Ligand profile

CHEMBL477655

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5044 — hisD

Via homolog UniProt Q8G2R2 Formula C₁₄H₁₇Cl₂N₃O₃
pchembl 8.22 ~6.0 nM
Mol. weight 346.21 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL477655
UniProt (similar protein)
Q8G2R2
pchembl
8.220 (~6.0 nM)
Target protein
VK055_5044

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 346.21 Da
LogP (Crippen) 1.66
H-bond donors 2
H-bond acceptors 5
TPSA 90.23 Ų
Rotatable bonds 5
Aromatic rings 2 / 3
Heavy atoms 22
Fraction sp³ C 0.29
Formula C₁₄H₁₇Cl₂N₃O₃

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 90.2
  • −1 ≤ LogP ≤ 5 1.66
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 346.2
  • LogP ≤ 5 1.66
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 90.2
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)Cc1ccc2c(c1)OCO2
InChI 
InChI=1S/C14H15N3O3.2ClH/c15-11(5-10-6-16-7-17-10)12(18)3-9-1-2-13-14(4-9)20-8-19-13;;/h1-2,4,6-7,11H,3,5,8,15H2,(H,16,17);2*1H/t11-;;/m0../s1
InChIKey 
ADUNUFXTEOVBPY-IDMXKUIJSA-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)