Ligand profile

CHEMBL553218

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5044 — hisD

Via homolog UniProt P24226 Formula C₁₃H₁₇Cl₂N₃O₂
pchembl 6.52 ~302.0 nM
Mol. weight 318.20 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL553218
UniProt (similar protein)
P24226
pchembl
6.520 (~302.0 nM)
Target protein
VK055_5044

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 318.20 Da
LogP (Crippen) 1.64
H-bond donors 3
H-bond acceptors 4
TPSA 92.00 Ų
Rotatable bonds 5
Aromatic rings 2 / 2
Heavy atoms 20
Fraction sp³ C 0.23
Formula C₁₃H₁₇Cl₂N₃O₂

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 92.0
  • −1 ≤ LogP ≤ 5 1.64
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 318.2
  • LogP ≤ 5 1.64
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 92.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cl.Cl.N[C@@H](Cc1c[nH]cn1)C(=O)Cc1cccc(O)c1
InChI 
InChI=1S/C13H15N3O2.2ClH/c14-12(6-10-7-15-8-16-10)13(18)5-9-2-1-3-11(17)4-9;;/h1-4,7-8,12,17H,5-6,14H2,(H,15,16);2*1H/t12-;;/m0../s1
InChIKey 
OWSTVHONZSUXKL-LTCKWSDVSA-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
PF00815

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_5044.

PDB 3

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 27

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)