Chemical Components in the PDB

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20F : Summary

Code

20F

One-letter code

X

Molecule name

5-(4-fluorophenyl)-3-hydroxy-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one

Systematic names

ProgramVersionName
ACDLabs 12.01 5-(4-fluorophenyl)-3-hydroxy-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one
OpenEye OEToolkits 1.7.6 5-(4-fluorophenyl)-3-oxidanyl-6-[4-(1H-1,2,3,4-tetrazol-5-yl)phenyl]-1H-pyridin-2-one

Formula

C18 H12 F N5 O2

Formal charge

0

Molecular weight

349.319 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Fc1ccc(cc1)C=4C=C(O)C(=O)NC=4c3ccc(c2nnnn2)cc3
SMILES CACTVS 3.385 OC1=CC(=C(NC1=O)c2ccc(cc2)c3[nH]nnn3)c4ccc(F)cc4
SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1c2[nH]nnn2)C3=C(C=C(C(=O)N3)O)c4ccc(cc4)F
Canonical SMILES CACTVS 3.385 OC1=CC(=C(NC1=O)c2ccc(cc2)c3[nH]nnn3)c4ccc(F)cc4
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1c2[nH]nnn2)C3=C(C=C(C(=O)N3)O)c4ccc(cc4)F

IUPAC InChI

InChI=1S/C18H12FN5O2/c19-13-7-5-10(6-8-13)14-9-15(25)18(26)20-16(14)11-1-3-12(4-2-11)17-21-23-24-22-17/h1-9,25H,(H,20,26)(H,21,22,23,24)

IUPAC InChI key

HSMMRXNTCXSWQT-UHFFFAOYSA-N
20F

wwPDB Information

Atom count

38 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-08-12

Last modified at

2013-09-20

Status

Released

Obsoleted

Not Assigned



20F : Atoms of Molecule

Total Number of Atoms: 38
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C02 C C02 N N N 0 3.659 -2.238 0.101
2 C03 C C03 N N N 0 4.396 -1.037 0.029
3 C05 C C05 N N N 0 3.74 0.159 -0.036
4 C06 C C06 N N N 0 2.331 0.172 -0.03
5 C07 C C07 N Y N 0 1.597 1.458 -0.095
6 C08 C C08 N Y N 0 1.676 2.362 0.964
7 C09 C C09 N Y N 0 0.991 3.558 0.9
8 C10 C C10 N Y N 0 0.225 3.861 -0.215
9 C11 C C11 N Y N 0 0.144 2.966 -1.27
10 C12 C C12 N Y N 0 0.83 1.77 -1.217
11 C14 C C14 N N N 0 1.635 -1.027 0.042
12 C15 C C15 N Y N 0 0.161 -1.023 0.048
13 C16 C C16 N Y N 0 -0.532 -0.175 0.919
14 C17 C C17 N Y N 0 -1.903 -0.171 0.923
15 C18 C C18 N Y N 0 -2.608 -1.013 0.06
16 C19 C C19 N Y N 0 -1.916 -1.86 -0.81
17 C20 C C20 N Y N 0 -0.545 -1.861 -0.821
18 C21 C C21 N Y N 0 -4.086 -1.013 0.07
19 F13 F F13 N N N 0 -0.448 5.031 -0.271
20 H1 H H1 N N N 0 6.128 -1.961 0.073
21 H10 H H10 N N N 0 -0.011 -2.516 -1.493
22 H11 H H11 N N N 0 -4.609 0.395 1.513
23 H12 H H12 N N N 0 1.82 -3.048 0.151
24 H2 H H2 N N N 0 4.295 1.084 -0.091
25 H3 H H3 N N N 0 2.272 2.127 1.834
26 H4 H H4 N N N 0 1.051 4.259 1.719
27 H5 H H5 N N N 0 -0.454 3.207 -2.136
28 H6 H H6 N N N 0 0.766 1.074 -2.039
29 H7 H H7 N N N 0 0.012 0.475 1.587
30 H8 H H8 N N N 0 -2.439 0.483 1.595
31 H9 H H9 N N N 0 -2.462 -2.511 -1.477
32 N22 N N22 N Y N 0 -4.892 -0.254 0.851
33 N23 N N23 N Y N 0 -6.109 -0.56 0.548
34 N24 N N24 N Y N 0 -6.099 -1.46 -0.372
35 N25 N N25 N Y N 0 -4.883 -1.748 -0.683
36 N26 N N26 N N N 0 2.314 -2.214 0.101
37 O01 O O01 N N N 0 4.247 -3.306 0.16
38 O04 O O04 N N N 0 5.756 -1.07 0.024



20F : Chemical Bonds

Total Number of Bonds: 41
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 F13 C10 F C sing 1.35 N N
2 N24 N25 N N sing 1.29 N Y
3 N24 N23 N N doub 1.29 N Y
4 N25 C21 N C doub 1.32 N Y
5 N23 N22 N N sing 1.29 N Y
6 C10 C11 C C doub 1.39 N Y
7 C10 C09 C C sing 1.39 N Y
8 C11 C12 C C sing 1.38 N Y
9 C21 N22 C N sing 1.35 N Y
10 C21 C18 C C sing 1.48 N N
11 C09 C08 C C doub 1.38 N Y
12 C12 C07 C C doub 1.39 N Y
13 C18 C19 C C doub 1.4 N Y
14 C18 C17 C C sing 1.4 N Y
15 C19 C20 C C sing 1.37 N Y
16 C17 C16 C C doub 1.37 N Y
17 C08 C07 C C sing 1.39 N Y
18 C07 C06 C C sing 1.48 N N
19 C20 C15 C C doub 1.4 N Y
20 C16 C15 C C sing 1.4 N Y
21 C15 C14 C C sing 1.47 N N
22 C06 C14 C C doub 1.39 N N
23 C06 C05 C C sing 1.41 N N
24 C14 N26 C N sing 1.37 N N
25 C05 C03 C C doub 1.37 N N
26 N26 C02 N C sing 1.35 N N
27 C03 C02 C C sing 1.41 N N
28 C03 O04 C O sing 1.36 N N
29 C02 O01 C O doub 1.22 N N
30 O04 H1 O H sing 0.97 N N
31 C05 H2 C H sing 1.08 N N
32 C08 H3 C H sing 1.08 N N
33 C09 H4 C H sing 1.08 N N
34 C11 H5 C H sing 1.08 N N
35 C12 H6 C H sing 1.08 N N
36 C16 H7 C H sing 1.08 N N
37 C17 H8 C H sing 1.08 N N
38 C19 H9 C H sing 1.08 N N
39 C20 H10 C H sing 1.08 N N
40 N22 H11 N H sing 0.97 N N
41 N26 H12 N H sing 0.97 N N



20F : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
20F 4m5u Open in New Window Bound ligand 1 1