Ligand profile

CHEMBL3221568

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P04058 Formula C₃₉H₄₈ClN₅O₂
pchembl 8.30 ~5.0 nM
Mol. weight 654.30 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3221568
UniProt (similar protein)
P04058
pchembl
8.300 (~5.0 nM)
Target protein
VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 654.30 Da
LogP (Crippen) 8.82
H-bond donors 4
H-bond acceptors 5
TPSA 95.15 Ų
Rotatable bonds 16
Aromatic rings 4 / 5
Heavy atoms 47
Fraction sp³ C 0.41
Formula C₃₉H₄₈ClN₅O₂

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 95.2
  • −1 ≤ LogP ≤ 5 8.82
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 654.3
  • LogP ≤ 5 8.82
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • TPSA ≤ 140 Ų 95.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(Nc2ccccc2C(=O)NCCC(=O)NCCCCCCCCNc2c3c(nc4cc(Cl)ccc24)CCCC3)c1C
InChI 
InChI=1S/C39H48ClN5O2/c1-27-14-13-19-33(28(27)2)44-35-18-10-8-16-32(35)39(47)43-25-22-37(46)41-23-11-5-3-4-6-12-24-42-38-30-15-7-9-17-34(30)45-36-26-29(40)20-21-31(36)38/h8,10,13-14,16,18-21,26,44H,3-7,9,11-12,15,17,22-25H2,1-2H3,(H,41,46)(H,42,45)(H,43,47)
InChIKey 
BBJHCVZDXGBOFA-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)