Chemical Components in the PDB

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FIS : Summary

Code

FIS

One-letter code

X

Molecule name

(2S,4R)-2-AMINOFORMYL-6-FLUORO-SPIRO[CHROMAN-4,4'-IMIDAZOLIDINE]-2',5'-DIONE

Systematic names

ProgramVersionName
ACDLabs 10.04 (2S,4R)-6-fluoro-2',5'-dioxo-2,3-dihydrospiro[chromene-4,4'-imidazolidine]-2-carboxamide
OpenEye OEToolkits 1.5.0 (2S,4R)-6-fluoro-2',5'-dioxo-spiro[chroman-4,4'-imidazolidine]-2-carboxamide

Formula

C12 H10 F N3 O4

Formal charge

0

Molecular weight

279.224 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Fc3ccc2OC(C(=O)N)CC1(C(=O)NC(=O)N1)c2c3
SMILES CACTVS 3.341 NC(=O)[CH]1C[C]2(NC(=O)NC2=O)c3cc(F)ccc3O1
SMILES OpenEye OEToolkits 1.5.0 c1cc2c(cc1F)C3(CC(O2)C(=O)N)C(=O)NC(=O)N3
Canonical SMILES CACTVS 3.341 NC(=O)[C@@H]1C[C@@]2(NC(=O)NC2=O)c3cc(F)ccc3O1
Canonical SMILES OpenEye OEToolkits 1.5.0 c1cc2c(cc1F)[C@]3(C[C@H](O2)C(=O)N)C(=O)NC(=O)N3

IUPAC InChI

InChI=1S/C12H10FN3O4/c13-5-1-2-7-6(3-5)12(4-8(20-7)9(14)17)10(18)15-11(19)16-12/h1-3,8H,4H2,(H2,14,17)(H2,15,16,18,19)/t8-,12+/m0/s1

IUPAC InChI key

WAAPEIZFCHNLKK-QPUJVOFHSA-N
FIS

wwPDB Information

Atom count

30 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2004-08-24

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



FIS : 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 O3I O O3I N N N 0 -1.1 3.64 -1.477
2 O6I O O6I N N N 0 -0.827 1.405 2.42
3 N1I N N1I N N N 0 -0.127 1.647 -1.034
4 C2I C C2I N N N 0 -0.81 2.757 -0.693
5 C11 C C11 N Y N 0 0.066 -1.658 -0.013
6 N4 N N4 N N N 0 -1.134 2.779 0.606
7 F17 F F17 N N N 0 -4.053 -1.753 -0.323
8 C16 C C16 N Y N 0 -0.606 -2.87 -0.179
9 C12 C C12 N Y N 0 -0.664 -0.484 0.034
10 C13 C C13 N Y N 0 -2.046 -0.521 -0.068
11 C14 C C14 N Y N 0 -2.706 -1.725 -0.226
12 C15 C C15 N Y N 0 -1.979 -2.903 -0.284
13 O10 O O10 N N N 0 1.413 -1.711 0.111
14 C5 C C5 N N N 0 -0.691 1.676 1.246
15 N21 N N21 N N N 0 4.289 0.417 -0.609
16 O20 O O20 N N N 0 4.005 -1.568 0.341
17 C19 C C19 N N N 0 3.505 -0.588 -0.171
18 C7I C C7I R N N 0 0.007 0.852 0.192
19 C8I C C8I N N N 0 1.479 0.657 0.55
20 C9 C C9 S N N 0 2.008 -0.495 -0.317
21 H1I H H1I N N N 0 0.21 1.419 -1.915
22 HN4 H HN4 N N N 0 -1.626 3.497 1.033
23 H16 H H16 N N N 0 -0.044 -3.792 -0.225
24 H13 H H13 N N N 0 -2.611 0.398 -0.023
25 H15 H H15 N N N 0 -2.489 -3.846 -0.412
26 H211 H 1H21 N N N 0 5.252 0.357 -0.515
27 H212 H 2H21 N N N 0 3.889 1.199 -1.022
28 H8I1 H 1H8I N N N 0 1.573 0.401 1.605
29 H8I2 H 2H8I N N N 0 2.037 1.569 0.337
30 H9 H H9 N N N 0 1.754 -0.313 -1.361



FIS : Chemical Bonds

Total Number of Bonds: 32
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O3I C2I O C doub 1.22 N N
2 O6I C5 O C doub 1.21 N N
3 N1I C2I N C sing 1.35 N N
4 N1I C7I N C sing 1.47 N N
5 N1I H1I N H sing 0.97 N N
6 C2I N4 C N sing 1.34 N N
7 N4 C5 N C sing 1.35 N N
8 N4 HN4 N H sing 0.97 N N
9 F17 C14 F C sing 1.35 N N
10 C16 C11 C C doub 1.4 N Y
11 C16 C15 C C sing 1.38 N Y
12 C16 H16 C H sing 1.08 N N
13 C11 C12 C C sing 1.38 N Y
14 C11 O10 C O sing 1.35 N N
15 C12 C13 C C doub 1.39 N Y
16 C12 C7I C C sing 1.5 N N
17 C13 C14 C C sing 1.38 N Y
18 C13 H13 C H sing 1.08 N N
19 C14 C15 C C doub 1.39 N Y
20 C15 H15 C H sing 1.08 N N
21 O10 C9 O C sing 1.42 N N
22 C5 C7I C C sing 1.51 N N
23 N21 C19 N C sing 1.35 N N
24 N21 H211 N H sing 0.97 N N
25 N21 H212 N H sing 0.97 N N
26 O20 C19 O C doub 1.21 N N
27 C19 C9 C C sing 1.51 N N
28 C7I C8I C C sing 1.53 N N
29 C8I C9 C C sing 1.54 N N
30 C8I H8I1 C H sing 1.09 N N
31 C8I H8I2 C H sing 1.09 N N
32 C9 H9 C H sing 1.09 N N



FIS : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
FIS 1x98 Open in New Window Bound ligand 1 1
FIS 3bcj Open in New Window Bound ligand 1 1