Ligand profile

CHEMBL3221285

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P04058 Formula C₄₁H₅₃N₅O₂
pchembl 8.44 ~3.6 nM
Mol. weight 647.91 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3221285
UniProt (similar protein)
P04058
pchembl
8.440 (~3.6 nM)
Target protein
VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 647.91 Da
LogP (Crippen) 8.94
H-bond donors 4
H-bond acceptors 5
TPSA 95.15 Ų
Rotatable bonds 18
Aromatic rings 4 / 5
Heavy atoms 48
Fraction sp³ C 0.44
Formula C₄₁H₅₃N₅O₂

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 8.94
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 647.9
  • LogP ≤ 5 8.94
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 95.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(Nc2ccccc2C(=O)NCCCCCC(=O)NCCCCCCCNc2c3c(nc4ccccc24)CCCC3)c1C
InChI 
InChI=1S/C41H53N5O2/c1-30-18-17-25-35(31(30)2)45-38-24-13-10-21-34(38)41(48)44-29-16-6-7-26-39(47)42-27-14-4-3-5-15-28-43-40-32-19-8-11-22-36(32)46-37-23-12-9-20-33(37)40/h8,10-11,13,17-19,21-22,24-25,45H,3-7,9,12,14-16,20,23,26-29H2,1-2H3,(H,42,47)(H,43,46)(H,44,48)
InChIKey 
QQVRUADRNZCKIS-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)