Ligand profile

CHEMBL3221008

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P04058 Formula C₃₇H₄₆N₄O

pchembl 8.81 ~1.5 nM

Mol. weight 562.80 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3221008
UniProt (similar protein): P04058
pchembl: 8.810 (~1.5 nM)
Target protein: VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 562.80 Da

LogP (Crippen) 9.05

H-bond donors 3

H-bond acceptors 4

TPSA 66.05 Å²

Rotatable bonds 14

Aromatic rings 4 / 5

Heavy atoms 42

Fraction sp³ C 0.41

Formula C₃₇H₄₆N₄O

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 9.05

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 562.8
LogP ≤ 5 9.05
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 4

Veber's rules Fail

Rotatable bonds ≤ 10 14
TPSA ≤ 140 Å² 66.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1cccc(Nc2ccccc2C(=O)NCCCCCCCCCNc2c3c(nc4ccccc24)CCCC3)c1C

InChI

InChI=1S/C37H46N4O/c1-27-17-16-24-32(28(27)2)40-35-23-13-10-20-31(35)37(42)39-26-15-7-5-3-4-6-14-25-38-36-29-18-8-11-21-33(29)41-34-22-12-9-19-30(34)36/h8,10-11,13,16-18,20-21,23-24,40H,3-7,9,12,14-15,19,22,25-26H2,1-2H3,(H,38,41)(H,39,42)

InChIKey

FHUVJFQMWJHJJK-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 CHEMBL3221008 →
UniProt UniProt P04058 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3221008”) →

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)