Chemical Components in the PDB

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X3A : Summary

Code

X3A

One-letter code

X

Molecule name

[4-amino-2-(phenylamino)-1,3-thiazol-5-yl](pyridin-3-yl)methanone

Systematic names

ProgramVersionName
ACDLabs 12.01 [4-amino-2-(phenylamino)-1,3-thiazol-5-yl](pyridin-3-yl)methanone
OpenEye OEToolkits 1.7.0 (4-azanyl-2-phenylazanyl-1,3-thiazol-5-yl)-pyridin-3-yl-methanone

Formula

C15 H12 N4 O S

Formal charge

0

Molecular weight

296.347 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(c1sc(nc1N)Nc2ccccc2)c3cccnc3
SMILES CACTVS 3.370 Nc1nc(Nc2ccccc2)sc1C(=O)c3cccnc3
SMILES OpenEye OEToolkits 1.7.0 c1ccc(cc1)Nc2nc(c(s2)C(=O)c3cccnc3)N
Canonical SMILES CACTVS 3.370 Nc1nc(Nc2ccccc2)sc1C(=O)c3cccnc3
Canonical SMILES OpenEye OEToolkits 1.7.0 c1ccc(cc1)Nc2nc(c(s2)C(=O)c3cccnc3)N

IUPAC InChI

InChI=1S/C15H12N4OS/c16-14-13(12(20)10-5-4-8-17-9-10)21-15(19-14)18-11-6-2-1-3-7-11/h1-9H,16H2,(H,18,19)

IUPAC InChI key

LERGLIZTDGVNRO-UHFFFAOYSA-N
X3A

wwPDB Information

Atom count

33 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-02-25

Last modified at

2012-10-26

Status

Released

Obsoleted

Not Assigned



X3A : Atoms of Molecule

Total Number of Atoms: 33
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N Y N 0 1.274 -0.826 0.008
2 C2 C C2 N Y N 0 0.152 -1.507 -0.001
3 N3 N N3 N N N 0 0.103 -2.891 0.041
4 C4 C C4 N Y N 0 -0.978 -0.71 -0.057
5 C5 C C5 N N N 0 -2.311 -1.161 -0.079
6 C6 C C6 N Y N 0 -3.423 -0.187 0.005
7 C7 C C7 N Y N 0 -4.671 -0.488 -0.54
8 N8 N N8 N Y N 0 -5.661 0.378 -0.465
9 C9 C C9 N Y N 0 -5.517 1.552 0.121
10 C10 C C10 N Y N 0 -4.31 1.925 0.685
11 C11 C C11 N Y N 0 -3.24 1.048 0.637
12 O12 O O12 N N N 0 -2.55 -2.353 -0.168
13 S13 S S13 N Y N 0 -0.447 0.969 -0.094
14 C14 C C14 N Y N 0 1.186 0.472 -0.034
15 N15 N N15 N N N 0 2.264 1.329 -0.031
16 C16 C C16 N Y N 0 3.565 0.816 -0.005
17 C17 C C17 N Y N 0 4.603 1.521 -0.601
18 C18 C C18 N Y N 0 5.886 1.011 -0.574
19 C19 C C19 N Y N 0 6.138 -0.199 0.045
20 C20 C C20 N Y N 0 5.107 -0.903 0.64
21 C21 C C21 N Y N 0 3.822 -0.396 0.621
22 H9 H H9 N N N 0 -6.354 2.232 0.16
23 HN3 H HN3 N N N 0 0.925 -3.404 0.079
24 HN3A H HN3A N N N 0 -0.753 -3.346 0.032
25 H7 H H7 N N N 0 -4.828 -1.438 -1.028
26 H10 H H10 N N N 0 -4.205 2.889 1.161
27 H18 H H18 N N N 0 6.694 1.559 -1.037
28 H11 H H11 N N N 0 -2.288 1.312 1.074
29 HN15 H HN15 N N N 0 2.122 2.288 -0.047
30 H17 H H17 N N N 0 4.406 2.466 -1.086
31 H19 H H19 N N N 0 7.142 -0.596 0.064
32 H20 H H20 N N N 0 5.307 -1.849 1.122
33 H21 H H21 N N N 0 3.018 -0.945 1.09



X3A : Chemical Bonds

Total Number of Bonds: 35
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N1 C2 N C sing 1.31 N Y
2 N1 C14 N C doub 1.3 N Y
3 C2 N3 C N sing 1.39 N N
4 C2 C4 C C doub 1.38 N Y
5 C4 C5 C C sing 1.41 N N
6 C4 S13 C S sing 1.76 N Y
7 C5 C6 C C sing 1.48 N N
8 C5 O12 C O doub 1.22 N N
9 C6 C7 C C doub 1.39 N Y
10 C6 C11 C C sing 1.4 N Y
11 C7 N8 C N sing 1.32 N Y
12 N8 C9 N C doub 1.32 N Y
13 C9 C10 C C sing 1.38 N Y
14 C10 C11 C C doub 1.38 N Y
15 S13 C14 S C sing 1.71 N Y
16 C14 N15 C N sing 1.38 N N
17 N15 C16 N C sing 1.4 N N
18 C16 C17 C C doub 1.39 N Y
19 C16 C21 C C sing 1.39 N Y
20 C17 C18 C C sing 1.38 N Y
21 C18 C19 C C doub 1.38 N Y
22 C19 C20 C C sing 1.38 N Y
23 C20 C21 C C doub 1.38 N Y
24 N3 HN3 N H sing 0.97 N N
25 N3 HN3A N H sing 0.97 N N
26 C7 H7 C H sing 1.08 N N
27 C9 H9 C H sing 1.08 N N
28 C10 H10 C H sing 1.08 N N
29 C11 H11 C H sing 1.08 N N
30 N15 HN15 N H sing 0.97 N N
31 C17 H17 C H sing 1.08 N N
32 C18 H18 C H sing 1.08 N N
33 C19 H19 C H sing 1.08 N N
34 C20 H20 C H sing 1.08 N N
35 C21 H21 C H sing 1.08 N N



X3A : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
X3A 3qtw Open in New Window Bound ligand 1 1