Ligand profile

CHEMBL5938868

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3154 — alpha/beta hydrolase fold family protein

Via homolog UniProt Q99685 Formula C₂₆H₂₁BrF₂N₄O

pchembl 9.74 ~0.2 nM

Mol. weight 523.38 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5938868
UniProt (similar protein): Q99685
pchembl: 9.740 (~0.2 nM)
Target protein: VK055_3154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 523.38 Da

LogP (Crippen) 5.97

H-bond donors 0

H-bond acceptors 4

TPSA 51.02 Å²

Rotatable bonds 2

Aromatic rings 4 / 6

Heavy atoms 34

Fraction sp³ C 0.27

Formula C₂₆H₂₁BrF₂N₄O

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 51.0
−1 ≤ LogP ≤ 5 5.97

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 523.4
LogP ≤ 5 5.97
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 2
TPSA ≤ 140 Å² 51.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cn1nc2c(c1-c1cc(F)cc(F)c1)C[C@@H]1CCC[C@H]2N1C(=O)c1ccc2nccc(Br)c2c1

InChI

InChI=1S/C26H21BrF2N4O/c1-32-25(15-9-16(28)12-17(29)10-15)20-13-18-3-2-4-23(24(20)31-32)33(18)26(34)14-5-6-22-19(11-14)21(27)7-8-30-22/h5-12,18,23H,2-4,13H2,1H3/t18-,23+/m0/s1

InChIKey

HPNWDHDDCVRIPG-FDDCHVKYSA-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: 1264762
Binding sites: PF12146

External resources

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

ChEMBL ChEMBL compound CHEMBL5938868 →
UniProt UniProt Q99685 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5938868”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3154.

PDB 7

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)