Ligand profile

CHEMBL3221005

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P04058 Formula C₃₄H₄₀N₄O
pchembl 9.89 ~0.1 nM
Mol. weight 520.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3221005
UniProt (similar protein)
P04058
pchembl
9.890 (~0.1 nM)
Target protein
VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 520.72 Da
LogP (Crippen) 7.88
H-bond donors 3
H-bond acceptors 4
TPSA 66.05 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 39
Fraction sp³ C 0.35
Formula C₃₄H₄₀N₄O

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 66.1
  • −1 ≤ LogP ≤ 5 7.88
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 520.7
  • LogP ≤ 5 7.88
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 66.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(Nc2ccccc2C(=O)NCCCCCCNc2c3c(nc4ccccc24)CCCC3)c1C
InChI 
InChI=1S/C34H40N4O/c1-24-14-13-21-29(25(24)2)37-32-20-10-7-17-28(32)34(39)36-23-12-4-3-11-22-35-33-26-15-5-8-18-30(26)38-31-19-9-6-16-27(31)33/h5,7-8,10,13-15,17-18,20-21,37H,3-4,6,9,11-12,16,19,22-23H2,1-2H3,(H,35,38)(H,36,39)
InChIKey 
DKUSVKBLJWMOFH-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
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)