Chemical Components in the PDB

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4AF : Summary

Code

4AF

One-letter code

F

Molecule name

4-ACETYL-L-PHENYLALANINE

Systematic names

ProgramVersionName
ACDLabs 10.04 4-acetyl-L-phenylalanine
OpenEye OEToolkits 1.6.1 (2S)-2-azanyl-3-(4-ethanoylphenyl)propanoic acid

Formula

C11 H13 N O3

Formal charge

0

Molecular weight

207.226 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)C(N)Cc1ccc(cc1)C(=O)C
SMILES CACTVS 3.352 CC(=O)c1ccc(C[CH](N)C(O)=O)cc1
SMILES OpenEye OEToolkits 1.6.1 CC(=O)c1ccc(cc1)CC(C(=O)O)N
Canonical SMILES CACTVS 3.352 CC(=O)c1ccc(C[C@H](N)C(O)=O)cc1
Canonical SMILES OpenEye OEToolkits 1.6.1 CC(=O)c1ccc(cc1)C[C@@H](C(=O)O)N

IUPAC InChI

InChI=1S/C11H13NO3/c1-7(13)9-4-2-8(3-5-9)6-10(12)11(14)15/h2-5,10H,6,12H2,1H3,(H,14,15)/t10-/m0/s1

IUPAC InChI key

ZXSBHXZKWRIEIA-JTQLQIEISA-N
4AF

wwPDB Information

Atom count

28 (15 without Hydrogen)

Polymer type

Amino Acid

Type description

L-PEPTIDE LINKING

Type code

ATOMP

Is modified

Yes

Standard parent

PHE

Defined at

2005-05-04

Last modified at

2023-11-03

Status

Released

Obsoleted

Not Assigned



4AF : Atoms of Molecule

Total Number of Atoms: 28
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C11 C C11 N N N 0 4.768 1.203 0.558
2 C8 C C8 N N N 0 4.014 -0.05 0.195
3 O2 O O2 N N N 0 4.597 -1.111 0.128
4 C7 C C7 N Y N 0 2.569 0.014 -0.078
5 C9 C C9 N Y N 0 1.865 -1.147 -0.415
6 C10 C C10 N Y N 0 0.512 -1.079 -0.669
7 C6 C C6 N Y N 0 1.891 1.235 0.004
8 C5 C C5 N Y N 0 0.538 1.286 -0.253
9 C4 C C4 N Y N 0 -0.151 0.134 -0.591
10 C3 C C3 N N N 0 -1.63 0.199 -0.871
11 CA C C1 S N N 0 -2.405 -0.018 0.431
12 C C C2 N N N 0 -3.878 0.168 0.175
13 OXT O OX1 N N Y 0 -4.397 1.405 0.112
14 O O O N N N 0 -4.593 -0.795 0.028
15 N N N N N N 0 -2.162 -1.381 0.924
16 H111 H H111 N N N 0 5.818 0.961 0.723
17 H112 H H112 N N N 0 4.685 1.925 -0.254
18 H113 H H113 N N N 0 4.346 1.63 1.468
19 H9 H H9 N N N 0 2.381 -2.094 -0.476
20 H10 H H10 N N N 0 -0.033 -1.974 -0.93
21 H6 H H6 N N N 0 2.427 2.134 0.268
22 H5 H H5 N N N 0 0.013 2.228 -0.19
23 H31 H H31 N N N 0 -1.879 1.176 -1.283
24 H32 H H32 N N N 0 -1.899 -0.577 -1.587
25 HA H H1 N N N 0 -2.071 0.703 1.177
26 HXT H HX1 N N Y 0 -5.347 1.474 -0.054
27 H H HN1 N N N 0 -2.611 -1.528 1.815
28 H2 H HN2 N N Y 0 -2.463 -2.068 0.249



4AF : Chemical Bonds

Total Number of Bonds: 28
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C11 C8 C C sing 1.51 N N
2 C11 H111 C H sing 1.09 N N
3 C11 H112 C H sing 1.09 N N
4 C11 H113 C H sing 1.09 N N
5 C8 O2 C O doub 1.21 N N
6 C8 C7 C C sing 1.47 N N
7 C7 C9 C C sing 1.4 N Y
8 C7 C6 C C doub 1.4 N Y
9 C9 C10 C C doub 1.38 N Y
10 C9 H9 C H sing 1.08 N N
11 C10 C4 C C sing 1.38 N Y
12 C10 H10 C H sing 1.08 N N
13 C6 C5 C C sing 1.38 N Y
14 C6 H6 C H sing 1.08 N N
15 C5 C4 C C doub 1.38 N Y
16 C5 H5 C H sing 1.08 N N
17 C4 C3 C C sing 1.51 N N
18 C3 CA C C sing 1.53 N N
19 C3 H31 C H sing 1.09 N N
20 C3 H32 C H sing 1.09 N N
21 CA C C C sing 1.51 N N
22 CA N C N sing 1.47 N N
23 CA HA C H sing 1.09 N N
24 C OXT C O sing 1.34 N N
25 C O C O doub 1.21 N N
26 OXT HXT O H sing 0.97 N N
27 N H N H sing 1.01 N N
28 N H2 N H sing 1.01 N N



4AF : Used in PDB Entries

Total Number of PDB Entries: 6
Ligand Code PDB Entry ID Type Total Distinct
4AF 1zh6 Open in New Window Bound ligand 1 1
4AF 3hwl Open in New Window Polymer component 1 1
4AF 7xbm Open in New Window Polymer component 2 1
4AF 7xbn Open in New Window Polymer component 2 1
4AF 7xbo Open in New Window Polymer component 2 1
4AF 8gue Open in New Window Polymer component 2 1