Ligand profile

CHEMBL368020

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2065 — cysteine--tRNA ligase

Via homolog UniProt Q8NY00 Formula C₂₁H₂₅BrN₄O₃
pchembl 8.15 ~7.1 nM
Mol. weight 461.36 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL368020
UniProt (similar protein)
Q8NY00
pchembl
8.150 (~7.1 nM)
Target protein
VK055_2065

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 461.36 Da
LogP (Crippen) 4.10
H-bond donors 3
H-bond acceptors 7
TPSA 88.53 Ų
Rotatable bonds 10
Aromatic rings 3 / 3
Heavy atoms 29
Fraction sp³ C 0.33
Formula C₂₁H₂₅BrN₄O₃

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 88.5
  • −1 ≤ LogP ≤ 5 4.10
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 461.4
  • LogP ≤ 5 4.10
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 88.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1c(Br)cc(OC)cc1CNCCCNc1nc(O)c2ccccc2n1
InChI 
InChI=1S/C21H25BrN4O3/c1-3-29-19-14(11-15(28-2)12-17(19)22)13-23-9-6-10-24-21-25-18-8-5-4-7-16(18)20(27)26-21/h4-5,7-8,11-12,23H,3,6,9-10,13H2,1-2H3,(H2,24,25,26,27)
InChIKey 
FUNQRVMYVMGRRD-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)