Chemical Components in the PDB

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2W9 : Summary

Code

2W9

One-letter code

X

Molecule name

3-[3-(5-nitrofuran-2-yl)phenyl]propanoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 3-[3-(5-nitrofuran-2-yl)phenyl]propanoic acid
OpenEye OEToolkits 1.7.6 3-[3-(5-nitrofuran-2-yl)phenyl]propanoic acid

Formula

C13 H11 N O5

Formal charge

0

Molecular weight

261.23 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=[N+]([O-])c2oc(c1cc(ccc1)CCC(=O)O)cc2
SMILES CACTVS 3.385 OC(=O)CCc1cccc(c1)c2oc(cc2)[N+]([O-])=O
SMILES OpenEye OEToolkits 1.7.6 c1cc(cc(c1)c2ccc(o2)[N+](=O)[O-])CCC(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)CCc1cccc(c1)c2oc(cc2)[N+]([O-])=O
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(cc(c1)c2ccc(o2)[N+](=O)[O-])CCC(=O)O

IUPAC InChI

InChI=1S/C13H11NO5/c15-13(16)7-4-9-2-1-3-10(8-9)11-5-6-12(19-11)14(17)18/h1-3,5-6,8H,4,7H2,(H,15,16)

IUPAC InChI key

TXMIQTDPWRFHFQ-UHFFFAOYSA-N
2W9

wwPDB Information

Atom count

30 (19 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-03-10

Last modified at

2015-04-03

Status

Released

Obsoleted

Not Assigned



2W9 : Atoms of Molecule

Total Number of Atoms: 30
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -0.376 -1.422 -0.032
2 C2 C C2 N Y N 0 0.661 -0.54 -0.34
3 C3 C C3 N Y N 0 1.956 -1.006 -0.427
4 C4 C C4 N N N 0 3.077 -0.055 -0.758
5 C7 C C7 N N N 0 3.646 0.534 0.534
6 C8 C C8 N N N 0 4.767 1.485 0.202
7 O9 O O9 N N N 0 5.419 2.124 1.186
8 O11 O O11 N N N 0 5.078 1.673 -0.95
9 C14 C C14 N Y N 0 2.229 -2.345 -0.209
10 C15 C C15 N Y N 0 1.206 -3.225 0.097
11 C16 C C16 N Y N 0 -0.094 -2.772 0.186
12 C21 C C21 N Y N 0 -1.765 -0.929 0.069
13 O22 O O22 N Y N 0 -2.168 0.343 -0.118
14 C23 C C23 N Y N 0 -3.498 0.42 0.053
15 N24 N N24 N N N 1 -4.313 1.65 -0.063
16 O25 O O25 N N N -1 -5.517 1.603 0.119
17 O26 O O26 N N N 0 -3.781 2.71 -0.341
18 C27 C C27 N Y N 0 -3.966 -0.807 0.353
19 C29 C C29 N Y N 0 -2.86 -1.681 0.36
20 H1 H H1 N N N 0 0.449 0.506 -0.51
21 H2 H H2 N N N 0 3.863 -0.59 -1.291
22 H3 H H3 N N N 0 2.696 0.75 -1.387
23 H4 H H4 N N N 0 2.86 1.07 1.066
24 H5 H H5 N N N 0 4.027 -0.271 1.163
25 H6 H H6 N N N 0 6.13 2.724 0.924
26 H7 H H7 N N N 0 3.245 -2.705 -0.278
27 H8 H H8 N N N 0 1.426 -4.269 0.265
28 H9 H H9 N N N 0 -0.891 -3.46 0.425
29 H10 H H10 N N N 0 -4.995 -1.072 0.549
30 H11 H H11 N N N 0 -2.878 -2.741 0.564



2W9 : Chemical Bonds

Total Number of Bonds: 31
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O25 N24 O N sing 1.22 N N
2 O26 N24 O N doub 1.22 N N
3 N24 C23 N C sing 1.48 N N
4 C23 C27 C C doub 1.35 N Y
5 C23 O22 C O sing 1.34 N Y
6 C27 C29 C C sing 1.41 N Y
7 O22 C21 O C sing 1.35 N Y
8 C29 C21 C C doub 1.36 N Y
9 C21 C1 C C sing 1.48 N N
10 C1 C16 C C doub 1.4 N Y
11 C1 C2 C C sing 1.4 N Y
12 C16 C15 C C sing 1.38 N Y
13 C2 C3 C C doub 1.38 N Y
14 C15 C14 C C doub 1.38 N Y
15 C3 C14 C C sing 1.38 N Y
16 C3 C4 C C sing 1.51 N N
17 C4 C7 C C sing 1.53 N N
18 O11 C8 O C doub 1.21 N N
19 C8 C7 C C sing 1.51 N N
20 C8 O9 C O sing 1.34 N N
21 C2 H1 C H sing 1.08 N N
22 C4 H2 C H sing 1.09 N N
23 C4 H3 C H sing 1.09 N N
24 C7 H4 C H sing 1.09 N N
25 C7 H5 C H sing 1.09 N N
26 O9 H6 O H sing 0.97 N N
27 C14 H7 C H sing 1.08 N N
28 C15 H8 C H sing 1.08 N N
29 C16 H9 C H sing 1.08 N N
30 C27 H10 C H sing 1.08 N N
31 C29 H11 C H sing 1.08 N N



2W9 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
2W9 4prr Open in New Window Bound ligand 1 1