Ligand profile

CHEMBL361649

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2065 — cysteine--tRNA ligase

Via homolog UniProt Q8NY00 Formula C₁₉H₂₁Br₂N₅
pchembl 7.89 ~12.9 nM
Mol. weight 479.22 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL361649
UniProt (similar protein)
Q8NY00
pchembl
7.890 (~12.9 nM)
Target protein
VK055_2065

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 479.22 Da
LogP (Crippen) 5.04
H-bond donors 4
H-bond acceptors 4
TPSA 64.77 Ų
Rotatable bonds 6
Aromatic rings 3 / 4
Heavy atoms 26
Fraction sp³ C 0.32
Formula C₁₉H₂₁Br₂N₅

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 64.8
  • −1 ≤ LogP ≤ 5 5.04
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 479.2
  • LogP ≤ 5 5.04
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 64.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Brc1cc(Br)c2c(c1)C(NCCCNc1nc3ccccc3[nH]1)CCN2
InChI 
InChI=1S/C19H21Br2N5/c20-12-10-13-15(6-9-23-18(13)14(21)11-12)22-7-3-8-24-19-25-16-4-1-2-5-17(16)26-19/h1-2,4-5,10-11,15,22-23H,3,6-9H2,(H2,24,25,26)
InChIKey 
AMXNANPJXQHROJ-UHFFFAOYSA-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
PF09334

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_2065.

PDB 1

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)