Ligand profile

CHEMBL5424310

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0276 — threonine--tRNA ligase

Via homolog UniProt P26639 Formula C₁₅H₁₇N₇O₅S
pchembl 6.90 ~125.9 nM
Mol. weight 407.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5424310
UniProt (similar protein)
P26639
pchembl
6.900 (~125.9 nM)
Target protein
VK055_0276

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 407.41 Da
LogP (Crippen) -1.15
H-bond donors 4
H-bond acceptors 11
TPSA 188.34 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 28
Fraction sp³ C 0.20
Formula C₁₅H₁₇N₇O₅S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 188.3
  • −1 ≤ LogP ≤ 5 -1.15
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 407.4
  • LogP ≤ 5 -1.15
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 188.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H](O)[C@H](N)C(=O)NS(=O)(=O)Oc1cccc2nn(-c3cc(N)ncn3)cc12
InChI 
InChI=1S/C15H17N7O5S/c1-8(23)14(17)15(24)21-28(25,26)27-11-4-2-3-10-9(11)6-22(20-10)13-5-12(16)18-7-19-13/h2-8,14,23H,17H2,1H3,(H,21,24)(H2,16,18,19)/t8-,14+/m1/s1
InChIKey 
XJHNDUGHFDIXDU-CLAHSXSESA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF00587

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0276.

PDB 12

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 27

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)