Ligand profile

CHEMBL3647134

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P47205 Formula C₁₉H₂₁NO₆S

pchembl 10.52 ~0.0 nM

Mol. weight 391.45 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3647134
UniProt (similar protein): P47205
pchembl: 10.520 (~0.0 nM)
Target protein: VK055_2471

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 391.45 Da

LogP (Crippen) 2.32

H-bond donors 2

H-bond acceptors 6

TPSA 101.93 Å²

Rotatable bonds 6

Aromatic rings 2 / 3

Heavy atoms 27

Fraction sp³ C 0.32

Formula C₁₉H₂₁NO₆S

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 101.9
−1 ≤ LogP ≤ 5 2.32

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 391.4
LogP ≤ 5 2.32
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 101.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(CCc1ccc(-c2ccc3c(c2)OCO3)cc1)(C(=O)NO)S(C)(=O)=O

InChI

InChI=1S/C19H21NO6S/c1-19(18(21)20-22,27(2,23)24)10-9-13-3-5-14(6-4-13)15-7-8-16-17(11-15)26-12-25-16/h3-8,11,22H,9-10,12H2,1-2H3,(H,20,21)

InChIKey

NUJZDOQEEVSPKK-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: 269034
Binding sites: PF03331

External resources

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

ChEMBL ChEMBL compound CHEMBL3647134 →
UniProt UniProt P47205 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3647134”) →

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)