Ligand profile

CHEMBL5289891

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P10721

Via homolog UniProt P15056 Formula C₂₄H₂₁FN₆O₃S
pchembl 10.47 ~0.0 nM
Mol. weight 492.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5289891
UniProt (similar protein)
P15056
pchembl
10.470 (~0.0 nM)
Target protein
P10721

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 492.54 Da
LogP (Crippen) 3.97
H-bond donors 2
H-bond acceptors 8
TPSA 114.42 Ų
Rotatable bonds 9
Aromatic rings 5 / 5
Heavy atoms 35
Fraction sp³ C 0.12
Formula C₂₄H₂₁FN₆O₃S

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 114.4
  • −1 ≤ LogP ≤ 5 3.97
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 492.5
  • LogP ≤ 5 3.97
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 114.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=S(=O)(NCCCNc1nccc(-c2c(-c3cccc(F)c3)nc3occn23)n1)c1ccccc1
InChI 
InChI=1S/C24H21FN6O3S/c25-18-7-4-6-17(16-18)21-22(31-14-15-34-24(31)30-21)20-10-13-27-23(29-20)26-11-5-12-28-35(32,33)19-8-2-1-3-9-19/h1-4,6-10,13-16,28H,5,11-12H2,(H,26,27,29)
InChIKey 
DMEBBSDHOMWAOU-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ domain
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF07714

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to P10721.

PDB 233

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)