Chemical Components in the PDB

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EEF : Summary

Code

EEF

One-letter code

X

Molecule name

N-(3-biphenyl-4-ylpropanoyl)-L-alpha-glutamyl-L-alpha-glutamyl-amide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[3-(biphenyl-4-yl)propanoyl]-L-alpha-glutamyl-L-alpha-glutamine
OpenEye OEToolkits 1.7.6 (4S)-5-azanyl-5-oxidanylidene-4-[[(2S)-5-oxidanyl-5-oxidanylidene-2-[3-(4-phenylphenyl)propanoylamino]pentanoyl]amino]pentanoic acid

Formula

C25 H29 N3 O7

Formal charge

0

Molecular weight

483.514 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C(C(NC(CCC(O)=O)C(=O)NC(CCC(O)=O)C(N)=O)=O)Cc2ccc(c1ccccc1)cc2
SMILES CACTVS 3.385 NC(=O)[CH](CCC(O)=O)NC(=O)[CH](CCC(O)=O)NC(=O)CCc1ccc(cc1)c2ccccc2
SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)c2ccc(cc2)CCC(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)O)C(=O)N
Canonical SMILES CACTVS 3.385 NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)CCc1ccc(cc1)c2ccccc2
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)c2ccc(cc2)CCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N

IUPAC InChI

InChI=1S/C25H29N3O7/c26-24(34)19(11-14-22(30)31)28-25(35)20(12-15-23(32)33)27-21(29)13-8-16-6-9-18(10-7-16)17-4-2-1-3-5-17/h1-7,9-10,19-20H,8,11-15H2,(H2,26,34)(H,27,29)(H,28,35)(H,30,31)(H,32,33)/t19-,20-/m0/s1

IUPAC InChI key

KGICPKKIUBLFER-PMACEKPBSA-N

Has sub-components

0YF
EEF

wwPDB Information

Atom count

64 (35 without Hydrogen)

Polymer type

Bound ligand

Type description

peptide-like

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2010-08-13

Last modified at

2015-04-02

Status

Released

Obsoleted

Not Assigned



EEF : Atoms of Molecule

Total Number of Atoms: 64
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 1.676 0.058 0.221
2 C2 C C2 N N N 0 0.26 0.383 0.622
3 O2 O O2 N N N 0 0.035 0.869 1.71
4 C14 C C14 N N N 0 2.628 0.435 1.358
5 C15 C C15 N Y N 0 4.811 1.06 0.308
6 C16 C C16 N Y N 0 6.109 0.767 -0.062
7 C17 C C17 N Y N 0 6.642 -0.49 0.215
8 C18 C C18 N Y N 0 4.043 0.11 0.957
9 C19 C C19 N Y N 0 8.037 -0.81 -0.179
10 C20 C C20 N Y N 0 8.571 -2.067 0.098
11 C21 C C21 N Y N 0 9.868 -2.359 -0.271
12 C22 C C22 N Y N 0 10.111 -0.16 -1.197
13 C23 C C23 N Y N 0 8.815 0.143 -0.833
14 C27 C C27 N Y N 0 10.638 -1.408 -0.915
15 C30 C C30 N Y N 0 5.863 -1.444 0.865
16 C31 C C31 N Y N 0 4.57 -1.137 1.24
17 N1 N N1 N N N 0 -0.755 0.134 -0.229
18 C3 C C3 S N N 0 -2.131 0.45 0.161
19 C9 C C9 N N N 0 -3.086 -0.427 -0.608
20 O1 O O1 N N N 0 -2.658 -1.237 -1.404
21 C4 C C4 N N N 0 -2.425 1.919 -0.151
22 C5 C C5 N N N 0 -1.541 2.812 0.723
23 C8 C C8 N N N 0 -1.831 4.259 0.416
24 O7 O O7 N N N 0 -2.658 4.546 -0.416
25 O6 O O6 N N N 0 -1.169 5.228 1.067
26 N2 N N2 N N N 0 -4.414 -0.312 -0.412
27 C10 C C10 S N N 0 -5.341 -1.164 -1.16
28 C13 C C13 N N N 0 -5.631 -0.538 -2.5
29 O5 O O5 N N N 0 -5.113 0.517 -2.8
30 C11 C C11 N N N 0 -6.646 -1.312 -0.374
31 C12 C C12 N N N 0 -6.372 -2.06 0.933
32 C32 C C32 N N N 0 -7.656 -2.205 1.707
33 O34 O O34 N N N 0 -8.685 -1.756 1.26
34 O33 O O33 N N N 0 -7.657 -2.833 2.894
35 N3 N N3 N N N 0 -6.465 -1.15 -3.364
36 H1 H H1 N N N 0 1.76 -1.01 0.017
37 H2 H H2 N N N 0 1.939 0.621 -0.675
38 H16 H H16 N N N 0 2.544 1.503 1.562
39 H17 H H17 N N N 0 2.365 -0.128 2.253
40 H18 H H18 N N N 0 4.397 2.034 0.094
41 H19 H H19 N N N 0 6.709 1.511 -0.565
42 H20 H H20 N N N 0 7.97 -2.811 0.601
43 H21 H H21 N N N 0 10.283 -3.333 -0.056
44 H22 H H22 N N N 0 10.717 0.579 -1.7
45 H23 H H23 N N N 0 8.404 1.117 -1.054
46 H24 H H24 N N N 0 11.653 -1.64 -1.201
47 H25 H H25 N N N 0 6.272 -2.42 1.082
48 H26 H H26 N N N 0 3.967 -1.875 1.748
49 H3 H H3 N N N 0 -0.575 -0.255 -1.099
50 H5 H H5 N N N 0 -2.256 0.273 1.229
51 H8 H H8 N N N 0 -2.214 2.116 -1.202
52 H9 H H9 N N N 0 -1.752 2.614 1.774
53 H10 H H10 N N N 0 -1.388 6.141 0.836
54 H4 H H4 N N N 0 -4.756 0.336 0.224
55 H11 H H11 N N N 0 -4.893 -2.147 -1.308
56 H12 H H12 N N N 0 -7.048 -0.324 -0.149
57 H13 H H13 N N N 0 -7.367 -1.872 -0.969
58 H14 H H14 N N N 0 -5.969 -3.048 0.708
59 H15 H H15 N N N 0 -5.65 -1.5 1.528
60 H27 H H27 N N N 0 -8.505 -2.901 3.353
61 H6 H H6 N N N 0 -6.878 -1.993 -3.123
62 H7 H H7 N N N 0 -6.651 -0.747 -4.226
63 H28 H H28 N N N 0 -3.474 2.132 0.056
64 H29 H H29 N N N 0 -0.493 2.599 0.516



EEF : Chemical Bonds

Total Number of Bonds: 65
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O7 C8 O C doub 1.21 N N
2 C8 O6 C O sing 1.34 N N
3 C8 C5 C C sing 1.51 N N
4 C5 C4 C C sing 1.53 N N
5 C1 C2 C C sing 1.51 N N
6 C1 C14 C C sing 1.53 N N
7 C2 N1 C N sing 1.35 N N
8 C2 O2 C O doub 1.21 N N
9 C14 C18 C C sing 1.51 N N
10 N1 C3 N C sing 1.46 N N
11 C4 C3 C C sing 1.53 N N
12 C31 C18 C C doub 1.38 N Y
13 C31 C30 C C sing 1.38 N Y
14 C18 C15 C C sing 1.38 N Y
15 C3 C9 C C sing 1.51 N N
16 C30 C17 C C doub 1.39 N Y
17 C15 C16 C C doub 1.38 N Y
18 C23 C22 C C doub 1.38 N Y
19 C23 C19 C C sing 1.39 N Y
20 C17 C16 C C sing 1.39 N Y
21 C17 C19 C C sing 1.48 N N
22 C9 O1 C O doub 1.21 N N
23 C9 N2 C N sing 1.35 N N
24 C22 C27 C C sing 1.38 N Y
25 C19 C20 C C doub 1.39 N Y
26 N2 C10 N C sing 1.46 N N
27 O5 C13 O C doub 1.21 N N
28 C27 C21 C C doub 1.38 N Y
29 C20 C21 C C sing 1.38 N Y
30 C13 C10 C C sing 1.51 N N
31 C13 N3 C N sing 1.35 N N
32 C10 C11 C C sing 1.53 N N
33 C11 C12 C C sing 1.53 N N
34 C12 C32 C C sing 1.51 N N
35 O34 C32 O C doub 1.21 N N
36 C32 O33 C O sing 1.34 N N
37 C1 H1 C H sing 1.09 N N
38 C1 H2 C H sing 1.09 N N
39 N1 H3 N H sing 0.97 N N
40 N2 H4 N H sing 0.97 N N
41 C3 H5 C H sing 1.09 N N
42 N3 H6 N H sing 0.97 N N
43 N3 H7 N H sing 0.97 N N
44 C4 H8 C H sing 1.09 N N
45 C5 H9 C H sing 1.09 N N
46 O6 H10 O H sing 0.97 N N
47 C10 H11 C H sing 1.09 N N
48 C11 H12 C H sing 1.09 N N
49 C11 H13 C H sing 1.09 N N
50 C12 H14 C H sing 1.09 N N
51 C12 H15 C H sing 1.09 N N
52 C14 H16 C H sing 1.09 N N
53 C14 H17 C H sing 1.09 N N
54 C15 H18 C H sing 1.08 N N
55 C16 H19 C H sing 1.08 N N
56 C20 H20 C H sing 1.08 N N
57 C21 H21 C H sing 1.08 N N
58 C22 H22 C H sing 1.08 N N
59 C23 H23 C H sing 1.08 N N
60 C27 H24 C H sing 1.08 N N
61 C30 H25 C H sing 1.08 N N
62 C31 H26 C H sing 1.08 N N
63 O33 H27 O H sing 0.97 N N
64 C4 H28 C H sing 1.09 N N
65 C5 H29 C H sing 1.09 N N



EEF : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
EEF 3ljg Open in New Window Bound ligand 1 1