Ligand profile

CHEMBL3639460

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2471 — UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosaminedeacetylase

Via homolog UniProt P47205 Formula C₁₈H₂₀FNO₅S

pchembl 9.51 ~0.3 nM

Mol. weight 381.43 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3639460
UniProt (similar protein): P47205
pchembl: 9.510 (~0.3 nM)
Target protein: VK055_2471

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 381.43 Da

LogP (Crippen) 2.44

H-bond donors 3

H-bond acceptors 5

TPSA 103.70 Å²

Rotatable bonds 6

Aromatic rings 2 / 2

Heavy atoms 26

Fraction sp³ C 0.28

Formula C₁₈H₂₀FNO₅S

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 103.7
−1 ≤ LogP ≤ 5 2.44

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 381.4
LogP ≤ 5 2.44
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 103.7

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(CCc1ccc(-c2ccc(O)cc2)c(F)c1)(C(=O)NO)S(C)(=O)=O

InChI

InChI=1S/C18H20FNO5S/c1-18(17(22)20-23,26(2,24)25)10-9-12-3-8-15(16(19)11-12)13-4-6-14(21)7-5-13/h3-8,11,21,23H,9-10H2,1-2H3,(H,20,22)

InChIKey

XUNQIRHYSIQSOV-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: 269035
Binding sites: PF03331

External resources

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

ChEMBL ChEMBL compound CHEMBL3639460 →
UniProt UniProt P47205 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3639460”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2471.

PDB 41

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)