Ligand profile

CHEMBL3221290

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P04058 Formula C₃₃H₃₆ClN₅O₂
pchembl 8.51 ~3.1 nM
Mol. weight 570.14 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3221290
UniProt (similar protein)
P04058
pchembl
8.510 (~3.1 nM)
Target protein
VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 570.14 Da
LogP (Crippen) 6.48
H-bond donors 4
H-bond acceptors 5
TPSA 95.15 Ų
Rotatable bonds 10
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.30
Formula C₃₃H₃₆ClN₅O₂

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 6.48
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 570.1
  • LogP ≤ 5 6.48
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • 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)NCCCNc2c3c(nc4cc(Cl)ccc24)CCCC3)c1C
InChI 
InChI=1S/C33H36ClN5O2/c1-21-9-7-14-27(22(21)2)38-29-13-6-4-11-26(29)33(41)37-20-31(40)35-17-8-18-36-32-24-10-3-5-12-28(24)39-30-19-23(34)15-16-25(30)32/h4,6-7,9,11,13-16,19,38H,3,5,8,10,12,17-18,20H2,1-2H3,(H,35,40)(H,36,39)(H,37,41)
InChIKey 
SSZANHBKYVEXRX-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)