Chemical Components in the PDB

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4Z9 : Summary

Code

4Z9

One-letter code

X

Molecule name

(2R)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (2R)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid
OpenEye OEToolkits 1.9.2 (2R)-3-(1H-indol-3-yl)-2-oxidanyl-propanoic acid

Formula

C11 H11 N O3

Formal charge

0

Molecular weight

205.21 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c12c(c(CC(C(=O)O)O)cn1)cccc2
SMILES CACTVS 3.385 O[CH](Cc1c[nH]c2ccccc12)C(O)=O
SMILES OpenEye OEToolkits 1.9.2 c1ccc2c(c1)c(c[nH]2)CC(C(=O)O)O
Canonical SMILES CACTVS 3.385 O[C@H](Cc1c[nH]c2ccccc12)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.9.2 c1ccc2c(c1)c(c[nH]2)C[C@H](C(=O)O)O

IUPAC InChI

InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)/t10-/m1/s1

IUPAC InChI key

XGILAAMKEQUXLS-SNVBAGLBSA-N
4Z9

wwPDB Information

Atom count

26 (15 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-06-30

Last modified at

2016-08-05

Status

Released

Obsoleted

Not Assigned



4Z9 : Atoms of Molecule

Total Number of Atoms: 26
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C8 C C1 N Y N 0 2.474 0.687 -0.008
2 C5 C C2 N Y N 0 2.78 -2.064 0.205
3 C9 C C3 N Y N 0 1.385 -0.175 -0.235
4 O12 O O1 N N N 0 -4.293 0.126 0.313
5 C10 C C4 N N N 0 -3.3 -0.525 0.087
6 O11 O O2 N N N 0 -3.408 -1.751 -0.447
7 C13 C C5 R N N 0 -1.941 0.041 0.406
8 O14 O O3 N N N 0 -2.091 1.299 1.068
9 C15 C C6 N N N 0 -1.153 0.238 -0.891
10 C3 C C7 N Y N 0 0.248 0.688 -0.565
11 C2 C C8 N Y N 0 0.69 1.954 -0.522
12 N1 N N1 N Y N 0 2.018 1.974 -0.191
13 C7 C C9 N Y N 0 3.711 0.148 0.325
14 C6 C C10 N Y N 0 3.857 -1.218 0.429
15 C4 C C11 N Y N 0 1.554 -1.556 -0.119
16 H1 H H1 N N N 0 2.91 -3.132 0.295
17 H2 H H2 N N N 0 -4.301 -2.071 -0.634
18 H3 H H3 N N N 0 -1.403 -0.649 1.056
19 H4 H H4 N N N 0 -2.562 1.964 0.547
20 H5 H H5 N N N 0 -1.115 -0.703 -1.439
21 H6 H H6 N N N 0 -1.645 0.995 -1.503
22 H7 H H7 N N N 0 0.088 2.829 -0.72
23 H8 H H8 N N N 0 2.558 2.774 -0.099
24 H9 H H9 N N N 0 4.556 0.798 0.501
25 H10 H H10 N N N 0 4.82 -1.635 0.684
26 H11 H H11 N N N 0 0.72 -2.22 -0.292



4Z9 : Chemical Bonds

Total Number of Bonds: 27
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C6 C5 C C doub 1.39 N Y
2 C6 C7 C C sing 1.38 N Y
3 C5 C4 C C sing 1.37 N Y
4 C7 C8 C C doub 1.39 N Y
5 C4 C9 C C doub 1.4 N Y
6 C8 C9 C C sing 1.41 N Y
7 C8 N1 C N sing 1.38 N Y
8 C9 C3 C C sing 1.47 N Y
9 O14 C13 O C sing 1.43 N N
10 N1 C2 N C sing 1.37 N Y
11 C3 C15 C C sing 1.51 N N
12 C3 C2 C C doub 1.34 N Y
13 C13 C15 C C sing 1.53 N N
14 C13 C10 C C sing 1.51 N N
15 O12 C10 O C doub 1.21 N N
16 C10 O11 C O sing 1.34 N N
17 C5 H1 C H sing 1.08 N N
18 O11 H2 O H sing 0.97 N N
19 C13 H3 C H sing 1.09 N N
20 O14 H4 O H sing 0.97 N N
21 C15 H5 C H sing 1.09 N N
22 C15 H6 C H sing 1.09 N N
23 C2 H7 C H sing 1.08 N N
24 N1 H8 N H sing 0.97 N N
25 C7 H9 C H sing 1.08 N N
26 C6 H10 C H sing 1.08 N N
27 C4 H11 C H sing 1.08 N N



4Z9 : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
4Z9 5cak Open in New Window Bound ligand 1 1
4Z9 7yy8 Open in New Window Bound ligand 1 1