Ligand profile

CHEMBL3647100

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P47205 Formula C₂₀H₂₅NO₄S

pchembl 9.62 ~0.2 nM

Mol. weight 375.49 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3647100
UniProt (similar protein): P47205
pchembl: 9.620 (~0.2 nM)
Target protein: VK055_2471

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 375.49 Da

LogP (Crippen) 3.21

H-bond donors 2

H-bond acceptors 4

TPSA 83.47 Å²

Rotatable bonds 6

Aromatic rings 2 / 2

Heavy atoms 26

Fraction sp³ C 0.35

Formula C₂₀H₂₅NO₄S

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 3.21

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 375.5
LogP ≤ 5 3.21
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 83.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccc(-c2ccc(CCC(C)(C(=O)NO)S(C)(=O)=O)cc2)cc1C

InChI

InChI=1S/C20H25NO4S/c1-14-5-8-18(13-15(14)2)17-9-6-16(7-10-17)11-12-20(3,19(22)21-23)26(4,24)25/h5-10,13,23H,11-12H2,1-4H3,(H,21,22)

InChIKey

BGWLSUWALDZIQD-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: 268999
Binding sites: PF03331

External resources

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

ChEMBL ChEMBL compound CHEMBL3647100 →
UniProt UniProt P47205 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3647100”) →

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)