Ligand profile

CHEMBL3221565

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P04058 Formula C₃₆H₄₂ClN₅O₂
pchembl 8.46 ~3.5 nM
Mol. weight 612.22 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3221565
UniProt (similar protein)
P04058
pchembl
8.460 (~3.5 nM)
Target protein
VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 612.22 Da
LogP (Crippen) 7.65
H-bond donors 4
H-bond acceptors 5
TPSA 95.15 Ų
Rotatable bonds 13
Aromatic rings 4 / 5
Heavy atoms 44
Fraction sp³ C 0.36
Formula C₃₆H₄₂ClN₅O₂

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 7.65
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 612.2
  • LogP ≤ 5 7.65
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 95.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(Nc2ccccc2C(=O)NCC(=O)NCCCCCCNc2c3c(nc4cc(Cl)ccc24)CCCC3)c1C
InChI 
InChI=1S/C36H42ClN5O2/c1-24-12-11-17-30(25(24)2)41-32-16-8-6-14-29(32)36(44)40-23-34(43)38-20-9-3-4-10-21-39-35-27-13-5-7-15-31(27)42-33-22-26(37)18-19-28(33)35/h6,8,11-12,14,16-19,22,41H,3-5,7,9-10,13,15,20-21,23H2,1-2H3,(H,38,43)(H,39,42)(H,40,44)
InChIKey 
HWAUYKQFORRSRY-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)