Ligand profile

CHEMBL185486

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2065 — cysteine--tRNA ligase

Via homolog UniProt Q8NY00 Formula C₂₀H₂₅BrN₄O₂
pchembl 7.77 ~17.0 nM
Mol. weight 433.35 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL185486
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 433.35 Da
LogP (Crippen) 4.32
H-bond donors 3
H-bond acceptors 5
TPSA 71.20 Ų
Rotatable bonds 10
Aromatic rings 3 / 3
Heavy atoms 27
Fraction sp³ C 0.35
Formula C₂₀H₂₅BrN₄O₂

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 71.2
  • −1 ≤ LogP ≤ 5 4.32
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 433.4
  • LogP ≤ 5 4.32
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 71.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1c(Br)cc(OC)cc1CNCCCNc1nc2ccccc2[nH]1
InChI 
InChI=1S/C20H25BrN4O2/c1-3-27-19-14(11-15(26-2)12-16(19)21)13-22-9-6-10-23-20-24-17-7-4-5-8-18(17)25-20/h4-5,7-8,11-12,22H,3,6,9-10,13H2,1-2H3,(H2,23,24,25)
InChIKey 
IJQKHAWQHJYRRF-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)