Ligand profile

CHEMBL3898789

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P10721

Via homolog UniProt P35968 Formula C₂₆H₂₀N₄O₂S
pchembl 10.52 ~0.0 nM
Mol. weight 452.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3898789
UniProt (similar protein)
P35968
pchembl
10.520 (~0.0 nM)
Target protein
P10721

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 452.54 Da
LogP (Crippen) 6.54
H-bond donors 2
H-bond acceptors 5
TPSA 79.90 Ų
Rotatable bonds 6
Aromatic rings 5 / 5
Heavy atoms 33
Fraction sp³ C 0.04
Formula C₂₆H₂₀N₄O₂S

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 79.9
  • −1 ≤ LogP ≤ 5 6.54
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 452.5
  • LogP ≤ 5 6.54
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 79.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cnc(C(=O)Nc2cccc(Oc3ccc4c(/C=C/c5ccccc5)n[nH]c4c3)c2)s1
InChI 
InChI=1S/C26H20N4O2S/c1-17-16-27-26(33-17)25(31)28-19-8-5-9-20(14-19)32-21-11-12-22-23(29-30-24(22)15-21)13-10-18-6-3-2-4-7-18/h2-16H,1H3,(H,28,31)(H,29,30)/b13-10+
InChIKey 
ITLTXJASMJITNS-JLHYYAGUSA-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)