Ligand profile

CHEMBL182767

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2065 — cysteine--tRNA ligase

Via homolog UniProt Q8NY00 Formula C₁₈H₂₀Br₂N₄O₂S
pchembl 8.31 ~4.9 nM
Mol. weight 516.26 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL182767
UniProt (similar protein)
Q8NY00
pchembl
8.310 (~4.9 nM)
Target protein
VK055_2065

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 516.26 Da
LogP (Crippen) 4.91
H-bond donors 3
H-bond acceptors 7
TPSA 79.30 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 27
Fraction sp³ C 0.33
Formula C₁₈H₂₀Br₂N₄O₂S

Drug-likeness

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

Permeability proxy High

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 79.3
  • −1 ≤ LogP ≤ 5 4.91
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 516.3
  • LogP ≤ 5 4.91
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 79.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1c(Br)cc(Br)cc1CNCCCNc1nc(O)c2sccc2n1
InChI 
InChI=1S/C18H20Br2N4O2S/c1-2-26-15-11(8-12(19)9-13(15)20)10-21-5-3-6-22-18-23-14-4-7-27-16(14)17(25)24-18/h4,7-9,21H,2-3,5-6,10H2,1H3,(H2,22,23,24,25)
InChIKey 
SUTJRLOJLSCDQS-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)