Ligand profile

CHEMBL3647095

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P47205 Formula C₂₂H₂₉NO₄S

pchembl 9.45 ~0.4 nM

Mol. weight 403.54 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3647095
UniProt (similar protein): P47205
pchembl: 9.450 (~0.4 nM)
Target protein: VK055_2471

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 403.54 Da

LogP (Crippen) 3.79

H-bond donors 2

H-bond acceptors 4

TPSA 83.47 Å²

Rotatable bonds 8

Aromatic rings 2 / 2

Heavy atoms 28

Fraction sp³ C 0.41

Formula C₂₂H₂₉NO₄S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 83.5
−1 ≤ LogP ≤ 5 3.79

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 403.5
LogP ≤ 5 3.79
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 8
TPSA ≤ 140 Å² 83.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(C)Cc1ccc(-c2ccc(CCC(C)(C(=O)NO)S(C)(=O)=O)cc2)cc1

InChI

InChI=1S/C22H29NO4S/c1-16(2)15-18-7-11-20(12-8-18)19-9-5-17(6-10-19)13-14-22(3,21(24)23-25)28(4,26)27/h5-12,16,25H,13-15H2,1-4H3,(H,23,24)

InChIKey

VHWFXTUCUKDYHE-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: 268994
Binding sites: PF03331

External resources

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

ChEMBL ChEMBL compound CHEMBL3647095 →
UniProt UniProt P47205 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3647095”) →

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)