Chemical Components in the PDB

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11W : Summary

Code

11W

One-letter code

E

Molecule name

(4R)-4-[(2E)-3-{4-[(E)-phenyldiazenyl]phenyl}prop-2-en-1-yl]-L-glutamic acid

Synonyms

trans-GluAzo

Systematic names

ProgramVersionName
ACDLabs 12.01 (4R)-4-[(2E)-3-{4-[(E)-phenyldiazenyl]phenyl}prop-2-en-1-yl]-L-glutamic acid
OpenEye OEToolkits 1.7.6 (2S,4R)-2-azanyl-4-[(E)-3-[4-[(E)-phenyldiazenyl]phenyl]prop-2-enyl]pentanedioic acid

Formula

C20 H21 N3 O4

Formal charge

0

Molecular weight

367.398 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C(N)CC(C(=O)O)C/C=C/c2ccc(/N=N/c1ccccc1)cc2
SMILES CACTVS 3.370 N[CH](C[CH](CC=Cc1ccc(cc1)N=Nc2ccccc2)C(O)=O)C(O)=O
SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)N=Nc2ccc(cc2)C=CCC(CC(C(=O)O)N)C(=O)O
Canonical SMILES CACTVS 3.370 N[C@@H](C[C@@H](C\C=C\c1ccc(cc1)N=Nc2ccccc2)C(O)=O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)/N=N/c2ccc(cc2)/C=C/C[C@H](C[C@@H](C(=O)O)N)C(=O)O

IUPAC InChI

InChI=1S/C20H21N3O4/c21-18(20(26)27)13-15(19(24)25)6-4-5-14-9-11-17(12-10-14)23-22-16-7-2-1-3-8-16/h1-5,7-12,15,18H,6,13,21H2,(H,24,25)(H,26,27)/b5-4+,23-22+/t15-,18+/m1/s1

IUPAC InChI key

MUSRDKYERZDIAD-MTDKYJNHSA-N
11W

wwPDB Information

Atom count

48 (27 without Hydrogen)

Polymer type

Amino Acid

Type description

L-PEPTIDE LINKING

Type code

ATOMP

Is modified

Yes

Standard parent

GLU

Defined at

2012-10-01

Last modified at

2013-09-20

Status

Released

Obsoleted

Not Assigned



11W : Atoms of Molecule

Total Number of Atoms: 48
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAK C CAK N Y N 0 7.819 -1.194 0.315
2 CAI C CAI N Y N 0 9.128 -0.83 0.552
3 CAH C CAH N Y N 0 9.458 0.502 0.731
4 CAJ C CAJ N Y N 0 8.479 1.478 0.674
5 CAL C CAL N Y N 0 7.166 1.13 0.437
6 CAX C CAX N Y N 0 6.825 -0.213 0.255
7 NAS N NAS N N N 0 5.526 -0.566 0.02
8 NAT N NAT N N N 0 4.611 0.341 -0.035
9 CAY C CAY N Y N 0 3.313 -0.011 -0.27
10 CAP C CAP N Y N 0 2.32 0.973 -0.329
11 CAN C CAN N Y N 0 1.022 0.619 -0.564
12 CAO C CAO N Y N 0 2.976 -1.356 -0.457
13 CAM C CAM N Y N 0 1.678 -1.708 -0.692
14 CAW C CAW N Y N 0 0.686 -0.725 -0.745
15 CAG C CAG N N N 0 -0.718 -1.106 -0.999
16 CAF C CAF N N N 0 -1.66 -0.173 -1.049
17 CD1 C CD1 N N N 0 -3.093 -0.562 -1.309
18 CG C CG R N N 0 -3.98 -0.017 -0.188
19 CD2 C CD2 N N N 0 -3.964 1.49 -0.223
20 OAE O OAE N N N 0 -3.309 2.068 -1.058
21 OAC O OAC N N N 0 -4.676 2.19 0.674
22 CB C CB N N N 0 -5.413 -0.516 -0.384
23 CA C CA S N N 0 -6.274 -0.074 0.802
24 C C C N N N 0 -7.709 -0.458 0.552
25 OXT O OXT N N Y 0 -8.168 -1.449 1.068
26 O O O N N N 0 -8.478 0.3 -0.246
27 N N N N N N 0 -5.797 -0.733 2.025
28 H1 H H1 N N N 0 7.564 -2.233 0.171
29 H2 H H2 N N N 0 9.898 -1.587 0.599
30 H3 H H3 N N N 0 10.485 0.781 0.917
31 H4 H H4 N N N 0 8.744 2.516 0.815
32 H5 H H5 N N N 0 6.403 1.893 0.393
33 H6 H H6 N N N 0 2.58 2.012 -0.188
34 H7 H H7 N N N 0 0.256 1.379 -0.61
35 H8 H H8 N N N 0 3.743 -2.116 -0.416
36 H9 H H9 N N N 0 1.417 -2.746 -0.837
37 H10 H H10 N N N 0 -0.978 -2.145 -1.144
38 H11 H H11 N N N 0 -1.401 0.865 -0.904
39 H12 H H12 N N N 0 -3.415 -0.146 -2.263
40 H13 H H13 N N N 0 -3.174 -1.649 -1.34
41 H14 H H14 N N N 0 -3.604 -0.362 0.775
42 H15 H H15 N N N 0 -4.635 3.154 0.612
43 H16 H H16 N N N 0 -5.821 -0.098 -1.304
44 H17 H H17 N N N 0 -5.414 -1.604 -0.448
45 H18 H H18 N N N 0 -6.202 1.007 0.92
46 H19 H H19 N N N 0 -9.392 0.013 -0.376
47 H20 H H20 N N N 0 -5.853 -1.737 1.941
48 H21 H H21 N N N 0 -4.857 -0.441 2.25



11W : Chemical Bonds

Total Number of Bonds: 49
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OXT C O C doub 1.21 N N
2 C O C O sing 1.34 N N
3 C CA C C sing 1.51 N N
4 N CA N C sing 1.47 N N
5 CA CB C C sing 1.53 N N
6 CB CG C C sing 1.53 N N
7 OAE CD2 O C doub 1.21 N N
8 CD2 CG C C sing 1.51 N N
9 CD2 OAC C O sing 1.34 N N
10 CG CD1 C C sing 1.53 N N
11 CD1 CAF C C sing 1.51 N N
12 CAF CAG C C doub 1.33 E N
13 CAG CAW C C sing 1.48 N N
14 CAW CAM C C doub 1.4 N Y
15 CAW CAN C C sing 1.4 N Y
16 CAM CAO C C sing 1.37 N Y
17 CAN CAP C C doub 1.37 N Y
18 CAO CAY C C doub 1.4 N Y
19 CAP CAY C C sing 1.4 N Y
20 CAY NAT C N sing 1.37 N N
21 NAT NAS N N doub 1.29 N N
22 NAS CAX N C sing 1.37 N N
23 CAK CAX C C doub 1.4 N Y
24 CAK CAI C C sing 1.38 N Y
25 CAX CAL C C sing 1.4 N Y
26 CAI CAH C C doub 1.38 N Y
27 CAL CAJ C C doub 1.38 N Y
28 CAH CAJ C C sing 1.38 N Y
29 CAK H1 C H sing 1.08 N N
30 CAI H2 C H sing 1.08 N N
31 CAH H3 C H sing 1.08 N N
32 CAJ H4 C H sing 1.08 N N
33 CAL H5 C H sing 1.08 N N
34 CAP H6 C H sing 1.08 N N
35 CAN H7 C H sing 1.08 N N
36 CAO H8 C H sing 1.08 N N
37 CAM H9 C H sing 1.08 N N
38 CAG H10 C H sing 1.08 N N
39 CAF H11 C H sing 1.08 N N
40 CD1 H12 C H sing 1.09 N N
41 CD1 H13 C H sing 1.09 N N
42 CG H14 C H sing 1.09 N N
43 OAC H15 O H sing 0.97 N N
44 CB H16 C H sing 1.09 N N
45 CB H17 C H sing 1.09 N N
46 CA H18 C H sing 1.09 N N
47 O H19 O H sing 0.97 N N
48 N H20 N H sing 1.01 N N
49 N H21 N H sing 1.01 N N



11W : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
11W 4h8i Open in New Window Bound ligand 1 1