Ligand profile

CHEMBL185520

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2065 — cysteine--tRNA ligase

Via homolog UniProt Q8NY00 Formula C₁₉H₁₈Br₂N₄
pchembl 7.27 ~53.7 nM
Mol. weight 462.19 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL185520
UniProt (similar protein)
Q8NY00
pchembl
7.270 (~53.7 nM)
Target protein
VK055_2065

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 462.19 Da
LogP (Crippen) 5.16
H-bond donors 3
H-bond acceptors 3
TPSA 63.64 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 25
Fraction sp³ C 0.21
Formula C₁₉H₁₈Br₂N₄

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 63.6
  • −1 ≤ LogP ≤ 5 5.16
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 462.2
  • LogP ≤ 5 5.16
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 63.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N#Cc1c(NCCCNCc2cc(Br)cc(Br)c2)[nH]c2ccccc12
InChI 
InChI=1S/C19H18Br2N4/c20-14-8-13(9-15(21)10-14)12-23-6-3-7-24-19-17(11-22)16-4-1-2-5-18(16)25-19/h1-2,4-5,8-10,23-25H,3,6-7,12H2
InChIKey 
XSCYEHGXAVTZHT-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)