Chemical Components in the PDB

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27U : Summary

Code

27U

One-letter code

X

Molecule name

N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide
OpenEye OEToolkits 1.7.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(3-phenylpropanoyl)pyrrolidine-2-carboxamide

Formula

C22 H26 N4 O2

Formal charge

0

Molecular weight

378.467 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)CCc2ccccc2)CCC3
SMILES CACTVS 3.370 NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)CCc3ccccc3)cc1
SMILES OpenEye OEToolkits 1.7.0 c1ccc(cc1)CCC(=O)N2CCCC2C(=O)NCc3ccc(cc3)C(=N)N
Canonical SMILES CACTVS 3.370 NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)CCc3ccccc3)cc1
Canonical SMILES OpenEye OEToolkits 1.7.0 [H]/N=C(/c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)CCc3ccccc3)\N

IUPAC InChI

InChI=1S/C22H26N4O2/c23-21(24)18-11-8-17(9-12-18)15-25-22(28)19-7-4-14-26(19)20(27)13-10-16-5-2-1-3-6-16/h1-3,5-6,8-9,11-12,19H,4,7,10,13-15H2,(H3,23,24)(H,25,28)/t19-/m0/s1

IUPAC InChI key

RNZKCCPFUWHBFY-IBGZPJMESA-N

Has sub-components

00S
27U

wwPDB Information

Atom count

54 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2008-02-11

Last modified at

2011-11-17

Status

Released

Obsoleted

Not Assigned



27U : Atoms of Molecule

Total Number of Atoms: 54
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C3 C C3 N N N 0 -2.549 0.247 -0.53
2 O1 O O1 N N N 0 -2.087 -0.761 -1.024
3 C2 C C2 N N N 0 -4.012 0.309 -0.176
4 C1 C C1 N N N 0 -4.682 -1.018 -0.538
5 C17 C C17 N Y N 0 -6.146 -0.955 -0.183
6 C18 C C18 N Y N 0 -7.063 -0.504 -1.113
7 C19 C C19 N Y N 0 -8.406 -0.447 -0.788
8 C20 C C20 N Y N 0 -8.83 -0.84 0.467
9 C21 C C21 N Y N 0 -7.913 -1.292 1.397
10 C22 C C22 N Y N 0 -6.571 -1.354 1.07
11 N1 N N1 N N N 0 -1.753 1.308 -0.294
12 C4 C C4 N N N 0 -2.18 2.588 0.298
13 C7 C C7 S N N 0 -0.314 1.382 -0.589
14 C8 C C8 N N N 0 0.426 0.335 0.202
15 O2 O O2 N N N 0 -0.182 -0.407 0.945
16 C6 C C6 N N N 0 0.166 2.789 -0.177
17 C5 C C5 N N N 0 -1.142 3.623 -0.197
18 N2 N N2 N N N 0 1.764 0.223 0.085
19 C9 C C9 N N N 0 2.484 -0.795 0.855
20 C10 C C10 N Y N 0 3.957 -0.711 0.545
21 C15 C C15 N Y N 0 4.484 -1.45 -0.498
22 C14 C C14 N Y N 0 5.832 -1.377 -0.787
23 C13 C C13 N Y N 0 6.662 -0.556 -0.023
24 C16 C C16 N N N 0 8.109 -0.473 -0.328
25 N3 N N3 N N N 0 8.608 -1.167 -1.31
26 N4 N N4 N N N 0 8.926 0.339 0.428
27 C12 C C12 N Y N 0 6.124 0.186 1.028
28 C11 C C11 N Y N 0 4.774 0.109 1.303
29 H2 H H2 N N N 0 -4.12 0.491 0.894
30 H2A H H2A N N N 0 -4.486 1.119 -0.731
31 H1 H H1 N N N 0 -4.575 -1.199 -1.607
32 H1A H H1A N N N 0 -4.208 -1.827 0.018
33 H18 H H18 N N N 0 -6.732 -0.196 -2.094
34 H19 H H19 N N N 0 -9.123 -0.094 -1.514
35 H20 H H20 N N N 0 -9.879 -0.795 0.721
36 H21 H H21 N N N 0 -8.244 -1.6 2.378
37 H22 H H22 N N N 0 -5.854 -1.711 1.796
38 H7 H H7 N N N 0 -0.146 1.228 -1.655
39 H6 H H6 N N N 0 0.597 2.772 0.825
40 H6A H H6A N N N 0 0.886 3.178 -0.897
41 H5 H H5 N N N 0 -1.076 4.47 0.486
42 H5A H H5A N N N 0 -1.378 3.956 -1.208
43 H4 H H4 N N N 0 -3.178 2.854 -0.053
44 H4A H H4A N N N 0 -2.163 2.528 1.386
45 HN2 H HN2 N N N 0 2.251 0.816 -0.508
46 H9 H H9 N N N 0 2.326 -0.624 1.92
47 H9A H H9A N N N 0 2.112 -1.784 0.586
48 H15 H H15 N N N 0 3.841 -2.085 -1.089
49 H14 H H14 N N N 0 6.243 -1.954 -1.602
50 HN3 H HN3 N N N 0 9.556 -1.112 -1.51
51 HN4 H HN4 N N N 0 8.554 0.855 1.16
52 HN4A H HN4A N N N 0 9.874 0.393 0.228
53 H12 H H12 N N N 0 6.762 0.823 1.622
54 H11 H H11 N N N 0 4.355 0.687 2.113



27U : Chemical Bonds

Total Number of Bonds: 56
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.53 N N
2 C1 C17 C C sing 1.51 N N
3 C2 C3 C C sing 1.51 N N
4 C3 O1 C O doub 1.21 N N
5 C3 N1 C N sing 1.35 N N
6 N1 C4 N C sing 1.47 N N
7 N1 C7 N C sing 1.47 N N
8 C4 C5 C C sing 1.55 N N
9 C5 C6 C C sing 1.55 N N
10 C6 C7 C C sing 1.54 N N
11 C7 C8 C C sing 1.51 N N
12 C8 N2 C N sing 1.35 N N
13 C8 O2 C O doub 1.21 N N
14 N2 C9 N C sing 1.47 N N
15 C9 C10 C C sing 1.51 N N
16 C10 C11 C C doub 1.38 N Y
17 C10 C15 C C sing 1.38 N Y
18 C11 C12 C C sing 1.38 N Y
19 C12 C13 C C doub 1.39 N Y
20 C13 C14 C C sing 1.4 N Y
21 C13 C16 C C sing 1.48 N N
22 C14 C15 C C doub 1.38 N Y
23 C16 N3 C N doub 1.3 N N
24 C16 N4 C N sing 1.38 N N
25 C17 C18 C C doub 1.38 N Y
26 C17 C22 C C sing 1.38 N Y
27 C18 C19 C C sing 1.38 N Y
28 C19 C20 C C doub 1.38 N Y
29 C20 C21 C C sing 1.38 N Y
30 C21 C22 C C doub 1.38 N Y
31 C1 H1 C H sing 1.09 N N
32 C1 H1A C H sing 1.09 N N
33 C2 H2 C H sing 1.09 N N
34 C2 H2A C H sing 1.09 N N
35 C4 H4 C H sing 1.09 N N
36 C4 H4A C H sing 1.09 N N
37 C5 H5 C H sing 1.09 N N
38 C5 H5A C H sing 1.09 N N
39 C6 H6 C H sing 1.09 N N
40 C6 H6A C H sing 1.09 N N
41 C7 H7 C H sing 1.09 N N
42 N2 HN2 N H sing 0.97 N N
43 C9 H9 C H sing 1.09 N N
44 C9 H9A C H sing 1.09 N N
45 C11 H11 C H sing 1.08 N N
46 C12 H12 C H sing 1.08 N N
47 C14 H14 C H sing 1.08 N N
48 C15 H15 C H sing 1.08 N N
49 N3 HN3 N H sing 0.97 N N
50 N4 HN4 N H sing 0.97 N N
51 N4 HN4A N H sing 0.97 N N
52 C18 H18 C H sing 1.08 N N
53 C19 H19 C H sing 1.08 N N
54 C20 H20 C H sing 1.08 N N
55 C21 H21 C H sing 1.08 N N
56 C22 H22 C H sing 1.08 N N



27U : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
27U 2zhq Open in New Window Bound ligand 1 1