C9   C10     0.00   0.0  0
 163  CONST_06  C4    C5   N2   C1      0.00   0.0  0
 163  CONST_07  C5    C4   C3   C1      0.00   0.0  0
 163  CONST_08  C4    C3   C1   N2      0.00   0.0  0
 163  CONST_09  C3    C4   C5   N2      0.00   0.0  0
 163  CONST_10  C5    N2   C1   C3      0.00   0.0  0
 163  CONST_11  C9    C8   N4   C12   180.00   0.0  0
 163  CONST_12  C10   C11  N4   C12   180.00   0.0  0
 163  CONST_13  C10   C9   C8   C7    180.00   0.0  0
 163  CONST_14  C11   N4   C8   C7    180.00   0.0  0
 163  CONST_15  C5    N2   C1   C     180.00   0.0  0
 163  CONST_16  C4    C3   C1   C     180.00   0.0  0
 163  CONST_17  C6    C5   N2   C1    180.00   0.0  0
 163  CONST_18  C3    C1   N2   C2    180.00   0.0  0
 163  CONST_19  C4    C5   N2   C2    180.00   0.0  0
 163  CONST_20  C6    C5   C4   C3    180.00   0.0  0
 163  CONST_21  H10   C10  C9   C8    180.00   0.0  0
 163  CONST_22  H11   C11  N4   C8    180.00   0.0  0
 163  CONST_23  H9    C9   C10  C11   180.00   0.0  0
 163  CONST_24  H4    C4   C3   C1    180.00   0.0  0
 163  CONST_25  H3    C3   C1   N2    180.00   0.0  0
 163  CONST_26  C8    N4   C12  O1      0.00   0.0  0
 163  CONST_28  C8    N4   C12  C13   180.00   0.0  0
 163  CONST_31  C6    N3   C7   C8    180.00   0.0  0
 163  CONST_33  H     N    C    C1      0.00   0.0  0
 163  CONST_34  H11A  N1   C    C1    180.00   0.0  0
 163  CONST_36  C6    N3   C7   O       0.00   0.0  0
 163  CONST_37  HO2   O2   C22  C21   180.00   0.0  0
 163  Var_01    C18   C17  C16  C15   -55.87  30.0  1
 163  Var_02    C18   C19  C20  C15    55.60  30.0  1
 163  Var_03    C19   C18  C17  C16    55.42  30.0  1
 163  Var_04    C20   C19  C18  C17   -55.27  30.0  1
 163  Var_05    N2    C1   C    N     141.85  30.0  2
 163  Var_06    N3    C6   C5   N2    -74.88  30.0  2
 163  Var_07    H21   C2   N2   C1     88.77  30.0  2
 163  Var_08    C5    C6   N3   C7    164.51  30.0  3
 163  Var_09    C22   C21  N5   C13  -175.29  30.0  3
 163  Var_10    O2    C22  C21  N5    176.10  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
 163  chir_01  C13  C12  C14  N5   negativ
 163  chir_02  C15  C14  C16  C20  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
 163  plan-1  C12   0.020
 163  plan-1  O1    0.020
 163  plan-1  C13   0.020
 163  plan-1  O     0.020
 163  plan-1  C8    0.020
 163  plan-1  C9    0.020
 163  plan-1  C10   0.020
 163  plan-1  C11   0.020
 163  plan-1  N4    0.020
 163  plan-1  C6    0.020
 163  plan-1  N3    0.020
 163  plan-1  H9    0.020
 163  plan-1  H10   0.020
 163  plan-1  H11   0.020
 163  plan-1  HN3   0.020
 163  plan-1  C7    0.020
 163  plan-2  C1    0.020
 163  plan-2  N2    0.020
 163  plan-2  C2    0.020
 163  plan-2  C3    0.020
 163  plan-2  C4    0.020
 163  plan-2  C5    0.020
 163  plan-2  C6    0.020
 163  plan-2  H3    0.020
 163  plan-2  H4    0.020
 163  plan-2  C     0.020
 163  plan-3  N     0.020
 163  plan-3  N1    0.020
 163  plan-3  C1    0.020
 163  plan-3  H     0.020
 163  plan-3  H11A  0.020
 163  plan-3  H12   0.020
 163  plan-3  C     0.020
 163  plan-4  C21   0.020
 163  plan-4  C22   0.020
 163  plan-4  O2    0.020
 163  plan-4  O3    0.020
 163  plan-4  HO2   0.020

