Ligand profile

CHEMBL5954976

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₂₇H₂₇N₃O
pchembl 6.30 ~501.2 nM
Mol. weight 409.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5954976
UniProt (similar protein)
P24666
pchembl
6.300 (~501.2 nM)
Target protein
VK055_5016

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 409.53 Da
LogP (Crippen) 6.25
H-bond donors 1
H-bond acceptors 4
TPSA 37.39 Ų
Rotatable bonds 6
Aromatic rings 4 / 5
Heavy atoms 31
Fraction sp³ C 0.22
Formula C₂₇H₂₇N₃O

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 37.4
  • −1 ≤ LogP ≤ 5 6.25
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 409.5
  • LogP ≤ 5 6.25
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 37.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(-c2cc(Nc3cccc(CN4CCCC4)c3)c3ccccc3n2)cc1
InChI 
InChI=1S/C27H27N3O/c1-31-23-13-11-21(12-14-23)26-18-27(24-9-2-3-10-25(24)29-26)28-22-8-6-7-20(17-22)19-30-15-4-5-16-30/h2-3,6-14,17-18H,4-5,15-16,19H2,1H3,(H,28,29)
InChIKey 
USZFMQYWNFFRBI-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Activity
1128105
Binding sites
PF01451

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to VK055_5016.

PDB 11

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)