Ligand profile

CHEMBL5843001

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0737 — sugar (and other) transporter family protein

Via homolog UniProt O15244 Formula C₂₂H₂₁F₂N₃O₄

pchembl 6.35 ~446.7 nM

Mol. weight 429.42 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5843001
UniProt (similar protein): O15244
pchembl: 6.350 (~446.7 nM)
Target protein: VK055_0737

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 429.42 Da

LogP (Crippen) 2.01

H-bond donors 2

H-bond acceptors 5

TPSA 91.64 Å²

Rotatable bonds 3

Aromatic rings 2 / 5

Heavy atoms 31

Fraction sp³ C 0.41

Formula C₂₂H₂₁F₂N₃O₄

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 91.6
−1 ≤ LogP ≤ 5 2.01

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 429.4
LogP ≤ 5 2.01
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 91.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C[C@H]1C[C@@H]2C[C@H]1N1C(=O)c3c(O)c(=O)c(C(=O)NCc4ccc(F)cc4F)cn3C[C@@H]21

InChI

InChI=1S/C22H21F2N3O4/c1-10-4-12-5-16(10)27-17(12)9-26-8-14(19(28)20(29)18(26)22(27)31)21(30)25-7-11-2-3-13(23)6-15(11)24/h2-3,6,8,10,12,16-17,29H,4-5,7,9H2,1H3,(H,25,30)/t10-,12+,16+,17-/m0/s1

InChIKey

IFOYWZQJIGKZIG-VBZUEUGKSA-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: 647126
Binding sites: PF00083

External resources

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

ChEMBL ChEMBL compound CHEMBL5843001 →
UniProt UniProt O15244 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5843001”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0737.

ChEMBL 50

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)