Chemical Components in the PDB

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1FN : Summary

Code

1FN

One-letter code

X

Molecule name

1-(4-fluorophenyl)-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carboxamide

Systematic names

ProgramVersionName
ACDLabs 10.04 1-(4-fluorophenyl)-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carboxamide
OpenEye OEToolkits 1.5.0 1-(4-fluorophenyl)-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-pyridine-3-carboxamide

Formula

C25 H16 F2 N4 O3

Formal charge

0

Molecular weight

458.416 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Fc1ccc(cc1)N2C=CC=C(C2=O)C(=O)Nc5ccc(Oc3ccnc4c3ccn4)c(F)c5
SMILES CACTVS 3.341 Fc1ccc(cc1)N2C=CC=C(C(=O)Nc3ccc(Oc4ccnc5[nH]ccc45)c(F)c3)C2=O
SMILES OpenEye OEToolkits 1.5.0 c1cc(ccc1N2C=CC=C(C2=O)C(=O)Nc3ccc(c(c3)F)Oc4ccnc5c4cc[nH]5)F
Canonical SMILES CACTVS 3.341 Fc1ccc(cc1)N2C=CC=C(C(=O)Nc3ccc(Oc4ccnc5[nH]ccc45)c(F)c3)C2=O
Canonical SMILES OpenEye OEToolkits 1.5.0 c1cc(ccc1N2C=CC=C(C2=O)C(=O)Nc3ccc(c(c3)F)Oc4ccnc5c4cc[nH]5)F

IUPAC InChI

InChI=1S/C25H16F2N4O3/c26-15-3-6-17(7-4-15)31-13-1-2-19(25(31)33)24(32)30-16-5-8-22(20(27)14-16)34-21-10-12-29-23-18(21)9-11-28-23/h1-14H,(H,28,29)(H,30,32)

IUPAC InChI key

OBSFXHDOLBYWRJ-UHFFFAOYSA-N
1FN

wwPDB Information

Atom count

50 (34 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2008-03-03

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



1FN : Atoms of Molecule

Total Number of Atoms: 50
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C13 C C13 N Y N 0 2.437 -1.279 0.142
2 C18 C C18 N N N 0 -2.76 1.871 0.069
3 C17 C C17 N N N 0 -1.314 1.608 0.129
4 C24 C C24 N N N 0 -3.243 3.178 0.069
5 C20 C C20 N N N 0 -3.686 0.798 0.017
6 C22 C C22 N N N 0 -5.47 2.33 -0.042
7 C23 C C23 N N N 0 -4.621 3.388 0.012
8 C11 C C11 N Y N 0 0.501 0.103 0.454
9 C12 C C12 N Y N 0 1.091 -1.043 -0.063
10 C34 C C34 N Y N 0 -6.056 -0.857 1.002
11 C27 C C27 N Y N 0 7.63 -0.812 1.353
12 C33 C C33 N Y N 0 -6.952 -1.905 0.949
13 C1 C C1 N Y N 0 6.772 -0.398 0.242
14 C2 C C2 N Y N 0 7.633 -0.064 -0.817
15 N3 N N3 N Y N 0 7.128 0.353 -1.973
16 C4 C C4 N Y N 0 5.83 0.466 -2.163
17 C5 C C5 N Y N 0 4.92 0.155 -1.167
18 C6 C C6 N Y N 0 5.385 -0.287 0.065
19 O7 O O7 N N N 0 4.524 -0.601 1.065
20 C8 C C8 N Y N 0 3.2 -0.369 0.864
21 C9 C C9 N Y N 0 2.61 0.775 1.38
22 C10 C C10 N Y N 0 1.264 1.011 1.176
23 F14 F F14 N N N 0 3.01 -2.397 -0.356
24 O25 O O25 N N N 0 -3.288 -0.354 0.021
25 N15 N N15 N N N 0 -0.863 0.344 0.247
26 O19 O O19 N N N 0 -0.525 2.533 0.071
27 N21 N N21 N N N 0 -5.006 1.056 -0.037
28 C26 C C26 N Y N 0 -5.915 -0.009 -0.089
29 C28 C C28 N Y N 0 8.898 -0.71 0.924
30 N29 N N29 N Y N 0 8.916 -0.264 -0.371
31 C30 C C30 N Y N 0 -6.677 -0.218 -1.231
32 C31 C C31 N Y N 0 -7.572 -1.268 -1.28
33 H23 H H23 N N N 0 -5.013 4.394 0.007
34 C32 C C32 N Y N 0 -7.711 -2.112 -0.191
35 F35 F F35 N N N 0 -8.587 -3.139 -0.241
36 H22 H H22 N N N 0 -6.535 2.507 -0.086
37 H24 H H24 N N N 0 -2.562 4.015 0.113
38 H12 H H12 N N N 0 0.498 -1.749 -0.625
39 H34 H H34 N N N 0 -5.468 -0.693 1.893
40 H27 H H27 N N N 0 7.306 -1.133 2.332
41 H33 H H33 N N N 0 -7.062 -2.565 1.797
42 H4 H H4 N N N 0 5.466 0.809 -3.121
43 HN15 H HN15 N N N 0 -1.483 -0.4 0.189
44 H5 H H5 N N N 0 3.86 0.256 -1.346
45 H9 H H9 N N N 0 3.203 1.481 1.942
46 H10 H H10 N N N 0 0.806 1.903 1.577
47 H28 H H28 N N N 0 9.773 -0.945 1.512
48 HN29 H HN29 N N N 0 9.718 -0.113 -0.896
49 H30 H H30 N N N 0 -6.569 0.441 -2.08
50 H31 H H31 N N N 0 -8.165 -1.431 -2.168



1FN : Chemical Bonds

Total Number of Bonds: 54
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C13 C12 C C doub 1.38 N Y
2 C13 C8 C C sing 1.39 N Y
3 C13 F14 C F sing 1.35 N N
4 C18 C17 C C sing 1.47 N N
5 C18 C20 C C sing 1.42 N N
6 C18 C24 C C doub 1.39 N N
7 C17 N15 C N sing 1.35 N N
8 C17 O19 C O doub 1.22 N N
9 C20 N21 C N sing 1.35 N N
10 C20 O25 C O doub 1.22 N N
11 C22 C23 C C doub 1.36 N N
12 C22 N21 C N sing 1.36 N N
13 C23 C24 C C sing 1.4 N N
14 C11 C12 C C sing 1.39 N Y
15 C11 C10 C C doub 1.39 N Y
16 C11 N15 C N sing 1.4 N N
17 C34 C33 C C doub 1.38 N Y
18 C34 C26 C C sing 1.39 N Y
19 C27 C1 C C sing 1.46 N Y
20 C27 C28 C C doub 1.34 N Y
21 C33 C32 C C sing 1.39 N Y
22 C1 C2 C C doub 1.41 N Y
23 C1 C6 C C sing 1.4 N Y
24 C2 N3 C N sing 1.33 N Y
25 C2 N29 C N sing 1.37 N Y
26 N3 C4 N C doub 1.32 N Y
27 C4 C5 C C sing 1.38 N Y
28 C5 C6 C C doub 1.39 N Y
29 C6 O7 C O sing 1.36 N N
30 O7 C8 O C sing 1.36 N N
31 C8 C9 C C doub 1.39 N Y
32 C9 C10 C C sing 1.38 N Y
33 N21 C26 N C sing 1.4 N N
34 C26 C30 C C doub 1.39 N Y
35 C28 N29 C N sing 1.37 N Y
36 C30 C31 C C sing 1.38 N Y
37 C31 C32 C C doub 1.38 N Y
38 C32 F35 C F sing 1.35 N N
39 C22 H22 C H sing 1.08 N N
40 C23 H23 C H sing 1.08 N N
41 C24 H24 C H sing 1.08 N N
42 C12 H12 C H sing 1.08 N N
43 C34 H34 C H sing 1.08 N N
44 C27 H27 C H sing 1.08 N N
45 C33 H33 C H sing 1.08 N N
46 C4 H4 C H sing 1.08 N N
47 C5 H5 C H sing 1.08 N N
48 C9 H9 C H sing 1.08 N N
49 C10 H10 C H sing 1.08 N N
50 N15 HN15 N H sing 0.97 N N
51 C28 H28 C H sing 1.08 N N
52 N29 HN29 N H sing 0.97 N N
53 C30 H30 C H sing 1.08 N N
54 C31 H31 C H sing 1.08 N N



1FN : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
1FN 3ce3 Open in New Window Bound ligand 1 1
1FN 6oko Open in New Window Bound ligand 2 1