Chemical Components in the PDB

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4AN : Summary

Code

4AN

One-letter code

X

Molecule name

6-AMINO-BENZO[DE]ISOQUINOLINE-1,3-DIONE

Systematic names

ProgramVersionName
ACDLabs 10.04 6-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione

Formula

C12 H8 N2 O2

Formal charge

0

Molecular weight

212.204 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C2c1c3c(c(cc1)N)cccc3C(=O)N2
SMILES CACTVS 3.341 Nc1ccc2C(=O)NC(=O)c3cccc1c23
SMILES OpenEye OEToolkits 1.5.0 c1cc2c(ccc3c2c(c1)C(=O)NC3=O)N
Canonical SMILES CACTVS 3.341 Nc1ccc2C(=O)NC(=O)c3cccc1c23
Canonical SMILES OpenEye OEToolkits 1.5.0 c1cc2c(ccc3c2c(c1)C(=O)NC3=O)N

IUPAC InChI

InChI=1S/C12H8N2O2/c13-9-5-4-8-10-6(9)2-1-3-7(10)11(15)14-12(8)16/h1-5H,13H2,(H,14,15,16)

IUPAC InChI key

SSMIFVHARFVINF-UHFFFAOYSA-N
4AN

wwPDB Information

Atom count

24 (16 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



4AN : Atoms of Molecule

Total Number of Atoms: 24
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1A C C1A N N N 0 1.529 0.0 -1.674
2 O1A O O1A N N N 0 2.688 0.0 -2.043
3 C1 C C1 N Y N 0 1.221 0.0 -0.24
4 C2 C C2 N Y N 0 2.221 0.0 0.728
5 C3 C C3 N Y N 0 1.893 0.0 2.071
6 C4 C C4 N Y N 0 0.57 0.0 2.491
7 N4 N N4 N N N 0 0.27 0.0 3.84
8 C5 C C5 N Y N 0 -1.822 0.001 1.901
9 C6 C C6 N Y N 0 -2.8 0.0 0.932
10 C7 C C7 N Y N 0 -2.479 0.0 -0.417
11 C8 C C8 N Y N 0 -1.15 0.0 -0.819
12 C8A C C8A N N N 0 -0.762 0.0 -2.236
13 O8A O O8A N N N 0 -1.62 0.0 -3.099
14 N9 N N9 N N N 0 0.538 0.0 -2.585
15 C9 C C9 N Y N 0 -0.134 0.0 0.163
16 C10 C C10 N Y N 0 -0.469 -0.005 1.531
17 H2 H H2 N N N 0 3.258 0.0 0.429
18 H3 H H3 N N N 0 2.682 0.0 2.808
19 HN41 H 1HN4 N N N 0 0.985 0.0 4.496
20 HN42 H 2HN4 N N N 0 -0.655 0.004 4.131
21 H5 H H5 N N N 0 -2.096 0.002 2.946
22 H6 H H6 N N N 0 -3.838 0.001 1.229
23 H7 H H7 N N N 0 -3.266 0.0 -1.158
24 HN9 H HN9 N N N 0 0.769 0.0 -3.527



4AN : Chemical Bonds

Total Number of Bonds: 26
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1A O1A C O doub 1.22 N N
2 C1A C1 C C sing 1.47 N N
3 C1A N9 C N sing 1.35 N N
4 C1 C2 C C doub 1.39 N Y
5 C1 C9 C C sing 1.41 N Y
6 C2 C3 C C sing 1.38 N Y
7 C2 H2 C H sing 1.08 N N
8 C3 C4 C C doub 1.39 N Y
9 C3 H3 C H sing 1.08 N N
10 C4 N4 C N sing 1.38 N N
11 C4 C10 C C sing 1.41 N Y
12 N4 HN41 N H sing 0.97 N N
13 N4 HN42 N H sing 0.97 N N
14 C5 C6 C C doub 1.38 N Y
15 C5 C10 C C sing 1.4 N Y
16 C5 H5 C H sing 1.08 N N
17 C6 C7 C C sing 1.39 N Y
18 C6 H6 C H sing 1.08 N N
19 C7 C8 C C doub 1.39 N Y
20 C7 H7 C H sing 1.08 N N
21 C8 C8A C C sing 1.47 N N
22 C8 C9 C C sing 1.41 N Y
23 C8A O8A C O doub 1.22 N N
24 C8A N9 C N sing 1.35 N N
25 N9 HN9 N H sing 0.97 N N
26 C9 C10 C C doub 1.41 N Y



4AN : Used in PDB Entries

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