Ligand profile

CHEMBL4441313

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1961 — serine 3-dehydrogenase

Via homolog UniProt P51658 Formula C₂₂H₁₂ClF₃N₂O₄S₂

pchembl 7.34 ~45.7 nM

Mol. weight 524.93 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4441313
UniProt (similar protein): P51658
pchembl: 7.340 (~45.7 nM)
Target protein: VK055_1961

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 524.93 Da

LogP (Crippen) 5.62

H-bond donors 2

H-bond acceptors 6

TPSA 96.36 Å²

Rotatable bonds 6

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.00

Formula C₂₂H₁₂ClF₃N₂O₄S₂

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 96.4
−1 ≤ LogP ≤ 5 5.62

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 524.9
LogP ≤ 5 5.62
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 96.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(c1ccc(-c2ccccc2NS(=O)(=O)c2ccc(Cl)nc2)s1)c1cc(F)c(F)c(O)c1F

InChI

InChI=1S/C22H12ClF3N2O4S2/c23-18-8-5-11(10-27-18)34(31,32)28-15-4-2-1-3-12(15)16-6-7-17(33-16)21(29)13-9-14(24)20(26)22(30)19(13)25/h1-10,28,30H

InChIKey

ZDKXTKFNOBVVDR-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
Binding sites: PF00106

External resources

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

ChEMBL ChEMBL compound CHEMBL4441313 →
UniProt UniProt P51658 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4441313”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1961.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 47

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)