Ligand profile

CHEMBL1091056

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0327 — pyruvate kinase

Via homolog UniProt P14618 Formula C₁₈H₁₇F₂N₃O₄S₃

pchembl 7.07 ~85.1 nM

Mol. weight 473.55 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1091056
UniProt (similar protein): P14618
pchembl: 7.070 (~85.1 nM)
Target protein: VK055_0327

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 473.55 Da

LogP (Crippen) 2.58

H-bond donors 0

H-bond acceptors 6

TPSA 87.65 Å²

Rotatable bonds 4

Aromatic rings 3 / 4

Heavy atoms 30

Fraction sp³ C 0.28

Formula C₁₈H₁₇F₂N₃O₄S₃

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 87.7
−1 ≤ LogP ≤ 5 2.58

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 473.5
LogP ≤ 5 2.58
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 87.7

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1nc2cc(S(=O)(=O)N3CCN(S(=O)(=O)c4c(F)cccc4F)CC3)ccc2s1

InChI

InChI=1S/C18H17F2N3O4S3/c1-12-21-16-11-13(5-6-17(16)28-12)29(24,25)22-7-9-23(10-8-22)30(26,27)18-14(19)3-2-4-15(18)20/h2-6,11H,7-10H2,1H3

InChIKey

RPGCODREHFEDAI-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
Curation: pdb_similarity_tanimoto
Binding sites: PF00224

External resources

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

ChEMBL ChEMBL compound CHEMBL1091056 →
UniProt UniProt P14618 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1091056”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0327.

PDB 11

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

Ligand PDB entry

ChEMBL 67

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)