Ligand profile

CHEMBL4857590

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₁₈H₁₂Cl₃N₅
pchembl 6.54 ~288.4 nM
Mol. weight 404.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4857590
UniProt (similar protein)
P24666
pchembl
6.540 (~288.4 nM)
Target protein
VK055_5016

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 404.69 Da
LogP (Crippen) 5.04
H-bond donors 1
H-bond acceptors 5
TPSA 69.62 Ų
Rotatable bonds 3
Aromatic rings 2 / 4
Heavy atoms 26
Fraction sp³ C 0.06
Formula C₁₈H₁₂Cl₃N₅

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 69.6
  • −1 ≤ LogP ≤ 5 5.04
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 404.7
  • LogP ≤ 5 5.04
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 69.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1ncn(Cc2c(Cl)cccc2Cl)c2nc(-c3ccc(Cl)cc3)nc1-2
InChI 
InChI=1S/C18H12Cl3N5/c19-11-6-4-10(5-7-11)17-24-15-16(22)23-9-26(18(15)25-17)8-12-13(20)2-1-3-14(12)21/h1-7,9H,8,22H2
InChIKey 
NRDUGWROKUFEEA-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
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)