Ligand profile

CHEMBL3952496

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P10721

Via homolog UniProt P35968 Formula C₂₈H₂₀N₄O₂
pchembl 10.34 ~0.0 nM
Mol. weight 444.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3952496
UniProt (similar protein)
P35968
pchembl
10.340 (~0.0 nM)
Target protein
P10721

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 444.49 Da
LogP (Crippen) 5.61
H-bond donors 2
H-bond acceptors 4
TPSA 87.74 Ų
Rotatable bonds 6
Aromatic rings 5 / 5
Heavy atoms 34
Fraction sp³ C 0.00
Formula C₂₈H₂₀N₄O₂

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 5.61
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 444.5
  • LogP ≤ 5 5.61
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
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(Nc1cccc(C(=O)c2ccc3c(/C=C/c4ccccn4)n[nH]c3c2)c1)c1ccccc1
InChI 
InChI=1S/C28H20N4O2/c33-27(20-9-6-11-23(17-20)30-28(34)19-7-2-1-3-8-19)21-12-14-24-25(31-32-26(24)18-21)15-13-22-10-4-5-16-29-22/h1-18H,(H,30,34)(H,31,32)/b15-13+
InChIKey 
UMNQEFXKDFGFNN-FYWRMAATSA-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)