Ligand profile

CHEMBL3769848

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P35318

Via homolog UniProt P06881 Formula C₃₃H₄₂N₈O₂
pchembl 8.05 ~8.9 nM
Mol. weight 582.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3769848
UniProt (similar protein)
P06881
pchembl
8.050 (~8.9 nM)
Target protein
P35318

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 582.75 Da
LogP (Crippen) 3.66
H-bond donors 2
H-bond acceptors 6
TPSA 111.60 Ų
Rotatable bonds 6
Aromatic rings 3 / 6
Heavy atoms 43
Fraction sp³ C 0.52
Formula C₃₃H₄₂N₈O₂

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 111.6
  • −1 ≤ LogP ≤ 5 3.66
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 582.8
  • LogP ≤ 5 3.66
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 111.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(C[C@@H](NC(=O)N2CCN(c3ccccc3C#N)CC2)C(=O)N2CCC(N3CCCCC3)CC2)cc2cn[nH]c12
InChI 
InChI=1S/C33H42N8O2/c1-24-19-25(20-27-23-35-37-31(24)27)21-29(32(42)40-13-9-28(10-14-40)38-11-5-2-6-12-38)36-33(43)41-17-15-39(16-18-41)30-8-4-3-7-26(30)22-34/h3-4,7-8,19-20,23,28-29H,2,5-6,9-18,21H2,1H3,(H,35,37)(H,36,43)/t29-/m1/s1
InChIKey 
RGJMQOFBGDRDHY-GDLZYMKVSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ domain
Source
ChEMBL
Binding sites
PF00214

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to P35318.

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)