Ligand profile

CHEMBL3656887

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P35318

Via homolog UniProt P06881 Formula C₂₉H₂₆FN₅O
pchembl 8.74 ~1.8 nM
Mol. weight 479.56 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3656887
UniProt (similar protein)
P06881
pchembl
8.740 (~1.8 nM)
Target protein
P35318

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 479.56 Da
LogP (Crippen) 3.90
H-bond donors 2
H-bond acceptors 5
TPSA 70.15 Ų
Rotatable bonds 3
Aromatic rings 4 / 7
Heavy atoms 36
Fraction sp³ C 0.28
Formula C₂₉H₂₆FN₅O

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 3.90
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 479.6
  • LogP ≤ 5 3.90
  • 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=C1C(c2ccc(F)cc2)NCCN1Cc1ccc2cc3c(cc2n1)C[C@@]1(CNc2ncccc21)C3
InChI 
InChI=1S/C29H26FN5O/c30-22-6-3-18(4-7-22)26-28(36)35(11-10-31-26)16-23-8-5-19-12-20-14-29(15-21(20)13-25(19)34-23)17-33-27-24(29)2-1-9-32-27/h1-9,12-13,26,31H,10-11,14-17H2,(H,32,33)/t26?,29-/m1/s1
InChIKey 
TVANKAOSEBMZHZ-BNGNXUGRSA-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
256088
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)