Ligand profile

CHEMBL3647123

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P47205 Formula C₂₂H₂₈N₂O₅S

pchembl 9.53 ~0.3 nM

Mol. weight 432.54 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3647123
UniProt (similar protein): P47205
pchembl: 9.530 (~0.3 nM)
Target protein: VK055_2471

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 432.54 Da

LogP (Crippen) 2.43

H-bond donors 2

H-bond acceptors 6

TPSA 95.94 Å²

Rotatable bonds 7

Aromatic rings 2 / 3

Heavy atoms 30

Fraction sp³ C 0.41

Formula C₂₂H₂₈N₂O₅S

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 95.9
−1 ≤ LogP ≤ 5 2.43

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 432.5
LogP ≤ 5 2.43
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 95.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(CCc1ccc(-c2ccc(N3CCOCC3)cc2)cc1)(C(=O)NO)S(C)(=O)=O

InChI

InChI=1S/C22H28N2O5S/c1-22(21(25)23-26,30(2,27)28)12-11-17-3-5-18(6-4-17)19-7-9-20(10-8-19)24-13-15-29-16-14-24/h3-10,26H,11-16H2,1-2H3,(H,23,25)

InChIKey

YUWRBPFEKGTUCK-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: 269023
Binding sites: PF03331

External resources

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

ChEMBL ChEMBL compound CHEMBL3647123 →
UniProt UniProt P47205 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3647123”) →

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)