Ligand profile

CHEMBL180309

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2065 — cysteine--tRNA ligase

Via homolog UniProt Q8NY00 Formula C₁₉H₂₂Br₂N₄O
pchembl 7.77 ~17.0 nM
Mol. weight 482.22 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL180309
UniProt (similar protein)
Q8NY00
pchembl
7.770 (~17.0 nM)
Target protein
VK055_2065

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 482.22 Da
LogP (Crippen) 5.08
H-bond donors 3
H-bond acceptors 4
TPSA 61.97 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 26
Fraction sp³ C 0.32
Formula C₁₉H₂₂Br₂N₄O

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 62.0
  • −1 ≤ LogP ≤ 5 5.08
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 482.2
  • LogP ≤ 5 5.08
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 62.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1c(Br)cc(Br)cc1CNCCCNc1nc2ccccc2[nH]1
InChI 
InChI=1S/C19H22Br2N4O/c1-2-26-18-13(10-14(20)11-15(18)21)12-22-8-5-9-23-19-24-16-6-3-4-7-17(16)25-19/h3-4,6-7,10-11,22H,2,5,8-9,12H2,1H3,(H2,23,24,25)
InChIKey 
MOLAOAJXMAKTPM-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)