Ligand profile

CHEMBL6002371

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P10721

Via homolog UniProt P36888 Formula C₂₂H₂₂N₆O
pchembl 10.68 ~0.0 nM
Mol. weight 386.46 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6002371
UniProt (similar protein)
P36888
pchembl
10.680 (~0.0 nM)
Target protein
P10721

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 386.46 Da
LogP (Crippen) 3.24
H-bond donors 2
H-bond acceptors 7
TPSA 76.37 Ų
Rotatable bonds 5
Aromatic rings 4 / 5
Heavy atoms 29
Fraction sp³ C 0.23
Formula C₂₂H₂₂N₆O

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 76.4
  • −1 ≤ LogP ≤ 5 3.24
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 386.5
  • LogP ≤ 5 3.24
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 76.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cc2ncc(-c3cccc(NC4CCNC4)n3)n2cc1-c1cccnc1
InChI 
InChI=1S/C22H22N6O/c1-29-20-10-22-25-13-19(28(22)14-17(20)15-4-3-8-23-11-15)18-5-2-6-21(27-18)26-16-7-9-24-12-16/h2-6,8,10-11,13-14,16,24H,7,9,12H2,1H3,(H,26,27)
InChIKey 
ZQKNIPQNEVNCDY-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
1141737
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)