Ligand profile

CHEMBL3221009

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P04058 Formula C₃₈H₄₈N₄O

pchembl 9.04 ~0.9 nM

Mol. weight 576.83 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3221009
UniProt (similar protein): P04058
pchembl: 9.040 (~0.9 nM)
Target protein: VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 576.83 Da

LogP (Crippen) 9.44

H-bond donors 3

H-bond acceptors 4

TPSA 66.05 Å²

Rotatable bonds 15

Aromatic rings 4 / 5

Heavy atoms 43

Fraction sp³ C 0.42

Formula C₃₈H₄₈N₄O

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 66.1
−1 ≤ LogP ≤ 5 9.44

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 576.8
LogP ≤ 5 9.44
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 4

Veber's rules Fail

Rotatable bonds ≤ 10 15
TPSA ≤ 140 Å² 66.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1cccc(Nc2ccccc2C(=O)NCCCCCCCCCCNc2c3c(nc4ccccc24)CCCC3)c1C

InChI

InChI=1S/C38H48N4O/c1-28-18-17-25-33(29(28)2)41-36-24-14-11-21-32(36)38(43)40-27-16-8-6-4-3-5-7-15-26-39-37-30-19-9-12-22-34(30)42-35-23-13-10-20-31(35)37/h9,11-12,14,17-19,21-22,24-25,41H,3-8,10,13,15-16,20,23,26-27H2,1-2H3,(H,39,42)(H,40,43)

InChIKey

QUENBTRQOPYVCF-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
Activity: Active
Binding sites: PF00135

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL3221009 →
UniProt UniProt P04058 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3221009”) →

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)