Ligand profile

CHEMBL594187

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0532 — alpha/beta hydrolase fold family protein

Via homolog UniProt P04058 Formula C₂₅H₂₆N₂O
pchembl 8.79 ~1.6 nM
Mol. weight 370.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL594187
UniProt (similar protein)
P04058
pchembl
8.790 (~1.6 nM)
Target protein
VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 370.50 Da
LogP (Crippen) 5.21
H-bond donors 1
H-bond acceptors 2
TPSA 45.22 Ų
Rotatable bonds 3
Aromatic rings 2 / 4
Heavy atoms 28
Fraction sp³ C 0.28
Formula C₂₅H₂₆N₂O

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 45.2
  • −1 ≤ LogP ≤ 5 5.21
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 370.5
  • LogP ≤ 5 5.21
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 45.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C=C1\[C@H]2C=C(C)C[C@]1(/N=C/C(C)=C/c1ccccc1)c1ccc(=O)[nH]c1C2
InChI 
InChI=1S/C25H26N2O/c1-4-21-20-13-17(2)15-25(21,22-10-11-24(28)27-23(22)14-20)26-16-18(3)12-19-8-6-5-7-9-19/h4-13,16,20H,14-15H2,1-3H3,(H,27,28)/b18-12+,21-4+,26-16+/t20-,25+/m0/s1
InChIKey 
UPNJKBJOFORQKA-ZAKCZKPSSA-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
Binding sites
PF00135

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_0532.

PDB 17

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

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)