Ligand profile

CHEMBL5850574

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P10721

Via homolog UniProt P15056 Formula C₂₅H₂₃FN₆O₄S₂
pchembl 10.30 ~0.1 nM
Mol. weight 554.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5850574
UniProt (similar protein)
P15056
pchembl
10.300 (~0.1 nM)
Target protein
P10721

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 554.63 Da
LogP (Crippen) 4.15
H-bond donors 3
H-bond acceptors 10
TPSA 130.74 Ų
Rotatable bonds 10
Aromatic rings 5 / 5
Heavy atoms 38
Fraction sp³ C 0.16
Formula C₂₅H₂₃FN₆O₄S₂

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 130.7
  • −1 ≤ LogP ≤ 5 4.15
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 554.6
  • LogP ≤ 5 4.15
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 130.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(S(=O)(=O)NCCCNc2nccc(-c3c(-c4ccc(F)c(O)c4)nc4sccn34)n2)cc1
InChI 
InChI=1S/C25H23FN6O4S2/c1-36-17-4-6-18(7-5-17)38(34,35)29-11-2-10-27-24-28-12-9-20(30-24)23-22(31-25-32(23)13-14-37-25)16-3-8-19(26)21(33)15-16/h3-9,12-15,29,33H,2,10-11H2,1H3,(H,27,28,30)
InChIKey 
YFCXCSQOYWFVPS-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
Activity
1169547
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)