Ligand profile

CHEMBL3969695

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P10721

Via homolog UniProt P35968 Formula C₂₆H₁₇ClN₄O₂S
pchembl 10.30 ~0.1 nM
Mol. weight 484.97 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3969695
UniProt (similar protein)
P35968
pchembl
10.300 (~0.1 nM)
Target protein
P10721

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 484.97 Da
LogP (Crippen) 6.33
H-bond donors 2
H-bond acceptors 5
TPSA 87.74 Ų
Rotatable bonds 6
Aromatic rings 5 / 5
Heavy atoms 34
Fraction sp³ C 0.00
Formula C₂₆H₁₇ClN₄O₂S

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 87.7
  • −1 ≤ LogP ≤ 5 6.33
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 485.0
  • LogP ≤ 5 6.33
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 87.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(c1cccc(NC(=O)c2ccc(Cl)s2)c1)c1ccc2c(/C=C/c3ccccn3)n[nH]c2c1
InChI 
InChI=1S/C26H17ClN4O2S/c27-24-12-11-23(34-24)26(33)29-19-6-3-4-16(14-19)25(32)17-7-9-20-21(30-31-22(20)15-17)10-8-18-5-1-2-13-28-18/h1-15H,(H,29,33)(H,30,31)/b10-8+
InChIKey 
TUNNRXOARWHXQP-CSKARUKUSA-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)