Ligand profile

CHEMBL3221007

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P04058 Formula C₃₆H₄₄N₄O

pchembl 10.35 ~0.0 nM

Mol. weight 548.78 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3221007
UniProt (similar protein): P04058
pchembl: 10.350 (~0.0 nM)
Target protein: VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 548.78 Da

LogP (Crippen) 8.66

H-bond donors 3

H-bond acceptors 4

TPSA 66.05 Å²

Rotatable bonds 13

Aromatic rings 4 / 5

Heavy atoms 41

Fraction sp³ C 0.39

Formula C₃₆H₄₄N₄O

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 8.66

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 548.8
LogP ≤ 5 8.66
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 4

Veber's rules Fail

Rotatable bonds ≤ 10 13
TPSA ≤ 140 Å² 66.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1cccc(Nc2ccccc2C(=O)NCCCCCCCCNc2c3c(nc4ccccc24)CCCC3)c1C

InChI

InChI=1S/C36H44N4O/c1-26-16-15-23-31(27(26)2)39-34-22-12-9-19-30(34)36(41)38-25-14-6-4-3-5-13-24-37-35-28-17-7-10-20-32(28)40-33-21-11-8-18-29(33)35/h7,9-10,12,15-17,19-20,22-23,39H,3-6,8,11,13-14,18,21,24-25H2,1-2H3,(H,37,40)(H,38,41)

InChIKey

OSSPSHRRZUSXJJ-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.

ChEMBL ChEMBL compound CHEMBL3221007 →
UniProt UniProt P04058 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3221007”) →

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)