Ligand profile

CHEMBL5946013

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₃₀H₃₂N₄O
pchembl 6.30 ~501.2 nM
Mol. weight 464.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5946013
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 464.61 Da
LogP (Crippen) 6.35
H-bond donors 3
H-bond acceptors 4
TPSA 66.05 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 35
Fraction sp³ C 0.27
Formula C₃₀H₃₂N₄O

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 66.1
  • −1 ≤ LogP ≤ 5 6.35
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 464.6
  • LogP ≤ 5 6.35
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 66.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1ccc(-c2cc(NCCCC3CCCNC3)c3ccccc3n2)cc1)c1ccccc1
InChI 
InChI=1S/C30H32N4O/c35-30(24-10-2-1-3-11-24)33-25-16-14-23(15-17-25)28-20-29(26-12-4-5-13-27(26)34-28)32-19-7-9-22-8-6-18-31-21-22/h1-5,10-17,20,22,31H,6-9,18-19,21H2,(H,32,34)(H,33,35)
InChIKey 
FLKJQXQBSMMLNK-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
1128199
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)