Ligand profile

CHEMBL3690885

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2642 — sodium:solute symporter family protein

Via homolog UniProt P13866 Formula C₂₂H₁₈F₄N₄O₂

pchembl 8.51 ~3.1 nM

Mol. weight 446.40 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3690885
UniProt (similar protein): P13866
pchembl: 8.510 (~3.1 nM)
Target protein: VK055_2642

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 446.40 Da

LogP (Crippen) 4.02

H-bond donors 2

H-bond acceptors 4

TPSA 76.02 Å²

Rotatable bonds 4

Aromatic rings 3 / 4

Heavy atoms 32

Fraction sp³ C 0.23

Formula C₂₂H₁₈F₄N₄O₂

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 76.0
−1 ≤ LogP ≤ 5 4.02

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 446.4
LogP ≤ 5 4.02
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 76.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C[C@H]1C(=O)NC[C@@H]1C(=O)Nc1cc(-c2cccc(C(F)(F)F)c2)n(-c2ccccc2F)n1

InChI

InChI=1S/C22H18F4N4O2/c1-12-15(11-27-20(12)31)21(32)28-19-10-18(13-5-4-6-14(9-13)22(24,25)26)30(29-19)17-8-3-2-7-16(17)23/h2-10,12,15H,11H2,1H3,(H,27,31)(H,28,29,32)/t12-,15+/m1/s1

InChIKey

IXVYBTWKCWSBLZ-DOMZBBRYSA-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: 265748
Binding sites: PF00474

External resources

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

ChEMBL ChEMBL compound CHEMBL3690885 →
UniProt UniProt P13866 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3690885”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2642.

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)