Ligand profile

CHEMBL3656890

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P35318

Via homolog UniProt P06881 Formula C₂₉H₂₇N₅O
pchembl 8.18 ~6.6 nM
Mol. weight 461.57 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3656890
UniProt (similar protein)
P06881
pchembl
8.180 (~6.6 nM)
Target protein
P35318

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 461.57 Da
LogP (Crippen) 3.77
H-bond donors 2
H-bond acceptors 5
TPSA 70.15 Ų
Rotatable bonds 3
Aromatic rings 4 / 7
Heavy atoms 35
Fraction sp³ C 0.28
Formula C₂₉H₂₇N₅O

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 70.2
  • −1 ≤ LogP ≤ 5 3.77
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 461.6
  • LogP ≤ 5 3.77
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 70.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1Nc2ncccc2[C@@]12Cc1cc3ccc(CN4CCNCC4c4ccccc4)nc3cc1C2
InChI 
InChI=1S/C29H27N5O/c35-28-29(24-7-4-10-31-27(24)33-28)15-21-13-20-8-9-23(32-25(20)14-22(21)16-29)18-34-12-11-30-17-26(34)19-5-2-1-3-6-19/h1-10,13-14,26,30H,11-12,15-18H2,(H,31,33,35)/t26?,29-/m0/s1
InChIKey 
VIQHXAGIJWNLOX-BTMGADRYSA-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
256091
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)