Ligand profile

CHEMBL393606

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₂₄H₁₇NO₅S

pchembl 6.05 ~891.3 nM

Mol. weight 431.47 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL393606
UniProt (similar protein): P24666
pchembl: 6.050 (~891.3 nM)
Target protein: VK055_5016

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 431.47 Da

LogP (Crippen) 5.41

H-bond donors 1

H-bond acceptors 5

TPSA 83.91 Å²

Rotatable bonds 6

Aromatic rings 3 / 4

Heavy atoms 31

Fraction sp³ C 0.04

Formula C₂₄H₁₇NO₅S

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 83.9
−1 ≤ LogP ≤ 5 5.41

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 431.5
LogP ≤ 5 5.41
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 83.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(O)c1ccc(CN2C(=O)S/C(=C\c3ccc(Oc4ccccc4)cc3)C2=O)cc1

InChI

InChI=1S/C24H17NO5S/c26-22-21(14-16-8-12-20(13-9-16)30-19-4-2-1-3-5-19)31-24(29)25(22)15-17-6-10-18(11-7-17)23(27)28/h1-14H,15H2,(H,27,28)/b21-14-

InChIKey

MAKLPSKEADWFJA-STZFKDTASA-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
Binding sites: PF01451

External resources

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

ChEMBL ChEMBL compound CHEMBL393606 →
UniProt UniProt P24666 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL393606”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_5016.

PDB 11

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)